TW202142638A - 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 composition and compound

The present invention relates to coloring compositions and compounds.

The colored curable composition is used in the manufacture of color filters used in display devices such as liquid crystal display devices and electroluminescent display devices. The coloring agent contained in this colored curable composition is known as C.I. Pigment Yellow 185 (Japanese Patent Application Laid-Open No. 2016-66020).

The present invention includes the following inventions.

[1] A coloring composition comprising: a compound selected from the group consisting of 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 One or more of the compounds shown in IZ6, and

At least one of resin and solvent.

[In the formula IZ1,

R ^O1Z1 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.

^{R 1Z1, R 2Z1, R 3Z1} , R 4Z1, R 5Z1, R 6Z1 and ^R 7Z1 line each 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, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or may A heterocyclic group with substituents.

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

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

[In formula IZ2,

R ^CO1Z2 and R ^{CO2Z2 represent -OR O1Z2} or -NR ^N1Z2 R ^N2Z2 independently of each other. 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 ^121Z2 , -OCO-R ^102Z2 , -COCO-R ^102Z2 , -OR ^102Z2 , -SO ₂ -R ^101Z2 , -SO ₂ N(R ^122Z2 ) 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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may A heterocyclic group with substituents. R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , and R ^4Z2 and R ^5Z2 may be bonded to each other to 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 independently represent 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. When ^{there are plural R O1Z2} , R ^N1Z2 , R ^N2Z2 , R ^101Z2 , R ^102Z2 and M, they 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, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or may A heterocyclic group with substituents. R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 may be bonded to each other to 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, 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. ^When there are plural R 101Z3, R ^102Z3 and M, they may be the same or different. The wavy line indicates E body or Z body]

[In formula IZ4,

R ^N1Z4 and R ^N2Z4 represent independently of each other -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 line each 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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may A heterocyclic group with substituents. R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 may be bonded to each other to 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, 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. ^When there are plural R 101Z4, R ^102Z4 and M, they may be the same or different. The wavy line indicates E body or Z body]

[In formula IZ5,

R ^N1Z5 series 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 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 ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 and R ^7Z5 each 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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may 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 to form a ring, ^respectively , at least one of R 2Z5, R ^3Z5 , R ^4Z5 and R ^5Z5 System -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, an optionally substituted hydrocarbon group with 1 to 40 carbon atoms or an optionally substituted heterocyclic group, or R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 At least one group of them is bonded 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, 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.

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

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

[In formula IZ6,

D series represents a structure having an isoindoline skeleton. Z means -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 there are plural D, Z, a, or A ^c+ , they may be the same or different. The formula I'Z6 and the formula I"Z6 respectively represent the partial structure of the formula IZ6, and D, Z, A ^c+ , a, b, c, and d represent the same as those described in the formula IZ6.

However, the partial structure shown in formula I’Z6 has the same negative valence as the partial structure shown in formula I”Z6 has the same absolute value of the positive valence]

[2] A colored curable composition comprising the colored composition described in [1] above and a polymerizable compound.

[3] A color filter, which is formed of the colored composition described in [1] or the colored curable composition described in item 17 or 18 of the scope of the patent application.

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

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

^{[In formula 1Z1} -B, R O11Z1 represents a hydrogen atom, a hydrocarbon group with 1 to 40 carbon atoms which may have a substituent, or a heterocyclic group which may have a substituent.

^{R 1Z1, R 21Z1, R 31Z1} , R 41Z1, R 51Z1, R 61Z1 and ^R 71Z1 line each 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, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or may A heterocyclic group with substituents. R ^21Z1 and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^51Z1 may be bonded to each other to 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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^{At least one group of 21Z1} and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^{51Z1 are} bonded to form 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, 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.

^When there are plural R 101Z1, R ^102Z1 and M, they 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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may A heterocyclic group with substituents, R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 may be bonded to each other to form a ring, ^respectively , at least one of R 21Z2, R ^31Z2 , R ^41Z2 and R ^51Z2 System -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 groups with 1 to 40 carbon atoms or optionally substituted heterocyclic groups, or R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 At least one group of them is bonded 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 independently represent 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.

When ^{there are a plurality 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 the 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, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or may A heterocyclic group with substituents.

R ^21Z3 and R ^31Z3 , R ^31Z3 and R ^41Z3 , and R ^41Z3 and R ^51Z3 may be bonded to each other to 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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^{At least one group of 21Z3} and R ^31Z3 , R ^31Z3 and R ^41Z3 , and R ^41Z3 and R ^{51Z3 are} bonded to form 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, 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.

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

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

[In formula IZ4,

R ^N1Z4 and R ^N2Z4 represent independently of each other -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 line each 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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may A heterocyclic group with substituents. R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 may be bonded to each other to 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, 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. ^When there are plural R 101Z4, R ^102Z4 and M, they 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 series 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 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 ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 and R ^7Z5 each 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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may 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 to form a ring, ^respectively , at least one of R 2Z5, R ^3Z5 , R ^4Z5 and R ^5Z5 System -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, an optionally substituted hydrocarbon group with 1 to 40 carbon atoms or an optionally substituted heterocyclic group, or R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 At least one group of them is bonded 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, 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. ^When there are plural R 101Z5, R ^102Z5 and M, they 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 series represents a structure having an isoindoline skeleton. Z means -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 there are plural D, Z, a, or A ^c+ , they may be the same or different. The formula I'Z6 and the formula I"Z6 respectively represent the partial structure of the formula IZ6, and D, Z, A ^c+ , a, b, c, and d represent the same as those described in the formula IZ6.

However, the partial structure shown in formula I’Z6 has the same negative valence as the partial structure shown in formula I”Z6 has the same absolute value of the positive valence]

The coloring composition of the present invention includes a compound selected from the group consisting of compounds represented by formula IZ1 (hereinafter referred to as compound IZ1), compounds represented by formula IZ2 (hereinafter referred to as compound IZ2), compounds represented by formula IZ3 The compound shown (hereinafter referred to as compound IZ3), the compound represented by formula IZ4 (hereinafter referred to as compound IZ4), and the compound represented by formula IZ5 (hereinafter referred to as compound IZ5) And one or more of the compounds represented by 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 solvents (hereinafter, sometimes referred to as solvent (E)).

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

They can be used as colorants.

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 compound Or two or more compounds IZ4, one or two or more compounds IZ5, or one or two or more compounds IZ6.

When the coloring composition of the present invention contains one or more selected from the group consisting of the compound IZ1, the compound IZ2, and the compound IZ3, it is preferable to necessarily include the resin (B).

When the coloring composition of the present invention contains one or more selected from the group consisting of compound IZ4, compound IZ5, and compound IZ6, it is preferable that the solvent (E) must be included.

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

When the coloring composition of the present invention includes the compound IZ1, the coloring composition may further include a coloring agent other than the compound IZ1 (hereinafter, sometimes referred to as coloring agent A1Z1. In addition, hereinafter, there are compound IZ1 and coloring agent A1Z1 Collectively referred to as the case of "colorant AZ1"). The coloring agent A1Z1 may also contain one or more coloring agents.

When the coloring composition of the present invention contains the compound IZ2, the coloring composition may further contain a coloring agent other than the compound IZ2 (hereinafter, it may be referred to as a coloring agent A1Z2. In the following, a combination of the compound IZ2 and the coloring agent A1Z2 It is called "colorant AZ2"). The coloring agent A1Z2 may also contain one or more coloring agents.

When the coloring composition of the present invention contains the compound IZ3, the coloring composition may further contain a coloring agent other than the compound IZ3 (hereinafter, it may be referred to as a coloring agent A1Z3. In the following, a combination of the compound IZ3 and the coloring agent A1Z3 It is called "colorant AZ3"). The coloring agent A1Z3 may also contain one or more coloring agents.

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, sometimes referred to as the coloring agent A1Z4. In addition, the compound IZ4 And coloring agent A1Z4 collectively referred to as "coloring agent AZ4"). The coloring agent A1Z4 may also contain one or more coloring agents.

When the coloring composition of the present invention includes the compound IZ5, the coloring composition may further include a coloring agent other than the compound IZ5 (hereinafter, sometimes referred to as coloring agent A1Z5. In addition, below, there is a combination of compound IZ5 and coloring agent A1Z5 It is called "colorant AZ5"). The coloring agent A1Z5 may also contain one or more coloring agents.

When the coloring composition of the present invention contains the compound IZ6, the coloring composition may further contain a coloring agent other than the compound IZ6 (hereinafter, it may be referred to as a coloring agent A1Z6. In addition, hereinafter, a combination of the compound IZ6 and the coloring agent A1Z6 It is called "colorant AZ6"). The coloring agent A1Z6 may also contain one or more coloring agents.

Hereinafter, one or more 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. The colorant ZZ preferably contains a yellow colorant or a green colorant.

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

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

In addition, the colored curable composition system of the present invention includes:

Selected from compounds represented by formula IZ1, compounds represented by formula IZ2, compounds represented by formula IZ3, compounds represented by formula IZ4, compounds represented by formula IZ5 More than one compound and the compound represented by formula IZ6,

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

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

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

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

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

<Compound IZ1>

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

[In the formula (IZ1),

R ^O1Z1 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.

^{R 1Z1, R 2Z1, R 3Z1} , R 4Z1, R 5Z1, R 6Z1 and ^R 7Z1 line each 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, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or may A heterocyclic group with substituents.

R ^2Z1 and R ^3Z1 , R ^3Z1 and R ^4Z1 , and R ^4Z1 and R ^5Z1 may be bonded to each other to form 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, 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. ^When there are plural R 101Z1, R ^102Z1 and M, they may be the same or different. The wavy line indicates E body or Z body]

^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 hydrocarbon to carbon and ^R 102Z1 coefficient of 1 to 40, the system preferably 1 to 30, more preferably It is 1-20, more preferably 1-15, particularly preferably 1-10.

^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 R of the hydrocarbon group having a carbon number 1 to 40 shown in the hydrocarbon group may be aliphatic and aromatic hydrocarbyl The aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain or alicyclic.

To ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, chain hydrocarbon group represented by R in terms of ^R 101Z1 and ^102Z1 of a saturated or unsaturated, include: methyl, ethyl, Alkyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and eicosyl and other linear alkyl groups Etc.; isopropyl, isobutyl, second butyl, tertiary butyl, (2-ethyl)butyl, isopentyl, neopentyl, tertiary 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 groups, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, 3-butanyl Alkenyl, 1,3-butadienyl, (1-(2-propenyl)) vinyl, (1,2-dimethyl)propenyl, 2-pentenyl and other alkenyl groups. 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, and even more preferably Department 1 to 5. Among them, a linear or branched chain alkyl group having a carbon number of 1 to 10, and more preferably a carbon number of 1 to 8 is particularly preferred, and particularly preferred are methyl, ethyl, and tertiary butyl.

To ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 of R shown a saturated or unsaturated alicyclic hydrocarbon group, examples thereof include: cyclopropyl , 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methyl ring 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-tetramethyl ring Hexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; cyclohexenyl (e.g. cyclohexyl- 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, particularly preferably 5 to 15, most preferably The best series is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

To ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, an aromatic hydrocarbon group represented by R of ^102Z1 R ^101Z1, and examples thereof 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-tertiary butylphenyl, m-tertiary butylphenyl, p-tertiary butylphenyl, 2,4,6-mesityl, 4-ethylphenyl, 4- Butylphenyl, 4-pentylphenyl, 2,6-bis(2-propyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylbenzene Group, 4-vinylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl , Stilbene, phenanthryl, anthracenyl, pyrenyl and other aromatic hydrocarbon groups. The carbon number of the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, and still more preferably 6-15.

^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 of the hydrocarbon group represented by R may be the above exemplified hydrocarbon group (e.g. an aromatic hydrocarbon group, and a chain hydrocarbon group And at least one of the alicyclic hydrocarbon group), including: benzyl, phenethyl, 1-methyl-1-phenylethyl and other aralkyl groups; phenyl vinyl ;Phenyl ethenyl) and other arylalkenyl groups; arylalkynyl groups such as phenylethynyl; biphenyl and terphenyl groups bonded to more than one phenyl group; cyclohexylmethylphenyl, benzyl Phenyl, (dimethyl(phenyl)methyl)phenyl, etc.

^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 , and the group represented by ^R 102Z1 enumerated above hydrocarbon-based (e.g. hydrocarbon chain and an alicyclic hydrocarbon group) The combined group can be, for example, cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2 -Methylcyclohexylmethyl, cyclohexylethyl, adamantylmethyl and other alkyl groups bonded with more than one alicyclic hydrocarbon group.

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

^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, the hydrocarbon group shown ^102Z1 R ^101Z1 and R may have a substituent group. The substituent may be monovalent or divalent. The divalent substituent preferably has two bonding bonds bonded to the same carbon atom to form a double bond.

The monovalent substituent includes methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, Pentyloxy, 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 Phenyloxy, 2,4-dicyanophenyloxy, 2,5-dicyanophenyloxy, 2,6-dicyanophenyloxy, 3,4-dicyanobenzene Baseoxy, 3,5-dicyanophenyloxy, 4-methoxyphenyloxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxy Groups such as phenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., and the groups represented by the following formulae are bonded with carbon number 1 to 20 on one side (preferably A hydrocarbon group with 1 to 10 carbon atoms 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 alkylsulfonamide group with 1 to 10 carbon atoms ( Preferably it is the oxy group of derivatized group such as octylsulfamoyl);

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tertiary butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , Octylsulfanyl, nonylsulfanyl, decylsulfanyl, undecylsulfanyl, dodecylsulfanyl, eicosylsulfanyl, phenylsulfanyl and o-tolylsulfanyl are bonded with carbon The sulfur group of a hydrocarbon group with a number of 1 to 20 (preferably a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropiperanyl;

Formaldehyde

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl Aceto group, undecato group, dodecato group, 21 acyl group, benzyl group, etc., and the groups shown in the following formula are bonded with carbon number 1 to 20 (preferably carbon number 1 to 11) hydrocarbon group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl group) Aminosulfonyl) and other derivatized groups) of the carbonyl group (when the carbonyl group is used as an alkane group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tertiary butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl Alkyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, O-tolyloxycarbonyl, etc., and the groups shown in the following formulae, etc. are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or their derivatized groups (for example, via carboxyl, sulfonic acid, etc.) Oxycarbonyl groups such as derivatized groups such as hydroxy groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), and alkylsulfonamides having 1 to 10 carbon atoms (preferably octylsulfonamides);

Amine group

N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylamino , N-isopropylamino, N,N-diisopropylamino, N-butylamino, N,N-dibutylamino, N-isobutylamino, N,N-di Isobutylamino, N-second butylamino, N,N-disecond 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-heptylamino, N,N-Diheptylamino, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-phenylamino , N,N-Diphenylamino, N,N-ethylmethylamino, N,N-propylmethylamino, N,N-isopropylmethylamino, N,N-butylmethyl N, N-decylamino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamino, N,N-dodecylmethylamino, N-eicosylamino, N,N-eicosylmethylamino, N,N-tertiary butylmethylamino, N,N-phenylmethyl The amino group, etc., and the groups shown in the following formulas are connected to one or two hydrocarbon groups with 1 to 20 carbons (preferably from 1 to 10) or their derivatized groups (for example, through carboxyl, sulfonic acid, etc.). , Nitro, hydroxyl, halogen (preferably a chlorine atom), a derivatized group such as alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide);

Sulfamate; N-methylsulfasulfonyl, N,N-dimethylsulfasulfonyl, N-ethylsulfasulfonyl, N,N-diethylsulfasulfonyl, N-propane Sulfonamide, N,N-Dipropyl Sulfonyl, N-Isopropyl Sulfonyl, N,N-Diisopropyl Sulfonyl, N-Butyl Sulfonyl, N,N-Dibutylsulfasulfonyl, N-isobutylsulfasulfonyl, N,N-Diisobutylsulfasulfonyl, N-Second Butylsulfasulfonyl, N,N- Di-second butylsulfasulfonyl, N-tertiary butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N-pentylsulfasulfonyl, N,N-dipentyl Sulfonamide, N-(1-ethylpropyl) Sulfonyl, N,N-bis(1-ethylpropyl) Sulfonyl, N-hexyl Sulfonyl, N,N -Dihexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfonyl, N, N-Diheptylsulfasulfonyl, N-octylsulfasulfonyl, N,N-dioctylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N-nonylsulfasulfon Aceyl, N,N-Dinonylsulfasulfonyl, N-Phenylsulfasulfonyl, N,N-Diphenylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N , N-propyl methylsulfamate, N,N-isopropyl methylsulfamate, N,N-butyl methylsulfamate, N-decylsulfamate, N,N- Decyl methyl sulfasulfonyl, N-undecyl sulfasulfonyl, N, N-undecyl sulfasulfonyl, N-deca Dibasic sulfasulfonyl, N,N-dodecyl sulfasulfonyl, N-eicosyl sulfasulfonyl, N,N-eicosyl sulfasulfonyl, N,N-th Tributylmethylsulfasulfonyl, N,N-phenylmethylsulfasulfonyl, etc., and the groups shown in the following formulae, etc. have 1 or 2 carbon atoms from 1 to 20 (preferably from 1 to 20 carbon atoms). 10) hydrocarbon group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfonamide having 1 to 10 carbon atoms (preferably octyl group) Aminosulfonyl) and other derivatized groups) substituted sulfamoyl;

Formylamino; Acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanylamino, hexylamino, (2- (Ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, dodecanoylamino, quinosylamino Amino groups, benzylamino groups, etc., and groups represented by the following formulae are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 12) or their derivatized groups (for example, via carboxyl, Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), derivatized group such as alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) and other carbonyl amines Group (when the carbonylamino group is set as 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;

Carboxylic 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;

Methanoyloxy; Acetanoyloxy, propanoyloxy, butanoyloxy, 2,2-dimethyl propanoyloxy, pentanoyloxy, hexyloxy, (2- Ethyl) hexyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, docosyloxy Oxy, benzyloxy, etc., and the groups represented by the following formulae are bonded to hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or their derivatized groups (for example, via carboxy, The carbonyl oxygen of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number of 1 to 10 (preferably octylsulfonamide) and other derivatized groups) Group (when the carbonyloxy group is an alkanoyloxy group, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl Alkyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl groups, etc., and the groups shown in the following formulae are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or their derivatized groups (for example, via carboxyl, sulfonic acid, nitro Sulfonyl group, hydroxy group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number of 1 to 10 (preferably derivatized group such as octylsulfonyl);

Carboxamide; N-methylcarboxamide, N,N-dimethylcarboxamide, N-ethylcarboxamide, N,N-diethylcarboxamide, N-propyl N, N,N-dipropylaminomethanyl, N-isopropylaminomethanyl, N,N-diisopropylaminomethanyl, N-butylaminomethanyl, N,N-dibutylaminomethanyl, N-isobutylaminomethanyl, N,N-diisobutylaminomethanyl, N-second butylaminomethanyl, N,N- Di-second butylamino formyl, N-tertiary butylamino formyl, N,N-di-tertiary butylamino formyl, N-pentylamino formyl, N,N-dipentyl Aminomethyl, N-(1-ethylpropyl)aminomethanoyl, N,N-bis(1-ethylpropyl)aminomethanoyl, N-hexylaminomethanoyl, N,N -Dihexylaminomethanyl, N-(2-ethyl)hexylaminomethanyl, N,N-bis(2-ethyl)hexylaminomethanyl, N-heptylaminomethanyl, N, N-Diheptylaminoformyl, N-octylaminoformyl, N,N-dioctylaminoformyl, N-nonylaminoformyl, N,N-octylmethylcarbamyl N, N, N-octyl butyl carbamoyl, N, N-dinonyl carbamoyl, N-phenyl carbamoyl, N, N-diphenyl carbamoyl, N , N-ethylmethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-butylmethylaminomethanyl, N-decylaminoformyl, N,N-decylmethylaminoformyl, N-undecylaminoformyl, N,N-undecylmethylaminoformyl, N-dodecyl N, N, N, N-dodecylmethylaminoformyl, N-eicosylaminoformyl, N,N-eicosylmethylaminoformyl Group, N,N-tertiary butylmethylaminoformyl, N,N-phenylmethylaminoformyl, etc., and groups represented by the following formula, etc. have 1 or 2 carbon atoms from 1 to 20 ( Preferably, a hydrocarbon group having 1 to 10 carbon atoms or its derivatized group (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkyl sulfonamide having 1 to 10 carbon atoms) Group (preferably a derivatized group such as octylsulfasulfonyl)) substituted carboxamide;

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, Perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluoroeicosyl, perfluorocyclohexyl, perfluorophenyl and other hydrocarbon groups with 1 to 20 carbon atoms replaced by fluorine atoms;

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

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,4,6-trifluorophenyl and other hydrogen atoms are substituted with fluorine and have carbon numbers of 1 to 20 (preferably carbon numbers 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 , -CO-S-CH ₂ -CH ₂ -CH ₂ -CH _3, etc. have been bonded to an alkyl group with carbon number 1 to 20 (preferably with a carbon number of 1 to 10) thiocarbonyl group, -CO-SC ₆ H _5, etc. have been bonded to an aryl group with carbon number 6 to 20 The thiocarbonyl group;

*-COCO-R shown in the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies the carbon number 1 to 20), or its derivatized group ( For example, derivatized groups such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number of 1 to 10 (preferably octylsulfasulfonyl), etc. )) the base;

_{*-NRCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with a carbon number of 1 to 20 (for example, the hydrocarbon group listed above satisfies the carbon number from 1 to 20), or its derivatized group (for example Derivatized groups such as syrup, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide with carbon number of 1 to 10 (preferably octylsulfonamide), etc. ), the R may be the same or different from each other, and may also be bonded to each other to form a group of ring);

_{*-OCONR 2} represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms in the above-listed hydrocarbon groups), or its derivatized groups (for example Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc.) , The R may be the same or different from each other, and may also be bonded to each other to form a ring) base;

*-NRCOOR shown in the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or its derivatized groups (for example, by Carboxy, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10), The R may be the same or different from each other, and may also be bonded to each other to form a group of ring);

*-OP(O)(OCH ₃ ) ₂ etc.*-OP(O)(OR) ₂ (wherein R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies the carbon number 1 To 20), or its derivatized groups (e.g., via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl) Derivatized groups such as sulfasulfonyl), the R may be the same or different from each other, and may also be bonded to each other to 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 Wherein, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or derivatized groups thereof (for example, through carboxyl, sulfonic acid, nitro, hydroxyl, Halogen (preferably a chlorine atom), a derivatized group such as a C 1-10 alkyl sulfamoyl group (preferably an octyl sulfamoyl group), the R may be the same or different from each other, or Can be bonded to each other and form a ring) base and so on.

As for the divalent substituents, pendent oxy groups, thioxo groups, imino groups, and imino groups substituted with alkyl groups having 1 to 20 carbons (preferably 1 to 10 carbons) And imino groups substituted with aryl groups having 6 to 20 carbons. As for the imino group substituted by an alkyl group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) _3- N=etc. As for the imino group substituted with an aryl group, C ₆ H ₅ -N= etc. can be mentioned.

As for the substituent of the hydrocarbon group having 1 to 40 carbon atoms, preferably, substituents of group s1 can be cited. The derivatization groups shown below are preferably carboxyl groups, sulfonic acid groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), and alkyl sulfonamides having 1 to 10 carbon atoms (preferably octyl groups). Aminosulfonyl) and other derivatized groups.

[Group s1]

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

A carbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

Amino group; Amino group substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups; sulfamyl; substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups The sulfamoyl group; a carbonylamino group bonded with a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof; a hydroxyl group; a 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 represents a hydrogen atom); nitro; cyano;

Carbonyl oxygen bonded to a hydrocarbon group with 1 to 20 carbons or its derivatized group Group; a sulfonyl group bonded to a hydrocarbon group with 1 to 20 carbons or its derivatized group; carbamethan group; a carbamide group substituted with one or two hydrocarbon groups with 1 to 20 carbons or its derivatized group 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 carbons substituted by a straight-chain or branched chain alkyl group of 1 to 20 carbons in which all hydrogen atoms have been replaced by fluorine atoms; a hydrocarbon group with 1 to 20 carbons in which part of the hydrogen atoms are replaced by fluorine atoms ; Pendant oxygen.

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

[群s2]

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

A carbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

Amino; Amino substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons;

Sulfonamide; Sulfonamide substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or derivatized groups; carbonylamino groups bonded to hydrocarbon groups with 1 to 10 carbons or derivatized groups; 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 represents a hydrogen atom); nitro; cyano; carbonyloxy group bonded with a hydrocarbon group with 1 to 10 carbons or its derivative; carbonyloxy group bonded with a hydrocarbon group with 1 to 10 carbons or its derivative Sulfonyl group; Carbamethan group; Carbamethan group substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or derivatives thereof; All hydrogen atoms are substituted by fluorine atoms with carbon numbers 1 to 10 A hydrocarbon group; a hydrocarbon group with 1 to 10 carbons substituted by a straight or branched chain alkyl group of 1 to 10 carbons in which all hydrogen atoms are replaced by fluorine atoms;

A hydrocarbon group with 1 to 10 carbon atoms in which part of the hydrogen atoms are replaced by fluorine; pendant oxy groups.

To ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 R of FIG substituent group having a carbon number of the hydrocarbon group having 1 to 40, examples thereof include having Monovalent or divalent substituents have a hydrocarbon group of 1 to 40 carbons, preferably including: saturated or unsaturated chain hydrocarbon groups of 1 to 30 carbons with monovalent or divalent substituents, monovalent or divalent The substituent is a saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30, an aromatic hydrocarbon group with a carbon number of 6 to 30 having a monovalent or divalent substituent, or a group composed of a combination of hydrocarbon groups and is monovalent or The divalent substituent is a group with 1 to 30 carbons,

More preferred examples include: saturated or unsaturated chain hydrocarbon groups with 1 to 20 carbons as substituents of group s1, saturated or unsaturated alicyclic hydrocarbon groups with 3 to 20 carbons as substituents of group s1, and groups with The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbons or a combination of hydrocarbon groups and is a group with 1 to 20 carbons as a substituent of group s1,

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

To ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, the heterocyclic group represented by R and ^102Z1 R ^101Z1, it may be a monocyclic, polycyclic also, Preferably, it is a heterocyclic ring containing a hetero atom as a constituent element of the ring. As for the hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, and the like can be mentioned.

The carbon number of 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； For heterocycles containing nitrogen atoms, examples include: aziridine, azetidine, pyrrolidine, piperidine and piperidine

Monocyclic saturated heterocycles;

5 members including 2,5-dimethylpyrrole and other pyrroles, 2-methylpyrazole, 3-methylpyrazole and other pyrazoles, imidazole, 1,2,3-triazole and 1,2,4-triazole Unsaturated heterocyclic ring system;

、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, Ta

, 6-methylpyrimidine and other pyrimidines, pyrimidines

And 1,3,5-three

Unsaturated heterocyclic ring of 6-membered ring system;

、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)quine

Morinoline, 3-methylquine

Quinoline

Quinoline, quinazoline, cinnoline (cinnoline), 呔

,

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

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

Condensed tricyclic ring system heterocycles and so on.

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 for the heterocyclic ring containing oxygen atoms, examples include: ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane, 1-cyclopentyldioxolane, etc.; 1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane, etc. Saturated heterocyclic ring system; lactone heterocycles such as α-hydantoin, 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 ring system unsaturated heterocycles such as 2,3-dimethylfuran and 2,5-dimethylfuran, etc.; 6-membered ring system unsaturated heterocycles such as 2H-pyran and 4H-pyran; 1- Benzofuran, 4-methylbenzopyran and other benzopyran, benzodi

Uh (benzodioxole),

Chroman and different

Condensed bicyclic heterocycles, such as dibenzopyran (xanthene), dibenzofuran and other condensed tricyclic heterocycles, etc.

As for the heterocyclic ring containing sulfur atoms, examples include: 5-membered ring system saturated heterocyclic rings such as dithiolane; thiane, 1,3-dithiolane , 2-methyl 1,3-dithiacyclohexane and other 6-membered ring system saturated heterocycles; 3-methylthiophene, 2-carboxythiophene and other thiophenes, 4H-thiopyran, chroman and other benzene 5-membered ring system unsaturated heterocyclic ring such as thiopyran; benzothiophene and other condensed bicyclic ring system heterocyclic ring;

Thianthracene, dibenzothiophene and other condensed tricyclic heterocycles, etc.

For heterocyclic rings containing nitrogen and oxygen atoms, morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine can be mentioned. 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

Azoles etc.

Azole, 2-methyl iso

Azole, 3-methyl iso

Azoles

Monocyclic unsaturated heterocycles such as azoles; benzo

Azole, benziso

Azole, benzo

Benzodi

Alkyl, benzimidazoline and other condensed bicyclic heterocycles; phenanthrene

Condensed tricyclic ring system heterocycles and so on.

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

Condensed tricyclic ring system heterocycles and so on.

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

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

The above heterocyclic group may also be R ^1Z1 to two or more of ^R 5Z1 bonded to form a heterocyclic group of. Such heterocyclic system, together with a benzene ring R ^{1Z1 R} 5Z1 are bonded to the two or more rings having a ring structure. As for the ring structure of two or more rings, for example, the structure of the following formula can be mentioned.

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

^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, the heterocyclic group represented by R ^102Z1 R ^101Z1 and may have a substituent group. In relation to substituents, include the ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 hydrocarbon group represented by R may have the same substituents by the . In addition, when the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the nitrogen atom may be bonded to the above-exemplified hydrocarbon group as a substituent.

In respect of the substituent group are preferred examples include the ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 of the hydrocarbon group represented by R may have the The preferred substituents are the same. To ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 shown having the R substituent of the heterocyclic group, examples thereof include a monovalent or 2 The heterocyclic group of the valence substituent 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 above-mentioned hydrocarbon group or heterocyclic group may have one or more substituents (first substituent), and the two or more substituents may independently be the same or different from each other. Furthermore, the aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. The second substituent can be selected from the same groups as the first substituent.

Hereinafter, ^{R 1Z1, R 2Z1, R 3Z1} , R 4Z1, R 5Z1, R 6Z1, R 7Z1 of ^{-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, -SO ₃ M, -CO ₂ M.

For -CO-R ^102Z1 , examples include: formyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl ) Hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, oxanyl, benzyl, etc., and the groups shown in the above formula A hydrocarbon group with 1 to 40 carbon atoms (preferably from 1 to 20 carbon atoms) or its derivatized groups (for example, carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 The carbonyl group of alkylsulfasulfonyl to 10 (preferably a derivatized group such as octylsulfasulfonyl) (when the carbonyl group is set as an sulfonyl group, the carbon number is from 2 to 41) and Table 1Z1 to Table Among the compounds shown in 7Z1 and Table 10Z1 to Table 13Z1, the ^{groups equivalent to -CO-R 102Z1} , etc., preferably include: a hydrocarbon group with 1 to 11 carbon atoms (more preferably a carbon number 1 to 10) or The carbonyl group of its derivatization group (when the carbonyl group is set as an alkane 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 The base and so on.

For -COO-R ^101Z1 , examples include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tertiary butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-Ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Ethyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, via carboxyl , Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfonyl) and other derivatized groups with carbon number of 1 to 10) 10Z1 to 13Z1 compounds of table carbonyl group and the group table to 1Z1 7Z1 table and the table corresponding to the group ^-COO-R 101Z1 and the like, preferably include: carbon bonded hydrocarbon group of 1 to 10 or a derivative of the group The oxycarbonyl group and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -COO-R ^101Z1 .

In the case of -OCO-R ^102Z1 , methanoyloxy; acetyloxy, propanoyloxy, butanoyloxy, 2,2-dimethyl propanoyloxy, pentanoyloxy Group, hexyloxy, (2-ethyl) hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, ten Diacyloxy, icosyloxy, benzyloxy, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups with carbon numbers 1 to 40 (preferably carbon numbers 1 to 20) Or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl group having 1 to 10 carbon atoms (preferably octyl sulfasulfonyl group) ) And other derivatized groups) of the carbonyloxy group (when the carbonyloxy group is used as the carbonyloxy group, the carbon number is from 2 to 41) and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent ^For the group of -OCO-R 102Z1, etc., preferably, carbonyloxy (the carbonyloxy When it is an acyloxy group, the carbon number is more preferably from 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.

With regard to -COCO-R ^102Z1 , examples include: methyl oxalyl, ethyl oxalyl, propyl oxalyl, butyl oxalyl, pentyl oxalyl, hexyl oxalyl, (2- Ethyl) hexylglycol, heptylglycol, octylglycol, nonylglycol, decylglycol, undecylglycol, dodecylglycol, dodecylglycol Glycine, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the groups represented by the above formula are bonded with carbon number 1 to 40 (preferably It is a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group (e.g. via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkylsulfonamide with 1 to 10 carbon atoms ( Preferably, it is the oxalyl group of derivatized base such as octylsulfamoyl), and the group equivalent to -COCO-R ^102Z1 in the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1.

For -OR ^102Z1 , examples include: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, Pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy , Eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-di Methylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethyl 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 groups shown in the above formula are bonded to hydrocarbon groups with carbon numbers 1 to 40 (preferably carbon numbers 1 to 20) or their derivatized groups (such as carboxyl, sulfonic, nitro, hydroxy, halogen (more Preferably a chlorine atom), the oxy group of a derivatized group such as an alkylsulfasulfonyl group with 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), and Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 ^Among the compounds shown, the groups equivalent to -OR 102Z1, etc., preferably include: the oxy group bonded to the hydrocarbon group with carbon number 1 to 10 or its derivatized group, and those shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 The compound shown is equivalent to ^{the base of -OR 102Z1} and so on.

For -SO ₂ -R ^101Z1 , examples include: methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2 -Ethyl) hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, icosyl Sulfonyl, phenylsulfonyl, p-tolylsulfonyl, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups with 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or their derivatives Derivatives (e.g. carboxyl, sulfonic, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl with 1 to 10 carbon atoms (preferably octylsulfasulfonyl), etc. In the sulfonyl groups shown in Tables 1Z1 to Table 7Z1 and Tables 10Z1 to Table 13Z1, _{the groups corresponding to -SO 2} -R ^101Z1 , etc., preferably include: bonded with carbon number 1 to 10 The sulfonyl group of the hydrocarbon group or its derivatized group and the group corresponding to -SO ₂ -R ^101Z1 in the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1.

With regard to -SO ₂ N(R ^102Z1 ) ₂ , examples include: sulfasulfonyl; N-methylsulfasulfonyl, N-ethylsulfasulfonyl, N-propylsulfasulfonyl, N- Isopropylsulfamate, N-butylsulfamate, N-isobutylsulfamate, N-second butylsulfamate, N-tertiary butylsulfamate, N -Pentylsulfasulfonyl, N-(1-ethylpropyl)sulfasulfonyl, N-hexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N-heptylamine Sulfonyl, N-octylsulfasulfonyl, N-nonylsulfasulfonyl, N-decylsulfasulfonyl, N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl , N-eicosylsulfasulfonyl, N-phenylsulfasulfonyl, etc., and the groups shown in the above formula, etc., have a hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or Its derivatized group (for example, carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl group with carbon number 1 to 10 (preferably octyl sulfasulfonyl group) And other derivatized groups) substituted sulfamoyl 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-Dimethylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N,N-Diethylsulfasulfonyl, N,N-propylmethylsulfasulfonyl, N,N-dipropyl sulfasulfonyl, N,N-isopropylmethyl sulfasulfonyl, N,N-diisopropylsulfasulfonyl, N,N-tertiary butyl sulfasulfonyl Group, N,N-diisobutylsulfasulfonyl, N,N-disecond butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylsulfasulfonyl, N,N-dipentylsulfasulfonyl, N,N-bis(1-ethylpropyl)sulfasulfonyl, N,N- Dihexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N,N-diheptylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N , N-dioctylsulfasulfonyl, N,N-dinonylsulfasulfonyl, N,N-decylmethylsulfasulfonyl, N,N-undecylmethylsulfasulfonyl, N,N-Dodecyl Methanesulfonyl, N,N-Eicosyl Methanesulfonyl, N,N-Phenyl Methanesulfonyl, N,N-Diphenylsulfamyl The acyl group, etc., and the group shown in the above formula are through two hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, through carboxyl, sulfonic acid, nitro, and hydroxyl). , Halogen (preferably a chlorine atom), a derivatized group such as alkylsulfamoyl with 1 to 10 carbons (preferably octylsulfamoyl) and other derivatized sulfamoyl groups and Table 1Z1 to Table 7Z1 and the compounds shown in Table 10Z1 to Table 13Z1 are equivalent to -SO ₂ N(R ^102Z1X ) ₂ (except that R ^{102Z1X is} not a hydrogen atom, which is the ^{same as R 102Z1} ) groups, etc.,

Preferred examples include: sulfasulfonyl substituted by 1 or 2 hydrocarbon groups with 1 to 10 carbons or their derivatized groups, and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -SO _{2 The base of} N(R ^102Z1 ) ₂ and so on.

For -CON(R ^102Z1 ) ₂ , examples include: aminomethyl; N-methylaminomethyl, N-ethylaminomethyl, N-propylaminomethyl, N-isopropyl N-butylaminomethanyl, N-butylaminomethanoyl, N-isobutylaminomethanoyl, N-second butylaminomethanoyl, N-tertiary butylaminomethanoyl, N-pentyl Carboxylic aminoformyl, N-(1-ethylpropyl)aminoformyl, N-hexylaminoformyl, N-(2-ethyl)hexylaminoformyl, N-heptylaminoformyl Group, N-octylaminomethanyl, N-nonylaminomethanoyl, N-decylaminomethanoyl, N-undecylaminomethanoyl, N-dodecylaminomethanoyl, N -Eicosylaminoformyl, N-phenylaminoformyl, etc., and the groups shown in the above formula, etc. through 1 carbon number 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or its derivatives Derivatives (e.g. carboxyl, sulfonic, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl with 1 to 10 carbon atoms (preferably octylsulfasulfonyl), etc. In the compound shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1, it is equivalent to -CONH(R ^102Z1X ) (except that R ^{102Z1X is} not a hydrogen atom, it is equivalent to R ^102Z1 The same)

N,N-dimethylaminomethanyl, N,N-ethylmethylaminomethanyl, N,N-diethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-dipropylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-diisopropylaminomethanyl, N,N-tert-butylmethylaminomethanyl Group, N,N-diisobutylaminomethanyl, N,N-di-secondbutylaminomethanyl, N,N-di-tertiarybutylaminomethanyl, N,N-butylmethylamine Formaldehyde, N,N-dibutylaminoformyl, N,N-butyloctylaminoformyl, N,N-dipentylaminoformyl, N,N-bis(1-ethyl N ,N-octylmethylaminomethanyl, N,N-dioctylaminomethanyl, N,N-dinonylaminomethanyl, N,N-decylmethylaminomethanyl, N ,N-undecylmethylaminoformyl, N,N-dodecylmethylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-phenylmethylamine Formyl and N,N-diphenylaminoformyl, etc., and the groups shown in the above formula, etc. have 2 hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (E.g. derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octylsulfonamide), etc. Group) substituted amine methanoyl and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -CON(R ^102Z1X ) ₂ (except that R ^{102Z1X is} not a hydrogen atom, ^{it is the} same as R 102Z1 ) Of the base, etc.,

Preferred examples include: amine methanoyl substituted with 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or their derivatized groups and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -CON (R ^102Z1 ) _{The base of 2} and so on.

For -N(R ^102Z1 ) ₂ , examples include: amino; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butyl Amino, N-isobutylamino, N-second butylamino, N-tertiary butylamino, N-pentylamino, N-hexylamino, 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 groups shown in the above formula, etc. have a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) hydrocarbon group or its derivatized group (for example, by Carboxy, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10) substitution 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, it is the ^{same as R 102Z1} ), etc.;

N,N-dimethylamino, N,N-ethylmethylamino, N,N-diethylamino, N,N-propylmethylamino, N,N-dipropylamine Group, N,N-isopropylmethylamino, N,N-diisopropylamino, N,N-tertiary butylmethylamino, N,N-diisobutylamino, N,N -Di-second butylamino, N,N-di-tertiary butylamino, N,N-butylmethylamino, N,N-dibutylamino, N,N-dipentylamino, 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 group, N,N-eicosylmethylamino group, N,N-phenylmethylamino group, N,N-diphenylamino group, etc., and the groups shown in the above formula, etc. Hydrocarbon groups with 1 to 40 carbons (preferably with 1 to 20 carbons) or their derivatized groups (e.g. via carboxyl, sulfonic acid, nitro, hydroxy, halogen (preferably with chlorine atom), carbon 1 to 10 Alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups) substituted amine groups and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -N( R ^102Z1X ) ₂ base etc.,

Preferred examples include: amine groups substituted with 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or their derivatized groups, and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 are equivalent to -N(R ^102Z1 ) _{The basis of 2} and so on.

For -NHCO-R ^102Z1 , examples include: methanoylamino; acetylamino, propanoylamino, butanoylamino, 2,2-dimethyl propanoylamino, pentanyl Amino, hexylamino, (2-ethyl)hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, Dodecylamino group, arachidylamino group, benzylamino group, etc., and the groups shown in the above formula are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) Group) and other derivatized groups) of the carbonylamino group (when the carbonylamino group is set as an acylamino group, the carbon number is 1 to 40) and the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1 It is equivalent to the base of ^{-NHCO-R 102Z1, etc.,}

Preferable examples include: a carbonylamino group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is bonded (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 are equivalent to the base of ^{-NHCO-R 102Z1.}

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

As for -NHCOOR ^102Z1 , examples include the groups listed above, and the groups corresponding to -NHCOOR ^102Z1 in the compounds shown in Tables 1Z1 to 7Z1 and Tables 10Z1 to 13Z1.

For -OCON(R ^102Z1 ) ₂ , examples include the groups listed above, and the groups corresponding to -OCON(R ^102Z1 ) ₂ in the compounds shown in Table 1Z1 to Table 7Z1 and Table 10Z1 to Table 13Z1.

As for the halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferred.

Examples of M of -SO ₃ M and -CO ₂ M include hydrogen atoms; alkali metal atoms such as lithium atoms, sodium atoms, and potassium atoms, and preferably include hydrogen atoms, sodium atoms, and potassium atoms.

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 can be One or more than two, and two or more substituents may independently be the same or different from each other.

Furthermore, the aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. 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). Regarding ^{the condensed ring structure of the ring formed by R 2Z1} and R ^3Z1 , R ^3Z1 and R ^4Z1 , and R ^4Z1 and R ^5Z1 and the aforementioned benzene ring, examples include: indene, naphthalene, biphenylene, introduction Province (indacene), acenaphthylene, stilbene, phenalene, phenanthrene, anthracene, 1,2- fluoranthene, acephenanthrylene, aceanthrylene, terphenylene (triphenylene), pyrene, 1,2-benzophenanthrene (chrysene), N-methylphthalimide, N-(1-phenylethyl)phthalimide, fused tetrabenzene and other hydrocarbon condensed ring structures And these partial reductions (for example, 9,10-dihydroanthracene, 1,2,3,4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline, and xylene

Quine

Phenanthroline, quinazoline, cinnoline, carbazole, carboline, phenanthridine, acridine, perimidine, phenanthroline and phenanthrene

And other nitrogen-containing condensed heterocycles and partial reductions of these; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and partial reductions thereof.

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. In relation to substituents, include the ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 hydrocarbon group represented by R may have the same substituents by the . In respect of the substituent group are preferred examples include the ^{R O1Z1, R 1Z1, R 2Z1} , R 3Z1, R 4Z1, R 5Z1, R 6Z1, R 7Z1, R 101Z1 and ^102Z1 of the hydrocarbon group represented by R may have the The preferred substituents are the same.

When R ^3Z1 and R ^4Z1 form a ring, it is ^{preferable that R 2Z1} and R ^5Z1 are 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 preferred based hydrogen atom.

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

^{From the viewpoint of reducing} the retardation value of the color filter made of the colored composition, it is preferable that 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, A hydrocarbon group with 1 to 40 carbon atoms which may have a substituent or a heterocyclic group which may have a substituent,

More preferably, a hydrocarbon group having 1 to 40 carbon atoms, a halogen atom, -N(R ^102Z1 ) ₂ , a 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, which may have a substituent,- 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 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 being -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 a ^{compound in which 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 (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 made from the coloring composition becomes smaller.

From the viewpoint that the retardation value of the color filter made of the colored composition becomes smaller, ^{at least one of R 2Z1} , R ^3Z1 , R ^4Z1 and R ^5Z1 is preferably a carbon number which may have a substituent 1 Hydrocarbyl groups up to 40, halogen atoms, -N(R ^102Z1 ) ₂ , nitro groups, hydrocarbon groups with 1 to 20 carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z1 , -OR ^102Z1 , -SO ₃ M or -CO ₂ M,

More preferably, it is a nitro group or a hydrocarbon group with a carbon number of 1 to 40 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 a hydrogen atom, or R ^2Z1 , R ^3Z1 and R ^5Z1 are a hydrogen atom and R ^4Z1 is a nitro group or a tertiary butyl group.

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

[In the formula IZ1-B,

R ^O11Z1 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. ^{R 1Z1, R 21Z1, R 31Z1} , R 41Z1, R 51Z1, R 61Z1 and ^R 71Z1 line each 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, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or may A heterocyclic group with substituents.

R ^21Z1 and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^51Z1 may be bonded to each other to 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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^{At least one group of 21Z1} and R ^31Z1 , R ^31Z1 and R ^41Z1 , and R ^41Z1 and R ^{51Z1 are} bonded to form 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, 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. ^When there are plural R 101Z1, R ^102Z1 and M, they 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 listed as R ^O1Z1 , R ^2Z1 , R ^3Z1 , R ^4Z1 , R ^{5Z1 in formula (IZ1), respectively} , 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} , R ^5Z1 , R ^6Z1 and R ^{7Z1 are} preferably the same.

Of formula IZI-B, the preferred system (aspect ¹⁾ R ^1Z1, R 61Z1 is a hydrogen atom, and ^R 71Z1. ^Furthermore , it is preferable that (aspect 2) R O11Z1 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms 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 tertiary butyl group. The aforementioned aspects 1 to 3 may be used alone, or may be combined as appropriate.

For specific examples of compound IZ1, for example, in the 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 The substituted compounds IZ1-1 to IZ1-529 represented by 13Z1 or their alkali metal salts.

B ^a1Z1 B ^a2Z1 is the expression (BB1) to (BB60), (BBK2), (BBK3), (BBK4), (BBK14), (BBI1), (BBO8), (BBO10) , Partial structure of any one of formula (BBD1) and formula (BBJ2). As far as B ^a1Z1 B ^{a2Z1 is} concerned, the preferred systems are (BB1), (BB6), (BB8), (BB11), (BB14), (BB19), (BB37), and (BB58) , Formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably series (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 indicate the following partial structures. Furthermore, in part of the structure, "Me" means methyl, "Et" means ethyl, and "Bu" means butyl,

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

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

"IPR" means isopropyl, "IBu" means isobutyl, "EOE" means -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" means allyl, "HYE" means 2-hydroxy 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 ), "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" means -N((CH ₂ ) ₇ CH ₃ ) ₂ , "NCO" means -NHCO((CH ₂ ) ₄ CH ₃ ), "F" means fluorine atom, and "Cl" means chlorine atom , "Br" refers to bromine atom, "CN" refers to cyano group, "NO2" refers to nitro group, "SUA" refers to -SO ₃ H, "CBA" refers to -CO ₂ H, and "CHO" refers to -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 bonding bond.

^B a1Z1 and ^B a2Z1 lines represent bond bond, ^B a1Z1 become less B ² of the bonding bond is ^B a2Z1 when the following B ¹ of the bonding bond, ^B a1Z1 is less B ² of the bonding bond ^B a2Z1 It becomes the bonding bond ^{of B 1 below.}

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

For compound IZ1,

Preferred are compound IZ1-1 to compound IZ1-171, compound IZ1-258 to compound IZ1-529, more preferably compound IZ1-1 to compound IZ1-171, compound IZ1-258 to compound IZ1-471,

More preferably, it is compound IZ1-1 to compound IZ1-171, still more preferably is compound IZ1-1 to compound IZ1-111, and more preferably is compound IZ1-1 to compound Compound IZ1-54, particularly preferred are 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: Table 1Z1, Table 2Z1, Table 3Z1, Table 4Z1, Table 5Z1, Table 6Z1, Table 7Z1, Table 10Z1, Table 11Z1, Table 12Z1, and Table 13Z1. One to three hydrogen atoms are substituted by -SO ₃ M or -CO ₂ M. For example, in the compound IZ1-1 in Table 1Z1, the compound with 1 to 3 sulfonic acid groups bonded is represented by the following structure. However, in the formula, -(SO ₃ H) means replacing any hydrogen atom of compound IZ1-1 in Table 1Z1.

In the present invention, it is preferably a compound in which 1 to 3 -SO ₃ M or -CO ₂ M is bonded to compound IZ1-1 to compound IZ1-171, compound IZ1-258 to compound IZ1-529, and more preferably 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,

More preferably, it is a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded between compound IZ1-1 to compound IZ1-171,

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

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

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

As far as compound (IZ1) is concerned, preferably: in formula (IZ1), ^-RO1Z1 is a hydrogen atom, or may have the carbon number of a substituent selected from the group _{consisting of -SO 3} M and -CO _{2 M} A hydrocarbon group of 1 to 20, R ^1Z1 is a hydrogen atom, a hydrocarbon group of 1 to 20 carbons which may have a substituent selected from the group _{consisting of -SO 3} M and -CO _{2 M, -SO 3} M or -CO ₂ M, R ^2Z1 to R ^5Z1 are each independently a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms, a halogen atom, -N(R ^102Z1 ) ₂ , a nitro group, and a carbon number 1 where all or part of the hydrogen atoms are replaced by fluorine atoms. ^Up to 20 hydrocarbon groups, -NHCO-R 102Z1, -OR ^102Z1 , -SO ₃ M or -CO ₂ M,

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

R ^102Z1 is a hydrogen atom, or a hydrocarbon group with 1 to 20 carbons 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 with 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, and a carbon number 1 to 10 in which all or part of the hydrogen atoms are replaced by fluorine atoms 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 with 1 to 10 carbons 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 with 1 to 10 carbons 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 with 1 to 10 carbons 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 with a carbon number of 1 to 10, a halogen atom, -N(R ^102Z1 ) ₂ , a nitro group, a trifluoromethyl group, -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 with 1 to 10 carbon atoms,

R ^102Z1 is a hydrogen atom, or a hydrocarbon group with 1 to 10 carbons 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.

IZ1 compound, when R ^1Z1 is a hydrogen atom, can be shown by the compound of formula pt1Z1 (hereinafter, the phthalocyanine compound has referred to the case of the nitrile) with a compound of the formula shown pt2Z1 (hereinafter referred alkoxide compound has Situation) 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, the compound IZ1 can be produced by further reacting with the compound represented by the formula pt5Z1.

[Formula pt1Z1, type pt2Z1, type pt3Z1, type pt4Z1, Formula pt5Z1 and Formula IZ1 ^{in, R O1Z1, R 1Z1, R} 2Z1, R 3Z1, R 4Z1, R 5Z1, R 6Z1 and ^R 7Z1 line represents the same meaning. R ^14Z1 represents an alkyl group having 1 to 20 carbon atoms. M ^1Z1 represents an alkali metal atom. LG represents halogen atom, tosyloxy, tosyloxy or trifluoromethanesulfonyloxy]

As for ^{the alkyl group with 1 to 20 carbon atoms shown by R 14Z1} , examples include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl, etc. Preferably, an alkyl group having 1 to 6 carbon atoms can be cited.

Examples of the alkali metal atoms represented by M ^1Z1 include lithium atoms, sodium atoms, and potassium atoms.

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

Relative to 1 mole of phthalonitrile compound, compound pt3Z1 The usage amount is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and even more preferably 1 to 2 mols.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt4Z1 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and even more preferably 1 to 2 mols.

As for the acid, 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 and 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 mole of the phthalonitrile compound, the amount of acid used is usually 1 to 20 moles, preferably 1 to 10 moles, more preferably 1 to 8 moles, and even more preferably 1 to 6 moles.

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

Solvents 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 Amine solvents such as ketones; sulfite solvents such as dimethyl sulfide, preferably include: water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amides Solvents and sulfite solvents, better examples include: Water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, dichloromethane, chloroform, N,N-dimethyl Alkyl formaldehyde, 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 dimethyl sulfoxide, particularly preferably: water, acetonitrile, methanol, ethanol and 2-propanol.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the phthalonitrile compound.

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 R ^1Z1 IZ1 1 mole of hydrogen atoms, the amount of the compound is usually based pt5Z1 1 to 10 mole, preferably 1 to 5 mole based, more preferably 1 to 3 mole based, and more preferably based 1 to 2 moles.

In addition, when the compound pt5Z1 is reacted, it is preferable that a base coexists. In terms of bases, examples 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 butyl lithium, tertiary butyl lithium and phenyl lithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

With respect to the compound R ^1Z1 IZ1 1 mole of hydrogen atoms, the amount of the base is usually 1 to 10 mole based, preferably 1 to 5 mole based, more preferably 1 to 3 mole based, and more preferably 1 Department To 2 moles.

In addition, 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.

With respect to the compound R ^1Z1 IZ1 hydrogen atom of 1 part by mass, the amount of the solvent is usually 1 to 1000 parts by mass based. The reaction temperature of the 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 _{, the sulfonic acid group or -SO 3} M ² can be introduced by reacting the compound IZ1 with a sulfonating agent such as fuming sulfuric acid or chlorosulfonic acid.

M ²² represents an alkali metal atom.

Examples of the alkali metal atoms represented by M ²² include lithium atoms, sodium atoms, and potassium atoms.

Relative to 1 mol of compound IZ1, _{the usage amount of SO 3 in} fuming sulfuric acid 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 1 mol of compound IZ1, the amount of sulfuric acid used in fuming sulfuric acid is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and still more preferably 10 to 50 moles.

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

The reaction temperature of 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 taking out the compound IZ1 from the reaction mixture is not particularly limited, and it can be taken out by various known methods. For example, after the completion of the reaction, the reaction mixture can be filtered to take out the compound IZ1. Furthermore, after filtration, the obtained residue can be subjected to column chromatography or recrystallization. Furthermore, after the reaction is completed, the solvent of the reaction mixture is distilled off, and then purified by column chromatography.

<Compound IZ2>

Compound IZ2 is a compound represented by formula IZ2.

[In formula IZ2,

R ^CO1Z2 and R ^{CO2Z2 represent -OR O1Z2} or -NR ^N1Z2 R ^N2Z2 independently of each other.

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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may A heterocyclic group with substituents.

R ^2Z2 and R ^3Z2 , R ^3Z2 and R ^4Z2 , and R ^4Z2 and R ^5Z2 may be bonded to each other to 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 independently represent 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.

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

R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 The carbon number of the hydrocarbon group that may have substituents ranges from 1 to 40, preferably 1 To 30, more preferably 1 to 20, more preferably 1 to 15, more preferably 1 to 10, and even more preferably 1 to 5.

R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 can be aliphatic and aromatic hydrocarbon groups with carbon numbers from 1 to 40. The aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain or alicyclic.

Regarding the saturated or unsaturated chain 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, examples include: methyl, ethyl} Alkyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and eicosyl and other linear alkyl groups Etc.; isopropyl, isobutyl, second butyl, tertiary butyl, (2-ethyl)butyl, isopentyl, neopentyl, tertiary 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 groups, etc.; vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl) vinyl, 2-butenyl, 3-butanyl 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, and even more preferably Department 1 to 5. Among them, a straight or branched chain alkyl group having 1 to 10 carbon atoms, more preferably 1 to 8 carbon atoms, is particularly preferred, and particularly preferred are methyl, ethyl, and tertiary butyl groups.

Regarding the saturated or unsaturated alicyclic 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, examples include: cyclopropyl} , 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methyl ring 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-tetramethyl ring Hexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; cyclohexenyl (e.g. cyclohexyl- 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, particularly preferably 5 to 15, most preferably The best series is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

With regard to ^{the aromatic hydrocarbon groups shown by R O1Z2} , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 , examples 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-tertiary butylphenyl, m-tertiary butylphenyl, p-tertiary butylphenyl, 2,4,6-trimethylphenyl, 4-ethylphenyl, 4-butylbenzene Group, 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, stilbyl , Phenanthryl, anthracenyl, pyrenyl and other aromatic hydrocarbon groups. The carbon number of the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, and still more preferably 6-15.

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 can be the hydrocarbon groups listed above (e.g., aromatic hydrocarbon groups, and chain hydrocarbon groups) And at least one of the alicyclic hydrocarbon group) to form a group, including: aralkyl groups such as benzyl group, phenethyl group, 1-methyl-1-phenylethyl group, etc.; phenyl vinyl; phenyl ethenyl) and other arylalkenyl groups; arylalkynyl groups such as phenylethynyl; biphenyl group, terphenyl group, etc. phenyl groups bonded with more than one phenyl group; cyclohexylmethylphenyl group, benzyl group Phenyl, (dimethyl(phenyl)methyl)phenyl, etc.

The ^{groups shown} 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 (such as chain hydrocarbon groups and alicyclic hydrocarbon groups) The combined group can be, for example, cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2 -Methylcyclohexylmethyl, cyclohexylethyl, adamantylmethyl and other alkyl groups bonded with more than one alicyclic hydrocarbon group.

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

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 substituents. The substituent may be monovalent or divalent. The divalent substituent preferably has two bonding bonds bonded to the same carbon atom to form a double bond.

The monovalent substituent includes methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, Pentyloxy, 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 Groups such as phenyloxy and 3-ethoxyphenyloxy, etc., and the groups represented by the following formulae have carbon bonded to one side A hydrocarbon group with a number of 1 to 20 (preferably with a carbon number of 1 to 10) 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), a carbon number of 1 to 10 The oxy group of alkylsulfasulfonyl (preferably derivatized such as octylsulfasulfonyl);

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tertiary butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , Octylsulfanyl, nonylsulfanyl, decylsulfanyl, undecylsulfanyl, dodecylsulfanyl, eicosylsulfanyl, phenylsulfanyl and o-tolylsulfanyl are bonded with carbon The sulfur group of a hydrocarbon group with a number of 1 to 20 (preferably a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropiperanyl;

Formaldehyde

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl Aceto, eleven, twelve, twenty-one, benzyl, etc., And the groups represented by the following formulas are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 11) or their derivatized groups (for example, via carboxyl, sulfonic, nitro, hydroxy, halogen ( Preferably, it is a chlorine atom), a derivatized group such as an alkylsulfasulfonyl group having 1 to 10 carbons (preferably an octylsulfasulfonyl group), and the carbonyl group (when the carbonyl group is referred to as an alkane group, the carbon The number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tertiary butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl Alkyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, O-tolyloxycarbonyl, etc., and the groups shown in the following formulae, etc. are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or their derivatized groups (for example, via carboxyl, sulfonic acid, etc.) Oxycarbonyl groups such as derivatized groups such as hydroxy groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), and alkylsulfonamides having 1 to 10 carbon atoms (preferably octylsulfonamides);

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylene Amino, N-isopropylamino, N,N-diisopropylamino, N-butylamino, N,N-dibutylamino, N-isobutylamino, N, N-diisobutylamino, N-second butylamino, N,N-disecond butylamino, N-tertiary butylamino, N,N-di-tertiary butylamino , 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 Amino, N,N-diphenylamino, N,N-ethylmethylamino, N,N-propylmethylamino, N,N-isopropylmethylamino, N,N -Butylmethylamino, N-decylamino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamine Group, N,N-dodecylmethylamino, N-eicosylamino, N,N-eicosylmethylamino, N,N-tertiary butylmethylamino and N,N-benzene The methyl amino group, etc., and the groups shown in the following formulae are through 1 or 2 hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or their derivatized groups (for example, through carboxyl, sulfonic acid, etc.). Amino groups substituted by acid groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), alkyl sulfasulfonyl groups (preferably octyl sulfasulfonyl groups) and other derivatized groups with carbon numbers of 1 to 10 ；

Sulfamate; N-methylsulfasulfonyl, N,N-dimethylsulfasulfonyl, N-ethylsulfasulfonyl, N,N-diethylsulfasulfonyl, N-propane Sulfonamide, N,N-Dipropyl Sulfonyl, N-Isopropyl Sulfonyl, N,N-Diisopropyl Sulfonyl, N-Butyl Sulfonyl, N,N-Dibutylsulfasulfonyl, N-isobutylsulfasulfonyl, N,N-Diisobutylsulfasulfonyl, N-Second Butylsulfasulfonyl, N,N- Di-second butylsulfasulfonyl, N-tertiary butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N-pentylsulfasulfonyl, N,N-dipentyl Sulfonamide, N-(1-ethylpropyl) Sulfonyl, N,N-bis(1-ethylpropyl) Sulfonyl, N-hexyl Sulfonyl, N,N -Dihexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfonyl, N, N-Diheptylsulfasulfonyl, N-octylsulfasulfonyl, N,N-dioctylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N-nonylsulfasulfon Aceyl, N,N-Dinonylsulfasulfonyl, N-Phenylsulfasulfonyl, N,N-Diphenylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N , N-propyl methylsulfamate, N,N-isopropyl methylsulfamate, N,N-butyl methylsulfamate, N-decylsulfamate, N,N- Decylmethylsulfasulfonyl, N-undecylsulfasulfonyl, N,N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl, N,N-dodecyl Methanesulfonyl, N-eicosylmethylsulfonyl, N,N-eicosylmethylsulfonyl, N,N-tertiary butylmethylsulfonyl and N,N-phenyl The methyl sulfasulfonyl group, etc., and the groups shown in the following formulas are through 1 or 2 hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or their derivatized groups (for example, through carboxy, Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfonyl) and other derivatized groups with carbon number of 1 to 10) substituted amines Sulfonyl

Formylamino; Acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanylamino, hexylamino, (2- (Ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, dodecanoylamino, quinosylamino Amino groups, benzylamino groups, etc., and the groups shown in the following formulas are bonded to hydrocarbon groups with 1 to 20 carbons (preferably 1 to 12 carbons) or their derivatization Group (e.g. derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc. The group of) is the carbonylamino group (when the carbonylamino group is set as 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;

Carboxylic 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;

Methanoyloxy; Acetanoyloxy, propanoyloxy, butanoyloxy, 2,2-dimethyl propanoyloxy, pentanoyloxy, hexyloxy, (2- Ethyl) hexyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, docosyloxy The oxy group, benzyloxy group, etc., and the group shown in the following formula are bonded with carbon number 1-20 (preferably carbon number 1-10) hydrocarbon group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), carbon number 1-10 alkane The carbonyloxy group of a sulfasulfonyl group (preferably a derivatized group such as an octylsulfasulfonyl group) (when the carbonyloxy group is referred to as an alkanoyloxy group, the carbon number is preferably 1 to 10) ；

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl Alkyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl groups, etc., and the groups shown in the following formulae are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or their derivatized groups (for example, via carboxyl, sulfonic acid, nitro Sulfonyl group, hydroxy group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number of 1 to 10 (preferably derivatized group such as octylsulfonyl);

Carboxamide; N-methylcarboxamide, N,N-dimethylcarboxamide, N-ethylcarboxamide, N,N-diethylcarboxamide, N-propyl N, N,N-dipropylaminomethanyl, N-isopropylaminomethanyl, N,N-diisopropylaminomethanyl, N-butylaminomethanyl, N,N-dibutylaminomethanyl, N-isobutylaminomethanyl, N,N-diisobutylaminomethanyl, N-second butylaminomethanyl, N,N- Di-second butylamino formyl, N-tertiary butylamino formyl, N,N-di-tertiary butylamino formyl, N-pentylamino formyl, N,N-dipentyl Aminomethyl, N-(1-ethylpropyl)aminomethanoyl, N,N-bis(1-ethylpropyl)aminomethanoyl, N-hexylaminomethanoyl, N,N -Dihexylaminomethanyl, N-(2-ethyl)hexylaminomethanyl, N,N-bis(2-ethyl)hexylaminomethanyl, N-heptylaminomethanyl, N, N-Diheptylaminoformyl, N-octylaminoformyl, N,N-dioctylaminoformyl, N-nonylaminoformyl, N,N-octylmethylcarbamyl N, N, N-octyl butyl carbamoyl, N, N-dinonyl carbamoyl, N-phenyl carbamoyl, N, N-diphenyl carbamoyl, N ,N-Ethylmethylaminoformyl, N,N-propylmethylaminoformyl, N,N-isopropyl Methylcarbamate, N,N-butylmethylcarbamate, N-decylcarbamate, N,N-decylmethylcarbamate, N-undecylcarbamate, N,N-undecylmethylaminoformyl, N-dodecylaminoformyl, N,N-dodecylmethylaminoformyl, N-eicosylaminoformyl, N, N-eicosylmethylaminoformyl, N,N-tertiary butylmethylaminoformyl, N,N-phenylmethylaminoformyl, etc., and the groups represented by the following formula, etc. One or two hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or their derivatized groups (e.g. via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon Alkylsulfasulfonyl (preferably derivatized such as octylsulfasulfonyl) substituted with a number of 1 to 10);

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, Perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluoroeicosyl, perfluorocyclohexyl, perfluorophenyl and other hydrocarbon groups with 1 to 20 carbon atoms replaced by fluorine atoms;

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane Perfluorononylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoroundecylmethyl, perfluorododecylmethyl and perfluoroeicosylmethyl, etc. through all hydrogen atoms through fluorine atoms A hydrocarbon group with 1 to 20 carbons substituted by a substituted linear or branched chain alkyl with 1 to 20 carbons;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,4,6-trifluorophenyl and other hydrogen atoms are substituted with fluorine and have carbon numbers of 1 to 20 (preferably carbon numbers 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. have been bonded to an alkyl group with carbon number 1 to 20 (preferably with a carbon number of 1 to 10) thiocarbonyl group, -CO-SC ₆ H _5, etc. have been bonded to an aryl group with carbon number 6 to 20 The thiocarbonyl group;

*-COCO-R shown in the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies the carbon number 1 to 20), or its derivatized group ( For example, derivatized groups such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number of 1 to 10 (preferably octylsulfasulfonyl), etc. )) the base;

_{*-NRCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with a carbon number of 1 to 20 (for example, the hydrocarbon group listed above satisfies the carbon number from 1 to 20), or its derivatized group (for example Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc.) , The R may be the same or different from each other, and may also be bonded to each other to form a ring) base;

_{*-OCONR 2} represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms in the above-listed hydrocarbon groups), or its derivatized groups (for example Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc.) , The R may be the same or different from each other, and may also be bonded to each other to form a ring) base;

*-NRCOOR shown in the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or its derivatized groups (for example, by Carboxy, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10), The R may be the same or different from each other, and may also be bonded to each other to form a group of ring);

*-OP(O)(OCH ₃ ) ₂ etc.*-OP(O)(OR) ₂ (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies carbon number 1 To 20), or its derivatized groups (e.g., via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl) Derivatized groups such as sulfasulfonyl), the R may be the same or different from each other, and may also be bonded to each other to 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 Wherein, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or derivatized groups thereof (for example, through carboxyl, sulfonic acid, nitro, hydroxyl, Halogen (preferably a chlorine atom), a derivatized group such as a C 1-10 alkyl sulfamoyl group (preferably an octyl sulfamoyl group), the R may be the same or different from each other, or Can be bonded to each other and form a ring) base; etc.

For divalent substituents, side: oxy group, thioketone group, imino group, imino group via an alkyl group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms), and 6 to 20 aryl imino groups, etc. As for the imino group substituted by an alkyl group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) _3- N=etc. As for the imino group substituted with an aryl group, C ₆ H ₅ -N= etc. can be mentioned.

As for the substituent of the hydrocarbon group having 1 to 40 carbon atoms, preferably, substituents of group s1 can be cited. The derivatization groups shown below are preferably carboxyl groups, sulfonic acid groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), and alkyl sulfonamides having 1 to 10 carbon atoms (preferably octyl groups). Aminosulfonyl) and other derivatized groups.

[Group s1]

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

A carbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

Amino group; Amino group substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups; sulfamyl; substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups The sulfamoyl group; a carbonylamino group bonded with a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof; a hydroxyl group; a 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 represents a hydrogen atom); nitro; cyano; carbonyloxy to which a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof is bonded;

A sulfonyl group bonded with a hydrocarbon group with 1 to 20 carbons or its derivatized group; carbamethanyl group; an amine carbamoyl group substituted with one or two hydrocarbon groups with 1 to 20 carbons or its derivatized group; Hydrocarbon groups with 1 to 20 carbon atoms in which all hydrogen atoms are replaced by fluorine atoms;

A hydrocarbon group with 1 to 20 carbons substituted by a straight or branched chain alkyl group of 1 to 20 carbons in which all hydrogen atoms are replaced by fluorine atoms; a hydrocarbon group with 1 to 20 carbons in which part of the hydrogen atoms are replaced by fluorine atoms ; Pendant oxygen.

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

[群s2]

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

A carbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

Amino; Amino substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons;

Sulfonamide; Sulfonamide substituted by 1 or 2 hydrocarbon groups with 1 to 10 carbons or their derivatized groups;

A carbonylamino group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

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); nitro; cyano;

A carbonyloxy group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

Sulfonyl groups bonded to hydrocarbon groups with 1 to 10 carbons or their derivatized groups;

Aminoformyl; Aminoformyl substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or its derivatized groups; Hydrocarbyl with 1 to 10 carbons substituted by all hydrogen atoms with fluorine atoms; Hydrocarbon groups with 1 to 10 carbons substituted by straight-chain or branched chain alkyl groups in which hydrogen atoms are substituted by fluorine atoms; hydrocarbon groups with 1 to 10 carbons in which part of the hydrogen atoms are substituted by fluorine; pendant oxygen base.

Regarding R ^O1Z2 , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 , the hydrocarbon groups with substituents of 1 to 40 carbon atoms can be enumerated Monovalent or divalent substituents have a hydrocarbon group of 1 to 40 carbons, preferably including: saturated or unsaturated chain hydrocarbon groups of 1 to 30 carbons with monovalent or divalent substituents, monovalent or divalent The substituent is a saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30, an aromatic hydrocarbon group with a carbon number of 6 to 30 having a monovalent or divalent substituent, or a group formed by a combination of hydrocarbon groups and is monovalent or The divalent substituent is a group with 1 to 30 carbons,

More preferred examples include: saturated or unsaturated chain hydrocarbon groups with 1 to 20 carbons as substituents of group s1, saturated or unsaturated alicyclic hydrocarbon groups with 3 to 20 carbons as substituents of group s1, and groups with The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbons or a combination of hydrocarbon groups and is a group with 1 to 20 carbons as a substituent of group s1,

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

Regarding ^{the heterocyclic groups represented by R O1Z2} , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^102Z2 , they can be monocyclic or polycyclic, Preferably, it is a heterocyclic ring containing a hetero atom as a constituent element of the ring. As for the hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, and the like can be 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, 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； For heterocycles containing nitrogen atoms, examples include: aziridine, azetidine, pyrrolidine, piperidine and piperidine

Monocyclic saturated heterocycles; 2,5-dimethylpyrrole and other pyrazoles, 2-methylpyrazole, 3-methylpyrazole and other pyrazoles, imidazoles, 1,2,3-triazoles and 1,2 , 4-triazole and other 5-membered ring system unsaturated heterocycles;

、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, Ta

, 6-methylpyrimidine and other pyrimidines, pyrimidines

And 1,3,5-three

Unsaturated heterocyclic ring of 6-membered ring system;

、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)quine

Morinoline, 3-methylquine

Quinoline

Quinoline, quinazoline, cinnoline, and

,

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

Condensed tricyclic ring system heterocycles and so on.

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 for the heterocyclic ring containing oxygen atoms, examples include: ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

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

Uh,

Difference

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

As for the heterocyclic ring containing sulfur atoms, five-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.;

5-membered ring system unsaturated heterocycles such as thiophenes such as 3-methylthiophene and 2-carboxythiophene, benzothiopyrans such as 4H-thiopyran and chroman tetrahydrothiopyran;

Condensed bicyclic heterocycles such as benzothiophene; condensed tricyclic heterocycles such as thianthene and dibenzothiophene.

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； For heterocyclic rings containing nitrogen and oxygen atoms, morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine can be mentioned. Monocyclic saturated heterocyclic ring such as pyridone; 4-methyl

Azoles etc.

Azole, 2-methyl iso

Azole, 3-methyl iso

Azoles

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

Azole, benzo

Benzodi

Alkyl, benzimidazoline and other condensed bicyclic heterocycles; phenanthrene

Condensed tricyclic ring system heterocycles and so on.

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

Condensed tricyclic ring system heterocycles and so on.

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

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

The aforementioned heterocyclic group may also be a heterocyclic group formed by bonding two or more ^{of R 1Z2} to R ^5Z2. Such a heterocyclic group, together with ^{the benzene ring to which R 1Z2} to R ^5Z2 are bonded, has a ring structure of more than two rings. As for the ring structure of two or more rings, for example, the structure of the following formula can be mentioned.

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

The heterocyclic 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 substituents.} The substituents include the same substituents as 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 . In addition, when the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the nitrogen atom may be bonded to the above-exemplified hydrocarbon group as a substituent.

As far as the substituent is preferable, 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 The preferred substituents are the same. Regarding the heterocyclic groups with substituents represented by ^{R O1Z2} , R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 , R ^101Z2 and R ^{102Z2, there can be enumerated those having a valence of 1 or 2} The heterocyclic group of the valence substituent 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 above-mentioned hydrocarbon group or heterocyclic group may have one or more substituents (first substituent), and the two or more substituents may independently be the same or different from each other. Furthermore, the aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. The second substituent can be selected from the same groups as the first substituent.

The following describes R ^N1Z2 , R ^N2Z2 , R ^1Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 , R ^5Z2 of -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, -SO ₃ M, -CO ₂ M.

For -CO-R ^102Z2 , examples include: formyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl ) Hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, oxanyl, benzyl, etc., and the groups shown in the above formula A hydrocarbon group with 1 to 40 carbon atoms (preferably from 1 to 20 carbon atoms) or its derivatized groups (for example, carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 The carbonyl group of alkylsulfasulfonyl to 10 (preferably a derivatized group such as octylsulfasulfonyl) (when the carbonyl group is set as an sulfonyl group, the carbon number is from 2 to 41) and Table 1Z2 to Table Among the compounds shown in 22Z2 and Tables 27Z2 to Table 37Z2, the ^{groups equivalent to -CO-R 102Z2} , etc., preferably include: a hydrocarbon group with a carbon number of 1 to 11 (more preferably a carbon number of 1 to 10) or The carbonyl group of its derivatized group (when the carbonyl group is set as an alkane 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 The base and so on.

For -COO-R ^101Z2 , examples include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tertiary butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-Ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Ethyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, via carboxyl , Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfonyl) and other derivatized groups with carbon number of 1 to 10) table 1Z2 carbonyl group and to the compounds shown in table table 22Z2 and 27Z2 to the table 37Z2 equivalent to the group ^-COO-R 101Z2 and the like, preferably include: hydrocarbon bonded with a carbon number of 1-10 or a derivative of the group The oxycarbonyl group and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to the group of ^{-COO-R 101Z2.}

For -OCO-R ^102Z2 , examples include: formyloxy; acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentanyloxy Oxy, hexyloxy, (2-ethyl) hexyloxy, heptanoyloxy, octanyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, Dodecanoyloxy, icosanoyloxy, benzyloxy, etc., and the groups shown in the above formula are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably a chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octylsulfonamide) Group) and other derivatized groups) of the carbonyloxy group (when the carbonyloxy group is referred to as an acyloxy group, the carbon number is from 2 to 41)

And the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to ^{the group of -OCO-R 102Z2} , etc., preferably including: the bond has carbon number 1 to 11 (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 carbonyloxy group, the carbon number is more preferably 2 to 12), as shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 The compound shown is equivalent to ^{the base of -OCO-R 102Z2} and so on.

For -COCO-R ^102Z2 , examples include: methyl oxalyl, ethyl oxalyl, propyl oxalyl, butyl oxalyl, pentyl oxalyl, hexyl oxalyl, (2- Ethyl) hexylglycol, heptylglycol, octylglycol, nonylglycol, decylglycol, undecylglycol, dodecylglycol, dodecylglycol Glycine, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the groups represented by the above formula are bonded with carbon number 1 to 40 (preferably It is a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group (e.g. via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkylsulfonamide with 1 to 10 carbon atoms ( Preferably, it is the oxalyl group (derivatized base) such as octylsulfamoyl group) and the group equivalent to -COCO-R ^102Z2 in the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2.

For the -OR ^102Z2 group, examples include: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, and tertiary butoxy , Pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy Group, 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 Phenyloxy, 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 groups shown in the above formulas are bonded to hydrocarbon groups with carbon numbers 1 to 40 (preferably carbon numbers 1 to 20) or their derivatized groups (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen ( Preferably, it is a chlorine atom), the oxy group of a derivatized group such as an alkylsulfamoyl group having 1 to 10 carbons (preferably an octylsulfamoyl group), and Table 1Z2 to Table 22Z2 and Table 27Z2 to Table In the compound represented by ^37Z2, the group equivalent to -OR 102Z2, etc., preferably include: an oxy group bonded to a hydrocarbon group with 1 to 10 carbons or its derivatized group, and Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 The compound shown is equivalent to ^{the base of -OR 102Z2} and so on.

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

And the groups shown in the above formula are bonded to hydrocarbon groups with carbon numbers 1 to 40 (preferably carbon numbers 1 to 20) or their derivatized groups (via carboxyl, sulfonic, nitro, hydroxy, halogen (preferably) Is a chlorine atom), a derivatized base such as an alkylsulfasulfonyl group with carbon number of 1 to 10 (preferably an octylsulfasulfonyl group), and the sulfonyl group of Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 ^Among the compounds shown, _{the groups equivalent to -SO 2} -R 101Z2, etc., preferably include: sulfonyl groups bonded to hydrocarbon groups with carbon numbers 1 to 10 or their derivatized groups, and Table 1Z2 to Table 22Z2 and Table 27Z2 In the compounds shown in Table 37Z2, the groups _{are equivalent to -SO 2} -R ^101Z2.

With regard to -SO ₂ N(R ^102Z2 ) ₂ , examples include: sulfasulfonyl; N-methylsulfasulfonyl, N-ethylsulfasulfonyl, N-propylsulfasulfonyl, N- Isopropylsulfamate, N-butylsulfamate, N-isobutylsulfamate, N-second butylsulfamate, N-tertiary butylsulfamate, N -Pentylsulfasulfonyl, N-(1-ethylpropyl)sulfasulfonyl, N-hexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N-heptylamine Sulfonyl, N-octylsulfasulfonyl, N-nonylsulfasulfonyl, N-decylsulfasulfonyl, N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl , N-eicosylsulfasulfonyl, N-phenylsulfasulfonyl, etc., and the groups shown in the above formula, etc., have a hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or Its derivatized group (for example, carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl group with carbon number 1 to 10 (preferably octyl sulfasulfonyl group) And other derivatized groups) substituted sulfamoyl 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) base, etc.; N,N-dimethylsulfasulfonyl, N,N-ethylmethylsulfasulfonyl, N,N-diethylsulfasulfonyl, N,N-propyl N,N-dipropyl methylsulfamate, N,N-dipropylsulfamate, N,N-isopropyl methylsulfamate, N,N-diisopropylsulfamate, N,N -Tertiary butyl methyl sulfasulfonyl, N,N-diisobutyl sulfasulfonyl, N,N-di second butyl sulfasulfonyl, N,N-di-tertiary butyl sulfasulfonyl , N,N-butylmethylsulfasulfonyl, N,N-dibutylsulfasulfonyl, N,N-dipentylsulfasulfonyl, N,N-bis(1-ethylpropyl)amine Sulfonyl, N,N-dihexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N,N-diheptylsulfasulfonyl, N,N-octyl Methanesulfonyl, N,N-dioctylsulfamethonyl, N,N-Dinonylsulfamethonyl, N,N-decylmethylsulfamethonyl, N,N-undecyl N,N-dodecylmethylsulfasulfonyl, N,N-dodecylmethylsulfasulfonyl, N,N-eicosylmethylsulfasulfonyl, N,N-phenylmethylsulfasulfonyl, N , N-diphenylsulfasulfonyl, etc., and the groups shown in the above formula, etc., have 2 hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, carboxyl, Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfonyl) and other derivatized groups with carbon number of 1 to 10) substituted amines Sulfonyl and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -SO ₂ N(R ^102Z2X ) ₂ (except that R ^{102Z2X is} not a hydrogen atom, it is the same as ^{R 102Z2)} Wait,

Preferred examples include: sulfasulfonyl substituted with 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or derivatized groups thereof, and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -SO _{2 The base of} N(R ^102Z2 ) ₂ and so on.

Regarding -CON(R ^102Z2 ) ₂ , examples include: aminomethyl; N-methylaminomethyl, N-ethylaminomethyl, N-propylaminomethyl, N-isopropyl N-butylaminomethanyl, N-butylaminomethanoyl, N-isobutylaminomethanoyl, N-second butylaminomethanoyl, N-tertiary butylaminomethanoyl, N-pentyl Carboxylic aminoformyl, N-(1-ethylpropyl)aminoformyl, N-hexylaminoformyl, N-(2-ethyl)hexylaminoformyl, N-heptylaminoformyl Group, N-octylaminomethanyl, N-nonylaminomethanoyl, N-decylaminomethanoyl, N-undecylaminomethanoyl, N-dodecylaminomethanoyl, N -Eicosylaminoformyl, N-phenylaminoformyl, etc., and the groups shown in the above formula, etc. through 1 carbon number 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or its derivatives Derivatives (e.g. carboxyl, sulfonic, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl with 1 to 10 carbon atoms (preferably octylsulfasulfonyl), etc. In the compound 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)

N,N-dimethylaminomethanyl, N,N-ethylmethylaminomethanyl, N,N-diethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-dipropylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-diisopropylaminomethanyl, N,N-tert-butylmethylaminomethanyl Group, N,N-diisobutylaminomethanyl, N,N-di-secondbutylaminomethanyl, N,N-di-tertiarybutylaminomethanyl, N,N-butylmethylamine Formaldehyde, N,N-dibutylaminoformyl, N,N-butyloctylaminoformyl, N,N-dipentylaminoformyl, N,N-bis(1-ethyl N ,N-octylmethylaminomethanyl, N,N-dioctylaminomethanyl, N,N-dinonylaminomethanyl, N,N-decylmethylaminomethanyl, N ,N-undecylmethylaminoformyl, N,N-dodecylmethylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-phenylmethylamine Formyl group, N,N-diphenylamine formyl group, etc., and the group represented by the above formula, etc., have 2 hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (E.g. derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octylsulfonamide), etc. Group) substituted amine methanoyl and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -CON(R ^102Z2X ) ₂ (except that R ^{102Z2X is} not a hydrogen atom, ^{it is the} same as R 102Z2 ) Of the base, etc.,

Preferred examples include: amine methanoyl substituted with 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or their derivatized groups and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -CON (R ^102Z2 ) ₂ corresponds to base etc.

As far as -N(R ^102Z2 ) _{2 is} concerned, examples include: amine group;

N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butylamino, N-isobutylamino, N-second butyl Amino, N-tertiary 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 shown groups are through 1 carbon number 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or its derivatized group (for example, through carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine) Atom), a derivatized group such as an alkylsulfasulfonyl group with 1 to 10 carbon atoms (preferably octylsulfasulfonyl) and other substituted amine groups as shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 In the compound, it is equivalent to -NH(R ^102Z2X ) (except that R ^{102Z2X is} not a hydrogen atom, it is the ^{same as R 102Z2} ), etc.;

N,N-dimethylamino, N,N-ethylmethylamino, N,N-diethylamino, N,N-propylmethylamino, N,N-dipropylamine Group, N,N-isopropylmethylamino, N,N-diisopropylamino, N,N-tertiary butylmethylamino, N,N-diisobutylamino, N,N -Di-second butylamino, N,N-di-tertiary butylamino, N,N-butylmethylamino, N,N-dibutylamino, N,N-dipentylamino, 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 group, N,N-eicosylmethylamino group, N,N-phenylmethylamino group, N,N-diphenylamino group, etc., and the groups shown in the above formula, etc. Hydrocarbon groups with 1 to 40 carbons (preferably with 1 to 20 carbons) or their derivatized groups (e.g. via carboxyl, sulfonic acid, nitro, hydroxy, halogen (preferably with chlorine atom), carbon 1 to 10 The alkyl sulfamoyl (preferably octyl sulfamoyl) and other derivatized groups) substituted amine groups and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -N( ^R 102Z2X) ₂ (but, except ^R 102Z2X not a hydrogen atom, the same as ^R 102Z2) group, etc.,

Preferred examples include: amine groups substituted by 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or their derivatized groups, and the compounds shown in Tables 1Z2 to 22Z2 and Table 27Z2 to Table 37Z2 are equivalent to -N(R ^102Z2 ) _{The basis of 2} and so on.

For -NHCO-R ^102Z2 , examples include: methylamino; acetylamino, acrylamino, butanoamino, 2,2-dimethylpropanoamino, pentanyl Amino, hexylamino, (2-ethyl)hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, Dodecylamino group, arachidylamino group, benzylamino group, etc., and the groups shown in the above formula are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) Group) and other derivatized groups) of the carbonylamino group (when the carbonylamino group is set as an acylamino group, the carbon number is 1 to 40) and the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2 It is equivalent to the base of ^{-NHCO-R 102Z2, etc.,}

Preferable examples include: a carbonylamino group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is bonded (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 are equivalent to the base of ^{-NHCO-R 102Z2.}

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

As far as -NHCOOR ^{102Z2 is concerned, examples include the groups listed above, and the groups corresponding to -NHCOOR 102Z2} in the compounds shown in Table 1Z2 to Table 22Z2 and Tables 27Z2 to Table 37Z2.

With regard to -OCON(R ^102Z2 ) ₂ , examples include the groups listed above, and the groups corresponding to -OCON(R ^102Z2 ) ₂ in the compounds shown in Table 1Z2 to Table 22Z2 and Table 27Z2 to Table 37Z2.

As for the halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferred.

Examples of M of -SO ₃ M and -CO ₂ M include hydrogen atoms; alkali metal atoms such as lithium atoms, sodium atoms, and potassium atoms, and preferably include hydrogen atoms, sodium atoms, and potassium atoms.

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 can be One or more than two, and two or more substituents may independently be the same or different from each other.

Furthermore, the aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. 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. Regarding ^{the condensed ring structure of the ring formed by R 2Z2} and R ^3Z2 , R ^3Z2 and R ^4Z2 , and R ^4Z2 and R ^5Z2 and the aforementioned benzene ring, examples include: indene, naphthalene, biphenylene, diphenylene, acenaphthylene Alkene, pyrene, benzonaphthalene, phenanthrene, anthracene, 1,2-benzoacenaphthylene, vinylene, vinylene, triphenylene, pyrene, 1,2-triphenanthrene, N-methylphthalene Amine, N-(1-phenylethyl)phthalimide and fused tetrabenzene and other hydrocarbon-based condensed ring structures and partial reductions of these (for example, 9,10-dihydroanthracene, 1,2,3, 4-tetrahydronaphthalene, etc.); indole, isoindphine, indazole, quinoline, isoquinoline, and

Quine

Morpholine, quinazoline, cinnoline, carbazole, carboline, phenanthridine, acridine, pyridine, phenanthroline and phenanthrene

And other nitrogen-containing condensed heterocycles and partial reductions of these; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and partial reductions thereof.

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 as 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 . As far as the substituent is preferable, 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 The preferred substituents are the same.

When R ^3Z2 and R ^4Z2 form a ring, it is ^{preferable that R 2Z2} and R ^5Z2 are independently a hydrogen atom, an amino group, and a hydroxyl group.

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

When R ^4Z2 and R ^5Z2 form a ring, it is preferable that R ^2Z2 and R ^3Z2 do not form a ring, and it is more preferable that 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 a carbon number of 1 to 30 that may have a substituent, more preferably a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 20 that may have a substituent, and more preferably a hydrogen atom or may have a substituent The hydrocarbyl group having 1 to 15 carbon atoms is preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms that may have a substituent, and more preferably a hydrogen atom or a hydrocarbon group having 1 to 5 carbon atoms that may have a substituent. Preferably, it is 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 Hydrocarbyl group with 1 to 40, more preferably a hydrogen atom or a hydrocarbon group with 1 to 30 carbons that may have substituents, more preferably a hydrogen atom or a hydrocarbon group with 1 to 20 carbons that may have substituents, and more preferably hydrogen Atom or a hydrocarbon group with a carbon number of 1 to 15 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, and a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 10 which may have a substituent The hydrocarbon group of 6 or a hydrocarbon group of 1 to 5 carbons which may have a substituent, more preferably a hydrogen atom, a methyl group, an ethyl group, or a phenyl group, and most preferably a hydrogen atom, a methyl group, or an ethyl group. In addition, R ^N1Z2 and R ^N2Z2 may be the same group or different groups, and they are preferably the same group.

^{From the viewpoint of reducing} the retardation value of the color filter formed by the colored composition, it is preferable that at least one of R 2Z2, R ^3Z2 , R ^4Z2 , and R ^5Z2 is -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 with 1 to 40 carbon atoms or an optionally substituted heterocyclic group, more preferably an optionally substituted hydrocarbon group with 1 to 40 carbon atoms, halogen atom, -N(R ^102Z2 ) ₂ , nitro ^Group , a 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} , -SO ₃ M or -CO ₂ M, more preferably a nitro group or may have The substituent is a hydrocarbon group with 1 to 40 carbon atoms, more preferably a nitro group or a tertiary butyl group. Alternatively, it is preferable that ^{at least one of R 2Z2} and R ^3Z2 , R ^3Z2 and R ^4Z2 , or R ^4Z2 and R ^5Z2 form a ring.

^{From the viewpoint of reducing} the retardation value of the color filter formed by the colored composition, at least one of R 2Z2, R ^3Z2 , R ^4Z2 , and R ^5Z2 preferably has a substituent carbon number 1 Hydrocarbyl group up to 40, halogen atom, -N(R ^102Z2 ) ₂ , nitro group, hydrocarbyl group with 1 to 20 carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , -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, and more preferably a nitro group or a tertiary butyl group. Among them, it is even more preferable that R ^3Z2 is a nitro group or a tertiary 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 a nitro group or a third Butyl.

Compound IZ2 is preferably a compound represented by formula IZ2-B (hereinafter, it may be referred to as compound IZ2-B). When the compound IZ2 is the compound IZ2-B, the phase difference value of the color filter formed by the colored composition containing the compound IZ2-B is small.

[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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may A heterocyclic group with substituents, R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 may be bonded to each other to form a ring, ^respectively , at least one of R 21Z2, R ^31Z2 , R ^41Z2 and R ^51Z2 System -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 groups with 1 to 40 carbon atoms or optionally substituted heterocyclic groups, or R ^21Z2 and R ^31Z2 , R ^31Z2 and R ^41Z2 , and R ^41Z2 and R ^51Z2 At least one group of them is bonded 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 independently represent 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.

When ^{there are a plurality 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, for 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 ^Same as 5Z2.

In the formula IZ2-B, for the preferred R ^CO11Z2 , R ^CO21Z2 , R ^21Z2 , R ^31Z2 , R ^41Z2 and R ^51Z2 , R ^CO1Z2 , R ^CO2Z2 , R ^2Z2 , R ^3Z2 , R ^4Z2 and The better ones of R ^{5Z2 are the same.}

From the viewpoint of ease of synthesis, in 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 a carbon number of 1 to 30 that may have a substituent, more preferably a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 20 that 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, more preferably a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 10 which may have a substituent, and a hydrogen atom or a hydrocarbon group with a carbon number of 1 which may have a substituent Hydrocarbon groups from 5 to 5 are particularly preferably hydrogen atoms, methyl groups or ethyl groups.

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 Hydrocarbyl group with 1 to 40, more preferably a hydrogen atom or a hydrocarbon group with 1 to 30 carbons that may have substituents, more preferably a hydrogen atom or a hydrocarbon group with 1 to 20 carbons that may have substituents, and more preferably hydrogen Atom or a hydrocarbon group with a carbon number of 1 to 15 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, and a hydrogen atom or a hydrocarbon group with a carbon number of 1 to 10 which may have a substituent The hydrocarbon group of 6 or the hydrocarbon group of 1 to 5 carbons which may have a substituent, more preferably a hydrogen atom, a methyl group, an ethyl group, or a phenyl group, and most preferably a hydrogen atom, a methyl group, or an ethyl group. In addition, R ^N1Z2 and R ^N2Z2 may be the same group or different groups, and they are preferably the same group.

From the viewpoint that the retardation value of the color filter formed by the colored composition becomes smaller, in formula IZ2-B, at least one of ^{R 21Z2} , R ^31Z2 , R ^41Z2 and R ^{51Z2 may preferably have} Substituents are hydrocarbon groups with 1 to 40 carbons, halogen atoms, -N(R ^102Z2 ) ₂ , nitro groups, hydrocarbon groups with 1 to 20 carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , -SO ₃ M or -CO ₂ M,

More preferably, it is a nitro group or a hydrocarbon group with a carbon number of 1 to 40 which may have a substituent, and still more preferably a nitro group or a tertiary butyl group. Among them, it is more preferable that R ^31Z2 is a nitro group or a tertiary 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 third Butyl.

With regard to specific examples of compound IZ2, for example,

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

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 The shown substituted compounds IbZ2-1 to IbZ2-840 or their alkali metal salts;

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

B ^a1Z2 B ^{a2Z2 is} based on formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10) , Partial structure of any one of 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 The formula (BBJ2) is the same as that of the B ^a1Z1 B ^a2Z1 of the formula IZ1-aa (BB1) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), The formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z2 and B ^a2Z2 represent the bonding bond, respectively, and B ^a1Z2 is from formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), When the bonding bond ^{of B 1} in formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) ^{, B a2Z2} becomes the bonding bond of B ^{2 , and B a1Z2} is from formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14),, of formula (BBO10), formula (BBD1) and formula (BBJ2) B of formula (BBI1), formula (BBO8) ² of the bonding When bonding, B ^a2Z2 becomes the bonding bond of B ^1.

As far as B ^a1Z2 B ^{a2Z2 is} concerned, the preferred systems are (BB1), (BB6), (BB8), (BB11), (BB14), (BB19), (BB37), and (BB58) , Formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably series (BB1), formula (BB6) and formula (BB19).

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, Table 14Z2, Table 15Z2, Table 16Z2, Table 17Z2 , Table 18Z2, Table 19Z2, Table 20Z2, Table 21Z2, Table 22Z2, Table 27Z2, Table 28Z2, Table 29Z2, Table 30Z2, Table 31Z2, Table 32Z2, Table 33Z2, Table 34Z2, Table 35Z2, Table 36Z2, and Table 37Z2 Each symbol indicates the following partial structure. Furthermore, in part of the structure, "Me" means methyl, "Et" means ethyl, "Bu" means butyl, "TBu" means tertiary butyl, "Hex" means hexyl, "Oct "Is octyl, "2EH" is 2-ethylhexyl, "CHM" is cyclohexylmethyl, "CH" is cyclohexyl, "PH" is phenyl, and "BZ" is benzyl "NPR" means propyl, "IPR" means isopropyl, "IBu" means isobutyl, "EOE" means -CH ₂ CH ₂ OCH ₂ CH ₃ , and "ALL" means allyl "HYE" means 2-hydroxyethyl, "COM" means -CO-CH ₃ , "COE" means -COO-CH ₂ CH ₃ , "CBA" means -CO ₂ H, "CBM" It means -CONH ₂ , "NH2" means -NH ₂ , and * means bonding bond.

In the table, part of the structure shown in the following formula is represented by symbols.

For example, compound IaZ2-1 is a compound represented by formula IaZ2-1.

Preferably compound IaZ2-1 to compound IaZ2-165, IaZ2-223 to compound IaZ2-494, compound IbZ2-1 to compound IbZ2-248, compound IbZ2-311 to compound IbZ2-840, 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 preferred are compound IaZ2-1 to compound IaZ2-165, compound IbZ2-1 to compound IbZ2-248, and compound IcZ2-1 to compound IcZ2-234, and even more preferred are compound IaZ2-1 to compound IaZ2-111, and 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.

For specific examples of compound IZ2, 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 Table 14Z2, Table 15Z2, Table 16Z2, Table 17Z2, Table 18Z2, Table 19Z2, Table 20Z2, Table 21Z2, Table 22Z2, Table 27Z2, Table 28Z2, Table 29Z2, Table 30Z2, Table 31Z2, Table 32Z2, Table 33Z2, Table 34Z2 Among the compounds shown in Table 35Z2, Table 36Z2 and Table 37Z2, the compound contains 1 to 3 hydrogen atoms substituted with -SO ₃ M or -CO ₂ M. For example, in the compound IaZ2-1 of Table 1Z2, the compound with 1 to 3 sulfonic acid groups bonded is represented by the following structure. However, in the formula, -(SO ₃ H) means replacing any hydrogen atom of compound IaZ2-1 in Table 1Z2.

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

More preferably, it is in 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 bonds with 1 to 3 -SO ₃ M or -CO ₂ M compounds,

_{More preferably, there are 1 to 3 -SO 3} M or -CO ₂ M bonds between compound IaZ2-1 to compound IaZ2-165, compound IbZ2-1 to compound IbZ2-248, and compound IcZ2-1 to compound IcZ2-234. The compound,

_{More preferably, there are 1 to 3 -SO 3} M or -CO ₂ M bonds between compound IaZ2-1 to compound IaZ2-111, compound IbZ2-1 to compound IbZ2-248, and compound IcZ2-1 to compound IcZ2-234. The compound,

_{Especially preferred are compounds in which 1 to 3 -SO 3} M or -CO ₂ M are bonded to compound IaZ2-1 to compound IaZ2-54 and compound IbZ2-1 to compound IbZ2-186.

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

As far as the compound (IZ2) is concerned, it is preferred that: in the formula (IZ2), R ^CO1Z2 and R ^CO1Z2 are the same group, and R ^O1Z2 is a hydrogen atom, or may have a group selected from -SO ₃ M and -CO ₂ M The substituent of the constituent group is a hydrocarbon group with 1 to 20 carbon atoms, R ^N1Z2 and R ^{N2Z2 are} independently hydrogen atoms, -CO-R ^102Z2 , -COO-R ^101Z2 , -CON(R ^102Z2 ) ₂ , or may be A hydrocarbon group with a carbon number of 1 to 20 having a substituent selected from the group consisting of -SO ₃ M and -CO ₂ ^{M, R 1Z2} is a hydrogen atom, and may be selected from -SO ₃ M and -CO ₂ M The substituents of the group are hydrocarbon groups with 1 to 20 carbons, -SO ₃ M or -CO ₂ M, R ^2Z2 to R ^5Z2 are independently hydrogen atoms, hydrocarbon groups with 1 to 20 carbons, halogen atoms, -N (R ^102Z2 ) ₂ , a nitro group, a hydrocarbon group of 1 to 20 carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , -SO ₃ M or -CO ₂ M, R ^102Z2 Is a hydrogen atom, or a hydrocarbon group with 1 to 20 carbons which may have a substituent selected from the group _{consisting of -SO 3} M and -CO _{2 M,}

R ^101Z2 is a hydrocarbon group with 1 to 20 carbons which may have a substituent selected from the group consisting of -SO ₃ M and -CO ₂ M, and M is a compound in which 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, with a carbon number of 1 to 10 Hydrocarbyl group, R ^N1Z2 and R ^{N2Z2 are} independently hydrogen atoms, -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 with 1 to 10 carbons, R ^1Z2 is a hydrogen atom, R ^2Z2 to R ^5Z2 are each independently a hydrogen atom, a hydrocarbon group with 1 to 10 carbons, a halogen atom, -N(R ^102Z2 ) ₂ , a nitro group, all Or a hydrocarbon group with 1 to 10 carbon atoms in which part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z2 , -OR ^102Z2 , -SO ₃ M or -CO ₂ M, R ^102Z2 is a hydrogen atom, or may have a group selected from- The substituent of the group consisting of SO ₃ M and -CO ₂ M has a hydrocarbon group of 1 to 10 carbons, and R ^101Z2 may have a carbon selected from the substituent of the group _{consisting of -SO 3} M and -CO _{2 M} A hydrocarbon group of 1 to 10, where 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. The number of carbon atoms is 1 to 10 R ^N1Z2 and R ^{N2Z2 are} independently hydrogen atoms, -CO-R ^102Z2 , -CON(R ^102Z2 ) ₂ , or may have substitutions selected from the group _{consisting of -SO 3} M and -CO _{2 M} The group is a hydrocarbon group with 1 to 10 carbons, R ^1Z2 is a hydrogen atom, R ^2Z2 to R ^5Z2 are each independently a hydrogen atom, a hydrocarbon group with 1 to 10 carbons, 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 may have the carbon number of 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 carbons which may have a _{substituent selected from the group consisting of -SO 3} M and -CO ₂ M, and a compound in which M is a hydrogen atom or an alkali metal atom.

For compound IZ2, when R ^1Z2 is a hydrogen atom, the compound represented by formula pt1Z2 (hereinafter referred to as a phthalonitrile compound) can be combined with a compound represented by formula pt2Z2 (hereinafter referred to as alkoxide compound) Situation) 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.

[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 carbons. M ^1Z2 represents an alkali metal atom.

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

As for ^{the alkyl group with 1 to 20 carbon atoms shown in R 14Z2} , examples include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl, etc. Preferably, an alkyl group having 1 to 6 carbon atoms can be cited.

Examples of the alkali metal atoms represented by M ^1Z2 include lithium atoms, sodium atoms, and potassium atoms.

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

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt3Z2 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and still more preferably 1 to 2 mols.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt4Z2 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and still more preferably 1 to 2 mols.

As for the acid, 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 acids such as citric acid, formic acid, gluconic acid, lactic acid, oxalic acid and tartaric acid, preferably including 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 It is usually 1 to 20 mols, preferably 1 to 10 mols, more preferably 1 to 8 mols, and even more preferably 1 to 6 mols.

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

Solvents 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 Amine solvents such as ketones; sulfite solvents such as dimethyl sulfide, preferably include: water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amides Solvents and sulfite solvents, more preferably: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, two Chloroform, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethyl sulfoxide, more preferably: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol Alcohol, 1-pentanol, 1-octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethyl sulfoxide, particularly preferably: water, Acetonitrile, methanol, ethanol and 2-propanol.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the phthalonitrile compound.

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 compound pt5Z2 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and more preferably 1 to 2 moles.

When the compound pt5Z2 is reacted, it is preferable that a base coexist. In terms of bases, examples 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 butyl lithium, tertiary butyl lithium and phenyl lithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

Relative to the compound IZ2 in which R ^1Z2 is a hydrogen atom is 1 mol, the amount of 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 the 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 _{, the sulfonic acid group or -SO 3} M ² can be introduced by reacting the compound IZ2 with a sulfonating agent such as fuming sulfuric acid or chlorosulfonic acid.

M ²² represents an alkali metal atom.

Examples of the alkali metal atoms represented by M ²² include lithium atoms, sodium atoms, and potassium atoms.

Relative to 1 mol of compound IZ2, the _{amount of SO 3} used in fuming sulfuric acid 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 1 mol of compound IZ2, the amount of sulfuric acid used in fuming sulfuric acid is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and still more preferably 10 to 50 moles.

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

The reaction temperature of 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 taking out the compound IZ2 from the reaction mixture is not particularly limited, and it can be taken out by various known methods. For example, after the completion of the reaction, the reaction mixture can be filtered to take out the compound IZ2. Furthermore, after filtration, the obtained residue can be subjected to column chromatography or recrystallization. Furthermore, after the reaction is completed, the solvent of the reaction mixture is distilled off, and then purified 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, a hydrocarbon group with a carbon number of 1 to 40 that may have a substituent or may A heterocyclic group with substituents. R ^2Z3 and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 may be bonded to each other to 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, 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. ^When there are plural R 101Z3, R ^102Z3 and M, they may be the same or different. The wavy line indicates E body or Z body].

The hydrocarbon groups represented by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^{102Z3 have} carbon numbers ranging from 1 to 40, preferably 1 to 30, more preferably 1 to 20, more preferably 1 to 15, particularly good 1 to 10.

R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 The hydrocarbon groups with carbon numbers 1 to 40 can be aliphatic hydrocarbon groups and aromatic hydrocarbon groups, the aliphatic hydrocarbon groups It can be saturated or unsaturated, and can be chain or alicyclic.

Regarding the saturated or unsaturated chain hydrocarbon groups represented by ^{R 1Z3} , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^{102Z3, examples include: methyl, ethyl, propylene} Alkyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and icosyl and other linear alkyl groups; Propyl, isobutyl, second butyl, tertiary butyl, (2-ethyl)butyl, isopentyl, neopentyl, tertiary 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, and even more preferably Department 1 to 5. Among them, a linear or branched chain alkyl group having a carbon number of 1 to 10, and more preferably a carbon number of 1 to 8 is particularly preferred, and particularly preferred are methyl, ethyl, and tertiary butyl.

Regarding the saturated or unsaturated alicyclic hydrocarbon groups represented by ^{R 1Z3} , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^{102Z3, examples 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; cyclohexenyl (e.g. cyclohex-2-ene , Cyclohex-3-ene), cycloheptenyl, cyclooctenyl and other cycloalkenyls; 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, particularly preferably 5 to 15, most preferably The best series is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

As ^{far as the aromatic hydrocarbon groups shown by R 1Z3} , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R 102Z3 are concerned, examples include: phenyl, o-tolyl, meta-toluene Group, 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- Tertiary butylphenyl, m-tertiary butylphenyl, p-tertiary butylphenyl, 2,4,6-trimethylphenyl, 4-ethylphenyl, 4-butylphenyl, 4 -Pentylphenyl, 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, tanyl, phenanthryl And aromatic hydrocarbon groups such as anthracene and pyrenyl. The carbon number of the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, and still more preferably 6-15.

The hydrocarbon groups shown 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 (such as aromatic hydrocarbon groups, chain hydrocarbon groups and alicyclic At least one of the hydrocarbyl groups of the formula) is a combination of aralkyl groups such as benzyl, phenethyl, 1-methyl-1-phenylethyl, etc.; phenyl vinyl; phenyl ethenyl ) And other arylalkenyl groups; arylalkynyl groups such as phenylethynyl; biphenyl, terphenyl and other phenyl groups bonded with more than one phenyl group; cyclohexylmethylphenyl, benzylphenyl , (Dimethyl(phenyl)methyl)phenyl, etc.

The groups shown by R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^{102Z3 are a combination} of the above-listed hydrocarbon groups (such as chain hydrocarbon groups and alicyclic hydrocarbon groups) The group can be, for example: cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2-methyl Cyclohexylmethyl, cyclohexylethyl, adamantylmethyl and other alkyl groups bonded with more than one alicyclic hydrocarbon group.

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

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 substituents.} The substituent may be monovalent or divalent. The divalent substituent preferably has two bonding bonds bonded to the same carbon atom to form a double bond.

The monovalent substituent includes methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, Pentyloxy, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy Baseoxy, dodecyloxy, (2-ethyl)hexyloxy, eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy Group, o-tolyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-di 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 the groups represented by the following formulae, etc. have a carbon number of 1 to 20 (preferably C 1-10) hydrocarbon group or its derivatized group (for example, carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), C 1-10 alkyl sulfonamide group (more Preferably it is the oxy group of the derivatized group such as octyl sulfamoyl group);

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tertiary butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , Octylsulfanyl, nonylsulfanyl, decylsulfanyl, undecylsulfanyl, dodecylsulfanyl, eicosylsulfanyl, phenylsulfanyl and o-tolylsulfanyl are bonded with carbon The sulfur group of a hydrocarbon group with a number of 1 to 20 (preferably a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropiperanyl;

Formaldehyde

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl Aceto group, undecato group, dodecato group, 21 acyl group, benzyl group, etc., and the groups shown in the following formula are bonded with carbon number 1 to 20 (preferably carbon number 1 to 11) hydrocarbon group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl group) Aminosulfonyl) and other derivatized groups) of the carbonyl group (when the carbonyl group is used as an alkane group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tertiary butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl Alkyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, Eicosyloxycarbonyl, phenyloxycarbonyl, o-tolyloxycarbonyl, etc., and the groups represented by the following formula are bonded with carbon number 1 to 20 (preferably carbon number 1 to 10) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) Group) and other derivatized groups) of the oxycarbonyl group;

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylene Amino, N-isopropylamino, N,N-diisopropylamino, N-butylamino, N,N-dibutylamino, N-isobutylamino, N, N-diisobutylamino, N-second butylamino, N,N-disecond butylamino, N-tertiary butylamino, N,N- Di-tertiary 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 Amino, N,N-diheptylamino, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-benzene Amino, N,N-diphenylamino, N,N-ethylmethylamino, N,N-propylmethylamino, N,N-isopropylmethylamino, N, N-butylmethylamino, N-decylamino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecyl Amino, N,N-dodecylmethylamino, N-eicosylamino, N,N-eicosylmethylamino, N,N-tertiary butylmethylamino, N,N- The phenylmethylamino group, etc., and the groups represented by the following formulae are through 1 or 2 hydrocarbon groups with 1 to 20 carbons (preferably from 1 to 10) or their derivatized groups (for example, through carboxy, Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfonyl) and other derivatized groups with carbon number of 1 to 10) substituted amines base;

Sulfamate; N-methylsulfasulfonyl, N,N-dimethylsulfasulfonyl, N-ethylsulfasulfonyl, N,N-diethylsulfasulfonyl, N-propane Sulfonamide, N,N-Dipropyl Sulfonyl, N-Isopropyl Sulfonyl, N,N-Diisopropyl Sulfonyl, N-Butyl Sulfonyl, N,N-Dibutylsulfasulfonyl, N-isobutylsulfasulfonyl, N,N-Diisobutylsulfasulfonyl, N-Second Butylsulfasulfonyl, N,N- Di-second butylsulfasulfonyl, N-tertiary butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N-pentylsulfasulfonyl, N,N-dipentyl Sulfonamide, N-(1-ethylpropyl) Sulfonyl, N,N-bis(1-ethylpropyl) Sulfonyl, N-hexyl Sulfonyl, N,N -Dihexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfonyl, N, N-Diheptylsulfasulfonyl, N-octylsulfasulfonyl, N,N-dioctylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N-nonylsulfasulfon Aceyl, N,N-Dinonylsulfasulfonyl, N-Phenylsulfasulfonyl, N,N-Diphenylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N , N-propyl methylsulfamate, N,N-isopropyl methylsulfamate, N,N-butyl methylsulfamate, N-decylsulfamate, N,N- Decylmethylsulfasulfonyl, N-undecylsulfasulfonyl, N,N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl, N,N-dodecyl methyl Sulfasulfonyl, N-eicosylsulfasulfonyl, N,N-eicosylmethylsulfasulfonyl, N,N-tertiary butylmethylsulfasulfonyl, N,N-phenylmethyl Sulfamidine groups, etc., and the groups shown in the following formulae, etc., have 1 or 2 hydrocarbon groups with 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or their derivatized groups (for example, carboxyl, sulfonic acid, etc.). Sulfonyl, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide with carbon number of 1 to 10 (preferably octylsulfonyl) and other derivatized groups) substituted sulfonamide base;

Formylamino; Acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanylamino, hexylamino, (2- (Ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, dodecanoylamino, quinosylamino Amino groups, benzylamino groups, etc., and groups represented by the following formulae are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 12) or their derivatized groups (for example, via carboxyl, Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), derivatized group such as alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) and other carbonyl amines Group (when the carbonylamino group is set as 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; formyloxy; acetyloxy, propionyloxy, butyryloxy, 2,2-di Methylpropanyloxy, pentyloxy, hexyloxy, (2-ethyl)hexyloxy, heptyloxy, octyloxy, nonyloxy, decanoyloxy Oxy group, undecanoyloxy group, dodecanoyloxy group, icosanoyloxy group, benzyloxy group, etc., and the groups shown in the following formulas are bonded with carbon number 1 to 20 (preferably a C 1-10) hydrocarbon group or its derivatized group (e.g. via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), C 1-10 alkyl amine The carbonyloxy group of a sulfonyl group (preferably a derivatized group such as octylsulfamoyl group) (when the carbonyloxy group is set to an alkanoyloxy group, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl Alkyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl groups, etc., and the groups shown in the following formulas are bonded to hydrocarbon groups with 1 to 20 carbons (preferably from 1 to 10) or their derivatized groups (examples: Such as derivatized groups such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number of 1 to 10 (preferably octylsulfonamide), etc. ) Of the sulfonate base;

Carboxamide; N-methylcarboxamide, N,N-dimethylcarboxamide, N-ethylcarboxamide, N,N-diethylcarboxamide, N-propyl N, N,N-dipropylaminomethanyl, N-isopropylaminomethanyl, N,N-diisopropylaminomethanyl, N-butylaminomethanyl, N,N-dibutylaminomethanyl, N-isobutylaminomethanyl, N,N-diisobutylaminomethanyl, N-second butylaminomethanyl, N,N- Di-second butylamino formyl, N-tertiary butylamino formyl, N,N-di-tertiary butylamino formyl, N-pentylamino formyl, N,N-dipentyl Aminomethyl, N-(1-ethylpropyl)aminomethanoyl, N,N-bis(1-ethylpropyl)aminomethanoyl, N-hexylaminomethanoyl, N,N -Dihexylaminomethanyl, N-(2-ethyl)hexylaminomethanyl, N,N-bis(2-ethyl)hexylaminomethanyl, N-heptylaminomethanyl, N, N-Diheptylaminoformyl, N-octylaminoformyl, N,N-dioctylaminoformyl, N-nonylaminoformyl, N,N- Octylmethylcarbamate, N,N-octylbutylcarbamate, N,N-dinonylcarbamate, N-phenylcarbamate, N,N-diphenyl Carboxamide, N,N-ethylmethylcarboxamide, N,N-propylmethylcarboxamide, N,N-isopropylmethylcarboxamide, N,N-butyl methyl Carboxylic, N-decylcarboxyl, N,N-decylmethylcarboxyl, N-undecylcarboxyl, N,N-undecylcarboxyl Group, N-dodecylaminoformyl, N,N-dodecylmethylaminoformyl, N-eicosylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-tertiary butylmethylaminoformyl, N,N-phenylmethylaminoformyl, etc., and the groups represented by the following formula, etc. have 1 or 2 carbon atoms from 1 to 20 (preferably A hydrocarbon group with 1 to 10 carbon atoms 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 alkylsulfonamide group with 1 to 10 carbon atoms ( Preferably, it is a derivatized group such as octyl sulfamoyl group) substituted carbamoyl group;

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

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane Perfluoromethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoroundecylmethyl, perfluorododecylmethyl, perfluoroeicosylmethyl, etc. via all hydrogen atoms via fluorine atoms A hydrocarbon group with 1 to 20 carbons substituted by a substituted linear or branched chain alkyl with 1 to 20 carbons;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,4,6-trifluorophenyl and other hydrogen atoms are substituted with fluorine and have carbon numbers of 1 to 20 (preferably carbon numbers 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 , -CO-S-CH ₂ -CH ₂ -CH ₂ -CH _3, etc. have been bonded to an alkyl group with carbon number 1 to 20 (preferably with a carbon number of 1 to 10) thiocarbonyl group, -CO-SC ₆ H _5, etc. have been bonded to an aryl group with carbon number 6 to 20 Thiocarbonyl group; *-COCO-R shown in the following formula (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies the carbon number 1 to 20), Or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl group having 1 to 10 carbon atoms (preferably octyl sulfasulfonyl group) ) And other derivatization basis)) basis;

_{*-NRCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with a carbon number of 1 to 20 (for example, the hydrocarbon group listed above satisfies the carbon number from 1 to 20), or its derivatized group (for example Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc.) , The R may be the same or different from each other, and may also be bonded to each other to form a ring) base;

_{*-OCONR 2} represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms in the above-listed hydrocarbon groups), or its derivatized groups (for example Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc.) , The R may be the same or different from each other, and may also be bonded to each other to form a ring) base;

*-NRCOOR shown in the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or its derivatized groups (for example, by Carboxy, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10), The R may be the same or different from each other, and may also be bonded to each other to form a group of ring);

*-OP(O)(OCH ₃ ) ₂ etc.*-OP(O)(OR) ₂ (wherein R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies the carbon number 1 To 20), or its derivatized groups (e.g., via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl) Derivatized groups such as sulfasulfonyl), the R may be the same or different from each other, and may also be bonded to each other to 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 Wherein, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or derivatized groups thereof (for example, through carboxyl, sulfonic acid, nitro, hydroxyl, Halogen (preferably a chlorine atom), a derivatized group such as a C 1-10 alkyl sulfamoyl group (preferably an octyl sulfamoyl group), the R may be the same or different from each other, or Can be bonded to each other and form a ring) base; etc.

As for the divalent substituents, examples include: pendant oxy groups, thioketone groups, imino groups, imino groups substituted with alkyl groups having 1 to 20 carbons (preferably 1 to 10 carbons), and carbon The number of aryl substituted imino groups of 6 to 20, etc. As for the imino group substituted by an alkyl group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) _3- N=etc. As for the imino group substituted with an aryl group, C ₆ H ₅ -N= etc. can be mentioned.

As for the substituent of the hydrocarbon group having 1 to 40 carbon atoms, preferably, substituents of group s1 can be cited. The derivatization groups shown below are preferably carboxyl groups, sulfonic acid groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), and alkyl sulfonamides having 1 to 10 carbon atoms (preferably octyl groups). Aminosulfonyl) and other derivatized groups.

[Group s1]

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

A carbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

Amino group; Amino group substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups; sulfamyl; substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups The sulfamoyl group; a carbonylamino group bonded to a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof; a hydroxyl group; a 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); nitro; cyano; bonded with The carbonyloxy group of a hydrocarbon group with 1 to 20 carbons or its derivatized group; a sulfonyl group to which a hydrocarbon group with 1 to 20 carbons or its derivatized group is bonded; a carbamethan group; with 1 or 2 carbons Aminoformyl substituted by a hydrocarbon group of 1 to 20 or its derivatized group;

Hydrocarbon groups with 1 to 20 carbon atoms in which all hydrogen atoms are replaced by fluorine atoms;

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

A hydrocarbon group with 1 to 20 carbon atoms in which part of the hydrogen atoms are replaced by fluorine;

Pendant oxygen.

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

[群s2]

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

A carbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

Amino; Amino substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons;

Sulfonamide; Sulfonamide substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or derivatized groups; carbonylamino groups bonded to hydrocarbon groups with 1 to 10 carbons or derivatized groups; 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 represents a hydrogen atom); nitro; cyano; carbonyloxy group bonded to a hydrocarbon group with 1 to 10 carbon atoms or a derivative thereof; bonded with The sulfonyl group of a hydrocarbon group having 1 to 10 carbon atoms or its derivatized group;

Aminoformyl; Aminoformyl substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or its derivatized groups; Hydrocarbyl with 1 to 10 carbons substituted by all hydrogen atoms with fluorine atoms; Hydrocarbon groups with 1 to 10 carbons substituted by straight-chain or branched chain alkyl groups in which hydrogen atoms are substituted by fluorine atoms; hydrocarbon groups with 1 to 10 carbons in which part of the hydrogen atoms are substituted by fluorine; pendant oxygen base.

As far as R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 have substituents of hydrocarbon groups with 1 to 40 carbon atoms, there may be mentioned monovalent or The divalent substituent of the hydrocarbon group of 1 to 40 carbons preferably includes: a saturated or unsaturated chain hydrocarbon group of 1 to 30 carbons with monovalent or divalent substituents, and monovalent or divalent substituents A saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30, an aromatic hydrocarbon group with a carbon number of 6 to 30 having a monovalent or divalent substituent, or a group formed by a combination of hydrocarbon groups and is monovalent or divalent The base has a carbon number of 1 to 30,

More preferred examples include: saturated or unsaturated chain hydrocarbon groups with 1 to 20 carbons as substituents of group s1, saturated or unsaturated alicyclic hydrocarbon groups with 3 to 20 carbons as substituents of group s1, and groups with The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbons or a combination of hydrocarbon groups and is a group with 1 to 20 carbons as a substituent of group s1,

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

As ^{far as the heterocyclic groups represented by R 1Z3} , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R 102Z3 are concerned, they may be monocyclic or polycyclic. A heterocyclic ring containing a heteroatom as a constituent element of the ring. As for the hetero atom, a nitrogen atom, an oxygen atom, a sulfur atom, and the like can be mentioned.

The carbon number of 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； For heterocycles containing nitrogen atoms, examples include: aziridine, azetidine, pyrrolidine, piperidine and piperidine

Monocyclic saturated heterocycles; 2,5-dimethylpyrrole and other pyrazoles, 2-methylpyrazole, 3-methylpyrazole and other pyrazoles, imidazoles, 1,2,3-triazoles and 1,2 , 4-triazole and other 5-membered ring system unsaturated heterocycles;

、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, Ta

, 6-methylpyrimidine and other pyrimidines, pyrimidines

And 1,3,5-three

Unsaturated heterocyclic ring of 6-membered ring system;

、 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)quine

Morinoline, 3-methylquine

Quinoline

Quinoline, quinazoline, cinnoline, and

,

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

Condensed tricyclic ring system heterocycles and so on.

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 for the heterocyclic ring containing oxygen atoms, examples include: ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

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

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-methylbenzopiperan and other benzopyran, benzodi

Uh,

Difference

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

As for the heterocyclic ring containing a sulfur atom, a 5-membered ring system saturated heterocyclic ring such as dithiolane, etc.; thiolane, 1,3-dithiolane, 2-methyl 1 ,3-Dithiocyclohexane and other 6-membered ring system saturated heterocycles; 3-methylthiophene, 2-carboxythiophene and other thiophenes, 4H-thiopyran, chroman and other benzothiopyrans and other 5 members Unsaturated heterocyclic ring system; benzothiophene and other condensed bicyclic heterocyclic ring; thianthene, dibenzothiophene and other condensed tricyclic heterocyclic ring, 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； For heterocyclic rings containing nitrogen and oxygen atoms, morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine can be mentioned. Monocyclic saturated heterocycles such as pyridone; 4-methyl

Azoles etc.

Azole, 2-methyl iso

Azole, 3-methyl iso

Azoles

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

Azole, benzo

Benzodi

Alkyl, benzimidazoline and other condensed bicyclic heterocycles; phenanthrene

Condensed tricyclic ring system heterocycles and so on.

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

Condensed tricyclic ring system heterocycles and so on.

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

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

The aforementioned heterocyclic group may also be a heterocyclic group formed by bonding two or more ^{of R 1Z3} to R ^5Z3. Such a heterocyclic group, together with ^{the benzene ring to which R 1Z3} to R ^5Z3 are bonded, has a ring structure of more than two rings. As for the ring structure of two or more rings, for example, the structure of the following formula can be mentioned.

The bonding position of the above-mentioned heterocyclic ring is the 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.} The substituents include the same substituents 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. In addition, when the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the nitrogen atom may be bonded to the above-exemplified hydrocarbon group as a substituent.

As for the preferred substituents, the substituents which may be possessed by the hydrocarbon groups represented by ^{R 1Z3} , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 The better is the same. Regarding 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 , examples include monovalent or divalent substituents The heterocyclic 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 above-mentioned hydrocarbon group or heterocyclic group may have one or more substituents (first substituent), and the two or more substituents may independently be the same or different from each other. The aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. The second substituent can be selected from the same groups as the first substituent.

The following describes R ^1Z3 , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 and R ^7Z3 of -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, -SO ₃ M, -CO ₂ M.

For -CO-R ^102Z3 , examples include: formyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl ) Hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, oxanyl, benzyl, etc., and the groups shown in the above formula A hydrocarbon group with 1 to 40 carbon atoms (preferably from 1 to 20 carbon atoms) or its derivatized groups (for example, carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 The carbonyl group of an alkylsulfasulfonyl group to 10 (preferably a derivatized group such as octylsulfasulfonyl group) (when the carbonyl group is set as an sulfonyl group, the carbon number is from 2 to 41) and Table 1Z3 to Table In the compound represented by ^6Z3, the group equivalent to -CO-R 102Z3, etc., preferably include: a carbonyl group bonded with a hydrocarbon group with carbon number 1 to 11 (more preferably a carbon number 1 to 10) or a derivatized group (When the carbonyl group is an alkane group, the carbon number is more preferably 2 to 12), and the group corresponding to -CO-R ^102Z3 in the compounds shown in Table 1Z3 to Table 6Z3.

For -COO-R ^101Z3 , examples include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tertiary butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-Ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Ethyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, via carboxyl , Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfonyl) and other derivatized groups with carbon number of 1 to 10) carbonyl group and tables table 6Z3 1Z3 to the compound shown in the equivalent ^-COO-R 102Z3 group, preferably include: hydrocarbon bonded with a carbon number of 1 to 10, or a butoxycarbonyl group of the derivatized and tables The compounds shown in 1Z3 to Table 6Z3 are equivalent to the group of ^{-COO-R 102Z3.}

For -OCO-R ^102Z3 , examples include: formyloxy; acetyloxy, propanoyloxy, butanoyloxy, 2,2-dimethyl propanoyloxy, pentanoyloxy Oxy, hexyloxy, (2-ethyl) hexyloxy, heptanoyloxy, octanyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, Dodecanoyloxy, icosanoyloxy, benzyloxy, etc., and the groups shown in the above formula are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) Group) and other derivatized groups) of the carbonyloxy group (when the carbonyloxy group is used as the carbonyloxy group, the carbon number is from 2 to 41) and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -OCO-R ^{The group of 102Z3} , etc., preferably include: a carbonyloxy group bonded with a hydrocarbon group having 1 to 11 carbons (more preferably a carbon number of 1 to 10) or its derivatized group (the carbonyloxy group is referred to as an acyl group) In the case of an oxy group, the carbon number is more preferably 2 to 12), and the group corresponding to -OCO-R ^102Z3 in the compounds shown in Table 1Z3 to Table 6Z3.

With regard to -COCO-R ^102Z3 , examples include: methyl oxalyl, ethyl oxalyl, propyl oxalyl, butyl oxalyl, pentyl oxalyl, hexyl oxalyl, (2- Ethyl) hexylglycol, heptylglycol, octylglycol, nonylglycol, decylglycol, undecylglycol, dodecylglycol, dodecylglycol Glycine, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the groups represented by the above formula are bonded with carbon number 1 to 40 (preferably It is a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group (e.g. via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkylsulfonamide with 1 to 10 carbon atoms ( Preferably, it is the oxacyl sulfamoyl group (derivatized base) such as the ^oxacyl group and the group equivalent to -COCO-R 102Z3 in the compounds shown in Table 1Z3 to Table 6Z3.

For -OR ^102Z3 , examples include: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, Pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy , Eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-di Methylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethyl 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 groups shown in the above formula are bonded to hydrocarbon groups with carbon numbers 1 to 40 (preferably carbon numbers 1 to 20) or their derivatized groups (such as carboxyl, sulfonic, nitro, hydroxy, halogen (more (Preferably a chlorine atom), a derivatized group such as an alkylsulfasulfonyl group with 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group) and the oxy group of the compounds shown in Table 1Z3 to Table 6Z3 are equivalent The group of -OR ^102Z3 , etc., preferably include: an oxy group bonded to a hydrocarbon group with carbon number 1 to 10 or its derivatized group, and the group corresponding to -OR ^102Z3 in the compounds shown in Table 1Z3 to Table 6Z3, etc. .

For -SO ₂ -R ^101Z3 , examples include: methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2 -Ethyl) hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, icosyl Sulfonyl, phenylsulfonyl, p-tolylsulfonyl, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups with 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) or their derivatives Derivatives (e.g. carboxyl, sulfonic, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl with 1 to 10 carbon atoms (preferably octylsulfasulfonyl), etc. Among the compounds shown in Table 1Z3 to Table 6Z3, the sulfonyl group corresponding to -SO ₂ -R ^102Z3 , etc., preferably include: a hydrocarbon group with 1 to 10 carbon atoms or its derivatization The sulfonyl group and the compound shown in Table 1Z3 to Table 6Z3 are equivalent to the group _{-SO 2} -R ^102Z3.

In terms of -SO ₂ N(R ^102Z3 ) ₂ , examples include: sulfasulfonyl; N-methylsulfasulfonyl, N-ethylsulfasulfonyl, N-propylsulfasulfonyl, N- Isopropylsulfamate, N-butylsulfamate, N-isobutylsulfamate, N-second butylsulfamate, N-tertiary butylsulfamate, N -Pentylsulfasulfonyl, N-(1-ethylpropyl)sulfasulfonyl, N-hexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N-heptylamine Sulfonyl, N-octylsulfasulfonyl, N-nonylsulfasulfonyl, N-decylsulfasulfonyl, N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl , N-eicosylsulfasulfonyl, N-phenylsulfasulfonyl, etc., and the groups shown in the above formula, etc., have a hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or Its derivatized group (for example, carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl group with carbon number 1 to 10 (preferably octyl sulfasulfonyl group) the other derivatization yl) amine sulfonamide substituted acyl and the table shown in the table to 1Z3 6Z3 compound corresponds -SO ₂ NH ^(R 102Z3X) (but, except ^R 102Z3X not a hydrogen atom, the same as ^R 102Z3) The base, etc.;

N,N-Dimethylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N,N-Diethylsulfasulfonyl, N,N-propylmethylsulfasulfonyl, N,N-dipropyl sulfasulfonyl, N,N-isopropylmethyl sulfasulfonyl, N,N-diisopropylsulfasulfonyl, N,N-tertiary butyl sulfasulfonyl Group, N,N-diisobutylsulfasulfonyl, N,N-disecond butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylsulfasulfonyl, N,N-dipentylsulfasulfonyl, N,N-bis(1-ethylpropyl)sulfasulfonyl, N,N- Dihexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N,N-diheptylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N , N-dioctylsulfasulfonyl, N,N-dinonylsulfasulfonyl, N,N-decylmethylsulfasulfonyl, N,N-undecylmethylsulfasulfonyl, N,N-Dodecyl Methanesulfonyl, N,N-Eicosyl Methanesulfonyl, N,N-Phenyl Methanesulfonyl, N,N-Diphenylsulfamyl The acyl group, etc., and the group shown in the above formula are through two hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, through carboxyl, sulfonic acid, nitro, and hydroxyl). , Halogen (preferably a chlorine atom), a derivatized group such as alkylsulfasulfonyl with 1 to 10 carbons (preferably octylsulfasulfonyl) and other substituted sulfasulfonyl groups and Table 1Z3 to Table The compound shown in 6Z3 is 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.,

Preferred examples include: sulfasulfonyl substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or derivatized groups and the compounds shown in Tables 1Z3 to 6Z3 are equivalent to -SO ₂ N(R ^102Z3 ) ₂ of the base and so on.

Regarding -CON(R ^102Z3 ) ₂ , examples include: carboxamide; N-methyl carboxamide, N-ethyl carboxamide, N-propyl carboxamide, N-isopropyl N-butylaminoformyl, N-butylaminoformyl, N-isobutylaminoformyl, N-second butylaminoformyl, N-tertiary butylaminoformyl, N-pentyl Carboxylic aminoformyl, N-(1-ethylpropyl)aminoformyl, N-hexylaminoformyl, N-(2-ethyl)hexylaminoformyl, N-heptylaminoformyl Group, N-octylamine methanoyl, N-nonyl amine methanoyl, N-decyl amine methanoyl, N-undecyl amine methanoyl, N-dodecyl amine methanoyl, N -Eicosylaminoformyl, N-phenylaminoformyl, etc., and the groups shown in the above formula, etc. through 1 carbon number 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or its derivatives Derivatives (e.g. carboxyl, sulfonic, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl with 1 to 10 carbon atoms (preferably octylsulfasulfonyl), etc. In the compounds shown in Table 1Z3 to Table 6Z3, the group equivalent to -CONH(R ^102Z3X ) (except that R ^{102Z3X is} not a hydrogen atom, which is the ^{same as R 102Z3} ), etc.;

N,N-dimethylaminomethanyl, N,N-ethylmethylaminomethanyl, N,N-diethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-dipropylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-diisopropylaminomethanyl, N,N-tert-butylmethylaminomethanyl Group, N,N-diisobutylaminomethanyl, N,N-di-secondbutylaminomethanyl, N,N-di-tertiarybutylaminomethanyl, N,N-butylmethylamine Formaldehyde, N,N-dibutylaminoformyl, N,N-butyloctylaminoformyl, N,N-dipentylaminoformyl, N,N-bis(1-ethyl N ,N-octylmethylaminomethanyl, N,N-dioctylaminomethanyl, N,N-dinonylaminomethanyl, N,N-decylmethylaminomethanyl, N ,N-undecylmethylaminoformyl, N,N-dodecylmethylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-phenylmethylamine Formyl group, N,N-diphenylamine formyl group, etc., and the group represented by the above formula, etc., have 2 hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (E.g. derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octylsulfonamide), etc. Group) substituted amine methanoyl group and the compound shown in Table 1Z3 to Table 6Z3 equivalent to -CON(R ^102Z3X ) ₂ (except that R ^{102Z3X is} not a hydrogen atom, it is the ^{same as R 102Z3} ), etc.,

Preferred examples include: amine methanoyl substituted by 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or their derivatized groups and the compounds shown in Tables 1Z3 to 6Z3 are equivalent to -CON(R ^102Z3 ) ₂ Base etc.

For -N(R ^102Z3 ) ₂ , examples include: amino; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butyl Amino, N-isobutylamino, N-second butylamino, N-tertiary butylamino, N-pentylamino, N-hexylamino, 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 groups shown in the above formula, etc. have a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) hydrocarbon group or its derivatized group (for example, by Carboxy, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10) substitution The amine group and the compound shown in Table 1Z3 to Table 6Z3 are equivalent to -NH(R ^102Z3X ) (except that R ^{102Z3X is} not a hydrogen atom, which is the ^{same as R 102Z3} ), etc.;

N,N-dimethylamino, N,N-ethylmethylamino, N,N-diethylamino, N,N-propylmethylamino, N,N-dipropylamine Group, N,N-isopropylmethylamino, N,N-diisopropylamino, N,N-tertiary butylmethylamino, N,N-diisobutylamino, N,N -Di-second butylamino, N,N-di-tertiary butylamino, N,N-butylmethylamino, N,N-dibutylamino, N,N-dipentylamino, 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 group, N,N-eicosylmethylamino group, N,N-phenylmethylamino group, N,N-diphenylamino group, etc., and the groups shown in the above formula, etc. Hydrocarbon groups with 1 to 40 carbons (preferably with 1 to 20 carbons) or their derivatized groups (e.g. via carboxyl, sulfonic acid, nitro, hydroxy, halogen (preferably with chlorine atom), carbon 1 to 10 Alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups) substituted amine groups and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -N(R ^102Z3X ) ₂ (except R ^{102Z3X is} not a hydrogen atom, and is the ^{same as R 102Z3} ) groups, etc.; preferred examples include: amino groups substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbon atoms or derivatized groups and Table 1Z3 to Table 6Z3 The compound shown corresponds to the group of -N(R ^102Z3 ) _{2 and} the like.

For -NHCO-R ^102Z3 , examples include: methylamino; acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanyl Amino, hexylamino, (2-ethyl)hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, Dodecylamino group, arachidylamino group, benzylamino group, etc., and the groups shown in the above formula are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) The carbonylamino group (when the carbonylamino group is used as the carbonylamino group, the carbon number is 1 to 40), and the compounds shown in Table 1Z3 to Table 6Z3 are equivalent to -NHCO- The base of R ^{102Z3, etc.,}

Preferable examples include: a carbonylamino group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is bonded (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 are equivalent to the group of ^{-NHCO-R 102Z3.}

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

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

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

As for the halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferred.

Examples of M of -SO ₃ M and -CO ₂ M include hydrogen atoms; alkali metal atoms such as lithium atoms, sodium atoms, and potassium atoms, and preferably include hydrogen atoms, sodium atoms, and potassium atoms.

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 can be One or more than two, and two or more substituents may independently be the same or different from each other.

Furthermore, the aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. 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. Regarding ^{the condensed ring structure of the ring formed by R 2Z3} and R ^3Z3 , R ^3Z3 and R ^4Z3 , and R ^4Z3 and R ^5Z3 and the aforementioned benzene ring, examples include indene, naphthalene, biphenylene, diphenylene, acenaphthylene Alkene, pyrene, benzonaphthalene, phenanthrene, anthracene, 1,2-benzoacenaphthylene, vinylene, vinylene, triphenylene, pyrene, 1,2-triphenanthrene, N-methylphthalene Amine, N-(1-phenylethyl)phthalimide and fused tetrabenzene and other hydrocarbon-based condensed ring structures and partial reductions of these (for example, 9,10-dihydroanthracene, 1,2,3, 4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline, and

Quine

Morpholine, quinazoline, cinnoline, carbazole, carboline, phenanthridine, acridine, pyridine, phenanthroline and phenanthrene

And other nitrogen-containing condensed heterocycles and partial reductions of these; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and partial reductions thereof.

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. The substituents include the same substituents 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. As for the preferred substituents, the substituents that may be possessed by the hydrocarbon groups represented by ^{R 1Z3} , R ^2Z3 , R ^3Z3 , R ^4Z3 , R ^5Z3 , R ^6Z3 , R ^7Z3 , R ^101Z3 and R ^102Z3 The better is the same.

When R ^3Z3 and R ^4Z3 form a ring, it is ^{preferable that R 2Z3} and R ^5Z3 are independently a hydrogen atom, an amino group, and a hydroxyl group.

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

When R ^4Z3 and R ^5Z3 form a ring, it is preferable that R ^2Z3 and R ^3Z3 do not form a ring, and it is more preferable that 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 that the retardation value of the color filter made of the colored composition becomes smaller, it is preferable that ^{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, An optionally substituted hydrocarbon group with 1 to 40 carbon atoms or an optionally substituted heterocyclic group, more preferably an optionally substituted hydrocarbon group with 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 replaced by fluorine atoms, -NHCO-R ^{102Z3, -OR 102Z3} , -SO ₃ M or -CO ₂ M, more preferably a nitro group or may have The substituent is a hydrocarbon group with 1 to 40 carbon atoms, more preferably a nitro group or a tertiary butyl group. Alternatively, it is preferable that ^{at least one 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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group , Or ^{a compound in which 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 (hereinafter, this compound may be referred to as "compound IZ3-B"). When compound IZ3 is compound IZ3-B, the retardation value of the color filter made from the coloring composition becomes smaller.

If 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 carbons that may have substituents 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 to 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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, or R ^{At least one group of 21Z3} and R ^31Z3 , R ^31Z3 and R ^41Z3 , and R ^41Z3 and R ^{51Z3 are} bonded to form 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, 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.

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

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

In the 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 in the formula IZ3, respectively. The better of ^{7Z3 is the same.}

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

From the viewpoint that the retardation value of the color filter made of the colored composition becomes smaller, it is preferable that ^{at least one of R 2Z3} , R ^3Z3 , R ^4Z3 and R ^5Z3 has a carbon number 1 which may have a substituent Hydrocarbyl groups up to 40, halogen atoms, -N(R ^102Z3 ) ₂ , nitro groups, hydrocarbon groups with 1 to 20 carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z3 , -OR ^102Z3 , -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, and more preferably a nitro group or a tertiary 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 hydrogen atoms and R ^4Z3 is a nitro group or tertiary butyl group.

For specific examples of the compound IZ3, for example, in the formula IZ3-aa, the 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 salt.

B ^a1Z3 B ^a2Z3 system expresses formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10) , Partial structure of any one of 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 The formula (BBJ2) is the same as that of the B ^a1Z1 B ^a2Z1 of the formula IZ1-aa (BB1) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), The formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z3 and B ^a2Z3 respectively represent the bonding bond, B ^a1Z3 is from formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), When the bonding bond ^{of B 1} in formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) ^{, B a2Z3} becomes the bonding bond of B ^{2 , and B a1Z3} is from formula (BB1) to formula (BB60), Type (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) B ² bonding When bonding, B ^a2Z3 becomes the bonding bond of B ^1. As far as B ^a1Z3 B ^{a2Z3 is} concerned, the preferred systems are (BB1), (BB6), (BB8), (BB11), (BB14), (BB19), (BB37), and (BB58) , Formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably series (BB1), formula (BB6) and formula (BB19).

The symbols in Table 1Z3, Table 2Z3, Table 3Z3, Table 4Z3, Table 5Z3, and Table 6Z3 indicate the following partial structures. Furthermore, in part of the structure, "Me" means methyl, "Et" means ethyl, "Bu" means butyl, "TBu" means tertiary butyl, "Hex" means hexyl, "Oct "" means octyl, "2EH" means 2-ethylhexyl, "CHM" means cyclohexylmethyl, "CH" means cyclohexyl,

"PH" means phenyl, "BZ" means benzyl, "NPR" means propyl, "IPR" means isopropyl, "IBu" means isobutyl, "EOE" means -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" means allyl, "HYE" means 2-hydroxyethyl, "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 ), "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" means -N((CH ₂ ) ₇ CH ₃ ) ₂ , "NCO" means -NHCO((CH ₂ ) ₄ CH ₃ ), "F" means fluorine atom, "Cl" means chlorine atom, "Br" means bromine atom, "CN" means cyano, "NO2" means nitro, "SUA" It 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.

For example, compound IZ3-1 is a compound represented by formula IZ3-1.

As far as compound IZ3 is concerned, compound IZ3-1 to compound IZ3-120 and IZ3-207 to compound IZ3-212 are preferred, compound IZ3-1 to compound IZ3-120 are more preferred, and compound IZ3-1 to compound IZ3-1 is more preferred. 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, particularly preferred Compound IZ3-1, compound IZ3-6 and compound IZ3-19.

Specific examples of the 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, in the compound IZ3-1 of Table 1Z3, the compound with 1 to 3 sulfonic acid groups bonded is represented by the following structure. However, in the formula, -(SO ₃ H) means replacing any hydrogen atom of compound IZ3-1 in Table 1Z3.

In the present invention, it is preferably a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded between compound IZ3-1 to compound IZ3-120 and 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 between compound IZ3-1 to compound IZ3-120, and even more preferably is a compound in which compound IZ3-1 to compound IZ3-60 is bonded. Up to 3 -SO ₃ M or -CO _{2 M compounds, and more preferably, 1 to 3 -SO 3} M are bonded between compound IZ3-1 to compound IZ3-36, compound IZ3-37 and compound IZ3-58 Or -CO ₂ M compounds, especially compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonds between compound IZ3-1 to compound IZ3-36, and more preferably compounds in compound IZ3-1, Compound IZ3-6, compound IZ3-8, compound IZ3-11, compound IZ3-14 and compound IZ3-19 are compounds in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded, particularly preferably in compound IZ3- 1. Compound IZ3-6 or compound IZ3-19 is a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded.

As far as compound (IZ3) is concerned, preferably: in 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 carbon numbers ranging from 1 to 20 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, and a carbon number of 1 to 20 where all or part of the hydrogen atoms are replaced by fluorine atoms The hydrocarbon group, -NHCO-R ^102Z3 , -OR ^102Z3 , -SO ₃ M or -CO ₂ M,

R ^6Z3 and R ^{7Z3 are} independently hydrogen atoms, a hydrocarbon group with 1 to 20 carbons, -SO ₃ M or -CO _{2 which may have substituents selected from the group consisting of -SO 3} M and -CO _{2 M} M, R ^102Z3 is a hydrogen atom, or a _{hydrocarbon group with 1 to 20 carbons, which may have a substituent selected from the group consisting of -SO 3} M and -CO ₂ M, and M is a hydrogen atom or a compound of 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, and a carbon number 1 to 10 in which all or part of the hydrogen atoms are replaced by fluorine atoms The hydrocarbyl 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 selected from -SO ₃ M and -CO ₂ The substituent of the group consisting of M has a hydrocarbon group of 1 to 10 carbons, and R ^102Z3 is a hydrogen atom, or may have the number of carbons of a substituent selected from the group _{consisting of -SO 3} M and -CO _{2 M} Hydrocarbyl group from 1 to 10,

M is a compound of hydrogen atom or 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 with 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 with 1 to 10 carbon atoms,

R ^102Z3 is a hydrogen atom, or a hydrocarbon group with 1 to 10 carbons 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.

For compound IZ3, when R ^1Z3 is a hydrogen atom, the compound represented by formula pt1Z3 (hereinafter referred to as phthalonitrile compound) can be combined with the compound represented by formula pt2Z3 (hereinafter referred to as alkoxide compound) Situation) 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 formula pt1Z3, formula pt2Z3, formula pt3Z3, formula pt4Z3, formula pt5Z3, and formula IZ3, R ^1Z3 to R ^7Z3 represent the same meaning as described above. R ^14Z3 represents an alkyl group having 1 to 20 carbons. M ^1Z3 represents an alkali metal atom. LG represents halogen atom, tosyloxy, tosyloxy or trifluoromethanesulfonyloxy]

As for ^{the alkyl group with 1 to 20 carbon atoms shown by R 14Z3} , examples include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tertiary butyl, etc. Preferably, an alkyl group having 1 to 6 carbon atoms can be cited.

Examples of the alkali metal atoms represented by M ^1Z3 include lithium atoms, sodium atoms, and potassium atoms.

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

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt3Z3 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and more preferably 1 to 2 mols.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt4Z3 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and even more preferably 1 to 2 mols.

As for the acid, 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 and 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 mole of the phthalonitrile compound, the amount of acid used is usually 1 to 20 moles, preferably 1 to 10 moles, more preferably 1 to 8 moles The ears are preferably 1 to 6 moles.

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

Solvents 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 Amine solvents such as ketones; sulfite solvents such as dimethyl sulfide, preferably include: water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amides Solvents and sulfite solvents, more preferably: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, two Chloroform, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethyl sulfoxide, more preferably: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol Alcohol, 1-pentanol, 1-octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethyl sulfoxide, particularly preferably: water, Acetonitrile, methanol, ethanol and 2-propanol.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the phthalonitrile compound.

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 compound pt5Z3 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 moles.

When reacting the compound pt5Z3, it is preferable that a base coexist. In terms of bases, examples 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 butyl lithium, tertiary butyl lithium and phenyl lithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

Relative to the compound IZ3 in which R ^1Z3 is a hydrogen atom is 1 mol, the amount of 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 the 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 _{, the sulfonic acid group or -SO 3} M ²² can be introduced by reacting the compound IZ3 with a sulfonating agent such as fuming sulfuric acid or chlorosulfonic acid.

M ²² represents an alkali metal atom. Examples of the alkali metal atoms represented by M ²² include lithium atoms, sodium atoms, and potassium atoms.

Relative to 1 mol of compound IZ3, _{the usage amount of SO 3 in} fuming sulfuric acid 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 1 mol of compound IZ3, the amount of sulfuric acid used in fuming sulfuric acid is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and still more preferably 10 to 50 moles.

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

The reaction temperature of 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 for taking out the compound IZ3 from the reaction mixture is not particularly limited, and it can be taken out by various known methods. For example, after the completion of the reaction, the reaction mixture can be filtered to take out the compound IZ3. Furthermore, after filtration, the obtained residue can be subjected to column chromatography or recrystallization. Furthermore, after the reaction is completed, the solvent of the reaction mixture is distilled off, and then purified by column chromatography.

<Compound IZ4>

Compound IZ4 is a compound represented by formula IZ4.

[In formula IZ4,

R ^N1Z4 and R ^N2Z4 represent independently of each other -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 line each 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, a hydrocarbon group of 1 to 40 carbons which may have substituents or may A heterocyclic group with substituents. R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 may be bonded to each other to 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, 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.

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

^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 hydrocarbon to carbon and ^R 102Z4 coefficient of 1 to 40, the preferred system 1-30 , Better range from 1 to 20, better range from 1 to 15, particularly preferred range from 1 to 10. ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 and ^102Z4 R of the hydrocarbon group having a carbon number 1 to 40 shown in the hydrocarbon group may be aliphatic and aromatic Hydrocarbon group, the aliphatic hydrocarbon group may be saturated or unsaturated, chain or alicyclic.

To ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, chain hydrocarbon group represented by R in terms of ^R 101Z4 and ^102Z4 of a saturated or unsaturated, include: A Base, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and eicosyl and other straight chain Like alkyl, etc.; isopropyl, isobutyl, second butyl, tertiary butyl, (2-ethyl) butyl, isopentyl, neopentyl, tertiary 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 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, 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, and even more preferably Department 1 to 5. Among them, a linear or branched chain alkyl group having a carbon number of 1 to 10, and more preferably a carbon number of 1 to 8 is particularly preferred, and particularly preferred are methyl, ethyl, and tertiary butyl.

To ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, as shown in ^{R 6Z4,} R 7Z4, R 101Z4, and ^R 102Z4 of a saturated or unsaturated alicyclic hydrocarbon group, examples thereof 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-di Methylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-di Methylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetra Methylcyclohexyl and 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, 4-cyclohexylcyclohexyl and other cycloalkyl groups; cyclohexenyl (e.g. Cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, cyclooctenyl and other cycloalkenyl groups; norbornanyl, 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, particularly preferably 5 to 15, most preferably The best series is 5 to 10. Among them, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl are particularly preferred.

To ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 of the aromatic hydrocarbon group represented by R, and ^102Z4, examples thereof include: phenyl, o - 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-tertiary butylphenyl, m-tertiary butylphenyl, p-tertiary 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 Group, 4-vinylphenyl, 1-naphthyl, 2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl , Stilbene, phenanthryl, anthracenyl, pyrenyl and other aromatic hydrocarbon groups. The carbon number of the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, and still more preferably 6-15.

^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 and ^102Z4 of the hydrocarbon group represented by R may be the above exemplified hydrocarbon group (e.g. an aromatic hydrocarbon group, and A group formed by combining at least one of a chain hydrocarbon group and an alicyclic hydrocarbon group), including aralkyl groups such as benzyl group, phenethyl group, 1-methyl-1-phenylethyl group, etc.; phenylvinyl group (phenyl vinyl; phenyl ethenyl) and other arylalkenyl groups; arylalkynyl groups such as phenylethynyl; biphenyl and triphenyl groups bonded with more than one phenyl group; cyclohexylmethylphenyl , Benzyl phenyl, (dimethyl (phenyl) methyl) phenyl, etc.

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

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

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

As far as the monovalent substituent is concerned, it can be enumerated:

Methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, third butoxy, pentyloxy, hexyloxy, (2- Ethyl) hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy, two Decocyloxy, 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 Baseoxy, 2-methoxyphenyloxy, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxybenzene Groups such as oxy groups, and groups represented by the following formulae, etc. have a hydrocarbon group with 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) or its derivatized groups (for example, via a carboxyl group, a sulfonic acid group, etc.) bonded on one side , Nitro, hydroxyl, halogen (preferably a chlorine atom), alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10);

Methylsulfanyl, ethylsulfanyl, propylsulfanyl, butylsulfanyl, tertiary butylsulfanyl, pentylsulfanyl, hexylsulfanyl, (2-ethyl)hexylsulfanyl, heptylsulfanyl , Octylsulfanyl, nonylsulfanyl, decylsulfanyl, undecylsulfanyl, dodecylsulfanyl, eicosylsulfanyl, phenylsulfanyl and o-tolylsulfanyl are bonded with carbon The sulfur group of a hydrocarbon group with a number of 1 to 20 (preferably a carbon number of 1 to 10);

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropiperanyl; formyl; acetyl, propionyl, butyryl, 2,2-dimethylpropanyl, pentanyl, hexyl Acetyl, (2-ethyl)hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, ixyl, benzyl, etc., and The groups shown in the following formulas are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 11) or their derivatized groups (for example, via carboxyl, sulfonic, nitro, hydroxy, halogen (more Preferably, a chlorine atom), a derivatized group such as an alkylsulfamoyl group with 1 to 10 carbons (preferably an octylsulfamoyl group), the carbonyl group (when the carbonyl group is set as an alkane group, the number of carbons is Preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tertiary butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptyl Alkyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, O-tolyloxycarbonyl, etc., and the groups shown in the following formulae, etc. are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or their derivatized groups (for example, via carboxyl, sulfonic acid, etc.) Oxycarbonyl groups such as derivatized groups such as hydroxy groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), and alkylsulfonamides having 1 to 10 carbon atoms (preferably octylsulfonamides);

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylene Amino, N-isopropylamino, N,N-diisopropylamino, N-butylamino, N,N-dibutylamino, N-isobutylamino, N, N-diisobutylamino, N-second butylamino, N,N-disecond butylamino, N-tertiary butylamino, N,N-di-tertiary butylamino , 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-ethylmethylamino, N,N-propylmethylamino, N,N-isopropylmethylamino, N,N-butylmethylamino, N-decylamino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamino, N,N- Dodecylmethylamino, N-eicosylamino, N,N-eicosylmethylamino, N,N-tertiary butylmethylamino, N,N-phenylmethylamino, etc. , And the groups represented by the following formulae, etc. through 1 or 2 hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or their derivatized groups (for example, through carboxyl, sulfonic acid, Amino groups substituted with nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10;

Sulfamate; N-methylsulfasulfonyl, N,N-dimethylsulfasulfonyl, N-ethylsulfasulfonyl, N,N-diethylsulfasulfonyl, N-propane Sulfonamide, N,N-Dipropyl Sulfonyl, N-Isopropyl Sulfonyl, N,N-Diisopropyl Sulfonyl, N-Butyl Sulfonyl, N,N-Dibutylsulfasulfonyl, N-isobutylsulfasulfonyl, N,N-Diisobutylsulfasulfonyl, N-Second Butylsulfasulfonyl, N,N- Di-second butylsulfasulfonyl, N-tertiary butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N-pentylsulfasulfonyl, N,N-dipentyl Sulfonyl, N-(1-ethylpropyl) Sulfonyl, N,N- Di(1-ethylpropyl)sulfasulfonyl, N-hexylsulfasulfonyl, N,N-dihexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N,N -Di(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfonyl, N,N-diheptylsulfasulfonyl, N-octylsulfasulfonyl, N,N-dioctyl Sulfonyl, N,N-octylmethylsulfasulfonyl, N-nonylsulfasulfonyl, N,N-dinonylsulfasulfonyl, N-phenylsulfasulfonyl, N , N-Diphenylsulfamate, N,N-Ethylmethylsulfamate, N,N-propylmethylsulfamate, N,N-isopropylmethylsulfamate , N,N-butylmethylsulfasulfonyl, N-decylsulfasulfonyl, N,N-decylmethylsulfasulfonyl, N-undecylsulfasulfonyl, N,N-undecyl N-methylsulfasulfonyl, N-dodecylsulfasulfonyl, N,N-dodecylmethylsulfasulfonyl, N-eicosylsulfasulfonyl, N,N-eicosylmethyl Sulfasulfonyl, N,N-tertiary butylmethylsulfasulfonyl, N,N-phenylmethylsulfasulfonyl, etc., and the groups shown in the following formulas have 1 or 2 carbons 1-20 (preferably carbon number 1-10) hydrocarbon group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), carbon number 1-10 alkane Sulfasulfonyl (preferably derivatized such as octylsulfasulfonyl) substituted with sulfasulfonyl;

Formylamino; Acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanylamino, hexylamino, (2- (Ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, dodecanoylamino, quinosylamino Amino groups, benzylamino groups, etc., and groups represented by the following formulae are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 12) or their derivatized groups (for example, via carboxyl, Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), derivatized group such as alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) and other carbonyl amines Group (when the carbonylamino group is set as 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;

Carboxylic 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;

Methanoyloxy; Acetanoyloxy, propanoyloxy, butanoyloxy, 2,2-dimethyl propanoyloxy, pentanoyloxy, hexyloxy, (2- Ethyl) hexyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, docosyloxy Oxy, benzyloxy, etc., and the groups represented by the following formulae are bonded to hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or their derivatized groups (for example, via carboxy, The carbonyl oxygen of sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number of 1 to 10 (preferably octylsulfonamide) and other derivatized groups) Group (when the carbonyloxy group is referred to as an alkanoyloxy group, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl Alkyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl groups, etc., and the groups shown in the following formulae are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or their derivatized groups (for example, via carboxyl, sulfonic acid, nitro Sulfonyl group, hydroxy group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number of 1 to 10 (preferably derivatized group such as octylsulfonyl);

Carboxamide; N-methylcarboxamide, N,N-dimethylcarboxamide, N-ethylcarboxamide, N,N-diethylcarboxamide, N-propyl N, N,N-dipropylaminomethanyl, N-isopropylaminomethanyl, N,N-diisopropylaminomethanyl, N-butylaminomethanyl, N,N-dibutylaminomethanyl, N-isobutylaminomethanyl, N,N-diisobutylaminomethanyl, N-second butylaminomethanyl, N,N- Di-second butylamino formyl, N-tertiary butylamino formyl, N,N-di-tertiary butylamino formyl, N-pentylamino formyl, N,N-dipentyl Aminomethyl, N-(1-ethylpropyl)aminomethanoyl, N,N-bis(1-ethylpropyl)aminomethanoyl, N-hexylaminomethanoyl, N,N -Dihexylaminomethanyl, N-(2-ethyl)hexylaminomethanyl, N,N-bis(2-ethyl)hexylaminomethanyl, N-heptylaminomethanyl, N, N-Diheptylaminoformyl, N-octylaminoformyl, N,N-dioctylaminoformyl, N-nonylaminoformyl, N,N-octylmethylcarbamyl N, N, N-octyl butyl carbamoyl, N, N-dinonyl carbamoyl, N-phenyl carbamoyl, N, N-diphenyl carbamoyl, N , N-ethylmethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-butylmethylaminomethanyl, N-decylaminoformyl, N,N-decylmethylaminoformyl, N-undecylaminoformyl, N,N-undecylmethylaminoformyl, N-dodecyl N, N, N, N-dodecylmethylaminoformyl, N-eicosylaminoformyl, N,N-eicosylmethylaminoformyl Group, N,N-tertiary butylmethylaminoformyl, N,N-phenylmethylaminoformyl, etc., and groups represented by the following formula, etc. have 1 or 2 carbon atoms from 1 to 20 ( Preferably, a hydrocarbon group having 1 to 10 carbon atoms or its derivatized group (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkyl sulfonamide having 1 to 10 carbon atoms) Group (preferably a derivatized group such as octylsulfasulfonyl)) substituted carboxamide;

Trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, Perfluorodecyl, perfluoroundecyl, perfluorododecyl, perfluoroeicosyl, perfluorocyclohexyl, perfluorophenyl and other hydrocarbon groups with 1 to 20 carbon atoms replaced by fluorine atoms;

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

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,4,6-trifluorophenyl and other hydrogen atoms are substituted with fluorine and have carbon numbers of 1 to 20 (preferably carbon numbers 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 , -CO-S-CH ₂ -CH ₂ -CH ₂ -CH _3, etc. have been bonded to an alkyl group with carbon number 1 to 20 (preferably with a carbon number of 1 to 10) thiocarbonyl group, -CO-SC ₆ H _5, etc. have been bonded to an aryl group with carbon number 6 to 20 The thiocarbonyl group;

*-COCO-R shown in the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies the carbon number 1 to 20), or its derivatized group ( For example, derivatized groups such as carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number of 1 to 10 (preferably octylsulfasulfonyl), etc. )) the base;

_{*-NRCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with a carbon number of 1 to 20 (for example, the hydrocarbon group listed above satisfies the carbon number from 1 to 20), or its derivatized group (for example Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc.) , The R may be the same or different from each other, and may also be bonded to each other to form a ring) base;

_{*-OCONR 2} represented by the following formula (wherein R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms in the above-listed hydrocarbon groups), or its derivatized groups (for example Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl), etc.) , The R may be the same or different from each other, and may also be bonded to each other to form a ring) base;

*-NRCOOR shown in the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or its derivatized groups (for example, by Carboxy, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10), The R may be the same or different from each other, and may also be bonded to each other to form a group of ring);

*-OP(O)(OCH ₃ ) ₂ etc.*-OP(O)(OR) ₂ (wherein R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, the hydrocarbon group listed above satisfies the carbon number 1 To 20), or its derivatized groups (e.g., via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl) Derivatized groups such as sulfasulfonyl), the R may be the same or different from each other, and may also be bonded to each other to 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 Wherein, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons in the above-listed hydrocarbon groups), or derivatized groups thereof (for example, through carboxyl, sulfonic acid, nitro, hydroxyl, Halogen (preferably a chlorine atom), a derivatized group such as a C 1-10 alkyl sulfamoyl group (preferably an octyl sulfamoyl group), the R may be the same or different from each other, or Can be bonded to each other and form a ring) base and so on.

As for the divalent substituents, examples include: pendant oxy groups, thioketone groups, imino groups, imino groups substituted with alkyl groups having 1 to 20 carbons (preferably 1 to 10 carbons), and carbon The number of aryl substituted imino groups of 6 to 20, etc. As for the imino group substituted by an alkyl group, CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) _3- N=etc. As for the imino group substituted with an aryl group, C ₆ H ₅ -N= etc. can be mentioned.

As for the substituent of the hydrocarbon group having 1 to 40 carbon atoms, preferably, substituents of group s1 can be cited. The derivatization groups shown below are preferably carboxyl groups, sulfonic acid groups, nitro groups, hydroxyl groups, halogens (preferably chlorine atoms), and alkyl sulfonamides having 1 to 10 carbon atoms (preferably octyl groups). Aminosulfonyl) and other derivatized groups.

[Group s1]

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

A carbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group is bonded;

Amino group; Amino group substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups; sulfamyl; substituted by 1 or 2 hydrocarbon groups with 1 to 20 carbons or their derivatized groups The sulfamoyl group; a carbonylamino group bonded to a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof; a hydroxyl group; a 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); nitro; cyano; bonded with The carbonyloxy group of a hydrocarbon group with 1 to 20 carbons or its derivatized group; a sulfonyl group to which a hydrocarbon group with 1 to 20 carbons or its derivatized group is bonded; a carbamethan group; with 1 or 2 carbons Aminoformyl groups substituted with 1 to 20 hydrocarbon groups or derivatized groups; hydrocarbon groups with 1 to 20 carbon atoms substituted by all hydrogen atoms with fluorine atoms; hydrocarbon groups with 1 to 20 carbon atoms substituted by all hydrogen atoms substituted by fluorine atoms A hydrocarbon group of 1 to 20 carbons substituted by a straight or branched chain alkyl group;

A hydrocarbon group with 1 to 20 carbon atoms in which part of the hydrogen atoms are replaced by fluorine;

Pendant oxygen.

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

[群s2]

A hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded to an oxy group on one side;

A carbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or its derivatized group is bonded;

Amino; Amino substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons;

Sulfonamide; Sulfonamide substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or derivatized groups; carbonylamino groups bonded to hydrocarbon groups with 1 to 10 carbons or derivatized groups; 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 represents a hydrogen atom); nitro; cyano; carbonyloxy group bonded to a hydrocarbon group with 1 to 10 carbon atoms or a derivative thereof; bonded with The sulfonyl group of a hydrocarbon group with 1 to 10 carbons or its derivatized group; carbamethan group; an amine methanoyl group substituted by one or two hydrocarbon groups with 1 to 10 carbons or its derivatized group; all hydrogen A hydrocarbon group with 1 to 10 carbon atoms in which the atoms are replaced by fluorine atoms; a hydrocarbon group with 1 to 10 carbon atoms in which all hydrogen atoms are replaced by fluorine atoms in a straight or branched chain alkyl group with 1 to 10 carbon atoms; A hydrocarbon group with 1 to 10 carbon atoms in which the hydrogen atom is substituted by fluorine; pendant oxy group.

To ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 and ^102Z4 shown having the R substituent of the hydrocarbon group having a carbon number of 1 to 40 in terms of, Examples include monovalent or divalent substituents and carbon numbers of 1 to 40 hydrocarbon groups, preferably include: monovalent or divalent substituents, saturated or unsaturated chain hydrocarbon groups of 1 to 30 carbon atoms, and monovalent Or a saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30 with a divalent substituent, an aromatic hydrocarbon group with a carbon number of 6 to 30 with a monovalent or divalent substituent, or a group formed by combining a hydrocarbon group and has The monovalent or divalent substituent is a group with 1 to 30 carbons,

More preferred examples include: saturated or unsaturated chain hydrocarbon groups with 1 to 20 carbons as substituents of group s1, saturated or unsaturated alicyclic hydrocarbon groups with 3 to 20 carbons as substituents of group s1, and groups with The substituent of s1 is an aromatic hydrocarbon group with 6 to 20 carbons or a combination of hydrocarbon groups and is a group with 1 to 20 carbons as a substituent of group s1,

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

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

The carbon number of 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. .

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

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； Aziridine, azetidine, pyrrolidine, piperidine and piperidine

Monocyclic saturated heterocycles; 2,5-dimethylpyrrole and other pyrazoles, 2-methylpyrazole, 3-methylpyrazole and other pyrazoles, imidazoles, 1,2,3-triazoles and 1,2 , 4-triazole and other 5-membered ring system unsaturated heterocycles;

、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, Ta

, 6-methylpyrimidine and other pyrimidines, pyrimidines

And 1,3,5-three

Unsaturated heterocyclic ring of 6-membered ring system;

、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)quine

Morinoline, 3-methylquine

Quinoline

Quinoline, quinazoline, cinnoline, and

,

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

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

Condensed tricyclic ring system heterocycles and so on.

As far as the heterocycles containing oxygen atoms are concerned, the following can be listed:

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, tetrahydropiperan, 1,3-di

Alkane and 1,4-di

Monocyclic saturated heterocycles such as alkane, 1-cyclopentyldioxolane, etc.;

Bicyclic saturated heterocycles such as 1,4-dioxaspiro[4.5]decane and 1,4-dioxaspiro[4.5]nonane;

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

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

呃、

唍及異

唍等縮合二環系雜環； 1-Benzofuran, 4-methylbenzopiperan and other benzopyran, benzodi

Uh,

Difference

Condensed bicyclic ring system heterocycles;

Condensed tricyclic heterocycles such as dibenzopyran and dibenzofuran.

As for the heterocyclic ring containing sulfur atoms, five-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.;

5-membered ring system unsaturated heterocycles such as thiophenes such as 3-methylthiophene and 2-carboxythiophene, benzothiopyrans such as 4H-thiopyran and chroman tetrahydrothiopyran;

Condensed bicyclic heterocycles such as benzothiophene; condensed tricyclic heterocycles such as thianthene and dibenzothiophene.

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； For heterocyclic rings containing nitrogen and oxygen atoms, morpholine, 2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, and 2-methyl-2-piperidine can be mentioned. Monocyclic saturated heterocycles such as pyridone; 4-methyl

Azoles etc.

Azole, 2-methyl iso

Azole, 3-methyl iso

Azoles

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

Azole, benzo

Benzodi

Alkyl, benzimidazoline and other condensed bicyclic heterocycles; phenanthrene

Condensed tricyclic ring system heterocycles and so on.

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

Condensed tricyclic ring system heterocycles and so on.

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

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

The aforementioned heterocyclic group may also 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 more than two rings ^{together with the benzene ring to which R 1Z4} to R ^{5Z4 are bonded.} As for the ring structure of two or more rings, for example, the structure of the following formula can be mentioned.

Furthermore, the bonding position of the above-mentioned heterocyclic ring is the part from which any hydrogen atom contained in each ring is detached.

^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 , and the heterocyclic group represented by R may have a substituent group ^102Z4. In relation to substituents, include the ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 , and the hydrocarbon group represented by R may have the substituent ^102Z4 Based on the same. When the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the nitrogen atom may be bonded to the above-listed hydrocarbon group as a substituent.

In respect of the substituent group are preferred examples include the ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 and ^102Z4 of the hydrocarbon group represented by R The preferred substituents that may be possessed are the same.

To ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 and ^102Z4 shown having the R substituent of the heterocyclic group, examples thereof include 1 having The heterocyclic group of a valent or divalent substituent 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 above-mentioned hydrocarbon group or heterocyclic group may have one or more substituents (first substituent), and the two or more substituents may independently be the same or different from each other. Furthermore, the aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. The second substituent can be selected from the same groups as the first substituent.

Hereinafter, ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4 of ^{-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, -SO ₃ M, -CO ₂ M.

For -CO-R ^102Z4 , examples include: formyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl ) Hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, oxanyl, benzyl, etc., and the groups shown in the above formula A hydrocarbon group with 1 to 40 carbon atoms (preferably from 1 to 20 carbon atoms) or its derivatized groups (for example, carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 The carbonyl group of alkylsulfasulfonyl to 10 (preferably a derivatized group such as octylsulfasulfonyl) (when the carbonyl group is set as an sulfonyl group, the carbon number is from 2 to 41) and Table 1Z4 to Table Among the compounds shown in 8Z4 and Tables 11Z4 to Table 16Z4, the ^{groups equivalent to -CO-R 102Z4} , etc., preferably include: a hydrocarbon group with a carbon number of 1 to 11 (more preferably a carbon number of 1 to 10) or The carbonyl group of the derivatization group (when the carbonyl group is set as an alkane 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 The base and so on.

For -COO-R ^101Z4 , examples include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tertiary butoxycarbonyl, butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-Ethyl)hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, benzene Ethyloxycarbonyl, eicosyloxycarbonyl, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, via carboxyl , Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfonyl) and other derivatized groups with carbon number of 1 to 10) carbonyl group and tables table 8Z4 1Z4 and to the compounds shown in table 11Z4 to 16Z4 in the table corresponding to the group ^-COO-R 102Z4 and the like, preferably include: carbon bonded hydrocarbon group of 1 to 10 or a derivative of the group The oxycarbonyl group and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to the group of ^{-COO-R 102Z4.}

For -OCO-R ^102Z4 , examples include: formyloxy; acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentanyloxy Oxy, hexyloxy, (2-ethyl) hexyloxy, heptanoyloxy, octanyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, Dodecanoyloxy, arachisyloxy, benzyloxy, etc., the groups shown in the above formula, etc. are bonded to hydrocarbon groups with carbon numbers 1 to 40 (preferably carbon numbers 1 to 20) Or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl group having 1 to 10 carbon atoms (preferably octyl sulfasulfonyl group) ) And other derivatized groups) of the carbonyloxy group (when the carbonyloxy group is referred to as the carbonyloxy group, the carbon number is from 2 to 41) and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent The group of -OCO-R ^102Z4 , etc., preferably include: a hydrocarbon group having 1 to 11 carbon atoms (more preferably a carbon number of 1 to 10) or a carbonyloxy group of a derivatized group (the carbonyl oxygen When the group is an acyloxy group, the carbon number 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 , examples include: methyl oxalyl, ethyl oxalyl, propyl oxalyl, butyl oxalyl, pentyl oxalyl, hexyl oxalyl, (2- Ethyl) hexylglycol, heptylglycol, octylglycol, nonylglycol, decylglycol, undecylglycol, dodecylglycol, dodecylglycol Glycine, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the groups represented by the above formula are bonded with carbon number 1 to 40 (preferably It is a hydrocarbon group with 1 to 20 carbon atoms or its derivatized group (e.g. via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkylsulfonamide with 1 to 10 carbon atoms ( Preferably, it is the oxalinyl group of derivatized base such as octyl sulfamoyl group) and the group equivalent to -COCO-R ^102Z4 in the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4.

For -OR ^102Z4 , examples include: hydroxy; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, Pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy , Eicosyloxy, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-di Methylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylphenyloxy, 3,5-dimethyl 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 groups shown in the above formula are bonded to hydrocarbon groups with carbon numbers 1 to 40 (preferably carbon numbers 1 to 20) or their derivatized groups (such as carboxyl, sulfonic, nitro, hydroxy, halogen (more Preferably chlorine atom), the derivatized group such as alkylsulfasulfonyl with carbon number 1 to 10 (preferably octylsulfasulfonyl) and the oxy group of Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 ^Among the shown compounds, the groups equivalent to -OR 102Z4, etc., preferably include: the oxy group bonded to the hydrocarbon group with carbon number 1 to 10 or its derivatized group and as shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 The compound shown is equivalent to ^{the base of -OR 102Z4} and so on.

For -SO ₂ -R ^101Z4 , examples include: methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2 -Ethyl) hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, icosyl Sulfonyl, phenylsulfonyl, p-tolylsulfonyl, etc., and the groups represented by the above formulas are bonded to hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatives Derivatives (e.g. carboxyl, sulfonic, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl with 1 to 10 carbon atoms (preferably octylsulfasulfonyl), etc. In the sulfonyl groups shown in Tables 1Z4 to Table 8Z4 and Tables 11Z4 to Table 16Z4, _{the groups corresponding to -SO 2} -R ^102Z4 , etc., preferably include: bond with carbon number 1 to 10 The sulfonyl group of the hydrocarbon group or its derivatized group and the compound shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to the group of _{-SO 2} -R ^102Z4.

For -SO ₂ N(R ^102Z4 ) ₂ , examples include: sulfasulfonyl; N-methylsulfasulfonyl, N-ethylsulfasulfonyl, N-propylsulfasulfonyl, N- Isopropylsulfamate, N-butylsulfamate, N-isobutylsulfamate, N-second butylsulfamate, N-tertiary butylsulfamate, N -Pentylsulfasulfonyl, N-(1-ethylpropyl)sulfasulfonyl, N-hexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N-heptylamine Sulfonyl, N-octylsulfasulfonyl, N-nonylsulfasulfonyl, N-decylsulfasulfonyl, N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl , N-eicosylsulfasulfonyl, N-phenylsulfasulfonyl, etc., and the groups shown in the above formula, etc., have a hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or Its derivatized group (for example, carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl group with carbon number 1 to 10 (preferably octyl sulfasulfonyl group) And other derivatized groups) substituted sulfamoyl groups and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -SO ₂ NH(R ^102Z4X ) (except that R ^{102Z4X is} not a hydrogen atom , Same as R ^102Z4 ) basis etc.;

N,N-Dimethylsulfamate, N,N-ethylmethylsulfamate, N,N-Diethylsulfamate, N,N-propylmethylsulfamate, N,N-dipropyl sulfasulfonyl, N,N-isopropylmethyl sulfasulfonyl, N,N-diisopropylsulfasulfonyl, N,N-tertiary butyl sulfasulfonyl Group, N,N-diisobutylsulfasulfonyl, N,N-disecond butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylsulfasulfonyl, N,N-dipentylsulfasulfonyl, N,N-bis(1-ethylpropyl)sulfasulfonyl, N,N- Dihexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N,N-diheptylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N , N-dioctylsulfasulfonyl, N,N-dinonylsulfasulfonyl, N,N-decylmethylsulfasulfonyl, N,N-undecylmethylsulfasulfonyl, N,N-Dodecyl Methanesulfonyl, N,N-Eicosyl Methanesulfonyl, N,N-Phenyl Methanesulfonyl, N,N-Diphenylsulfamyl The acyl group, etc., and the group shown in the above formula are through two hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (for example, through carboxyl, sulfonic acid, nitro, and hydroxyl). , Halogen (preferably a chlorine atom), a derivatized group such as an alkylsulfasulfonyl group with 1 to 10 carbons (preferably an octylsulfasulfonyl group) substituted by a sulfasulfonyl group and Table 1Z4 to Table 8Z4 and the compounds shown in Table 11Z4 to Table 16Z4 are equivalent to -SO ₂ N(R ^102Z4X ) ₂ (except that R ^{102Z4X is} not a hydrogen atom, which is the ^{same as R 102Z4} ) groups, etc.,

Preferred examples include: sulfasulfonyl substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbon atoms or derivatized groups thereof, and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -SO _{2 The base of} N(R ^102Z4 ) ₂ and so on.

Regarding -CON(R ^102Z4 ) ₂ , examples include: carboxamide; N-methyl carboxamide, N-ethyl carboxamide, N-propyl carboxamide, N-isopropyl N-butylaminomethanyl, N-butylaminomethanoyl, N-isobutylaminomethanoyl, N-second butylaminomethanoyl, N-tertiary butylaminomethanoyl, N-pentyl Carboxylic aminoformyl, N-(1-ethylpropyl)aminoformyl, N-hexylaminoformyl, N-(2-ethyl)hexylaminoformyl, N-heptylaminoformyl Group, N-octylamine methanoyl, N-nonyl amine methanoyl, N-decyl amine methanoyl, N-undecyl amine methanoyl, N-dodecyl amine methanoyl, N -Eicosylaminoformyl, N-phenylaminoformyl, etc., and the groups shown in the above formula, etc. through 1 carbon number 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or its derivatives Derivatives (e.g. carboxyl, sulfonic, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl with 1 to 10 carbon atoms (preferably octylsulfasulfonyl), etc. In the compound 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)

N,N-dimethylaminomethanyl, N,N-ethylmethylaminomethanyl, N,N-diethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-dipropylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-diisopropylaminomethanyl, N,N-tert-butylmethylaminomethanyl Group, N,N-diisobutylaminomethanyl, N,N-di-secondbutylaminomethanyl, N,N-di-tertiarybutylaminomethanyl, N,N-butylmethylamine Formaldehyde, N,N-dibutylaminoformyl, N,N-butyloctylaminoformyl, N,N-dipentylaminoformyl, N,N-bis(1-ethyl N ,N-octylmethylaminomethanyl, N,N-dioctylaminomethanyl, N,N-dinonylaminomethanyl, N,N-decylmethylaminomethanyl, N ,N-undecylmethylaminoformyl, N,N-dodecylmethylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-phenylmethylamine Formyl group, N,N-diphenylamine formyl group, etc., and the group represented by the above formula, etc., have 2 hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatized groups (E.g. derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octylsulfonamide), etc. Group) substituted amine methanoyl and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -CON(R ^102Z4X ) ₂ (except that R ^{102Z4X is} not a hydrogen atom, ^{it is the} same as R 102Z4 ) Of the base, etc.,

Preferred examples include: amine methanoyl substituted with 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or derivatized groups thereof, and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -CON (R ^102Z4 ) _{The base of 2} and so on.

For -N(R ^102Z4 ) ₂ , examples include: amino; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, N-butyl Amino, N-isobutylamino, N-second butylamino, N-tertiary butylamino, N-pentylamino, N-hexylamino, 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 groups shown in the above formula, etc. have a carbon number of 1 to 40 (preferably a carbon number of 1 to 20) hydrocarbon group or its derivatized group (for example, by Carboxy, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups with carbon number of 1 to 10) substitution 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 ) (except that R ^{102Z4X is} not a hydrogen atom, it is the ^{same as R 102Z4} ), etc.;

N,N-dimethylamino, N,N-ethylmethylamino, N,N-diethylamino, N,N-propylmethylamino, N,N-dipropylamine Group, N,N-isopropylmethylamino, N,N-diisopropylamino, N,N-tertiary butylmethylamino, N,N-diisobutylamino, N,N -Di-second butylamino, N,N-di-tertiary butylamino, N,N-butylmethylamino, N,N-dibutylamino, N,N-dipentylamino, 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 group, N,N-eicosylmethylamino group, N,N-phenylmethylamino group, N,N-diphenylamino group, etc., and the groups shown in the above formula, etc. Hydrocarbon groups with 1 to 40 carbons (preferably with 1 to 20 carbons) or their derivatized groups (e.g. via carboxyl, sulfonic acid, nitro, hydroxy, halogen (preferably with chlorine atom), carbon 1 to 10 Alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derivatized groups) substituted amine groups and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -N( ^R 102Z4X) ₂ (but, except ^R 102Z4X not a hydrogen atom, the same as ^R 102Z4) group, etc.,

Preferred examples include: amine groups substituted with 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or their derivatized groups and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to -N(R ^102Z4 ) _{The basis of 2} and so on.

For -NHCO-R ^102Z4 , examples include: methylamino; acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanyl Amino, hexylamino, (2-ethyl)hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, Dodecylamino group, arachidylamino group, benzylamino group, etc., and the groups shown in the above formula are bonded with carbon number 1 to 40 (preferably carbon number 1 to 20) Hydrocarbyl group or its derivatized group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfonamide with carbon number 1 to 10 (preferably octylsulfonamide) Group) and other derivatized groups) of the carbonylamino group (when the carbonylamino group is set as an acylamino group, the carbon number is 1 to 40) and the compounds shown in Table 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 It is equivalent to the base of ^{-NHCO-R 102Z4, etc.,}

Preferable examples include: a carbonylamino group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is bonded (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and a table The compounds shown in 1Z4 to Table 8Z4 and Table 11Z4 to Table 16Z4 are equivalent to the base of ^{-NHCO-R 102Z4.}

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

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

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

As for the halogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are preferred.

Examples of M of -SO ₃ M and -CO ₂ M include hydrogen atoms; alkali metal atoms such as lithium atoms, sodium atoms, and potassium atoms, and preferably include hydrogen atoms, sodium atoms, and potassium atoms.

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 can be One or more than two, and two or more substituents may independently be the same or different from each other.

Furthermore, the aforementioned first substituent may be bonded with another substituent (second substituent) to the hydrocarbon group contained in a part thereof. 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. Regarding ^{the condensed ring structure of the ring formed by R 2Z4} and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 and the aforementioned benzene ring, examples include: indene, naphthalene, biphenylene, diphenylene, acenaphthylene Alkene, pyrene, benzonaphthalene, phenanthrene, anthracene, 1,2-benzoacenaphthylene, vinylene, vinylene, triphenylene, pyrene, 1,2-triphenanthrene, N-methylphthalene Amine, N-(1-phenylethyl)phthalimide and fused tetrabenzene and other hydrocarbon-based condensed ring structures and partial reductions of these (for example, 9,10-dihydroanthracene, 1,2,3, 4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline, and

Quine

Morpholine, quinazoline, cinnoline, carbazole, carboline, phenanthridine, acridine, pyridine, phenanthroline and phenanthrene

And other nitrogen-containing condensed heterocycles and partial reductions of these; 3-hydrobenzofuran 2-one and other oxygen-containing condensed heterocycles and partial reductions thereof.

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. In relation to substituents, include the ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 , and the hydrocarbon group represented by R may have the substituent ^102Z4 Based on the same. In respect of the substituent group are preferred examples include the ^{R N1Z4, R N2Z4, R 1Z4} , R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4, R 7Z4, R 101Z4 and ^102Z4 of the hydrocarbon group represented by R The preferred substituents that may be possessed are the same.

When R ^3Z4 and R ^4Z4 form a ring, it is ^{preferable that R 2Z4} and R ^5Z4 are independently a hydrogen atom, an amino group, and a hydroxyl group.

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

Moreover, 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 preferred based hydrogen atom.

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 A substituted hydrocarbon group with a carbon number of 1 to 40, more preferably a substituted hydrocarbon group with a carbon number of 1 to 30, more preferably a substituted hydrocarbon group with a carbon number of 1 to 20, and more preferably a hydrocarbon group with a carbon number of 1 to 20 Substituents are hydrocarbon groups with 1 to 15 carbons, and more preferably are hydrocarbon groups with 1 to 10 carbons that may have substituents, and particularly preferably are hydrocarbon groups with 1 to 6 carbons that may have substituents or carbons that may have substituents Hydrocarbyl groups of 1 to 5 are particularly preferably methyl, ethyl, or phenyl, and most preferably methyl or ethyl. In addition, R ^N1Z4 and R ^N2Z4 may be the same group or different groups, and they are preferably the same group.

From the viewpoint that the retardation value of the color filter made of the colored composition becomes smaller, it is preferable that ^{at least one of R 2Z4} , R ^3Z4 , R ^4Z4 and R ^5Z4 is -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, A hydrocarbon group with 1 to 40 carbon atoms which may have a substituent or a heterocyclic group which may have a substituent,

More preferably, a hydrocarbon group having 1 to 40 carbon atoms, a halogen atom, -N(R ^102Z4 ) ₂ , a 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, which may have a substituent,- NHCO-R ^102Z4 , -OR ^102Z4 , -SO ₃ M or -CO ₂ M,

More preferably, it is a nitro group or a hydrocarbon group with a carbon number of 1 to 40 which may have a substituent, and still more preferably a nitro group or a tertiary butyl group. Alternatively, it is preferable that ^{at least one of R 2Z4} and R ^3Z4 , R ^3Z4 and R ^4Z4 , or R ^4Z4 and R ^5Z4 form a ring.

From the viewpoint that the retardation value of the color filter made of the colored composition becomes smaller, it is preferable that ^{at least one of R 2Z4} , R ^3Z4 , R ^4Z4 and R ^5Z4 has a carbon number 1 which may have a substituent Hydrocarbyl group up to 40, halogen atom, -N(R ^102Z4 ) ₂ , nitro group, hydrocarbyl group with 1 to 20 carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z4 , -OR ^102Z4 , -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, and more preferably a nitro group or a tertiary butyl group. ^{More preferably} , R 3Z4 is a nitro group or a tertiary butyl group and R ^2Z4 , R ^4Z4 and R ^5Z4 are hydrogen atoms, or R ^2Z4 , R ^3Z4 and R ^5Z4 are hydrogen atoms and R ^4Z4 is a nitro group or tertiary butyl group.

As for the specific examples of compound IZ4, for example: Formula IZ4-aa, 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 IZ4-769 or their alkali metal salts.

B ^a1Z4 B ^a2Z4 series express formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10) , Partial structure of any one of 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 The formula (BBJ2) is the same as that of the B ^a1Z1 B ^a2Z1 of the formula IZ1-aa (BB1) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), The formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z4 and B ^a2Z4 represent bonding bonds, respectively, B ^a1Z4 is from formula (BB1) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), When the bonding bond ^{of B 1} in formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) ^{, B a2Z4} becomes the bonding bond of B ^{2 , and B a1Z4} is from formula (BB1) to formula (BB60), Type (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) B ² bonding When bonding, B ^a2Z4 becomes the bonding bond of B ^1.

As far as B ^a1Z4 B ^{a2Z4 is} concerned, the preferred systems are (BB1), (BB6), (BB8), (BB11), (BB14), (BB19), (BB37), and (BB58) , Formula (BBJ2), formula (BBO8) and formula (BBO10), more preferably series (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 Table 11Z4 to Table 16Z4 indicate the following partial structures. Furthermore, in part of the structure, "Me" means methyl, "Et" means ethyl, "Bu" means butyl, and "TBu" means tertiary butyl,

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

"CH" means cyclohexyl, "PH" means phenyl, "BZ" means benzyl, "NPR" means propyl,

"IPR" means isopropyl, "IBu" means isobutyl, "EOE" means -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" means allyl, "HYE" means 2-hydroxy 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 ), "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" It means -N((CH ₂ ) ₇ CH ₃ ) ₂ , "NCO" means -NHCO((CH ₂ ) ₄ CH ₃ ), "F" means fluorine atom, "Cl" means chlorine atom, "Br "Is a bromine atom, "CN" is a cyano group, "NO2" is a nitro group, "SUA" is -SO ₃ H, "CBA" is -CO ₂ H, and "CHO" is -CHO, "OCH" means -OCOH, "OH" means -OH, "SFM" means -SO ₂ NH ₂ , "CBM" means -CONH ₂ , "NH2" means -NH ₂ , "NCH" means -NHCOH, * is a bonding bond.

In addition, in the table, part of the structure shown in the following formula is represented by the symbols attached to the structure.

For example, compound IZ4-1 is a compound represented by formula IZ4-1.

As far as compound IZ4 is concerned, it is preferably compound IZ4-1 to compound IZ4-234 and compound IZ4-321 to compound IZ4-769, more preferably compound IZ4-1 to compound IZ4-234 and compound IZ4-321 to compound IZ4- 711, more preferably compound IZ4-1 to compound IZ4-234, still more preferably compound IZ4-1 to compound IZ4-174, and more preferably compound IZ4-1 to compound IZ4-117,

Particularly preferred are compound IZ4-1 to compound IZ4-2, compound IZ4-40 to compound IZ4-41, and 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 Table 11Z4 to Table 16Z4 A compound in which one hydrogen atom is _{replaced by -SO 3} M or -CO _{2 M.} For example, in the compound IZ4-1 of Table 1Z4, the compound with 1 to 3 sulfonic acid groups bonded is represented by the following structure. However, in the formula, -(SO ₃ H) means replacing any hydrogen atom of compound IZ4-1 in Table 1Z4.

In the present invention, it is preferably a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded in compound IZ4-1 to compound IZ4-234 and compound IZ4-321 to compound IZ4-769, and more preferably in Compound IZ4-1 to compound IZ4-234 and compound IZ4-321 to compound IZ4-711 are compounds in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded,

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

More preferably, it is a compound in which 1 to 3 -SO ₃ M or -CO ₂ M are bonded between compound IZ4-1 to compound IZ4-174,

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

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

As far as compound (IZ4) is concerned, preferably: in formula (IZ4), R ^N1Z4 and R ^{N2Z4 are} independently of each other -CO-R ^102Z4 , -COO-R ^101Z4 , -CON(R ^102Z4 ) ₂ , or may have A hydrocarbon group of 1 to 20 carbons selected from the substituent group consisting of -SO ₃ M and -CO ₂ ^{M, R 1Z4} is a hydrogen atom, which may be selected from the group consisting of -SO ₃ M and -CO ₂ M The substituent of the group is a hydrocarbon group with 1 to 20 carbons, -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, and a carbon number of 1 to 20 where all or part of the hydrogen atoms are replaced by fluorine atoms the hydrocarbon ^{group, -NHCO-R 102Z4, -OR 102Z4} , -SO 3 M or -CO ₂ M, R ^6Z4 and ^R 7Z4 each independently a hydrogen atom, an -SO ₃ M and selected from the group consisting of -CO ₂ M constituted The substituent of the group is a hydrocarbon group with 1 to 20 carbon atoms, -SO ₃ M or -CO ₂ M, R ^102Z4 is a hydrogen atom, or can be selected from the group _{consisting of -SO 3} M and -CO _{2 M} The substituent is a hydrocarbon group with 1 to 20 carbons, R ^101Z4 is a hydrocarbon group with 1 to 20 carbons which may have a _{substituent selected from the group consisting of -SO 3} M and -CO ₂ M, and M is a hydrogen atom or Alkali metal atom compound;

More preferably: R ^N1Z4 and R ^{N2Z4 are} independently of each other -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 1 to 10 carbons, R ^1Z4 is a hydrogen atom, R ^2Z4 to R ^5Z4 are each independently a hydrogen atom, a hydrocarbon group with 1 to 10 carbons, a halogen atom, -N(R ^102Z4 ) ₂ , a nitro group, all or A hydrocarbon group with 1 to 10 carbon atoms in which part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z4 , -OR ^102Z4 , -SO ₃ M or -CO ₂ M,

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

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

More preferably: R ^N1Z4 and R ^{N2Z4 are} independently of each other -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} The hydrocarbon group with 1 to 10 carbons,

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

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

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

Compound IZ4, when R ^1Z4 is a hydrogen atom, the compound represented by the formula pt1Z4 (hereinafter referred to as a phthalonitrile compound) can be combined with the compound represented by the formula pt2Z4 (hereinafter referred to as an alkoxide compound) Situation) 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, the compound IZ4 can be produced by further reacting with the compound represented by the formula pt5Z4.

[Formula pt1Z4, type pt2Z4, type pt3Z4, type pt4Z4, Formula pt5Z4 and Formula IZ4 ^{in, R N1Z4, R N2Z4, R} 1Z4, R 2Z4, R 3Z4, R 4Z4, R 5Z4, R 6Z4 and ^R 7Z4 line represents the The same meaning. R ^14Z4 represents an alkyl group having 1 to 20 carbons. M ^1Z4 represents an alkali metal atom. LG represents halogen atom, tosyloxy, tosyloxy or trifluoromethanesulfonyloxy]

As for ^{the alkyl group with 1 to 20 carbon atoms shown by R 14Z4} , examples include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl, etc. Preferably, an alkyl group having 1 to 6 carbon atoms can be cited.

Examples of the alkali metal atoms represented by M ^1Z4 include lithium atoms, sodium atoms, and potassium atoms. Relative to 1 mol of the phthalonitrile compound, the usage amount of the alkoxide compound is usually 0.1 to 10 mol, preferably 0.2 to 5 mol, more preferably 0.3 to 3 mol, and even more preferably 0.4 to 2 mol Ear.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt3Z4 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and still more preferably 1 to 2 mols.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt4Z4 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and still more preferably 1 to 2 mols.

As for the acid, 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 and 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 mole of the phthalonitrile compound, the amount of acid used is usually 1 to 20 moles, preferably 1 to 10 moles, more preferably 1 to 8 moles, and even more preferably 1 to 6 moles.

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

Solvents 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 Solvent; 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; amine solvents such as N,N-dimethylformaldehyde and N-methylpyrrolidone; dimethyl The sulfite solvents such as sulfite, preferably include: water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amine 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- Dimethyl formaldehyde, N-methyl pyrrolidone and dimethyl sulfide, more preferably include: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1- Octanol, acetone, dichloromethane, chloroform, N,N-dimethylformaldehyde, N-methylpyrrolidone and dimethyl sulfoxide, particularly preferably: water, acetonitrile, methanol, ethanol and 2-propane alcohol.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the phthalonitrile compound. 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 compound pt5Z4 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 moles.

When the compound pt5Z4 is reacted, it is preferable that a base coexist. In terms of bases, examples 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 butyl lithium, tertiary butyl lithium and phenyl lithium; lithium hydroxide, sodium hydroxide and hydroxide Inorganic bases such as potassium.

Relative to the compound IZ4 in which R ^1Z4 is a hydrogen atom is 1 mol, the amount of 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 the 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 _{, the sulfonic acid group or -SO 3} M ²² can be introduced by reacting the compound IZ4 with a sulfonating agent such as fuming sulfuric acid or chlorosulfonic acid.

M ²² represents an alkali metal atom. Examples of the alkali metal atoms represented by M ²² include lithium atoms, sodium atoms, and potassium atoms.

Relative to 1 mol of compound IZ4, the _{amount of SO 3} used in fuming sulfuric acid 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 1 mol of compound IZ4, the amount of sulfuric acid used in fuming sulfuric acid is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and still more preferably 10 to 50 moles.

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

The reaction temperature of 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 for taking out the compound IZ4 from the reaction mixture is not particularly limited, and it can be taken out by various known methods. For example, after the completion of the reaction, the reaction mixture can be filtered to take out the compound IZ4. Furthermore, after filtration, the obtained residue can be subjected to column chromatography or recrystallization. Furthermore, after the reaction is completed, the solvent of the reaction mixture is distilled off, and then purified 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 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 each 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 , halogen atom, cyano group, nitro group, -SO ₃ M, -CO ₂ M, a hydrocarbon group with 1 to 40 carbon atoms or A heterocyclic group that 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. 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 with 1 to 40 carbon atoms or a heterocyclic group with substituents, or at least one ^{of R 2Z5} and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 Tie bonds form a ring.

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

R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 The carbon number of the hydrocarbon group that can have substituents 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 particularly preferably 1 to 5.

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

Examples of the 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,} Straight-chain alkyl groups such as propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and icosyl, etc.; Isopropyl, isobutyl, second butyl, tertiary butyl, (2-ethyl)butyl, isopentyl, neopentyl, tertiary 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 groups 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. 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, and more Especially preferably, it is 1 to 5. Among them, particularly preferred are linear or branched alkyl groups having 1 to 10 carbon atoms (more preferably 1 to 8 carbon atoms), and particularly preferred are methyl, ethyl, and tertiary butyl groups.

^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; cyclohexenyl (e.g., cyclohex- 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, more preferably 5 to 15, the best is 5-10. 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, o-tolyl, and -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-tertiary butylphenyl, m-tertiary butylphenyl, p-tertiary butylphenyl, 2,4,6-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 stilbyl, phenanthryl, anthracenyl, pyrenyl, etc. The carbon number of the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, and still more preferably 6-15.

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-like A combination of at least one of a hydrocarbyl group and an alicyclic hydrocarbyl group) includes: benzyl, phenethyl, 1-methyl-1-phenylethyl and other aralkyl groups; phenylvinyl (phenyl Vinyl; phenyl ethenyl) and other arylalkenyl groups; arylalkynyl groups such as phenyl ethynyl; biphenyl and triphenyl phenyl groups bonded to more than one phenyl group; cyclohexyl methyl phenyl, benzene Methylphenyl, (dimethyl(phenyl)methyl)phenyl, etc.

R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^{102Z5 are} the groups represented by the above-listed hydrocarbon groups (for example, chain hydrocarbon groups and alicyclic Hydrocarbyl group) can be a combination of, for example, cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl Alkyl groups, 2-methylcyclohexylmethyl, cyclohexylethyl, adamantylmethyl, etc., which are bonded with more than one alicyclic hydrocarbon group. 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 groups} 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 substituents. The substituent may be monovalent or divalent. As for the divalent substituent, it is preferable that two bonding bonds are bonded to the same carbon atom to form a double bond.

Examples of the monovalent substituent include: methoxy, Ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, pentoxy, hexyloxy, (2-ethyl)hexanoxy 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 Group, 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 Group, 3-methoxyphenyloxy, 4-ethoxyphenyloxy, 2-ethoxyphenyloxy, 3-ethoxyphenyloxy, etc., and are represented by the following formula The groups shown are bonded on one side with a hydrocarbon group having 1 to 20 carbons (preferably 1 to 10 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably) Is a chlorine atom), an alkylsulfasulfonyl group (preferably an octylsulfasulfonyl group) with 1 to 10 carbon atoms);

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

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropiperanyl;

Formyl; Acetyl, Propyl, Butyl, 2,2-Dimethyl Propyl, Pentyl, Hexyl, (2-Ethyl) Hexyl, Heptyl, Octyl, Nonyl Acetyle, decanoate, undecanoate, dodecanoate, 21 acylate, benzacylate, etc., and the groups shown in the following formulas are bonded with carbon number 1 to 20 (preferably Carbon 1-11) hydrocarbon group or its derivative (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1-10 alkylsulfonamide (more Preferably, it is a carbonyl group derived from octylsulfamoyl) (when the carbonyl group is an alkanoyl group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tertiary butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptoxycarbonyl Alkylcarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenoxycarbonyl, o-tolyloxycarbonyl Etc., and the group shown in the following formula is bonded with carbon number 1 to 20 (preferably carbon number 1 to 10) The hydrocarbon group or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octylsulfonamide) Oxycarbonyl group) and other derived groups);

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylene Amino, N-isopropylamino, N,N-diisopropylamino, N-butylamino, N,N-dibutylamino, N-isobutylamino, N, N-diisobutylamino, N-second butylamino, N,N-disecond butylamino, N-tertiary butylamino, N,N-di-tertiary butylamino , 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-diheptyl Amino, N-octylamino, N,N-dioctylamino, N-nonylamino, N,N-dinonylamino, N-phenylamino, N,N-diphenyl Amino, N,N-ethylmethylamino, N,N-propylmethylamino, N,N-isopropylmethylamino, N,N-butylmethylamino, N-decyl Amino, N,N-decylmethylamino, N-undecylamino, N,N-undecylmethylamino, N-dodecylamino, N,N-dodecyl Methylamino, N-eicosylamino, N,N-eicosylmethylamino, N,N-tertiary butylmethylamino, N,N-phenylmethylamino, etc., and the following The groups shown in the above formula have 1 or 2 hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or derivatives thereof (for example, by carboxyl, sulfonic, nitro, hydroxy, halogen (Preferably a chlorine atom), a C 1-10 alkylsulfasulfonyl group (preferably an octylsulfasulfonyl group) and other derived groups) substituted amine group;

Sulfamate; N-methylsulfasulfonyl, N,N-dimethylsulfasulfonyl, N-ethylsulfasulfonyl, N,N-diethylsulfasulfonyl, N-propane Sulfonamide, N,N-Dipropyl Sulfonyl, N-Isopropyl Sulfonyl, N,N-Diisopropyl Sulfonyl, N-Butyl Sulfonyl, N,N-Dibutylsulfasulfonyl, N-isobutylsulfasulfonyl, N,N-Diisobutylsulfasulfonyl, N-Second Butylsulfasulfonyl, N,N- Di-second butylsulfasulfonyl, N-tertiary butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N-pentylsulfasulfonyl, N,N-dipentyl Sulfonamide, N-(1-ethylpropyl) Sulfonyl, N,N-bis(1-ethylpropyl) Sulfonyl, N-hexyl Sulfonyl, N,N -Dihexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfonyl, N, N-Diheptylsulfasulfonyl, N-octylsulfasulfonyl, N,N-dioctylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N-nonylsulfasulfon Aceyl, N,N-Dinonylsulfasulfonyl, N-Phenylsulfasulfonyl, N,N-Diphenylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N , N-propyl methylsulfamate, N,N-isopropyl methylsulfamate, N,N-butyl methylsulfamate, N-decylsulfamate, N,N- Decyl methyl sulfasulfonyl, N-undecyl sulfasulfonyl, N, N-undecyl sulfasulfonyl, N-deca Dibasic sulfasulfonyl, N,N-dodecyl sulfasulfonyl, N-eicosyl sulfasulfonyl, N,N-eicosyl sulfasulfonyl, N,N-th Tributylmethylsulfasulfonyl, N,N-phenylmethylsulfasulfonyl, etc., and the groups shown in the following formulae, etc. have 1 or 2 carbon atoms from 1 to 20 (preferably from 1 to 20 carbon atoms). 10) Hydrocarbyl group or its derivative (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl) Aminosulfonyl) and other derivative groups) substituted sulfamoyl;

Formylamino; Acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanylamino, hexylamino, (2- (Ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, dodecanoylamino, quinosylamino Amino groups, benzylamino groups, etc., and groups represented by the following formulae are bonded to hydrocarbon groups with 1 to 20 carbons (preferably 1 to 12 carbons) or their derivatives (for example, via carboxyl, The carbonylamino group of a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a C1-C10 alkylsulfasulfonyl group (preferably an octylsulfasulfonyl group), etc.) (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;

Formyloxy; acetoxy, propoxy, butoxy, 2,2-dimethylpropoxy, pentoxy, hexoxy, (2-ethyl)hexoxy Oxyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, docosyloxy, benzyloxy Etc., and the groups represented by the following formulas are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or derivatives thereof (for example, via carboxyl, sulfonic, nitro, hydroxy, The carbonyloxy group of halogen (preferably a chlorine atom), a C1-C10 alkylsulfasulfonyl (preferably octylsulfasulfonyl) and the like) (the carbonyloxy group is an alkoxide When base, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl Alkyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl groups, etc., and the groups shown in the following formula are bonded with A hydrocarbon group with 1 to 20 carbons (preferably 1 to 10 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 to 10 The alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derivatives) of the sulfonyl group;

Carboxamide; N-methylcarboxamide, N,N-dimethylcarboxamide, N-ethylcarboxamide, N,N-diethylcarboxamide, N-propyl N, N,N-dipropylaminomethanyl, N-isopropylaminomethanyl, N,N-diisopropylaminomethanyl, N-butylaminomethanyl, N,N-dibutylaminomethanyl, N-isobutylaminomethanyl, N,N-diisobutylaminomethanyl, N-second butylaminomethanyl, N,N- Di-second butylamino formyl, N-tertiary butylamino formyl, N,N-di-tertiary butylamino formyl, N-pentylamino formyl, N,N-dipentyl Aminomethyl, N-(1-ethylpropyl)aminomethanoyl, N,N-bis(1-ethylpropyl)aminomethanoyl, N-hexylaminomethanoyl, N,N -Dihexylaminomethanyl, N-(2-ethyl)hexylaminomethanyl, N,N-bis(2-ethyl)hexylaminomethanyl, N-heptylaminomethanyl, N, N-Diheptylaminomethanyl, N-octyl Carboxamide, N,N-dioctylcarboxamide, N-nonylcarboxamide, N,N-octylmethylcarboxamide, N,N-octylbutylcarboxamide Amino group, N,N-dinonylaminoformyl, N-phenylaminoformyl, N,N-diphenylaminoformyl, N,N-ethylmethylaminoformyl, N , N-propylmethylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-butylmethylaminomethanyl, N-decylaminomethanyl, N,N- Decylmethylaminomethanyl, N-undecylaminomethanyl, N,N-undecylmethylaminomethanyl, N-dodecylaminomethanyl, N,N-dodecyl Methylcarbamyl, N-eicosylcarbamyl, N,N-eicosylmethylcarbamyl, N,N-tertiary butylmethylcarbamyl, N,N-phenyl Methylaminomethanyl, etc., and the groups represented by the following formulas have 1 or 2 hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or their derivatives (for example, through carboxy, Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatives of carbon number 1 to 10) substituted carbamethine Jiji

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

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane Perfluorononylmethyl, perfluorononylmethyl, perfluorodecylmethyl, perfluoroundecylmethyl, perfluorododecylmethyl and perfluoroeicosylmethyl, etc. All hydrogen atoms are replaced by fluorine Atom-substituted straight-chain or branched-chain alkyl with 1 to 20 carbons and a hydrocarbon group with 1 to 20 carbons;

2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,4,6-trifluorophenyl and other hydrogen atoms are substituted with fluorine and have carbon numbers of 1 to 20 (preferably carbon number 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. have been bonded to an alkyl group having 1 to 20 carbon atoms (preferably, a thiocarbonyl group having a carbon number of 1 to 10), -CO-SC ₆ H _5, etc. have been bonded to an aryl group having a carbon number of 6 to 20的thiocarbonyl;

*-COCO-R represented by the following formula (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms among the hydrocarbon groups listed above), or derivatives thereof (For example, derived from carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group (preferably octylsulfasulfonyl) with 1 to 10 carbon atoms, etc. Base) of the base;

_{*-NRCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons among the hydrocarbon groups listed above), or its derivative ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxy group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), etc. ), the R can be the same or different from each other, and can also be bonded to each other to form a ring) group;

_{*-OCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms among the hydrocarbon groups listed above), or its derivative ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxy group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), 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;

*-NRCOOR shown in the following formula (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms among the above-listed hydrocarbon groups), or derivatives thereof (for example, , Derivatized by carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group (preferably octylsulfasulfonyl) with carbon number of 1 to 10) , 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;

*-OP(O)(OCH ₃ ) ₂ etc.*-OP(O)(OR) ₂ (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, the Number of 1 to 20), or derivatives thereof (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably It is a group derived from octylsulfamoyl), and the R groups can be the same or different from each other, and can also be bonded to each other to 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 Wherein, R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons among the above-listed hydrocarbon groups), or derivatives thereof (for example, through a carboxyl group, a sulfonic acid group, a nitro group, Hydroxyl, halogen (preferably a chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derived groups with 1 to 10 carbon atoms), the R systems can be the same or can be Different, it can also be bonded to each other to form the base of the ring); etc.

Examples of the divalent substituent include pendant oxy groups, thioketone groups, imino groups, imino groups substituted with alkyl groups having 1 to 20 carbons (preferably 1 to 10 carbons), and 6 carbons. Up to 20 aryl substituted imino groups, etc. Examples of the imino group substituted with an alkyl group include: CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N=, and CH ₃ -(CH ₂ ) _3- N=etc. Examples of the imino group substituted with an aryl group include C ₆ H ₅ -N= and the like.

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

[Group s1]

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

A carbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof is bonded;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups with 1 to 20 carbons or its derivatives; sulfamyl; amine group substituted with 1 or 2 hydrocarbon groups with 1 to 20 carbons or its derivatives Sulfonyl; a carbonylamino group bonded to a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof; a hydroxyl group; a 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; bonded with 1 to 20 carbon atoms The carbonyloxy group of the hydrocarbon group or its derivatives; the sulfonyl group bonded to the hydrocarbon group or its derivatives with 1 to 20 carbons; the carbamethan group; the hydrocarbon group with 1 to 20 carbons or its Derivative substituted amine methanoyl; all hydrogen atoms replaced by fluorine atoms carbon number 1 to 20 hydrocarbon groups; all hydrogen atoms replaced by fluorine atoms carbon number 1 to 20 straight or branched chain alkane A hydrocarbon group of 1 to 20 carbons substituted by a group; a hydrocarbon group of 1 to 20 carbons in which a part of the hydrogen atom is substituted by fluorine; a pendant oxy group.

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

[群s2]

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

A carbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or a derivative thereof is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or a derivative thereof is bonded;

Amino; Amino substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons;

Sulfonamide; Sulfonamide substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or derivatives thereof; carbonylamino groups bonded to hydrocarbon groups with 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 represents a hydrogen atom); a nitro group; a cyano group; a carbonyloxy group bonded with a hydrocarbon group having 1 to 10 carbons or a derivative thereof; bonded with a carbon number of 1 to 10 The sulfonyl group of the hydrocarbon group or its derivative; carbamethan group; the carbamyl group substituted by one or two hydrocarbon groups with 1 to 10 carbons or its derivative group; all hydrogen atoms are substituted by fluorine atoms A hydrocarbon group of 1 to 10; a hydrocarbon group of 1 to 10 substituted by a straight or branched chain alkyl group of 1 to 10 carbons in which all hydrogen atoms are replaced by fluorine atoms;

A hydrocarbon group of 1 to 10 carbons in which a part of the hydrogen atom is substituted by 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 , the hydrocarbon groups having substituents and having 1 to 40 carbon atoms include 1 The hydrocarbon group having 1 to 40 carbon atoms of the valence or divalent substituent preferably includes: a saturated or unsaturated chain hydrocarbon group having 1 to 30 carbon atoms having a monovalent or divalent substituent, having a monovalent or 2 A saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30 as a valence substituent and an aromatic hydrocarbon group with a carbon number of 6 to 30 having a monovalent or divalent substituent or a combination of a hydrocarbon group and has The monovalent or divalent substituent is a group with 1 to 30 carbons,

More preferable examples include: saturated or unsaturated chain hydrocarbon groups having 1 to 20 carbons with group s1 substituents, saturated or unsaturated alicyclic hydrocarbon groups with 3 to 20 carbons having group s1 substituents, and group s1 substituents Base carbon Aromatic hydrocarbon group of 6 to 20 or a group formed by a combination of hydrocarbon groups and a group of 1 to 20 carbons as a substituent of group s1,

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

As ^{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 , they can be monocyclic or polycyclic, preferably It is a heterocyclic ring containing a heteroatom as a constituent element of the ring. Examples of heteroatoms include nitrogen atoms, oxygen atoms, and sulfur atoms.

The carbon number of 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

Monocyclic saturated heterocycles; 2,5-dimethylpyrrole and other pyrazoles, 2-methylpyrazole, 3-methylpyrazole and other pyrazoles, imidazoles, 1,2,3-triazoles and 1,2 , 4-triazole and other 5-membered ring system unsaturated heterocycles;

、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, Ta

, 6-methylpyrimidine and other pyrimidines, pyrimidines

And 1,3,5-three

Unsaturated heterocyclic ring of 6-membered ring system;

(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)quine

Morinoline, 3-methylquine

Quinoline

Quinoline, quinazoline, cinnoline, and

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, benzopiperidine, etc.; 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(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, tetrahydropyran, 1,3-di

Alkane and 1,4-di

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

Uh,

Chroman and different

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

Examples of the heterocyclic ring containing a sulfur atom include: 5-membered ring system saturated heterocyclic rings such as dithiolane;

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

5-membered ring system unsaturated heterocycles such as thiophenes such as 3-methylthiophene and 2-carboxythiophene, benzothiopyrans such as 4H-thiopyran and chroman tetrahydrothiopyran;

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；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

Azoles etc.

Azole, 2-methyl iso

Azole, 3-methyl iso

Azoles

Monocyclic unsaturated heterocycles such as azoles; benzo

Azole, benziso

Azole, benzo

Benzodi

Alkyl, benzimidazole and other condensed bicyclic heterocycles; phenanthrene

Condensed tricyclic heterocycles; etc.

等縮合三環系雜環；等。 Examples of the heterocyclic ring containing a nitrogen atom and a sulfur atom include monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; and phenanthrene. Thio

Condensed tricyclic heterocycles; etc.

The above-mentioned heterocyclic ring may also be a group combining the above-listed hydrocarbon groups, for example, tetrahydrofuranylmethyl group and the like can be mentioned.

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

The aforementioned heterocyclic group may also be a heterocyclic group formed by bonding two or more ^{of R 1Z5} to R ^5Z5. Such a heterocyclic group, together with ^{the benzene ring to which R 1Z5} to R ^5Z5 are bonded, has a ring structure of more than two rings. As the ring structure having two or more rings, for example, the structure of the following formula.

The bonding position of the above-mentioned heterocyclic ring is the part after any hydrogen atom contained in each ring is removed.

The heterocyclic groups 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 substituents.} Examples of the substituent include those that are the same as the substituents that can be possessed by 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 . Furthermore, when the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the nitrogen atom may also be bonded to the above-listed hydrocarbon group as a substituent. The preferred substituents include the preferred substitutions 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.

As R ^N1Z5 , R ^1Z5 , R ^2Z5 , R ^3Z5 , R ^4Z5 , R ^5Z5 , R ^6Z5 , R ^7Z5 , R ^101Z and R ^102Z5 represented by the substituted heterocyclic group, there may be mentioned monovalent or divalent heterocyclic groups The heterocyclic group of the substituent of is preferably a heterocyclic group having a group s1 substituent, and more preferably a heterocyclic group having a group s2 substituent.

The substituent (the first substituent) that 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, can be the same or different. The aforementioned first substituent may also have another substituent (second substituent) bonded 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.

The following is 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 atoms, -SO ₃ M, and -CO ₂ M will be described.

Examples of -CO-R ^102Z5 include: formyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentanyl, hexyl, and (2-ethyl) Hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, twenty-one anoyl, benzyl, etc., and the bonds of the above formula A hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 to 20 The carbonyl group of 10 alkylsulfasulfonyl (preferably octylsulfasulfonyl) and the like) (when the carbonyl group is an sulfonyl group, the carbon number is 2 to 41) and Table 1Z5 to Table 7Z5 and Table 10Z5 the compounds shown in table 13Z5 to a corresponding group of ^-CO-R 102Z5 and the like, is bonded, preferably include 1 to 11 carbon atoms (and more preferably 1 to 10 carbon atoms) hydrocarbon group or a derivative of a carbonyl group of ( When the carbonyl group is an alkane group, the carbon number is more preferably 2 to 12), and the group corresponding to -CO-R ^102Z5 in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5.

Examples of -COO-R ^101Z5 include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tertiary butoxycarbonyl, butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2 -Ethyl) hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, phenyloxycarbonyl, two The decayloxycarbonyl group, etc., and the groups shown in the above formula are bonded to hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatives (for example, via carboxyl, sulfonic acid, nitro Oxycarbonyl group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derived groups with carbon number of 1 to 10) and Table 1Z5 to Table compound 7Z5 and table 10Z5 to 13Z5 of the corresponding table shown ^-COO-R 102Z5 of the group, include preferably a hydrocarbon group bonded to a carbon number of 1 to 10 or a carbonyl derivative group, and a table to table 7Z5 1Z5 ^{And the group corresponding to -COO-R 102Z5} in the compounds shown in Table 10Z5 to Table 13Z5.

Examples of -OCO-R ^102Z5 include: formoxy; acetoxy, propoxy, butoxy, 2,2-dimethylpropoxy, pentoxy, and hexoxy Oxy, (2-ethyl) hexyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, twenty An acyloxy group, a benzyloxy group, etc., and the groups shown in the above formula are bonded to a hydrocarbon group having 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (for example, through a carboxyl group). , Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatives of carbon number 1 to 10) carbonyl oxygen Group (when the carbonyloxy group is an anoyloxy group, the carbon number is 2 to 41), and the group corresponding to -OCO-R ^102Z5 in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5, etc., preferably Examples include a carbonyloxy group to which a hydrocarbon group having 1 to 11 carbons (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 ^{12), and the group corresponding to -OCO-R 102Z5} in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5.

Examples of -COCO-R ^102Z5 include: methyl oxalyl, ethyl oxalyl, propyl oxalyl, butyl oxalyl, pentyl oxalyl, hexyl oxalyl, (2-ethyl oxalyl) Base) hexyl oxalyl, heptyl oxalyl, octyl oxalyl, nonyl oxalyl, decyl oxalyl, undecyl oxalyl, dodecyl oxalyl, twenty-based oxalyl Group, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the groups represented by the above formula are bonded with carbon number 1 to 40 (preferably Carbon 1-20) hydrocarbon group or its derivative (for example, through carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1-10 alkyl sulfonamide group (more Preferred are the oxalyl groups derived from the octylsulfamoyl group) and the group 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, tertiary butoxy, Pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, (2-ethyl)hexyloxy, eicosyloxy Group, 1-phenylethoxy, 1-methyl-1-phenylethoxy, phenyloxy, 2,3-dimethylphenyloxy, 2,4-dimethylphenyloxy Group, 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., as shown in the above formula The group and the like are bonded with a hydrocarbon group with carbon number 1 to 40 (preferably carbon number 1 to 20) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom) , The oxy group of the alkyl sulfamoyl group (preferably the octyl sulfamoyl group) and the like derived from the carbon number 1 to 10 and the corresponding compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 The group of -OR ^102Z5 , etc., preferably exemplified by the oxy group bonded to a hydrocarbon group with carbon number of 1 to 10 or its derivative, and the compound shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 corresponding to -OR ^102Z5 Base etc.

Examples of -SO ₂ -R ^101Z include methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2- Ethyl) hexylsulfonyl, heptylsulfonyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl An acyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, etc., and the group shown in the above formula, etc. are bonded to a hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (For example, derived from carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group (preferably octylsulfasulfonyl) with 1 to 10 carbon atoms, etc. Group) and the sulfonyl group in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5, etc. corresponding to -SO ₂ -R ^102Z5 , preferably a hydrocarbon group bonded with carbon number 1 to 10 or ^{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.

Examples of -SO ₂ N(R ^102Z5 ) ₂ include: sulfasulfonyl; N-methylsulfasulfonyl, N-ethylsulfasulfonyl, N-propylsulfasulfonyl, N-iso Propyl sulfasulfonyl, N-butyl sulfasulfonyl, N-isobutyl sulfasulfonyl, N-second butyl sulfasulfonyl, N-tertiary butyl sulfasulfonyl, N- Pentylsulfasulfonyl, N-(1-ethylpropyl)sulfasulfonyl, N-hexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfon Aceyl, N-octylsulfasulfonyl, N-nonylsulfasulfonyl, N-decylsulfasulfonyl, N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl, N-eicosylsulfasulfonyl, N-phenylsulfasulfonyl, etc., and the groups shown in the above formula, etc. have 1 carbon number 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or Derivative groups (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably octylsulfasulfonyl group), etc. Derivative groups) substituted sulfamoyl groups and the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 correspond to -SO ₂ NH (R ^102Z5X ) (except that R ^{102Z5X is} not a hydrogen atom, the rest is compatible with R ^102Z5 same) basis etc.;

N,N-Dimethylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N,N-Diethylsulfasulfonyl, N,N-propylmethylsulfasulfonyl, N,N-dipropyl sulfasulfonyl, N,N-isopropylmethyl sulfasulfonyl, N,N-diisopropylsulfasulfonyl, N,N-tertiary butyl sulfasulfonyl Group, N,N-diisobutylsulfasulfonyl, N,N-disecond butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylsulfasulfonyl, N,N-dipentylsulfasulfonyl, N,N-bis(1-ethylpropyl)sulfasulfonyl, N,N- Dihexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N,N-diheptylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N , N-dioctylsulfasulfonyl, N,N-dinonylsulfasulfonyl, N,N-decylmethylsulfasulfonyl, N,N-undecylmethylsulfasulfonyl, N,N-Dodecyl Methanesulfonyl, N,N-Eicosyl Methanesulfonyl, N,N-Phenyl Methanesulfonyl, N,N-Diphenylsulfamyl The acyl group, etc., and the group shown in the above formula are connected to two hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20) or derivatives thereof (for example, through carboxyl, sulfonic acid, nitro, and hydroxyl). , Halogen (preferably a chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatives of carbon number 1 to 10) substituted sulfasulfonyl and Table 1Z5 to Table 7Z5 and the compounds shown in table table 10Z5 to 13Z5 the corresponding ^{_{-SO 2 N (R 102Z5X) 2}} ( but, except ^R 102Z5X not a hydrogen atom, remaining the same as ^R 102Z5) of the group,

Preferably, the sulfasulfonyl groups substituted by 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or derivatives thereof and the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 corresponding to -SO ₂ N ( R ^102Z5 ) _{The basis of 2} and so on.

Examples of -CON(R ^102Z5 ) ₂ include: carboxamide; N-methyl carboxamide, N-ethyl carboxamide, N-propyl carboxamide, and N-isopropyl Carbamethanyl, N-butylaminomethanoyl, N-isobutylaminomethanoyl, N-second butylaminomethanoyl, N-tertiary butylaminomethanoyl, N-pentyl Carboxylic, N-(1-ethylpropyl)carboxyl, N-hexylcarboxyl, N-(2-ethyl)hexylcarboxyl, N-heptylcarboxyl , N-octylaminomethanyl and N-nonylaminomethanoyl, N-decylaminomethanoyl, N-undecylaminomethanoyl, N-dodecylaminomethanoyl, N- Eicosylaminomethanyl, N-phenylaminomethanyl, etc., and the groups shown in the above formula, etc. have 1 to 40 (preferably, 1 to 20) hydrocarbon groups or derivatives thereof (For example, derived from carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group (preferably octylsulfasulfonyl) with 1 to 10 carbon atoms, etc. ^{The corresponding -CONH (R 102Z5X} ) in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 (except that R ^{102Z5X is} not a hydrogen atom, the rest is the same as R ^102Z5 ) Base

N,N-dimethylaminomethanyl, N,N-ethylmethylaminomethanyl, N,N-diethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-dipropylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-diisopropylaminomethanyl, N,N-tert-butylmethylaminomethanyl Group, N,N-diisobutylaminomethanyl, N,N-di-secondbutylaminomethanyl, N,N-di-tertiarybutylaminomethanyl, N,N-butylmethylamine Formaldehyde, N,N-dibutylaminoformyl, N,N-butyloctylaminoformyl, N,N-dipentylaminoformyl, N,N-bis(1-ethyl N ,N-octylmethylaminomethanyl, N,N-dioctylaminomethanyl, N,N-dinonylaminomethanyl, N,N-decylmethylaminomethanyl, N ,N-undecylmethylaminoformyl, N,N-dodecylmethylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-phenylmethylamine The formyl group, N,N-diphenylamine formyl group, etc., and the group represented by the above formula have 2 hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatives ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxy group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), etc. ^{) Substituted amine methanoyl and the group corresponding to -CON(R 102Z5X} ) ₂ in the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 (except that R ^{102Z5X is} not a hydrogen atom, the rest are the same as ^{R 102Z5)} Wait,

Preferably, it is an aminomethanyl group substituted with 1 or 2 hydrocarbon groups having 1 to 10 carbon atoms or derivatives thereof, and the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 correspond to -CON (R ^102Z5 ) ₂ of the base and so on.

Examples of -N(R ^102Z5 ) ₂ include: amino; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, and N-butylamine Group, N-isobutylamino, N-second butylamino, N-tertiary butylamino, N-pentylamino, N-hexylamino, N-(2-ethyl)hexyl Amino, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N-di Decaamino group, N-phenylamino group, etc., and the groups shown in the above formula, etc. have a carbon number of 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or its derivative (for example, through a carboxyl group). , Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatives of carbon number 1 to 10) substituted amine ^{Groups and the groups corresponding to -NH(R 102Z5X} ) in the compounds shown in Tables 1Z5 to 7Z5 and Tables 10Z5 to Table 13Z5 (except that R ^{102Z5X is} not a hydrogen atom, the rest is the same as ^{R 102Z5);}

N,N-dimethylamino, N,N-ethylmethylamino, N,N-diethylamino, N,N-propylmethylamino, N,N-dipropylamine Group, N,N-isopropylmethylamino, N,N-diisopropylamino, N,N-tertiary butylmethylamino, N,N-diisobutylamino, N,N -Di-second butylamino, N,N-di-tertiary butylamino, N,N-butylmethylamino, N,N-dibutylamino, N,N-dipentylamino, 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 group, N,N-eicosylmethylamino group, N,N-phenylmethylamino group, N,N-diphenylamino group, etc., and the groups shown in the above formula, etc. A hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 to 10 Alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derived groups) substituted amine groups and the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 corresponding to -N (R ^102Z5X ) ₂ (except that R ^{102Z5X is} not a hydrogen atom, the rest is the ^{same as R 102Z5} ), etc.,

Preferably, amine groups substituted with 1 or 2 hydrocarbon groups with carbon numbers from 1 to 10 or derivatives thereof and the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 correspond to -N(R ^102Z5 ) ₂ The base and so on.

Examples of -NHCO-R ^102Z5 include: methylamino; acetylamino, acrylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanylamine Group, hexylamino, (2-ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, ten Diacylamino group, arachidylamino group, benzylamino group, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) Or its derivative group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), C1-10 alkylsulfasulfonyl group (preferably octylsulfasulfonyl group) ) And other derivative groups) of the carbonylamino group (when the carbonylamino group is an acylamino group, the carbon number is from 1 to 40) and the compounds shown in Table 1Z5 to Table 7Z5 and Table 10Z5 to Table 13Z5 correspond to -NHCO- The base of R ^{102Z5, etc.,}

Preferably, the carbonylamino group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is bonded (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10) and Table 1Z5 to Table 7Z5 ^{And the group corresponding to -NHCO-R 102Z5} in the compounds shown in Table 10Z5 to Table 13Z5.

Examples of -NHCON(R ^102Z5 ) ₂ ^{include the groups listed above and the 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 the groups corresponding to -NHCOOR 102Z5} in the compounds shown in Tables 1Z5 to 7Z5 and Tables 10Z5 to 13Z5.

Examples of -OCON(R ^102Z5 ) ₂ ^{include the groups listed above and the groups corresponding to -OCON(R 102Z5} ) ₂ in the compounds shown in Tables 1Z5 to 7Z5 and Tables 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 of -SO ₃ M and -CO ₂ M include hydrogen atoms; 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 contains substituents (first substituents), can It is one or two or more, and two or more substituents are independent of each other, and can be the same or different.

Furthermore, the aforementioned first substituent may also have other substituents (second substituents) bonded to the hydrocarbon group contained in a part of the first substituent. 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 between the ring formed by R ^2Z5 and R ^3Z5 , R ^3Z5 and R ^4Z5 , and R ^4Z5 and R ^5Z5 and the aforementioned benzene ring include: indene, naphthalene, biphenylene, and indacene , Acephenanthrene, stilbene, benzonaphthalene, phenanthrene, anthracene, 1,2-benzoacenaphthene (fluoranthene), acephenanthrylene (acephenanthrylene), vinyl acephenanthrylene (aceanthrylene), triphenylene, pyrene, 1,2- Triphenylene (chrysene), N-methyl phthalimide, N-(1-phenylethyl) phthalimide and fused tetrabenzene and other hydrocarbon-based condensed ring structures and partial reduction products of these (for example, 9,10-dihydroanthracene, 1,2,3,4-tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline, and

Quine

Morpholine, quinazoline, cinnoline, carbazole, carboline, phenanthridine, acridine, pyridine, phenanthroline and phenanthrene

Nitrogen-containing condensation heterocycles and these partial reductions; 3-hydrobenzofuran 2-one and other oxygen-containing condensation heterocycles and partial reductions.

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 those that are the same as the substituents that can be possessed by 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 preferred substituents include the preferred substitutions 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 ^{, it is preferable that R 2Z5} and R ^{5Z5 are} 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, it is preferable that R ^2Z5 and R ^3Z5 do not form a ring, and it is more preferable that 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 the number of carbon atoms that can have a substituent from 1 to 40 The hydrocarbyl group is more preferably a hydrocarbon group with 1 to 30 carbon atoms that can have a substituent, and more preferably a hydrocarbon group with 1 to 20 carbon atoms that can have a substituent, and particularly preferably a hydrocarbon group with 1 to 15 carbon atoms that can have a substituent , More preferably a hydrocarbon group with 1 to 10 carbons that can have a substituent, particularly preferably a hydrocarbon group with 1 to 6 carbons that can have a substituent or a hydrocarbon group with 1 to 5 carbons that can have a substituent, more particularly It is methyl, ethyl, or phenyl, most preferably methyl or ethyl.

^{From the viewpoint of reducing} the retardation value of the color filter formed by the coloring composition, it is preferable that 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 with 1 to 40 carbon atoms or a heterocyclic group that can have a substituent, more preferably a hydrocarbon group with 1 to 40 carbon atoms that can have a substituent, a halogen atom, -N(R ^102Z5 ) ₂ , nitro ^Group , a hydrocarbon group of 1 to 20 carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^{102Z5, -OR 102Z5} , -SO ₃ M or -CO ₂ M, more preferably a nitro group or can have The substituent is a hydrocarbon group with 1 to 40 carbon atoms, more preferably a nitro group or a tertiary butyl group. Alternatively, it is preferable that at least one ^{of R 2Z5} and R ^3Z5 , R ^3Z5 and R ^4Z5 , or R ^4Z5 and R ^{5Z5 form a ring.}

^{From the viewpoint of reducing} the retardation value of the color filter formed by the colored composition, it is preferable that at least one of R 2Z5, R ^3Z5 , R ^4Z5 , and R ^5Z5 has a carbon number 1 Hydrocarbyl groups up to 40, halogen atoms, -N(R ^102Z5 ) ₂ , nitro groups, hydrocarbyl groups with 1 to 20 carbon atoms in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z5 , -OR ^102Z5 , -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 can have a substituent, and still more preferably a nitro group or a tertiary butyl group. Among them, it is more preferable that R ^3Z5 is a nitro group or a tertiary 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 a nitro group or The third butyl group.

As specific examples of the compound IZ5, those having substituents shown in Table 1Z5, Table 2Z5, Table 3Z5, Table 4Z5, Table 5Z5, Table 6Z5, Table 7Z5, and Table 10Z5 to Table 13Z5 in formula IZ5-aa 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), Either partial structure shown in 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 The formula (BBJ2) is the same as the formula (BB2) to (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1) ^{of B a1Z1} B ^{a2Z1 of formula IZ1-aa} ), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) are the same. B ^a1Z5 and B ^a2Z5 respectively represent the bonding bond, B ^a1Z5 is from formula (BB2) to formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), formula (BBD1) and formula (BBJ2) in the B ¹ bonding bond, B ^a2Z5 becomes the B ² bonding bond, B ^a1Z5 is the formula (BB2) to the formula (BB60), formula (BBK2), formula (BBK3), formula (BBK4), formula (BBK14), formula (BBI1), formula (BBO8), formula (BBO10), B of formula (BBD1) and formula (BBJ2) ² of the bonding ^key, B a2Z5 become ^a junction B of the key button. As B ^a1Z5 B ^a2Z5 , formula (BB6), formula (BB8), formula (BBI1), formula (BB14), formula (BB19), formula (BB37), formula (BB58), formula (BBJ2), Formula (BBO8) and Formula (BBO10), more preferably Formula (BB6) and Formula (BB19).

The symbols in Table 1Z5, Table 2Z5, Table 3Z5, Table 4Z5, Table 5Z5, Table 6Z5, Table 7Z5, and Table 10Z5 to Table 13Z5 indicate the following partial structures. In addition, in part of the structure, "Me" means methyl, "Et" means ethyl, "Bu" means butyl, "TBu" means tertiary butyl, "Hex" means hexyl, "Oct" means octyl, "2EH" means 2-ethylhexyl, "CHM" means cyclohexylmethyl, "CH" means cyclohexyl, "PH" means phenyl, "BZ" means benzyl, "NPR" means propyl, "IPR" Means isopropyl, "IBu" means isobutyl, "EOE" means -CH ₂ CH ₂ OCH ₂ CH ₃ , "ALL" means allyl, "HYE" means 2-hydroxyethyl, "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 ), "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" means fluorine atom, "Cl" means chlorine atom, "Br" means bromine atom, "CN" means cyano, "NO2" means nitro, "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 , "NCH" means -NHCOH, and * means bonding 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 they are 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, and more preferably Compound IZ5-1 to compound IZ5-160, more preferably compound IZ5-1 to compound IZ5-101, particularly preferably compound IZ5-1 to compound IZ5-44.

As specific examples of the compound IZ5, one to three hydrogen atoms contained in the compounds shown in Table 1Z5, Table 2Z5, Table 3Z5, Table 4Z5, Table 5Z5, Table 6Z5, Table 7Z5, and Table 10Z5 to Table 13Z5 can also be cited Compounds substituted with -SO ₃ M or -CO _{2 M.} For example, the compound IZ5-1 in Table 1Z5 has 1 to 3 sulfonic acid groups bonded to the compound, as shown in the following structure. In the formula, -(SO ₃ H) means replacing any hydrogen atom of compound IZ5-1 in Table 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, it is 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 IZ5-484,

It is still more preferable to have 1 to 3 -SO ₃ M or -CO ₂ M bonded to compound IZ5-1 to compound IZ5-160, and more preferably to have 1 to 3 -SO 3 M or -CO 2 M bonded to compound IZ5-1 to compound IZ5-101. Compounds with 1 to 3 -SO ₃ M or -CO ₂ M, particularly preferably compounds with 1 to 3 -SO ₃ M or -CO ₂ M bonded to compounds IZ5-1 to IZ5-44.

As the compound (IZ5), in the formula (IZ5), preferably: R ^N1Z5 series -CO-R ^102Z5 , -COO-R ^101Z , -CON(R ^102Z5 ) ₂ , or can be selected from -SO ₃ M And _{the substituents in the group consisting of -CO 2} M are hydrocarbon groups with 1 to 20 carbons, R ^1Z5 is a hydrogen atom, which can have substituents selected from the group consisting of -SO ₃ M and -CO ₂ M A hydrocarbon group with 1 to 20 carbons, -SO ₃ M or -CO ₂ M, R ^2Z5 to R ^5Z5 are each independently a hydrogen atom, a hydrocarbon group with 1 to 20 carbons, a halogen atom, -N(R ^102Z5 ) ₂ , Nitro group, a hydrocarbon group with 1 to 20 carbon atoms in which all or part of the hydrogen atoms are replaced by fluorine atoms, -NHCO-R ^102Z5 , -OR ^102Z5 , -SO ₃ M or -CO ₂ M, in R ^2Z5 to R ^5Z5 At least one is a hydrocarbon group with 1 to 20 carbons, a halogen atom, -N(R ^102Z5 ) ₂ , a nitro group, a hydrocarbon group with 1 to 20 carbons in which all or 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 with 1 to 20 carbons, -SO ₃ M or -CO, which can have a substituent selected from the group consisting of -SO ₃ M and -CO _{2 M 2} M,

R ^102Z5 is a hydrogen atom, or a hydrocarbon group with a carbon number of 1 to 20, which can have a _{substituent selected from the group consisting of -SO 3} M and -CO ₂ ^{M, and R 101Z} _{can have a hydrocarbon group selected from -SO 3} M and- The substituents in the group formed by CO ₂ M are hydrocarbon groups with 1 to 20 carbon atoms, 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 can have a carbon number of 1 to 10 as a substituent selected from the group _{consisting of -SO 3} M and -CO _{2 M} Hydrocarbyl group, R ^1Z5 is a hydrogen atom, R ^2Z5 to R ^5Z5 are each independently a hydrogen atom, a hydrocarbon group with 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z5 ) ₂ , a nitro group, all or part of hydrogen A hydrocarbon group with 1 to 10 carbon atoms, -NHCO-R ^102Z5 , -OR ^102Z5 , -SO ₃ M or -CO ₂ M in which the ^{atom is replaced by a fluorine atom, at least one of R 2Z5} to R ^5Z5 is a carbon number of 1 to 10 Hydrocarbyl group, halogen atom, -N(R ^102Z5 ) ₂ , nitro group, hydrocarbon group with 1 to 10 carbons in which all or 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 the same group, and are a hydrogen atom, or can have a carbon number of 1 to 10 as a substituent selected from the group _{consisting of -SO 3} M and -CO _{2 M} The hydrocarbon group of R ^102Z5 is a hydrogen atom, or a hydrocarbon group of 1 to 10 carbons that _{can have substituents selected from the group consisting of -SO 3} M and -CO ₂ ^{M, and R 101Z} can have a _{hydrocarbon group selected from -SO 3} The substituents in the group formed by M and -CO ₂ M are hydrocarbon groups with 1 to 10 carbon atoms, and M is a compound with a hydrogen atom or an alkali metal atom;

More preferably: R ^N1Z5 is -CO-R ^102Z5 , -CON(R ^102Z5 ) ₂ , or can have a carbon number of 1 to 10 as a substituent selected from the group _{consisting of -SO 3} M and -CO _{2 M} The hydrocarbon group,

R ^1Z5 is a hydrogen atom, R ^2Z5 to R ^5Z5 are each independently a hydrogen atom, a hydrocarbon group of 1 to 10 carbon atoms, a halogen atom, -N(R ^102Z5 ) ₂ , nitro group, trifluoromethyl group, -OR ^102Z5 , -SO ₃ M or -CO ₂ M, ^{at least one of R 2Z5} to R ^5Z5 is a hydrocarbon group with 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,

R ^6Z5 and R7Z5 are the same group, and are a hydrogen atom or a hydrocarbon group with 1 to 10 carbon atoms,

R ^102Z5 is a hydrogen atom, or a hydrocarbon group with 1 to 10 carbons that _{can have substituents selected from the group consisting of -SO 3} M and -CO ₂ ^{M, and R 101Z} can have a _{hydrocarbon group selected from -SO 3} M and- The substituents in the group formed by CO ₂ M are hydrocarbon groups with 1 to 10 carbons,

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 the compound represented by the formula pt1Z5 (hereinafter referred to as a phthalonitrile compound) and the compound represented by the formula pt2Z5 (hereinafter referred to as an alkoxide compound) Situation) 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. Furthermore, 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 meaning as described above. R ^14Z5 represents an alkyl group having 1 to 20 carbons. M ^1Z5 represents an alkali metal atom. LG represents a halogen atom, tosyloxy, 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, second butyl, tertiary butyl, etc. Preferably, it is an alkyl group having 1 to 6 carbon atoms.

Examples of the alkali metal atoms represented by M ^1Z5 include lithium atoms, sodium atoms, and potassium atoms.

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, and still more preferably 0.4 to 2 Mol.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt3Z5 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 mol .

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt4Z5 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably 1 to 2 mol .

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 acids such as citric acid, formic acid, gluconic acid, lactic acid, oxalic acid and tartaric acid, preferably including hydrochloric acid, hydrobromic acid, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid and carboxylic acid , More preferably acetic acid.

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

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 solvent; dimethyl sulfide and other sulfide solvents, preferably include: water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents and sub The stubborn solvents are more preferably: 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 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 dimethyl sulfoxide, particularly preferably: water, acetonitrile, Methanol, ethanol and 2-propanol.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the phthalonitrile compound.

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 is 1 mol, the usage amount of compound pt5Z5 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and more preferably It is 1 to 2 moles.

When reacting the compound pt5Z5, it is preferable to coexist with a base. Examples of bases 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 butyl lithium, tertiary butyl lithium and phenyl lithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

The compound IZ5 in which R ^1Z5 is a hydrogen atom is 1 mol. The amount of 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 pt5Z5 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 IZ5 in which R ^{1Z5 is a hydrogen atom.} The reaction temperature of the 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 _{, the sulfonic acid group or -SO 3} M ²² can be introduced by reacting the compound IZ5 with a sulfonating agent such as fuming sulfuric acid or chlorosulfonic acid. M ²² represents an alkali metal atom. Examples of the alkali metal atoms represented by M ²² include lithium atoms, sodium atoms, and potassium atoms.

Relative to 1 mol of compound IZ5, _{the usage amount of SO 3} in fuming sulfuric acid 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 1 mol of compound IZ5, the amount of sulfuric acid used in fuming sulfuric acid is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and still more preferably 10 to 50 moles. Relative to 1 mol of compound IZ5, 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. Ear.

The reaction temperature of 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 for taking out the compound IZ5 from the reaction mixture is not particularly limited, and it can be taken out by various known methods. For example, after the reaction is completed, the reaction mixture can be filtered to take out the compound IZ5. After filtration, the obtained residue can also be subjected to column chromatography or recrystallization. After the completion of the reaction, after the solvent of the reaction mixture is distilled off, it can also be 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+ are plural, these can be the same or different. The formula I'Z6 and the formula I"Z6 each represent the partial structure of the formula IZ6, and D, Z, A ^c+ , a, b, c and d represent the same as those in the formula IZ6. However, the formula I'Z6 is The negative valence of the partial structure shown is the same as the absolute value of the positive valence of the partial structure shown in formula I”Z6]

The integer shown by a is 1-10, preferably 1-8, more preferably 1-6, and still more preferably 1-4. The integer shown by b is 1 or more, preferably 1-10, more preferably 1-8. The integer shown by c is 2-10, preferably 2-8, more preferably 2-6, and still more preferably 2-4. The integer shown by d is 1 or more, preferably 1-10, more preferably 1-8. Z is preferably -CO ₂ ^-.

A ^c+ represents a metal cation having a valence of 2 or higher. As a metal cation with more than 2 valence,

Metal cations from Group 2 to Group 15 of the Periodic Table of Elements can be cited, preferably: 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, more preferably include: 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 formula (IZ6) is preferably a compound represented by formula IZ6-A (hereinafter, it may be referred to as compound IZ6-A).

[A ^c+ ] _d (IZ6-A")

[In the 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 are} independently represented by 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 ^-, can be substituted with a hydrocarbon group having a carbon number of 1 to 40 group or is capable of having a substituent of a heterocyclic group.

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 , each of which can be bonded to each other to form a ring. R ^101AZ6 independently 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 ^102AZ6 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 a hydrogen atom or an alkali metal atom.

Formula IZ6-A' and formula IZ6-A" each represent a partial structure of 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 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 , M, c or A ^c+ are plural, these can be 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 , satisfying 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) R 1AZ6,} R 2AZ6, R 3AZ6, R 4AZ6, R 5AZ6, R AA1Z6, R AA2Z6, R 12AZ6 and ^R 13AZ6 in the at least one of -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 ^102AZ0 ) ₂ , -NHCOOR ^102AZ6 , or -OCON(R ^102AZ6 ) ₂ , the R ^101AZ6 and R ^102AZ6 have the carbon number of _{-SO 3} ^- or -CO ₂ ^{-from 1 to} The hydrocarbon group of 40 or the heterocyclic group _{with -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^{(ra-iii) R 1AZ6,} R 2AZ6, R 3AZ6, R 4AZ6, R 5AZ6, R AA1Z6, R AA2Z6, R 12AZ6 , and at least one of the ^R 13AZ6, having -SO ₃ ^- or -CO ₂ ^- the number of carbon atoms A hydrocarbon group of 1 to 40 or a heterocyclic group _{having -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group and the heterocyclic group may have substituents other than _{-SO 3} ^- or -CO ₂ ^-.

a represents the same meaning as in formula IZ6. When a is a plural number, these can be the same or different.

The negative valence of the partial structure shown in formula IZ6-A’ is the same as the absolute value of the positive valence of the partial structure shown in formula IZ6-A". The wavy line indicates E-type or Z-type]

The number of carbon atoms of the hydrocarbon group shown in ^{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} 30, more preferably 1-20, still more preferably 1-15, particularly preferably 1-10.

R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 show hydrocarbon groups with 1 to 40 carbon atoms, which can be aliphatic and aromatic The aliphatic hydrocarbon group, the aliphatic hydrocarbon group, can be saturated or unsaturated, and can also be chain or alicyclic.

^Examples of 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, heptadecyl, octadecyl and icosyl and other linear Alkyl, etc.; isopropyl, isobutyl, second butyl, tertiary butyl, (2-ethyl)butyl, isopentyl, neopentyl, tertiary 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 groups, 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 from 1 to 30, more preferably from 1 to 20, and still more preferably from 1 to 15. Among them, a linear or branched alkyl group having a carbon number of 1 to 10 (more preferably a carbon number of 1 to 8, and still more preferably a carbon number of 1 to 5) is particularly preferred.

^Examples of 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: 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), cycloheptenyl and cyclooctenyl and other cycloalkenyl groups; norbornanyl, 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, more preferably 5 to 15, the best is 5-10. 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} Group, m-tolyl, p-tolyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylbenzene Group, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropyl Phenyl, o-tertiary butylphenyl, m-tertiary butylphenyl, p-tertiary 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 stilbene group, phenanthryl group, anthracenyl group and pyrenyl group; etc. The carbon number of the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, and still more preferably 6-15.

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 Hydrocarbyl groups, groups combined with at least one of chain hydrocarbon groups and alicyclic hydrocarbon groups) include aralkyl groups such as benzyl, phenethyl, and 1-methyl-1-phenylethyl; benzene Phenyl vinyl (phenyl vinyl; phenyl ethenyl) and other arylalkenyl groups; phenylethynyl and other arylalkynyl groups; biphenyl and terphenyl groups such as phenyl groups bonded to more than one phenyl group; cyclohexylmethyl Benzyl phenyl, benzyl phenyl, (dimethyl (phenyl) methyl) phenyl and the like.

R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^{102AZ6 are} the groups represented by the above-listed hydrocarbon groups (for example, chain hydrocarbon groups and (Alicyclic hydrocarbon group) is a combination of groups, for example: cyclopropyl methyl, cyclopropyl ethyl, cyclobutyl methyl, cyclobutyl ethyl, cyclopentyl methyl, cyclopentyl ethyl, Cyclohexylmethyl, 2-methylcyclohexylmethyl, cyclohexylethyl, adamantylmethyl and other alkyl groups bonded with one or more alicyclic hydrocarbon groups.

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 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 may have substituents. The substituent may be monovalent or divalent. For the divalent substituent, it is preferable that two bonding bonds are bonded to the same carbon atom to form a double bond.

Examples of the monovalent substituent include methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, and tertiary butoxy, 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-dimethyl Phenyloxy, 2,4-dimethylphenyloxy, 2,5-dimethylphenyloxy, 2,6-dimethylphenyloxy, 3,4-dimethylbenzene Baseoxy, 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 Oxy groups, etc., and groups represented by the following formulae, etc. have a hydrocarbon group with 1 to 20 carbons (preferably 1 to 10 carbons) or derivatives thereof (for example, via carboxyl, sulfonic acid, The oxy group of a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbons (preferably an octylsulfasulfonyl group), etc.;

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

Epoxy, oxetanyl, tetrahydrofuranyl, tetrahydropiperanyl;

Formaldehyde

Acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentamyl, hexyl, (2-ethyl) hexyl, heptyl, octyl, nonyl, Decanoyl, undecanoyl, dodecanoyl, 21 acyl, benzyl, etc., and the groups represented by the following formula are bonded with carbon number 1 to 20 (preferably carbon number 1 To 11) hydrocarbon group or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl) The carbonyl group (when the carbonyl group is an alkanoyl group, the carbon number is preferably 2 to 12);

Methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, tertiary butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, heptoxycarbonyl Alkylcarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, eicosyloxycarbonyl, phenyloxycarbonyl, o-tolyloxy A carbonyl group, etc., and the groups represented by the following formulae are bonded to a hydrocarbon group with 1 to 20 carbons (preferably 1 to 10 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, The oxycarbonyl group of hydroxyl, halogen (preferably chlorine atom), alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derived groups with carbon number of 1 to 10;

Amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylene Amino, N-isopropylamino, N,N-diisopropylamino, N-butylamino, N,N-dibutylamino, N-isobutylamino, N, N-diisobutylamino, N-second butylamino, N,N-disecond butylamino, N-tertiary butylamino, N,N-di-tertiary butylamino , 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 Amino group, N,N-eicosylmethylamino group, N,N-tertiary butylmethylamino group, N,N-phenylmethylamino group, etc., and the group represented by the following formula, etc. Or 2 hydrocarbon groups with 1 to 20 carbons (preferably 1 to 10 carbons) or derivatives thereof (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon number Amino groups derived from 1 to 10 alkylsulfamoyl (preferably octylsulfamoyl) and the like);

Sulfamate; N-methylsulfasulfonyl, N,N-dimethylsulfasulfonyl, N-ethylsulfasulfonyl, N,N-diethylsulfasulfonyl, N-propane Sulfonamide, N,N-Dipropyl Sulfonyl, N-Isopropyl Sulfonyl, N,N-Diisopropyl Sulfonyl, N-Butyl Sulfonyl, N,N-Dibutylsulfasulfonyl, N-isobutylsulfasulfonyl, N,N-Diisobutylsulfasulfonyl, N-Second Butylsulfasulfonyl, N,N- Di-second butylsulfasulfonyl, N-tertiary butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N-pentylsulfasulfonyl, N,N-dipentyl Sulfonamide, N-(1-ethylpropyl) Sulfonyl, N,N-bis(1-ethylpropyl) Sulfonyl, N-hexyl Sulfonyl, N,N -Dihexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfonyl, N, N-Diheptylsulfasulfonyl, N-octylsulfasulfonyl, N,N-dioctylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N-nonylsulfasulfon Aceyl, N,N-Dinonylsulfasulfonyl, N-Phenylsulfasulfonyl, N,N-Diphenylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N , N-propyl methylsulfamate, N,N-isopropyl methylsulfamate, N,N-butyl methylsulfamate, N-decylsulfamate, N,N- Decyl methyl sulfasulfonyl, N-undecyl sulfasulfonyl, N, N-undecyl sulfasulfonyl, N-deca Dibasic sulfasulfonyl, N,N-dodecyl sulfasulfonyl, N-eicosyl sulfasulfonyl, N,N-eicosyl sulfasulfonyl, N,N-th Tributylmethylsulfasulfonyl, N,N-phenylmethylsulfasulfonyl, etc., and the groups shown in the following formulae, etc. have 1 or 2 carbon atoms from 1 to 20 (preferably from 1 to 20 carbon atoms). 10) Hydrocarbyl group or its derivative (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably octyl) Aminosulfonyl) and other derivative groups) substituted sulfamoyl;

Formylamino; Acetylamino, propylamino, butyrylamino, 2,2-dimethylpropanylamino, pentanylamino, hexylamino, (2- (Ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, dodecanoylamino, quinosylamino Amino groups, benzylamino groups, etc., and groups represented by the following formulae are bonded to hydrocarbon groups with 1 to 20 carbons (preferably 1 to 12 carbons) or their derivatives (for example, via carboxyl, The carbonylamino group of a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), a C1-C10 alkylsulfasulfonyl group (preferably an octylsulfasulfonyl group), etc.) (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;

Formyloxy; acetoxy, propoxy, butoxy, 2,2-dimethylpropoxy, pentoxy, hexoxy, (2-ethyl)hexoxy Oxyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, docosyloxy, benzyloxy Etc., and the groups represented by the following formulas are bonded to hydrocarbon groups with carbon numbers 1 to 20 (preferably carbon numbers 1 to 10) or derivatives thereof (for example, via carboxyl, sulfonic, nitro, hydroxy, The carbonyloxy group of halogen (preferably a chlorine atom), a C1-C10 alkylsulfasulfonyl (preferably octylsulfasulfonyl) and the like) (the carbonyloxy group is an alkoxide When base, the carbon number is preferably 1 to 10);

Methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, heptylsulfonyl Alkyl, octylsulfonyl, nonylsulfonyl, decylsulfonyl, undecylsulfonyl, dodecylsulfonyl, eicosylsulfonyl, phenylsulfonyl, p-toluene Sulfonyl groups, etc., and groups represented by the following formulae are bonded to hydrocarbon groups having 1 to 20 carbons (preferably 1 to 10 carbons) 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 alkylsulfasulfonyl group having 1 to 10 carbons (preferably an octylsulfasulfonyl group), etc.) Sulfonyl

Carboxamide; N-methylcarboxamide, N,N-dimethylcarboxamide, N-ethylcarboxamide, N,N-diethylcarboxamide, N-propyl N, N,N-dipropylaminomethanyl, N-isopropylaminomethanyl, N,N-diisopropylaminomethanyl, N-butylaminomethanyl, N,N-dibutylaminomethanyl, N-isobutylaminomethanyl, N,N-diisobutylaminomethanyl, N-second butylaminomethanyl, N,N- Di-second butylamino formyl, N-tertiary butylamino formyl, N,N-di-tertiary butylamino formyl, N-pentylamino formyl, N,N-dipentyl Aminomethyl, N-(1-ethylpropyl)aminomethanoyl, N,N-bis(1-ethylpropyl)aminomethanoyl, N-hexylaminomethanoyl, N,N -Dihexylaminomethanyl, N-(2-ethyl)hexylaminomethanyl, N,N-bis(2-ethyl)hexylaminomethanyl, N-heptylaminomethanyl, N, N-Diheptylaminoformyl, N-octylaminoformyl, N,N-dioctylaminoformyl, N-nonylaminoformyl, N,N- Octylmethylcarbamate, N,N-octylbutylcarbamate, N,N-dinonylcarbamate, N-phenylcarbamate, N,N-diphenyl Carboxamide, N,N-ethylmethylcarboxamide, N,N-propylmethylcarboxamide, N,N-isopropylmethylcarboxamide, N,N-butyl methyl Carboxylic, N-decylcarboxyl, N,N-decylmethylcarboxyl, N-undecylcarboxyl, N,N-undecylcarboxyl Group, N-dodecylaminoformyl, N,N-dodecylmethylaminoformyl, N-eicosylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-tertiary butylmethylaminoformyl, N,N-phenylmethylaminoformyl, etc., and the groups represented by the following formula, etc. have 1 or 2 carbon atoms from 1 to 20 (preferably It is a hydrocarbon group with 1 to 10 carbons or its derivatives (for example, via a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylsulfonamide group with a carbon number of 1 to 10 ( Preferably it is octyl sulfamoyl) and other derivative groups) substituted carbamoyl;

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

Perfluoroethylmethyl, perfluoropropylmethyl, perfluoroisopropylmethyl, perfluorobutylmethyl, perfluoropentylmethyl, perfluorohexylmethyl, perfluoroheptylmethyl, perfluorooctane All hydrogen atoms are replaced by fluorine atoms. Substituted linear or branched alkyl substituted with 1 to 20 carbons and 1 to 20 hydrocarbons;

Part of hydrogen atoms such as 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl and 2,4,6-trifluorophenyl are substituted by fluorine with carbon number of 1 to 20 (preferably carbon number 1 to 10) 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 and other C1-C20 (preferably C1-C10) alkylthiocarbonyl groups, -CO-SC ₆ H ₅ and C6-C20 arylthiocarbonyl groups;

*-COCO-R represented by the following formula (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms among the hydrocarbon groups listed above), or derivatives thereof (For example, derived from carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group (preferably octylsulfasulfonyl) with 1 to 10 carbon atoms, etc. Basis)) of the basis;

_{*-NRCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons among the hydrocarbon groups listed above), or its derivative ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxy group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), 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;

_{*-OCONR 2} represented by the following formula (where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons among the above-listed hydrocarbon groups), or its derivative ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxy group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), 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;

*-NRCOOR represented by the following formula (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, those with 1 to 20 carbon atoms among the above-listed hydrocarbon groups), or derivatives thereof ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxy group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), 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;

*-OP(O)(OCH ₃ ) ₂ etc.*-OP(O)(OR) ₂ (where R is a hydrogen atom and a hydrocarbon group with 1 to 20 carbon atoms (for example, among the hydrocarbon groups listed above, the Number of 1 to 20), or derivatives thereof (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably a chlorine atom), alkylsulfonamide having 1 to 10 carbon atoms (preferably It is a group derived from octylsulfamoyl), and the R groups can be the same or different from each other, and can also be bonded to each other to 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 Where R is a hydrogen atom, a hydrocarbon group with 1 to 20 carbons (for example, those with 1 to 20 carbons among the above-listed hydrocarbon groups), or derivatives thereof (for example, a carboxyl group, a sulfonic acid group, a nitro group, Hydroxyl, halogen (preferably a chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derived groups with 1 to 10 carbon atoms), the R systems can be the same or can be different, also can be bonded to each other to form a ring) of the ^{_{group; -SO 3 -; -CO 2 -}} ; and the like.

Examples of divalent substituents include pendant oxy groups, thioketone groups, imino groups, imino groups substituted with alkyl groups having 1 to 20 carbons (preferably 1 to 10 carbons), and 6 to 20 aryl substituted imino groups, etc. Examples of the imino group substituted with an alkyl group include CH ₃ -N=, CH ₃ -CH ₂ -N=, CH ₃ -(CH ₂ ) ₂ -N= and CH ₃ -(CH ₂ ) ₃ -N = Wait. Examples of the imino group substituted with an aryl group include C ₆ H ₅ -N= and the like.

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

[Group s1]

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

A carbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof is bonded;

Amine group; amine group substituted with 1 or 2 hydrocarbon groups with 1 to 20 carbons or its derivatives; sulfamyl; amine group substituted with 1 or 2 hydrocarbon groups with 1 to 20 carbons or its derivatives Sulfonyl; a carbonylamino group bonded to a hydrocarbon group with 1 to 20 carbon atoms or a derivative thereof; a hydroxyl group; a 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); nitro group; cyano group; a hydrocarbon group with 1 to 20 carbon atoms or its derivatives A carbonyloxy group; a sulfonyl group bonded to a hydrocarbon group with 1 to 20 carbons or its derivative; carbamethanyl group; a carbamate substituted with one or two hydrocarbon groups with 1 to 20 carbons or its derivative An acyl group; a hydrocarbon group of 1 to 20 carbons in which all hydrogen atoms are replaced by fluorine atoms; the number of carbons substituted by a straight or branched chain alkyl group of 1 to 20 carbons in which all hydrogen atoms are replaced by fluorine atoms hydrocarbon group of 1 to 20; a portion of the hydrogen atom of fluorine-substituted hydrocarbon group having a carbon number of 1 to 20; ^{_{oxo; -SO 3 -; -CO 2 -}} .

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

[群s2]

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

A carbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or a derivative thereof is bonded;

An oxycarbonyl group to which a hydrocarbon group with 1 to 10 carbon atoms or a derivative thereof is bonded;

Amino; Amino substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons;

Sulfonamide; Sulfonamide substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbons or derivatives thereof; carbonylamino groups bonded to hydrocarbon groups with 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 with 1 to 10 carbon atoms or a derivative thereof is bonded;

A sulfonyl group bonded to a hydrocarbon group with 1 to 10 carbon atoms or a derivative thereof;

Carboxamide; Carboxamide substituted with one or two hydrocarbon groups with 1 to 10 carbon atoms or derivatives thereof; Carboxamide groups with 1 to 10 carbon atoms in which all hydrogen atoms are replaced by fluorine atoms;

A hydrocarbon group of 1 to 10 carbons substituted by a straight-chain or branched chain alkyl group of 1 to 10 carbons in which all hydrogen atoms are substituted by fluorine atoms; a hydrocarbon group of 1 to 10 carbons in which part of the hydrogen atoms are substituted by fluorine atoms ; _{^{oxo; -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 , R ^101AZ6 and R ^102AZ6 , the hydrocarbon group having substituents and having a carbon number of 1 to 40 can be Examples include a hydrocarbon group having 1 to 40 carbon atoms with a monovalent or divalent substituent; preferably, a saturated or unsaturated chain hydrocarbon group having 1 to 30 carbon atoms with a monovalent or divalent substituent, having 1 A saturated or unsaturated alicyclic hydrocarbon group with a carbon number of 3 to 30 as a valence or divalent substituent, and an aromatic hydrocarbon group with a carbon number of 6 to 30 having a monovalent or divalent substituent, or a combination of a hydrocarbon group A group having 4 to 30 carbon atoms with monovalent or divalent substituents;

More preferable examples include: saturated or unsaturated chain hydrocarbon groups having 1 to 20 carbon atoms having group s1 substituents, saturated or unsaturated alicyclic hydrocarbon groups having 3 to 20 carbon atoms having group s1 substituents, and group s1 The substituent is an aromatic hydrocarbon group with 6 to 20 carbons or a group formed by combining a hydrocarbon group and has a group of s1 substituents with a carbon number of 4 to 20;

Particularly preferred examples include: saturated or unsaturated chain hydrocarbon groups having 1 to 15 carbon atoms having group s2 substituents, saturated or unsaturated alicyclic hydrocarbon groups having 3 to 15 carbon atoms having group s2 substituents, and group s2 The substituent is an aromatic hydrocarbon group with 6 to 15 carbon atoms or a group formed by combining a hydrocarbon group and has a group of s2 substituent with a carbon number of 4 to 15.

As ^{the heterocyclic group represented by R 1AZ6} , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , RA ^A2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 , they can be monocyclic or polycyclic , Preferably a heterocyclic ring containing a hetero atom as a constituent element of the ring. Examples of heteroatoms include nitrogen atoms, oxygen atoms, and sulfur atoms.

The carbon number of 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

Monocyclic saturated heterocycles; 2,5-dimethylpyrrole and other pyrazoles, 2-methylpyrazole, 3-methylpyrazole and other pyrazoles, imidazoles, 1,2,3-triazoles and 1,2 ,4-Triazole and other 5-membered ring system unsaturated heterocycles; pyridine, pyridine

, 6-methylpyrimidine and other pyrimidines, pyrimidines

And 1,3,5-three

6-membered ring system unsaturated heterocyclic ring; indazole, indoline, isoindoline, indole, indole

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

Morinoline, 3-methylquine

Quinoline

Quinoline, quinazoline, cinnoline, and

,

Condensed bicyclic heterocycles such as pyridine, purine, pteridine, benzopyrazole, benzopiperidine, etc.; 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； Examples of the heterocyclic ring containing an oxygen atom include: ethylene oxide, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-di

Alkane and 1,4-di

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

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-methylbenzopiperan and other benzopyran, benzodi

Uh,

Difference

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

Examples of the heterocyclic ring containing a sulfur atom include: 5-membered ring system saturated heterocycles such as dithiolane; thiolane, 1,3-dithiolane, 2-methyl 1, 6-membered saturated heterocyclic ring such as 3-dithiocyclohexane; 5-membered ring such as thiophene such as 3-methylthiophene and 2-carboxythiophene, benzothiopyran such as 4H-thiopyran and chroman System unsaturated heterocyclic ring; benzothiophene and other condensed bicyclic heterocyclic ring; thianthene, dibenzothiophene and other condensed tricyclic heterocyclic ring; 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

Azoles etc.

Azole, 2-methyl iso

Azole, 3-methyl iso

Azoles

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

Azole, benzo

Benzodi

Alkyl, benzimidazole and other condensed bicyclic heterocycles; phenanthrene

Condensed tricyclic heterocycles; etc.

等縮合三環系雜環；等。 Examples of the heterocyclic ring containing a nitrogen atom and a sulfur atom include monocyclic heterocycles such as thiazoles such as 3-methylthiazole and 2,4-dimethylthiazole; condensed bicyclic heterocycles such as benzothiazole; and phenanthrene. Thio

Condensed tricyclic heterocycles; etc.

The above-mentioned heterocyclic ring may also be a group combining the above-listed hydrocarbon groups, and examples thereof include tetrahydrofurylmethyl and the like.

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

The aforementioned heterocyclic group may be a heterocyclic group formed by bonding two or more ^{of R 1AZ6} to R ^5AZ6. Such a heterocyclic group, together with ^{the benzene ring to which R 1AZ6} to R ^5AZ6 is bonded, has a ring structure of more than two rings. As the ring structure having two or more rings, for example, the structure of the following formula can be mentioned.

The bonding position of the above-mentioned heterocyclic ring is the part after any hydrogen atom contained in each ring is removed.

The heterocyclic ^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 may have substituents. Examples of the substituent include substituents capable of having 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 ones. Furthermore, when the aforementioned heterocyclic ring contains a nitrogen atom as its constituent element, the nitrogen atom may also be bonded to the above-listed hydrocarbon group as a substituent.

The preferred substituents 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 The 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 monovalent heterocyclic groups.} Or the heterocyclic group of a divalent substituent, preferably a heterocyclic group having a group s1 substituent, more preferably a heterocyclic group having a group s2 substituent.

The substituent (first substituent) that the above-mentioned hydrocarbon group or heterocyclic group may 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 aforementioned first substituent may also have another substituent (second substituent) bonded 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.

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 atoms, -SO ₃ M, and -CO ₂ M will be described. In the following examples -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 , preferably corresponding to R ^101AZ6 , the R moiety bonded ^102AZ6 s2 have a substituent group, in particular, -SO ₃ ^-, -CO ₂ ^- and the like.

Examples of -CO-R ^102AZ6 include: formyl; acetyl, propionyl, butyryl, 2,2-dimethylpropionyl, pentanyl, hexyl, and (2-ethyl) Hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, oxanyl, benzyl, etc., and the groups shown in the above formula A hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 to 20 The carbonyl group of 10 alkylsulfasulfonyl (preferably octylsulfasulfonyl) and the like) (when the carbonyl group is an sulfonyl group, the carbon number is 2 to 41), as shown in Table 1Z6 to Table 4Z6 In the compound corresponding to ^{the group of -CO-R 102AZ6} , etc., preferably include: a carbonyl group (the carbonyl group is an alkyl In the case of an acyl group, the carbon number is more preferably 2 to 12) and the group corresponding to -CO-R ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6.

Examples of -COO-R ^101AZ6 include: methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, tertiary butoxycarbonyl, butoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, (2 -Ethyl) hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonyloxycarbonyl, decyloxycarbonyl, undecyloxycarbonyl, dodecyloxycarbonyl, phenyloxycarbonyl, two The decayloxycarbonyl group, etc., and the groups shown in the above formula are bonded to hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatives (for example, via carboxyl, sulfonic acid, nitro Oxycarbonyl group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derived groups with carbon number of 1 to 10) and Table 1Z6 to Table In the compound shown in 4Z6, the group corresponding to -COO-R ^102AZ6 , etc., preferably include: an oxycarbonyl group bonded with a hydrocarbon group with 1 to 10 carbon atoms or its derivative, 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: formoxy; acetoxy, propoxy, butoxy, 2,2-dimethylpropoxy, pentoxy, and hexoxy Oxy, (2-ethyl) hexyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy, twenty One acyloxy group, benzyloxy group, and the group represented by the above formula are bonded to a hydrocarbon group having 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (for example, via a carboxyl, The carbonyloxy group of a sulfonic acid group, a nitro group, a hydroxyl group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbons (preferably an octylsulfasulfonyl group), etc.) (When the carbonyloxy group is an acyloxy group, the carbon number is from 2 to 41), and the group corresponding to -OCO-R ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, etc., preferably including: bonded with carbon A hydrocarbon group of 1 to 11 (more preferably a carbon number of 1 to 10) or a carbonyloxy group derived from it (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 groups of ^{-OCO-R 102AZ6.}

Examples of -COCO-R ^102AZ6 include: methyl oxalyl, ethyl oxalyl, propyl oxalyl, butyl oxalyl, pentyl oxalyl, hexyl oxalyl, (2-ethyloxalyl, Base) hexyl glyceryl, heptyl glyceryl, octyl glyceryl, nonyl glyceryl, decyl glyceryl, undecyl glyceryl, dodecyl glyceryl, twenty-base glyceryl Group, cyclopentyl oxalyl, cyclohexyl oxalyl, phenyl oxalyl, p-tolyl oxalyl, etc., and the groups represented by the above formula are bonded with carbon number 1 to 40 (preferably Carbon 1-20) hydrocarbon group or its derivative (for example, through carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1-10 alkyl sulfonamide group (more Preferably, it is a derivative of octylsulfamoyl) and the like.

Examples of -OR ^102Az6 include: hydroxyl; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, second butoxy, tertiary butoxy, pentyl Oxyloxy, 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 the above formula A hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), The oxy group of an alkylsulfamoyl group having 1 to 10 carbon atoms (preferably an octylsulfamoyl group) and the like, and the group corresponding to -OR ^102AZ6 in the compounds shown in Tables 1Z6 to 4Z6, etc., Preferably, it is an oxy group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is ^{bonded, and} the 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 An acyl group, a phenylsulfonyl group, a p-tolylsulfonyl group, etc., and the group shown in the above formula, etc. are bonded to a hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (For example, derived from carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group (preferably octylsulfasulfonyl) with 1 to 10 carbon atoms, etc. yl) acyl and the sulfo compound shown in table to table 1Z6 4Z6 corresponding to the group -SO ^₂ -R _102AZ6, the preferred junction or a hydrocarbon group having a carbon sulfo-derived acyl of 1 to 10 and a bond The compounds shown in Table 1Z6 to Table 4Z6 correspond to the groups of _{-SO 2} -R ^102AZ6.

Examples of -SO ₂ N(R ^102AZ6 ) ₂ include: sulfasulfonyl; N-methylsulfasulfonyl, N-ethylsulfasulfonyl, N-propylsulfasulfonyl, and N-iso Propyl sulfasulfonyl, N-butyl sulfasulfonyl, N-isobutyl sulfasulfonyl, N-second butyl sulfasulfonyl, N-tertiary butyl sulfasulfonyl, N- Pentylsulfasulfonyl, N-(1-ethylpropyl)sulfasulfonyl, N-hexylsulfasulfonyl, N-(2-ethyl)hexylsulfasulfonyl, N-heptylsulfasulfon Aceyl, N-octylsulfasulfonyl, N-nonylsulfasulfonyl, N-decylsulfasulfonyl, N-undecylsulfasulfonyl, N-dodecylsulfasulfonyl, N-eicosylsulfasulfonyl, N-phenylsulfasulfonyl, etc., and the groups shown in the above formula, etc. have 1 carbon number 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or Derivative groups (for example, via carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably octylsulfasulfonyl group), etc. Derivative groups) substituted sulfamoyl groups and groups corresponding to -SO ₂ 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-Dimethylsulfasulfonyl, N,N-Ethylmethylsulfasulfonyl, N,N-Diethylsulfasulfonyl, N,N-propylmethylsulfasulfonyl, N,N-dipropyl sulfasulfonyl, N,N-isopropylmethyl sulfasulfonyl, N,N-diisopropylsulfasulfonyl, N,N-tertiary butyl sulfasulfonyl Group, N,N-diisobutylsulfasulfonyl, N,N-disecond butylsulfasulfonyl, N,N-di-tertiary butylsulfasulfonyl, N,N-butylmethylamine Sulfonyl, N,N-dibutylsulfasulfonyl, N,N-dipentylsulfasulfonyl, N,N-bis(1-ethylpropyl)sulfasulfonyl, N,N- Dihexylsulfasulfonyl, N,N-bis(2-ethyl)hexylsulfasulfonyl, N,N-diheptylsulfasulfonyl, N,N-octylmethylsulfasulfonyl, N , N-dioctylsulfasulfonyl, N,N-dinonylsulfasulfonyl, N,N-decylmethylsulfasulfonyl, N,N-undecylmethylsulfasulfonyl, N,N-Dodecyl Methanesulfonyl, N,N-Eicosyl Methanesulfonyl, N,N-Phenyl Methanesulfonyl, N,N-Diphenylsulfamyl The acyl group, etc., and the group shown in the above formula are connected to two hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20) or derivatives thereof (for example, through carboxyl, sulfonic acid, nitro, and hydroxyl). , Halogen (preferably a chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatives of carbon number 1 to 10) substituted sulfasulfonyl and Table 1Z6 to Table 4Z6 In the shown compound, the group corresponding to -SO ₂ N(R ^102AZ6X ) ₂ (except that R ^{102AZ6X is} not a hydrogen atom, the rest is the ^{same as R 102AZ6} ), etc., preferably having 1 or 2 carbon atoms with 1 to 10 Sulfonamide substituted by a hydrocarbon group or its derivatives and Table 1Z6 to Table 4Z The compound shown in 6 corresponds to the group of -SO ₂ N(R ^102AZ6 ) ₂ and so on.

Examples of -CON(R ^102AZ6 ) ₂ include: carboxamide; N-methyl carboxamide, N-ethyl carboxamide, N-propyl carboxamide, and N-isopropyl Carbamethanyl, N-butylaminomethanoyl, N-isobutylaminomethanoyl, N-second butylaminomethanoyl, N-tertiary butylaminomethanoyl, N-pentyl Carboxylic, N-(1-ethylpropyl)carboxyl, N-hexylcarboxyl, N-(2-ethyl)hexylcarboxyl, N-heptylcarboxyl , N-octylaminomethanyl and N-nonylaminomethanoyl, N-decylaminomethanoyl, N-undecylaminomethanoyl, N-dodecylaminomethanoyl, N- Eicosylaminomethanyl, N-phenylaminomethanyl, etc., and the groups shown in the above formula, etc. have 1 to 40 (preferably, 1 to 20) hydrocarbon groups or derivatives thereof (For example, derived from carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkylsulfasulfonyl group (preferably octylsulfasulfonyl) with 1 to 10 carbon atoms, etc. Group) substituted amine methanoyl and the corresponding -CONH (R ^102AZ6X ) in the compounds shown in Table 1Z6 to Table 4Z6 (except that R ^{102AZ6X is} not a hydrogen atom, the rest is the ^{same as R 102AZ6} ), etc.;

N,N-dimethylaminomethanyl, N,N-ethylmethylaminomethanyl, N,N-diethylaminomethanyl, N,N-propylmethylaminomethanyl, N,N-dipropylaminomethanyl, N,N-isopropylmethylaminomethanyl, N,N-diisopropylaminomethanyl, N,N-tert-butylmethylaminomethanyl Group, N,N-diisobutylaminomethanyl, N,N-di-secondbutylaminomethanyl, N,N-di-tertiarybutylaminomethanyl, N,N-butylmethylamine Formaldehyde, N,N-dibutylaminoformyl, N,N-butyloctylaminoformyl, N,N-dipentylaminoformyl, N,N-bis(1-ethyl N ,N-octylmethylaminomethanyl, N,N-dioctylaminomethanyl, N,N-dinonylaminomethanyl, N,N-decylmethylaminomethanyl, N ,N-undecylmethylaminoformyl, N,N-dodecylmethylaminoformyl, N,N-eicosylmethylaminoformyl, N,N-phenylmethylamine The formyl group, N,N-diphenylamine formyl group, etc., and the group represented by the above formula have 2 hydrocarbon groups with 1 to 40 carbons (preferably 1 to 20 carbons) or their derivatives ( For example, a group derived from a carboxyl group, a sulfonic acid group, a nitro group, a hydroxy group, a halogen (preferably a chlorine atom), an alkylsulfasulfonyl group having 1 to 10 carbon atoms (preferably an octylsulfasulfonyl group), etc. ) Substituted amine methanoyl and the group corresponding to -CON(R ^102AZ6X ) ₂ in the compounds shown in Table 1Z6 to Table 4Z6 (except that R ^{102AZ6X is} not a hydrogen atom, the rest is the ^{same as R 102AZ6} ), etc.,

Preferably, it is an aminomethanyl group substituted with one or two hydrocarbon groups with 1 to 10 carbon atoms or derivatives thereof, and the group corresponding to -CON(R ^102AZ6 ) ₂ in the compounds shown in Table 1Z6 to Table 4Z6.

Examples of -N(R ^102AZ6 ) ₂ include: amino; N-methylamino, N-ethylamino, N-propylamino, N-isopropylamino, and N-butylamine Group, N-isobutylamino, N-second butylamino, N-tertiary butylamino, N-pentylamino, N-hexylamino, N-(2-ethyl)hexyl Amino, N-heptylamino, N-octylamino, N-nonylamino, N-decylamino, N-undecylamino, N-dodecylamino, N-di Decaamino group, N-phenylamino group, etc., and the groups shown in the above formula, etc. have a carbon number of 1 to 40 (preferably carbon number 1 to 20) hydrocarbon group or its derivative (for example, via a carboxyl group). , Sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), alkyl sulfasulfonyl (preferably octylsulfasulfonyl) and other derivatives of carbon number 1 to 10) substituted amine ^{And the corresponding -NH(R 102AZ6X} ) in the compounds shown in Table 1Z6 to Table 4Z6 (except that R ^{102AZ6X is} not a hydrogen atom, the rest is the same as ^{R 102AZ6);}

N,N-dimethylamino, N,N-ethylmethylamino, N,N-diethylamino, N,N-propylmethylamino, N,N-dipropylamine Group, N,N-isopropylmethylamino, N,N-diisopropylamino, N,N-tertiary butylmethylamino, N,N-diisobutylamino, N,N -Di-second butylamino, N,N-di-tertiary butylamino, N,N-butylmethylamino, N,N-dibutylamino, N,N-dipentylamino, 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 group, N,N-eicosylmethylamino group, N,N-phenylmethylamino group, N,N-diphenylamino group, etc., and the groups shown in the above formula, etc. A hydrocarbon group with 1 to 40 carbons (preferably 1 to 20 carbons) or its derivatives (for example, via carboxyl, sulfonic acid, nitro, hydroxyl, halogen (preferably chlorine atom), carbon 1 to 10 Alkylsulfasulfonyl (preferably octylsulfasulfonyl) and other derived groups) substituted amine groups and the compounds shown in Table 1Z6 to Table 4Z6 correspond to -N(R ^102AZ6X ) ₂ (except R ^{102AZ6X is} not a hydrogen atom, and the rest are the ^{same as R 102AZ6} ) groups, etc., preferably amine groups substituted with 1 or 2 hydrocarbon groups with 1 to 10 carbon atoms or derivatives thereof and shown in Table 1Z6 to Table 4Z6 The compound of the corresponding -N(R ^102AZ6 ) ₂ group and so on.

Examples of -NHCO-R ^102AZ6 include: methylamino; acetylamino, acrylamido, butanoamino, 2,2-dimethylpropanoamido, and pentanamido Group, hexylamino, (2-ethyl) hexylamino, heptanoylamino, octylamino, nonanoylamino, decanoylamino, undecylamino, ten Diacylamino group, arachidylamino group, benzylamino group, etc., and the groups shown in the above formulas are bonded to hydrocarbon groups having 1 to 40 carbon atoms (preferably 1 to 20 carbon atoms) Or its derivative group (for example, through carboxyl group, sulfonic acid group, nitro group, hydroxyl group, halogen (preferably chlorine atom), C1-10 alkylsulfasulfonyl group (preferably octylsulfasulfonyl group) ) And other derived groups) of the carbonylamino group (when the carbonylamino group is an acylamino group, the carbon number is 1 to 40) and the group corresponding to -NHCO-R ^102AZ6 in the compounds shown in Table 1Z6 to Table 4Z6, etc., Preferably, it is a carbonylamino group to which a hydrocarbon group having 1 to 10 carbon atoms or a derivative thereof is bonded (when the carbonylamino group is an alkanoylamino group, the carbon number is more preferably 1 to 10), as shown in Table 1Z6 to Table 4Z6 The compound shown corresponds to ^{the base of -NHCO-R 102AZ6} and so on.

Examples of -NHCON(R ^102AZ6 ) ₂ include the groups listed above, and the groups corresponding to -NHCON(R ^102AZ6 ) ₂ in the compounds shown in Tables 1Z6 to 4Z6.

Examples of -NHCOOR ^102AZ6 include the groups listed above, and the groups corresponding to -NHCOOR ^102AZ6 in 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 hydrogen atoms; alkali metal atoms such as lithium atoms, sodium atoms, and potassium atoms, and hydrogen atoms, sodium atoms, and potassium atoms are preferred.

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 contains substituents (first substituents), can It is one or two or more, and two or more substituents are independent of each other, and can be the same or different.

Furthermore, the aforementioned first substituent may also have other substituents (second substituents) bonded to the hydrocarbon group contained in a part of the first substituent. The second substituent can be selected from the same groups as the first substituent.

R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 are preferably 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, a halogen atom, a cyano group, a nitro _{group, -SO 3 M, -CO 2 M} , -SO 3 -, -CO 2 -, can be a substituent having a carbon number of 1 to The hydrocarbon group of 40 or the heterocyclic group which can have a substituent.

As R ^101AZ6 , a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent is preferable.

As R ^102AZ6 , a hydrogen atom or a hydrocarbon group having 1 to 40 carbon atoms which can have a substituent is preferable.

、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 ring formed by R ^2AZ6 and R ^3AZ6 , R ^3AZ6 and R ^4AZ6 , and R ^4AZ6 and R ^5AZ6 is condensed with the benzene ring of the isoindoline skeleton of the compound represented by formula IZ6. Examples of the condensed ring structure of the ring formed by R ^2AZ6 and R ^3AZ6 , R ^3AZ6 and R ^4AZ6 , and R ^4AZ6 and R ^5AZ6 and the aforementioned benzene ring include: indene, naphthalene, biphenylene, acenaphthylene, Phenanthrene, benzonaphthalene, phenanthrene, anthracene, 1,2-benzoacenaphthylene, vinylene, vinylene, triphenylene, pyrene, 1,2-triphenylene, N-methylphthalimide, N-(1-Phenylethyl) phthalimide and fused tetrabenzene and other hydrocarbon-based condensed ring structures and partial reduction products of these (for example, 9,10-dihydroanthracene, 1,2,3,4- Tetrahydronaphthalene, etc.); indole, isoindole, indazole, quinoline, isoquinoline, and

Quine

Morpholine, quinazoline, cinnoline, carbazole, carboline, phenanthridine, acridine, pyridine, phenanthroline and phenanthrene

And other nitrogen-containing condensation heterocycles and their partial reductions; 3-hydrobenzofuran 2-one and other oxygen-containing condensation heterocycles and their partial reductions.

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 the substituent include substituents capable of having 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 ones. The preferred substituents 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 The preferred substituents are the same.

When R ^3AZ6 and R ^4AZ6 form a ring, R ^2AZ6 and R ^{5AZ6 are} independent of each other, and 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 formula IZ6, which is enumerated as including R ^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 group A and group B are arranged in order: The structure of carbonyl group, extra-ring carbon-carbon double bond and carbonyl group. ** indicates the bonding bond with the isoindoline skeleton.

[Group A]

[Group B]

R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 are independent 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, a halogen atom, a cyano group, a nitro _{group, -SO 3 M, -CO 2 M} , -SO 3 -, -CO 2 -, can be a substituent having a carbon number of the hydrocarbon group of 1 to 40 Or a heterocyclic group which can have a substituent.

R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 shown in -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, which can be ^listed as 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.

R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 may have substituted hydrocarbon groups with 1 to 40 carbon atoms and substituted heterocyclic groups, such as R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 , R ^13AZ6 , R ^101AZ6 and R ^102AZ6 are the same as the hydrocarbon groups having 1 to 40 carbon atoms or the heterocyclic groups capable of having substituents.

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 the substituent include substituents capable of having 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 ones. The preferred substituents 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 The preferred substituents are the same.

As R ^104AZ6 , R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 , preferred ones include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 Those are the same.

^{Examples of} R 104AZ6, R ^105AZ6 , R ^106AZ6 , and R ^107AZ6 more preferably include methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, (2-ethyl Group) hexyl, heptyl, octyl, nonyl, cyclohexyl, phenyl and other hydrocarbon groups with 1 to 10 carbon atoms and hydrogen atoms.

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 by a substituent.

Examples of the substituent include substituents capable of having 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 ones.

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 The preferred substituents that can be possessed are the same.

R ^1AZ6 is a hydrogen atom, R ^2AZ6 , R ^3AZ6 , R ^4AZ6 and R ^{5AZ6 are} independent of each other,

It is preferably a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms, a halogen atom, -N(R ^102AZ6 ) ₂ , a nitro group, a hydrocarbon group with 1 to 20 carbon atoms in which all or part of the hydrogen atoms are replaced by fluorine atoms,- 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 the sum 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 The number is a.

^{(raa-i) R 1AZ6,} R 2AZ6, R 3AZ6, R 4AZ6, R 5AZ6, R AA1Z6, R AA2Z6, R 12AZ6 and ^R 13AZ6 in at least one of -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 ^- the hydrocarbon group having a carbon number of 1-40 or an -SO ₃ ^- or -CO ₂ ^- of heterocyclyl. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^{(raa-iii) R 1AZ6,} R 2AZ6, R 3AZ6, R 4AZ6, R 5AZ6, R AA1Z6, R AA2Z6, R 12AZ6 and ^R 13AZ6 having in at least one of -SO ₃ ^- or -CO ₂ ^- C 1 of Hydrocarbyl groups up to 40 or heterocyclic groups _{with -SO 3} ^- or -CO ₂ ^-. The hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

Examples of the aforementioned group A and group B include rings represented by formula (QQ1) to formula (QQ25) and formula (QQA1) to formula (QQA36).

The compound represented by formula IZ6-A is preferably a compound represented by formula IZ6-B (hereinafter, it may be referred to as compound IZ6-B).

[A ^c+ ] _d (IZ6-B")

[In formula IZ6-B, A ^c+ , b, c, d and the wavy line have the same meaning as the 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 , which are independently represented by 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, a halogen atom, a cyano group, a nitro _{group, -SO 3 M, -CO 2 M} , -SO 3 -, -CO 2 - , A hydrocarbon group with 1 to 40 carbon atoms or a heterocyclic group with substituents.

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 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 ^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.

Formula IZ6-B' and formula IZ6-B" each represent a partial structure of 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 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+ are 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 , satisfying 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) R 1BZ6,} R 2BZ6, R 3BZ6, R 4BZ6, R 5BZ6, R 11BZ6, R 12BZ6 and ^R 13BZ6 in at least one of -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 with -SO ₃ ^- or -CO ₂ ^- with carbon numbers from 1 to 40 or have -SO ₃ ^- or -CO ₂ ^- heterocyclic group. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^{(rb-iii) R 1BZ6,} R 2BZ6, R 3BZ6, R 4BZ6, R 5BZ6, R 11BZ6, R 12BZ6 and ^R 13BZ6 having in at least one of -SO ₃ ^- or -CO ₂ ^- The carbon number of 1 to 40 Hydrocarbyl or heterocyclic group _{with -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

a represents the same meaning as in formula IZ6-A. When a is a plural number, these can be the same or different.

The negative valence of the partial structure shown in formula IZ6-B’ is the same as the positive valence of the partial structure shown in formula IZ6-B"]

As R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^13BZ6 , examples include R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA1Z6 , R ^12AZ6 and R ^13AZ6 are the same.

R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 and R ^{13BZ6 are} preferable ones, including R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , ^{Preferred ones of AA2Z6} , R ^12AZ6 and R ^13AZ6 are the same.

As R ^101BZ6 , R ^101AZ6 is the same. The preferred ^R 101BZ6 person, and include the preferred R are the same as those of ^101AZ6. Examples of R ^102BZ6 include the same ones as R ^102AZ6. The preferred ^R 102BZ6 person, and include the preferred R are the same as those of ^102AZ6. R ^1BZ6 , R ^2BZ6 , R ^3BZ6 , R ^4BZ6 , R ^5BZ6 , R ^11BZ6 , R ^12BZ6 , R ^13BZ6 , R ^101BZ6 and R ^102BZ6 and the hydrocarbon groups and heterocyclic groups with 1 to 40 carbon atoms may have substituents. Examples of the substituent include substituents capable of having 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 ones. The preferred substituents 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 The preferred substituents are the same.

L ^{1 is} preferably -CO-.

R ^{11BZ6 is} preferably an aliphatic hydrocarbon group having 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 substituted 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 1-40, preferably 1-30, more preferably 1-20, and still more preferably 1-15.

The aliphatic hydrocarbon group can be saturated or unsaturated, and can also be chain or alicyclic.

^Examples of saturated or unsaturated chain aliphatic hydrocarbon groups represented by R 11BZ6 include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, and decyl groups. Linear alkyl groups such as mono-, dodecyl, heptadecyl, octadecyl and icosyl; isopropyl, isobutyl, second butyl, tertiary 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 and other branched chain alkyl groups, 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 1-30, more preferably 1-20, still more preferably 1-15, particularly preferably 1-10.

^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-dimethylcyclohexyl 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 and 4-cyclohexylcyclohexyl; cycloalkenyl such as cyclohexenyl (for example, cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, cyclooctenyl, etc.; nor 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, more particularly preferably 5 to 15 , The best is 5-10. 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 combination of the aliphatic hydrocarbon groups listed above.

Examples of the aromatic hydrocarbon group 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, o-isopropylphenyl, m- Isopropylphenyl, p-isopropylphenyl, o-tertiary butylphenyl, m-tertiary butylphenyl, p-tertiary 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, stilbyl, phenanthryl and anthracenyl; etc. The carbon number of the aromatic hydrocarbon group is preferably 6-30, more preferably 6-20, and still more preferably 6-15.

The above-listed aliphatic hydrocarbon groups contain hydrogen atoms substituted with aromatic hydrocarbon groups with 1 to 40 carbon atoms, such as benzyl, phenethyl and 1-methyl-1-phenylethyl and other aralkyls base. As a group which combines 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 carbons or a group combining aliphatic hydrocarbon groups is preferably 4 to 30, more preferably 4 to 20, and more preferably For 4 to 15.

The aliphatic hydrocarbon group having 1 to 40 carbon atoms represented by R ^11BZ6 , phenyl, naphthyl, tetrahydronaphthyl, thienyl, furyl, and pyridyl may have a substituent.

Examples of the substituent include substituents capable of having 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 ones. The preferred substituents 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 The 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 , which are independent of each other, are preferably: hydrogen atom, hydrocarbon group with 1 to 20 carbon atoms, halogen atom, -N(R ^102BZ6 ) ₂ , nitro group, all or part of Hydrocarbon groups with 1 to 20 carbon atoms, -NHCO-R ^102BZ6 , -OR ^102BZ6 , -SO ₃ M or -CO ₂ M in which the hydrogen atom is replaced by a fluorine atom, 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) R 1BZ6,} R 2BZ6, R 3BZ6, R 4BZ6, R 5BZ6, R 11BZ6, R 12BZ6 and ^R 13BZ6 in at least one of -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, and the ^R 101BZ6 ^R 102BZ6 having -SO ₃ ^- or -CO ₂ ^- of 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 substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^{(rbb-iii) R 1BZ6,} R 2BZ6, R 3BZ6, R 4BZ6, R 5BZ6, R 11BZ6, R 12BZ6 and ^R 13BZ6 having in at least one of -SO ₃ ^- or -CO ₂ ^- The carbon number of 1 to 40 Hydrocarbyl or heterocyclic group _{with -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents 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, it may be 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 independent 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, a halogen atom, a cyano group, a nitro _{group, -SO 3 M, -CO 2 M} , -SO 3 -, -CO 2 -, can have a substituent group A hydrocarbon group with 1 to 40 carbon atoms or a heterocyclic group capable of having 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 independently represent a hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group having substituent(s).

R ^102CZ6 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 the 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 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 plural, these can be the same. , Can also be different.

R ^1CZ6 , R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^102CZ6 meet at least one of (rc-i) to (rc-iii), R ^1CZ6 , R ^2CZ6 The total number of -SO ₃ ^- or -CO ₂ ^- possessed by R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^{102CZ6 is a.}

^{(rc-i) R 1CZ6,} R 2CZ6, R 3CZ6, R 4CZ6, R 5CZ6, R 11CZ6 and ^R 14CZ6 in at least one of -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 with -SO ₃ ^- or -CO ₂ ^- carbon numbers from 1 to 40 or -SO The heterocyclic group of ₃ ^- or -CO ₂ ^-. The hydrocarbon group or the heterocyclic group may have substituents 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 with -SO 3} ^- or -CO ₂ ^- of carbon number 1 to 40 or has -SO ₃ ^- or -CO ₂ ^- heterocyclic group. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

a represents the same meaning as in formula IZ6-B. When a is a plural number, these can be the same or different.

The negative valence of the partial structure shown in formula IZ6-C’ is the same as the absolute value of the positive valence of the partial structure shown in formula IZ6-C"]

^{Examples of} R 1CZ6, R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 and R ^14CZ6 include those of R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 and R ^AA2Z6 R ^13AZ6 is the same. The ^{preferable 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 ^AAR1Z6 , R ^{AA2Z6 Preferably, 12AZ6} and R ^13AZ6 are the same.

As ^R 101CZ6 person, and include the same as those of ^R 101AZ6. The preferred ^R 101CZ6 person, and include the preferred R are the same as those of ^101AZ6.

Examples of R ^102CZ6 include the same ones as R ^102AZ6. The preferred ^R 102CZ6 person, and include the preferred R are the same as those of ^102AZ6.

R ^1CZ6 , R 2CZ6, R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 , R ^102CZ6 and R ^{102CZ6 have} hydrocarbon groups and heterocyclic groups with 1 to 40 carbon atoms, which may have substituents. Examples of the substituent include substituents capable of having 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 ones. The preferred substituents 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 The 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 substituted aliphatic hydrocarbon groups having 1 to 40 carbon atoms, substituted phenyl groups, substituted naphthyl groups, and substituted tetrahydro groups. A naphthyl group, a thienyl group that can have a substituent, a furyl group that can have a substituent, or a pyridyl group that can have a substituent.

Regarding the aforementioned aliphatic hydrocarbon groups having 1 to 40 carbon atoms that can have substituents, phenyl groups that can have substituents, naphthyl groups that can have substituents, tetrahydronaphthyl groups that can have substituents, and those that can have substituents As for the thienyl group, the furyl group which may have a substituent, or the pyridyl group which may have a substituent, the number of carbons which may have a substituent listed above as the preferable ^{one of R 11BZ6 in the compound IZ6-B} 1-40 aliphatic hydrocarbon groups, phenyl groups that can have substituents, naphthyl groups that can have substituents, tetrahydronaphthyl groups that can have substituents, thienyl groups that can have substituents, furyl groups that can have substituents, or The pyridyl groups that can have substituents 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 with 1 to 20 carbon atoms, a halogen atom, -N(R ^102CZ6 ) ₂ , a nitro group, all or part of Hydrocarbon groups with 1 to 20 carbon atoms, -NHCO-R ^102CZ6 , -OR ^102CZ6 , -SO ₃ M or -CO ₂ M in which the hydrogen atom is replaced by a fluorine atom, 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 The total number of -SO ₃ ^- or -CO ₂ ^- possessed by R ^2CZ6 , R ^3CZ6 , R ^4CZ6 , R ^5CZ6 , R ^11CZ6 , R ^14CZ6 , R ^101CZ6 and R ^{102CZ6 is a.}

^{(rcc-i) R 1CZ6,} R 2CZ6, R 3CZ6, R 4CZ6, R 5CZ6, R 11CZ6, and ^R 14CZ6 in at least one of -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, and the ^R 101CZ6 ^R 102CZ6 having -SO ₃ ^- or -CO ₂ ^- hydrocarbon group of a carbon number of 1-40 or an -SO ₃ ^- or -CO ₂ ^- of heterocyclyl. However, the hydrocarbon group or the heterocyclic group may have substituents 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 with -SO 3} ^- or -CO ₂ ^- carbon number from 1 to 40 or has -SO ₃ ^- or -CO ₂ ^- heterocyclic group. However, the hydrocarbon group or the heterocyclic group may have substituents 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) R 2CZ6,} R 3CZ6, R 4CZ6, R 5CZ6 in at least one of -SO ₃ ^- or -CO ₂ ^-. (rc-II) At least one of ^{R 1CZ6} , R ^11CZ6 and R ^14CZ6 is a hydrocarbon group with a carbon number of 1 to 40 that can have a substituent _{-SO 3} ^- or -CO ₂ ^- _{or has -SO 3} ^- or -CO ₂ ^- of heterocyclic group. However, the hydrocarbon group or the heterocyclic group may have substituents 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 satisfying at least one of (rcc-I) and (rcc-II).

^{(rcc-I) R 2CZ6,} R 3CZ6, R 4CZ6, R 5CZ6 in at least one of -SO ₃ ^- or -CO ₂ ^-.

(rcc-II) At least one of ^{R 1CZ6} , R ^11CZ6 and R ^14CZ6 is a hydrocarbon group with a carbon number of 1 to 40 that can have a substituent _{with -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents 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, it may be 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 meaning as the above. R ^20DZ6 and R ^30DZ6 are bonded to form ring Q. The ring Q may have a substituent and be a ring having 5 to 7 members of the ring, and the ring Q may be a hydrocarbon ring or a heterocyclic ring. The ring Q can be condensed: a monocyclic ring having a substituent group having 5 to 7 constituent members selected from a hydrocarbon ring and a heterocyclic ring, 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 , which are independently represented by each other: 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, a halogen atom, a cyano group, a nitro _{group, -SO 3 M, -CO 2 M} , -SO 3 -, -CO 2 -, capable of having a substituent group A hydrocarbon group having 1 to 40 carbon atoms or a heterocyclic group capable of having 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 independently 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 ^102DZ6 independently represent 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 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 , R 30DZ6, ring Q, c, or A ^c+ are plural, these can They are 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) R 1DZ6,} R 2DZ6, R 3DZ6, R 4DZ6, R 5DZ6 and ^R 11DZ6 in at least one of -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 with -SO ₃ ^- or -CO ₂ ^- with carbon numbers from 1 to 40 or -SO ₃ ^-or- CO ₂ ^- of heterocyclyl. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^(rd-iii) R 1DZ6, in the ^{R 2DZ6, R 3DZ6, R 4DZ6} , R 5DZ6 ^R 11DZ6, and having at least one -SO ₃ ^- or -CO ₂ ^- hydrocarbon group of a carbon number of 1-40 or an -SO ₃ ^- or -CO ₂ ^- of heterocyclyl. The hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

(rd-iv) ring Q having -SO ₃ ^- or -CO ₂ ^-.

a represents the same meaning as in formula IZ6-B. When a is a plural number, these can be the same or different.

The negative valence of the partial structure shown in formula IZ6-D’ is the same as the absolute value of the positive valence of the partial structure shown in formula IZ6-D"]

The number of members of the ring is preferably 5-6.

These single rings or condensed rings are preferably bonded to the ring Q at two places to form a condensed ring.

As the ring Q and the ring in which a monocyclic ring or a condensed ring is condensed with the ring Q, the same ones as those of the aforementioned group A can be exemplified.

Among them, formula (Q1), formula (Q4), formula (Q7), formula (Q8), and formula (Q18) are preferred, and formula (Q8) and formula (Q18) are more preferred.

The ring Q, and the ring Q, which can be condensed with the ring Q, is selected from the group consisting of a hydrocarbon ring and a heterocyclic ring. The number of members is 5 to 7 and can have a single ring that can have a substituent or a condensed ring formed by condensing two or more of these single rings. Can have substituents. Examples of the substituent include substituents capable of having 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 ones.

The preferred substituents 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 The 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 ^12AZ6 The same.

R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 and R ^{11DZ6 are} preferable ones, including R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R 12AZ6 ^{The better ones of 13AZ6} are the same ones.

As ^R 101DZ6 person, and include the same as those of ^R 101AZ6. The preferred ^R 101DZ6 person, and include the preferred R are the same as those of ^101AZ6.

Examples of R ^102DZ6 include the same ones as R ^102AZ6. The preferred ^R 102DZ6 person, and include the preferred R are the same as those of ^102AZ6.

R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^101DZ6 and R ^{102DZ6 have} hydrocarbon groups and heterocyclic groups having 1 to 40 carbon atoms and may have substituents. Examples of the substituent include substituents capable of having 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 ones. The preferred substituents 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 The preferred substituents are the same.

L ^{1 is} preferably -CO-.

R ^11DZ6 , independently of each other, are preferably: an aliphatic hydrocarbon group having 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, and a tetrahydronaphthyl group that can have a substituent , Thienyl that can have substituents, furyl that can have substituents, or pyridyl that can have substituents.

The aliphatic hydrocarbon group with 1 to 40 carbon atoms that can have substituents, the phenyl group that can have substituents, the naphthyl group that can have substituents, the tetrahydronaphthyl group that can have substituents, and the thiophene that can have substituents The group, the furyl group which may have a substituent, or the pyridyl group which may have a substituent, may be exemplified as ^{the preferable one of R 11BZ6} in the compound IZ6-B, and the above-mentioned carbon number which may have a substituent is 1 to 40. The aliphatic hydrocarbon group, the phenyl group that can have substituents, the naphthyl group that can have substituents, the tetrahydronaphthyl group that can have substituents, the thienyl group that can have substituents, the furyl group that can have substituents or the substituted The pyridyl groups are the same.

In 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 with 1 to 20 carbon atoms, a halogen atom, -N(R ^102DZ6 ) ₂ , a nitro group, all or part of it Hydrocarbon groups with 1 to 20 carbon atoms, -NHCO-R ^102DZ6 , -OR ^102DZ6 , -SO ₃ M or -CO ₂ M in which the hydrogen atom is replaced by a fluorine atom, 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 satisfying at least one of (rdd-i) to (rdd-iv), R ^1DZ6 , R ^2DZ6 , R ^3DZ6 , R ^4DZ6 , R ^5DZ6 , R ^11DZ6 , R ^101DZ6 , R ^102DZ6 and the total number _{of -SO 3} ^- or -CO ₂ ^- possessed by the ring Q is a.

^{(rdd-i) R 1DZ6,} R 2DZ6, R 3DZ6, R 4DZ6, R 5DZ6 and ^R 11DZ6 in at least one of -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, and the ^R 101DZ6 ^R 102DZ6, having -SO ₃ ^- or -CO ₂ ^- of 1 to 40 carbon atoms The hydrocarbon group or the heterocyclic group _{with -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^(rdd-iii) R 1DZ6, in the ^{R 2DZ6, R 3DZ6, R 4DZ6} , R 5DZ6 ^R 11DZ6, and having at least one -SO ₃ ^- or -CO ₂ ^- hydrocarbon group of a carbon number of 1-40 or an -SO ₃ ^- or -CO ₂ ^- of heterocyclyl. The hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

(rdd-iv) ring Q having -SO ₃ ^- or -CO ₂ ^-.

Compound IZ6-D is more preferably a compound represented by formula IZ6-E (hereinafter referred to as compound IZ6-E).

[A ^c+ ] _d (IZ6-E")

[In the formula IZ6-E, A ^c+ , b, c, d, L ¹ and the wavy line have the same meaning as described above.

R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , R ^7EZ6 and R ^{11EZ6 are} independent of each other: 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, a halogen atom, a cyano group, a nitro _{group, -SO 3 M, -CO 3 M} , -SO 3 -, -CO 2 - , A hydrocarbon group with 1 to 40 carbon atoms or a heterocyclic group with substituents.

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 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 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.

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 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 with -SO ₃ ^- or -CO ₂ ^- with carbon numbers from 1 to 40 or It has a heterocyclic group of _{-SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^{(re-iii) R 1EZ6,} R 2EZ6, R 3EZ6, R 4EZ6, R 5EZ6, R 6EZ6, R 7EZ6 and ^R 11EZ6 having in at least one of -SO ₃ ^- or -CO ₂ ^- The carbon number of 1 to 40 Hydrocarbyl or heterocyclic group _{with -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

a represents the same meaning as in formula IZ6-D. When a is a plural number, these can be the same or different.

The negative valence of the partial structure shown in formula IZ6-E’ is the same as the absolute value of the positive valence of the partial structure shown in 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 , R ^AA2Z6 , R ^12AZ6 and R ^13AZ6 are the same.

R ^1EZ6 , R ^2EZ6 , R ^3EZ6 , R ^4EZ6 , R ^5EZ6 , R ^6EZ6 , and R ^7EZ6 and R ^{11EZ6 are} preferred, including R ^1AZ6 , R ^2AZ6 , R ^3AZ6 , R ^4AZ6 , and R ^5AZ6 , R ^AA1Z6 , R ^AA2Z6 , R ^12AZ6 and R ^{13AZ6 are} preferably the same.

R ^6EZ6 and R ^{7EZ6 are} each independently preferably: methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, (2-ethyl)hexyl, heptyl, Hydrocarbon groups with 1 to 10 carbon atoms or hydrogen atoms such as octyl, nonyl, cyclohexyl, and phenyl.

As ^R 101EZ6 person, and include the same as those of ^R 101AZ6. The preferred ^R 101EZ6 person, and include the preferred R are the same as those of ^101AZ6.

As ^R 102EZ6 person, and include the same as those of ^R 102AZ6. The preferred ^R 102EZ6 person, and include the preferred R are the same as those of ^102AZ6.

R ^1EZ6 , R ^2EZ6 , R 3EZ6, R 4EZ6, R ^5EZ6 , R ^6EZ6 , R ^7EZ6 , R ^11EZ6 , R ^101EZ6 , R ^101EZ6 , R ^101EZ6 and R ^{102EZ6 have} hydrocarbon groups and heterocyclic groups with 1 to 40 carbon atoms and may have substituents. Examples of the substituent include substituents capable of having 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 ones. The preferred substituents 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 The preferred substituents are the same.

L ^{1 is} preferably -CO-.

R ^11EZ6 is preferably an aliphatic hydrocarbon group having 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, The thienyl group which can have a substituent, the furyl group which can have a substituent, or the pyridyl group which can have a substituent.

The aliphatic hydrocarbon group having 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 furyl group which may have a substituent, or a pyridyl group which may have a substituent may be exemplified as ^{the preferable one of R 11BZ6} in the compound IZ6-B and the above-mentioned carbon number 1 to 40 which may have a substituent. The aliphatic hydrocarbon group, the phenyl group that can have substituents, the naphthyl group that can have substituents, the tetrahydronaphthyl group that can have substituents, the thienyl group that can have substituents, the furyl group that can have substituents or the substituted The pyridyl groups are 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 with 1 to 20 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , a nitro group, all or part of Hydrocarbyl groups with 1 to 20 carbon atoms, -NHCO-R ^102EZ6 , -OR ^102EZ6 , -SO ₃ M or -CO ₂ M, in which the hydrogen atom is replaced by a fluorine atom,

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) R 1EZ6,} R 2EZ6, R 3EZ6, R 4EZ6, R 5EZ6, R 6EZ6, R 7EZ6 and ^R 11EZ6 in at least one of -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, and the ^R 101EZ6 ^R 102EZ6 having -SO ₃ ^- or -CO ₂ ^- of 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 substituents other than _{-SO 3} ^- and -CO ₂ ^-.

^{(ree-iii) R 1EZ6,} R 2EZ6, R 3EZ6, R 4EZ6, R 5EZ6, R 6EZ6, R 7EZ6 and ^R 11EZ6 having in at least one of -SO ₃ ^- or -CO ₂ ^- The carbon number of 1 to 40 Hydrocarbyl or heterocyclic group _{with -SO 3} ^- or -CO ₂ ^-. However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

As specific examples of the compound IZ6, the formula IFZ6, the formula IGZ6, the formula IHZ6 and the formula IJZ6 can be cited, the compounds IFZ6-1 to the compound IFZ6-32, the compound IGZ6-1 to the compound IGZ6- shown in Table 1Z6 to Table 4Z6 32. Compound IHZ6-1 to compound IHZ6-32 and compound IJZ6-1 to compound IJZ6-32.

In Formula IFZ6, type IGZ6, Formula and Formula IJZ6 IHZ6, the ^"- SO ₃ -" means that the partial structure within each of the brackets of one hydrogen atom substituted with any of those contained.

For example, compound IFZ6-1 is a compound represented by formula IFZ6-1.

The compound IZ6 is 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 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 compounds 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 ( ^IZ 6-C")

As the compound (IZ6), in the 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 of the same group, and a hydroxyl group, -O ^-, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M substituent of the group consisting of a carbon-based hydrocarbon group of 1 to ^20, R 1CZ6 is a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M substituent group composed of carbon number 1 to the group hydrocarbon group of _{^{20, -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 with a carbon number of 1 to 20, a halogen atom, -N(R ^102CZ6 ) ₂ , a nitro group, and the number of carbons in which all or part of the hydrogen atoms are replaced by fluorine atoms 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 be selected from the group consisting of -SO ₃ having _{^{-, -CO 2 -, -SO 3}} M and -CO ₂ M groups as the substituents of the hydrocarbon group having a carbon number of 1 to 20 constitutes,

A ^c+ 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 Compounds of atoms or alkali metal atoms;

More preferably: L ¹ L ² is a group with the same, and is -CO- or -SO ₂ -, preferably ^-CO-, R 11CZ6 and ^R 14CZ6 of the same group, and a hydroxyl group, -O ^-, can be selected from the group consisting of or having a -SO ₃ ^-, -CO ₂ ^- group of the hydrocarbyl substituent group having a carbon number of 1 to 10, -SO ₃ M and -CO ₂ M ^constituted, R 1CZ6 is a hydrogen ^atom, R 2CZ6 to R ^5CZ6 are each independently a hydrogen atom, a hydrocarbon group with 1 to 10 carbons, a halogen atom, -N(R ^102CZ6 ) ₂ , a nitro group, a nitro group, all or part of the hydrogen atoms are substituted by fluorine atoms with a carbon number of 1 to 10 hydrocarbon ^{group, -NHCO-R 102CZ6, -OR 102CZ6} , -SO 3 -, -CO 2 -, -SO 3 M or -CO ₂ M,

^R 102CZ6 is a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group consisting of a substituted hydrocarbon group of a carbon number of 1 to 10,

A ^c+ 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⁺ , where M is a compound of hydrogen atom or alkali metal atom;

And more preferably: L ¹ L ² is a group with the same, and is -CO- or -SO ₂ -, preferably ^-CO-, R 11CZ6 and ^R 14CZ6 of the same group, and a hydroxyl group, -O ^- or can be selected from the group consisting of having _{^{-SO 3 - R 2CZ6, -SO 3}} M and -CO ₂ M group consisting of substituents of the hydrocarbon group having a carbon number of 1 to ^10, R 1CZ6 is a hydrogen atom, ^-, -CO ₂ to ^R 5CZ6 each independently a hydrogen atom, a hydrocarbon group having a carbon number of 1 to 10, a halogen ^atom, -N (R 102CZ6) _2, nitro, _{^{trifluoromethyl, -OR 102CZ6, -SO 3 -,}} -CO 2 - , -SO ₃ M or ^-CO ₂ M, R 102CZ6 is a hydrogen atom, or can be selected from the group consisting of having -SO ₃ ^-, -CO ₂ ^- group of the substituent group, -SO ₃ M and -CO ₂ M constituted Hydrocarbon group with carbon number 1 to 10, 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⁺ , and M is a compound of hydrogen atom or alkali metal atom.

[A ^c+ ] _d (IZ6-E")

As the compound (IZ6), in the formula (IZ6-E), preferably: L ¹ is -CO- or -SO ₂ -, preferably -CO-, and R ^11EZ6 is hydroxyl, -O ^- or can selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group consisting of substituents of the hydrocarbon group having a carbon number of ^1-20, R 1EZ6 is a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group consisting of substituents of the hydrocarbon group having a carbon number of _{^{1-20, -SO 3 -, -CO 2 -}} , -SO 3 M Or -CO ₂ M,

R ^2EZ6 to R ^5EZ6 are each independently: a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , a nitro group, and the number of carbon atoms in which all or part of the hydrogen atoms are replaced by fluorine atoms hydrocarbon group of 1 to ^{20, -NHCO-R 102EZ6, -OR 102EZ6} , -SO 3 -, -CO 2 -, -SO 3 M or -CO ₂ M,

^R 102EZ6 is a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group consisting of substituents of the hydrocarbon group having a carbon number of 1-20,

^R 6EZ6 and ^R 7EZ6 each independently a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group consisting of substituent group of carbon number 1 to 20 the hydrocarbon _{^{group, -SO 3 -, -CO 2 -}} , -SO 3 M or -CO ₂ M,

A ^c+ 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 hydroxy, -O ^-, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group of the substituted hydrocarbon group having a carbon number of 1 to 10 constitutes,

R ^1EZ6 is a hydrogen atom, R ^2EZ6 to R ^5EZ6 are each independently a hydrogen atom, a hydrocarbon group with 1 to 10 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , a nitro group, all or part of the hydrogen atom the fluorine atom-substituted hydrocarbon group having a carbon number of 1 to ^{10, -NHCO-R 102EZ6, -OR 102EZ6} , -SO 3 -, -CO 2 -, -SO 3 M or -CO ₂ M,

^R 102EZ6 is a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group consisting of a substituted hydrocarbon group of a carbon number of 1 to 10,

^R 6EZ6 and ^R 7EZ6 each independently a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M group consisting of substituent group of carbon number 1 to 10 The hydrocarbon group of A ^c+ 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⁺ , and M is a compound of hydrogen atom or alkali metal atom;

And more preferably: L ¹ is -CO- or -SO ₂ -, preferably ^-CO-, R 11EZ6 is hydroxy, -O ^-, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO _{The substituents in the group formed by 3} M and -CO ₂ M are hydrocarbon groups with 1 to 10 carbons,

R ^1EZ6 is a hydrogen atom, R ^2EZ6 to R ^5EZ6 are each independently a hydrogen atom, a hydrocarbon group with 1 to 10 carbon atoms, a halogen atom, -N(R ^102EZ6 ) ₂ , nitro, trifluoromethyl, -OR ^102EZ6 ,- _{^{SO 3 -, -CO 2 -,}} -SO 3 M or ^-CO ₂ M, R 102EZ6 is a hydrogen atom, or can be selected from the group consisting of having _{^{-SO 3 -, -CO 2 -,}} -SO 3 M and -CO ₂ M is A hydrocarbon group with 1 to 10 carbons constituting a substituent in the group, R ^6EZ6 and R ^{7EZ6 are} independently hydrogen atoms or a hydrocarbon group with 1 to 10 carbons, 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⁺ , and 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 meaning as described above. ZZ stands for -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 and c or less 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 donate 0 to c electrons to A c+} Inorganic compounds; sulfonates such as methanesulfonate, trifluoromethanesulfonate, and p-toluenesulfonate containing metals that donate more than 0 electrons ^{to A c+ and less than c;}

Acetate, citrate, formate, gluconate, lactate, oxalate, tartrate and other carboxylates of metals that confer 0 to c electrons to ^Ac+;

Alkoxy substituted by methoxy, ethoxy, tertiary butoxy and other alkoxy groups to A ^c+ metal with more than 0 electrons but less than c; to A substituted by butyl, tertiary butyl, phenyl, etc. ^c+ Metal with more than 0 and less than c electrons;

A metal substituted by a hydroxyl group that imparts 0 or more c electrons ^{to A c+, etc.}

Relative to 1 mol of the compound represented by the formula JZ6, the usage amount of the compound represented by the formula KZ6 is usually 0.05 to 20 mol, preferably 0.06 to 15 mol, and more preferably 0.1 to 10 mol.

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 tert-butoxide, potassium tert-butoxide, organic metal compounds such as butyl lithium, tertiary butyl lithium, and phenyl lithium, as well as lithium hydroxide and hydroxide Inorganic bases such as sodium and potassium hydroxide.

Relative to 1 mol of the compound represented by formula JZ6, the amount of 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.

The reaction between the compound represented by formula JZ6 and the compound represented by 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 sulfide solvents such as dimethyl sulfide, preferably include: water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents, As well as sulfite solvents, more preferably: water, acetonitrile, methanol, ethanol, 2-propanol, 1-butanol, 1-pentanol, 1-octanol, tetrahydrofuran, acetone, ethyl acetate, toluene, dichloride Methane, chloroform, N,N-dimethylformaldehyde, 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 dimethyl sulfoxide, particularly preferably: water, acetonitrile , Methanol, ethanol and 2-propanol.

Relative to 1 part by mass of the compound represented by formula JZ6, the amount of solvent used It is 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 formula IZ6 is a compound represented by formula IZ6-A, it can be produced in the same manner as described above. Specifically, it can be produced by reacting a compound represented by formula JJZ6 with a compound represented by formula KZ6. However, as the compound represented by the formula JJZ6 and the compound represented by the formula KZ6, one kind or two or more kinds 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 The line represents 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 , which are independent of each other: hydrogen atom, -CO-R ^102AAZ6 , -COO-R ^101AAZ6 , -OCO-R 101AAZ6 -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 may have a substituent, or a heterocyclic group which may 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 , each of which can be bonded to each other to form a ring.

R ^101AAZ6 independently 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 ^102AAZ6 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. 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 , satisfying 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 having -SO ₃ ^- or -CO ₂ ^- hydrocarbon group of a carbon number of 1-40 or an -SO ₃ ^- or -CO ₂ ^- of heterocyclyl. However, the hydrocarbon group or the heterocyclic group may have substituents 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 has a carbon number of _{-SO 3} M or -CO _{2 M1} Hydrocarbyl groups up to 40 or heterocyclic groups _{with -SO 3} M or -CO _{2 M.} However, the hydrocarbon group or the heterocyclic group may have substituents other than _{-SO 3} ^- and -CO ₂ ^-.

a represents the same meaning as in formula IZ6. When a is a plural number, these can be the same or different]

For the compound represented by formula JJZ6 (hereinafter referred to as compound JJZ6), when R ^1AAZ6 is a hydrogen atom, the compound represented by formula pt1Z6 (hereinafter referred to as a phthalonitrile compound) can be combined with the formula After reacting the compound represented by pt2Z6 (hereinafter, sometimes referred to as an alkoxide compound), the compound represented by formula pt3Z6 (hereinafter, sometimes referred to as compound pt3Z6) and the compound represented by formula pt4Z6 (hereinafter, There is a case called compound pt4Z6) produced by reaction in the presence of acid. Furthermore, when R ^1AAZ6 is other than a hydrogen atom, by further reacting a compound represented by formula pt5Z6 (hereinafter, referred to as compound pt5Z6 in some cases), a compound represented by formula JJZ6 can be produced. Here, the compounds represented by the formula pt1Z6, the formula pt1Z6, the formula pt3Z6, the formula pt4Z6, and the formula pt5Z6 are independent of each other as a single compound, and can also be a mixture of different compounds.

[Formula pt1Z6, type pt1Z6, type pt3Z6, type pt4Z6, Formula pt5Z6 and Formula JJZ6 ^{in, R 1AAZ6, R 2AAZ6, R} 3AAZ6, R 4AAZ6, R 5AAZ6, R AAA1Z6, R AAA2Z6, R 12AAZ6 and ^R 13AAZ6 mean the same as significance. R ^50Z6 represents an alkyl group having 1 to 20 carbons. M ^1Z6 represents an alkali metal atom. LG represents a halogen atom, tosyloxy, 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, etc. Preferably, it is an alkyl group having 1 to 6 carbon atoms.

Examples of the alkali metal atoms represented by M ^1Z6 include lithium atoms, sodium atoms, and potassium atoms.

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, and still more preferably 0.4 to 2 Mol.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt3Z6 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably It is 1 to 3 mols, and more preferably 1 to 2 mols.

Relative to 1 mol of the phthalonitrile compound, the usage amount of the compound pt4Z6 is usually 1 to 10 mol, preferably 1 to 5 mol, more preferably 1 to 3 mol, and still more preferably 1 to 2 mol .

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 and 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 acid used is usually 1 to 20 mols, preferably 1 to 10 mols, more preferably 1 to 8 mols, and still more preferably 1 to 6 mols.

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; dimethyl sulfide and other sulfide solvents, preferably water, nitrile solvents, alcohol solvents, ether solvents, ketone solvents, ester solvents, aromatic hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents, and sulfide solvents , More preferably: 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 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 dimethylmethylene Among them, particularly preferred examples include water, acetonitrile, methanol, ethanol and 2-propanol.

The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the phthalonitrile compound.

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.

The compound JJZ6 in which R ^1AAZ6 is a hydrogen atom is 1 mol. The usage amount of compound pt5Z6 is usually 1 to 10 mols, preferably 1 to 5 mols, more preferably 1 to 3 mols, and more preferably It is 1 to 2 moles.

When reacting the compound pt5Z6, it is preferable to coexist with a base. Examples of bases 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 butyl lithium, tertiary butyl lithium and phenyl lithium; inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

The compound JJZ6 in which R ^1AAZ6 is a hydrogen atom is 1 mol. The amount of 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. Melt The agent can be selected from the same range as described above.

The compound JJZ6 in which R ^1AAZ6 is a hydrogen atom is 1 part by mass. The amount of solvent used is usually 1 to 1000 parts by mass. The reaction temperature of compound pt5Z6 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 JJZ6 is a compound without -SO ₃ M (hereinafter referred to as compound JJJZ6), the compound JJJZ6 can be reacted with a sulfonating agent such as fuming sulfuric acid or chlorosulfonic acid to introduce -SO ₃ M .

Relative to 1 mol of compound JJJZ6, _{the usage amount of SO 3} in fuming sulfuric acid 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 usage amount of sulfuric acid in fuming sulfuric acid is usually 1 to 200 mol, preferably 10 to 100 mol, more preferably 10 to 75 mol, and more preferably 10 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, and still more preferably 10 to 150 mol Ear.

The reaction temperature of 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 for taking out the compound JJZ6 from the reaction mixture is not particularly limited, and it can be taken out by various known methods. For example, after the reaction is completed, the compound JJZ6 can be taken out by filtering the reaction mixture. Furthermore, after filtering, the obtained residue can also be piped Column chromatography or recrystallization, etc. Furthermore, after the reaction is completed, the solvent of the reaction mixture is distilled off, and it can also be purified by column chromatography.

The coloring composition of the present invention contains the aforementioned compound Z, and at least one of the resin (B) and the solvent (E), and preferably contains both the aforementioned compound Z, the resin (B) and the solvent (E).

The colored composition of the present invention preferably contains a resin (hereinafter, it may be referred to as resin (B)). In the colored composition, by containing the resin (B), the dispersion stability may be more improved.

<Resin (B)>

The resin (B) is preferably an alkali-soluble resin, and more preferably a polymer having a structural unit derived from the monomer (a) (hereinafter, sometimes referred to as "(a)"), the monomer (a) It is at least one selected from the group consisting of unsaturated carboxylic acid and unsaturated carboxylic anhydride.

The resin (B) is preferably a copolymer having a structural unit derived from the monomer (b) (hereinafter referred to as "(b)") and other structural units, and the monomer (b) has a carbon number 2 to 4 cyclic ether structure and ethylenic unsaturated bond.

Examples of other structural units include: monomer (c) derived from copolymerizable with monomer (a) (but different from monomer (a) and monomer (b); hereinafter referred to as "(c) )" in the case of) structural units, structural units having ethylenically unsaturated bonds, etc.

Examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, 2-butenoic acid, and ortho-, meta-, and p-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-cyclohexene dicarboxylic 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, 5-carboxymethylbicyclo[2.2.1]hept-2-ene and 5-carboxyethylbicyclo[2.2.1]hept-2-ene and other bicyclic unsaturated compounds containing carboxyl groups; fumaric acid and Zhongkang Carboxylic 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)acryloyloxy Unsaturated mono[(meth)acryloxyalkyl]esters of polycarboxylic acids with two or more valences, such as ethyl]esters;

For example, α-(hydroxymeth)acrylic acid contains unsaturated acrylates containing hydroxyl and carboxyl groups in the same molecule.

Among these, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferred from the point of copolymerization reactivity and the solubility of the obtained resin in an alkaline aqueous solution.

(b) Refers to a cyclic ether structure having a carbon number of 2 to 4 (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring and a tetrahydrofuran ring) and an ethylenic Polymeric compounds with saturated bonds. (b) Preferably, it is a monomer having a cyclic ether having a carbon number of 2 to 4 and a (meth)acryloxy group.

Examples of (b) include monomers (b1) having an oxirane group and an ethylenically unsaturated bond (hereinafter referred to as "(b1)"), and an oxetanyl group And ethylenically unsaturated bond monomer (b2) (to Below, there are cases called "(b2)") and monomers (b3) having a tetrahydrofuran group and an ethylenically unsaturated bond (hereinafter, there are cases called "(b3)") and the like.

Examples of (b1) include monomers (b1-1) having a linear or branched aliphatic unsaturated hydrocarbon epoxidized structure (hereinafter referred to as "(b1-1) "In the case of ") and a monomer (b1-2) having an epoxidized structure of an alicyclic unsaturated hydrocarbon (hereinafter referred to as "(b1-2)").

As (b1-1), the monomer which has a glycidyl group and an ethylenic 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( Glycidyloxymethyl)styrene, 2,3,4-gins(glycidoxymethyl)styrene, 2,3,5-gins(glycidyloxymethyl)benzene Ethylene, 2,3,6-gin(glycidoxymethyl)styrene, 3,4,5-gin(glycidoxymethyl)styrene and 2,4,6-gin( Glycidyloxymethyl)styrene and the like.

Examples of (b1-2) include: vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (for example, CELLOXIDE (registered trademark) 2000; Daicel Co., Ltd. product ), 3,4-epoxycyclohexylmethyl (meth)acrylate (for example, CYCLOMER (registered trademark) A400; manufactured by Daicel Co., Ltd.), 3,4-epoxycyclohexyl (meth)acrylate Methyl ester (for example, CYCLOMER (registered trademark) M100; manufactured by Daicel Co., Ltd.), compound represented by formula (BI) and compound represented by formula (BII) Wait.

[Formula (BI) and the formula (BII), R ^a is and R ^b each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, the hydrogen atoms contained in the alkyl group can be substituted with the hydroxyl group. X ^a and X ^b each independently represents 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. ＊Indicating 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), etc. can be cited, preferably, the formula (BI-1), the formula (BI) -3), the compounds represented by formula (BI-5), formula (BI-7), formula (BI-9) and formula (BI-11) to formula (BI-15), more preferably, formula (BI -1), compounds represented by formula (BI-7), formula (BI-9) and formula (BI-15).

As the compound represented by the formula (BII), a compound represented by any one of the formula (BII-1) to the formula (BII-15), etc. can be cited, preferably, the formula (BII-1), the formula (BII) -3), the compounds represented by formula (BII-5), formula (BII-7), formula (BII-9) and formula (BII-11) to formula (BII-15), more preferably, formula (BII) -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 each be used alone, 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 in combination, the content ratio of the compound represented by formula (BI) and the compound represented by formula (BII) is based on moles, preferably 5:95 to 95:5, more preferably 10:90 to 90:10, and more preferably 20:80 to 80:20.

Examples of (c) include: methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, second butyl (meth)acrylate, ( Tertiary butyl meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (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 ]decene-8-yl ester, (meth)acrylate tricyclo[5.2.1.0 ^2,6 ]decene-9- Base ester, 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 Base 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-Cyclohexoxycarbonyl bicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonyl bicyclo[2.2.1]hept-2-ene, 5,6-bis(tertiary butoxycarbonyl) Double ring[2.2.1] Bicyclic unsaturated compounds such as hept-2-ene and 5,6-bis(cyclohexoxycarbonyl)bicyclo[2.2.1]hept-2-ene; N-phenylmaleimide, N-ring Hexyl maleimide, N-benzyl maleimide, N-succinimide-3-maleimide benzoate, N-succinimide 4-maleimidyl butyrate, N-succinimidyl-6-maleimid hexanoate, N-succinimidyl-3-maleate Dicarbonyl iminium derivatives such as iminium propionate and N-(9-acridinyl)maleimide;

Vinyl-containing aromatic compounds such as styrene, α-methylstyrene, vinyl toluene and p-methoxystyrene; (meth)acrylonitrile and other vinyl-containing nitriles; vinyl chloride and vinylidene chloride And other halogenated hydrocarbons; (meth)acrylamide and other vinyl-containing amides; vinyl acetate and other esters; 1,3-butadiene, isoprene and 2,3-dimethyl-1,3- Diene such as butadiene; etc.

Among these, in terms of copolymerization reactivity and heat resistance, styrene, vinyl toluene, and (meth)acrylic tricyclo[5.2.1.0 ^2,6 ]decane-8-yl are preferred. Ester, (meth)acrylate tricyclo[5.2.1.0 ^2,6 ]decane-9-yl ester, (meth)acrylate tricyclo[5.2.1.0 ^2,6 ]decene-8-yl ester, (meth) Yl) tricyclic [5.2.1.0 ^2,6 ] decene-9-yl acrylate, N-phenyl maleimide, N-cyclohexyl maleimide, 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. A resin having such a structural unit can be added to have a group capable of reacting with the group possessed by (a) and (b) and an ethylenic property due to the polymer having the structural unit derived from (a) and (b) Monomers with unsaturated bonds are obtained.

Examples of such structural units include: (meth)acrylic acid units added with glycidyl (meth)acrylate structural units, and maleic anhydride units added with (meth)acrylic acid 2 -The structural unit of hydroxyethyl ester and the structural unit of (meth)acrylic acid added to the glycidyl (meth)acrylate unit. Furthermore, when these structural units have a hydroxyl group, a structural unit having a carboxylic anhydride can also be cited as a structural unit having an ethylenically unsaturated bond.

The polymer having the structural unit derived from (a) can be produced by, for example, polymerizing monomers constituting the structural unit of the polymer in a solvent in the presence of a polymerization initiator. The polymerization initiator, solvent, etc. are not particularly limited, and can be used by ordinary users in the technical field. For example, as the polymerization initiator, azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.), The organic peroxide (benzyl peroxide, etc.) as the solvent may be any one that can dissolve each monomer.

In addition, the obtained polymer can be directly used as a solution after the reaction, a concentrated or diluted solution, or a solid (powder) taken out by a method such as reprecipitation.

According to requirements, reaction catalysts for carboxylic acids or carboxylic anhydrides and cyclic ethers (for example, ginseng (dimethylaminomethyl)phenol, etc.) and polymerization inhibitors (for example, hydroquinone, etc.) can also be used.

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: 3,4-epoxycyclohexylmethyl (meth)acrylate/(meth)acrylic acid copolymer, and 3,4-cyclic (meth)acrylic acid Oxytricyclic [5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid copolymer, glycidyl (meth)acrylate/benzyl (meth)acrylate/(meth)acrylic acid Copolymer, glycidyl (meth)acrylate/styrene/(meth)acrylic acid copolymer, 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate /(Meth)acrylic acid/N-cyclohexylmaleimide copolymer, (meth)acrylate 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl ester/(methyl) )Acrylic acid/N-cyclohexyl maleimide/(meth)acrylic acid 2-hydroxyethyl ester copolymer, (meth)acrylic acid 3,4-epoxy tricyclic (5.2.1.0 ^2,6 ]Decyl ester/(meth)acrylic acid/vinyl toluene copolymer, (meth)acrylic acid 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid/( 2-ethylhexyl meth)acrylate copolymer, 3,4-epoxy tricyclic (meth)acrylate [5.2.1.0 ^2,6 ]decyl ester/tricyclic (meth)acrylate [5.2.1.0 ^2,6 ]decenyl ester/(meth)acrylic acid/N-cyclohexylmaleimide copolymer, 3-methyl-3-(meth)acryloyloxymethyl oxygen heterocycle Butane/(meth)acrylic acid/styrene copolymer, (meth)acrylic acid benzyl ester/(meth)acrylic acid copolymer, styrene/(meth)acrylic acid copolymer, and Japanese Patent Application Laid-Open No. 9-106071 Resins etc. described in the gazette, JP 2004-29518 A, and JP 2004-361455 A.

Among them, the resin (B) is preferably a copolymer containing a structural unit derived from (a) and a structural unit derived from (b).

The resin (B) can also be a combination of two or more types. In this case, the resin (B) preferably contains at least 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl groups selected from (meth)acrylic acid Ester/(meth)acrylic acid copolymer, (meth)acrylic acid 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid/N-cyclohexyl maleic acid Imidine/2-hydroxyethyl (meth)acrylate copolymer, 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl (meth)acrylate/(meth)acrylic acid/ Vinyl toluene copolymer, (meth)acrylic acid 3,4-epoxy tricyclo[5.2.1.0 ^2,6 ]decyl ester/(meth)acrylic acid/(meth)acrylic acid 2-ethylhexyl ester copolymerization One 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, and still more preferably 30 to 200 mg-KOH/g. The acid value here is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B), and it can be determined by, for example, titration using an aqueous potassium hydroxide solution.

In the coloring composition, the content of the resin (B) relative to the total solid content is preferably 3 to 99% by mass, more preferably 5 to 99% by mass, and still more preferably 7 to 95% by mass.

The colored composition of the present invention preferably contains a solvent (hereinafter, it may be referred to as solvent (E)). When the coloring composition contains the solvent (E), the dispersion stability may be more improved.

<Solvent (E)>

Solvent (E) includes, for example, ester solvents (solvents that contain -COO- in the molecule and do not contain -O-), ether solvents (solvents that contain -O- in the molecule and do not contain -COO-), Ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- in the molecule and no -COO-), alcohol solvents (containing OH in the molecule and no- O-, -CO- and -COO- solvents), aromatic hydrocarbon solvents, amide solvents and dimethyl sulfide, etc.

Examples of ester solvents include: methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isoamyl acetate Ester, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetylacetate, ethyl acetylacetate, 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。 Examples of ether solvents include: ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, two 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-butanol Alcohol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropiperan, 1,4-bis

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 acetic acid Ester, 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 and so on.

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.

Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, mesitylene, and the like.

Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and the like.

Two or more kinds of these solvents can be used in combination.

The content of the solvent (E) relative to the total amount of the coloring composition is preferably 40 to 99% by mass, more preferably 50 to 95% by mass.

In the coloring composition of the present invention, the compound Z is preferably dispersed in the solvent (E).

Compound Z can be subjected to rosin treatment, surface treatment using derivatives introduced with acidic or basic groups, etc., grafting treatment to the surface of compound Z via polymer compounds, etc., and via sulfuric acid particles. Micronization treatment by chemical method, etc., washing treatment by organic solvent or water to remove impurities, removal treatment by ion exchange method for ionic impurities, etc. The particle size of the compound Z is preferably approximately uniform. By dispersing the compound Z containing a dispersant, the compound Z can be in a uniformly dispersed state in the dispersion liquid.

Examples of the dispersant include surfactants, etc., which can be any of cationic, anionic, nonionic, and amphoteric surfactants. Specific examples include polyester-based, polyamine-based, and acrylic-based surfactants. These dispersants can be used alone or in combination of two or more kinds. As the dispersant, the trade name may include: KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWLEN (manufactured by Kyoeisha Chemical Co., Ltd.), Solspers (registered trademark) (manufactured by Zeneca Co., Ltd.), EFKA ( Registered trademark) (made by BASF Co., Ltd.), AJISPER (registered trademark) (made by Ajinomoto Fine-Techno Co., Ltd.), Disperbyk (registered trademark) (made by BYK Additives & Instruments Co., Ltd.), BYK (registered trademark) (BYK Additives&Instruments Co., Ltd.), etc.

When a dispersant is used, the amount of the dispersant (solid content) used is preferably 300 parts by mass or less, and 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 in the aforementioned range, there is a tendency that a colored composition in a more uniformly dispersed state can 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% by mass, preferably 0.5 to 50% by mass, and more preferably 1 to 40% by mass.

In the coloring composition, the content of compound Z relative to the total solid content is usually 1% by mass to 90% by mass, preferably 1% by mass to 80% by mass, more preferably 2% by mass to 75 Less than mass%.

When the coloring composition of the present invention contains compound Z, the coloring composition can further contain coloring agents other than compound Z (that is, the aforementioned coloring agent A1Z1, coloring agent A1Z2, coloring agent A1Z3, coloring agent A1Z4, coloring agent A1Z5, coloring agent A1Z6, etc.). Hereinafter, the coloring agent A1Z1, the coloring agent A1Z2, the coloring agent A1Z3, the coloring agent A1Z4, the coloring agent A1Z5, and the coloring agent A1Z6 may be collectively referred to as "coloring agent ZZ". In the coloring agent ZZ, one type or two or more types of coloring agents can also be contained. The coloring agent ZZ preferably contains a yellow coloring agent or a green coloring agent.

<Colorant ZZ>

The colorant ZZ can be a dye or a pigment. As the dye, well-known dyes can be used, and examples include the dyes described in Color Indcx (published by The Society of Dyers and Colourists) Dyeing Notes (Sei Dyers Co., Ltd.). Furthermore, according to the chemical structure, one can enumerate: Azo dye Materials, onion quinone dyes, triphenylmethane dyes, dibenzopyran dyes and phthalocyanine dyes. These dyes can be used alone or in combination of two or more kinds.

Specifically, dyes with color index (C.I.) numbers as described below can be cited.

CI solvent yellow 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 162; CI 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; CI reactive yellow (reactive yellow ) 2, 76, 116; CI direct yellow (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; CI disperse yellow 51, 54, 76; CI solvent orange 2, 7, 11, 15, 26, 41, 54, 56, 99; CI 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; CI reactive orange 16; CI direct orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI solvent red (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; CI acid red 52, 73, 80, 91, 92, 97, 138, 151, 211, 274, 289; CI acid violet 34, 102; CI disperse violet 26, 27; CI solvent violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47 , 48, 51, 59, 60; CI solvent blue (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; CI acid blue (acid blue) 25, 27, 40, 45, 78, 80, 112; CI direct blue (direct blue) 40; CI disperse blue (disperse blue) 1, 14, 56, 60; CI solvent green (solvent green) 1, 3, 5, 28, 29, 32, 33; CI acid green (acid green) 3 , 5, 9, 25, 27, 28, 41; CI basic green 1; CI Vat green 1 and so on.

As pigments, well-known pigments can be used, including For example, pigments that 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 kinds.

Specifically, include: CI 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; CI pigment orange 13, 31, 36, 38, 40, 42, 43 , 51, 55, 59, 61, 64, 65, 71, 73 and other orange pigments; CI 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; CI Pigment Blue 15, 15: 3, 15: 4, 15: 6, 60, etc. Blue pigment; CI Pigment Violet 1, 19, 23, 29, 32, 36, 38 and other purple pigments; CI Pigment Green 7, 36, 58, 59 and other green pigments.

As the colorant ZZ, preferred are yellow dyes and yellow pigments (hereinafter, these are collectively referred to as "yellow colorants"), green dyes and green pigments (hereinafter, these are collectively referred to as "green colorants" "In the case of "), yellow pigments and green pigments are more preferable, and green pigments are more preferable.

Examples of the yellow dye include those whose hue is classified as yellow among the above-mentioned dyes, and those whose hue is classified as yellow among the above-mentioned pigments as the yellow pigments.

Among yellow pigments, quinolinone is preferred (quinophthalone) yellow pigment, metal-containing yellow pigment, isoindoline yellow pigment, more preferably C.I. Pigment Yellow 129, 138, 139, 150, 185, and more preferably C.I. Pigment Yellow 138, 139, 150, 185.

Examples of green dyes include those whose hue is classified as green among the above-mentioned dyes, and those whose hue is classified as green among the above-mentioned pigments as examples of green pigments.

Among the green pigments, phthalocyanine pigments are preferred, at least one selected from the group consisting of copper halide phthalocyanine pigments and zinc halide phthalocyanine pigments is more preferred, and more preferably selected from CI Pigment Green 7, At least one of the group 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 agent ZZ containing liquid containing the coloring agent ZZ and the solvent (E) can be prepared in advance, and then the coloring agent ZZ containing liquid can be used to prepare the coloring composition Things. When the colorant ZZ is not dissolved in the solvent (E), the colorant ZZ-containing liquid can be prepared by dispersing and mixing the colorant ZZ in the solvent (E). The coloring agent ZZ containing liquid can 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), and the coloring agent ZZ containing liquid containing the coloring agent ZZ and the solvent (E); or, the compound Z, The solvent (E), the coloring agent ZZ containing the coloring agent ZZ and the solvent (E) are mixed and manufactured; or, the compound Z, the resin (B) and the solvent (E), the coloring agent ZZ and The coloring agent ZZ containing liquid of the solvent (E) is mixed and manufactured.

As the aforementioned production method, it is preferable to mix compound Z and resin (B) by a bead mill or the like to prepare a coloring composition, and to combine the resulting coloring composition with a coloring agent ZZ and a solvent. (E) A method of mixing the coloring agent ZZ containing liquid; alternatively, compound Z and the solvent (E) are mixed by a bead mill or the like to prepare a coloring composition, and the obtained coloring composition is mixed with the coloring agent ZZ and solvent (E) coloring agent ZZ containing liquid mixing method; or, 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 the coloring composition with the coloring agent ZZ containing liquid containing the coloring agent ZZ and the solvent (E).

The coloring agent ZZ preferably contains one or more coloring agents selected from a green coloring agent and a yellow coloring agent.

Coloring agent ZZ can be treated with rosin, surface treatment using coloring agent derivatives introduced with acidic or basic groups, etc., and grafting treatment to the surface of coloring agent ZZ via polymer compounds, etc. , Micronization treatment by sulfuric acid micronization method, etc., cleaning treatment by organic solvent or water to remove impurities, removal treatment by ion exchange method for 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 colorant ZZ can be individually dispersed and processed, or a plurality of types can be mixed and dispersed.

As the dispersant, surfactants, etc. can be cited, which can be any of cationic, anionic, nonionic, and amphoteric interfaces. Active agent. Specifically, surfactants such as polyester-based, polyamine-based, and acrylic-based surfactants can be cited. These dispersants can be used alone or in combination of two or more. As a dispersant, when expressed by a trade name, it may be: KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWLEN (manufactured by Kyoeisha 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) (Manufactured by BYK Additives&Instruments Co., Ltd.), etc.

In order to prepare the aforementioned colorant ZZ containing liquid, when a dispersant is used, relative to 100 parts by mass of the colorant ZZ, the amount of the dispersant (solid content) used is preferably 300 parts by mass or less, more preferably 5 parts by mass or more. Parts by mass or less. When the amount of the dispersant used is in the aforementioned range, there is a tendency to obtain a coloring agent ZZ-containing liquid showing a more uniform dispersion state.

In the total amount of the colorant ZZ containing liquid, the content of the coloring agent ZZ in the colorant ZZ containing liquid is usually 0.1 to 60% by mass, preferably 0.5 to 50% by mass, more preferably 1 to 40% by mass .

In the colorant ZZ containing liquid, relative to the total solid content, the content of the colorant ZZ is usually 1% by mass to 90% by mass, preferably 1% by mass to 80% by mass, and more preferably 2 Mass% or more and 75 mass% or less.

The coloring composition of the present invention contains resin (B), and the coloring agent ZZ containing liquid containing the coloring agent ZZ and the solvent is prepared in advance, and then the When the colorant ZZ-containing liquid is used to prepare the coloring composition of the present invention, the colorant ZZ-containing liquid is

A part or all of the resin (B) contained in the coloring composition can be included in advance, preferably a part. By including the resin (B) in advance, the dispersion stability of the colorant ZZ-containing liquid can be more 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 of the coloring agent ZZZ of the combined compound Z and the coloring agent ZZ relative to the total solid content is usually 1% by mass or more and 90% by mass or less, preferably 1% by mass or more and 80% by mass or less , More preferably 2% by mass or more and 75% by mass or less.

In the total amount of the colorant ZZZ, the content 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% by mass or less.

In the total amount of the yellow colorant, the content of compound Z is usually 0.001% by mass or more, preferably 40% by mass or more, more preferably 50% by mass or more, still more preferably 60% by mass or more, particularly preferably 70% by mass or more, and the upper limit is 100% by mass or less, preferably 99.999% by mass or less, more preferably 99.997% by mass or less.

When the colorant ZZ is contained, relative to 100 parts by mass of the compound Z, the content of the colorant ZZ is preferably 0.1 part by mass or more, more preferably 0.5 part by mass or more, still more preferably 1 part by mass or more, and preferably 10000 Parts by mass or less, more preferably 5000 parts by mass or less.

The colored curable composition of the present invention contains at least one of compound Z, resin (B) and solvent (E), and a polymerizable compound (C).

<Polymerizable compound (C)>

The polymerizable compound (C) is a compound that can be polymerized by the active radical and/or acid 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 polymerizable compounds 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., as well as the above-mentioned monomer (a), monomer (b) and monomer (c).

Examples of polymerizable compounds having two ethylenically unsaturated bonds include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, and neopentyl glycol di(meth)acrylate. (Meth) acrylate, triethylene glycol di(meth)acrylate, bis(acryloxyethyl) ether of bisphenol A and 3-methylpentanediol di(meth)acrylate, etc. .

Among them, the polymerizable compound (C) is preferably a polymerizable compound having 3 or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, neopentaerythritol tri(meth)acrylate, neopentaerythritol tetra(meth)acrylate, two Neopentylerythritol penta(meth)acrylate, dineopentaerythritol hexa(meth)acrylic acid Ester, trineopentaerythritol octa(meth)acrylate, trineopentaerythritol hepta(meth)acrylate, tetraneopentaerythritol deca(meth)acrylate, tetraneopentaerythritol nine(meth)acrylate ) Acrylate, ginseng melamine (2-(meth)acryloxyethyl) ester, ethylene glycol modified neopentyl erythritol tetra (meth) acrylate, ethylene glycol modified two Neopentyl erythritol hexa (meth) acrylate, propylene glycol modified neopentyl erythritol tetra (meth) acrylate, propylene glycol modified dineopentaerythritol hexa (meth) acrylate, caprolactone modified neopentyl Tetraol tetra (meth) acrylate and caprolactone are modified dineopentaerythritol hexa (meth) acrylate, etc., preferably, dineopentaerythritol penta (meth) acrylate and dineopentyl erythritol Alcohol hexa(meth)acrylate.

The weight average molecular weight of the polymerizable compound (C) is preferably from 150 to 2,900, and more preferably from 250 to 1,500.

In the colored curable composition, the content of the polymerizable compound (C) relative to the total solid content is preferably 1 to 65% by mass, more preferably 3 to 60% by mass, and still more preferably 5 to 55 mass%.

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

<Polymerization initiator (D)>

The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active radicals, acids, etc. by the action of light or heat, and start 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, and three

Compounds and phosphine oxide compounds, etc.

Examples of O-acetoxime compounds include N-benzyloxy-1-(4-phenylthiophenyl)butan-1-one-2-imine, N-benzyloxy-1-(4-phenylthiophenyl)butan-1-one-2-imine Acetyloxy-1-(4-phenylthiophenyl)octan-1-one-2-imine, N-benzyloxy-1-(4-phenylthiophenyl) -3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylthiophenyl)-3-cyclopentylpropan-1-one-2- Imine, N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine, N-acetoxy-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-dioxolylmethyloxy)benzyl}-9H-carbazol-3-yl]ethane- 1-imine, N-acetoxy-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 Propan-1-one-2-imine, etc. Furthermore, as the O-acetoxime compound, commercial products such as Irgacure OXE01, OXE02 (all of the above are made by BASF Co., Ltd.) and N-1919 (made by ADEKA Co., Ltd.) can also be used. Among them, the O-oxime compound is preferably selected from N-benzyloxy-1-(4-phenylthiophenyl)butan-1-one-2-imine, N -Benzyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine and N-benzyloxy-1-(4-phenylthio) (Phenyl)-3-cyclopentylpropan-1-one-2-imine is at least one of the group consisting of, more preferably N-benzyloxy-1-(4-phenylsulfanyl) Phenyl)octane-1-one-2-imine.

Examples of the phenalkyl ketone compound include: 2-methyl-2-morpholinyl-1-(4-methylthiophenyl)propan-1-one and 2-dimethylamino-1- (4-morpholinylphenyl)-2-benzylbutane-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 are made by BASF Co., Ltd.) can also be used.

Examples of phenalkyl ketone compounds include 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethyl (Oxy) phenyl) propan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-(4-isopropenyl phenyl) propan-1-one oligomer , Α,α-diethoxy acetophenone and benzyl dimethyl ketal.

Examples of biimidazole compounds include 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. 48-38403, Japanese Patent Application Publication No. 62-174204, etc.) and imidazoles 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 Application 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

Compounds include: 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-tri

, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-tri

, 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)vinyl]-1,3,5-tri

, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-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.

Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzyldiphenylphosphine oxide and the like.

Examples of the polymerization initiator (D) include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether. Compounds; benzophenone, o-benzophenone methyl benzoate, 4-phenylbenzophenone, 4-benzophenone-4'-methyl diphenyl sulfide, 3,3', Benzophenone compounds such as 4,4'-tetra(tert-butylperoxycarbonyl)benzophenone and 2,4,6-trimethylbenzophenone; 9,10-phenanthrenequinone, 2- Quinone compounds such as ethyl onionquinone and camphorquinone; 10-butyl-2-chloroacridone, diphenylethylenedione, methyl phenylglyoxylate and titanocene compounds, etc.

These are preferably used in combination with the polymerization initiation aid (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 selected from the group consisting of phenalkyl ketone compounds, three

A polymerization initiator of at least one of the group consisting of a compound, an acetoxy phosphine oxide compound, an O-amino oxime compound, and a biimidazole compound, and more preferably a polymerization initiator containing an O- oxy oxime compound.

The content of the polymerization initiator (D) in the total solid content in the colored curable composition is preferably 0.001 to 40% by mass, more preferably 0.01 to 30% by mass.

The colored curable composition of the present invention can also contain a polymerization initiation assistant (D1).

<Polymerization initiation aid (D1)>

The polymerization start auxiliary agent (D1) is a compound or a sensitizer used in order to promote the polymerization of a polymerizable compound that starts polymerization with a polymerization initiator. When the polymerization initiator (D1) is contained, it is usually used in combination with the polymerization initiator (D).

Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, carboxylic acid compounds, and the like.

Examples of amine compounds include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4-dimethylaminobenzoate Isoamyl aminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4, 4'-bis(dimethylamino)benzophenone (commonly known as Michele ketone), 4,4'-bis(diethylamino)benzophenone and 4,4'-bis(ethyl) Methylamino)benzophenone, etc., preferably include 4,4'-bis(diethylamino)benzophenone. In addition, as the amine compound, commercially available products such as EAB-F (manufactured by Hodogaya Chemical 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 -9,10-diethoxyanthracene, 9,10-dibutoxyanthracene and 2-ethyl-9,10-dibutoxyanthracene, etc.

Examples of thioxanthone compounds include: 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1 - Chloro-4-propoxythioxanthone and so on.

Examples of carboxylic acid compounds include: phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, Methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylsulfur Glycilic acid, N-naphthylglycine and naphthyloxyacetic acid, etc.

When using these polymerization initiation aids (D1), the content of polymerization initiation aid (D1) in the total solid content in the colored curable composition is preferably 0.001 to 30% by mass, more preferably It is 0.01 to 20% by mass.

The colored composition of the present invention can also further contain a leveling agent (F) and an antioxidant.

<Leveling Agent (F)>

Examples of the leveling agent (F) include silicone-based surfactants, fluorine-based surfactants, and silicone-based surfactants having fluorine atoms. These can also have a polymerizable group in the side chain.

Examples of the polysiloxane-based surfactant include a surfactant having a siloxane bond in the molecule, and the like. Specifically, it can include: 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 company), etc.

Examples of the fluorine-based surfactant include a surfactant having a fluorocarbon chain in the molecule, and the like. Specifically, it can include: 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 made by DIC Co., Ltd.), Eftop (registered trademark) EF301, Eftop EF303, Eftop EF351, Eftop EF352 (all made by Mitsubishi Materials Electronics Co., Ltd.), Surflon (Registered trademark) S381, Surflon S382, Surflon SC101, Surflon SC105 (all made by Asahi Glass Co., Ltd.) and E5844 (made by Daikin Institute of Fine Chemicals Co., Ltd.), etc.

As the polysiloxane-based surfactant having a fluorine atom, a surfactant having a siloxane bond and a fluorocarbon chain in the molecule can be mentioned. Specifically, Megafac (registered trademark) R08, Megafac BL20, Megafac F475, Megafac F477, Megafac F443 (all manufactured by DIC Co., Ltd.), etc. can be cited.

When the leveling agent (F) is contained, relative to the total amount of the coloring composition, the content of the leveling agent (F) is usually 0.0005 mass% to 1 mass%, preferably 0.001 mass% to 0.5 mass%. , More preferably 0.001% by mass or more and 0.2% by mass or less, still more preferably 0.002% by mass Above 0.1% by mass, particularly preferably 0.005% by mass to 0.1% by mass. When the content rate of the leveling agent (F) is within the aforementioned range, the flatness of the color filter can be improved.

<Antioxidant>

From the viewpoint of improving the heat resistance and light resistance of the colorant, it is preferable to use the antioxidant alone or in combination of two or more kinds. The antioxidant is not particularly limited as long as it is an antioxidant used in general industry, and it is possible to use phenol-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, and the like.

-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: neopentylerythritol 4 [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, made by BASF Co., Ltd.), Irganox 1330 ( Irganox 1330: 3,3',3”,5,5',5”-hexa-tertiary butyl-a,a',a”-(mesitylene-2,4,6-triyl)tri- P-cresol, manufactured by BASF Co., Ltd.), Irganox 3114 (Irganox 3114: 1,3,5-ginseng (3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5 -three

-2,4,6(1H,3H,5H)-triketone, manufactured by BASF Co., Ltd.), Irganox 3790 (Irganox 3790: 1,3,5-ginseng ((4-tertiary butyl-3-hydroxy- 2,6-Xylyl)methyl)-1,3,5-tris

-2,4,6(1H,3H,5H)-triketone, manufactured by BASF Co., Ltd.), Irganox 1035 (Irganox 1035: thiodiethylenebis[3-(3,5-di-tertiary butyl- 4-hydroxyphenyl)propionate], manufactured by BASF Co., Ltd.), Irganox 1135 (Irganox 1135: phenylpropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy, C7 -C9 side chain alkyl ester, manufactured by BASF Co., Ltd.), Irganox 1520L (Irganox 1520L: 4,6-bis(octylthiomethyl)-o-cresol, manufactured by BASF Co., Ltd.), Irganox 3125 (BASF) Co., Ltd.), Irganox 565 (Irganox 565: 2,4-bis(n-octylthio)-6-(4-hydroxy 3',5'-di-tert-butylanilino)-1,3 ,5-三, manufactured by BASF Co., Ltd.), ADK STAB AO-80 (ADK STAB AO-80: 3,9-bis(2-(3-(3-tertiarybutyl-4-hydroxy-5-methyl) (Phenyl) propanyloxy)-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro(5,5)undecane, manufactured by ADEKA Co., Ltd.), Sumilizer BHT (manufactured by Sumitomo Chemical Co., Ltd.), Sumilizer GA-80 (manufactured by Sumitomo Chemical Co., Ltd.), Sumilizer GS (manufactured by Sumitomo Chemical Co., Ltd.), Cyanox 1790 (manufactured by Scitec Co., Ltd.), and Vitamin E (manufactured by Eisai Co., Ltd.) Limited company system) and so on.

Examples of the aforementioned phosphorus antioxidant include: Irgafos 168 (Irgafos 168: ginseng (2,4-di-tert-butylphenyl) phosphite, manufactured by BASF Co., Ltd.), Irgafos 12 (Irgafos 12: ginseng [2-[[2,4,8,10-Tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphorine-6-yl]oxy] Ethyl]amine, manufactured by BASF Co., Ltd.), Irgafos 38 (Irgafos 38: bis(2,4-bis(1,1-dimethylethyl)-6-methylphenyl) ethyl 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-tertiary butyl-4-hydroxy-5-methylphenyl) propoxy]-2,4,8,10-tetra-tertiary butyl two Benzo[d,f][1.3.2]dioxaphosphorine) (manufactured by Sumitomo Chemical Co., Ltd.) and the like.

Examples of the sulfur-based antioxidant include: dialkyl thiodipropionate compounds such as dilauryl thiodipropionate, bismyristate, or distearyl ester, and tetrakis[methylene (3- Dodecyl thio) propionate] β-alkyl mercaptan propionate compounds of polyhydric alcohols such as methane.

<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, and additives known in the technical field.

Examples of adhesion promoters include vinyl trimethoxysilane, vinyl triethoxysilane, vinyl ginseng (2-methoxyethoxy) silane, and 3-epoxypropyloxypropane. Trimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyl Diethoxysilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-hydrothiopropyltrimethoxysilane, 3-isocyanatepropyltriethoxysilane , N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyldiethoxysilane , N-2-(aminoethyl)-3-aminopropyl trimethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyl two Ethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, N-phenyl-3 -Aminopropyltriethoxysilane, etc.

<Color filter>

A color filter can be formed from the colored composition or colored 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, Preferably, a photoetching method is mentioned. The photoetching method is a method of applying the colored curable composition to a substrate, drying it to form a colored curable composition layer, exposing the colored curable composition layer through a photomask, and then performing development. In the photolithography method, the colored curable composition preferably contains a polymerization initiator (D). In the photolithography method, by not using a photomask during exposure, and/or not performing development, it is possible to form a colored coating film of a cured product belonging to the colored curable composition layer. The colored pattern or colored coating film thus formed can be used as the color filter of the present invention.

The thickness of the color filter produced is not particularly limited, and can be appropriately adjusted according to the purpose and application. For example, it can be 0.1 to 30 μm, preferably 0.1 to 20 μm, and more preferably 0.5 to 6 μm.

As the substrate, a glass plate, a resin plate, silicon, and an alloy thin film of aluminum, silver, silver/copper/palladium formed on the aforementioned substrate, and the like can be used. On these substrates, other color filter layers, resin layers, transistors and circuits can also be formed.

The formation of pixels of each color by photolithography can be achieved by the well-known Or the usual equipment and conditions. For example, it can be produced as follows.

First, the colored curable composition is coated on the substrate, and the volatile components such as the solvent are removed by heat drying (pre-baking) and/or reduced pressure drying and dried to obtain a smooth colored curable composition Floor.

Examples of coating methods include spin coating methods, slit coating methods, and slit and spin coating methods.

Next, the colored curable composition layer is exposed through a photomask for forming the intended colored pattern. In order to irradiate the entire exposure surface with parallel light uniformly, or to align the photomask with the correct position of the substrate on which the colored curable composition layer is formed, it is better to use a photomask alignment exposure machine, stepper, etc. Device.

The colored curable composition layer after exposure is brought into contact with a developing solution for development, thereby forming a colored pattern on the substrate. By developing, the unexposed part of the colored curable composition layer is dissolved in the developing solution and removed.

The developer is preferably, for example, an aqueous solution of an alkaline compound such as potassium hydroxide, sodium hydrogen carbonate, sodium carbonate, and tetramethylammonium hydroxide.

The development method may be any of a liquid coating method, a dipping method, and a spray method. Furthermore, the substrate may be inclined at any angle during development.

The developed substrate is preferably washed with water.

Further, it is preferable to post-bak the obtained colored pattern.

The aforementioned color filter can be used as a display device (liquid crystal Among them, color filters used in display devices, organic EL devices, electronic paper, etc.) and solid-state imaging devices are particularly useful as color filters used in liquid crystal display devices.

[Example]

Below, unless otherwise specified, "parts" means "parts by mass", and "%" means "% by mass".

In the following synthesis examples, the structure of the compound was determined by NMR (JMM-ECA-500; manufactured by JEOL Ltd.) or mass analysis (LC; Agilent 1200 type, MASS; Agilent LC/MSD6130 type) confirm.

The measurement of the weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin in terms of polystyrene was carried out 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

Analysis of the solid content of the sample: 0.001 to 0.01% by mass

Injection volume: 50μL

Detector: RI

Standard materials 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) in terms of polystyrene obtained above was taken as 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. While maintaining the temperature at 5°C, in the obtained mixture, a mixture of 20.9 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 10 parts of methanol was dropped over 1 hour.

The obtained mixture was stirred at 5°C for 4 hours.

While maintaining the temperature at 5°C or lower, 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.

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.

0.496 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 26 parts of methanol were added to the obtained mixture, and the mixture was stirred at 40°C for 2 hours and 30 minutes.

Add 17.1 parts of acetic acid and 26.9 parts of barbituric acid to the obtained mixture 793 parts of water and 793 parts of water, stirred at 40°C for 2 hours.

17.0 parts of acetic acid, 26.9 parts of barbituric acid, 12 parts of methanol, and 12 parts of water were added to the obtained mixture, and after stirring at 40°C for 30 minutes, it was 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 1800 parts with water Wash once.

The obtained residue was recrystallized using N,N-dimethylformamide to obtain 30.7 parts of a mixture of the compound represented by formula (IZ1-38) and the compound represented by formula (IZ1-39).

<Identification of the compound represented by formula IZ1-38>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 384

Exact Mass: 383

<Identification of the compound represented by formula IZ1-39>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 398

Exact Mass: 397

Example 2Z1

Except that 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z1 to obtain the formula A mixture of the compound represented by IZ1-20 and the compound represented by formula IZ1-21.

<Identification of the compound represented by formula IZ1-20>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 395

Exact Mass: 394

<Identification of the compound represented by formula IZ1-21>

(Quality 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 for changing to phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z1 to obtain a 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>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 339

Exact Mass: 338

<Identification of the compound represented by formula IZ1-3>

(Quality 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.), the rest was carried out in the same manner as in Example 1Z1 to obtain the formula IZ1-38. Show the compound.

<Identification of the compound represented by formula IZ1-38>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 384

Exact Mass: 383

Example 5Z1

In addition to replacing 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), and replacing 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 rest was carried out in the same manner as in Example 1Z1 to obtain the compound represented by formula IZ1-20.

<Identification of the compound represented by formula IZ1-20>

(Quality 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 with cyanoacetate. Except methyl ethyl acetate (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest is the same as in Example 1Z1 The same is carried out to obtain the compound represented by formula IZ1-2.

<Identification of the compound represented by formula IZ1-2>

(Quality 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. While maintaining the temperature below 5° C., in the obtained mixture, a mixture of 8.15 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was dropped over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days.

At 10 to 20°C, 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. 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, up to this point in time, a total of 206 parts of methanol were added 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 obtained mixture is distilled by a rotary evaporator to remove the solvent, the obtained residue is purified by column chromatography to obtain a mixture of the compound represented by formula IZ1-20 and the compound represented by formula IZ1-21 .

<Identification of the compound represented by formula IZ1-20>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 395

Exact Mass: 394

<Identification of the compound represented by formula IZ1-21>

(Quality 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. At room temperature, to the obtained mixture, 2.00 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added. The obtained mixture was stirred at 43°C for 1 hour and 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 the obtained mixture is distilled off by a rotary evaporator to remove the solvent, the obtained residue is purified by column chromatography to obtain a 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>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 339

Exact Mass: 338

<Identification of the compound represented by formula IZ1-3>

(Quality 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 are mixed. While maintaining the temperature at 2 to 6°C, in the obtained mixture, 5.86 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes. 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, up to this point in time, 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 obtained mixture is distilled off by a rotary evaporator to remove the solvent, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ1-38.

<Identification of the compound represented by formula IZ1-38>

(Quality 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. While maintaining the temperature below 5°C, in the obtained mixture, a mixture of 8.15 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was dropped over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days.

At 10 to 20°C, 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. 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, up to this point in time, a total of 206 parts of methanol were added 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 obtained mixture is distilled off by a rotary evaporator to remove the solvent, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ1-20.

<Identification of the compound represented by formula IZ1-20>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 395

Exaet Mass: 394

Example 11Z1XXX (645)

60.0 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 501 parts of methanol were mixed. While maintaining the temperature at 2°C, 46.7 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 15 minutes in the obtained mixture. The obtained mixture was stirred for 5 hours while maintaining the temperature at 2°C to 6°C. While maintaining the temperature below 5°C, 556 parts of methanol was added to this mixed solution. 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 stirred at 40°C for 2 hours. This mixture was mixed with 1.50 parts of acetic acid and 2.40 parts of methyl cyanoacetate.

In addition, up to this point in time, a total of 111 parts of methanol was added 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 the mixture was stirred at 40°C for 42 hours. Furthermore, until this point in time, in addition to the methanol mentioned 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 is purified by column chromatography to obtain the compound represented by formula IZ1-2.

<Identification of the compound represented by formula IZ1-2>

(Quality 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 the mixture below 5°C, a 25% sodium methoxide methanol solution was added. The 25% sodium methoxide methanol solution contained 0.5 times the mol 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, to this mixture, methyl cyanoacetate and 6.1 parts of acetic acid were added 1.5 times the number of moles of 5.0 parts of 4,5-dichlorophthalonitrile.

The 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 the mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain 0.297 parts of the compound represented by formula (IZ1-258).

<Identification of the compound represented by formula (IZ1-258)>

(Quality 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. While maintaining the temperature at 3°C to 5°C, in the obtained mixture, a mixture of 30.3 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 12 parts of methanol was dropped over 10 minutes. While maintaining the obtained mixture at 3°C to 5°C, it was stirred for 6 hours. While maintaining the temperature at 3°C to 5°C, to the obtained mixture, 19.8 parts of acetic acid, 28.5 parts of tert-butyl cyanoacetate, and 26 parts of methanol were added. After stirring the obtained mixture at room temperature for 2 days, it was stirred at 40°C for 3 hours. To the obtained mixture, 5.09 parts of acetic acid and 7.17 parts of tert-butyl cyanoacetate were added, and the mixture was stirred at 40°C 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. This residue is purified by column chromatography to obtain the formula (IZ1-5) Show the compound.

<Identification of the compound represented by formula (IZ1-5)>

(Quality 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. While maintaining the temperature below 5° C., in the obtained mixture, a mixture of 8.81 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 18 parts of methanol was dropped over 10 minutes. The obtained mixture was stirred for 4 hours while maintaining the temperature below 5°C.

While maintaining the temperature below 5°C, to the obtained mixture, 5.55 parts of acetic acid was added, and the mixture was stirred for 30 minutes. This mixture was mixed with 12.3 parts of tert-butyl cyanoacetate, and stirred at 40°C for 14 hours. This mixture was mixed with 0.654 parts of acetic acid and 1.24 parts of tert-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 tert-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 tert-butyl cyanoacetate. Furthermore, until this point In addition to the methanol described above, 89 parts of methanol were added in total until the point in time. The 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. Until this point in time, a total of 117 parts of methanol 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 3 times with 1,330 parts of 50% methanol aqueous solution. The obtained residue is purified by column chromatography to obtain the compound represented by formula (IZ1-41).

<Identification of the compound represented by formula IZ1-41>

(Quality 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 introduced 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 ] The mixed solution of 289 parts of the mixture of decane-9-yl ester and 125 parts of propylene glycol monomethyl ether acetate was dropped 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 completion of the dropping, the solution was maintained at the same temperature for 4 hours, and then cooled to room temperature to obtain a solution of a copolymer (resin B1) with a solid content of 35.0%. The weight average molecular weight (Mw) of the obtained resin B1 was 8800, the dispersion degree was 2.1, and the solution acid value 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 flowed 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 ] A mixed solution of 225 parts of a mixture of decane-9-yl ester, 81 parts of vinyl toluene (isomer mixture), and 80 parts of propylene glycol monomethyl ether acetate was dropped over 4 hours. On the other hand, a solution in which 30 parts of a 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 solution was maintained at the same temperature for 4 hours, and then cooled to room temperature to obtain a solution of a copolymer (resin B3) with a solid content of 37.5%. The weight average molecular weight (Mw) of the obtained resin B3 was 10600, the dispersion degree 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 introduced 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 ,6} ] A mixed solution of 202 parts of a mixture of decane-9-yl ester, 78 parts of vinyl toluene (isomer mixture), and 100 parts of propylene glycol monomethyl ether acetate was dropped over 4 hours. On the other hand, a solution in which 33 parts of a 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 solution was maintained at the same temperature for 4 hours and then cooled to room temperature to obtain a solution of a 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

The pigment: C.I. Pigment Green 58 60 parts,

Acrylic pigment dispersant 8.1 parts,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

After mixing, the pigment was dispersed using a bead mill to prepare a pigment dispersion liquid (colorant A1Z1 containing liquid). In addition, will

Coloring agent AZ1: 50 parts of a mixture of the compound represented by formula IZ1-38 and the compound represented by 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

After mixing, and using a bead mill, the mixture of the compound represented by formula IZ1-38 obtained in Example 1Z1 and the compound represented by formula IZ1-39 was dispersed to obtain a colored composition. Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z1 containing liquid);

400 pieces of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts 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.

[Making of Coloring Pattern]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z1 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the quartz glass mask was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used. Exposure is performed at an exposure amount of /cm ^{2 (365nm reference).} In addition, as the photomask, one having a line and space pattern of 100 μm formed was used. The colored curable composition layer after exposure is 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.

[Determination of phase difference]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z1 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used for the colored curable composition layer, and exposure was performed 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, 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 colored coating film was measured using DEKTAK3 (manufactured by Nippon Vacuum Technology Co., Ltd.). Use ellipsometer (M-220 spectroscopic ellipsometer; JASCO Corporation Manufacture) to measure the retardation value of the inclination angle of this colored coating film at 45°. In the measurement of the retardation value, light with a wavelength of 550 nm is used. The results are shown in Table 8Z1.

Example 102Z1

Except that the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the compound represented by formula IZ1-20 obtained in Example 2Z1 and the compound represented by formula IZ1-21 Except for the mixture of the compounds shown, it was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 2Z1, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 103Z1

Except that the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the compound represented by formula IZ1-2 obtained in Example 3Z1 and the compound represented by formula IZ1-3 Except for the mixture of the compounds shown, it was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 3Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 is replaced with the compound represented by the formula IZ1-38 obtained in Example 4Z1, the rest is the same as in the embodiment 101Z1 By the same application, a colored curable composition 4Z1 was obtained, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 105Z1

Except that the mixture of the compound represented by formula IZ1-38 obtained in Example 1Z1 and the compound represented by formula IZ1-39 was replaced with the compound represented by Formula IZ1-20 obtained in Example 5Z1, the rest was the same as in Example 101Z1 The same was applied to obtain a colored curable composition 5Z1, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 106Z1

Except that the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the compound represented by formula IZ1-2 obtained in Example 6Z1, the rest was the same as in Example 101Z1 By applying the same procedure, a colored curable composition 6Z1 was obtained, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 107Z1

Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the procedure was carried out in the same manner as in Example 101Z1 to obtain a colored curable composition 7Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, perform the film Thickness measurement and phase difference measurement. The results are shown in Table 8Z1.

Example 108Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IZ1-38 and the compound represented by 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 rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 8Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 109Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 3Z1 Except for the mixture of the compound shown in -2 and the compound shown in formula IZ1-3, the rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 9Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 110Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 4Z1 -38 Except for the compound shown, the rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 10Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 111Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 5Z1 Except for the compound shown in -20, the rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 11Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 112Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 6Z1 Except for the compound shown in -2, the rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 12Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 113Z1

Except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59, the procedure was performed in the same manner as in Example 101Z1 to obtain a colored curable composition 13Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 114Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IZ1-38 and the compound represented by 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 rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 14Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 115Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 3Z1 Except for the mixture of the compound shown in -2 and the compound shown in formula IZ1-3, the rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 15Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 116Z1

Except for replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 4Z1 Except for the compound shown in -38, the procedure was performed in the same manner as in Example 101Z1 to obtain a colored curable composition 16Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 117Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 5Z1 Except for the compound shown in -20, the procedure was performed in the same manner as in Example 101Z1 to obtain a colored curable composition 17Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 118Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the formula IZ1 obtained in Example 6Z1 Except for the compound shown in -2, the rest was applied in the same manner as in Example 101Z1 to obtain a colored curable composition 18Z1 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in the table 8Z1.

Comparative example 1Z1

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 with CI Pigment Yellow 185, the rest was applied in the same manner as in Example 101Z1 to obtain color curability The composition is C1Z1, and a colored pattern is obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Comparative example 2Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, and replacing the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 with CI Pigment Yellow 185, the rest is Example 101Z1 was applied in the same manner to obtain a colored curable composition C2Z1, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Comparative example 3Z1

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, and replacing the mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 with CI Pigment Yellow 185, the rest is Example 101Z1 was applied in the same manner to obtain a colored curable composition C3Z1, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z1.

Example 119Z1

The 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 A1Z1 containing liquid) in which the pigment was dispersed.

In addition, will

Coloring agent AZ1: 50 parts of a mixture of the compound represented by formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1,

58 parts of dispersant solution (60% solid content),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

After mixing, 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, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z1 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol 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 parts 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.

Except that the colored curable composition 19Z1 was used instead of the colored curable composition 1Z1, it was performed in the same manner as in Example 101Z1 to produce a colored pattern. In addition, except that the colored curable composition 19Z1 was used instead of the colored curable composition 1Z1, it was applied in the same manner as in Example 101Z1 to obtain a colored coating film, and the film thickness and the retardation value were measured. The results are shown in Table 9Z1.

Example 120Z1 to Example 127Z1

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 with the coloring agent shown in the "coloring agent" column of Table 9Z1, the rest is the same as in Example 119Z1 Apply ground to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the compound shown in the "colorant" column of Table 9Z1, CI Pigment Green 58 was replaced by CI Pigment Green 7 Except for the above, the same procedure as in Example 119Z1 was carried out to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 formula IZ1-38 and the compound represented by formula IZ1-39 obtained in Example 1Z1 was replaced with the compound shown in the "colorant" column of Table 9Z1, CI Pigment Green 58 was replaced by CI Except for Pigment Green 59, it was applied in the same manner as in Example 119Z1 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z1.

In the review of Example Z1, it can be seen from the above results that, compared to the colored coating film formed from the colored curable composition containing CI Pigment Yellow 185, the colored coating film formed from the colored curable composition containing the compound of the present invention 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 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 dropped to room temperature, it was filtered.

The obtained residue is dried to obtain 10.0 parts of a mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38, and the compound represented by formula IaZ2-149.

<Identification of the compound represented by formula IaZ2-39>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 383

Exact Mass: 382

<Identification of the compound represented by formula IaZ2-38>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 355

Exact Mass: 354

<Identification of the compound represented by formula IaZ2-149>

(Quality 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.), the rest was carried out in the same manner as in Example 1Z2 to obtain the formula IbZ2- The compound shown in 125.

<Identification of the compound represented by formula IbZ2-125>

(Quality 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, the rest was carried out in the same manner as in Example 1Z2 to obtain the formula IbZ2-126 Compound.

<Identification of the compound represented by formula IbZ2-126>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 353

Exact Mass: 352

Example 4Z2

Except that ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was the same as Example 1Z2 To obtain the compound represented by formula IbZ2-148.

<Identification of the compound represented by formula IbZ2-148>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 381

Exact Mass: 380

Example 5Z2

Except that ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was the same as Example 1Z2 To obtain the compound represented by formula IbZ2-149.

<Identification of the compound represented by formula IbZ2-149>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 437

Exact Mass: 436

Example 6Z2

In addition to replacing ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) with 2-cyanoacetamide benzene (manufactured by Tokyo Chemical Industry Co., Ltd.) Otherwise, the same procedures as in Example 1Z2 were carried out to obtain the compound represented by formula IbZ2-128.

<Identification of the compound represented by formula IbZ2-128>

(Quality 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 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 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 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, up to this point in time, in addition to the methanol described above, a total of 6 parts of methanol was added. After the mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula IbZ2-126.

<Identification of the compound represented by formula IbZ2-126>

(Quality 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. The 25% sodium methoxide methanol solution contained 0.5 times the mol number of 10 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 5 hours.

To this mixture, 16 parts of 2-cyanoacetamide and acetic acid were added 3.3 times the number of moles of 10 parts of 4-nitrophthalonitrile, and stirred at 60°C for 21 days.

After the mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula IbZ2-125.

<Identification of the compound represented by formula IbZ2-125>

(Quality 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 contained 0.5 times the mol number of 10 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 5 hours.

In this mixture, add 16 parts of 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, and keep the temperature at 60°C. Stir for 21 days. After the mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula IbZ2-148.

<Identification of the compound represented by formula IbZ2-148>

(Quality 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. The 25% sodium methoxide methanol solution contained 0.5 times the mol number of 10 parts of 4-nitrophthalonitrile. sodium. The mixture was stirred at 0°C for 5 hours. In this mixture, add 16 parts of 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, and keep the temperature at 60°C. Stir for 21 days.

After the solvent was distilled off the mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain the compound represented by formula (IbZ2-149).

<Identification of the compound represented by formula IbZ2-149>

(Quality 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, in the obtained mixture, a mixture of 0.722 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 19 parts of methanol was added. It took 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-cyanoacetaminophen (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 (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 parts of trifluoroacetic acid was added, and the mixture was stirred at 62°C for 2 hours.

To the obtained mixture, 11.5 parts of 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 Hour. In addition, up to this point in time, in addition to the methanol described above, a total of 10 parts of methanol was added. The obtained mixture was cooled to 23° C., and added to 1100 parts of 50% acetic acid aqueous solution.

To the obtained mixture, 40 parts of methanol and 400 parts of 50% acetic acid aqueous solution were added.

The obtained mixture was filtered, and the obtained residue was washed 6 times with 250 parts of 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 the formula IbZ2-128 3.32 parts of the indicated compound.

<Identification of the compound represented by formula IbZ2-128>

(Quality 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. While maintaining the temperature below 5° C., in the obtained mixture, a mixture of 20.5 parts of 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.

At 10 to 20°C, 13.7 parts of acetic acid and 13.5 parts of 2-cyano-N-methylacetamide were added to the obtained mixture. After stirring the obtained mixture 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, up to this point in time, a total of 201 parts of methanol was added in addition to the methanol described above. 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°C for 53 hours.

The obtained mixture was filtered, and the residue was washed with a 50% methanol aqueous solution. The obtained residue is purified by column chromatography to obtain the compound represented by formula (IbZ2-64).

<Identification of the compound represented by formula IbZ2-64>

(Quality 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. While maintaining the temperature at 3°C to 5°C, in the obtained mixture, a mixture of 30.3 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 12 parts of methanol was dropped over 10 minutes. The obtained mixture was stirred for 6 hours while maintaining at 3°C to 5°C.

While maintaining the temperature at 3°C to 5°C, to the obtained mixture, 19.8 parts of acetic acid, 28.5 parts of tert-butyl cyanoacetate, and 26 parts of methanol were added. After stirring the obtained mixture at room temperature for 2 days, it was stirred at 40°C for 3 hours. To the obtained mixture, 5.09 parts of acetic acid and 7.17 parts of tert-butyl cyanoacetate were added, and the mixture was stirred at 40°C 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. This residue is purified by column chromatography to obtain the compound represented by formula (IaZ2-5).

<Identification of the compound represented by formula (IaZ2-5)>

(Quality 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. While maintaining the temperature below 5° C., in the obtained mixture, a mixture of 8.81 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 18 parts of methanol was dropped over 10 minutes. The obtained mixture was stirred for 4 hours while maintaining the temperature below 5°C. While maintaining the temperature below 5°C, 5.55 parts of acetic acid was added to the obtained mixture, and the mixture was stirred for 30 minutes. This mixture and 12.3 parts of tert-butyl cyanoacetate were mixed and stirred at 40°C for 14 hours.

This mixture, 0.654 parts of acetic acid, and tert-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 tert-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 tert-butyl cyanoacetate were mixed. In addition, up to this point in time, in addition to the methanol described above, a total of 89 parts of methanol was added. The 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, up to this point in time, a total of 117 parts of methanol were added in addition to 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 3 times with 1,330 parts of 50% methanol aqueous solution. The obtained residue is purified by column chromatography to obtain the compound represented by formula (IaZ1-41).

<Identification of the compound represented by formula (IaZ1-41)>

(Quality 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. At 20°C to 25°C, to this mixture, a mixture of 2.70 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 10 parts of methanol was added.

The 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 obtained mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula (IaZ2-223).

<Identification of the compound represented by formula (IaZ2-223)>

(Quality 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. At room temperature, 1.98 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added to this mixture. The mixture was stirred at 38°C for 3 hours.

To this mixture, 2.79 parts of cyanoacetoxyurea (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1.26 parts of acetic acid were added. Put this mixture at 40°C Stir for 1 hour and 30 minutes.

To this mixture, 2.77 parts of cyanoacetoxyurea (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1.61 parts of acetic acid were added. In addition, up to this point in time, a total of 39.2 parts of methanol was added in addition to the methanol described above. The mixture was stirred at 40°C for 1 hour. To this mixture, 65.2 parts of water was added, and the mixture was stirred at 40°C for 2 hours and 30 minutes. To this mixture, 2.80 parts of cyanoacetoxyurea (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, up to this point in time, in addition to the methanol described above, a total of 31 parts of methanol was added. After the mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula (IbZ2-19).

<Identification of the compound represented by formula (IbZ2-19)>

(Quality 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.

In this mixture, add 21% sodium ethoxide ethanol solution, the 21% sodium ethoxide ethanol solution contains 1 times the number of moles of 8 parts of phthalonitrile The 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 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.

210 parts of acetic acid were added to this mixture. This mixture was filtered.

The obtained residue was washed with 79 parts of methanol and dried to obtain 17 parts of a compound represented by formula (IbZ2-311).

<Identification of the compound represented by formula (IbZ2-311)>

(Quality 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.

160 parts of methanol was added to the obtained mixture, and filtration was performed.

The obtained residue was dried to obtain 13 parts of residue.

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 is filtered. This residue was dried to obtain 9 parts of a compound represented by formula (IbZ2-317).

<Identification of the compound represented by formula (IbZ2-317>

(Mass spectrometry) 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 the mixture at 0°C, 21% sodium ethoxide ethanol solution was added. The 21% sodium ethoxide ethanol solution contained 0.5 times the molar number of 5 parts of 4-nitrophthalonitrile as 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 formula (ppp1) whose molar number is 3.3 times the molar number of 5 parts of 4-nitrophthalonitrile are added. The mixture was 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 the mixture at 0°C, 21% sodium ethoxide ethanol solution was added. The 21% sodium ethoxide ethanol solution contained 0.5 times the molar number of 4-nitrophthalonitrile as 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 formula (ppp1) whose molar number is 3.3 times the molar number of 10 parts of 4-nitrophthalonitrile are added. The mixture was 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.

This mixture was filtered to obtain 13 parts of residues containing the compound represented by formula (IbZ2-312).

<Identification of the compound represented by formula (IbZ2-312)>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 553

Exact Mass: 552

13 parts of residues containing the compound represented by formula (IbZ2-312), 170 parts of dichloromethane, and 130 parts of trifluoroacetic acid were mixed and 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, stirred at 90°C for 10 minutes, and then filtered. The obtained filtrate was allowed 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, and after stirring at 70 degreeC for 3 hours, it filtered.

7.2 parts of the obtained residue and 21 parts of acetic acid were mixed, After stirring for 2 hours at °C, filtration was performed.

6.2 parts of the obtained residue and 170 parts of toluene were mixed, and after stirring at 95 degreeC for 3 hours, it filtered.

5.6 parts of the obtained residue and 50 parts of water were mixed, and after stirring at 90 degreeC for 16 hours, it filtered.

The obtained residue was dried to obtain 5.4 parts of the compound represented by the formula (IbZ2-515).

<Identification of the compound represented by formula (IbZ2-515)>

(Mass spectrometry) 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 was added. This 25% sodium methoxide methanol solution contained sodium methoxide with a molar number of 0.5 times the molar number of 2 parts of phthalonitrile.

The mixture was stirred at 0°C for 5 hours. To this mixture, a compound represented by formula (ppp2) having a molar number 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 residue Aa 4 containing the compound represented by 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 was added. This 25% sodium methoxide methanol solution contained sodium methoxide with a molar number of 0.5 times the molar number of 8 parts of phthalonitrile. The mixture was stirred at 0°C for 5 hours. To this mixture, a compound represented by formula (ppp2) having a molar number 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 formula (IbZ2-313).

<Identification of the compound represented by formula (IbZ2-313)>

(Quality 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. Mix 2 parts of residue Aa containing the compound represented by formula (IbZ2-313), 16 parts of residue Bb containing the compound represented by formula (IbZ2-313), 240 parts of dichloromethane, and 190 parts of trifluoroacetic acid, 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 residue were obtained. This residue and 71 parts of diethyl ether were mixed and stirred at room temperature for 16 hours. This 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 formula (IbZ2-318)>

(Mass spectrometry) ionization mode = ESI-: m / z = [ MH] - 422

Exact Mass: 423

Example 20Z2

Mix 2 parts of 4-nitrophthalonitrile and 16 parts of methanol.

While maintaining this mixture at 0°C, a 25% sodium methoxide methanol solution was added. The 25% sodium methoxide methanol solution contained 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, a compound represented by formula (ppp2) having a molar number 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 formula (IbZ2-314).

<Identification of the compound represented by formula (IbZ2-314)>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 581

Exact Mass: 580

8.4 parts of residues containing the compound represented by formula (IbZ2-314), 110 parts of dichloromethane, and 89 parts of trifluoroacetic acid were mixed and 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 it 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, and it stirred at 80 degreeC for 2 hours, and filtered.

The obtained residue was dried to obtain 5.4 parts of the compound represented by the formula (IbZ2-516).

<Identification of the compound represented by formula (IbZ2-516>

(Mass spectrometry) ionization mode = ESI-: m / z = [ MH] - 467

Exact Mass: 468

Example 21Z2

The compound represented by formula (ppp3) whose molar number is 1.1 times the molar number of 6 parts of phthalonitrile, 66 parts of dimethyl sulfide, and the molar number is 1 time of the molar number of 6 parts of phthalonitrile The tertiary butoxy potassium is mixed and stirred at room temperature for 10 minute. To this mixture, 6 parts of phthalonitrile was added, and stirred at 80°C for 2 hours. To this mixture, a compound represented by formula (ppp3) having a molar number 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 dimethyl sulfoxide, and 47 parts of N,N-dimethylformamide were mixed, and it stirred at 80 degreeC for 30 minutes.

This mixture and 240 parts of methanol were mixed and stirred at 80°C for 30 minutes.

This mixture was cooled to room temperature and filtered. The obtained residue, 55 parts of dimethyl sulfide, 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 residue. This residue and methanol were mixed, and stirred at 80°C for 2 hours. This mixture was filtered, and the obtained residue was dried to obtain 4.5 parts of the compound represented by the formula (IbZ2-319).

<Identification of the compound represented by formula (IbZ2-319)>

(Mass spectrometry) ionization mode = ESI-: m / z = [ MH] - 518

Exact Mass: 519

Example 22Z2

50 parts of 4-aminomethylbenzoic acid, cyanoacetic acid whose molar number is 1.2 times the molar number of 50 parts of 4-aminomethylbenzoic acid, and 4-aminomethylbenzoic acid whose molar number is 4-aminomethylbenzoic acid 50 parts of N,N'-dicyclohexylcarbodiimide 0.9 times the number of moles and 890 parts of tetrahydrofuran were mixed and stirred at room temperature for 16 hours. This 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 a compound represented by formula (ppp4).

<Identification of the compound represented by formula (ppp4)>

(Mass spectrometry) ionization mode = ESI-: m / z = [ MH] - 217

Exact Mass: 218

In addition, 3 parts of phthalonitrile and 110 parts of ethylene glycol were mixed. In this mixture, at room temperature, a 25% sodium methoxide methanol solution was added. The 25% sodium methoxide methanol solution contained sodium methoxide with a molar number 1.5 times the molar number of 3 parts of phthalonitrile.

The mixture was stirred at room temperature for 4 hours. To this mixture, a compound represented by formula (ppp4) having a molar number 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 is filtered to obtain a residue 11 copies. This residue and 220 parts of dimethyl sulfoxide were mixed. This mixture and 630 parts of methanol were mixed. This mixture was filtered to obtain 9.5 parts of residue. This residue and 220 parts of dimethyl sulfoxide were mixed. This mixture and 630 parts of methanol were mixed. This mixture was filtered, and 9 parts of residues were obtained. This residue and 200 parts of water were mixed and stirred at 80°C for 2 hours. This mixture and 2.1 parts of acetic acid were mixed. This mixture was filtered to obtain 8.5 parts of residue. 8.1 parts of this residue and 260 parts of dimethyl sulfoxide were mixed, and it stirred at 60 degreeC for 20 minutes. This 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 residues. This residue and 150 parts of water were mixed and stirred at 80°C for 30 minutes. This 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 the compound represented by formula (IbZ2-320).

<Identification of the compound represented by formula (IbZ2-320>

(Mass spectrometry) 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, a 25% sodium methoxide methanol solution was added, and the 25% sodium methoxide methanol solution contained sodium methoxide having a molar number of 5 parts of 4,5-dibromophthalonitrile. The mixture was stirred at room temperature for 6 hours. To this mixture, add a compound represented by formula (ppp1) whose molar number is 6 times the molar number of 5 parts of 4,5-dibromophthalonitrile, and stir at 90°C for 65 hours, and then at 100°C Stir 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 to obtain 5.5 parts of residues containing the compound represented by formula (IbZ2-315).

<Identification of the compound represented by formula (IbZ2-315)>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 664

Exact Mass: 663

5.5 parts of residues containing the compound represented by formula (IbZ2-315), 45 parts of trifluoroacetic acid, and 80 parts of dichloromethane were mixed, and stirred at room temperature for 16 hours. The solvent was distilled off from this mixture to obtain 6 parts of residue. This residue and 79 parts of methanol were mixed. This mixture was filtered to obtain 4 parts of residue.

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. In the obtained mixture, add water And 1.5N hydrochloric acid. This mixture was filtered to obtain 3.5 parts of residue. This residue and 40 parts of methanol were mixed. This 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. This 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.

This residue was dried to obtain 1.8 parts of the compound represented by the formula (IbZ2-706).

<Identification of the compound represented by formula (IbZ2-706>

(Mass spectrometry) 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. 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, a compound represented by the formula (ppp1) having a molar number 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 formula (ppp1) whose molar number is 3 times the molar number of 13 parts of 4,5-dichlorophthalonitrile, and 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 residue.

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 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 formula (IbZ2-316).

<Identification of the compound represented by formula (IbZ2-316>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 576

Exact Mass: 575

12 parts of residues containing the compound represented by formula (IbZ2-316), 160 parts of dichloromethane, and 130 parts of trifluoroacetic acid were mixed and 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 stirred at 80°C 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 stirred at 80°C for 2 hours. This 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 formula (IbZ2-389>

(Mass spectrometry) ionization mode = ESI-: m / z = [ MH] - 462

Exact Mass: 463

Example 101Z2

The pigment: C.I. Pigment Green 58 60 parts,

Acrylic pigment dispersant 8.1 parts,

Resin (B): 73 parts of resin B5 solution, and

Solvent (E): 290 parts of propylene glycol monomethyl ether acetate

After mixing, a bead mill is used to prepare a pigment dispersion liquid (colorant A1Z2 containing liquid) in which the pigment is dispersed. In addition, will

Coloring agent AZ2: 50 parts of a mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38, and the compound represented by 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

Mix and use a bead mill to disperse the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38, and the compound represented by 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 pieces of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts 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.

[Making of Coloring Pattern]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z2 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the quartz glass mask was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used. Exposure is performed at an exposure amount of /cm ^{2 (365nm standard).} In addition, as the photomask, one having a line and space pattern of 100 μm formed was used. The colored curable composition layer after exposure is 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.

[Determination of phase difference]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z2 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used for the colored curable composition layer, and exposure was performed 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, 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 colored coating film was measured using DEKTAK3 (manufactured by Nippon Vacuum Technology Co., Ltd.). Using an ellipsometer (M-220 spectroscopic ellipsometer; manufactured by JASCO Corporation), the retardation value in the inclination angle of this colored coating film was measured at 45°. In the measurement of the retardation value, light with a wavelength of 550 nm is used. The results are shown in Table 23Z2.

Example 102Z2

In addition to the compound shown in the formula IaZ2-39 obtained in Example 1Z2 The compound, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 were replaced with the compound represented by formula IbZ2-125 obtained in Example 2Z2, and the rest was performed in the same manner as in Example 101Z2, Thus, a colored curable composition 2Z2 was obtained, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 103Z2

Except that the compound of formula IaZ2-39, the compound of formula IaZ2-38 and the compound of formula IaZ2-149 obtained in Example 1Z2 were replaced with the compound of formula IbZ2-126 obtained in Example 3Z2. Except for the compound shown, the procedure was carried out in the same manner as in Example 101Z2 to obtain a colored curable composition 3Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 104Z2

Except that the compound of formula IaZ2-39, the compound of formula IaZ2-38 and the compound of formula IaZ2-149 obtained in Example 1Z2 were replaced by the compound of formula IbZ2-148 obtained in Example 4Z2. Except for the compound shown, it was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 4Z2, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 compound, the compound represented by the formula IaZ2-38 and the compound represented by the formula IaZ2-149 were replaced with 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, The colored curable composition 5Z2 was obtained, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 106Z2

Except that the compound of formula IaZ2-39, the compound of formula IaZ2-38 and the compound of formula IaZ2-149 obtained in Example 1Z2 were replaced with the compound of formula IbZ2-128 obtained in Example 6Z2. Except for the compound shown, the procedure was carried out in the same manner as in Example 101Z2 to obtain a colored curable composition 6Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 107Z2

Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the procedure was carried out in the same manner as in Example 101Z2 to obtain a colored curable composition 7Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 108Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by 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 rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 8Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 109Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-126 obtained in Example 3Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 9Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 110Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-148 obtained in Example 4Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 10Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 111Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-149 obtained in Example 5Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 11Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 112Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-128 obtained in Example 6Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 12Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 113Z2

Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 59, the procedure was carried out in the same manner as in Example 101Z2 to obtain a colored curable composition 13Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 114Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-125 obtained in Example 2Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 14Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 115Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-126 obtained in Example 3Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 15Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 116Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-148 obtained in Example 4Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 16Z2 and a colored pattern. Furthermore, after the colored coating film is obtained, the film Thickness measurement and phase difference measurement. The results are shown in Table 23Z2.

Example 117Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-149 obtained in Example 5Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 17Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 118Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for the compound represented by the formula IbZ2-128 obtained in Example 6Z2, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition 18Z2 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Comparative example 1Z2

Except that 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 was replaced with C.I. Pigment Yellow 185, the rest was the same as that of Example 101Z2 The same was applied to obtain a colored curable composition C1Z2, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Comparative example 2Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 7, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for CI Pigment Yellow 185, it was applied in the same manner as in Example 101Z2 to obtain a colored curable composition C2Z2, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Comparative example 3Z2

In addition to replacing CI Pigment Green 58 with CI Pigment Green 59, the mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38 and the compound represented by formula IaZ2-149 obtained in Example 1Z2 was replaced Except for CI Pigment Yellow 185, the rest was applied in the same manner as in Example 101Z2 to obtain a colored curable composition C3Z2, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 23Z2.

Example 119Z2

The pigment: C.I. Pigment Green 58 60 parts,

Acrylic pigment dispersant 8.1 parts,

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, will

Coloring agent AZ2: 50 parts of a mixture of the compound represented by formula IaZ2-39, the compound represented by formula IaZ2-38, and the compound represented by formula IaZ2-149 obtained in Example 1Z2,

Dispersant solution (60% solid content) 58 parts,

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

Mix and use a bead mill to disperse 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 to obtain a colored composition .

Next, the total amount of the obtained pigment dispersion liquid (colorant A1Z2 containing liquid);

400 pieces of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol 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 parts 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 19Z2.

Except that the colored curable composition 19Z2 was used instead of the colored curable composition 1Z2, it was performed in the same manner as in Example 101Z2 to obtain a colored pattern. In addition, except that the colored curable composition 19Z2 was used instead of the colored curable composition 1Z2, it carried out similarly to Example 101Z2, and obtained the colored coating film, and measured the film thickness and the phase difference value. The results are shown in Table 24Z2.

Example 120Z2 to Example 138Z2

Except that the compound of formula IaZ2-39, the compound of formula IaZ2-38, and the mixture of the compound of formula IaZ2-149 obtained in Example 1Z2 were replaced with the coloring shown in the "colorant" column of Table 24Z2 Except for the agent, the rest was applied in the same manner as in Example 119Z2 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 24Z2.

Example 139Z2 to Example 158Z2

In addition to 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 was replaced with the coloring agent shown in the "colorant" column of Table 24Z2, and except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 7, the rest was applied in the same manner as in Example 119Z2 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 25Z2.

Example 159Z2 to Example 178Z2

Except that the compound of formula IaZ2-39, the compound of formula IaZ2-38, and the mixture of the compound of formula IaZ2-149 obtained in Example 1Z2 were replaced with the coloring shown in the "colorant" column of Table 24Z2 Except for replacing CI Pigment Green 58 with CI Pigment Green 59, it was applied in the same manner as in Example 119Z2 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 26Z2.

In Table 24Z2, Table 25Z2, and Table 26Z2, the chemical formulas of the compounds represented by formula IaZ2-1 are shown.

In the review of Example Z2, it can be seen from the above results that, compared to the colored coating film formed from the colored curable composition containing CI Pigment Yellow 185, the colored coating film formed from the colored curable composition containing the compound of the present invention In the colored coating film, the retardation value becomes smaller.

[Example Z3]

Example 1Z3

10.3 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 44.8 parts of methanol were mixed. While maintaining the temperature at 20 to 25°C, 8.01 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped into the obtained mixture.

The obtained mixture was stirred at 20°C to 25°C for 2 hours.

While maintaining the temperature at 20 to 25°C, 10 parts of methanol is added to the obtained mixture.

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 Hour.

In the obtained mixture, add barbituric acid (Tokyo Chemical Industry Co., Ltd.) 11.3 parts, 6.53 parts of acetic acid, and 160 parts of water, and 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 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 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>

(Quality 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 with 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z3 to obtain the formula IZ3-19 Compound.

<Identification of the compound represented by formula IZ3-19>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 369

Exact Mass: 368

Example 3Z3

Except that phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z3 to obtain the formula IZ3-6. Show the compound.

<Identification of the compound represented by formula IZ3-6>

(Quality 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 are mixed.

While maintaining the temperature at 20 to 25°C, 8.01 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped into the obtained mixture.

The obtained mixture was stirred at 20°C to 25°C for 2 hours.

While maintaining the temperature at 20 to 25°C, 10 parts of methanol is added to the obtained mixture.

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 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 stirred at room temperature.

The obtained mixture was filtered, and the obtained residue was washed with 1000 parts of water.

In the obtained residue, add 478 parts of water, and add at room temperature Line stirring.

The obtained mixture was filtered, and the obtained residue was washed with 500 parts of water.

The obtained residue is purified by column chromatography to obtain the compound represented by formula IZ3-1.

<Identification of the compound represented by formula IZ3-1>

(Quality 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. While maintaining the temperature at 2 to 6°C, in the obtained mixture, 5.86 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes. 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 obtained mixture is distilled off by a rotary evaporator to remove the solvent, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ3-19.

<Identification of the compound represented by formula IZ3-19>

(Quality 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. While maintaining the temperature at 5° C. or lower, in the obtained mixture, a mixture of 8.15 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was dropped over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days.

At 10 to 20°C, 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. The obtained mixture was stirred at 65°C for 3 days.

In the obtained mixture, 2.69 parts of acetic acid and 2-cyanoacetate were added Amine (manufactured by Tokyo Chemical Industry Co., Ltd.) 2.28, stirred at 65°C for 3 days. In addition, up to this point in time, a total of 206 parts of methanol were added 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 obtained mixture is distilled off by a rotary evaporator to remove the solvent, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ3-6.

<Identification of the compound represented by formula IZ3-6>

(Quality 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 the mixture below 5°C, a 25% sodium methoxide methanol solution was added. The 25% sodium methoxide methanol solution contained 0.5 times the mol 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, while maintaining the temperature below 5°C, add 5.0 parts of 4,5-dichlorophthalonitrile with 1.5 times the molar number of 2-cyanoacetamide (Tokyo Chemical Industry Co., Ltd. Preparation) and 6.1 parts of acetic acid. The 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 the mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain the compound represented by formula (IZ3-8).

<Identification of the compound represented by formula IZ3-8>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 392

Exact Mass: 391

Example 101Z3

The 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, will

Coloring agent AZ3: 50 parts of the compound represented by 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, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z3 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts 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.

[Making of Coloring Pattern]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z3 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the quartz glass mask was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used. Exposure is performed at an exposure amount of /cm ^{2 (365nm reference).} In addition, as the photomask, one having a line and space pattern of 100 μm formed was used. The colored curable composition layer after exposure is 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.

[Determination of phase difference]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z3 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used for the colored curable composition layer, and exposure was performed 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, 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 colored coating film was measured using DEKTAK3 (manufactured by Nippon Vacuum Technology Co., Ltd.). Using an ellipsometer (M-220 spectroscopic ellipsometer; manufactured by JASCO Corporation), the retardation value in the inclination angle of this colored coating film was measured at 45°. In the measurement of the retardation value, light with a wavelength of 550 nm is used. The results are shown in Table 7Z3.

Example 102Z3

Except that the compound represented by the formula IZ3-1 obtained in Example 1Z3 was replaced with the compound represented by the formula IZ3-19 obtained in Example 2Z3, the rest was performed in the same manner as in Example 101Z3 to obtain coloring and hardening properties. The composition is 2Z3, and a colored pattern is obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 103Z3

Except that the compound represented by formula IZ3-1 obtained in Example 1Z3 was replaced with the compound represented by formula IZ3-6 obtained in Example 3Z3, the same procedure as in Example 101Z3 was carried out to obtain a colored curable composition 3Z3, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 104Z3

Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the procedure was carried out in the same manner as in Example 101Z3 to obtain a colored curable composition 4Z3 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 105Z3

Except for replacing CI Pigment Green 58 with CI Pigment Green 7, and replacing the compound represented by formula IZ3-1 obtained in Example 1Z3 with the compound represented by formula IZ3-19 obtained in Example 2Z3, the rest is the same as Example 101Z3 was applied in the same manner to obtain a colored curable composition 5Z3, and Get colored patterns. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 106Z3

Except for replacing CI Pigment Green 58 with CI Pigment Green 7, and replacing the compound represented by formula IZ3-1 obtained in Example 1Z3 with the compound represented by formula IZ3-6 obtained in Example 3Z3, the rest is Example 101Z3 was applied in the same manner to obtain a colored curable composition 6Z3, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 107Z3

Except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59, the procedure was carried out in the same manner as in Example 101Z3 to obtain a colored curable composition 7Z3 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 108Z3

Except for replacing CI Pigment Green 58 with CI Pigment Green 59, and replacing the compound represented by formula IZ3-1 obtained in Example 1Z3 with the compound represented by formula IZ3-19 obtained in Example 2Z3, the rest is the same as Example 101Z3 was applied in the same manner to obtain a colored curable composition 8Z3, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 109Z3

Except for replacing CI Pigment Green 58 with CI Pigment Green 59, and replacing the compound represented by formula IZ3-1 obtained in Example 1Z3 with the compound represented by formula IZ3-6 obtained in Example 3Z3, the rest is the same as Example 101Z3 was applied in the same manner to obtain a colored curable composition 9Z3, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 with C.I. Pigment Yellow 185, the rest was performed in the same manner as in Example 101Z3 to obtain a colored curable composition C1Z3, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Comparative example 2Z3

Except that CI Pigment Green 58 was replaced with CI Pigment Green 7, and the compound represented by formula IZ3-1 obtained in Example 1Z3 was replaced with CI Pigment Yellow 185, the rest was applied in the same manner as in Example 101Z3 to obtain the coloring Curable composition C2Z3, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Comparative example 3Z3

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound represented by formula IZ3-1 obtained in Example 1Z3 was replaced with CI Pigment Yellow 185, the rest was performed in the same manner as in Example 101Z3 to obtain the coloring Curable composition C3Z3, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z3.

Example 110Z3

The 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, will

Coloring agent AZ3: 50 parts of the compound represented by formula IZ3-1,

58 parts of dispersant solution (60% solid content),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate are mixed, and a bead mill is used to disperse the compound represented by formula IZ3-1 to obtain a colored composition. Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z3 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts 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 that the colored curable composition 10Z3 was used instead of the colored curable composition 1Z3, the rest was performed in the same manner as in Example 101Z3 to obtain Coloring pattern. In addition, except that the colored curable composition 10Z3 was used instead of the colored curable composition 1Z3, it was applied in the same manner as in Example 101Z3 to obtain a colored coating film, and the film thickness and the phase difference value were measured. The results are shown in Table 8Z3.

Example 111Z3 to Example 113Z3

Except that the compound represented by formula IZ3-1 was replaced with the coloring agent shown in the "coloring agent" column of Table 8Z3, the rest was applied in the same manner as in Example 110Z3 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z3.

Example 114Z3 to Example 117Z3

Except that the compound represented by formula IZ3-1 was replaced with the compound shown in the "colorant" column of Table 8Z3, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 110Z3 to obtain Coloring pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z3.

Example 118Z3 to Example 121Z3

Except that the compound represented by formula IZ3-1 was replaced with the compound shown in the "colorant" column of Table 8Z3, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 110Z3 to obtain Coloring pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z3.

In Example Z3, it can be seen from the above results that, compared to the colored coating formed from the colored curable composition containing CI Pigment Yellow 185, the colored coating formed from the colored curable composition containing the compound of the present invention In the coating film, the retardation value becomes smaller.

[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 the temperature at 5 ℃, in the obtained mixture, 28% sodium methoxide methanol solution (Wako Pure Chemical Industries Co., Ltd. A mixture of 23.9 parts and 215 parts of methanol was dropped in 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 , Stir 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 , Stir 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 , Stir 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 , Stir 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 the compound represented by formula IZ4-1.

<Identification of the compound represented by formula IZ4-1>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 352

Exact Mass: 351

Example 2Z4

Except for replacing 2-cyano-N,N-dimethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.) with 2-cyano-N,N-diethylacetamide (Tokyo Chemical Industry Co., Ltd.) Except for the preparation), the rest was carried out in the same manner as in Example 1Z4 to obtain the compound represented by formula IZ4-2.

<Identification of the compound represented by formula IZ4-2>

(Quality 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 with 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z4 to obtain the formula IZ4-79 Compound.

<Identification of the compound represented by formula IZ4-79>

(Quality 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.) Industrial Co., Ltd.) was replaced with 2-cyano-N,N-diethylacetamide (manufactured by Tokyo Chemical Industry Co., Ltd.), and the rest was carried out in the same manner as in Example 1Z4 to obtain the formula IZ4-80 Show the compound.

<Identification of the compound represented by formula IZ4-80>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 425

Exact Mass: 424

Example 5Z4

Except that phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z4 to obtain the formula IZ4-40. Show the compound.

<Identification of the compound represented by formula IZ4-40>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 408

Exact Mass: 407

Example 6Z4

In addition to replacing phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), 2-cyano-N,N-dimethylacetamide ( Tokyo Chemical Industry Co., Ltd.) was replaced with 2-cyano-N,N-diethylacetamide (Tokyo Chemical Industry Co., Ltd.), and the rest was carried out in the same manner as in Example 1Z4 to obtain the formula IZ4- The compound shown in 41.

<Identification of the compound represented by formula IZ4-41>

(Quality 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.

While maintaining the temperature at 2 to 5°C, in the obtained mixture, a mixture of 23.9 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 215 parts of methanol was dropped in 1 hour and 20 minutes . The obtained mixture was stirred at 2 to 6°C for 7 hours. Obtained in 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, up to this point in time, in addition to the methanol described above, a total of 71 parts of methanol was added. 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 , Stir 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 , Stir 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 , Stir 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 is purified by column chromatography to obtain the compound represented by formula IZ4-1.

<Identification of the compound represented by formula IZ4-1>

(Quality 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.

While maintaining the temperature at 2 to 5°C, in the obtained mixture, a mixture of 11.7 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 105 parts of methanol was dropped 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, up to this point in time, in addition to the methanol described above, a total of 35 parts of methanol was added.

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 obtained mixture was distilled off the solvent 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 the compound represented by formula IZ4-2.

<Identification of the compound represented by formula IZ4-2>

(Quality 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. While maintaining the temperature below 5°C, to the obtained mixture, 2.96 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added. 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, up to this point in time, in addition to the methanol described above, a total of 24 parts of methanol was added. The obtained mixture was stirred at 65°C for 15 hours. After the obtained mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ4-79.

<Identification of the compound represented by formula IZ4-79>

(Quality 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. While maintaining the temperature at 2 to 6°C, in the obtained mixture, 5.86 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes. The obtained mixture was stirred for 5 hours while maintaining the temperature below 5°C. While maintaining the obtained mixture at 5°C or less, 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, up to this point in time, 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 obtained mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography. The compound represented by formula IZ4-80 is obtained.

<Identification of the compound represented by formula IZ4-80>

(Quality 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. While maintaining the temperature at 5° C. or lower, in the obtained mixture, a mixture of 8.15 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was dropped over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days. At 10 to 20°C, 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. The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 2.69 parts of acetic acid and 3.04 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, up to this point in time, a total of 206 parts of methanol were added 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 obtained mixture is distilled off the solvent by a rotary evaporator, the obtained residue is The residue is purified by column chromatography to obtain the compound represented by formula IZ4-40.

<Identification of the compound represented by formula IZ4-40>

(Quality 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. While maintaining the temperature at 5° C. or lower, in the obtained mixture, a mixture of 8.15 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was dropped over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days. At 10 to 20°C, 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. The obtained mixture was stirred at 65°C for 3 days. To the obtained mixture, 2.69 parts of acetic acid and 3.80 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, up to this point in time, a total of 206 parts of methanol were added 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 place After the obtained mixture is distilled off the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ4-41.

<Identification of the compound represented by formula IZ4-41>

(Quality 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 the mixture below 5°C, a 25% sodium methoxide methanol solution was added. The 25% sodium methoxide methanol solution contained 0.5 times the mol 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, to this mixture, add 2-cyano-N,N-dimethylacetate 1.5 times the number of moles of 5.0 parts of 4,5-dichlorophthalonitrile Amine (manufactured by Tokyo Chemical Industry Co., Ltd.) and 6.1 parts of acetic acid. 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 mixture is distilled to remove the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula (IZ4-321).

<Identification of the compound represented by formula (IZ4-321)>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 420

Exact Mass: 419

Example 101Z4

The 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, will

Coloring agent AZ4: 50 parts of the compound represented by 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

After mixing, a bead mill was used to disperse the compound represented by formula IZ4-1 obtained in Example 1Z4 to obtain a colored composition. Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z4 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts of polyether modified silicone oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.); mixed to obtain a colored curable composition 1Z4.

[Making of Coloring Pattern]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z4 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the quartz glass mask was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used. Exposure is performed at an exposure amount of /cm ^{2 (365nm reference).} In addition, as the photomask, one having a line and space pattern of 100 μm formed was used. The colored curable composition layer after exposure is 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.

[Determination of phase difference]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z4 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a color-hardening property Composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used for the colored curable composition layer, and exposure was performed 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, 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 colored coating film was measured using DEKTAK3 (manufactured by Nippon Vacuum Technology Co., Ltd.).

Using an ellipsometer (M-220 spectroscopic ellipsometer; manufactured by JASCO Corporation), the retardation value in the inclination angle of this colored coating film was measured at 45°. In the measurement of the retardation value, light with a wavelength of 550 nm is used. The results are shown in Table 9Z4.

Example 102Z4

Except that the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-2 obtained in Example 2Z4, the rest was performed in the same manner as in Example 101Z4 to obtain a colored curable composition Thing 2Z4, and get colored patterns. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 with the compound represented by the formula IZ4-79 obtained in Example 3Z4, the rest was performed in the same manner as in Example 101Z4 to obtain a colored curable composition 3Z4, and obtain a colored pattern. In addition, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 with the compound represented by the formula IZ4-80 obtained in Example 4Z4, the rest was performed in the same manner as in Example 101Z4 to obtain a colored curable composition 4Z4, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 105Z4

Except that the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-40 obtained in Example 5Z4, the rest was performed in the same manner as in Example 101Z4 to obtain a colored curable composition 5Z4, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 106Z4

Except that the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-41 obtained in Example 6Z4, the rest was performed in the same manner as in Example 101Z4 to obtain a colored curable composition 6Z4, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 107Z4

Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the procedure was carried out in the same manner as in Example 101Z4 to obtain a colored curable composition 7Z4 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 108Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 7, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-2 obtained in Example 2Z4, the rest was carried out Example 101Z4 was applied in the same manner to obtain a colored curable composition 8Z4, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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 the obtained compound represented by the formula IZ4-79, it was applied in the same manner as in Example 101Z4 to obtain a colored curable composition 9Z4, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 110Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 7, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-80 obtained in Example 4Z4, the rest was carried out Example 101Z4 was applied in the same manner to obtain a colored curable composition 10Z4, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 111Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 7, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-40 obtained in Example 5Z4, the rest was carried out Example 101Z4 was applied in the same manner to obtain a colored curable composition 11Z4, and a colored pattern was obtained. In addition, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 112Z4

Except for 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 obtained compound represented by the formula IZ4-41, the rest was applied in the same manner as in Example 101Z4 to obtain a colored curable composition 12Z4 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 113Z4

Except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59, the procedure was performed in the same manner as in Example 101Z4 to obtain a colored curable composition 13Z4 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 114Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound of formula IZ4-1 obtained in Example 1Z4 was replaced with the compound of formula IZ4-2 obtained in Example 2Z4, the rest was carried out Example 101Z4 was applied in the same manner to obtain a colored curable composition 14Z4, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 115Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-79 obtained in Example 3Z4, the rest was carried out Example 101Z4 was applied in the same manner to obtain a colored curable composition 15Z4, and Get colored patterns. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 116Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with the compound represented by formula IZ4-80 obtained in Example 4Z4, the rest was carried out Example 101Z4 was applied in the same manner to obtain a colored curable composition 16Z4, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 117Z4

Except for replacing CI Pigment Green 58 with CI Pigment Green 59, and replacing the compound represented by formula IZ4-1 obtained in Example 1Z4 with the compound represented by formula IZ4-40 obtained in Example 5Z4, the rest is carried out Example 101Z4 was applied in the same manner to obtain a colored curable composition 17Z4, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 118Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound of formula IZ4-1 obtained in Example 1Z4 was replaced with the compound of formula IZ4-41 obtained in Example 6Z4, the rest was implemented Example 101Z4 was applied in the same manner to obtain a colored curable composition 18Z4, and Get colored patterns. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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, the rest was performed in the same manner as in Example 101Z4 to obtain a colored curable composition C1Z4, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Comparative example 2Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 7, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with CI Pigment Yellow 185, the rest was applied in the same manner as in Example 101Z4 to obtain the coloring Curable composition C2Z4, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Comparative example 3Z4

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound represented by formula IZ4-1 obtained in Example 1Z4 was replaced with CI Pigment Yellow 185, the rest was performed in the same manner as in Example 101Z4 to obtain the coloring Curable composition C3Z4, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z4.

Example 119Z4

The 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, will

Coloring agent AZ4: 50 parts of the compound represented by formula IZ4-1,

58 parts of dispersant solution (60% solid content),

Resin (B): 93 parts of resin B3 solution and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

After mixing, use a bead mill to disperse the compound represented by formula IZ4-1 to obtain a colored composition. Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z4 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts; mixed to obtain a colored curable composition 19Z4.

Except that the colored curable composition 19Z4 was used instead of the colored curable composition 1Z4, it was performed in the same manner as in Example 101Z4, and a colored pattern was produced. In addition, except that the colored curable composition 19Z4 was used instead of the colored curable composition 1Z4, it was applied in the same manner as in Example 101Z4 to obtain a colored coating film, and the film thickness and the retardation value were measured. The results are shown in Table 10Z4.

Example 120Z4 to Example 125Z4

Except that the compound represented by formula IZ4-1 was replaced with the coloring agent shown in the "coloring agent" column of Table 10Z4, the procedure was carried out in the same manner as in Example 119Z4 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 10Z4.

Example 126Z4 to Example 132Z4

Except that the compound represented by formula IZ4-1 was replaced with the compound shown in the "colorant" column of Table 10Z4, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 119Z4 to obtain Coloring pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 10Z4.

Example 133Z4 to Example 139Z4

Except for replacing the compound shown in formula IZ4-1 with the "coloring" in Table 10Z4 For the compound shown in the "agent" column, except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59, the rest was applied in the same manner as in Example 119Z4 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 10Z4.

In Example Z4, it can be seen from the above results that, compared to the colored coating film formed from the colored curable composition containing CI Pigment Yellow 185, the colored coating formed from the colored curable composition containing the compound of the present invention In the coating film, the retardation value becomes smaller.

[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 the temperature at 5° C., in the obtained mixture, a mixture of 20.5 parts of 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.

At 10 to 20°C, 13.7 parts of acetic acid and 13.5 parts of 2-cyano-N-methylacetamide were added to the obtained mixture. After stirring the obtained mixture 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 the compound represented by formula IZ5-1.

<Identification of the compound represented by formula IZ5-1>

(Quality 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.), the rest was carried out in the same manner as in Example 1Z5 to obtain formula IZ5-3 The compound shown.

<Identification of the compound represented by formula IZ5-3>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 456

Exact Mass: 455

Example 3Z5

Except that 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) was replaced with 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z5 to obtain the formula The compound shown in IZ5-23.

<Identification of the compound represented by formula IZ5-23>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 383

Exact Mass: 382

Example 4Z5

In addition to replacing 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) with 4-nitrophthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), 2-cyano-N-methylacetamide Except for replacing it with 2-cyanoacetaminobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.), the rest was carried out in the same manner as in Example 1Z5 to obtain the compound represented by formula IZ5-25.

<Identification of the compound represented by formula IZ5-25>

(Quality 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 below 5°C, In the obtained mixture, a mixture of 20.5 parts of 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. At 10 to 20°C, 13.7 parts of acetic acid and 13.5 parts of 2-cyano-N-methylacetamide were added to the obtained mixture. After stirring the obtained mixture 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, up to this point in time, a total of 201 parts of methanol were added in addition to the methanol described above.

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 is purified by column chromatography to obtain the compound represented by formula IZ5-1.

<Identification of the compound represented by formula IZ5-1>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 394

Exact Mass: 393

Example 6Z5XXX

The 4-tert-butylphthalonitrile (Tokyo Chemical Industry Co., Ltd. Preparation) 10.0 parts and 84 parts of methanol were mixed. While maintaining the temperature at 5° C. or lower, in the obtained mixture, a mixture of 8.15 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was dropped over 1 hour. The obtained mixture was stirred at 5 to 20°C for 2 days.

At 10 to 20°C, to the obtained mixture, 5.42 parts of acetic acid and 8.69 parts of 2-cyanoacetaminobenzene (manufactured by Tokyo Chemical Industry Co., Ltd.) were added. The obtained mixture was stirred at 65°C for 3 days.

To the obtained mixture, 2.69 parts of acetic acid and 4.35 of 2-cyanoacetaminophen (manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred at 65°C for 3 days. In addition, up to this point in time, a total of 206 parts of methanol were added 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 obtained mixture is distilled to remove the solvent by a rotary evaporator, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ5-3.

<Identification of the compound represented by formula IZ5-3>

(Quality 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. While maintaining the temperature at 2 to 6°C, 14.8 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes in the obtained mixture. 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, up to this point in time, a total of 259 parts of methanol was added 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 50% methanol aqueous solution were added, and the mixture was stirred at 40°C for 21 hours , Stir at 63°C for 5 hours.

23.4 parts of acetic acid was added to the obtained mixture, and it stirred at 63 degreeC for 18 hours. In 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 solution was added to the obtained mixture, and it stirred at 63 degreeC for 7 days. The obtained mixture is filtered. 902 parts of tetrahydrofuran was added to the obtained residue, and it stirred at room temperature. The mixture is filtered, and the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ5-23.

<Identification of the compound represented by formula IZ5-23>

(Quality 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. While maintaining the temperature at 2 to 6°C, in the obtained mixture, 5.86 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) was dropped over 20 minutes. 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-cyanoacetaminophen (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-cyanoacetaminophen (manufactured by Tokyo Chemical Industry Co., Ltd.) were added. Will get The resulting mixture was stirred at 65°C for 3 days. In addition, up to this point in time, 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 obtained mixture is distilled off by a rotary evaporator to remove the solvent, the obtained residue is purified by column chromatography to obtain the compound represented by formula IZ5-25.

<Identification of the compound represented by formula IZ5-25>

(Quality 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 the mixture below 5°C, a 25% sodium methoxide methanol solution was added. The 25% sodium methoxide methanol solution contained 0.5 times the mol 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, to this mixture, add 2-cyano-N-methylacetamide and acetic acid with a molar number of 5.0 parts of 4,5-dichlorophthalonitrile 1.5 times the molar number 6.1 copies. 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 the mixture by a rotary evaporator, the obtained residue was purified by column chromatography to obtain the compound represented by formula (IZ5-247).

<Identification of the compound represented by formula (IZ5-247)>

(Quality analysis) Ionization mode=ESI+: m/z=[M+H] ⁺ 406

Exact Mass: 405

Example 101Z5

The 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 A1Z5 containing liquid) in which the pigment was dispersed. In addition, will

Coloring agent AZ5: 50 parts of the compound represented by 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

After mixing, a bead mill was used to disperse the compound represented by formula IZ5-1 obtained in Example 1Z5 to obtain a colored composition.

Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z5 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts of polyether modified polysiloxane oil (Toray Silicone SH8400; manufactured by Toray Dow Corning Co., Ltd.);

They were mixed to obtain a colored curable composition 1Z5.

[Making of Coloring Pattern]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning Corporation), the colored curable composition 1Z5 is applied by spin coating, and then pre-baked at 100°C for 3 minutes to form color curability Composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the quartz glass mask was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used. Exposure is performed at an exposure amount of /cm ^{2 (365nm reference).} In addition, as the photomask, one having a line and space pattern of 100 μm formed was used. The colored curable composition layer after exposure is 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.

[Determination of phase difference]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning Corporation), the colored curable composition 1Z5 is applied by spin coating, and then pre-baked at 100°C for 3 minutes to form color curability Composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used for the colored curable composition layer, and exposure was performed 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, 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 colored coating film was measured using DEKTAK3 (manufactured by Nippon Vacuum Technology Co., Ltd.).

Using an ellipsometer (M-220 spectroscopic ellipsometer; manufactured by JASCO Corporation), the retardation value in the inclination angle of this colored coating film was measured at 45°. In the measurement of the retardation value, light with a wavelength of 550 nm is used. The results are shown in Table 8Z5.

Example 102Z5

Except that the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced with the compound represented by the formula IZ5-3 obtained in Example 2Z5, the rest was performed in the same manner as in Example 101Z5 to obtain coloring and hardening properties. The composition is 2Z5, and a colored pattern is obtained. In addition, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 103Z5

Except that the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced with the compound represented by the formula IZ5-23 obtained in Example 3Z5, the rest was performed in the same manner as in Example 101Z5 to obtain coloring and hardening properties. The composition is 3Z5, and a colored pattern is obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 104Z5

Except that the compound represented by the formula IZ5-1 obtained in Example 1Z5 was replaced with the compound represented by the formula IZ5-25 obtained in Example 4Z5, the rest was applied in the same manner as in Example 101Z5 to obtain coloring and hardening properties. The composition is 4Z5, and a colored pattern is obtained. In addition, after obtaining the colored coating film, the film thickness measurement and the phase difference 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, the rest The application was carried out in the same manner as in Example 101Z5 to obtain a colored curable composition 5Z5 and a colored pattern. In addition, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 106Z5

Except for replacing CI Pigment Green 58 with CI Pigment Green 7, and replacing the compound represented by formula IZ5-1 obtained in Example 1Z5 with the compound represented by formula IZ5-3 obtained in Example 2Z5, the rest is Example 101Z5 was applied in the same manner to obtain a colored curable composition 6Z5, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 107Z5

Except for replacing CI Pigment Green 58 with CI Pigment Green 7, and replacing the compound represented by formula IZ5-1 obtained in Example 1Z5 with the compound represented by formula IZ5-23 obtained in Example 3Z5, the rest is the same as Example 101Z5 was applied in the same manner to obtain a colored curable composition 7Z5, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 108Z5

Except for replacing CI Pigment Green 58 with CI Pigment Green 7, and replacing the compound represented by formula IZ5-1 obtained in Example 1Z5 with the compound represented by formula IZ5-25 obtained in Example 4Z5, the rest is the same as Example 101Z5 was applied in the same manner to obtain a colored curable composition 8Z5, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 109Z5

Except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59, the procedure was carried out in the same manner as in Example 101Z5 to obtain a colored curable composition 9Z5 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 110Z5

Except for replacing CI Pigment Green 58 with CI Pigment Green 59, and replacing the compound represented by formula IZ5-1 obtained in Example 1Z5 with the compound represented by formula IZ5-3 obtained in Example 2Z5, the rest is Example 101Z5 was applied in the same manner to obtain a colored curable composition 10Z5, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 111Z5

Except for replacing CI Pigment Green 58 with CI Pigment Green 59, and replacing the compound represented by formula IZ5-1 obtained in Example 1Z5 with the compound represented by formula IZ5-23 obtained in Example 3Z5, the rest is Example 101Z5 was applied in the same manner to obtain a colored curable composition 11Z5, and a colored pattern was obtained. Furthermore, after the colored coating film is obtained, the film thickness measurement and phase Determination of position difference. The results are shown in Table 8Z5.

Example 112Z5

Except for replacing CI Pigment Green 58 with CI Pigment Green 59, and replacing the compound represented by formula IZ5-1 obtained in Example 1Z5 with the compound represented by formula IZ5-25 obtained in Example 4Z5, the rest is implemented Example 101Z5 was applied in the same manner to obtain a colored curable composition 12Z5, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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, the rest was performed in the same manner as in Example 101Z5 to obtain a colored curable composition C1Z5, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Comparative example 2Z5

Except that CI Pigment Green 58 was replaced with CI Pigment Green 7, and the compound represented by formula IZ5-1 obtained in Example 1Z5 was replaced with CI Pigment Yellow 185, the rest was performed in the same manner as in Example 101Z5 to obtain the coloring Curable composition C2Z5, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Comparative example 3Z5

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound represented by formula IZ5-1 obtained in Example 1Z5 was replaced with CI Pigment Yellow 185, the rest was applied in the same manner as in Example 101Z5 to obtain the coloring Curable composition C3Z5, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z5.

Example 113Z5

The 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 A1Z5 containing liquid) in which the pigment was dispersed. In addition, will

Coloring agent AZ5: 50 parts of the compound represented by formula IZ5-1,

58 parts of dispersant solution (60% solid content),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

After mixing, use a bead mill to disperse the compound represented by formula IZ5-1 to obtain a colored composition.

Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z5 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymeric compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts 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.

Except that the colored curable composition 13Z5 was used instead of the colored curable composition 1Z5, it was performed in the same manner as in Example 101Z5 to produce a colored pattern. In addition, except that the colored curable composition 13Z5 was used instead of the colored curable composition 1Z5, it was applied in the same manner as in Example 101Z5 to obtain a colored coating film, and the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z5.

Example 114Z5 to Example 117Z5

Except that the compound represented by formula IZ5-1 was replaced with the coloring agent shown in the "coloring agent" column of Table 9Z5, the procedure was carried out in the same manner as in Example 113Z5 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z5.

Example 118Z5 to Example 122Z5

Except that the compound represented by formula IZ5-1 was replaced with the compound shown in the "colorant" column of Table 9Z5, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 113Z5 to obtain Coloring pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z5.

Example 123Z5 to Example 127Z5

Except that the compound represented by formula IZ5-1 was replaced with the compound shown in the "colorant" column of Table 9Z5, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 113Z5 to obtain Coloring pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z5.

In Example Z5, it can be seen from the above results that, compared 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 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 benzylacetonitrile (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 the compound represented by formula IFFZ6-1.

<Identification of the compound represented by formula IFFZ6-1>

(Quality 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 shown in 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. 139 parts of ice water was added to the obtained mixture, 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 21.5% sodium chloride aqueous solution. The obtained residue was dried under reduced pressure at 60°C to obtain 1.02 parts of the compound represented by formula IFFZ6-2.

<Identification of the compound represented by formula IFFZ6-2>

(Mass spectrometry) ionization mode = ESI-: m / z = [ MH] - 560

Exact Mass: 561

At room temperature, 5.11 parts of the compound represented by 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 is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 2.98 parts of the compound represented by formula IFZ6-4.

<Identification of the compound represented by formula IFZ6-4>

(Mass spectrometry) 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 formula IFFZ6-2 and 1000 parts of water are mixed. In the obtained mixture, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. In this homogeneous solution, 87.0 parts of 10% barium chloride dihydrate aqueous solution was added. The obtained mixture is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 9.43 parts of the compound represented by formula IFZ6-4.

<Identification of the compound represented by formula IFZ6-4>

(Mass spectrometry) 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 formula IFFZ6-2 and 500 parts of 50% methanol aqueous solution were mixed. In the obtained mixture, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. In this homogeneous solution, 95.0 parts of 10% strontium chloride hexahydrate aqueous solution 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 the formula IFZ6-3 4.00 parts of the compound shown.

<Identification of the compound represented by formula IFZ6-3>

(Mass spectrometry) 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 are mixed. In the obtained mixture, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. In this homogeneous solution, 12.6 parts of 10% calcium chloride aqueous solution was added. The obtained mixture is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 0.024 part of the compound represented by formula IFZ6-2.

<Identification of the compound represented by formula IFZ6-2>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Ca + H] - 560

Exact Mass: 599

Example 5Z6

At room temperature, 0.500 parts of the compound represented by the formula IFFZ6-2 and water 50.0 parts are mixed. In the obtained mixture, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. In this homogeneous solution, 3.52 parts of 10% manganese chloride tetrahydrate aqueous solution was added. The obtained mixture is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 0.015 parts of the compound represented by formula IFZ6-10.

<Identification of the compound represented by formula IFZ6-10>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Mn + H] - 560

Exact Mass: 614

Example 6Z6

Except that the barium chloride dihydrate was replaced with zinc nitrate hexahydrate, the rest was carried out in the same manner as in Example 2Z6 to obtain the compound represented by formula IFZ6-6.

<Identification of the compound represented by formula IFZ6-6>

(Mass spectrometry) 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 are mixed. In the obtained mixture, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. In this homogeneous solution, 23.7 parts of 10% aluminum chloride aqueous solution was added. The obtained mixture is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 0.474 part of the compound represented by formula IFZ6-11.

<Identification of the compound represented by formula IFZ6-11>

(Mass spectrometry) ionization mode = ESI-: m / z = [ (M-2Al) / 3 + H] - 560

Exact Mass: 1731

Example 8Z6

At room temperature, 5.01 parts of the compound represented by formula IFFZ6-2 and 500 parts of water are mixed. In the obtained mixture, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. In this homogeneous solution, 36.0 parts of 10% iron nitrate nonahydrate aqueous solution was added. The obtained mixture is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 3.80 parts of the compound represented by formula IFZ6-12.

<Identification of the compound represented by formula IFZ6-12>

(Mass spectrometry) 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, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. In this homogeneous solution, 4.45 parts of 10% copper sulfate pentahydrate aqueous solution was added. The obtained mixture is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 0.018 part of the compound represented by formula IFZ6-31.

<Identification of the compound represented by formula IFZ6-31>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Cu + H] - 560

Exact Mass: 622

Example 10Z6

In addition to replacing benzylacetonitrile with 4-cyanoacetonitrile In addition, the rest was carried out in the same manner as the method for obtaining the compound represented by the formula IFFZ6-1 in Example 1Z6 to obtain the compound represented by the formula IJJZ6-1.

<Identification of the compound represented by formula IJJZ6-1>

(Mass spectrometry) 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 are mixed. In the obtained mixture, a 5% sodium hydroxide aqueous solution was dropped to obtain a uniform solution. To the obtained homogeneous solution, 163 parts of 10% barium chloride dihydrate aqueous solution was added. The obtained mixture is filtered, and the obtained residue is washed with water. The obtained residue was dried under reduced pressure at 60°C to obtain 7.49 parts of the compound represented by formula IJZ6-4.

<Identification of the compound represented by formula IJZ6-4>

(Mass spectrometry) 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, the same procedures as in Example 10Z6 were carried out to obtain the compound represented by formula IJZ6-3.

<Identification of the compound represented by formula IJZ6-3>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Sr + H] - 488

Exact Mass: 575

Example 12Z6

Except that the barium chloride dihydrate was replaced with calcium chloride, the rest was carried out in the same manner as in Example 10Z6 to obtain the compound represented by formula IJZ6-2.

<Identification of the compound represented by formula IJZ6-2>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Ca + H] - 488

Exact Mass: 527

Example 13Z6

Except that the barium chloride dihydrate was replaced with manganese chloride tetrahydrate, the rest was carried out in the same manner as in Example 10Z6 to obtain the compound represented by formula IJZ6-10.

<Identification of the compound represented by formula IJZ6-10>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Mn + H] - 488

Exact Mass: 542

Example 14Z6

Except that the barium chloride dihydrate was replaced with copper sulfate pentahydrate, the rest was carried out in the same manner as in Example 10Z6 to obtain the compound represented by formula IJZ6-31.

<Identification of the compound represented by formula IJZ6-31>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Cu + H] - 488

Exact Mass: 550

Example 15Z6

Except that the barium chloride dihydrate was replaced with zinc nitrate hexahydrate, the rest was carried out in the same manner as in Example 10Z6 to obtain the compound represented by formula IJZ6-6.

<Identification of the compound represented by formula IJZ6-6>

(Mass spectrometry) ionization mode = ESI-: m / z = [ M-Zn + H] - 488

Exact Mass: 551

Example 16Z6

Except that the barium chloride dihydrate was replaced with aluminum chloride, the rest was carried out in the same manner as in Example 10Z6 to obtain the compound represented by formula IJZ6-11.

<Identification of the compound represented by formula IJZ6-11>

(Mass spectrometry) ionization mode = ESI-: m / z = [ (M-2Al) / 3 + H] - 488

Exact Mass: 1515

Example 17Z6

Except that the barium chloride dihydrate was replaced with iron nitrate nonahydrate, the rest was carried out in the same manner as in Example 10Z6 to obtain the compound represented by formula IJZ6-12.

<Identification of the compound represented by formula IJZ6-12>

(Mass spectrometry) ionization mode = ESI-: m / z = [ (M-2Fe) / 3 + H] - 488

Exact Mass: 1573

Example 18Z6

Except that the barium chloride dihydrate was replaced with magnesium chloride, the rest was carried out in the same manner as in Example 10Z6 to obtain the compound represented by formula IJZ6-1.

<Identification of the compound represented by formula IJZ6-1>

(Mass spectrometry) 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. While maintaining the temperature below 5°C, a mixture of 5.84 parts of 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 54 parts of methanol was dropped in the obtained mixture over 1 hour and 30 minutes. The obtained mixture was stirred at 5°C or lower for 12 hours. While maintaining the temperature at 5°C or lower, 11.5 parts of acetic acid was added to the obtained mixture, and 24.5 parts of 4-cyanoacetoxybenzoic acid and 712 parts of methanol were further added. After the obtained mixture was stirred at room temperature for 4 hours, it was stirred at 40°C for 96 hours. The obtained mixture is distilled off by a rotary evaporator After solvent, the obtained residue is purified by column chromatography to obtain 0.471 part of the compound represented by formula IJJZ6-1.

<Identification of the compound represented by formula IJJZ6-1>

(Mass spectrometry) ionization mode = ESI-: m / z = [ MH] - 488

Exact Mass: 489

Example 101Z6

The 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 A1Z6 containing liquid) in which the pigment was dispersed. In addition, will

Coloring agent 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

After mixing, a bead mill is used to disperse the compound represented by formula IFZ6-4 to obtain a colored composition. Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z6 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts 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.

[Making of Coloring Pattern]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z6 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a colored curable Composition layer. After cooling, the distance between the substrate on which the colored curable composition layer was formed and the quartz glass mask was set to 200 μm, and an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used. Exposure is performed at an exposure amount of /cm ^{2 (365nm standard).} In addition, as the photomask, one having a line and space pattern of 100 μm formed was used. The colored curable composition layer after exposure is 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.

[Determination of phase difference]

On a 2-inch square glass substrate (Eagle XG; manufactured by Corning), the colored curable composition 1Z6 is applied by a spin coating method, and then pre-baked at 100°C for 3 minutes to form a colored curable Composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by TOPCON Co., Ltd.) was used for the colored curable composition layer, and exposure was performed at an exposure amount of ^{80 mJ/cm 2 (365 nm standard) in an atmospheric environment.} The exposed 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 and developed, washed with water, and dried. The dried 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 colored coating film was measured using DEKTAK3 (manufactured by Nippon Vacuum Technology Co., Ltd.).

Using an ellipsometer (M-220 spectroscopic ellipsometer; manufactured by JASCO Corporation), the retardation value in the inclination angle of this colored coating film was measured at 45°. In the measurement of the retardation value, light with a wavelength of 550 nm is used. The results are shown in Table 5Z6.

Example 102Z6

Except for replacing the compound represented by formula IFZ6-4 with formula IFZ6-2 Except for the compound, the rest was applied in the same manner as in Example 101Z6 to obtain a colored curable composition 2Z6, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 103Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-3, the procedure was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 3Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 104Z6

Except for replacing the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-6, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 4Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 105Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-10, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 5Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in the table 5Z6.

Example 106Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-11, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 6Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 107Z6

Except for replacing the compound represented by formula IFZ6-4 with the compound represented by formula IFZ6-12, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 7Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 108Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-31, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 8Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 109Z6

Except for replacing the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-1, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 9Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 110Z6

Except that the compound represented by the formula IFZ6-4 was replaced with the compound represented by the formula IJZ6-2, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 10Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 111Z6

Except that the compound represented by the formula IFZ6-4 was replaced with the compound represented by the formula IJZ6-3, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 11Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 112Z6

Except that the compound represented by the formula IFZ6-4 was replaced with the compound represented by the formula IJZ6-4, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 12Z6 and a colored pattern. Furthermore, get After the color coating film, the film thickness measurement and the retardation value measurement are performed. The results are shown in Table 5Z6.

Example 113Z6

Except that the compound represented by the formula IFZ6-4 was replaced with the compound represented by the formula IJZ6-6, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 13Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 114Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-10, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 14Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 115Z6

Except for replacing the compound represented by formula IFZ6-4 with the compound represented by formula IJZ6-11, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 15Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 116Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-12, the procedure was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 16Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 117Z6

Except that the compound represented by the formula IFZ6-4 was replaced with the compound represented by the formula IJZ6-31, the procedure was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 17Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 5Z6.

Example 118Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-2, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 18Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference 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, it The rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 19Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 120Z6

Except for replacing C.I. Pigment Green 58 with C.I. Pigment Green 7, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition 20Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 121Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound represented by formula IFZ6-6, and CI Pigment Green 58 was replaced by CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 21Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 122Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-10, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 22Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 123Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound represented by formula IFZ6-11, and CI Pigment Green 58 was replaced by CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 23Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 124Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-12, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 24Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 125Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-31, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 25Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 126Z6

Except for 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, it Otherwise, it was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 26Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 127Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-2, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 27Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 128Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-3, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 28Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 129Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-4, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 29Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 130Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-6, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 30Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 131Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-10, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 31Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 132Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-11, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition Object 32Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 133Z6

Except that the compound represented by formula IFZ6-4 is replaced by formula IJZ6-12 For the compound, except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 7, the rest was applied in the same manner as in Example 101Z6 to obtain a colored curable composition 33Z6, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 134Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-31, and CI Pigment Green 58 was replaced with CI Pigment Green 7, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 34Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 6Z6.

Example 135Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-2, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 35Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 136Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-3, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 36Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, proceed Film thickness measurement and retardation value measurement. The results are shown in Table 7Z6.

Example 137Z6

Except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59, the procedure was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 37Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 138Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-6, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 38Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 139Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-10, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 39Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 140Z6

Except for replacing the compound represented by formula IFZ6-4 with formula IFZ6-11 For the compound, except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 59, the rest was applied in the same manner as in Example 101Z6 to obtain a colored curable composition 40Z6 and a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 141Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-12, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 41Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 142Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IFZ6-31, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 42Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 143Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound represented by formula IJZ6-1, and CI Pigment Green 58 was replaced by CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 43Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, proceed Film thickness measurement and retardation value measurement. The results are shown in Table 7Z6.

Example 144Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-2, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 44Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 145Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound represented by formula IJZ6-3, and CI Pigment Green 58 was replaced by CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 45Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 146Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-4, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition Object 46Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 147Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound represented by formula IJZ6-6, and CI Pigment Green 58 was replaced by CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 47Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 148Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-10, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 48Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 149Z6

Except that the compound represented by formula IFZ6-4 was replaced with the compound represented by formula IJZ6-11, and CI Pigment Green 58 was replaced with CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 49Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 150Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound represented by formula IJZ6-12, and the C.I. Pigment Green 58 was replaced by C.I. Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 50Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Example 151Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound represented by formula IJZ6-31, and CI Pigment Green 58 was replaced by CI Pigment Green 59, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition 51Z6, and obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 7Z6.

Comparative example 1Z6

Except that the compound represented by formula IFZ6-4 was replaced with C.I. Pigment Yellow 185, the procedure was carried out in the same manner as in Example 101Z6 to obtain a colored curable composition C1Z6, and a colored pattern was obtained. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z6.

Comparative example 2Z6

Except that CI Pigment Green 58 was replaced with CI Pigment Green 7, and the compound represented by formula IFZ6-4 was replaced with CI Pigment Yellow 185, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition C2Z6, and Obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z6.

Comparative example 3Z6

Except that CI Pigment Green 58 was replaced with CI Pigment Green 59, and the compound represented by formula IFZ6-4 was replaced with CI Pigment Yellow 185, the rest was performed in the same manner as in Example 101Z6 to obtain a colored curable composition C3Z6, and Obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 8Z6.

Example 152Z6

The 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 A1Z6 containing liquid) in which the pigment was dispersed. In addition, will

Coloring agent AZ6: 50 parts of the compound represented by formula IFZ6-4,

58 parts of dispersant solution (60% solid content),

Resin (B): 93 parts of resin B3 solution, and

Solvent (E): 800 parts of propylene glycol monomethyl ether acetate

After mixing, a bead mill is used to disperse the compound represented by formula IFZ6-4 to obtain a colored composition. Next, add

The total amount of the obtained pigment dispersion liquid (colorant A1Z6 containing liquid);

400 parts of colored composition obtained;

Resin (B): 45 parts of resin B1 solution;

Polymerizable compound (C): 25 parts of dineopentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.);

Polymerization initiator (D): N-benzyloxy-1-(4-phenylthiophenyl)octane-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 parts 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.

Except that the colored curable composition 52Z6 was used instead of the colored curable composition 1Z6, it was performed in the same manner as in Example 101Z6 to produce a colored pattern. In addition, except that the colored curable composition 52Z6 was used instead of the colored curable composition 1Z6, it was applied in the same manner as in Example 101Z6 to obtain a colored coating film, and the film thickness and the retardation value were measured. The results are shown in Table 9Z6.

Example 153Z6 to Example 168Z6

Except that the compound represented by formula IFZ6-4 was replaced with the coloring agent shown in the "coloring agent" column of Table 9Z6, the procedure was carried out in the same manner as in Example 152Z6 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 9Z6.

Example 169Z6 to Example 185Z6

Except that the compound represented by formula IFZ6-4 is replaced with the "author" in Table 10Z6 For the compound shown in the "Toner" column, except that C.I. Pigment Green 58 was replaced with C.I. Pigment Green 7, the rest was applied in the same manner as in Example 152Z6 to obtain a colored pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 10Z6.

Example 186Z6 to Example 202Z6

Except that the compound represented by formula IFZ6-4 was replaced by the compound shown in the "colorant" column of Table 11Z6, and CI Pigment Green 58 was replaced by CI Pigment Green 59, the rest was performed in the same manner as in Example 152Z6 to obtain Coloring pattern. Furthermore, after obtaining the colored coating film, the film thickness measurement and the phase difference value measurement were performed. The results are shown in Table 11Z6.

In Example Z6, it can be seen from the above results that, compared 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 display devices such as color filters and liquid crystal display devices.

Claims (11)

A coloring composition comprising a compound represented by formula IZ4 and an alkali-soluble resin;

In formula IZ4, R ^N1Z4 and R ^N2Z4 represent independently of each other -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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^2Z4 , R ^3Z4 , R ^4Z4 and R ^5Z4 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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 can be bonded to each other and form a ring, respectively, R ^101Z4 represents an optionally substituted hydrocarbon group with 1 to 40 carbon atoms or an optionally substituted heterocyclic group, R ^102Z4 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, R ^1Z4, R ^6Z4 and ^R 7Z4 line each independently represent a hydrogen atom, M series represents hydrogen atom or alkali metal atom, ^When there are plural R 101Z4, R ^102Z4 and M, they may be the same or different, The wavy line indicates the E body or the Z body. The coloring composition described in item 1 of the scope of patent application further contains a solvent. The coloring composition described in item 1 or 2 of the scope of patent application further contains a yellow colorant or a green colorant. A coloring and hardening composition includes the coloring composition and polymerizable compound described in any one of items 1 to 3 in the scope of the patent application. The colored curable composition described in item 4 of the scope of the patent application further contains a polymerization initiator. A color filter is formed of the colored composition described in any one of the first to third items of the patent application or the colored hardenable composition described in the fourth or fifth item of the patent application. A liquid crystal display device includes the color filter described in item 6 of the scope of patent application. A compound represented by formula IZ4,

In formula IZ4, R ^N1Z4 and R ^N2Z4 represent independently of each other -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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^2Z4 , R ^3Z4 , R ^4Z4 and R ^5Z4 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 with 1 to 40 carbon atoms or optionally substituted heterocyclic group, R ^2Z4 and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^5Z4 can be bonded to each other and form a ring, respectively, R ^101Z4 represents an optionally substituted hydrocarbon group with 1 to 40 carbon atoms or an optionally substituted heterocyclic group, R ^102Z4 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, R ^1Z4, R ^6Z4 and ^R 7Z4 line each independently represent a hydrogen atom, M series represents hydrogen atom or alkali metal atom, ^When there are plural R 101Z4, R ^102Z4 and M, they may be the same or different, The wavy line indicates the E body or the Z body. The compound described in item 8 of the scope of the patent application, wherein R ^N1Z4 and R ^{N2Z4 are} independently of each other a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent. The compound described in item 8 or 9 of the scope of patent application, wherein at least one of ^{R 2Z4} , R ^3Z4 , R ^4Z4 and R ^{5Z4 is -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, the number of carbons that may have a substituent from 1 to 40 The hydrocarbon group or the heterocyclic group which may have substituents, or ^{at least one of R 2Z4} and R ^3Z4 , R ^3Z4 and R ^4Z4 , and R ^4Z4 and R ^{5Z4 are} bonded to form a ring. The compound according to any one of items 8 to 10 in the scope of the patent application, wherein ^{at least one of R 2Z4} , R ^3Z4 , R ^4Z4 and R ^5Z4 is a nitro group or a tertiary butyl group.