TWI766758B - Coloring composition and compound - Google Patents

Abstract

A coloring composition comprises one or more compound selected from a compound represented by the formula IZ1, a compound represented by the formula IZ2, a compound represented by the formula IZ3, a compound represented by the formula IZ4, a compound represented by the formula IZ5, and a compound represented by the formula IZ6; and at least one of a resin and a solvent.

Description

Coloring compositions and compounds

The present invention relates to a coloring composition and a compound.

The colored curable composition is used for the production of color filters used in display devices such as liquid crystal display devices and electroluminescent display devices. C.I. Pigment Yellow 185 (JP 2016-66020 A ) is known as a coloring agent contained in the colored curable composition.

The present invention includes the following inventions.

[1] A coloring composition comprising: a compound represented by formula IZ1, a compound represented by formula IZ2, a compound represented by formula IZ3, a compound represented by formula IZ4, a compound represented by formula IZ5 and the formula one or more compounds represented by IZ6, and

At least one of resin and solvent.

[In formula IZ1,

R ^O1Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 and R ^7Z1 independently represent a hydrogen atom, -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ -R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N( R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group.

R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , and R ^4Z1 and R ^5Z1 may be bonded to each other and form a ring, respectively.

R ^101Z1 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group.

R ^102Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

M represents a hydrogen atom or an alkali metal atom.

When there are plural R ^101Z1 , R ^102Z1 and M, these may be the same or different. The wavy line indicates E body or Z body]

[In formula IZ2,

R ^CO1Z2 and R ^CO2Z2 independently represent -OR ^O1Z2 or -NR ^N1Z2 R ^N2Z2 . R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 and R ^5Z2 independently represent a hydrogen atom, -CO-R ^102Z2 , -COO-R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N( R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group. R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , and R ^4Z2 and R ^5Z2 may be bonded to each other and form a ring, respectively.

R ^101Z2 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^O1Z2 and R ^102Z2 each independently represent a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural numbers of R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^101Z2 , R ^102Z2 and M, these may be the same or different. The wavy line indicates E body or Z body]

[In formula IZ3,

R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 and R ^7Z3 independently represent a hydrogen atom, -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ -R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N( R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally A substituted heterocyclic group. R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 may be bonded to each other and form a ring, respectively. R ^101Z3 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z3 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural R ^101Z3 , R ^102Z3 and M, these may be the same or different. The wavy line indicates E body or Z body]

[In formula IZ4,

R ^N1Z4 and R ^N2Z4 independently represent -CO-R ^102Z4 , -COO-R ^101Z4 , -OCO-R ^102Z4 , -COCO-R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N ( R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO-N(R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen Atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group.

R ^1Z4 , R 2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 and R ^{7Z4 independently} represent a hydrogen atom, -CO-R ^102Z4 , -COO-R ^101Z4 , -OCO-R ^102Z4 , ^-COCO -R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N(R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO-N( R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group. R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 may be bonded to each other and form a ring, respectively. R ^101Z4 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z4 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural R ^101Z4 , R ^102Z4 and M, these may be the same or different. The wavy line indicates E body or Z body]

[In formula IZ5,

R ^N1Z5 means -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , - CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen, cyano, nitro group, -SO ₃ M, -CO ₂ M, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent.

R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 and R ^7Z5 independently represent a hydrogen atom, -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N( R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group Heterocyclic groups with substituents, R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 may be bonded to each other respectively to form a ring, at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 and R ^5Z5 -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, - SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 At least one set of these bonds and forms a ring.

R ^101Z5 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group.

R ^102Z5 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

M represents a hydrogen atom or an alkali metal atom.

When there are plural R ^101Z5 , R ^102Z5 and M, these may be the same or different. The wavy line indicates E body or Z body]

[A ^c+ ] _d (I"Z6)

[In formula IZ6,

D represents a structure having an isoindoline skeleton. Z represents -SO ₃ ^- or -CO ₂ ^- . The A ^c+ system represents a c-valent metal cation. a represents an integer from 1 to 10.

b represents an integer of 1 or more. c represents an integer of 2 to 10. d represents an integer of 1 or more. When there are plural numbers of D, Z, a or A ^c+ , these may be the same or different. Formula I'Z6 and formula I"Z6 represent partial structures of formula IZ6, respectively, and D, Z, A ^c+ , a, b, c and d represent the same ones described in formula IZ6.

However, the negative valence of the partial structure represented by the formula I'Z6 is the same as the absolute value of the positive valence of the partial structure represented by the formula I"Z6]

[2] A coloring curable composition comprising the coloring composition according to the above [1] and a polymerizable compound.

[3] A color filter comprising the coloring composition according to the above [1] or the coloring curable composition according to claim 17 or 18.

[4] A liquid crystal display device comprising the color filter described in [3] above.

[5] A compound represented by formula (Z1-B).

[In formula IZ1-B, R ^O11Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

R ^1Z1 , R ^21Z1 , R ^31Z1 , R ^41Z1 , R ^51Z1 , R ^61Z1 and R ^71Z1 independently represent a hydrogen atom, -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ -R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N( R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group. R ^21Z1 and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^51Z1 may be bonded to each other and form a ring, respectively. However, at least one of R ^21Z1 , R ^31Z1 , R ^41Z1 and R ^51Z1 is -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ - R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N(R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , - OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R At least one set of ^21Z1 and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^51Z1 is bonded and forms a ring. R ^101Z1 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group.

R ^102Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom.

When there are plural R ^101Z1 , R ^102Z1 and M, these may be the same or different. The wavy line indicates E body or Z body]

[6] A compound represented by formula IZ2-B.

[In formula IZ2-B, R ^CO11Z2 and R ^CO21Z2 independently represent -OR ^O1Z2 or -NR ^N1Z2 R ^N2Z2 , and at least one of R ^CO11Z2 and R ^CO21Z2 is -NR ^N1Z2 R ^N2Z2 .

R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^21Z2 , R ^31Z2 , R ^41Z2 and R ^51Z2 independently represent a hydrogen atom, -CO-R ^102Z2 , -COO-R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N( R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group Heterocyclic groups with substituents, R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 may be bonded to each other respectively to form a ring, at least one of R ^21Z2 , R ^31Z2 , R ^41Z2 and R ^51Z2 -CO-R ^102Z2 , -COO-R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N(R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, cyano group, nitro group, - SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 At least one set of these bonds and forms a ring.

R ^101Z2 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group.

R ^O1Z2 and R ^102Z2 each independently represent a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

M represents a hydrogen atom or an alkali metal atom.

When there are plural numbers of R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^101Z2 , R ^102Z2 and M, these may be the same or different. The wavy line indicates E body or Z body]

[7] A compound represented by the formula (IZ3-B).

[In formula IZ3-B,

R ^1Z3 , R ^21Z3 , R ^31Z3 , R ^41Z3 , R ^51Z3 , R ^61Z3 and R ^71Z3 independently represent a hydrogen atom, -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ -R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N( R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally A substituted heterocyclic group.

R ^21Z3 and R ^31Z3 , R ^31Z3 and R ^41Z3 , and R ^41Z3 and R ^51Z3 may be bonded to each other and form a ring, respectively.

However, at least one of R ^21Z3 , R ^31Z3 , R ^41Z3 and R ^51Z3 is -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ - R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N(R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , - OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R At least one set of ^21Z3 and R ^31Z3 , R ^31Z3 and R ^41Z3 , and R ^41Z3 and R ^51Z3 is bonded and forms a ring. R ^101Z3 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z3 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom.

When there are plural R ^101Z3 , R ^102Z3 and M, these may be the same or different. The wavy line indicates E body or Z body]

[8] A compound represented by the formula (IZ4).

[In formula IZ4,

R ^N1Z4 and R ^N2Z4 independently represent -CO-R ^102Z4 , -COO-R ^101Z4 , -OCO-R ^102Z4 , -COCO-R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N ( R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO-N(R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen Atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group.

R ^1Z4 , R 2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 and R ^{7Z4 independently} represent a hydrogen atom, -CO-R ^102Z4 , -COO-R ^101Z4 , -OCO-R ^102Z4 , ^-COCO -R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N(R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO-N( R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group. R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 may be bonded to each other and form a ring, respectively. R ^101Z4 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z4 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural R ^101Z4 , R ^102Z4 and M, these may be the same or different. The wavy line indicates E body or Z body]

[9] A compound represented by formula IZ5.

[In formula IZ5,

R ^N1Z5 means -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , - CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen, cyano, nitro group, -SO ₃ M, -CO ₂ M, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent.

R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 and R ^7Z5 independently represent a hydrogen atom, -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N( R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group Heterocyclic groups with substituents, R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 may be bonded to each other respectively to form a ring, at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 and R ^5Z5 -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, - SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 At least one set of these bonds and forms a ring.

R ^101Z5 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z5 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural R ^101Z5 , R ^102Z5 and M, these may be the same or different. The wavy line indicates E body or Z body]

[10] A compound represented by formula IZ6.

[A ^c+ ] _d (I"Z6)

[In formula IZ6,

D represents a structure having an isoindoline skeleton. Z represents -SO ₃ ^- or -CO ₂ ^- . The A ^c+ system represents a c-valent metal cation. a represents an integer from 1 to 10.

b represents an integer of 1 or more. c represents an integer of 2 to 10.

d represents an integer of 1 or more. When there are plural numbers of D, Z, a or A ^c+ , these may be the same or different. Formula I'Z6 and formula I"Z6 represent partial structures of formula IZ6, respectively, and D, Z, A ^c+ , a, b, c and d represent the same ones described in formula IZ6.

However, the negative valence of the partial structure represented by the formula I'Z6 is the same as the absolute value of the positive valence of the partial structure represented by the formula I"Z6]

The coloring composition of the present invention comprises: a compound represented by formula IZ1 (hereinafter referred to as compound IZ1), a compound represented by formula IZ2 (hereinafter referred to as compound IZ2), a compound represented by formula IZ3 The compound represented by the formula (hereinafter, referred to as compound IZ3), the compound represented by formula IZ4 (hereinafter referred to as compound IZ4), the compound represented by formula IZ5 (hereinafter referred to as compound IZ5) and one or more compounds represented by the formula IZ6 (hereinafter referred to as compound IZ6) (hereinafter referred to as compound Z), and resins (hereinafter referred to as resin (B)) and At least one of a solvent (hereinafter, sometimes referred to as a solvent (E)).

Compound IZ1, compound IZ2, compound IZ3, compound IZ4, compound IZ5, and compound IZ6 also respectively include these tautomers or these salts.

Can be used separately as colorant.

The coloring composition of the present invention may contain one or more compounds IZ1, one or more compounds IZ2, one or more compounds IZ3, or one Or two or more kinds of compounds IZ4 may also contain one or more than two kinds of compounds IZ5, and may also contain one or more than two kinds of compounds IZ6.

When the coloring composition of the present invention contains at least one selected from the compound IZ1, the compound IZ2, and the compound IZ3, it is preferable that the resin (B) is necessarily included.

When the coloring composition of the present invention contains at least one selected from the group consisting of compound IZ4, compound IZ5, and compound IZ6, it is preferable to necessarily contain the solvent (E).

When the coloring composition of the present invention contains a solvent, Compound IZ1, Compound IZ2, Compound IZ3, Compound IZ4, Compound IZ5, and Compound IZ6 are preferably dispersed in the solvent (E).

When the coloring composition of the present invention includes compound IZ1, the coloring composition may further include coloring agents other than compound IZ1 (hereinafter, there is a situation called coloring agent A1Z1. And, hereinafter, there are compound IZ1 and coloring agent A1Z1 collectively referred to as "colorant AZ1"). The coloring agent A1Z1 may contain one or more coloring agents.

When the coloring composition of the present invention includes compound IZ2, the coloring composition may further include coloring agents other than compound IZ2 (hereinafter, there is a situation called coloring agent A1Z2. And, hereinafter, there is a combination of compound IZ2 and coloring agent A1Z2 The case referred to as "colorant AZ2"). The colorant A1Z2 may contain one or more colorants.

When the coloring composition of the present invention includes compound IZ3, the coloring composition may further include coloring agents other than compound IZ3 (hereinafter, there is a situation called coloring agent A1Z3. And, hereinafter, there is a combination of compound IZ3 and coloring agent A1Z3 The case called "coloring agent AZ3"). The colorant A1Z3 may contain one or more colorants.

When the coloring composition of the present invention contains the compound IZ4, the coloring composition may further contain a coloring agent other than the compound IZ4 (hereinafter, referred to as coloring agent A1Z4. In the following, there is a case where the compound IZ4 and coloring agent A1Z4 are collectively referred to as "coloring agent AZ4"). The colorant A1Z4 may contain one or more colorants.

When the coloring composition of the present invention includes compound IZ5, the coloring composition may further include a coloring agent other than compound IZ5 (hereinafter, there is a situation called coloring agent A1Z5. And, hereinafter, there is a combination of compound IZ5 and coloring agent A1Z5 The case called "coloring agent AZ5"). The colorant A1Z5 may contain one or more colorants.

When the coloring composition of the present invention comprises compound IZ6, the coloring composition may further comprise a coloring agent other than compound IZ6 (hereinafter, there is a situation called coloring agent A1Z6. And, hereinafter, there is a combination of compound IZ6 and coloring agent A1Z6 The case called "coloring agent AZ6"). The colorant A1Z6 may contain one or more colorants.

Hereinafter, one or more kinds selected from the group consisting of colorant A1Z1, colorant A1Z2, colorant A1Z3, colorant A1Z4, colorant A1Z5, and colorant A1Z6 are collectively referred to as colorant ZZ. Colorants ZZ preferably contain yellow colorants or green colorants.

Hereinafter, one or more selected from the group consisting of colorant AZ1, colorant AZ2, colorant AZ3, colorant AZ4, colorant AZ5, and colorant AZ6 are collectively referred to as colorant ZZZ.

The coloring composition of the present invention preferably contains both the resin (B) and the solvent (E).

In addition, the color curable composition of the present invention comprises:

Selected from the compound represented by formula IZ1, the compound represented by formula IZ2, the compound represented by formula IZ3, the compound represented by formula IZ4, the compound represented by formula IZ5 One or more kinds of compounds and compounds represented by formula IZ6,

At least one of resin (B) and solvent (E), and polymerizable compound (C).

In other words, the colored curable composition of the present invention includes the colored composition and the polymerizable compound (C).

The colored curable composition of the present invention may contain a polymerization initiator (D).

The colored curable composition of the present invention may also contain a polymerization initiator (D1).

The coloring composition of the present invention may further comprise a leveling agent (F) and an antioxidant.

<Compound IZ1>

Compound IZ1 is a compound represented by formula (IZ1).

[In formula (IZ1),

R ^O1Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 and R ^7Z1 independently represent a hydrogen atom, -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ -R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N( R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group.

R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , and R ^4Z1 and R ^5Z1 may be bonded to each other and form a ring, respectively. R ^101Z1 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural R ^101Z1 , R ^102Z1 and M, these may be the same or different. The wavy line indicates E body or Z body]

The carbon number of the hydrocarbon group represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 is 1 to 40, preferably 1 to 30, more preferably 1 to 20, more preferably 1 to 15, especially 1 to 10.

The hydrocarbon groups having 1 to 40 carbon atoms represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 may be aliphatic hydrocarbon groups and aromatic hydrocarbon groups. Aliphatic hydrocarbon groups may be saturated or unsaturated, and may be linear or alicyclic.

As the saturated or unsaturated chain hydrocarbon groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 , methyl, ethyl Alkyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptyl, octadecyl and eicosyl linear alkyl groups etc; , (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, isohexyl, (5-methyl)hexyl, (2-ethyl)hexyl and (3- Branched chain alkyl such as ethyl) heptyl, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, 3-butane Alkenyl groups such as alkenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, and 2-pentenyl, and the like. The carbon number of the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10, still more preferably 1 to 8, still more preferably Lines 1 to 5. Among them, straight-chain or branched alkyl groups having 1 to 10 carbon atoms, more preferably 1 to 8 carbon atoms, are particularly preferred, and particularly preferred are methyl, ethyl and tertiary butyl groups.

As the saturated or unsaturated alicyclic hydrocarbon group represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 , cyclopropyl , 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl Hexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl Hexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl Hexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl Hexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; 2-ene, cyclohex-3-ene), cycloheptenyl, cyclooctenyl and other cycloalkenyl groups; norbornyl, adamantyl, bicyclo[2.2.21 octane, etc. The carbon number of the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, still more preferably 4 to 20, still more preferably 4 to 15, still more preferably 5 to 15, most preferably The best line is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

The aromatic hydrocarbon groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 include phenyl, o-tolyl, m-tolyl, p-tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl , o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 2,4,6-trimethylphenyl (mesityl), 4-ethylphenyl, 4- Butylphenyl, 4-pentylphenyl, 2,6-bis(2-propyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylbenzene base, 4-vinylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl , Phenyl, phenanthrenyl, anthracenyl, pyrene and other aromatic hydrocarbon groups, etc. The carbon number of the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 15.

The hydrocarbon groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 can be the hydrocarbon groups listed above (such as aromatic hydrocarbon groups, and chain hydrocarbon groups) and at least one of alicyclic hydrocarbon groups), the group formed by the combination includes: aralkyl groups such as benzyl, phenethyl, 1-methyl-1-phenylethyl, etc.; phenyl vinyl (phenyl vinyl) Arylalkenyl such as phenyl ethynyl; arylalkynyl such as phenylethynyl; phenyl, (dimethyl(phenyl)methyl)phenyl, etc.

The groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 are the hydrocarbon groups listed above (for example, chain hydrocarbon groups and alicyclic hydrocarbon groups) The combined group can be, for example: cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2 - An alkyl group in which one or more alicyclic hydrocarbon groups are bonded, such as methylcyclohexylmethyl, cyclohexylethyl, and adamantylmethyl.

These carbon numbers are preferably 4 to 30, more preferably 6 to 30, still more preferably 6 to 20, still more preferably 4 to 20, still more preferably 4 to 15, and particularly preferably 6 to 15.

The hydrocarbon group represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 may have a substituent. The substituent may be monovalent or divalent. As for the divalent substituent, two bonds are preferably bonded to the same carbon atom to form a double bond.

Examples of the monovalent substituent include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a second butoxy group, a third butoxy group, Amyloxy, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy , (2-ethyl)hexyloxy, eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, o-tolyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3, 4-dimethylphenyloxy, 3,5-dimethylphenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyano Dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy, 2,6-dicyanophenyloxy, 3,4-dicyanobenzene oxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxy phenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., and groups represented by the following formulas, etc., are bonded to one side with carbon number 1 to 20 (preferably A hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10) ( It is preferably the oxy group of the derivatized group such as octylaminosulfonyl);

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tert-butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , octylthio, nonylthio, decylthio, undecylthio, dodecylthio, eicosylthio, phenylthio and o-tolylthio, etc. are bonded with carbon A thio group of a hydrocarbon group with a number of 1 to 20 (preferably a hydrocarbon group with a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl;

carboxyl;

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl Acyl group, undecyl group, dodecyl group, hexadecanoyl group, benzyl group, etc., and the groups shown in the following formulas are bonded with carbon number 1 to 20 (preferably carbon number 1 to 20). 11) hydrocarbon group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylamine sulfonyl group with carbon number 1 to 10 (preferably octyl group) A carbonyl group of a derivatized group such as a sulfamoyl group) (when the carbonyl group is an alkanoyl group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl yloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, o-Tolyloxycarbonyl, etc., and the groups represented by the following formulas are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably, a hydrocarbon group having 1 to 10 carbon atoms) or a derivatized group (such as a carboxyl group, a sulfonic acid group) oxycarbonyl group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group), etc. derivatized with carbon number 1 to 10);

amine group;

N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylamino , N-isopropylamine, N,N-diisopropylamine, N-butylamine, N,N-dibutylamine, N-isobutylamine, N,N-dibutylamine Isobutylamine, N-2-butylamine, N,N-di-2-butylamine, N-tert-butylamine, N,N-di-tert-butylamine, N- Amylamino, N,N-dipentylamino, N-(1-ethylpropyl)amino, N,N-bis(1-ethylpropyl)amino, N-hexylamino, N,N-dihexylamino, N-(2-ethyl)hexylamino, N,N-di(2-ethyl)hexylamino, N-heptylamino, N,N-diheptylamino, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-phenylamino , N,N-diphenylamine, N,N-ethylmethylamine, N,N-propylmethylamine, N,N-isopropylmethylamine, N,N-butylmethylamine N-decylamino, N-decylamino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamino, N,N-dodecylmethylamine, N-eicosylamino, N,N-eicosylmethylamine, N,N-tert-butylmethylamine, N,N-phenylmethyl amine group, etc., and the group represented by the following formula, etc., through 1 or 2 hydrocarbon groups with 1 to 20 carbon atoms (preferably, 1 to 10 carbon atoms) or derivatized groups (such as carboxyl group, sulfonic acid group) , nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with carbon number 1 to 10 (preferably a derivatized group such as octyl sulfamoyl group) substituted amino group;

Sulfamoyl; N-methylsulfamoyl, N,N-dimethylsulfamoyl, N-ethylsulfamoyl, N,N-diethylsulfamoyl, N-propyl Sulfonyl, N,N-dipropylaminesulfonyl, N-isopropylaminesulfonyl, N,N-diisopropylaminesulfonyl, N-butylaminesulfonyl, N,N-Dibutylaminesulfonyl, N-isobutylaminesulfonyl, N,N-diisobutylaminesulfonyl, N-dibutylaminesulfonyl, N,N- Di-2-butyl sulfamoyl, N-tert-butyl sulfamoyl, N,N-di-tert-butyl sulfamoyl, N-pentyl sulfamoyl, N,N-dipentane sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N,N-bis(1-ethylpropyl) sulfamoyl, N-hexyl sulfamoyl, N,N - Dihexyl sulfamoyl, N-(2-ethyl) hexyl sulfamoyl, N,N-bis(2-ethyl) hexyl sulfamoyl, N-heptyl sulfamoyl, N, N, N-diheptylaminosulfonyl, N-octylaminosulfonyl, N,N-dioctylaminosulfonyl, N,N-octylmethylaminosulfonyl, N-nonylaminosulfonyl Sulfonyl, N,N-dinonylsulfamoyl, N-phenylsulfamoyl, N,N-diphenylsulfamoyl, N,N-ethylmethylsulfamoyl, N ,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-butylmethylaminosulfonyl, N-decylaminosulfonyl, N,N- Decylmethylsulfamoyl, N-undecylsulfamoyl, N,N-undecylmethylsulfamoyl, N-decyl Diylaminosulfonyl, N,N-dodecylmethylaminosulfonyl, N-icosylaminosulfonyl, N,N-eicosylmethylaminosulfonyl, N,N-th Tributylmethyl sulfamoyl, N,N-phenylmethyl sulfamoyl, etc., and groups represented by the following formulas, etc., have one or two carbon atoms of 1 to 20 (preferably those of 1 to 20 carbon atoms) 10) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylamine sulfonyl group with carbon number 1 to 10 (preferably octyl group) sulfasulfonyl) and other derivatized groups) substituted sulfamoyl;

Carboxylamido; Acetylamino, Propionylamino, Butylamino, 2,2-dimethylpropionylamino, Pentanylamino, Hexylamino, (2- Ethyl) hexylamino, heptylamino, octylamino, nonylamino, decanoylamino, undecanoylamino, dodecanoylamino, hexadecanoylamino Amine group, benzylamino group, etc., and the group represented by the following formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 12) or a derivatized group (such as a carboxyl group, Carbonyl amine of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. group (when the carbonylamino group is set as an alkanoylamino group, the carbon number is preferably 1 to 12);

Hydroxyl group; halogen atoms such as fluorine atom, chlorine atom, bromine atom and iodine atom;

Carboxyl group, -CO ₂ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); sulfonic acid group, -SO ₃ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); nitro; cyano;

Methyloxy; Acetyloxy, Propionyloxy, Butyryloxy, 2,2-Dimethylpropionyloxy, Pentamyloxy, Hexyloxy, (2- ethyl) hexyloxy, heptanyloxy, octyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, hexadecanoyloxy Oxy group, benzyloxy group, etc., and the group represented by the following formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 10) or a derivatized group (such as a carboxyl group, Carbonyl oxygen of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. group (when the carbonyloxy group is an alkanoyloxy group, the number of carbon atoms is preferably: 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl base, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl group, etc., and the group represented by the following formula are bonded with a hydrocarbon group having 1 to 20 carbon atoms (preferably, a hydrocarbon group having 1 to 10 carbon atoms) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, etc.) sulfonyl group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with carbon number 1 to 10 (preferably a derivatized group such as octyl sulfasulfonyl group);

Aminocarboxy; N-methylaminocarboxy, N,N-dimethylaminocarboxy, N-ethylaminecarboxy, N,N-diethylaminecarboxy, N-propyl Carboxyl, N,N-dipropylamine carboxyl, N-isopropylamine carboxyl, N,N-diisopropylamine carboxyl, N-butylamine carboxyl, N,N-dibutylamine carboxyl, N-isobutylamine carboxyl, N,N-diisobutylamine carboxyl, N-dibutylamine carboxyl, N,N- Di-tert-butylamine carboxyl, N-tert-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N-pentylamine carboxyl, N,N-dipentane Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N,N-bis(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N,N -Dihexylaminocarboxy, N-(2-ethyl)hexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl, N, N-Diheptylaminocarbamoyl, N-Octylaminecarbamoyl, N,N-Dioctylaminecarbamoyl, N-Nonylaminecarbamoyl, N,N-Octylmethylcarbamoyl Carboxyl, N,N-octylbutylamine carboxyl, N,N-dinonylamine carboxyl, N-phenylamine carboxyl, N,N-diphenylamine carboxyl, N ,N-ethylmethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-butylmethylamine carboxyl, N-decylaminocarboxy, N,N-decylmethylcarbamoyl, N-undecylcarbamoyl, N,N-undecylmethylcarbamoyl, N-dodecyl Carboxylic acid group group, N,N-tert-butylmethylamine carboxyl group, N,N-phenylmethylamine carboxyl group, etc., and the group represented by the following formula, etc., by one or two carbon numbers 1 to 20 ( It is preferably a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonic acid group with a carbon number of 1 to 10) sulfamoyl group (preferably a derivatized group such as octyl sulfamoyl group) substituted carbamoyl group;

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, Perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluoroeicosyl, perfluorocyclohexyl and perfluorophenyl and other hydrocarbon groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms;

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane ylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoro Undecylmethyl, perfluorododecylmethyl, perfluoroeicosylmethyl and other carbons substituted by straight-chain or branched-chain alkyl groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms Hydrocarbyl groups from 1 to 20;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl and 2,4,6-trifluorophenyl, etc. a part of the hydrogen atoms are substituted by fluorine carbon number 1 to 20 (preferably carbon number 1 to 20) 10) the hydrocarbon group;

-CO-SH, -CO-S-CH ₃ , -CO-S-CH ₂ CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₂ -CH ₃ etc. which have been bonded to an alkyl group having 1 to 20 carbon atoms (preferably a thiocarbonyl group having 1 to 10 carbon atoms), -CO-SC ₆ H ₅ etc. which have been bonded to an aryl group having 6 to 20 carbon atoms The thiocarbonyl group of the knot;

*-COCO-R represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or its derivative group ( For example, a group derivatized with a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. )) basis;

*-NRCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies 1 to 20 carbon atoms), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-OCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-NRCOOR represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, through Carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably octyl amine sulfonyl group), etc. derivatized group), The R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-OP(O)(OCH ₃ ) ₂ etc. *-OP(O)(OR) ₂ (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, a hydrocarbon group with a carbon number of 1 to 20), or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) sulfasulfonyl) and other derivatized groups), the R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-Si(CH ₃ ) ₃ , *-Si(CH ₂ CH ₃ ) ₃ , *-Si(C ₆ H ₅ ) ₃ and *-Si(CH(CH ₃ ) ₂ ) ₃ etc. *-SiR ₃ (formula Among them, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the above-listed hydrocarbon groups satisfying 1 to 20 carbon atoms), or a derivatized group thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, Halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups), the R can be the same or different from each other, or can bond with each other and form a ring) base, etc.

Examples of the divalent substituent include a pendant oxy group, a thioxo group, an imino group, and an imino group substituted with an alkyl group having 1 to 20 carbon atoms (preferably, one having 1 to 10 carbon atoms). and imino groups substituted by aryl groups having 6 to 20 carbon atoms, etc. As the alkyl-substituted imino group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) ₃ - can be exemplified N=etc. As the imino group substituted with an aryl group, C ₆ H ₅ -N= and the like are exemplified.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the group s1 is preferably mentioned. The derivatized group shown below is preferably a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) Sulfasulfonyl) and other derivatized groups.

[group s1]

An oxy group with a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

An oxycarbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof; sulfasulfonate group; substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof Sulfasulfonyl group; carbonylamino group bonded with a hydrocarbon group with a carbon number of 1 to 20 or its derivatized group; hydroxyl group; halogen atom;

-CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); -SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); nitro; cyano;

Carbonyl oxygen bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof sulfonyl group bonded with a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof; carbamoyl group; carbamoyl group substituted with one or two hydrocarbon groups having 1 to 20 carbon atoms or a derivatized group thereof group; a hydrocarbon group with 1 to 20 carbon atoms in which all hydrogen atoms are replaced by fluorine atoms;

A hydrocarbon group with 1 to 20 carbon atoms, in which all of the hydrogen atoms have been substituted with fluorine atoms, a straight or branched chain alkyl group with 1 to 20 carbon atoms; ; Pendant oxygen.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the group s2 is more preferable.

[group s2]

An oxy group with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof bonded on one side;

A carbonyl group bonded to a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof;

An oxycarbonyl group bound with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms;

Sulfasulfonyl group; Sulfasulfonyl group substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; Carbonylamino groups bonded with hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; Hydroxyl group; fluorine atom, chlorine atom, bromine atom;

-CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); -SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); nitro group; cyano group; carbonyloxy group bonded with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof; Sulfonyl group; carbamoyl group; carbamoyl group substituted with one or two hydrocarbon groups of 1 to 10 carbon atoms or derivatives thereof; all hydrogen atoms replaced by fluorine atoms with 1 to 10 carbon atoms The hydrocarbon group; the hydrocarbon group of the carbon number 1 to 10 substituted by the straight chain or branched chain alkyl group of the carbon number 1 to 10 substituted by all the hydrogen atoms by fluorine atoms;

A hydrocarbon group with 1 to 10 carbon atoms in which a part of the hydrogen atoms is substituted by fluorine; a pendant oxy group.

The hydrocarbon groups having 1 to 40 carbon atoms having substituents represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 can be exemplified. The hydrocarbon group with a carbon number of 1 to 40 as a monovalent or divalent substituent can preferably include: a saturated or unsaturated chain hydrocarbon group with a carbon number from 1 to 30 with a monovalent or divalent substituent, a monovalent or divalent hydrocarbon group A saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30 as a substituent, an aromatic hydrocarbon group with a carbon number of 6 to 30 with a monovalent or divalent substituent, or a combination of hydrocarbon groups and a monovalent or Divalent substituents with 1 to 30 carbon atoms,

More preferable examples include: saturated or unsaturated chain hydrocarbon group having 1 to 20 carbon atoms in the substituent of group s1, saturated or unsaturated alicyclic hydrocarbon group having 3 to 20 carbon atoms in the substituent group s1, The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbon atoms or a group formed by combining hydrocarbon groups and is a group with 1 to 20 carbon atoms of the substituent group s1,

Particularly preferred examples include: saturated or unsaturated chain hydrocarbon groups having 1 to 15 carbon atoms as substituents of group s2, saturated or unsaturated alicyclic hydrocarbon groups having 3 to 15 carbon atoms as substituents of group s2, The substituent of s2 is an aromatic hydrocarbon group having 6 to 15 carbon atoms or a group formed by combining hydrocarbon groups, and is a group having 1 to 15 carbon atoms of the substituent group s2.

For the heterocyclic group represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 , it may be monocyclic or polycyclic, Preferred is a heterocyclic ring containing a heteroatom as a constituent element of the ring. As a hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, etc. are mentioned.

The carbon number of the heterocyclic group is preferably 3-30, more preferably 3-22, still more preferably 3-20, still more preferably 3-18, still more preferably 3-15, particularly preferably 3-14 .

等單環系飽和雜環； The heterocyclic ring containing nitrogen atom includes aziridine, azetidine, pyrrolidine, piperidine and piperidine

Equal monocyclic saturated heterocycle;

5-membered pyrroles such as 2,5-dimethylpyrrole, pyrazoles such as 2-methylpyrazole and 3-methylpyrazole, imidazole, 1,2,3-triazole and 1,2,4-triazole Ring system unsaturated heterocycle;

、6-甲基嘧啶等嘧啶、吡

及1,3,5-三

等6員環系不飽和雜環； pyridine, pyridine

, pyrimidines such as 6-methylpyrimidine, pyridine

and 1,3,5-three

6-membered ring system unsaturated heterocycle;

、苯并咪唑、喹啉、異喹啉、5,6,7,8-四氫(3-甲基)喹

啉、3-甲基喹

啉等喹

啉、喹唑啉、噌啉(cinnoline)、呔

、

啶、嘌呤、喋啶(pteridine)、苯并吡唑、苯并哌啶等縮合二環系雜環； Indazole, indoline, isoindoline, indole, indole

, benzimidazole, quinoline, isoquinoline, 5,6,7,8-tetrahydro(3-methyl)quinoline

Linen, 3-methylquinoline

quinoline

quinazoline, quinazoline, cinnoline,

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, and benzopiperidine;

等縮合三環系雜環等。 Carbazole, acridine and phenanthrene

Condensed tricyclic heterocycles etc.

烷及1,4-二

烷、1-環戊基二氧雜環戊烷等單環系飽和雜環；1,4-二氧雜螺[4.5]癸烷、1,4-二氧雜螺[4.5]壬烷等二環系飽和雜環；α-乙內酯、β-丙內酯、γ-丁內酯、γ-戊內酯及δ-戊 內酯等內酯系雜環； As the heterocyclic ring containing an oxygen atom, ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane and 1-cyclopentyldioxolane; 1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane, etc. Ring system saturated heterocycle; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, γ-valerolactone and δ-valerolactone;

呃(benzodioxole)、

唍(chroman)及異

唍等縮合二環系雜環；二苯并哌喃(xanthene)、二苯并呋喃等縮合三環系雜環等。 5-membered unsaturated heterocycles such as 2,3-dimethylfuran, 2,5-dimethylfuran and other furans; 6-membered unsaturated heterocycles such as 2H-piperan and 4H-piperan; 1- Benzofuran, 4-methylbenzopyran and other benzopyrans, benzobis

Uh (benzodioxole),

chroman and iso

Condensed bicyclic heterocycles such as sulfone; condensed tricyclic heterocycles such as dibenzopyran (xanthene) and dibenzofuran.

The heterocyclic ring containing a sulfur atom includes 5-membered saturated heterocyclic rings such as dithiolane; thiane and 1,3-dithiolane , 6-membered saturated heterocycles such as 2-methyl 1,3-dithiane; 5-membered unsaturated heterocycles such as thiopyran; condensed bicyclic heterocycles such as benzothiophene;

Condensed tricyclic heterocycles such as thianthrene, dibenzothiophene, etc.

The heterocyclic ring containing a nitrogen atom and an oxygen atom includes morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine Monocyclic saturated heterocycles such as pyridone;

唑等

唑、2-甲基異

唑、3-甲基異

唑等異

唑等單環系不飽和雜環；苯并

唑、苯并異

唑、苯并

、苯并二

烷、苯并咪唑啉等縮合二環系雜環；啡

等縮合三環系雜環等。 4-methyl

azole, etc.

azole, 2-methyliso

azole, 3-methyliso

azole isoiso

Monocyclic unsaturated heterocycles such as azoles; benzos

azole, benziso

azoles, benzos

, benzodi

Condensed bicyclic heterocycles such as alkane, benzimidazoline, etc.;

Condensed tricyclic heterocycles etc.

等縮合三環系雜環等。 As the heterocycle containing nitrogen atom and sulfur atom, monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; Phosphatidyl

Condensed tricyclic heterocycles etc.

The above-mentioned heterocycle may be a group formed by combining the above-mentioned hydrocarbon groups, and examples thereof include tetrahydrofurylmethyl and the like.

In addition, the above-mentioned heterocyclic ring may be represented by the following formula.

The above-mentioned heterocyclic group may be a heterocyclic group formed by bonding two or more of R ^1Z1 to R ^5Z1 . Such a heterocyclic group has a ring structure of two or more rings together with the benzene ring to which R ^1Z1 to R ^5Z1 are bonded. Examples of the ring structure having two or more rings include the structures of the following formulae.

The bonding site of the above-mentioned heterocyclic ring is a part from which any hydrogen atom contained in each ring is detached.

The heterocyclic group represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 may have a substituent. The substituents include the same substituents as the hydrocarbon groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 which may have the same substituents. . Moreover, when the said heterocyclic ring contains a nitrogen atom as its constituent element, the above-mentioned hydrocarbon group may be couple|bonded with this nitrogen atom as a substituent.

Preferable examples of the substituent include those which may be possessed by the hydrocarbon groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 Preferred substituents are the same. The substituted heterocyclic groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 , and R ^102Z1 can be exemplified by those having a valence of 1 or 2 The heterocyclic group of the valent substituent is preferably a heterocyclic group having a substituent of the group s1, and more preferably a heterocyclic group having a substituent of the group s2.

The substituent (first substituent) which the above-mentioned hydrocarbon group or heterocyclic group may have may be one or two or more, and the two or more substituents may be the same or different independently of each other. Moreover, the said 1st substituent may couple|bond another substituent (2nd substituent) with the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

Hereinafter, -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR of R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , and R ^{7Z1 will} be described ^102Z1 , -SO ₂ -R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N(R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ , halogen atom, -SO3M, -CO ₂ M.

For -CO-R ^102Z1 , there may be mentioned: carboxyl; ) Hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, benzyl, etc., and bonds such as the bases shown in the above formulas A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or its derivative group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number 1 The carbonyl group of alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfasulfonyl group) to 10 (when the carbonyl group is set as an acyl group, the carbon number is 2 to 41) and Table 1Z1 to Table 1 Among the compounds shown in 7Z1 and Table 10Z1 to Table 13Z1, the bases equivalent to -CO-R ^102Z1 , etc., preferably include: a hydrocarbon group with a carbon number of 1 to 11 (and more preferably a hydrocarbon group with a carbon number of 1 to 10) or The carbonyl group of its derivatized group (when the carbonyl group is set as an alkanoyl group, the carbon number is preferably 2 to 12) and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -CO-R ^102Z1 base etc.

For -COO-R ^101Z1 , methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tert-butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Alkyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups represented by the above formulas, etc. are bonded to a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivatized group (such as a carboxyl group) , sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups) oxygen Among the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1, the base carbonyl group corresponding to -COO-R ^101Z1 , etc., preferably include: a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof. The oxycarbonyl group and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 correspond to the group of -COO-R ^101Z1 , etc.

In the case of -OCO-R ^102Z1 , methanoyloxy; acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentanyloxy base, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decanyloxy, undecyloxy, ten Dialoxyloxy, behenyloxy, benzalyloxy, etc., and the groups represented by the above formula, etc. are bonded to a hydrocarbon group having 1 to 40 carbon atoms (preferably, a hydrocarbon group having 1 to 20 carbon atoms). or its derivatized group (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group with 1 to 10 carbon atoms (preferably octylaminosulfonyl group) ) and other derivatized groups) of the carbonyloxy group (when the carbonyloxy group is acyloxy, the carbon number is 2 to 41) and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent In the group of -OCO-R ^102Z1 , etc., preferably, carbonyloxy (the carbonyloxy group) to which a hydrocarbon group having 1 to 11 carbon atoms (and more preferably a hydrocarbon group having 1 to 10 carbon atoms) or a derivatized group thereof is bonded can be mentioned. In the case of acyloxy, the number of carbon atoms is more preferably 2 to 12) and the group corresponding to -OCO-R ^102Z1 in the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1.

For -COCO-R ^102Z1 , methyloxalyl, ethyloxalyl, propyloxalyl, butyloxalyl, pentyloxalyl, hexyloxalyl, (2-oxoxalyl, ethyl)hexyloxalyl, heptyloxalyl, octyloxalyl, nonyloxalyl, decyloxalyl, undecyloxalyl, dodecyloxalyl, decyloxalyl yl, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the bases shown in the above formula, etc. are bonded with carbon number 1 to 40 (preferably A hydrocarbon group with a carbon number of 1 to 20 or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10) ( Preferred are oxalyl groups such as octyl sulfamoyl) and the groups corresponding to -COCO-R ^102Z1 in the compounds shown in Tables 1Z1 to 7Z1 and 10Z1 to 13Z1.

For -OR ^102Z1 , there may be mentioned: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, third butoxy, Amyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy , eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-bis Methylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy Phenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy Oxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2 -Methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., And the bases shown in the above formula are bonded with a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatized group (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (more (preferably chlorine atom), carbon number 1 to 10 alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfasulfonyl group), the oxygen group and Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 Among the compounds shown, the bases corresponding to -OR ^102Z1 , etc., preferably include: oxygen groups bound with a hydrocarbon group with a carbon number of 1 to 10 or its derivatized group, and those listed in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1. The compounds shown are equivalent to the base of -OR ^102Z1 , etc.

For -SO ₂ -R ^101Z1 , methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2 -Ethyl)hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosyl Sulfonyl group, phenylsulfonyl group, p-tolylsulfonyl group, etc., and the group represented by the above formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatives Derivatized group (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. In the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1, the sulfonyl group is equivalent to -SO ₂ -R ^101Z1 , etc., preferably, there are 1 to 10 carbon atoms bonded thereto. The hydrocarbon group or the sulfonyl group of its derivative group and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -SO ₂ -R ^101Z1 and the like.

For -SO ₂ N(R ^102Z1 ) ₂ , sulfamoyl; Isopropylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-2-butylaminosulfonyl, N-tert-butylaminosulfonyl, N- -Amylaminosulfonyl, N-(1-ethylpropyl)aminosulfonyl, N-hexylaminosulfonyl, N-(2-ethyl)hexylaminosulfonyl, N-heptylamine Sulfonyl, N-Octylaminosulfonyl, N-nonylaminosulfonyl, N-decylaminosulfonyl, N-undecylaminosulfonyl, N-dodecylaminosulfonyl , N-eicosylamine sulfonyl group, N-phenylamine sulfonyl group, etc., and the bases shown in the above formula, etc., through a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or Its derivatized group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -SO ₂ NH(R ^102Z1X ) (except that R ^102Z1X is not a hydrogen atom, and R ^102Z1 same) basis, etc.;

N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-dipropylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-diisopropylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl base, N,N-diisobutylaminosulfonyl, N,N-di-2-butylaminosulfonyl, N,N-di-tert-butylaminosulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylaminesulfonyl, N,N-dipentylsulfamoyl, N,N-bis(1-ethylpropyl)sulfamoyl, N,N- Dihexyl sulfamoyl, N,N-bis(2-ethyl)hexyl sulfamoyl, N,N-diheptyl sulfamoyl, N,N-octylmethyl sulfamoyl, N ; N,N-Dodecylmethylaminosulfonyl, N,N-Eicosylmethylaminosulfonyl, N,N-phenylmethylaminosulfonyl, N,N-diphenylaminosulfonyl Acyl group, etc., and the group shown in the above formula, etc., are 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or their derivatized groups (such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group) , halogen (preferably chlorine atom), alkyl sulfasulfonyl group with carbon number 1 to 10 (preferably a derivatized group such as octyl sulfasulfonyl group) substituted sulfamoyl group and Table 1Z1 to Table 1 Among the compounds shown in 7Z1 and Tables 10Z1 to 13Z1, the bases corresponding to -SO ₂ N(R ^102Z1X ) ₂ (but the same as R ^102Z1 except that R ^102Z1X is not a hydrogen atom), etc.,

Preferred examples include: sulfamoyl substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof, and the compounds shown in Tables 1Z1 to 7Z1 and 10Z1 to 13Z1 are equivalent to -SO. The basis of ₂ N(R ^102Z1 ) ₂ , etc.

For -CON(R ^102Z1 ) ₂ , carbamoyl; N-methyl carbamoyl, N-ethyl carbamoyl, N-propyl carbamoyl, N-isopropyl Carboxylic acid group Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N-(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl base, N-octylaminocarboxy, N-nonylaminocarboxy, N-decylaminecarboxy, N-undecylaminecarboxy, N-dodecylaminecarboxy, N- -Eicosylamine carboxyl, N-phenylamine carboxyl, etc., and the groups represented by the above formulas, etc., are treated with a hydrocarbon group with 1 to 40 carbon atoms (preferably, a hydrocarbon group with 1 to 20 carbon atoms) or its derivatives Derivatized group (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. In the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1, it is equivalent to -CONH(R ^102Z1X ) (but, except that R ^102Z1X is not a hydrogen atom, and R ^102Z1 the same) basis, etc.;

N,N-Dimethylamine carboxyl, N,N-ethylmethylamine carboxyl, N,N-diethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-dipropylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-diisopropylamine carboxyl, N,N-tert-butylmethylamine carboxyl base, N,N-diisobutylamine carboxyl, N,N-di-2-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N,N-butylmethylamine Carboxylic, N,N-dibutylamine carboxyl, N,N-butyloctylamine carboxyl, N,N-dipentylamine carboxyl, N,N-bis(1-ethyl) propyl)aminocarboxy, N,N-dihexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N,N-diheptylcarbamoyl, N ,N-Octylmethylaminocarboxy, N,N-Dioctylaminocarboxy, N,N-Dinonylcarbamoyl, N,N-Decylmethylcarbamoyl, N ,N-undecylmethylamine carboxyl, N,N-dodecylmethylamine carboxyl, N,N-eicosylmethylamine carboxyl, N,N-phenylmethylamine Carboxylic group, N,N-diphenylamine carboxyl group, etc., and the group represented by the above formula, etc., through 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably, 1 to 20 carbon atoms) or their derivatized groups (for example, derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. (R ^102Z1X ) ₂ (but, except that R ^102Z1X is not a hydrogen atom, it is the same as R ^102Z1 ), etc.,

Preferably, it can be exemplified: the amine carboxyl group substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or its derivatized group, and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -CON. (R ^102Z1 ) basis of ₂ , etc.

For -N(R ^102Z1 ) ₂ , amino groups; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butyl Amine, N-isobutylamine, N-second-butylamine, N-tert-butylamine, N-pentylamine, N-hexylamine, N-(2-ethyl) Hexylamino, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N- Eicosylamino group, N-phenylamino group, etc., and the group represented by the above formula, etc., are a hydrocarbon group with 1 to 40 carbon atoms (preferably, 1 to 20 carbon atoms) or its derivatized group (for example, through Carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group with 1 to 10 carbon atoms (preferably octylaminosulfonyl group) and other derivatized groups) substituted The amine group and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -NH(R ^102Z1X ) (except that R ^102Z1X is not a hydrogen atom, and R ^{102Z1 The} same as R 102Z1), etc.;

N,N-Dimethylamine, N,N-ethylmethylamine, N,N-diethylamine, N,N-propylmethylamine, N,N-dipropylamine N,N-isopropylmethylamine, N,N-diisopropylamine, N,N-tert-butylmethylamine, N,N-diisobutylamine, N,N -Di-2-butylamine, N,N-di-tert-butylamine, N,N-butylmethylamine, N,N-dibutylamine, N,N-dipentylamine, N,N-bis(1-ethylpropyl)amino, N,N-dihexylamino, N,N-bis(2-ethyl)hexylamino, N,N-diheptylamino, N,N-Dioctylamino, N,N-dinonylamino, N,N-decylmethylamino, N,N-undecylmethylamino, N,N-dodecyl Methylamino, N,N-eicosylmethylamino, N,N-phenylmethylamino, N,N-diphenylamino, etc., and the groups shown in the above formula, etc. A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 The amine group substituted by the alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfasulfonyl group) and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -N ( R ^102Z1X ) ₂ basis etc.,

Preferred examples include: amine groups substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or their derivatized groups, and the compounds shown in Tables 1Z1 to 7Z1 and 10Z1 to 13Z1 are equivalent to -N(R ^102Z1 ) ₂ bases, etc.

For -NHCO-R ^102Z1 , there may be mentioned: carboxylamino group; acetylamino group, propionylamino group, butyrylamino group, 2,2-dimethylpropionylamino group, pentanylamino group Amino, Hexylamino, (2-ethyl) Hexylamino, Heptylamino, Octylamino, Nonylamino, Decanoylamino, Undecylamino, Dodecylamino, behenylamino, benzylamino, etc., and the bases shown in the above formulas are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) A hydrocarbon group or its derivatized group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) In the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 Equivalent to the base of -NHCO-R ^102Z1 , etc.,

Preferable examples include: a carbonylamino group bound with a hydrocarbon group having a carbon number of 1 to 10 or a derivatized group thereof (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and a table. Among the compounds shown in 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1, the group corresponding to -NHCO-R ^102Z1 and the like.

Examples of -NHCON(R ^102Z1 ) ₂ include the groups listed above, and groups corresponding to -NHCON(R ^102Z1 ) ₂ among the compounds shown in Tables 1Z1 to 7Z1 and 10Z1 to 13Z1.

Examples of -NHCOOR ^102Z1 include the groups listed above, and groups corresponding to -NHCOOR ^{102Z1 among} the compounds shown in Tables 1Z1 to 7Z1 and 10Z1 to 13Z1.

Examples of -OCON(R ^102Z1 ) ₂ include the groups listed above, and groups corresponding to -OCON(R ^102Z1 ) ₂ among the compounds shown in Tables 1Z1 to 7Z1 and 10Z1 to 13Z1.

As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferable.

M of -SO ₃ M and -CO ₂ M includes a hydrogen atom; an alkali metal atom such as a lithium atom, a sodium atom, and a potassium atom, preferably a hydrogen atom, a sodium atom, and a potassium atom.

The above -CO-R ^102Z1 , -COO-R ^102Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ -R ^102Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCON(R ^102Z ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ The substituents (first substituents) contained may be One, two or more, or two or more substituents may be the same or different independently of each other.

Moreover, the said 1st substituent may couple|bond another substituent (2nd substituent) with the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

、喹

啉、喹唑啉、噌啉、咔唑、咔啉、啡啶、吖啶、呸啶(perimidine)、啡啉及啡

等含氮縮合雜環以及該等之部分還原體；3-氫苯并呋喃2-酮等含氧縮合雜環及其部分還原體。 The ring system formed by R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , and R ^4Z1 and R ^5Z1 is condensed with the benzene ring of the isoindoline skeleton of the compound represented by formula (IZ1). In terms of the condensed ring structure between the ring formed by R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , and the ring formed by R ^4Z1 and R ^5Z1 and the aforementioned benzene ring, indene, naphthalene, biphenylene, indene, Province (indacene), acenaphthene, phenanthrene, perylene naphthalene (phenalene), phenanthrene, anthracene, 1,2-benzoacenaphthene (fluoranthene), ethylene phenanthrene (acephenanthrylene), ethylene ethylene anthracene (aceanthrylene), triphenylene (triphenylene), pyrene, 1,2-triphenylene (chrysene), N-methylphthalimide, N-(1-phenylethyl)phthalimide, and condensed tetraphenyl hydrocarbon ring structures And some of these reduced bodies (for example, 9,10-dihydroanthracene, 1,2,3,4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline,

, quinoline

Linen, quinazoline, cinnoline, carbazole, carboline, phenanthrene, acridine, perimidine, phenanthine and phenanthrene

and other nitrogen-containing condensed heterocycles and their partial reductants; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and their partial reductants.

When R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , and R ^4Z1 and R ^5Z1 form a ring, the ring may have a substituent. The substituents include the same substituents as the hydrocarbon groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 which may have the same substituents. . Preferable examples of the substituent include those which may be possessed by the hydrocarbon groups represented by R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , R ^7Z1 , R ^101Z1 and R ^102Z1 Preferred substituents are the same.

When R ^3Z1 and R ^4Z1 form a ring, R ^2Z1 and R ^5Z1 are preferably independently a hydrogen atom, an amino group and a hydroxyl group.

When R ^2Z1 and R ^3Z1 form a ring, it is preferable that R ^4Z1 and R ^5Z1 do not form a ring, and it is more preferable that R ^4Z1 and R ^5Z1 are hydrogen atoms.

Moreover, when R ^4Z1 and R ^5Z1 form a ring, it is preferable that R ^2Z1 and R ^3Z1 do not form a ring, and it is more preferable that R ^2Z1 and R ^3Z1 are hydrogen atoms.

In the present invention, R ^1Z1 , R ^6Z1 and R ^{7Z1 are} preferably hydrogen atoms.

In the present invention, R ^{O1Z1 is} preferably a hydrogen atom or a hydrocarbon group with 1 to 30 carbon atoms that may have a substituent, more preferably a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have a substituent, and more preferably a hydrogen atom Or a hydrocarbon group with 1 to 15 carbon atoms which may have a substituent, preferably a hydrogen atom or a hydrocarbon group with 1 to 10 carbon atoms which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group with 1 to 6 carbon atoms which may have a substituent The hydrocarbon group or the hydrocarbon group having 1 to 5 carbon atoms which may have substituents is particularly preferably a hydrogen atom, methyl group, ethyl group, or phenyl group, and most preferably is a hydrogen atom, methyl group or ethyl group.

From the viewpoint of reducing the retardation value of the color filter made of the coloring composition, it is preferable that at least one of R ^2Z1 , R ^3Z1 , R ^4Z1 and R ^5Z1 be -CO-R ^102Z1 , -COO -R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ -R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N(R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, An optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group,

More preferably, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, a halogen atom, -N(R ^102Z1 ) ₂ , a nitro group, a hydrocarbon group having 1 to 20 carbon atoms in which all or a part of the hydrogen atoms are substituted by a fluorine atom, - NHCO-R ^102Z1 , -OR ^102Z1 , -SO ₃ M or -CO ₂ M, more preferably a nitro group or a hydrocarbon group with a carbon number of 1 to 40 which may have a substituent, still more preferably a nitro group or a tertiary butyl group . Alternatively, it is preferable that at least one group of R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , or R ^4Z1 and R ^5Z1 form a ring.

Compound IZ1 is preferably at least one of R ^2Z1 , R ^3Z1 , R ^4Z1 and R ^5Z1 is -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , - SO ₂ -R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N(R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group with 1 to 40 carbon atoms or optionally substituted heterocyclic group , or at least one group of R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , and R ^4Z1 and R ^5Z1 are bonded to form a ring compound (hereinafter, this compound may be referred to as "compound IZ1-B"). When the compound IZ1 is the compound IZ1-B, the retardation value of the color filter produced from the coloring composition becomes small.

At least one of R ^2Z1 , R ^3Z1 , R ^4Z1 and R ^5Z1 is preferably a carbon number 1 which may have a substituent from the viewpoint of reducing the retardation value of the color filter produced from the coloring composition. Hydrocarbyl group to 40, halogen atom, -N(R ^102Z1 ) ₂ , nitro group, hydrocarbon group of carbon number from 1 to 20 in which all or a part of hydrogen atoms are substituted by fluorine atom, -NHCO-R ^102Z1 , -OR ^102Z1 , -SO ₃ M or -CO ₂ M,

More preferably, it is a nitro group or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, and still more preferably a nitro group or a tertiary butyl group. More preferably, R ^3Z1 is a nitro group or a tertiary butyl group and R ^2Z1 , R ^4Z1 and R ^5Z1 are hydrogen atoms, or R ^2Z1 , R ^3Z1 and R ^5Z1 are a hydrogen atom and R ^4Z1 is a nitro group or a tertiary butyl group.

When the aforementioned compound IZ1-B is defined by the formula, it is as follows.

[In formula IZ1-B,

R ^O11Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. R ^1Z1 , R ^21Z1 , R ^31Z1 , R ^41Z1 , R ^51Z1 , R ^61Z1 and R ^71Z1 independently represent a hydrogen atom, -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ -R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N( R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , -OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group.

R ^21Z1 and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^51Z1 may be bonded to each other and form a ring, respectively.

However, at least one of R ^21Z1 , R ^31Z1 , R ^41Z1 and R ^51Z1 is -CO-R ^102Z1 , -COO-R ^101Z1 , -OCO-R ^102Z1 , -COCO-R ^102Z1 , -OR ^102Z1 , -SO ₂ - R ^101Z1 , -SO ₂ N(R ^102Z1 ) ₂ , -CON(R ^102Z1 ) ₂ , -N(R ^102Z1 ) ₂ , -NHCO-R ^102Z1 , -NHCO-N(R ^102Z1 ) ₂ , -NHCOOR ^102Z1 , - OCON(R ^102Z1 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R At least one set of ^21Z1 and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^51Z1 is bonded and forms a ring. R ^101Z1 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z1 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural R ^101Z1 , R ^102Z1 and M, these may be the same or different. The wavy line indicates E body or Z body]

In formula IZ1-B, R ^O11Z1 , R ^21Z1 , R ^31Z1 , R ^41Z1 , R ^51Z1 , R ^61Z1 and R ^71Z1 can be respectively listed as R ^O1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 in formula (IZ1) , R ^6Z1 and R ^7Z1 are the same.

In formula IZ1-B, preferred R ^O11Z1 , R ^21Z1 , R ^31Z1 , R ^41Z1 , R ^51Z1 , R ^61Z1 and R ^71Z1 can be listed as R ^O1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 in formula (IZ1), respectively The preferred ones of , R ^5Z1 , R ^6Z1 and R ^7Z1 are the same.

In the formula IZI-B, it is preferable that (Aspect 1) R ^1Z1 , R ^61Z1 and R ^71Z1 are hydrogen atoms. Moreover, it is preferable that (Aspect 2) R ^O11Z1 is a hydrogen atom or a C1-C10 hydrocarbon group which may have a substituent. Furthermore, it is preferable (Aspect 3) that at least one of R ^21Z1 , R ^31Z1 , R ^41Z1 and R ^51Z1 is a nitro group or a tert-butyl group. The aforementioned aspects 1 to 3 may be employed alone, or may be appropriately combined.

Specific examples of compound IZ1 include, for example, in formula IZ1-aa, Table 1Z1, Table 2Z1, Table 3Z1, Table 4Z1, Table 5Z1, Table 6Z1, Table 7Z1, Table 10Z1, Table 11Z1, Table 12Z1 and Table Substituted compound IZ1-1 represented by 13Z1 to compound IZ1-529 or its alkali metal salt.

B ^a1Z1 B ^a2Z1 represents formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10) , any partial structure represented by formula (BBD1) and formula (BBJ2). For B ^a1Z1 B ^a2Z1 , the preferred formulae (BB1), formula (BB6), formula (BB8), formula (BB11), formula (BB14), formula (BB19), formula (BB37), formula (BB58) , formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably formula (BB1), formula (BB6) and formula (BB19).

The symbols in Table 1Z1, Table 2Z1, Table 3Z1, Table 4Z1, Table 5Z1, Table 6Z1, Table 7Z1, Table 10Z1, Table 11Z1, Table 12Z1, and Table 13Z1 represent the following partial structures. In addition, in the partial structure, "Me" represents methyl group, "Et" represents ethyl group, "Bu" represents butyl group,

"TBu" means tertiary butyl group, "Hex" means hexyl group, "Oct" means octyl group,

"2EH" stands for 2-ethylhexyl, "CHM" stands for cyclohexylmethyl, "CH" stands for cyclohexyl, "PH" stands for phenyl, and "BZ" stands for cyclohexyl means benzyl, "NPR" means propyl,

"IPR" stands for isopropyl, "IBu" stands for isobutyl, "EOE" stands for -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" stands for allyl, and "HYE" stands for 2-hydroxyl Ethyl, "COM" means -CO-CH ₃ , "COE" means -COO-CH ₂ CH ₃ , "OCM" means -OCO-CH ₃ , "OME" means -O-CH ₃ , ""SOT" means tosyl, "SNH" means -SO ₂ NH-CH ₂ CH(CH ₂ CH ₃ )((CH ₂ ) ₃ CH ₃ ), and "SN2" means -SO ₂ N(CH _{3 )} )((CH ₂ ) ₇ CH ₃ ), "CNM" means -CONHCH ₃ , "CN2" means -CON(CH ₃ )C ₆ H ₅ , "NPH" means -NHC ₆ H ₅ ,

"NOT" stands for -N((CH ₂ ) ₇ CH ₃ ) ₂ , "NCO" stands for -NHCO((CH ₂ ) ₄ CH ₃ ), "F" stands for fluorine atom, and "Cl" stands for chlorine atom , "Br" represents a bromine atom, "CN" represents a cyano group, "NO2" represents a nitro group, "SUA" represents -SO ₃ H, "CBA" represents -CO ₂ H, and "CHO" represents -CHO, "OCH" means -OCOH, "OH" means -OH, "SFM" means -SO ₂ NH ₂ , "CBM" means -CONH ₂ , "NH2" means -NH ₂ , "NCH"" means -NHCOH, * means a bond.

B ^a1Z1 and B ^a2Z1 respectively represent a bond bond, when B ^a1Z1 is a bond bond of B ¹ below, B ^a2Z1 becomes a bond bond of B ² below, and B ^a1Z1 is a bond bond of B ² below B ^a2Z1 It becomes the bond bond of B ¹ below.

For example, compound IZ1-1 is a compound represented by formula IZ1-1.

For compound IZ1,

It is preferably from compound IZ1-1 to compound IZ1-171, from compound IZ1-258 to compound IZ1-529, more preferably from compound IZ1-1 to compound IZ1-171, from compound IZ1-258 to compound IZ1-471,

Still more preferably the compound IZ1-1 to the compound IZ1-171, still more preferably the compound IZ1-1 to the compound IZ1-111, especially the compound IZ1-1 to the compound Compound IZ1-54, particularly preferred compound IZ1-2 to compound IZ1-3, compound IZ1-20 to compound IZ1-21 and compound IZ1-38 to compound IZ1-39.

Specific examples of compound IZ1 include those contained in the compounds shown in Table 1Z1, Table 2Z1, Table 3Z1, Table 4Z1, Table 5Z1, Table 6Z1, Table 7Z1, Table 10Z1, Table 11Z1, Table 12Z1, and Table 13Z1 A compound in which 1 to 3 hydrogen atoms are replaced by -SO ₃ M or -CO ₂ M. For example, the compounds in which 1 to 3 sulfonic acid groups are bonded to the compound IZ1-1 of Table 1Z1 are represented by the following structures. However, in the formula, -(SO ₃ H) means to take any hydrogen atom of the compound IZ1-1 representing 1Z1.

In the present invention, compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonded to compound IZ1-1 to compound IZ1-171, compound IZ1-258 to compound IZ1-529 are preferred, and more preferred are compounds of -SO 3 M or -CO 2 M Compound IZ1-1 to compound IZ1-171, compound IZ1-258 to compound IZ1-431 are bonded with 1 to 3 -SO ₃ M or -CO ₂ M compounds,

Still more preferable are compounds in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IZ1-1 to compound IZ1-171,

Even more preferably, it is a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IZ1-1 to compound IZ1-111,

Especially preferred are compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonded to compound IZ1-1 to compound IZ1-54,

Particularly preferred are compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonded to compound IZ1-2 to compound IZ1-3, compound IZ1-20 to compound IZ1-21 and compound IZ1-38 to compound IZ1-39. compound.

For the compound (IZ1), it is preferably: in the formula (IZ1), -R ^O1Z1 is a hydrogen atom, or may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M. Carbon number A hydrocarbon group of 1 to 20, R ^1Z1 is a hydrogen atom, a hydrocarbon group of 1 to 20 carbon atoms, -SO ₃ M or -CO ₂ which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M M, R ^2Z1 to R ^5Z1 are each independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102Z1 ) ₂ , a nitro group, a carbon number 1 in which all or a part of the hydrogen atoms are substituted with a fluorine atom to 20 hydrocarbyl, -NHCO-R ^102Z1 , -OR ^102Z1 , -SO ₃ M or -CO ₂ M,

R ^6Z1 and R ^{7Z1 are} independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, -SO ₃ M or -CO ₂ which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M M,

R ^102Z1 is a hydrogen atom, or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

M is a compound of hydrogen atom or alkali metal atom;

More preferably: R ^O1Z1 is a hydrogen atom, or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

R ^1Z1 is a hydrogen atom,

R ^2Z1 to R ^5Z1 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z1 ) ₂ , a nitro group, a nitro group, and all or a part of hydrogen atoms having 1 to 10 carbon atoms substituted with a fluorine atom the hydrocarbon group, -NHCO-R ^102Z1 , -OR ^102Z1 , -SO ₃ M or -CO ₂ M,

R ^6Z1 and R ^7Z1 are the same group and are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

R ^102Z1 is a hydrogen atom, or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

M is a compound of hydrogen atom or alkali metal atom;

Still more preferably: R ^O1Z1 is a hydrogen atom, or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

R ^1Z1 is a hydrogen atom,

R ^2Z1 to R ^5Z1 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z1 ) ₂ , a nitro group, a trifluoromethyl group, -OR ^102Z1 , -SO ₃ M or -CO _2M ,

R ^6Z1 and R ^7Z1 are the same group, and are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms,

R ^102Z1 is a hydrogen atom, or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

A compound in which M is a hydrogen atom or an alkali metal atom.

Compound IZ1, when R ^1Z1 is a hydrogen atom, can be obtained by combining a compound represented by formula pt1Z1 (hereinafter, referred to as a phthalonitrile compound) and a compound represented by formula pt2Z1 (hereinafter, referred to as an alkoxide compound) After the reaction, the compound represented by the formula pt3Z1 and the compound represented by the formula pt4Z1 are further reacted in the presence of an acid to produce. In addition, when R ^1Z1 is other than a hydrogen atom, compound IZ1 can be produced by further reacting with a compound represented by formula pt5Z1.

[In formula pt1Z1, formula pt2Z1, formula pt3Z1, formula pt4Z1, formula pt5Z1 and formula IZ1, R ^O1Z1 , R ^1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^5Z1 , R ^6Z1 , and R ^{7Z1 have} the same meaning as described above. R ^14Z1 represents an alkyl group having 1 to 20 carbon atoms. The M ^1Z1 series represents an alkali metal atom. LG represents a halogen atom, mesyloxy, tosyloxy or trifluoromethanesulfonyloxy]

As the alkyl group having 1 to 20 carbon atoms represented by R ^14Z1 , methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, etc. can be mentioned. , preferably an alkyl group having 1 to 6 carbon atoms.

The alkali metal atom represented by M ^1Z1 includes a lithium atom, a sodium atom, and a potassium atom.

Relative to 1 mol of the phthalonitrile compound, the amount of the alkoxide compound used is usually 0.1 to 10 mol, preferably 0.2 to 5 mol, more preferably 0.3 to 3 mol, still more preferably 0.4 to 2 mol Ear.

Compound pt3Z1 relative to 1 mole of phthalonitrile compound The usage amount is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt4Z1 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Examples of acids include inorganic acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid, nitric acid, fluorosulfonic acid, and phosphoric acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; acetic acid , citric acid, formic acid, gluconic acid, lactic acid, oxalic acid, tartaric acid and other carboxylic acids, preferably include: hydrochloric acid, hydrobromic acid, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid and carboxylic acid Acid, more preferably acetic acid.

The amount of the acid used is usually 1 to 20 mol, preferably 1 to 10 mol, more preferably 1 to 8 mol, and still more preferably 1 to 6 mol, relative to 1 mol of the phthalonitrile compound.

The reaction of the phthalonitrile compound, the alkoxide compound, the compound pt3Z1 and the compound pt4Z1 is usually carried out in the presence of a solvent.

Examples of the solvent include water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, and 1-octanol; ether solvents such as tetrahydrofuran; ketones such as acetone Solvents; ester solvents such as ethyl acetate; aliphatic hydrocarbon solvents such as hexane; aromatic hydrocarbon solvents such as toluene; halogenated hydrocarbon solvents such as dichloromethane and chloroform; N,N-dimethylformaldehyde and N-methylpyrrolidine Amide solvents such as ketones; sulfite solvents such as dimethyl sulfoxide, preferably water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents Solvents and sulfite solvents, more preferably include: Water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, dichloromethane, chloroform, N,N-dimethylform carboxaldehyde, N-methylpyrrolidone and dimethyl sulfoxide, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol , acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, and particularly preferably water, acetonitrile, methanol, ethanol, and 2-propanol.

The usage-amount of a solvent is normally 1-1000 mass parts with respect to 1 mass part of phthalonitrile compounds.

The reaction temperature is usually 0 to 200°C, preferably 0 to 100°C, more preferably 0 to 70°C, and still more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

Relative to the compound IZ1 in which R ^1Z1 is a hydrogen atom is 1 mol, the amount of compound pt5Z1 used is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and still more preferably 1 to 2 moles.

In addition, when reacting the compound pt5Z1, it is preferable that a base coexists. Examples of the base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, and piperidine; sodium methoxide, sodium ethoxide, sodium tertiary butoxide, and Metal alkoxides such as tertiary potassium butoxide; organometallic compounds such as butyllithium, tertiary butyllithium and phenyllithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

Relative to the compound IZ1 in which R ^1Z1 is a hydrogen atom, it is 1 mol, and the amount of the base used is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 moles.

Also, the reaction of the compound pt5Z1 is usually carried out in the presence of a solvent. The solvent can be selected from the same range as described above.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound IZ1 in which R ^1Z1 is a hydrogen atom. The reaction temperature of compound (pt5) is usually -90 to 200°C, preferably -80 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

When the compound IZ1 does not have a sulfonic acid group or -SO ₃ M ²² , a sulfonic acid group or -SO ₃ M ² can be introduced by reacting the compound IZ1 with a sulfonating agent such as oleum or chlorosulfonic acid.

M ²² represents an alkali metal atom.

The alkali metal atom represented by M ²² includes a lithium atom, a sodium atom, and a potassium atom.

Relative to compound IZ1 is ₁ mol, the amount of SO used in the oleum is usually 1 to 50 mol, preferably 5 to 40 mol, more preferably 5 to 30 mol, and more preferably 5 to 25 moles.

Relative to compound IZ1 is 1 mol, the amount of sulfuric acid used in the oleum is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, still more preferably 10 to 100 mol. 50 moles.

Relative to 1 mol of compound IZ1, the amount of chlorosulfonic acid used is usually 1 to 500 mol, preferably 10 to 300 mol, more preferably 10 to 200 mol, still more preferably 10 to 150 mol .

The reaction temperature of the sulfonation is usually -20 to 200°C, preferably -10 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

The method of extracting compound IZ1 from the reaction mixture is not particularly limited, and it can be extracted by various known methods. For example, compound IZ1 can be taken out by filtering the reaction mixture after the reaction is complete. In addition, after filtration, the obtained residue may be subjected to column chromatography, recrystallization, or the like. Moreover, after completion|finish of reaction, after distilling the solvent of a reaction mixture, you may refine|purify by column chromatography.

<Compound IZ2>

Compound IZ2 is a compound represented by formula IZ2.

[In formula IZ2,

R ^CO1Z2 and R ^CO2Z2 independently represent -OR ^O1Z2 or -NR ^N1Z2 R ^N2Z2 .

R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 and R ^5Z2 independently represent a hydrogen atom, -CO-R ^102Z2 , -COO-R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N( R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group.

R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , and R ^4Z2 and R ^5Z2 may be bonded to each other and form a ring, respectively. R ^101Z2 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^O1Z2 and R ^102Z2 each independently represent a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom.

When there are plural numbers of R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^101Z2 , R ^102Z2 and M, these may be the same or different. The wavy line indicates E body or Z body]

The carbon number of the ^optionally substituted hydrocarbon group represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 is 1 to 40, preferably 1 To 30, more preferably from 1 to 20, more preferably from 1 to 15, even more preferably from 1 to 10, and even more preferably from 1 to 5.

The hydrocarbon groups having 1 to 40 carbon ^{atoms represented by R O1Z2 , R N1Z2 , R N2Z2 , R 1Z2 , R 2Z2 , R 3Z2 , R 4Z2 , R 5Z2 , R 101Z2 and R 102Z2 may be aliphatic hydrocarbon groups and aromatic hydrocarbon groups} . Aliphatic hydrocarbon groups may be saturated or unsaturated, and may be chain or alicyclic.

As the saturated or unsaturated chain hydrocarbon group ^represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^{2Z2 , R 3Z2 , R 4Z2 , R 5Z2} , R ^101Z2 and R ^102Z2 , methyl, ethyl Alkyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptyl, octadecyl and eicosyl linear alkyl groups etc; , (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, isohexyl, (5-methyl)hexyl, (2-ethyl)hexyl and (3- Branched chain alkyl such as ethyl) heptyl, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, 3-butane Alkenyl groups such as alkenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, and 2-pentenyl, etc. The carbon number of the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10, still more preferably 1 to 8, still more preferably Lines 1 to 5. Among them, straight or branched alkyl groups having 1 to 10 carbon atoms, more preferably 1 to 8 carbon atoms, are particularly preferred, and methyl, ethyl and tert-butyl groups are particularly preferred.

As the saturated or unsaturated alicyclic hydrocarbon group ^represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^{2Z2 , R 3Z2 , R 4Z2 , R 5Z2 , R 101Z2 and R 102Z2 , cyclopropyl} , 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl Hexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl Hexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl Hexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl Hexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; 2-ene, cyclohex-3-ene), cycloheptenyl, cyclooctenyl and other cycloalkenyl groups; norbornyl, adamantyl, bicyclo[2.2.2]octane, etc. The carbon number of the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, still more preferably 4 to 20, still more preferably 4 to 15, still more preferably 5 to 15, most preferably The best line is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

The aromatic hydrocarbon ^groups represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 include phenyl, o-tolyl, m-tolyl, p-tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl , o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 2,4,6-trimethylphenyl, 4-ethylphenyl, 4-butylbenzene base, 4-pentylphenyl, 2,6-bis(2-propyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylphenyl, 4 -Vinylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, peryl , Aromatic hydrocarbon groups such as phenanthrenyl and anthracene, pyrene, etc. The carbon number of the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 15.

The hydrocarbon group ^{represented by R O1Z2 , R N1Z2 , R N2Z2 , R 1Z2 , R 2Z2 , R 3Z2 , R 4Z2 , R 5Z2 , R 101Z2 and R 102Z2 can be the hydrocarbon groups listed above ( such} as aromatic hydrocarbon groups, and chain hydrocarbon groups) and at least one of alicyclic hydrocarbon groups) combined to form groups, examples include: aralkyl groups such as benzyl, phenethyl, and 1-methyl-1-phenylethyl; phenyl vinyl; phenyl ethenyl) and other aryl alkenyl groups; phenyl ethynyl and other aryl alkynyl groups; biphenyl, triphenyl and other phenyl groups bonded with one or more phenyl groups; cyclohexyl methyl phenyl, benzyl Phenyl, (dimethyl(phenyl)methyl)phenyl, etc.

The groups represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 are the hydrocarbon groups listed above (for example, chain hydrocarbon groups and alicyclic hydrocarbon groups) The combined group can be, for example: cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2 - An alkyl group in which one or more alicyclic hydrocarbon groups are bonded, such as methylcyclohexylmethyl, cyclohexylethyl, and adamantylmethyl.

These carbon numbers are preferably 4 to 30, more preferably 6 to 30, still more preferably 6 to 20, still more preferably 4 to 20, still more preferably 4 to 15, and particularly preferably 6 to 15.

The hydrocarbon group ^represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 may have a substituent. The substituent may be monovalent or divalent. As for the divalent substituent, two bonds are preferably bonded to the same carbon atom to form a double bond.

Examples of the monovalent substituent include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a second butoxy group, a third butoxy group, Amyloxy, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy , (2-ethyl)hexyloxy, eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, o-tolyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3, 4-dimethylphenyloxy, 3,5-dimethylphenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4- Dicyanophenyloxy, 2,5-dicyanophenyloxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyano phenyloxy, 4-methoxyphenyloxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxy phenyloxy, 3-ethoxyphenyloxy, etc., and groups represented by the following formulas, etc., have carbon bonded to one side A hydrocarbon group of 1 to 20 (preferably a carbon number of 1 to 10) or a derivatized group thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 Oxygen group of alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfamoyl group);

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tert-butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , octylthio, nonylthio, decylthio, undecylthio, dodecylthio, eicosylthio, phenylthio and o-tolylthio, etc. are bonded with carbon A thio group of a hydrocarbon group with a number of 1 to 20 (preferably a hydrocarbon group with a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl;

carboxyl;

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl Acyl group, undecyl group, dodecyl group, hexadecanoyl group and benzyl group, etc., and the group represented by the following formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 11) or a derivatized group (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen ( Preferably it is a chlorine atom), a carbonyl group of an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably a derivatized group such as an octylaminosulfonyl group), etc. (when the carbonyl group is an alkyl group, carbon The number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl yloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, o-Tolyloxycarbonyl, etc., and the groups represented by the following formulas are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably, a hydrocarbon group having 1 to 10 carbon atoms) or a derivatized group (such as a carboxyl group, a sulfonic acid group) oxycarbonyl group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group), etc. derivatized with carbon number 1 to 10);

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropyl amino, N-isopropylamine, N,N-diisopropylamine, N-butylamine, N,N-dibutylamine, N-isobutylamine, N, N-diisobutylamine, N-second-butylamine, N,N-di-second-butylamine, N-tert-butylamine, N,N-di-tert-butylamine , N-pentylamino, N,N-dipentylamino, N-(1-ethylpropyl)amino, N,N-bis(1-ethylpropyl)amino, N-hexyl Amino, N,N-dihexylamino, N-(2-ethyl)hexylamino, N,N-bis(2-ethyl)hexylamino, N-heptylamino, N,N- Diheptylamino, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-phenyl Amine, N,N-diphenylamine, N,N-ethylmethylamine, N,N-propylmethylamine, N,N-isopropylmethylamine, N,N -Butylmethylamine, N-decylamine, N,N-decylmethylamine, N-undecylamine, N,N-undecylmethylamine, N-dodecylamine N,N-dodecylmethylamine, N-eicosylamine, N,N-eicosylmethylamine, N,N-tert-butylmethylamine and N,N-benzene Methylamino, etc., and the groups represented by the following formulas, etc., through 1 or 2 hydrocarbon groups with 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or their derivatized groups (such as carboxyl, sulfonic acid, etc.) Amino group substituted by acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group, etc.) ;

Sulfamoyl; N-methylsulfamoyl, N,N-dimethylsulfamoyl, N-ethylsulfamoyl, N,N-diethylsulfamoyl, N-propyl Sulfonyl, N,N-dipropylaminesulfonyl, N-isopropylaminesulfonyl, N,N-diisopropylaminesulfonyl, N-butylaminesulfonyl, N,N-Dibutylaminesulfonyl, N-isobutylaminesulfonyl, N,N-diisobutylaminesulfonyl, N-dibutylaminesulfonyl, N,N- Di-2-butyl sulfamoyl, N-tert-butyl sulfamoyl, N,N-di-tert-butyl sulfamoyl, N-pentyl sulfamoyl, N,N-dipentane sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N,N-bis(1-ethylpropyl) sulfamoyl, N-hexyl sulfamoyl, N,N - Dihexyl sulfamoyl, N-(2-ethyl) hexyl sulfamoyl, N,N-bis(2-ethyl) hexyl sulfamoyl, N-heptyl sulfamoyl, N, N, N-diheptylaminosulfonyl, N-octylaminosulfonyl, N,N-dioctylaminosulfonyl, N,N-octylmethylaminosulfonyl, N-nonylaminosulfonyl Sulfonyl, N,N-dinonylsulfamoyl, N-phenylsulfamoyl, N,N-diphenylsulfamoyl, N,N-ethylmethylsulfamoyl, N ,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-butylmethylaminosulfonyl, N-decylaminosulfonyl, N,N- Decylmethylaminosulfonyl, N-undecylaminosulfonyl, N,N-undecylmethylaminosulfonyl, N-dodecylaminosulfonyl, N,N-dodecyl Methylaminosulfonyl, N-icosylaminosulfonyl, N,N-eicosylmethylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl and N,N-phenyl Methylaminosulfonyl, etc., and the groups represented by the following formulas, etc., are 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or their derivatized groups (such as carboxyl, Amines substituted by sulfonic acid groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), alkyl sulfamoyl groups with 1 to 10 carbon atoms (preferably octyl sulfamoyl groups), etc. Sulfonyl;

Carboxylamido; Acetylamino, Propionylamino, Butylamino, 2,2-dimethylpropionylamino, Pentanylamino, Hexylamino, (2- Ethyl) hexylamino, heptylamino, octylamino, nonylamino, decanoylamino, undecanoylamino, dodecanoylamino, hexadecanoylamino Amino group, benzylamino group, etc., and the group represented by the following formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 12) or its derivatized Derivatized by a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. The carbonylamino group of the base) (when the carbonylamino group is set as an alkanoylamino group, the carbon number is preferably 1 to 12);

Hydroxyl group; halogen atoms such as fluorine atom, chlorine atom, bromine atom and iodine atom;

Carboxyl group, -CO ₂ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); sulfonic acid group, -SO ₃ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); nitro; cyano;

Methyloxy; Acetyloxy, Propionyloxy, Butyryloxy, 2,2-Dimethylpropionyloxy, Pentamyloxy, Hexyloxy, (2- ethyl) hexyloxy, heptanyloxy, octyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, hexadecanoyloxy Oxy group, benzyloxy group, etc., and the group represented by the following formula, etc. are bonded with carbon number 1 to 20 (preferably carbon number 1 to 10) hydrocarbon group or its derivatized group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkane with a carbon number of 1 to 10) Carbonyloxy group of sulfamoyl group (preferably a derivatized group such as octyl sulfamoyl group) (when the carbonyloxy group is an alkanoloxy group, the number of carbon atoms is preferably 1 to 10) ;

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl base, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl group, etc., and the group represented by the following formula are bonded with a hydrocarbon group having 1 to 20 carbon atoms (preferably, a hydrocarbon group having 1 to 10 carbon atoms) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, etc.) sulfonyl group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with carbon number 1 to 10 (preferably a derivatized group such as octyl sulfasulfonyl group);

Aminocarboxy; N-methylaminocarboxy, N,N-dimethylaminocarboxy, N-ethylaminecarboxy, N,N-diethylaminecarboxy, N-propyl Carboxyl, N,N-dipropylamine carboxyl, N-isopropylamine carboxyl, N,N-diisopropylamine carboxyl, N-butylamine carboxyl, N,N-dibutylamine carboxyl, N-isobutylamine carboxyl, N,N-diisobutylamine carboxyl, N-dibutylamine carboxyl, N,N- Di-tert-butylamine carboxyl, N-tert-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N-pentylamine carboxyl, N,N-dipentane Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N,N-bis(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N,N -Dihexylaminocarboxy, N-(2-ethyl)hexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl, N, N-Diheptylaminocarbamoyl, N-Octylaminecarbamoyl, N,N-Dioctylaminecarbamoyl, N-Nonylaminecarbamoyl, N,N-Octylmethylcarbamoyl Carboxyl, N,N-octylbutylamine carboxyl, N,N-dinonylamine carboxyl, N-phenylamine carboxyl, N,N-diphenylamine carboxyl, N ,N-ethylmethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-isopropyl Methylaminocarboxy, N,N-butylmethylaminocarboxy, N-decylaminocarboxy, N,N-decylmethylcarbamoyl, N-undecylaminocarboxy, N,N-undecylmethylaminocarboxy, N-dodecylaminocarboxy, N,N-dodecylmethylcarbamoyl, N-eicosylcarbamoyl, N, N-Eicosylmethylcarbamoyl, N,N-tert-butylmethylcarbamoyl, N,N-phenylmethylcarbamoyl, etc., and groups represented by the following formulas are treated with 1 one or two hydrocarbon groups with 1 to 20 carbon atoms (preferably, 1 to 10 carbon atoms) or derivatized groups thereof (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), carbon 1-10 alkyl sulfamoyl groups (preferably derivatized groups such as octyl sulfamoyl groups) substituted carbamoyl groups;

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, Perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluoroeicosyl, perfluorocyclohexyl and perfluorophenyl and other hydrocarbon groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms;

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane ylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoroundecylmethyl, perfluorododecylmethyl and perfluoroeicosylmethyl are all hydrogen atoms and fluorine atoms Hydrocarbyl group with 1 to 20 carbon atoms substituted by substituted straight or branched chain alkyl group with 1 to 20 carbon atoms;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl and 2,4,6-trifluorophenyl, etc. a part of the hydrogen atoms are substituted by fluorine carbon number 1 to 20 (preferably carbon number 1 to 20) 10) the hydrocarbon group;

-CO-SH, -CO-S-CH ₃ , -CO-S-CH ₂ CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₃ and -CO-S-CH ₂ -CH ₂ -CH ₂ -CH ₃ etc. which have been bonded to an alkyl group having 1 to 20 carbon atoms (preferably a thiocarbonyl group having 1 to 10 carbon atoms), -CO-SC ₆ H ₅ etc. which have been bonded to an aryl group having 6 to 20 carbon atoms The thiocarbonyl group of the knot;

*-COCO-R represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or its derivative group ( For example, a group derivatized with a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. )) basis;

*-NRCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies 1 to 20 carbon atoms), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-OCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-NRCOOR represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, through Carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably octyl amine sulfonyl group), etc. derivatized group), The R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-OP(O)(OCH ₃ ) ₂ etc. *-OP(O)(OR) ₂ (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, a hydrocarbon group with a carbon number of 1 to 20), or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) sulfasulfonyl) and other derivatized groups), the R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-Si(CH ₃ ) ₃ , *-Si(CH ₂ CH ₃ ) ₃ , *-Si(C ₆ H ₅ ) ₃ and *-Si(CH(CH ₃ ) ₂ ) ₃ etc. *-SiR ₃ (formula Among them, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the above-listed hydrocarbon groups satisfying 1 to 20 carbon atoms), or a derivatized group thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, Halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups), the R can be the same or different from each other, or bases that can bond with each other and form a ring); etc.

As for the divalent substituent, side: an oxy group, a thioketone group, an imino group, an imino group having an alkyl group having 1 to 20 carbon atoms (preferably an alkyl group having 1 to 10 carbon atoms), and an alkyl group having a carbon number of 1 to 10 are exemplified. 6 to 20 aryl imino groups, etc. As the alkyl-substituted imino group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) ₃ - can be exemplified N=etc. As the imino group substituted with an aryl group, C ₆ H ₅ -N= and the like are exemplified.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the group s1 is preferably mentioned. The derivatized group shown below is preferably a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) Sulfasulfonyl) and other derivatized groups.

[group s1]

An oxy group with a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

An oxycarbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof; sulfasulfonate group; substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof Sulfasulfonyl group; carbonylamino group bonded with a hydrocarbon group with a carbon number of 1 to 20 or its derivatized group; hydroxyl group; halogen atom;

-CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); -SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); nitro group; cyano group; carbonyloxy group bonded with a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

A sulfonyl group bonded with a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof; a carbamoyl group; a carbamoyl group substituted with one or two hydrocarbon groups having 1 to 20 carbon atoms or a derivatized group thereof; A hydrocarbon group having 1 to 20 carbon atoms in which all hydrogen atoms are replaced by fluorine atoms;

Hydrocarbyl group with 1 to 20 carbon atoms substituted by straight or branched chain alkyl group with 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms; ; Pendant oxygen.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the more preferable group s2 can be exemplified.

[group s2]

An oxy group with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof bonded on one side;

A carbonyl group bonded to a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof;

An oxycarbonyl group bound with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms;

Sulfasulfonyl group; Sulfasulfonyl group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof;

A carbonylamine group bonded to a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof;

Hydroxyl group; fluorine atom, chlorine atom, bromine atom;

-CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom);

-SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group;

A carbonyloxy group bonded with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof;

A sulfonyl group bonded to a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof;

Carboxylic group; Carboxylic group substituted with one or two hydrocarbon groups of 1 to 10 carbon atoms or derivatives thereof; Hydrocarbyl groups of 1 to 10 carbon atoms in which all hydrogen atoms are substituted by fluorine atoms; Hydrocarbon group with 1 to 10 carbon atoms substituted by straight-chain or branched chain alkyl group with 1 to 10 carbon atoms substituted by fluorine atoms; hydrocarbon group with 1 to 10 carbon atoms substituted with a part of hydrogen atoms by fluorine; pendant oxygen base.

The hydrocarbon groups having 1 to 40 carbon atoms having substituents represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^{102Z2 can} be exemplified. The hydrocarbon group with a carbon number of 1 to 40 as a monovalent or divalent substituent can preferably include: a saturated or unsaturated chain hydrocarbon group with a carbon number from 1 to 30 with a monovalent or divalent substituent, a monovalent or divalent hydrocarbon group A saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30 as a substituent, an aromatic hydrocarbon group with a carbon number of 6 to 30 with a monovalent or divalent substituent, or a combination of hydrocarbon groups and a monovalent or Divalent substituents with 1 to 30 carbon atoms,

More preferable examples include: saturated or unsaturated chain hydrocarbon group having 1 to 20 carbon atoms in the substituent of group s1, saturated or unsaturated alicyclic hydrocarbon group having 3 to 20 carbon atoms in the substituent group s1, The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbon atoms or a group formed by combining hydrocarbon groups and is a group with 1 to 20 carbon atoms of the substituent group s1,

Particularly preferred examples include: saturated or unsaturated chain hydrocarbon groups having 1 to 15 carbon atoms as substituents of group s2, saturated or unsaturated alicyclic hydrocarbon groups having 3 to 15 carbon atoms as substituents of group s2, Substitution of s2 The group is an aromatic hydrocarbon group having 6 to 15 carbon atoms or a group formed by combining hydrocarbon groups, and is a group having 1 to 15 carbon atoms having a substituent of group s2.

For the heterocyclic group ^represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 , it may be monocyclic or polycyclic, Preferred is a heterocyclic ring containing a heteroatom as a constituent element of the ring. As a hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, etc. are mentioned. The carbon number of the aforementioned heterocyclic group is preferably 3 to 30, more preferably 3 to 22, still more preferably 3 to 20, still more preferably 3 to 18, still more preferably 3 to 15, and particularly preferably 3 to 20. 14.

等單環系飽和雜環；2,5-二甲基吡咯等吡咯、2-甲基吡唑、3-甲基吡唑等吡唑、咪唑、1,2,3-三唑及1,2,4-三唑等5員環系不飽和雜環； The nitrogen atom-containing heterocyclic ring includes aziridine, azetidine, pyrrolidine, piperidine and piperidine

Saturated heterocycles such as monocyclic systems; pyrroles such as 2,5-dimethylpyrrole, pyrazoles such as 2-methylpyrazole, 3-methylpyrazole, imidazole, 1,2,3-triazole and 1,2 , 5-membered ring system unsaturated heterocycle such as 4-triazole;

、6-甲基嘧啶等嘧啶、吡

及1,3,5-三

等6員環系不飽和雜環； pyridine, pyridine

, pyrimidines such as 6-methylpyrimidine, pyridine

and 1,3,5-three

6-membered ring system unsaturated heterocycle;

、苯并咪唑、喹啉、異喹啉、5,6,7,8-四氫(3-甲基)喹

啉、3-甲基喹

啉等喹

啉、喹唑啉、噌啉、呔

、

啶、嘌呤、喋啶、苯并吡唑、苯并哌啶等縮合二環系雜環；咔唑、吖啶及啡

等縮合三環系雜環等。 Indazole, indoline, isoindoline, indole, indole

, benzimidazole, quinoline, isoquinoline, 5,6,7,8-tetrahydro(3-methyl)quinoline

Linen, 3-methylquinoline

quinoline

quinazoline, quinazoline, cinnoline,

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, benzopiperidine; carbazole, acridine and phenanthrene

Condensed tricyclic heterocycles etc.

烷及1,4-二

烷、1-環戊基二氧雜環戊烷等單環系飽和雜環；1,4-二氧雜螺[4.5]癸烷、1,4-二氧雜螺[4.5]壬烷等二環系飽和 雜環；α-乙內酯、β-丙內酯、γ-丁內酯、γ-戊內酯及δ-戊內酯等內酯系雜環；2,3-二甲基呋喃、2,5-二甲基呋喃等呋喃等5員環系不飽和雜環；2H-哌喃、4H-哌喃等6員環系不飽和雜環；1-苯并呋喃、4-甲基苯并哌喃等苯并哌喃、苯并二

呃、

唍及異

唍等縮合二環系雜環；二苯并哌喃、二苯并呋喃等縮合三環系雜環等。 As the heterocyclic ring containing an oxygen atom, ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane and 1-cyclopentyldioxolane; 1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane, etc. Ring system saturated heterocycles; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, γ-valerolactone and δ-valerolactone; 2,3-dimethylfuran , 2,5-dimethylfuran and other 5-membered ring unsaturated heterocycles; 2H-piperan, 4H-piperan and other 6-membered unsaturated heterocycles; 1-benzofuran, 4-methyl benzopyrans such as benzopyrans, benzobis

Uh,

Swallow and Different

Condensed bicyclic heterocycles such as sulfone; condensed tricyclic heterocycles such as dibenzopyran, dibenzofuran, etc.

As far as the heterocyclic ring containing sulfur atom is concerned, it can be enumerated: 5-membered ring system saturated heterocyclic ring such as dithiolane;

6-membered saturated heterocycles such as thiane, 1,3-dithiane, 2-methyl 1,3-dithiane, etc.;

3-methylthiophene, 2-carboxythiophene and other thiophenes, 4H-thiopyran, benzothiopyran and other benzothiopyran and other 5-membered unsaturated heterocycles;

Condensed bicyclic heterocycles such as benzothiophene; condensed tricyclic heterocycles such as thianthracene, dibenzothiophene, etc.

唑等

唑、2-甲基異

唑、3-甲基異

唑等異

唑等單環系不飽和雜環； The heterocyclic ring containing a nitrogen atom and an oxygen atom includes morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine Monocyclic saturated heterocycles such as pyridone; 4-methyl

azole, etc.

azole, 2-methyliso

azole, 3-methyliso

azole isoiso

Monocyclic unsaturated heterocycles such as azoles;

唑、苯并異

唑、苯并

、苯并二

烷、苯并咪唑啉等縮合二環系雜環；啡

等縮合三環系雜環等。 Benzo

azole, benziso

azoles, benzos

, benzodi

Condensed bicyclic heterocycles such as alkane, benzimidazoline, etc.;

Condensed tricyclic heterocycles etc.

等縮合三環系雜環等。 As the heterocycle containing nitrogen atom and sulfur atom, monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; Phosphatidyl

Condensed tricyclic heterocycles etc.

The above-mentioned heterocycle may be a group formed by combining the above-mentioned hydrocarbon groups, and examples thereof include tetrahydrofurylmethyl and the like.

In addition, the above-mentioned heterocyclic ring may be represented by the following formula.

The above-mentioned heterocyclic group may be a heterocyclic group formed by ^{bonding two or more of R 1Z2 to R 5Z2 .} Such a heterocyclic group has a ring structure of two or more rings together with the benzene ring to which R ^{1Z2 to R 5Z2 are} bonded. Examples of the ring structure having two or more rings include the structures of the following formulae.

The bonding site of the above-mentioned heterocyclic ring is a part from which any hydrogen atom contained in each ring is detached.

The heterocyclic group ^represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 may have a substituent. The substituents include the same substituents that the hydrocarbon groups represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 may have. . Moreover, when the said heterocyclic ring contains a nitrogen atom as its constituent element, the above-mentioned hydrocarbon group may be couple|bonded with this nitrogen atom as a substituent.

Preferable examples of the substituent include those which may be ^possessed by the hydrocarbon groups represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 Preferred substituents are the same. The substituted heterocyclic group represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 , and R ^{102Z2 can} be exemplified by those having a valence of 1 or 2 The heterocyclic group of the valent substituent is preferably a heterocyclic group having a substituent of the group s1, and more preferably a heterocyclic group having a substituent of the group s2.

The substituent (first substituent) which the above-mentioned hydrocarbon group or heterocyclic group may have may be one or two or more, and the two or more substituents may be the same or different independently of each other. Moreover, the said 1st substituent may couple|bond another substituent (2nd substituent) with the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

The following describes -CO-R ^102Z2 , -COO-R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR of R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , and R ^5Z2 . ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N(R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, -SO ₃ M, -CO ₂ M.

As far as -CO-R ^{102Z2 is} concerned, there may be mentioned: methanoyl; ) Hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, benzyl, etc., and bonds such as the bases shown in the above formulas A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or its derivative group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number 1 The carbonyl group of alkylaminosulfonyl group (preferably a derivatized group such as octylaminosulfonyl group) of 10 to 10 (when the carbonyl group is set to sulfonyl group, the carbon number is 2 to 41) and Table 1Z2 to Table 1 22Z2 and the compounds shown in Table 27Z2 to Table 37Z2 are equivalent to the bases of -CO-R ^102Z2 , etc., preferably include: a hydrocarbon group with a carbon number of 1 to 11 (and more preferably a hydrocarbon group with a carbon number of 1 to 10) or The carbonyl group of its derivatized group (when the carbonyl group is set as an alkanoyl group, the carbon number is preferably 2 to 12) and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -CO-R ^102Z2 base etc.

For -COO-R ^101Z2 , methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tert-butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Alkyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups represented by the above formulas, etc. are bonded to a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivatized group (such as a carboxyl group) , sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups) oxygen In the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2, the carbonyl group is equivalent to -COO-R ^101Z2 and the like, preferably: a hydrocarbon group having 1 to 10 carbon atoms or its derivatized group is bonded The oxycarbonyl group and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 correspond to the group of -COO-R ^101Z2 and the like.

For -OCO-R ^102Z2 , there may be mentioned: carboxyloxy; acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentamyloxy Oxy, hexyloxy, (2-ethyl)hexyloxy, heptanyloxy, octyloxy, nonyloxy, decanyloxy, undecanoyloxy, Dodecyloxy, hexadecanoyloxy, benzalyloxy, etc., and the bases shown in the above formulas, etc. are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) A hydrocarbon group or its derivatized group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) group) and other derivatized groups) carbonyloxy group (when the carbonyloxy group is acyloxy group, the carbon number is 2 to 41)

And in the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2, the bases equivalent to -OCO-R ^102Z2 , etc., can preferably be enumerated: bonded with carbon number 1 to 11 (and more preferably carbon number 1 to 10) the carbonyloxy group of the hydrocarbon group or its derivatized group (when the carbonyloxy group is set as the acyloxy group, the number of carbons is preferably 2 to 12), as well as those listed in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 The compounds shown are equivalent to the base of -OCO-R ^102Z2 , etc.

For -COCO-R ^102Z2 , methyloxalyl, ethyloxalyl, propyloxalyl, butyloxalyl, pentyloxalyl, hexyloxalyl, (2-oxoxalyl, ethyl)hexyloxalyl, heptyloxalyl, octyloxalyl, nonyloxalyl, decyloxalyl, undecyloxalyl, dodecyloxalyl, decyloxalyl yl, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the bases shown in the above formula, etc. are bonded with carbon number 1 to 40 (preferably A hydrocarbon group with a carbon number of 1 to 20 or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10) ( It is preferably the oxalyl group of the derivatized group such as octylaminosulfonyl) and the group corresponding to -COCO-R ^102Z2 in the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2.

The -OR ^102Z2 group includes: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, 2nd butoxy, 3rd butoxy , pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy base, eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4- Dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanobenzene oxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc. , and the bases shown in the above formula are bonded with a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatized group (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen ( It is preferably a chlorine atom), an alkyl amide sulfonyl group with a carbon number of 1 to 10 (preferably a derivatized group such as an octyl sulfasulfonyl group), and the oxygen group of Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 1 In the compound shown in 37Z2, the base equivalent to -OR ^102Z2 , etc., preferably include: the oxygen group bound with a hydrocarbon group having a carbon number of 1 to 10 or its derivatized group, and Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 The compounds shown correspond to the bases of -OR ^102Z2 and the like.

For -SO ₂ -R ^101Z2 , methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2 -Ethyl)hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosyl Sulfonyl, phenylsulfonyl, p-tolylsulfonyl, etc.,

and the bases shown in the above formula, etc. are bonded with a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatized group (via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably (a chlorine atom), a sulfonyl group of a carbon number 1 to 10 alkylaminosulfonyl group (preferably a derivatized group such as an octylaminosulfonyl group), and Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 Among the compounds shown, the group corresponding to -SO ₂ -R ^101Z2 , etc., preferably include: a sulfonyl group bonded with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof, and Table 1Z2 to Table 22Z2 and Table 27Z2 Among the compounds shown in Table 37Z2, the group corresponding to -SO ₂ -R ^101Z2 and the like.

For -SO ₂ N(R ^102Z2 ) ₂ , sulfamoyl; N-methyl sulfamoyl, N-ethyl sulfamoyl, N-propyl sulfamoyl, N- Isopropylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-2-butylaminosulfonyl, N-tert-butylaminosulfonyl, N- -Amylaminosulfonyl, N-(1-ethylpropyl)aminosulfonyl, N-hexylaminosulfonyl, N-(2-ethyl)hexylaminosulfonyl, N-heptylamine Sulfonyl, N-Octylaminosulfonyl, N-nonylaminosulfonyl, N-decylaminosulfonyl, N-undecylaminosulfonyl, N-dodecylaminosulfonyl , N-eicosylamine sulfonyl group, N-phenylamine sulfonyl group, etc., and the bases shown in the above formula, etc., through a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or Its derivatized group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -SO ₂ NH(R ^102Z2X ) (except that R ^102Z2X is not a hydrogen atom, and R ^{102Z2 is} the same as the base etc.); Methylaminosulfonyl, N,N-dipropylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-diisopropylaminosulfonyl, N,N -T-butylmethylaminosulfonyl, N,N-diisobutylaminosulfonyl, N,N-di-tert-butylaminosulfonyl, N,N-di-tert-butylaminosulfonyl , N,N-butylmethylaminosulfonyl, N,N-dibutylaminosulfonyl, N,N-dipentylaminosulfonyl, N,N-bis(1-ethylpropyl)amine Sulfonyl, N,N-dihexylsulfamoyl, N,N-bis(2-ethyl)hexylsulfamoyl, N,N-diheptylsulfamoyl, N,N-octyl Methylaminosulfonyl, N,N-dioctylaminosulfonyl, N,N-dinonylaminosulfonyl, N,N-decylmethylaminosulfonyl, N,N-undecane N,N-dodecylmethylsulfamoyl, N,N-eicosylmethylsulfamoyl, N,N-phenylmethylsulfamoyl, N , N-diphenylamine sulfonyl group, etc., and the group shown in the above formula, etc., are 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or their derivatized groups (such as carboxyl, Amines substituted by sulfonic acid groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), alkyl sulfamoyl groups with 1 to 10 carbon atoms (preferably octyl sulfamoyl groups), etc. A sulfonyl group and a group corresponding to -SO ₂ N(R ^102Z2X ) ₂ (the same as R ^102Z2 except that R ^102Z2X is not a hydrogen atom) in the compounds shown in Tables 1Z2 to 22Z2 and Table 27Z2 to Table 37Z2 Wait,

Preferable examples include: sulfamoyl substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof, and the compounds shown in Tables 1Z2 to 22Z2 and Tables 27Z2 to 37Z2 are equivalent to -SO. The basis of ₂ N(R ^102Z2 ) ₂ , etc.

For -CON(R ^102Z2 ) ₂ , carbamoyl; N-methyl carbamoyl, N-ethyl carbamoyl, N-propyl carbamoyl, N-isopropyl Carboxylic acid group Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N-(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl base, N-octylaminocarboxy, N-nonylaminocarboxy, N-decylaminecarboxy, N-undecylaminecarboxy, N-dodecylaminecarboxy, N- -Eicosylamine carboxyl, N-phenylamine carboxyl, etc., and the groups represented by the above formulas, etc., are treated with a hydrocarbon group with 1 to 40 carbon atoms (preferably, a hydrocarbon group with 1 to 20 carbon atoms) or its derivatives Derivatized group (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. In the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2, it is equivalent to -CONH(R ^102Z2X ) (except that R ^102Z2X is not a hydrogen atom, and R ^102Z2 the same) basis, etc.;

N,N-Dimethylamine carboxyl, N,N-ethylmethylamine carboxyl, N,N-diethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-dipropylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-diisopropylamine carboxyl, N,N-tert-butylmethylamine carboxyl base, N,N-diisobutylamine carboxyl, N,N-di-2-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N,N-butylmethylamine Carboxylic, N,N-dibutylamine carboxyl, N,N-butyloctylamine carboxyl, N,N-dipentylamine carboxyl, N,N-bis(1-ethyl) propyl)aminocarboxy, N,N-dihexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N,N-diheptylcarbamoyl, N ,N-Octylmethylaminocarboxy, N,N-Dioctylaminocarboxy, N,N-Dinonylcarbamoyl, N,N-Decylmethylcarbamoyl, N ,N-undecylmethylamine carboxyl, N,N-dodecylmethylamine carboxyl, N,N-eicosylmethylamine carboxyl, N,N-phenylmethylamine Carboxylic group, N,N-diphenylamine carboxyl group, etc., and the group represented by the above formula, etc., through 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably, 1 to 20 carbon atoms) or their derivatized groups (for example, derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. (R ^102Z2X ) ₂ (except that R 102Z2X is the same as R ^102Z2 except that R ^102Z2X is not a hydrogen atom) ), etc.,

Preferably, it can be exemplified: amine carboxyl groups substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or their derivatized groups, and the compounds shown in Tables 1Z2 to 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -CON. (R ^102Z2 ) ₂ corresponds to a base or the like.

As far as -N(R ^102Z2 ) ₂ is concerned, amine groups can be exemplified;

N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butylamino, N-isobutylamino, N-second-butyl Amino, N-tert-butylamino, N-pentylamino, N-hexylamino, N-(2-ethyl)hexylamino, N-heptylamino, N-octylamino , N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N-eicosylamino, N-phenylamino, etc., and the above formula The groups shown are through a hydrocarbon group with 1 to 40 carbon atoms (preferably carbon number 1 to 20) or its derivatized group (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine group) atom), alkyl sulfamoyl with 1 to 10 carbon atoms (preferably a derivatized group such as octyl sulfamoyl)) substituted amine groups and shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 In the compound, the base equivalent to -NH(R ^102Z2X ) (but, except that R ^102Z2X is not a hydrogen atom, is the same as R ^102Z2 ), etc.;

N,N-Dimethylamine, N,N-ethylmethylamine, N,N-diethylamine, N,N-propylmethylamine, N,N-dipropylamine N,N-isopropylmethylamine, N,N-diisopropylamine, N,N-tert-butylmethylamine, N,N-diisobutylamine, N,N -Di-2-butylamine, N,N-di-tert-butylamine, N,N-butylmethylamine, N,N-dibutylamine, N,N-dipentylamine, N,N-bis(1-ethylpropyl)amino, N,N-dihexylamino, N,N-bis(2-ethyl)hexylamino, N,N-diheptylamino, N,N-Dioctylamino, N,N-dinonylamino, N,N-decylmethylamino, N,N-undecylmethylamino, N,N-dodecyl Methylamino, N,N-eicosylmethylamino, N,N-phenylmethylamino, N,N-diphenylamino, etc., and the groups shown in the above formula, etc. A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 The amine group substituted by the alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfasulfonyl group) and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -N ( R ^102Z2X ) ₂ (except that R 102Z2X is the same as R ^102Z2 except that R ^102Z2X is not a hydrogen atom), etc.,

Preferred examples include: amine groups substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof, and the compounds shown in Tables 1Z2 to 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -N(R ^102Z2 ) ₂ basis, etc.

For -NHCO-R ^102Z2 , there may be mentioned: carboxylamino group; acetylamino group, propionylamino group, butyrylamino group, 2,2-dimethylpropionylamino group, pentanylamino group Amino, Hexylamino, (2-ethyl) Hexylamino, Heptylamino, Octylamino, Nonylamino, Decanoylamino, Undecylamino, Dodecylamino, behenylamino, benzylamino, etc., and the bases shown in the above formulas are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) A hydrocarbon group or its derivatized group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) In the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 Equivalent to the base of -NHCO-R ^102Z2 , etc.,

Preferable examples include: a carbonylamino group bound with a hydrocarbon group having a carbon number of 1 to 10 or a derivatized group thereof (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and a table. Among the compounds shown in 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2, the group corresponding to -NHCO-R ^102Z2 and the like.

Examples of -NHCON(R ^102Z2 ) ₂ include the groups listed above, and groups corresponding to -NHCON(R ^102Z2 ) ₂ in the compounds shown in Tables 1Z2 to 22Z2 and 27Z2 to 37Z2.

Examples of -NHCOOR ^102Z2 include the groups listed above, and groups corresponding to -NHCOOR ^102Z2 in the compounds shown in Tables 1Z2 to 22Z2 and Tables 27Z2 to 37Z2.

Examples of -OCON(R ^102Z2 ) ₂ include the groups listed above, and groups corresponding to -OCON(R ^102Z2 ) ₂ in the compounds shown in Tables 1Z2 to 22Z2 and Tables 27Z2 to 37Z2.

As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferable.

M of -SO ₃ M and -CO ₂ M includes a hydrogen atom; an alkali metal atom such as a lithium atom, a sodium atom, and a potassium atom, preferably a hydrogen atom, a sodium atom, and a potassium atom.

The above -CO-R ^102Z2 , -COO-R ^102Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^102Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCON(R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ The substituents (first substituents) contained may be One, two or more, or two or more substituents may be the same or different independently of each other.

Moreover, the said 1st substituent may couple|bond another substituent (2nd substituent) with the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

、喹

啉、喹唑啉、噌啉、咔唑、咔啉、啡啶、吖啶、呸啶、啡啉及啡

等含氮縮合雜環以及該等之部分還原體；3-氫苯并呋喃2-酮等含氧縮合雜環及其部分還原體。 The ring system formed by R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , and R ^4Z2 and R ^5Z2 is condensed with the benzene ring of the isoindoline skeleton of the compound represented by formula IZ2. In terms of the condensed ring structure of the ring formed by R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , and the ring formed by R ^4Z2 and R ^5Z2 and the aforementioned benzene ring, indene, naphthalene, biphenylene, indene, acenaphthene can be listed. Alkene, Phenanthrene, Perbenzophenanthrene, Phenanthrene, Anthracene, 1,2-Benzacenaphthylene, Vinylphenanthrene, Vinyl anthracene, Triphenylene, Pyrene, 1,2-Triphenylene, N-Methylphthalamide Amines, N-(1-phenylethyl)phthalimide, and condensed tetraphenyl hydrocarbons, and their partial reductions (for example, 9,10-dihydroanthracene, 1,2,3, 4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline,

, quinoline

Linen, quinazoline, cinnoline, carbazole, carboline, phenanthrene, acridine, phenanthrene, phenanthroline and phenanthrene

and other nitrogen-containing condensed heterocycles and their partial reductants; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and their partial reductants.

When R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , and R ^4Z2 and R ^5Z2 form a ring, the ring may have a substituent. The substituents include the same substituents that the hydrocarbon groups represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 may have. . Preferable examples of the substituent include those which may be ^possessed by the hydrocarbon groups represented by R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R 1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 Preferred substituents are the same.

When R ^3Z2 and R ^4Z2 form a ring, R ^2Z2 and R ^5Z2 are preferably independently a hydrogen atom, an amino group and a hydroxyl group.

When R ^2Z2 and R ^3Z2 form a ring, preferably R ^4Z2 and R ^5Z2 do not form a ring, and more preferably R ^4Z2 and R ^5Z2 are hydrogen atoms.

When R ^4Z2 and R ^5Z2 form a ring, preferably R ^2Z2 and R ^3Z2 do not form a ring, more preferably R ^2Z2 and R ^3Z2 are hydrogen atoms. R ^{1Z2 is} preferably a hydrogen atom. R ^{O1Z2 is} preferably a hydrogen atom or a hydrocarbon group with 1 to 30 carbon atoms which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms which may have a substituent, and more preferably a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms which may have a substituent The hydrocarbon group of the group is preferably a hydrocarbon group with 1 to 15 carbon atoms, preferably a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 10 that may have a substituent, and more preferably a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 5 that may have a substituent group, especially Preferably it is a hydrogen atom, methyl or ethyl.

R ^N1Z2 and R ^{N2Z2 are} preferably hydrogen atoms, -CO-R ^102Z2 , -COO-R ^101Z2 , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -CO ₂ M or carbon which may have a substituent A hydrocarbon group of 1 to 40, more preferably a hydrogen atom or a hydrocarbon group of a carbon number of 1 to 30 which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group of a carbon number of 1 to 20 which may have a substituent, especially a hydrogen atom or a hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, particularly preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent The hydrocarbon group of 6 or the hydrocarbon group of 1 to 5 carbon atoms which may have a substituent is particularly preferably a hydrogen atom, methyl group, ethyl group, or phenyl group, and most preferably is a hydrogen atom, methyl group, or ethyl group. In addition, R ^N1Z2 and R ^N2Z2 may be the same group or different groups, preferably the same group.

From the viewpoint of ^reducing the retardation value of the color filter formed of the coloring composition, at least one of R 2Z2 , R ^3Z2 , R ^4Z2 , and R ^5Z2 is preferably -CO-R ^102Z2 , -COO -R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N(R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, An optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group, more preferably an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, halogen atom, -N(R ^102Z2 ) ₂ , nitro group, a hydrocarbon group having 1 to 20 carbon atoms in which all or a part of the hydrogen atoms are substituted by fluorine atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , -SO ₃ M or -CO ₂ M, and more preferably a nitro group or may have The hydrocarbon group of the substituent group having 1 to 40 carbon atoms is more preferably a nitro group or a tert-butyl group. Alternatively, it is preferred that at least one group of R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , or R ^4Z2 and R ^5Z2 form a ring.

^At least one of R 2Z2 , R ^3Z2 , R ^4Z2 , and R ^5Z2 preferably has a carbon number of 1 which may have a substituent from the viewpoint of reducing the retardation value of the color filter formed of the coloring composition. Hydrocarbyl group to 40, halogen atom, -N(R ^102Z2 ) ₂ , nitro group, hydrocarbon group of carbon number 1 to 20 in which all or a part of hydrogen atoms are substituted by fluorine atom, -NHCO-R ^102Z2 , -OR ^102Z2 , -SO ₃ M or -CO ₂ M, more preferably a nitro group or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, still more preferably a nitro group or a tert-butyl group. Among them, even more preferably R ^3Z2 is nitro or tert-butyl group and R ^2Z2 , R ^4Z2 and R ^5Z2 are hydrogen atoms, or R ^2Z2 , R ^3Z2 and R ^5Z2 are hydrogen atoms and R ^4Z2 is nitro or tertiary Butyl.

The compound IZ2 is preferably a compound represented by the formula IZ2-B (hereinafter, sometimes referred to as compound IZ2-B). When the compound IZ2 is the compound IZ2-B, the retardation value of the color filter formed from the coloring composition containing the compound IZ2-B becomes smaller.

[In formula IZ2-B, R ^CO11Z2 and R ^CO21Z2 independently represent -OR ^O1Z2 or -NR ^N1Z2 R ^N2Z2 , and at least one of R ^CO11Z2 and R ^CO21Z2 is -NR ^N1Z2 R ^N2Z2 .

R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^21Z2 , R ^31Z2 , R ^41Z2 , and R ^51Z2 independently represent a hydrogen atom, -CO-R ^102Z2 , -COO-R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N( R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group Heterocyclic groups with substituents, R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 may be bonded to each other respectively to form a ring, at least one of R ^21Z2 , R ^31Z2 , R ^41Z2 and R ^51Z2 -CO-R ^102Z2 , -COO-R ^101Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^102Z2 ) ₂ , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -NHCO-R ^102Z2 , -NHCO-N(R ^102Z2 ) ₂ , -NHCOOR ^102Z2 , -OCON(R ^102Z2 ) ₂ , halogen atom, cyano group, nitro group, - SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 At least one set of these bonds and forms a ring.

R ^101Z2 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^O1Z2 and R ^102Z2 each independently represent a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom.

When there are plural numbers of R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^101Z2 , R ^102Z2 and M, these may be the same or different. The wavy line indicates E body or Z body]

In formula IZ2-B, with respect to R ^CO11Z2 , R ^CO21Z2 , R ^21Z2 , R ^31Z2 , R ^41Z2 and R ^51Z2 , R ^CO1Z2 , R ^CO2Z2 , R 2Z2 , R ^3Z2 , R ^4Z2 and R in formula IZ2 can be ^{listed 5Z2} same.

In formula ^IZ2 - ^B , R ^CO1Z2 , R ^{CO2Z2 , R 2Z2 , R 3Z2 , R 4Z2 and} The preferred ones of R ^5Z2 are the same.

From the viewpoint of easy synthesis, in the formula IZ2-B, R ^{1Z2 is} preferably a hydrogen atom.

In formula IZ2-B, R ^{O1Z2 is} preferably a hydrogen atom or a hydrocarbon group with 1 to 30 carbon atoms which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms which may have a substituent, and more preferably A hydrogen atom or a hydrocarbon group with a carbon number of 1 to 15 which may have a substituent, preferably a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 10 which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 10 which may have a substituent The hydrocarbon group to 5 is particularly preferably a hydrogen atom, a methyl group or an ethyl group.

R ^N1Z2 and R ^{N2Z2 are} preferably hydrogen atoms, -CO-R ^102Z2 , -COO-R ^101Z2 , -CON(R ^102Z2 ) ₂ , -N(R ^102Z2 ) ₂ , -CO ₂ M or carbon which may have a substituent A hydrocarbon group of 1 to 40, more preferably a hydrogen atom or a hydrocarbon group of a carbon number of 1 to 30 which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group of a carbon number of 1 to 20 which may have a substituent, especially a hydrogen atom or a hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, more preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, particularly preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent The hydrocarbon group of 6 or the hydrocarbon group of 1 to 5 carbon atoms which may have a substituent is particularly preferably a hydrogen atom, methyl group, ethyl group or phenyl group, and most preferably is a hydrogen atom, methyl group or ethyl group. In addition, R ^N1Z2 and R ^N2Z2 may be the same group or different groups, preferably the same group.

From the viewpoint of reducing the retardation value of the color filter formed of the coloring composition, in formula IZ2-B, at least one of R ^21Z2 , R ^31Z2 , R ^41Z2 and R ^51Z2 may preferably have Substituents: hydrocarbon group with 1 to 40 carbon atoms, halogen atom, -N(R ^102Z2 ) ₂ , nitro group, hydrocarbon group with 1 to 20 carbon atoms in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , _-SO3M or _-CO2M ,

More preferably, it is a nitro group or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, and still more preferably a nitro group or a tertiary butyl group. Among them, it is still more preferable that R ^31Z2 is a nitro group or a tert-butyl group and R ^21Z2 , R ^41Z2 and R ^51Z2 are hydrogen atoms, or R ^21Z2 , R ^31Z2 and R ^51Z2 are hydrogen atoms and R ^41Z2 is a nitro group or a tertiary group Butyl.

For specific examples of compound IZ2, for example,

In formula IaZ2, table IZ2, table 2Z2, table 3Z2, table 4Z2, table 5Z2, table 6Z2, table 27Z2, table 28Z2, table 29Z2 and table 30Z2 can be listed The substituted compounds IaZ2-1 to IaZ2-494 or their alkali metal salts are shown;

In formula IbZ2, table 7Z2, table 8Z2, table 9Z2, table 10Z2, table 11Z2, table 12Z2, table 13Z2, table 14Z2, table 31Z2, table 32Z2, table 33Z2, table 34Z2, table 35Z2, table 36Z2 and table 37Z2 can be listed The substituted compounds IbZ2-1 to IbZ2-840 or their alkali metal salts are shown;

In the formula IcZ2, the compounds IcZ2-1 to IcZ2-296 with substituents shown in Table 15Z2, Table 16Z2, Table 17Z2, Table 18Z2, Table 19Z2, Table 20Z2, Table 21Z2 and Table 22Z2 can be exemplified, or their alkali metal salts .

B ^a1Z2 B ^a2Z2 represents formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10) , any partial structure represented by formula (BBD1) and formula (BBJ2). formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and Formula (BBJ2) is the same as formula IZ1-aa of B ^a1Z1 B ^a2Z1 (BB1) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), Formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z2 and B ^a2Z2 represent bonding bonds respectively, and B ^a1Z2 is formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), When the bonding bond of B ¹ of formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2), B ^a2Z2 becomes the bonding bond of B ² , and B ^a1Z2 is formula (BB1) to formula (BB60), Bonding of B ² of formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) When the bond is made, B ^a2Z2 becomes the bond bond of B ¹ .

For B ^a1Z2 B ^a2Z2 , the preferred formulae (BB1), formula (BB6), formula (BB8), formula (BB11), formula (BB14), formula (BB19), formula (BB37), formula (BB58) , formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably formula (BB1), formula (BB6) and formula (BB19).

Form 1Z2, Form 2Z2, Form 3Z2, Form 4Z2, Form 5Z2, Form 6Z2, Form 7Z2, Form 8Z2, Form 9Z2, Form 10Z2, Form 11Z2, Form 12Z2, Form 13Z2, Form 14Z2, Form 15Z2, Form 16Z2, Form 17Z2 , Form 18Z2, Form 19Z2, Form 20Z2, Form 21Z2, Form 22Z2, Form 27Z2, Form 28Z2, Form 29Z2, Form 30Z2, Form 31Z2, Form 32Z2, Form 33Z2, Form 34Z2, Form 35Z2, Form 36Z2 and Form 37Z2 Each symbol system represents the following partial structure. In addition, in some structures, "Me" represents methyl group, "Et" represents ethyl group, "Bu" represents butyl group, "TBu" represents tertiary butyl group, "Hex" represents hexyl group, and "Oct" represents butyl group. " means octyl, "2EH" means 2-ethylhexyl, "CHM" means cyclohexylmethyl, "CH" means cyclohexyl, "PH" means phenyl, "BZ" means benzyl "NPR" means propyl group, "IPR" means isopropyl group, "IBu" means isobutyl group, "EOE" means -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" means allyl group "HYE" means 2-hydroxyethyl group, "COM" means -CO-CH ₃ , "COE" means -COO-CH ₂ CH ₃ , "CBA" means -CO ₂ H, "CBM" represents -CONH ₂ , "NH2" represents -NH ₂ , and * represents a bond.

In the table, some structures represented by the following formulas are represented by symbols.

For example, compound IaZ2-1 is a compound of formula IaZ2-1.

The preferred compounds are from compound IaZ2-1 to compound IaZ2-165, from compound IaZ2-223 to compound IaZ2-494, from compound IbZ2-1 to compound IbZ2-248, from compound IbZ2-311 to compound IbZ2-840, from compound IcZ2-1 to compound IcZ2- 234, more preferably compound IaZ2-1 to compound IaZ2-165, IaZ2-223 to compound IaZ2-436, compound IbZ2-1 to Compound IbZ2-248, Compound IbZ2-311 to Compound IbZ2-782, Compound IcZ2-1 to Compound IcZ2-234,

Still more preferable are compound IaZ2-1 to compound IaZ2-165, compound IbZ2-1 to compound IbZ2-248 and compound IcZ2-1 to compound IcZ2-234, still more preferable are compound IaZ2-1 to compound IaZ2-111, compound IbZ2 -1 to compound IbZ2-248 and compound IcZ2-1 to compound IcZ2-234, particularly preferably compound IaZ2-1 to compound IaZ2-54 and compound IbZ2-1 to compound IbZ2-186.

Specific examples of compound IZ2 include Table 1Z2, Table 2Z2, Table 3Z2, Table 4Z2, Table 5Z2, Table 6Z2, Table 7Z2, Table 8Z2, Table 9Z2, Table 10Z2, Table 11Z2, Table 12Z2, Table 13Z2, Form 14Z2, Form 15Z2, Form 16Z2, Form 17Z2, Form 18Z2, Form 19Z2, Form 20Z2, Form 21Z2, Form 22Z2, Form 27Z2, Form 28Z2, Form 29Z2, Form 30Z2, Form 31Z2, Form 32Z2, Form 33Z2, Form 34Z2 , among the compounds shown in Table 35Z2, Table 36Z2 and Table 37Z2, compounds in which 1 to 3 hydrogen atoms contained in the compounds are substituted by -SO ₃ M or -CO ₂ M. For example, the compounds in which 1 to 3 sulfonic acid groups are bonded to the compound IaZ2-1 of Table 1Z2 are represented by the following structures. However, in the formula, -(SO ₃ H) means to take any hydrogen atom of the compound IaZ2-1 representing 1Z2.

Preferably, it is in the compound IaZ2-1 to the compound IaZ2-165, the compound IaZ2-223 to the compound IaZ2-494, the compound IbZ2-1 to the compound IbZ2-248, the compound IbZ2-311 to the compound IbZ2-840, the compound IcZ2-1 to the compound IcZ2 -234 A compound with 1 to 3 -SO ₃ M or -CO ₂ M bonded,

More preferably, compounds IaZ2-1 to IaZ2-165, IaZ2-223 to IaZ2-436, IbZ2-1 to IbZ2-248, IbZ2-311 to IbZ2-782, IcZ2-1 to IcZ2 -234 A compound with 1 to 3 -SO ₃ M or -CO ₂ M bonded,

Still more preferably, 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IaZ2-1 to compound IaZ2-165, compound IbZ2-1 to compound IbZ2-248 and compound IcZ2-1 to compound IcZ2-234 the compound,

Still more preferably, 1 to 3 -SO ₃ M or -CO ₂ M are bonded in compound IaZ2-1 to compound IaZ2-111, compound IbZ2-1 to compound IbZ2-248 and compound IcZ2-1 to compound IcZ2-234 the compound,

Particularly preferred are compounds in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compounds IaZ2-1 to IaZ2-54 and compounds IbZ2-1 to IbZ2-186.

As far as the compound bonded with -CO ₂ M is concerned, particularly preferred compounds are compound IbZ2-2, compound IbZ2-3, compound IbZ2-4, compound IbZ2-12, compound IbZ2-126, compound IbZ2-127, compound IbZ2-687 , Compound IbZ2-370 and other compounds with 2 -CO ₂ H bonded, especially preferably compound IbZ2-317, compound IbZ2-318, compound IbZ2-319, compound IbZ2-320, compound IbZ2-515, compound IbZ2-516 , compound IbZ2-706, compound IbZ2-389, etc.

For compound (IZ2), it is preferably: in formula (IZ2), R ^CO1Z2 and R ^CO1Z2 are the same group, and R ^O1Z2 is a hydrogen atom, or may have a compound selected from -SO ₃ M and -CO ₂ M In the hydrocarbon group having 1 to 20 carbon atoms in the substituents constituting the group, R ^N1Z2 and R ^{N2Z2 are} independently a hydrogen atom, -CO-R ^102Z2 , -COO-R ^101Z2 , -CON(R ^102Z2 ) ₂ , or may be A hydrocarbon group having 1 to 20 carbon atoms having a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, R ^1Z2 is a hydrogen atom, and may have a substituent selected from -SO ₃ M and -CO ₂ M The substituents of the group of substituents are a hydrocarbon group with 1 to 20 carbon atoms, -SO ₃ M or -CO ₂ M, and R ^2Z2 to R ^5Z2 are independently a hydrogen atom, a hydrocarbon group with a carbon number of 1 to 20, a halogen atom, -N (R ^102Z2 ) ₂ , a nitro group, a hydrocarbon group having 1 to 20 carbon atoms in which all or part of the hydrogen atoms are substituted with fluorine atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , -SO ₃ M or -CO ₂ M, R ^102Z2 is a hydrogen atom, or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

R ^101Z2 is a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and M is a compound of a hydrogen atom or an alkali metal atom;

More preferably: R ^CO1Z2 and R ^CO1Z2 are the same group, and R ^O1Z2 is a hydrogen atom, or may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M having 1 to 10 carbon atoms Hydrocarbon group, R ^N1Z2 and R ^{N2Z2 are} independently a hydrogen atom, -CO-R ^102Z2 , -CON(R ^102Z2 ) ₂ , or may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M The hydrocarbon group having 1 to 10 carbon atoms, R ^1Z2 is a hydrogen atom, R ^2Z2 to R ^5Z2 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z2 ) ₂ , a nitro group, all Or a hydrocarbon group having 1 to 10 carbon atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , -SO ₃ M or -CO ₂ M in which a part of the hydrogen atoms are substituted by fluorine atoms, R ^102Z2 is a hydrogen atom, or may have a group selected from - A hydrocarbon group having 1 to 10 carbon atoms in the substituent of the group consisting of SO ₃ M and -CO ₂ M, and R ^101Z2 may have carbon selected from the substituent group consisting of -SO ₃ M and -CO ₂ M A hydrocarbon group of 1 to 10, where M is a hydrogen atom or a compound of an alkali metal atom;

Still more preferably: R ^CO1Z2 and R ^CO1Z2 are the same group, and R ^O1Z2 is a hydrogen atom, or may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M having a carbon number of 1 to 10 In the hydrocarbon group, R ^N1Z2 and R ^{N2Z2 are} independently a hydrogen atom, -CO-R ^102Z2 , -CON(R ^102Z2 ) ₂ , or may have a substitution selected from the group consisting of -SO ₃ M and -CO ₂ M A hydrocarbon group having 1 to 10 carbon atoms, R ^1Z2 is a hydrogen atom, R ^2Z2 to R ^5Z2 are independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z2 ) ₂ , a nitro group, Trifluoromethyl, -OR ^102Z2 , -SO ₃ M or -CO ₂ M, R ^102Z2 is a hydrogen atom, or carbon number which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M A hydrocarbon group of 1 to 10, R ^101Z2 is a hydrocarbon group of 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and M is a compound of a hydrogen atom or an alkali metal atom.

Compound IZ2, when R ^1Z2 is a hydrogen atom, can be obtained by making a compound represented by formula pt1Z2 (hereinafter referred to as a phthalonitrile compound) and a compound represented by formula pt2Z2 (hereinafter referred to as an alkoxide compound) case) after the reaction, the compound represented by the formula pt3Z2 and the compound represented by the formula pt4Z2 are further reacted in the presence of an acid to produce. In addition, when R ^1Z2 is other than a hydrogen atom, the compound IZ2 can be produced by further reacting with the compound represented by the formula pt5Z2.

[In formula pt1Z2, formula pt2Z2, formula pt3Z2, formula pt4Z2, formula pt5Z2 and formula IZ2, R ^CO1Z2 , R ^CO2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 and R ^{5Z2 have} the same meanings as described above. R ^14Z2 represents an alkyl group having 1 to 20 carbon atoms. The M ^1Z2 series represents an alkali metal atom.

LG represents a halogen atom, mesyloxy, tosyloxy or trifluoromethanesulfonyloxy].

For the alkyl group having 1 to 20 carbon atoms represented by R ^14Z2 , methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, etc. can be mentioned. , preferably an alkyl group having 1 to 6 carbon atoms.

The alkali metal atom represented by M ^1Z2 includes a lithium atom, a sodium atom, and a potassium atom.

Relative to 1 mol of the phthalonitrile compound, the amount of the alkoxide compound used is usually 0.1 to 10 mol, preferably 0.2 to 5 mol, more preferably 0.3 to 3 mol, still more preferably 0.4 to 2 mol Ear.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt3Z2 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt4Z2 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Examples of acids include inorganic acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid, nitric acid, fluorosulfonic acid, and phosphoric acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; acetic acid , carboxylic acid such as citric acid, formic acid, gluconic acid, lactic acid, oxalic acid and tartaric acid, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid and carboxylic acid , more preferably acetic acid.

Relative to 1 mole of phthalonitrile compound, the amount of acid used is generally Usually 1 to 20 moles, preferably 1 to 10 moles, more preferably 1 to 8 moles, still more preferably 1 to 6 moles.

The reaction of the phthalonitrile compound, the alkoxide compound, the compound pt3Z2 and the compound pt4Z2 is usually carried out in the presence of a solvent.

Examples of the solvent include water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, and 1-octanol; ether solvents such as tetrahydrofuran; ketones such as acetone Solvents; ester solvents such as ethyl acetate; aliphatic hydrocarbon solvents such as hexane; aromatic hydrocarbon solvents such as toluene; halogenated hydrocarbon solvents such as dichloromethane and chloroform; N,N-dimethylformaldehyde and N-methylpyrrolidine Amide solvents such as ketones; sulfite solvents such as dimethyl sulfoxide, preferably water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents Solvents and sulfite solvents, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, diethyl alcohol Chloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butane Alcohol, 1-pentanol, 1-octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, particularly preferably water, Acetonitrile, methanol, ethanol and 2-propanol.

The usage-amount of a solvent is normally 1-1000 mass parts with respect to 1 mass part of phthalonitrile compounds.

The reaction temperature is usually 0 to 200°C, preferably 0 to 100°C, more preferably 0 to 70°C, and still more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

Relative to the compound IZ2 in which R ^1Z2 is a hydrogen atom is 1 mol, the usage amount of the compound pt5Z2 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, still more preferably 1 to 2 moles.

When the compound pt5Z2 is reacted, it is preferable that a base coexists. Examples of the base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, and piperidine; sodium methoxide, sodium ethoxide, sodium tertiary butoxide, and Metal alkoxides such as tertiary potassium butoxide; organometallic compounds such as butyllithium, tertiary butyllithium and phenyllithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

Relative to the compound IZ2 in which R ^1Z2 is a hydrogen atom, it is 1 mol, and the amount of the base used is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 moles.

The reaction of compound pt5Z2 is usually carried out in the presence of a solvent. The solvent can be selected from the same range as described above.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound IZ2 in which R ^1Z2 is a hydrogen atom. The reaction temperature of compound pt5Z2 is usually -90 to 200°C, preferably -80 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

When the compound IZ2 does not have a sulfonic acid group or -SO ₃ M ²² , a sulfonic acid group or -SO ₃ M ² can be introduced by reacting the compound IZ2 with a sulfonating agent such as oleum or chlorosulfonic acid.

M ²² represents an alkali metal atom.

The alkali metal atom represented by M ²² includes a lithium atom, a sodium atom, and a potassium atom.

Relative to compound IZ2 is ₁ mol, the amount of SO used in the oleum is usually 1 to 50 mol, preferably 5 to 40 mol, more preferably 5 to 30 mol, and more preferably 5 to 25 moles.

Relative to compound IZ2 is 1 mol, the amount of sulfuric acid used in the oleum is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, still more preferably 10 to 100 mol. 50 moles.

Relative to compound IZ2, which is 1 mol, the amount of chlorosulfonic acid used is usually 1 to 500 mol, preferably 10 to 300 mol, more preferably 10 to 200 mol, and still more preferably 10 to 150 mol .

The reaction temperature of the sulfonation is usually -20 to 200°C, preferably -10 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

The method of extracting compound IZ2 from the reaction mixture is not particularly limited, and it can be extracted by various known methods. For example, compound IZ2 can be taken out by filtering the reaction mixture after the reaction is complete. In addition, after filtration, the obtained residue may be subjected to column chromatography, recrystallization, or the like. Moreover, after completion|finish of reaction, after distilling the solvent of a reaction mixture, you may refine|purify by column chromatography.

<Compound IZ3>

Compound IZ3 is a compound represented by formula IZ3.

[In formula IZ3,

R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 and R ^7Z3 independently represent a hydrogen atom, -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ -R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N( R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally A substituted heterocyclic group. R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 may be bonded to each other and form a ring, respectively. R ^101Z3 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z3 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group. M represents a hydrogen atom or an alkali metal atom. When there are plural R ^101Z3 , R ^102Z3 and M, these may be the same or different. The wavy line indicates E body or Z body].

The carbon number of the hydrocarbon group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 is 1 to 40, preferably 1 to 30, more preferably 1 to 20, 1 to 15 is better, and 1 to 10 is better.

The hydrocarbon groups having 1 to 40 carbon atoms represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may be aliphatic hydrocarbon groups and aromatic hydrocarbon groups, and the aliphatic hydrocarbon groups It may be saturated or unsaturated, and may be chain or alicyclic.

As the saturated or unsaturated chain hydrocarbon group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 , methyl, ethyl, propyl Alkyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptyl, octadecyl and eicosyl linear alkyl groups, etc.; iso- propyl, isobutyl, sec-butyl, tert-butyl, (2-ethyl)butyl, isopentyl, neopentyl, tert-pentyl, (1-methyl)pentyl, (2 -Methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, isohexyl, (5-methyl)hexyl, (2-ethyl)hexyl and (3-ethyl) Branched chain alkyl such as heptyl, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, 3-butenyl, Alkenyl groups such as 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, and 2-pentenyl, etc. The carbon number of the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10, still more preferably 1 to 8, still more preferably Lines 1 to 5. Among them, straight-chain or branched alkyl groups having 1 to 10 carbon atoms, more preferably 1 to 8 carbon atoms, are particularly preferred, and particularly preferred are methyl, ethyl and tertiary butyl groups.

As the saturated or unsaturated alicyclic hydrocarbon group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 , cyclopropyl, 1- Methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 1 ,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl, 2 ,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl, 3 ,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl and 3 , 3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; cyclohexenyl (such as cyclohex-2-ene , cyclohex-3-ene), cycloheptenyl, cyclooctenyl and other cycloalkenyl groups; norbornyl, adamantyl, bicyclo[2.2.2]octane, etc. The carbon number of the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, still more preferably 4 to 20, still more preferably 4 to 15, still more preferably 5 to 15, most preferably The best line is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

The aromatic hydrocarbon groups represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 include phenyl, o-tolyl, and m-toluene. base, p-tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4 -Dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, o- tert-butylphenyl, m-tert-butylphenyl, para-tert-butylphenyl, 2,4,6-trimethylphenyl, 4-ethylphenyl, 4-butylphenyl, 4 -Amylphenyl, 2,6-bis(2-propyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylphenyl, 4-vinyl Phenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, peryl, phenanthryl And aromatic hydrocarbon groups such as anthracene and pyrene. The carbon number of the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 15.

The hydrocarbon group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 can be the hydrocarbon groups listed above (for example, aromatic hydrocarbon groups, chain hydrocarbon groups and alicyclic groups) The group formed by combining at least one of the formula hydrocarbon group) can include: aralkyl groups such as benzyl, phenethyl, 1-methyl-1-phenylethyl, etc.; phenyl vinyl (phenyl vinyl; phenyl ethenyl) ) and other arylalkenyl groups; phenylethynyl and other arylalkynyl groups; biphenyl, triphenyl and other phenyl groups bonded with one or more phenyl groups; , (dimethyl(phenyl)methyl)phenyl, etc.

The groups represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 are the combination of the above-mentioned hydrocarbon groups (such as chain hydrocarbon groups and alicyclic hydrocarbon groups) The base can be, for example: cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2-methyl An alkyl group in which one or more alicyclic hydrocarbon groups are bonded, such as cyclohexylmethyl, cyclohexylethyl, and adamantylmethyl.

These carbon numbers are preferably 4 to 30, more preferably 6 to 30, still more preferably 6 to 20, still more preferably 4 to 20, still more preferably 4 to 15, and particularly preferably 6 to 15.

The hydrocarbon group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may have a substituent. The substituent may be monovalent or divalent. As for the divalent substituent, two bonds are preferably bonded to the same carbon atom to form a double bond.

Examples of the monovalent substituent include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a second butoxy group, a third butoxy group, Amyloxy, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy yloxy, dodecyloxy, (2-ethyl)hexyloxy, eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy base, o-tolyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy Methylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyano Phenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy Oxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxy Phenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., and groups represented by the following formulas, etc., are bonded to one side with a carbon number of 1 to 20 (preferably A hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having a carbon number of 1 to 10 (more Preferably, it is the oxygen group of the derivatized group such as octylaminosulfonyl);

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tert-butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , octylthio, nonylthio, decylthio, undecylthio, dodecylthio, eicosylthio, phenylthio and o-tolylthio, etc. are bonded with carbon A thio group of a hydrocarbon group with a number of 1 to 20 (preferably a hydrocarbon group with a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl;

carboxyl;

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl Acyl group, undecyl group, dodecyl group, hexadecanoyl group, benzyl group, etc., and the groups shown in the following formulas are bonded with carbon number 1 to 20 (preferably carbon number 1 to 20). 11) hydrocarbon group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylamine sulfonyl group with carbon number 1 to 10 (preferably octyl group) A carbonyl group of a derivatized group such as a sulfamoyl group) (when the carbonyl group is an alkanoyl group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl yloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, Eicosyloxycarbonyl, phenyloxycarbonyl, o-tolyloxycarbonyl, etc., and the group represented by the following formula, etc. are bonded with carbon number 1 to 20 (preferably carbon number 1 to 10) A hydrocarbon group or its derivatized group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) oxycarbonyl of derivatized group), etc.;

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropyl amino, N-isopropylamine, N,N-diisopropylamine, N-butylamine, N,N-dibutylamine, N-isobutylamine, N, N-diisobutylamine, N-second-butylamine, N,N-di-second-butylamine, N-tert-butylamine, N,N- Di-tert-butylamino, N-pentylamino, N,N-dipentylamino, N-(1-ethylpropyl)amino, N,N-bis(1-ethylpropyl) ) amino, N-hexylamino, N,N-dihexylamino, N-(2-ethyl)hexylamino, N,N-bis(2-ethyl)hexylamino, N-heptyl Amine, N,N-diheptylamino, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-benzene amino, N,N-diphenylamine, N,N-ethylmethylamine, N,N-propylmethylamine, N,N-isopropylmethylamine, N, N, N-butylmethylamino, N-decylamino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecyl Amine, N,N-dodecylmethylamine, N-eicosylamine, N,N-eicosylmethylamine, N,N-tert-butylmethylamine, N,N- Phenylmethylamine, etc., and the groups represented by the following formulae, etc., through 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or their derivatized groups (such as carboxyl, Amines substituted by sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. base;

Sulfamoyl; N-methylsulfamoyl, N,N-dimethylsulfamoyl, N-ethylsulfamoyl, N,N-diethylsulfamoyl, N-propyl Sulfonyl, N,N-dipropylaminesulfonyl, N-isopropylaminesulfonyl, N,N-diisopropylaminesulfonyl, N-butylaminesulfonyl, N,N-Dibutylaminesulfonyl, N-isobutylaminesulfonyl, N,N-diisobutylaminesulfonyl, N-dibutylaminesulfonyl, N,N- Di-2-butyl sulfamoyl, N-tert-butyl sulfamoyl, N,N-di-tert-butyl sulfamoyl, N-pentyl sulfamoyl, N,N-dipentane sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N,N-bis(1-ethylpropyl) sulfamoyl, N-hexyl sulfamoyl, N,N - Dihexyl sulfamoyl, N-(2-ethyl) hexyl sulfamoyl, N,N-bis(2-ethyl) hexyl sulfamoyl, N-heptyl sulfamoyl, N, N, N-diheptylaminosulfonyl, N-octylaminosulfonyl, N,N-dioctylaminosulfonyl, N,N-octylmethylaminosulfonyl, N-nonylaminosulfonyl Sulfonyl, N,N-dinonylsulfamoyl, N-phenylsulfamoyl, N,N-diphenylsulfamoyl, N,N-ethylmethylsulfamoyl, N ,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-butylmethylaminosulfonyl, N-decylaminosulfonyl, N,N- Decylmethylaminosulfonyl, N-undecylaminosulfonyl, N,N-undecylmethylaminosulfonyl, N-dodecylaminosulfonyl, N,N-dodecyl methyl Sulfamoyl, N-Eicosylsulfamoyl, N,N-Eicosylmethylsulfamoyl, N,N-tert-butylmethylsulfamoyl, N,N-phenylmethyl Sulfasulfonyl group, etc., and the group represented by the following formula, etc., through 1 or 2 hydrocarbon groups with 1 to 20 carbon atoms (preferably, 1 to 10 carbon atoms) or derivatized groups (such as carboxyl group, sulfonic acid group) sulfasulfonate substituted with sulfamoyl group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group) and other derivatized groups with carbon number 1 to 10 base;

Carboxylamido; Acetylamino, Propionylamino, Butylamino, 2,2-dimethylpropionylamino, Pentanylamino, Hexylamino, (2- Ethyl) hexylamino, heptylamino, octylamino, nonylamino, decanoylamino, undecanoylamino, dodecanoylamino, hexadecanoylamino Amine group, benzylamino group, etc., and the group represented by the following formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 12) or a derivatized group (such as a carboxyl group, Carbonyl amine of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. group (when the carbonylamino group is set as an alkanoylamino group, the carbon number is preferably 1 to 12);

Hydroxyl group; halogen atoms such as fluorine atom, chlorine atom, bromine atom and iodine atom; carboxyl group, -CO ₂ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); sulfonic acid group, -SO ₃ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); nitro; cyano; carboxyloxy; Methylpropionyloxy, pentamyloxy, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy Alkyloxy, undecanoyloxy, dodecanoyloxy, hexadecanoyloxy, benzyloxy, etc., and the groups represented by the following formulas are bonded with carbon number 1 to 20 (preferably a hydrocarbon group of 1 to 10 carbon atoms) or its derivatized group (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine of 1 to 10 carbon atoms) Carbonyloxy group of sulfonyl group (preferably a derivatized group such as octylaminosulfonyl group) (when the carbonyloxy group is set to alkanoyloxy group, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl base, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl group, etc., and the group represented by the following formula, etc. are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably, a hydrocarbon group having 1 to 10 carbon atoms) or a derivative group thereof (e.g. Such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. derivatized group ) of the sulfonyl group;

Aminocarboxy; N-methylaminocarboxy, N,N-dimethylaminocarboxy, N-ethylaminecarboxy, N,N-diethylaminecarboxy, N-propyl Carboxyl, N,N-dipropylamine carboxyl, N-isopropylamine carboxyl, N,N-diisopropylamine carboxyl, N-butylamine carboxyl, N,N-dibutylamine carboxyl, N-isobutylamine carboxyl, N,N-diisobutylamine carboxyl, N-dibutylamine carboxyl, N,N- Di-tert-butylamine carboxyl, N-tert-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N-pentylamine carboxyl, N,N-dipentane Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N,N-bis(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N,N -Dihexylaminocarboxy, N-(2-ethyl)hexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl, N, N-Diheptylamine carboxyl, N-octylamine carboxyl, N,N-dioctylamine carboxyl, N-nonylamine carboxyl, N,N- Octylmethylamine carboxyl, N,N-octylbutylamine carboxyl, N,N-dinonylamine carboxyl, N-phenylamine carboxyl, N,N-diphenyl Aminocarboxy, N,N-ethylmethylcarbamoyl, N,N-propylmethylcarbamoyl, N,N-isopropylmethylcarbamoyl, N,N-butylmethyl Carboxylic acid group base, N-dodecylaminocarboxy, N,N-dodecylmethylcarbamoyl, N-eicosylcarbamoyl, N,N-eicosylmethylcarbamoyl, N,N-tert-butylmethylcarbamoyl, N,N-phenylmethylcarbamoyl, etc., and groups represented by the following formulas, etc., have one or two carbon atoms of 1 to 20 (preferably A hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10) ( It is preferably a carbamoyl group substituted with a derivatized base such as octyl sulfamoyl);

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroiso Propyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluorodecyl Fluoroeicosyl, perfluorocyclohexyl, perfluorophenyl and other hydrocarbon groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms;

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane ylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoroundecylmethyl, perfluorododecylmethyl, perfluoroeicosylmethyl, etc. through all hydrogen atoms through fluorine atoms Hydrocarbyl group with 1 to 20 carbon atoms substituted by substituted straight or branched chain alkyl group with 1 to 20 carbon atoms;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl and 2,4,6-trifluorophenyl, etc. a part of the hydrogen atoms are substituted by fluorine carbon number 1 to 20 (preferably carbon number 1 to 20) 10) the hydrocarbon group;

-CO-SH, -CO-S-CH ₃ , -CO-S-CH ₂ CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₂ -CH ₃ etc. which have been bonded to an alkyl group having 1 to 20 carbon atoms (preferably a thiocarbonyl group having 1 to 10 carbon atoms), -CO-SC ₆ H ₅ etc. which have been bonded to an aryl group having 6 to 20 carbon atoms The thiocarbonyl group of the bond; *-COCO-R represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group with a carbon number of 1 to 20 (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or its derivatized group (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group with 1 to 10 carbon atoms (preferably octylaminosulfonyl group) ) and other derivatized bases));

*-NRCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies 1 to 20 carbon atoms), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-OCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-NRCOOR represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, through Carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably octyl amine sulfonyl group), etc. derivatized group), The R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-OP(O)(OCH ₃ ) ₂ etc. *-OP(O)(OR) ₂ (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, a hydrocarbon group with a carbon number of 1 to 20), or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) sulfasulfonyl) and other derivatized groups), the R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-Si(CH ₃ ) ₃ , *-Si(CH ₂ CH ₃ ) ₃ , *-Si(C ₆ H ₅ ) ₃ and *-Si(CH(CH ₃ ) ₂ ) ₃ etc. *-SiR ₃ (formula Among them, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the above-listed hydrocarbon groups satisfying 1 to 20 carbon atoms), or a derivatized group thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, Halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups), the R can be the same or different from each other, or bases that can bond with each other and form a ring); etc.

The divalent substituents include pendant oxy groups, thioketone groups, imino groups, imino groups substituted with alkyl groups having 1 to 20 carbon atoms (preferably those having 1 to 10 carbon atoms), and carbon Aryl-substituted imino groups of 6 to 20, etc. As the alkyl-substituted imino group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) ₃ - can be exemplified N=etc. As the imino group substituted with an aryl group, C ₆ H ₅ -N= and the like are exemplified.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the group s1 is preferably mentioned. The derivatized group shown below is preferably a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) Sulfasulfonyl) and other derivatized groups.

[group s1]

An oxy group with a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

An oxycarbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof; sulfasulfonate group; substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof sulfasulfonyl group; carbonylamino group bonded with a hydrocarbon group having 1 to 20 carbon atoms or its derivatized group; hydroxyl group; halogen atom; -CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); -SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group; A carbonyloxy group of a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof; a sulfonyl group bonded to a hydrocarbon group having a carbon number of 1 to 20 or a derivatized group thereof; carbamoyl group; 1 to 20 carboxy or derivatized carboxy substituted carbamoyl;

A hydrocarbon group having 1 to 20 carbon atoms in which all hydrogen atoms are replaced by fluorine atoms;

A hydrocarbon group having 1 to 20 carbon atoms substituted by a straight-chain or branched chain alkyl group having 1 to 20 carbon atoms substituted with all hydrogen atoms by fluorine atoms;

a hydrocarbon group having 1 to 20 carbon atoms in which a part of the hydrogen atoms is substituted by fluorine;

side oxygen.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the group s2 is more preferable.

[group s2]

An oxy group with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof bonded on one side;

A carbonyl group bonded to a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof;

An oxycarbonyl group bound with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms;

Sulfasulfonyl group; Sulfasulfonyl group substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; Carbonylamino groups bonded with hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; Hydroxyl; fluorine atom, chlorine atom, bromine atom; -CO ₂ M (preferably carboxyl group) (M represents hydrogen atom or alkali metal atom, preferably hydrogen atom); -SO ₃ M (preferably sulfonic acid) group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group; a carbonyloxy group bonded with a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof; bonded with A sulfonyl group of a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof;

Carboxylic group; Carboxylic group substituted with one or two hydrocarbon groups of 1 to 10 carbon atoms or derivatives thereof; Hydrocarbyl groups of 1 to 10 carbon atoms in which all hydrogen atoms are substituted by fluorine atoms; Hydrocarbon group with 1 to 10 carbon atoms substituted by straight-chain or branched chain alkyl group with 1 to 10 carbon atoms substituted by fluorine atoms; hydrocarbon group with 1 to 10 carbon atoms substituted with a part of hydrogen atoms by fluorine; pendant oxygen base.

The hydrocarbon group having a substituent represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 and having 1 to 40 carbon atoms as a substituent can be exemplified by a monovalent or Hydrocarbon groups with 1 to 40 carbon atoms as divalent substituents, preferably include: saturated or unsaturated chain hydrocarbon groups with 1 to 30 carbon atoms with monovalent or divalent substituents, and hydrocarbon groups with monovalent or divalent substituents A saturated or unsaturated alicyclic hydrocarbon group with 3 to 30 carbon atoms, an aromatic hydrocarbon group with 6 to 30 carbon atoms having a monovalent or divalent substituent, or a group formed by combining hydrocarbon groups and having a monovalent or divalent substituent The carbon number of the base is from 1 to 30,

More preferable examples include: saturated or unsaturated chain hydrocarbon group having 1 to 20 carbon atoms in the substituent of group s1, saturated or unsaturated alicyclic hydrocarbon group having 3 to 20 carbon atoms in the substituent group s1, The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbon atoms or a group formed by combining hydrocarbon groups and is a group with 1 to 20 carbon atoms of the substituent group s1,

Particularly preferred examples include: saturated or unsaturated chain hydrocarbon groups having 1 to 15 carbon atoms as substituents of group s2, saturated or unsaturated alicyclic hydrocarbon groups having 3 to 15 carbon atoms as substituents of group s2, The substituent of s2 is an aromatic hydrocarbon group having 6 to 15 carbon atoms or a group formed by combining hydrocarbon groups, and is a group having 1 to 15 carbon atoms of the substituent group s2.

The heterocyclic group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may be monocyclic or polycyclic, preferably A heterocyclic ring containing a heteroatom as a constituent element of the ring. As a hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, etc. are mentioned.

The carbon number of the heterocyclic group is preferably 3-30, more preferably 3-22, still more preferably 3-20, still more preferably 3-18, still more preferably 3-15, particularly preferably 3-14 .

等單環系飽和雜環；2,5-二甲基吡咯等吡咯、2-甲基吡唑、3-甲基吡唑等吡唑、咪唑、1,2,3-三唑及1,2,4-三唑等5員環系不飽和雜環； The nitrogen atom-containing heterocyclic ring includes aziridine, azetidine, pyrrolidine, piperidine and piperidine

Saturated heterocycles such as monocyclic systems; pyrroles such as 2,5-dimethylpyrrole, pyrazoles such as 2-methylpyrazole, 3-methylpyrazole, imidazole, 1,2,3-triazole and 1,2 , 5-membered ring system unsaturated heterocycle such as 4-triazole;

、6-甲基嘧啶等嘧啶、吡

及1,3,5-三

等6員環系不飽和雜環； pyridine, pyridine

, pyrimidines such as 6-methylpyrimidine, pyridine

and 1,3,5-three

6-membered ring system unsaturated heterocycle;

、 苯并咪唑、喹啉、異喹啉、5,6,7,8-四氫(3-甲基)喹

啉、3-甲基喹

啉等喹

啉、喹唑啉、噌啉、呔

、

啶、嘌呤、喋啶、苯并吡唑、苯并哌啶等縮合二環系雜環；咔唑、吖啶及啡

等縮合三環系雜環等。 Indazole, indoline, isoindoline, indole, indole

, benzimidazole, quinoline, isoquinoline, 5,6,7,8-tetrahydro(3-methyl)quinoline

Linen, 3-methylquinoline

quinoline

quinazoline, quinazoline, cinnoline,

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, benzopiperidine; carbazole, acridine and phenanthrene

Condensed tricyclic heterocycles etc.

烷及1,4-二

烷、1-環戊基二氧雜環戊烷等單環系飽和雜環；1,4-二氧雜螺[4.5]癸烷、1,4-二氧雜螺[4.5]壬烷等二環系飽和雜環；α-乙內酯、β-丙內酯、γ-丁內酯、γ-戊內酯及δ-戊內酯等內酯系雜環；2,3-二甲基呋喃、2,5-二甲基呋喃等呋喃等5員環系不飽和雜環；2H-哌喃、4H-哌喃等6員環系不飽和雜環； As the heterocyclic ring containing an oxygen atom, ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane and 1-cyclopentyldioxolane; 1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane, etc. Ring system saturated heterocycles; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, γ-valerolactone and δ-valerolactone; 2,3-dimethylfuran 5-membered unsaturated heterocycles such as furan, 2,5-dimethylfuran, etc.; 6-membered unsaturated heterocycles such as 2H-piperan and 4H-piperan;

呃、

唍及異

唍等縮合二環系雜環；二苯并哌喃、二苯并呋喃等縮合三環系雜環等。 1-benzofuran, 4-methylbenzopyran and other benzopyrans, benzobis

Uh,

Swallow and Different

Condensed bicyclic heterocycles such as sulfone; condensed tricyclic heterocycles such as dibenzopyran, dibenzofuran, etc.

As the heterocyclic ring containing a sulfur atom, 5-membered saturated heterocyclic rings such as dithiolane; thiane, 1,3-dithiane, 2-methyl , 6-membered saturated heterocycles such as 3-dithiacyclohexane; 5-membered thiophenes such as 3-methylthiophene, 2-carboxythiophene, etc., 4H-thiopyran, benzothiopyran, etc. Ring-system unsaturated heterocycles; condensed bicyclic heterocycles such as benzothiophene; condensed tricyclic heterocycles such as thianthracene, dibenzothiophene, etc.

唑等

唑、 2-甲基異

唑、3-甲基異

唑等異

唑等單環系不飽和雜環； The heterocyclic ring containing a nitrogen atom and an oxygen atom includes morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine Monocyclic saturated heterocycles such as pyridone; 4-methyl

azole, etc.

azole, 2-methyliso

azole, 3-methyliso

azole isoiso

Monocyclic unsaturated heterocycles such as azoles;

唑、苯并異

唑、苯并

、苯并二

烷、苯并咪唑啉等縮合二環系雜環；啡

等縮合三環系雜環等。 Benzo

azole, benziso

azoles, benzos

, benzodi

Condensed bicyclic heterocycles such as alkane, benzimidazoline, etc.;

Condensed tricyclic heterocycles etc.

等縮合三環系雜環等。 As the heterocycle containing nitrogen atom and sulfur atom, monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; Phosphatidyl

Condensed tricyclic heterocycles etc.

The above-mentioned heterocycle may be a group formed by combining the above-mentioned hydrocarbon groups, and examples thereof include tetrahydrofurylmethyl and the like.

The above-mentioned heterocyclic ring may be represented by the following formula.

The above-mentioned heterocyclic group may be a heterocyclic group formed by bonding two or more of R ^1Z3 to R ^5Z3 . Such a heterocyclic group has a ring structure of two or more rings together with the benzene ring to which R ^1Z3 to R ^5Z3 are bonded. Examples of the ring structure having two or more rings include the structures of the following formulae.

The bonding site of the above-mentioned heterocyclic ring is a part from which any hydrogen atom contained in each ring is detached.

The heterocyclic group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may have a substituent. Examples of the substituent include the same substituents as those that the hydrocarbon groups represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may have. Moreover, when the said heterocyclic ring contains a nitrogen atom as its constituent element, the above-mentioned hydrocarbon group may be couple|bonded with this nitrogen atom as a substituent.

Preferable examples of the substituent include those of the substituents which the hydrocarbon groups represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may have. The preferred ones are the same. The substituted heterocyclic group represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 includes a monovalent or divalent substituent. The heterocyclic group preferably includes a heterocyclic group having a substituent of the group s1, and more preferably, a heterocyclic group having a substituent of the group s2.

The substituent (first substituent) which the above-mentioned hydrocarbon group or heterocyclic group may have may be one or two or more, and the two or more substituents may be the same or different independently of each other. The above-mentioned first substituent may bond another substituent (second substituent) to a hydrocarbon group contained in a part of the first substituent. The second substituent can be selected from the same groups as the first substituent.

Hereinafter, -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR of R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 and R ^{7Z3 will} be described ^102Z3 , -SO ₂ -R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N(R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ , halogen atom, -SO ₃ M, -CO ₂ M.

As far as -CO-R ^{102Z3 is} concerned, there may be mentioned: methanoyl; ) Hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, benzyl, etc., and bonds such as the bases shown in the above formulas A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or its derivative group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number 1 The carbonyl group of alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfasulfonyl group) to 10 (when the carbonyl group is set as an amide group, the carbon number is 2 to 41) and Table 1Z3 to Table 1 In the compound shown in 6Z3, the base equivalent to -CO-R ^102Z3 , etc., preferably include: the carbonyl group of a hydrocarbon group with a carbon number of 1 to 11 (and more preferably a hydrocarbon group with a carbon number of 1 to 10) or a derivatized group thereof. (When the carbonyl group is an alkanoyl group, the number of carbon atoms is more preferably 2 to 12), and a group corresponding to -CO-R ^102Z3 in the compounds shown in Tables 1Z3 to 6Z3, and the like.

For -COO-R ^101Z3 , methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tert-butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Alkyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups represented by the above formulas, etc. are bonded to a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivatized group (such as a carboxyl group) , sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups) oxygen In the compounds shown in Table 1Z3 to Table 6Z3, the carbonyl group and the base equivalent to -COO-R ^102Z3 , etc., preferably include: an oxycarbonyl group bonded with a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof, and a table The compounds shown in 1Z3 to Table 6Z3 correspond to the bases of -COO-R ^102Z3 and the like.

For -OCO-R ^102Z3 , there may be mentioned: carboxyloxy; acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentamyloxy Oxy, hexyloxy, (2-ethyl)hexyloxy, heptanyloxy, octyloxy, nonyloxy, decanyloxy, undecanoyloxy, Dodecyloxy, hexadecanoyloxy, benzalyloxy, etc., and the bases shown in the above formulas, etc. are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) A hydrocarbon group or its derivatized group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) group) and other derivatized groups) of carbonyloxy group (when the carbonyloxy group is set to acyloxy group, the carbon number is 2 to 41) and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -OCO-R The bases of ^102Z3 , etc., preferably include: a carbonyloxy group having a carbon number of 1 to 11 (and more preferably a carbon number of 1 to 10) or a derivatized group (the carbonyloxy group is set as an acyl group) In the case of an oxy group, the number of carbon atoms is more preferably 2 to 12), and the group corresponding to -OCO-R ^102Z3 in the compounds shown in Table 1Z3 to Table 6Z3, and the like.

For -COCO-R ^102Z3 , methyloxalyl, ethyloxalyl, propyloxalyl, butyloxalyl, pentyloxalyl, hexyloxalyl, (2-oxoxalyl, ethyl)hexyloxalyl, heptyloxalyl, octyloxalyl, nonyloxalyl, decyloxalyl, undecyloxalyl, dodecyloxalyl, decyloxalyl yl, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the bases shown in the above formula, etc. are bonded with carbon number 1 to 40 (preferably A hydrocarbon group with a carbon number of 1 to 20 or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10) ( The preferred ones are the oxalyl group of the derivatized group such as octylaminosulfonyl) and the group corresponding to -COCO-R ^102Z3 in the compounds shown in Table 1Z3 to Table 6Z3.

For -OR ^102Z3 , there may be mentioned: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, third butoxy, Amyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy , eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-bis Methylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy Phenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy Oxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2 -Methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., And the bases shown in the above formula are bonded with a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatized group (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (more Preferably it is chlorine atom), the alkyl group of carbon number 1 to 10 (preferably a derivatized group such as octylaminosulfonyl group), the oxy group and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent. In the base of -OR ^102Z3 , etc., preferably, there can be listed: the oxygen group bound with a hydrocarbon group with a carbon number of 1 to 10 or its derivatized group, and the base equivalent to -OR ^102Z3 in the compounds shown in Table 1Z3 to Table 6Z3, etc. .

For -SO ₂ -R ^101Z3 , methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2 -Ethyl)hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosyl Sulfonyl group, phenylsulfonyl group, p-tolylsulfonyl group, etc., and the group represented by the above formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatives Derivatized group (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. In the compounds shown in Table 1Z3 to Table 6Z3, the sulfonyl group and the group corresponding to -SO ₂ -R ^102Z3 , etc., preferably include: a hydrocarbon group with 1 to 10 carbon atoms or its derivatized The sulfonyl group of the group and the compounds shown in Table 1Z3 to Table 6Z3 correspond to the group of -SO ₂ -R ^102Z3 and the like.

For -SO ₂ N(R ^102Z3 ) ₂ , sulfasulfonyl; Isopropylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-2-butylaminosulfonyl, N-tert-butylaminosulfonyl, N- -Amylaminosulfonyl, N-(1-ethylpropyl)aminosulfonyl, N-hexylaminosulfonyl, N-(2-ethyl)hexylaminosulfonyl, N-heptylamine Sulfonyl, N-Octylaminosulfonyl, N-nonylaminosulfonyl, N-decylaminosulfonyl, N-undecylaminosulfonyl, N-dodecylaminosulfonyl , N-eicosylamine sulfonyl group, N-phenylamine sulfonyl group, etc., and the bases shown in the above formula, etc., through a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or Its derivatized group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) and other derivatized groups) substituted sulfamoyl group and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -SO ₂ NH (R ^102Z3X ) (but, except that R ^102Z3X is not a hydrogen atom, it is the same as R ^102Z3 ) base, etc.;

N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-dipropylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-diisopropylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl base, N,N-diisobutylaminosulfonyl, N,N-di-2-butylaminosulfonyl, N,N-di-tert-butylaminosulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylaminesulfonyl, N,N-dipentylsulfamoyl, N,N-bis(1-ethylpropyl)sulfamoyl, N,N- Dihexyl sulfamoyl, N,N-bis(2-ethyl)hexyl sulfamoyl, N,N-diheptyl sulfamoyl, N,N-octylmethyl sulfamoyl, N ; N,N-Dodecylmethylaminosulfonyl, N,N-Eicosylmethylaminosulfonyl, N,N-phenylmethylaminosulfonyl, N,N-diphenylaminosulfonyl Acyl group, etc., and the group shown in the above formula, etc., are 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or their derivatized groups (such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group) , halogen (preferably chlorine atom), alkyl sulfasulfonyl group with carbon number 1 to 10 (preferably a derivatized group such as octyl sulfasulfonyl group) substituted sulfamoyl group and Table 1Z3 to Table 1 In the compound represented by 6Z3, the base equivalent to -SO ₂ N(R ^102Z3X ) ₂ (except that R ^102Z3X is not a hydrogen atom, it is the same as R ^102Z3 ), etc.,

Preferable examples include: sulfasulfonyl group substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatives thereof, and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -SO ₂ N (R ^102Z3 ) ₂ base and so on.

For -CON(R ^102Z3 ) ₂ , carbamoyl; N-methyl carbamoyl, N-ethyl carbamoyl, N-propyl carbamoyl, N-isopropyl carboxyl, N-butylamine carboxyl, N-isobutylamine carboxyl, N-2-butylamine carboxyl, N-tert-butylamine carboxyl, N-pentane Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N-(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl base, N-octylamine carboxyl, N-nonylamine carboxyl, N-decylamine carboxyl, N-undecylamine carboxyl, N-dodecylamine carboxyl, N- -Eicosylamine carboxyl, N-phenylamine carboxyl, etc., and the groups represented by the above formulas, etc., are treated with a hydrocarbon group with 1 to 40 carbon atoms (preferably, a hydrocarbon group with 1 to 20 carbon atoms) or its derivatives Derivatized group (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. (R ^102Z3X ) (except that R ^102Z3X is not a hydrogen atom, it is the same as R ^102Z3 ) in the compounds shown in Table 1Z3 to Table 6Z3 equivalent to -CONH (R 102Z3X ) base, etc.;

N,N-Dimethylamine carboxyl, N,N-ethylmethylamine carboxyl, N,N-diethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-dipropylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-diisopropylamine carboxyl, N,N-tert-butylmethylamine carboxyl base, N,N-diisobutylamine carboxyl, N,N-di-2-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N,N-butylmethylamine Carboxylic, N,N-dibutylamine carboxyl, N,N-butyloctylamine carboxyl, N,N-dipentylamine carboxyl, N,N-bis(1-ethyl) propyl)aminocarboxy, N,N-dihexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N,N-diheptylcarbamoyl, N ,N-Octylmethylaminocarboxy, N,N-Dioctylaminocarboxy, N,N-Dinonylcarbamoyl, N,N-Decylmethylcarbamoyl, N ,N-undecylmethylamine carboxyl, N,N-dodecylmethylamine carboxyl, N,N-eicosylmethylamine carboxyl, N,N-phenylmethylamine Carboxylic group, N,N-diphenylamine carboxyl group, etc., and the group represented by the above formula, etc., through 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably, 1 to 20 carbon atoms) or their derivatized groups (for example, derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. base) substituted amine carboxyl group and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -CON(R ^102Z3X ) ₂ (except that R ^102Z3X is not a hydrogen atom, and R ^{102Z3 The} same as the base), etc.,

Preferably, it can be exemplified: the amine carboxyl group substituted by one or two hydrocarbon groups having 1 to 10 carbon atoms or its derivative group and the compounds shown in Table 1Z3 to Table 6Z3 corresponding to -CON(R ^102Z3 ) ₂ Base et al.

For -N(R ^102Z3 ) ₂ , amino groups; N-methylamino groups, N-ethylamino groups, N-propylamino groups, N-isopropylamino groups, N-butyl groups can be mentioned. Amine, N-isobutylamine, N-second-butylamine, N-tert-butylamine, N-pentylamine, N-hexylamine, N-(2-ethyl) Hexylamino, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N- Eicosylamino group, N-phenylamino group, etc., and the group represented by the above formula, etc., are a hydrocarbon group with 1 to 40 carbon atoms (preferably, 1 to 20 carbon atoms) or its derivatized group (for example, through Carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group with 1 to 10 carbon atoms (preferably octylaminosulfonyl group) and other derivatized groups) substituted The amine group and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -NH(R ^102Z3X ) (except that R ^102Z3X is not a hydrogen atom, the same as R ^102Z3 ) bases, etc.;

N,N-Dimethylamine, N,N-ethylmethylamine, N,N-diethylamine, N,N-propylmethylamine, N,N-dipropylamine N,N-isopropylmethylamine, N,N-diisopropylamine, N,N-tert-butylmethylamine, N,N-diisobutylamine, N,N -Di-2-butylamine, N,N-di-tert-butylamine, N,N-butylmethylamine, N,N-dibutylamine, N,N-dipentylamine, N,N-bis(1-ethylpropyl)amino, N,N-dihexylamino, N,N-bis(2-ethyl)hexylamino, N,N-diheptylamino, N,N-Dioctylamino, N,N-dinonylamino, N,N-decylmethylamino, N,N-undecylmethylamino, N,N-dodecyl Methylamino, N,N-eicosylmethylamino, N,N-phenylmethylamino, N,N-diphenylamino, etc., and the groups shown in the above formula, etc. A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 The amine group substituted by the alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfamoyl group) and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -N(R ^102Z3X ) ₂ (except for R ^102Z3X is not a hydrogen atom, and is the same as R ^102Z3 ) bases, etc.; preferably, amine groups substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or their derivatized groups, and Table 1Z3 to Table 6Z3 In the compounds shown, the group corresponding to -N(R ^102Z3 ) ₂ and the like.

For -NHCO-R ^102Z3 , there may be mentioned: carboxyamino; Amino, Hexylamino, (2-ethyl) Hexylamino, Heptylamino, Octylamino, Nonylamino, Decanoylamino, Undecylamino, Dodecylamino, behenylamino, benzylamino, etc., and the bases shown in the above formulas are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) A hydrocarbon group or its derivatized group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) (if the carbonylamino group is acylamino group, the carbon number is 1 to 40), and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -NHCO- R ^102Z3 basis etc.,

Preferable examples include: a carbonylamino group bound with a hydrocarbon group having a carbon number of 1 to 10 or a derivatized group thereof (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and a table. The compounds shown in 1Z3 to Table 6Z3 correspond to the bases of -NHCO-R ^102Z3 and the like.

Examples of -NHCON(R ^102Z3 ) ₂ include the groups listed above, and groups corresponding to -NHCON(R ^102Z3 ) ₂ among the compounds shown in Tables 1Z3 to 6Z3.

Examples of -NHCOOR ^102Z3 include the groups listed above, and groups corresponding to -NHCOOR ^102Z3 in the compounds shown in Tables 1Z3 to 6Z3.

Examples of -OCON(R ^102Z3 ) ₂ include the groups listed above, and groups corresponding to -OCON(R ^102Z3 ) ₂ among the compounds shown in Tables 1Z3 to 6Z3.

As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferable.

M of -SO ₃ M and -CO ₂ M includes a hydrogen atom; an alkali metal atom such as a lithium atom, a sodium atom, and a potassium atom, preferably a hydrogen atom, a sodium atom, and a potassium atom.

The above -CO-R ^102Z3 , -COO-R ^102Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ -R ^102Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCON(R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ The substituents (first substituents) contained may be One, two or more, or two or more substituents may be the same or different independently of each other.

Moreover, the said 1st substituent may couple|bond another substituent (2nd substituent) with the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

、喹

啉、喹唑啉、噌啉、咔唑、咔啉、啡啶、吖啶、呸啶、啡啉及啡

等含氮縮合雜環以及該等之部分還原體；3-氫苯并呋喃2-酮等含氧縮合雜環及其部分還原體。 The ring system formed by R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 is condensed with the benzene ring of the isoindoline skeleton of the compound represented by formula IZ3. In terms of the condensed ring structure of the ring formed by R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and the ring formed by R ^4Z3 and R ^5Z3 and the aforementioned benzene ring, indene, naphthalene, biphenylene, indene, acenaphthene can be listed. Alkene, Phenanthrene, Perbenzophenanthrene, Phenanthrene, Anthracene, 1,2-Benzacenaphthylene, Vinylphenanthrene, Vinyl anthracene, Triphenylene, Pyrene, 1,2-Triphenylene, N-Methylphthalamide Amines, N-(1-phenylethyl)phthalimide, and condensed tetraphenyl hydrocarbons, and their partial reductions (for example, 9,10-dihydroanthracene, 1,2,3, 4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline,

, quinoline

Linen, quinazoline, cinnoline, carbazole, carboline, phenanthrene, acridine, phenanthrene, phenanthroline and phenanthrene

and other nitrogen-containing condensed heterocycles and their partial reductants; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and their partial reductants.

When R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 form a ring, the ring may have a substituent. Examples of the substituent include the same substituents as those that the hydrocarbon groups represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may have. Preferable examples of the substituent include those of the substituents which the hydrocarbon groups represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 may have. The preferred ones are the same.

When R ^3Z3 and R ^4Z3 form a ring, R ^2Z3 and R ^5Z3 are preferably independently a hydrogen atom, an amino group and a hydroxyl group.

When R ^2Z3 and R ^3Z3 form a ring, preferably R ^4Z3 and R ^5Z3 do not form a ring, and more preferably R ^4Z3 and R ^5Z3 are hydrogen atoms.

When R ^4Z3 and R ^5Z3 form a ring, preferably R ^2Z3 and R ^3Z3 do not form a ring, and more preferably R ^2Z3 and R ^3Z3 are hydrogen atoms.

In the present invention, R ^1Z3 , R ^6Z3 and R ^{7Z3 are} preferably hydrogen atoms.

From the viewpoint of reducing the retardation value of the color filter made of the coloring composition, it is preferable that at least one of R ^2Z3 , R ^3Z3 , R ^4Z3 and R ^5Z3 be -CO-R ^102Z3 , -COO -R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ -R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N(R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, An optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group, more preferably an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, halogen atom, -N(R ^102Z3 ) ₂ , nitro group, a hydrocarbon group with 1 to 20 carbon atoms in which all or part of the hydrogen atoms are substituted with fluorine atoms, -NHCO-R ^102Z3 , -OR ^102Z3 , -SO ₃ M or -CO ₂ M , and more preferably a nitro group or may have The hydrocarbon group of the substituent group having 1 to 40 carbon atoms is more preferably a nitro group or a tert-butyl group. Alternatively, it is preferred that at least one group of R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , or R ^4Z3 and R ^5Z3 form a ring.

Compound IZ3 is preferably at least one of R ^2Z3 , R ^3Z3 , R ^4Z3 and R ^5Z3 is -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , - SO ₂ -R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N(R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group , or at least one group of R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 are bonded to form a ring compound (hereinafter, the compound is referred to as "compound IZ3-B"). When compound IZ3 is compound IZ3-B, the retardation value of the color filter produced from the coloring composition becomes small.

When the aforementioned compound IZ3-B is defined by the formula, it is as follows.

[In formula IZ3-B, R ^1Z3 , R ^21Z3 , R ^31Z3 , R ^41Z3 , R ^51Z3 , R ^61Z3 and R ^71Z3 independently represent a hydrogen atom, -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO- R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ -R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N(R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , -OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, the number of carbon atoms which may have a substituent A hydrocarbon group of 1 to 40 or a heterocyclic group which may have a substituent.

R ^21Z3 and R ^31Z3 , R ^31Z3 and R ^41Z3 , and R ^41Z3 and R ^51Z3 may be bonded to each other and form a ring, respectively.

However, at least one of R ^21Z3 , R ^31Z3 , R ^41Z3 and R ^5Z3 is -CO-R ^102Z3 , -COO-R ^101Z3 , -OCO-R ^102Z3 , -COCO-R ^102Z3 , -OR ^102Z3 , -SO ₂ - R ^101Z3 , -SO ₂ N(R ^102Z3 ) ₂ , -CON(R ^102Z3 ) ₂ , -N(R ^102Z3 ) ₂ , -NHCO-R ^102Z3 , -NHCO-N(R ^102Z3 ) ₂ , -NHCOOR ^102Z3 , - OCON(R ^102Z3 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R At least one set of ^21Z3 and R ^31Z3 , R ^31Z3 and R ^41Z3 , and R ^41Z3 and R ^51Z3 is bonded and forms a ring.

R ^101Z3 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group.

R ^102Z3 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

M represents a hydrogen atom or an alkali metal atom.

When there are plural R ^101Z3 , R ^102Z3 and M, these may be the same or different. The wavy line indicates E body or Z body]

In formula IZ3-B, R ^21Z3 , R ^31Z3 , R ^41Z3 , R ^51Z3 , R ^61Z3 and R ^71Z3 are respectively the same as R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 and R ^7Z3 in formula IZ3. .

In formula IZ3-B, preferred R ^21Z3 , R ^31Z3 , R ^41Z3 , R ^51Z3 , R ^61Z3 and R ^71Z3 can be listed as R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 and R respectively in formula IZ3 The better of ^7Z3 is the same.

In the formula IZ3-B, it is preferable that (Aspect 1) R ^1Z3 , R ^61Z3 and R ^71Z3 are hydrogen atoms. Moreover, it is preferable that (Aspect 2) at least one of R ^21Z3 , R ^31Z3 , R ^41Z3 and R ^51Z3 is a nitro group or a tertiary butyl group. Either aspect 1 or 2 may be used, or both may be used.

It is preferable that at least one of R ^2Z3 , R ^3Z3 , R ^4Z3 and R ^5Z3 be carbon number 1 which may have a substituent from the viewpoint of reducing the retardation value of the color filter produced from the coloring composition Hydrocarbyl group to 40, halogen atom, -N(R ^102Z3 ) ₂ , nitro group, hydrocarbon group of carbon number 1 to 20 in which all or a part of hydrogen atoms are substituted with fluorine atom, -NHCO-R ^102Z3 , -OR ^102Z3 , -SO ₃ M or -CO ₂ M, more preferably a nitro group or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, still more preferably a nitro group or a tert-butyl group. More preferably, R ^3Z3 is a nitro group or a tertiary butyl group and R ^2Z3 , R ^4Z3 and R ^5Z3 are hydrogen atoms, or R ^2Z3 , R ^3Z3 and R ^5Z3 are a hydrogen atom and R ^4Z3 is a nitro group or a tertiary butyl group.

Specific examples of compound IZ3 include, for example, in formula IZ3-aa, compounds IZ3-1 to IZ3 with substituents shown in Table 1Z3, Table 2Z3, Table 3Z3, Table 4Z3, Table 5Z3 and Table 6Z3 -212 or its alkali metal salts.

B ^a1Z3 B ^a2Z3 represents formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10) , any partial structure represented by formula (BBD1) and formula (BBJ2). formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and Formula (BBJ2) is the same as formula IZ1-aa of B ^a1Z1 B ^a2Z1 (BB1) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), Formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z3 and B ^a2Z3 represent bonding bonds respectively, B ^a1Z3 is formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), When the bonding bond of B ¹ of formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2), B ^a2Z3 becomes the bonding bond of B ² , and B ^a1Z3 is formula (BB1) to formula (BB60), Bonding of B ² of formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) When the bond is made, B ^a2Z3 becomes the bond bond of B ¹ . For B ^a1Z3 B ^a2Z3 , the preferred formulae (BB1), formula (BB6), formula (BB8), formula (BB11), formula (BB14), formula (BB19), formula (BB37), formula (BB58) , formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably formula (BB1), formula (BB6) and formula (BB19).

The symbols in Table 1Z3, Table 2Z3, Table 3Z3, Table 4Z3, Table 5Z3, and Table 6Z3 represent the following partial structures. In addition, in some structures, "Me" represents methyl group, "Et" represents ethyl group, "Bu" represents butyl group, "TBu" represents tertiary butyl group, "Hex" represents hexyl group, and "Oct" represents butyl group. " means octyl, "2EH" means 2-ethylhexyl, "CHM" means cyclohexylmethyl, "CH" means cyclohexyl,

"PH" stands for phenyl, "BZ" stands for benzyl, "NPR" stands for propyl, "IPR" stands for isopropyl, "IBu" stands for isobutyl, and "EOE" stands for -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" means allyl, "HYE" means 2-hydroxyethyl, "COM" means -CO-CH ₃ , and "COE" means -COO-CH ₂ CH _3. "OCM" means -OCO-CH ₃ , "OME" means -O-CH ₃ , "SOT" means tosyl, and "SNH" means -SO ₂ NH-CH ₂ CH(CH ₂ CH ₃ )((CH ₂ ) ₃ CH ₃ ), "SN2" means -SO ₂ N(CH ₃ )((CH ₂ ) ₇ CH ₃ ), "CNM" means -CONHCH ₃ , and "CN2" means -CON(CH ₃ )C ₆ H ₅ , "NPH" means -NHC ₆ H ₅ , "NOT" means -N((CH ₂ ) ₇ CH ₃ ) ₂ , "NCO" means -NHCO((CH ) ₂ ) ₄ CH ₃ ), "F" represents a fluorine atom, "Cl" represents a chlorine atom, "Br" represents a bromine atom, "CN" represents a cyano group, "NO2" represents a nitro group, and "SUA" represents "CBA" means -CO ₂ H, "CHO" means -CHO, "OCH" means -OCOH, "OH" means _{-OH, "SFM" means -SO 2 NH 2.} "CBM" means -CONH ₂ , "NH2" means -NH ₂ , and "NCH" means -NHCOH.

For example, compound IZ3-1 is a compound of formula IZ3-1.

For the compound IZ3, it is preferably the compound IZ3-1 to the compound IZ3-120 and the compound IZ3-207 to the compound IZ3-212, more preferably the compound IZ3-1 to the compound IZ3-120, and more preferably the compound IZ3-1 to Compound IZ3-60, more preferably compound IZ3-1 to compound IZ3-36, compound IZ3-37 and compound IZ3-58,

Especially preferred are compound IZ3-1 to compound IZ3-36, and more preferred are compound IZ3-1, compound IZ3-6, compound IZ3-8, compound IZ3-11, compound IZ3-14 and compound IZ3-19, especially preferred Compound IZ3-1, compound IZ3-6 and compound IZ3-19.

Specific examples of compound IZ3 include compounds in which 1 to 3 hydrogen atoms contained in the compounds shown in Tables 1Z3 to 6Z3 are substituted with -SO ₃ M or -CO ₂ M. For example, the compounds in which 1 to 3 sulfonic acid groups are bonded to the compound IZ3-1 of Table 1Z3 are represented by the following structures. However, in the formula, -(SO ₃ H) means to take any hydrogen atom of the compound IZ3-1 representing 1Z3.

In the present invention, it is preferably a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IZ3-1 to compound IZ3-120 and from IZ3-207 to compound IZ3-212,

More preferably, it is a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded in compound IZ3-1 to compound IZ3-120, and more preferably in compound IZ3-1 to compound IZ3-60 is bonded with 1 Compounds with 3 -SO ₃ M or -CO ₂ M, more preferably, 1 to 3 -SO ₃ M are bonded in compound IZ3-1 to compound IZ3-36, compound IZ3-37 and compound IZ3-58 or -CO ₂ M compound, preferably a compound with 1 to 3 -SO ₃ M or -CO ₂ M bonded in compound IZ3-1 to compound IZ3-36, and more preferably compound IZ3-1, Compound IZ3-6, compound IZ3-8, compound IZ3-11, compound IZ3-14 and compound IZ3-19 are bonded with 1 to 3 -SO ₃ M or -CO ₂ M compounds, particularly preferably in compound IZ3- 1. A compound in which compound IZ3-6 or compound IZ3-19 is bonded with 1 to 3 -SO ₃ M or -CO ₂ M.

For the compound (IZ3), the preferred one is: in the formula (IZ3), R ^1Z3 is a hydrogen atom, and may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M with a carbon number of 1 to 20 of the hydrocarbon group, -SO ₃ M or -CO ₂ M,

R ^2Z3 to R ^5Z3 are each independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102Z3 ) ₂ , a nitro group, a nitro group, and all or a part of hydrogen atoms having 1 to 20 carbon atoms substituted by a fluorine atom the hydrocarbon group, -NHCO-R ^102Z3 , -OR ^102Z3 , -SO ₃ M or -CO ₂ M,

R ^6Z3 and R ^{7Z3 are} independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, -SO ₃ M or -CO ₂ which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M M, R ^102Z3 is a hydrogen atom, or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and M is a compound of a hydrogen atom or an alkali metal atom;

More preferably: R ^1Z3 is a hydrogen atom,

R ^2Z3 to R ^5Z3 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z3 ) ₂ , a nitro group, a nitro group, and all or part of the hydrogen atoms have 1 to 10 carbon atoms substituted with a fluorine atom The hydrocarbon group, -NHCO-R ^102Z3 , -OR ^102Z3 , -SO ₃ M or -CO ₂ M, R ^6Z3 and R ^7Z3 are the same group and are hydrogen atoms, or may have a group selected from -SO ₃ M and -CO A hydrocarbon group having 1 to 10 carbon atoms in the substituent of the group formed by ₂ M, R ^102Z3 is a hydrogen atom, or may have a carbon number of a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M 1 to 10 hydrocarbon groups,

M is a compound of hydrogen atom or alkali metal atom;

Still more preferably: R ^1Z3 is a hydrogen atom, R ^2Z3 to R ^5Z3 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z3 ) ₂ , a nitro group, a trifluoromethyl group, -OR ^102Z3 , -SO ₃ M or -CO ₂ M, R ^6Z3 and R ^7Z3 are the same group, and are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms,

R ^102Z3 is a hydrogen atom, or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

A compound in which M is a hydrogen atom or an alkali metal atom.

Compound IZ3, when R ^1Z3 is a hydrogen atom, can be obtained by making a compound represented by formula pt1Z3 (hereinafter, referred to as a phthalonitrile compound) and a compound represented by formula pt2Z3 (hereinafter, referred to as an alkoxide compound) After the reaction, the compound represented by the formula pt3Z3 and the compound represented by the formula pt4Z3 are further reacted in the presence of an acid to produce. In addition, when R ^1Z3 is other than a hydrogen atom, the compound IZ3 can be produced by further reacting with the compound represented by the formula pt5Z3.

[In the formula pt1Z3, the formula pt2Z3, the formula pt3Z3, the formula pt4Z3, the formula pt5Z3 and the formula IZ3, R ^1Z3 to R ^{7Z3 have} the same meanings as described above. R ^14Z3 represents an alkyl group having 1 to 20 carbon atoms. The M ^1Z3 series represents an alkali metal atom. LG represents halogen atom, mesyloxy, tosyloxy or trifluoromethanesulfonyloxy]

For the alkyl group having 1 to 20 carbon atoms represented by R ^14Z3 , methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, etc. can be mentioned. , preferably an alkyl group having 1 to 6 carbon atoms.

The alkali metal atom represented by M ^1Z3 includes a lithium atom, a sodium atom, and a potassium atom.

Relative to 1 mol of the phthalonitrile compound, the amount of the alkoxide compound used is usually 0.1 to 10 mol, preferably 0.2 to 5 mol, more preferably 0.3 to 3 mol, still more preferably 0.4 to 2 mol Ear.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt3Z3 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt4Z3 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Examples of acids include inorganic acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid, nitric acid, fluorosulfonic acid, and phosphoric acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; acetic acid , citric acid, formic acid, gluconic acid, lactic acid, oxalic acid, tartaric acid and other carboxylic acids, preferably include: hydrochloric acid, hydrobromic acid, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid and carboxylic acid Acid, more preferably acetic acid.

Relative to 1 mol of the phthalonitrile compound, the amount of the acid used is usually 1 to 20 mol, preferably 1 to 10 mol, more preferably 1 to 8 mol ear, more preferably 1 to 6 moles.

The reaction of the phthalonitrile compound, the alkoxide compound, the compound pt3Z3 and the compound pt4Z3 is usually carried out in the presence of a solvent.

Examples of the solvent include water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, and 1-octanol; ether solvents such as tetrahydrofuran; ketones such as acetone Solvents; ester solvents such as ethyl acetate; aliphatic hydrocarbon solvents such as hexane; aromatic hydrocarbon solvents such as toluene; halogenated hydrocarbon solvents such as dichloromethane and chloroform; N,N-dimethylformaldehyde and N-methylpyrrolidine amide solvents such as ketones; sulfite solvents such as dimethyl sulfoxide, preferably exemplified; water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents Solvents and sulfite solvents, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, diethyl alcohol Chloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butane Alcohol, 1-pentanol, 1-octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, particularly preferably water, Acetonitrile, methanol, ethanol and 2-propanol.

The usage-amount of a solvent is normally 1-1000 mass parts with respect to 1 mass part of phthalonitrile compounds.

The reaction temperature is usually 0 to 200°C, preferably 0 to 100°C, more preferably 0 to 70°C, and still more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

Relative to the compound IZ3 in which R ^1Z3 is a hydrogen atom is 1 mol, the usage amount of the compound pt5Z3 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, still more preferably 1 to 2 moles.

When the compound pt5Z3 is reacted, it is preferable that a base coexists. Examples of the base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, and piperidine; sodium methoxide, sodium ethoxide, sodium tertiary butoxide, and Metal alkoxides such as tertiary potassium butoxide; organometallic compounds such as butyllithium, tertiary butyllithium and phenyllithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

Relative to the compound IZ3 in which R ^1Z3 is a hydrogen atom, it is 1 mol, and the amount of the base used is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 moles.

The reaction of compound pt5Z3 is usually carried out in the presence of a solvent. The solvent can be selected from the same range as described above.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound IZ3 in which R ^1Z3 is a hydrogen atom. The reaction temperature of compound pt5Z3 is usually -90 to 200°C, preferably -80 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

When the compound IZ3 does not have a sulfonic acid group or -SO ₃ M ² , a sulfonic acid group or -SO ₃ M ²² can be introduced by reacting the compound IZ3 with a sulfonating agent such as oleum or chlorosulfonic acid.

M ²² represents an alkali metal atom. The alkali metal atom represented by M ²² includes a lithium atom, a sodium atom, and a potassium atom.

Relative to compound IZ3 is ₁ mol, the usage amount of SO in oleum is usually 1 to 50 mol, preferably 5 to 40 mol, more preferably 5 to 30 mol, still more preferably 5 to 25 moles.

Relative to compound IZ3 is 1 mol, the amount of sulfuric acid used in the oleum is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, still more preferably 10 to 10 mol. 50 moles.

Relative to compound IZ3 is 1 mol, the usage amount of chlorosulfonic acid is usually 1-500 mol, preferably 10-300 mol, more preferably 10-200 mol, still more preferably 10-150 mol .

The reaction temperature of the sulfonation is usually -20 to 200°C, preferably -10 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

The method of extracting compound IZ3 from the reaction mixture is not particularly limited, and it can be extracted by various known methods. For example, compound IZ3 can be taken out by filtering the reaction mixture after the reaction is complete. In addition, after filtration, the obtained residue may be subjected to column chromatography, recrystallization, or the like. Moreover, after completion|finish of reaction, after distilling the solvent of a reaction mixture, you may refine|purify by column chromatography.

<Compound IZ4>

Compound IZ4 is a compound represented by formula IZ4.

[In formula IZ4,

R ^N1Z4 and R ^N2Z4 independently represent -CO-R ^102Z4 , -COO-R ^101Z4 , -OCO-R ^102Z4 , -COCO-R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N ( R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO-N(R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen Atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group.

R ^1Z4 , R 2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 and R ^{7Z4 independently} represent a hydrogen atom, -CO-R ^102Z4 , -COO-R ^101Z4 , -OCO-R ^102Z4 , ^-COCO -R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N(R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO-N( R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted hydrocarbon group A substituted heterocyclic group. R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 may be bonded to each other and form a ring, respectively. R ^101Z4 represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group. R ^102Z4 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted heterocyclic group.

M represents a hydrogen atom or an alkali metal atom.

When there are plural R ^101Z4 , R ^102Z4 and M, these may be the same or different. The wavy line indicates E body or Z body].

The carbon number of the hydrocarbon group ^represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 is 1 to 40, preferably 1 to 30 , 1 to 20 is better, 1 to 15 is better, and 1 to 10 is better. The hydrocarbon groups having 1 to 40 carbon ^atoms represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 may be aliphatic hydrocarbon groups and aromatic hydrocarbon groups Hydrocarbon group, the aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain or alicyclic.

For the saturated or unsaturated chain hydrocarbon ^groups represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 , examples include: methyl Linear, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and eicosyl Alkyl, etc; ) pentyl, (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, isohexyl, (5-methyl)hexyl, (2-ethyl)hexyl and (3-ethyl) heptyl and other branched chain alkyl groups, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, Alkenyl groups such as 3-butenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, and 2-pentenyl, and the like. The carbon number of the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10, still more preferably 1 to 8, still more preferably Lines 1 to 5. Among them, straight-chain or branched alkyl groups having 1 to 10 carbon atoms, more preferably 1 to 8 carbon atoms, are particularly preferred, and particularly preferred are methyl, ethyl and tertiary butyl groups.

As for the saturated or unsaturated alicyclic hydrocarbon groups represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 , the ^following can be mentioned: Cyclopropyl, 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4- Methylcyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl Methylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl Methylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetra Methylcyclohexyl and cycloalkyl groups such as 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl; cyclohexenyl (such as Cycloalkenyl such as cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, cyclooctenyl; norbornyl, adamantyl, bicyclo[2.2.2]octane, etc. The carbon number of the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, still more preferably 4 to 20, still more preferably 4 to 15, still more preferably 5 to 15, most preferably The best line is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

The aromatic hydrocarbon ^groups represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 include: phenyl, ortho- Tolyl, m-tolyl, p-tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl Phenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropyl phenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 2,4,6-trimethylphenyl, 4-ethylphenyl, 4- Butylphenyl, 4-pentylphenyl, 2,6-bis(2-propyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylbenzene base, 4-vinylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl , Phenyl, phenanthryl and aromatic hydrocarbon groups such as anthracenyl and pyrenyl, etc. The carbon number of the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 15.

The hydrocarbon group ^represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 can be the hydrocarbon groups listed above (for example, aromatic hydrocarbon groups, and A group formed by combining at least one of a chain hydrocarbon group and an alicyclic hydrocarbon group) includes: aralkyl groups such as benzyl, phenethyl, 1-methyl-1-phenylethyl; phenylvinyl (phenyl vinyl; phenyl ethenyl) and other aryl alkenyl groups; phenyl ethynyl and other aryl alkynyl groups; biphenyl, triphenyl and other phenyl groups bonded with one or more phenyl groups; cyclohexyl methyl phenyl , benzyl phenyl, (dimethyl (phenyl) methyl) phenyl, etc.

The groups represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^{102Z4 are} the above-listed hydrocarbon groups (such as chain hydrocarbon groups and alicyclic groups) The group formed by the combination of formula hydrocarbon group) can be, for example: cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl Alkyl, 2-methylcyclohexylmethyl, cyclohexylethyl, adamantylmethyl, etc. to which one or more alicyclic hydrocarbon groups are bonded.

These carbon numbers are preferably 4 to 30, more preferably 6 to 30, still more preferably 6 to 20, still more preferably 4 to 20, still more preferably 4 to 15, and particularly preferably 6 to 15.

The hydrocarbon ^groups represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 may have a substituent. The substituent may be monovalent or divalent. As for the divalent substituent, two bonds are preferably bonded to the same carbon atom to form a double bond.

The monovalent substituents include:

Methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, third butoxy, pentyloxy, hexyloxy, (2- ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy, di Decyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, o-tolyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3, 5-Dimethylphenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5- Dicyanophenyloxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxybenzene oxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxybenzene Alkyloxy, etc., and the groups represented by the following formulae have a hydrocarbon group with 1 to 20 carbon atoms (preferably a carbon number of 1 to 10) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, etc.) bonded to one side. , nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfamoyl group with carbon number 1 to 10 (preferably octyl sulfamoyl group) and other derivatized groups) oxygen;

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tert-butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , octylthio, nonylthio, decylthio, undecylthio, dodecylthio, eicosylthio, phenylthio and o-tolylthio, etc. are bonded with carbon A thio group of a hydrocarbon group with a number of 1 to 20 (preferably a hydrocarbon group with a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl; carboxyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl Acyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, benzyl, etc., and The groups represented by the following formulas are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 11) or a derivatized group (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (more (preferably a chlorine atom), a carbonyl group of an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably a derivatized group such as an octylaminosulfonyl group)) (when the carbonyl group is an alkane group, the number of carbon atoms Preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl yloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, o-Tolyloxycarbonyl, etc., and the groups represented by the following formulas are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably, a hydrocarbon group having 1 to 10 carbon atoms) or a derivatized group (such as a carboxyl group, a sulfonic acid group) oxycarbonyl group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group), etc. derivatized with carbon number 1 to 10);

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropyl amino, N-isopropylamine, N,N-diisopropylamine, N-butylamine, N,N-dibutylamine, N-isobutylamine, N, N-diisobutylamine, N-second-butylamine, N,N-di-second-butylamine, N-tert-butylamine, N,N-di-tert-butylamine , N-pentylamino, N,N-dipentylamino, N-(1-ethylpropyl)amino, N,N-bis(1-ethylpropyl)amino, N-hexyl Amino, N,N-dihexylamino, N-(2-ethyl)hexylamino, N,N-bis(2-ethyl)hexylamino, N-heptylamino, N,N- Diheptylamino, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-phenylamino, N,N -Diphenylamine, N,N-ethylmethylamine, N,N-propylmethylamine, N,N-isopropylmethylamine, N,N-butylmethylamine, N-decylamino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamino, N,N- Dodecylmethylamine, N-eicosylamine, N,N-eicosylmethylamine, N,N-tert-butylmethylamine, N,N-phenylmethylamine, etc. , and the group represented by the following formula, etc., through 1 or 2 hydrocarbon groups with 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or derivatized groups (such as carboxyl group, sulfonic acid group, Amino group substituted by nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfamoyl with 1 to 10 carbons (preferably octyl sulfamoyl) and other derivatized groups;

Sulfamoyl; N-methylsulfamoyl, N,N-dimethylsulfamoyl, N-ethylsulfamoyl, N,N-diethylsulfamoyl, N-propyl Sulfonyl, N,N-dipropylaminesulfonyl, N-isopropylaminesulfonyl, N,N-diisopropylaminesulfonyl, N-butylaminesulfonyl, N,N-Dibutylaminesulfonyl, N-isobutylaminesulfonyl, N,N-diisobutylaminesulfonyl, N-dibutylaminesulfonyl, N,N- Di-2-butyl sulfamoyl, N-tert-butyl sulfamoyl, N,N-di-tert-butyl sulfamoyl, N-pentyl sulfamoyl, N,N-dipentane sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N,N- Bis(1-ethylpropyl)sulfamoyl, N-hexylsulfamoyl, N,N-dihexylsulfamoyl, N-(2-ethyl)hexylsulfamoyl, N,N -Di(2-ethyl)hexyl sulfamoyl, N-heptyl sulfamoyl, N,N-diheptyl sulfamoyl, N-octyl sulfamoyl, N,N-dioctyl Sulfonyl, N,N-Octylmethylsulfanyl, N-nonylaminesulfonyl, N,N-dinonylaminesulfonyl, N-phenylaminesulfonyl, N ,N-diphenylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl , N,N-butylmethylaminosulfonyl, N-decylaminosulfonyl, N,N-decylmethylaminosulfonyl, N-undecylaminosulfonyl, N,N-undecane Methylaminosulfonyl, N-dodecylaminosulfonyl, N,N-dodecylmethylaminosulfonyl, N-eicosylaminosulfonyl, N,N-eicosylmethyl sulfamoyl, N,N-tert-butylmethyl sulfamoyl, N,N-phenylmethyl sulfamoyl, etc., and groups represented by the following formulas, etc., have 1 or 2 carbon atoms 1 to 20 (preferably carbon number 1 to 10) hydrocarbon group or its derivatized group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkane with a carbon number of 1 to 10) sulfamoyl group (preferably a derivatized group such as octyl sulfasulfonyl group) substituted sulfamoyl group;

Carboxylamido; Acetylamino, Propionylamino, Butylamino, 2,2-dimethylpropionylamino, Pentanylamino, Hexylamino, (2- Ethyl) hexylamino, heptylamino, octylamino, nonylamino, decanoylamino, undecanoylamino, dodecanoylamino, hexadecanoylamino Amine group, benzylamino group, etc., and the group represented by the following formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 12) or a derivatized group (such as a carboxyl group, Carbonyl amine of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. group (when the carbonylamino group is set as an alkanoylamino group, the carbon number is preferably 1 to 12);

Hydroxyl group; halogen atoms such as fluorine atom, chlorine atom, bromine atom and iodine atom;

Carboxyl group, -CO ₂ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); sulfonic acid group, -SO ₃ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); nitro; cyano;

Methyloxy; Acetyloxy, Propionyloxy, Butyryloxy, 2,2-Dimethylpropionyloxy, Pentamyloxy, Hexyloxy, (2- ethyl) hexyloxy, heptanyloxy, octyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, hexadecanoyloxy Oxy group, benzyloxy group, etc., and the group represented by the following formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 10) or a derivatized group (such as a carboxyl group, Carbonyl oxygen of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. group (when the carbonyloxy group is set to an alkanoyloxy group, the number of carbon atoms is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl base, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl group, etc., and the group represented by the following formula are bonded with a hydrocarbon group having 1 to 20 carbon atoms (preferably, a hydrocarbon group having 1 to 10 carbon atoms) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, etc.) sulfonyl group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with carbon number 1 to 10 (preferably a derivatized group such as octyl sulfasulfonyl group);

Aminocarboxy; N-methylaminocarboxy, N,N-dimethylaminocarboxy, N-ethylaminecarboxy, N,N-diethylaminecarboxy, N-propyl Carboxyl, N,N-dipropylamine carboxyl, N-isopropylamine carboxyl, N,N-diisopropylamine carboxyl, N-butylamine carboxyl, N,N-dibutylamine carboxyl, N-isobutylamine carboxyl, N,N-diisobutylamine carboxyl, N-dibutylamine carboxyl, N,N- Di-tert-butylamine carboxyl, N-tert-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N-pentylamine carboxyl, N,N-dipentane Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N,N-bis(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N,N -Dihexylaminocarboxy, N-(2-ethyl)hexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl, N, N-Diheptylaminocarbamoyl, N-Octylaminecarbamoyl, N,N-Dioctylaminecarbamoyl, N-Nonylaminecarbamoyl, N,N-Octylmethylcarbamoyl Carboxyl, N,N-octylbutylamine carboxyl, N,N-dinonylamine carboxyl, N-phenylamine carboxyl, N,N-diphenylamine carboxyl, N ,N-ethylmethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-butylmethylamine carboxyl, N-decylaminocarboxy, N,N-decylmethylcarbamoyl, N-undecylcarbamoyl, N,N-undecylmethylcarbamoyl, N-dodecyl Carboxylic acid group group, N,N-tert-butylmethylamine carboxyl group, N,N-phenylmethylamine carboxyl group, etc., and the group represented by the following formula, etc., by one or two carbon numbers 1 to 20 ( It is preferably a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonic acid group with a carbon number of 1 to 10) sulfamoyl group (preferably a derivatized group such as octyl sulfamoyl group) substituted carbamoyl group;

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, Perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluoroeicosyl, perfluorocyclohexyl and perfluorophenyl and other hydrocarbon groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms;

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane ylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoro Undecylmethyl, perfluorododecylmethyl, perfluoroeicosylmethyl and other carbons substituted by straight-chain or branched-chain alkyl groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms Hydrocarbyl groups from 1 to 20;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl and 2,4,6-trifluorophenyl, etc. a part of the hydrogen atoms are substituted by fluorine carbon number 1 to 20 (preferably carbon number 1 to 20) 10) the hydrocarbon group;

-CO-SH, -CO-S-CH ₃ , -CO-S-CH ₂ CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₂ -CH ₃ etc. which have been bonded to an alkyl group having 1 to 20 carbon atoms (preferably a thiocarbonyl group having 1 to 10 carbon atoms), -CO-SC ₆ H ₅ etc. which have been bonded to an aryl group having 6 to 20 carbon atoms The thiocarbonyl group of the knot;

*-COCO-R represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or its derivative group ( For example, a group derivatized with a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. )) basis;

*-NRCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies 1 to 20 carbon atoms), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-OCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) , the R can be the same or different from each other, and can also be bonded to each other and form a ring) base;

*-NRCOOR represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivatized group thereof (for example, through Carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably octyl amine sulfonyl group), etc. derivatized group), The R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-OP(O)(OCH ₃ ) ₂ etc. *-OP(O)(OR) ₂ (in the formula, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, a hydrocarbon group with a carbon number of 1 to 20), or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) sulfasulfonyl) and other derivatized groups), the R can be the same or different from each other, and can also be bonded to each other and form a ring) group;

*-Si(CH ₃ ) ₃ , *-Si(CH ₂ CH ₃ ) ₃ , *-Si(C ₆ H ₅ ) ₃ and *-Si(CH(CH ₃ ) ₂ ) ₃ etc. *-SiR ₃ (formula Among them, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, one of the above-listed hydrocarbon groups satisfying 1 to 20 carbon atoms), or a derivatized group thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, Halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups), the R can be the same or different from each other, or can bond with each other and form a ring) base, etc.

The divalent substituents include pendant oxy groups, thioketone groups, imino groups, imino groups substituted with alkyl groups having 1 to 20 carbon atoms (preferably those having 1 to 10 carbon atoms), and carbon Aryl-substituted imino groups of 6 to 20, etc. As the alkyl-substituted imino group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) ₃ - can be exemplified N=etc. As the imino group substituted with an aryl group, C ₆ H ₅ -N= and the like are exemplified.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the group s1 is preferably mentioned. The derivatized group shown below is preferably a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) Sulfasulfonyl) and other derivatized groups.

[group s1]

An oxy group with a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

An oxycarbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof; sulfasulfonate group; substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatized groups thereof sulfasulfonyl group; carbonylamino group bonded with a hydrocarbon group having 1 to 20 carbon atoms or its derivatized group; hydroxyl group; halogen atom; -CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); -SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group; A carbonyloxy group of a hydrocarbon group having 1 to 20 carbon atoms or a derivatized group thereof; a sulfonyl group bound with a hydrocarbon group having a carbon number of 1 to 20 or a derivatized group thereof; carbamoyl group; Carboxylic groups substituted by hydrocarbon groups of 1 to 20 or derivatized groups; hydrocarbon groups of 1 to 20 carbons in which all hydrogen atoms are substituted by fluorine atoms; Hydrocarbon groups with 1 to 20 carbon atoms substituted by straight-chain or branched-chain alkyl groups;

a hydrocarbon group having 1 to 20 carbon atoms in which a part of the hydrogen atoms is substituted by fluorine;

side oxygen.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of the group s2 is more preferable.

[group s2]

A hydrocarbon group with a carbon number of 1 to 10 or its derivatized group is bound to an oxy group on one side;

A carbonyl group bonded to a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof;

An oxycarbonyl group bound with a hydrocarbon group having 1 to 10 carbon atoms or a derivatized group thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms;

Sulfasulfonyl group; Sulfasulfonyl group substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; Carbonylamino groups bonded with hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; Hydroxyl; fluorine atom, chlorine atom, bromine atom; -CO ₂ M (preferably carboxyl group) (M represents hydrogen atom or alkali metal atom, preferably hydrogen atom); -SO ₃ M (preferably sulfonic acid) group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group; a carbonyloxy group bonded with a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof; bonded with Sulfonyl groups of hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; carbamoyl groups; carbamoyl groups substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof; all hydrogen Hydrocarbyl group with 1 to 10 carbon atoms substituted by fluorine atoms; hydrocarbon group with 1 to 10 carbon atoms substituted with straight or branched chain alkyl group with 1 to 10 carbon atoms substituted with all hydrogen atoms by fluorine atoms; Hydrocarbon group with 1 to 10 carbon atoms whose hydrogen atom is substituted by fluorine; pendant oxy group.

For the hydrocarbon groups having substituents of 1 to 40 carbon ^atoms represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 , Examples include a hydrocarbon group having 1 to 40 carbon atoms having a monovalent or divalent substituent, preferably a saturated or unsaturated chain hydrocarbon group having 1 to 30 carbon atoms having a monovalent or divalent substituent, or a saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30 as a divalent substituent, an aromatic hydrocarbon group with a carbon number from 6 to 30 as a monovalent or a divalent substituent, or a group formed by combining hydrocarbon groups and having A monovalent or divalent substituent with a carbon number of 1 to 30,

More preferable examples include: saturated or unsaturated chain hydrocarbon group having 1 to 20 carbon atoms in the substituent of group s1, saturated or unsaturated alicyclic hydrocarbon group having 3 to 20 carbon atoms in the substituent group s1, The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbon atoms or a group formed by combining hydrocarbon groups and is a group with 1 to 20 carbon atoms of the substituent group s1,

Particularly preferred examples include: saturated or unsaturated chain hydrocarbon groups having 1 to 15 carbon atoms as substituents of group s2, saturated or unsaturated alicyclic hydrocarbon groups having 3 to 15 carbon atoms as substituents of group s2, The substituent of s2 is an aromatic hydrocarbon group having 6 to 15 carbon atoms or a group formed by combining hydrocarbon groups, and is a group having 1 to 15 carbon atoms of the substituent group s2.

The heterocyclic group ^represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 may be monocyclic or may be The polycyclic ring is preferably a heterocyclic ring containing a heteroatom as a constituent element of the ring. As a hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, etc. are mentioned.

The carbon number of the heterocyclic group is preferably 3-30, more preferably 3-22, still more preferably 3-20, still more preferably 3-18, still more preferably 3-15, particularly preferably 3-14 .

As far as the heterocyclic ring containing nitrogen atom is concerned, there may be mentioned:

等單環系飽和雜環；2,5-二甲基吡咯等吡咯、2-甲基吡唑、3-甲基吡唑等吡唑、咪唑、1,2,3-三唑及1,2,4-三唑等5員環系不飽和雜環； Aziridines, azetidines, pyrrolidines, piperidines and piperidines

Saturated heterocycles such as monocyclic systems; pyrroles such as 2,5-dimethylpyrrole, pyrazoles such as 2-methylpyrazole, 3-methylpyrazole, imidazole, 1,2,3-triazole and 1,2 , 5-membered ring system unsaturated heterocycle such as 4-triazole;

、6-甲基嘧啶等嘧啶、吡

及1,3,5-三

等6員環系不飽和雜環； pyridine, pyridine

, pyrimidines such as 6-methylpyrimidine, pyridine

and 1,3,5-three

6-membered ring system unsaturated heterocycle;

、苯并咪唑、喹啉、異喹啉、5,6,7,8-四氫(3-甲基)喹

啉、3-甲基喹

啉等喹

啉、喹唑啉、噌啉、呔

、

啶、嘌呤、喋啶、苯并吡唑、苯并哌啶等縮合二環系雜環； Indazole, indoline, isoindoline, indole, indole

, benzimidazole, quinoline, isoquinoline, 5,6,7,8-tetrahydro(3-methyl)quinoline

Linen, 3-methylquinoline

quinoline

quinazoline, quinazoline, cinnoline,

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, benzopiperidine;

等縮合三環系雜環等。 Carbazole, acridine and phenanthrene

Condensed tricyclic heterocycles etc.

As far as the heterocyclic ring containing oxygen atom is concerned, it can be enumerated:

烷及1,4-二

烷、1-環戊基二氧雜環戊烷等單環系飽和雜環； Ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane and 1-cyclopentyldioxolane;

1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane and other bicyclic saturated heterocycles;

Lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, γ-valerolactone and δ-valerolactone;

5-membered unsaturated heterocycles such as furans such as 2,3-dimethylfuran and 2,5-dimethylfuran; 6-membered unsaturated heterocycles such as 2H-piperan and 4H-piperan;

呃、

唍及異

唍等縮合二環系雜環； 1-benzofuran, 4-methylbenzopyran and other benzopyrans, benzobis

Uh,

Swallow and Different

Condensed bicyclic heterocycles such as sulfonium;

Condensed tricyclic heterocycles such as dibenzopyran, dibenzofuran and the like.

As far as the heterocyclic ring containing sulfur atom is concerned, it can be enumerated: 5-membered ring system saturated heterocyclic ring such as dithiolane;

6-membered saturated heterocycles such as thiane, 1,3-dithiane, 2-methyl 1,3-dithiane, etc.;

3-methylthiophene, 2-carboxythiophene and other thiophenes, 4H-thiopyran, benzothiopyran and other benzothiopyran and other 5-membered unsaturated heterocycles;

Condensed bicyclic heterocycles such as benzothiophene; condensed tricyclic heterocycles such as thianthracene, dibenzothiophene, etc.

唑等

唑、2-甲基異

唑、3-甲基異

唑等異

唑等單環系不飽和雜環； The heterocyclic ring containing a nitrogen atom and an oxygen atom includes morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine Monocyclic saturated heterocycles such as pyridone; 4-methyl

azole, etc.

azole, 2-methyliso

azole, 3-methyliso

azole isoiso

Monocyclic unsaturated heterocycles such as azoles;

唑、苯并異

唑、苯并

、苯并二

烷、苯并咪唑啉等縮合二環系雜環；啡

等縮合三環系雜環等。 Benzo

azole, benziso

azoles, benzos

, benzodi

Condensed bicyclic heterocycles such as alkane, benzimidazoline, etc.;

Condensed tricyclic heterocycles etc.

等縮合三環系雜環等。 The heterocycle containing nitrogen atom and sulfur atom includes monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; Phosphatidyl

Condensed tricyclic heterocycles etc.

The above-mentioned heterocycle may be a group formed by combining the above-mentioned hydrocarbon groups, and examples thereof include tetrahydrofurylmethyl and the like.

In addition, the above-mentioned heterocyclic ring may be represented by the following formula.

The above-mentioned heterocyclic group may be a heterocyclic group formed by bonding two or more of R ^1Z4 to R ^5Z4 . Such a heterocyclic group has a ring structure of two or more rings together with the benzene ring to which R ^1Z4 to R ^5Z4 are bonded. Examples of the ring structure having two or more rings include the structures of the following formulae.

In addition, the bonding site of the above-mentioned heterocyclic ring is a part from which any hydrogen atom contained in each ring is detached.

The heterocyclic group ^represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 may have a substituent. Examples of the substituents include substitutions that may be ^possessed by the hydrocarbon groups ^represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R 4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 , and R ^102Z4 . same basis. When the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the above-mentioned hydrocarbon group may be bonded to the nitrogen atom as a substituent.

Preferred examples of the substituent include hydrocarbon ^groups represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 Preferred ones of the substituents which may be possessed are the same.

The substituted heterocyclic group ^{represented by} R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R 4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 , and R ^102Z4 includes 1 As the heterocyclic group of the valent or divalent substituent, a heterocyclic group having a substituent of the group s1 is preferably used, and a heterocyclic group having a substituent of the group s2 is more preferably used. The substituent (first substituent) which the above-mentioned hydrocarbon group or heterocyclic group may have may be one or two or more, and the two or more substituents may be the same or different independently of each other. Moreover, the said 1st substituent may couple|bond another substituent (2nd substituent) with the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

The following describes -CO-R ^102Z4 , -COO-R ^101Z4 , -OCO-R ^102Z4 , -COCO of R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R ^3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , and R ^7Z4 . -R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N(R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO- N(R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen atom, -SO ₃ M, -CO ₂ M.

As far as -CO-R ^{102Z4 is} concerned, there may be mentioned: methanoyl; ) Hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, benzyl, etc., and bonds such as the bases shown in the above formulas A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or its derivative group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number 1 The carbonyl group of alkylaminosulfonyl group (preferably a derivatized group such as octylaminosulfonyl group) to 10 (when the carbonyl group is set to sulfonyl group, the carbon number is 2 to 41) and Table 1Z4 to Table In the compounds shown in 8Z4 and Table 11Z4 to Table 16Z4, the bases equivalent to -CO-R ^102Z4 , etc., preferably include: a hydrocarbon group with a carbon number of 1 to 11 (and more preferably a hydrocarbon group with a carbon number of 1 to 10) or The carbonyl group of its derivatized group (when the carbonyl group is set as an alkanoyl group, the carbon number is preferably 2 to 12) and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -CO-R ^102Z4 base etc.

For -COO-R ^101Z4 , methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tert-butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Alkyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups represented by the above formulas, etc. are bonded to a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivatized group (such as a carboxyl group) , sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatized groups) oxygen In the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4, the base carbonyl group is equivalent to -COO-R ^102Z4 , etc., preferably: a hydrocarbon group with a carbon number of 1 to 10 or a derivatized group thereof. The oxycarbonyl group and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 correspond to the group of -COO-R ^102Z4 and the like.

For -OCO-R ^102Z4 , there may be mentioned: carboxyloxy; acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentamyloxy Oxy, hexyloxy, (2-ethyl)hexyloxy, heptanyloxy, octyloxy, nonyloxy, decanyloxy, undecanoyloxy, Dodecyloxy, behenyloxy, benzalyloxy, etc., groups represented by the above formula, etc. are bonded to a hydrocarbon group having 1 to 40 carbon atoms (preferably, a hydrocarbon group having 1 to 20 carbon atoms). or its derivatized group (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group with 1 to 10 carbon atoms (preferably octylaminosulfonyl group) ) and other derivatized groups) of the carbonyloxy group (when the carbonyloxy group is acyloxy group, the carbon number is 2 to 41) and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent In the base of -OCO-R ^102Z4 , etc., it is preferable to include: carbonyloxy (the carbonyloxy group) bonded to a hydrocarbon group having a carbon number of 1 to 11 (and more preferably a carbon number of 1 to 10) or a derivatized group thereof. When the group is acyloxy, the number of carbon atoms is more preferably 2 to 12) and the group corresponding to -OCO-R ^102Z4 in the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4.

For -COCO-R ^102Z4 , methyloxalyl, ethyloxalyl, propyloxalyl, butyloxalyl, pentyloxalyl, hexyloxalyl, (2-oxoxalyl, ethyl)hexyloxalyl, heptyloxalyl, octyloxalyl, nonyloxalyl, decyloxalyl, undecyloxalyl, dodecyloxalyl, decyloxalyl yl, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the bases shown in the above formula, etc. are bonded with carbon number 1 to 40 (preferably A hydrocarbon group with a carbon number of 1 to 20 or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10) ( It is preferably the oxalyl group of the derivatized group such as octylaminosulfonyl) and the group corresponding to -COCO-R ^102Z4 in the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4.

For -OR ^102Z4 , there may be mentioned: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, third butoxy, Amyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy , eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-bis Methylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy Phenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy Oxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2 -Methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., And the bases shown in the above formula are bonded with a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatized group (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (more (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably a derivatized group such as octyl sulfamoyl group), the oxy group of table 1Z4 to table 8Z4 and table 11Z4 to table 16Z4 Among the compounds shown, the bases corresponding to -OR ^102Z4 , etc., preferably include: oxygen groups bound with a hydrocarbon group having a carbon number of 1 to 10 or its derivatized group, and those listed in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4. The compounds shown are equivalent to the base of -OR ^102Z4 , etc.

For -SO ₂ -R ^101Z4 , methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2 -Ethyl)hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosyl Sulfonyl group, phenylsulfonyl group, p-tolylsulfonyl group, etc., and the group represented by the above formula, etc., are bonded to a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivatives Derivatized group (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. In the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4, the sulfonyl group is equivalent to -SO ₂ -R ^102Z4 , etc., preferably, there are 1 to 10 carbon atoms bonded thereto. The hydrocarbon group or the sulfonyl group of the derivatized group and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -SO ₂ -R ^102Z4 and the like.

For -SO ₂ N(R ^102Z4 ) ₂ , sulfamoyl; N-methyl sulfamoyl, N-ethyl sulfamoyl, N-propyl sulfamoyl, N- Isopropylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-2-butylaminosulfonyl, N-tert-butylaminosulfonyl, N- -Amylaminosulfonyl, N-(1-ethylpropyl)aminosulfonyl, N-hexylaminosulfonyl, N-(2-ethyl)hexylaminosulfonyl, N-heptylamine Sulfonyl, N-Octylaminosulfonyl, N-nonylaminosulfonyl, N-decylaminosulfonyl, N-undecylaminosulfonyl, N-dodecylaminosulfonyl , N-eicosylamine sulfonyl group, N-phenylamine sulfonyl group, etc., and the bases shown in the above formula, etc., through a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or Its derivatized group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) and the compounds shown in Tables 1Z4 to 8Z4 and 11Z4 to 16Z4 are equivalent to -SO ₂ NH(R ^102Z4X ) (except that R ^102Z4X is not a hydrogen atom) , the same as R ^102Z4 ), etc.;

N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-dipropylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-diisopropylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl base, N,N-diisobutylaminosulfonyl, N,N-di-2-butylaminosulfonyl, N,N-di-tert-butylaminosulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylaminesulfonyl, N,N-dipentylsulfamoyl, N,N-bis(1-ethylpropyl)sulfamoyl, N,N- Dihexyl sulfamoyl, N,N-bis(2-ethyl)hexyl sulfamoyl, N,N-diheptyl sulfamoyl, N,N-octylmethyl sulfamoyl, N ; N,N-Dodecylmethylaminosulfonyl, N,N-Eicosylmethylaminosulfonyl, N,N-phenylmethylaminosulfonyl, N,N-diphenylaminosulfonyl Acyl group, etc., and the group shown in the above formula, etc., are 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or their derivatized groups (such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group) , halogen (preferably chlorine atom), alkyl sulfamoyl group with carbon number 1 to 10 (preferably a derivatized group such as octyl sulfamoyl group) substituted sulfamoyl group and Table 1Z4 to Table 1 Among the compounds shown in 8Z4 and Tables 11Z4 to 16Z4, the bases corresponding to -SO ₂ N(R ^102Z4X ) ₂ (but, except that R ^102Z4X is not a hydrogen atom, are the same as R ^102Z4 ), etc.,

Preferred examples include: sulfamoyl substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof, and the compounds shown in Tables 1Z4 to 8Z4 and 11Z4 to 16Z4 are equivalent to -SO. The basis of ₂ N(R ^102Z4 ) ₂ , etc.

For -CON(R ^102Z4 ) ₂ , carbamoyl; N-methyl carbamoyl, N-ethyl carbamoyl, N-propyl carbamoyl, N-isopropyl Carboxylic acid group Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N-(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl base, N-octylamine carboxyl, N-nonylamine carboxyl, N-decylamine carboxyl, N-undecylamine carboxyl, N-dodecylamine carboxyl, N- -Eicosylamine carboxyl, N-phenylamine carboxyl, etc., and the groups represented by the above formulas, etc., are treated with a hydrocarbon group with 1 to 40 carbon atoms (preferably, a hydrocarbon group with 1 to 20 carbon atoms) or its derivatives Derivatized group (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably octyl sulfamoyl group), etc. In the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4, it is equivalent to -CONH(R ^102Z4X ) (except that R ^102Z4X is not a hydrogen atom, and R ^102Z4 the same) basis, etc.;

N,N-Dimethylamine carboxyl, N,N-ethylmethylamine carboxyl, N,N-diethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-dipropylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-diisopropylamine carboxyl, N,N-tert-butylmethylamine carboxyl base, N,N-diisobutylamine carboxyl, N,N-di-2-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N,N-butylmethylamine Carboxylic, N,N-dibutylamine carboxyl, N,N-butyloctylamine carboxyl, N,N-dipentylamine carboxyl, N,N-bis(1-ethyl) propyl)aminocarboxy, N,N-dihexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N,N-diheptylcarbamoyl, N ,N-Octylmethylaminocarboxy, N,N-Dioctylaminocarboxy, N,N-Dinonylcarbamoyl, N,N-Decylmethylcarbamoyl, N ,N-undecylmethylamine carboxyl, N,N-dodecylmethylamine carboxyl, N,N-eicosylmethylamine carboxyl, N,N-phenylmethylamine Carboxylic group, N,N-diphenylamine carboxyl group, etc., and the group represented by the above formula, etc., through 2 hydrocarbon groups with 1 to 40 carbon atoms (preferably, 1 to 20 carbon atoms) or their derivatized groups (for example, derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc. (R ^102Z4X ) ₂ (but, except that R ^102Z4X is not a hydrogen atom, it is the same as R ^102Z4 ), etc.,

Preferably, it can be exemplified: the amine carboxyl group substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or its derivatized group, and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -CON. (R ^102Z4 ) The basis of ₂ , etc.

For -N(R ^102Z4 ) ₂ , amino groups; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butyl Amine, N-isobutylamine, N-second-butylamine, N-tert-butylamine, N-pentylamine, N-hexylamine, N-(2-ethyl) Hexylamino, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N- Eicosylamino group, N-phenylamino group, etc., and the group represented by the above formula, etc., are a hydrocarbon group with 1 to 40 carbon atoms (preferably, 1 to 20 carbon atoms) or its derivatized group (for example, through Carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group with 1 to 10 carbon atoms (preferably octylaminosulfonyl group) and other derivatized groups) substituted The amine group and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -NH(R ^102Z4X ) (but, except that R ^102Z4X is not a hydrogen atom, and R ^{102Z4 The} same as R 102Z4), etc.;

N,N-Dimethylamine, N,N-ethylmethylamine, N,N-diethylamine, N,N-propylmethylamine, N,N-dipropylamine N,N-isopropylmethylamine, N,N-diisopropylamine, N,N-tert-butylmethylamine, N,N-diisobutylamine, N,N -Di-2-butylamine, N,N-di-tert-butylamine, N,N-butylmethylamine, N,N-dibutylamine, N,N-dipentylamine, N,N-bis(1-ethylpropyl)amino, N,N-dihexylamino, N,N-bis(2-ethyl)hexylamino, N,N-diheptylamino, N,N-Dioctylamino, N,N-dinonylamino, N,N-decylmethylamino, N,N-undecylmethylamino, N,N-dodecyl Methylamino, N,N-eicosylmethylamino, N,N-phenylmethylamino, N,N-diphenylamino, etc., and the groups shown in the above formula, etc. A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or a derivatized group thereof (such as a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 The amine group substituted by the alkyl sulfamoyl group (preferably a derivatized group such as octyl sulfamoyl group) and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -N ( R ^102Z4X ) ₂ (except that R 102Z4X is the same as R ^102Z4 except that R ^102Z4X is not a hydrogen atom), etc.,

Preferred examples include: amine groups substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatized groups thereof, and the compounds shown in Tables 1Z4 to 8Z4 and 11Z4 to 16Z4 are equivalent to -N(R ^102Z4 ) ₂ of the base, etc.

For -NHCO-R ^102Z4 , there may be mentioned: carboxylamino group; acetylamino group, propionylamino group, butyrylamino group, 2,2-dimethylpropionylamino group, pentanylamino group Amino, Hexylamino, (2-ethyl) Hexylamino, Heptylamino, Octylamino, Nonylamino, Decanoylamino, Undecylamino, Dodecylamino, behenylamino, benzylamino, etc., and the bases shown in the above formulas are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) A hydrocarbon group or its derivatized group (for example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group) In the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 Equivalent to the base of -NHCO-R ^102Z4 , etc.,

Preferable examples include: a carbonylamino group bound with a hydrocarbon group having a carbon number of 1 to 10 or a derivatized group thereof (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and a table. Among the compounds shown in 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4, the group corresponding to -NHCO-R ^102Z4 and the like.

Examples of -NHCON(R ^102Z4 ) ₂ include the groups listed above, and groups corresponding to -NHCON(R ^102Z4 ) ₂ among the compounds shown in Tables 1Z4 to 8Z4 and 11Z4 to 16Z4.

Examples of -NHCOOR ^102Z4 include the groups listed above, and groups corresponding to -NHCOOR ^102Z4 in the compounds shown in Tables 1Z4 to 8Z4 and 11Z4 to 16Z4.

Examples of -OCON(R ^102Z4 ) ₂ include the groups listed above, and groups corresponding to -OCON(R ^102Z4 ) ₂ in the compounds shown in Tables 1Z4 to 8Z4 and 11Z4 to 16Z4.

As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferable.

M of -SO ₃ M and -CO ₂ M includes a hydrogen atom; an alkali metal atom such as a lithium atom, a sodium atom, and a potassium atom, and preferably includes a hydrogen atom, a sodium atom, and a potassium atom.

The above -CO-R ^102Z4 , -COO-R ^102Z4 , -OCO-R ^102Z4 , -COCO-R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^102Z4 , -SO ₂ N(R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCON(R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ The substituents (first substituents) contained may be One, two or more, or two or more substituents may be the same or different independently of each other.

Moreover, the said 1st substituent may couple|bond another substituent (2nd substituent) with the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

、喹

啉、喹唑啉、噌啉、咔唑、咔啉、啡啶、吖啶、呸啶、啡啉及啡

等含氮縮合雜環以及該等之部分還原體；3-氫苯并呋喃2-酮等含氧縮合雜環及其部分還原體。 The ring system formed by R 2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 is ^condensed with the benzene ring of the isoindoline skeleton of the compound represented by formula IZ4. In terms of the condensed ring structure of the ring formed by R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and the ring formed by R ^4Z4 and R ^5Z4 and the aforementioned benzene ring, indene, naphthalene, biphenylene, indene, acenaphthene can be listed. Alkene, Phenanthrene, Perbenzophenanthrene, Phenanthrene, Anthracene, 1,2-Benzacenaphthylene, Vinylphenanthrene, Vinyl anthracene, Triphenylene, Pyrene, 1,2-Triphenylene, N-Methylphthalamide Amines, N-(1-phenylethyl)phthalimide, and condensed tetraphenyl hydrocarbon-based ring structures and their partial reductions (for example, 9,10-dihydroanthracene, 1,2,3, 4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline,

, quinoline

Linen, quinazoline, cinnoline, carbazole, carboline, phenanthrene, acridine, phenanthrene, phenanthroline and phenanthrene

and other nitrogen-containing condensed heterocycles and their partial reductants; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and their partial reductants.

When R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 form a ring, the ring may have a substituent. Examples of the substituents include substitutions that may be ^possessed by the hydrocarbon groups ^represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R 4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 , and R ^102Z4 . same basis. Preferred examples of the substituent include hydrocarbon ^groups represented by R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 , R ^7Z4 , R ^101Z4 and R ^102Z4 Preferred ones of the substituents which may be possessed are the same.

When R ^3Z4 and R ^4Z4 form a ring, R ^2Z4 and R ^5Z4 are preferably independently a hydrogen atom, an amino group and a hydroxyl group.

When R ^2Z4 and R ^3Z4 form a ring, preferably R ^4Z4 and R ^5Z4 do not form a ring, more preferably R ^4Z4 and R ^5Z4 are hydrogen atoms.

When R ^4Z4 and R ^5Z4 form a ring, it is preferable that R ^2Z4 and R ^3Z4 do not form a ring, and it is more preferable that R ^2Z4 and R ^3Z4 are hydrogen atoms.

In the present invention, R ^1Z4 , R ^6Z4 and R ^{7Z4 are} preferably hydrogen atoms.

In the present invention, R ^N1Z4 and R ^{N2Z4 are} preferably independently -CO-R ^102Z4 , -COO-R ^101Z4 , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -CO ₂ M or can be A hydrocarbon group having 1 to 40 carbon atoms, more preferably a hydrocarbon group having 1 to 30 carbon atoms, more preferably a hydrocarbon group having 1 to 20 carbon atoms, more preferably a hydrocarbon group having 1 to 20 carbon atoms A hydrocarbon group having 1 to 15 carbon atoms as a substituent, more preferably a hydrocarbon group having 1 to 10 carbon atoms that may have a substituent, particularly preferably a hydrocarbon group having 1 to 6 carbon atoms that may have a substituent or a carbon group that may have a substituent The hydrocarbon group of numbers 1 to 5 is more preferably methyl, ethyl, or phenyl, and most preferably is methyl or ethyl. In addition, R ^N1Z4 and R ^N2Z4 may be the same group or different groups, preferably the same group.

From the viewpoint of ^reducing the retardation value of the color filter made of the coloring composition, it is preferable that at least one of R 2Z4 , R ^3Z4 , R ^4Z4 and R ^5Z4 be -CO-R ^102Z4 , -COO -R ^101Z4 , -OCO-R ^102Z4 , -COCO-R ^102Z4 , -OR ^102Z4 , -SO ₂ -R ^101Z4 , -SO ₂ N(R ^102Z4 ) ₂ , -CON(R ^102Z4 ) ₂ , -N(R ^102Z4 ) ₂ , -NHCO-R ^102Z4 , -NHCO-N(R ^102Z4 ) ₂ , -NHCOOR ^102Z4 , -OCON(R ^102Z4 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, An optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group,

More preferably, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, a halogen atom, -N(R ^102Z4 ) ₂ , a nitro group, a hydrocarbon group having 1 to 20 carbon atoms in which all or a part of hydrogen atoms are substituted by a fluorine atom, - NHCO-R ^102Z4 , -OR ^102Z4 , -SO ₃ M or -CO ₂ M,

Still more preferable is a nitro group or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, and still more preferable is a nitro group or a tert-butyl group. Alternatively, it is preferred that at least one group of R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , or R ^4Z4 and R ^5Z4 form a ring.

It is preferable that at least one of R ^2Z4 , R ^3Z4 , R ^4Z4 and R ^5Z4 be carbon number 1 which may have a substituent from the viewpoint of reducing the retardation value of the color filter produced from the coloring composition Hydrocarbon group to 40, halogen atom, -N(R ^102Z4 ) ₂ , nitro group, hydrocarbon group of carbon number from 1 to 20 in which all or a part of hydrogen atoms are substituted by fluorine atom, -NHCO-R ^102Z4 , -OR ^102Z4 , -SO ₃ M or -CO ₂ M, more preferably a nitro group or a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, still more preferably a nitro group or a tert-butyl group. It is particularly preferred that R ^3Z4 is a nitro group or a tertiary butyl group and R ^2Z4 , R ^4Z4 and R ^5Z4 are a hydrogen atom, or R ^2Z4 , R ^3Z4 and R ^5Z4 are a hydrogen atom and R ^4Z4 is a nitro group or a tertiary butyl group.

Specific examples of compound IZ4 include, for example: formula IZ4-aa species, as shown in Table 1Z4, Table 2Z4, Table 3Z4, Table 4Z4, Table 5Z4, Table 6Z4, Table 7Z4, Table 8Z4, and Table 11Z4 to Table 16Z4 The substituted compounds IZ4-1 to the compounds IZ4-769 or their alkali metal salts.

B ^a1Z4 B ^a2Z4 represents formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10) , any partial structure represented by formula (BBD1) and formula (BBJ2). formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and Formula (BBJ2) is the same as formula IZ1-aa of B ^a1Z1 B ^a2Z1 (BB1) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), Formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z4 and B ^a2Z4 represent bonding bonds respectively, B ^a1Z4 is formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), When the bonding bond of B ¹ of formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2), B ^a2Z4 becomes the bonding bond of B ² , and B ^a1Z4 is formula (BB1) to formula (BB60), Bonding of B ² of formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) When the bond is made, B ^a2Z4 becomes the bond bond of B ¹ .

For B ^a1Z4 B ^a2Z4 , the preferred formulae (BB1), formula (BB6), formula (BB8), formula (BB11), formula (BB14), formula (BB19), formula (BB37), formula (BB58) , formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably formula (BB1), formula (BB6) and formula (BB19).

The symbols in Table 1Z4, Table 2Z4, Table 3Z4, Table 4Z4, Table 5Z4, Table 6Z4, Table 7Z4, Table 8Z4, and Tables 11Z4 to 16Z4 represent the following partial structures. In addition, in the partial structure, "Me" represents methyl group, "Et" represents ethyl group, "Bu" represents butyl group, "TBu" represents tertiary butyl group,

"Hex" means hexyl, "Oct" means octyl, "2EH" means 2-ethylhexyl, "CHM" means cyclohexylmethyl,

"CH" stands for cyclohexyl, "PH" stands for phenyl, "BZ" stands for benzyl, "NPR" stands for propyl,

"IPR" stands for isopropyl, "IBu" stands for isobutyl, "EOE" stands for -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" stands for allyl, and "HYE" stands for 2-hydroxyl Ethyl, "COM" means -CO-CH ₃ , "COE" means -COO-CH ₂ CH ₃ , "OCM" means -OCO-CH ₃ , "OME" means -O-CH ₃ , ""SOT" means tosyl, "SNH" means -SO ₂ NH-CH ₂ CH(CH ₂ CH ₃ )((CH ₂ ) ₃ CH ₃ ), and "SN2" means -SO ₂ N(CH _{3 )} )((CH ₂ ) ₇ CH ₃ ), "CNM" means -CONHCH ₃ , "CN2" means -CON(CH ₃ )C ₆ H ₅ , "NPH" means -NHC ₆ H ₅ , "NOT" represents -N((CH ₂ ) ₇ CH ₃ ) ₂ , "NCO" represents -NHCO((CH ₂ ) ₄ CH ₃ ), "F" represents fluorine atom, "Cl" represents chlorine atom, "Br" represents " means bromine atom, "CN" means cyano group, "NO2" means nitro group, "SUA" means -SO ₃ H, "CBA" means -CO ₂ H, "CHO" means -CHO, "OCH" means -OCOH, "OH" means -OH, "SFM" means -SO ₂ NH ₂ , "CBM" means -CONH ₂ , "NH2" means -NH ₂ , and "NCH" means -NHCOH, * means a bond bond.

In addition, in the table, some structures shown by the following formulas are represented by the symbols attached to the structures.

For example, compound IZ4-1 is a compound of formula IZ4-1.

For compound IZ4, the preferred compounds are from compound IZ4-1 to compound IZ4-234 and from compound IZ4-321 to compound IZ4-769, more preferably from compound IZ4-1 to compound IZ4-234 and from compound IZ4-321 to compound IZ4- 711, more preferably from compound IZ4-1 to compound IZ4-234, still more preferably from compound IZ4-1 to compound IZ4-174, particularly preferably from compound IZ4-1 to compound IZ4-117,

Particularly preferred are compound IZ4-1 to compound IZ4-2, compound IZ4-40 to compound IZ4-41, compound IZ4-79 to compound IZ4-80.

Specific examples of compound IZ4 include 1 to 3 contained in the compounds shown in Table 1Z4, Table 2Z4, Table 3Z4, Table 4Z4, Table 5Z4, Table 6Z4, Table 7Z4, Table 8Z4, and Tables 11Z4 to 16Z4. A compound in which one hydrogen atom is replaced by -SO ₃ M or -CO ₂ M. For example, the compounds in which 1 to 3 sulfonic acid groups are bonded to the compound IZ4-1 of Table 1Z4 are represented by the following structures. However, in the formula, -(SO ₃ H) means to take any hydrogen atom of the compound IZ4-1 representing 1Z4.

In the present invention, compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonded to compounds IZ4-1 to IZ4-234 and compounds IZ4-321 to IZ4-769 are preferred, and more preferred are compounds of -SO 3 M or -CO 2 M Compound IZ4-1 to compound IZ4-234 and compound IZ4-321 to compound IZ4-711 are bonded with 1 to 3 -SO ₃ M or -CO ₂ M compounds,

More preferably, it is a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IZ4-1 to compound IZ4-234,

Still more preferable are compounds in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IZ4-1 to compound IZ4-174,

Especially preferred are compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonded to compound IZ4-1 to compound IZ4-117,

Particularly preferred are compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonded to compound IZ4-1 to compound IZ4-2, compound IZ4-40 to compound IZ4-41 and compound IZ4-79 to compound IZ4-80. compound.

For compound (IZ4), it is preferably: in formula (IZ4), R ^N1Z4 and R ^{N2Z4 are} independently -CO-R ^102Z4 , -COO-R ^101Z4 , -CON(R ^102Z4 ) ₂ , or may have A hydrocarbon group with 1 to 20 carbon atoms selected from the substituent group consisting of -SO ₃ M and -CO ₂ M, R ^1Z4 is a hydrogen atom, and may have a substituent selected from - SO ₃ M and -CO ₂ M The substituent of the group is a hydrocarbon group with 1 to 20 carbon atoms, -SO ₃ M or -CO ₂ M,

R ^2Z4 to R ^5Z4 are each independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102Z4 ) ₂ , a nitro group, a nitro group, and all or a part of hydrogen atoms having 1 to 20 carbon atoms substituted by a fluorine atom The hydrocarbon group, -NHCO-R ^102Z4 , -OR ^102Z4 , -SO ₃ M or -CO ₂ M, R ^6Z4 and R ^7Z4 independently of each other are hydrogen atoms, and may be selected from the group consisting of -SO ₃ M and -CO ₂ M The substituents of the group of C1 to 20 hydrocarbon group, -SO ₃ M or -CO ₂ M, R ^102Z4 is a hydrogen atom, or may have a group selected from the group consisting of -SO ₃ M and -CO ₂ M The hydrocarbon group having 1 to 20 carbon atoms in the substituent, R ^101Z4 is a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, M is a hydrogen atom or Alkali metal atom compounds;

More preferably: R ^N1Z4 and R ^N2Z4 independently of each other are -CO-R ^102Z4 , -CON(R ^102Z4 ) ₂ , or may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M A hydrocarbon group having 1 to 10 carbon atoms, R ^1Z4 is a hydrogen atom, R ^2Z4 to R ^5Z4 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z4 ) ₂ , a nitro group, all or A hydrocarbon group having 1 to 10 carbon atoms, -NHCO-R ^102Z4 , -OR ^102Z4 , -SO ₃ M or -CO ₂ M in which a part of the hydrogen atoms are substituted by fluorine atoms,

R ^6Z4 and R ^7Z4 are the same group, and are a hydrogen atom, or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M,

R ^102Z4 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and R ^101Z4 may have a substituent selected from -SO ₃ M and -CO ₂ a hydrocarbon group with 1 to 10 carbon atoms in the substituent group formed by M, where M is a compound of a hydrogen atom or an alkali metal atom;

Still more preferably: R ^N1Z4 and R ^{N2Z4 are} independently -CO-R ^102Z4 , -CON(R ^102Z4 ) ₂ , or may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M A hydrocarbon group with a carbon number of 1 to 10,

R ^1Z4 is a hydrogen atom, R ^2Z4 to R ^5Z4 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z4 ) ₂ , a nitro group, a trifluoromethyl group, -OR ^102Z4 , - SO ₃ M or -CO ₂ M,

R ^6Z4 and R ^7Z4 are the same group and are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, and R ^102Z4 is a hydrogen atom or may have a group selected from the group consisting of -SO ₃ M and -CO ₂ M The carbon number of the substituent is a hydrocarbon group of 1 to 10,

R ^101Z4 is a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and M is a compound of a hydrogen atom or an alkali metal atom.

Compound IZ4, when R ^1Z4 is a hydrogen atom, can be obtained by combining a compound represented by formula pt1Z4 (hereinafter, referred to as a phthalonitrile compound) and a compound represented by formula pt2Z4 (hereinafter, referred to as an alkoxide compound) case) after the reaction, the compound represented by the formula pt3Z4 and the compound represented by the formula pt4Z4 are further reacted in the presence of an acid to produce. In addition, when R ^1Z4 is other than a hydrogen atom, compound IZ4 can be produced by further reacting with a compound represented by formula pt5Z4.

[In formula pt1Z4, formula pt2Z4, formula pt3Z4, formula pt4Z4, formula pt5Z4 and formula IZ4, R ^N1Z4 , R ^N2Z4 , R ^1Z4 , R ^2Z4 , R 3Z4 , R ^4Z4 , R ^5Z4 , R ^6Z4 and R ^7Z4 represent the ^same same meaning. R ^14Z4 represents an alkyl group having 1 to 20 carbon atoms. The M ^1Z4 series represents an alkali metal atom. LG represents a halogen atom, mesyloxy, tosyloxy or trifluoromethanesulfonyloxy]

For the alkyl group having 1 to 20 carbon atoms represented by R ^14Z4 , methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, etc. can be mentioned. , preferably an alkyl group having 1 to 6 carbon atoms.

The alkali metal atom represented by M ^1Z4 includes a lithium atom, a sodium atom, and a potassium atom. Relative to 1 mol of the phthalonitrile compound, the amount of the alkoxide compound used is usually 0.1 to 10 mol, preferably 0.2 to 5 mol, more preferably 0.3 to 3 mol, still more preferably 0.4 to 2 mol Ear.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt3Z4 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt4Z4 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and still more preferably 1 to 2 moles.

Examples of acids include inorganic acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid, nitric acid, fluorosulfonic acid, and phosphoric acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; acetic acid , citric acid, formic acid, gluconic acid, lactic acid, oxalic acid, tartaric acid and other carboxylic acids, preferably include: hydrochloric acid, hydrobromic acid, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid and carboxylic acid Acid, more preferably acetic acid.

The amount of the acid used is usually 1 to 20 mol, preferably 1 to 10 mol, more preferably 1 to 8 mol, and still more preferably 1 to 6 mol, relative to 1 mol of the phthalonitrile compound.

The reaction of the phthalonitrile compound, the alkoxide compound, the compound pt3Z4 and the compound pt4Z4 is usually carried out in the presence of a solvent.

Examples of the solvent include water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, and 1-octanol; ether solvents such as tetrahydrofuran; ketones such as acetone Solvents; Ester solvents such as ethyl acetate; Aliphatic hydrocarbon solvents such as hexane; aromatic hydrocarbon solvents such as toluene; halogenated hydrocarbon solvents such as dichloromethane and chloroform; amide solvents such as N,N-dimethylformaldehyde and N-methylpyrrolidone; dimethyl The sulfite solvents such as sulfite include preferably water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents, and sulfite solvents, more preferably Examples: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, dichloromethane, chloroform, N,N- Dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1- Octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, particularly preferably water, acetonitrile, methanol, ethanol, and 2-propane alcohol.

The usage-amount of a solvent is normally 1-1000 mass parts with respect to 1 mass part of phthalonitrile compounds. The reaction temperature is usually 0 to 200°C, preferably 0 to 100°C, more preferably 0 to 70°C, and still more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

Relative to the compound IZ4 in which R ^1Z4 is a hydrogen atom is 1 mol, the usage amount of the compound pt5Z4 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, still more preferably 1 to 2 moles.

When the compound pt5Z4 is reacted, it is preferable that a base coexists. Examples of the base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, and piperidine; sodium methoxide, sodium ethoxide, sodium tertiary butoxide, and Metal alkoxides such as potassium tertiary butoxide; organometallic compounds such as butyllithium, tertiary butyllithium and phenyllithium; lithium hydroxide, sodium hydroxide and hydroxide Inorganic bases such as potassium chloride.

Relative to the compound IZ4 in which R ^1Z4 is a hydrogen atom, it is 1 mol, and the amount of the base used is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 moles.

The reaction of compound pt5Z4 is usually carried out in the presence of a solvent. The solvent can be selected from the same range as described above.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound IZ4 in which R ^1Z4 is a hydrogen atom. The reaction temperature of compound pt5Z4 is usually -90 to 200°C, preferably -80 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

When the compound IZ4 does not have a sulfonic acid group or -SO ₃ M ² , a sulfonic acid group or -SO ₃ M ²² can be introduced by reacting the compound IZ4 with a sulfonating agent such as oleum or chlorosulfonic acid.

M ²² represents an alkali metal atom. The alkali metal atom represented by M ²² includes a lithium atom, a sodium atom, and a potassium atom.

Relative to compound IZ4 is ₁ mol, the amount of SO used in the oleum is usually 1 to 50 mol, preferably 5 to 40 mol, more preferably 5 to 30 mol, and more preferably 5 to 25 moles.

Relative to compound IZ4 is 1 mol, the amount of sulfuric acid used in the oleum is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, still more preferably 10 to 100 mol. 50 moles.

Relative to 1 mol of compound IZ4, the amount of chlorosulfonic acid used is usually 1 to 500 mol, preferably 10 to 300 mol, more preferably 10 to 200 mol, still more preferably 10 to 150 mol .

The reaction temperature of the sulfonation is usually -20 to 200°C, preferably -10 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

The method of extracting compound IZ4 from the reaction mixture is not particularly limited, and it can be extracted by various known methods. For example, compound IZ4 can be taken out by filtering the reaction mixture after the reaction is complete. In addition, after filtration, the obtained residue may be subjected to column chromatography, recrystallization, or the like. Moreover, after completion|finish of reaction, after distilling the solvent of a reaction mixture, you may refine|purify by column chromatography.

<Compound IZ5>

Compound IZ5 is represented by formula IZ5.

[In formula IZ5, R ^N1Z5 represents -CO-R ^102Z5 , -COO-R ^101Z , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z , -SO ₂ N (R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, A cyano group, a nitro group, -SO ₃ M, -CO ₂ M, a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , and R ^7Z5 independently represent a hydrogen atom, -CO-R ^102Z5 , -COO-R ^101Z , -OCO-R ^102Z5 , -COCO- R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N (R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , a halogen atom, a cyano group, a nitro group, -SO ₃ M, -CO ₂ M, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent or A heterocyclic group which can have a substituent. R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 , can be bonded to each other to form a ring, respectively, and at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 and R ^5Z5 is -CO-R ^102Z5 , -COO-R ^101Z , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N (R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, a hydrocarbon group having 1 to 40 carbon atoms that can have a substituent or a heterocyclic group that can have a substituent, or at least one group of R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 The tie bonds form a ring.

R ^101Z represents a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^102Z5 represents a hydrogen atom, a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent, or a heterocyclic group which can have a substituent. M represents a hydrogen atom or an alkali metal atom. When R ^101Z , R ^102Z5 and M are plural, they can be the same or different. The wavy line indicates E or Z type]

The number of carbon atoms of the hydrocarbon group which can have a substituent represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 is 1 to 40, preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10, more preferably 1 to 5.

The hydrocarbon groups having 1 to 40 carbon atoms represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 can be aliphatic hydrocarbon groups and aromatic hydrocarbon groups, The aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain or alicyclic.

Examples of saturated or unsaturated chain hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 include methyl, ethyl, Propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and eicosyl linear alkyl groups, etc.; isopropyl, isobutyl, second-butyl, tert-butyl, (2-ethyl)butyl, isopentyl, neopentyl, tert-pentyl, (1-methyl)pentyl, ( 2-Methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, isohexyl, (5-methyl)hexyl, (2-ethyl)hexyl and (3-ethyl) ) branched chain alkyl such as heptyl, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, 3-butenyl , 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl and 2-pentenyl and other alkenyl groups, etc. The carbon number of the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10, still more preferably 1 to 8, more preferably 1 to 5 are particularly preferred. Among them, a linear or branched alkyl group having 1 to 10 carbon atoms (more preferably 1 to 8 carbon atoms) is particularly preferred, and a methyl group, an ethyl group, and a tert-butyl group are particularly preferred.

Examples of saturated or unsaturated alicyclic hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 include cyclopropyl, 1-Methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl , 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl , 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl , 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; 2-ene, cyclohex-3-ene), cycloheptenyl and cyclooctenyl and other cycloalkenyl groups; norbornyl, adamantyl, bicyclo[2.2.2]octane, etc. The carbon number of the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, still more preferably 4 to 20, still more preferably 4 to 15, still more preferably 5 to 20 15, with 5 to 10 being the best. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

Examples of the aromatic hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 include phenyl, ortho-tolyl, meta -Tolyl, p-Tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3 ,4-dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 2,4,6-trimethylphenyl (mesityl), 4-ethylphenyl, 4-butyl phenyl, 4-pentylphenyl, 2,6-bis(2-propyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylphenyl , 4-vinylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, Aromatic hydrocarbon groups such as perylene group, phenanthrenyl group, anthracenyl group, pyrenyl group, etc. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 15.

The hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 can be the hydrocarbon groups listed above (for example, aromatic hydrocarbon groups, chain A group formed by combining at least one of a hydrocarbon group and an alicyclic hydrocarbon group) includes: aralkyl groups such as benzyl, phenethyl, and 1-methyl-1-phenylethyl; phenylvinyl (phenyl vinyl; aryl alkenyl such as phenyl ethenyl); aryl alkynyl such as phenyl ethynyl; Methylphenyl, (dimethyl(phenyl)methyl)phenyl, etc.

The groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 are the hydrocarbon groups listed above (for example, chain hydrocarbon groups and alicyclic Hydrocarbyl) group formed by combination, for example, can be: cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl Alkyl, 2-methylcyclohexylmethyl, cyclohexylethyl, adamantylmethyl, etc. to which one or more alicyclic hydrocarbon groups are bonded. These carbon numbers are preferably 4-30, more preferably 6-30, still more preferably 6-20, still more preferably 4-20, still more preferably 4-15, particularly preferably 6-15.

The hydrocarbon group represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 may have a substituent. The substituent may be monovalent or divalent. As for the divalent substituent, two bonds are preferably bonded to the same carbon atom to form a double bond.

As this monovalent substituent, a methoxy group, Ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, third butoxy, pentyloxy, hexyloxy, (2-ethyl)hexyloxy base, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy, eicosyloxy, 1-phenyl Ethoxy, 1-methyl-1-phenylethoxy, phenyloxy, o-tolyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy base, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy, 2, 6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2-methoxybenzene oxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., and the following formula The groups shown, etc., are bonded on one side with a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 10) or its derivative group (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably is a chlorine atom), an alkyl sulfamoyl group with a carbon number of 1 to 10 (preferably a group derived from an octyl sulfamoyl group) and the like) the oxy group;

Methylthio, ethylthio, propylthio, butylthio, tert-butylthio, pentylthio, hexylthio, (2-ethyl)hexylthio, heptylthio, octylthio, nonylthio base, decylthio, undecylthio, dodecylthio, eicosylthio, phenylthio and o-tolylthio, etc. are bonded with carbon number 1 to 20 (preferably carbon number 1 to 20). 10) the sulfur group of the hydrocarbon group;

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl;

Formyl; Acetyl, Propionyl, Butyl, 2,2-Dimethylpropionyl, Pentamyl, Hexyl, (2-Ethyl) Hexyl, Heptyl, Octyl, Nonyl Acryloyl, decanoyl, undecanoyl, dodecanoyl, hexadecanoyl, benzyl, etc., and the bases shown in the following formulas are bonded with carbon number 1 to 20 (preferably A hydrocarbon group with 1 to 11 carbon atoms or its derivative group (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10 (more Preferably, it is the carbonyl group of a base derived from octylaminosulfonyl) and the like (when the carbonyl group is an alkanoyl group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyloxy ylcarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenoxycarbonyl, o-tolyloxycarbonyl etc., and the bases represented by the following formula are bonded with carbon number 1 to 20 (preferably carbon number 1 to 10) The hydrocarbon group or its derivative group (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10 (preferably an octylaminosulfonyl group) Oxycarbonyl of radicals derived from acyl), etc.;

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropyl amino, N-isopropylamine, N,N-diisopropylamine, N-butylamine, N,N-dibutylamine, N-isobutylamine, N, N-diisobutylamine, N-second-butylamine, N,N-di-second-butylamine, N-tert-butylamine, N,N-di-tert-butylamine , N-pentylamino, N,N-dipentylamino, N-(1-ethylpropyl)amino, N,N-bis(1-ethylpropyl)amino, N-hexyl amine group, N,N-dihexylamino, N-(2-ethyl)hexylamino, N,N-bis(2-ethyl)hexylamino, N-heptylamino, N,N-diheptylamino Amine, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-phenylamino, N,N-diphenyl amine, N,N-ethylmethylamine, N,N-propylmethylamine, N,N-isopropylmethylamine, N,N-butylmethylamine, N-decyl amino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamino, N,N-dodecyl methylamino, N-eicosylamino, N,N-eicosylmethylamino, N,N-tert-butylmethylamino, N,N-phenylmethylamino, etc., and the following The group represented by the formula, etc., is formed by 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or derivatives thereof (for example, by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen group, etc.) (preferably a chlorine atom), an amine group substituted with an alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably a group derived from an octyl sulfamoyl group, etc.);

Sulfamoyl; N-methylsulfamoyl, N,N-dimethylsulfamoyl, N-ethylsulfamoyl, N,N-diethylsulfamoyl, N-propyl Sulfonyl, N,N-dipropylaminesulfonyl, N-isopropylaminesulfonyl, N,N-diisopropylaminesulfonyl, N-butylaminesulfonyl, N,N-Dibutylaminesulfonyl, N-isobutylaminesulfonyl, N,N-diisobutylaminesulfonyl, N-dibutylaminesulfonyl, N,N- Di-2-butyl sulfamoyl, N-tert-butyl sulfamoyl, N,N-di-tert-butyl sulfamoyl, N-pentyl sulfamoyl, N,N-dipentane sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N,N-bis(1-ethylpropyl) sulfamoyl, N-hexyl sulfamoyl, N,N - Dihexyl sulfamoyl, N-(2-ethyl) hexyl sulfamoyl, N,N-bis(2-ethyl) hexyl sulfamoyl, N-heptyl sulfamoyl, N, N, N-diheptylaminosulfonyl, N-octylaminosulfonyl, N,N-dioctylaminosulfonyl, N,N-octylmethylaminosulfonyl, N-nonylaminosulfonyl Sulfonyl, N,N-dinonylsulfamoyl, N-phenylsulfamoyl, N,N-diphenylsulfamoyl, N,N-ethylmethylsulfamoyl, N ,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-butylmethylaminosulfonyl, N-decylaminosulfonyl, N,N- Decylmethylsulfamoyl, N-undecylsulfamoyl, N,N-undecylmethylsulfamoyl, N-decyl Diylaminosulfonyl, N,N-dodecylmethylaminosulfonyl, N-icosylaminosulfonyl, N,N-eicosylmethylaminosulfonyl, N,N-th Tributylmethyl sulfamoyl, N,N-phenylmethyl sulfamoyl, etc., and groups represented by the following formulas, etc., have one or two carbon atoms of 1 to 20 (preferably carbon atoms of 1 to 20). 10) hydrocarbon group or its derivative group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl group) of carbon number 1 to 10 Sulfasulfonyl group) and other derivatives) substituted sulfasulfonyl group;

Carboxylamido; Acetylamino, Propionylamino, Butylamino, 2,2-dimethylpropionylamino, Pentanylamino, Hexylamino, (2- Ethyl) hexylamino, heptylamino, octylamino, nonylamino, decanoylamino, undecanoylamino, dodecanoylamino, hexadecanoylamino Amine group, benzylamino group, etc., and groups represented by the following formula, etc. are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably 1 to 12 carbon atoms) or a derivative group thereof (for example, through a carboxyl group, Carbonylamino group of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group (preferably octylaminosulfonyl group) and other derivatives of carbon number 1 to 10) (When the carbonylamino group is an alkanoylamino group, the carbon number is preferably 1 to 12);

Hydroxyl group; halogen atoms such as fluorine atom, chlorine atom, bromine atom and iodine atom;

Carboxyl group, -CO ₂ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); sulfonic acid group, -SO ₃ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); Nitro; Cyano;

Methoxy; Acetyloxy, Propionyloxy, Butyloxy, 2,2-Dimethylpropionyloxy, Pentamyloxy, Hexyloxy, (2-ethyl)hexyloxy Oxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, behenyloxy, benzyloxy etc., and the groups represented by the following formulae are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 10) or its derivative group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, A halogen (preferably a chlorine atom), a group derived from an alkylaminosulfonyl group having a carbon number of 1 to 10 (preferably an octylaminosulfonyl group), etc.) carbonyloxy group (the carbonyloxy group is an alkanoyloxy group) base, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl base, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene sulfonyl group, etc., and the group represented by the following formula, etc. are bonded with A hydrocarbon group having 1 to 20 carbon atoms (preferably a carbon number of 1 to 10) or a derivative thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 The sulfonyl group of the alkylaminosulfonyl group (preferably the group derived from octylaminosulfonyl group), etc.);

Aminocarboxy; N-methylaminocarboxy, N,N-dimethylaminocarboxy, N-ethylaminecarboxy, N,N-diethylaminecarboxy, N-propyl Carboxyl, N,N-dipropylamine carboxyl, N-isopropylamine carboxyl, N,N-diisopropylamine carboxyl, N-butylamine carboxyl, N,N-dibutylamine carboxyl, N-isobutylamine carboxyl, N,N-diisobutylamine carboxyl, N-dibutylamine carboxyl, N,N- Di-tert-butylamine carboxyl, N-tert-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N-pentylamine carboxyl, N,N-dipentane Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N,N-bis(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N,N -Dihexylaminocarboxy, N-(2-ethyl)hexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl, N, N-diheptylaminocarboxyl, N-octane Aminocarbamoyl, N,N-Dioctylaminocarbamoyl, N-Nonylaminocarbamoyl, N,N-Octylmethylcarbamoyl, N,N-Octylbutylcarbamoyl Carboxyl, N,N-dinonylamine carboxyl, N-phenylamine carboxyl, N,N-diphenylamine carboxyl, N,N-ethylmethylamine carboxyl, N ,N-propylmethylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-butylmethylamine carboxyl, N-decylamine carboxyl, N,N- Decylmethylaminocarboxy, N-undecylaminocarboxy, N,N-undecylmethylcarbamoyl, N-dodecylaminocarboxy, N,N-dodecyl Methylaminocarboxy, N-icosylaminocarboxy, N,N-eicosylmethylcarbamoyl, N,N-tert-butylmethylcarbamoyl, N,N-phenyl Methylaminocarboxylate, etc., and groups represented by the following formulas, etc., are 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or derivatives thereof (for example, through carboxyl, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with 1 to 10 carbon atoms (preferably octyl sulfamoyl group) and other derivatives) substituted carbamate base;

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, Perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluoroeicosyl, perfluorocyclohexyl and perfluorophenyl and other hydrocarbon groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms;

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane ylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoroundecylmethyl, perfluorododecylmethyl and perfluoroeicosylmethyl are substituted with all hydrogen atoms by fluorine Atom-substituted hydrocarbon group with 1 to 20 carbon atoms of a straight or branched chain alkyl group with 1 to 20 carbon atoms;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, and 2,4,6-trifluorophenyl, etc., a part of the hydrogen atom is substituted with fluorine and has a carbon number of 1 to 20 (preferably a carbon number of 1 to 10) the hydrocarbon group;

-CO-SH, -CO-S-CH ₃ , -CO-S-CH ₂ CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₃ and -CO-S-CH ₂ -CH ₂ -CH ₂ -CH ₃ etc. which have been bonded to an alkyl group having 1 to 20 carbon atoms (preferably, a thiocarbonyl group having 1 to 10 carbon atoms), -CO-SC ₆ H ₅ etc. which have been bonded to an aryl group having 6 to 20 carbon atoms the thiocarbonyl group;

*-COCO-R represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative thereof (For example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. base) of the base;

*-NRCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. ), the R can be the same or different, and can also be bonded to each other to form a ring) base;

*-OCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. ), the R system can be the same or different, and can also be bonded to each other to form a ring) base;

*-NRCOOR represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the above-listed hydrocarbon groups satisfying 1 to 20 carbon atoms), or a derivative thereof (eg , a base derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10 (preferably an octylaminosulfonyl group), etc.) , the R system can be the same or different, and can also be bonded to each other to form a ring) base;

*-OP(O)(OCH ₃ ) ₂ etc. *-OP(O)(OR) ₂ (wherein R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, a hydrocarbon group that satisfies carbon 1 to 20), or derivatives thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having a carbon number of 1 to 10 (preferably For the bases derived from octyl sulfamoyl) etc.), the R systems can be the same or different from each other, and can also be bonded to each other to form a ring) base);

*-Si(CH ₃ ) ₃ , *-Si(CH ₂ CH ₃ ) ₃ , *-Si(C ₆ H ₅ ) ₃ and *-Si(CH(CH ₃ ) ₂ ) ₃ etc. *-SiR ₃ (formula Among them, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative group thereof (eg, a carboxyl group, sulfonic acid group, nitro group, Hydroxyl, halogen (preferably chlorine atom), alkyl sulfamoyl having 1 to 10 carbon atoms (preferably octyl sulfamoyl), etc.), the R can be the same as each other or can be Different, can also bond with each other to form a ring) base; and so on.

Examples of the divalent substituent include a pendant oxy group, a thione group, an imino group, an imino group substituted with an alkyl group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms), and an imino group having 6 carbon atoms. Aryl-substituted imino groups to 20, etc. Examples of the alkyl-substituted imino group include CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N=, and CH ₃ -(CH ₂ ) ₃ - N=etc. As an imino group substituted by an aryl group, _{C6H5 -} N= etc. are mentioned.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of group s1 is preferably mentioned. The derivatized group shown below is preferably a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) Sulfasulfonyl) and other derivatives.

[group s1]

An oxy group with a hydrocarbon group having 1 to 20 carbon atoms or its derivative group bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivative thereof;

An oxycarbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivative thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatives thereof; sulfasulfonate groups; amines substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatives thereof Sulfonyl group; carbonylamine group bonded with a hydrocarbon group having 1 to 20 carbon atoms or a derivative thereof; hydroxyl group; halogen atom; -CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably represents a hydrogen atom); -SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably represents a hydrogen atom); a nitro group; a cyano group; The carbonyloxy group of the hydrocarbon group or its derivative group; the sulfonyl group bonded with the hydrocarbon group of 1 to 20 carbon atoms or its derivative group; the carbamoyl group; Amine carboxyl group substituted by a derivative group; a hydrocarbon group of 1 to 20 carbon atoms in which all hydrogen atoms are substituted by fluorine atoms; a straight or branched chain alkane of 1 to 20 carbon atoms in which all hydrogen atoms are substituted by fluorine atoms Hydrocarbon group with 1 to 20 carbon atoms substituted by radicals; hydrocarbon group with 1 to 20 carbon atoms in which a part of the hydrogen atom is substituted with fluorine; pendant oxy group.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of group s2 is more preferably mentioned.

[group s2]

An oxy group having a hydrocarbon group having 1 to 10 carbon atoms or its derivative group bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof;

An oxycarbonyl group bound with a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms;

Sulfasulfonyl group; Sulfasulfonyl group substituted with one or two hydrocarbon groups having 1 to 10 carbons or derivatives thereof; Carbonylamino groups bonded with hydrocarbon groups having 1 to 10 carbons or derivatives thereof; Hydroxyl; Fluorine atom, chlorine atom, bromine atom; -CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); -SO ₃ M (preferably a sulfonic acid group) ( M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group; a carbonyloxy group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is bonded; sulfonyl group of the hydrocarbon group or its derivative group; carbamoyl group; carbamoyl group substituted with 1 or 2 hydrocarbon groups of 1 to 10 carbon atoms or its derivative group; all hydrogen atoms substituted by fluorine atoms A hydrocarbon group of 1 to 10; a hydrocarbon group of 1 to 10 carbons substituted by a straight or branched alkyl group of 1 to 10 carbons in which all hydrogen atoms are replaced by fluorine atoms;

A hydrocarbon group having 1 to 10 carbon atoms in which a part of the hydrogen atom is substituted with fluorine; a pendant oxy group.

As R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 , those having 1 to 40 carbon atoms as substituents can be exemplified. The hydrocarbon group having 1 to 40 carbon atoms in the valence or divalent substituent, preferably a saturated or unsaturated chain hydrocarbon group having 1 to 30 carbon atoms in the A saturated or unsaturated alicyclic hydrocarbon group having 3 to 30 carbon atoms as a valent substituent, and an aromatic hydrocarbon group having 6 to 30 carbon atoms as a monovalent or divalent substituent, or a group formed by combining hydrocarbon groups and having A monovalent or divalent substituent with a carbon number of 1 to 30,

More preferably include: saturated or unsaturated chain hydrocarbon group having 1 to 20 carbon atoms with group s1 substituent, saturated or unsaturated alicyclic hydrocarbon group with 3 to 20 carbon atoms having group s1 substituent, group s1 substitution carbon based Aromatic hydrocarbon group of 6 to 20 or a group formed by combining hydrocarbon groups and having a substituent of group s1 with 1 to 20 carbon atoms,

Particularly preferred ones include: saturated or unsaturated chain hydrocarbon groups having 1 to 15 carbon atoms with group s2 substituents, saturated or unsaturated alicyclic hydrocarbon groups with group s2 substituents having 3 to 15 carbon atoms, and groups s2 The substituent is an aromatic hydrocarbon group having 6 to 15 carbon atoms or a group formed by combining hydrocarbon groups and having a group s2 substituent and a group having 1 to 15 carbon atoms.

The heterocyclic group represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 may be a monocyclic ring or a polycyclic ring, preferably It is a heterocyclic ring containing a heteroatom as a constituent element of the ring. As a hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, etc. are mentioned.

The number of carbon atoms in the heterocyclic group is preferably 3 to 30, more preferably 3 to 22, still more preferably 3 to 20, still more preferably 3 to 18, still more preferably 3 to 15, particularly preferably 3 to 14.

等單環系飽和雜環；2,5-二甲基吡咯等吡咯、2-甲基吡唑、3-甲基吡唑等吡唑、咪唑、1,2,3-三唑及1,2,4-三唑等5員環系不飽和雜環； Examples of the heterocyclic ring containing a nitrogen atom include aziridine, azetidine, pyrrolidine, piperidine and piperidine

Saturated heterocycles such as monocyclic systems; pyrroles such as 2,5-dimethylpyrrole, pyrazoles such as 2-methylpyrazole, 3-methylpyrazole, imidazole, 1,2,3-triazole and 1,2 , 5-membered ring system unsaturated heterocycle such as 4-triazole;

、6-甲基嘧啶等嘧啶、吡

及1,3,5-三

等6員環系不飽和雜環； pyridine, pyridine

, pyrimidines such as 6-methylpyrimidine, pyridine

and 1,3,5-three

6-membered ring system unsaturated heterocycle;

(indolizine)、苯并咪唑、喹啉、異喹啉、5,6,7,8-四氫(3-甲基)喹

啉、3-甲基喹

啉等喹

啉、喹唑啉、噌啉、呔

、

啶、嘌呤、喋啶、苯并吡唑、苯并哌啶等縮合二環系雜環；咔唑、吖啶及啡

等縮合三環系雜環；等。 Indazole, indoline, isoindoline, indole, indole

(indolizine), benzimidazole, quinoline, isoquinoline, 5,6,7,8-tetrahydro(3-methyl)quinoline

Linen, 3-methylquinoline

quinoline

quinazoline, quinazoline, cinnoline,

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, benzopiperidine; carbazole, acridine and phenanthrene

etc. Condensed tricyclic heterocycles; etc.

烷及1,4-二

烷、1-環戊基二氧雜環戊烷等單環系飽和雜環；1,4-二氧雜螺[4.5]癸烷、1,4-二氧雜螺[4.5]壬烷等二環系飽和雜環；α-乙內酯、β-丙內酯、γ-丁內酯、γ-戊內酯及δ-戊內酯等內酯系雜環；2,3-二甲基呋喃、2,5-二甲基呋喃等呋喃等5員環系不飽和雜環；2H-哌喃、4H-哌喃等6員環系不飽和雜環；1-苯并呋喃、4-甲基苯并哌喃等苯并哌喃、苯并二

呃、

唍(chroman)及異

唍等縮合二環系雜環；二苯并哌喃、二苯并呋喃等縮合三環系雜環；等。 Examples of the heterocyclic ring containing an oxygen atom include ethylene oxide, oxetane, tetrahydrofuran, tetrahydropiperan, 1,3-diol

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane and 1-cyclopentyldioxolane; 1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane, etc. Ring system saturated heterocycles; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, γ-valerolactone and δ-valerolactone; 2,3-dimethylfuran , 2,5-dimethylfuran and other 5-membered ring unsaturated heterocycles; 2H-piperan, 4H-piperan and other 6-membered unsaturated heterocycles; 1-benzofuran, 4-methyl benzopyrans such as benzopyrans, benzobis

Uh,

chroman and iso

Condensed bicyclic heterocycles such as sulfone; condensed tricyclic heterocycles such as dibenzopyran and dibenzofuran; etc.

As the heterocyclic ring containing sulfur atom, 5-membered ring system saturated heterocyclic ring such as dithiolane can be mentioned;

6-membered saturated heterocycles such as thiane, 1,3-dithiane, 2-methyl 1,3-dithiane, etc.;

3-methylthiophene, 2-carboxythiophene and other thiophenes, 4H-thiopyran, benzothiopyran and other benzothiopyran and other 5-membered unsaturated heterocycles;

Condensed bicyclic heterocycles such as benzothiophene; condensed tricyclic heterocycles such as thianthracene and dibenzothiophene; etc.

唑等

唑、2-甲基異

唑、3-甲基異

唑等異

唑等單環系不飽和雜 環；苯并

唑、苯并異

唑、苯并

、苯并二

烷、苯并咪唑咻等縮合二環系雜環；啡

等縮合三環系雜環；等。 Examples of the heterocyclic ring containing a nitrogen atom and an oxygen atom include morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine Monocyclic saturated heterocycles such as ketones; 4-methyl

azole, etc.

azole, 2-methyliso

azole, 3-methyliso

azole isoiso

Monocyclic unsaturated heterocycles such as azoles; benzos

azole, benziso

azoles, benzos

, benzodi

Condensed bicyclic heterocycles such as alkanes, benzimidazoles, etc.;

etc. Condensed tricyclic heterocycles; etc.

等縮合三環系雜環；等。 Examples of heterocycles containing nitrogen atoms and sulfur atoms include monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; thiocyanate

etc. Condensed tricyclic heterocycles; etc.

The above-mentioned heterocyclic ring can also be a group in which the above-mentioned hydrocarbon groups are combined, for example, tetrahydrofurylmethyl and the like can be mentioned.

The above-mentioned heterocyclic ring can also be represented by the following formula.

The above-mentioned heterocyclic group may also be a heterocyclic group formed by ^{bonding at least two of R 1Z5 to R 5Z5 .} Such a heterocyclic group has a ring structure of two or more rings together with the benzene ring to which R ^1Z5 to R ^5Z5 are bonded. As such a ring structure having two or more rings, for example, a structure of the following formula is used.

The bonding site of the above-mentioned heterocyclic ring is a part from which an arbitrary hydrogen atom contained in each ring is detached.

The heterocyclic group represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 may have a substituent. Examples of the substituent include the same substituents as those that the hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 can have. . Furthermore, when the heterocyclic ring contains a nitrogen atom as its constituent element, the above-mentioned hydrocarbon group may be bonded to the nitrogen atom as a substituent. Preferable examples of the substituent include those which can be preferably substituted with the hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 The base is the same.

Examples of the substituted heterocyclic group represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 include monovalent or divalent heterocyclic groups. The heterocyclic group of the substituent group preferably includes a heterocyclic group having a substituent of group s1, and more preferably a heterocyclic group having a substituent of group s2.

The substituent (first substituent) which the above-mentioned hydrocarbon group or heterocyclic group can have can be one or two or more, and two or more substituents, independently of each other, may be the same or different. The said 1st substituent can also couple|bond with another substituent (2nd substituent) in the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

The following for R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , and R ^7Z5 -CO-R ^102Z5 , -COO-R ^101Z , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N( R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, -SO ₃ M, -CO ₂ M will be described.

Examples of -CO-R ^102Z5 include: carboxyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexanoyl, (2-ethyl) Hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, benzyl, etc., and the bases shown in the above formulas are bonded A hydrocarbon group having a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivative thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10. The carbonyl group of alkyl sulfamoyl group (preferably a base derived from octyl sulfamoyl group, etc.) (when the carbonyl group is an sulfonyl group, the carbon number is 2 to 41) and table 1Z5 to table 7Z5 and table 10Z5 In the compounds shown in Table 13Z5, the bases corresponding to -CO-R ^102Z5 , etc., preferably include carbonyl groups ( When the carbonyl group is an alkanoyl group, the carbon number is more preferably 2 to 12), and the groups corresponding to -CO-R ^102Z5 in the compounds shown in Tables 1Z5 to 7Z5 and Table 10Z5 to Table 13Z5, and the like.

Examples of -COO-R ^101Z5 include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tert-butoxycarbonyl, butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2 -Ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, phenyloxycarbonyl, di Decyloxycarbonyl, etc., and the group represented by the above formula, etc. are bonded to a hydrocarbon group having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or a derivative group thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group group, hydroxyl, halogen (preferably chlorine atom), oxycarbonyl group derived from alkyl sulfamoyl group (preferably octyl sulfamoyl group) with carbon number 1 to 10 (preferably octyl sulfamoyl), and Table 1Z5 to Table 1 In the compounds shown in 7Z5 and Table 10Z5 to Table 13Z5, the bases corresponding to -COO-R ^102Z5 , etc., preferably exemplified by the oxycarbonyl group bonded with a hydrocarbon group with a carbon number of 1 to 10 or its derivative group, and Table 1Z5 to Table 7Z5 And the bases corresponding to -COO-R ^102Z5 in the compounds shown in Table 10Z5 to Table 13Z5, etc.

Examples of -OCO-R ^102Z5 include: methoxyloxy; acetyloxyl, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentenyloxy, hexanoyloxy Oxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecanoyloxy, dodecanoyloxy, eicosyloxy Monoyloxy, benzyloxy, etc., and the groups represented by the above formulas, etc., are bonded to a hydrocarbon group having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or a derivative group thereof (for example, via a carboxyl group) , a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a group derived from an alkylaminosulfonyl group with a carbon number of 1 to 10 (preferably an octylaminosulfonyl group), the carbonyl oxygen base (when the carbonyloxy group is an acyloxy group, the carbon number is 2 to 41), and the bases corresponding to -OCO-R ^102Z5 in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5, etc., preferably A carbonyloxy group to which a hydrocarbon group having 1 to 11 carbon atoms (and more preferably a carbon number of 1 to 10) or a derivative thereof is bonded (when the carbonyloxy group is an acyloxy group, the carbon number is more preferably 2 to 10). 12), and the bases corresponding to -OCO-R ^102Z5 in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5, etc.

Examples of -COCO-R ^102Z5 include methyloxalyl, ethyloxalyl, propyloxalyl, butyloxalyl, pentyloxalyl, hexyloxalyl, (2-ethyloxalyl) Base) Hexyl oxalyl, heptyl oxalyl, octyl oxalyl, nonyl oxalyl, decyl oxalyl, undecyl oxalyl, dodecyl oxalyl, 20 base oxalyl base, cyclopentyloxalyl, cyclohexyloxalyl, phenyloxalyl, p-tolyloxalyl, etc., and the bases shown in the above formula are bonded with carbon number 1 to 40 (preferably A hydrocarbon group with a carbon number of 1 to 20 or its derivative group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10 (more Preferably it is the oxalyl group derived from octylaminosulfonyl) and the like, and the groups corresponding to -COCO-R ^102Z5 in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5.

Examples of the -OR ^102Z5 group include: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, third butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy, eicosyloxy base, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy base, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy, 2, 6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2-methoxybenzene oxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., and the above formula The base, etc. is bonded with a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivative group (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom) , the oxy groups of alkyl sulfonamides of carbon number 1 to 10 (preferably derived from octyl sulfonamides, etc.) and the corresponding compounds in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 The bases of -OR ^102Z5 , etc., preferably exemplified by an oxy group bound with a hydrocarbon group having a carbon number of 1 to 10 or its derivative group, and the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 corresponding to -OR ^102Z5 Base et al.

Examples of -SO ₂ -R ^101Z include methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2- ethyl) hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl Acyl group, phenylsulfonyl group, p-tolylsulfonyl group, etc., and the group represented by the above formula, etc., are bonded with a hydrocarbon group having 1 to 40 carbon atoms (preferably, a hydrocarbon group having 1 to 20 carbon atoms) or its derivative group (For example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. base) of the sulfonyl group and the bases corresponding to -SO ₂ -R ^102Z5 in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5, preferably a hydrocarbon group with a carbon number of 1 to 10 or its The sulfonyl group of the derivative group and the group corresponding to -SO ₂ -R ^102Z5 in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5, etc.

Examples of -SO ₂ N(R ^102Z5 ) ₂ include sulfamoyl; N-methyl sulfamoyl, N-ethyl sulfamoyl, N-propyl sulfamoyl, N-iso Propylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-2-butylaminosulfonyl, N-tert-butylaminosulfonyl, N- Amyl sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N-hexyl sulfamoyl, N-(2-ethyl) hexyl sulfamoyl, N-heptyl sulfamate Sulfonyl, N-Octyl Sulfonyl, N-Nonyl Sulfonyl, N-Decyl Sulfonyl, N-Undecyl Sulfonyl, N-Dodecyl Sulfonyl, N-Eicosylaminosulfonyl, N-phenylaminosulfonyl, etc., and the groups represented by the above formula, etc., are a hydrocarbon group having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or its Derivative groups (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably an octyl sulfamoyl group), etc. Derivative group) substituted sulfasulfonyl group and the corresponding -SO ₂ NH (R ^102Z5X ) in the compounds shown in Tables 1Z5 to 7Z5 and Table 10Z5 to Table 13Z5 (except that R ^102Z5X is not a hydrogen atom, the rest and R ^102Z5 same) basis, etc.;

N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-dipropylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-diisopropylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl base, N,N-diisobutylaminosulfonyl, N,N-di-2-butylaminosulfonyl, N,N-di-tert-butylaminosulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylaminesulfonyl, N,N-dipentylsulfamoyl, N,N-bis(1-ethylpropyl)sulfamoyl, N,N- Dihexyl sulfamoyl, N,N-bis(2-ethyl)hexyl sulfamoyl, N,N-diheptyl sulfamoyl, N,N-octylmethyl sulfamoyl, N ; N,N-Dodecylmethylaminosulfonyl, N,N-Eicosylmethylaminosulfonyl, N,N-phenylmethylaminosulfonyl, N,N-diphenylaminosulfonyl Acyl group, etc., and the group represented by the above formula, etc., through 2 hydrocarbon groups having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or derivatives thereof (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group) , halogen (preferably a chlorine atom), alkyl sulfamoyl with 1 to 10 carbon atoms (preferably octyl sulfamoyl) and other sulfamoyl groups) substituted sulfamoyl groups and Tables 1Z5 to 7Z5 And the bases corresponding to -SO ₂ N(R ^102Z5X ) ₂ (except that R ^102Z5X is not a hydrogen atom, the rest are the same as R ^102Z5 ) in the compounds shown in Table 10Z5 to Table 13Z5, etc.,

Preferably, sulfamoyl substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatives thereof, and corresponding -SO ₂ N( R ^102Z5 ) ₂ base and so on.

Examples of -CON(R ^102Z5 ) ₂ include: carbamoyl; N-methyl carbamoyl, N-ethylamine carboxy, N-propylamine carboxy, N-isopropyl Aminocarboxy, N-butylaminocarboxy, N-isobutylaminecarboxy, N-2-butylaminecarboxy, N-tert-butylaminecarboxy, N-pentyl Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N-(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl , N-octylamine carboxyl and N-nonylamine carboxyl, N-decylamine carboxyl, N-undecylamine carboxyl, N-dodecylamine carboxyl, N- Eicosylamine carboxyl, N-phenylamine carboxyl, etc., and the bases represented by the above formulas, etc., through a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivative group (For example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. (R ^102Z5X ) (except that R ^102Z5X is not a hydrogen atom, the rest and R ^102Z5 ) base, etc.;

N,N-Dimethylamine carboxyl, N,N-ethylmethylamine carboxyl, N,N-diethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-dipropylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-diisopropylamine carboxyl, N,N-tert-butylmethylamine carboxyl base, N,N-diisobutylamine carboxyl, N,N-di-2-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N,N-butylmethylamine Carboxylic, N,N-dibutylamine carboxyl, N,N-butyloctylamine carboxyl, N,N-dipentylamine carboxyl, N,N-bis(1-ethyl) propyl)aminocarboxy, N,N-dihexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N,N-diheptylcarbamoyl, N ,N-Octylmethylaminocarboxy, N,N-Dioctylaminocarboxy, N,N-Dinonylcarbamoyl, N,N-Decylmethylcarbamoyl, N ,N-undecylmethylamine carboxyl, N,N-dodecylmethylamine carboxyl, N,N-eicosylmethylamine carboxyl, N,N-phenylmethylamine Carboxylic group, N,N-diphenylamine carboxyl group, etc., and the group represented by the above formula, etc., are treated with 2 hydrocarbon groups having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or derivatives thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. ) substituted amine carboxyl group and the base corresponding to -CON(R ^102Z5X ) ₂ (except that R ^102Z5X is not a hydrogen atom, the rest are the same as R ^102Z5 ) in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 Wait,

Preferably, it is an amine carboxyl group substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or its derivatives, and the corresponding -CON(R ^102Z5 ) in the compounds shown in Tables 1Z5 to 7Z5 and Table 10Z5 to Table 13Z5 ₂ base and so on.

Examples of -N(R ^102Z5 ) ₂ include: amino; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butylamine group, N-isobutylamino, N-second-butylamino, N-tert-butylamino, N-pentylamino, N-hexylamino, N-(2-ethyl)hexyl Amine, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N-diamino Decylamino, N-phenylamino, etc., and the groups represented by the above formulas, etc., have a hydrocarbon group with 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or a derivative group thereof (for example, through a carboxyl group) , sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group) and other derivatives of carbon number 1 to 10) substituted amine Bases and bases corresponding to -NH(R ^102Z5X ) (except that R ^102Z5X is not a hydrogen atom, the rest are the same as R ^102Z5 ) in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5), etc.;

N,N-Dimethylamine, N,N-ethylmethylamine, N,N-diethylamine, N,N-propylmethylamine, N,N-dipropylamine N,N-isopropylmethylamine, N,N-diisopropylamine, N,N-tert-butylmethylamine, N,N-diisobutylamine, N,N -Di-2-butylamine, N,N-di-tert-butylamine, N,N-butylmethylamine, N,N-dibutylamine, N,N-dipentylamine, N,N-bis(1-ethylpropyl)amino, N,N-dihexylamino, N,N-bis(2-ethyl)hexylamino, N,N-diheptylamino, N,N-Dioctylamino, N,N-dinonylamino, N,N-decylmethylamino, N,N-undecylmethylamino, N,N-dodecyl Methylamino, N,N-eicosylmethylamino, N,N-phenylmethylamino, N,N-diphenylamino, etc., and the groups shown in the above formula, etc. A hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivative group thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 The amine group substituted by the alkyl sulfamoyl group (preferably octyl sulfamoyl group) and the corresponding -N(R 102Z5X in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table ^13Z5 ) ₂ (except that R ^102Z5X is not a hydrogen atom, the rest are the same as R ^102Z5 ), etc.,

Preferably, amine groups substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatives thereof, and corresponding -N(R ^102Z5 ) ₂ in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 can be cited. base etc.

Examples of -NHCO-R ^102Z5 include: carboxylamino; acetamido, propionylamino, butyrylamino, 2,2-dimethylpropionylamino, and pentanylamine base, hexylamino, (2-ethyl) hexylamino, heptylamino, octylamino, nonylamino, decylamino, undecylamino, ten A diaminoamino group, a behenylamino group, a benzylamino group, etc., and the group represented by the above formula, etc., are bonded to a hydrocarbon group having 1 to 40 carbon atoms (preferably, a carbon number of 1 to 20). or its derivative group (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl having 1 to 10 carbon atoms (preferably octyl sulfamoyl) ) and other derivatives) of the carbonylamino group (when the carbonylamino group is an acylamino group, the carbon number is 1 to 40) and the corresponding -NHCO- R ^102Z5 base etc.,

Preferably, carbonylamino groups bound with a hydrocarbon group having a carbon number of 1 to 10 or a derivative thereof (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and Tables 1Z5 to 7Z5 And the bases corresponding to -NHCO-R ^102Z5 in the compounds shown in Table 10Z5 to Table 13Z5, etc.

Examples of -NHCON(R ^102Z5 ) ₂ include the groups listed above, and groups corresponding to -NHCON(R ^102Z5 ) ₂ in the compounds shown in Tables 1Z5 to 7Z5 and Tables 10Z5 to 13Z5.

Examples of -NHCOOR ^102Z5 include the groups listed above, and groups corresponding to -NHCOOR ^102Z5 in the compounds shown in Tables 1Z5 to 7Z5 and 10Z5 to 13Z5.

Examples of -OCON(R ^102Z5 ) ₂ include the groups listed above, and groups corresponding to -OCON(R ^102Z5 ) ₂ in the compounds shown in Tables 1Z5 to 7Z5 and 10Z5 to 13Z5.

As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferable.

Examples of M in -SO ₃ M and -CO ₂ M include hydrogen atoms; and alkali metal atoms such as lithium atoms, sodium atoms, and potassium atoms, preferably hydrogen atoms, sodium atoms, and potassium atoms.

The above -CO-R ^102Z5 , -COO-R ^102Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^102Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCON(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ The substituents (first substituents) contained in It is one or two or more, and two or more substituents are independent of each other, and may be the same or different.

In addition, the said 1st substituent can also couple|bond with another substituent (2nd substituent) in the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

、喹

啉、喹唑啉、噌啉、咔唑、咔啉、啡啶、吖啶、呸啶、啡啉及啡

等含氮縮合 雜環以及此等之部分還原物；3-氫苯并呋喃2-酮等含氧縮合雜環及其部分還原物。 The ring formed by R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 is condensed with the benzene ring of the isoindoline skeleton of the compound represented by formula IZ5. Examples of the condensed ring structure of the ring formed by R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and the ring formed by R ^4Z5 and R ^5Z5 and the aforementioned benzene ring include indene, naphthalene, biphenylene, and indacene. , acenaphthene, phenanthrene, perylene naphthalene, phenanthrene, anthracene, 1,2-benzoacenaphthene (fluoranthene), ethylene phenanthrene (acephenanthrylene), ethylene chimerene (aceanthrylene), triphenylene, pyrene, 1,2- Hydrocarbon-based condensed ring structures such as chrysene, N-methylphthalimide, N-(1-phenylethyl)phthalimide, and fused tetraphenyl, and their partial reductions (for example, 9,10-dihydroanthracene, 1,2,3,4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline,

, quinoline

Linen, quinazoline, cinnoline, carbazole, carboline, phenanthrene, acridine, phenanthrene, phenanthroline and phenanthrene

Nitrogen-containing condensed heterocycles and their partial reductants; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and their partial reductants.

When R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 form a ring, the ring may have a substituent. Examples of the substituent include the same substituents as those that the hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 can have. . Preferable examples of the substituent include those which can be preferably substituted with the hydrocarbon groups represented by R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 The base is the same.

When R ^3Z5 and R ^4Z5 form a ring, R ^2Z5 and R ^{5Z5 are} preferably independently a hydrogen atom, an amino group, and a hydroxyl group.

When R ^2Z5 and R ^3Z5 form a ring, it is preferable that R ^4Z5 and R ^5Z5 do not form a ring, and it is more preferable that R ^4Z5 and R ^5Z5 are hydrogen atoms.

When R ^4Z5 and R ^5Z5 form a ring, preferably R ^2Z5 and R ^3Z5 do not form a ring, more preferably R ^2Z5 and R ^3Z5 are hydrogen atoms. R ^1Z5 , R ^6Z5 and R ^{7Z5 are} preferably hydrogen atoms.

R ^N1Z5 , preferably -CO-R ^102Z5 , -COO-R ^101Z , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -CO ₂ M or carbon number 1 to 40 which can have substituents Hydrocarbon group, more preferably a hydrocarbon group with 1 to 30 carbon atoms which can have a substituent, more preferably a hydrocarbon group with 1 to 20 carbon atoms which can have a substituent, particularly preferably a hydrocarbon group with 1 to 15 carbon atoms which can have a substituent , more preferably a hydrocarbon group with 1 to 10 carbon atoms that can have a substituent, particularly preferably a hydrocarbon group with 1 to 6 carbon atoms that can have a substituent or a hydrocarbon group with 1 to 5 carbon atoms that can have a substituent, more preferably is methyl, ethyl, or phenyl, preferably methyl or ethyl.

It is preferable that at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 , and R ^5Z5 be -CO-R ^102Z5 , -COO from the viewpoint of reducing the retardation value of the color filter formed of the coloring composition -R ^101Z , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, A hydrocarbon group having 1 to 40 carbon atoms that can have a substituent or a heterocyclic group that can have a substituent group, more preferably a hydrocarbon group having 1 to 40 carbon atoms that can have a substituent, a halogen atom, -N(R ^102Z5 ) ₂ , nitro group, a hydrocarbon group having 1 to 20 carbon atoms in which all or a part of the hydrogen atoms are substituted by fluorine atoms, -NHCO-R ^102Z5 , -OR ^102Z5 , -SO ₃ M or -CO ₂ M, and more preferably a nitro group or a The hydrocarbon group having 1 to 40 carbon atoms of the substituent is more preferably a nitro group or a tertiary butyl group. Alternatively, it is preferable that at least one group of R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , or R ^4Z5 and R ^5Z5 form a ring.

It is preferable that at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 , and R ^5Z5 be carbon number 1 which may have a substituent from the viewpoint of reducing the retardation value of the color filter formed of the coloring composition Hydrocarbon group to 40, halogen atom, -N(R ^102Z5 ) ₂ , nitro group, hydrocarbon group of carbon number from 1 to 20 in which all or a part of hydrogen atoms are substituted by fluorine atom, -NHCO-R ^102Z5 , -OR ^102Z5 , _-SO3M or _-CO2M ,

More preferably, it is a nitro group or a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent, and still more preferably a nitro group or a tert-butyl group. Among them, it is still more preferable that R ^3Z5 is nitro or tert-butyl group and R ^2Z5 , R ^4Z5 and R ^5Z5 are hydrogen atoms, or R ^2Z5 , R ^3Z5 and R ^5Z5 are hydrogen atoms and R ^4Z5 is nitro group or Tertiary Butyl.

Specific examples of the compound IZ5 include the substituted compounds shown in the formula IZ5-aa, Table 1Z5, Table 2Z5, Table 3Z5, Table 4Z5, Table 5Z5, Table 6Z5, Table 7Z5, and Table 10Z5 to Table 13Z5. Compound IZ5-1 to compound IZ5-542 or an alkali metal salt thereof. B ^a1Z5 B ^a2Z5 represents formula (BB2) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), Any partial structure represented by formula (BBD1) and formula (BBJ2). formula (BB2) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and Formula (BBJ2) is related to formulas (BB2) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1) representing formula IZ1-aa of B ^a1Z1 B ^a2Z1 ), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z5 and B ^a2Z5 represent bonding bonds respectively, B ^a1Z5 is formula (BB2) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) when the bonding bond of B ¹ , B ^a2Z5 becomes the bonding bond of B ² , B ^a1Z5 is formula (BB2) to formula (BB60), Bonding of B ² of formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) When bonding, B ^a2Z5 becomes the bonding bond of B ¹ . As B ^a1Z5 B ^a2Z5 , formula (BB6), formula (BB8), formula (BB11), formula (BB14), formula (BB19), formula (BB37), formula (BB58), formula (BBJ2), The formula (BBO8) and the formula (BBO10) are more preferably the formula (BB6) and the formula (BB19).

The symbols in Table 1Z5, Table 2Z5, Table 3Z5, Table 4Z5, Table 5Z5, Table 6Z5, Table 7Z5, and Tables 10Z5 to 13Z5 represent the following partial structures. In addition, in the partial structure, "Me" represents methyl group, "Et" represents ethyl group, "Bu" represents butyl group, "TBu" represents tertiary butyl group, "Hex" represents hexyl group, "Oct" represents octyl group, "2EH" stands for 2-ethylhexyl, "CHM" stands for cyclohexylmethyl, "CH" stands for cyclohexyl, "PH" stands for phenyl, "BZ" stands for benzyl, "NPR" stands for propyl, "IPR" means isopropyl group, "IBu" means isobutyl group, "EOE" means -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" means allyl group, "HYE" means 2-hydroxyethyl group, "COM" means - CO-CH ₃ , "COE" means -COO-CH ₂ CH ₃ , "OCM" means -OCO-CH ₃ , "OME" means -O-CH ₃ , "SOT" means tosylate, and "SNH" means -SO ₂ NH-CH ₂ CH(CH ₂ CH ₃ )((CH ₂ ) ₃ CH ₃ ), "SN2" means -SO ₂ N(CH ₃ )((CH ₂ )7CH ₃ ), "CNM" means - CONHCH ₃ , "CN2" means -CON(CH ₃ )C ₆ H ₅ , "NPH" means -NHC ₆ H ₅ , "NOT" means -N((CH ₂ )7CH ₃ ) ₂ , "NCO" means -NHCO ((CH ₂ )4CH ₃ ), "F" represents a fluorine atom, "Cl" represents a chlorine atom, "Br" represents a bromine atom, "CN" represents a cyano group, "NO2" represents a nitro group, and "SUA" represents -SO ₃ H, "CBA" stands for -CO ₂ H, "CHO" stands for -CHO, "OCH" stands for -OCOH, "OH" stands for -OH, "SFM" stands for -SO ₂ NH ₂ , "CBM" stands for -CONH ₂ , "NH2" represents _-NH2 , "NCH" represents -NHCOH, and * represents a bond. In the table, the following partial structures are represented by symbols.

For example, compound IZ5-1 is a compound represented by the following formula IZ5-1.

Preferably it is compound IZ5-1 to compound IZ5-160 and compound IZ5-247 to compound IZ5-542, more preferably compound IZ5-1 to compound IZ5-160 and compound IZ5-247 to compound IZ5-484, still more preferably Compound IZ5-1 to compound IZ5-160, still more preferably compound IZ5-1 to compound IZ5-101, particularly preferably compound IZ5-1 to compound IZ5-44.

Specific examples of compound IZ5 include 1 to 3 hydrogen atoms contained in the compounds shown in Table 1Z5, Table 2Z5, Table 3Z5, Table 4Z5, Table 5Z5, Table 6Z5, Table 7Z5, and Tables 10Z5 to 13Z5. Compounds substituted with -SO ₃ M or -CO ₂ M. For example, in the compound IZ5-1 of Table 1Z5, 1 to 3 sulfonic acid groups are bonded, as shown in the following structure. In the formula, -(SO ₃ H) means to replace any hydrogen atom of the compound IZ5-1 representing 1Z5.

It is preferably a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IZ5-1 to compound IZ5-160 and compound IZ5-247 to compound IZ5-542,

More preferably, 1 to 3 -SO ₃ M or -CO ₂ M are bonded to compound IZ5-1 to compound IZ5-160 and compound IZ5-247 to compound IZ5-484,

Still more preferably a compound having 1 to 3 -SO ₃ M or -CO ₂ M bonded to compound IZ5-1 to compound IZ5-160, still more preferably a compound having a bond between compound IZ5-1 to compound IZ5-101 The compound of 1 to 3 pieces of -SO ₃ M or -CO ₂ M is particularly preferably a compound of which 1 to 3 pieces of -SO ₃ M or -CO ₂ M are bonded to compounds IZ5-1 to IZ5-44.

As the compound (IZ5), in the formula (IZ5), it is preferably: R ^N1Z5 series -CO-R ^102Z5 , -COO-R ^101Z , -CON(R ^102Z5 ) ₂ , or may have a compound selected from -SO ₃ M A hydrocarbon group having 1 to 20 carbon atoms of the substituent in the group formed by and -CO ₂ M, R ^1Z5 is a hydrogen atom, and can have one selected from the substituent group formed by -SO ₃ M and -CO ₂ M A hydrocarbon group having 1 to 20 carbon atoms, -SO ₃ M or -CO ₂ M, R ^2Z5 to R ^5Z5 are each independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102Z5 ) ₂ , Nitro group, a hydrocarbon group having 1 to 20 carbon atoms in which all or part of the hydrogen atoms are substituted by fluorine atoms, -NHCO-R ^102Z5 , -OR ^102Z5 , -SO ₃ M or -CO ₂ M, among R ^2Z5 to R ^5Z5 At least one of the hydrocarbon groups with 1 to 20 carbon atoms, a halogen atom, -N(R ^102Z5 ) ₂ , a nitro group, a hydrocarbon group with 1 to 20 carbon atoms in which all or a part of the hydrogen atoms are replaced by fluorine atoms, -NHCO- R ^102Z5 , -OR ^102Z5 , -SO ₃ M or -CO ₂ M,

R ^6Z5 and R ^{7Z5 are} independently a hydrogen atom, or a hydrocarbon group having 1 to 20 carbon atoms, -SO ₃ M or -CO which can have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M _2M ,

R ^{102Z5 represents} a hydrogen atom, or a hydrocarbon group having 1 to 20 carbon atoms which can have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and R ^101Z can have a substituent selected from -SO ₃ M and - The carbon number of the substituent in the group formed by CO ₂ M is a hydrocarbon group of 1 to 20, and M is a compound of a hydrogen atom or an alkali metal atom;

More preferably: R ^N1Z5 is -CO-R ^102Z5 , -CON(R ^102Z5 ) ₂ , or one of 1 to 10 carbon atoms which can have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M Hydrocarbon group, R ^1Z5 is a hydrogen atom, R ^2Z5 to R ^5Z5 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z5 ) ₂ , a nitro group, all or a part of hydrogen A hydrocarbon group having 1 to 10 carbon atoms, -NHCO-R ^102Z5 , -OR ^102Z5 , -SO ₃ M or -CO ₂ M substituted by a fluorine atom, at least one of R ^2Z5 to R ^5Z5 having a carbon number of 1 to 10 Hydrocarbon group, halogen atom, -N(R ^102Z5 ) ₂ , nitro group, hydrocarbon group with 1 to 10 carbon atoms in which all or a part of hydrogen atoms are substituted by fluorine atom, -NHCO-R ^102Z5 , -OR ^102Z5 , -SO ₃ M or -CO ₂ M, R ^6Z5 and R ^7Z5 are the same group, and are hydrogen atoms, or can have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M having a carbon number of 1 to 10 the hydrocarbon group, R ^102Z5 is a hydrogen atom, or a hydrocarbon group with a carbon number of 1 to 10 that can have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and R ^101Z can have a group selected from -SO ₃ The hydrocarbon group of the substituent in the group formed by M and -CO ₂ M has 1 to 10 carbon atoms, and M is a compound of a hydrogen atom or an alkali metal atom;

Still more preferably: R ^N1Z5 is -CO-R ^102Z5 , -CON(R ^102Z5 ) ₂ , or can have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M having a carbon number of 1 to 10 the hydrocarbon group,

R ^1Z5 is a hydrogen atom, R ^2Z5 to R ^5Z5 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z5 ) ₂ , a nitro group, a trifluoromethyl group, -OR ^102Z5 , -SO ₃ M or -CO ₂ M, at least one of R ^2Z5 to R ^5Z5 is a hydrocarbon group having 1 to 10 carbon atoms, halogen atom, -N(R ^102Z5 ) ₂ , nitro group, trifluoromethyl group, -OR ^102Z5 , -SO ₃ M or -CO ₂ M,

R ^6Z5 and R7Z5 are the same group, and are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms,

R ^102Z5 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which can have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and R ^101Z can have a substituent selected from -SO ₃ M and - A hydrocarbon group having 1 to 10 carbon atoms of the substituent in the group formed by CO ₂ M,

M is a compound of hydrogen atom or alkali metal atom.

Compound IZ5, when R ^1Z5 is a hydrogen atom, can be obtained by combining a compound represented by the formula pt1Z5 (hereinafter referred to as a phthalonitrile compound) and a compound represented by the formula pt2Z5 (hereinafter referred to as an alkoxide compound) case) after the reaction, the compound represented by the formula pt3Z5 and the compound represented by the formula pt4Z5 are further reacted in the presence of an acid to produce. In addition, when R ^1Z5 is other than a hydrogen atom, the compound IZ5 can be produced by further reacting with the compound represented by the formula pt5Z5.

[In formula pt1Z5, formula pt2Z5, formula pt3Z5, formula pt4Z5, formula pt5Z5 and formula IZ5, R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , and R ^7Z5 have the same meanings as described above. R ^14Z5 represents an alkyl group having 1 to 20 carbon atoms. M ^1Z5 represents an alkali metal atom. LG represents a halogen atom, mesyloxy, tosyloxy or trifluoromethanesulfonyloxy]

Examples of the alkyl group having 1 to 20 carbon atoms represented by R ^14Z5 include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl, and the like. Preferred is an alkyl group having 1 to 6 carbon atoms.

Examples of the alkali metal atom represented by M ^1Z5 include a lithium atom, a sodium atom, and a potassium atom.

The amount of the alkoxide compound used is usually 0.1 to 10 mol, preferably 0.2 to 5 mol, more preferably 0.3 to 3 mol, and still more preferably 0.4 to 2 mol, relative to 1 mol of the phthalonitrile compound. Moore.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt3Z5 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, and more preferably 1 to 2 moles .

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt4Z5 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, still more preferably 1 to 2 moles .

Examples of the acid include inorganic acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid, nitric acid, fluorosulfonic acid, and phosphoric acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; acetic acid , carboxylic acid such as citric acid, formic acid, gluconic acid, lactic acid, oxalic acid and tartaric acid, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid and carboxylic acid , more preferably acetic acid.

The amount of the acid used is usually 1 to 20 mol, preferably 1 to 10 mol, more preferably 1 to 8 mol, and still more preferably 1 to 6 mol, relative to 1 mol of the phthalonitrile compound.

The reaction of the phthalonitrile compound, the alkoxide compound, the compound pt3Z5, and the compound pt4Z5 is usually carried out in the presence of a solvent.

Examples of the solvent include: water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, and 1-octanol; ether solvents such as tetrahydrofuran; ketone solvents such as acetone ; Ester solvents such as ethyl acetate; Aliphatic hydrocarbon solvents such as hexane; Aromatic hydrocarbon solvents such as toluene; Halogenated hydrocarbon solvents such as dichloromethane and chloroform; N,N-dimethylformaldehyde and N-methylpyrrolidone, etc. Amide solvents; sulfite solvents such as dimethyl sulfoxide, preferably water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents, and sulfoxide solvents More preferable examples of the sour solvent include water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, dichloromethane, Chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone, and dimethylsulfoxide, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1 -Amyl alcohol, 1-octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethylsulfoxide, particularly preferred are water, acetonitrile, Methanol, ethanol and 2-propanol.

The usage-amount of a solvent is normally 1-1000 mass parts with respect to 1 mass part of phthalonitrile compounds.

The reaction temperature is usually 0 to 200°C, preferably 0 to 100°C, more preferably 0 to 70°C, and still more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

Relative to the compound IZ5 in which R ^1Z5 is a hydrogen atom, it is 1 mol, and the usage amount of the compound pt5Z5 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and even better 1 to 2 moles.

When the compound pt5Z5 is reacted, it is preferable to coexist with a base. Examples of the base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, and piperidine; sodium methoxide, sodium ethoxide, sodium tertiary butoxide, and Metal alkoxides such as potassium tributoxide; organometallic compounds such as butyllithium, t-butyllithium and phenyllithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

Relative to the compound IZ5 in which R ^1Z5 is a hydrogen atom, it is 1 mol, and the usage amount of the base is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and still more preferably 1 to 2 moles.

The reaction of compound pt5Z5 is usually carried out in the presence of a solvent. The solvent can be selected from the same range as previously described.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound IZ5 in which R ^1Z5 is a hydrogen atom. The reaction temperature of compound pt5Z5 is usually -90 to 200°C, preferably -80 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

When the compound IZ5 does not have a sulfonic acid group or -SO ₃ M ² , a sulfonic acid group or -SO ₃ M ²² can be introduced by reacting the compound IZ5 with a sulfonating agent such as oleum or chlorosulfonic acid. M ²² represents an alkali metal atom. As an alkali metal atom represented by ^M22 , a lithium atom, a sodium atom, and a potassium atom are mentioned.

Relative to compound IZ5 is ₁ mol, the usage amount of SO in the oleum is usually 1 to 50 mol, preferably 5 to 40 mol, more preferably 5 to 30 mol, and more preferably 5 to 25 moles. Relative to compound IZ5, it is 1 mol, and the amount of sulfuric acid used in the oleum is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and more preferably 10 to 100 mol. 50 moles. Relative to compound IZ5, 1 mol, the amount of chlorosulfonic acid used is usually 1 to 500 mol, preferably 10 to 300 mol, more preferably 10 to 200 mol, and more preferably 10 to 150 mol Ear.

The reaction temperature of the sulfonation is usually -20 to 200°C, preferably -10 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

The method of extracting compound IZ5 from the reaction mixture is not particularly limited, and it can be extracted by various known methods. For example, after completion of the reaction, compound IZ5 can be taken out by filtering the reaction mixture. After filtration, the obtained residue can also be subjected to column chromatography, recrystallization, or the like. After the completion of the reaction, the solvent of the reaction mixture can be distilled off and then purified by column chromatography.

<Compound IZ6>

Compound IZ6 is represented by formula IZ6.

[A ^c+ ] _d (I"Z6)

[In formula IZ6, D represents a structure having an isoindoline skeleton. Z represents -SO ₃ ^- or -CO ₂ ^- . A ^c+ represents a c-valent metal cation. a represents an integer from 1 to 10. b represents an integer of 1 or more. c represents an integer from 2 to 10. d represents an integer of 1 or more.

When D, Z, a or A ^c+ exists in plural, these can be respectively the same or different. The formula I'Z6 and the formula I"Z6 each represent a partial structure of the formula IZ6, and D, Z, A ^c+ , a, b, c and d represent the same ones as those in the formula IZ6. The negative valence of the partial structure shown is the same as the absolute value of the positive valence of the partial structure shown by the formula I"Z6]

The integer represented by a is 1 to 10, preferably 1 to 8, more preferably 1 to 6, and still more preferably 1 to 4. The integer represented by b is 1 or more, preferably 1 to 10, more preferably 1 to 8. The integer represented by c is 2 to 10, preferably 2 to 8, more preferably 2 to 6, and still more preferably 2 to 4. The integer represented by d is 1 or more, preferably 1 to 10, more preferably 1 to 8. Z is preferably -CO ₂ ^- .

A ^c+ represents a metal cation having a valence of 2 or more. As a metal cation with a valence of two or more,

Examples include metal cations from Groups 2 to 15 of the periodic table, and preferred examples include: Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Cd ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ² Divalent metal cations such as ⁺ , Hg ²⁺ , Fe ²⁺ , Co ²⁺ , Sn ²⁺ , Pb ²⁺ and Mn ²⁺ ; trivalent metal cations such as Al ³⁺ , Fe ³⁺ and Cr ³⁺ ; Tetravalent metal cations such as Sn ⁴⁺ and Mn ⁴⁺ , more preferably Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Co ²⁺ , Sn ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Cr ³⁺ , Sn ⁴⁺ and Mn ⁴⁺ , more preferably Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Cr ³⁺ and Mn ⁴⁺ .

The compound represented by the formula (IZ6) is preferably a compound represented by the formula IZ6-A (hereinafter, sometimes referred to as compound IZ6-A).

[A ^c+ ] _d (IZ6-A")

[In formula (IZ6-A), A ^c+ , b, c and d have the same meanings as described above.

R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 , independently of each other: hydrogen atom, -CO-R ^102AZ6 , -COO-R ^101AZ6 , -OCO -R ^102AZ6 , -COCO-R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO- R ^102AZ6 , -NHCO-N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, -SO ₃ ^- , - CO ₂ ⁻ , a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent, or a heterocyclic group which can have a substituent.

R ^2AZ6 and R ^3AZ6 , R ^3AZ6 and R ^4AZ6 , R ^4AZ6 and R ^5AZ6 , R ^AA1Z6 and R ^AA2Z6 , and R ^12AZ6 and R ^13AZ6 can each be bonded to each other to form a ring. R ^101AZ6 , independently of each other, represents a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent or a heterocyclic group which may have a substituent.

R ^102AZ6 independently represents a hydrogen atom, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent. M represents a hydrogen atom or an alkali metal atom.

The formula IZ6-A' and the formula IZ6-A" each represent a partial structure of the formula IZ6-A, A ^c+ , b, c, d, R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 represent the same ones as those in formula IZ6-A.

When R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 , R ^102AZ6 , R ^102AZ6 , M, c or Ac ⁺ are present in plural, these can be respectively the same , can also be different.

R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 , which satisfy at least one of (ra-i) to (ra-iii) , the total number of -SO ₃ ^- or -CO ₂ ^- possessed by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 is a.

(ra-i) At least one of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 is -SO ₃ ^- or -CO ₂ ^- .

(ra-ii) At least one of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 is -CO-R ^102AZ6 , -COO-R ^101AZ6 , - OCO-R ^102AZ6 , -COCO-R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO -R ^102AZ6 , -NHCO-N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , or -OCON(R ^102AZ6 ) ₂ , the R ^101AZ6 and R ^102AZ6 are carbon numbers 1 to 1 having -SO ₃ ^- or -CO ₂ ^- A hydrocarbon group of 40 or a heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(ra-iii) At least one of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , and R ^13AZ6 , which has a carbon number of -SO ₃ ^- or -CO ₂ ^- A hydrocarbon group of 1 to 40 or a heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group and the heterocyclic group may also have a substituent other than -SO ₃ ^- or -CO ₂ ^- .

a represents the same meaning as in formula IZ6. When a is plural, these can be the same or different.

The negative valence of the partial structure represented by the formula IZ6-A' is the same as the absolute value of the positive valence of the partial structure represented by the formula IZ6-A". The wavy line represents E type or Z type]

The number of carbon atoms in the hydrocarbon group represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 is 1 to 40, preferably 1 to 40. 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10.

The hydrocarbon groups having 1 to 40 carbon atoms represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 can be aliphatic hydrocarbon groups and aromatic groups The aliphatic hydrocarbon group, the aliphatic hydrocarbon group, may be saturated or unsaturated, and may also be chain or alicyclic.

Examples of the saturated or unsaturated chain hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 include: methyl , ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptyl, octadecyl and eicosyl linear Alkyl, etc.; isopropyl, isobutyl, sec-butyl, tert-butyl, (2-ethyl)butyl, isopentyl, neopentyl, tert-pentyl, (1-methyl) pentyl, (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, isohexyl, (5-methyl)hexyl, (2-ethyl)hexyl and ( 3-ethyl) heptyl and other branched chain alkyl, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, 3 -Alkenyl groups such as butenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl and 2-pentenyl; etc. The carbon number of the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15. Among them, straight-chain or branched-chain alkyl groups having 1 to 10 carbon atoms (more preferably, 1 to 8 carbon atoms, and even more preferably 1 to 5 carbon atoms) are particularly preferred.

Examples of the saturated or unsaturated alicyclic hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 include: cyclic propyl, 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methyl cyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl cyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl cyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethyl cyclohexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; cyclohexenyl (for example, cyclohex-2-ene, cyclohex-3-ene), cycloalkenyl such as cycloheptenyl and cyclooctenyl; norbornyl, adamantyl, bicyclo[2.2.2]octane, etc. The carbon number of the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, still more preferably 4 to 20, still more preferably 4 to 15, still more preferably 5 to 20 15, with 5 to 10 being the best. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

Examples of the aromatic hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 include: phenyl, o-toluene base, m-tolyl, p-tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylbenzene base, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropyl Phenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 2,4,6-trimethylphenyl, 4-ethylphenyl, 4-butyl phenyl, 4-pentylphenyl, 2,6-bis(2-propyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylphenyl , 4-vinylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, Aromatic hydrocarbon groups such as fentanyl, phenanthrenyl, anthracenyl and pyrene; etc. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 15.

The hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 can also be the hydrocarbon groups listed above (for example, aromatic A hydrocarbon group, a group formed by combining with at least one of a chain hydrocarbon group and an alicyclic hydrocarbon group) include: aralkyl groups such as benzyl, phenethyl, and 1-methyl-1-phenylethyl; benzene Arylalkenyls such as phenyl vinyl (phenyl vinyl; phenyl ethenyl); arylalkynyls such as phenylethynyl; phenyl groups such as biphenyl and bitriphenyl bonded with one or more phenyl groups; cyclohexylmethyl phenyl, benzylphenyl, (dimethyl(phenyl)methyl)phenyl, etc.

^{The groups represented} by R 1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^{102AZ6 are} used as the above-listed hydrocarbon groups (for example, chain hydrocarbon groups with alicyclic hydrocarbon group), for example, cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, An alkyl group in which one or more alicyclic hydrocarbon groups are bonded, such as cyclohexylmethyl, 2-methylcyclohexylmethyl, cyclohexylethyl, and adamantylmethyl.

These carbon numbers are preferably 4 to 30, more preferably 6 to 30, still more preferably 6 to 20, still more preferably 4 to 20, still more preferably 4 to 15, particularly preferably 6 to 15 .

The hydrocarbon group represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 may have a substituent. The substituent may be monovalent or divalent. As for the divalent substituent, it is preferable that two bonds are bonded to the same carbon atom to form a double bond.

Examples of the monovalent substituent include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a second butoxy group, a third butoxy group, pentyloxy, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl) yl)hexyloxy, eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, o-tolyloxy, 2,3-dimethyloxy phenyloxy, 2,4-dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylbenzene oxy, 3,5-dimethylphenyloxy, 2,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy group, 2,5-dicyanophenyloxy, 2,6-dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-Methoxyphenyl Oxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyl Oxygen groups, etc., and groups represented by the following formulas, etc., have a hydrocarbon group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or a derivative thereof (for example, via a carboxyl group, a sulfonic acid group, The oxy group of nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group), etc. of carbon number 1 to 10);

Methylthio, ethylthio, propylthio, butylthio, tert-butylthio, pentylthio, hexylthio, (2-ethyl)hexylthio, heptylthio, octylthio, nonylthio base, decylthio, undecylthio, dodecylthio, eicosylthio, phenylthio and o-tolylthio, etc. are bonded with carbon number 1 to 20 (preferably carbon number 1 to 20). 10) the sulfur group of the hydrocarbon group;

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl;

carboxyl;

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl) hexyl, heptyl, octyl, nonyl, Decanoyl group, undecanoyl group, dodecanoyl group, hexadecanoyl group, benzyl group, etc., and bases shown in the following formula, etc. are bonded with carbon number 1 to 20 (preferably carbon number 1 to 11) hydrocarbon group or its derivative group (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl amine sulfonyl group (preferably octyl) having 1 to 10 carbon atoms The carbonyl group of the group derived from sulfonamidosulfonyl) and the like) (when the carbonyl group is an alkanoyl group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyloxy ylcarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, o-tolyloxy A carbonyl group, etc., and a group represented by the following formula, etc., are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably carbon number 1 to 10) or a derivative group thereof (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a Oxycarbonyl group of hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group), etc. derived from carbon number 1 to 10);

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropyl amino, N-isopropylamine, N,N-diisopropylamine, N-butylamine, N,N-dibutylamine, N-isobutylamine, N, N-diisobutylamine, N-second-butylamine, N,N-di-second-butylamine, N-tert-butylamine, N,N-di-tert-butylamine , N-pentylamino, N,N-dipentylamino, N-(1-ethylpropyl)amino, N,N-bis(1-ethylpropyl)amino, N-hexyl Amino, N,N-dihexylamino, N-(2-ethyl)hexylamino, N,N-bis(2-ethyl)hexylamino, N-heptylamino, N,N- Diheptylamino, N-octylamino, N,N-Dioctylamino, N-nonylamino, N,N-dinonylamino, N-phenylamino, N,N-diphenylamino, N,N-ethyl Methylamino, N,N-propylmethylamino, N,N-isopropylmethylamino, N,N-butylmethylamino, N-decylamino, N,N-decyl Methylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamino, N,N-dodecylmethylamino, N-eicosyl Amine group, N,N-eicosylmethylamine group, N,N-tert-butylmethylamine group, N,N-phenylmethylamine group, etc., and groups represented by the following formula, etc. or 2 hydrocarbon groups with 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or derivatives thereof (for example, through a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number 1 to 10 amine groups substituted with alkyl sulfonamides (preferably derived from octyl sulfonamides, etc.);

Sulfamoyl; N-methylsulfamoyl, N,N-dimethylsulfamoyl, N-ethylsulfamoyl, N,N-diethylsulfamoyl, N-propyl Sulfonyl, N,N-dipropylaminesulfonyl, N-isopropylaminesulfonyl, N,N-diisopropylaminesulfonyl, N-butylaminesulfonyl, N,N-Dibutylaminesulfonyl, N-isobutylaminesulfonyl, N,N-diisobutylaminesulfonyl, N-dibutylaminesulfonyl, N,N- Di-2-butyl sulfamoyl, N-tert-butyl sulfamoyl, N,N-di-tert-butyl sulfamoyl, N-pentyl sulfamoyl, N,N-dipentane sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N,N-bis(1-ethylpropyl) sulfamoyl, N-hexyl sulfamoyl, N,N - Dihexyl sulfamoyl, N-(2-ethyl) hexyl sulfamoyl, N,N-bis(2-ethyl) hexyl sulfamoyl, N-heptyl sulfamoyl, N, N, N-diheptylaminosulfonyl, N-octylaminosulfonyl, N,N-dioctylaminosulfonyl, N,N-octylmethylaminosulfonyl, N-nonylaminosulfonyl Sulfonyl, N,N-dinonylsulfamoyl, N-phenylsulfamoyl, N,N-diphenylsulfamoyl, N,N-ethylmethylsulfamoyl, N ,N-propylmethylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-butylmethylaminosulfonyl, N-decylaminosulfonyl, N,N- Decylmethylsulfamoyl, N-undecylsulfamoyl, N,N-undecylmethylsulfamoyl, N-decyl Diylaminosulfonyl, N,N-dodecylmethylaminosulfonyl, N-icosylaminosulfonyl, N,N-eicosylmethylaminosulfonyl, N,N-th Tributylmethyl sulfamoyl, N,N-phenylmethyl sulfamoyl, etc., and groups represented by the following formulas, etc., have one or two carbon atoms of 1 to 20 (preferably carbon atoms of 1 to 20). 10) hydrocarbon group or its derivative group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl group) of carbon number 1 to 10 Sulfasulfonyl group) and other derivatives) substituted sulfasulfonyl group;

Carboxylamido; Acetylamino, Propionylamino, Butylamino, 2,2-dimethylpropionylamino, Pentanylamino, Hexylamino, (2- Ethyl) hexylamino, heptylamino, octylamino, nonylamino, decanoylamino, undecanoylamino, dodecanoylamino, hexadecanoylamino Amine group, benzylamino group, etc., and groups represented by the following formula, etc. are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably 1 to 12 carbon atoms) or a derivative group thereof (for example, through a carboxyl group, Carbonylamino group of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group (preferably octylaminosulfonyl group) and other derivatives of carbon number 1 to 10) (When the carbonylamino group is an alkanoylamino group, the carbon number is preferably 1 to 12);

Hydroxyl; halogen atoms such as fluorine atom, chlorine atom, bromine atom and iodine atom;

Carboxyl group, -CO ₂ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); sulfonic acid group, -SO ₃ M ² (M ² is an alkali metal, preferably lithium, sodium, potassium); nitro; cyano;

Methoxy; Acetyloxy, Propionyloxy, Butyloxy, 2,2-Dimethylpropionyloxy, Pentamyloxy, Hexyloxy, (2-ethyl)hexyloxy Oxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, behenyloxy, benzyloxy etc., and the groups represented by the following formulae are bonded to a hydrocarbon group with a carbon number of 1 to 20 (preferably a carbon number of 1 to 10) or its derivative group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, A halogen (preferably a chlorine atom), a group derived from an alkylaminosulfonyl group having a carbon number of 1 to 10 (preferably an octylaminosulfonyl group), etc.) carbonyloxy group (the carbonyloxy group is an alkanoyloxy group) base, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl Sulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p- Tolylsulfonyl, etc., and groups represented by the following formulas, etc., are bonded to a hydrocarbon group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or a derivative group thereof (for example, A group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc.) Sulfonyl;

Aminocarboxy; N-methylaminocarboxy, N,N-dimethylaminocarboxy, N-ethylaminecarboxy, N,N-diethylaminecarboxy, N-propyl Carboxyl, N,N-dipropylamine carboxyl, N-isopropylamine carboxyl, N,N-diisopropylamine carboxyl, N-butylamine carboxyl, N,N-dibutylamine carboxyl, N-isobutylamine carboxyl, N,N-diisobutylamine carboxyl, N-dibutylamine carboxyl, N,N- Di-tert-butylamine carboxyl, N-tert-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N-pentylamine carboxyl, N,N-dipentane Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N,N-bis(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N,N -Dihexylaminocarboxy, N-(2-ethyl)hexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl, N, N-Diheptylamine carboxyl, N-octylamine carboxyl, N,N-dioctylamine carboxyl, N-nonylamine carboxyl, N,N- Octylmethylamine carboxyl, N,N-octylbutylamine carboxyl, N,N-dinonylamine carboxyl, N-phenylamine carboxyl, N,N-diphenyl Aminocarboxy, N,N-ethylmethylcarbamoyl, N,N-propylmethylcarbamoyl, N,N-isopropylmethylcarbamoyl, N,N-butylmethyl Carboxylic acid group base, N-dodecylaminocarboxy, N,N-dodecylmethylcarbamoyl, N-eicosylcarbamoyl, N,N-eicosylmethylcarbamoyl, N,N-tert-butylmethylcarbamoyl, N,N-phenylmethylcarbamoyl, etc., and groups represented by the following formulas, etc., have one or two carbon atoms of 1 to 20 (preferably A hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having a carbon number of 1 to 10 ( It is preferably a carbamoyl group substituted with a base derived from octylaminosulfonyl) and the like;

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroiso Propyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluorodecyl Fluoroeicosyl, perfluorocyclohexyl, perfluorophenyl and other hydrocarbon groups having 1 to 20 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms;

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane ylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoroundecylmethyl, perfluorododecylmethyl and perfluoroeicosylmethyl are replaced by fluorine atoms through all hydrogen atoms Substituted straight-chain or branched alkyl with 1 to 20 carbon atoms substituted with 1 to 20 carbon atoms;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, and 2,4,6-trifluorophenyl, etc., a part of the hydrogen atom is substituted with fluorine and has a carbon number of 1 to 20 (preferably a carbon number of 1 to 20). 1 to 10) of hydrocarbon groups;

-CO-SH, -CO-S-CH ₃ , -CO-S-CH ₂ CH ₃ , -CO-S-CH ₂ -CH ₂ -CH ₃ and -CO-S-CH ₂ -CH ₂ -CH ₂ -CH ₃ and other carbon number 1 to 20 (preferably carbon number 1 to 10) alkylthiocarbonyl, -CO-SC ₆ H ₅ and other carbon number 6 to 20 arylthiocarbonyl;

*-COCO-R represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative thereof (For example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. base)) base;

*-NRCONR ₂ represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. ), the R system can be the same or different, and can also be bonded to each other to form a ring) base;

*-OCONR ₂ represented by the following formula (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. ), the R system can be the same or different, and can also be bonded to each other to form a ring) base;

*-NRCOOR represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, those satisfying 1 to 20 carbon atoms), or a derivative thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. ), the R system can be the same or different, and can also be bonded to each other to form a ring) base;

*-OP(O)(OCH ₃ ) ₂ etc. *-OP(O)(OR) ₂ (in the formula, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, the carbon 1 to 20), or derivatives thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having a carbon number of 1 to 10 (preferably For the bases derived from octyl sulfamoyl) etc.), the R systems can be the same or different from each other, and can also be bonded to each other to form a ring) base);

*-Si(CH ₃ ) ₃ , *-Si(CH ₂ CH ₃ ) ₃ , *-Si(C ₆ H ₅ ) ₃ and *-Si(CH(CH ₃ ) ₂ ) ₃ etc. *-SiR ₃ (formula wherein, R is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms (for example, one of the hydrocarbon groups listed above that satisfies a carbon number of 1 to 20), or a derivative group thereof (eg, a carboxyl group, a sulfonic acid group, a nitro group, a Hydroxyl, halogen (preferably chlorine atom), alkyl sulfamoyl having 1 to 10 carbon atoms (preferably octyl sulfamoyl), etc.), the R can be the same as each other or can be Different, can also bond with each other to form a ring) base; -SO ₃ ^- ; -CO ₂ ^- ; and so on.

Examples of the divalent substituent include a pendant oxy group, a thione group, an imino group, an imino group substituted with an alkyl group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms), and an imino group having a carbon number of 1 to 10. 6 to 20 aryl substituted imino groups, etc. Examples of the alkyl-substituted imino group include CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N=, and CH ₃ -(CH ₂ ) ₃ -N = etc. As an imino group substituted by an aryl group, _{C6H5 -} N= etc. are mentioned.

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of group s1 is preferably mentioned. The derivatized group shown below is preferably a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylamine sulfonyl group having 1 to 10 carbon atoms (preferably an octyl group) Sulfasulfonyl) and other derivatives.

[group s1]

An oxy group with a hydrocarbon group having 1 to 20 carbon atoms or its derivative group bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivative thereof;

An oxycarbonyl group bonded to a hydrocarbon group having 1 to 20 carbon atoms or a derivative thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatives thereof; sulfasulfonate groups; amines substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or derivatives thereof Sulfonyl group; carbonylamine group bonded with a hydrocarbon group having 1 to 20 carbon atoms or a derivative thereof; hydroxyl group; halogen atom; -CO ₂ M (preferably a carboxyl group) (M represents a hydrogen atom or an alkali metal atom, preferably to represent a hydrogen atom);

-SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group; a hydrocarbon group having 1 to 20 carbon atoms bonded thereto or a derivative thereof carbonyloxy group; sulfonyl group bonded with a hydrocarbon group having 1 to 20 carbon atoms or a derivative thereof; carbamoyl; carbamoyl substituted with 1 or 2 hydrocarbon groups having 1 to 20 carbon atoms or a derivative group thereof Acyl group; hydrocarbon group with 1 to 20 carbon atoms in which all hydrogen atoms are substituted by fluorine atoms; A hydrocarbon group of 1 to 20; a hydrocarbon group of a carbon number of 1 to 20 in which a part of the hydrogen atom is substituted with fluorine; a pendant oxy group; -SO ₃ ^- ; -CO ₂ ^- .

As the substituent of the hydrocarbon group having 1 to 40 carbon atoms, the substituent of group s2 is more preferably mentioned.

[group s2]

An oxy group having a hydrocarbon group having 1 to 10 carbon atoms or its derivative group bonded on one side;

A carbonyl group bonded to a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof;

An oxycarbonyl group bound with a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms;

Sulfasulfonyl group; Sulfasulfonyl group substituted with one or two hydrocarbon groups having 1 to 10 carbons or derivatives thereof; Carbonylamino groups bonded with hydrocarbon groups having 1 to 10 carbons or derivatives thereof; Hydroxyl; Fluorine atom, chlorine atom, bromine atom; -CO ₂ M (preferably carboxyl group) (M represents hydrogen atom or alkali metal atom, preferably represents hydrogen atom);

-SO ₃ M (preferably a sulfonic acid group) (M represents a hydrogen atom or an alkali metal atom, preferably a hydrogen atom); a nitro group; a cyano group;

A carbonyloxy group bound with a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof;

A sulfonyl group bonded with a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof;

Carboxylic group; Carboxylic group substituted with one or two hydrocarbon groups of 1 to 10 carbon atoms or derivatives thereof; Hydrocarbyl groups of 1 to 10 carbon atoms in which all hydrogen atoms are substituted with fluorine atoms;

Hydrocarbyl group of 1 to 10 carbon atoms substituted by straight or branched alkyl group of carbon number 1 to 10 in which all hydrogen atoms are substituted by fluorine atoms; hydrocarbon group of 1 to 10 carbon atoms substituted with a part of hydrogen atoms by fluorine ; Pendant oxy; -SO ₃ ^- ; -CO ₂ ^- .

As R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 , and R ^102AZ6 , the substituted hydrocarbon group having 1 to 40 carbon atoms may be Examples include a hydrocarbon group having 1 to 40 carbon atoms having a monovalent or divalent substituent; preferably, a saturated or unsaturated chain hydrocarbon group having 1 to 30 carbon atoms having a monovalent or divalent substituent, A saturated or unsaturated alicyclic hydrocarbon group with 3 to 30 carbon atoms as a valent or divalent substituent, and an aromatic hydrocarbon group with 6 to 30 carbon atoms as a monovalent or bivalent substituent, or a combination of hydrocarbon groups A group with a carbon number of 4 to 30 having a monovalent or divalent substituent;

More preferably include: saturated or unsaturated chain hydrocarbon group having 1 to 20 carbon atoms with group s1 substituent, saturated or unsaturated alicyclic hydrocarbon group having group s1 with 3 to 20 carbon atoms, and group s1 An aromatic hydrocarbon group with 6 to 20 carbon atoms in the substituent or a group formed by combining hydrocarbon groups and a group with 4 to 20 carbon atoms in the group s1 substituent;

Particularly preferred ones include: saturated or unsaturated chain hydrocarbon groups having 1 to 15 carbon atoms with group s2 substituents, saturated or unsaturated alicyclic hydrocarbon groups with group s2 substituents having 3 to 15 carbon atoms, and groups s2 The substituent is an aromatic hydrocarbon group with 6 to 15 carbon atoms or a group formed by combining hydrocarbon groups and has a group s2 substituent and a group with 4 to 15 carbon atoms.

The heterocyclic group represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 , and R ^102AZ6 may be monocyclic or polycyclic. , preferably a heterocyclic ring containing a heteroatom as a constituent element of the ring. As a hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, etc. are mentioned.

The number of carbon atoms in the heterocyclic group is preferably 3 to 30, more preferably 3 to 22, still more preferably 3 to 20, still more preferably 3 to 18, still more preferably 3 to 15, particularly preferably 3 to 14.

等單環系飽和雜環；2,5-二甲基吡咯等吡咯、2-甲基吡唑、3-甲基吡唑等吡唑、咪唑、1,2,3-三唑及1,2,4-三唑等5員環系不飽和雜環；吡啶、嗒

、6-甲基嘧啶等嘧啶、吡

及1,3,5-三

等6員環系不飽和雜環；吲唑、吲哚啉、異吲哚啉、吲哚、 吲哚

、苯并咪唑、喹啉、異喹啉、5,6,7,8-四氫(3-甲基)喹

啉、3-甲基喹

啉等喹

啉、喹唑啉、噌啉、呔

、

啶、嘌呤、喋啶、苯并吡唑、苯并哌啶等縮合二環系雜環；咔唑、吖啶及啡

等縮合三環系雜環；等。 Examples of the heterocyclic ring containing a nitrogen atom include aziridine, azetidine, pyrrolidine, piperidine and piperidine

Saturated heterocycles such as monocyclic systems; pyrroles such as 2,5-dimethylpyrrole, pyrazoles such as 2-methylpyrazole, 3-methylpyrazole, imidazole, 1,2,3-triazole and 1,2 ,4-triazole and other 5-membered unsaturated heterocycles; pyridine, pyridine

, pyrimidines such as 6-methylpyrimidine, pyridine

and 1,3,5-three

6-membered ring system unsaturated heterocycle; indazole, indoline, isoindoline, indole, indole

, benzimidazole, quinoline, isoquinoline, 5,6,7,8-tetrahydro(3-methyl)quinoline

Linen, 3-methylquinoline

quinoline

quinazoline, quinazoline, cinnoline,

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, benzopiperidine; carbazole, acridine and phenanthrene

etc. Condensed tricyclic heterocycles; etc.

烷及1,4-二

烷、1-環戊基二氧雜環戊烷等單環系飽和雜環；1,4-二氧雜螺[4.5]癸烷、1,4-二氧雜螺[4.5]壬烷等二環系飽和雜環；α-乙內酯、β-丙內酯、γ-丁內酯、γ-戊內酯及δ-戊內酯等內酯系雜環；2,3-二甲基呋喃、2,5-二甲基呋喃等呋喃等5員環系不飽和雜環；2H-哌喃、4H-哌喃等6員環系不飽和雜環； Examples of the heterocyclic ring containing an oxygen atom include ethylene oxide, oxetane, tetrahydrofuran, tetrahydropiperan, 1,3-diol

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane and 1-cyclopentyldioxolane; 1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane, etc. Ring system saturated heterocycles; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, γ-valerolactone and δ-valerolactone; 2,3-dimethylfuran 5-membered unsaturated heterocycles such as furan, 2,5-dimethylfuran, etc.; 6-membered unsaturated heterocycles such as 2H-piperan and 4H-piperan;

呃、

唍及異

唍等縮合二環系雜環；二苯并哌喃、二苯并呋喃等縮合三環系雜環；等。 1-benzofuran, 4-methylbenzopyran and other benzopyrans, benzobis

Uh,

Swallow and Different

Condensed bicyclic heterocycles such as sulfone; condensed tricyclic heterocycles such as dibenzopyran and dibenzofuran; etc.

Examples of the heterocyclic ring containing a sulfur atom include 5-membered saturated heterocyclic rings such as dithiolane; thiane, 1,3-dithiane, 2-methyl 1, 6-membered saturated heterocycles such as 3-dithiacyclohexane; 5-membered rings such as thiophenes such as 3-methylthiophene, 2-carboxythiophene, 4H-thiopyran, benzothiopyran, etc. unsaturated heterocycles; condensed bicyclic heterocycles such as benzothiophene; condensed tricyclic heterocycles such as thianthene and dibenzothiophene; etc.

唑等

唑、 2-甲基異

唑、3-甲基異

唑等異

唑等單環系不飽和雜環； Examples of the heterocyclic ring containing a nitrogen atom and an oxygen atom include morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine Monocyclic saturated heterocycles such as ketones; 4-methyl

azole, etc.

azole, 2-methyliso

azole, 3-methyliso

azole isoiso

Monocyclic unsaturated heterocycles such as azoles;

唑、苯并異

唑、苯并

、苯并二

烷、苯并咪唑咻等縮合二環系雜環；啡

等縮合三環系雜環；等。 Benzo

azole, benziso

azoles, benzos

, benzodi

Condensed bicyclic heterocycles such as alkanes, benzimidazoles, etc.;

etc. Condensed tricyclic heterocycles; etc.

等縮合三環系雜環；等。 Examples of heterocycles containing nitrogen atoms and sulfur atoms include monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; thiocyanate

etc. Condensed tricyclic heterocycles; etc.

The above-mentioned heterocycle can also be a group in which the above-mentioned hydrocarbon groups are combined, and examples thereof include tetrahydrofurylmethyl and the like.

The above-mentioned heterocyclic ring can also be represented by the following formula.

The above-mentioned heterocyclic group may be a heterocyclic group formed by bonding at least two of R ^1AZ6 to R ^5AZ6 . Such a heterocyclic group has a ring structure of two or more rings together with the benzene ring to which R ^1AZ6 to R ^5AZ6 are bonded. Examples of such a ring structure having two or more rings include structures of the following formulae.

The bonding site of the above-mentioned heterocyclic ring is the part after the detachment of any hydrogen atom contained in each ring.

The heterocyclic group represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 may have a substituent. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Furthermore, when the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the nitrogen atom can also bond to the above-mentioned hydrocarbon group as a substituent.

Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

Examples of the substituted heterocyclic group represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 , and R ^102AZ6 include those having a monovalent Or the heterocyclic group of the divalent substituent is preferably a heterocyclic group having a substituent of group s1, more preferably a heterocyclic group having a substituent of group s2.

The substituent (first substituent) which the above-mentioned hydrocarbon group or heterocyclic group can have may be one or two or more, and the two or more substituents are independent of each other, and may be the same or different. In addition, the said 1st substituent can also couple|bond with another substituent (2nd substituent) in the hydrocarbon group contained in the part. The second substituent can be selected from the same groups as the first substituent.

Below, for R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 -CO-R ^102AZ6 , -COO-R ^101AZ6 , -OCO-R ^102AZ6 , -COCO -R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO-R ^102AZ6 , -NHCO- N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ , halogen atom, -SO ₃ M, -CO ₂ M will be described. -CO-R ^102AZ6 , -COO-R ^101AZ6 , -OCO-R ^102AZ6 , -COCO-R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , - exemplified below CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO-R ^102AZ6 , -NHCO-N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ , preferably corresponding to R ^101AZ6 , Part of R ^102AZ6 is bonded with group s2 substituents, especially -SO ₃ ^- , -CO ₂ ^- and the like.

Examples of -CO-R ^102AZ6 include: carboxyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl) Hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, benzyl, etc., and the bases shown in the above formulas are bonded A hydrocarbon group having a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivative thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10. The carbonyl group of the alkyl sulfamoyl group (preferably a base derived from octyl sulfamoyl group, etc.) (when the carbonyl group is an amide group, the carbon number is 2 to 41), and shown in Table 1Z6 to Table 4Z6 In the compound, the base corresponding to -CO-R ^102AZ6 , etc., preferably include: a carbonyl group with a carbon number of 1 to 11 (and more preferably a carbon number of 1 to 10) or its derivative group (the carbonyl group is an alkane group) In the case of an acyl group, the carbon number is more preferably 2 to 12) and the base corresponding to -CO-R ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, etc.

Examples of -COO-R ^101AZ6 include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tert-butoxycarbonyl, butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2 -Ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, phenyloxycarbonyl, di Decyloxycarbonyl, etc., and the group represented by the above formula, etc. are bonded to a hydrocarbon group having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or a derivative group thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group oxycarbonyl group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group with carbon number 1 to 10 (preferably octyl sulfamoyl group), etc.) and the oxycarbonyl group in Table 1Z6 to Table 1 In the compounds shown in 4Z6, the bases corresponding to -COO-R ^102AZ6 , etc., preferably include: the oxycarbonyl group bonded with a hydrocarbon group having a carbon number of 1 to 10 or its derivative group, and the compounds shown in Table 1Z6 to Table 4Z6. Corresponding to the base of -COO-R ^102AZ6 , etc.

Examples of -OCO-R ^102AZ6 include: methoxyloxy; acetyloxyl, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, penyloxy, hexanoyloxy Oxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecanoyloxy, dodecanoyloxy, eicosyloxy A hydrocarbon group having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or a derivative thereof (for example, a carboxyl group, a carboxyl group, a carboxyl group, a carboxyl group, Carbonyloxy group derived from sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably octylaminosulfonyl group), etc.) (When the carbonyloxy group is an acyloxy group, the number of carbon atoms is 2 to 41), and the bases corresponding to -OCO-R ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, etc., preferably include: bonded with carbon The carbonyloxy group of the hydrocarbon group of the number 1 to 11 (and more preferably the carbon number of 1 to 10) or its derivative group (when the carbonyloxy group is an acyloxy group, the carbon number is more preferably 2 to 12) and Table 1Z6 to The compounds shown in Table 4Z6 correspond to the bases of -OCO-R ^102AZ6 and the like.

Examples of -COCO-R ^102AZ6 include methyloxalyl, ethyloxalyl, propyloxalyl, butyloxalyl, pentyloxalyl, hexyloxalyl, (2-ethyloxalyl) Base) Hexyl oxalyl, heptyl oxalyl, octyl oxalyl, nonyl oxalyl, decyl oxalyl, undecyl oxalyl, dodecyl oxalyl, 20 base oxalyl base, cyclopentyloxalyl, cyclohexyloxalyl, phenyloxalyl, p-tolyloxalyl, etc., and the bases shown in the above formula are bonded with carbon number 1 to 40 (preferably A hydrocarbon group with a carbon number of 1 to 20 or its derivative group (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group with a carbon number of 1 to 10 (more Preferred are oxalyl and the like derived from octylaminosulfonyl) and the like.

Examples of -OR ^102AZ6 include: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, 2nd butoxy, 3rd butoxy, pentyloxy Oxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy, eicosyloxy , 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy , 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethylphenyloxy, 2 ,2-dicyanophenyloxy, 2,3-dicyanophenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy, 2,6 -dicyanophenyloxy, 3,4-dicyanophenyloxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2-methoxyphenyl oxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., and those represented by the above formula A hydrocarbon group having 1 to 40 carbon atoms (preferably a carbon number of 1 to 20) or its derivative group (eg, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), The oxy group of the alkyl sulfamoyl group (preferably the group derived from octyl sulfasulfonyl group, etc.) of carbon number 1 to 10 and the base corresponding to -OR ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, etc., Preferred are an oxy group bonded with a hydrocarbon group having 1 to 10 carbon atoms or a derivative group thereof, and a group corresponding to -OR ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, and the like.

Examples of -SO ₂ -R ^101AZ6 include methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2- ethyl) hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl Acyl group, phenylsulfonyl group, p-tolylsulfonyl group, etc., and the group represented by the above formula, etc., are bonded with a hydrocarbon group having 1 to 40 carbon atoms (preferably, a hydrocarbon group having 1 to 20 carbon atoms) or its derivative group (For example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. sulfonyl group) and the group corresponding to -SO ₂ -R ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, etc., preferably a sulfonyl group bonded with a hydrocarbon group with a carbon number of 1 to 10 or its derivative group and The compounds shown in Table 1Z6 to Table 4Z6 correspond to the bases of -SO ₂ -R ^102AZ6 and the like.

Examples of -SO ₂ N(R ^102AZ6 ) ₂ include sulfamoyl; N-methyl sulfamoyl, N-ethyl sulfamoyl, N-propyl sulfamoyl, N-iso Propylaminosulfonyl, N-butylaminosulfonyl, N-isobutylaminosulfonyl, N-2-butylaminosulfonyl, N-tert-butylaminosulfonyl, N- Amyl sulfamoyl, N-(1-ethylpropyl) sulfamoyl, N-hexyl sulfamoyl, N-(2-ethyl) hexyl sulfamoyl, N-heptyl sulfamate Sulfonyl, N-Octyl Sulfonyl, N-Nonyl Sulfonyl, N-Decyl Sulfonyl, N-Undecyl Sulfonyl, N-Dodecyl Sulfonyl, N-Eicosylaminosulfonyl, N-phenylaminosulfonyl, etc., and the groups represented by the above formula, etc., are a hydrocarbon group having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or its Derivative groups (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkyl sulfamoyl group having 1 to 10 carbon atoms (preferably an octyl sulfamoyl group), etc. Derivative group) substituted sulfasulfonyl group and the compounds shown in Table 1Z6 to Table 4Z6 corresponding to -SO ₂ NH (R ^102AZ6X ) (except that R ^102AZ6X is not a hydrogen atom, the rest are the same as R ^102AZ6 ) groups, etc.; N,N-dimethylaminosulfonyl, N,N-ethylmethylaminosulfonyl, N,N-diethylaminosulfonyl, N,N-propylmethylaminosulfonyl, N,N-dipropylaminosulfonyl, N,N-isopropylmethylaminosulfonyl, N,N-diisopropylaminosulfonyl, N,N-tert-butylmethylaminosulfonyl base, N,N-diisobutylaminosulfonyl, N,N-di-2-butylaminosulfonyl, N,N-di-tert-butylaminosulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylaminesulfonyl, N,N-dipentylsulfamoyl, N,N-bis(1-ethylpropyl)sulfamoyl, N,N- Dihexyl sulfamoyl, N,N-bis(2-ethyl)hexyl sulfamoyl, N,N-diheptyl sulfamoyl, N,N-octylmethyl sulfamoyl, N ; N,N-Dodecylmethylaminosulfonyl, N,N-Eicosylmethylaminosulfonyl, N,N-phenylmethylaminosulfonyl, N,N-diphenylaminosulfonyl Acyl group, etc., and the group represented by the above formula, etc., through 2 hydrocarbon groups having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or derivatives thereof (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group) , halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group) and other derivatives of carbon number 1 to 10) substituted sulfamoyl group and table 1Z6 to table 4Z6 In the compound shown, the base corresponding to -SO ₂ N(R ^102AZ6X ) ₂ (except that R ^102AZ6X is not a hydrogen atom, the rest are the same as R ^102AZ6 ), etc., is preferably one or two carbon atoms from 1 to 10. Hydrocarbyl or derivatives thereof substituted sulfamoyl and Tables 1Z6 to 4Z The compound shown in 6 corresponds to the base of -SO ₂ N(R ^102AZ6 ) ₂ and the like.

Examples of -CON(R ^102AZ6 ) ₂ include carbamoyl; N-methyl carbamoyl, N-ethyl carbamoyl, N-propyl carbamoyl, N-isopropyl Aminocarboxy, N-butylaminocarboxy, N-isobutylaminecarboxy, N-2-butylaminecarboxy, N-tert-butylaminecarboxy, N-pentyl Aminocarboxy, N-(1-ethylpropyl)carbamoyl, N-hexylcarbamoyl, N-(2-ethyl)hexylcarbamoyl, N-heptylcarbamoyl , N-octylamine carboxyl and N-nonylamine carboxyl, N-decylamine carboxyl, N-undecylamine carboxyl, N-dodecylamine carboxyl, N- Eicosylamine carboxyl, N-phenylamine carboxyl, etc., and the bases represented by the above formulas, etc., through a hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or its derivative group (For example, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. base) substituted amine carboxyl group and the compounds shown in Table 1Z6 to Table 4Z6 corresponding to -CONH (R ^102AZ6X ) (except that R ^102AZ6X is not a hydrogen atom, the rest are the same as R ^102AZ6 ) bases, etc.;

N,N-Dimethylamine carboxyl, N,N-ethylmethylamine carboxyl, N,N-diethylamine carboxyl, N,N-propylmethylamine carboxyl, N,N-dipropylamine carboxyl, N,N-isopropylmethylamine carboxyl, N,N-diisopropylamine carboxyl, N,N-tert-butylmethylamine carboxyl base, N,N-diisobutylamine carboxyl, N,N-di-2-butylamine carboxyl, N,N-di-tert-butylamine carboxyl, N,N-butylmethylamine Carboxylic, N,N-dibutylamine carboxyl, N,N-butyloctylamine carboxyl, N,N-dipentylamine carboxyl, N,N-bis(1-ethyl) propyl)aminocarboxy, N,N-dihexylcarbamoyl, N,N-bis(2-ethyl)hexylcarbamoyl, N,N-diheptylcarbamoyl, N ,N-Octylmethylaminocarboxy, N,N-Dioctylaminocarboxy, N,N-Dinonylcarbamoyl, N,N-Decylmethylcarbamoyl, N ,N-undecylmethylamine carboxyl, N,N-dodecylmethylamine carboxyl, N,N-eicosylmethylamine carboxyl, N,N-phenylmethylamine Carboxylic group, N,N-diphenylamine carboxyl group, etc., and the group represented by the above formula, etc., are treated with 2 hydrocarbon groups having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or derivatives thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylaminosulfonyl group having 1 to 10 carbon atoms (preferably an octylaminosulfonyl group), etc. ) substituted amine carboxyl group and the compounds shown in Table 1Z6 to Table 4Z6 corresponding to -CON(R ^102AZ6X ) ₂ (except that R ^102AZ6X is not a hydrogen atom, the rest are the same as R ^102AZ6 ) base, etc.,

Preferred are amine carboxyl groups substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatives thereof, and groups corresponding to -CON(R ^102AZ6 ) ₂ in the compounds shown in Tables 1Z6 to 4Z6, and the like.

Examples of -N(R ^102AZ6 ) ₂ include: amino; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butylamine group, N-isobutylamino, N-second-butylamino, N-tert-butylamino, N-pentylamino, N-hexylamino, N-(2-ethyl)hexyl Amine, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N-diamino Decylamino, N-phenylamino, etc., and the groups represented by the above formula, etc., are represented by a hydrocarbon group having 1 to 40 carbon atoms (preferably carbon number 1 to 20) or its derivative group (for example, through a carboxyl group). , sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl group (preferably octyl sulfamoyl group) and other derivatives of carbon number 1 to 10) substituted amine bases and bases corresponding to -NH(R ^102AZ6X ) in the compounds shown in Table 1Z6 to Table 4Z6 (except that R ^102AZ6X is not a hydrogen atom, the rest are the same as R ^102AZ6 ), etc.;

N,N-Dimethylamine, N,N-ethylmethylamine, N,N-diethylamine, N,N-propylmethylamine, N,N-dipropylamine N,N-isopropylmethylamine, N,N-diisopropylamine, N,N-tert-butylmethylamine, N,N-diisobutylamine, N,N -Di-2-butylamine, N,N-di-tert-butylamine, N,N-butylmethylamine, N,N-dibutylamine, N,N-dipentylamine, N,N-bis(1-ethylpropyl)amino, N,N-dihexylamino, N,N-bis(2-ethyl)hexylamino, N,N-diheptylamino, N,N-Dioctylamino, N,N-dinonylamino, N,N-decylmethylamino, N,N-undecylmethylamino, N,N-dodecyl Methylamino, N,N-eicosylmethylamino, N,N-phenylmethylamino, N,N-diphenylamino, etc., and the groups shown in the above formula, etc. A hydrocarbon group with a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) or a derivative group thereof (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a carbon number of 1 to 10 The amine group substituted by the alkyl sulfamoyl group (preferably octyl sulfamoyl group) and the corresponding -N(R ^102AZ6X ) ₂ in the compounds shown in Table 1Z6 to Table 4Z6 (except, except that R ^102AZ6X is the same as R 102AZ6 except that R 102AZ6X is not a hydrogen atom, and the rest are the same as R ^102AZ6 ), preferably amine groups substituted with one or two hydrocarbon groups having 1 to 10 carbon atoms or derivatives thereof, and those shown in Tables 1Z6 to 4Z6 In the compound, the base corresponding to -N(R ^102AZ6 ) ₂ and so on.

Examples of -NHCO-R ^102AZ6 include: carboxylamino; acetamido, propionylamino, butyrylamino, 2,2-dimethylpropionylamino, and pentanylamine base, hexylamino, (2-ethyl) hexylamino, heptylamino, octylamino, nonylamino, decylamino, undecylamino, ten A diaminoamino group, a behenylamino group, a benzylamino group, etc., and the group represented by the above formula, etc., are bonded to a hydrocarbon group having 1 to 40 carbon atoms (preferably, a carbon number of 1 to 20). or its derivative group (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfamoyl having 1 to 10 carbon atoms (preferably octyl sulfamoyl) ) and other derivatives) of the carbonylamino group (when the carbonylamino group is an acylamino group, the carbon number is 1 to 40) and the bases corresponding to -NHCO-R ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, etc., Preferably, it is a carbonylamino group bound with a hydrocarbon group with a carbon number of 1 to 10 or a derivative thereof (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and the carbonylamino groups shown in Table 1Z6 to Table 4Z6. In the compounds shown, the base corresponding to -NHCO-R ^102AZ6 , etc.

Examples of -NHCON(R ^102AZ6 ) ₂ include the groups listed above and the groups corresponding to -NHCON(R ^102AZ6 ) ₂ among the compounds shown in Tables 1Z6 to 4Z6.

Examples of -NHCOOR ^102AZ6 include the groups listed above, and groups corresponding to -NHCOOR ^{102AZ6 among} the compounds shown in Tables 1Z6 to 4Z6.

Examples of -OCON(R ^102AZ6 ) ₂ include the groups listed above, and the groups corresponding to -OCON(R ^102AZ6 ) ₂ in the compounds shown in Tables 1Z6 to 4Z6.

As a halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferable.

Examples of M of -SO ₃ M and -CO ₂ M include a hydrogen atom; an alkali metal atom such as a lithium atom, a sodium atom, and a potassium atom, preferably a hydrogen atom, a sodium atom, and a potassium atom.

The above -CO-R ^102AZ6 , -COO-R ^102AZ6 , -OCO-R ^102AZ6 , -COCO-R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^102AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO-R ^102AZ6 , -NHCON(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ The substituents (first substituents) contained in It is one or two or more, and two or more substituents are independent of each other, and may be the same or different.

Furthermore, the said 1st substituent can also couple|bond with another substituent (2nd substituent) in the hydrocarbon group contained in a part. The second substituent can be selected from the same groups as the first substituent.

Preferred as R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 are hydrogen atoms, -CO-R ^102AZ6 , -COO-R ^101AZ6 , -COCO- R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO-N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, -SO ₃ ^- , -CO ₂ ^- , carbon number 1 to A hydrocarbon group of 40 or a heterocyclic group which can have a substituent.

As R ^101AZ6 , a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent is preferred.

R ^102AZ6 is preferably a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent.

、喹

啉、喹唑啉、噌啉、咔唑、咔啉、啡啶、吖啶、呸啶、啡啉及啡

等含氮縮合雜環及其部分還原物；3-氫苯并呋喃2-酮等含氧縮合雜環及其部分還原物。 The rings formed by R ^2AZ6 and R ^3AZ6 , R ^3AZ6 and R ^4AZ6 , and R ^4AZ6 and R ^5AZ6 are condensed with the benzene ring of the isoindoline skeleton of the compound represented by formula IZ6. Examples of the condensed ring structure between the ring formed by R ^2AZ6 and R ^3AZ6 , R ^3AZ6 and R ^4AZ6 , and the ring formed by R ^4AZ6 and R ^5AZ6 and the aforementioned benzene ring include indene, naphthalene, biphenylene, indane, acenaphthene, Phenanthrene, perbenzonaphthalene, phenanthrene, anthracene, 1,2-benzoacenaphthene, vinylphenanthrene, vinylene anthracene, triphenylene, pyrene, 1,2-triphenylene, N-methylphthalimide, N-(1-phenylethyl)phthalimide and condensed hydrocarbon-based ring structures such as fused tetraphenyl, and some of these reduced products (for example, 9,10-dihydroanthracene, 1,2,3,4- Tetralin, etc.); indole, isoindole, indazole, quinoline, isoquinoline,

, quinoline

Linen, quinazoline, cinnoline, carbazole, carboline, phenanthrene, acridine, phenanthrene, phenanthroline and phenanthrene

and other nitrogen-containing condensed heterocycles and their partial reduction products; 3-hydrobenzofuran 2-one and other oxygen-containing condensation heterocycles and their partial reduction products.

When R ^2AZ6 and R ^3AZ6 , R ^3AZ6 and R ^4AZ6 , and R ^4AZ6 and R ^5AZ6 form a ring, the ring may have a substituent. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

When R ^3AZ6 and R ^4AZ6 form a ring, R ^2AZ6 and R ^5AZ6 , independently of each other, are preferably a hydrogen atom, an amino group or a hydroxyl group.

When R ^2AZ6 and R ^3AZ6 form a ring, it is preferable that R ^4AZ6 and R ^5AZ6 do not form a ring, and it is more preferable that R ^4AZ6 and R ^5AZ6 are hydrogen atoms.

Furthermore, when R ^4AZ6 and R ^5AZ6 form a ring, it is preferable that R ^2AZ6 and R ^3AZ6 do not form a ring, and it is more preferable that R ^2AZ6 and R ^3AZ6 are hydrogen atoms.

The ring formed by R ^AA1Z6 and R ^AA2Z6 , and R ^12AZ6 and R ^13AZ6 is bonded to the exomethylene (C=CH ₂ ) of the isoindoline skeleton of the formula IZ6. When the structure of the ring formed by ^AA1Z6 and R ^AA2Z6 and R ^12AZ6 and R ^13AZ6 and the carbon-carbon double bond (C=CH ₂ ) outside the ring, for example, the following groups A and B can be arranged in order. Structure of carbonyl, exocyclic carbon-carbon double bond and carbonyl. ** denotes a bond to the isoindoline skeleton.

[Group A]

[Group B]

R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 are represented independently of each other: hydrogen atom, -CO-R ^102AZ6 , -COO-R ^101AZ6 , -OCO-R ^102AZ6 , -COCO-R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO-R ^102AZ6 , -NHCO-N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, -SO ₃ ^- , -CO ₂ ^- , a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent or a heterocyclic group which can have a substituent.

-CO-R ^102AZ6 , -COO- ^{R 101AZ6 ,} -OCO-R ^102AZ6 , ^-COCO -R ^102AZ6 , ^{-OR 102AZ6 ,} -SO ₂ ^{-R 101AZ6 ,} -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO-R ^102AZ6 , -NHCO-N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ , halogen atoms, -SO ₃ M and -CO ₂ M include those represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 -CO-R ^102AZ6 , -COO-R ^101AZ6 , -OCO-R ^102AZ6 , -COCO-R ^102AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ , -N(R ^102AZ6 ) ₂ , -NHCO-R ^102AZ6 , -NHCO-N(R ^102AZ6 ) ₂ , -NHCOOR ^102AZ6 , -OCON(R ^102AZ6 ) ₂ , halogen atom, -SO ₃ M and -CO ₂ M is the same.

The optionally substituted hydrocarbon group having 1 to 40 carbon atoms and the optionally substituted heterocyclic group represented by R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 , and R ^102AZ6 may have a substituted hydrocarbon group having 1 to 40 carbon atoms or a substituted heterocyclic group that may be the same.

The hydrocarbon group and heterocyclic group having 1 to 40 carbon atoms represented by R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 may have a substituent. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

Preferred examples of R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , and R ^13AZ6 . are the same.

More preferable examples of R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 include methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, (2-ethyl) base) a hydrocarbon group having 1 to 10 carbon atoms such as hexyl, heptyl, octyl, nonyl, cyclohexyl and phenyl, and a hydrogen atom.

The groups exemplified in Group A and Group B can also be those in which the hydrogen atom bonded to the ring structure is substituted with a substituent.

Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same.

Among the substituents, preferred ones include hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents which can be possessed are the same.

R ^1AZ6 is a hydrogen atom, R ^2AZ6 , R ^3AZ6 , R ^4AZ6 and R ^{5AZ6 are} independently of each other,

Preferably, a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102AZ6 ) ₂ , a nitro group, a hydrocarbon group having 1 to 20 carbon atoms in which all or a part of the hydrogen atoms are substituted with a fluorine atom, - NHCO-R ^102AZ6 , -OR ^102AZ6 , -SO ₃ M or -CO ₂ M,

More preferably, it is a hydrogen atom, a tertiary butyl group or a nitro group.

R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 , preferably satisfying one of (raa-i) to (raa-iii) At least one of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 in total of -SO ₃ ^- or -CO ₂ ^- The number is a.

(raa-i) At least one of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 is -SO ₃ ^- or -CO ₂ ^- .

(raa-ii) At least one of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 is -CO-R ^102AZ6 , -COO-R ^101AZ6 , -OR ^102AZ6 , -SO ₂ -R ^101AZ6 , -SO ₂ N(R ^102AZ6 ) ₂ , -CON(R ^102AZ6 ) ₂ or -N(R ^102AZ6 ) ₂ , the R ^101AZ6 and R ^102AZ6 have -SO ₃ ^- or -CO ₂ ^- A hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group having -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(raa-iii) At least one of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 is carbon number 1 having -SO ₃ ^- or -CO ₂ ^- A hydrocarbon group to 40 or a heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . The hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

Examples of the aforementioned group A and group B include rings represented by formulae (QQ1) to (QQ25) and formula (QQA1) to formula (QQA36).

The compound represented by the formula IZ6-A is preferably the compound represented by the formula IZ6-B (hereinafter, sometimes referred to as the compound IZ6-B).

[A ^c+ ] _d (IZ6-B")

[In formula IZ6-B, A ^c+ , b, c, d and the wavy line have the same meanings as described above. L ¹ represents -CO- or -SO ₂ -. R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 , independently of each other: hydrogen atom, -CO-R ^102BZ6 , -COO-R ^101BZ6 , -OCO-R ^102BZ6 , -COCO-R ^102BZ6 , -OR ^102BZ6 , -SO ₂ -R ^101BZ6 , -SO ₂ N(R ^102BZ6 ) ₂ , -CON(R ^102BZ6 ) ₂ , -N(R ^102BZ6 ) ₂ , -NHCO-R ^102BZ6 , -NHCO-N(R ^102BZ6 ) ₂ , -NHCOOR ^102BZ6 , -OCON(R ^102BZ6 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, -SO ₃ ^- , -CO ₂ ^- , a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^2BZ6 and R ^3BZ6 , R ^3BZ6 and R ^4BZ6 , R ^4BZ6 and R ^5BZ6 , and R ^12BZ6 and R ^13BZ6 can each be bonded to each other to form a ring.

R ^101BZ6 each independently represents a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent or a heterocyclic group which may have a substituent.

R ^102BZ6 each independently represents a hydrogen atom, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent.

The formula IZ6-B' and the formula IZ6-B" each represent a partial structure of the formula IZ6-B, A ^c+ , b, c, d, R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 and L ¹ represent the same ones as those in formula IZ6-B.

M represents the same meaning as described above.

When R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 , R ^101BZ6 , R ^102BZ6 , L ¹ , M, c or A ^c+ exist in plural, these can be the same, respectively , can also be different.

R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 , R ^101BZ6 and R ^102BZ6 , which satisfy at least one of (rb-i) to (rb-iii), R The total number of -SO ₃ ^- or -CO ₂ ^- possessed by ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 , R ^101BZ6 and R ^102BZ6 is a.

(rb-i) At least one of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 is -SO ₃ ^- or -CO ₂ ^- .

(rb-ii) At least one of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 is -CO-R ^102BZ6 , -COO-R ^101BZ6 , -OCO-R ^102BZ6 , -COCO-R ^102BZ6 , -OR ^102BZ6 , -SO ₂ -R ^101BZ6 , -SO ₂ N(R ^102BZ6 ) ₂ , -CON(R ^102BZ6 ) ₂ , -N(R ^102BZ6 ) ₂ , -NHCO-R ^102BZ6 , -NHCO-N(R ^102BZ6 ) ₂ , -NHCOOR ^102BZ6 , or -OCON(R ^102BZ6 ) ₂ , the R ^101BZ6 and R ^102BZ6 are hydrocarbon groups having -SO ₃ ^- or -CO ₂ ^- and having 1 to 40 carbon atoms or having -SO 3 - or -CO 2 - Heterocyclyl of -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rb-iii) At least one of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 is one of carbon numbers 1 to 40 having -SO ₃ ^- or -CO ₂ ^- Hydrocarbyl or heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

a represents the same meaning as in formula IZ6-A. When a is plural, these can be the same or different.

The negative valence of the partial structure represented by the formula IZ6-B' is the same as the absolute value of the positive valence of the partial structure represented by the formula IZ6-B"]

Examples of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 are the same.

Preferred ones of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R The preferred ones of ^AA2Z6 , R ^12AZ6 and R ^13AZ6 are the same.

As R ^101BZ6 , R ^101AZ6 is the same. The preferred ones of R ^101BZ6 are the same as those of R ^101AZ6 . Examples of R ^102BZ6 include the same ones as R ^102AZ6 . The preferred ones of R ^102BZ6 are the same as those of R ^102AZ6 . The hydrocarbon groups and heterocyclic groups having 1 to 40 carbon atoms represented by R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 , R ^101BZ6 and R ^102BZ6 may have a substituent. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

L ¹ is preferably -CO-.

R ^11BZ6 is preferably an aliphatic hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, a phenyl group which may have a substituent, a naphthyl group which may have a substituent, a tetrahydronaphthyl group which may have a substituent, a tetrahydronaphthyl group which may have a substituent A thienyl group, a furyl group that can have a substituent, or a pyridyl group that can have a substituent.

The carbon number of the aliphatic hydrocarbon group represented by R ^11BZ6 is 1 to 40, preferably 1 to 30, more preferably 1 to 20, and still more preferably 1 to 15.

The aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain or alicyclic.

Examples of the saturated or unsaturated chain aliphatic hydrocarbon group represented by R ^11BZ6 include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, tenyl Linear alkyl groups such as mono-, dodecyl, heptadecyl, octadecyl and eicosyl, etc.; isopropyl, isobutyl, sec-butyl, tert-butyl, (2-ethyl) Butyl, isopentyl, neopentyl, tertiary pentyl, (1-methyl)pentyl, (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl Alkyl, isohexyl, (5-methyl)hexyl, (2-ethyl)hexyl and (3-ethyl)heptyl branched chain alkyl, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl)vinyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, ( Alkenyl groups such as 1,2-dimethyl)propenyl and 2-pentenyl; etc. The carbon number of the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, still more preferably 1 to 15, particularly preferably 1 to 10.

Examples of the saturated or unsaturated alicyclic hydrocarbon group represented by R ^11BZ6 include cyclopropyl, 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and 1-methyl. Cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethyl cyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl cyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2, 4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octyl ring Cycloalkyl such as hexyl, 4-cyclohexylcyclohexyl; cyclohexenyl (eg, cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, cyclooctenyl and the like; norm Camphenyl, adamantyl, bicyclo[2.2.2]octane, etc. The carbon number of the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, still more preferably 4 to 20, still more preferably 4 to 15, still more preferably 5 to 15 , the best is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

The aliphatic hydrocarbon group represented by R ^11BZ6 can also be a group in which the hydrogen atom contained in the aliphatic hydrocarbon group listed above is substituted with an aromatic hydrocarbon group having 1 to 40 carbon atoms, or a group in which the aliphatic hydrocarbon group listed above is combined.

As the above-mentioned aromatic hydrocarbon group, phenyl, o-tolyl, m-tolyl, p-tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, o-isopropylphenyl, m- Isopropylphenyl, p-isopropylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 2,4,6-trimethylphenyl , 2,6-bis(2-propyl)phenyl, 2,4,6-trimethylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1- naphthyl, Aromatic hydrocarbon groups such as 5,6,7,8-tetrahydro-2-naphthyl, peryl, phenanthryl and anthracenyl; etc. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and still more preferably 6 to 15.

The group in which the hydrogen atom contained in the above-mentioned aliphatic hydrocarbon group is substituted by an aromatic hydrocarbon group having 1 to 40 carbon atoms includes aralkanes such as benzyl, phenethyl, and 1-methyl-1-phenylethyl. base. As a group which combined the aliphatic hydrocarbon group mentioned above, (cycloalkyl) alkyl groups, such as a cyclohexyl methyl group, etc. are mentioned. The carbon number of a group in which the hydrogen atom contained in the aliphatic hydrocarbon group is substituted by an aromatic hydrocarbon group having 1 to 40 carbon atoms or a group in which the aliphatic hydrocarbon group is combined is preferably 4 to 30, more preferably 4 to 20, and even more preferably 4 to 15.

The aliphatic hydrocarbon group having 1 to 40 carbon atoms, phenyl group, naphthyl group, tetrahydronaphthyl group, thienyl group, furyl group and pyridyl group represented by R ^11BZ6 may have a substituent.

Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

In the compound IZ6-B, R ^1BZ6 is preferably a hydrogen atom.

R ^2BZ6 , R ^3BZ6 , R ^4BZ6 or R ^5BZ6 , independently of each other, preferably: a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102BZ6 ) ₂ , a nitro group, all or a part of A hydrocarbon group having 1 to 20 carbon atoms in which a hydrogen atom is substituted with a fluorine atom, -NHCO-R ^102BZ6 , -OR ^102BZ6 , -SO ₃ M or -CO ₂ M, more preferably a hydrogen atom or a nitro group. The number of nitro groups is preferably 0 to 2, more preferably 0 or 1.

R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 , R ^101BZ6 and R ^102BZ6 , preferably satisfying at least one of (rbb-i) to (rbb-iii), The total number of -SO ₃ ^- or -CO ₂ ^- possessed by R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 , R ^101BZ6 and R ^102BZ6 is a.

(rbb-i) At least one of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 is -SO ₃ ^- or -CO ₂ ^- .

(rbb-ii) At least one of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 is -CO-R ^102BZ6 , -COO-R ^101BZ6 , -OR ^102BZ6 , - SO ₂ -R ^101BZ6 , -SO ₂ N(R ^102BZ6 ) ₂ , -CON(R ^102BZ6 ) ₂ or -N(R ^102BZ6 ) ₂ , the R ^101BZ6 and R ^102BZ6 are those with -SO ₃ ^- or -CO ₂ ^- A hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group having -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rbb-iii) At least one of R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 is one of carbon numbers 1 to 40 having -SO ₃ ^- or -CO ₂ ^- Hydrocarbyl or heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

In formula IZ6-B, when R ^12BZ6 and R ^13BZ6 do not form a ring, compound IZ6-B is preferably a compound represented by formula IZ6-C (hereinafter, sometimes referred to as compound IZ6-C).

[A ^c+ ] _d (IZ6-C")

[In formula IZ6-C, A ^c+ , b, c, d, L ¹ and the wavy line have the same meanings as described above.

L ² represents -CO- or -SO ₂ -. R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 are represented independently of each other: hydrogen atom, -CO-R ^102CZ6 , -COO-R ^101CZ6 , -OCO-R ^102CZ6 , -COCO-R ^102CZ6 , -OR ^102CZ6 , -SO ₂ -R ^101CZ6 , -SO ₂ N(R ^102CZ6 ) ₂ , -CON(R ^102CZ6 ) ₂ , -N(R ^102CZ6 ) ₂ , -NHCO-R ^102CZ6 , -NHCO-N( R ^102CZ6 ) ₂ , -NHCOOR ^102CZ6 , -OCON(R ^102CZ6 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, -SO ₃ ^- , -CO ₂ ^- , may have a substituent A hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group which can have a substituent.

R ^2CZ6 and R ^3CZ6 , R ^3CZ6 and R ^4CZ6 , and R ^4CZ6 and R ^5CZ6 can each be bonded to each other to form a ring.

R ^101CZ6 each independently represents a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^102CZ6 each independently represents a hydrogen atom, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent.

M represents the same meaning as described above.

The formula IZ6-C' and the formula IZ6-C" each represent a partial structure of the formula IZ6-C, A ^c+ , b, c, d, R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , L ¹ and L ² represent the same ones as those in formula IZ6-C.

When R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 , R ^102CZ6 , L ¹ , L ² , M, c or A ^c+ are complex numbers, these can be the same, respectively , can also be different.

R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 satisfy at least one of (rc-i) to (rc-iii), R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 have a total number of -SO ₃ ^- or -CO ₂ ^- in a.

(rc-i) At least one of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 is -SO ₃ ^- or -CO ₂ ^- .

(rc-ii) At least one of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , and R ^5CZ6 , R ^11CZ6 and R ^14CZ6 is -CO-R ^102CZ6 , -COO-R ^101CZ6 , -OCO-R ^102CZ6 , - COCO-R ^102CZ6 , -OR ^102CZ6 , -SO ₂ -R ^101CZ6 , -SO ₂ N(R ^102CZ6 ) ₂ , -CON(R ^102CZ6 ) ₂ , -N(R ^102CZ6 ) ₂ , -NHCO-R ^102CZ6 , -NHCO -N(R ^102CZ6 ) ₂ , -NHCOOR ^102CZ6 , or -OCON(R ^102CZ6 ) ₂ , the R ^101CZ6 and R ^102CZ6 are hydrocarbon groups having -SO ₃ ^- or -CO ₂ ^- and having 1 to 40 carbon atoms or -SO Heterocyclyl of ₃ ^- or -CO ₂ ^- . The hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rc-iii) At least one of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 is a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- and a carbon number of 1 to 40 or a hydrocarbon group having -SO 3 - or -CO 2 - Heterocyclyl of -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

a represents the same meaning as in formula IZ6-B. When a is plural, these can be the same or different.

The negative valence of the partial structure represented by the formula IZ6-C' is the same as the absolute value of the positive valence of the partial structure represented by the formula IZ6-C"]

Examples of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 is the same. Preferred ones of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R The preferred ones of ^12AZ6 and R ^13AZ6 are the same.

Examples of R ^101CZ6 include the same ones as R ^101AZ6 . The preferred ones of R ^101CZ6 are the same as those of R ^101AZ6 .

Examples of R ^102CZ6 include the same ones as R ^102AZ6 . The preferred ones of R ^102CZ6 are the same as those of R ^102AZ6 .

The hydrocarbon groups and heterocyclic groups having 1 to 40 carbon atoms represented by R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 may have substituents. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

L ¹ or L ² is preferably -CO-. Preferably, R ^11CZ6 and R ^14CZ6 are the same group, and L ¹ and L ² are the same group.

R ^11CZ6 and R ^14CZ6 are preferably independently of each other: aliphatic hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, a phenyl group which may have a substituent, a naphthyl group which may have a substituent, and a tetrahydro group which may have a substituent A naphthyl group, a thienyl group which can have a substituent, a furanyl group which can have a substituent, or a pyridyl group which can have a substituent.

For the aliphatic hydrocarbon group with 1 to 40 carbon atoms which can have substituents, the phenyl group which can have substituents, the naphthyl groups which can have substituents, the tetrahydronaphthyl groups which can have substituents, the tetrahydronaphthyl groups which can have substituents For the thienyl group, the furyl group which may have a substituent, or the pyridyl group which may have a substituent, the number of carbon atoms which may have a substituent listed above as a preferable one of R ^11BZ6 in the compound IZ6-B can be exemplified 1 to 40 aliphatic hydrocarbon group, phenyl group which can have substituent, naphthyl group which can have substituent, tetrahydronaphthyl group which can have substituent, thienyl group which can have substituent, furyl group which can have substituent or The pyridyl groups which can have a substituent are the same.

In the compound IZ6-C, R ^1CZ6 is preferably a hydrogen atom.

R ^2CZ6 , R ^3CZ6 , R ^4CZ6 and R ^5CZ6 are each independently preferably a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102CZ6 ) ₂ , a nitro group, all or part of it A hydrocarbon group having 1 to 20 carbon atoms in which the hydrogen atom is substituted with a fluorine atom, -NHCO-R ^102CZ6 , -OR ^102CZ6 , -SO ₃ M or -CO ₂ M, more preferably a hydrogen atom or a nitro group. The number of nitro groups is preferably 0 to 2, more preferably 0 or 1.

R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 , preferably satisfying at least one of (rcc-i) to (rcc-iii), R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 have a total number of -SO ₃ ^- or -CO ₂ ^- in a.

(rcc-i) At least one of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , and R ^14CZ6 is -SO ₃ ^- or -CO ₂ ^- .

(rcc-ii) At least one of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 is -CO-R ^102CZ6 , -COO-R ^101CZ6 , -COCO-R ^102CZ6 , -OR ^102CZ6 , -SO ₂ -R ^101CZ6 , -SO ₂ N(R ^102CZ6 ) ₂ , -CON(R ^102CZ6 ) ₂ , -N(R ^102CZ6 ) ₂ , -NHCO-N(R ^102CZ6 ) ₂ , -NHCOOR ^102CZ6 , or -OCON(R ^102CZ6 ) ₂ , the R ^101CZ6 and R ^102CZ6 are a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- having 1 to 40 carbon atoms or a heterocyclic group having -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rcc-iii) At least one of R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 is a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- and a carbon number of 1 to 40 or a hydrocarbon group having -SO 3 - or -CO 2 - Heterocyclyl of -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 , preferably satisfy at least one of (rc-I) and (rc-II).

(rc-I) At least one of R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , and R ^5CZ6 is -SO ₃ ^- or -CO ₂ ^- . (rc-II) At least one of R ^1CZ6 , R ^11CZ6 and R ^14CZ6 is a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- having a carbon number of 1 to 40 which can have a substituent or having -SO ₃ ^- or -CO ₂ ^- the heterocyclic group. However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 , preferably satisfy at least one of (rcc-I) and (rcc-II).

(rcc-I) At least one of R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , and R ^5CZ6 is -SO ₃ ^- or -CO ₂ ^- .

(rcc-II) At least one of R ^1CZ6 , R ^11CZ6 and R ^14CZ6 is a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- having a carbon number of 1 to 40 which can have a substituent. However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

However, the total number of -SO ₃ ^- or -CO ₂ ^- possessed by R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 is a.

In compound IZ6-B, when R ^12BZ6 and R ^13BZ6 form a ring, compound IZ6-B is preferably a compound represented by formula (IZ6-D) (hereinafter, sometimes referred to as compound IZ6-D).

[A ^c+ ] _d (IZ6-D")

[In formula IZ6-D, A ^c+ , b, c, d, L ¹ and the wavy line have the same meanings as described above. R ^20DZ6 and R ^30DZ6 are bonded to form a ring Q. The ring Q may have a substituent, and may be a ring having 5 to 7 members, and the ring Q may be a hydrocarbon ring or a heterocyclic ring. In ring Q, condensable: a monocyclic ring having 5 to 7 constituent members selected from a hydrocarbon ring and a heterocyclic ring which can have a substituent or a condensed ring formed by condensing two or more of the monocyclic rings.

R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , and R ^11DZ6 independently represent: hydrogen atom, -CO-R ^102DZ6 , -COO-R ^101DZ6 , -OCO-R ^102DZ6 , -COCO-R ^102DZ6 , -OR ^102DZ6 , -SO ₂ -R ^101DZ6 , -SO ₂ N(R ^102DZ6 ) ₂ , -CON(R ^102DZ6 ) ₂ , -N(R ^102DZ6 ) ₂ , -NHCO-R ^102DZ6 , -NHCO-N(R ^102DZ6 ) ₂ , -NHCOOR ^102DZ6 , -OCON(R ^102DZ6 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, -SO ₃ ^- , -CO ₂ ^- , which may have a substituent A hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group which can have a substituent.

R ^2DZ6 and R ^3DZ6 , R ^3DZ6 and R ^4DZ6 , and R ^4DZ6 and R ^5DZ6 can each be bonded to each other to form a ring.

R ^101DZ6 each independently represents a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^102DZ6 each independently represents a hydrogen atom, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent.

M represents the same meaning as described above.

The formula IZ6-D' and the formula IZ6-D" each represent the partial structure of the formula IZ6-D, A ^c+ , b, c, d, R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^20DZ6 , R ^30DZ6 and L ¹ represent the same ones as those in formula IZ6-D.

When R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^101DZ6 , R ^102DZ6 , L ¹ , M, R ^20DZ6 , R ^30DZ6 , rings Q, c, or A ^c+ exist in complex numbers, these can They can be the same or can be different.

R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^101DZ6 , R ^102DZ6 and ring Q satisfy at least one of (rd-i) to (rd-iv), R ^1DZ6 , R The total number of -SO ₃ ^- or -CO ₂ ^- possessed by ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^101DZ6 , R ^102DZ6 and ring Q is a.

(rd-i) At least one of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 is -SO ₃ ^- or -CO ₂ ^- .

(rd-ii) At least one of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 is -CO-R ^102DZ6 , -COO-R ^101DZ6 , -OCO-R ^102DZ6 , -COCO-R ^102DZ6 , -OR ^102DZ6 , -SO ₂ -R ^101DZ6 , -SO ₂ N(R ^102DZ6 ) ₂ , -CON(R ^102DZ6 ) ₂ , -N(R ^102DZ6 ) ₂ , -NHCO-R ^102DZ6 , -NHCO-N(R ^102DZ6 ) ₂ , -NHCOOR ^102DZ6 , or -OCON(R ^102DZ6 ) ₂ , the R ^101DZ6 and R ^102DZ6 are hydrocarbon groups having -SO ₃ ^- or -CO ₂ ^- with carbon number of 1 to 40 or -SO ₃ ^-or- The heterocyclic group of CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rd-iii) At least one of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 is a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- having 1 to 40 carbon atoms or having -SO ₃ ^- or -CO ₂ ^- heterocyclyl. The hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rd-iv) Ring Q has -SO ₃ ^- or -CO ₂ ^- .

a represents the same meaning as in formula IZ6-B. When a is plural, these can be the same or different.

The negative valence of the partial structure represented by the formula IZ6-D' is the same as the absolute value of the positive valence of the partial structure represented by the formula IZ6-D"]

The number of ring members is preferably 5 to 6.

These monocyclic or condensed rings are preferably bonded to the ring Q at 2 places to form a condensed ring.

As the ring Q and the ring in which a single ring or a condensed ring is condensed with the ring Q, the same as those of the aforementioned group A can be mentioned.

Among them, the formula (Q1), the formula (Q4), the formula (Q7), the formula (Q8), and the formula (Q18) are preferably used, and the formula (Q8) and the formula (Q18) are more preferably used.

Ring Q, and a condensed ring formed by condensing with ring Q, a monocyclic ring capable of having a substituent and having 5 to 7 members selected from a hydrocarbon ring and a heterocyclic ring, or a condensed ring formed by condensing two or more such monocyclic rings, are Can have substituents. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same.

Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

Examples of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 . the same.

Preferred ones of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R The preferred ones of ^13AZ6 are the same.

Examples of R ^101DZ6 include the same ones as R ^101AZ6 . The preferred ones of R ^101DZ6 are the same as those of R ^101AZ6 .

Examples of R ^102DZ6 include the same ones as R ^102AZ6 . The preferable ones of R ^102DZ6 are the same as those of the preferable ones of R ^102AZ6 .

The hydrocarbon group and heterocyclic group having 1 to 40 carbon atoms represented by R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^101DZ6 and R ^102DZ6 may have a substituent. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

L ¹ is preferably -CO-.

R ^11DZ6 , preferably independently of each other: an aliphatic hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, a phenyl group which may have a substituent, a naphthyl group which may have a substituent, and a tetrahydronaphthyl group which may have a substituent , a thienyl group that can have a substituent, a furanyl group that can have a substituent, or a pyridyl group that can have a substituent.

Said aliphatic hydrocarbon group with 1 to 40 carbon atoms that can have a substituent, a phenyl group that can have a substituent, a naphthyl group that can have a substituent, a tetrahydronaphthyl group that can have a substituent, and a thiophene that can have a substituent A group, a furanyl group that can have a substituent, or a pyridyl group that can have a substituent, can be exemplified as the preferred ones of R ^11BZ6 in the compound IZ6-B. The carbon number that can have a substituent has 1 to 40 carbon atoms. aliphatic hydrocarbon group, phenyl group which can have substituent group, naphthyl group which can have substituent group, tetrahydronaphthyl group which can have substituent group, thienyl group which can have substituent group, furyl group which can have substituent group or can have substituent group The pyridyl group of the group is the same.

In the compound IZ6-D, R ^1DZ6 is preferably a hydrogen atom.

R ^2DZ6 , R ^3DZ6 , R ^4DZ6 and R ^5DZ6 are each independently preferably a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102DZ6 ) ₂ , a nitro group, all or part of it A hydrocarbon group having 1 to 20 carbon atoms in which the hydrogen atom is substituted with a fluorine atom, -NHCO-R ^102DZ6 , -OR ^102DZ6 , -SO ₃ M or -CO ₂ M, more preferably a hydrogen atom or a nitro group. The number of nitro groups is preferably 0 to 2, more preferably 0 or 1.

R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^101DZ6 , R ^102DZ6 and ring Q, preferably satisfy at least one of (rdd-i) to (rdd-iv), R ^1DZ6 The ^{total number} of ^-SO ₃ ^- or ^-CO ₂ ^{- possessed by ring} Q is a.

(rdd-i) At least one of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 is -SO ₃ ^- or -CO ₂ ^- .

(rdd-ii) At least one of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 is -CO-R ^102DZ6 , -COO-R ^101DZ6 , -OR ^102DZ6 , -SO ₂ -R ^101DZ6 , -SO ₂ N(R ^102DZ6 ) ₂ , -CON(R ^102DZ6 ) ₂ or -N(R ^102DZ6 ) ₂ , the R ^101DZ6 and R ^102DZ6 are carbon numbers 1 to 40 having -SO ₃ ^- or -CO ₂ ^- The hydrocarbon group or the heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rdd-iii) At least one of R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^11DZ6 is a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- having 1 to 40 carbon atoms or having -SO ₃ ^- or -CO ₂ ^- heterocyclyl. The hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(rdd _- iv) Ring Q has ^-SO3- or _-CO2- ^.

The compound IZ6-D is more preferably a compound represented by the formula IZ6-E (hereinafter, referred to as compound IZ6-E).

[A ^c+ ] _d (IZ6-E")

[In formula IZ6-E, A ^c+ , b, c, d, L ¹ and the wavy line have the same meanings as described above.

R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , and R ^11EZ6 independently represent: hydrogen atom, -CO-R ^102EZ6 , -COO-R ^101EZ6 , -OCO-R ^102EZ6 , -COCO-R ^102EZ6 , -OR ^102EZ6 , -SO ₂ -R ^101EZ6 , -SO ₂ N(R ^102EZ6 ) ₂ , -CON(R ^102EZ6 ) ₂ , -N(R ^102EZ6 ) ₂ , -NHCO-R ^102EZ6 , -NHCO-N(R ^102EZ6 ) ₂ , -NHCOOR ^102EZ6 , -OCON(R ^102EZ6 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, -SO ₃ ^- , -CO ₂ ^- , a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^2EZ6 and R ^3EZ6 , R ^3EZ6 and R ^4EZ6 , and R ^4EZ6 and R ^5EZ6 can each be bonded to each other to form a ring.

R ^101EZ6 , independently of each other, represent a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent or a heterocyclic group which may have a substituent.

R ^102EZ6 independently represents a hydrogen atom, a hydrocarbon group having 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent.

M represents the same meaning as described above.

Formula IZ6-E' and formula IZ6-E" each represent a partial structure of formula IZ6-E, A ^c+ , b, c, d, R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 and L ¹ represent the same ones as those in formula IZ6-E.

When R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 , R ^101EZ6 , R ^102EZ6 , L ¹ , M, c or A ^c+ are plural, these can be the same, respectively , can also be different.

R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 , R ^101EZ6 and R ^102EZ6 , which satisfy at least one of (re-i) to (re-iii), R The total number of -SO ₃ ^- or -CO ₂ ^- possessed by ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 , R ^101EZ6 and R ^102EZ6 is a.

(re-i) At least one of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 and R ^11EZ6 is -SO ₃ ^- or -CO ₂ ^- .

(re-ii) at least one of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , and R ^7EZ6 and R ^11EZ6 is -CO-R ^102EZ6 , -COO-R ^101EZ6 , -OCO-R ^102EZ6 , -COCO-R ^102EZ6 , -OR ^102EZ6 , -SO ₂ -R ^101EZ6 , -SO ₂ N(R ^102EZ6 ) ₂ , -CON(R ^102EZ6 ) ₂ , -N(R ^102EZ6 ) ₂ , -NHCO-R ^102EZ6 , -NHCO-N(R ^102EZ6 ) ₂ , -NHCOOR ^102EZ6 , or -OCON(R ^102EZ6 ) ₂ , the R ^101EZ6 and R ^102EZ6 are hydrocarbon groups having -SO ₃ ^- or -CO ₂ ^- with carbon numbers from 1 to 40, or Heterocyclyl having -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(re-iii) At least one of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 and R ^11EZ6 is a carbon number of 1 to 40 having -SO ₃ ^- or -CO ₂ ^- Hydrocarbyl or heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

a represents the same meaning as in formula IZ6-D. When a is plural, these can be the same or different.

The negative valence of the partial structure represented by the formula IZ6-E' is the same as the absolute value of the positive valence of the partial structure represented by the formula IZ6-E"]

Examples of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , and R ^7EZ6 and R ^11EZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , and R ^5AZ6 , R ^AA1Z6 , and R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 are the same.

Preferred ones of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , and R ^7EZ6 and R ^11EZ6 include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , and R ^5AZ6 , R ^AA1Z6 The preferred ones of , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 are the same.

R ^6EZ6 and R ^7EZ6 are preferably independently of each other: methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, (2-ethyl)hexyl, heptyl, A hydrocarbon group or a hydrogen atom having 1 to 10 carbon atoms such as octyl, nonyl, cyclohexyl and phenyl.

Examples of R ^101EZ6 include the same ones as R ^101AZ6 . The preferred ones of R ^101EZ6 are the same as those of R ^101AZ6 .

Examples of R ^102EZ6 include the same ones as R ^102AZ6 . The preferred ones of R ^102EZ6 are the same as those of R ^102AZ6 .

The hydrocarbon group and heterocyclic group having 1 to 40 carbon atoms represented by R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 , R ^101EZ6 and R ^102EZ6 may have a substituent. Examples of such substituents include substituents that can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 for the same. Preferable examples of the substituent include those which can be possessed by the hydrocarbon groups represented by R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 Preferred substituents are the same.

L ¹ is preferably -CO-.

R ^11EZ6 are preferably independently of each other: aliphatic hydrocarbon group having 1 to 40 carbon atoms which may have substituents, phenyl which may have substituents, naphthyl which may have substituents, tetrahydronaphthyl which may have substituents, A thienyl group which can have a substituent, a furanyl group which can have a substituent, or a pyridyl group which can have a substituent.

The aliphatic hydrocarbon group of carbon number 1 to 40 which can have a substituent, a phenyl group which can have a substituent, a naphthyl group which can have a substituent, a tetrahydronaphthyl group which can have a substituent, and a thiophene which can have a substituent A group, a furyl group which can have a substituent, or a pyridyl group which can have a substituent, can be exemplified as the preferred ones of R ^11BZ6 in the compound IZ6-B and the carbon number 1 to 40 which can have a substituent mentioned above. aliphatic hydrocarbon group, phenyl group which can have substituent group, naphthyl group which can have substituent group, tetrahydronaphthyl group which can have substituent group, thienyl group which can have substituent group, furyl group which can have substituent group or can have substituent group The pyridyl group of the group is the same.

In the compound IZ6-E, R ^1EZ6 is preferably a hydrogen atom.

R ^2EZ6 , R ^3EZ6 , R ^4EZ6 and R ^5EZ6 are each independently preferably a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , a nitro group, all or part of it A hydrocarbon group having 1 to 20 carbon atoms whose hydrogen atom is substituted by a fluorine atom, -NHCO-R ^102EZ6 , -OR ^102EZ6 , -SO ₃ M or -CO ₂ M,

More preferably, it is a hydrogen atom or a nitro group. The number of nitro groups is preferably 0 to 2, more preferably 0 or 1.

R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 , R ^101EZ6 and R ^102EZ6 , preferably satisfying at least one of (ree-i) to (ree-iii) , the total number of -SO ₃ ^- or -CO ₂ ^- possessed by R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 , R ^101EZ6 and R ^102EZ6 is a.

(ree-i) At least one of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 and R ^11EZ6 is -SO ₃ ^- or -CO ₂ ^- .

(ree-ii) At least one of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 and R ^11EZ6 is -CO-R ^102EZ6 , -COO-R ^101EZ6 , -OR ^102EZ6 , - SO ₂ -R ^101EZ6 , -SO ₂ N(R ^102EZ6 ) ₂ , -CON(R ^102EZ6 ) ₂ or -N(R ^102EZ6 ) ₂ , the R ^101EZ6 and R ^102EZ6 are those with -SO ₃ ^- or -CO ₂ ^- A hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group having -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(ree-iii) At least one of R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 and R ^11EZ6 is a carbon number of 1 to 40 having -SO ₃ ^- or -CO ₂ ^- Hydrocarbyl or heterocyclic group with -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

Specific examples of compound IZ6 include compounds IFZ6-1 to IFZ6-32, compounds IGZ6-1 to IGZ6- shown in Tables 1Z6 to 4Z6 in formula IFZ6, formula IGZ6, formula IHZ6 and formula IJZ6- 32. Compound IHZ6-1 to compound IHZ6-32 and compound IJZ6-1 to compound IJZ6-32.

In Formula IFZ6, Formula IGZ6, Formula IHZ6, and Formula IJZ6, "-SO ₃ ^- " means what is substituted with any hydrogen atom contained in the partial structure in each parenthesis.

For example, compound IFZ6-1 is a compound represented by formula IFZ6-1.

As compound IZ6, compound IFZ6-1 to compound IFZ6-4, compound IFZ6-6 to compound IFZ6-7, compound IFZ6-10 to compound IFZ6-13, compound IFZ6-15 to compound IFZ6-19, compound IFZ6 are preferred -21 to compound IFZ6-22, compound IFZ6-25 to compound IFZ6-28 and compound IFZ6-30 to IFZ6-31; compound IGZ6-1 to compound IGZ6-4, compound IGZ6-6 to compound IGZ6-7, compound IGZ6- 10 to compound IGZ6-13, compound IGZ6-15 to compound IGZ6-19, compound IGZ6-21 to compound IGZ6-22, compound IGZ6-25 to compound IGZ6-28 and compound IGZ6-30; compound IHZ6-1 to compound IHZ6- 4. Compound IHZ6-6 to Compound IHZ6-7, Compound IHZ6-10 to Compound IHZ6-13, Compound IHZ6-15 to Compound IHZ6-19, Compound IHZ6-21 to Compound IHZ6-22, Compound IHZ6-25 to Compound IHZ6- 28 and compound IHZ6-30; and compound IJZ6-1 to compound IJZ6-4, compound IJZ6-6 to compound IJZ6-7, compound IJZ6-10 to compound IJZ6-13, compound IJZ6-15 to compound IJZ6-19, compound IJZ6 -21 to compound IJZ6-22, compound IJZ6-25 to compound IJZ6-28 and compound IJZ6-30,

More preferably compound IFZ6-1 to compound IFZ6-4, compound IFZ6-6 to compound IFZ6-7, compound IFZ6-10 to compound IFZ6-13, compound IFZ6-15 to compound IFZ6-19, compound IFZ6-21 to compound IFZ6 -22, compound IFZ6-25 to compound IFZ6-28 and compound IFZ6-30; and Compound IJZ6-1 to Compound IJZ6-4, Compound IJZ6-6 to Compound IJZ6-7, Compound IJZ6-10 to Compound IJZ6-13, Compound IJZ6-15 to Compound IJZ6-19, Compound IJZ6-21 to Compound IJZ6-22, Compound IJZ6-25 to Compound IJZ6-28, and Compound IJZ6-30 to IJZ6-32.

[A ^c+ ] _d (IZ6-C")

As compound (IZ6), in formula (IZ6-C), preferably: L ¹ and L ² are the same group, and are -CO- or -SO ₂ -, preferably -CO-, R ^11CZ6 and R ^14CZ6 are the same group, and are hydroxyl, -O ^- , or carbon that can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M A hydrocarbon group of 1 to 20, R ^1CZ6 is a hydrogen atom, or can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M. 20 hydrocarbon group, -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M,

R ^2CZ6 to R ^5CZ6 are each independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102CZ6 ) ₂ , a nitro group, a carbon number in which all or a part of the hydrogen atoms are substituted by a fluorine atom A hydrocarbon group of 1 to 20, -NHCO-R ^102CZ6 , -OR ^102CZ6 , -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M, R ^102CZ6 is a hydrogen atom, or can have a group selected from -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M of the substituents in the group consisting of a hydrocarbon group having 1 to 20 carbon atoms,

^Ac+ is Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Cd ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Hg ²⁺ , Fe ²⁺ , Co ²⁺ , Sn ²⁺ , Pb ²⁺ and Mn ²⁺ and other divalent metal cations; Al ³⁺ , Fe ³⁺ and Cr ³⁺ and other trivalent metal cations; Sn ⁴⁺ and Mn ⁴⁺ and other tetravalent metal cations, M is hydrogen Atoms or compounds of alkali metal atoms;

More preferably: L ¹ and L ² are the same base, and are -CO- or -SO ₂ -, preferably -CO-, R ^11CZ6 and R ^14CZ6 are the same base, and are hydroxyl, -O ^- , or a hydrocarbon group having a carbon number of 1 to 10 which can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M, R ^1CZ6 is a hydrogen atom, R ^2CZ6 to R ^{5CZ6 is} each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102CZ6 ) ₂ , a nitro group, or a group having 1 to 10 carbon atoms in which all or part of the hydrogen atoms are substituted by a fluorine atom. Hydrocarbyl, -NHCO-R ^102CZ6 , -OR ^102CZ6 , -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M,

R ^102CZ6 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M,

^Ac+ is Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Co ²⁺ , Sn ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Cr ³⁺ , Sn ⁴⁺ or Mn ⁴⁺ , M is a compound of hydrogen atom or alkali metal atom;

Still more preferably: L ¹ and L ² are the same base, and are -CO- or -SO ₂ -, preferably -CO-, R ^11CZ6 and R ^14CZ6 are the same base, and are hydroxyl, -O ^- , or a hydrocarbon group having a carbon number of 1 to 10 having a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M, R ^1CZ6 is a hydrogen atom, R ^2CZ6 to R ^5CZ6 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102CZ6 ) ₂ , a nitro group, a trifluoromethyl group, -OR ^102CZ6 , -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M, R ^102CZ6 is a hydrogen atom, or can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M Hydrocarbon group with 1 to 10 carbon atoms, ^Ac+ is Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Cr ³⁺ or Mn ⁴⁺ , M is a compound of hydrogen atom or alkali metal atom.

[A ^c+ ] _d (IZ6-E")

As compound (IZ6), in formula (IZ6-E), preferably: L ¹ is -CO- or -SO ₂ -, preferably -CO-, R ^11EZ6 is hydroxyl, -O ^- , or can A hydrocarbon group having 1 to 20 carbon atoms having a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M, R ^1EZ6 is a hydrogen atom, or may have a substituent selected from Hydrocarbon group with 1 to 20 carbon atoms, -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M as substituents in the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M or -CO ₂ M,

R ^2EZ6 to R ^5EZ6 are each independently a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , a nitro group, a carbon number in which all or a part of the hydrogen atoms are substituted with a fluorine atom 1 to 20 of hydrocarbyl, -NHCO-R ^102EZ6 , -OR ^102EZ6 , -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M,

R ^102EZ6 is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M,

R ^6EZ6 and R ^{7EZ6 are} independently a hydrogen atom, or can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M having a carbon number of 1 to 20 the hydrocarbon group, -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M,

^Ac+ is Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Cd ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Hg ²⁺ , Fe ²⁺ , Co ²⁺ , Sn ²⁺ , Pb ²⁺ and Mn ²⁺ and other divalent metal cations; Al ³⁺ , Fe ³⁺ and Cr ³⁺ and other trivalent metal cations; Sn ⁴⁺ and Mn ⁴⁺ and other tetravalent metal cations,

M is a compound of hydrogen atom or alkali metal atom;

More preferably: L ¹ is -CO- or -SO ₂ -, preferably -CO-,

R ^11EZ6 is a hydroxyl group, -O ^- , or a hydrocarbon group having 1 to 10 carbon atoms capable of having a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M,

R ^1EZ6 is a hydrogen atom, R ^2EZ6 to R ^5EZ6 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , a nitro group, all or part of the hydrogen atoms through A hydrocarbon group having 1 to 10 carbon atoms substituted by a fluorine atom, -NHCO-R ^102EZ6 , -OR ^102EZ6 , -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M,

R ^102EZ6 is a hydrogen atom, or a hydrocarbon group having 1 to 10 carbon atoms which can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M,

R ^6EZ6 and R ^{7EZ6 are} independently of each other a hydrogen atom, or can have a substituent selected from the group consisting of -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M having a carbon number of 1 to 10 The hydrocarbon group, ^Ac+ is Mg ²⁺ , Ca ²⁺ , Sr ²⁺ , Ba ²⁺ , Ni ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Co ²⁺ , Sn ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Cr ³⁺ , Sn ⁴⁺ or Mn ⁴⁺ , M is a compound of hydrogen atom or alkali metal atom;

Still more preferably: L ¹ is -CO- or -SO ₂ -, preferably -CO-, R ^11EZ6 is hydroxyl, -O ^- , or can be selected from -SO ₃ ^- , -CO ₂ ^- , -SO A hydrocarbon group having 1 to 10 carbon atoms in the substituent group formed by ₃ M and -CO ₂ M,

R ^1EZ6 is a hydrogen atom, R ^2EZ6 to R ^5EZ6 are each independently a hydrogen atom, a hydrocarbon group having 1 to 10 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , a nitro group, a trifluoromethyl group, -OR ^102EZ6 , - SO ₃ ^- , -CO ₂ ^- , -SO ₃ M or -CO ₂ M, R ^102EZ6 is a hydrogen atom, or can have a hydrogen atom selected from -SO ₃ ^- , -CO ₂ ^- , -SO ₃ M and -CO ₂ M The hydrocarbon group with 1 to 10 carbon atoms constituting the substituent in the group, R ^6EZ6 and R ^{7EZ6 are} independently a hydrogen atom or a hydrocarbon group with 1 to 10 carbon atoms, A ^c+ is Mg ²⁺ , Ca ²⁺ , Sr ^{2 +} , Ba ²⁺ , Zn ²⁺ , Cu ²⁺ , Fe ²⁺ , Mn ²⁺ , Al ³⁺ , Fe ³⁺ , Cr ³⁺ or Mn ⁴⁺ , where M is a compound of hydrogen atom or alkali metal atom.

The compound represented by the formula IZ6 can be produced by reacting the compound represented by the formula JZ6 with the compound represented by the formula KZ6. However, as the compound represented by the formula JZ6 and the compound represented by the formula KZ6, one type or two or more types can be used, respectively.

[In formula JZ6, formula KZ6 and formula IZ6, a, b, c, d, D, Z and A ^c+ have the same meanings as described above. ZZ represents -SO ₃ M or -CO ₂ M. M represents the same meaning as described above. MM represents a compound containing a metal that imparts 0 or more c electrons to A ^c+ .

When the compound represented by the formula JZ6, D, ZZ, a, MM, and M are plural, these can be the same or different]

Examples of the compound represented by the formula KZ6 include chlorides, bromides, iodides, sulfates, nitrates, fluorosulfonates, phosphates, etc. containing metals that give A ^c+ 0 or more c electrons or less. Inorganic compounds; sulfonates such as methanesulfonates, trifluoromethanesulfonates, p-toluenesulfonates, etc. containing metals that impart 0 or more c electrons to A ^c+ ;

Carboxylates such as acetates, citrates, formates, gluconates, lactates, oxalates, tartrates, etc. containing metals that give A ^c+ 0 or more c electrons;

A metal substituted with alkoxy groups such as methoxy, ethoxy, tert-butoxy, etc. that endows A ^c+ with 0 or more c electrons; substituted with butyl, tert-butyl, phenyl, etc. ^c+ endows a metal with more than 0 and less than c electrons;

A metal or the like which gives 0 or more c and less than c electrons to A ^c+ which is substituted by a hydroxyl group.

The amount of the compound represented by the formula KZ6 is usually 0.05 to 20 moles, preferably 0.06 to 15 moles, more preferably 0.1 to 10 moles, relative to 1 mole of the compound represented by the formula JZ6.

When the compound represented by the formula JZ6 is reacted with the compound represented by the formula KZ6, it is preferable to coexist with a base. Examples of the base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, and piperidine, Metal alkoxides such as sodium methoxide, sodium ethoxide, sodium tertiary butoxide, potassium tertiary butoxide, organometallic compounds such as butyllithium, tertiary butyllithium, phenyllithium, and lithium hydroxide, hydroxide Inorganic bases such as sodium and potassium hydroxide.

Relative to 1 mol of the compound represented by formula JZ6, the amount of the base used is usually 0.0001 to 10 mol, preferably 0.0001 to 8 mol, more preferably 0.0001 to 5 mol, and still more preferably 0.0001 to 4 mol Moore.

The reaction of the compound represented by the formula JZ6 with the compound represented by the formula KZ6 is usually carried out in the presence of a solvent.

Examples of the solvent include: water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, and 1-octanol; ether solvents such as tetrahydrofuran; ketone solvents such as acetone ; Ester solvents such as ethyl acetate; Aliphatic hydrocarbon solvents such as hexane; Aromatic hydrocarbon solvents such as toluene; Halogenated hydrocarbon solvents such as dichloromethane and chloroform; N,N-dimethylformaldehyde and N-methylpyrrolidone, etc. amide solvents; and sulfite solvents such as dimethyl sulfoxide, preferably water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents, and sulfite solvents, more preferably, water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, dichloromethane Methane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethylsulfoxide, more preferably water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol , 1-pentanol, 1-octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethylsulfoxide, particularly preferred: water, acetonitrile , methanol, ethanol and 2-propanol.

The amount of solvent used relative to 1 part by mass of the compound represented by the formula JZ6 Usually 1 to 1000 parts by mass.

The reaction temperature of the compound represented by the formula JZ6 and the compound represented by the formula KZ6 is usually -20 to 200°C, preferably -10 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

When the compound represented by the formula IZ6 is the compound represented by the formula IZ6-A, it can be produced in the same manner as described above. Specifically, it can be produced by reacting the compound represented by the formula JJZ6 with the compound represented by the formula KZ6. However, as the compound represented by the formula JJZ6 and the compound represented by the formula KZ6, one type or two or more types can be used, respectively.

[In formula JJZ6, formula KZ6 and formula IZ6-A, A ^c+ , b, c, d, R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 and wave Lines have the same meaning as described above.

R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 , and R ^13AAZ6 independently represent: hydrogen atom, -CO-R ^102AAZ6 , -COO-R ^101AAZ6 , -OCO -R ^102AAZ6 , -OR ^102AAZ6 , -SO ₂ -R ^101AAZ6 , -SO ₂ N(R ^102AAZ6 ) ₂ , -CON(R ^102AAZ6 ) ₂ , -N(R ^102AAZ6 ) ₂ , -NHCO-R ^102AAZ6 , halogen atom, A cyano group, a nitro group, -SO ₃ M, -CO ₂ M, a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^2AAZ6 and R ^3AAZ6 , R ^3AAZ6 and R ^4AAZ6 , R ^4AAZ6 and R ^5AAZ6 , R ^AAA1Z6 and R ^AAA2Z6 , and R ^12AAZ6 and R ^13AAZ6 can each be bonded to each other to form a ring.

R ^101AAZ6 independently represent a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent or a heterocyclic group which can have a substituent.

R ^102AAZ6 independently represents a hydrogen atom, a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent, or a heterocyclic group which can have a substituent.

M represents the same meaning as described above. When R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 , R ^13AAZ6 , R ^101AAZ6 , R ^102AAZ6 or M are plural, these can be the same or different.

R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 , R ^13AAZ6 , R ^101AAZ6 and R ^102AAZ6 , which satisfy at least one of (ji) to (j-iii), The total number of -SO ₃ M or -CO ₂ M possessed by R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 , R ^13AAZ6 , R ^101AAZ6 and R ^102AAZ6 is a above.

(ji) At least one of R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 and R ^13AAZ6 is -SO ₃ M or -CO ₂ M.

(j-ii) At least one of R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 and R ^13AAZ6 is -CO-R ^102AAZ6 , -COO-R ^101AAZ6 , -OCO -R ^102AAZ6 , -OR ^102AAZ6 , -SO ₂ -R ^101AAZ6 , -SO ₂ N(R ^102AAZ6 ) ₂ , -CON(R ^102AAZ6 ) ₂ , -N(R ^102AAZ6 ) ₂ or -NHCO-R ^102AAZ6 , the R ^101AAZ6 And R ^102AAZ6 is a hydrocarbon group having -SO ₃ ^- or -CO ₂ ^- and a carbon number of 1 to 40 or a heterocyclic group having -SO ₃ ^- or -CO ₂ ^- . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

(j-iii) At least one of R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 and R ^13AAZ6 is carbon number 1 having -SO ₃ M or -CO ₂ M A hydrocarbon group to 40 or a heterocyclic group with _-SO3M or _-CO2M . However, the hydrocarbon group or the heterocyclic group may have a substituent other than -SO ₃ ^- and -CO ₂ ^- .

a represents the same meaning as in formula IZ6. When a is plural, these can be the same or different]

In the compound represented by the formula JJZ6 (hereinafter, referred to as compound JJZ6), when R ^1AAZ6 is a hydrogen atom, the compound represented by the formula pt1Z6 (hereinafter referred to as a phthalonitrile compound) can be obtained by combining the compound represented by the formula pt1Z6 with the formula After the compound represented by pt2Z6 (hereinafter, referred to as alkoxide compound) is reacted, the compound represented by formula pt3Z6 (hereinafter, referred to as compound pt3Z6) is further reacted with the compound represented by formula pt4Z6 (hereinafter, There is a case called compound pt4Z6) which is produced by reacting in the presence of an acid. Furthermore, when R ^1AAZ6 is other than a hydrogen atom, the compound represented by the formula JJZ6 can be produced by further reacting the compound represented by the formula pt5Z6 (hereinafter, sometimes referred to as the compound pt5Z6). Here, the compounds represented by the formula pt1Z6, the formula pt1Z6, the formula pt3Z6, the formula pt4Z6, and the formula pt5Z6 are independent compounds independently of each other, and can also be a mixture of different compounds.

[In formula pt1Z6, formula pt1Z6, formula pt3Z6, formula pt4Z6, formula pt5Z6 and formula JJZ6, R ^1AAZ6 , R ^2AAZ6 , R ^3AAZ6 , R ^4AAZ6 , R ^5AAZ6 , R ^AAA1Z6 , R ^AAA2Z6 , R ^12AAZ6 and R ^13AAZ6 are the same as the above significance. R ^50Z6 represents an alkyl group having 1 to 20 carbon atoms. M ^1Z6 represents an alkali metal atom. LG represents a halogen atom, mesyloxy, tosyloxy or trifluoromethanesulfonyloxy]

Examples of the alkyl group having 1 to 20 carbon atoms represented by R ^50Z6 include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl, and the like, Preferred is an alkyl group having 1 to 6 carbon atoms.

Examples of the alkali metal atom represented by M ^1Z6 include a lithium atom, a sodium atom, and a potassium atom.

The amount of the alkoxide compound used is usually 0.1 to 10 mol, preferably 0.2 to 5 mol, more preferably 0.3 to 3 mol, and still more preferably 0.4 to 2 mol, relative to 1 mol of the phthalonitrile compound. Moore.

Relative to 1 mol of the phthalonitrile compound, the amount of compound pt3Z6 used is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably It is 1 to 3 moles, more preferably 1 to 2 moles.

Relative to 1 mole of the phthalonitrile compound, the amount of compound pt4Z6 used is usually 1 to 10 moles, preferably 1 to 5 moles, more preferably 1 to 3 moles, still more preferably 1 to 2 moles .

Examples of the acid include inorganic acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid, nitric acid, fluorosulfonic acid, and phosphoric acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; acetic acid , citric acid, formic acid, gluconic acid, lactic acid, oxalic acid, tartaric acid and other carboxylic acids, preferably include: hydrochloric acid, hydrobromic acid, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid and carboxylic acid Acid, more preferably, acetic acid.

The amount of the acid used is usually 1 to 20 mol, preferably 1 to 10 mol, more preferably 1 to 8 mol, and still more preferably 1 to 6 mol, relative to 1 mol of the phthalonitrile compound.

The reaction of the phthalonitrile compound, the alkoxide compound, the compound pt3Z6 and the compound pt4Z6 is usually carried out in the presence of a solvent.

Examples of the solvent include: water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, and 1-octanol; ether solvents such as tetrahydrofuran; ketone solvents such as acetone ; Ester solvents such as ethyl acetate; Aliphatic hydrocarbon solvents such as hexane; Aromatic hydrocarbon solvents such as toluene; Halogenated hydrocarbon solvents such as dichloromethane and chloroform; N,N-dimethylformaldehyde and N-methylpyrrolidone, etc. amide solvents; sulfite solvents such as dimethyl sulfoxide, preferably water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents and sulfite solvents , more preferably include: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, Acetone, ethyl acetate, toluene, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethylsulfoxide, more preferably, water, acetonitrile, methanol, ethanol , 2-propanol, 1-butanol, 1-pentanol, 1-octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethylmethylene As the dust, water, acetonitrile, methanol, ethanol and 2-propanol are particularly preferred.

The usage-amount of a solvent is normally 1-1000 mass parts with respect to 1 mass part of phthalonitrile compounds.

The reaction temperature is usually 0 to 200°C, preferably 0 to 100°C, more preferably 0 to 70°C, and still more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

With respect to the compound JJZ6 in which R ^1AAZ6 is a hydrogen atom, it is 1 mol, and the usage amount of the compound pt5Z6 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and even better 1 to 2 moles.

When the compound pt5Z6 is reacted, it is preferable to coexist with a base. Examples of the base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, and piperidine; sodium methoxide, sodium ethoxide, sodium tertiary butoxide, Metal alkoxides such as potassium tributoxide; organometallic compounds such as butyllithium, t-butyllithium and phenyllithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

Relative to the compound JJZ6 in which R ^1AAZ6 is a hydrogen atom, it is 1 mol, and the amount of the base used is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 moles.

The reaction of the compound pt5Z6 is usually carried out in the presence of a solvent. dissolve The agent can be selected from the same range as described above.

Relative to 1 mass part of compound JJZ6 in which R ^1AAZ6 is a hydrogen atom, the amount of solvent used is usually 1 to 1000 mass parts, and the reaction temperature of compound pt5Z6 is usually -90 to 200 ℃, preferably -80 to 100 ℃ , more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

When the compound JJZ6 is a compound without -SO ₃ M (hereinafter referred to as compound JJJZ6), -SO ₃ M can be introduced by reacting the compound JJJZ6 with a sulfonating agent such as oleum or chlorosulfonic acid. .

Relative to compound JJJZ6 is ₁ mol, the usage amount of SO in the oleum is usually 1 to 50 mol, preferably 5 to 40 mol, more preferably 5 to 30 mol, and more preferably 5 to 25 moles.

Relative to compound JJJZ6 is 1 mol, the amount of sulfuric acid used in the oleum is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and more preferably 10 mol. to 50 moles.

Relative to compound JJJZ6 is 1 mol, the usage amount of chlorosulfonic acid is usually 1 to 500 mol, preferably 10 to 300 mol, more preferably 10 to 200 mol, more preferably 10 to 150 mol Ear.

The reaction temperature of the sulfonation is usually -20 to 200°C, preferably -10 to 100°C, more preferably 0 to 50°C. The reaction time is usually 0.5 to 300 hours.

The method of extracting the compound JJZ6 from the reaction mixture is not particularly limited, and it can be extracted by various known methods. For example, after completion of the reaction, the compound JJZ6 can be taken out by filtering the reaction mixture. Furthermore, after filtration, the obtained residue can also be piped Column chromatography or recrystallization, etc. In addition, after completion of the reaction, the solvent of the reaction mixture can be distilled off, and it can also be purified by column chromatography.

The coloring composition of the present invention contains the compound Z, and at least one of the resin (B) and the solvent (E), and preferably contains both the compound Z, the resin (B), and the solvent (E).

The coloring composition of the present invention preferably contains a resin (hereinafter, referred to as resin (B) in some cases). When the coloring composition contains the resin (B), the dispersion stability may be further improved.

<Resin (B)>

The resin (B) is preferably an alkali-soluble resin, more preferably a polymer having a structural unit derived from the monomer (a) (hereinafter, referred to as "(a)"), the monomer (a) It is at least 1 sort(s) selected from the group which consists of an unsaturated carboxylic acid and an unsaturated carboxylic acid anhydride.

The resin (B) is preferably a copolymer having a structural unit derived from a monomer (b) (hereinafter referred to as "(b)") and other structural units, the monomer (b) having a carbon number 2 to 4 cyclic ether structures and ethylenically unsaturated bonds.

Examples of other structural units include: monomers (c) derived from copolymerizable monomers (a) (however, different from monomers (a) and (b); hereinafter referred to as "(c) )", a structural unit having an ethylenically unsaturated bond, etc.

Examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, 2-butenoic acid, and ortho-, meta-, and para-vinyl benzoic acid;

Maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid , 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid and 1,4-cyclohexenedicarboxylic acid and other unsaturated dicarboxylic acids;

Methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, Bicyclic unsaturated compounds containing carboxyl groups such as 5-carboxymethylbicyclo[2.2.1]hept-2-ene and 5-carboxyethylbicyclo[2.2.1]hept-2-ene; fumaric acid and Zhongkang Carboxylic acid anhydrides such as anhydrides of the above-mentioned unsaturated dicarboxylic acids other than acids; succinic acid mono[2-(meth)acryloyloxyethyl]ester and phthalic acid mono[2-(meth)acryloyloxyethyl] Unsaturated mono[(meth)acryloyloxyalkyl]esters of polycarboxylic acids with a valence of 2 or more such as ethyl]esters;

Such as α-(hydroxymethyl)acrylic acid containing hydroxyl and carboxyl groups in the same molecule of unsaturated acrylates and the like.

Among these, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferable from the point of copolymerization reactivity and the point of solubility of the obtained resin to an alkaline aqueous solution.

(b) refers to a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring and a tetrahydrofuran ring) and an ethylenic A polymerizable compound with a saturated bond. (b) It is preferably a monomer having a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloyloxy group.

Examples of (b) include a monomer (b1) having an oxirane group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "(b1)"), a monomer having an oxetanyl group and ethylenically unsaturated bond monomer (b2) (with Hereinafter, there are cases referred to as "(b2)") and monomers having a tetrahydrofuran group and an ethylenically unsaturated bond (b3) (hereinafter referred to as "(b3)") and the like.

Examples of (b1) include monomers (b1-1) having a structure in which linear or branched aliphatic unsaturated hydrocarbons are epoxidized (hereinafter, referred to as "(b1-1) ") and a monomer (b1-2) having a structure in which an alicyclic unsaturated hydrocarbon has been epoxidized (hereinafter, referred to as "(b1-2)").

As (b1-1), a monomer having a glycidyl group and an ethylenically unsaturated bond is preferable. Specific examples of (b1-1) include glycidyl (meth)acrylate, β-methylglycidyl (meth)acrylate, and β-ethyl (meth)acrylate. glycidyl ester, glycidyl vinyl ether, vinyl benzyl glycidyl ether, α-methyl vinyl benzyl glycidyl ether, 2,3-bis(glycidyl Oxymethyl)styrene, 2,4-bis(glycidoxymethyl)styrene, 2,5-bis(glycidoxymethyl)styrene, 2,6-bis( Glycidoxymethyl)styrene, 2,3,4-paras(glycidoxymethyl)styrene, 2,3,5-paras(glycidoxymethyl)benzene Ethylene, 2,3,6-para(glycidoxymethyl)styrene, 3,4,5-para(glycidoxymethyl)styrene and 2,4,6-parameter( glycidyloxymethyl)styrene, etc.

Examples of (b1-2) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (for example, CELLOXIDE (registered trademark) 2000; manufactured by Daicel Co., Ltd. ), 3,4-epoxycyclohexylmethyl (meth)acrylate (for example, CYCLOMER (registered trademark) A400; manufactured by Daicel Co., Ltd.), 3,4-epoxycyclohexyl (meth)acrylate Methyl esters (for example, CYCLOMER (registered trademark) M100; manufactured by Daicel Co., Ltd.), compounds represented by formula (BI), and compounds represented by formula (BII) Wait.

[In formula (BI) and formula (BII), R ^a and R ^b independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group can be substituted with a hydroxyl group. X ^a and X ^b independently represent a single bond, *-R ^c -, *-R ^c -O-, *-R ^c -S- or *-R ^c -NH-. R ^c represents an alkanediyl group having 1 to 6 carbon atoms. ＊ indicates the bond with O]

As the compound represented by the formula (BI), a compound represented by any one of the formula (BI-1) to the formula (BI-15), and the like can be exemplified, and preferably, the formula (BI-1) and the formula (BI-1) can be mentioned. Compounds represented by -3), formula (BI-5), formula (BI-7), formula (BI-9), and formula (BI-11) to formula (BI-15), more preferably, formula (BI-15) -1), compounds represented by formula (BI-7), formula (BI-9) and formula (BI-15).

As the compound represented by the formula (BII), the compound represented by any one of the formula (BII-1) to the formula (BII-15), etc. can be mentioned, and preferably, the formula (BII-1) and the formula (BII) can be mentioned. Compounds represented by -3), formula (BII-5), formula (BII-7), formula (BII-9), and formula (BII-11) to formula (BII-15), more preferably can be exemplified by formula (BII-15) -1), compounds represented by formula (BII-7), formula (BII-9) and formula (BII-15).

The compound represented by the formula (BI) and the compound represented by the formula (BII) can be used independently, or the compound represented by the formula (BI) and the compound represented by the formula (BII) can be used in combination. When these are used together, the content ratio of the compound represented by the formula (BI) and the compound represented by the formula (BII) is preferably 5:95 to 95:5, more preferably 10:90 to 10:90 on a molar basis. 90:10, more preferably 20:80 to 80:20.

Examples of (c) include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, ( 3-butyl meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate , cyclopentyl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ]decane-8-yl (meth)acrylate, tricyclo[5.2.1.0 ^2,6 ]decane (meth)acrylate Alkyl-9-yl ester, (meth)acrylate tricyclo[5.2.1.0 ^2,6 ]decen-8-yl ester, (meth)acrylate tricyclo[5.2.1.0 ^2,6 ]decene-9- (meth)acrylate, dicyclopentyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, (meth)acrylate (meth)acrylates such as propargyl acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate and benzyl (meth)acrylate;

(Meth)acrylates containing hydroxyl groups such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate;

Diethyl maleate, diethyl fumarate and diethyl itconate and other dicarboxylic acid diesters; bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2 .1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1 ]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene, 5-ethoxy bicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-bis(hydroxymethyl)bicyclo[2.2.1]hept-2 -ene, 5,6-bis(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept-2-ene, 5, 6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2. 1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2-ene, 5-Cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl) Double Ring [2.2.1] Bicyclic unsaturated compounds such as hept-2-ene and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene; N-phenylmaleimide, N-ring Hexylmaleimide, N-benzylmaleimide, N-succinimide-3-maleimide benzoate, N-succinimide yl-4-maleimidobutyrate, N-succinimidyl-6-maleimidohexanoate, N-succinimidyl-3-maleimide Dicarbonyl imine derivatives such as imide propionate and N-(9-acridyl) maleimide;

Vinyl-containing aromatic compounds such as styrene, α-methylstyrene, vinyltoluene and p-methoxystyrene; vinyl-containing nitriles such as (meth)acrylonitrile; vinyl chloride and vinylidene chloride Halogenated hydrocarbons such as (meth)acrylamide; vinyl-containing amides such as (meth)acrylamide; esters such as vinyl acetate; 1,3-butadiene, isoprene and 2,3-dimethyl-1,3- Dienes such as butadiene; etc.

Among these, from the viewpoint of copolymerization reactivity and heat resistance, preferred are styrene, vinyltoluene, (meth)acrylic tricyclo[5.2.1.0 ^2,6 ]decan-8-yl ester, (meth)acrylate tricyclo[5.2.1.0 ^2,6 ]decan-9-yl ester, (meth)acrylate tricyclo[5.2.1.0 ^2,6 ]decen-8-yl ester, (meth)acrylate base) acrylate tricyclo[5.2.1.0 ^2,6 ]decen-9-yl ester, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzyl Maleimide, bicyclo[2.2.1]hept-2-ene and benzyl (meth)acrylate, etc.

The structural unit having an ethylenically unsaturated bond is preferably a structural unit having a (meth)acryloyl group. The resin having such a structural unit can be added to a polymer having a structural unit derived from (a) and (b), which has a group capable of reacting with the group contained in (a) and (b) and an vinylic property. Monomers of unsaturated bonds are obtained.

As such a structural unit, the structural unit in which glycidyl (meth)acrylate is added to the (meth)acrylic acid unit, and the (meth)acrylic acid 2 added to the maleic anhydride unit are mentioned. - The structural unit of hydroxyethyl ester and the structural unit of (meth)acrylic acid added to the glycidyl (meth)acrylate unit, etc. In addition, when these structural units have a hydroxyl group, the structural unit which becomes a carboxylic anhydride can also be mentioned as a structural unit which has an ethylenically unsaturated bond.

A polymer having a structural unit derived from (a) can be produced, for example, by polymerizing a monomer constituting a structural unit of the polymer in a solvent in the presence of a polymerization initiator. The polymerization initiator, solvent, and the like are not particularly limited, and those commonly used in this technical field can be used. For example, as a polymerization initiator, azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.), The organic peroxide (benzyl peroxide, etc.) may be used as a solvent as long as it can dissolve each monomer.

In addition, as the obtained polymer, the solution after the reaction can be used as it is, a concentrated or diluted solution can also be used, and one extracted as a solid (powder) by methods such as reprecipitation can be used.

A reaction catalyst of carboxylic acid or carboxylic acid anhydride and cyclic ether (for example, sine (dimethylaminomethyl)phenol, etc.), a polymerization inhibitor (for example, hydroquinone, etc.), etc. can also be used as needed.

Examples of carboxylic anhydrides include maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1 ,2,3,6-Tetrahydrophthalic anhydride, Dimethyltetrahydrophthalein Acid anhydride and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride, etc.

Specific examples of the resin (B) include (meth)acrylic acid 3,4-epoxycyclohexylmethyl ester/(meth)acrylic acid copolymer, (meth)acrylic acid 3,4-ring Oxytricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid copolymer, glycidyl (meth)acrylate/(meth)acrylate/(meth)acrylic acid Copolymer, glycidyl (meth)acrylate/styrene/(meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate /(meth)acrylic acid/N-cyclohexylmaleimide copolymer, (meth)acrylate 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl ester/(methyl) ) acrylic acid/N-cyclohexylmaleimide/(meth)acrylic acid 2-hydroxyethyl ester copolymer, (meth)acrylic acid 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ] decyl ester/(meth)acrylic acid/vinyltoluene copolymer, (meth)acrylic acid 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid/( 2-ethylhexyl meth)acrylate copolymer, (meth)acrylate 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylate tricyclo[5.2.1.0 ^2,6 ] Decenyl ester/(meth)acrylic acid/N-cyclohexylmaleimide copolymer, 3-methyl-3-(meth)acryloyloxymethyloxocycle Butane/(meth)acrylic acid/styrene copolymer, benzyl (meth)acrylate/(meth)acrylic acid copolymer, styrene/(meth)acrylic acid copolymer and Japanese Patent Laid-Open No. 9-106071 The resins and the like described in the gazettes, Japanese Unexamined Patent Application Publication No. 2004-29518, and Japanese Unexamined Patent Application Publication No. 2004-361455.

Among these, as resin (B), the copolymer containing the structural unit derived from (a) and the structural unit derived from (b) is preferable.

The resin (B) may be a combination of two or more, and in this case, the resin (B) preferably contains at least a 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl group selected from (meth)acrylic acid Ester/(meth)acrylic acid copolymer, (meth)acrylate 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid/N-cyclohexylmaleic Imide/(meth)acrylic acid 2-hydroxyethyl ester copolymer, (meth)acrylic acid 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid/ Vinyltoluene copolymer, 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate/(meth)acrylic acid/2-ethylhexyl (meth)acrylate copolymer 1 or more of them.

The polystyrene-converted weight average molecular weight (Mw) of the resin (B) is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and still more preferably 5,000 to 30,000. The degree of dispersion [weight average molecular weight (Mw)/number average molecular weight (Mn)] of the resin (B) is preferably 1.1 to 6, more preferably 1.2 to 4.

The acid value (solid content conversion value) of the resin (B) is preferably 10 to 300 mg-KOH/g, more preferably 20 to 250 mg-KOH/g, still more preferably 30 to 200 mg-KOH/g. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B), and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

In the coloring composition, the content of the resin (B) is preferably 3 to 99% by mass, more preferably 5 to 99% by mass, and still more preferably 7 to 95% by mass relative to the total amount of the solid content.

The coloring composition of the present invention preferably contains a solvent (hereinafter, referred to as solvent (E) in some cases). When the coloring composition contains the solvent (E), the dispersion stability may be further improved.

<Solvent (E)>

The solvent (E) includes, for example: ester solvent (solvent containing -COO- in the molecule and not containing -O-), ether solvent (solvent containing -O- in the molecule and not containing -COO-), Ether ester solvent (solvent containing -COO- and -O- in the molecule), ketone solvent (solvent containing -CO- in the molecule and not containing -COO-), alcohol solvent (containing OH in the molecule, and not containing - O-, -CO- and -COO- solvents), aromatic hydrocarbon solvents, amide solvents and dimethyl sulfoxide, etc.

Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, and isoamyl acetate Ester, Butyl Propionate, Isopropyl Butyrate, Ethyl Butyrate, Butyrate, Methyl Pyruvate, Ethyl Pyruvate, Propyl Pyruvate, Methyl Acetate, Ethyl Acetate, Cyclohexanol acetate and γ-butyrolactone, etc.

烷、二乙二醇二甲基醚、二乙二醇二乙基醚、二乙二醇甲基乙基醚、二乙二醇二丙基醚、二乙二醇二丁基醚、苯甲醚、苯基乙基醚及甲基苯甲醚等。 As the ether solvent, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monomethyl ether, Ethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butane Alcohol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-diol

Alkane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, benzyl ether, phenyl ethyl ether and methyl anisole, etc.

Examples of ether ester solvents include methyl methoxyacetate ester, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, Methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, Methyl 2-ethoxypropionate, Ethyl 2-ethoxypropionate, Methyl 2-methoxy-2-methylpropionate, Ethyl 2-ethoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate Esters, Ethylene Glycol Monomethyl Ether Acetate, Ethylene Glycol Monoethyl Ether Acetate, Diethylene Glycol Monoethyl Ether Acetate, Diethylene Glycol Monobutyl Ether Acetate and Dipropylene Glycol Methyl ether acetate, etc.

Examples of the ketone solvent include: 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2 -Pentanone, cyclopentanone, cyclohexanone and isophorone, etc.

Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

As an aromatic hydrocarbon solvent, benzene, toluene, xylene, mesitylene, etc. are mentioned.

As an amide solvent, N,N- dimethylformamide, N,N- dimethylacetamide, N-methylpyrrolidone, etc. are mentioned.

These solvents can be used in combination of two or more.

The content rate of the solvent (E) is preferably from 40 to 99 mass %, more preferably from 50 to 95 mass %, with respect to the total amount of the coloring composition.

In the coloring composition of the present invention, the compound Z is preferably dispersed in the solvent (E).

Compound Z, as required, can be subjected to rosin treatment, surface treatment using derivatives introduced with acidic groups or basic groups, etc., grafting treatment of the surface of Compound Z through polymer compounds, etc., and sulfuric acid particles. Micronization treatment by atomization method, etc., washing treatment by organic solvent for removing impurities or water, etc., removal treatment by ion exchange method of ionic impurities, etc. The particle size of the compound Z is preferably substantially uniform. By making the compound Z contain a dispersant and performing the dispersion treatment, the compound Z can be uniformly dispersed in the dispersion liquid.

As a dispersing agent, surfactant etc. are mentioned, and it can be a surfactant of any one of cationic, anionic, nonionic, and amphoteric. Specifically, surfactants, such as polyester type, polyamine type, and acrylic type, etc. are mentioned. These dispersants can be used alone or in combination of two or more. As the dispersant, the trade names include: KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWLEN (manufactured by Koeisha Chemical Co., Ltd.), Solspers (registered trademark) (manufactured by Zeneca Co., Ltd.), EFKA (manufactured by Registered trademark) (manufactured by BASF Co., Ltd.), AJISPER (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Ltd.), Disperbyk (registered trademark) (manufactured by BYK Additives & Instruments Co., Ltd.), BYK (registered trademark) (BYK Additives & Instruments Co., Ltd.) and so on.

When using a dispersant, the usage-amount of the dispersant (solid content) is preferably 300 parts by mass or less, more preferably 5 parts by mass or more and 100 parts by mass or less, relative to 100 parts by mass of the compound Z. If the amount of dispersant used When it is the said range, there exists a tendency for the coloring composition of a more uniform dispersion state to be obtained.

In the total amount of the coloring composition, the content of the compound Z in the coloring composition is usually 0.1 to 60 mass %, preferably 0.5 to 50 mass %, more preferably 1 to 40 mass %.

In the coloring composition, the content of the compound Z relative to the total amount of the solid content is usually 1 mass % or more and 90 mass % or less, preferably 1 mass % or more and 80 mass % or less, more preferably 2 mass % or more. 75 mass % or less.

When the coloring composition of the present invention contains the compound Z, the coloring composition can further contain a coloring agent other than the compound Z (that is, the aforementioned coloring agent A1Z1, coloring agent A1Z2, coloring agent A1Z3, coloring agent A1Z4, coloring agent A1Z5, colorant A1Z6, etc.). Hereinafter, colorant A1Z1, colorant A1Z2, colorant A1Z3, colorant A1Z4, colorant A1Z5, and colorant A1Z6 may be collectively referred to as "colorant ZZ". In coloring agent ZZ, 1 type or 2 or more types of coloring agents can also be contained. The colorant ZZ preferably contains a yellow colorant or a green colorant.

<Colorant ZZ>

The colorant ZZ can be either a dye or a pigment. As a dye, a well-known dye can be used, and the dye described in the color index (Color Index) (published by The Society of Dyers and Colourists) dyeing book (color dyeing company) is mentioned. Furthermore, according to the chemical structure, there can be listed: azo dyes materials, allium quinone dyes, triphenylmethane dyes, dibenzopyran dyes and phthalocyanin dyes, etc. These dyes can be used alone or in combination of two or more.

Specifically, dyes with the following color index (C.I.) numbers can be exemplified.

C.I. solvent yellow 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 162;

C.I. acid yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99 , 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178 , 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251 ;

C.I. reactive yellow 2, 76, 116;

C.I. direct yellow 2,4,28,33,34,35,38,39,43,44,47,50,54,58,68,69,70,71,86,93,94,95 , 98, 102, 108, 109, 129, 132, 136, 138, 141;

C.I. disperse yellow 51, 54, 76;

C.I. solvent orange 2, 7, 11, 15, 26, 41, 54, 56, 99;

C.I. acid orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169 , 173;

C.I. reactive orange 16;

C.I. direct orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

C.I. solvent red 24, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146, 150, 151, 155, 160, 168, 169 , 172, 175, 181, 207, 218, 222, 227, 230, 245, 247;

C.I. acid red 52, 73, 80, 91, 92, 97, 138, 151, 211, 274, 289;

C.I. acid violet 34, 102;

C.I. disperse violet 26, 27;

C.I. solvent violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;

C.I. solvent blue 14, 18, 35, 36, 45, 58, 59, 59: 1, 63, 68, 69, 78, 79, 83, 94, 97, 98, 100, 101, 102, 104 , 105, 111, 112, 122, 128, 132, 136, 139;

C.I. acid blue 25, 27, 40, 45, 78, 80, 112;

C.I. direct blue 40;

C.I. disperse blue 1, 14, 56, 60;

C.I. solvent green 1, 3, 5, 28, 29, 32, 33;

C.I. acid green 3, 5, 9, 25, 27, 28, 41;

C.I. basic green 1;

C.I. Vat green 1 et al.

As the pigment, known pigments can be used, including For example, pigments are classified as pigments in the Color Index (published by The Society of Dyers and Colourists). These can be used alone or in combination of two or more.

Specifically, it can be listed as follows:

C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138 , 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214 and other yellow pigments;

C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73 and other orange pigments;

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 179, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, 266 , 268, 269, 273 and other red pigments;

C.I. Pigment Blue 15, 15:3, 15:4, 15:6, 60 and other blue pigments;

C.I. Pigment Violet 1, 19, 23, 29, 32, 36, 38 and other purple pigments;

C.I. Pigment Green 7, 36, 58, 59 and other green pigments.

As the colorants ZZ, yellow dyes and yellow pigments (hereinafter, these may be collectively referred to as "yellow colorants"), green dyes and green pigments (hereinafter, these may be collectively referred to as "green colorants") are preferred. ”), more preferably a yellow pigment and a green pigment, and more preferably a green pigment.

As a yellow dye, among the above-mentioned dyes, a dye whose hue is classified as yellow can be mentioned, and as a yellow pigment, among the above-mentioned pigments, a pigment whose hue is classified as yellow can be mentioned.

Among the yellow pigments, quinolinones are preferred (quinophthalone) yellow pigment, metal-containing yellow pigment, isoindoline yellow pigment, more preferably C.I. Pigment Yellow 129, 138, 139, 150, 185, more preferably C.I. Pigment Yellow 138, 139, 150, 185.

As a green dye, among the above-mentioned dyes, the hue is classified as green, and as a green pigment, among the above-mentioned pigments, the hue is classified as green.

Among the green pigments, preferably phthalocyanin pigments, more preferably at least one selected from the group consisting of copper halide phthalocyanin pigments and zinc halide phthalocyanin pigments, and more preferably selected from C.I. Pigment Green 7, At least one of the groups consisting of 36, 58 and 59.

When the coloring composition of the present invention contains the coloring agent ZZ and the solvent (E), the coloring composition can be prepared using the coloring agent ZZ-containing liquid after preparing the coloring agent ZZ-containing liquid containing the coloring agent ZZ and the solvent (E) in advance thing. When the colorant ZZ is not dissolved in the solvent (E), the colorant ZZ-containing liquid can be prepared by dispersing the colorant ZZ in the solvent (E) and mixing. The liquid containing the colorant ZZ may also contain a part or all of the solvent (E) contained in the coloring composition.

The coloring composition of the present invention is preferably produced by mixing the compound Z, the resin (B), the coloring agent ZZ containing liquid containing the coloring agent ZZ and the solvent (E); or, by mixing the compound Z, The solvent (E), the colorant ZZ containing liquid containing the colorant ZZ and the solvent (E) are mixed and produced; or, by mixing the compound Z, the resin (B) and the solvent (E), the colorant ZZ and the The colorant ZZ-containing liquid of the solvent (E) is mixed and produced.

As the above-mentioned production method, it is preferable to mix the compound Z and the resin (B) with a bead mill or the like to prepare a coloring composition, and then mix the obtained coloring composition with the colorant ZZ and the solvent containing the colorant. (E) A method of mixing the liquid containing the coloring agent ZZ; or, mixing the compound Z and the solvent (E) by a bead mill or the like to prepare a coloring composition, and mixing the obtained coloring composition with the colorant-containing liquid A method of mixing the colorant ZZ containing liquid of ZZ and solvent (E); alternatively, compound Z, resin (B) and solvent (E) are mixed by a bead mill or the like to prepare a coloring composition, and the obtained A method of mixing a coloring composition and a coloring agent ZZ-containing liquid containing a coloring agent ZZ and a solvent (E).

The colorant ZZ preferably contains one or more colorants selected from green colorants and yellow colorants.

The colorant ZZ can be subjected to rosin treatment, surface treatment using colorant derivatives introduced with acid groups or basic groups, etc., and grafting treatment on the surface of colorant ZZ through polymer compounds, etc., as required. , Micronization treatment by sulfuric acid micronization method, etc., cleaning treatment by organic solvent or water for removing impurities, removal treatment by ion exchange method of ionic impurities, etc. The particle size of the colorant ZZ is preferably substantially uniform. The colorant ZZ is dispersed by containing a dispersant so that the colorant ZZ can be uniformly dispersed in the colorant ZZ-containing liquid. The coloring agents ZZ can be dispersed individually, or a plurality of types can be mixed and dispersed.

As the dispersing agent, surfactants and the like are exemplified, and any interface of cationic, anionic, nonionic and amphoteric can be used active agent. Specifically, surfactants, such as polyester type, polyamine type, and acrylic type, etc. are mentioned. These dispersants can be used alone or in combination of two or more. As a dispersant, when represented by a trade name, KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWLEN (manufactured by Kyeisha Chemical Co., Ltd.), Solspers (registered trademark) (manufactured by Zeneca Co., Ltd.), EFKA (registered trademark) (manufactured by BASF Co., Ltd.), AJISPER (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Ltd.), Disperbyk (registered trademark) (manufactured by BYK Additives & Instruments Co., Ltd.), BYK (registered trademark) (BYK Additives & Instruments Co., Ltd.) and so on.

In order to prepare the colorant ZZ-containing liquid, when a dispersant is used, the amount of the dispersant (solid content) used is preferably 300 parts by mass or less, more preferably 5 parts by mass or more and 100 parts by mass relative to 100 parts by mass of the colorant ZZ. parts by mass or less. When the usage-amount of this dispersing agent is the said range, there exists a tendency for the coloring agent ZZ containing liquid which shows a more uniform dispersion state to be obtained.

The content rate of the colorant ZZ in the colorant ZZ-containing liquid is usually 0.1 to 60 mass %, preferably 0.5 to 50 mass %, more preferably 1 to 40 mass % in the total amount of the coloring agent ZZ-containing liquid .

In the colorant ZZ-containing liquid, the content rate of the colorant ZZ relative to the total amount of the solid content is usually 1 mass % or more and 90 mass % or less, preferably 1 mass % or more and 80 mass % or less, more preferably 2 Mass % or more and 75 mass % or less.

The coloring composition of the present invention contains a resin (B), and is used after preparing a colorant ZZ-containing liquid containing a colorant ZZ and a solvent in advance. When the coloring composition of the present invention is prepared by the colorant ZZ-containing liquid, the coloring agent ZZ-containing liquid is

A part or all of the resin (B) contained in the coloring composition can be contained in advance, and a part is preferable. By preliminarily containing the resin (B), the dispersion stability of the liquid containing the colorant ZZ can be further improved. The content of the resin (B) in the colorant ZZ containing liquid is, for example, 1 to 500 parts by mass, preferably 5 to 200 parts by mass, and more preferably 10 to 100 parts by mass relative to 100 parts by mass of the colorant ZZ.

In the coloring composition, the content rate of the coloring agent ZZZ combining the compound Z and the coloring agent ZZ with respect to the total amount of the solid content is usually 1 mass % or more and 90 mass % or less, preferably 1 mass % or more and 80 mass % or less , more preferably 2 mass % or more and 75 mass % or less.

In the total amount of colorants ZZZ, the content rate of compound Z is usually 0.001 mass % or more, preferably 0.003 mass % or more, more preferably 0.005 mass % or more, and the upper limit is 100 mass % or less, preferably 99.999 mass % % or less, more preferably 99.997 mass % or less.

In the total amount of the yellow colorant, the content of the compound Z is usually 0.001 mass % or more, preferably 40 mass % or more, more preferably 50 mass % or more, still more preferably 60 mass % or more, and particularly preferably 70 mass % or more, and the upper limit is 100 mass % or less, preferably 99.999 mass % or less, more preferably 99.997 mass % or less.

When the colorant ZZ is contained, the content of the colorant ZZ is preferably 0.1 part by mass or more, more preferably 0.5 part by mass or more, more preferably 1 part by mass or more, preferably 10,000 parts by mass relative to 100 parts by mass of the compound Z parts by mass or less, more preferably 5000 parts by mass or less.

The colored curable composition of the present invention contains the compound Z, at least one of the resin (B) and the solvent (E), and the polymerizable compound (C).

<Polymerizable compound (C)>

The polymerizable compound (C) is a compound that can be polymerized by active radicals and/or acids generated from the polymerization initiator (D), for example, a polymerizable compound having an ethylenically unsaturated bond, etc. Preferably it is a (meth)acrylate compound.

Examples of the polymerizable compound having one ethylenically unsaturated bond include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, and 2-ethylhexyl carbitol. Alcohol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone, etc., and the above-mentioned monomer (a), monomer (b), and monomer (c).

As a polymerizable compound having two ethylenically unsaturated bonds, for example, 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, and neopentyl glycol di(meth)acrylate may be mentioned. (Meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, and 3-methylpentanediol di(meth)acrylate, etc. .

Among them, the polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. As such a polymerizable compound, trimethylolpropane tri(meth)acrylate, neotaerythritol tri(meth)acrylate, neotaerythritol tetra(meth)acrylate, di(meth)acrylate, Neopentaerythritol penta(meth)acrylate, Dipivalerythritol hexa(meth)acrylic acid Esters, Tripivalerythritol Octa (meth)acrylate, Tripivalerythritol Hepta (meth)acrylate, Tetranepentaerythritol Ten (meth)acrylate, Tetranepentaerythritol nona (meth)acrylate ) acrylate, trimeric isocyanate (2-(meth)acryloyloxyethyl) ester, ethylene glycol modified neotaerythritol tetra(meth)acrylate, ethylene glycol modified dimethacrylate Neopentaerythritol hexa(meth)acrylate, propylene glycol modified neopentaerythritol tetra(meth)acrylate, propylene glycol modified dipivalerythritol hexa(meth)acrylate, caprolactone modified neopentyl Tetraol tetra(meth)acrylate, caprolactone modified dipivoerythritol hexa(meth)acrylate, etc., preferably, dipivetaerythritol penta(meth)acrylate and dipivetaerythritol Alcohol hexa(meth)acrylate.

The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, more preferably 250 or more and 1,500 or less.

In the colorable curable composition, the content of the polymerizable compound (C) is preferably 1 to 65 mass %, more preferably 3 to 60 mass %, still more preferably 5 to 60 mass % with respect to the total amount of the solid content. 55% by mass.

The colored curable composition of the present invention may also contain a polymerization initiator (D).

<Polymerization initiator (D)>

The polymerization initiator (D) is not particularly limited as long as it is a compound capable of generating active radicals, acids, etc. by the action of light or heat and starting polymerization, and known polymerization initiators can be used.

化合物及醯基氧化膦化合物等。 Examples of the polymerization initiator (D) include O-acyl oxime compounds, alkylphenone compounds, biimidazole compounds, tris

Compounds and acyl phosphine oxide compounds, etc.

Examples of the O-acyl oxime compound include N-benzyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, N-benzyl Acyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzyloxy-1-(4-phenylsulfanylphenyl) -3-Cyclopentylpropan-1-one-2-imine, N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2- Imine, N-Acetyloxy-1-(4-phenylthiophenyl)-3-cyclohexylpropan-1-one-2-imine, N-Acetyloxy-1-[9- Ethyl-6-(2-methylbenzyl)-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6- {2-Methyl-4-(3,3-dimethyl-2,4-dioxolanemethyloxy)benzyl}-9H-carbazol-3-yl]ethane- 1-Imine, N-Acetyloxy-1-[9-ethyl-6-(2-methylbenzyl)-9H-carbazol-3-yl]-3-cyclopentylpropane- 1-Imine and N-benzyloxy-1-[9-ethyl-6-(2-methylbenzyl)-9H-carbazol-3-yl]-3-cyclopentyl Propane-1-one-2-imine, etc. Furthermore, as the O-acyl oxime compound, commercially available products such as Irgacure OXE01 and OXE02 (all of which are manufactured by BASF Corporation) and N-1919 (manufactured by ADEKA Corporation) can also be used. Among them, as the O-acyl oxime compound, those selected from N-benzyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, N-benzyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, -Benzyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine and N-benzyloxy-1-(4-phenylsulfanyl) At least one of the group consisting of phenyl)-3-cyclopentylpropan-1-one-2-imine, more preferably N-benzyloxy-1-(4-phenylthio Phenyl)octan-1-one-2-imine.

Examples of the phenalkyl ketone compound include: 2-methyl-2-morpholino-1-(4-methylthiophenyl)propan-1-one, 2-dimethylamino-1- (4-Morpholinylphenyl)-2-benzylbutan-1-one and 2-(dimethylamino)-2-[(4- Methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one and the like. As the phenalkyl ketone compound, commercially available products such as Irgacure 369, 907, and 379 (all of them are manufactured by BASF Corporation) can also be used.

As the phenalkyl ketone compound, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethyl acetate) can also be mentioned: Oxy)phenyl]propan-1-one, 1-hydroxycyclohexylphenyl ketone, oligomer of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one , α, α-diethoxy acetophenone and benzyl dimethyl ketal.

As a biimidazole compound, for example, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3 -Dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (for example, refer to Japanese Patent Laid-Open No. 6-75372, Japanese Patent Laid-Open No. 6-75373, etc.), 2,2 '-Bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4' ,5,5'-tetrakis(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl) ) Biimidazole (for example, refer to Japanese Patent Publication No. Sho 48-38403, Japanese Patent Publication No. Sho 62-174204, etc.) and imidazole in which the phenyl group at the 4,4', 5,5'-position is substituted with an alkoxycarbonyl group Compounds (for example, refer to Japanese Patent Laid-Open No. 7-10913, etc.) and the like.

化合物者，可列舉：2,4-雙(三氯甲基)-6-(4-甲氧基苯基)-1,3,5-三

、2,4-雙(三氯甲基)-6-(4-甲氧基萘基)-1,3,5-三

、2,4-雙(三氯甲基)-6-胡椒基-1,3,5-三

、2,4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-1,3,5-三

、2,4-雙(三氯甲基)-6-[2-(5-甲基呋喃-2-基)乙烯基]-1,3,5-三

、2,4-雙(三氯甲基)-6-[2-(呋喃-2-基)乙 烯基]-1,3,5-三

、2,4-雙(三氯甲基)-6-[2-(4-二乙基胺基-2-甲基苯基)乙烯基]-1,3,5-三

及2,4-雙(三氯甲基)-6-[2-(3,4-二甲氧基苯基)乙烯基]-1,3,5-三

等。 as three

As a compound, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-tris

, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-tris

, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-tri

, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-tri

, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)ethenyl]-1,3,5-tri

, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-tri

, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-tri

and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-tri

Wait.

As an acyl phosphine oxide compound, 2, 4, 6- trimethylbenzyl diphenyl phosphine oxide etc. are mentioned.

Examples of the polymerization initiator (D) include benzoin such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether. Compounds; Benzophenone, Methyl o-benzylbenzoate, 4-phenylbenzophenone, 4-benzyl-4'-methyldiphenyl sulfide, 3,3', Benzophenone compounds such as 4,4'-tetrakis(tert-butylperoxycarbonyl)benzophenone and 2,4,6-trimethylbenzophenone; 9,10-phenanthrenequinone, 2- Quinone compounds such as ethyl allium quinone and camphorquinone; 10-butyl-2-chloroacridone, benzophenone, methyl phenylglyoxylate and titanocene compounds, etc.

These are preferably used in combination with a polymerization initiator (D1) (especially amines) described later.

化合物、醯基氧化膦化合物、O-醯基肟化合物及聯咪唑化合物所構成群組中之至少一種的聚合起始劑，更佳為含有O-醯基肟化合物之聚合起始劑。 The polymerization initiator (D) preferably contains a compound selected from the group consisting of phenalkyl ketone compounds,

The polymerization initiator of at least one of the group consisting of the compound, the acylphosphine oxide compound, the O-acyl oxime compound and the biimidazole compound is more preferably a polymerization initiator containing the O-acyl oxime compound.

The content rate of the polymerization initiator (D) is preferably 0.001 to 40 mass %, more preferably 0.01 to 30 mass %, in the total amount of the solid content in the colored curable composition.

The colored curable composition of the present invention may also contain a polymerization initiation aid (D1).

<Polymerization Initiating Auxiliary (D1)>

The polymerization initiation adjuvant (D1) is a compound or a sensitizer used in order to accelerate the polymerization of the polymerizable compound that starts the polymerization by the polymerization initiator. When a polymerization initiator (D1) is contained, it is usually used in combination with a polymerization initiator (D).

As a polymerization initiator (D1), an amine compound, an alkoxyanthracene compound, a thioxanthone compound, a carboxylic acid compound, etc. are mentioned.

Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, and 4-dimethylaminobenzoate. Isoamyl aminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4, 4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone and 4,4'-bis(ethyl) Preferable examples of the methylamino) benzophenone and the like include 4,4'-bis(diethylamino)benzophenone. In addition, as an amine compound, commercial items, such as EAB-F (made by Hodogaya Chemical Industry Co., Ltd.), can also be used.

Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, and 2-ethyl anthracene -9,10-diethoxyanthracene, 9,10-dibutoxyanthracene and 2-ethyl-9,10-dibutoxyanthracene, etc.

Examples of the thioxanthone compound include 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichlorothioxanthone, and 1 - Chloro-4-propoxythioxanthone, etc.

Examples of the carboxylic acid compound include: phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, Methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthio acetic acid, N-naphthylglycine and naphthyloxyacetic acid, etc.

When these polymerization initiators (D1) are used, the content of the polymerization initiators (D1) in the total amount of the solid content in the colored curable composition is preferably 0.001 to 30% by mass, more preferably It is 0.01 to 20 mass %.

The coloring composition of the present invention may further contain a leveling agent (F) and an antioxidant.

<Leveler (F)>

As a leveling agent (F), a polysiloxane-based surfactant, a fluorine-based surfactant, a polysiloxane-based surfactant having a fluorine atom, and the like are exemplified. These can also have a polymerizable group in the side chain.

As a polysiloxane-type surfactant, the surfactant etc. which have a siloxane bond in a molecule|numerator are mentioned. Specifically, Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, Toray Silicone SH8400 (all are trade names, Toray Dow Corning Co., Ltd. system); KP321, KP322, KP323, KP324, KP326, KP340, KP341 (all manufactured by Shin-Etsu Chemical Co., Ltd.); TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan Contract Co., Ltd.).

As a fluorine type surfactant, the surfactant etc. which have a fluorocarbon chain in a molecule|numerator are mentioned. Specifically, Fluorad (registered trademark) FC430, Fluorad FC431 (all manufactured by Sumitomo 3M Co., Ltd.), Megafac (registered trademark) F142D, Megafac F171, Megafac F172, Megafac F173, Megafac F177, Megafac F183, Megafac F554, Megafac R30, Megafac RS-718-K (all manufactured by DIC Corporation), Eftop (registered trademark) EF301, Eftop EF303, Eftop EF351, Eftop EF352 (all manufactured by Mitsubishi Materials Electronics Co., Ltd.), Surflon (Registered trademarks) S381, Surflon S382, Surflon SC101, Surflon SC105 (all manufactured by Asahi Glass Co., Ltd.), and E5844 (manufactured by Daikin Institute of Fine Chemicals Co., Ltd.).

As a polysiloxane type surfactant which has a fluorine atom, the surfactant etc. which have a siloxane bond and a fluorocarbon chain in a molecule|numerator are mentioned. Specifically, Megafac (registered trademark) R08, Megafac BL20, Megafac F475, Megafac F477, and Megafac F443 (all are manufactured by DIC Corporation), etc. are mentioned.

When the leveling agent (F) is contained, the content rate of the leveling agent (F) is usually 0.0005 mass % or more and 1 mass % or less, preferably 0.001 mass % or more and 0.5 mass % or less with respect to the total amount of the coloring composition. , more preferably 0.001 mass % or more and 0.2 mass % or less, still more preferably 0.002 mass % It is 0.1 mass % or more, and it is especially preferable that it is 0.005 mass % or more and 0.1 mass % or less. When the content rate of the leveling agent (F) is within the aforementioned range, the flatness of the color filter can be favorable.

<Antioxidant>

From the viewpoint of improving the heat resistance and light resistance of the colorant, it is preferable to use an antioxidant alone or in combination of two or more. The antioxidant is not particularly limited as long as it is an antioxidant generally used in industry, and a phenol-based antioxidant, a phosphorus-based antioxidant, a sulfur-based antioxidant, and the like can be used.

-2,4,6(1H,3H,5H)-三酮，BASF股份有限公司製)、Irganox 3790(Irganox 3790：1,3,5-參((4-第三丁基-3-羥基-2,6-二甲苯基)甲基)-1,3,5-三

-2,4,6(1H,3H,5H)-三酮，BASF股份有限公司製)、Irganox 1035(Irganox 1035：硫代二乙烯雙[3-(3,5-二-第三丁基-4-羥基苯基)丙酸酯]，BASF股份有限公司製)、Irganox 1135(Irganox 1135：苯丙 烷酸，3,5-雙(1,1-二甲基乙基)-4-羥基，C7-C9側鏈烷基酯，BASF股份有限公司製)、Irganox 1520L(Irganox 1520L：4,6-雙(辛基硫甲基)-鄰-甲酚，BASF股份有限公司製)、Irganox 3125(BASF股份有限公司製)、Irganox 565(Irganox 565：2,4-雙(正辛基硫基)-6-(4-羥基3’,5’-二-第三丁基苯胺基)-1,3,5-三

，BASF股份有限公司製)、ADK STAB AO-80(ADK STAB AO-80：3,9-雙(2-(3-(3-第三丁基-4-羥基-5-甲基苯基)丙醯基氧基)-1,1-二甲基乙基)-2,4,8,10-四氧雜螺(5,5)十一烷，ADEKA股份有限公司製)、Sumilizer BHT(住友化學股份有限公司製)、Sumilizer GA-80(住友化學股份有限公司製)、Sumilizer GS(住友化學股份有限公司製)、Cyanox 1790(scitec股份有限公司製)及維生素E(Eisai股份有限公司製)等。 Examples of the aforementioned phenol-based antioxidant include Irganox 1010 (Irganox 1010: neopentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], BASF Co., Ltd.), Irganox 1076 (Irganox 1076: octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate, manufactured by BASF Co., Ltd.), Irganox 1330 ( Irganox 1330: 3,3',3",5,5',5"-hexa-tert-butyl-a,a',a"-(mesitylene-2,4,6-triyl)tri- p-Cresol, manufactured by BASF Co., Ltd.), Irganox 3114 (Irganox 3114: 1,3,5-Sham(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5 -three

-2,4,6(1H,3H,5H)-trione, manufactured by BASF Co., Ltd.), Irganox 3790 (Irganox 3790: 1,3,5-sam((4-tert-butyl-3-hydroxy- 2,6-xylyl)methyl)-1,3,5-tris

-2,4,6(1H,3H,5H)-trione, manufactured by BASF Co., Ltd.), Irganox 1035 (Irganox 1035: thiodiethylenebis[3-(3,5-di-tert-butyl-) 4-Hydroxyphenyl) propionate], manufactured by BASF Co., Ltd.), Irganox 1135 (Irganox 1135: phenylpropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxyl, C7 -C9 side chain alkyl ester, manufactured by BASF Corporation), Irganox 1520L (Irganox 1520L: 4,6-bis(octylthiomethyl)-o-cresol, manufactured by BASF Corporation), Irganox 3125 (BASF Corporation) Co., Ltd.), Irganox 565 (Irganox 565: 2,4-bis(n-octylthio)-6-(4-hydroxy3',5'-di-tert-butylanilino)-1,3 ,5-Three

, BASF Co., Ltd.), ADK STAB AO-80 (ADK STAB AO-80: 3,9-bis(2-(3-(3-tert-butyl-4-hydroxy-5-methylphenyl) Propionyloxy)-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro(5,5)undecane, manufactured by ADEKA Co., Ltd.), Sumilizer BHT (Sumitomo Chemical Co., Ltd.), Sumilizer GA-80 (Sumitomo Chemical Co., Ltd.), Sumilizer GS (Sumitomo Chemical Co., Ltd.), Cyanox 1790 (Scitec Co., Ltd.), and Vitamin E (Eisai Co., Ltd.) Wait.

Examples of the aforementioned phosphorus-based antioxidants include Irgafos 168 (Irgafos 168: Ref. (2,4-di-tert-butylphenyl)phosphite, manufactured by BASF Co., Ltd.), Irgafos 12 (Irgafos 12: Ref. [2-[[2,4,8,10-Tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphin-6-yl]oxy] Ethyl]amine, manufactured by BASF Co., Ltd.), Irgafos 38 (Irgafos 38: bis(2,4-bis(1,1-dimethylethyl)-6-methylphenyl)ethyl ester phosphorous acid, BASF Corporation), ADK STAB 329K (ADEKA Corporation), ADK STAB PEP36 (ADEKA Corporation), ADK STAB PEP-8 (ADEKA Corporation), Sandstab P-EPQ (CLARIANT Corporation) ), Weston618 (manufactured by GE), Weston619G (manufactured by GE), Ultranox626 (manufactured by GE) and Sumilizer GP (Sumilizer GP: 6-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propoxy]-2,4,8,10-tetra-tert-butyldi Benzo[d,f][1.3.2]dioxaphosphine) (manufactured by Sumitomo Chemical Co., Ltd.) and the like.

Examples of the aforementioned sulfur-based antioxidants include dialkyl thiodipropionate compounds such as dilauryl thiodipropionate, bismyristate, and distearate, and tetra[methylene (3- Dodecylthio) propionate] β-alkylthiol propionate compounds of polyhydric alcohols such as methane, etc.

<Other ingredients>

The coloring composition of the present invention can also contain fillers, other polymer compounds, adhesion promoters, light stabilizers, chain transfer agents, etc., as required, as well-known additives in the technical field.

Examples of adhesion promoters include vinyltrimethoxysilane, vinyltriethoxysilane, vinylsins(2-methoxyethoxy)silane, and 3-glycidoxypropane trimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyl Diethoxysilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-Methacryloyloxypropyltrimethoxysilane, 3-thiolpropyltrimethoxysilane, 3-hydrothiopropyltrimethoxysilane, 3-isocyanatopropyltriethoxysilane , N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyldiethoxysilane , N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyldi Ethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, N-phenyl-3 -aminopropyl triethoxysilane, etc.

<Color filter>

A color filter can be formed from the coloring composition or the coloring curable composition of the present invention. As a method of forming a colored pattern, a photolithography method, an inkjet method, a printing method, etc. are mentioned, and a photolithography method is preferably mentioned. The photolithography method is a method of applying the coloring curable composition to a substrate, drying it to form a coloring curable composition layer, exposing the coloring curable composition layer through a mask, and then developing the coloring curable composition layer. In the photolithography method, the colored curable composition preferably contains a polymerization initiator (D). In the photolithography method, a colored coating film belonging to the cured product of the colored curable composition layer described above can be formed by not using a photomask and/or without performing development at the time of exposure. The colored pattern or colored coating film thus formed can be used as the color filter of the present invention.

The film thickness of the produced color filter is not particularly limited, and can be appropriately adjusted according to the purpose and application.

As the substrate, a glass plate, a resin plate, silicon, or a thin film of an alloy of aluminum, silver, silver/copper/palladium formed on the aforementioned substrate can be used. On these substrates, other color filter layers, resin layers, transistors, circuits, and the like may also be formed.

The formation of pixels of various colors by photolithography can be performed by well-known Or conventional devices and conditions. For example, it can be produced as follows.

First, a coloring curable composition is applied on a substrate, and volatile components such as a solvent are removed by heat drying (pre-baking) and/or drying under reduced pressure, and drying is performed to obtain a smooth coloring curable composition Floor.

As a coating method, a spin coating method, a slit coating method, a slit and a spin coating method, etc. are mentioned.

Next, the colored curable composition layer is exposed through a photomask for forming the intended colored pattern. In order to uniformly irradiate the entire exposure surface with parallel light, or to align the correct position of the mask and the substrate on which the colored curable composition layer is formed, it is preferable to use a mask alignment exposure machine, a stepper, or the like for exposure. device.

A colored pattern is formed on a board|substrate by making the colored curable composition layer after exposure contact with a developing solution, and developing. By developing, the unexposed portion of the colored curable composition layer is dissolved in the developing solution and removed.

The developer is preferably an aqueous solution of an alkaline compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, and tetramethylammonium hydroxide.

The development method may be any of a liquid coating method, a dipping method, a spray method, and the like. Furthermore, the substrate can be inclined at any angle during development.

The developed substrate is preferably washed with water.

Further, it is preferable to post-bake the obtained colored pattern.

The aforementioned color filter can be used as a display device (liquid crystal Color filters used in display devices, organic EL devices, electronic paper, etc.) and solid-state imaging elements, among which color filters used in liquid crystal display devices are particularly useful.

[Example]

Hereinafter, unless otherwise specified, "part" means "mass part", and "%" means "mass %".

In the following synthesis examples, the structures of the compounds were analyzed by NMR (JMM-ECA-500; manufactured by JEOL Ltd.) or mass spectrometry (LC; Type 1200 manufactured by Agilent, MASS; Type LC/MSD 6130 manufactured by Agilent) confirm.

The weight average molecular weight (Mw) and the number average molecular weight (Mn) of the resin in terms of polystyrene were measured by the GPC method under the following conditions.

Device: HLC-8120GPC (manufactured by TOSOH Co., Ltd.)

Column: TSK-GELG2000HXL

Column temperature: 40℃

Solvent: Tetrahydrofuran

Flow rate: 1.0mL/min

Solid concentration of analytical sample: 0.001 to 0.01 mass %

Injection volume: 50 μL

Detector: RI

Standard material for calibration: TSK standard polystyrene (TSK STANDARD POLYSTYRENE) F-40, F-4, F-288, A-2500, A-500 (manufactured by TOSOH Co., Ltd.)

The ratio (Mw/Mn) of the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the obtained polystyrene conversion was made into the degree of dispersion.

[Example Z1]

Example 1Z1

36.2 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 526 parts of methanol were mixed. A mixture of 20.9 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 10 parts of methanol was added dropwise over 1 hour to the obtained mixture while maintaining at 5°C.

The obtained mixture was stirred at 5°C for 4 hours.

To the obtained mixture, 13.1 parts of acetic acid and 23.7 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added while maintaining the temperature at 5°C or lower.

After stirring the obtained mixture at 5°C for 1 hour, it was stirred at room temperature for 3 days.

To the obtained mixture, 2.37 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 231 parts of methanol were added, and the mixture was stirred at room temperature for 1 day.

To the obtained mixture, 0.496 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 26 parts of methanol were added, and the mixture was stirred at 40° C. for 2 hours and 30 minutes.

To the obtained mixture, 17.1 parts of acetic acid and 26.9 parts of barbituric acid were added parts and 793 parts of water, and stirred at 40° C. for 2 hours.

To the obtained mixture, 17.0 parts of acetic acid, 26.9 parts of barbituric acid, 12 parts of methanol, and 12 parts of water were added, and the mixture was stirred at 40° C. for 30 minutes, and then stirred at room temperature for 2 days.

The obtained mixture was filtered, and the residue was washed once with 915 parts of 50% methanol aqueous solution, once with 950 parts of 50% methanol aqueous solution, once with 1600 parts of 50% methanol aqueous solution, and once with 1800 parts of water Wash 1 time.

The obtained residue was recrystallized using N,N-dimethylformamide to obtain 30.7 parts of a mixture of the compound represented by the formula (IZ1-38) and the compound represented by the formula (IZ1-39).

<Identification of the compound represented by formula IZ1-38>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 384

Exact Mass: 383

<Identification of the compound represented by formula IZ1-39>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 398

Exact Mass: 397

Example 2Z1

Except having replaced 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), it carried out similarly to Example 1Z1, and obtained formula Mixtures of compounds of formula IZ1-20 and compounds of formula IZ1-21.

<Identification of the compound represented by formula IZ1-20>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 395

Exact Mass: 394

<Identification of the compound represented by formula IZ1-21>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 409

Exact Mass: 408

Example 3Z1

In addition to replacing 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) Except having changed to phthalonitrile (made by Tokyo Chemical Industry Co., Ltd.), it carried out similarly to Example 1Z1, and obtained the mixture of the compound represented by formula IZ1-2 and the compound represented by formula IZ1-3.

<Identification of the compound represented by formula IZ1-2>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 339

Exact Mass: 338

<Identification of the compound represented by formula IZ1-3>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 353

Exact Mass: 352

Example 4Z1

Except that ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with methyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), it was carried out in the same manner as in Example 1Z1 to obtain the compound of formula IZ1-38. compound shown.

<Identification of the compound represented by formula IZ1-38>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 384

Exact Mass: 383

Example 5Z1

Except that 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), and ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) Co., Ltd.) was replaced with methyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), and the same procedure as in Example 1Z1 was carried out to obtain a compound represented by formula IZ1-20.

<Identification of the compound represented by formula IZ1-20>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 395

Exact Mass: 394

Example 6Z1

Except that 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), and ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by cyanoacetate Except for methyl ethyl acetate (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest are the same as those in Example 1Z1 In the same way, the compound represented by formula IZ1-2 is obtained.

<Identification of the compound represented by formula IZ1-2>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 339

Exact Mass: 338

Example 7Z1XXX(tBu)

10.0 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 84 parts of methanol were mixed. A mixture of 8.15 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was added dropwise to the obtained mixture while maintaining the temperature at 5° C. or lower over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days.

To the obtained mixture, 5.42 parts of acetic acid and 6.14 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added at 10 to 20°C. The obtained mixture was stirred at 65°C for 3 days.

To the obtained mixture, 2.69 parts of acetic acid and 3.07 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred at 65°C for 3 days. In addition, 206 parts of methanol in total were added up to this point in time, in addition to the methanol described above. To the obtained mixture, 5.36 parts of acetic acid, 7.25 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days.

After distilling off the solvent from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a mixture of the compound represented by the formula IZ1-20 and the compound represented by the formula IZ1-21 .

<Identification of the compound represented by formula IZ1-20>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 395

Exact Mass: 394

<Identification of the compound represented by formula IZ1-21>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 409

Exact Mass: 408

Example 8Z1XXX (542)

2.57 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 24.5 parts of methanol were mixed. To the obtained mixture, 2.00 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added at room temperature. The obtained mixture was stirred at 43°C for 1 hour 30 minutes bell.

To the obtained mixture, 2.53 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.26 parts of acetic acid, and 54.5 parts of methanol were added, and the mixture was stirred at 40° C. for 1 hour and 30 minutes. To the obtained mixture, 2.84 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.63 parts of acetic acid, and 9 parts of methanol were added, and the mixture was stirred at 40° C. for 1 hour. After distilling off the solvent from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a mixture of the compound represented by the formula IZ1-2 and the compound represented by the formula IZ1-3 .

<Identification of the compound represented by formula IZ1-2>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 339

Exact Mass: 338

<Identification of the compound represented by formula IZ1-3>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 353

Exact Mass: 352

Example 9Z1XXX (NO2)

10.0 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 149 parts of methanol were mixed. To the obtained mixture, 5.86 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes while maintaining the temperature at 2 to 6°C. The obtained mixture was stirred for 5 hours while maintaining the temperature below 5°C. While maintaining the obtained mixture at 5° C. or lower, 5.79 parts of acetic acid, 5.72 parts of methyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), and 74 parts of methanol were added. The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 2.88 parts of acetic acid and 2.86 parts of methyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added. The obtained mixture was stirred at 65°C for 3 days. In addition, 140 parts of methanol were added in total in addition to the methanol described above until this point in time. To the obtained mixture, 24.0 parts of acetic acid, 15.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days. After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ1-38.

<Identification of the compound represented by formula IZ1-38>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 384

Exact Mass: 383

Example 10Z1XXX (tBu)

10.0 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 84 parts of methanol were mixed. A mixture of 8.15 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was added dropwise to the obtained mixture while maintaining the temperature at 5° C. or lower over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days.

To the obtained mixture, 5.42 parts of acetic acid and 5.38 parts of methyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added at 10 to 20°C. The obtained mixture was stirred at 65°C for 3 days.

To the obtained mixture, 2.69 parts of acetic acid and 2.69 parts of methyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred at 65°C for 3 days. In addition, 206 parts of methanol in total were added up to this point in time, in addition to the methanol described above. To the obtained mixture, 5.36 parts of acetic acid, 7.25 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days.

After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ1-20.

<Identification of the compound represented by formula IZ1-20>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 395

Exact Mass: 394

Example 11Z1XXX(645)

60.0 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 501 parts of methanol were mixed. To the obtained mixture, 46.7 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 15 minutes while maintaining the temperature at 2°C. The obtained mixture was stirred for 5 hours while maintaining at 2°C to 6°C. To this liquid mixture, 556 parts of methanol was added while maintaining the temperature at 5°C or lower. To this mixture, 29.3 parts of acetic acid, 46.5 parts of methyl cyanoacetate, and 22 parts of methanol were added. After the mixture was stirred at room temperature for 12 hours, it was stirred at 40°C for 3 hours and 20 minutes. This mixture was mixed with 3.00 parts of acetic acid and 4.71 parts of methyl cyanoacetate, and stirred at 40° C. for 1 hour and 25 minutes. This mixture was mixed with 2.98 parts of acetic acid and 4.71 parts of methyl cyanoacetate, and stirred at 40°C for 2 hours. This mixture was mixed with 2.96 parts of acetic acid and 4.70 parts of methyl cyanoacetate, and it stirred at 40 degreeC for 2 hours. This mixture was mixed with 1.50 parts of acetic acid and 2.40 parts of methyl cyanoacetate.

In addition, 111 parts of methanol in total were added until this point in time, in addition to the methanol described above. The obtained mixture was stirred at 40°C for 1 hour and 40 minutes. To the obtained mixture, 38.1 parts of acetic acid and 60.6 parts of barbituric acid were added, and it stirred at 40 degreeC for 42 hours. Furthermore, up to this point in time, in addition to the methanol described above, A total of 66 parts of methanol was added. This mixture was filtered, and the residue was washed 6 times with 400 parts of methanol. The residue was purified by column chromatography to obtain a compound represented by formula IZ1-2.

<Identification of the compound represented by formula IZ1-2>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 339

Exact Mass: 338

Example 12Z1

5.0 parts of 4,5-dichlorophthalonitrile and 62 parts of methanol were mixed. While maintaining this mixture at below 5°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained 0.5 times the molar number of 5.0 parts of 4,5-dichlorophthalonitrile. of sodium methoxide. The mixture was stirred below 5°C for 5 hours. To this mixture, 6.1 parts of methyl cyanoacetate and 6.1 parts of acetic acid were added to the mixture while maintaining at 5°C or lower.

This mixture was stirred at 65°C for 3 days. This mixture was mixed with 4.2 parts of acetic acid, 5.2 parts of barbituric acid, 500 parts of methanol, and 562 parts of water, and stirred at 65°C for 9 days. After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain 0.297 parts of the compound represented by the formula (IZ1-258).

<Identification of the compound represented by the formula (IZ1-258)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 407

Exact Mass: 406

Example 13Z1XXX(659)

25.9 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 513 parts of methanol were mixed. A mixture of 30.3 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 12 parts of methanol was added dropwise to the obtained mixture while maintaining at 3°C to 5°C over 10 minutes. The obtained mixture was stirred for 6 hours while maintaining at 3°C to 5°C. To the obtained mixture, 19.8 parts of acetic acid, 28.5 parts of 3-butyl cyanoacetate, and 26 parts of methanol were added while maintaining at 3°C to 5°C. After the obtained mixture was stirred at room temperature for 2 days, it was stirred at 40°C for 3 hours. 5.09 parts of acetic acid and 7.17 parts of 3-butyl cyanoacetate were added to the obtained mixture, and it stirred at 40 degreeC for 4 hours. 4.95 parts of acetic acid, 7.15 parts of 3-butyl cyanoacetate, and 38 parts of methanol were added to the obtained mixture, and it stirred at 40 degreeC for 16 hours. To the obtained mixture, 19.9 parts of acetic acid, 25.8 parts of barbituric acid, 209 parts of methanol, and 800 parts of water were added, and the mixture was stirred at 40° C. for 3 hours.

The obtained mixture was filtered to obtain a residue. The residue was purified by column chromatography to obtain the formula (IZ1-5). compound shown.

<Identification of the compound represented by the formula (IZ1-5)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 381

Exact Mass: 380

Example 14Z1XXX(661)

15.1 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 284 parts of methanol were mixed. A mixture of 8.81 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 18 parts of methanol was added dropwise over 10 minutes while maintaining the temperature at 5°C or lower. The obtained mixture was stirred for 4 hours while maintaining the temperature below 5°C.

To the obtained mixture, 5.55 parts of acetic acid was added, and it stirred for 30 minutes, maintaining at 5 degreeC or less. This mixture was mixed with 12.3 parts of 3-butyl cyanoacetate, and it stirred at 40 degreeC for 14 hours. This mixture was mixed with 0.654 parts of acetic acid and 1.24 parts of 3-butyl cyanoacetate, and stirred at 40° C. for 4 hours. This mixture was mixed with 0.613 parts of acetic acid and 1.23 parts of 3-butyl cyanoacetate, and stirred at 40° C. for 3 hours. This mixture was mixed with 0.647 parts of acetic acid and 1.24 parts of 3-butyl cyanoacetate. Furthermore, until now A total of 89 parts of methanol was added in addition to the methanol described above. This mixture was stirred at 40°C for 17 hours. This mixture was mixed with 7.14 parts of acetic acid, 11.3 parts of barbituric acid, and 508 parts of water. Up to this point, 117 parts of methanol in total were added in addition to the methanol described above. The mixture was stirred at 40°C for 24 hours. This mixture was mixed with 3.65 parts of acetic acid and 5.61 parts of barbituric acid, and stirred at 40° C. for 9 hours and at room temperature for 2 days. This mixture was filtered, and the residue was washed three times with 1330 parts of 50% methanol aqueous solution. The obtained residue was purified by column chromatography to obtain a compound represented by formula (IZ1-41).

<Identification of the compound represented by formula IZ1-41>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 426

Exact Mass: 425

Synthesis Example 1

In a flask equipped with a reflux cooler, a dropping funnel, and a stirrer, an appropriate amount of nitrogen was poured into a nitrogen atmosphere, and 280 parts of propylene glycol monomethyl ether acetate was fed, and heated to 80° C. while stirring. Next, 38 parts of acrylic acid, 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decane-8-yl acrylate, and 3,4-epoxy tricyclo[5.2.1.0 ^2,6 acrylate A mixed solution of 289 parts of a mixture of ] decane-9-yl ester and 125 parts of propylene glycol monomethyl ether acetate was dripped over 5 hours. On the other hand, a mixed solution in which 33 parts of 2,2-azobis(2,4-dimethylvaleronitrile) was dissolved in 235 parts of propylene glycol monomethyl ether acetate was dropped over 6 hours. After the dropping was completed, the temperature was maintained at the same temperature for 4 hours, and then cooled to room temperature to obtain a solution of the copolymer (resin B1) with a solid content of 35.0%. The weight-average molecular weight (Mw) of the obtained resin B1 was 8800, the degree of dispersion was 2.1, and the acid value of the solution was 28 mg-KOH/g.

Synthesis Example 2

In a flask equipped with a reflux cooler, a dropping funnel, and a stirrer, an appropriate amount of nitrogen was poured into a nitrogen atmosphere, and 371 parts of propylene glycol monomethyl ether acetate was fed, and heated to 85° C. while stirring. Next, 54 parts of acrylic acid, 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decane-8-yl acrylate, and 3,4-epoxy tricyclo[5.2.1.0 ^2,6 acrylate ] A mixed solution of 225 parts of a mixture of decane-9-yl esters, 81 parts of vinyltoluene (isomer mixture), and 80 parts of propylene glycol monomethyl ether acetate was dripped over 4 hours. On the other hand, a solution in which 30 parts of polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) was dissolved in 160 parts of propylene glycol monomethyl ether acetate was dropped over 5 hours. After the dropping of the initiator solution was completed, the temperature was maintained at the same temperature for 4 hours, and then cooled to room temperature to obtain a solution of the copolymer (resin B3) with a solid content of 37.5%. The weight average molecular weight (Mw) of the obtained resin B3 was 10600, the degree of dispersion was 2.01, and the acid value of the solution was 43 mg-KOH/g.

Synthesis Example 3

In a flask equipped with a reflux cooler, a dropping funnel, and a stirrer, an appropriate amount of nitrogen was poured into a nitrogen atmosphere, and 350 parts of propylene glycol monomethyl ether acetate was fed, and heated to 85°C while stirring. Next, 70 parts of acrylic acid, 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decane-8-yl acrylate or/and 3,4-epoxy tricyclo[5.2.1.0 ² acrylate ^,6 ] A mixed solution of 202 parts of a mixture of decan-9-yl esters, 78 parts of vinyltoluene (isomer mixture), and 100 parts of propylene glycol monomethyl ether acetate was dripped over 4 hours. On the other hand, a solution in which 33 parts of polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) was dissolved in 167 parts of propylene glycol monomethyl ether acetate was dropped over 5 hours. After the dropping of the initiator solution was completed, the temperature was maintained at the same temperature for 4 hours, and then cooled to room temperature to obtain a solution of the copolymer (resin B5) with a solid content of 38.1%. The weight average molecular weight (Mw) of the obtained resin B5 was 10400, the degree of dispersion was 2.03, and the acid value of the solution was 53 mg-KOH/g.

Example 101Z1

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

While mixing, the pigment was dispersed using a bead mill to prepare a pigment dispersion liquid (colorant A1Z1-containing liquid). In addition, the

Colorant AZ1: 50 parts of a mixture of the compound represented by the formula IZ1-38 and the compound represented by the formula IZ1-39 obtained in Example 1Z1,

Dispersant (BYK-LPN6919; BYK Additives & Instruments Japan Co., Ltd.) 58 copies,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was performed, and the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 was dispersed using a bead mill to obtain a colored composition. Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z1 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): Dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 25 parts;

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether-modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 1Z1.

[Production of coloring pattern]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z1 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form a coloring curable composition. composition layer. After cooling, the interval between the substrate on which the colored curable composition layer was formed and the mask made of quartz glass was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the film to 80 mJ in an atmospheric environment. Exposure was performed at an exposure amount of /cm ² (365 nm reference). In addition, as a photomask, one formed with a 100 μm line and space pattern was used. The colored curable composition layer after exposure was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. A colored pattern was obtained by post-baking this colored curable composition layer at 230° C. for 30 minutes.

[Phase Difference Measurement]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z1 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form a coloring curable composition. composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the colored curable composition layer at an exposure amount of 80 mJ/cm ² (365 nm standard) in an atmospheric environment. After exposure, the colored curable composition layer was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. This colored coating film was post-baked at 230° C. for 30 minutes to obtain a colored coating film.

The film thickness of the obtained coloring coating film was measured using DEKTAK3 (made by Nippon Vacuum Technology Co., Ltd.). Using an ellipsometry (M-220 Spectroscopic Ellipsometry; Nippon Spectrophotometer Co., Ltd. system), the retardation value in the inclination angle of 45° of the colored coating film was measured. In the measurement of the retardation value, light having a wavelength of 550 nm was used. The results are shown in Table 8Z1.

Example 102Z1

Except that the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 was replaced by the compound represented by the formula IZ1-20 obtained in Example 2Z1 and the compound represented by the formula IZ1-21 Except for the mixture of the shown compounds, the same procedure as in Example 101Z1 was carried out to obtain a colored curable composition 2Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 103Z1

Except replacing the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 with the compound represented by the formula IZ1-2 obtained in Example 3Z1 and the compound represented by the formula IZ1-3 Except for the mixture of the shown compounds, the same procedure as in Example 101Z1 was carried out to obtain a colored curable composition 3Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 104Z1

Except that the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 was replaced by the compound represented by the formula IZ1-38 obtained in Example 4Z1, the rest are the same as those in Example 4. 101Z1 In the same manner, a colored curable composition 4Z1 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 105Z1

Except that the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 was replaced by the compound represented by the formula IZ1-20 obtained in Example 5Z1, the rest was the same as that of Example 101Z1 In the same manner, a colored curable composition 5Z1 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 106Z1

Except that the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 was replaced by the compound represented by the formula IZ1-2 obtained in Example 6Z1, the rest was the same as that of Example 101Z1. In the same manner, a colored curable composition 6Z1 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 107Z1

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 7, it carried out similarly to Example 101Z1, and obtained the coloring curable composition 7Z1, and obtained the coloring pattern. Furthermore, after obtaining the colored coating film, the film Thickness measurement and retardation value measurement. The results are shown in Table 8Z1.

Example 108Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound of formula IZ1-38 and the compound of formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 2Z1 Except for the mixture of the compound represented by -20 and the compound represented by formula IZ1-21, the same procedure as in Example 101Z1 was carried out to obtain a colored curable composition 8Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 109Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 obtained in Example 1Z1 was replaced by the formula IZ1 obtained in Example 3Z1 Except for the mixture of the compound represented by -2 and the compound represented by formula IZ1-3, the same procedure as in Example 101Z1 was performed to obtain a colored curable composition 9Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 110Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 obtained in Example 1Z1 was replaced by the formula IZ1 obtained in Example 4Z1 -38 Except for the compound shown, it carried out similarly to Example 101Z1, and obtained the colored curable composition 10Z1, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 111Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound of formula IZ1-38 and the compound of formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 5Z1 Except for the compound shown in -20, it carried out similarly to Example 101Z1, and obtained the coloring curable composition 11Z1, and the coloring pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 112Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 6Z1 Except for the compound shown in -2, it carried out similarly to Example 101Z1, and obtained the colored curable composition 12Z1, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 113Z1

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 59, it carried out similarly to Example 101Z1, and obtained the coloring curable composition 13Z1, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 114Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 was replaced by the mixture of formula IZ1 obtained in Example 2Z1 Except for the mixture of the compound represented by -20 and the compound represented by Formula IZ1-21, the same procedure as in Example 101Z1 was performed to obtain a colored curable composition 14Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 115Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 was replaced by the formula IZ1 obtained in Example 3Z1 Except for the mixture of the compound represented by -2 and the compound represented by formula IZ1-3, the same procedure as in Example 101Z1 was carried out to obtain a colored curable composition 15Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 116Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 was replaced by the mixture of formula IZ1 obtained in Example 4Z1 Except for the compound shown in -38, it carried out similarly to Example 101Z1, and obtained the colored curable composition 16Z1, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 117Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 was replaced by the mixture of formula IZ1 obtained in Example 5Z1 Except for the compound shown in -20, it carried out similarly to Example 101Z1, and obtained the colored curable composition 17Z1, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 118Z1

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound of formula IZ1-38 obtained in Example 1Z1 and the compound of formula IZ1-39 was replaced by the formula IZ1 obtained in Example 6Z1 Except for the compound shown in -2, it carried out similarly to Example 101Z1, and obtained the colored curable composition 18Z1, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in the table 8Z1.

Comparative Example 1Z1

The color curability was obtained in the same manner as in Example 101Z1, except that the mixture of the compound represented by the formula IZ1-38 and the compound represented by the formula IZ1-39 obtained in Example 1Z1 was replaced by C.I. Pigment Yellow 185 Composition C1Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Comparative Example 2Z1

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the mixture of the compound represented by the formula IZ1-38 and the compound represented by the formula IZ1-39 obtained in Example 1Z1 was replaced by C.I. Pigment Yellow 185, the rest and Example 101Z1 was performed in the same manner to obtain a colored curable composition C2Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Comparative Example 3Z1

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the mixture of the compound represented by the formula IZ1-38 and the compound represented by the formula IZ1-39 obtained in Example 1Z1 was replaced by C.I. Pigment Yellow 185, the rest and Example 101Z1 was performed in the same manner to obtain a colored curable composition C3Z1, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z1.

Example 119Z1

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a pigment dispersion liquid (colorant A1Z1-containing liquid) in which the pigment was dispersed was prepared using a bead mill.

In addition, the

Colorant AZ1: 50 parts of a mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39,

58 parts of dispersant solution (solid content 60%),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was carried out, and a bead mill was used to disperse the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 to obtain a colored composition.

Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z1 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl) 15 parts of octane-1-one-2-imine (Irgacure (registered trademark) OXE-01; manufactured by BASF Co., Ltd.);

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 19Z1.

A colored pattern was produced in the same manner as in Example 101Z1, except that the colored curable composition 19Z1 was used instead of the colored curable composition 1Z1. In addition, except having used colored curable composition 19Z1 instead of colored curable composition 1Z1, it carried out similarly to Example 101Z1, and obtained a colored coating film, and performed film thickness measurement and retardation value measurement. The results are shown in Table 9Z1.

Example 120Z1 to Example 127Z1

Example 119Z1 is the same as Example 119Z1, except that the mixture of the compound represented by the formula IZ1-38 and the compound represented by the formula IZ1-39 obtained in Example 1Z1 is replaced by the coloring agent shown in the "coloring agent" column of Table 9Z1 Apply on the ground to obtain a colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z1.

Example 128Z1 to Example 136Z1

Except that the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 was replaced by the compound shown in the "colorant" column of Table 9Z1, C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7 and above Other than that, it carried out similarly to Example 119Z1, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z1.

Example 137Z1 to Example 145Z1

Except that the mixture of the compound represented by the formula IZ1-38 obtained in Example 1Z1 and the compound represented by the formula IZ1-39 was replaced by the compound shown in the "colorant" column of Table 9Z1, C.I. Pigment Green 58 was replaced by C.I. Except for Pigment Green 59, it carried out similarly to Example 119Z1, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z1.

In the examination of Example Z1, it was found from the above results that, compared with the colored coating film formed from the colored curable composition containing C.I. In the colored coating film, the retardation value becomes small.

[Example Z2]

Example 1Z2

5.02 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 22 parts of methanol were mixed. To the obtained mixture, 2.90 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added, and the mixture was stirred at 25° C. for 3 hours.

To the obtained mixture, 3.67 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.83 parts of acetic acid, and 30 parts of methanol were added, and the mixture was stirred at 25° C. for 1 hour and 30 minutes.

To the obtained mixture, 3.62 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.37 parts of acetic acid, and 30 parts of methanol were added, and the mixture was stirred at 63° C. for 3 hours.

To the obtained mixture, 3.63 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.36 parts of acetic acid, and 30 parts of methanol were added, and the mixture was stirred at 63° C. for 2 hours.

To the obtained mixture, 3.62 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 2.40 parts of acetic acid were added, and the mixture was stirred at 63° C. for 1 hour, at room temperature for 11 hours, and at 63° C. 6 hours.

After the temperature of the obtained mixture was lowered to room temperature, it was filtered.

The obtained residue was dried to obtain 10.0 parts of a mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38, and the compound represented by the formula IaZ2-149.

<Identification of the compound represented by formula IaZ2-39>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 383

Exact Mass: 382

<Identification of the compound represented by formula IaZ2-38>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 355

Exact Mass: 354

<Identification of the compound represented by formula IaZ2-149>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 369

Exact Mass: 368

Example 2Z2

Except that ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 2-cyanoacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), it was carried out in the same manner as in Example 1Z2 to obtain formula IbZ2- The compound shown in 125.

<Identification of the compound represented by formula IbZ2-125>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 325

Exact Mass: 324

Example 3Z2

Except that ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 2-cyano-N-methylacetamide, it was carried out in the same manner as in Example 1Z2 to obtain the compound represented by the formula IbZ2-126. compound.

<Identification of the compound represented by formula IbZ2-126>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 353

Exact Mass: 352

Example 4Z2

The procedure was the same as in Example 1Z2, except that ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.). to obtain the compound represented by the formula IbZ2-148.

<Identification of the compound represented by formula IbZ2-148>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 381

Exact Mass: 380

Example 5Z2

The same procedure as in Example 1Z2 was carried out, except that ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.). to obtain the compound represented by the formula IbZ2-149.

<Identification of the compound represented by formula IbZ2-149>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 437

Exact Mass: 436

Example 6Z2

Except replacing ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) with 2-cyanoacetamidobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.) Except for the rest, it was carried out in the same manner as in Example IZ2 to obtain the compound represented by the formula IbZ2-128.

<Identification of the compound represented by formula IbZ2-128>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 477

Exact Mass: 476

Example 7Z2XXX (662)

2.55 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 84 parts of methanol were mixed. While maintaining this mixture at 5° C. or lower, a mixture of 1.47 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 30 parts of methanol was added. The mixture was stirred below 5°C for 5 hours. To this mixture, 2.16 parts of acetic acid, 2.92 parts of 2-cyano-N-methylacetamide, and 21 parts of methanol were added, and the mixture was stirred at 40°C for 3 hours.

To this mixture, 13.5 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added, and the mixture was stirred at 40° C. for 12 hours and at 62° C. for 9 hours.

To this mixture, 1.50 parts of 2-cyano-N-methylacetamide and 3.05 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) were added, and the mixture was stirred at 62° C. for 5 hours. Stir at 40°C for 17 hours. In addition, 6 parts of methanol in total were added until this point in time, in addition to the methanol described above. After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula IbZ2-126.

<Identification of the compound represented by formula IbZ2-126>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 353

Exact Mass: 352

Example 8Z2

10 parts of 4-nitrophthalonitrile and 80 parts of methanol were mixed.

While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained methoxide 0.5 times the molar number of 10 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 5 hours.

To this mixture, 2-cyanoacetamide and 16 parts of acetic acid whose molar number is 3.3 times the molar number of 10 parts of 4-nitrophthalonitrile were added, and the mixture was stirred at 60° C. for 21 days.

After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula IbZ2-125.

<Identification of the compound represented by formula IbZ2-125>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 325

Exact Mass: 324

Example 9Z2

10 parts of 4-nitrophthalonitrile and 80 parts of methanol were mixed.

While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution was added, the 25% sodium methoxide methanol solution containing methoxide with a molar number that was 0.5 times the molar number of 10 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 5 hours.

To this mixture, 2-cyano-N,N-dimethylacetamide and 16 parts of acetic acid whose molar number is 3.3 times the molar number of 10 parts of 4-nitrophthalonitrile were added, and the mixture was heated at 60°C. under stirring for 21 days. After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula IbZ2-148.

<Identification of the compound represented by formula IbZ2-148>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 381

Exact Mass: 380

Example 10Z2

10 parts of 4-nitrophthalonitrile and 80 parts of methanol were mixed. While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained methoxide 0.5 times the molar number of 10 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 5 hours. To this mixture, 2-cyano-N,N-diethylacetamide and 16 parts of acetic acid whose molar number is 3.3 times the molar number of 10 parts of 4-nitrophthalonitrile were added, and the mixture was heated at 60°C. under stirring for 21 days.

After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula (IbZ2-149).

<Identification of the compound represented by formula IbZ2-149>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 437

Exact Mass: 436

Example 11Z2XXX (660)

1.25 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 41 parts of methanol were mixed. While maintaining the temperature below 5°C, a mixture of 0.722 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 19 parts of methanol was added to the obtained mixture for 5 minutes. dropping. The obtained mixture was stirred for 4 hours while maintaining the temperature below 5°C.

While maintaining the obtained mixture at 5° C. or lower, 1.21 parts of acetic acid, 2.33 parts of 2-cyanoacetamidobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.), and 18 parts of methanol were added. The obtained mixture was stirred at 40°C for 21 hours. To the obtained mixture, 0.596 parts of acetic acid, 1.17 parts of 2-cyanoacetamide benzene (manufactured by Tokyo Chemical Industry Co., Ltd.), and 17 parts of methanol were added. The obtained mixture was stirred at 40°C for 3 hours. To the obtained mixture, 2.09 parts of acetic acid was added, and the mixture was stirred at 50°C for 2 hours, at 60°C for 2 hours, at room temperature for 15 hours, and at 62°C for 3 hours.

To the obtained mixture, 0.981 part of trifluoroacetic acid was added, and it stirred at 62 degreeC for 2 hours.

To the obtained mixture, 11.5 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added, and the mixture was stirred at 62° C. for 2 hours, at room temperature for 14 hours, and at 62° C. for 5 hours. Hour. In addition, 10 parts of methanol in total were added until this point in time, in addition to the methanol described above. The obtained mixture was cooled to 23°C, and added to 1100 parts of a 50% aqueous acetic acid solution.

To the obtained mixture, 40 parts of methanol and 400 parts of 50% aqueous acetic acid were added.

The obtained mixture was filtered, and the obtained residue was washed 6 times with 250 parts of a 50% acetic acid aqueous solution and 3 times with 250 parts of water. The obtained residue was dried under reduced pressure at 60°C to obtain formula IbZ2-128 3.32 parts of the compound shown.

<Identification of the compound represented by formula IbZ2-128>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 477

Exact Mass: 476

Example 12Z2XXX(653)

25.2 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 212 parts of methanol were mixed. A mixture of 20.5 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 184 parts of methanol was added dropwise over 1 hour to the obtained mixture while maintaining the temperature at 5° C. or lower. The obtained mixture was stirred at 5 to 20°C for 2 days.

To the obtained mixture, 13.7 parts of acetic acid and 13.5 parts of 2-cyano-N-methylacetamide were added at 10 to 20°C. After the obtained mixture was stirred at 10 to 20°C for 5 hours, it was stirred at 40°C for 16 hours. To the obtained mixture, 6.79 parts of acetic acid and 6.75 parts of 2-cyano-N-methylacetamide were added, and the mixture was stirred at 40°C for 6 hours and at 50°C for 65 hours. In addition, 201 parts of methanol were added in total in addition to the methanol described above until this point in time. To the obtained mixture, 13.5 parts of acetic acid, 18.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and water were added 604 parts, stirred at 40 degreeC for 53 hours.

The obtained mixture was filtered, and the residue was washed with a 50% methanol aqueous solution. The obtained residue was purified by column chromatography to obtain a compound represented by the formula (IbZ2-64).

<Identification of the compound represented by formula IbZ2-64>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 364

Exact Mass: 363

Example 13Z2XXX(659)

25.9 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 513 parts of methanol were mixed. A mixture of 30.3 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 12 parts of methanol was added dropwise to the obtained mixture while maintaining at 3°C to 5°C over 10 minutes. The obtained mixture was stirred for 6 hours while maintaining at 3°C to 5°C.

To the obtained mixture, 19.8 parts of acetic acid, 28.5 parts of 3-butyl cyanoacetate, and 26 parts of methanol were added while maintaining at 3°C to 5°C. After the obtained mixture was stirred at room temperature for 2 days, it was stirred at 40°C for 3 hours. 5.09 parts of acetic acid and 7.17 parts of 3-butyl cyanoacetate were added to the obtained mixture, and it stirred at 40 degreeC for 4 hours.

To the obtained mixture, 4.95 parts of acetic acid, 7.15 parts of tert-butyl cyanoacetate, and 38 parts of methanol were added, and the mixture was stirred at 40° C. for 16 hours. To the obtained mixture, 19.9 parts of acetic acid, 25.8 parts of barbituric acid, 209 parts of methanol, and 800 parts of water were added, and the mixture was stirred at 40°C for 3 hours. The obtained mixture was filtered to obtain a residue. The residue was purified by column chromatography to obtain a compound represented by formula (IaZ2-5).

<Identification of the compound represented by the formula (IaZ2-5)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 394

Exact Mass: 393

Example 14Z2XXX(661)

15.1 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 284 parts of methanol were mixed. A mixture of 8.81 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 18 parts of methanol was added dropwise over 10 minutes while maintaining the temperature at 5°C or lower. The obtained mixture was stirred for 4 hours while maintaining the temperature below 5°C. To the obtained mixture, 5.55 parts of acetic acid was added while maintaining the temperature at 5° C. or lower, followed by stirring for 30 minutes. This mixture and 12.3 parts of 3-butyl cyanoacetate were mixed, and it stirred at 40 degreeC for 14 hours.

This mixture, 0.654 parts of acetic acid, and 3-butyl cyanoacetate 1.24 parts were mixed and stirred at 40°C for 4 hours. This mixture, 0.613 parts of acetic acid, and 1.23 parts of 3-butyl cyanoacetate were mixed and stirred at 40°C for 3 hours. This mixture, 0.647 parts of acetic acid, and 1.24 parts of 3-butyl cyanoacetate were mixed. In addition, 89 parts of methanol in total were added up to this point in time, in addition to the methanol described above. This mixture was stirred at 40°C for 17 hours. This mixture, 7.14 parts of acetic acid, 11.3 parts of barbituric acid, and 508 parts of water were mixed. In addition, 117 parts of methanol in total were added until this point in time, except for the methanol described above. The mixture was stirred at 40°C for 24 hours. This mixture, 3.65 parts of acetic acid, and 5.61 parts of barbituric acid were mixed, and stirred at 40° C. for 9 hours and at room temperature for 2 days. This mixture was filtered, and the residue was washed three times with 1330 parts of 50% methanol aqueous solution. The obtained residue was purified by column chromatography to obtain a compound represented by formula (IaZ1-41).

<Identification of the compound represented by the formula (IaZ1-41)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 439

Exact Mass: 438

Example 15Z2XXX(520)

5.41 parts of 3,4,5,6-tetrafluorophthalonitrile and 23.6 parts of methanol were mixed. To this mixture at 20°C to 25°C, a mixture of 2.70 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 10 parts of methanol was added.

This mixture was stirred at 20°C to 25°C for 4 hours and 20 minutes. To this mixture, 3.36 parts of acetic acid, 5.99 parts of methyl cyanoacetate, and 7.5 parts of methanol were added. The mixture was stirred at 63°C for 2 hours. After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula (IaZ2-223).

<Identification of the compound represented by the formula (IaZ2-223)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 382

Exact Mass: 381

Example 16Z2XXX(538)

2.52 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 22.8 parts of methanol were mixed. To this mixture, 1.98 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added at room temperature. The mixture was stirred at 38°C for 3 hours.

To this mixture, 2.79 parts of cyanoacetyl urea (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1.26 parts of acetic acid were added. this mixture at 40°C under stirring for 1 hour and 30 minutes.

To this mixture, 2.77 parts of cyanoacetyl urea (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1.61 parts of acetic acid were added. In addition, 39.2 parts of methanol in total were added until this point in time, except for the methanol described above. The mixture was stirred at 40°C for 1 hour. 65.2 parts of water were added to this mixture, and it stirred at 40 degreeC for 2 hours and 30 minutes. To this mixture, 2.80 parts of cyanoacetidyl urea (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1.60 parts of acetic acid were added, and the mixture was stirred at 40° C. for 20 hours. In addition, 31 parts of methanol in total were added until this point in time except for the methanol described above. After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula (IbZ2-19).

<Identification of the compound represented by the formula (IbZ2-19)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 366

Exact Mass: 365

Example 17Z2

8 parts of phthalonitrile and 63 parts of ethanol were mixed.

To this mixture, add 21% sodium ethoxide in ethanol, the 21% sodium ethoxide in ethanol contains 1 times the molar number of 8 parts of phthalonitrile of sodium ethoxide. The mixture was stirred at room temperature for 2 hours. To this mixture, 25 parts of acetic acid and a compound represented by the formula (ppp1) whose molar number is 2.3 times the molar number of 8 parts of phthalonitrile were added, and the mixture was stirred at 90° C. for 64 hours.

The mixture was cooled to room temperature and filtered. The obtained residue was washed with 160 parts of methanol and dried. 24 parts of the obtained residue and 230 parts of N,N- dimethylformamide were mixed.

To this mixture was added 210 parts of acetic acid. This mixture was filtered.

The obtained residue was washed with 79 parts of methanol and dried to obtain 17 parts of the compound represented by the formula (IbZ2-311).

<Identification of the compound represented by the formula (IbZ2-311)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 508

Exact Mass: 507

To 15 parts of the compound represented by the formula (IbZ2-311), 200 parts of dichloromethane and 150 parts of trifluoroacetic acid were added, and the mixture was stirred at room temperature for 50 hours.

To the obtained mixture, 160 parts of methanol was added, followed by filtration.

The obtained residue was dried to obtain 13 parts of residues.

12 parts of this residue and 230 parts of N,N-dimethylformamide were mixed, stirred for 1 hour, and then filtered. The obtained residue and 160 parts of methanol were mixed and stirred at 70°C.

The obtained mixture was filtered. The residue was dried to obtain 9 parts of a compound represented by the formula (IbZ2-317).

<Identification of the compound represented by the formula (IbZ2-317>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 394

Exact Mass: 395

Example 18Z2

5 parts of 4-nitrophthalonitrile and 39 parts of ethanol were mixed.

While maintaining this mixture at 0°C, a 21% sodium ethoxide ethanol solution was added, and the 21% sodium ethoxide ethanol solution contained 0.5 times the molar number of 4-nitrophthalonitrile in 5 parts of the molar number of sodium ethoxide. . The mixture was stirred at 0°C for 3 hours. To this mixture, 16 parts of acetic acid and a compound represented by the formula (ppp1) whose molar number is 3.3 times the molar number of 5 parts of 4-nitrophthalonitrile were added. This mixture was tube-sealed and stirred at 90°C for 56 hours. The mixture was cooled to room temperature and filtered. This residue was washed with ethanol to obtain 8 parts of residue A. 10 parts of 4-nitrophthalonitrile and 79 parts of ethanol were mixed. While maintaining this mixture at 0°C, a 21% sodium ethoxide ethanol solution was added, and the 21% sodium ethoxide ethanol solution contained ethoxylated 0.5 times the molar number of 10 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 3 hours. To this mixture, 31 parts of acetic acid and a compound represented by the formula (ppp1) whose molar number is 3.3 times the molar number of 10 parts of 4-nitrophthalonitrile were added. This mixture was tube-sealed and stirred at 90°C for 56 hours. The mixture was cooled to room temperature and filtered. will get The obtained residue was washed with ethanol to obtain 15 parts of residue B. 4 parts of residue A, 14 parts of residue B, and 170 parts of N,N-dimethylformamide were mixed.

This mixture and 710 parts of methanol were mixed and stirred at room temperature for 16 hours.

The mixture was filtered to obtain 13 parts of residues containing the compound represented by the formula (IbZ2-312).

<Identification of the compound represented by the formula (IbZ2-312)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 553

Exact Mass: 552

13 parts of the residue containing the compound represented by formula (IbZ2-312), 170 parts of dichloromethane, and 130 parts of trifluoroacetic acid were mixed, and the mixture was stirred at room temperature for 16 hours.

After the solvent was distilled off from this mixture, 190 parts of N,N-dimethylformamide was added to 12 parts of the obtained residue, and the mixture was stirred at 90° C. for 10 minutes, followed by filtration. The obtained filtrate was left to stand at room temperature for 16 hours. This filtrate was filtered, and 8.0 parts of residues were obtained. 8.0 parts of this residue and 22 parts of tetrahydrofuran were mixed, stirred at 70° C. for 3 hours, and then filtered.

7.2 parts of the obtained residue and 21 parts of acetic acid were mixed at 80 After stirring at °C for 2 hours, filtration was performed.

6.2 parts of the obtained residue and 170 parts of toluene were mixed, and it filtered after stirring at 95 degreeC for 3 hours.

5.6 parts of the obtained residue and 50 parts of water were mixed, and it filtered after stirring at 90 degreeC for 16 hours.

The obtained residue was dried to obtain 5.4 parts of a compound represented by the formula (IbZ2-515).

<Identification of the compound represented by the formula (IbZ2-515)>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 439

Exact Mass: 440

Example 19Z2

2 parts of phthalonitrile and 16 parts of methanol were mixed.

While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution containing sodium methoxide whose molar number is 0.5 times the molar number of 2 parts of phthalonitrile was added.

The mixture was stirred at 0°C for 5 hours. To this mixture, the compound represented by the formula (ppp2) whose molar number is 3.3 times the molar number of 2 parts of phthalonitrile and 4.2 parts of acetic acid were added, and the mixture was stirred at 60° C. for 6 days. The mixture was cooled to room temperature and filtered. The obtained residue was washed with methanol to obtain a residue Aa 4 containing the compound represented by the formula (IbZ2-313). share. 8 parts of phthalonitrile and 63 parts of methanol were mixed. While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution containing sodium methoxide whose molar number is 0.5 times the molar number of 8 parts of phthalonitrile was added. The mixture was stirred at 0°C for 5 hours. To this mixture, the compound represented by the formula (ppp2) whose molar number is 3.3 times the molar number of 8 parts of phthalonitrile and 17 parts of acetic acid were added, and the mixture was stirred at 60°C for 10 days.

The mixture was cooled to room temperature and filtered. The obtained residue was washed with methanol to obtain 16 parts of residue Bb containing the compound represented by the formula (IbZ2-313).

<Identification of the compound represented by the formula (IbZ2-313)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 536

Exact Mass: 535

2 parts of residue Aa containing the compound represented by formula (IbZ2-313), 27 parts of dichloromethane, and 22 parts of trifluoroacetic acid were mixed and stirred at room temperature for 16 hours. The solvent was distilled off from this mixture to obtain 2 parts of residue Aaa. 2 parts of the residue Aa containing the compound represented by the formula (IbZ2-313), 16 parts of the residue Bb containing the compound represented by the formula (IbZ2-313), 240 parts of dichloromethane, and 190 parts of trifluoroacetic acid were mixed, Stir at room temperature for 16 hours.

The solvent was distilled off from this mixture to obtain 16 parts of residue Ccc.

1.7 parts of residue Aaa, 16 parts of residue Ccc, and 210 parts of acetic acid were mixed and stirred at 80° C. for 16 hours. Filter this mixture, And 13 parts of residues were obtained. This residue and 71 parts of diethyl ether were mixed and stirred at room temperature for 16 hours. The mixture was filtered, and the obtained residue was dried to obtain 12 parts of the compound represented by the formula (IbZ2-318).

<Identification of the compound represented by the formula (IbZ2-318)>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 422

Exact Mass: 423

Example 20Z2

2 parts of 4-nitrophthalonitrile and 16 parts of methanol were mixed.

While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained methoxide with a molar number that was 0.5 times the molar number of 2 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 3 hours. To this mixture, the compound represented by the formula (ppp2) whose molar number is 3.3 times the molar number of 2 parts of 4-nitrophthalonitrile and 2.1 parts of acetic acid were added, and the mixture was stirred at 60°C for 15 days. The mixture was cooled to room temperature and filtered. The obtained residue was washed with 48 parts of methanol to obtain 8.4 parts of residues containing the compound represented by the formula (IbZ2-314).

<Identification of the compound represented by the formula (IbZ2-314)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 581

Exact Mass: 580

8.4 parts of the residue containing the compound represented by formula (IbZ2-314), 110 parts of methylene chloride, and 89 parts of trifluoroacetic acid were mixed, and the mixture was stirred at room temperature for 16 hours. The solvent was distilled off from this mixture, and 6.9 parts of residues were obtained. 6.1 parts of this residue and 34 parts of dimethyl sulfoxide were mixed and stirred at room temperature for 5 minutes. This mixture and 190 parts of acetic acid were mixed and stirred at room temperature for 30 minutes. This mixture and 290 parts of methanol were mixed and stirred at room temperature for 1 hour. This mixture was filtered, and 5.7 parts of residues were obtained. 5.6 parts of this residue and 150 parts of water were mixed, stirred at 80° C. for 2 hours, and filtered.

The obtained residue was dried to obtain 5.4 parts of a compound represented by the formula (IbZ2-516).

<Identification of the compound represented by the formula (IbZ2-516>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 467

Exact Mass: 468

Example 21Z2

The compound represented by the formula (ppp3) whose molar number is 1.1 times the molar number of 6 parts of phthalonitrile, 66 parts of dimethyl sulfoxide, and the molar number that is 1 time the molar number of 6 parts of phthalonitrile The third potassium butoxide was mixed and stirred at room temperature for 10 minute. To this mixture, 6 parts of phthalonitrile was added, and it stirred at 80 degreeC for 2 hours. To this mixture, the compound represented by the formula (ppp3) whose molar number is 1.1 times the molar number of 6 parts of phthalonitrile was added, and the mixture was stirred at 180° C. for 2 hours. This mixture was cooled to room temperature and filtered to obtain 5.3 parts of residues. 5.0 parts of this residue, 55 parts of dimethylsulfoxide, and 47 parts of N,N-dimethylformamide were mixed, and stirred at 80° C. for 30 minutes.

This mixture and 240 parts of methanol were mixed and stirred at 80°C for 30 minutes.

The mixture was cooled to room temperature and filtered. The obtained residue, 55 parts of dimethyl sulfoxide, and 47 parts of N,N-dimethylformamide were mixed and stirred at 80° C. for 30 minutes. This mixture and 240 parts of methanol were mixed and stirred at 80°C for 30 minutes. The mixture was cooled to room temperature and filtered to obtain 4.6 parts of a residue. The residue and methanol were mixed and stirred at 80°C for 2 hours. The mixture was filtered, and the obtained residue was dried to obtain 4.5 parts of a compound represented by the formula (IbZ2-319).

<Identification of the compound represented by the formula (IbZ2-319)>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 518

Exact Mass: 519

Example 22Z2

50 parts of 4-aminomethylbenzoic acid, cyanoacetic acid whose mole number is 1.2 times the mole number of 4-aminomethylbenzoic acid, 4-aminomethylbenzoic acid 50 parts of N,N'-dicyclohexylcarbodiimide and 890 parts of tetrahydrofuran, which are 0.9 times the molar number, were mixed, and the mixture was stirred at room temperature for 16 hours. The mixture was filtered, and the filtrate was distilled to remove the solvent to obtain a residue.

The obtained residue and 270 parts of ethyl acetate were mixed and filtered.

The obtained residue was dried to obtain 30 parts of the compound represented by the formula (ppp4).

<Identification of the compound represented by the formula (ppp4)>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 217

Exact Mass: 218

In addition, 3 parts of phthalonitrile and 110 parts of ethylene glycol were mixed. To this mixture, at room temperature, was added a 25% methanol solution of sodium methoxide containing 1.5 times the molar number of sodium methoxide as the molar number of 3 parts of phthalonitrile.

The mixture was stirred at room temperature for 4 hours. To this mixture, the compound represented by the formula (ppp4) whose molar number is 3.1 times the molar number of 3 parts of phthalonitrile and 110 parts of ethylene glycol were added, and the mixture was stirred at 110° C. for 16 hours. After cooling this mixture to room temperature, 630 parts of methanol was added. This mixture and 26 parts of acetic acid were mixed. This mixture was filtered to obtain a residue 11 servings. This residue and 220 parts of dimethylsulfoxide were mixed. This mixture and 630 parts of methanol were mixed. This mixture was filtered, and 9.5 parts of residues were obtained. This residue and 220 parts of dimethylsulfoxide were mixed. This mixture and 630 parts of methanol were mixed. This mixture was filtered to obtain 9 parts of residues. This residue and 200 parts of water were mixed, and it stirred at 80 degreeC for 2 hours. This mixture and 2.1 parts of acetic acid were mixed. This mixture was filtered, and 8.5 parts of residues were obtained. 8.1 parts of this residue and 260 parts of dimethyl sulfoxide were mixed, and it stirred at 60 degreeC for 20 minutes. The mixture was cooled to room temperature, allowed to stand at room temperature for 2 hours, and filtered.

The obtained residue was washed with a 2% acetic acid aqueous solution to obtain 6.2 parts of a residue. This residue and 150 parts of water were mixed, and it stirred at 80 degreeC for 30 minutes. The mixture was cooled to room temperature and filtered.

The obtained residue was washed with 200 parts of water. The residue was dried to obtain 6 parts of a compound represented by the formula (IbZ2-320).

<Identification of the compound represented by formula (IbZ2-320>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 546

Exact Mass: 547

Example 23Z2

5 parts of 4,5-dibromophthalonitrile and 93 parts of 2-ethoxyethanol were mixed.

To this mixture was added 25% sodium methoxide in methanol containing 1 times the molar number of sodium methoxide as 5 parts molar of 4,5-dibromophthalonitrile. The mixture was stirred at room temperature for 6 hours. To this mixture, the compound represented by the formula (ppp1) whose molar number is 6 times the molar number of 5 parts of 4,5-dibromophthalonitrile was added, and after stirring at 90° C. for 65 hours, the mixture was heated at 100° C. under stirring for 10 hours. This mixture, 300 parts of water, and 21 parts of acetic acid were mixed. This mixture was filtered, and 10 parts of residues were obtained. This residue, 120 parts of methanol, and 10 parts of acetic acid were mixed. This mixture was filtered, and 5.5 parts of residues containing the compound represented by formula (IbZ2-315) were obtained.

<Identification of the compound represented by the formula (IbZ2-315)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 664

Exact Mass: 663

5.5 parts of the residue containing the compound represented by formula (IbZ2-315), 45 parts of trifluoroacetic acid, and 80 parts of dichloromethane were mixed, and the mixture was stirred at room temperature for 16 hours. The solvent was distilled off from this mixture, and 6 parts of residues were obtained. This residue and 79 parts of methanol were mixed. This mixture was filtered to obtain 4 parts of residues.

This residue, 0.24 parts of lithium hydroxide, 36 parts of tetrahydrofuran, and 12 parts of water were mixed and stirred at room temperature for 6 hours. From this mixture, tetrahydrofuran was distilled off using an evaporator. To the obtained mixture, add water and 1.5N hydrochloric acid. This mixture was filtered, and 3.5 parts of residues were obtained. This residue and 40 parts of methanol were mixed. The mixture was filtered, and the residue was washed with 13 parts of hexane to obtain 3 parts of residue. 2.8 parts of this residue and 33 parts of dimethyl sulfoxide were mixed, and it stirred at 70 degreeC for 20 minutes. The mixture was cooled to room temperature and filtered.

The obtained residue was washed with 40 parts of methanol, and then washed with 50 parts of water.

The residue was dried to obtain 1.8 parts of a compound represented by the formula (IbZ2-706).

<Identification of the compound represented by formula (IbZ2-706>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 550

Exact Mass: 551

Example 24Z2

13 parts of 4,5-dichlorophthalonitrile and 160 parts of methanol were mixed.

While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained 0.5 times the molar number of 13 parts of 4,5-dichlorophthalonitrile. Sodium methoxide. The mixture was stirred at 0°C for 5 hours. To this mixture, the compound represented by the formula (ppp1) whose molar number is 4.4 times the molar number of 13 parts of 4,5-dichlorophthalonitrile and 16 parts of acetic acid were added, and the mixture was stirred at 75° C. for 7 days. In this mixture, add 14 parts of acetic acid and a compound represented by the formula (ppp1) whose molar number is 3 times the molar number of 13 parts of 4,5-dichlorophthalonitrile were stirred at 75°C for 11 days.

This mixture was filtered. The obtained residue was washed with 320 parts of methanol to obtain 26 parts of residues.

13 parts of this residue, 100 parts of methanol, 16 parts of acetic acid, and 26.3 parts of the compound represented by the formula (ppp1) were mixed, and the mixture was stirred at 75° C. for 48 hours. This mixture was filtered. The obtained residue was washed with 40 parts of methanol to obtain 12 parts of residues containing the compound represented by the formula (IbZ2-316).

<Identification of the compound represented by the formula (IbZ2-316>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 576

Exact Mass: 575

12 parts of the residue containing the compound represented by formula (IbZ2-316), 160 parts of dichloromethane, and 130 parts of trifluoroacetic acid were mixed, and the mixture was stirred at room temperature for 16 hours. This mixture was filtered, and 6.2 parts of residues were obtained. This residue and 73 parts of acetic acid were mixed, and it stirred at 80 degreeC for 2 hours. This mixture was filtered, and 5.3 parts of residues were obtained. This residue and 60 parts of water were mixed, and it stirred at 80 degreeC for 2 hours. The mixture was filtered, and the obtained residue was dried to obtain 5 parts of the compound represented by the formula (IbZ2-389).

<Identification of the compound represented by the formula (IbZ2-389>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 462

Exact Mass: 463

Example 101Z2

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a bead mill was used to prepare a pigment dispersion liquid (colorant A1Z2-containing liquid) in which the pigment was dispersed. In addition, the

Colorant AZ2: 50 parts of a mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2,

Dispersant (BYK-LPN6919; manufactured by BYK Additives & Instruments Japan Co., Ltd.) 58 parts,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing, using a bead mill, disperse the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 to obtain a colored composition .

Next, the total amount of the obtained pigment dispersion liquid (colorant A1Z2 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether-modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 1Z2.

[Production of coloring pattern]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z2 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the mask made of quartz glass was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the film to 80 mJ in the atmosphere. Exposure was performed at an exposure amount of /cm ² (365 nm reference). In addition, as a photomask, one formed with a 100 μm line and space pattern was used. The colored curable composition layer after exposure was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. A colored pattern was obtained by post-baking this colored curable composition layer at 230° C. for 30 minutes.

[Phase Difference Measurement]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z2 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the colored curable composition layer at an exposure amount of 80 mJ/cm ² (365 nm standard) in an atmospheric environment. After exposure, the colored curable composition layer was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. This colored curable composition layer was post-baked at 230° C. for 30 minutes to obtain a colored coating film.

The film thickness of the obtained coloring coating film was measured using DEKTAK3 (made by Nippon Vacuum Technology Co., Ltd.). Using an ellipsometry (M-220 type spectroscopic ellipsometry; manufactured by JASCO Corporation), the retardation value in the inclination angle of 45° of this colored coating film was measured. In the measurement of the retardation value, light having a wavelength of 550 nm was used. The results are shown in Table 23Z2.

Example 102Z2

Except for the compound shown in the formula IaZ2-39 obtained in Example 1Z2 The mixture of the compound, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 was replaced with the compound represented by the formula IbZ2-125 obtained in Example 2Z2, and the rest was carried out in the same manner as in Example 101Z2, As a result, a colored curable composition 2Z2 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 103Z2

Except for replacing the mixture of the compound of formula IaZ2-39, the compound of formula IaZ2-38 and the compound of formula IaZ2-149 obtained in Example 1Z2 with the compound of formula IbZ2-126 obtained in Example 3Z2 Except for the compound shown, it carried out similarly to Example 101Z2, and obtained the colored curable composition 3Z2, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 104Z2

Except for replacing the mixture of the compound of formula IaZ2-39, the compound of formula IaZ2-38 and the compound of formula IaZ2-149 obtained in Example 1Z2 with the compound of formula IbZ2-148 obtained in Example 4Z2 Except for the compound shown, it carried out similarly to Example 101Z2, and obtained the colored curable composition 4Z2, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 105Z2

In addition to the compound shown in the formula IaZ2-39 obtained in Example 1Z2 The mixture of the compound, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 was replaced by the compound represented by the formula IbZ2-149 obtained in Example 5Z2, and the rest was performed in the same manner as in Example 101Z2, And a colored curable composition 5Z2 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 106Z2

Except for replacing the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 with the compound represented by the formula IbZ2-128 obtained in Example 6Z2 Except for the compound shown, it carried out similarly to Example 101Z2, and obtained the colored curable composition 6Z2, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 107Z2

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 7, it carried out similarly to Example 101Z2, and obtained the coloring curable composition 7Z2, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 108Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced for Except for the compound represented by the formula IbZ2-125 obtained in Example 2Z2, the same procedure as in Example 101Z2 was carried out to obtain a colored curable composition 8Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 109Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-126 obtained in Example 3Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 9Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 110Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-148 obtained in Example 4Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 10Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 111Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-149 obtained in Example 5Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 11Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 112Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-128 obtained in Example 6Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 12Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 113Z2

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 59, it carried out similarly to Example 101Z2, and obtained the coloring curable composition 13Z2, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 114Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-125 obtained in Example 2Z2, the same procedure as in Example 101Z2 was carried out to obtain a colored curable composition 14Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 115Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-126 obtained in Example 3Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 15Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 116Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-148 obtained in Example 4Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 16Z2, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film Thickness measurement and retardation value measurement. The results are shown in Table 23Z2.

Example 117Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-149 obtained in Example 5Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 17Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 118Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-128 obtained in Example 6Z2, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition 18Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Comparative Example 1Z2

Except for replacing the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 with C.I. Pigment Yellow 185, the rest are the same as those in Example 101Z2 In the same manner, a colored curable composition C1Z2 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Comparative Example 2Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for C.I. Pigment Yellow 185, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition C2Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Comparative Example 3Z2

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced Except for C.I. Pigment Yellow 185, the same procedure as in Example 101Z2 was performed to obtain a colored curable composition C3Z2, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 23Z2.

Example 119Z2

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a bead mill was used to prepare a pigment dispersion liquid (colorant A1Z2-containing liquid) in which the pigment was dispersed.

In addition, the

Colorant AZ2: 50 parts of a mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2,

Dispersant solution (solid content 60%) 58 parts,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing, using a bead mill, disperse the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 to obtain a colored composition .

Next, the total amount of the obtained pigment dispersion liquid (colorant A1Z2 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): Dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 25 parts;

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl) Octane-1-one-2-imine (Irgacure (registered trademark) OXE-01; manufactured by BASF Co., Ltd.) 15 parts;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether-modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

Mixing was performed to obtain a colored curable composition 19Z2.

Except having used colored curable composition 19Z2 instead of colored curable composition 1Z2, it carried out similarly to Example 101Z2, and obtained the colored pattern. In addition, except having used the colored curable composition 19Z2 instead of the colored curable composition 1Z2, it carried out similarly to Example 101Z2, and obtained the colored coating film, and performed film thickness measurement and retardation value measurement. The results are shown in Table 24Z2.

Example 120Z2 to Example 138Z2

Except that the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced by the coloring indicated in the column "colorant" of Table 24Z2 Except for the agent, the same procedure as in Example 119Z2 was carried out to obtain a colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 24Z2.

Example 139Z2 to Example 158Z2

Except for the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 The mixture of 119Z2 was replaced with the coloring agent shown in the column "coloring agent" of Table 24Z2, except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 7, the rest was performed in the same manner as in Example 119Z2 to obtain a colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 25Z2.

Example 159Z2 to Example 178Z2

Except that the mixture of the compound represented by the formula IaZ2-39, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 obtained in Example 1Z2 was replaced by the coloring indicated in the column "colorant" of Table 24Z2 A colored pattern was obtained in the same manner as in Example 119Z2 except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 26Z2.

In Table 24Z2, Table 25Z2, and Table 26Z2, the chemical formula of the compound represented by Formula IaZ2-1 is shown.

In the examination of Example Z2, from the above-mentioned results, it was found that compared with the colored coating film formed from the colored curable composition containing C.I. In the colored coating film, the retardation value becomes small.

[Example Z3]

Example 1Z3

10.3 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 44.8 parts of methanol were mixed. To the obtained mixture, 8.01 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped while maintaining the temperature at 20 to 25°C.

The obtained mixture was stirred at 20°C to 25°C for 2 hours.

To the obtained mixture, 10 parts of methanol was added while maintaining at 20 to 25°C.

The obtained mixture was stirred at 20 to 25°C for 2 hours.

To the obtained mixture, 7.49 parts of 2-cyanoacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) and 4.98 parts of acetic acid were added, and the obtained mixture was stirred at 40° C. for 2 hours and at 65° C. for 2 hours. Hour.

To the obtained mixture, barbituric acid (Tokyo The obtained mixture was stirred at 65°C for 3 hours, at room temperature for 2 days, and at 75°C for 5 hours.

At room temperature, 230 parts of methanol was added to the obtained mixture.

The obtained compound was filtered, and the obtained residue was washed once with 170 parts of methanol, twice with 400 parts of methanol, once with 1000 parts of water, and 11 times with 200 parts of methanol.

To the obtained residue, 641 parts of 5% sodium hydroxide aqueous solution was added, and it stirred at room temperature.

The obtained mixture was filtered, and the obtained residue was washed with 1000 parts of water.

478 parts of water were added to the obtained residue, and it stirred at room temperature.

The obtained mixture was filtered, and the obtained residue was washed with 500 parts of water.

The obtained residue was dried to obtain 19.1 parts of the compound represented by formula IZ3-1.

<Identification of the compound represented by formula IZ3-1>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 324

Exact Mass: 323

Example 2Z3

Except that phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the same procedure as in Example 1Z3 was carried out to obtain a compound represented by formula IZ3-19. compound.

<Identification of the compound represented by formula IZ3-19>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 369

Exact Mass: 368

Example 3Z3

Except having replaced phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), it was carried out in the same manner as in Example 1Z3 to obtain the compound of formula IZ3-6. compound shown.

<Identification of the compound represented by formula IZ3-6>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 380

Exact Mass: 379

Example 4Z3XXX(516)

10.3 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and methanol 44.8 parts were mixed.

To the obtained mixture, 8.01 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped while maintaining the temperature at 20 to 25°C.

The obtained mixture was stirred at 20°C to 25°C for 2 hours.

To the obtained mixture, 10 parts of methanol was added while maintaining at 20 to 25°C.

The obtained mixture was stirred at 20 to 25°C for 2 hours.

To the obtained mixture, 7.49 parts of 2-cyanoacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) and 4.98 parts of acetic acid were added, and the obtained mixture was stirred at 40° C. for 2 hours and at 65° C. for 2 hours. Hour.

To the obtained mixture, 11.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 6.53 parts of acetic acid, and 160 parts of water were added, and the obtained mixture was stirred at 65° C. for 3 hours, and stirred at room temperature On the 2nd, the mixture was stirred at 75°C for 5 hours.

At room temperature, 230 parts of methanol was added to the obtained mixture.

The obtained compound was filtered, and the obtained residue was washed once with 170 parts of methanol, twice with 400 parts of methanol, once with 1000 parts of water, and 11 times with 200 parts of methanol.

To the obtained residue, 641 parts of 5% sodium hydroxide aqueous solution was added, and it stirred at room temperature.

The obtained mixture was filtered, and the obtained residue was washed with 1000 parts of water.

To the obtained residue, 478 parts of water was added, and the mixture was heated at room temperature. Mix well.

The obtained mixture was filtered, and the obtained residue was washed with 500 parts of water.

The obtained residue was purified by column chromatography to obtain a compound portion represented by formula IZ3-1.

<Identification of the compound represented by formula IZ3-1>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 324

Exact Mass: 323

Example 5Z3XXX

10.0 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 149 parts of methanol were mixed. To the obtained mixture, 5.86 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes while maintaining the temperature at 2 to 6°C. The obtained mixture was stirred for 5 hours while maintaining the temperature below 5°C. While maintaining the obtained mixture at 5° C. or lower, 5.79 parts of acetic acid, 4.86 parts of 2-cyanoacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 74 parts of methanol were added. The obtained mixture was stirred at 65°C for 3 days.

To the obtained mixture, 2.88 parts of acetic acid and 2.43 parts of 2-cyanoacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added. The obtained mixture was stirred at 65°C for 3 days. Furthermore, until this point in time, except In addition to the methanol described above, a total of 140 parts of methanol was added.

To the obtained mixture, 24.0 parts of acetic acid, 15.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days.

After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ3-19.

<Identification of the compound represented by formula IZ3-19>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 369

Exact Mass: 368

Example 6Z3XXX

10.0 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 84 parts of methanol were mixed. A mixture of 8.15 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was added dropwise over 1 hour to the obtained mixture while maintaining the temperature at 5°C or lower. The obtained mixture was stirred at 5 to 20°C for 2 days.

To the obtained mixture, 5.42 parts of acetic acid and 4.56 parts of 2-cyanoacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added at 10 to 20°C. The obtained mixture was stirred at 65°C for 3 days.

To the obtained mixture, 2.69 parts of acetic acid and 2-cyanoacetone were added Amine (manufactured by Tokyo Chemical Industry Co., Ltd.) 2.28 was stirred at 65°C for 3 days. In addition, 206 parts of methanol in total were added up to this point in time, in addition to the methanol described above. To the obtained mixture, 5.36 parts of acetic acid, 7.25 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days.

After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ3-6.

<Identification of the compound represented by formula IZ3-6>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 380

Exact Mass: 379

Example 7Z3

5.0 parts of 4,5-dichlorophthalonitrile and 62 parts of methanol were mixed. While maintaining this mixture at below 5°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained 0.5 times the molar number of 5.0 parts of 4,5-dichlorophthalonitrile. of sodium methoxide. The mixture was stirred below 5°C for 5 hours. To this mixture, 2-cyanoacetamide (Tokyo Chemical Industry Co., Ltd.) was added with a molar number 1.5 times the molar number of 5.0 parts of 4,5-dichlorophthalonitrile while maintaining the temperature at 5°C or lower. system) and 6.1 parts of acetic acid. This mixture was stirred at 65°C for 3 days.

This mixture was mixed with 4.2 parts of acetic acid, 5.2 parts of barbituric acid, 500 parts of methanol, and 562 parts of water, and stirred at 65° C. for 9 days.

After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula (IZ3-8).

<Identification of the compound represented by formula IZ3-8>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 392

Exact Mass: 391

Example 101Z3

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a bead mill was used to prepare a pigment dispersion liquid (colorant A1Z3-containing liquid) in which the pigment was dispersed. In addition, the

Colorant AZ3: 50 parts of the compound represented by the formula IZ3-1 obtained in Example 1Z3,

Dispersant (BYK-LPN6919; manufactured by BYK Additives & Instruments Japan Co., Ltd.) 58 parts,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate were mixed, and the compound represented by formula IZ3-1 obtained in Example 1Z3 was dispersed using a bead mill to obtain a colored composition. Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z3 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 1Z3.

[Production of coloring pattern]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z3 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the mask made of quartz glass was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the film to 80 mJ in the atmosphere. Exposure was performed at an exposure amount of /cm ² (365 nm reference). In addition, as a photomask, one formed with a 100 μm line and space pattern was used. The colored curable composition layer after exposure was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. A colored pattern was obtained by post-baking this colored curable composition layer at 230° C. for 30 minutes.

[Phase Difference Measurement]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z3 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the colored curable composition layer at an exposure amount of 80 mJ/cm ² (365 nm standard) in an atmospheric environment. After exposure, the colored curable composition layer was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. This colored curable composition layer was post-baked at 230° C. for 30 minutes to obtain a colored coating film.

The film thickness of the obtained coloring coating film was measured using DEKTAK3 (made by Nippon Vacuum Technology Co., Ltd.). Using an ellipsometry (M-220 type spectroscopic ellipsometry; manufactured by JASCO Corporation), the retardation value in the inclination angle of 45° of this colored coating film was measured. In the measurement of the retardation value, light having a wavelength of 550 nm was used. The results are shown in Table 7Z3.

Example 102Z3

Color curability was obtained in the same manner as in Example 101Z3, except that the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced by the compound represented by the formula IZ3-19 obtained in Example 2Z3 Composition 2Z3, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 103Z3

A color curable composition was obtained in the same manner as in Example 101Z3, except that the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced by the compound represented by the formula IZ3-6 obtained in Example 3Z3 Object 3Z3, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 104Z3

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 7, it carried out similarly to Example 101Z3, and obtained the coloring curable composition 4Z3, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 105Z3

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced by the compound represented by the formula IZ3-19 obtained in Example 2Z3, the rest and Example 101Z3 was performed in the same manner to obtain a colored curable composition 5Z3, and obtained Gotta coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 106Z3

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced by the compound represented by the formula IZ3-6 obtained in Example 3Z3, the rest and Example 101Z3 was performed in the same manner to obtain a colored curable composition 6Z3, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 107Z3

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 59, it carried out similarly to Example 101Z3, and obtained the coloring curable composition 7Z3, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 108Z3

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced by the compound represented by the formula IZ3-19 obtained in Example 2Z3, the rest and Example 101Z3 was performed in the same manner to obtain a colored curable composition 8Z3, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 109Z3

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced by the compound represented by the formula IZ3-6 obtained in Example 3Z3, the rest and Example 101Z3 was performed in the same manner to obtain a colored curable composition 9Z3, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Comparative Example 1Z3

Except that the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced by C.I. Pigment Yellow 185, it was carried out in the same manner as in Example 101Z3 to obtain a colored curable composition C1Z3, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Comparative Example 2Z3

Pigment Green 7 was replaced by C.I. Pigment Green 58, and the compound represented by Formula IZ3-1 obtained in Example 1Z3 was replaced by C.I. Pigment Yellow 185. Coloring was obtained in the same manner as in Example 101Z3. Curable composition C2Z3, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Comparative Example 3Z3

Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by Formula IZ3-1 obtained in Example 1Z3 was replaced by C.I. Pigment Yellow 185. Coloring was obtained in the same manner as in Example 101Z3. Curable composition C3Z3, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z3.

Example 110Z3

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a bead mill was used to prepare a pigment dispersion liquid (colorant A1Z3-containing liquid) in which the pigment was dispersed. In addition, the

Colorant AZ3: 50 parts of the compound represented by formula IZ3-1,

58 parts of dispersant solution (solid content 60%),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate were mixed, and the compound represented by formula IZ3-1 was dispersed using a bead mill to obtain a colored composition. Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z3 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 10Z3.

Except having used the colored curable composition 10Z3 instead of the colored curable composition 1Z3, it carried out similarly to Example 101Z3, and obtained Coloring pattern. In addition, except having used the colored curable composition 10Z3 instead of the colored curable composition 1Z3, it carried out similarly to Example 101Z3, and obtained the colored coating film, and performed film thickness measurement and retardation value measurement. The results are shown in Table 8Z3.

Example 111Z3 to Example 113Z3

A coloring pattern was obtained in the same manner as in Example 110Z3, except that the compound represented by the formula IZ3-1 was replaced with the coloring agent shown in the "coloring agent" column of Table 8Z3. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z3.

Example 114Z3 to Example 117Z3

Except that the compound represented by the formula IZ3-1 was replaced by the compound shown in the column "colorant" of Table 8Z3, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 110Z3 was carried out to obtain Coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z3.

Example 118Z3 to Example 121Z3

Except that the compound represented by the formula IZ3-1 was replaced by the compound shown in the "colorant" column of Table 8Z3, and C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, the same procedure as in Example 110Z3 was carried out to obtain Coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z3.

In Example Z3, from the above-mentioned results, it can be seen that the coloring formed from the coloring curable composition containing the compound of the present invention is higher than the coloring coating film formed from the coloring curable composition containing C.I. Pigment Yellow 185. In the coating film, the retardation value becomes small.

[Example Z4]

Example 1Z4

20.5 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 171 parts of methanol were mixed. While maintaining at 5°C, in the obtained mixture, 28% sodium methoxide methanol solution (Wako Pure Chemical Industries, Ltd. A mixture of 23.9 parts of (manufactured) and 215 parts of methanol was dripped over 1 hour and 20 minutes.

The obtained mixture was stirred at 2 to 6°C for 7 hours.

To the obtained mixture, 15.6 parts of acetic acid, 17.9 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 118 parts of methanol were added, and the mixture was stirred at 40° C. for 15 hours. , and stirred at 65 °C for 7 hours. To the obtained mixture, 7.82 parts of acetic acid, 8.97 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 80 parts of methanol were added, and the mixture was stirred at 40° C. for 17 hours. , and stirred at 65 °C for 4 hours. To the obtained mixture, 12.6 parts of acetic acid, 14.3 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 104 parts of methanol were added, and the mixture was stirred at 40° C. for 16 hours. , and stirred at 60 °C for 9 hours. To the obtained mixture, 6.32 parts of acetic acid, 7.19 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 40 parts of methanol were added, and the mixture was stirred at 60° C. for 3 hours. , and stirred at room temperature for 59 hours. To the obtained mixture, 15.7 parts of acetic acid, 20.5 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 16 parts of methanol, and 744 parts of water were added, and the mixture was stirred at 60° C. for 24 hours. The obtained mixture was filtered, and the residue was washed with a 50% methanol aqueous solution. The obtained residue was dried under reduced pressure at 60° C. to obtain 43.1 parts of a compound represented by formula IZ4-1.

<Identification of the compound represented by formula IZ4-1>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 352

Exact Mass: 351

Example 2Z4

Except that 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by 2-cyano-N,N-diethylacetamide (Tokyo Chemical Industry Co., Ltd. Except the preparation), the rest was carried out in the same manner as in Example 1Z4, and the compound represented by formula IZ4-2 was obtained.

<Identification of the compound represented by formula IZ4-2>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 380

Exact Mass: 379

Example 3Z4

Except that phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced by 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), it was carried out in the same manner as in Example 1Z4 to obtain a compound represented by formula IZ4-79. compound.

<Identification of the compound represented by formula IZ4-79>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 397

Exact Mass: 396

Example 4Z4

In addition to replacing phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) Except for replacing 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) with 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), it was carried out in the same manner as in Example 1Z4 to obtain the formula IZ4-80. compound shown.

<Identification of the compound represented by formula IZ4-80>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 425

Exact Mass: 424

Example 5Z4

Except having replaced phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), it was carried out in the same manner as in Example 1Z4 to obtain the formula IZ4-40. compound shown.

<Identification of the compound represented by formula IZ4-40>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 408

Exact Mass: 407

Example 6Z4

2-cyano-N,N-dimethylacetamide ( Except for replacing with 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z4 to obtain formula IZ4- The compound shown in 41.

<Identification of the compound represented by formula IZ4-41>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 436

Exact Mass: 435

Example 7Z4XXX(651)

20.5 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 171 parts of methanol were mixed.

A mixture of 23.9 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 215 parts of methanol was added dropwise to the obtained mixture while maintaining at 2 to 5°C over 1 hour and 20 minutes. . The obtained mixture was stirred at 2 to 6°C for 7 hours. in the obtained To the obtained mixture, 15.6 parts of acetic acid, 17.9 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 46.9 parts of methanol were added. In addition, 71 parts of methanol was added in total in addition to the methanol described above until this point in time. The obtained mixture was stirred at 40°C for 15 hours and at 65°C for 7 hours. To the obtained mixture, 7.82 parts of acetic acid, 8.97 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 80 parts of methanol were added, and the mixture was stirred at 40° C. for 17 hours. , and stirred at 65 °C for 4 hours. To the obtained mixture, 12.6 parts of acetic acid, 14.3 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 104 parts of methanol were added, and the mixture was stirred at 40° C. for 16 hours. , and stirred at 60 °C for 9 hours. To the obtained mixture, 6.32 parts of acetic acid, 7.19 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 40 parts of methanol were added, and the mixture was stirred at 60° C. for 3 hours. , and stirred at room temperature for 59 hours. To the obtained mixture, 15.7 parts of acetic acid, 20.5 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 16 parts of methanol, and 744 parts of water were added, and the mixture was stirred at 60° C. for 9 days.

The obtained mixture was filtered, and the residue was washed with a 50% methanol aqueous solution.

The obtained residue was purified by column chromatography to obtain a compound represented by formula IZ4-1.

<Identification of the compound represented by formula IZ4-1>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 352

Exact Mass: 351

Example 8Z4XXX

10.0 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 83 parts of methanol were mixed.

A mixture of 11.7 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 105 parts of methanol was added dropwise to the obtained mixture while maintaining at 2 to 5°C over 1 hour and 30 minutes. . The obtained mixture was stirred at 2 to 6°C for 7 hours. To the obtained mixture, 7.62 parts of acetic acid, 10.9 parts of 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 140 parts of methanol were added. In addition, 35 parts of methanol was added in total in addition to the methanol described above until this point in time.

The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 3.82 parts of acetic acid and 5.48 parts of 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred at 65°C for 3 days. To the obtained mixture, 7.65 parts of acetic acid, 10.0 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days. After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography, and the rest was carried out in the same manner as in Example 1Z4 to obtain a compound represented by formula IZ4-2.

<Identification of the compound represented by formula IZ4-2>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 380

Exact Mass: 379

Example 9Z4XXX(529)

2.56 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 22 parts of methanol were mixed. To the obtained mixture, 2.96 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added while maintaining the temperature at 5° C. or lower. The obtained mixture was stirred for 3 hours while maintaining the temperature below 5°C. While maintaining the obtained mixture at 5° C. or lower, 1.84 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1.90 parts of acetic acid were added. The obtained mixture was stirred at 40°C for 1 hour and at 65°C for 1 hour. To the obtained mixture, 2.09 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.48 parts of acetic acid, and 41 parts of water were added. In addition, 24 parts of methanol was added in total in addition to the methanol described above until this point in time. The obtained mixture was stirred at 65°C for 15 hours. After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ4-79.

<Identification of the compound represented by formula IZ4-79>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 397

Exact Mass: 396

Example 10Z4XXX

10.0 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 149 parts of methanol were mixed. To the obtained mixture, 5.86 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes while maintaining the temperature at 2 to 6°C. The obtained mixture was stirred for 5 hours while maintaining the temperature below 5°C. While maintaining the obtained mixture at 5° C. or lower, 5.79 parts of acetic acid, 8.10 parts of 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 74 parts of methanol were added. The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 2.88 parts of acetic acid and 4.05 parts of 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added. The obtained mixture was stirred at 65°C for 3 days. In addition, 140 parts of methanol in total were added until this point in time, in addition to the methanol described above. To the obtained mixture, 24.0 parts of acetic acid, 15.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days. The obtained mixture was distilled to remove the solvent by a rotary evaporator, and the obtained residue was purified by column chromatography, And the compound represented by formula IZ4-80 is obtained.

<Identification of the compound represented by formula IZ4-80>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 425

Exact Mass: 424

Example 11Z4XXX

10.0 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 84 parts of methanol were mixed. A mixture of 8.15 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was added dropwise over 1 hour to the obtained mixture while maintaining the temperature at 5°C or lower. The obtained mixture was stirred at 5 to 20°C for 2 days. To the obtained mixture, 5.42 parts of acetic acid and 6.09 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added at 10 to 20°C. The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 2.69 parts of acetic acid and 3.04 parts of 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred at 65°C for 3 days. In addition, 206 parts of methanol in total were added up to this point in time, in addition to the methanol described above. To the obtained mixture, 5.36 parts of acetic acid, 7.25 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days. After distilling off the solvent from the obtained mixture by a rotary evaporator, the obtained residue was The residue was purified by column chromatography to obtain the compound represented by formula IZ4-40.

<Identification of the compound represented by formula IZ4-40>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 408

Exact Mass: 407

Example 12Z4XXX

10.0 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 84 parts of methanol were mixed. A mixture of 8.15 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was added dropwise over 1 hour to the obtained mixture while maintaining the temperature at 5°C or lower. The obtained mixture was stirred at 5 to 20°C for 2 days. To the obtained mixture, 5.42 parts of acetic acid and 7.61 parts of 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added at 10 to 20°C. The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 2.69 parts of acetic acid and 3.80 parts of 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred at 65°C for 3 days. In addition, 206 parts of methanol in total were added up to this point in time, in addition to the methanol described above. To the obtained mixture, 5.36 parts of acetic acid, 7.25 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days. will be After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain the compound represented by the formula IZ4-41.

<Identification of the compound represented by formula IZ4-41>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 436

Exact Mass: 435

Example 13Z4

5.0 parts of 4,5-dichlorophthalonitrile and 62 parts of methanol were mixed. While maintaining this mixture at below 5°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained 0.5 times the molar number of 5.0 parts of 4,5-dichlorophthalonitrile. of sodium methoxide.

The mixture was stirred below 5°C for 5 hours. To this mixture was added 2-cyano-N,N-dimethylacetone whose molar number was 1.5 times the molar number of 5.0 parts of 4,5-dichlorophthalonitrile while maintaining the temperature at 5°C or lower. Amine (manufactured by Tokyo Chemical Industry Co., Ltd.) and 6.1 parts of acetic acid. This mixture was stirred at 65°C for 3 days. This mixture, 4.2 parts of acetic acid, 5.2 parts of barbituric acid, 500 parts of methanol, and 562 parts of water were mixed and stirred at 65°C for 9 days. After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula (IZ4-321).

<Identification of the compound represented by the formula (IZ4-321)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 420

Exact Mass: 419

Example 101Z4

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a bead mill was used to prepare a pigment dispersion liquid (colorant A1Z4-containing liquid) in which the pigment was dispersed. In addition, the

Colorant AZ4: 50 parts of the compound represented by the formula IZ4-1 obtained in Example 1Z4,

Dispersant (BYK-LPN6919; manufactured by BYK Additives & Instruments Japan Co., Ltd.) 58 parts,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was performed, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was dispersed using a bead mill to obtain a colored composition. Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z4 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether-modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.); mixed to obtain a colored curable composition 1Z4.

[Production of coloring pattern]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z4 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the mask made of quartz glass was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the film to 80 mJ in the atmosphere. Exposure was performed at an exposure amount of /cm ² (365 nm reference). In addition, as a photomask, one formed with a 100 μm line and space pattern was used. The colored curable composition layer after exposure was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. A colored pattern was obtained by post-baking this colored curable composition layer at 230° C. for 30 minutes.

[Phase Difference Measurement]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z4 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the colored curable composition layer at an exposure amount of 80 mJ/cm ² (365 nm standard) in an atmospheric environment. After exposure, the colored curable composition layer was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. This colored curable composition layer was post-baked at 230° C. for 30 minutes to obtain a colored coating film.

The film thickness of the obtained coloring coating film was measured using DEKTAK3 (made by Nippon Vacuum Technology Co., Ltd.).

Using an ellipsometry (M-220 type spectroscopic ellipsometry; manufactured by JASCO Corporation), the retardation value in the inclination angle of 45° of this colored coating film was measured. In the measurement of the retardation value, light having a wavelength of 550 nm was used. The results are shown in Table 9Z4.

Example 102Z4

Except that the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-2 obtained in Example 2Z4, the same procedure as in Example 101Z4 was carried out to obtain a colored curable composition thing 2Z4, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 103Z4

Except that the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-79 obtained in Example 3Z4, the same procedure as in Example 101Z4 was performed to obtain a color-hardening composition Object 3Z4, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 104Z4

Except that the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-80 obtained in Example 4Z4, the same procedure as in Example 101Z4 was carried out to obtain a color-hardening composition. Object 4Z4, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 105Z4

Except that the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-40 obtained in Example 5Z4, the same procedure as in Example 101Z4 was carried out to obtain a colored curable composition Object 5Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 106Z4

Except that the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-41 obtained in Example 6Z4, the same procedure as in Example 101Z4 was performed to obtain a color-hardening composition Object 6Z4, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 107Z4

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 7, it carried out similarly to Example 101Z4, and obtained the coloring curable composition 7Z4, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 108Z4

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-2 obtained in Example 2Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 8Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 109Z4

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the compound represented by Formula IZ4-1 obtained in Example 1Z4 was replaced with Example 3Z4 Except for the compound represented by the obtained formula IZ4-79, it carried out similarly to Example 101Z4, and obtained the colored curable composition 9Z4, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 110Z4

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-80 obtained in Example 4Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 10Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 111Z4

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-40 obtained in Example 5Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 11Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 112Z4

In addition to replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the compound represented by Formula IZ4-1 obtained in Example 1Z4 was replaced with Example 6Z4 Except the compound represented by the obtained formula IZ4-41, it carried out similarly to Example 101Z4, and obtained the colored curable composition 12Z4, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 113Z4

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 59, it carried out similarly to Example 101Z4, and obtained the coloring curable composition 13Z4, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 114Z4

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-2 obtained in Example 2Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 14Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 115Z4

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-79 obtained in Example 3Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 15Z4, and obtained Gotta coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 116Z4

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by Formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by Formula IZ4-80 obtained in Example 4Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 16Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 117Z4

Except replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, and replacing the compound of formula IZ4-1 obtained in Example 1Z4 with the compound of formula IZ4-40 obtained in Example 5Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 17Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 118Z4

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced by the compound represented by the formula IZ4-41 obtained in Example 6Z4 Example 101Z4 was performed in the same manner to obtain a colored curable composition 18Z4, and obtained Gotta coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Comparative Example 1Z4

Except that the compound represented by the formula IZ4-1 obtained in Example 1Z4 was replaced with C.I. Pigment Yellow 185, it was carried out in the same manner as in Example 101Z4 to obtain a colored curable composition C1Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Comparative Example 2Z4

Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by Formula IZ4-1 obtained in Example 1Z4 was replaced by C.I. Pigment Yellow 185. Coloring was obtained in the same manner as in Example 101Z4. Curable composition C2Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Comparative Example 3Z4

Pigment green 58 was replaced with C.I. pigment green 59, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with C.I. pigment yellow 185. Coloring was obtained in the same manner as Example 101Z4. Curable composition C3Z4, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z4.

Example 119Z4

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a bead mill was used to prepare a pigment dispersion liquid (colorant A1Z4-containing liquid) in which the pigment was dispersed. In addition, the

Colorant AZ4: 50 parts of the compound represented by formula IZ4-1,

58 parts of dispersant solution (solid content 60%),

Resin (B): 93 parts of resin B3 solution and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was performed, and a bead mill was used to disperse the compound represented by the formula IZ4-1 to obtain a colored composition. Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z4 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: polyether modified polysiloxane oil (Toray Silicone SH8400; Toray Dow Corning Co., Ltd.) 0.12 part; mixed to obtain a colored curable composition 19Z4.

A colored pattern was produced in the same manner as in Example 101Z4 except that the colored curable composition 19Z4 was used instead of the colored curable composition 1Z4. In addition, except having used the colored curable composition 19Z4 instead of the colored curable composition 1Z4, it carried out similarly to Example 101Z4, and obtained a colored coating film, and performed film thickness measurement and retardation value measurement. The results are shown in Table 10Z4.

Example 120Z4 to Example 125Z4

A coloring pattern was obtained in the same manner as in Example 119Z4, except that the compound represented by the formula IZ4-1 was replaced with the coloring agent shown in the "coloring agent" column of Table 10Z4. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 10Z4.

Example 126Z4 to Example 132Z4

Except that the compound represented by the formula IZ4-1 was replaced by the compound represented in the "colorant" column of Table 10Z4, and C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, the same procedure as in Example 119Z4 was carried out to obtain Coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 10Z4.

Example 133Z4 to Example 139Z4

In addition to replacing the compound represented by formula IZ4-1 with "Coloring" in Table 10Z4 The compound shown in the column of "agent" was carried out in the same manner as in Example 119Z4 except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59 to obtain a colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 10Z4.

In Example Z4, from the above-mentioned results, it can be seen that the coloring formed from the coloring curable composition containing the compound of the present invention is higher than the coloring coating film formed from the coloring curable composition containing C.I. Pigment Yellow 185. In the coating film, the retardation value becomes small.

[Example Z5]

Example 1Z5

25.2 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 212 parts of methanol were mixed. While maintaining at 5°C, a mixture of 20.5 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 184 parts of methanol was added dropwise to the obtained mixture over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days.

To the obtained mixture, 13.7 parts of acetic acid and 13.5 parts of 2-cyano-N-methylacetamide were added at 10 to 20°C. After the obtained mixture was stirred at 10 to 20°C for 5 hours, it was stirred at 40°C for 16 hours. To the obtained mixture, 6.79 parts of acetic acid, 6.75 parts of 2-cyano-N-methylacetamide, and 201 parts of methanol were added, and the mixture was stirred at 40°C for 6 hours and at 50°C for 65 hours. To the obtained mixture, 13.5 parts of acetic acid, 18.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 604 parts of water were added, and the mixture was stirred at 40° C. for 52 hours. The obtained mixture was filtered, and the residue was washed with a 50% methanol aqueous solution. The obtained residue was dried under reduced pressure at 60° C. to obtain 49.9 parts of a compound represented by formula IZ5-1.

<Identification of the compound represented by formula IZ5-1>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 394

Exact Mass: 393

Example 2Z5

Except that 2-cyano-N-methylacetamide was replaced with 2-cyanoacetamide benzene (manufactured by Tokyo Chemical Industry Co., Ltd.), it was carried out in the same manner as in Example 1Z5 to obtain formula IZ5-3 compounds shown.

<Identification of the compound represented by formula IZ5-3>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 456

Exact Mass: 455

Example 3Z5

Except having replaced 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), it carried out similarly to Example 1Z5, and obtained formula The compound shown by IZ5-23.

<Identification of the compound represented by formula IZ5-23>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 383

Exact Mass: 382

Example 4Z5

2-cyano-N-methylacetamide was replaced by 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), except that 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) Except having replaced with 2-cyanoacetamidobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.), it carried out similarly to Example 1Z5, and obtained the compound represented by formula IZ5-25.

<Identification of the compound represented by formula IZ5-25>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 445

Exact Mass: 444

Example 5Z5XXX (653)

25.2 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 212 parts of methanol were mixed. while maintaining the temperature below 5°C, In the obtained mixture, a mixture of 20.5 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 184 parts of methanol was dropped over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days. To the obtained mixture, 13.7 parts of acetic acid and 13.5 parts of 2-cyano-N-methylacetamide were added at 10 to 20°C. After the obtained mixture was stirred at 10 to 20°C for 5 hours, it was stirred at 40°C for 16 hours. To the obtained mixture, 6.79 parts of acetic acid and 6.75 parts of 2-cyano-N-methylacetamide were added, and the mixture was stirred at 40°C for 6 hours and at 50°C for 65 hours. In addition, 201 parts of methanol was added in total in addition to the methanol described above until this point in time.

To the obtained mixture, 13.5 parts of acetic acid, 18.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 604 parts of water were added, and the mixture was stirred at 40° C. for 53 hours. The obtained mixture was filtered, and the residue was washed with a 50% methanol aqueous solution. The obtained residue was purified by column chromatography to obtain a compound represented by formula IZ5-1.

<Identification of the compound represented by formula IZ5-1>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 394

Exact Mass: 393

Example 6Z5XXX

4-tert-butylphthalonitrile (Tokyo Chemical Industry Co., Ltd. 10.0 parts of methanol) and 84 parts of methanol were mixed. A mixture of 8.15 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was added dropwise over 1 hour to the obtained mixture while maintaining the temperature at 5°C or lower. The obtained mixture was stirred at 5 to 20°C for 2 days.

To the obtained mixture, 5.42 parts of acetic acid and 8.69 parts of 2-cyanoacetamidobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.) were added at 10 to 20°C. The obtained mixture was stirred at 65°C for 3 days.

To the obtained mixture, 2.69 parts of acetic acid and 4.35 parts of 2-cyanoacetamide benzene (manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred at 65°C for 3 days. In addition, 206 parts of methanol in total were added up to this point in time, in addition to the methanol described above. To the obtained mixture, 5.36 parts of acetic acid, 7.25 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days.

After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ5-3.

<Identification of the compound represented by formula IZ5-3>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 456

Exact Mass: 455

Example 7Z5XXX (654)

25.2 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 376 parts of methanol were mixed. To the obtained mixture, 14.8 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes while maintaining the temperature at 2 to 6°C. The obtained mixture was stirred for 5 hours while maintaining the temperature below 5°C.

While maintaining the obtained mixture at 5° C. or lower, 9.31 parts of acetic acid and 14.4 parts of 2-cyano-N-methylacetamide were added. The obtained mixture was stirred at room temperature for 14 hours and at 40°C for 29 hours.

To the obtained mixture, 1.50 parts of acetic acid and 2.24 parts of 2-cyano-N-methylacetamide were added. The obtained mixture was stirred at 40°C for 19 hours.

To the obtained mixture, 4.83 parts of acetic acid and 7.36 parts of 2-cyano-N-methylacetamide were added. The obtained mixture was stirred at 40°C for 79 hours.

To the obtained mixture, 4.60 parts of acetic acid and 7.30 parts of 2-cyano-N-methylacetamide were added. The obtained mixture was stirred at 40°C for 24 hours. In addition, 259 parts of methanol in total were added up to this point in time, in addition to the methanol described above. To the obtained mixture, 12.1 parts of acetic acid, 19.1 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 635 parts of water, 14.2 parts of methanol, and 20 parts of a 50% methanol aqueous solution were added, and the mixture was stirred at 40° C. for 21 hours. , and stirred at 63 °C for 5 hours.

23.4 parts of acetic acid were added to the obtained mixture, and it stirred at 63 degreeC for 18 hours. To the obtained mixture, 24.9 parts of acetic acid, 19.4 parts of barbituric acid and 32.8 parts of methanol were stirred at 63° C. for 7 hours. 259 parts of 50% methanol aqueous solutions were added to the obtained mixture, and it stirred at 63 degreeC for 7 days. The obtained mixture was filtered. 902 parts of tetrahydrofuran was added to the obtained residue, and it stirred at room temperature. The mixture was filtered, and the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ5-23.

<Identification of the compound represented by formula IZ5-23>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 383

Exact Mass: 382

Example 8Z5XXX

10.0 parts of 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 149 parts of methanol were mixed. To the obtained mixture, 5.86 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes while maintaining the temperature at 2 to 6°C. The obtained mixture was stirred for 5 hours while maintaining the temperature below 5°C.

While maintaining the obtained mixture at 5° C. or lower, 5.79 parts of acetic acid, 9.25 parts of 2-cyanoacetamidobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.), and 74 parts of methanol were added. The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 2.88 parts of acetic acid and 4.63 parts of 2-cyanoacetamidobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.) were added. will get The resulting mixture was stirred at 65°C for 3 days. In addition, 140 parts of methanol were added in total in addition to the methanol described above until this point in time.

To the obtained mixture, 24.0 parts of acetic acid, 15.3 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 363 parts of water were added, and the mixture was stirred at 65°C for 9 days. After the solvent was distilled off from the obtained mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by formula IZ5-25.

<Identification of the compound represented by formula IZ5-25>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 445

Exact Mass: 444

Example 9Z5

5.0 parts of 4,5-dichlorophthalonitrile and 62 parts of methanol were mixed.

While maintaining this mixture at below 5°C, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained 0.5 times the molar number of 5.0 parts of 4,5-dichlorophthalonitrile. of sodium methoxide. The mixture was stirred below 5°C for 5 hours. While maintaining the temperature below 5°C, 2-cyano-N-methylacetamide and acetic acid whose molar number is 1.5 times the molar number of 5.0 parts of 4,5-dichlorophthalonitrile were added to the mixture. 6.1 servings. The mixture was stirred at 65°C for 3 days.

This mixture, 4.2 parts of acetic acid, 5.2 parts of barbituric acid, 500 parts of methanol, and 562 parts of water were mixed and stirred at 65°C for 9 days. After the solvent was distilled off from this mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain a compound represented by the formula (IZ5-247).

<Identification of the compound represented by the formula (IZ5-247)>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 406

Exact Mass: 405

Example 101Z5

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a pigment dispersion liquid (colorant A1Z5-containing liquid) in which the pigment was dispersed was prepared using a bead mill. In addition, the

Colorant AZ5: 50 parts of the compound represented by the formula IZ5-1 obtained in Example 1Z5,

Dispersant (BYK-LPN6919; manufactured by BYK Additives & Instruments Japan Co., Ltd.) 58 parts,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was carried out, and a bead mill was used to disperse the compound represented by the formula IZ5-1 obtained in Example 1Z5 to obtain a colored composition.

Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z5 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 1Z5.

[Production of coloring pattern]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z5 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, the interval between the substrate on which the colored curable composition layer was formed and the mask made of quartz glass was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the film to 80 mJ in an atmospheric environment. Exposure was performed at an exposure amount of /cm ² (365 nm reference). In addition, as a photomask, one formed with a 100 μm line and space pattern was used. The colored curable composition layer after exposure was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. A colored pattern was obtained by post-baking this colored curable composition layer at 230° C. for 30 minutes.

[Phase Difference Measurement]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z5 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the colored curable composition layer at an exposure amount of 80 mJ/cm ² (365 nm standard) in an atmospheric environment. After exposure, the colored curable composition layer was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. This colored curable composition layer was post-baked at 230° C. for 30 minutes to obtain a colored coating film.

The film thickness of the obtained coloring coating film was measured using DEKTAK3 (made by Nippon Vacuum Technology Co., Ltd.).

Using an ellipsometry (M-220 type spectroscopic ellipsometry; manufactured by JASCO Corporation), the retardation value in the inclination angle of 45° of this colored coating film was measured. In the measurement of the retardation value, light having a wavelength of 550 nm was used. The results are shown in Table 8Z5.

Example 102Z5

Color curability was obtained in the same manner as in Example 101Z5, except that the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-3 obtained in Example 2Z5 Composition 2Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 103Z5

Color curability was obtained in the same manner as in Example 101Z5, except that the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-23 obtained in Example 3Z5 Composition 3Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 104Z5

Color curability was obtained in the same manner as in Example 101Z5, except that the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-25 obtained in Example 4Z5 Composition 4Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 105Z5

Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 7 In the same manner as in Example 101Z5, a colored curable composition 5Z5 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 106Z5

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-3 obtained in Example 2Z5, the rest and Example 101Z5 was performed in the same manner to obtain a colored curable composition 6Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 107Z5

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-23 obtained in Example 3Z5, the rest and Example 101Z5 was performed in the same manner to obtain a colored curable composition 7Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 108Z5

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-25 obtained in Example 4Z5, the rest and Example 101Z5 was similarly applied to obtain a colored curable composition 8Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 109Z5

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 59, it carried out similarly to Example 101Z5, and obtained the coloring curable composition 9Z5, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 110Z5

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-3 obtained in Example 2Z5, the rest and Example 101Z5 was performed in the same manner to obtain a colored curable composition 10Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 111Z5

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-23 obtained in Example 3Z5, the rest and Example 101Z5 was performed in the same manner to obtain a colored curable composition 11Z5, and a colored pattern was obtained. In addition, after obtaining the colored coating film, the film thickness measurement and phase measurement were carried out. Determination of the difference value. The results are shown in Table 8Z5.

Example 112Z5

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced by the compound represented by the formula IZ5-25 obtained in Example 4Z5 Example 101Z5 was performed in the same manner to obtain a colored curable composition 12Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Comparative Example 1Z5

Except that the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced with C.I. Pigment Yellow 185, it was carried out in the same manner as in Example 101Z5 to obtain a colored curable composition C1Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Comparative Example 2Z5

Pigment Green 7 was replaced by C.I. Pigment Green 58, and the compound represented by Formula IZ5-1 obtained in Example 1Z5 was replaced by C.I. Pigment Yellow 185. Coloring was obtained in the same manner as in Example 101Z5. Curable composition C2Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Comparative Example 3Z5

Pigment green 58 was replaced by C.I. pigment green 59, and the compound represented by formula IZ5-1 obtained in Example 1Z5 was replaced by C.I. pigment yellow 185. Coloring was obtained in the same manner as in Example 101Z5. Curable composition C3Z5, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z5.

Example 113Z5

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a pigment dispersion liquid (colorant A1Z5-containing liquid) in which the pigment was dispersed was prepared using a bead mill. In addition, the

Colorant AZ5: 50 parts of the compound represented by formula IZ5-1,

58 parts of dispersant solution (solid content 60%),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was performed, and a bead mill was used to disperse the compound represented by the formula IZ5-1 to obtain a colored composition.

Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z5 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 13Z5.

A colored pattern was produced in the same manner as in Example 101Z5, except that the colored curable composition 13Z5 was used instead of the colored curable composition 1Z5. In addition, except having used colored curable composition 13Z5 instead of colored curable composition 1Z5, it carried out similarly to Example 101Z5, and obtained a colored coating film, and performed film thickness measurement and retardation value measurement. The results are shown in Table 9Z5.

Example 114Z5 to Example 117Z5

A coloring pattern was obtained in the same manner as in Example 113Z5, except that the compound represented by the formula IZ5-1 was replaced with the coloring agent shown in the "coloring agent" column of Table 9Z5. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z5.

Example 118Z5 to Example 122Z5

Except that the compound represented by the formula IZ5-1 was replaced by the compound shown in the "colorant" column of Table 9Z5, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 113Z5 was carried out to obtain Coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z5.

Example 123Z5 to Example 127Z5

Except that the compound represented by the formula IZ5-1 was replaced by the compound shown in the "colorant" column of Table 9Z5, and C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, the same procedure as in Example 113Z5 was carried out to obtain Coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z5.

In Example Z5, from the above-mentioned results, it was found that with respect to the colored coating film formed from the colored curable composition containing C.I. Pigment Yellow 185, In the colored coating film formed from the colored curable composition containing the compound of the present invention, the retardation value becomes small.

[Example Z6]

Example 1Z6

7.02 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 61.6 parts of methanol were mixed. While maintaining the temperature of the obtained mixture at 2°C, a mixture of 8.20 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 74.6 parts of methanol was dropped over 1 hour and 30 minutes. The obtained mixture was stirred at 2°C for 6 hours and 15 minutes. While maintaining the temperature of the obtained mixture at 4°C or lower, 10.7 parts of acetic acid was added. To the obtained mixture, 17.6 parts of benzyl acetonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was added, and the mixture was stirred at room temperature for 44 hours. The obtained mixture was filtered, and the residue was washed with 800 parts of methanol. The obtained residue was dried under reduced pressure at 60°C to obtain 18.0 parts of a compound represented by formula IFFZ6-1.

<Identification of the compound represented by formula IFFZ6-1>

(Mass Analysis) Ionization Mode=ESI+: m/z=[M+H] ⁺ 402

Exact Mass: 401

While stirring 7.6 parts of fuming sulfuric acid (25%) (manufactured by Wako Pure Chemical Industries, Ltd.) at 3° C., the formula obtained in Example 2Z6 was added 0.513 parts of the compound represented by IFFZ6-1. To the obtained mixture, 3.8 parts of oleum (25%) (manufactured by Wako Pure Chemical Industries, Ltd.) was added. While stirring the obtained mixture, it took 3 hours and 30 minutes to rise to 15°C. To the obtained mixture, 139 parts of ice water was added, and 38.2 parts of sodium chloride was further added. The obtained mixture was filtered, and the obtained residue was washed with 64 parts of a 21.5% sodium chloride aqueous solution. The obtained residue was dried under reduced pressure at 60°C to obtain 1.02 parts of a compound represented by the formula IFFZ6-2.

<Identification of the compound represented by the formula IFFZ6-2>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 560

Exact Mass: 561

At room temperature, 5.11 parts of the compound represented by the formula IFFZ6-2 and 511 parts of water were mixed. To the obtained mixture, a mixture of 6.72 parts of barium chloride dihydrate (manufactured by Wako Pure Chemical Industries, Ltd.) and 60 parts of water was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60° C. to obtain 2.98 parts of a compound represented by formula IFZ6-4.

<Identification of the compound represented by the formula IFZ6-4>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Ba ⁺ +H] ^- 560

Exact Mass: 697

Example 2Z6

At room temperature, 10.0 parts of the compound represented by the formula IFFZ6-2 and 1000 parts of water were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To this homogeneous solution, 87.0 parts of a 10% barium chloride dihydrate aqueous solution was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 9.43 parts of a compound represented by formula IFZ6-4.

<Identification of the compound represented by the formula IFZ6-4>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Ba+H] ^- 560

Exact Mass: 697

Example 3Z6

At room temperature, 5.02 parts of the compound represented by the formula IFFZ6-2 and 500 parts of a 50% methanol aqueous solution were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To this homogeneous solution, 95.0 parts of a 10% aqueous solution of strontium chloride hexahydrate was added. The obtained mixture was filtered, and the obtained residue was washed with a 50% methanol aqueous solution. The obtained residue was dried under reduced pressure at 60°C to obtain formula IFZ6-3 4.00 parts of the compound shown.

<Identification of the compound represented by formula IFZ6-3>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Sr+H] ^- 560

Exact Mass: 647

Example 4Z6

At room temperature, 0.501 parts of the compound represented by the formula IFFZ6-2 and 50.0 parts of water were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To this homogeneous solution, 12.6 parts of a 10% calcium chloride aqueous solution was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60° C. to obtain 0.024 parts of a compound represented by formula IFZ6-2.

<Identification of the compound represented by formula IFZ6-2>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Ca+H] ^- 560

Exact Mass: 599

Example 5Z6

At room temperature, mix 0.500 part of the compound represented by formula IFFZ6-2 and water 50.0 parts were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To this homogeneous solution, 3.52 parts of a 10% aqueous solution of manganese chloride tetrahydrate was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60° C. to obtain 0.015 part of the compound represented by the formula IFZ6-10.

<Identification of the compound represented by the formula IFZ6-10>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Mn+H] ^- 560

Exact Mass: 614

Example 6Z6

Except having replaced barium chloride dihydrate with zinc nitrate hexahydrate, it carried out similarly to Example 2Z6, and obtained the compound represented by Formula IFZ6-6.

<Identification of the compound represented by the formula IFZ6-6>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Zn+H] ^- 560

Exact Mass: 623

Example 7Z6

At room temperature, 5.00 parts of the compound represented by the formula IFFZ6-2 and 500 parts of water were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To this homogeneous solution, 23.7 parts of a 10% aluminum chloride aqueous solution was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 0.474 parts of a compound represented by formula IFZ6-11.

<Identification of the compound represented by formula IFZ6-11>

(Mass Analysis) Ionization Mode=ESI-: m/z=[(M-2A1)/3+H] ^- 560

Exact Mass: 1731

Example 8Z6

At room temperature, 5.01 parts of the compound represented by the formula IFFZ6-2 and 500 parts of water were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To this homogeneous solution, 36.0 parts of a 10% ferric nitrate nonahydrate aqueous solution was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 3.80 parts of a compound represented by formula IFZ6-12.

<Identification of the compound represented by the formula IFZ6-12>

(Mass Analysis) Ionization Mode=ESI-: m/z=[(M-2Fe)/3+H] ^- 560

Exact Mass: 1789

Example 9Z6

At room temperature, 0.498 parts of the compound represented by the formula IFFZ6-2 and 49.9 parts of water were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To this homogeneous solution, 4.45 parts of a 10% copper sulfate pentahydrate aqueous solution was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60° C. to obtain 0.018 part of the compound represented by the formula IFZ6-31.

<Identification of the compound represented by the formula IFZ6-31>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Cu+H] ^- 560

Exact Mass: 622

Example 10Z6

In addition to replacing benzylacetonitrile with 4-cyanoacetoxybenzoic acid to Except for the rest, it was carried out in the same manner as the method of obtaining the compound represented by the formula IFFZ6-1 in Example 1Z6, and the compound represented by the formula IJJZ6-1 was obtained.

<Identification of the compound represented by formula IJJZ6-1>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 488

Exact Mass: 489

At room temperature, 16.3 parts of the compound represented by formula IJJZ6-1 and 1630 parts of water were mixed. In the obtained mixture, 5% sodium hydroxide aqueous solution was dripped, and the homogeneous solution was obtained. To the obtained homogeneous solution, 163 parts of a 10% barium chloride dihydrate aqueous solution was added. The obtained mixture was filtered, and the obtained residue was washed with water. The obtained residue was dried under reduced pressure at 60° C. to obtain 7.49 parts of a compound represented by formula IJZ6-4.

<Identification of the compound represented by formula IJZ6-4>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Ba+H] ^- 488

Exact Mass: 625

Example 11Z6

In addition to replacing barium chloride dihydrate with strontium chloride hexahydrate to Other than that, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-3.

<Identification of the compound represented by formula IJZ6-3>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Sr+H] ^- 488

Exact Mass: 575

Example 12Z6

Except having replaced barium chloride dihydrate with calcium chloride, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-2.

<Identification of the compound represented by formula IJZ6-2>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Ca+H] ^- 488

Exact Mass: 527

Example 13Z6

Except having replaced barium chloride dihydrate with manganese chloride tetrahydrate, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-10.

<Identification of the compound represented by formula IJZ6-10>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Mn+H] ^- 488

Exact Mass: 542

Example 14Z6

Except having replaced barium chloride dihydrate with copper sulfate pentahydrate, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-31.

<Identification of the compound represented by formula IJZ6-31>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Cu+H] ^- 488

Exact Mass: 550

Example 15Z6

Except having replaced barium chloride dihydrate with zinc nitrate hexahydrate, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-6.

<Identification of the compound represented by formula IJZ6-6>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Zn+H] ^- 488

Exact Mass: 551

Example 16Z6

Except having replaced barium chloride dihydrate with aluminum chloride, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-11.

<Identification of the compound represented by formula IJZ6-11>

(Mass Analysis) Ionization Mode=ESI-: m/z=[(M-2A1)/3+H] ^- 488

Exact Mass: 1515

Example 17Z6

Except having replaced barium chloride dihydrate with iron nitrate nonahydrate, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-12.

<Identification of the compound represented by formula IJZ6-12>

(Mass Analysis) Ionization Mode=ESI-: m/z=[(M-2Fe)/3+H] ^- 488

Exact Mass: 1573

Example 18Z6

Except having replaced barium chloride dihydrate with magnesium chloride, it carried out similarly to Example 10Z6, and obtained the compound represented by formula IJZ6-1.

<Identification of the compound represented by formula IJZ6-1>

(Mass Analysis) Ionization Mode=ESI-: m/z=[M-Mg+H] ^- 488

Exact Mass: 511

Example 19Z6

5.00 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 44 parts of methanol were mixed. A mixture of 5.84 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 54 parts of methanol was added dropwise to the obtained mixture over 1 hour and 30 minutes while maintaining the temperature at 5°C or lower. The obtained mixture was stirred below 5°C for 12 hours. To the obtained mixture, 11.5 parts of acetic acid was added while maintaining the temperature at 5° C. or lower, and 24.5 parts of 4-cyanoacetoxybenzoic acid and 712 parts of methanol were further added. After stirring the obtained mixture at room temperature for 4 hours, it was stirred at 40°C for 96 hours. The obtained mixture was distilled off by rotary evaporator After the solvent, the obtained residue was purified by column chromatography to obtain 0.471 parts of the compound represented by the formula IJJZ6-1.

<Identification of the compound represented by formula IJJZ6-1>

(Mass Analysis) Ionization Mode=ESI-: m/z=[MH] ^- 488

Exact Mass: 489

Example 101Z6

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a pigment dispersion liquid (colorant A1Z6-containing liquid) in which the pigment was dispersed was prepared using a bead mill. In addition, the

Colorant AZ6: 50 parts of the compound represented by formula IFZ6-4,

Dispersant (BYK-LPN6919; manufactured by BYK Additives & Instruments Japan Co., Ltd.) 58 parts,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was performed, and the compound represented by formula IFZ6-4 was dispersed using a bead mill to obtain a colored composition. Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z6 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 1Z6.

[Production of coloring pattern]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z6 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, the interval between the substrate on which the colored curable composition layer was formed and the mask made of quartz glass was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the film to 80 mJ in the atmosphere. Exposure was performed at an exposure amount of /cm ² (365 nm reference). In addition, as a photomask, one formed with a 100 μm line and space pattern was used. The colored curable composition layer after exposure was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25° C. for 70 seconds, developed, and washed with water. This colored curable composition layer was post-baked at 230° C. for 30 minutes to obtain a colored pattern.

[Phase Difference Measurement]

On a 2-inch-square glass substrate (Eagle XG; manufactured by Corning), the coloring curable composition 1Z6 was applied by spin coating, and then prebaked at 100° C. for 3 minutes to form color curable composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used to expose the colored curable composition layer at an exposure amount of 80 mJ/cm ² (365 nm standard) in an atmospheric environment. The colored curable composition layer after exposure was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 25°C for 70 seconds, developed, washed with water, and dried. A colored coating film was obtained by post-baking the colored curable composition layer after drying at 230° C. for 30 minutes.

The film thickness of the obtained coloring coating film was measured using DEKTAK3 (made by Nippon Vacuum Technology Co., Ltd.).

Using an ellipsometry (M-220 type spectroscopic ellipsometry; manufactured by JASCO Corporation), the retardation value in the inclination angle of 45° of this colored coating film was measured. In the measurement of the retardation value, light having a wavelength of 550 nm was used. The results are shown in Table 5Z6.

Example 102Z6

In addition to replacing the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-2 Except the compound, it carried out similarly to Example 101Z6, and obtained the colored curable composition 2Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 103Z6

Except having replaced the compound represented by Formula IFZ6-4 with the compound represented by Formula IFZ6-3, it carried out similarly to Example 101Z6, and obtained the colored curable composition 3Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 104Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-6, it carried out similarly to Example 101Z6, and obtained the colored curable composition 4Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 105Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-10, it carried out similarly to Example 101Z6, and obtained the colored curable composition 5Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in the table 5Z6.

Example 106Z6

Except having replaced the compound represented by Formula IFZ6-4 with the compound represented by Formula IFZ6-11, it carried out similarly to Example 101Z6, and obtained the colored curable composition 6Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 107Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-12, it carried out similarly to Example 101Z6, and obtained the colored curable composition 7Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 108Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-31, it carried out similarly to Example 101Z6, and obtained the colored curable composition 8Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 109Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-1, it carried out similarly to Example 101Z6, and obtained the colored curable composition 9Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 110Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-2, it carried out similarly to Example 101Z6, and obtained the colored curable composition 10Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 111Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-3, it carried out similarly to Example 101Z6, and obtained the colored curable composition 11Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 112Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-4, it carried out similarly to Example 101Z6, and obtained the colored curable composition 12Z6, and obtained the colored pattern. Furthermore, getting After the color coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 113Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-6, it carried out similarly to Example 101Z6, and obtained the coloring curable composition 13Z6, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 114Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-10, it carried out similarly to Example 101Z6, and obtained the colored curable composition 14Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 115Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-11, it carried out similarly to Example 101Z6, and obtained the colored curable composition 15Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 116Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-12, it carried out similarly to Example 101Z6, and obtained the colored curable composition 16Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 117Z6

Except having replaced the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-31, it carried out similarly to Example 101Z6, and obtained the colored curable composition 17Z6, and obtained the colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 5Z6.

Example 118Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-2, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition Object 18Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 119Z6

Except for replacing the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-3, and replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the The remainder was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 19Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 120Z6

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 7, it carried out similarly to Example 101Z6, and obtained the coloring curable composition 20Z6, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 121Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-6, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, it was carried out in the same manner as in Example 101Z6 to obtain a color hardening composition Object 21Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 122Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-10, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, it was carried out in the same manner as in Example 101Z6 to obtain a color hardening composition Object 22Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 123Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-11, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition 23Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 124Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-12, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition Object 24Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 125Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-31, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition Object 25Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 126Z6

Except replacing the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-1, and replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the The remainder was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 26Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 127Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-2, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, it was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 27Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 128Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-3, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, it was carried out in the same manner as in Example 101Z6 to obtain a color hardening composition 28Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 129Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-4, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition 29Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 130Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-6, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition object 30Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 131Z6

Except for replacing the compound represented by the formula IFZ6-4 with the compound represented by the formula IJZ6-10, and replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition Object 31Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 132Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-11, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was carried out to obtain a colored curable composition Object 32Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 133Z6

In addition to replacing the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-12 Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the same compound as in Example 101Z6 was carried out to obtain a colored curable composition 33Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 134Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-31, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 7, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition Object 34Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 6Z6.

Example 135Z6

Except for replacing the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-2, and replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the same procedure as in Example 101Z6 was performed to obtain a coloring curable composition 35Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 136Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-3, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was carried out to obtain a colored curable composition. Object 36Z6, and a colored pattern was obtained. In addition, after obtaining the colored coating film, carry out Film thickness measurement and retardation value measurement. The results are shown in Table 7Z6.

Example 137Z6

Except having replaced C.I. Pigment Green 58 with C.I. Pigment Green 59, it carried out similarly to Example 101Z6, and obtained the coloring curable composition 37Z6, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 138Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-6, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, it was carried out in the same manner as in Example 101Z6 to obtain a color hardening composition 38Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 139Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-10, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition 39Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 140Z6

In addition to replacing the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-11 The compound, except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, was carried out in the same manner as Example 101Z6 to obtain a coloring curable composition 40Z6, and a coloring pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 141Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-12, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition Object 41Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 142Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IFZ6-31, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition Object 42Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 143Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-1, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition 43Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining the colored coating film, carry out Film thickness measurement and retardation value measurement. The results are shown in Table 7Z6.

Example 144Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-2, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition Object 44Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 145Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-3, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was performed to obtain a coloring curable composition 45Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 146Z6

Except for replacing the compound represented by the formula IFZ6-4 with the compound represented by the formula IJZ6-4, and replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition Object 46Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 147Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-6, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was carried out to obtain a color hardening composition 47Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 148Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-10, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition 48Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 149Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-11, and the C.I. Pigment Green 58 was replaced by C.I. 49Z6 was obtained, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 150Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-12, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was carried out to obtain a colored curable composition Object 50Z6, and a colored pattern was obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Example 151Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented by the formula IJZ6-31, and the C.I. Pigment Green 58 was replaced by the C.I. Pigment Green 59, the same procedure as in Example 101Z6 was performed to obtain a color hardening composition Object 51Z6, and a colored pattern is obtained. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 7Z6.

Comparative Example 1Z6

Except having replaced the compound represented by formula IFZ6-4 with C.I. Pigment Yellow 185, it carried out similarly to Example 101Z6, and obtained the coloring curable composition C1Z6, and obtained the coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z6.

Comparative Example 2Z6

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 7, and the compound represented by the formula IFZ6-4 was replaced by C.I. Pigment Yellow 185, the same procedure as in Example 101Z6 was performed to obtain a colored curable composition C2Z6, and Get coloring patterns. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z6.

Comparative Example 3Z6

Except that C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, and the compound represented by the formula IFZ6-4 was replaced by C.I. Pigment Yellow 185, the same procedure as in Example 101Z6 was performed to obtain a colored curable composition C3Z6, and Get coloring patterns. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 8Z6.

Example 152Z6

Pigment: C.I. Pigment Green 58 60 parts,

8.1 parts of acrylic pigment dispersant,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

The mixture was mixed, and a pigment dispersion liquid (colorant A1Z6-containing liquid) in which the pigment was dispersed was prepared using a bead mill. In addition, the

Colorant AZ6: 50 parts of the compound represented by formula IFZ6-4,

58 parts of dispersant solution (solid content 60%),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mixing was performed, and the compound represented by formula IFZ6-4 was dispersed using a bead mill to obtain a colored composition. Next, will

The total amount of the obtained pigment dispersion liquid (colorant A1Z6 containing liquid);

400 coloring compositions obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dipivalerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine (Irgacure (registered trademark) OXE-01; BASF Co., Ltd.) 15 copies;

Solvent (E): 86 parts of propylene glycol monomethyl ether acetate; and

Leveling agent: 0.12 part of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

The mixture was mixed to obtain a colored curable composition 52Z6.

A colored pattern was produced in the same manner as in Example 101Z6, except that the colored curable composition 52Z6 was used instead of the colored curable composition 1Z6. In addition, except having used colored curable composition 52Z6 instead of colored curable composition 1Z6, it carried out similarly to Example 101Z6, and obtained a colored coating film, and performed film thickness measurement and retardation value measurement. The results are shown in Table 9Z6.

Example 153Z6 to Example 168Z6

A coloring pattern was obtained in the same manner as in Example 152Z6, except that the compound represented by the formula IFZ6-4 was replaced with the coloring agent shown in the "coloring agent" column of Table 9Z6. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 9Z6.

Example 169Z6 to Example 185Z6

In addition to replacing the compound represented by formula IFZ6-4 with the "author" of Table 10Z6 For the compounds shown in the column "Colorant", except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 7, the same procedure as in Example 152Z6 was carried out to obtain a colored pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 10Z6.

Example 186Z6 to Example 202Z6

Except that the compound represented by the formula IFZ6-4 was replaced by the compound represented in the "colorant" column of Table 11Z6, and the C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, the same procedure as in Example 152Z6 was carried out to obtain Coloring pattern. In addition, after obtaining a colored coating film, film thickness measurement and retardation value measurement were performed. The results are shown in Table 11Z6.

In Example Z6, from the above-mentioned results, it can be seen that with respect to the colored coating film formed from the colored curable composition containing C.I. Pigment Yellow 185, In the colored coating film formed from the colored curable composition containing the compound of the present invention, the retardation value becomes small.

[Industrial availability]

Since the coloring composition and compound of the present invention can be used to form a color filter with a small retardation value, it is suitable for use in display devices such as color filters and liquid crystal display devices.

Claims (10)

A coloring composition comprising a compound shown in formula IZ5 and an alkali-soluble resin;

In formula IZ5, R ^N1Z5 represents -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group with 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 and R ^7Z5 independently represent a hydrogen atom, -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON( R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 may be bonded to each other and form a ring, respectively, and at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 and R ^5Z5 is -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted A hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group which may have a substituent, or at least one group of R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 are bonded to form a ring, R ^{101 Z5} represents an optionally substituted hydrocarbon group having 1 to 40 carbon atoms or an optionally substituted heterocyclic group, and R ^102Z5 represents a hydrogen atom, an optionally substituted hydrocarbon group having 1 to 40 carbon atoms, or an optionally substituted hydrocarbon group In the heterocyclic group, M represents a hydrogen atom or an alkali metal atom, and when there are plural R ^101Z5 , R ^102Z5 and M, these may be the same or different, and the wavy line represents an E form or a Z form. The coloring composition as described in claim 1 of the claimed scope further contains a solvent. The coloring composition described in item 1 or 2 of the claimed scope further comprises a yellow colorant or a green colorant. A coloring curable composition comprising the coloring composition and a polymerizable compound described in any one of items 1 to 3 of the patent application scope. The coloring curable composition as described in item 4 of the claimed scope further comprises a polymerization initiator. A color filter, any one of items 1 to 3 in the scope of the patent application Formed from the coloring composition described in item 4 or the coloring curable composition described in item 4 or 5 of the scope of the application. A liquid crystal display device comprising the color filter described in item 6 of the patent application scope. A compound represented by formula IZ5:

In formula IZ5, R ^N1Z5 represents -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group with 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 and R ^7Z5 independently represent a hydrogen atom, -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -OR ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON( R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, optionally substituted hydrocarbon group having 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 may be bonded to each other and form a ring, respectively, and at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 and R ^5Z5 is -CO-R ^102Z5 , -COO-R ^101Z5 , -OCO-R ^102Z5 , -COCO-R ^102Z5 , -SO ₂ -R ^101Z5 , -SO ₂ N(R ^102Z5 ) ₂ , -CON(R ^102Z5 ) ₂ , -N(R ^102Z5 ) ₂ , -NHCO-R ^102Z5 , -NHCO-N(R ^102Z5 ) ₂ , -NHCOOR ^102Z5 , -OCON(R ^102Z5 ) ₂ , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, tert-butyl group or may have Heterocyclic group of substituents, or at least one group of R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 are bonded to form a ring, and R ^101Z5 represents a carbon number of 1 to 40 that may have a substituent The hydrocarbon group may have Substituted heterocyclic group, R ^102Z5 represents a hydrogen atom, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or a heterocyclic group that may have a substituent, M represents a hydrogen atom or an alkali metal atom, R ^101Z5 , When there are plural R ^102Z5 and M, these may be the same or different, and the wavy line indicates the E body or the Z body. The compound according to claim 8, wherein R ^N1Z5 is a hydrocarbon group having 1 to 10 carbon atoms which may have substituents, and R ^1Z5 , R ^6Z5 and R ^7Z5 are hydrogen atoms. The compound according to claim 8 or 9, wherein at least one of R ^2Z5 , R ^3Z5 , R ^4Z5 and R ^5Z5 is nitro or tert-butyl.