CN108693701A

CN108693701A - Colored curable resin composition

Info

Publication number: CN108693701A
Application number: CN201810254628.2A
Authority: CN
Inventors: 中山智博; 栂井学
Original assignee: Sumitomo Chemical Co Ltd
Current assignee: Sumitomo Chemical Co Ltd
Priority date: 2017-03-29
Filing date: 2018-03-26
Publication date: 2018-10-23
Anticipated expiration: 2038-03-26
Also published as: CN108693701B; TW201842078A; KR20180110619A; TWI751313B; KR102631806B1

Abstract

Colored curable resin composition, which contain toner, resin, polymerizable compound and polymerization initiators, wherein, as colorant, including the compound that at least one kind of and formula (I) in the group being made of red pigment and xanthene compound indicates.

Description

Colored curable resin composition

Technical field

The present invention relates to colored curable resin compositions.

Background technology

Colored curable resin composition have been used for manufacture liquid crystal display device, el display device and wait from The colour filter (color filter) used in the display devices such as sub-display.For colored curable resin composition, Desired tone etc. in order to obtain includes the different colorant of more than two kinds of color sometimes.

For example, in Japanese Unexamined Patent Publication 2016-65115 bulletins, describe comprising diketopyrrolopyrrolecocrystals (diketo Pyrrolo pyrrole) pigment and C.I. pigment yellow 13s 9 coloured composition, comprising diketo-pyrrolo pyrrole pigments and C.I. the coloured composition of pigment yellow 185.

In Japanese Unexamined Patent Publication 2013-140348 bulletins, a kind of red colored hardening resin composition is described, it includes Colorant, resin, polymerizable compound and polymerization initiator, wherein colorant include formula (1a) indicate compound and selected from by At least one kind of pigment in the group of yellow uitramarine, orange pigment and red pigment composition describes pigment yellow as yellow uitramarine 139。

Invention content

The present invention includes invention below.

[1]Colored curable resin composition, which contain toner, resin, polymerizable compound and polymerization initiator, In,

As colorant, including at least one kind of and formula (I) in the group being made of red pigment and xanthene compound The compound of expression,

[In formula (I),

A indicates the possessed-CO of compound that formula (I) indicates₂ ^-With-S (O)₂O^-Sum,

A) a be 1~10 in arbitrary integer when,

X indicates CR⁸R⁹,

R¹Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen The atom ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.Separately Outside, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.

R²~R⁹Independently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group Heterocycle, hydrogen atom, halogen atom, cyano, nitro ,-CO₂ ^-Or-S (O)₂O^-,-the CH that includes in the alkyl₂And the heterocycle Base includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include Pass through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.In addition, the alkyl and the heterocycle can have selected from by- CO₂ ^-With-S (O)₂O^-At least one of group of composition.

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷And R⁸And R⁹In at least 1 group can with the carbon atom that is respectively bonded together Being formed can include-the CH for not constituting ring with the ring of substituent group, the ring₂When should-CH₂- O- ,-CO- ,-S can be substituted for (O)₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.In addition, the ring can be with With selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.

R^naIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen Atom, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.R^naIn the presence of When multiple, they can be the same or different.

M^b+Indicate the metal ion of hydrogen cation (hydron) or b valences.M^b+There are it is multiple when, they identical also can may be used With difference.M^b+For hydrogen cation when, the hydrogen cation and aforementioned-CO₂ ^-Or-S (O)₂O^-It is integrally formed and with-CO₂H and-S (O)₂The form of OH exists.

B indicates the arbitrary integer in 1~6.

M indicates M^b+Number.

N is the number for the relationship for meeting n=b × m/a.

B) when a is 0,

N indicates 1, and m indicates 0.

R¹Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen The atom ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R²~R⁵Independently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group Heterocycle, hydrogen atom, halogen atom, cyano or nitro ,-the CH for including in the alkyl₂- O- ,-CO- ,-S can be substituted for (O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R²And R³,R³And R⁴And R⁴And R⁵In at least one set can together be formed and can be had with the carbon atom being respectively bonded The ring of substituent group, the ring include the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or- NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R⁶Expression-CO-OR^nb1,-CO-NH₂,-CO-NH(R^nb1),-CO-N(R^nb1)₂,-CO-H,-CO-R^nb1Or-S (O)₂- R^nb1。

Wherein, R⁶Expression-CO-NH (R^nb1) when, R²~R⁵Meet at least one party in (ib) and (iib).

(ib)R²~R⁵At least one of indicate can with substituent group carbon atom number 1~40 alkyl, can have Heterocycle, halogen atom, cyano or the nitro of the substituent group ,-CH for including in the alkyl₂And the heterocycle includes not constitute ring - CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂And Formation-COOH or-S (O)₂The case where OH.

(iib) it is selected from by R²And R³,R³And R⁴And R⁴And R⁵At least one set of and carbon atom being respectively bonded in the group of composition It can includes-the CH for not constituting ring with the ring of substituent group, the ring to be bonded and form together₂When should-CH₂It can replace At-O- ,-CO- ,-S (O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH. R²~R⁵In the R for not forming ring²~R⁵Independently of each other indicate can with substituent group carbon atom number 1~40 alkyl, can With heterocycle, hydrogen atom, halogen atom, cyano or nitro with substituent group ,-the CH that includes in the alkyl₂And the heterocycle Including not constituting the-CH of ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include logical Cross replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R⁷Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle, hydrogen original Son, halogen atom, cyano or the nitro ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should- CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.In addition, R⁷It can be with R⁶And R⁷The carbon atom being bonded forms ring together.

The group that X expressions (1a) indicate.

[In formula (1a), R^17b~R^18bIndependently of each other indicate can with substituent group carbon atom number 1~40 alkyl, Can have heterocycle, hydrogen atom, halogen atom, cyano or the nitro of the substituent group ,-CH for including in the alkyl₂And the heterocycle Base includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include Pass through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R^17bAnd R^18bCan together be formed with the carbon atom being respectively bonded can include not constitute with the ring of substituent group, the ring - the CH of ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂- And formation-COOH or-S (O)₂The case where OH.

* 1 indicates the connecting key with isoindoline ring.]

R^nbIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen Atom.R^nbThere are it is multiple when, they can be the same or different.

R^nb1Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can with the heterocycle of substituent group, this - the CH for including in alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S can be substituted for (O)₂Or-NR^nb10-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.R^nb1There are multiple When, they can be the same or different.

R^nb10Indicate can be with the carbon atom number 1~35 of substituent group alkyl, can be with substituent group heterocycle or Hydrogen atom.R^nb10There are it is multiple when, they can be the same or different.]

[2]Ru [1]The colored curable resin composition, wherein as colorant, including red pigment and formula (I) compound indicated.

[3]Ru [1]The colored curable resin composition, wherein as colorant, including xanthene compound and The compound that formula (I) indicates.

[4]Ru [1]The colored curable resin composition, wherein the group that formula (1a) indicates indicates for formula (2a) Group.

[In formula (2a), R^19b~R^20bIndependently of each other indicate can with substituent group carbon atom number 1~40 alkyl, Can have the heterocycle or hydrogen atom of the substituent group ,-CH for including in the alkyl₂And the heterocycle include do not constitute ring- CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂And shape At-COOH or-S (O)₂The case where OH.

R^nbIndicate meaning as hereinbefore.

* 2 indicate the connecting key with isoindoline ring.]

[5]Ru [1]The colored curable resin composition, wherein the compound that formula (I) indicates indicates for formula (II) Compound.

[In formula (II),

R¹¹Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen The atom ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.Separately Outside, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.

R¹²~R¹⁵Independently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can with replace Heterocycle, hydrogen atom, halogen atom, cyano or the nitro of the base ,-CH for including in the alkyl₂And the heterocycle includes not constitute - the CH of ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include passing through replacement-CH₂- And formation-COOH or-S (O)₂The case where OH.The alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-Composition At least one of group.

R¹²And R¹³,R¹³And R¹⁴And R¹⁴And R¹⁵Can together be formed with the carbon atom being respectively bonded can be with substituent group Ring, the ring include the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂-,-NR^na-.But no Including passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.The ring can have selected from by-CO₂ ^-With-S (O)₂O^- At least one of group of composition.

R¹⁶Expression-CO-OR^na1,-CO-NH₂,-CO-NH(R^na1),-CO-N(R^na1)₂,-CO-H,-CO-R^na1Or-S (O)₂- R^na1。

Wherein, R¹⁶Expression-CO-NH (R^na1) when, R¹²~R¹⁵Meet at least one party in (ix) and (iix).

(ix)R¹²~R¹⁵At least one of indicate can with substituent group carbon atom number 1~40 alkyl, can have Heterocycle, halogen atom, cyano or the nitro of substituted the base ,-CH for including in the alkyl₂And the heterocycle includes not constitute - the CH of ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include passing through replacement-CH₂- And formation-COOH or-S (O)₂The case where OH.In addition, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^- At least one of group of composition.

(iix)R¹²And R¹³,R¹³And R¹⁴And R¹⁴And R¹⁵In at least one set be bonded together with the carbon atom being respectively bonded and Foring can include-the CH for not constituting ring with the ring of substituent group, the ring₂When should-CH₂Can be substituted for-O- ,- CO-,-S(O)₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.In addition, should Ring can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.R¹²~R¹⁵In the R for not forming ring¹²~ R¹⁵Independently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle, hydrogen Atom, halogen atom, cyano or the nitro ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When It should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH And-S (O)₂The case where OH.In addition, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-In the group of composition It is at least one.

X¹The group that expression (1a-x) indicates.

[In formula (1a-x), R²¹~R²²Independently of each other indicate can with substituent group carbon atom number 1~40 alkyl, Can have heterocycle, hydrogen atom, halogen atom, cyano or the nitro of the substituent group ,-CH for including in the alkyl₂And the heterocycle Base includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include Pass through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.The alkyl and the heterocycle can have selected from by-CO₂ ^- With-S (O)₂O^-At least one of group of composition.

R²¹With R²²It can includes-the CH for not constituting ring with the ring of substituent group, the ring that can be mutually bonded and be formed₂When Should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH Or-S (O)₂The case where OH.The ring can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.

* 1 indicates the connecting key with isoindoline ring.]

R^naIndicate meaning as hereinbefore.

R^na1Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can with the heterocycle of substituent group, this - the CH for including in alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S can be substituted for (O)₂Or-NR^na10-.But do not include passing through replacement-CH₂And formation-COOH and-S (O)₂The case where OH.In addition, the alkyl And the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.R^na1There are it is multiple when, they It can be the same or different.

R^na10Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can with the heterocycle of substituent group, R^na10There are it is multiple when, they can be the same or different.

Ax is the possessed-CO of compound that formula (II) indicates₂ ^-With-S (O)₂O^-Sum, indicate 0~10 in it is arbitrary Integer.

MX^bx+Indicate the metal ion of hydrogen cation or bx valences.MX^bx+There are it is multiple when, they can it is identical can not also Together.MX^bx+For hydrogen cation when, the hydrogen cation and aforementioned-CO₂ ^-Or-S (O)₂O^-It is integrally formed and with-CO₂H and-S (O)₂OH Form exist.

Bx indicates the arbitrary integer in 1~6.

When ax is 0, mx 0;When ax is the number other than 0, mx indicates MX^b+Number.

When ax is 0, nx 0;When ax is the number other than 0, nx is the number for the relationship for meeting nx=bx × mx/ax.]

[6]Ru [5]The colored curable resin composition, wherein the group that formula (1a-x) indicates is formula (2a-x) The group of expression.

[In formula (2a-x), R²³~R²⁴Independently of each other indicate can with substituent group carbon atom number 1~40 alkyl, Can have the heterocycle or hydrogen atom of the substituent group ,-CH for including in the alkyl₂And the heterocycle include do not constitute ring- CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include passing through replacement-CH₂And shape At-COOH and-S (O)₂The case where OH.In addition, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-Composition At least one of group.

R^naIndicate meaning as hereinbefore.

* 2 indicate the connecting key with isoindoline ring.]

[7]Ru [1]Ji [3]~[6]Any one of described in colored curable resin composition, wherein xanthene compound The compound indicated for formula (X1).

[In formula (X1), R³¹~R³⁴Indicate hydrogen atom independently of each other, can be with the carbon atom number 6~10 of substituent group Aromatic hydrocarbyl, can with substituent group carbon atom number 1~20 saturated hydrocarbyl or formula (iix) indicate group,

*-R⁵⁰-Si(R²⁹)₃(iix)

[In formula (iix), R²⁹Indicate the alcoxyl of hydrogen atom, hydroxyl, the alkyl of carbon atom number 1~4 or carbon atom number 1~4 Base, multiple R²⁹It can be the same or different respectively.

R⁵⁰The alkane diyl (alkanediyl) for indicating carbon atom number 1~10, constitutes-the CH of the alkane diyl₂Can by- O-,-CO-,-NR⁴¹,-OCO- ,-COO- ,-OCONH- ,-NHCOO- ,-CONH- or-NHCO- replace.

* the connecting key with nitrogen-atoms is indicated.]

R³¹~R³⁴In, constitute-the CH of the saturated hydrocarbyl₂It can be by-O- ,-CO- ,-NR⁴¹-,-OCO-,-COO-,- OCONH- ,-NHCOO- ,-CONH- or-NHCO- are replaced, R³¹And R³²The ring comprising nitrogen-atoms, R can be formed together³³And R³⁴It can To form the ring comprising nitrogen-atoms together.

R³⁵Expression-OH ,-SO₃ ^-,-SO₃H,-SO₃ ^-Z⁺,-CO₂H,-CO₂ ^-Z⁺,-CO₂R⁴⁰,-SO₃R³⁸Or-SO₂NR³⁹R⁴⁰。

R³⁶And R³⁷Each independently represent hydrogen atom or the alkyl of carbon atom number 1~6.

M indicates 0~5 integer.When m is 2 or more, multiple R³⁵It can be the same or different.

K indicates 0 or 1 integer.

X indicates halogen atom.

Z⁺It indicates⁺N(R⁴¹)₄,Na⁺Or K⁺, 4 R⁴¹It can be the same or different.

R³⁸Indicate the saturated hydrocarbyl of carbon atom number 1~20, the hydrogen atom for including in the saturated hydrocarbyl can be by halogen atom Substitution.

R³⁹And R⁴⁰Hydrogen atom is indicated independently of each other or there can be the saturated hydrocarbyl of the carbon atom number 1~20 of substituent group, Constitute-the CH of the saturated hydrocarbyl₂It can be by-O- ,-CO- ,-NR⁴¹-,-OCO-,-COO-,-OCONH-,-NHCOO-,-CONH- Or-NHCO- is replaced, R³⁹With R⁴⁰It can be mutually bonded and form the heterocycle as 3~10 membered rings comprising nitrogen-atoms.

R⁴¹Indicate the saturated hydrocarbyl of hydrogen atom or carbon atom number 1~20, the hydrogen atom for including in the saturated hydrocarbyl can be by The aromatic hydrocarbyl of carbon atom number 6~10 replaces.]

[8]Ru [1]~[7]Any one of described in colored curable resin composition, the colored curable resin group It includes solvent to close object also.

[9]Colour filter is You [1]~[8]Any one of described in colored curable resin composition formed.

[10]Display device, Qi Baohan [9]The colour filter.

Specific implementation mode

The colored curable resin composition of the present invention includes colorant, resin, polymerizable compound and polymerization initiator.

The colored curable resin composition of the present invention preferably also includes solvent.

The colored curable resin composition of the present invention may include levelling agent (leveling agent).

In this specification, the compound enumerated as each ingredient then can be used alone unless otherwise instructed, Or it combines a variety of and uses.

< colorants (A) >

Foregoing colorants include at least one kind of and formula (I) table in the group being made of red pigment and xanthene compound The compound shown.

[In formula (I),

A) a be 1~10 in arbitrary integer when,

X indicates CR⁸R⁹,

M^b+Indicate the metal ion of hydrogen cation or b valences.M^b+There are it is multiple when, they can be the same or different.M^b+ For hydrogen cation when, the hydrogen cation and aforementioned-CO₂ ^-Or-S (O)₂O^-It is integrally formed and with-CO₂H and-S (O)₂The form of OH is deposited .

B indicates the arbitrary integer in 1~6.

M indicates M^b+Number.

N is the number for the relationship for meeting n=b × m/a.

B) when a is 0,

N indicates 1, and m indicates 0.

R⁷Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle, hydrogen original Son, halogen atom, cyano or the nitro ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should- CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.R⁷It can be with R⁶And R⁷The carbon atom being bonded forms ring together.

The group that X expressions (1a) indicate.

* 1 indicates the connecting key with isoindoline ring.]

The compound that formula (I) indicates includes a (- CO possessed by the compound that i.e. formula (I) indicates₂ ^-With-S (O)₂O^-It is total Number) be described in the compound of formula (IA) expression described in the mode 1 of arbitrary integer in 1~10 and mode 2 that a is 0 The compound that formula (IB) indicates.

Mode 1:The compound that formula (IA) indicates.

[In formula (IA),

R^1aIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen The atom ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.Separately Outside, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.

R^2a~R^9aIndependently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can with replace Heterocycle, hydrogen atom, halogen atom, cyano, the nitro ,-CO of base₂ ^-Or-S (O)₂O^-,-the CH that includes in the alkyl₂And this is miscellaneous Ring group includes not constitute-the CH of ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But it does not wrap It includes through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.It is selected from addition, the alkyl and the heterocycle can have By-CO₂ ^-With-S (O)₂O^-At least one of group of composition.R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7aAnd R^8aAnd R^9a In at least 1 group can together be formed with the carbon atom being respectively bonded can with substituent group ring, the ring include do not constitute ring- CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na-.But do not include passing through replacement-CH₂And shape At-COOH or-S (O)₂The case where OH.In addition, the ring can have selected from by-CO₂ ^-With-S (O)₂O^-In the group of composition at least It is a kind of.

M^b+Indicate the metal ion of hydrogen cation or b valences.M^b+There are it is multiple when, they can be the same or different.

B indicates the arbitrary integer in 1~6.

Aa indicates the arbitrary integer in 1~10.

Ma indicates M^b+Number.

Na is the number for the relationship for meeting na=b × ma/aa.]

Mode 2:The compound that formula (IB) indicates.

[In formula (IB),

R^1bIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen The atom ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R^2b~R^5bIndependently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can with replace Heterocycle, hydrogen atom, halogen atom, cyano or the nitro of the base ,-CH for including in the alkyl₂Can be substituted for-O- ,-CO- ,- S(O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.R^2bAnd R^3b,R^3bWith R^4bAnd R^4bAnd R^5bIn at least one set can be formed together with the carbon atom being respectively bonded can have substituent group ring, the ring packet Containing-the CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through Replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R^6bExpression-CO-OR^nb1,-CO-NH₂,-CO-NH(R^nb1),-CO-N(R^nb1)₂,-CO-R^nb1Or-S (O)₂-R^nb1。

Wherein, R^6bExpression-CO-NH (R^nb1) when, R^2b~R^5bMeet at least one party in (ib) and (iib).

(ib)R^2b~R^5bAt least one of indicate can with substituent group carbon atom number 1~40 alkyl, can have Heterocycle, halogen atom, cyano or the nitro of substituted the base ,-CH for including in the alkyl₂And the heterocycle includes not constitute - the CH of ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂- And formation-COOH or-S (O)₂The case where OH.

(iib) it is selected from by R^2bAnd R^3b,R^3bAnd R^4bAnd R^4bAnd R^5bAt least one set of and carbon being respectively bonded in the group of composition Atom is bonded and forms together to include the-CH for not constituting ring with the ring of substituent group, the ring₂When should-CH₂It can be with It is substituted for-O- ,-CO- ,-S (O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂OH's Situation.R^2b~R^5bIn the R for not forming ring^2b~R^5bIndicating independently of each other can be with the carbon atom number 1~40 of substituent group The alkyl ,-CH that can include with heterocycle, hydrogen atom, halogen atom, cyano or the nitro of substituent group, in the alkyl₂And The heterocycle includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But Do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R^7bIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle, hydrogen original Son, halogen atom, cyano or the nitro ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should- CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.In addition, R^7bIt can be with R^6bAnd R^7bThe carbon atom being bonded forms ring together.

X^bThe group that expression (1a) indicates.

* 1 indicates the connecting key with isoindoline ring.]

- the CO for including in the compound that formula (IB) indicates₂H and-S (O)₂The sum of OH is 0.Hereinafter, sometimes by-CO₂ ^-And- S(O)₂O^-Referred to as " hydrogen cation associativity group ".

In mode 2, the group that formula (1a) indicates includes the group that formula (2a) indicates.

R^nbIndicate meaning as hereinbefore.

* 2 indicate the connecting key with isoindoline ring.]

It should be noted that about the-CH for including in alkyl₂It is substituted for-O- ,-CO- ,-S (O)₂-,-NR^naOr-NR^nb- Deng and the carbon atom number of group that is formed, with-O- ,-CO- ,-S (O)₂-,-NR^naOr-NR^nbWait the carbon before being replaced Atomicity is counted.

In this specification, " substituent group " does not include-COOH and-S (O)₂OH.In addition, " substituent group " does not include by general- CH₂It is substituted for-O- ,-CO- ,-S (O)₂-,-NR^naOr-NR^nbAnd the group formed.Hereinafter, sometimes will be by by-CH₂It replaces Change-O- ,-CO- or-S (O) into₂-,-NR^naAnd the group formed is known as " group (Z1) ".Hereinafter, sometimes will be by by-CH₂- It is substituted for-O- ,-CO- ,-S (O)₂Or-NR^nbAnd the group formed is known as " group (Z2) ".

The compound that formula (I) indicates is preferably the compound that formula (II) indicates.

[In formula (II),

X¹The group that expression (1a-x) indicates.

* 1 indicates the connecting key with isoindoline ring.]

R^naIndicate meaning as hereinbefore.

Bx indicates the arbitrary integer in 1~6.

The group that formula (1a-x) indicates includes the group that formula (2a-x) indicates.

R^naIndicate meaning as hereinbefore.

* 2 indicate the connecting key with isoindoline ring.]

The compound that formula (II) indicates can be the compound that formula (IIB) indicates.

[In formula (IIB),

R^11bIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen The atom ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R^12b~R^15bIndicate independently of each other can be with the carbon atom number 1~40 of substituent group alkyl, can be with taking Heterocycle, hydrogen atom, halogen atom, cyano or the nitro of the Dai Ji ,-CH for including in the alkyl₂And the heterocycle includes not structure - the CH of cyclization₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include by replacement- CH₂And formation-COOH or-S (O)₂The case where OH.

R^12bAnd R^13b,R^13bAnd R^14bAnd R^14bAnd R^15bCan together be formed with the carbon atom being respectively bonded can have substitution The ring of base, the ring include the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But It does not include passing through replacement-CH to be₂And formation-COOH or-S (O)₂The case where OH.

R^16bExpression-CO-OR^nb1,-CO-NH₂,-CO-NH(R^nb1),-CO-N(R^nb1)₂,-CO-H,-CO-R^nb1Or-S (O)₂- R^nb1。

Wherein, R^16bExpression-CO-NH (R^nb1) when, R^12b~R^15bMeet at least one party in (ixb) and (iixb).

(ixb)R^12b~R^15bAt least one of indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with Heterocycle, halogen atom, cyano with substituent group or the nitro ,-CH for including in the alkyl₂And the heterocycle includes not structure - the CH of cyclization₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include by replacement- CH₂And formation-COOH or-S (O)₂The case where OH.

(iixb)R^12bAnd R^13b,R^13bAnd R^14bAnd R^14bAnd R^15bIn at least one set and the carbon atom that is respectively bonded together It can includes-the CH for not constituting ring with the ring of substituent group, the ring to be bonded and form₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^nb-.But do not include passing through replacement-CH₂And formation-COOH and-S (O)₂The case where OH.R^12b ~R^15bIn the R for not forming ring^12b~R^15bIndependently of each other indicate can with substituent group carbon atom number 1~40 alkyl, Can have heterocycle, hydrogen atom, halogen atom, cyano or the nitro of the substituent group ,-CH for including in the alkyl₂And the heterocycle Base includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include Pass through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

X^1bThe group that expression (1a-xb) indicates.

[In formula (1a-xb), R^21b~R^22bIndicating independently of each other can be with the hydrocarbon of the carbon atom number 1~40 of substituent group The base ,-CH that can include with heterocycle, hydrogen atom, halogen atom, cyano or the nitro of substituent group, in the alkyl₂And it should Heterocycle includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But no Including passing through replacement-CH₂And formation-COOH or-S (O)₂The case where OH.

R^21bWith R^22bIt can includes-the CH for not constituting ring with the ring of substituent group, the ring that can be mutually bonded and be formed₂- When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂And formed- COOH or-S (O)₂The case where OH.

* 1 indicates the connecting key with isoindoline ring.]

R^nb,R^nb1Indicate meaning as hereinbefore.]

- CO possessed by the compound that formula (IIB) indicates₂H and-S (O)₂The sum of OH is 0.

The group that formula (1a-xb) indicates includes the group that formula (2a-xb) indicates.

[In formula (2a-xb), R^23b~R^24bIndicating independently of each other can be with the hydrocarbon of the carbon atom number 1~40 of substituent group The base ,-CH that can include with the heterocycle or hydrogen atom of substituent group, in the alkyl₂And the heterocycle includes not constitute ring - CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb-.But do not include passing through replacement-CH₂And Formation-COOH or-S (O)₂The case where OH.

R^nbIndicate meaning as hereinbefore.

* 2 indicate the connecting key with isoindoline ring.]

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^naAnd R^nbIt indicates Carbon atom number 1~40 alkyl, R^na1,R^na10,R^nb1And R^nb10The alkyl of the carbon atom number 1~35 of expression can be aliphatic Alkyl and aromatic hydrocarbyl, the aliphatic alkyl can be saturation or unsaturated, can be chain or ester ring type.

As R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb, R^na1,R^na10,R^nb1And R^nb10The saturation or unsaturated chain hydrocarbon group of expression, can enumerate methyl, ethyl, propyl, butyl, amyl, oneself The straight-chains such as base, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, heptadecyl, octadecyl and eicosyl Alkyl etc.;Isopropyl, (2- methyl) propyl, isobutyl group, sec-butyl, tertiary butyl, (2- ethyls) butyl, isopentyl, neopentyl, uncle Amyl, (1- methyl) amyl, (2- methyl) amyl, (1- ethyls) amyl, (3- ethyls) amyl, isohesyl, (5- methyl) hexyl, Branched-chain alkyls such as (2- ethyls) hexyl and (3- ethyls) heptyl etc.;It is vinyl, 1- acrylic, 2- acrylic (allyl), different Acrylic, (1- methyl) vinyl, 2- cyclobutenyls, 3- cyclobutenyls, 1,3- butadienyls, (1- (2- acrylic)) vinyl, (1, 2- dimethyl) alkenyls such as acrylic and 2- pentenyls;Etc..

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^na10,R^nb And R^nb10The saturation of expression or the carbon atom number of unsaturated chain hydrocarbon group are preferably 1~30, and more preferably 1~20, it is further excellent It is selected as 1~15, is even more preferably 1~10, and then is still more preferably 1~8, particularly preferably 1~5.R^na1,R^na10, R^nb1And R^nb10The saturation of expression or the carbon atom number of unsaturated chain hydrocarbon group are preferably 1~28, and more preferably 1~18, further Preferably 1~13, it is even more preferably 1~8, and then be still more preferably 1~6, particularly preferably 1~3.

As R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb, R^na1,R^na10,R^nb1And R^nb10The saturation of expression or unsaturated alicyclic type hydrocarbon, can enumerate cyclopropyl, 1- methylcyclopropyl groups, ring fourth Base, cyclopenta, cyclohexyl, suberyl, 1- methylcyclohexyls, 2- methylcyclohexyls, 3- methylcyclohexyls, 4- methylcyclohexyls, 1,2- Dimethylcyclohexyls, 1,3- Dimethylcyclohexyls, 1,4- Dimethylcyclohexyls, 2,3- Dimethylcyclohexyls, 2,4- diformazans Butylcyclohexyl, 2,5- Dimethylcyclohexyls, 2,6- Dimethylcyclohexyls, 3,4- Dimethylcyclohexyls, 3,5- Dimethylcyclohexyls, 2,2- Dimethylcyclohexyls, 3,3- Dimethylcyclohexyls, 4,4- Dimethylcyclohexyls, cyclooctyl, 2,4,6- trimethylcyclohexyls, 2,2,6,6- tetramethyl-rings hexyl and 3,3,5,5- tetramethyl-rings hexyl, 4- pentylcyclohexyls, 4- octyls cyclohexyl, 4- cyclohexyl The naphthenic base such as cyclohexyl;The cycloalkenyl groups such as cyclohexenyl group (such as hexamethylene -2- alkene, hexamethylene -3- alkene), cycloheptenyl, cyclo-octene base;Drop It is borneol alkyl, adamantyl, bicyclic;2.2.2]Octyl etc..R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b, R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1,R^na10,R^nb1And R^nb10The carbon atom number of the alicyclic type hydrocarbon of expression is preferably 3~30, more preferably 3~20, further preferably 4~20 are even more preferably 4~15, still more preferably for 5~ 15, particularly preferably 5~10, wherein especially preferably cyclopenta, cyclohexyl, suberyl, cyclooctyl.

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1, R^na10,R^nb1And R^nb10The saturation or unsaturated alkyl of expression can be the chain alkyl that will be listed above and alicyclic type hydrocarbon combination Obtained from group, such as Cvclopropvlmethvl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopenta first can be enumerated Base, cyclopentyl ethyl, cyclohexyl methyl, cyclohexyl-ethyl etc. are bonded with the alkyl of 1 or more alicyclic type hydrocarbon.Its carbon atom number Preferably 4~30, more preferably 4~20, further preferably 4~15.

As R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb, R^na1,R^na10,R^nb1And R^nb10The aromatic hydrocarbyl of expression can enumerate phenyl, o-tolyl, tolyl, p-methylphenyl, 2,3- 3,5-dimethylphenyl, 2,4- 3,5-dimethylphenyls, 2,5- 3,5-dimethylphenyls, 2,6- 3,5-dimethylphenyls, 3,4- 3,5-dimethylphenyls, 3,5- bis- It is aminomethyl phenyl, o-isopropyl phenyl, isopropyl phenyl, p-isopropyl phenyl, o-tert-butyl phenyl, tert-butyl-phenyl, right Bis- (2- propyl) phenyl of tert-butyl-phenyl, mesitylene base, 2,6-, 2,4,6- trimethylphenyls, 1- naphthalenes, 2- naphthalenes, 5,6, The aromatic hydrocarbyls such as 7,8- tetrahydrochysene -1- naphthalenes, 5,6,7,8- tetrahydrochysene -2- naphthalenes, fluorenyl, phenanthryl and anthryl;Etc..Aromatic hydrocarbon The carbon atom number of base is preferably 6~30, more preferably 6~20, further preferably 6~15.

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1, R^na10,R^nb1And R^nb10The aromatic hydrocarbyl of expression is not particularly limited, as long as the alkyl with aromatic series hydrocarbon ring, it can be with It is at least one of chain alkyl, alicyclic type hydrocarbon and aromatic hydrocarbyl that will be listed above and aromatic series listed above Group obtained from alkyl combination, can enumerate benzyl, 2- methylbenzyls, 3- methylbenzyls, 4- methylbenzyls, phenylethyl, benzene The aralkyl such as base propyl, 1- methyl-1s-phenylethyl;The virtues such as phenyl vinyl (styryl (phenylvinyl group)) Base alkenyl;The aromatic yl polysulfide yls such as phenylene-ethynylene;Xenyl, terphenyl etc. are bonded with the phenyl of 1 or more phenyl;Cyclohexyl Aminomethyl phenyl, benzyl phenyl, (dimethyl (phenyl) methyl) phenyl;Etc., carbon atom number is preferably 7~30, and more preferably 7 ~20, further preferably 7~15.

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1, R^na10,R^nb1And R^nb10The alkyl of expression can have the substituent group of 1 valence or the substituent group of divalent.For the substituent group of divalent, It is preferred that 2 connecting keys are bonded to identical carbon atom and form double bond.

As the substituent group of 1 valence, can enumerate:

The alkyl sulfenyl of the carbon atom numbers 1~10 such as methylsulfany, ethylsulfanyl, propyl sulfenyl and butyl sulfenyl (alkylsulfanyl group);

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

Nitro;Cyano;

Trifluoromethyl, perfluoro-ethyl, perfluoro propyl, perfluoroisopropyl, perfluoro butyl, perfluoropentyl, perfluoro hexyl, perfluor The fluorine atoms such as heptyl, perfluoro capryl, perfluor nonyl, perfluoro decyl, perfluorocyclohexyl, perfluorophenyl instead of whole hydrogen atoms and The alkyl of obtained carbon atom number 1~20, preferably carbon atom number 1~10;

*-CO-SH;

*-CO-S-CH₃,*-CO-S-CH₂CH₃,*-CO-S-CH₂-CH₂-CH₃,*-CO-S-CH₂-CH₂-CH₂-CH₃Deng with it is same The carbonyl of the sulfur atom linkage of alkyl (carbon atom number of the alkyl is 1~10) bonding;

*-CO-S-C₆H₅Deng the carbonyl for the sulfur atom linkage being bonded with same aryl (carbon atom number of the aryl is 6~20);

*-OP(O)(OR^nb2)₂;

*-Si(R^nb2)(R^nb3)(R^nb4);Etc..

In previously described formula, R^nb2,R^nb3,R^nb4It can be the same or different, indicating respectively can be with the carbon atom of substituent group The alkyl of number 1~35 or the-CH that can include with the heterocycle of substituent group, in the alkyl₂And the heterocycle includes not structure - the CH of cyclization₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂-,-NR^nb10-.But do not include by replacement- CH₂And formation-COOH and-S (O)₂The case where OH.R^nb10It is same as above.For R^nb2,R^nb3,R^nb4Concrete example and excellent For the range of choosing, other than the example for being 36 or more not comprising carbon atom number, with R¹It is identical.

As the substituent group of divalent, can enumerate thio group, imino group, through carbon atom number 1~20 (preferably carbon atom number 1~ 10) imino group etc. that alkyl-substituted imino group, the aryl through carbon atom number 6~20 replace.As through alkyl-substituted Asia Amino can enumerate CH₃- N=, CH₃-CH₂- N=, CH₃-(CH₂)₂- N=, CH₃-(CH₂)₃- N=etc..As what is replaced through aryl Imino group can enumerate C₆H₅- N=etc..

As R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb, R^na1,R^na10,R^nb1And R^nb10The substituent group of the alkyl of expression,

It is preferred that halogen atom;Nitro;Cyano;Fluorine atom is instead of carbon atom number 1~20 obtained from whole hydrogen atoms Alkyl;Thiocarbonyl (thiocarbonyl);*-OP(O)(OR^nb2)₂;*-Si(R^nb2)(R^nb3)(R^nb4);Etc.,

More preferable halogen atom;Nitro;Cyano;Fluorine atom is instead of carbon atom number 1~20 obtained from whole hydrogen atoms Alkyl;Thiocarbonyl;Etc.,

More preferable fluorine atom, chlorine atom, bromine atom;Nitro;Cyano;Fluorine atom is instead of carbon obtained from whole hydrogen atoms The alkyl of atomicity 1~10;Thiocarbonyl;Etc..

When the integer that a is 1~10 in formula (I), or in the compound that formula (IA) or formula (II) indicate, alkyl can have Have by by-CH₂It is substituted for-O- ,-CO- ,-S (O)₂-,-NR^naAnd the group (i.e. group (Z1)) formed.In addition, formula (I) When middle a is 0, or in the compound that formula (IB) or formula (IIB) indicate, alkyl, which can have, to be passed through-CH₂Be substituted for- O-,-CO-,-S(O)₂Or-NR^nbAnd the group (i.e. group (Z2)) formed.

As group (Z1), group (Z2), can enumerate:

Methoxyl group, ethyoxyl, propoxyl group, isopropoxy, butoxy, isobutoxy, sec-butoxy, tert-butoxy, amyl Oxygroup, hexyl oxygroup, (2- ethyls) hexyl oxygroup, heptyl oxygroup, octyl oxygroup, nonyl oxygroup, phenyl oxygroup and o-tolyl Oxygroup etc. is bonded with the oxygroup for the alkyl that carbon atom number is 1~20, more preferable carbon atom number 1~10 in unilateral side;

Epoxy group;

Formoxyl;

It is acetyl group, propiono, bytyry, tertiary bytyry, valeryl, caproyl, (2- ethyls) caproyl, heptanoyl group, pungent The acyl group (preferably alkanoyl) that the carbon atom numbers such as acyl group, pelargonyl group, benzoyl are 2~22, preferably carbon atom number is 2~12;

Methoxycarbonyl, ethoxy carbonyl, propoxycarbonyl, butoxy carbonyl, tert-butoxycarbonyl, amyl oxygroup carbonyl Base, hexyl Epoxide carbonyl, (2- ethyls) hexyl Epoxide carbonyl, heptyl Epoxide carbonyl and octyl Epoxide carbonyl, nonyl Epoxide carbonyl, Phenyloxycarbonyl, o-tolyl Epoxide carbonyl etc. are bonded with carbon atom number 1~20, the preferably alkyl of carbon atom number 1~10 Epoxide carbonyl;

Amino;

N- methylaminos, N, N- dimethylaminos, N- ethylaminos, N, N- diethylaminos, N- propylcarbamics, N, N- bis- Propylcarbamic, N- isopropylaminos, N, N- diisopropylaminoethyls, N- butylaminos, N, N- dibutylaminos, N- isobutyl group ammonia Base, N, N- diisobutylaminos, N- s-butylaminos, N, N- di-sec-butyls amino, N- tert-butylaminos, N, N- di-t-butyl ammonia Base, N- pentyl aminos, N, N- dipentylaminos, N- (1- ethyl propyls) amino, N, N- bis- (1- ethyl propyls) amino, N- hexyls Amino, N, N- dihexyls amino, N- (2- ethyls) hexylamino, N, N- bis- (2- ethyls) hexylamino, N- heptyl amino, N, N- Diheptyl amino, N- octyl aminos, N, N- dioctylaminos, N- nonylaminos, N, N- dinonyl amino, N- phenyl aminos, N, N- diphenyl aminos, N, N- ethylmethylaminos, N, N- propyl-methylaminos, N, N- isopropylmethylaminos, N, N- butyl first Base amino, N, N- tertbutyl methyls amino and N, N- phenylmethyl amino etc. are former by 1 or 2 carbon atom numbers 1~10, preferably carbon The amino of the alkyl substitution of subnumber 1~20;

Sulfamoyl;

N- Methylsulfamoyls, N, N- DimethylsuIfamoyls, N- ethylsulfamovls, N, N- diethyl aminos sulfonyl, N- propylsulfamovs, N, N- dipropyl sulfamoyl, N- isopropylsulfamoyls base, N, N- diisopropyls sulfamoyl, N- fourths Base sulfamoyl, N, N- dibutylamines sulfonyl, N- isobutyl groups sulfamoyl, N, N- diisobutyls sulfamoyl, N- sec-butyls Sulfamoyl, N, N- di-sec-butyls sulfamoyl, N- tertiary butyls sulfamoyl, N, N- di-t-butyls sulfamoyl, N- amyl ammonia Sulfonyl, N, N- diamyl sulfamoyl, N- (1- ethyl propyls) sulfamoyl, N, N- bis- (1- ethyl propyls) sulfamoyl, N- hexyls sulfamoyl, N, N- dihexyls sulfamoyl, N- (2- ethyls) hexyl sulfamoyl, N, N- bis- (2- ethyls) hexyl ammonia Sulfonyl, N- heptyl sulfamoyl, N, N- diheptyls sulfamoyl, N- octyls sulfamoyl, N, N- dioctyls sulfamoyl, N, N- octyl methyls sulfamoyl, N- nonyls sulfamoyl, N, N- dinonyl sulfamoyl, N- phenyl sulfamoyls base, N, N- hexichol Base sulfamoyl, N, N- ethyl-methyls sulfamoyl, N, N- hydroxypropyl methyls sulfamoyl, N, N- isopropyl methyls sulfamoyl, N, N- butyl methyl sulfamoyl, N, N- tertbutyl methyls sulfamoyl and N, N- phenyl methyl sulfamoyl etc. are by 1 or 2 The sulfamoyl of the alkyl substitution of carbon atom number 1~20, preferably carbon atom number 1~10;

Formylamino;Acetyl-amino, propanoylamino, bytyry amino, 2,2- dimethylpropionylaminos, valeryl Base amino, caproyl amino, (2- ethyls) caproyl amino, heptanoyl group amino, octanoylamino, pelargonyl group amino, capryl The carbon atom numbers 1 such as amino, hendecyl amino, dodecane acyl amino, heneicosane acyl amino, benzoyl-amido~ 22, the preferred alkanoylamino of carbon atom number 1~12;

Hydroxyl;

Formoxyl oxygroup, acetoxyl group, propiono oxygroup, bytyry oxygroup, 2,2- dimethylpropionyloxies, valeryl Oxygroup, caproyl oxygroup, (2- ethyls) caproyl oxygroup, heptanoyl group oxygroup, caprylyl oxygroup, pelargonyl group oxygroup and benzoyl The alkanoyl oxygroup of the carbon atom numbers such as oxygroup 1~20, preferably carbon atom number 1~10;

Methyl sulphonyl, ethylsulfonyl, sulfonyl propyl base, butyl sulfonyl, pentylsulfonyl, hexyl sulfonyl, (2- Ethyl) hexyl sulfonyl, heptyl sulfonyl, octyl sulfonyl, nonyl sulfonyl, decyl sulfonyl, phenyl sulfonyl and to first The sulfonyl through carbon atom number 1~20, the preferably alkyl substitution of carbon atom number 1~10 such as phenyl sulfonyl;

Carbamoyl;

N- methylcarbamoyls, N, N- formyl-dimethylaminos, N- ethylaminocarbonyls, N, N- diethylaminos Formoxyl, N- propvlcarbamovls, N, N- dipropylaminos formoxyl, N- isopropylcarbamoyls, N, N- diisopropyls Carbamoyl, N- Butylcarbamoyls, N, N- dibutylaminos formoxyl, N- butylcarbamoyls, N, N- bis- are different Butylcarbamoyl, N- s-butylaminos formoxyl, N, N- di-sec-butyls carbamoyl, N- t-Butylcarbamoyls, N, N- di-t-butyl carbamoyl, N- pentylcarbamoys, N, N- dipentylaminos formoxyl, N- (1- ethyl propyls) ammonia Base formoxyl, N, N- bis- (1- ethyl propyls) carbamoyl, N- hexylaminos formoxyl, N, N- dihexyls carbamoyl, N- (2- ethyls) hexylamino formoxyl, N, N- bis- (2- ethyls) hexylamino formoxyl, N- heptyl carbamoyl, N, N- bis- Heptyl carbamoyl, N- octyl aminos formoxyl, N, N- dioctylaminos formoxyl, N- nonylcarbamoyls, N, N- bis- Nonylcarbamoyl, N- phenylcarbamoyls, N, N- diphenylcarbamoyls, N, N- ethylmethylaminos formoxyl, N, N- propyl-methylamino formoxyl, N, N- isopropylmethylaminos formoxyl, N, N- butyl methyls carbamoyl, N, uncle N- Butyl methyl carbamoyl and N, N- phenylmethyl amino formoxyls etc. are former by 1 or 2 carbon atom numbers 1~20, preferably carbon The carbamoyl of the alkyl substitution of subnumber 1~10;

*-COCOR^nb2;

*-OCON(R^nb2)₂;

*-N(R^nb2)COOR^nb2;Etc..

In previously described formula, R^nb2It can be the same or different, indicate meaning same as described above.

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1, R^na10,R^nb1And R^nb10The heterocycle of expression can be monocycle, or it is polycyclic, preferably include composition of the hetero atom as ring The heterocycle of element.As hetero atom, nitrogen-atoms, oxygen atom and sulphur atom etc. can be enumerated.

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1, R^na10,R^nb1And R^nb10The carbon atom number of the heterocycle of expression is preferably 2~30, more preferably 3~22, further preferably 3~ 20, it is even more preferably 3~18, is still more preferably 3~15, particularly preferably 3~14.

As only including nitrogen-atoms as heteroatomic heterocycle, can enumerate aziridine, azetidine, pyrrolidines, The monocycles such as piperidines, piperazine system saturated heterocyclic;Pyrazoles, the miaows such as the pyrroles such as 2,5- dimethyl pyrroles, 2- methylpyrazoles, 3- methylpyrazoles 5 yuan of ring system unsaturated heterocycles such as azoles, 1,2,3- triazoles, 1,2,4- triazoles;The pyrimidines such as pyridine, pyridazine, 6- methylpyrimidines, pyrazine, 6 yuan of ring system unsaturated heterocycles such as 1,3,5- triazines;Indazole, indoline, isoindoline, indoles, indolizine, benzimidazole, quinoline, The quinoxalines such as isoquinolin, 5,6,7,8- tetrahydrochysenes (3- methyl) quinoxaline, 3- methyl-quinoxalines, quinazoline, cinnolines, phthalazines, naphthyridines, The fused bicyclics system such as purine, pteridine, benzopyrazoles, benzo piperidines heterocycle;The fused tricyclics such as carbazole, acridine, azophenlyene system heterocycle;Under State the ring etc. of formula expression.

(in formula, * indicates connecting key)

As only comprising oxygen atom as heteroatomic heterocycle, oxirane, oxetanes, tetrahydrochysene furan can be enumerated Mutter, the monocycles system such as oxinane, 1,3- dioxanes, 1,4- dioxanes, 1- cyclopenta dioxolane it is full And heterocycle;1,4- Er Yangzaluos [4.5]Decane, 1,4- Er Yangzaluos [4.5]The second cycle lines saturated heterocyclic such as nonane;α-second lactone, The lactones such as beta-propiolactone, gamma-butyrolacton, δ-valerolactone system heterocycle;Furans such as 2,3- dimethyl furans, 2,5- dimethyl furans etc. 5 yuan of ring system unsaturated heterocycles;6 yuan of ring system unsaturated heterocycles such as 2H- pyrans, 4H- pyrans;1- benzofurans, 4- methyl benzo pyrroles It mutters equal chromenes, Ben Bing bis- Evil luxuriant (benzodioxole), chroman, the heterochromatic fused bicyclics system heterocycle such as full;Xanthene, dibenzo The fused tricyclics such as furans system heterocycle;Etc..

As only comprising sulphur atom as heteroatomic heterocycle, 5 yuan of ring system saturated heterocyclics such as dithiolane can be enumerated; Thia hexamethylene (thiane), 1,3- dithiane, 2- methyl-1s, 6 yuan of ring system saturated heterocyclics such as 3- dithiane;3 methyl thiophene, 5 yuan of ring system unsaturated heterocycles such as benzothiopyran derivatives such as the thiophene such as 2- carboxy thiophenes, 4H- thiapyrans, benzo tetrahydric thiapyran;Benzothiophene etc. Fused bicyclic system heterocycle etc.;The fused tricyclics such as thianthrene, dibenzothiophenes system heterocycle;Etc..

, as heteroatomic heterocycle, morpholine, 2-Pyrrolidone, 2- methyl-can be enumerated as comprising nitrogen-atoms and oxygen atom The monocycles system saturated heterocyclics such as 2-Pyrrolidone, 2- piperidones, 2- methyl -2- piperidones;4- Jia Ji oxazole Deng oxazoles, 2- methyl are different The monocycles system unsaturated heterocycles such as oxazole, 3- methyl-isoxazole Deng isoxazoles;Benzoxazole, benzoisoxazole, benzoxazine, benzo The fused bicyclics such as dioxane, benzimidazoline system heterocycle;The fused tricyclics such as phenoxazine system heterocycle;Etc..

, as heteroatomic heterocycle, 3- methylthiazols, 2,4- dimethyl thiophenes can be enumerated as comprising nitrogen-atoms and sulphur atom The monocyclic heterocycles such as the thiazoles such as azoles;The fused bicyclics such as benzothiazole system heterocycle;The fused tricyclics such as phenthazine system heterocycle;Etc..

Above-mentioned heterocycle can be group made of combination alkyl listed above, can enumerate tetrahydrofuran ylmethyl, first Base tetrahydrofuran base etc..

It should be noted that the bonding position of above-mentioned heterocycle is the position that the arbitrary hydrogen atom for including is detached from each ring.

R¹~R⁹,R^1a~R^9a,R¹¹~R¹⁵,R²¹~R²⁴The heterocycle of expression includes the-CH for not constituting ring₂When, it should-CH₂- It can be by-O- ,-CO- ,-S (O)₂Or-NR^naIt replaces.-CH₂When being replaced, R¹~R⁹,R^1a~R^9a,R¹¹~R¹⁵,R²¹~R²⁴ The heterocycle of expression includes group (Z1).

R¹~R⁵,R⁷,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24bThe heterocycle of expression includes the-CH for not constituting ring₂- When, it should-CH₂It can be by-O- ,-CO- ,-S (O)₂Or-NR^nbIt replaces.-CH₂When being replaced, R¹~R⁵,R⁷,R^1b~R^5b,R^7b, R^11b~R^15b,R^17b~R^24bThe heterocycle of expression includes group (Z2).

Aforementioned heterocycle include nitrogen-atoms as its constitution element when, above-mentioned R¹The nitrogen-atoms can be bonded to.

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹And R²²,R^2aWith R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7a,R^8aAnd R^9a,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13b And R^14b,R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22bWhen being bonded and forming ring, which can be hydrocarbon ring, or heterocycle. As hydrocarbon ring, aliphatic hydrocarbon ring, aromatic series hydrocarbon ring etc. can be enumerated.

As aliphatic hydrocarbon ring, cyclopropane ring, methyl cyclopropane ring, cyclobutane ring, pentamethylene ring, hexamethylene can be enumerated Ring, cycloheptane ring, hexahydrotoluene ring, 1,1- dimethyl cyclohexanes ring, 1,2- dimethyl cyclohexanes ring, 1,3- dimethyleyelohexanes Alkane ring, 1,4- dimethyl cyclohexanes ring, cyclooctane ring, 1,3,5- trimethyl-cyclohexanes ring, 1,1,3,3- tetramethyls cyclohexane ring, The cycloalkanes hydrocarbon rings such as pentylcyclohexane ring, octylcyclohexane ring, cyclohexyl cyclohexane ring;Cyclohexene ring, cycloheptene ring, cyclo-octene ring Equal cyclenes hydrocarbon ring;Norbornane, adamantane, Shuan Huan [2.2.2]Octane etc..The carbon atom number of aliphatic hydrocarbon ring is, for example, 3~30, Preferably 3~20, more preferably 4~20 are even more preferably 4~15, are still more preferably 5~15, particularly preferably 5 ~10.

As aromatic series hydrocarbon ring, benzene, toluene, ortho-xylene, meta-xylene, paraxylene, cumene, tertiary fourth can be enumerated Bis- (2- propyl) benzene of base benzene, mesitylene, 1,5-, naphthalene, 1,2,3,4- naphthanes, fluorenes, phenanthrene, anthracene;Etc..The carbon of aromatic hydrocarbyl Atomicity is, for example, 6~30, preferably 6~20, more preferably 6~15.

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹And R²²,R^2aWith R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7a,R^8aAnd R^9a,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13b And R^14b,R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22bThe ring for being bonded and being formed can have substituent group.As the substituent, It can enumerate and R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1, R^na10,R^nb1And R^nb10The identical group of substituent group that the alkyl of expression can have.

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹And R²²,R^2aWith R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7aOr R^8aAnd R^9aThe ring for being bonded and being formed includes-the CH for not constituting ring₂When, it should-CH₂- It can be by-O- ,-CO- ,-S (O)₂Or-NR^naIt replaces.-CH₂When being replaced, R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸With R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹And R²²,R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7aOr R^8aAnd R^9aBonding And the ring formed includes group (Z1).

R²And R³,R³And R⁴,R⁴And R⁵,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13bAnd R^14b, R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22bThe ring for being bonded and being formed includes-the CH for not constituting ring₂When, it should-CH₂Can by- O-,-CO-,-S(O)₂Or-NR^nbIt replaces.-CH₂When being replaced, R²And R³,R³And R⁴,R⁴And R⁵,R^2bAnd R^3b,R^3bAnd R^4b,R^4b And R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13bAnd R^14b,R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22bBonding and formed ring include Above-mentioned group (Z2).

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹And R²²,R^2aWith R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7a,R^8aAnd R^9a,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13b And R^14b,R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22bWhen being bonded and forming heterocycle, which can form and above-mentioned R¹~R⁹, R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1,R^na10,R^nb1And R^nb10 The same heterocycle of heterocycle of expression.R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵, R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13bAnd R^14bOr R^14b And R^15bWhen being bonded and forming heterocycle, the heterocycle and R²~R⁵,R^2a~R^5a,R^2b~R^5b,R¹²~R¹⁵Or R^12b~R^15bIt is bonded Phenyl ring together, with ring structures more than 2 rings.As the heterocycle of the ring structure with 2 rings or more, for example, can lift Provide the heterocycle of the structure of following formula.

(phenyl ring in formula is equivalent to the phenyl ring in isoindoline structure possessed by the compound of formula (I) expression)

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹And R²²,R^2aWith R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7a,R^8aAnd R^9a,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13b And R^14b,R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22bWhen being bonded and forming heterocycle, which can have substituent group.As The substituent group, can enumerate and R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b, R^na,R^nb,R^na1,R^na10,R^nb1And R^nb10The identical group of substituent group that the alkyl of expression can have.

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹~R²⁴,R²¹With R²²,R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7aOr R^8aAnd R^9aThe heterocycle for being bonded and being formed includes-the CH for not constituting ring₂- When, it should-CH₂It can be by-O- ,-CO- ,-S (O)₂Or-NR^naIt replaces.-CH₂When being replaced, R²And R³,R³And R⁴,R⁴And R⁵, R⁶And R⁷,R⁸And R⁹,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R²¹And R²²,R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^6aAnd R^7aOr R^8aAnd R^9aThe heterocycle for being bonded and being formed includes group (Z1).

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13b And R^14b,R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22bThe heterocycle for being bonded and being formed includes-the CH for not constituting ring₂When, should- CH₂It can be by-O- ,-CO- ,-S (O)₂Or-NR^nbIt replaces.-CH₂When being replaced, R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷, R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^6bAnd R^7b,R^12bAnd R^13b,R^13bAnd R^14b,R^14bAnd R^15b,R^17bAnd R^18bOr R^21bAnd R^22b The heterocycle for being bonded and being formed includes group (Z2).

Aforementioned heterocycle include nitrogen-atoms as its constitution element when, above-mentioned R^1bThe nitrogen-atoms can be bonded to.

R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1 And R^nb1The heterocycle of expression can have substituent group.As the substituent, it can enumerate and R¹~R⁹,R¹¹~R¹⁵,R²¹~R²⁴,R^1a ~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb,R^na1And R^nb1The substituent group phase that the alkyl of expression can have Same group.Aforementioned heterocycle include nitrogen-atoms as its constitution element when, above-mentioned alkyl can be bonded to this as substituent group Nitrogen-atoms.

Preferably, R^1a~R^9aIn at least one (preferably R^6a~R^9aIn at least one, more preferable R^6aAnd R^7aIn a side And R^8aAnd R^9aIn a side) be alkyl.R^1a~R^9a,R¹¹~R¹⁶Or R²¹~R²⁴For alkyl when ,-the CH that includes in the alkyl₂It can To be substituted for-O- ,-CO- ,-S (O)₂Or-NR^na-.But do not include passing through replacement-CH₂And formation-COOH and-S (O)₂OH The case where.In addition, R^6aAnd R^7aIn a side and R^8aAnd R^9aIn a side be the-CH for including in alkyl and the alkyl₂It is replaced When, R^6aAnd R^7aIn another party and R^8aAnd R^9aIn another party be preferably selected from by CN, COO^-,S(O)₂O^-1 in the group of composition Kind, more preferably CN.As-CH₂Group obtained from being replaced can enumerate such as-CO-OR^na2(group is-CH₂-CH₂- R^na2In 2-CH₂Respectively by-CO- ,-O- replace obtained from group) ,-CO-NH₂(group is-CH₂-CH₂2 in-H A-CH₂Group obtained from being replaced respectively by-CO- and-NH-) ,-CO-NH (R^na2) (group is-CH₂-CH₂-R^na2In 2 A-CH₂Group obtained from being replaced respectively by-CO- and-NH-) ,-CO-N (R^na2)₂(group is-CH₂-CH₂-R^na2In 2 A-CH₂Respectively by-CO- and-NR^na2Group obtained from replacement) ,-CO-H (group be-CH₂- CH in-H₂By-CO- Group obtained from replacement) ,-CO-R^na2(group is-CH₂-R^na2In-CH₂Group obtained from being replaced by-CO-) or-S (O)₂-R^na2(group is-CH₂-R^na2In-CH₂By-S (O)₂Group obtained from replacement) etc..

R^na2Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can with the heterocycle of substituent group, - the CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for-O- ,- CO-,-S(O)₂Or-NR^na10-.But do not include passing through replacement-CH₂And formation-COOH and-S (O)₂The case where OH.In addition, The alkyl or heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition.R^na10With it is described above It is identical.About R^na2Concrete example and preferred range, in addition to not comprising carbon atom number be 36 or more example other than, with R^1aPhase Together.Including multiple R^na2When, they can be the same or different.

R^na2There can be group (Z1).As R^na2The preferred group (Z1) that can have, the preferably halogens such as chlorine atom Atom;Sulfamoyl;Hydroxyl;Methoxyl group etc. is bonded with the oxygroup of the alkyl of carbon atom number 1~10 in unilateral side;Methoxycarbonyl etc. It is bonded with the Epoxide carbonyl of the alkyl of carbon atom number 1~10;-SO₂NH₂Deng.In addition, R^na2There can be-CO₂ ^-,-S(O)₂O^-Deng.

R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24bFor alkyl when ,-the CH that includes in the alkyl₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^nb-.As-CH₂Group obtained from being replaced can enumerate-CO-OR^nb5,-CO-NH₂,-CO- NH(R^nb5),-CO-N(R^nb5)₂,-CO-H,-CO-R^nb5,-S(O)₂-R^nb5Deng.

R^nb5Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can with the heterocycle of substituent group, - the CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for-O- ,- CO-,-S(O)₂Or-NR^nb10-.But do not include passing through replacement-CH₂And formation-COOH and-S (O)₂The case where OH.R^nb10With It is described above identical.About R^nb5Concrete example and preferred range, in addition to not comprising carbon atom number be 36 or more example with Outside, with R^nb1It is identical.Including multiple R^nb5When, they can be the same or different.

As-CO-OR^na1,-CO-OR^na2,-CO-OR^nb1And-CO-OR^nb5, preferably methoxycarbonyl, ethoxy carbonyl, Propoxycarbonyl, tert-butoxycarbonyl, butoxy carbonyl, amyl Epoxide carbonyl, hexyl Epoxide carbonyl, (2- ethyls) hexyl oxygroup Carbonyl, heptyl Epoxide carbonyl, octyl Epoxide carbonyl, nonyl Epoxide carbonyl, decyloxycarbonyl, undecyl Epoxide carbonyl, ten Dialkyl group Epoxide carbonyl, phenyloxycarbonyl and eicosyl Epoxide carbonyl etc. are bonded with the oxygen of the alkyl of carbon atom number 1~35 Base carbonyl etc. can more preferably enumerate the Epoxide carbonyl etc. for the alkyl for being bonded with carbon atom number 1~10.

As-CO-NH (R^na1),-CO-NH(R^na2),-CO-NH(R^nb1),-CO-NH(R^nb5),-CO-N(R^na1)₂,-CO-N (R^na2)₂,-CO-N(R^nb1)₂And-CO-N (R^nb5)₂, preferably N- methylcarbamoyls, N- ethylaminocarbonyls, N- propyl Carbamoyl, N- isopropylcarbamoyls, N- Butylcarbamoyls, N- butylcarbamoyls, N- sec-butyl ammonia Base formoxyl, N- t-Butylcarbamoyls, N- pentylcarbamoys, N- (1- ethyl propyls) carbamoyl, N- hexyls Carbamoyl, N- (2- ethyls) hexylamino formoxyl, N- heptyl carbamoyl, N- octyl aminos formoxyl, N- nonyls Carbamoyl, N- Decylaminos formoxyl, N- undecyls carbamoyl, N- dodecylaminos formoxyl, N- 20 The carbamoyl etc. that alkyl-carbamoyl and N- phenylcarbamoyls etc. are replaced by the alkyl of 1 carbon atom number 1~35;

N, N- formyl-dimethylamino, N, N- ethylmethylaminos formoxyl, N, N- diethylaminos formoxyl, N, N- Propyl-methylamino formoxyl, N, N- dipropylaminos formoxyl, N, N- isopropylmethylaminos formoxyl, N, N- diisopropyls Carbamoyl, N, N- tertbutyl methyls carbamoyl, N, N- diisobutylaminos formoxyl, N, N- di-sec-butyl amino first Acyl group, N, N- di-t-butyls carbamoyl, N, N- butyl methyls carbamoyl, N, N- dibutylaminos formoxyl, N, N- Butyl octyl carbamoyl, N, N- dipentylaminos formoxyl, N, N- bis- (1- ethyl propyls) carbamoyl, N, N- bis- oneself Base carbamoyl, N, N- bis- (2- ethyls) hexylamino formoxyl, N, N- diheptyls carbamoyl, N, N- octyl methyl ammonia Base formoxyl, N, N- dioctylaminos formoxyl, N, N- dinonyl carbamoyl, N, N- decyls methylcarbamoyl, N, N- undecyls methylcarbamoyl, N, N- dodecyl methyls carbamoyl, N, N- eicosyl methylcarbamoyls Base, N, N- phenylmethyl aminos formoxyl and N, N- diphenylcarbamoyl etc. are replaced by the alkyl of 2 carbon atom numbers 1~35 Carbamoyl etc., can more preferably enumerate the carbamoyl etc. replaced by the alkyl of 1 or 2 carbon atom number 1~10.- CO-NH(R^na2),-CO-N(R^na2)₂In, for the aforementioned carbamoyl replaced by 1 or 2 alkyl, which can To have-COO^-。

As-CO-R^na1,-CO-R^na2,-CO-R^nb1And-CO-R^nb5, preferably acetyl group, propiono, bytyry, 2,2- bis- Methylpropionyl, valeryl, caproyl, (2- ethyls) caproyl, heptanoyl group, caprylyl, pelargonyl group, capryl, undecanoyl Base, dodecane acyl group, heneicosane acyl group, benzoyl, phenyl methyl carbonyl, phenylethyl carbonyl and phenylpropyloxycarbonyl etc. It is bonded with the carbonyl for the alkyl that carbon atom number is 1~35, can preferably enumerate the carbonyl for being bonded with the alkyl that carbon atom number is 1~10 Deng.-CO-R^na1,-CO-R^na2,-CO-R^nb1And-CO-R^nb5In, for the carbonyl for being bonded with alkyl, which can have The halogen atoms such as chlorine atom;Sulfamoyl;Hydroxyl;Methoxyl group etc. is bonded with the oxygroup of the alkyl of carbon atom number 1~10 in unilateral side; Methoxycarbonyl etc. is bonded with the Epoxide carbonyl of the alkyl of carbon atom number 1~10;Etc..-CO-R^a1,-CO-R^na2In, for key For conjunction has the carbonyl of alkyl, which can have-COO^-,S(O)₂O^-Deng.As-CO-R^na1,-CO-R^na2,-CO-R^nb1, And-CO-R^nb, further preferably formoxyl.

As-S (O)₂-R^na1,-S(O)₂-R^na2,-S(O)₂-R^nb1And-S (O)₂-R^nb5, preferably methyl sulphonyl, ethyl Sulfonyl, sulfonyl propyl base, butyl sulfonyl, pentylsulfonyl, hexyl sulfonyl, (2- ethyls) hexyl sulfonyl, heptyl sulphur Acyl group, octyl sulfonyl, nonyl sulfonyl, decyl sulfonyl, undecyl sulfonyl, dodecyl sulfonyl, eicosyl Sulfonyl, phenyl sulfonyl, p-methylphenyl sulfonyl etc. are bonded with the sulfonyl etc. of the alkyl of carbon atom number 1~35, more preferably The sulfonyl etc. for the alkyl for being bonded with carbon atom number 1~10 can be enumerated.

R²And R³,R³And R⁴,R⁴And R⁵,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^2bWith R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^12bAnd R^13b,R^13bAnd R^14bAnd R^14bAnd R^15bThe ring of formation and formula (I), formula (IA), formula (IB), The benzene of the isoindoline skeleton of formula (II) or formula (IIB) is condensed.As R²And R³,R³And R⁴,R⁴And R⁵,R¹²And R¹³,R¹³And R¹⁴, R¹⁴And R¹⁵,R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^2bAnd R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^12bAnd R^13b,R^13bAnd R^14bAnd R^14b And R^15bThe condensed cyclic structure of the ring of formation and aforementioned phenyl ring can enumerate indenes, naphthalene, biphenylene (biphenylene), indacene (indacene), acenaphthylene, fluorenes, that non-alkene (phenalene), phenanthrene, anthracene, fluoranthene, vinegar phenanthrene alkene (acephenanthrylene), vinegar Anthrene (aceanthrylene), Ben Bing [9,10]Luxuriant and rich with fragrance (triphenylene), pyrene,N-Methyl-o-phthalimide, N- The hydrocarbon systems condensed cyclic structure such as (1- phenylethyls) phthalimide and naphthacene (tetracene) and its partial reduction body (for example, 9,10- dihydroanthracenes, 1,2,3,4- naphthanes etc.);Indoles, iso-indoles, indazole, quinoline, isoquinolin, phthalazines, quinoxaline, quinoline azoles Quinoline, cinnolines, carbazole, carboline, phenanthridines, acridine,The nitrogenous annelated heterocycles such as pyridine, phenanthroline, azophenlyene and its partial reduction body;3- The oxygen-containing annelated heterocycles such as hydrogen benzofuran-2-ones and its partial reduction body.

R⁶And R⁷The ring or R of formation⁸And R⁹The outer methylene of ring of the ring of formation and the isoindoline skeleton of formula (I) (exomethylene) (C=CH₂) bonding.

R^6aAnd R^7aThe ring or R of formation^8aAnd R^9aOuter methylene (the C=of ring of the ring of formation and the isoindoline skeleton of formula (IA) CH₂) bonding.If to include methylene (C=CH outside the ring₂) including the form of structure enumerate R⁶And R⁷Ring, the R of formation⁸With R⁹Ring, the R of formation^6aAnd R^7aThe ring or R of formation^8aAnd R^9aThe ring of formation can enumerate carbonyl as such as following groups of A, outside ring The structure that methylene and carbonyl are arranged in order.* indicates the connecting key with isoindoline skeleton.

[Group A]

[In formula, R²⁵And R²⁶The alkyl that there can be the carbon atom number 1~35 of substituent group is indicated independently of each other, can be had The heterocycle or hydrogen atom of substituted the base ,-CH for including in the alkyl₂- O- ,-CO- ,-S (O) can be substituted for₂Or- NR^na-.But do not include passing through replacement-CH₂And formation-COOH and-S (O)₂The case where OH.The alkyl and the heterocycle can be with With selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition is used as substituent group.]

As R²⁵,R²⁶Concrete example and preference, R can be enumerated^1aIn in addition to carbon atom number be 36 or more example other than Example.

R²¹And R²²Outer methylene (the C=CH of ring of the ring of formation and the isoindoline skeleton of formula (II)₂) bonding, if with comprising Outer methylene (the C=CH of the ring₂) including the form of structure enumerate R²¹And R²²The ring of formation, can enumerate such as following groups of B that The structure that the outer methylene of carbonyl, ring and carbonyl of sample are arranged in order.* indicates the connecting key with isoindoline skeleton.

[Group B]

[In formula, R²³And R²⁴As hereinbefore.]

R^17bAnd R^18bOuter methylene (the C=CH of ring of the ring of formation and the isoindoline skeleton of formula (IB)₂) bonding.R^21bWith R^22bOuter methylene (the C=CH of ring of the ring of formation and the isoindoline skeleton of formula (IIB)₂) bonding.If to include methylene outside the ring Base (C=CH₂) including the form of structure enumerate R^17bAnd R^18bThe ring or R of formation^21bAnd R^22bThe ring of formation can enumerate for example The structure that the outer methylene of carbonyl, ring as following groups of C and carbonyl are arranged in order.* indicates the connection with isoindoline skeleton Key.

[Group C]

[In formula, R^23bAnd R^24bIndicate meaning as hereinbefore.]

R²And R³,R³And R⁴,R⁴And R⁵,R¹²And R¹³,R¹³And R¹⁴,R¹⁴And R¹⁵,R^2aAnd R^3a,R^3aAnd R^4a,R^4aAnd R^5a,R^2bWith R^3b,R^3bAnd R^4b,R^4bAnd R^5b,R^12bAnd R^13b,R^13bAnd R^14bAnd R^14bAnd R^15bThe ring of formation can have substituent group.As this Substituent group, can enumerate and R¹¹~R¹⁵,R²¹~R²⁴,R^1a~R^9a,R^1b~R^5b,R^7b,R^11b~R^15b,R^17b~R^24b,R^na,R^nb, R^na1,R^na10,R^nb1And R^nb10The identical group of substituent group that the alkyl of expression can have.

As R¹²~R¹⁵,R²¹~R²²,R^2a~R^9a,R^2b~R^5b,R^7b,R^12b~R^15b,R^17b~R^18b,R^21b~R^22bIt indicates Halogen, fluorine atom, chlorine atom, bromine atom and iodine atom, preferably chlorine atom, bromine atom can be enumerated.

M^b+,MX^bx+Preferably hydrogen cation or Li⁺,Na⁺,K⁺Deng the metal cation more than metal ion of 1 valence, divalent, Metal cation more preferably more than hydrogen cation or divalent, most preferably hydrogen cation.It can be the metal sun of divalent or more Ion.As metal cation more than divalent, the cation of the metal of race of the 2nd race of the periodic table of elements~the 15th can be enumerated, it is excellent Choosing can enumerate Mg²⁺,Ca²⁺,Sr²⁺,Ba²⁺,Cd²⁺,Ni²⁺,Zn²⁺,Cu²⁺,Hg²⁺,Fe²⁺,Co²⁺,Sn²⁺,Pb²⁺And Mn²⁺Equal divalents Metal cation;Al³⁺,Fe³⁺And Cr³⁺Etc. trivalents metal cation;Sn⁴⁺,Mn⁴⁺,Ce⁴⁺It is more excellent Deng the metal cation of 4 valences Choosing can enumerate Mg²⁺,Ca²⁺,Sr²⁺,Ba²⁺,Ni²⁺,Zn²⁺,Cu²⁺,Fe²⁺,Co²⁺,Sn²⁺,Mn²⁺,Al³⁺,Fe³⁺,Cr³⁺,Sn⁴⁺And Mn⁴ ⁺, can further preferably enumerate Mg²⁺,Ca²⁺,Sr²⁺,Ba²⁺,Zn²⁺,Cu²⁺,Fe²⁺,Mn²⁺,Al³⁺,Fe³⁺,Cr³⁺And Mn⁴⁺.It needs It is bright, M^b+For hydrogen cation when, the hydrogen cation and-CO₂ ^-Or-S (O)₂O^-Bonding and with-COOH or-S (O)₂The form of OH In the presence of.

A, ax is preferably 1~10, more preferably 1~5, most preferably 2~4.

The formula (IA) or formula (IB) that formula (I) indicates indicate.

As the compound that formula (IA) indicates, R^1a~R^9a,R^na2,M^b+, a compounds as described below be preferred.

As R^1a, preferred hydrogen atom.

As R^2a~R^5a, preferred hydrogen atom;The alkyl of the carbon atom numbers such as butyl 1~10;The carbon atom numbers such as methoxyl group 1~ 10 alkoxy;The hydrogen atom for including in the alkyl such as trifluoromethyl is all replaced by group obtained from fluorine atom;Chlorine atom, The halogen atoms such as bromine atom;Nitro;-CO₂ ^-;-S(O)₂O^-Deng.

As R^6a, preferably-COO^-,-CO-OR^na2,-CO-NH₂,-CO-NH(R^na2),-CO-N(R^na2)₂,-CO-H,-CO- R^na2Or-S (O)₂-R^na2, more preferable-CO-OR^na2,-CO-NH₂,-CO-NH(R^na2),-CO-N(R^na2)₂Or-CO-R^na2。

As R^7a, alkyl that preferably can be with the carbon atom number 1~40 of substituent group, can be with the heterocycle of substituent group Base, hydrogen atom, halogen atom, cyano, nitro ,-CO₂ ^-Or-S (O)₂O^-, more preferable cyano.

R^8aAnd R^9aWhen not forming ring together with the carbon atom being respectively bonded, as R^8a, preferably-COO^-,-CO-OR^na2,- CO-NH₂,-CO-NH(R^na2),-CO-N(R^na2)₂,-CO-H,-CO-R^na2Or-S (O)₂-R^na2, more preferable-CO-OR^na2,-CO- NH₂,-CO-NH(R^na2),-CO-N(R^na2)₂Or-CO-R^na2;As R^9a, preferably can be with the carbon atom number 1~40 of substituent group Alkyl, can with substituent group heterocycle, hydrogen atom, halogen atom, cyano, nitro ,-CO₂ ^-Or-S (O)₂O^-, more preferably Cyano.In this case, preferably R^6aAnd R^8aFor identical group.

R^8aAnd R^9aWhen forming ring together with the carbon atom being respectively bonded, it is preferably formed as the structure of group A, is preferably formed as formula (QQ18) ring indicated.In formula (QQ18), as R²⁵And R²⁶, preferred hydrogen atom.

R^8aAnd R^9aThe case where not forming ring is also preferred.

As R^na2, the preferred alkyl of the carbon atom numbers such as methyl, ethyl, butyl 1~10;Phenyl, tolyl, ethylphenyl Etc. carbon atom numbers 6~10 aromatic hydrocarbyl;Benzyl (also referred to as phenyl methyl), 2- methylbenzyls, 3- methylbenzyls, 4- methyl The base of carbon atom number 7~15 obtained from benzyl, phenylethyl, phenyl propyl etc. combine chain alkyl with aromatic hydrocarbyl Group;Etc., these groups can have-CO₂ ^-,-S(O)₂O^-, as substituent group, can have the carbon atom numbers 1~10 such as methoxyl group Alkoxy;Methoxycarbonyl etc. is bonded with the Epoxide carbonyl of the alkyl of carbon atom number 1~10;Sulfamoyl;Hydroxyl;Chlorine atom Equal halogen atoms, preferably have-CO₂ ^-,-S(O)₂O^-。

As M^b+, it is preferably selected from by hydrogen cation, Mg²⁺,Ca²⁺,Sr²⁺,Ba²⁺,Zn²⁺,Cu²⁺,Fe²⁺,Mn²⁺,Al³⁺, Fe³⁺,Cr³⁺And Mn⁴⁺One kind in the group of composition, further preferably hydrogen cation.

As a, the arbitrary integer in preferably 1~5, further preferably 2.

As the compound that formula (IB) indicates, R^1b~R^7b,R^17b~R^18b,R^nb1,R^nb5Compound as described below is preferred 's.

As R^1b, preferred hydrogen atom.

As R^2b~R^5b, preferred hydrogen atom;The alkyl of the carbon atom numbers such as butyl 1~10;The carbon atom numbers such as methoxyl group 1~ 10 alkoxy;The hydrogen atom for including in the alkyl such as trifluoromethyl is all replaced by group obtained from fluorine atom;Chlorine atom, The halogen atoms such as bromine atom;Nitro etc..

As R^6b, preferably-CO-OR^nb1,-CO-NH₂,-CO-NH(R^nb1),-CO-N(R^nb1)₂Or-CO-R^nb1。

As R^7b, alkyl that preferably can be with the carbon atom number 1~40 of substituent group, can be with the heterocycle of substituent group Base, hydrogen atom, halogen atom, cyano, nitro ,-CO₂ ^-Or-S (O)₂O^-, more preferable cyano.

R^17bAnd R^18bWhen not forming ring together with the carbon atom being respectively bonded, as R^17b, preferably-CO-OR^nb5,-CO- NH₂,-CO-NH(R^nb5),-CO-N(R^nb5)₂,-CO-H,-CO-R^nb5Or-S (O)₂-R^nb5, more preferable-CO-OR^nb5,-CO-NH₂,- CO-NH(R^nb5),-CO-N(R^nb5)₂Or-CO-R^nb5;As R^18b, preferably can be with the hydrocarbon of the carbon atom number 1~40 of substituent group Base, heterocycle, hydrogen atom, halogen atom, cyano or the nitro that can have substituent group, more preferable cyano.In this case, excellent Select R^6bAnd R^17bFor identical group.

R^17bAnd R^18bWhen forming ring together with the carbon atom being respectively bonded, it is preferably formed as the ring of the structure of group C, more preferable shape The ring that an accepted way of doing sth (2a) indicates.In formula (2a), as R^19bAnd R^18b, preferred hydrogen atom.

R^17bAnd R^18bThe case where not forming ring is also preferred.

As R^nb1,R^nb5, the preferred alkyl of the carbon atom numbers such as methyl, ethyl, butyl 1~10;Phenyl, tolyl, ethyl The aromatic hydrocarbyl of the carbon atom numbers such as phenyl 6~10;Phenyl methyl, phenylethyl etc. combine chain alkyl with aromatic hydrocarbyl Obtained from carbon atom number 7~15 group;Etc., these groups can have following radicals as substituent group:Methoxyl group etc. The alkoxy of carbon atom number 1~10;Methoxycarbonyl etc. is bonded with the Epoxide carbonyl of the alkyl of carbon atom number 1~10;Sulfonamides Base;Hydroxyl;The halogen atoms such as chlorine atom.

As the compound that formula (II) indicates, R¹¹~R¹⁶,R²¹~R²²,R^na1,R^na2,MX^bx+, ax compounds as described below It is preferred.

As R¹¹, preferred hydrogen atom.

As R¹²~R¹⁵, preferred hydrogen atom;The alkyl of the carbon atom numbers such as butyl 1~10;The carbon atom numbers such as methoxyl group 1~ 10 alkoxy;The hydrogen atom for including in the alkyl such as trifluoromethyl is all replaced by group obtained from fluorine atom;Chlorine atom, The halogen atoms such as bromine atom;Nitro;-CO₂ ^-;-S(O)₂O^-Deng.

As R¹⁶, preferably-CO-OR^na1,-CO-NH₂,-CO-NH(R^na1),-CO-N(R^na1)₂Or-CO-R^na1。

R²¹And R²²When not forming ring together with the carbon atom being respectively bonded, as R²¹, preferably-CO-OR^na2,-CO-NH₂,- CO-NH(R^na2),-CO-N(R^na2)₂,-CO-H,-CO-R^na2Or-S (O)₂-R^na2, more preferable-CO-OR^na2,-CO-NH₂,-CO-NH (R^na2),-CO-N(R^na2)₂Or-CO-R^na2;As R²², preferably can with substituent group carbon atom number 1~40 alkyl, can With heterocycle, hydrogen atom, halogen atom, cyano, nitro ,-CO with substituent group₂ ^-Or-S (O)₂O^-, more preferable cyano.It is this In the case of, preferably R¹⁶And R²¹For identical group.

R²¹And R²²When forming ring together with the carbon atom being respectively bonded, it is preferably formed as the structure of group B, more preferably forms formula The ring that (2a-x) is indicated.In formula (2a-x), as R²³And R²⁴, preferred hydrogen atom.

R²¹And R²²The case where not forming ring is also preferred.

As R^na1,R^na2, the preferred alkyl of the carbon atom numbers such as methyl, ethyl, butyl 1~10;Phenyl, tolyl, ethyl The aromatic hydrocarbyl of the carbon atom numbers such as phenyl 6~10;Phenyl methyl, phenylethyl etc. combine chain alkyl with aromatic hydrocarbyl Obtained from carbon atom number 7~15 group;Etc., these groups can have following radicals as substituent group:-CO₂ ^-;-S (O)₂O^-;The alkoxy of the carbon atom numbers such as methoxyl group 1~10;Methoxycarbonyl etc. is bonded with the oxygen of the alkyl of carbon atom number 1~10 Base carbonyl;Sulfamoyl;Hydroxyl;The halogen atoms such as chlorine atom.

As MX^bx+, it is preferably selected from by hydrogen cation, Mg²⁺,Ca²⁺,Sr²⁺,Ba²⁺,Zn²⁺,Cu²⁺,Fe²⁺,Mn²⁺,Al³⁺, Fe³⁺,Cr³⁺And Mn⁴⁺One kind in the group of composition.

As ax, the arbitrary integer in preferably 1~10, the arbitrary integer in more preferable 1~5.

As the compound that formula (IIB) indicates, R^11b~R^16b,R^21b~R^24b,R^nb1,R^nb5Compound as described below is excellent Choosing.

As R^11b, preferred hydrogen atom.

As R^12b~R^15b, preferred hydrogen atom;The alkyl of the carbon atom numbers such as butyl 1~10;The carbon atom numbers such as methoxyl group 1~ 10 alkoxy;The hydrogen atom for including in the alkyl such as trifluoromethyl is all replaced by group obtained from fluorine atom;Chlorine atom, The halogen atoms such as bromine atom;Nitro etc..

As R^16b, preferably-CO-OR^nb1,-CO-NH₂,-CO-NH(R^nb1),-CO-N(R^nb1)₂Or-CO-R^nb1。

R^21bAnd R^22bWhen not forming ring together with the carbon atom being respectively bonded, as R^21b, preferably-CO-OR^nb5,-CO- NH₂,-CO-NH(R^nb5),-CO-N(R^nb5)₂,-CO-H,-CO-R^nb5Or-S (O)₂-R^nb5, more preferable-CO-OR^nb5,-CO-NH₂,- CO-NH(R^nb5),-CO-N(R^nb5)₂Or-CO-R^nb5;As R^22b, preferably can be with the hydrocarbon of the carbon atom number 1~40 of substituent group Base, heterocycle, hydrogen atom, halogen atom, cyano or the nitro that can have substituent group, more preferable cyano.In this case, excellent Select R^16bAnd R^21bFor identical group.

R^21bAnd R^22bWhen forming ring together with the carbon atom being respectively bonded, it is preferably formed as the structure of group C, more preferably forms formula The ring that (2a-xb) is indicated.In formula (2a-xb), as R^23bAnd R^24b, preferred hydrogen atom.

R^21bAnd R^22bThe case where not forming ring is also preferred.

As-CO-OR^na1,-CO-OR^na2,-CO-OR^nb1And-CO-OR^nb5, preferably methoxycarbonyl, ethoxy carbonyl etc. The Epoxide carbonyl for the alkyl (especially alkyl) that the carbon atom number for being bonded with alkyl is 1~10.

As-CO-R^na1,-CO-R^na2,-CO-R^nb1And-CO-R^nb5, preferably benzoyl etc. be bonded with carbon atom number 6~ The carbonyl of 10 aromatic ring;Ethylcarbonyl group, butyl carbonyl etc. are bonded with the carbonyl of the alkyl of carbon atom number 1~10;It is bonded with The carbonyl of the alkyl for the carbon atom number 1~10 that phenyl methyl, phenylethyl etc. are bonded with the aromatic ring of carbon atom number 1~10. In addition ,-CO-R^na1,-CO-R^na2R^na1,R^na2There can be-CO₂ ^-,-S(O)₂O^-, the carbon atom numbers 1~10 such as methoxyl group alkane Oxygroup, methoxycarbonyl etc. are bonded with the halogen such as Epoxide carbonyl, sulfamoyl, hydroxyl, the chlorine atom of the alkyl of carbon atom number 1~10 Plain atom is bonded with the carbonyl of aromatic ring, the carbonyl for being bonded with alkyl as substituent group, at this, is bonded with and aromatic ring key On the carbon atom of the carbonyl of the alkyl of conjunction etc. ,-CO can be bonded with₂ ^-;-S(O)₂O^-;The alkane of the carbon atom numbers such as methoxyl group 1~10 Oxygroup;Methoxycarbonyl etc. is bonded with the Epoxide carbonyl of the alkyl of carbon atom number 1~10;Sulfamoyl;Hydroxyl;The halogen such as chlorine atom Plain atom;Etc..

As-CO-NH (R^na1),-CO-NH(R^na2),-CO-NH(R^nb1),-CO-NH(R^nb5), preferred methylaminocarbonyl Etc. the amino carbonyl for the alkyl for being bonded with carbon atom number 1~10.In addition, being bonded with the amino carbonyl of alkyl at this, being bonded with virtue On the carbon atom of the amino carbonyl of fragrant race's hydrocarbon ring etc. ,-CO can be bonded with₂ ^-。

As-CO-N (R^na1)₂,-CO-N(R^na2)₂,-CO-N(R^nb1)₂,-CO-N(R^nb5)₂, preferred Dimethylaminocarbonyl Etc. the amino carbonyl for the alkyl for being bonded with 2 carbon atom numbers 1~10.

As the compound that formula (I) indicates, formula (P) can be enumerated,

[In formula, L^1pAnd L^2pThe alkyl of carbon atom number 1~the 10 ,-CH for including in the alkyl are indicated independently of each other₂It can be with It is substituted for-NH-.R^pIndicate that hydrogen atom or substituent group, p indicate the arbitrary integer in 1~4.]

As the concrete example for the compound that formula (I), (IA), (IB), (II) or formula (IIB) indicate, such as formula can be enumerated (Ia) R in the compound indicated³¹,L¹,L²,R³²,B¹B², n, m and M^b+The compound for being combined as any one of 1~table of table 4, And R in the compound of formula (Ib) expression³³,L³,B¹B², n, m and M^b+The compound for being combined as any one of 5~table of table 6. It should be noted that R³¹,R³²,R³³The arbitrary part-structure that expression (HH1)~formula (HH18) indicates.B¹B²Expression (BB1) the arbitrary part-structure that~formula (BB9) indicates.

(in formula, wave is indicated comprising E bodies and Z bodies this two sides)

[Table 1]

[Table 2]

[Table 3]

[Table 4]

[Table 5]

[Table 6]

In compound shown in table, preferred compound number is 28~31,37~40,46~49,73~76,82~ 85,91~94,136~139,154~157,190~193,199~202,208~211,244~247,298~301 change Close object.

R in the compound (hereinafter, also referred to as compound (I)) that formula (I) indicates¹For hydrogen atom compound (hereinafter, It is denoted as compound (I-H)) it can be manufactured by following manner:The compound that formula (pt1) indicates is (hereinafter, sometimes referred to as adjacent benzene Diformazan nitrile compound) with formula (pt2) indicate compound reacted (hereinafter, sometimes referred to as alkoxide cpd) after, with formula (pt3) table The compound that the compound (hereinafter, sometimes referred to as compound (pt3)) and formula (pt4) shown indicate is (hereinafter, sometimes referred to as compound (pt4)) it is further reacted in the presence of acid.

[In formula (pt1)~formula (pt8), formula (I-H), formula (I-M) and formula (I-R), R¹~R⁷,X,M^b+, a, m and n indicate Meaning as hereinbefore.R⁴¹,R⁴²Hydrogen atom or the alkyl of carbon atom number 1~20 are indicated independently of each other.M¹,M²Independently of each other Ground indicates alkali metal atom.LG¹,LG²Indicate halogen atom, mesyloxy, chloromethyl sulfonyloxy, tosyloxy or Trifluoro-methanesulfonyl oxy.]

As R⁴¹,R⁴²The alkyl of the carbon atom number 1~20 of expression, can enumerate methyl, ethyl, propyl, isopropyl, butyl, Isobutyl group, sec-butyl and tertiary butyl etc. can preferably enumerate the alkyl of carbon atom number 1~6.

As M¹,M²The alkali metal atom of expression can enumerate lithium atom, sodium atom and potassium atom.

About the usage amount for the alkoxide cpd that formula (pt2) indicates, the phthalonitrile chemical combination indicated relative to formula (pt1) For 1 mole of object, usually 0.1~10 mole, preferably 0.2~5 mole, more preferably 0.3~3 mole, further preferably It is 0.4~2 mole.

About total usage amount of compound (pt3) and compound (pt4), the phthalonitrile indicated relative to formula (pt1) For 1 mole of compound, usually 2~20 moles, preferably 2~10 moles, more preferably 2~6 moles, further preferably 2~4 moles.It should be noted that compound (pt3) can be identical with compound (pt4).

As acid, the inorganic acids such as hydrogen chloride, hydrogen bromide, hydrogen iodide, sulfuric acid, nitric acid, fluosulfonic acid, phosphoric acid can be enumerated;Methylsulphur The sulfonic acid such as acid, trifluoromethanesulfonic acid and p-methyl benzenesulfonic acid;The carboxylics such as acetic acid, citric acid, formic acid, gluconic acid, lactic acid, oxalic acid and tartaric acid Acid can preferably enumerate hydrogen chloride, hydrogen bromide, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-methyl benzenesulfonic acid and carboxylic acid, can more preferably lift Go out acetic acid.

About the usage amount of acid, for 1 mole of phthalonitrile compound, usually 1~20 mole, preferably 1~10 mole, more preferably 1~8 mole, further preferably 1~6 mole.

Phthalonitrile compound, alkoxide cpd, compound (pt3) and compound (pt4) reaction usually can be molten Implement in the presence of agent.As solvent, water can be enumerated;The nitrile solvents such as acetonitrile;Methanol, ethyl alcohol, 2- propyl alcohol, n-butyl alcohol, 1- amylalcohols And the alcoholic solvents such as 1- octanols;The ether solvents such as tetrahydrofuran;The ketone solvents such as acetone;The ester solvents such as ethyl acetate;The aliphatic such as hexane Hydrocarbon solvent;The aromatic hydrocarbon solvents such as toluene;The halogenated hydrocarbon solvents such as dichloromethane and chloroform;N,N-dimethylformamide and N- methyl The amide solvents such as pyrrolidones;The sulfoxide solvents such as dimethyl sulfoxide (DMSO) can preferably enumerate water, nitrile solvent, alcoholic solvent, ether solvents, ketone Solvent, ester solvent, aromatic hydrocarbon solvents, halogenated hydrocarbon solvent, amide solvent and sulfoxide solvent can more preferably enumerate water, acetonitrile, first Alcohol, ethyl alcohol, 2- propyl alcohol, n-butyl alcohol, 1- amylalcohols, 1- octanols, tetrahydrofuran, acetone, ethyl acetate, toluene, dichloromethane, chlorine Imitative, N,N-dimethylformamide, DMAC N,N' dimethyl acetamide, N-Methyl pyrrolidone, 1,3- dimethyl-2-imidazolinones and 1, 3- dimethyl -3,4, -2 (1H)-pyrimidone of 5,6- tetrahydrochysene and dimethyl sulfoxide (DMSO), can further preferably enumerate water, acetonitrile, methanol, Ethyl alcohol, 2- propyl alcohol, n-butyl alcohol, 1- amylalcohols, 1- octanols, acetone, dichloromethane, chloroform, N,N-dimethylformamide, N, N- diformazans - 2 (1H)-pyrimidone of yl acetamide, 1,3- dimethyl-2-imidazolinones and 1,3- dimethyl -3,4,5,6- tetrahydrochysenes, N- methyl pyrroles Pyrrolidone and dimethyl sulfoxide (DMSO) can particularly preferably enumerate water, acetonitrile, methanol, ethyl alcohol, 2- propyl alcohol, N-Methyl pyrrolidone and two Methyl sulfoxide.About the usage amount of solvent, for 1 mass parts of phthalonitrile compound, usually 1~1000 mass Part.

Phthalonitrile compound, alkoxide cpd, compound (pt3) and compound (pt4) reaction temperature be usually 0 ~200 DEG C, preferably 0~100 DEG C, more preferably 0~50 DEG C.Reaction time is usually 0.5~300 hour.

About the usage amount for the compound (hereinafter, sometimes referred to as compound (pt6)) that formula (pt6) indicates, relative to chemical combination For 1 mole of object (I-H), usually 1~10 mole, preferably 1~5 mole, more preferably 1~3 mole, further preferably 1~2 mole.

When making compound (pt6) be reacted, alkali has preferably coexisted.As alkali, triethylamine, 4- (N, N- can be enumerated Dimethylamino) metal alkoxides such as organic bases, sodium methoxide, sodium ethoxide, sodium tert-butoxide, the potassium tert-butoxide such as pyridine, pyridine, piperidines, The organo-metallic compounds such as butyl lithium, tert-butyl lithium and phenyl lithium;The inorganic bases such as lithium hydroxide, sodium hydroxide and potassium hydroxide.

About the usage amount of alkali, for 1 mole of compound (I-H), usually 1~10 mole, preferably 1~5 Mole, more preferably 1~3 mole, further preferably 1~2 mole.

The reaction of compound (pt6) can usually be implemented in the presence of the solvent.Solvent can be from range as hereinbefore Selection.

About the usage amount of solvent, relative to the R in compound (I)¹Be not the compound of hydrogen atom (hereinafter, also referred to as Compound (I-R)) for 1 mass parts, usually 1~1000 mass parts.The reaction temperature of compound (pt6) be usually -90~ 200 DEG C, preferably -80~100 DEG C, more preferably 0~50 DEG C.Reaction time is usually 0.5~300 hour.

It, can be by making the sulfonating agents such as compound (I-R) and oleum or chlorosulfonic acid when compound (I-R) does not have sulfo group It reacts and imports sulfo group.

About the SO in oleum₃Usage amount usually 1~50 rub for 1 mole of compound (I-R) You, preferably 5~40 moles, more preferably 5~30 moles, further preferably 5~25 moles.About the sulphur in oleum The usage amount of acid, for 1 mole of compound (I-R), usually 1~200 mole, preferably 10~100 moles are more excellent It is selected as 10~75 moles, further preferably 10~50 moles.

About the usage amount of chlorosulfonic acid, for 1 mole of compound (I-R), usually 1~500 mole, preferably 10~300 moles, more preferably 10~200 moles, further preferably 10~150 moles.

The reaction temperature of sulfonation is usually -20~200 DEG C, preferably -10~100 DEG C, more preferably 0~50 DEG C.Reaction Time is usually 0.5~300 hour.

When compound (I-R) has carboxyl or sulfo group, what the compound that can be indicated with formula (pt7) and formula (pt8) indicated Compound is reacted, to which manufacture includes metal M^b+Compound (I) (hereinafter, also referred to as compound (I-M)).

The method that compound (I) is extracted from reaction mixture is not particularly limited, using known various methods It extracts.For example, can be filtered to extract compound (I) to reaction mixture by after the completion of reaction.In addition, After being filtered, obtained residue can be washed with solvent.In addition, after being filtered, can implement column chromatography, Recrystallization or sublimation purification.

For the containing ratio of compound (I) in the colored curable resin composition of the present invention, in solid state component In 100 mass % of total amount, preferably 0.01 mass % or more, more preferably 0.1 mass % or more, further preferably 0.3 matter Measure % or more, be still more preferably 1 mass % or more, particularly preferably 2 mass % or more, preferably 80 mass % hereinafter, More preferably 70 mass % hereinafter, further preferably 60 mass % hereinafter, still more preferably be 50 mass % hereinafter, especially Preferably 30 mass % or less.

For the containing ratio of compound (I), in the 100 mass % of total amount of colorant (A), preferably 0.1 matter Measure % or more, more preferably 1 mass % or more, further preferably 3 mass % or more, still more preferably for 5 mass % with On, particularly preferably 10 mass % or more, preferably 90 mass % hereinafter, more preferably 80 mass % hereinafter, further preferably For 70 mass % hereinafter, being still more preferably 60 mass % or less.

" total amount of solid state component " so-called in this specification refers to the coloured composition from the present invention or colored curable tree The total amount of remaining ingredient after solvent (E) is removed in oil/fat composition.The total amount of solid state component and total amount relative to solid state component For the content of each ingredient analysis method known to liquid chromatography or gas chromatography etc. can be utilized to measure.

Also include selected from by red face as colorant (A) for the colored curable resin composition of the present invention It is at least one kind of in the group of material and xanthene compound composition.

Foregoing colorants preferably comprise the compound that red pigment or xanthene compound and formula (I) indicate.

As red pigment, known pigment can be used, can enumerate for example in Colour Index (The Society of Dyers and Colourists are published) in be classified as it is in the pigment of " pigment (Pigment) ", be classified as red face Material.Two or more can be combined.

Specifically, can enumerate C.I. Pigment Red 9s, 97,105,122,123,144,149,166,168,176,177, 179, the red pigments such as 180,192,209,215,216,224,242,254,255,264,265,266,268,269,273.

In red pigment, preferably anthraquinone pigment, azo pigments, quinacridone pigment, pigment, diketopyrrolopyrrolecocrystals Pigment, preferably C.I. paratoneres 177,208,242,254,269, more preferable C.I. paratoneres 177,254.

Aforementioned red pigment has preferably in 580nm wavelength regions below to be absorbed, more preferably in 480nm or more Have in 560nm wavelength regions below and absorbs.In addition, aforementioned red pigment is preferably that can make the wavelength region of 610nm or more Light transmissive pigment.

About the content of red pigment, for 100 mass parts of compound (I), more than preferably 10 mass parts, more It is more than preferably 25 mass parts, it is more than further preferably 40 mass parts, still more preferably for 70 mass parts more than, it is especially excellent 90 mass parts or more are selected as, preferably 99900 is below mass part, and more preferably 9900 is below mass part, further preferably 3300 is below mass part, still more preferably below mass part for 1500, and particularly preferably 500 is below mass part.

In addition, for total containing ratio of compound (I) and red pigment, in the 100 mass % of total amount of colorant, Preferably 30 mass % or more, more preferably 40 mass % or more, further preferably 50 mass % or more, still more preferably For 80 mass % or more, particularly preferably 90 mass % or more, preferably 100 mass % or less.

Aforementioned xanthene compound is to include the dyestuff of the compound in the molecule with xanthene skeleton.As xanthene chemical combination Object, for example, can enumerate C.I. CI 45430s (hereinafter, the record of C.I. acid reds is omitted, only records number.Other are also same Sample.), 52,87,92,94,289,388, C.I. acid violets 9,30,102, C.I. alkali red 1:1s (rhodamine 6G), 2,3,4,8,10, 11, C.I. alkaline purple 1s 0 (rhodamine B), 11, C.I. solvent reds 130,218, C.I. medium reds (Mordant Red) 27, C.I. Active red 36 (rose red b), Sulforhodamine G, the xanthene dye described in Japanese Unexamined Patent Publication 2010-32999 bulletins and Japan Xanthene dye etc. described in No. 4492760 bulletin of patent.As xanthene compound, the Xanthones that preferably dissolves in organic solvent Ton compound (i.e. xanthene dye).

Aforementioned xanthene compound is preferably the xanthene for having in 530nm or more 580nm wavelength regions below and absorbing Close object.In addition, the xanthene compound that the light that aforementioned xanthene compound is preferably the wavelength region that can make 615nm or more penetrates.

In these, as xanthene compound, the compound that preferably formula (X1) indicates is (hereinafter, sometimes referred to as " compound (X1)".).Compound (X1) can be its tautomer.

The containing ratio of compound (X1) in xanthene compound is preferably 50 mass % or more, more preferably 70 mass % with On, further preferably 90 mass % or more, preferably 100 mass %.

*-R⁵⁰-Si(R²⁹)₃ (iix)

R⁵⁰The alkane diyl for indicating carbon atom number 1~10, constitutes-the CH of the alkane diyl₂It can be by-O- ,-CO- ,-NR⁴¹-,- OCO- ,-COO- ,-OCONH- ,-NHCOO- ,-CONH- or-NHCO- are replaced.

* the connecting key with nitrogen-atoms is indicated.]

K indicates 0 or 1 integer.

X indicates halogen atom.

Presence-SO in formula (X1)₃ ^-When, sum is 1.

As R³¹~R³⁴The aromatic hydrocarbyl of expression can enumerate phenyl, tolyl, xylyl, mesitylene base, third Base phenyl and butyl phenyl etc..The carbon atom number of aforementioned fragrance race alkyl is preferably 6~10.

As R³¹~R³⁴The substituent group that the aromatic hydrocarbyl of expression can have can enumerate halogen atom ,-OH ,-OR³⁸,- SO₃ ^-,-SO₃H,-SO₃ ^-Z⁺,-CO₂H,-CO₂R³⁸,-SR³⁸,-SO₂R³⁸,-SO₃R³⁸Or-SO₂NR³⁹R⁴⁰, preferably these substituent groups will The hydrogen atom substitution for including in aromatic hydrocarbyl.As substituent group, preferably-SO₃ ^-,-SO₃H,-SO₃ ^-Z⁺And-SO₂NR³⁹R⁴⁰, more excellent Choosing-SO₃ ^-Z⁺And-SO₂NR³⁹R⁴⁰。

As-SO₃ ^-Z⁺, preferably-SO₃ ^-+N(R⁴¹)₄。

As-OR³⁸, methoxyl group, ethyoxyl, propoxyl group, butoxy, amyl oxygroup, hexyl oxygroup, heptyl oxygen can be enumerated Alkyl oxies such as base, octyl oxygroup, 2- ethylhexyls oxygroup and eicosyl oxygroup etc..

As-CO₂R³⁸, methoxycarbonyl, ethoxy carbonyl, propoxycarbonyl, tert-butoxycarbonyl, hexyl oxygen can be enumerated Alkyloxycarbonyls such as base carbonyl and eicosyl Epoxide carbonyl etc..

As-SR³⁸, methylsulfany, ethylsulfanyl, butyl sulfenyl, hexyl sulfenyl, decyltliio and eicosyl can be enumerated Alkyl sulfenyl such as sulfenyl etc..

As-SO₂R³⁸, methyl sulphonyl, ethylsulfonyl, butyl sulfonyl, hexyl sulfonyl, decyl sulphonyl can be enumerated Alkyl sulphonyls such as base and eicosyl sulfonyl etc..

As-SO₃R³⁸, methoxysulfonyl, ethoxysulfonyl, propoxysulfonyl, tert-butoxy sulphonyl can be enumerated Alkyl oxies sulfonyls such as base, hexyl oxygroup sulfonyl and eicosyl oxygroup sulfonyl etc..

As-SO₂NR³⁹R⁴⁰, can enumerate:Sulfamoyl;

N- Methylsulfamoyls, N- ethylsulfamovls, N- propylsulfamovs, N- isopropylsulfamoyls base, N- butyl Sulfamoyl, N- isobutyl groups sulfamoyl, N- sec-butyls sulfamoyl, N- tertiary butyls sulfamoyl, N- amyls sulfamoyl, N- (1- ethyl propyls) sulfamoyl, N- (1,1- dimethyl propyls) sulfamoyl, N- (1,2- dimethyl propyls) sulfamoyl, N- (2,2- dimethyl propyls) sulfamoyl, N- (1- methyl butyls) sulfamoyl, N- (2- methyl butyls) sulfamoyl, N- (3- Methyl butyl) sulfamoyl, N- Cyclopentylsulfamoyls base, N- hexyls sulfamoyl, N- (1,3- dimethylbutyls) sulfamoyl, N- (3,3- dimethylbutyls) sulfamoyl, N- heptyl sulfamoyl, N- (1- methylhexyls) sulfamoyl, N- (1,4- diformazans Base amyl) sulfamoyl, N- octyls sulfamoyl, N- (2- ethylhexyls) sulfamoyl, N- (1,5- dimethylhexanyls) ammonia sulphur The N- mono- such as acyl group, N- (1,1,2,2- tetramethyl butyls) sulfamoyl replace sulfamoyl;

N, N- DimethylsuIfamoyl, N, N- ethyl-methyls sulfamoyl, N, N- diethyl aminos sulfonyl, N, N- propyl first Base sulfamoyl, N, N- isopropyl methyls sulfamoyl, N, N- tertbutyl methyls sulfamoyl, N, N- butyl ethyl sulfonamides Base, N, bis- (1- methyl-propyls) sulfamoyls of N-, N, the N, N- bis- such as N- hept-ylmethyl sulfamoyls replace sulfamoyl etc..

As R³¹~R³⁴And R³⁸~R⁴¹The saturated hydrocarbyl of expression, can enumerate methyl, ethyl, propyl, butyl, amyl, oneself 1~20 (preferably carbon atom number of the carbon atom numbers such as base, heptyl, octyl, nonyl, decyl, dodecyl, cetyl, eicosyl 1~10) straight-chain alkyl;The carbon atom numbers 3~20 such as isopropyl, isobutyl group, isopentyl, neopentyl, 2- ethylhexyls are (preferably Carbon atom number 3~10) branched-chain alkyl;The carbon such as cyclopropyl, cyclopenta, cyclohexyl, suberyl, cyclooctyl, tricyclodecyl are former The ester ring type saturated hydrocarbyl of subnumber 3~20 (preferably carbon atom number 3~10).The carbon atom number of the saturated hydrocarbyl is preferably 1~20, More preferably 1~10.

R³¹~R³⁴The hydrogen atom for including in the saturated hydrocarbyl of expression can be by the carbon atom number 6~10 as substituent group Aromatic hydrocarbyl or halogen atom substitution.As can be by R³¹~R³⁴Saturated hydrocarbyl hydrogen atom substitution carbon atom number 6~ 10 aromatic hydrocarbyl can be enumerated and as R³¹~R³⁴The aromatic hydrocarbyl of expression and the same group of group enumerated.As Aforementioned halogen atoms can enumerate fluorine atom, chlorine atom, bromine atom and iodine atom.

R³⁸The hydrogen atom for including in the saturated hydrocarbyl of expression can be replaced by the halogen atom as substituent group.As the halogen Plain atom can enumerate fluorine atom, chlorine atom, bromine atom and iodine atom.

R³⁹And R⁴⁰The hydrogen atom for including in the saturated hydrocarbyl of expression can by as substituent group hydroxyl or halogen atom take Generation.As the halogen atom, fluorine atom, chlorine atom, bromine atom and iodine atom can be enumerated.

R⁴¹The hydrogen atom for including in the saturated hydrocarbyl of expression can be by the aromatic series of the carbon atom number 6~10 as substituent group Alkyl replaces.As can be by R⁴¹Saturated hydrocarbyl hydrogen atom substitution carbon atom number 6~10 aromatic hydrocarbyl, can enumerate With as R³¹~R³⁴The aromatic hydrocarbyl of expression and the same group of group enumerated.

Constitute R³¹~R³⁴,R³⁹~R⁴⁰- the CH of the saturated hydrocarbyl of expression₂It can be by-O- ,-CO- ,-NR⁴¹-,-OCO-,- COO- ,-OCONH- ,-NHCOO- ,-CONH- or-NHCO- are replaced.

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-O-, can enumerating group below, (* is indicated Connecting key).

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-CO-, can enumerate group below (* tables Show connecting key).

As-the CH for constituting the saturated hydrocarbyl₂By-NR⁴¹Group obtained from replacement can enumerate group below (* tables Show connecting key).

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-OCO-, can enumerate group below (* tables Show connecting key).

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-COO-, can enumerate group below (* tables Show connecting key).

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-OCONH-, can enumerate group (* below Indicate connecting key).

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-NHCOO-, can enumerate group (* below Indicate connecting key).

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-CONH-, can enumerate group (* below Indicate connecting key).

As-the CH for constituting the saturated hydrocarbyl₂Group obtained from being replaced by-NHCO-, can enumerate group (* below Indicate connecting key).

As R can be replaced³⁸The halogen atom for the hydrogen atom for including in the saturated hydrocarbyl of expression can enumerate fluorine atom, chlorine Atom, bromine atom or iodine atom etc., preferably chlorine atom, bromine atom, fluorine atom.

As R³¹And R³²The ring and R formed together³³And R³⁴The ring formed together can enumerate ring below.

R³⁹And R⁴⁰It can indicate 3~10 member heterocyclic ring containing nitrogens jointly with nitrogen-atoms.As the heterocycle, base below can be enumerated Group.

As R³⁵, preferably-CO₂H,-CO₂ ^-Z⁺,-CO₂R³⁸,-SO₃ ^-,-SO₃ ^-Z⁺,-SO₃H or-SO₂NHR³⁹, more preferably- CO₂H,-CO₂ ^-Z⁺,-CO₂R³⁸,-SO₃ ^-,-SO₃ ^-Z⁺,-SO₃H or-SO₂NHR³⁹, further preferred-SO₃ ^-,-SO₃ ^-Z⁺,-SO₃H or- SO₂NHR³⁹。

R³⁵It is preferred that being bonded to:Be bonded to the phenyl on 9 of xanthene skeleton ortho position for xanthene skeleton and/ Or contraposition, more preferably it is bonded to ortho position.

M is preferably 1~4 integer, more preferably 1~2 integer, further preferably 1.

As R³⁶And R³⁷In carbon atom number 1~6 alkyl, can enumerate straight-chain listed above or branched saturation The alkyl of carbon atom number 1~6 in alkyl.

Wherein, as R³⁶,R³⁷, preferred hydrogen atom.

As R⁴¹The hydrogen atom for including in the saturated hydrocarbyl of expression is replaced and obtained by the aromatic hydrocarbyl of carbon atom number 6~10 The group arrived can enumerate the aralkyl of the carbon atom numbers such as benzyl, phenylethyl, phenyl butyl 7~11.

In addition, R³¹~R³⁴It can indicate the group that following formula (ii) indicates.

*-R⁵⁰-Si(R²⁹)₃ (ii)

[R²⁹Indicate the alkoxy of hydrogen atom, hydroxyl, the alkyl of carbon atom number 1~4 or carbon atom number 1~4, multiple R²⁹Point It not can be the same or different.

* the connecting key with nitrogen-atoms is indicated.]

As R²⁹The alkyl of the carbon atom number 1~4 of expression, can enumerate methyl, ethyl, propyl, butyl.

As R²⁹The alkoxy of the carbon atom number 1~4 of expression, can enumerate methoxyl group, ethyoxyl, propoxyl group and butoxy.

As R²⁹, preferably hydroxyl or the alkoxy of carbon atom number 1~4, the more preferably alkoxy of carbon atom number 1~4, Further preferably methyl, ethyl, methoxyl group, ethyoxyl, particularly preferably methoxy or ethoxy.

As R⁵⁰The alkane diyl of the carbon atom number 1~10 of expression, can enumerate methylene, ethylidene, propane -1,2- diyl, The straight-chains alkane diyls such as butane -1,4- diyls, pentane -1,5- diyls, hexane -1,6- diyls;1- methyl ethane -1,2- diyls, 1- methylpropane -1,3- diyls, 2- methylpropane -1,3- diyls, 1- methybutane -1,4- diyls, 2- methybutanes -1,4- two The branched alkane diyls such as base, 2- methylpentane -1,5- diyls, 2- methyl heptane -1,7- diyls, 2- ethyl hexane -1,6- diyls; Etc..The carbon atom number of alkane diyl is preferably 1~6, and more preferably 1~4.

Constitute R⁵⁰- the CH of the alkane diyl of expression₂It can be by-O- ,-CO- ,-NR⁴¹-,-OCO-,-COO-,-OCONH-,- NHCOO- ,-CONH- or-NHCO- are replaced.

As the group that formula (ii) indicates, the group of following formula expression can be enumerated.

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-O-, can enumerate base as follows Group (* indicates connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-CO- can enumerate following formula expression Group (* indicates connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂By-NR⁴¹Group obtained from replacement can be enumerated as follows Group (* indicates connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-OCO-, can enumerate as follows Group (* indicates connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-COO-, can enumerate as follows Group (* indicates connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-OCONH- can be enumerated as follows Group (* indicate connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-NHCOO- can be enumerated as follows Group (* indicate connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-CONH- can be enumerated as follows Group (* indicate connecting key).

As composition R⁵⁰- the CH of the alkane diyl of expression₂Group obtained from being replaced by-NHCO- can be enumerated as follows Group (* indicate connecting key).

The group that formula (iix) indicates is preferably the group that formula (ix) indicates.

[In formula (ix),

M1 indicates 1~8 integer.

R⁴²Indicate hydrogen atom or the alkyl of carbon atom number 1~4, multiple R⁴²It can be the same or different respectively.

* the connecting key with nitrogen-atoms is indicated.]

M1 is preferably 1~6, more preferably 1~5, further preferably 1~4.

As R⁴²The alkyl of the carbon atom number 1~4 of expression, can enumerate methyl, ethyl, propyl, butyl.

As R⁴², preferably hydrogen atom, methyl, ethyl, propyl, more preferable hydrogen atom, methyl, ethyl.

As the group that formula (ix) indicates, the group of formula (ix-1)~(ix-12) expressions can be enumerated.It is indicated as formula (ix) Group, preferably formula (ix-2) indicate group, formula (ix-3) indicate group, formula (ix-5) indicate group, formula (ix- 6) group that the group indicated, more preferably formula (ix-3) indicate.

Z⁺For⁺N(R⁴¹)₄,Na⁺Or K⁺, preferably⁺N(R⁴¹)₄。

As aforementioned⁺N(R⁴¹)₄, preferably 4 R⁴¹Middle at least two is 1 valence saturated hydrocarbyl of carbon atom number 5~20.In addition, 4 A R⁴¹Total carbon atom number be preferably 20~80, more preferably 20~60.

X is the halogen atoms, preferably chlorine atom or bromine atom such as fluorine atom, chlorine atom, bromine atom or iodine atom, more preferably For chlorine atom.

K is 0 or 1, more preferably 0.

As the compound that formula (X1) indicates, R³¹~R³⁷Compound as described below is preferred.

R³¹~R³⁴Any one of (x1) below~(x4) is preferably satisfied, is preferably satisfied (x1) or (x4).

(x1)R³¹~R³³For that can have the saturated hydrocarbyl of the carbon atom number 1~20 of substituent group, R³⁴It is indicated for formula (iix) Group,

(x2)R³¹And R³³For that can have the saturated hydrocarbyl of the carbon atom number 1~20 of substituent group, R³²And R³⁴For formula (iix) The group of expression,

(x3)R³¹And R³³For that can have the aromatic hydrocarbyl of the carbon atom number 6~10 of substituent group, R³²And R³⁴For hydrogen atom Or can have the saturated hydrocarbyl of the carbon atom number 1~20 of substituent group,

(x4)R³¹~R³⁴For that can have the saturated hydrocarbyl of the carbon atom number 1~20 of substituent group.

R³⁵Preferably-SO₃ ^-,-SO₃ ^-Z⁺,-SO₃H or-SO₂NHR³⁹。

M is preferably 1~2 integer.

R³⁶And R³⁷Preferably hydrogen atom.

A is preferably 0.

As the compound that formula (X1) indicates, the compound of following formula (IX-1)~(IX-177) expressions can be enumerated.In formula, R⁴⁰It indicates 1 valence saturated hydrocarbyl of carbon atom number 1~20, preferably indicates the branched-chain alkyl of carbon atom number 6~12, more preferably indicate 2- ethylhexyls.

As the compound that formula (X1) indicates, preferred compound (IX-1)~(IX-4), (IX-13)~(IX-16), (IX- 25)~(IX-28), (IX-37)~(IX-40), (IX-49)~(IX-116), (IX-117), (IX-119)~(IX-122), (IX-124)~(IX-147), (IX-150)~(IX-156), (IX-160)~(IX-177),

More preferable compound (IX-1)~(IX-4), (IX-13)~(IX-16), (IX-25)~(IX-28), (IX-37) ~(IX-40), (IX-49)~(IX-116), (IX-117), (IX-119)~(IX-122), (IX-124)~(IX-147), (IX-150)~(IX-156), (IX-160)~(IX-170),

Further preferred compound (IX-1)~(IX-4), (IX-13)~(IX-16), (IX-25)~(IX-28), (IX- 50), (IX-51), (IX-53), (IX-54), (IX-119), (IX-121), (IX-122), (IX-124)~(IX-147), (IX-150)~(IX-156), (IX-160)~(IX-167).

About the content of aforementioned xanthene compound, for 100 mass parts of compound (I), preferably 0.1 mass parts More than, it is more than more preferably 1 mass parts, it is more than further preferably 3 mass parts, still more preferably for 10 mass parts more than, More than particularly preferably 20 mass parts, preferably 600 is below mass part, and more preferably 500 is below mass part, further preferably 450 is below mass part.

In addition, total containing ratio about compound (I) and xanthene compound, excellent in the 100 mass % of total amount of colorant Be selected as 10 mass % or more, more preferably 20 mass % or more, further preferably 80 mass % or more, still more preferably for 90 mass % or more, particularly preferably 95 mass % or more, preferably 100 mass % or less.

The colored curable resin composition of the present invention can also include compound (I), red pigment and xanthene compound Colorant (hereinafter, sometimes referred to as colorant (A1)) in addition is used as colorant (A).Colorant (A1) can include a kind or 2 kinds Above colorant.

Colorant (A1) can be dyestuff, or pigment.As dyestuff, Colour Index (The Society can be enumerated Of Dyers and Colourists are published) and Dyeing Note (Se Ran companies) described in known dye.In addition, according to Chemical constitution, can enumerate azo dyes, anthraquinone dye, triphenhlmethane dye, phthalocyanine dye, naphthoquinone dyestuff, quinoneimine dye, Methine (methine) dyestuff, azomethine dyes, sour (squarylium) dyestuff in side, acridine dye, styryl dye, Coumarine dye, quinoline dye, nitro dye and phthalocyanine dye etc..In these, preferable organic solvent soluble dye.Also it can incite somebody to action Two or more in these dyestuffs is used in combination.

Specifically, the dyestuff of following such Colour Index (C.I.) number can be enumerated.C.I. Indian yellow 1,3,7,9, 11,17,23,25,29,34,36,38,40,42,54,65,72,73,76,79,98,99,111,112,113,114,116, 119,123,128,134,135,138,139,140,144,150,155,157,160,161,163,168,169,172,177, 178,179,184,190,193,196,197,199,202,203,204,205,207,212,214,220,221,228,230, 232,235,238,240,242,243,251;

C.I. solvent yellow 14,15,23,24,25,38,62,63,68,79,81,82,83,89,94,98,99,162;

C.I. directly Huang 2,4,28,33,34,35,38,39,43,44,47,50,54,58,68,69,70,71,86,93, 94,95,98,102,108,109,129,132,136,138,141;

C.I. disperse yellow 51,54,76;

C.I. active yellow 2,76,116;

C.I. acid orange 6,7,8,10,12,26,50,51,52,56,62,63,64,74,75,94,95,107,108, 149,162,169,173;

C.I. solvent orange 2,7,11,15,26,41,54,56,99;

C.I. direct orange 26,34,39,41,46,50,52,56,57,61,64,65,68,70,96,97,106,107;

C.I. reactive orange 16;

C.I. azogeramine, 4,8,14,17,18,26,27,29,31,33,34,35,37,40,42,44,50,57,66, 73,76,80,88,91,95,97,98,103,106,111,114,129,133,134,138,143,145,150,151,155, 158,160,172,176,182,183,195,198,206,211,215,216,217,227,228,249,252,257,258, 260,261,266,268,270,274,277,280,281,308,312,315,316,339,341,345,346,349,382, 383,394,401,412,417,418,422,426;

C.I. solvent red 24,49,90,91,111,118,119,122,124,125,127,130,132,143,145, 146,150,151,155,160,168,169,172,175,181,207,222,227,230,245,247;

C.I. directly red 79,82,83,84,91,92,96,97,98,99,105,106,107,172,173,176,177, 179,181,182,184,204,207,211,213,218,220,221,222,232,233,234,241,243,246,250;

C.I. medium red 1,2,3,4,9,11,12,14,17,18,19,22,23,24,25,26,29,30,32,33,36, 37,38,39,41,42,43,45,46,48,52,53,56,62,63,71,74,76,78,85,86,88,90,94,95;

C.I. acid violet 34;

C.I. disperse violet 26,27;

C.I. solvent violet 11,13,14,26,31,36,37,38,45,47,48,51,59,60;

C.I. solvent blue 19 4,18,35,36,45,58,59,59:1,63,68,69,78,79,83,94,97,98,100, 101,102,104,105,111,112,122,128,132,136,139;

C.I. acid blue 25,27,40,45,78,80,112;

C.I. direct indigo plant 40;

C.I. disperse blue 1,14,56,60;

C.I. solvent green 1,3,5,28,29,32,33;

C.I. acid green 3,5,9,25,27,28,41;

C.I. Viride Nitens 1;

C.I. vat green 1 etc..

As pigment, known pigment can be used, can enumerate for example in Colour Index (The Society of Dyers And Colourists are published) in be classified as the pigment of " pigment (Pigment) ".Two or more can be combined.

Specifically, can enumerate C.I. pigment yellows 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 equal yellow uitramarines;

C.I. the orange pigments such as pigment orange 13,31,36,38,40,42,43,51,55,59,61,64,65,71,73;

C.I. pigment blue 15,15:3,15:4,15:6, the blue pigments such as 60;

C.I. the violet pigments such as pigment violet 1,19,23,29,32,36,38;

C.I. the viridine greens such as pigment Green 7,36,58,59.

As colorant (A1), preferably weld and yellow uitramarine by them (hereinafter, be referred to as " yellow coloring sometimes Agent ").

As weld, can enumerate in above-mentioned dyestuff, form and aspect be classified as yellow dyestuff can as yellow uitramarine It enumerates in above-mentioned pigment, form and aspect and is classified as yellow pigment.

It is 0 mass parts or more, 95 mass parts for 100 mass parts of compound (I) about the amount of colorant (A1) Hereinafter, preferably 90 is below mass part, more preferably 80 is below mass part, still more preferably below mass part for 50, into one Step more preferably 20 is below mass part, and particularly preferably 10 is below mass part.

For colorant (A), as needed, it is possible to implement following processing:Rosin processing;Using having imported acidic groups The surface treatment of the progress such as the colorant derivative of group or basic group;Using high-molecular compound etc. to the surface colorant (A) The grafting of progress is handled;Micronized processing based on sulfuric acid particles method etc.;Utilization organic solvent, water etc. for removing impurity The carrying out washing treatment of progress;The processing etc. for being removed ionic impurity using ion-exchange etc..The grain size of colorant (A) is preferably It is generally uniform.By making colorant (A) carry out decentralized processing containing dispersant, colorant (A) can be formed as a result, in dispersion liquid In evenly dispersed state.

As dispersant, surfactant etc. can be enumerated, can be cationic system, anionic system, nonionic system and both sexes In arbitrary surfactant.Specifically, the surfactant etc. of Polyester, polyamine system and acrylic acid series etc. can be enumerated. These dispersants can be used alone or combine two or more and use.As dispersant, if being indicated with trade name, KP can be enumerated (SHIN-ETSU HANTOTAI's chemical industry (strain) system), FLOWLEN (common prosperity society chemistry (strain) system), SOLSPERSE (registered trademark) (Zeneca (strain) System), EFKA (registered trademark) (BASF AG's system), AJISPER (registered trademark) (Ajinomoto Fine-Techno Co., Inc. make) and Disperbyk (registered trademark) (BYK-Chemie corporations), BYK (registered trademark) (BYK-Chemie companies System) etc..

Using dispersant, about the usage amount of dispersant, for 100 mass parts of colorant (A), Preferably 100 is below mass part, and more than more preferably 5 mass parts 50 is below mass part.The usage amount of dispersant is in model above-mentioned When enclosing interior, there is the tendency that the solution containing colorant (A) of dispersity evenly can be obtained.

For the content of the colorant (A) in colored curable resin composition, in the total amount of solid state component, lead to Often for 1 mass % or more, 90 mass % hereinafter, preferably 1 mass % or more, 80 mass % are hereinafter, more preferably 5 mass % or more 75 mass % or less.

< resins (B) >

Resin (B) is preferably alkali soluble resins, it is however preferred to have from selected from by unsaturated carboxylic acid and unsaturated carboxylic acid anhydrides The polymer of the structural unit of at least one kind of monomer (a) (hereinafter, sometimes referred to as " monomer (a) ") in the group of composition.

Resin (B) is preferably with the list from cyclic annular ether structure and ethylenic bond unsaturated bond with carbon atom number 2~4 The copolymer of the structural unit and other structures unit of body (b) (hereinafter, sometimes referred to as " monomer (b) ").

As other structures unit, can enumerate from can be copolymerized with monomer (a) monomer (c) (still, with monomer (a) With monomer (b) difference.Hereinafter, sometimes referred to as " monomer (c) ") structural unit, the structural unit with ethylenic bond unsaturated bond Deng.

As monomer (a), for example, can enumerate:Acrylic acid, methacrylic acid, crotonic acid and adjacent vinyl benzoic acid, second Alkenyl benzoic acid, to unsaturated monocarboxylics such as vinyl benzoic acids;

Maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3- vinylphthalic acids, 4- vinyl neighbours benzene two Formic acid, 3,4,5,6- tetrahydrophthalic acids, 1,2,3,6- tetrahydrophthalic acids, dimethyl tetrahydro phthalic acid and 1,4- The unsaturated dicarboxylics such as cyclohexene dicarboxylic acid;

Methyl -5- norbornene -2,3- dicarboxylic acids, 5- carboxyl Shuan Huans [2.2.1]Hept-2-ene", 5,6- dicarboxyls are bicyclic [2.2.1]Hept-2-ene", 5- carboxymethyl Shuan Huans [2.2.1]Hept-2-ene" and 5- carboxy ethyl Shuan Huans [2.2.1]Hept-2-ene" etc. contains The bicyclic unsaturated compound of carboxyl;

The carboxylic acid anhydrides such as the acid anhydride of above-mentioned unsaturated dicarboxylic other than fumaric acid and mesaconic acid;

Mono succinate (2- (methyl) acryloyl group oxygroup ethyl) ester and phthalic acid list (2- (methyl) acryloyl group oxygen Base ethyl) more than the binary such as ester polybasic carboxylic acid single ((methyl) the acryloyl group oxygroup alkyl) esters of unsaturation;

The such unsaturated esters of acrylic acid containing hydroxyl and carboxyl in same molecule of α-(hydroxymethyl) acrylic acid Deng.

In these, from terms of copolyreaction, dissolubility in aqueous alkali of obtained resin from the aspect of, preferably third Olefin(e) acid, methacrylic acid and maleic anhydride etc..

Monomer (b) refers to having the cyclic annular ether structure of carbon atom number 2~4 (for example, selected from by oxirane ring, oxa- Cyclobutane ring and tetrahydrofuran ring composition group in it is at least one kind of) and ethylenic bond unsaturated bond polymerizable compound.Monomer (b) preferably there is the monomer of the cyclic ether and (methyl) acryloyl group oxygroup of carbon atom number 2~4.

As monomer (b), can enumerate for example with oxiranyl and ethylenic bond unsaturated bond monomer (b1) (hereinafter, Sometimes referred to as " monomer (b1) "), monomer (b2) with oxetanylmethoxy and ethylenic bond unsaturated bond is (hereinafter, sometimes referred to as " single Body (b2) ") and monomer (b3) (hereinafter, sometimes referred to as " monomer (b3) ") with tetrahydrofuran base and ethylenic bond unsaturated bond Deng.

As monomer (b1), the unsaturated aliphatic hydrocarbon for example with straight-chain or branched can be enumerated and formed through epoxidation Structure monomer (b1-1) (hereinafter, sometimes referred to as " monomer (b1-1) ") and formed through epoxidation with ester ring type unsaturated hydrocarbons Structure monomer (b1-2) (hereinafter, sometimes referred to as " monomer (b1-2) ").

As monomer (b1-1), preferably there is the monomer of glycidyl and ethylenic bond unsaturated bond.As monomer (b1- 1), specifically, (methyl) glycidyl acrylate, (methyl) propenoic acid beta-methylglycidyl esters, (methyl) can be enumerated Propenoic acid beta-ethyl glycidyl ester, glycidyl vinyl ether, vinylbenzyl glycidyl base ether, Alpha-Methyl vinyl Bis- (glycidyl oxy methyl) styrene of benzyl glycidyl ether, 2,3-, 2,4- bis- (glycidyl oxy methyls) Bis- (glycidyl oxy methyl) styrene of styrene, 2,5-, bis- (glycidyl oxy methyl) styrene of 2,6-, 2,3, 4- tri- (glycidyl oxy methyl) styrene, 2,3,5- tri- (glycidyl oxy methyl) styrene, (contractings of 2,3,6- tri- Water glyceryl oxygroup methyl) tri- (glycidol of styrene, (glycidyl oxy methyl) styrene of 3,4,5- tri- and 2,4,6- Base oxygroup methyl) styrene etc..

As monomer (b1-2), can enumerate vinylcyclohexene list oxide (vinylcyclohexene monoxide), 1,2- epoxy -4- vinyl cyclohexanes are (for example, CELLOXIDE (registered trademark) 2000;(strain) Daicel systems), (methyl) propylene 3,4- of acid epoxycyclohexanecarboxylates are (for example, CYCLOMER (registered trademark) A400;(strain) Daicel systems), (methyl) acrylic acid 3, 4- epoxycyclohexanecarboxylates are (for example, CYCLOMER (registered trademark) M100;(strain) Daicel systems), formula (BI) indicate compound And the compound etc. that formula (BII) indicates.

[In formula (BI) and formula (BII), R^aAnd R^bIt indicates hydrogen atom or the alkyl of carbon atom number 1~4, includes in the alkyl Hydrogen atom can be optionally substituted by a hydroxyl group.

X^aAnd X^bSingly-bound, *-R are indicated independently of each other^c-,*-R^c-O-,*-R^c- S- or *-R^c-NH-。

R^cIndicate the alkane diyl of carbon atom number 1~6.

* the connecting key with O is indicated.]

As the compound that formula (BI) indicates, the compound that any formula indicates in formula (BI-1)~formula (BI-15) can be enumerated Deng.Wherein, preferred formula (BI-1), formula (BI-3), formula (BI-5), formula (BI-7), formula (BI-9) and formula (BI-11)~formula (BI- 15) compound indicated, the compound that more preferable formula (BI-1), formula (BI-7), formula (BI-9) and formula (BI-15) indicate.

As the compound that formula (BII) indicates, the chemical combination that any formula indicates in formula (BII-1)~formula (BII-15) can be enumerated Object etc., wherein can preferably enumerate formula (BII-1), formula (BII-3), formula (BII-5), formula (BII-7), formula (BII-9) and formula (BII-11)~formula (BII-15) indicate compound, can more preferably enumerate formula (BII-1), formula (BII-7), formula (BII-9) and The compound that formula (BII-15) indicates.

The compound that the compound and formula (BII) that formula (BI) indicates indicate can use individually, also can be by formula (BI) The compound that the compound and formula (BII) of expression indicate is used in combination.In the case of them, by mole on the basis of count, formula (BI) containing ratio for the compound that the compound and formula (BII) indicated indicates is preferably 5:95~95:5, more preferably 10:90 ~90:10, further preferably 20:80~80:20.

As monomer (c), for example, can enumerate:(methyl) methyl acrylate, (methyl) ethyl acrylate, (methyl) propylene Sour N-butyl, (methyl) sec-butyl acrylate, (methyl) tert-butyl acrylate, (methyl) 2-EHA, (methyl) Dodecylacrylate, (methyl) lauryl acrylate, (methyl) stearyl acrylate base ester, (methyl) acrylic acid cyclopenta Ester, (methyl) acrylic acid San Huan [5.2.1.0^2,6]Decane -8- base esters, (methyl) acrylic acid San Huan [5.2.1.0^2,6]Decane -9- Base ester, (methyl) acrylic acid San Huan [5.2.1.0^2,6]Decene -8- base esters, (methyl) acrylic acid San Huan [5.2.1.0^2,6]Decene- 9- base esters, (methyl) acrylic acid Bicvclopentyl oxygroup ethyl ester (dicyclopentanyl oxyethyl (meth) Acrylate), (methyl) isobornyl acrylate, (methyl) acrylic acid adamantane esters, (methyl) allyl acrylate, (the first such as (methyl) propargylacrylate, (methyl) phenyl acrylate, (methyl) acrylic acid naphthalene ester and (methyl) benzyl acrylate Base) acrylate;

(methyl) propylene containing hydroxyl such as (methyl) acrylic acid 2- hydroxy methacrylates and (methyl) acrylic acid 2- hydroxy propyl esters Acid esters;

The dicarboxylic diesters such as diethyl maleate, diethyl fumarate and diethyl itaconate;

Shuan Huan [2.2.1]Hept-2-ene", 5- Jia Jishuanhuans [2.2.1]Hept-2-ene", 5- ethyl Shuan Huans [2.2.1]Hept-2-ene", 5- hydroxyl Shuan Huans [2.2.1]Hept-2-ene", 5- hydroxymethyl Shuan Huans [2.2.1]Hept-2-ene", 5- (2 '-hydroxyethyl) are bicyclic [2.2.1]Hept-2-ene", 5- methoxyl group Shuan Huans [2.2.1]Hept-2-ene", 5- ethyoxyl Shuan Huans [2.2.1]Hept-2-ene", 5,6- dihydroxies Base Shuan Huan [2.2.1]Hept-2-ene", (hydroxymethyl) Shuan Huans of 5,6- bis- [2.2.1]Hept-2-ene", 5,6- bis- (2 '-hydroxyethyl) are double Huan [2.2.1]Hept-2-ene", 5,6- dimethoxy Shuan Huans [2.2.1]Hept-2-ene", 5,6- diethoxy Shuan Huans [2.2.1]Hept- 2- Alkene, 5- hydroxy-5-methyl base Shuan Huans [2.2.1]Hept-2-ene", 5- hydroxyl -5- ethyl Shuan Huans [2.2.1]Hept-2-ene", 5- hydroxyl first Base -5- Jia Jishuanhuans [2.2.1]Hept-2-ene", 5- tert-butoxycarbonyl Shuan Huans [2.2.1]Hept-2-ene", 5- cyclohexyl Epoxide carbonyls Shuan Huan [2.2.1]Hept-2-ene", 5- phenyloxycarbonyl Shuan Huans [2.2.1]Hept-2-ene", 5,6- bis- (tert-butoxycarbonyls) are bicyclic [2.2.1]Hept-2-ene" and bis- (cyclohexyl Epoxide carbonyl) the Shuan Huan &#91 of 5,6-;2.2.1]The bicyclic unsaturated compound such as hept-2-ene";

N-phenylmaleimide, N- N-cyclohexylmaleimides, N- benzyl maleimides, 3- dimaleoyl imino benzene Formic acid N- succinimide esters, 4- maleimidobutyric acid N- succinimide esters, 6- maleimidocaproic acid N- ambers The dicarbapentaborane such as imide ester, 3- maleimidoproprionic acid N- succinimide esters and N- (9- acridinyls) maleimide acyl is sub- Amine derivative;

Styrene, α-methylstyrene, vinyltoluene and to the aromatic series containing vinyl such as methoxy styrene Close object;The nitriles containing vinyl such as (methyl) acrylonitrile;The halogenated hydrocarbons such as vinyl chloride and vinylidene chloride;(methyl) acrylamide etc. Amide containing vinyl;The esters such as vinyl acetate;1,3- butadiene, isoprene and 2,3- dimethyl -1,3- butadiene etc. Diene;Etc..

In these, from the aspect of copolyreaction and heat resistance, optimization styrene, vinyltoluene, (methyl) propylene Sour San Huan [5.2.1.0^2,6]Decane -8- base esters, (methyl) acrylic acid San Huan [5.2.1.0^2,6]Decane -9- base esters, (methyl) third Olefin(e) acid San Huan [5.2.1.0^2,6]Decene -8- base esters, (methyl) acrylic acid San Huan [5.2.1.0^2,6]Decene -9- base esters, N- phenyl Maleimide, N- N-cyclohexylmaleimides, N- benzyl maleimides, Shuan Huan [2.2.1]Hept-2-ene" and (methyl) propylene Acid benzyl ester etc..

Structural unit with ethylenic bond unsaturated bond is preferably the structural unit with (methyl) acryloyl group.With this The resin of the structural unit of sample can be by making with can be with group reacts possessed by monomer (a), monomer (b) group and ethylene linkage The monomer addition of formula unsaturated bond is obtained in the polymer with the structural unit from monomer (a), monomer (b).

As such structural unit, can enumerate makes the addition of (methyl) glycidyl acrylate in (methyl) acrylic acid list Structural unit obtained from member makes (methyl) acrylic acid 2- hydroxy methacrylate additions structural unit obtained from maleic anhydride units And make (methyl) acrylic acid addition structural unit etc. obtained from (methyl) glycidyl acrylate unit.In addition, these When structural unit has hydroxyl, can also enumerate structural unit obtained from further addition carboxylic acid anhydrides and be used as has ethylenic bond insatiable hunger With the structural unit of key.

Polymer with the structural unit from monomer (a) for example can by the presence of polymerization initiator, make structure It is polymerize in a solvent at the monomer of the structural unit of polymer to manufacture.Polymerization initiator and solvent etc. do not limit especially Usually used in this field polymerization initiator and solvent can be used in system.For example, as polymerization initiator, azo can be enumerated Compound (2,2 '-azobis isobutyronitriles, 2,2 '-azos bis- (2,4- methyl pentane nitriles) etc.), organic peroxide (benzoyl peroxide Formyl etc.), as solvent, as long as the solvent that each monomer is dissolved, can enumerate solvent above-mentioned (E) etc..

For obtained polymer, the solution after reaction can be used directly, it is possible to use concentrated or diluted The substance obtained in the form of solid (powder) using the methods of reprecipitation also can be used in solution.

As needed, catalysts (such as three (the dimethylamino first of carboxylic acid or carboxylic acid anhydrides and cyclic ether can be used Base) phenol etc.) and polymerization inhibitor (such as hydroquinone etc.) etc..

As carboxylic acid anhydrides, maleic anhydride, citraconic anhydride, itaconic anhydride, 3- vinylphthalic acids acid anhydride, 4- second can be enumerated Alkenyl phthalic anhydride, 3,4,5,6- tetrabydrophthalic anhydrides, 1,2,3,6- tetrabydrophthalic anhydrides, dimethyl tetrahydro Phthalic anhydride and 5,6- dicarboxyl Shuan Huans [2.2.1]Hept-2-ene" acid anhydride etc..

As resin (B), specifically, (methyl) acrylic acid 3 can be enumerated, 4- epoxycyclohexanecarboxylates/(methyl) propylene Acid copolymer, (methyl) acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) acrylic copolymer, (methyl) third Olefin(e) acid ethylene oxidic ester/(methyl) benzyl acrylate/(methyl) acrylic copolymer, (methyl) glycidyl acrylate/benzene Ethylene/(methyl) acrylic copolymer, (methyl) acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) acrylic acid/ N- N-cyclohexylmaleimides copolymer, (methyl) acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) propylene Acid/vinyl toluene copolymer, (methyl) acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) acrylic acid tricyclic [5.2.1.0^2,6]Decene base ester/(methyl) acrylic acid/N- N-cyclohexylmaleimides copolymer, 3- methyl -3- (methyl) propylene Acyloxy methy oxetane/(methyl) acrylic/styrene copolymer, (methyl) benzyl acrylate/(methyl) propylene Acid copolymer, styrene/(methyl) acrylic copolymer and Japanese Unexamined Patent Publication 9-106071 bulletins, Japanese Unexamined Patent Publication 2004- The resin etc. that each bulletin of No. 29518 bulletins and Japanese Unexamined Patent Publication 2004-361455 bulletins is recorded.

Wherein, preferably include the structural unit from monomer (a) and the structure list from monomer (b) as resin (B) The copolymer of member.

For resin (B), two or more can be combined, in this case, resin (B) preferably at least includes choosing From (methyl) acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) acrylic copolymer, (methyl) acrylic acid 3,4- Epoxy San Huan [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) acrylic acid/N- N-cyclohexylmaleimides/(methyl) acrylic acid 2- hydroxyl second Ester copolymer, (methyl) acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) acrylic acid/vinyltoluene copolymerization Object, (methyl) acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Last of the ten Heavenly stems ester/(methyl) acrylic acid/(methyl) acrylic acid 2- ethyl hexyls One or more of ester copolymer.

The weight average molecular weight according to polystyrene conversion of resin (B) is preferably 3,000~100,000, more preferably 5, 000~50,000, further preferably 5,000~30,000.The Fen Sandu &#91 of resin (B);Weight average molecular weight (the Mw)/equal molecule of number Measure (Mn)s ]Preferably 1.1~6, more preferably 1.2~4.

The solid state component acid value of resin (B) is preferably 20~170mg-KOH/g, more preferably 60~150mg-KOH/g, into One step is preferably 70~135mg-KOH/g.Herein, acid value is as the amount for neutralizing 1g resins (B) required potassium hydroxide (mg) value measured, for example, can be titrated by using potassium hydroxide aqueous solution so as to find out.

About the content of the resin (B) in colored curable resin composition, relative to 100 mass parts of compound (I) Speech, for example, 1~700 mass parts, preferably 5~500 mass parts, more preferably 10~400 mass parts.

In addition, the content about the resin (B) in colored curable resin composition, relative to solid state component total amount and Speech, preferably 7~99 mass %, more preferably 13~99 mass %, further preferably 15~95 mass %.

< polymerizable compounds (C) >

Polymerizable compound (C) is gathered using the living radical and/or acid that are generated by polymerization initiator (D) The compound of conjunction, for example, compound etc. of the ethylenic bond unsaturated bond with polymerism, preferably (methyl) acroleic acid esterification Close object.

As the polymerizable compound with 1 ethylenic bond unsaturated bond, such as nonyl phenyl carbitol propylene can be enumerated Acid esters, acrylic acid 2- hydroxyl -3- phenoxy-propyls, 2- ethylhexyl carbitols acrylate, acrylic acid 2- hydroxy methacrylates, N- second Vinyl pyrrolidone etc. and above-mentioned monomer (a), monomer (b) and monomer (c).

As the polymerizable compound with 2 ethylenic bond unsaturated bonds, such as 1,6- hexylene glycols two (methyl) can be enumerated Acrylate, ethylene glycol two (methyl) acrylate, neopentyl glycol two (methyl) acrylate, triethylene glycol two (methyl) propylene Acid esters, bis- (acryloyl-oxyethyl) ethers of bisphenol-A and 3- methyl pentanediols two (methyl) acrylate etc..

Wherein, polymerizable compound (C) is preferably the polymerizable compound with 3 or more ethylenic bond unsaturated bonds.Make For such polymerizable compound, such as trimethylolpropane tris (methyl) acrylate, pentaerythrite three (methyl) can be enumerated Acrylate, pentaerythrite four (methyl) acrylate, dipentaerythritol five (methyl) acrylate, six (first of dipentaerythritol Base) acrylate, tripentaerythritol eight (methyl) acrylate, tripentaerythritol seven (methyl) acrylate, tetrapentaerythritol Ten (methyl) acrylate, tetrapentaerythritol nine (methyl) acrylate, three (2- (methyl) acryloyl group oxygroup ethyl) isocyanides Urea acid esters, glycol-modified pentaerythrite four (methyl) acrylate, glycol-modified dipentaerythritol six (methyl) acrylic acid Ester, propylene glycol modified pentaerythrite four (methyl) acrylate, propylene glycol modified dipentaerythritol six (methyl) acrylate, oneself Lactone-modified pentaerythrite four (methyl) acrylate and caprolactone modification dipentaerythritol six (methyl) acrylate etc., preferably Dipentaerythritol five (methyl) acrylate and dipentaerythritol six (methyl) acrylate can be enumerated.

The weight average molecular weight of polymerizable compound (C) is preferably 150 or more 2,900 hereinafter, more preferably 250 or more 1, 500 or less.

About the content of polymerizable compound (C), in colored curable resin composition, relative to the total of solid state component For amount, preferably 7~65 mass %, more preferably 10~60 mass %, further preferably 13~55 mass %.

< polymerization initiators (D) >

It for polymerization initiator (D), is not particularly limited, as long as activity can be generated certainly by the effect of light, heat By base, acid etc. to cause the compound of polymerization, known polymerization initiator can be used.It, can as polymerization initiator (D) Enumerate O- acyl groups oxime compound, alkyl phenones (alkylphenone) compound, bisglyoxaline (biimidazole) compound, three Piperazine compound and acylphosphine oxide compound etc..

As O- acyl group oxime compounds, such as N- benzoyls Oxy-1-(4- phenylsulfartyls can be enumerated (phenylsulfanyl) phenyl) butane-1- ketone-2- imines, N- benzoyls Oxy-1-(4- phenylsulfartyls phenyl) octane- 1- ketone-2- imines, N- benzoyls Oxy-1-(4- phenylsulfartyls phenyl)-3- cyclopenta propane-1- ketone-2- imines, N- acetyl Oxy-1-[9- ethyls -6- (2- methyl benzoyls) -9H- carbazole -3- Jis ]Ethane -1- imines, N- acetoxyl groups -1-[9- second Base -6- { 2- methyl -4- (3,3- dimethyl -2,4- dioxolyl methyl oxygroup) benzoyl } -9H- carbazole -3- Jis ]Second Alkane -1- imines, N- acetoxyl groups -1-[9- ethyls -6- (2- methyl benzoyls) -9H- carbazole -3- Jis ]- 3- cyclopenta propane- 1- imines and N- benzoyl Oxy-1s-[9- ethyls -6- (2- methyl benzoyls) -9H- carbazole -3- Jis ]- 3- cyclopenta third Alkane -1- ketone -2- imines etc..In addition, as O- acyl group oxime compounds, usable IRGACURE OXE01, OXE02 (are above BASF AG's system) and the commercially available products such as compound that indicate of N-1919 (ADEKA corporations), formula (d).

Wherein, it as O- acyl group oxime compounds, is preferably selected from by N- benzoyls Oxy-1-(4- phenylsulfartyls phenyl) Butane-1- ketone-2- imines, N- benzoyls Oxy-1-(4- phenylsulfartyls phenyl) octane-1- ketone-2- imines and N- benzoyls Base Oxy-1-(4- phenylsulfartyls phenyl)-3- cyclopenta propane-1- ketone-2- imines, N- acetoxyl groups-1- (4- phenylsulfartyl benzene Base)-3- cyclopenta propane-1- ketone-2- imines composition group at least one kind of, more preferably N- benzoyls Oxy-1-(4- Phenylsulfartyl phenyl) octane -1- ketone -2- imines.

As alkyl phenones compound, 2- methyl -2- morpholinoes (morpholino) -1- (4- methylsulfany benzene can be enumerated Base) propane -1- ketone, 2- dimethylaminos -1- (4- morphlinophenyls) -2- benzyls butane -1- ketone and 2- (dimethylamino) -2- [(4- aminomethyl phenyls) Jia Ji ]-1-[4- (4- morpholinyls (morpholinyl)) Ben Ji ]Butane -1- ketone, 2- hydroxy-2-methyls - 1- phenyl-propane -1- ketone, 2- hydroxy-2-methyls -1- (4- (2- hydroxyl-oxethyls) phenyl propane -1- ketone, 1- hydroxy-cyclohexyls Oligomer, the α of phenyl ketone, 2- hydroxy-2-methyls -1- (4- isopropenyls phenyl) propane -1- ketone, α-diethoxy acetophenone, Benzil dimethyl ketal etc..As alkyl phenones compound, it can be used IRGACURE 369,907,379 (public for BASF above Department system) etc. commercially available products.

As united imidazole, can enumerate such as 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-tetraphenyl bisglyoxaline, 2,2 '-bis- (2,3- dichlorophenyls) -4,4 ', 5,5 '-tetraphenyl bisglyoxaline is (for example, with reference to Japanese Unexamined Patent Publication 6-75372 public affairs Report, Japanese Unexamined Patent Publication 6-75373 bulletins etc..), 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-four (alkoxyl phenyls) join miaow Azoles, 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-four (dialkoxy phenyl) bisglyoxalines, 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-four (tri-alkoxy phenyl) bisglyoxalines are (for example, with reference to Japanese Patent Publication 48-38403 bulletins, Japanese Unexamined Patent Application 62- No. 174204 bulletins etc..) and 4,4 ', the bisglyoxaline chemical combination that the phenyl of 5,5 '-positions is replaced by alkoxy carbonyl (carboalkoxy) Object (for example, with reference to Japanese Unexamined Patent Publication 7-10913 bulletins etc.) etc..

As triaizine compounds, bis- (trichloromethyl) -6- (4- the methoxyphenyls) -1,3,5-triazines of 2,4-, 2 can be enumerated, Bis- (the trichloromethyl) -6- piperonyls -1,3,5- of 4- bis- (trichloromethyl) -6- (4- methoxyl groups naphthalene) -1,3,5- triazines, 2,4- three Bis- (trichloromethyl) -6- (4- the methoxyl-styrenes) -1,3,5- triazines of piperazine, 2,4-, bis- (trichloromethyl) -6- (2- (5- of 2,4- Methylfuran -2- bases) vinyl) -1,3,5- triazines, bis- (the trichloromethyl) -6- of 2,4- (2- (furans -2- bases) vinyl) -1, Bis- (the trichloromethyl) -6- of 3,5- triazines, 2,4- (2- (4- diethylamino -2- aminomethyl phenyls) vinyl) -1,3,5- triazines and Bis- (the trichloromethyl) -6- of 2,4- (2- (3,4- Dimethoxyphenyls) vinyl) -1,3,5- triazines etc..

As acylphosphine oxide compound, 2,4,6-trimethylbenzoyldiphenylphosphine oxide etc. can be enumerated.

In addition, as polymerization initiator (D), benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin can be enumerated The benzoins compound such as isopropyl ether, benzoin isobutyl ether;Benzophenone, o-benzoyl yl benzoic acid methyl esters, 4- phenyl two Benzophenone, 4- benzoyls -4 '-dimethyl diphenyl sulfide, 3,3 ', 4,4 '-four (t-butyl peroxy carbonyl) benzophenone and 2, The benzophenone cpds such as 4,6- tri-methyl benzophenones;The naphtoquinone compounds such as 9,10- phenanthrenequione, 2- ethyl hydrazine and camphorquinone;10- Butyl -2- chloro-acridines ketone, benzil, methyl benzoylformate and titanocenes compound etc..They preferably with it is aftermentioned polymerize draw Hair auxiliary agent (D1) (especially amine) is applied in combination.

Polymerization initiator (D) is preferably comprising selected from by alkyl phenones compound, triaizine compounds, acylphosphine oxide chemical combination The polymerization initiator of at least one of the group of object, O- acyl groups oxime compound and united imidazole composition more preferably includes The polymerization initiator of O- acyl group oxime compounds.

For the containing ratio of polymerization initiator (D), solid state component in colored curable resin composition it is total In amount, preferably 0.001~40 mass %, more preferably 0.01~30 mass %.

The colored curable resin composition of the present invention also may include polymerization trigger auxiliary agent (D1), levelling agent (F) etc..

< polymerization trigger auxiliary agents (D1) >

Polymerization trigger auxiliary agent (D1) is to promote to cause using polymerization initiator the polymerizable compound (C) of polymerization The compound or sensitizer for polymerizeing and using.Comprising polymerization trigger auxiliary agent (D1), in general, can be with polymerization initiator (D) it is applied in combination.As polymerization trigger auxiliary agent (D1), can enumerate amine compounds, alkoxy anthracene compound, thioxanthone compounds and Carboxylic acid compound etc..

As amine compounds, triethanolamine, methyl diethanolamine, triisopropanolamine, 4- dimethylamino benzene first can be enumerated Sour methyl esters, ethyl 4-dimethylaminobenzoate, 4- dimethylaminobenzoic acids isopentyl ester, benzoic acid 2- dimethylaminoethyls Ester, 4- dimethylaminobenzoic acid 2- ethylhexyls, N, N- dimethyl-p-toluidines, 4,4 '-bis- (dimethylamino) hexichol first Ketone (common name Michler's keton (Michler ' s ketone)), 4,4 '-bis- (diethylamino) benzophenone and 4,4 '-bis- (ethyl first Base amino) benzophenone etc., it can preferably enumerate 4,4 '-bis- (diethylamino) benzophenone.In addition, as amine compounds, it can Use the commercially available products such as EAB-F (hodogaya chemical industry (strain) is made).

As alkoxy anthracene compound, 9,10- dimethoxys anthracene, 2-ethyl-9,10-dimethoxypyrene, 9,10- can be enumerated Diethoxy anthracene, 2- ethyl -9,10- diethoxies anthracene, 9,10- dibutoxies anthracene and 2- ethyl -9,10- dibutoxy anthracenes etc..

As thioxanthone compounds, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4- diethyl thioxanthenes can be enumerated Ketone, bis- clopenthixal ketones of 2,4- and the chloro- 4- propoxythioxanthones of 1- etc..

As carboxylic acid compound, can enumerate phenylsulfartyl acetic acid, aminomethyl phenyl ethyl thioglycollic acid, ethylphenyl ethyl thioglycollic acid, Methylethyl phenyl ethyl thioglycollic acid, 3,5-dimethylphenyl ethyl thioglycollic acid, methoxyphenyl ethyl thioglycollic acid, Dimethoxyphenyl sulfenyl second Acid, chlorophenyl sulfanyl acetic acid, dichlorophenyl ethyl thioglycollic acid, N-phenylglycine, phenoxyacetic acid, naphthylthio acetic acid, N- naphthalenes Base glycine and naphthoxy acetic acid etc..

When using these polymerization trigger auxiliary agent (D1), for its containing ratio, in colored curable resin composition Solid state component total amount in, preferably 0.001~30 mass %, more preferably 0.01~20 mass %.

< solvents (E) >

As solvent (E), such as ester solvent (including-COO- but the solvent not comprising-O- in the molecule), ether can be enumerated Solvent (including-O- but the solvent not comprising-COO- in the molecule), ether-ether solvent (include the molten of-COO- and-O- in the molecule Agent), ketone solvent (including-CO- but the solvent not comprising-COO- in the molecule), alcoholic solvent (include OH but not wrap in the molecule Solvent containing-O- ,-CO- and-COO-), aromatic hydrocarbon solvents, amide solvent and dimethyl sulfoxide (DMSO) etc..

As ester solvent, methyl lactate, ethyl lactate, butyl lactate, 2- hydroxy-methyl isobutyl acids, acetic acid second can be enumerated Ester, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, butyl propionate, isopropyl isobutyrate, ethyl butyrate, fourth Acid butyl ester, methyl pyruvate, ethyl pyruvate, Propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, Hexacyclonic Acid Ester and gamma-butyrolacton etc..

As ether solvents, ethylene glycol single methyl ether, ethylene glycol monomethyl ether, ethylene glycol monopropyl ether, ethylene glycol can be enumerated Single-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, third Glycol list ethylether, propylene glycol monopropyl ether, glycol monobutyl ether, 3- methoxyl groups-n-butyl alcohol, 3- methoxyl group -3- methyl fourths Alcohol, tetrahydrofuran, oxinane, 1,4- dioxanes, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethyl Glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, methyl phenyl ethers anisole, phenetole and methylanisole etc..

As ether-ether solvent, methoxy menthyl acetate, ethyl methoxyacetate, methoxyacetic acid butyl ester, ethoxy can be enumerated Acetic acid methyl ester, ethoxy ethyl acetate, 3- methoxy methyl propionates, 3- methoxypropionates, 3- ethoxypropanoates, 3- ethoxyl ethyl propionates, 2- methoxy methyl propionates, 2- methoxypropionates, 2- methoxy propyls propyl propionate, 2- ethyoxyls Methyl propionate, 2- ethoxyl ethyl propionates, 2- methoxyl groups -2 Methylpropionic acid methyl esters, 2- ethyoxyls -2 Methylpropionic acid ethyl ester, second Sour 3- methoxybutyls, acetic acid 3- methyl -3- methoxybutyls, propylene glycol monomethyl ether, propylene glycol monoethyl second Acid esters, propylene glycol monopropyl ether acetic acid esters, ethylene glycol single methyl ether acetic acid esters, ethylene glycol monomethyl ether acetate, diethylene glycol Single monoethyl ether acetate, diethylene glycol monobutyl ether acetic acid esters and dipropylene glycol methyl ether acetic acid esters etc..

As ketone solvent, 4- hydroxy-4-methyl-2-pentanones, acetone, 2- butanone, 2-HEPTANONE, 3- heptanone, 4- heptan can be enumerated Ketone, 4-methyl-2 pentanone, cyclopentanone, cyclohexanone and isophorone etc..

As alcoholic solvent, methanol, ethyl alcohol, propyl alcohol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, glycerine can be enumerated Deng.

As aromatic hydrocarbon solvents, benzene,toluene,xylene, mesitylene etc. can be enumerated.

As amide solvent, n,N-Dimethylformamide, n,N-dimethylacetamide and N-Methyl pyrrolidone can be enumerated Deng.

These solvents can be also used in combination of two or more.

For the content of solvent (E), in the total amount of colored curable resin composition, preferably 70~95 matter Measure %, more preferably 75~90 mass %.

Can include colored curable in advance when preparing color dispersion liquid making colorant (A) be scattered in solvent (E) Part or all of the resin (B) contained in resin combination, preferably a part.By making in advance, it includes resin (B), energy Further improve dispersion stabilization when coloured composition is made.

< levelling agents (F) >

As levelling agent (F), silicone based surfactants, fluorine system surfactant and having with fluorine atom can be enumerated Machine silicon-based surfactant etc..They can have polymerizable group on side chain.

As silicone based surfactants, the surfactant etc. with siloxanes key in the molecule can be enumerated.Specifically For, can enumerate Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA,Toray Silicone SH28PA,Toray Silicone SH29PA,Toray Silicone SH30PA, Toray Silicone SH8400 (Dow Corning Toray Co., Ltd. system), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (SHIN-ETSU HANTOTAI's chemical industry (strain) system), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452 and TSF4460 (Momentive Performance Materials Japan contracts commercial firm system) etc..

As fluorine system surfactant above-mentioned, the surfactant etc. with fluorocarbon chain in the molecule can be enumerated.Specifically For, Fluorad (registered trademark) FC430, Fluorad FC431 (Sumitomo 3M Ltd. systems), MEGAFACE can be enumerated (registered trademark) F142D, MEGAFACE F171, MEGAFACE F172, MEGAFACE F173, MEGAFACE F177, MEGAFACE F183, MEGAFACE F554, MEGAFACE R30, MEGAFACE RS-718-K (DIC (strain) systems), EFTOP (registered trademark) EF301, EFTOP EF303, EFTOP EF351, EFTOP EF352 (Mitsubishi Materials Electronic Chemicals Co., Ltd. system), Surflon (registered trademark) S381, Surflon S382, Surflon SC101, Surflon SC105 (Asahi Glass (strain) system) and E5844 (Daikin Fine Chemical Kenkyusho, K.K. System) etc..

As the silicone based surfactants above-mentioned with fluorine atom, can enumerate in the molecule have siloxanes key and The surfactant etc. of fluorocarbon chain.Specifically, can enumerate MEGAFACE (registered trademark) R08, MEGAFACE BL20, MEGAFACE F475, MEGAFACE F477 and MEGAFACE F443 (DIC (strain) systems) etc..

About the containing ratio of levelling agent (F), for the total amount of colored curable resin composition, preferably 0.001 mass % or more, 0.2 mass % hereinafter, preferably 0.002 mass % or more, 0.1 mass % hereinafter, more preferably 0.007 0.07 mass % of quality % or more are hereinafter, most preferably 0.007 mass % or more, 0.05 mass % or less.It should be noted that The content of aforesaid pigments dispersant is not included in the content.When the content of levelling agent (F) is in aforementioned range, colour filter can be made Flatness it is good.

< other compositions >

The colored curable resin composition of the present invention may include filler, other high-molecular compounds, close as needed Close the known additive in this technical field such as accelerating agent, antioxidant, light stabilizer, chain-transferring agent.

The manufacturing method > of < colored curable resin compositions

The colored curable resin composition of the present invention for example can be by by colorant (A), resin (B), polymerism chemical combination Object (C), polymerization initiator (D) and as needed and use solvent (E), levelling agent (F), polymerization trigger auxiliary agent (D1) and Other compositions mix to prepare.

It is excellent for compound (I), red pigment and as needed and for the pigment as colorant (A1) that uses Choosing is mixed with part or all of solvent (E) in advance, makes its dispersion using ball mill etc., until the average grain diameter of pigment becomes 0.2 μm or less left and right.At this point, part or all of aforesaid pigments dispersant, resin (B) can be coordinated as needed.By Remaining ingredient is mixed in the dispersible pigment dispersion obtained in the manner described above to become defined concentration, can prepare colored curable Resin combination.

It especially, can be in previously prepared solution, the He Bao containing compound (I) for including compound (I) and solvent (E) After the solution containing red pigment containing red pigment and solvent (E), using the solution that should contain compound (I) and it should contain red The solution of color pigment prepares colored curable resin composition.Solution containing compound (I) contains the solution of red pigment It can be prepared by making compound (I) or Red Pigment Dispersion in solvent (E) and being mixed.Contain the molten of compound (I) Liquid or solution containing red pigment may include a part or complete for the solvent (E) contained in colored curable resin composition Portion.

It is preferred that the filter for being 0.1~10 μm or so with aperture carried out mixed colored curable resin composition Filter.

The manufacturing method > of < colour filters

As the method for manufacturing colored pattern by the colored curable resin composition of the present invention, photoetching process, spray can be enumerated The method of the use of ink and water, print process etc..Wherein preferred photoetching process.Photoetching process is following methods:Aforementioned colored curable resin composition is coated with It in substrate and makes it dry to form coloring compositions nitride layer, the coloring compositions nitride layer is exposed across photomask, carry out Development.By in photolithography when exposure without using photomask and/or without development, so as to be formed as above-mentioned The coloring film of the solidfied material of color composition layer.It can be using the colored pattern formed in the manner described above, coloring film as this hair Bright colour filter.

The film thickness of the colour filter of making is not particularly limited, and can suitably be adjusted according to purpose, purposes etc., for example, 0.1~ 30 μm, preferably 0.1~20 μm, further preferably 0.5~6 μm.

As substrate, quartz glass can be used, borosilicate glass, alumina silicate glass, on surface be coated with titanium dioxide The resin plates such as the glass plates such as the soda-lime glass of silicon, makrolon, polymethyl methacrylate, polyethylene terephthalate, Silicon forms product obtained from aluminium, silver, silver/copper/palldium alloy film etc. on aforesaid base plate.It can be formed on these substrates Other color-filter layers, resin layer, transistor, circuit etc..

Being formed based on photolithographic each color pixel can be carried out using known or usual device, condition.For example, can be according to Following manner is made.

First, colored curable resin composition is coated on substrate, by be thermally dried (prebake conditions) and/or It is dried under reduced pressure and removes the volatile ingredients such as solvent to be dried, obtain smooth coloring compositions nitride layer.

As coating method, spin-coating method, slot coated method, slot coated and spin-coating method (slit and spin can be enumerated Coating) etc..

Temperature when being thermally dried is preferably 30~120 DEG C, more preferably 50~110 DEG C.In addition, when as heating Between, preferably 10 seconds~60 minutes, more preferably 30 seconds~30 minutes.

When being dried under reduced pressure, carried out preferably under the pressure of 50~150Pa, within the temperature range of 20~25 DEG C.

The film thickness of coloring compositions nitride layer is not particularly limited, and is according to the suitably selection of the film thickness of the colour filter as target It can.

Next, being exposed to coloring compositions nitride layer across the photomask for being used to form target coloration pattern.The light is covered Pattern on mould is not particularly limited, and pattern corresponding with intended applications can be used.

As the light source used in exposure, the light source of the light of the wavelength of 250~450nm is preferably generated.For example, can be directed to Light less than 350nm stops it using the optical filter (filter) that can stop (cut) wavelength region, alternatively, can The bandpass filter that these wavelength regions can be extracted is used for the light near 436nm, near 408nm, near 365nm (band pass filter) is subject to it selective extraction.Specifically, mercury lamp, light emitting diode, metal halogen can be enumerated Compound lamp, halogen lamp etc..

In order to equably irradiate parallel rays or progress photomask to entire plane of exposure and form coloring compositions nitride layer Substrate it is accurate contraposition, it is preferable to use the exposure devices such as mask aligner and stepper.

Coloring compositions nitride layer after making exposure contacts with developer solution and develops, so as to be formed on substrate Colored pattern.By development, the unexposed portion of coloring compositions nitride layer can be made to be dissolved in developer solution and be removed.As development The aqueous solution of the alkali compounds such as liquid, such as preferred potassium hydroxide, sodium bicarbonate, sodium carbonate, tetramethylammonium hydroxide.These alkali The concentration of property compound in aqueous solution is preferably 0.01~10 mass %, more preferably 0.03~5 mass %.In addition, development Liquid may include surfactant.

Developing method can be appointing in sheathed immersion development method (puddle method), infusion process and spray-on process etc. Where method.In addition, can be by substrate with arbitrary angle tilt in development.

It is preferred that being washed after development.

Furthermore it is preferred that being toasted after being carried out to obtained colored pattern.Baking temperature is preferably 150~250 DEG C afterwards, more preferably It is 160~235 DEG C.Post-bake times are preferably 1~120 minute, more preferably 10~60 minutes.

Colored curable resin composition through the invention can make the colour filter that especially contrast is excellent.It should Colour filter in display device (for example, liquid crystal display device, organic el device, Electronic Paper etc.) and solid photographic device as using Colour filter be useful.

Embodiment

Hereinafter, illustrating the colored curable resin composition of the present invention in further detail by embodiment.As without especially Illustrate, " % " and " part " in example is quality % and mass parts.

In synthesis example below, mass spectrum (LC is utilized:1200 type of Agilent systems, MASS:Agilent LC/MSD types) Or elemental analysis (VARIO-EL;(Elementar (strain) systems)) compound is identified.

Synthesis example 1

By the 300 parts of mixing of 3 parts of phthalonitrile (phthalonitrile) (Tokyo chemical conversion industry (strain) system) and methanol.One While the temperature of obtained mixture is remained 5 DEG C or less, through 30 minutes 28% methanol solution of sodium methylate being added dropwise on one side, (and light is pure Medicine industry (strain) system) 2.71 parts, it carries out stirring for 6 hours in 5 DEG C.On one side by the temperature of obtained mixture remain 5 DEG C or less, 14 parts of acetic acid is added on one side.5- cyano -4-oxopentanoic acid is added into obtained mixture (according to Journal of Organic Chemistry, 1992,57 (18), the method synthesis described in 5005-5013) 12 parts, it carries out stirring for 26 hours in 45 DEG C.It is right Obtained mixture is filtered, and uses 15 parts of 300 parts of water, 300 parts of methanol, n,N-Dimethylformamide debris successively. Obtained residue is dried under reduced pressure in 60 DEG C, obtains the compound (compound number 136 of formula (I-1) expression.With Under, sometimes referred to as compound (I-1).) 7.4 parts (yields 80%).

The identification > for the compound (compound number 136) that < formulas (I-1) indicate

(mass spectrum) ionization mode=ESI+:M/z=[M+H]⁺394

Accurate molecular weight (Exact Mass):393

Synthesis example 2

In addition to by the 5- cyano of synthesis example 1-12 parts of 4-oxopentanoic acid be changed to 4- (2- Cyanoacetyls) benzoic acid (according to Method synthesis described in US2680731) other than 14 parts, is synthesized using method same as synthesis example 1, obtain formula (I- 2) compound (compound number 46 indicated.Hereinafter, sometimes referred to as compound (I-2).) 10 parts (yields 83%).

The identification > for the compound (compound number 46) that < formulas (I-2) indicate

(mass spectrum) ionization mode=ESI+:M/z=[M+H]⁺490

Accurate molecular weight (Exact Mass):489

Synthesis example 3

(1) synthesis of adjacent Cyanoacetyl phenylacetic acid

By 2- (2- methoxyl group -2- oxoethyls) benzoic acid (being synthesized according to the method described in WO2015/100363) 18 Part is dissolved in 540 parts of THF.On one side by the temperature of obtained mixture remain -50 DEG C or less, while pass through 120 minutes be added dropwise The hexane solution of bis- (trimethyl silyl) lithium amides of 1mol/L (Lithium bis (trimethylsilyl) amide) (closes Eastern chemistry (strain) system) 371 parts, stir within 30 minutes.On one side remain -50 DEG C or less, while pass through 90 minutes be added dropwise acetonitrile (close Eastern chemistry (strain) system) 23 parts, 25 DEG C are warming up to, carries out stirring for 6 hours in 25 DEG C.Reaction solution is washed, anhydrous slufuric acid is used Acetic acid ethyl ester extract is dried in sodium, and distillation removal solvent, uses ethyl acetate/n-hexane (volume ratio 2/ after filtering 1) residue, is purified by reprecipitation, obtains adjacent Cyanoacetyl phenylacetic acid 13 parts (yields 69%).

(2) synthesis for the compound (compound number 73) that formula (I-3) indicates

By the 300 parts of mixing of 3 parts of phthalonitrile (Tokyo chemical conversion industry (strain) system) and methanol.The mixture that will be obtained on one side Temperature remain 5 DEG C or less, through 30 minutes 28% methanol solution of sodium methylate (and Wako Pure Chemical Industries (strain) make) be added dropwise on one side It 2.71 parts, carries out stirring for 6 hours in 5 DEG C.On one side by the temperature of obtained mixture remain 5 DEG C or less, while add acetic acid 14 parts.Adjacent 11 parts of Cyanoacetyl phenylacetic acid is added into obtained mixture, carries out stirring for 26 hours in 45 DEG C.To obtaining Mixture be filtered, successively use 300 parts of water, 300 parts of methanol, 15 parts of debris of n,N-Dimethylformamide.In 60 DEG C obtained residue is dried under reduced pressure, obtains the compound (compound number 73 of formula (I-3) expression.Hereinafter, sometimes Referred to as compound (I-3).) 9 parts (yields 71%).

The identification > for the compound (compound number 73) that < formulas (I-3) indicate

(mass spectrum) ionization mode=ESI+:M/z=[M+H]⁺518

Accurate molecular weight (Exact Mass):517

Synthesis example 4

(1) synthesis of 4- carboxyls -1- (4- cyano -3- oxygroups butyl) benzene

4- carboxyl -1- methyl phenylpropionates (being synthesized according to the method described in WO 2005/012220) are dissolved in for 30.0 parts In 900 parts of THF.On one side by the temperature of obtained mixture remain -50 DEG C or less, while pass through 120 minutes be added dropwise 1mol/L it is bis- 576 parts of the hexane solution (Northeast chemistry (strain) system) of (trimethyl silyl) lithium amide, stir within 30 minutes.It keeps on one side 36 parts of acetonitrile (Northeast chemistry (strain) system) is added dropwise for -50 DEG C or less, on one side through 90 minutes, is warming up to 25 DEG C, it is small to carry out 6 in 25 DEG C When stir.Reaction solution is washed, acetic acid ethyl ester extract is dried with anhydrous sodium sulfate, distillation removal is molten after filtering Agent purifies residue using ethyl acetate/n-hexane (volume ratio 2/1) by reprecipitation, obtains 4- carboxyls -1- (4- cyanogen Base -3- oxygroups butyl) benzene 26.6 parts (yields 85%).

(2) synthesis for the compound (compound number 154) that formula (I-4) indicates

In addition to the 5- cyano of synthesis example 1-12 parts of 4-oxopentanoic acid is changed to 4- carboxyls-1- (4- cyano-3- oxygroup fourths Base) other than 12 parts of benzene, synthesized using method same as synthesis example 1, obtain the compound (compound of formula (I-4) expression Number is 154.Hereinafter, sometimes referred to as compound (I-4).) 7.7 parts (yields 60%).

The identification > for the compound (compound number 154) that < formulas (I-4) indicate

(mass spectrum) ionization mode=ESI+:M/z=[M+H]⁺546

Accurate molecular weight (Exact Mass):545

Synthesis example 5

(1) to the synthesis of Cyanoacetyl phenylacetic acid

In addition to 2- (2- methoxyl group -2- oxoethyls) benzoic acid of synthesis example 3 (1) is changed to 4- (2- methoxyl group -2- oxygen For ethyl) other than benzoic acid, synthesized according to the same manner.Obtain that (yield is to 13 parts of Cyanoacetyl phenylacetic acid 70%).

(2) synthesis for the compound (compound number 82) that formula (I-5) indicates

Other than the adjacent Cyanoacetyl phenylacetic acid of synthesis example 3 (2) is changed to Cyanoacetyl phenylacetic acid, It is synthesized according to the same mode with synthesis example 3 (2).Obtain the compound (compound number 82 of formula (I-5) expression.With Under, sometimes referred to as compound (I-5).) 8.7 parts (yields 68%).

The identification > for the compound (compound number 82) that < formulas (I-5) indicate

(mass spectrum) ionization mode=ESI+:M/z=[M+H]⁺518

Accurate molecular weight (Exact Mass):517

Synthesis example 6

By 4- (trifluoromethyl) phthalonitrile (being synthesized according to the method described in Japanese Unexamined Patent Publication 6-41137) 4.6 parts With 300 parts of mixing of methanol.On one side by the temperature of obtained mixture remain 5 DEG C or less, while pass through 30 minutes be added dropwise 28% first 2.71 parts of sodium alkoxide methanol solution (and Wako Pure Chemical Industries (strain) system), carries out stirring for 6 hours in 5 DEG C.The mixture that will be obtained on one side Temperature remain 5 DEG C or less, on one side add 14 parts of acetic acid.3- (2- Cyanoacetyls) benzene first is added into obtained mixture Acid is (according to Bioorganic&Medicinal Chemistry Letters, 2010,20 (3), the method described in 922-926 Synthesis) 14.2 parts, it carries out stirring for 26 hours in 45 DEG C.Obtained mixture is filtered, uses 300 parts of water, methanol 300 successively 15 parts of part, N,N-dimethylformamide debris.Obtained residue is dried under reduced pressure in 60 DEG C, obtains formula (I- 6) compound 7.7 parts (yields 59%) that (compound number 40) indicates.

The identification > for the compound (compound number 40) that < formulas (I-6) indicate

(mass spectrum) ionization mode=ESI+:M/z=[M+H]⁺558

Accurate molecular weight (Exact Mass):557

Synthesis example 7

So that the tert-pentyl alcohol of 174g is reacted with metallic sodium 22.2g in 130 DEG C in a nitrogen atmosphere, synthesizes sodium tert-amyl alcohol.By its 60 DEG C are heated to, addition 4- bromobenzylcyanides 91.0g, two tert-pentyl ester 71.05g of succinic acid, tert-pentyl alcohol 108.9g stir within 2 hours It mixes, liquid temperature is made to become 85 DEG C or less.Stirrings in 18 hours or more are further carried out to the suspension to be then added to and cooled down To in the mixed liquor of -10 DEG C of methanol 200g, water 1000g and sulfuric acid 49.21g.After the addition of suspension, 0 DEG C is remained, Stir within 5 hours, completes reaction, then filter solid ingredient.Solid state component is alternately washed repeatedly with first alcohol and water, until Filtrate the precipitation of decoloration and salt disappear.Then, solid state component do within 18 hours with 80 DEG C of vacuum drier It is dry, obtain red pigment (A-1).Receipts amount is 107g.

Synthesis example 8

In the presence of 50 parts of 1-Methyl-2-Pyrrolidone, under dark conditions, compound that formula (xx1) is indicated 40.6 parts and 8 parts of mixing of diethylamide (Tokyo chemical conversion industry (strain) system), carry out stirring for 3 hours in 30 DEG C.The reaction that will be obtained Liquid is cooled to room temperature, and is then added in the mixed liquor of 400 parts of water, 20 parts of 35% hydrochloric acid, carries out stirring for 1 hour at room temperature, As a result, crystallization has been precipitated.Crystallization be precipitated is obtained as the residue of suction filtration, is then dried, and formula (xx2) table is obtained 44 parts of the compound shown.

Next, in the presence of 50 parts of 1-Methyl-2-Pyrrolidone, in 100 DEG C, compound that formula (xx2) is indicated 44 parts and San Jiayangji [3- (methylamino) Bing Jis ]21.4 parts of silane (Tokyo chemical conversion industry (strain) system) heat within 5 hours. Obtained reaction solution is cooled to room temperature, is then filtered, is washed for 100 parts with water, the crystallizing and drying that will be obtained obtains 52 parts of the compound that formula (X-1) indicates.

The identification for the compound that formula (X-1) indicates

(mass spectrum) ionization mode=ESI+:M/z=[M+H]⁺599.2

Accurate molecular weight (Exact Mass):598.1

Synthesis example 9

At room temperature by 5.0 parts of the compound of formula (xx2) expression, N-Methyl pyrrolidone (and Wako Pure Chemical Industries (strain) are made) 35 parts of mixing, are added dropwise 3.4 parts of dipropylamine (Tokyo chemical conversion industry (strain) system) at a temperature of no more than 20 DEG C into mixture, 80 DEG C are warming up to, stir within 3 hours.After reaction solution is cooled to room temperature, 3.4 parts of concentrated hydrochloric acid, the mixture that will be obtained are added In input to 315 parts of saturated salt solution.Obtained precipitate is obtained as the residue of suction filtration, with ion exchange water 630 Part is washed, and is then dried, and 3.9 parts of the compound of formula (X-3) expression is obtained.Yield is 69%.

The identification for the compound that formula (X-3) indicates

(mass spectrum) ionization mode=ESI⁺:M/z=[M+H]⁺507.7

Accurate molecular weight (Exact Mass):506.7

Synthesis example 10

Appropriate nitrogen is flowed into the flask of the 1L with reflux condensing tube, dropping funel and blender, is replaced as nitrogen Atmosphere is packed into 280 parts of propylene glycol monomethyl ether, 80 DEG C is heated to while stirring.Next, being added dropwise through 5 hours 38 parts of acrylic acid, acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Decane -8- base esters and acrylic acid 3,4- epoxy tricyclics [5.2.1.0^2,6]The mixed solution of 289 parts of the mixture of decane -9- base esters, 125 parts of propylene glycol monomethyl ether.It is another Aspect was added dropwise through 6 hours 2,2- azos bis- (2,4- methyl pentane nitriles) being dissolved in propylene glycol monomethyl ether 235 for 33 parts Mixed solution obtained from part.After completion of dropwise addition, kept for 4 hours at the same temperature, it is then cooled to room temperature, consolidate The solution for the copolymer (resin B 1) that state ingredient is 35.0%.The weight average molecular weight of obtained resin B 1 is 8800, and dispersion degree is 2.1, the acid value according to solid state component conversion is 77mg-KOH/g.

Solvent:THF (tetrahydrofuran)

Flow velocity:1.0mL/min

Detector:RI

Correction standard substance:TSK STANDARD POLYSTYRENE F-40,F-4,F-288,A-2500,A-500 (Tosoh (strain) systems)

By the ratio between the weight average molecular weight to convert according to polystyrene obtained through the above way and number-average molecular weight (Mw/ Mn) it is used as molecular weight distribution.

Synthesis example 11

Nitrogen is flowed into right amount into the flask of the 1L with reflux condensing tube, dropping funel and blender, is replaced as nitrogen Atmosphere is packed into 371 parts of propylene glycol monomethyl ether, 85 DEG C is heated to while stirring.Next, being added dropwise through 4 hours 54 parts of acrylic acid, acrylic acid 3,4- epoxy San Huans [5.2.1.0^2,6]Decane -8- base esters and acrylic acid 3,4- epoxy tricyclics [5.2.1.0^2,6]225 parts of the mixture of decane -9- base esters, 81 parts of vinyltoluene (isomer mixture), propylene glycol monomethyl The mixed solution that 80 parts of ether acetic acid ester.On the other hand, it was added dropwise polymerization initiator 2, bis- (2, the 4- dimethyl of 2- azos through 5 hours Valeronitrile) 30 parts be dissolved in 160 parts of propylene glycol monomethyl ether obtained from solution.The completion of dropwise addition of initiator solution Afterwards, it is kept for 4 hours at the same temperature, it is then cooled to which room temperature, obtains the copolymer (resin B 3) that solid state component is 37.5% Solution.The weight average molecular weight of obtained resin B 3 is 10600, dispersion degree 2.0, and the acid value to convert according to solid state component is 112mg-KOH/g。

The weight average molecular weight (Mw) of resin and the measurement of number-average molecular weight (Mn) using GPC method under the following conditions into Row.

Device:K2479 ((strain) Shimadzu Seisakusho Ltd. system)

Column:SHIMADZU Shim-pack GPC-80M

Column temperature:40℃

Examples 1 to 6, comparative example 1~3

(1) preparation of colored curable resin composition

Ingredient shown in table 7 is mixed, using ball mill, prepares the dispersion liquid 1~7 for being dispersed with compound (I).

[Table 7]

Additionally, ingredient shown in table 8 is mixed, the Red Pigment Dispersion for obtaining being dispersed with red pigment using ball mill Liquid.Red pigment (A-1) in table is the red pigment obtained in synthesis example 7.In addition, the red pigment (A-2) in table is C.I. paratonere 177.

[Table 8]

Next, ingredient shown in table 9 and table 10 is mixed, colored curable resin composition is obtained.

[Table 9]

[Table 10]

Wherein, each symbol indicates compound below respectively.

(A-X1):C.I. pigment yellow 185

(A-X2):C.I. pigment yellow 13 9

(B-1):Resin B 1 (converts) according to solid state component

(B-2):Resin B 3 (converts) according to solid state component

(C-1):(the villages Xin Zhong the more acrylate of dipentaerythritol (Di-pentaerythritol Polyacrylate) Learn industrial (strain) system " A9550 ")

(D-1):The compound (Changzhou Tronly New Electronic Materials Co., Ltd.'s system) that formula (d) indicates

(E-1):4- hydroxy-4-methyl-2-pentanones (also referred to as diacetone alcohol)

(E-2):Propylene glycol monomethyl ether

(F-1):Polyether modified silicon oil (Toray Silicone SH8400;Dow Corning Toray Co.,Ltd. System)

(2) making of film is coloured

Using spin-coating method, the film thickness toast later after becomes about 2~3 μm of mode, in the glass substrate of 5cm square (Eagle XG;Corning corporations) on be coated with colored curable resin composition, then, in 100 DEG C carry out 3 minutes preliminary dryings It is roasting, form coloring compositions nitride layer.After placing cooling, exposure machine (TME-150RSK is used;TOPCON CORPORATION systems), Under air atmosphere, with 80mJ/cm²Light exposure (on the basis of 365nm) the coloring compositions nitride layer that is formed on substrate is carried out Light irradiates.After light irradiation, in an oven, is toasted after being carried out 30 minutes in 230 DEG C, obtain coloring film.

(3) film thickness measuring

For obtained coloring film, film thickness measuring device (DEKTAK3 is used;Japanese vacuum technique (strain) system)) it measures Film thickness.

(4) chromaticity evaluation

For obtained coloring film, colour examining machine (OSP-SP-200 is used;OLYMPUS (strain) makes) light splitting is measured, use C The characterisitic function of light source measures xy chromaticity coordinates (x, y) and values Y in the XYZ colorimeter systems of CIE.The value of Y is bigger, then Indicate that lightness is higher.Show the result in table 11 and table 12.

(5) contrast is evaluated

For obtained coloring film, contrast meter (CT-1 is used:Pot slope motor (strain), color evaluating BM-5A: TOPCON CORPORATION systems, light source:F-10, light polarizing film:Pot slope motor (strain)), measure contrast.It should be noted that Blank value when measurement is 30,000.Show the result in table 11 and table 12.

[Table 11]

[Table 12]

As shown in table 11, for being combined with implementation any in red pigment (A-1) and compound (I-1)~(I-5) For example 1~5, compared with comparative example 1~2, contrast is excellent.In addition, as shown in table 12, for being combined with red pigment (A- 2) and for the embodiment 6 of compound (I-2), compared with comparative example 3, contrast is excellent.Embodiment 6 compared with comparative example 3, though Right film thickness is thick, but contrast is high.

Embodiment 7~17

(1) preparation of colored curable resin composition

Ingredient shown in table 13 is mixed, using ball mill, prepares the dispersion liquid for the compound for being dispersed with formula (I) expression.

[Table 13]

Additionally, ingredient shown in table 14 is mixed, prepares the solution containing xanthene compound.In table, compound (X-2) Refer to C.I. solvent reds 130.

[Table 14]

Further, ingredient shown in table 15 is mixed, using ball mill, obtains the dispersible pigment dispersion for being dispersed with pigment.

[Table 15]

Next, ingredient shown in table 16 is mixed, cured composition for color is obtained.

[Table 16]

Wherein, each symbol indicates compound below respectively.

(A-3):C.I. paratonere 254

(B-1):Resin B 1 (converts) according to solid state component

(B-2):Resin B 3 (converts) according to solid state component

(C-1):The more acrylate of dipentaerythritol (villages Xin Zhong chemical industry (strain) makes " A9550 ")

(E-1):4- hydroxy-4-methyl-2-pentanones (also referred to as diacetone alcohol)

(E-2):Propylene glycol monomethyl ether

(2) making of film is coloured

Using spin-coating method, the film thickness toast later after becomes about 2~4 μm of mode, in the glass substrate of 5cm square (Eagle XG;Corning corporations) on be coated with colored curable resin composition, then, in 100 DEG C carry out 3 minutes preliminary dryings It is roasting, form coloring compositions nitride layer.After placing cooling, exposure machine (TME-150RSK is used;TOPCON CORPORATION systems), Under air atmosphere, with 80mJ/cm²Light exposure (on the basis of 365nm) the coloring compositions nitride layer that is formed on substrate is carried out Light irradiates.After light irradiation, in an oven, is toasted after being carried out 30 minutes in 230 DEG C, obtain coloring film.

(3) film thickness measuring

(4) chromaticity evaluation

For obtained coloring film, colour examining machine (OSP-SP-200 is used;OLYMPUS (strain) makes) light splitting is measured, use C The characterisitic function of light source measures xy chromaticity coordinates (x, y) and values Y in the XYZ colorimeter systems of CIE.The value of Y is bigger, then Indicate that lightness is higher.

(5) contrast is evaluated

For obtained coloring film, contrast meter (CT-1 is used:Pot slope motor (strain), color evaluating BM-5A: TOPCON CORPORATION systems, light source:F-10, light polarizing film:Pot slope motor (strain)) measure contrast.It should be noted that surveying The blank value of timing is 30,000.

Show the result in table 17.

[Table 17]

Industrial availability

Colored curable resin composition through the invention can make the colour filter that especially contrast is excellent.

Claims

1. colored curable resin composition, which contain toner, resin, polymerizable compound and polymerization initiators, wherein

As colorant, including at least one kind of and formula (I) in the group being made of red pigment and xanthene compound indicates Compound,

In formula (I),

A) a be 1~10 in arbitrary integer when,

X indicates CR⁸R⁹,

R¹Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen atom, - the CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for-O- ,- CO-,-S(O)₂Or-NR^na, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, in addition, should Alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition,

R²~R⁹Independently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with the miscellaneous of substituent group Ring group, hydrogen atom, halogen atom, cyano, nitro ,-CO₂ ^-Or-S (O)₂O^-,-the CH that includes in the alkyl₂And the heterocycle packet Containing-the CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na, do not include passing through still Replacement-CH₂And formation-COOH or-S (O)₂The case where OH, in addition, the alkyl and the heterocycle can have selected from by-CO₂ ^- With-S (O)₂O^-At least one of group of composition,

R²And R³,R³And R⁴,R⁴And R⁵,R⁶And R⁷And R⁸And R⁹In at least 1 group can together be formed with the carbon atom being respectively bonded can With the ring with substituent group, which includes-the CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂- Or-NR^na, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, in addition, the ring can have Selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition,

R^naIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen atom, The alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition, R^naThere are multiple When, they can be the same or different,

M^b+Indicate the metal ion of hydrogen cation or b valences, M^b+There are it is multiple when, they can be the same or different, M^b+For hydrogen When cation, the hydrogen cation and the-CO₂ ^-Or-S (O)₂O^-It is integrally formed and with-CO₂H and-S (O)₂The form of OH exists,

B indicates the arbitrary integer in 1~6,

M indicates M^b+Number,

N is the number for the relationship for meeting n=b × m/a;

B) when a is 0,

N indicates 1, and m indicates 0,

R¹Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen atom, - the CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for-O- ,- CO-,-S(O)₂Or-NR^nb, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH,

R²~R⁵Independently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with the miscellaneous of substituent group Ring group, hydrogen atom, halogen atom, cyano or the nitro ,-CH for including in the alkyl₂- O- ,-CO- ,-S (O) can be substituted for₂- Or-NR^nb, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH,

R²And R³,R³And R⁴And R⁴And R⁵In at least one set can be formed together with the carbon atom being respectively bonded can have replace The ring of base, the ring include the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb, but It does not include passing through replacement-CH to be₂And formation-COOH or-S (O)₂The case where OH,

R⁶Expression-CO-OR^nb1,-CO-NH₂,-CO-NH(R^nb1),-CO-N(R^nb1)₂,-CO-H,-CO-R^nb1Or-S (O)₂-R^nb1,

Wherein, R⁶Expression-CO-NH (R^nb1) when, R²~R⁵Meet at least one party in (ib) and (iib):

(ib)R²~R⁵At least one of indicate can be with the carbon atom number 1~40 of substituent group alkyl, can with replace Heterocycle, halogen atom, cyano or the nitro of the base ,-CH for including in the alkyl₂And the heterocycle include do not constitute ring- CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb, do not include passing through replacement-CH still₂And shape At-COOH or-S (O)₂The case where OH,

(iib) it is selected from by R²And R³,R³And R⁴And R⁴And R⁵At least one set of and carbon atom being respectively bonded in the group of composition is together It can includes-the CH for not constituting ring with the ring of substituent group, the ring to be bonded and form₂When should-CH₂Can be substituted for- O-,-CO-,-S(O)₂Or-NR^nb, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, R² ~R⁵In the R for not forming ring²~R⁵Indicate independently of each other can be with the carbon atom number 1~40 of substituent group alkyl, can be with Heterocycle, hydrogen atom, halogen atom, cyano with substituent group or the nitro ,-CH for including in the alkyl₂And the heterocycle packet Containing-the CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb, do not include passing through still Replacement-CH₂And formation-COOH or-S (O)₂The case where OH;

R⁷Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle, hydrogen atom, halogen Plain atom, cyano or the nitro ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂- - O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, in addition, R⁷It can be with R⁶And R⁷The carbon atom being bonded forms ring together,

The group that X expressions (1a) indicate,

In formula (1a), R^17b~R^18bThe alkyl that there can be the carbon atom number 1~40 of substituent group is indicated independently of each other, can be had Heterocycle, hydrogen atom, halogen atom, cyano or the nitro of substituted the base ,-CH for including in the alkyl₂And the heterocycle includes - the CH of ring is not constituted₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb, do not include by replacing still Change-CH₂And formation-COOH or-S (O)₂The case where OH,

R^17bAnd R^18bCan together be formed with the carbon atom being respectively bonded can include not constitute ring with the ring of substituent group, the ring - CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb, do not include passing through replacement-CH still₂And Formation-COOH or-S (O)₂The case where OH,

* 1 indicates the connecting key with isoindoline ring,

R^nbIndicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen atom, R^nbThere are it is multiple when, they can be the same or different,

R^nb1Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can be with the heterocycle of substituent group, the alkyl In include-CH₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S can be substituted for (O)₂Or-NR^nb10, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, R^nb1There are multiple When, they can be the same or different,

R^nb10Indicate can be with the carbon atom number 1~35 of substituent group alkyl, can be with substituent group heterocycle or hydrogen original Son, R^nb10There are it is multiple when, they can be the same or different.

2. colored curable resin composition as described in claim 1, wherein as colorant, including red pigment and formula (I) compound indicated.

3. colored curable resin composition as described in claim 1, wherein as colorant, including xanthene compound and The compound that formula (I) indicates.

4. colored curable resin composition as described in claim 1, wherein the group that formula (1a) indicates indicates for formula (2a) Group,

In formula (2a), R^19b~R^20bThe alkyl that there can be the carbon atom number 1~40 of substituent group is indicated independently of each other, can be had The heterocycle or hydrogen atom of substituted the base ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When It should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^nb, do not include passing through replacement-CH still₂And formation-COOH Or-S (O)₂The case where OH,

R^nbIndicate meaning same as above,

* 2 indicate the connecting key with isoindoline ring.

5. colored curable resin composition as described in claim 1, wherein the compound that formula (I) indicates is formula (II) table The compound shown,

In formula (II),

R¹¹Indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle or hydrogen atom, - the CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂Can be substituted for-O- ,- CO-,-S(O)₂Or-NR^na, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, in addition, should Alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition,

R¹²~R¹⁵Independently of each other indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group Heterocycle, hydrogen atom, halogen atom, cyano or the nitro ,-CH for including in the alkyl₂And the heterocycle includes not constitute ring - CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na, do not include passing through replacement-CH still₂And Formation-COOH or-S (O)₂The case where OH, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-The group of composition At least one of,

R¹²And R¹³,R¹³And R¹⁴And R¹⁴And R¹⁵Can together be formed with the carbon atom being respectively bonded can be with the ring of substituent group, should Ring includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂-,-NR^na, do not include logical still Cross replacement-CH₂And formation-COOH or-S (O)₂The case where OH, the ring can have selected from by-CO₂ ^-With-S (O)₂O^-Composition At least one of group,

R¹⁶Expression-CO-OR^na1,-CO-NH₂,-CO-NH(R^na1),-CO-N(R^na1)₂,-CO-H,-CO-R^na1Or-S (O)₂-R^na1,

Wherein, R¹⁶Expression-CO-NH (R^na1) when, R¹²~R¹⁵Meet at least one party in (ix) and (iix):

(ix)R¹²~R¹⁵At least one of indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with taking Heterocycle, halogen atom, cyano or the nitro of the Dai Ji ,-CH for including in the alkyl₂And the heterocycle include do not constitute ring- CH₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na, do not include passing through replacement-CH still₂And shape At-COOH or-S (O)₂The case where OH, in addition, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-Composition At least one of group,

(iix)R¹²And R¹³,R¹³And R¹⁴And R¹⁴And R¹⁵In at least one set be bonded and formed together with the carbon atom being respectively bonded Can include-the CH for not constituting ring with the ring of substituent group, the ring₂When should-CH₂- O- ,-CO- ,-S can be substituted for (O)₂Or-NR^na, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, in addition, the ring can be with With selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition, R¹²~R¹⁵In the R for not forming ring¹²~R¹⁵Mutually Independently indicate can be with the carbon atom number 1~40 of substituent group alkyl, can be with substituent group heterocycle, hydrogen atom, Halogen atom, cyano or the nitro ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When should- CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na, do not include passing through replacement-CH still₂And formation-COOH and-S (O)₂The case where OH, in addition, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-In the group of composition at least It is a kind of;

X¹The group that expression (1a-x) indicates,

In formula (1a-x), R²¹~R²²The alkyl that there can be the carbon atom number 1~40 of substituent group is indicated independently of each other, can be had Heterocycle, hydrogen atom, halogen atom, cyano or the nitro of substituted the base ,-CH for including in the alkyl₂And the heterocycle includes - the CH of ring is not constituted₂When should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na, do not include by replacing still Change-CH₂And formation-COOH or-S (O)₂The case where OH, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition,

R²¹With R²²It can includes-the CH for not constituting ring with the ring of substituent group, the ring that can be mutually bonded and be formed₂When should- CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na, do not include passing through replacement-CH still₂And formation-COOH or-S (O)₂The case where OH, the ring can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition,

* 1 indicates the connecting key with isoindoline ring,

R^naIndicate meaning same as above,

R^na1Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can be with the heterocycle of substituent group, the alkyl In include-CH₂And the heterocycle includes the-CH for not constituting ring₂When should-CH₂- O- ,-CO- ,-S can be substituted for (O)₂Or-NR^na10, do not include passing through replacement-CH still₂And formation-COOH and-S (O)₂The case where OH, in addition, the alkyl And the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-At least one of group of composition, R^na1There are it is multiple when, they It can be the same or different,

R^na10Indicate can be with the carbon atom number 1~35 of substituent group alkyl or can be with the heterocycle of substituent group, R^na10It deposits When multiple, they can be the same or different,

Ax is the possessed-CO of compound that formula (II) indicates₂ ^-With-S (O)₂O^-Sum, indicate 0~10 in arbitrary integer,

MX^bx+Indicate the metal ion of hydrogen cation or bx valences, MX^bx+There are it is multiple when, they can be the same or different, MX^bx+For hydrogen cation when, the hydrogen cation and the-CO₂ ^-Or-S (O)₂O^-It is integrally formed and with-CO₂H and-S (O)₂The shape of OH Formula exists,

Bx indicates the arbitrary integer in 1~6,

When ax is 0, mx 0;When ax is the number other than 0, mx indicates MX^b+Number,

When ax is 0, nx 0;When ax is the number other than 0, nx is the number for the relationship for meeting nx=bx × mx/ax.

6. colored curable resin composition as claimed in claim 5, wherein the group that formula (1a-x) indicates is formula (2a-x) The group of expression,

In formula (2a-x), R²³~R²⁴The alkyl that there can be the carbon atom number 1~40 of substituent group is indicated independently of each other, can be had The heterocycle or hydrogen atom of substituted the base ,-CH for including in the alkyl₂And the heterocycle includes the-CH for not constituting ring₂When It should-CH₂- O- ,-CO- ,-S (O) can be substituted for₂Or-NR^na, do not include passing through replacement-CH still₂And formation-COOH And-S (O)₂The case where OH, in addition, the alkyl and the heterocycle can have selected from by-CO₂ ^-With-S (O)₂O^-In the group of composition At least one,

R^naIndicate meaning same as above,

* 2 indicate the connecting key with isoindoline ring.

7. colored curable resin composition as described in claim 1, wherein xanthene compound is the chemical combination that formula (X1) indicates Object,

In formula (X1), R³¹~R³⁴Independently of each other indicate hydrogen atom, can with substituent group carbon atom number 6~10 aromatic series Alkyl, can with substituent group carbon atom number 1~20 saturated hydrocarbyl or formula (iix) indicate group,

*-R⁵⁰-Si(R²⁹)₃ (iix)

In formula (iix), R²⁹Indicate the alkoxy of hydrogen atom, hydroxyl, the alkyl of carbon atom number 1~4 or carbon atom number 1~4, it is multiple R²⁹It can be the same or different respectively,

R⁵⁰The alkane diyl for indicating carbon atom number 1~10, constitutes-the CH of the alkane diyl₂It can be by-O- ,-CO- ,-NR⁴¹-,- OCO- ,-COO- ,-OCONH- ,-NHCOO- ,-CONH- or-NHCO- are replaced,

* the connecting key with nitrogen-atoms is indicated,

R³¹~R³⁴In, constitute-the CH of the saturated hydrocarbyl₂It can be by-O- ,-CO- ,-NR⁴¹-,-OCO-,-COO-,-OCONH-,- NHCOO- ,-CONH- or-NHCO- are replaced, R³¹And R³²The ring comprising nitrogen-atoms, R can be formed together³³And R³⁴It can shape together At the ring comprising nitrogen-atoms,

R³⁵Expression-OH ,-SO₃ ^-,-SO₃H,-SO₃ ^-Z⁺,-CO₂H,-CO₂ ^-Z⁺,-CO₂R⁴⁰,-SO₃R³⁸Or-SO₂NR³⁹R⁴⁰,

R³⁶And R³⁷Hydrogen atom or the alkyl of carbon atom number 1~6 are each independently represented,

M indicates 0~5 integer, when m is 2 or more, multiple R³⁵It can be the same or different,

K indicates 0 or 1 integer,

X indicates halogen atom,

Z⁺It indicates⁺N(R⁴¹)₄,Na⁺Or K⁺, 4 R⁴¹It can be the same or different,

R³⁸Indicate that the saturated hydrocarbyl of carbon atom number 1~20, the hydrogen atom for including in the saturated hydrocarbyl can be substituted with halogen atoms,

R³⁹And R⁴⁰Hydrogen atom is indicated independently of each other or can be constituted with the saturated hydrocarbyl of the carbon atom number 1~20 of substituent group - the CH of the saturated hydrocarbyl₂It can be by-O- ,-CO- ,-NR⁴¹,-OCO- ,-COO- ,-OCONH- ,-NHCOO- ,-CONH- or- NHCO- is replaced, R³⁹With R⁴⁰It can be mutually bonded and form the heterocycle as 3~10 membered rings comprising nitrogen-atoms,

R⁴¹Indicate that hydrogen atom or the saturated hydrocarbyl of carbon atom number 1~20, the hydrogen atom for including in the saturated hydrocarbyl can be by carbon originals The aromatic hydrocarbyl of subnumber 6~10 replaces.

8. colored curable resin composition as described in claim 1, the colored curable resin composition also includes molten Agent.

9. colour filter is formed by colored curable resin composition described in claim 1.

10. display device, it includes the colour filters described in claim 9.