compound

Abstract

The present invention provides a novel compound that is capable of minimizing the color difference between before and after postbaking.　The compound is represented by formula (I) or formula (II). (In formula (I), Y1 and Z1 each independently represent an oxygen atom or a sulfur atom, and Z2 and Z3 each independently represent a single bond, an oxygen atom or a sulfur atom, with the caveat that at least one among Y1, Z1, Z2 and Z3 represents a sulfur atom. In formula (II), Y2 and Z4 each independently represent an oxygen atom or a sulfur atom, and Z5 represents a single bond, an oxygen atom or a sulfur atom, with the caveat that at least one among Y2, Z4 and Z5 represents a sulfur atom.)

Description

[Technical Field]

[0001] The present invention relates to a compound, a colored resin composition, a color filter, and a display device. [Background technology]

[0002] Optical filters used in displays such as liquid crystal displays, electroluminescent displays, and plasma displays, as well as solid-state imaging devices such as CCD and CMOS sensors, are manufactured from colored resin compositions. Aluminum phthalocyanine pigments are known as colorants for such colored resin compositions. Patent Document 1 describes that an aluminum phthalocyanine pigment having a specific structure as a colorant provides a colored composition for color filters that, when used in color filters, has high brightness and is excellent not only in NMP (N-methylpyrrolidone) resistance but also in developability and coating film flatness. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2016-75837 Summary of the Invention [Problem to be solved by the invention]

[0004] However, the aluminum phthalocyanine pigment described in Patent Document 1 sometimes exhibits a large color difference before and after post-baking. Therefore, the present invention provides a novel compound that can reduce the color difference before and after post-baking. [Means for solving the problem]

[0005] The present invention includes the following inventions. [1] A compound represented by formula (I) or formula (II): [ka] [ka] [In formula (I), R 1 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. R 2 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or Z 3 and R 1 represents a single bond connecting Y 1 and Z 1 each independently represents an oxygen atom or a sulfur atom. Z 2 and Z 3 each independently represents a single bond, an oxygen atom, or a sulfur atom. However, Y 1 , Z 1 , Z 2 and Z 3 At least one of these represents a sulfur atom. X 1 ~X 4 are each independently -R 4 , -OR 4 , -SR 4 , a halogen atom, a nitro group, or a sulfamoyl group which may have a substituent. R 4 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. n1 to n4 each independently represent an integer of 0 to 4. In formula (II), R 3 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. Y 2 and Z 4 each independently represents an oxygen atom or a sulfur atom. Z 5 represents a single bond, an oxygen atom, or a sulfur atom. However, Y 2 , Z 4 and Z 5 At least one of these represents a sulfur atom. X5 ~X 12 are each independently -R 5 , -OR 5 , -SR 5 , a halogen atom, a nitro group, or a sulfamoyl group which may have a substituent. R 5 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. n5 to n12 each independently represent an integer of 0 to 4.] [2] A colored resin composition comprising the compound according to [1] and a resin. [3] The colored resin composition according to [2], which contains a polymerizable compound and a polymerization initiator. [4] A color filter formed from the colored resin composition according to [2] or [3]. [5] A display device comprising the color filter according to [4]. [Effects of the Invention]

[0006] According to the novel compound of the present invention, in a color filter formed from a colored resin composition containing the novel compound, the color difference before and after post-baking can be reduced. DETAILED DESCRIPTION OF THE INVENTION

[0007] <<Compound>> The present invention will be described in more detail below by listing partial structures of the compound represented by formula (I) or formula (II). The novel compound represented by formula (I) or formula (II) according to the present invention can reduce the color difference before and after post-baking in a color filter formed from a colored resin composition containing the novel compound. Furthermore, in one aspect of the present invention, the change in transmittance in the 500 nm to 650 nm range before and after post-baking can be reduced in a color filter formed from a colored resin composition containing the novel compound. The compound represented by formula (I) includes a compound having a resonance structure represented by formula (Ia) or a compound in an equilibrium relationship represented by formula (Ib), and the compound represented by formula (II) includes a compound having a resonance structure represented by formula (IIa) or a compound in an equilibrium relationship represented by formula (IIb).

[0008] [ka]

[0009] [ka]

[0010] [In formula (I), formula (Ia) and formula (Ib), R 1 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. R 2 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or Z 3 and R 1 represents a single bond connecting Y 1 and Z 1 each independently represents an oxygen atom or a sulfur atom. Z 2 and Z 3 each independently represents a single bond, an oxygen atom, or a sulfur atom. However, Y 1 , Z 1 , Z 2 and Z 3 At least one of these represents a sulfur atom. X 1 ~X 4 are each independently -R 4 , -OR 4 , -SR 4 , a halogen atom, a nitro group, or a sulfamoyl group which may have a substituent. R 4 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. n1 to n4 each independently represent an integer of 0 to 4. In formula (II), formula (IIa) and formula (IIb), R 3 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. Y 2 and Z4 each independently represents an oxygen atom or a sulfur atom. Z 5 represents a single bond, an oxygen atom, or a sulfur atom. However, Y 2 , Z 4 and Z 5 At least one of these represents a sulfur atom. X 5 ~X 12 are each independently -R 5 , -OR 5 , -SR 5 , a halogen atom, a nitro group, or a sulfamoyl group which may have a substituent. R 5 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. n5 to n12 each independently represent an integer of 0 to 4.]

[0011] R 1 ~R 5 The hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may be an aliphatic hydrocarbon group or an aromatic hydrocarbon group, and the aliphatic hydrocarbon group may be saturated or unsaturated, and may be linear or cyclic (alicyclic hydrocarbon group).

[0012] R 1 ~R 5 Examples of the saturated or unsaturated chain hydrocarbon group represented by the formula (I) include linear alkyl groups such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, and an icosyl group; Isopropyl, isobutyl, sec-butyl, tert-butyl, 2-ethylbutyl, 3,3-dimethylbutyl, 1,1,3,3-tetramethylbutyl, 1-methylbutyl, 1-ethylpropyl, 3-methylbutyl, neopentyl, 1,1-dimethylpropyl, 2-methylpentyl, 3-ethylpentyl, 1,3-dimethylbutyl, 2-propylpentyl, 1-ethyl-1,2-dimethylpropyl, 1-methylpentyl, 4-methylpentyl, 4-methyl branched alkyl groups such as 1-methylhexyl, 5-methylhexyl, 2-ethylhexyl, 1-methylhexyl, 1-ethylpentyl, 1-propylbutyl, 3-ethylheptyl, 2,2-dimethylheptyl, 1-methylheptyl, 1-ethylhexyl, 1-propylpentyl, 1-methyloctyl, 1-ethylheptyl, 1-propylhexyl, 1-butylpentyl, 1-methylnonyl, 1-ethyloctyl, 1-propylheptyl, and 1-butylhexyl; Ethenyl group (vinyl group), propenyl group (e.g., 1-propenyl group, 2-propenyl group (allyl group)), 1-methylethenyl group, butenyl group (e.g., 1-butenyl group, 2-butenyl group, 3-butenyl group), 3-methyl-1-butenyl group, 1-methyl-1-butenyl group, 3-methyl-2-butenyl group, 1,3-butadienyl group, 3-methyl-1,2-butadienyl group, 1-(2-propenyl)ethenyl group, 1-(1-methylethenyl)ethenyl group, 1,1-dimethyl-2-propenyl group, 1,2-dimethyl-1-propenyl group, 1-ethyl-2-propenyl group, pentenyl group (e.g., 1-pentenyl group, 2-pentenyl group, 3-pentenyl group), alkenyl groups such as 1-(1,1-dimethylethyl)ethenyl, 1,3-dimethyl-1-butenyl, hexenyl (e.g., 1-hexenyl, 5-hexenyl), heptenyl (e.g., 1-heptenyl, 6-heptenyl), octenyl (e.g., 1-octenyl, 7-octenyl), nonenyl (e.g., 1-nonenyl, 8-nonenyl), decenyl (e.g., 1-decenyl, 9-decenyl), undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, nonadecenyl, and icocenyl; Alkynyl groups such as ethynyl, propynyl (e.g., 1-propynyl, 2-propynyl), butynyl (e.g., 1-butynyl, 2-butynyl, 3-butynyl), pentynyl, hexynyl, heptynyl, octynyl (e.g., 1-octynyl, 7-octynyl), nonynyl, decynyl, undecynyl, dodecynyl, tridecynyl, tetradecynyl, pentadecynyl, hexadecynyl, heptadecynyl, octadecynyl, nonadecynyl, and icosynyl; etc. R 1 ~R 5 The saturated chain hydrocarbon group (that is, a straight chain alkyl group, a branched chain alkyl group) represented by the formula (I) preferably has 1 to 10 carbon atoms, more preferably 1 to 7 carbon atoms, and even more preferably 1 to 5 carbon atoms. R 1 ~R5 The unsaturated chain hydrocarbon group (that is, alkenyl group, alkynyl group) represented by the formula (I) preferably has 2 to 10 carbon atoms, more preferably 2 to 7 carbon atoms, and even more preferably 2 to 5 carbon atoms.

[0013] R 1 ~R 5 Examples of the saturated or unsaturated alicyclic hydrocarbon group represented by the formula (I) include a cyclopropyl group, a 1-methylcyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a 1-methylcyclohexyl group, a 2-methylcyclohexyl group, a 3-methylcyclohexyl group, a 4-methylcyclohexyl group, a 1,2-dimethylcyclohexyl group, a 1,3-dimethylcyclohexyl group, a 1,4-dimethylcyclohexyl group, a 2,3-dimethylcyclohexyl group, a 2,4-dimethylcyclohexyl group, and a 2,5-dimethylcyclohexyl group. cycloalkyl groups such as a 2,6-dimethylcyclohexyl group, a 3,4-dimethylcyclohexyl group, a 3,5-dimethylcyclohexyl group, a 2,2-dimethylcyclohexyl group, a 3,3-dimethylcyclohexyl group, a 4,4-dimethylcyclohexyl group, a cyclooctyl group, a 2,4,6-trimethylcyclohexyl group, a 2,2,6,6-tetramethylcyclohexyl group, a 3,3,5,5-tetramethylcyclohexyl group, a 4-pentylcyclohexyl group, a 4-octylcyclohexyl group, and a 4-cyclohexylcyclohexyl group; cycloalkenyl groups such as a cyclohexenyl group (e.g., a cyclohex-1-en-1-yl group, a cyclohex-2-en-1-yl group, a cyclohex-3-en-1-yl group), a cycloheptenyl group, and a cyclooctenyl group; saturated or unsaturated polycyclic hydrocarbon groups such as norbornyl, norbornenyl, adamantyl, and bicyclo[2.2.2]octyl; etc. R 1 ~R 5 The saturated or unsaturated alicyclic hydrocarbon group represented by the formula (I) preferably has 3 to 10 carbon atoms.

[0014] R 1 ~R 5Examples of the aromatic hydrocarbon group represented by the formula (I) include a phenyl group, an o-tolyl group, an m-tolyl group, a p-tolyl group, a 2-ethylphenyl group, a 3-ethylphenyl group, a 4-ethylphenyl group, a 2,3-dimethylphenyl group, a 2,4-dimethylphenyl group, a 2,5-dimethylphenyl group, a 2,6-dimethylphenyl group, a 3,4-dimethylphenyl group, a 3,5-dimethylphenyl group, a 4-vinylphenyl group, an o-isopropylphenyl group, an m-isopropylphenyl group, a p-isopropylphenyl group, an o-tert-butylphenyl group, an m-tert-butylphenyl group, a p-tert-butylphenyl group, a 3,5-di(tert-butyl)phenyl group, a 3,5-di(tert-butyl)-4-methylphenyl group, a 4- aromatic hydrocarbon groups such as a butylphenyl group, a 4-pentylphenyl group, a 2,6-bis(1-methylethyl)phenyl group, a 2,4,6-tris(1-methylethyl)phenyl group, a 4-cyclohexylphenyl group, a 2,4,6-trimethylphenyl group, a 4-octylphenyl group, a 4-(1,1,3,3-tetramethylbutyl)phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 6-methyl-2-naphthyl group, a 5,6,7,8-tetrahydro-1-naphthyl group, a 5,6,7,8-tetrahydro-2-naphthyl group, a fluorenyl group, a phenanthryl group, an anthryl group, a 2-dodecylphenyl group, a 3-dodecylphenyl group, a 4-dodecylphenyl group, a perylenyl group, a chrysenyl group, and a pyrenyl group; R 1 ~R 5 The aromatic hydrocarbon group represented by the formula (I) preferably has 6 to 20 carbon atoms, more preferably 6 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0015] R 1 ~R 5 The hydrocarbon group represented by the formula (I) may be a group obtained by combining the above-mentioned hydrocarbon groups (for example, an aromatic hydrocarbon group and at least one of a chain hydrocarbon group and an alicyclic hydrocarbon group), aralkyl groups such as a benzyl group, a (2-methylphenyl)methyl group, a (3-methylphenyl)methyl group, a (4-methylphenyl)methyl group, a (2-ethylphenyl)methyl group, a (3-ethylphenyl)methyl group, a (4-ethylphenyl)methyl group, a (2-(tert-butyl)phenyl)methyl group, a (3-(tert-butyl)phenyl)methyl group, a (4-(tert-butyl)phenyl)methyl group, a (3,5-dimethylphenyl)methyl group, a 1-phenylethyl group, a 1-methyl-1-phenylethyl group, a 1,1-diphenylethyl group, a (1-naphthyl)methyl group, and a (2-naphthyl)methyl group; arylalkenyl groups such as a 1-phenylethenyl group, a 2-phenylethenyl group (phenylvinyl group), a 2,2-diphenylethenyl group, and a 2-phenyl-2-(1-naphthyl)ethenyl group; arylalkynyl groups such as phenylethynyl groups; a phenyl group to which one or more phenyl groups are bonded, such as a biphenylyl group or a terphenylyl group; Examples include a cyclohexylmethylphenyl group, a benzylphenyl group, and a (dimethyl(phenyl)methyl)phenyl group. These preferably have 7 to 18 carbon atoms, and more preferably 7 to 15 carbon atoms.

[0016] R 1 ~R 5 The group represented by the formula (I) may be a group combining the hydrocarbon groups listed above (for example, a chain hydrocarbon group and an alicyclic hydrocarbon group), such as an alkyl group to which one or more alicyclic hydrocarbon groups are bonded, such as a cyclopropylmethyl group, a cyclopropylethyl group, a cyclobutylmethyl group, a cyclobutylethyl group, a cyclopentylmethyl group, a cyclopentylethyl group, a cyclohexylmethyl group, a (2-methylcyclohexyl)methyl group, a cyclohexylethyl group, or an adamantylmethyl group. These preferably have 4 to 15 carbon atoms, and more preferably 4 to 10 carbon atoms.

[0017] R 1 ~R 5 The hydrocarbon group having 1 to 20 carbon atoms represented by the formula may have a substituent. R 1 ~R 5 The substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) is a heterocyclic group which may have a substituent, a halogen atom, a nitro group, a cyano group, -OR a1 , -CO2R a1 , -SR a1 , -SO2R a1 , -SO3R a1 , -SO2NR a1 R a2 and -NR a1 R a2 etc. where R a1 and R a2 R each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. a1 and R a2 The hydrocarbon group having 1 to 20 carbon atoms represented by the above-mentioned R 1 ~R 5 It is the same as the hydrocarbon group having 1 to 20 carbon atoms represented by the following formula:

[0018] R 1 ~R 5 The heterocyclic group used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the following formula (I) may be monocyclic or polycyclic, and is preferably a heterocyclic ring containing a heteroatom as a ring component. Examples of the heteroatom include a nitrogen atom, an oxygen atom, and a sulfur atom. Examples of heterocycles containing only nitrogen atoms as heteroatoms include monocyclic saturated heterocycles such as aziridine, azetidine, pyrrolidine, piperidine, and piperazine; 5-membered unsaturated heterocycles such as pyrrole, pyrazole, imidazole, 1,2,3-triazole, and 1,2,4-triazole; 6-membered unsaturated heterocycles such as pyridine, pyridazine, pyrimidine, pyrazine, and 1,3,5-triazine; fused bicyclic heterocycles such as indazole, indoline, isoindoline, isoindoline-1,3-dione, indole, indolizine, benzimidazole, quinoline, isoquinoline, quinoxaline, quinazoline, cinnoline, phthalazine, naphthyridine, purine, pteridine, benzopyrazole, and benzopiperidine; and fused tricyclic heterocycles such as carbazole, acridine, and phenazine. Examples of heterocycles containing only oxygen atoms as heteroatoms include monocyclic saturated heterocycles such as oxirane, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-dioxane, and 1,4-dioxane; bicyclic saturated heterocycles such as 1,4-dioxaspiro[4.5]decane and 1,4-dioxaspiro[4.5]nonane; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, and δ-valerolactone; 5-membered unsaturated heterocycles such as furan; 6-membered unsaturated heterocycles such as 2H-pyran and 4H-pyran; fused bicyclic heterocycles such as 1-benzofuran, benzopyran, benzodioxole, chroman, and isochroman; and fused tricyclic heterocycles such as xanthene and dibenzofuran. Examples of heterocycles containing only sulfur atoms as heteroatoms include 5-membered saturated heterocycles such as dithiolane; 6-membered saturated heterocycles such as thiane and 1,3-dithiane; 5-membered unsaturated heterocycles such as thiophene; 6-membered unsaturated heterocycles such as 4H-thiopyran; fused bicyclic heterocycles such as benzothiopyrans (e.g., benzotetrahydrothiopyran) and benzothiophene; and fused tricyclic heterocycles such as thianthrene and dibenzothiophene. Examples of heterocycles containing a nitrogen atom and an oxygen atom as heteroatoms include monocyclic saturated heterocycles such as morpholine, 2-pyrrolidone, and 2-piperidone; monocyclic unsaturated heterocycles such as oxazole and isoxazole; fused bicyclic heterocycles such as benzoxazole, benzisoxazole, benzoxazine, benzodioxane, and benzimidazoline; and fused tricyclic heterocycles such as phenoxazine. Examples of heterocycles containing a nitrogen atom or a sulfur atom as a heteroatom include monocyclic heterocycles such as thiazole; fused bicyclic heterocycles such as benzothiazole; and fused tricyclic heterocycles such as phenothiazine. The heterocyclic group preferably has 2 to 30 carbon atoms, more preferably 3 to 22 carbon atoms, and even more preferably 3 to 20 carbon atoms. The heterocyclic group may have a substituent, and examples of the substituent include a halogen atom, a nitro group, a cyano group, -OR a1 , -CO2R a1 , -SR a1 , -SO2R a1, -SO3R a1 , -SO2NR a1 R a2 and -NR a1 R a2 (However, R a1 and R a2 is the same as above). The bonding position of the heterocycle is the position where any hydrogen atom contained in each ring is eliminated.

[0019] R 1 ~R 5 Examples of the halogen atom used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the following formula include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0020] R 2 Z 3 and R 1 When R is a single bond connecting 1 is a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 1 Part or all of *-Z 3 -P(=Z 1 )-Z 2 -* (* represents a bond) together to form a ring. That is, R 2 Z 3 and R 1 When R is a single bond connecting 1 and Z, any carbon atom in the hydrocarbon group having 1 to 20 carbon atoms which may have a substituent represented by 3 The bond formed by sharing a pair of electrons between 2 This corresponds to a single bond represented by the formula:

[0021] X 1 ~X 12 Examples of the halogen atom represented by the formula (I) include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, with a fluorine atom being preferred.

[0022] X 1 ~X 12 The sulfamoyl group represented by the formula is represented by *-SO2-NH2 (* represents a bond). X 1 ~X12 The sulfamoyl group represented by the formula X may have a substituent. 1 ~X 12 Examples of the substituent of the sulfamoyl group represented by the formula (I) include an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, a heterocyclic group which may have a substituent, a halogen atom, a nitro group, a cyano group, -OR a1 , -CO2R a1 , -SR a1 , -SO2R a1 , -SO3R a1 , -SO2NR a1 R a2 and -NR a1 R a2 (However, R a1 and R a2 (The same as above.) X 1 ~X 12 The optionally substituted heterocyclic group and halogen atom used as the substituent of the sulfamoyl group represented by R 1 ~R 5 Examples of the heterocyclic group and the halogen atom which may have a substituent are the same as those used as the substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the following formula: and preferred embodiments thereof are also the same.

[0023] X 1 ~X 12 Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms that can be used as a substituent for the sulfamoyl group represented by the formula: phenyl group, o-tolyl group, m-tolyl group, p-tolyl group, 2-ethylphenyl group, 3-ethylphenyl group, 4-ethylphenyl group, 2,3-dimethylphenyl group, 2,4-dimethylphenyl group, 2,5-dimethylphenyl group, 2,6-dimethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group, 4-vinylphenyl group, o-isopropylphenyl group, m-isopropylphenyl group, p-isopropylphenyl group, o-tert-butylphenyl group, m-tert-butylphenyl group, p-tert-butylphenyl group, 3,5-di(tert-butyl)phenyl group, 3,5-di(tert-butyl)-4-methylphenyl group, 4-butylphenyl group, aromatic hydrocarbon groups such as a 4-pentylphenyl group, a 2,6-bis(1-methylethyl)phenyl group, a 2,4,6-tris(1-methylethyl)phenyl group, a 4-cyclohexylphenyl group, a 2,4,6-trimethylphenyl group, a 4-octylphenyl group, a 4-(1,1,3,3-tetramethylbutyl)phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 6-methyl-2-naphthyl group, a 5,6,7,8-tetrahydro-1-naphthyl group, a 5,6,7,8-tetrahydro-2-naphthyl group, a fluorenyl group, a phenanthryl group, an anthryl group, a 2-dodecylphenyl group, a 3-dodecylphenyl group, a 4-dodecylphenyl group, a perylenyl group, a chrysenyl group, and a pyrenyl group; and the like. The aromatic hydrocarbon group preferably has 6 to 10 carbon atoms, and more preferably 6 to 8 carbon atoms. The aromatic hydrocarbon group may have a substituent, and examples of the substituent include a halogen atom, a nitro group, a cyano group, -OR a1 , -CO2R a1 , -SR a1 , -SO2R a1 , -SO3R a1 , -SO2NR a1 R a2 and -NR a1 R a2 (However, R a1 and R a2 is the same as above).

[0024] X 1 ~X 4-R expressed as 4 and X 5 ~X 12 -R expressed as 5 is preferably an aliphatic hydrocarbon group having 1 to 20 carbon atoms, more preferably a saturated chain hydrocarbon group having 1 to 20 carbon atoms, even more preferably a saturated chain hydrocarbon group having 1 to 10 carbon atoms, still more preferably a branched alkyl group having 1 to 5 carbon atoms, and particularly preferably a tert-butyl group.

[0025] In formula (I), R 1 teeth, An aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent is preferred, An aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent is more preferred, An aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent is more preferred, An optionally substituted phenyl group is particularly preferred. R 2 teeth, An unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent is preferred, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, is more preferred; An unsaturated chain hydrocarbon group having 2 to 7 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent is more preferred. an optionally substituted alkenyl group having 2 to 7 carbon atoms or an optionally substituted aromatic hydrocarbon group having 6 to 8 carbon atoms is even more preferred; An optionally substituted ethenyl group or an optionally substituted phenyl group is particularly preferred. n1 to n4 each independently represent preferably 0 to 2, more preferably 0 to 1, and even more preferably 0. X 1 ~X 4 are each independently -R 4 Alternatively, a halogen atom is preferred. Y 1 , Z 1 , Z 2 and Z 3 At least one of represents a sulfur atom, and Y 1 is a sulfur atom and Z 1 is an oxygen atom, Y 1 is an oxygen atom and Z 1 is a sulfur atom, and Z 2 and Z 3 It is preferable that at least one of the above embodiments is satisfied, provided that R 2 When is an unsaturated hydrocarbon group, Z 2 and Z 3 is preferably a single bond.

[0026] Y 1 is a sulfur atom and Z 1 is an oxygen atom, and Y 1 is an oxygen atom and Z 1 If is a sulfur atom, Z 2 is a single bond, an oxygen atom, or a sulfur atom, and Z 3 is a single bond, an oxygen atom, or a sulfur atom, and R 1 is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, and R 2 is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, or Z 2 is a single bond and Z 3 is a single bond, and R 1 is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, and R 2 is preferably an unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, and Z 2 is a single bond and Z 3 is a single bond, and R 1 is an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, and R 2 is an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, or Z 2 is a single bond and Z 3 is a single bond, and R 1 is an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, and R2 is more preferably an unsaturated hydrocarbon group having 2 to 7 carbon atoms which may have a substituent. Z 2 and Z 3 If is a sulfur atom, Y 1 is an oxygen atom or a sulfur atom, and Z 1 is an oxygen atom or a sulfur atom, and R 1 is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, and R 2 is preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, and Y 1 is an oxygen atom, and Z 1 is an oxygen atom, and R 1 is an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, and R 2 is more preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent.

[0027] In formula (II), R 3 teeth, An unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent is preferred, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, is more preferred; An unsaturated chain hydrocarbon group having 2 to 7 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent is more preferred. an optionally substituted alkenyl group having 2 to 7 carbon atoms or an optionally substituted aromatic hydrocarbon group having 6 to 8 carbon atoms is even more preferred; An optionally substituted ethenyl group or an optionally substituted phenyl group is particularly preferred. n5 to n12 each independently represent preferably 0 to 2, more preferably 0 to 1, and even more preferably 0. X 5 ~X 12 are each independently -R 5Alternatively, a halogen atom is preferred. Y 2 , Z 4 and Z 5 At least one of R represents a sulfur atom. 3 When is an unsaturated hydrocarbon group, Z 5 is preferably a single bond.

[0028] Y 2 is a sulfur atom and Z 4 is an oxygen atom, and Y 2 is an oxygen atom and Z 4 If is a sulfur atom, Z 5 is a single bond or an oxygen atom, and R 3 is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, or Z 5 is a single bond, and R 3 is preferably an unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, and Z 5 is a single bond, and R 3 is an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, or Z 5 is a single bond, and R 3 is more preferably an unsaturated hydrocarbon group having 2 to 7 carbon atoms which may have a substituent. Y 2 is an oxygen atom and Z 4 is a sulfur atom, and Y 2 and Z 4 If is a sulfur atom, Z 5 is a single bond or an oxygen atom, and R 3 is an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, or Z 5 is a single bond, and R 3 is preferably an unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, and Z 5 is a single bond, and R 3 is an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, or Z 5 is a single bond, and R 3 is more preferably an unsaturated hydrocarbon group having 2 to 7 carbon atoms which may have a substituent, and Z 5 is a single bond, and R3 is more preferably an unsaturated hydrocarbon group having 2 to 7 carbon atoms which may have a substituent.

[0029] The compound represented by formula (I) includes compounds represented by formulas (IA) to (IE).

[0030] [ka]

[0031] [ka]

[0032] [ka]

[0033] [ka]

[0034] [ka]

[0035] [In formula (IA) ~ formula (IE), R 1 , R 2 , Y 1 , Z 1 , Z 2 and Z 3 is the same as above.]

[0036] Examples of the compound represented by formula (IA) include compounds represented by formulae (IA-1) to (IA-24) shown in Table 1. Examples of the compound represented by formula (IB) include compounds represented by formulas (IB-1) to (IB-24) shown in Table 2. Examples of the compound represented by formula (IC) include compounds represented by formulas (IC-1) to (IC-24) shown in Table 3. Examples of the compound represented by formula (ID) include compounds represented by formulas (ID-1) to (ID-24) shown in Table 4. Examples of the compound represented by formula (IE) include compounds represented by formulas (IE-1) to (IE-24) shown in Table 5. In Tables 1 to 5, "i-1" represents a phenyl group, and "i-2" represents an ethenyl group.

[0037] [Table 1]

[0038] The compound represented by formula (IA) includes: Compounds represented by formulas (IA-1) to (IA-6), (IA-13) to (IA-18), (IA-21), and (IA-22) to (IA-24) are preferred, Compounds represented by formula (IA-1), formula (IA-13), formula (IA-21), formula (IA-23) and formula (IA-24) are more preferred.

[0039] [Table 2]

[0040] The compound represented by formula (IB) includes: Compounds represented by formulas (IB-1) to (IB-6), (IB-13) to (IB-18), (IB-21), and (IB-22) to (IB-24) are preferred. Compounds represented by formula (IB-1), formula (IB-13), formula (IB-21), formula (IB-23) and formula (IB-24) are more preferred.

[0041] [Table 3]

[0042] The compound represented by formula (IC) is Compounds represented by formulas (IC-1) to (IC-6), (IC-13) to (IC-18), (IC-21), and (IC-22) to (IC-24) are preferred. Compounds represented by formula (IC-1), formula (IC-13), formula (IC-21), formula (IC-23) and formula (IC-24) are more preferred.

[0043] [Table 4]

[0044] The compound represented by formula (ID) is Compounds represented by formulas (ID-1) to (ID-6), (ID-13) to (ID-18), (ID-21), and (ID-22) to (ID-24) are preferred, Compounds represented by formula (ID-1), formula (ID-13), formula (ID-21), formula (ID-23) and formula (ID-24) are more preferred.

[0045] [Table 5]

[0046] The compound represented by formula (IE) is Compounds represented by formulas (IE-1) to (IE-6), (IE-13) to (IE-18), (IE-21), and (IE-22) to (IE-24) are preferred, Compounds represented by formula (IE-1), formula (IE-13), formula (IE-21), formula (IE-23) and formula (IE-24) are more preferred.

[0047] The compound represented by formula (II) includes compounds represented by formulas (IIA) to (IIE).

[0048] [ka]

[0049] [ka]

[0050] [ka]

[0051] [ka]

[0052] [ka]

[0053] [Formula (IIA) ~ Formula (IIE), R 3 , Y 2 , Z 4 and Z 5 is the same as above.]

[0054] Examples of the compound represented by formula (IIA) include compounds represented by formulas (IIA-1) to (IIA-13) shown in Table 6. Examples of the compound represented by formula (IIB) include compounds represented by formulas (IIB-1) to (IIB-13) shown in Table 7. Examples of the compound represented by formula (IIC) include compounds represented by formulae (IIC-1) to (IIC-13) shown in Table 8. Examples of the compound represented by formula (IID) include compounds represented by formulas (IID-1) to (IID-13) shown in Table 9. Examples of the compound represented by formula (IIE) include compounds represented by formulae (IIE-1) to (IIE-13) shown in Table 10. In Tables 6 to 10, "i-1" represents a phenyl group, and "i-2" represents an ethenyl group.

[0055] [Table 6]

[0056] The compound represented by formula (IIA) is Compounds represented by formula (IIA-1), formula (IIA-2), formula (IIA-8), formula (IIA-9), formula (IIA-12), and formula (IIA-13) are preferred. Compounds represented by formula (IIA-1), formula (IIA-8), formula (IIA-12) and formula (IIA-13) are more preferred.

[0057] [Table 7]

[0058] The compound represented by formula (IIB) is Compounds represented by formula (IIB-1), formula (IIB-2), formula (IIB-8), formula (IIB-9), formula (IIB-12), and formula (IIB-13) are preferred. Compounds represented by formula (IIB-1), formula (IIB-8), formula (IIB-12) and formula (IIB-13) are more preferred.

[0059] [Table 8]

[0060] The compound represented by formula (IIC) is Compounds represented by formula (IIC-1), formula (IIC-2), formula (IIC-8), formula (IIC-9), formula (IIC-12), and formula (IIC-13) are preferred. Compounds represented by formula (IIC-1), formula (IIC-8), formula (IIC-12) and formula (IIC-13) are more preferred.

[0061] [Table 9]

[0062] The compound represented by formula (IID) is Compounds represented by formula (IID-1), formula (IID-2), formula (IID-8), formula (IID-9), formula (IID-12), formula (IID-13) are preferred, Compounds represented by formula (IID-1), formula (IID-8), formula (IID-12) and formula (IID-13) are more preferred.

[0063] [Table 10]

[0064] The compound represented by formula (IIE) is Compounds represented by formula (IIE-1), formula (IIE-2), formula (IIE-8), formula (IIE-9), formula (IIE-12), and formula (IIE-13) are preferred. Compounds represented by formula (IIE-1), formula (IIE-8), formula (IIE-12) and formula (IIE-13) are more preferred.

[0065] The compound represented by formula (I) can be produced, for example, by appropriately reacting a compound represented by formula (III) with a compound represented by formula (IV). The compound represented by formula (II) can be produced, for example, by appropriately reacting the compounds represented by formula (IIIa) and formula (IIIb) with the compound represented by formula (V).

[0066] [ka]

[0067] [In formula (I), formula (III) and formula (IV), R 1 , R 2 , Y 1 , Z 1 , Z 2 , Z 3 , X 1 ~X 4 and n1 to n4 are the same as above.]

[0068] [ka]

[0069] [In formula (II), formula (IIIa), formula (IIIb) and formula (V), R 3 , Y 2 , Z 4 , Z 5 , X 5 ~X 12 , and n5 to n12 are the same as above.]

[0070] <<Colored resin composition>> The present invention encompasses a colored resin composition containing a compound represented by the above formula (I) or formula (II) and a resin (hereinafter, sometimes referred to as resin (B)). The present invention also encompasses a colored resin composition containing a polymerizable compound (hereinafter sometimes referred to as polymerizable compound (C)) and a polymerization initiator (hereinafter sometimes referred to as polymerization initiator (D)). The colored resin composition of the present invention preferably contains the compound represented by the above-mentioned formula (I) and / or formula (II) (hereinafter, may be referred to as colorant (A1)) as a colorant (hereinafter, may be referred to as colorant (A)). The colored resin composition of the present invention preferably further contains a solvent (hereinafter, may be referred to as solvent (E)). The colored resin composition of the present invention may contain a leveling agent (hereinafter, may be referred to as leveling agent (F)). In this specification, the compounds exemplified as each component can be used alone or in combination, unless otherwise specified.

[0071] <Colorant (A)> The content of the colorant (A1) is preferably 0.5 to 70 mass %, more preferably 1 to 55 mass %, even more preferably 2 to 50 mass %, and still more preferably 5 to 40 mass %, of the total amount of solids in the colored resin composition. In this specification, the term "total amount of solids" refers to the total amount of components excluding the solvent from the colored resin composition of the present invention. The total amount of solids and the content of each component relative to the total amount of solids can be measured by known analytical means such as liquid chromatography or gas chromatography.

[0072] The content of the colorant (A1) in the total amount of the colorant (A) is preferably 20 to 100 mass %, more preferably 30 to 100 mass %, and even more preferably 40 to 100 mass %.

[0073] The colorant (A) may further contain a colorant (hereinafter, sometimes referred to as colorant (A2)) different from the colorant (A1).

[0074] The colorant (A2) may be either a dye or a pigment.

[0075] Examples of dyes include compounds classified as compounds having a hue other than pigments in the Color Index (published by The Society of Dyers and Colourists) and known dyes described in Dyeing Notes (Shikisensha). Xanthene dyes are particularly preferred.

[0076] Xanthene dyes are dyes containing compounds with a xanthene skeleton in the molecule. Examples of xanthene dyes include CI Acid Red 51 (hereinafter, the term CI Acid Red will be omitted and only the number will be used. The same applies to other dyes), 52, 87, 92, 94, 289, 388, CI Acid Violet 9, 30, 102, CI Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, 10, 11, CI Basic Violet 10 (Rhodamine B), 11, CI Solvent Red 218, CI Mordant Red 27, CI Reactive Red 36 (Rose Bengal B), sulforhodamine G, xanthene dyes described in JP 2010-32999 A and xanthene dyes described in JP 4492760 A, and the like. Xanthene dyes that are soluble in organic solvents are preferred.

[0077] As the xanthene dye, commercially available xanthene dyes (for example, "Chugai Aminol Fast Pink RH / C" manufactured by Chugai Chemical Industry Co., Ltd. and "Rhodamin 6G" manufactured by Taoka Chemical Co., Ltd.) can be used. Alternatively, a xanthene dye can be synthesized using a commercially available xanthene dye as a starting material with reference to JP-A-2010-32999.

[0078] Other dyes that can be used include azo dyes, cyanine dyes, triphenylmethane dyes, thiazole dyes, oxazine dyes, phthalocyanine dyes, quinophthalone dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, and nitro dyes, and known dyes are used for each of these dyes. Specific examples of such dyes include CI Solvent Yellow 4 (hereinafter, the term CI Solvent Yellow will be omitted and only the numbers will be used. The same applies to the other dyes), 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 117, 162, 163, 167, and 189; CI Solvent Red 45, 49, 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245, 247; CI Solvent Orange 2, 7, 11, 15, 26, 56, 77, 86; CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60; CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 45, 58, 59, 59:1, 63, 67, 68, 69, 70, 78, 79, 83, 90, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139; CI solvent dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251; CI Acid Red 1, 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, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 240, 241, 242, 243, 245, 24 83, 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; CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173; CI Acid Violet 6B, 7, 15, 16, 17, 19, 21, 23, 24, 25, 34, 38, 49, 72; CI Acid Blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42, 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90:1, 91, 92, 93, 93:1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 141, 142, 143, 144, 145, 146, 147, 148, 149, 150, 151, 152, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 1 23, 126, 127, 129, 130, 131, 138, 140, 142, 143, 147, 150, 151, 154, 158, 161, 166, 167, 168, 170, 171, 175, 182, 183, 184, 187, 192, 199, 203, 204, 205, 210, 213, 229, 234, 236, 242, 243, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324, 335, 340; CI Acid dyes such as CI Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109; CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 136, 138, 141; CI Direct 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; CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; CI Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 120, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293; CI Direct Dyes, such as CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82; CI Disperse Yellow 51, 54, 76; CI Disperse Violet 26, 27; CI Disperse dyes such as CI Disperse Blue 1, 14, 56, 60, etc. CI Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89; CI Basic Violet 2; CI Basic Red 9; CI Basic dyes, such as CI Basic Green 1; CI Reactive Yellow 2,76,116; CI Reactive Orange 16; CI Reactive dyes, such as CI Reactive Red 36; CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; CI Mordant 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; CI Mordant Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; CI Mordant Violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58; CI Mordant Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84; CI Mordant dyes, such as CI Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53; Examples include CI Vat dyes such as CI Vat Green 1. These dyes may be one type of dye or a plurality of dyes for each color, or dyes of each color may be combined.

[0079] Examples of pigments include those classified as pigments in the Color Index (published by The Society of Dyers and Colourists), and the following pigments can be mentioned as examples.

[0080] Green pigment: CI Pigment Green 7, 36, 58, etc. Yellow pigments: CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214, etc. Orange pigments: CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73, etc. Red pigments: CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, etc. Blue pigments: CI Pigment Blue 15, 15:3, 15:4, 15:6, 60, etc. Purple pigments: CI Pigment Violet 1, 19, 23, 29, 32, 36, 38, etc. One or more of these pigments may be used for each color, or pigments of each color may be combined.

[0081] The pigment may be subjected to, as necessary, rosin treatment, surface treatment using a pigment derivative or the like into which an acidic or basic group has been introduced, grafting treatment onto the pigment surface with a polymer compound or the like, atomization treatment using a sulfuric acid atomization method or the like, washing treatment with an organic solvent or water to remove impurities, or treatment to remove ionic impurities using an ion exchange method or the like. The particle size of the pigment is preferably approximately uniform. By adding a pigment dispersant and performing a dispersion treatment, the pigment can be made into a pigment dispersion in which the pigment is uniformly dispersed in the pigment dispersant solution. The pigments may be dispersed individually, or multiple types may be mixed and dispersed.

[0082] Examples of pigment dispersants include surfactants, which may be cationic, anionic, nonionic, or amphoteric. Specific examples include polyester, polyamine, and acrylic surfactants. These pigment dispersants may be used alone or in combination of two or more. Examples of pigment dispersants by trade name include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWRENE (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (manufactured by Zeneca Corporation), EFKA (registered trademark) (manufactured by BASF), AJISPER (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Ltd.), Disperbyk (registered trademark), and BYK (registered trademark) (manufactured by BYK-Chemie).

[0083] When a pigment dispersant is used, the amount used is preferably 10 parts by mass or more and 200 parts by mass or less, more preferably 15 parts by mass or more and 180 parts by mass or less, and even more preferably 20 parts by mass or more and 160 parts by mass or less, relative to 100 parts by mass of the pigment. When the amount of the pigment dispersant used is within the above range, a pigment dispersion in a more uniformly dispersed state tends to be obtained when two or more pigments are used.

[0084] When the colorant (A) contains the colorant (A2), the content of the colorant (A2) is preferably 1 to 80 mass %, more preferably 1 to 70 mass %, and even more preferably 1 to 60 mass %, of the total amount of the colorant (A).

[0085] The content of the colorant (A) in the colored resin composition is preferably 0.5 to 80 mass %, more preferably 1 to 70 mass %, and even more preferably 2 to 55 mass %, based on the total amount of solids. When the content of the compound is within the above range, it becomes easier to obtain the desired spectrum and color density.

[0086] <Resin (B)> The resin (B) is not particularly limited, but is preferably an alkali-soluble resin. Examples of the resin (B) include the following resins [K1] to [K6]. Resin [K1]: a copolymer having structural units derived from at least one member (a) (hereinafter sometimes referred to as "(a)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides, and structural units derived from a monomer (b) (hereinafter sometimes referred to as "(b)") having a cyclic ether structure and an ethylenically unsaturated bond having 2 to 4 carbon atoms; Resin [K2]: a copolymer having structural units derived from (a), structural units derived from (b), and structural units derived from a monomer (c) copolymerizable with (a) (however, different from (a) and (b)) (hereinafter, sometimes referred to as "(c)"); Resin [K3]: a copolymer having structural units derived from (a) and structural units derived from (c); Resin [K4]: a copolymer having a structural unit derived from (a) to which (b) has been added, and a structural unit derived from (c); Resin [K5]: a copolymer having a structural unit derived from (b) to which (a) has been added and a structural unit derived from (c); Resin [K6]: A copolymer having a structural unit derived from (c) and a structural unit obtained by adding (a) to a structural unit derived from (b) and further adding a carboxylic acid anhydride.

[0087] Specific examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-, m-, and p-vinylbenzoic acid; Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid; bicyclounsaturated compounds containing a carboxy group, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene; Unsaturated dicarboxylic acid anhydrides such as maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride; Unsaturated mono[(meth)acryloyloxyalkyl] esters of divalent or higher polyvalent carboxylic acids, such as mono[2-(meth)acryloyloxyethyl] succinate and mono[2-(meth)acryloyloxyethyl] phthalate; Unsaturated acrylates containing a hydroxy group and a carboxy group in the same molecule, such as α-(hydroxymethyl)acrylic acid; and the like. Among these, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferred from the viewpoint of copolymerization reactivity and solubility of the resulting resin in an alkaline aqueous solution.

[0088] (b) refers to, for example, a polymerizable compound having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and an ethylenically unsaturated bond. (b) is preferably a monomer having a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloyloxy group. In this specification, "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" also have the same meaning.

[0089] Examples of (b) include a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b1)"), a monomer (b2) having an oxetanyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b2)"), and a monomer (b3) having a tetrahydrofuryl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b3)").

[0090] Examples of (b1) include a monomer (b1-1) (hereinafter sometimes referred to as "(b1-1)") having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized, and a monomer (b1-2) (hereinafter sometimes referred to as "(b1-2)") having a structure in which an alicyclic unsaturated hydrocarbon has been epoxidized.

[0091] Examples of (b1-1) include glycidyl (meth)acrylate, β-methylglycidyl (meth)acrylate, β-ethylglycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyl Examples of such styrene include 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, and 2,4,6-tris(glycidyloxymethyl)styrene.

[0092] Examples of (b1-2) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer M100; manufactured by Daicel Corporation), 3,4-epoxytricyclo[5.2.1.0] 2,6 ] decyl (meth)acrylate, 3,4-epoxytricyclo[5.2.1.0 2,6 ]decyloxyethyl (meth)acrylate, and the like.

[0093] As (b2), a monomer having an oxetanyl group and a (meth)acryloyloxy group is more preferred. Examples of (b2) include 3-methyl-3-methacryloyloxymethyloxetane, 3-methyl-3-acryloyloxymethyloxetane, 3-ethyl-3-methacryloyloxymethyloxetane, 3-ethyl-3-acryloyloxymethyloxetane, 3-methyl-3-methacryloyloxyethyloxetane, 3-methyl-3-acryloyloxyethyloxetane, 3-ethyl-3-methacryloyloxyethyloxetane, 3-ethyl-3-acryloyloxyethyloxetane, and the like.

[0094] As (b3), a monomer having a tetrahydrofuryl group and a (meth)acryloyloxy group is more preferred. Specific examples of (b3) include tetrahydrofurfuryl acrylate (for example, Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0095] As (b), (b1) is preferable in that it can further increase the reliability of the obtained optical filter in terms of heat resistance, chemical resistance, etc. Furthermore, (b1-2) is more preferable in that it provides excellent storage stability of the colored resin composition.

[0096] Examples of (c) include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0] 2,6 ]decan-8-yl(meth)acrylate (commonly known in the art as "dicyclopentanyl(meth)acrylate" and sometimes called "tricyclodecyl(meth)acrylate"), tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters such as ]decen-8-yl (meth)acrylate (commonly known as "dicyclopentenyl (meth)acrylate" in the technical field), dicyclopentanyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, and benzyl (meth)acrylate; hydroxy group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate; Bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene Bicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept -2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2-ene bicyclounsaturated compounds such as ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene; dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidocaproate, N-succinimidyl-3-maleimidopropionate, and N-(9-acridinyl)maleimide; Examples include styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, p-methoxystyrene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene. Among these, styrene, vinyltoluene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, and the like are preferred from the viewpoints of copolymerization reactivity and heat resistance.

[0097] In the resin [K1], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 60 mol% Structural units derived from (b): 40 to 98 mol% Preferably, Structural units derived from (a): 10 to 50 mol% Structural units derived from (b): 50 to 90 mol% It is more preferable that: When the ratio of the structural units of the resin [K1] is within the above range, the colored resin composition tends to have excellent storage stability, developability when forming a colored pattern, and solvent resistance of the resulting optical filter.

[0098] Resin [K1] can be produced, for example, by the method described in the literature "Experimental Methods of Polymer Synthesis" (written by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, published March 1, 1972) and by reference to the references described in said literature.

[0099] Specifically, a method can be exemplified in which predetermined amounts of (a) and (b), a polymerization initiator, a solvent, and the like are placed in a reaction vessel, and the atmosphere is deoxygenated, for example by replacing oxygen with nitrogen, followed by heating and keeping the temperature while stirring. The polymerization initiator, solvent, and the like used here are not particularly limited, and those commonly used in the relevant field can be used. For example, polymerization initiators include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, etc.), and the solvent can be any solvent that dissolves each monomer, such as the solvent (E) described below.

[0100] The obtained copolymer may be used as a solution after the reaction as it is, or may be used as a concentrated or diluted solution, or may be used as a solid (powder) extracted by a method such as reprecipitation. In particular, by using the solvent contained in the colored resin composition as a solvent during this polymerization, the solution after the reaction can be used as it is for preparing the colored resin composition, which simplifies the production process of the colored resin composition.

[0101] In the resin [K2], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 45 mol% Structural units derived from (b): 2 to 95 mol% Structural units derived from (c): 1 to 65 mol% Preferably, Structural units derived from (a): 5 to 40 mol% Structural units derived from (b): 5 to 80 mol% Structural units derived from (c): 5 to 60 mol% It is more preferable that: When the ratio of the structural units of the resin [K2] is within the above range, the colored resin composition tends to have excellent storage stability, developability when forming a colored pattern, and solvent resistance, heat resistance, and mechanical strength of the resulting optical filter.

[0102] Resin [K2] can be produced, for example, in the same manner as described above for producing resin [K1].

[0103] In the resin [K3], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 60 mol% Structural units derived from (c): 40 to 98 mol% Preferably, Structural units derived from (a): 10 to 50 mol% Structural units derived from (c): 50 to 90 mol% It is more preferable that: Resin [K3] can be produced, for example, in the same manner as described above for producing resin [K1].

[0104] Resin [K4] can be produced by obtaining a copolymer of (a) and (c), and then adding the cyclic ether having 2 to 4 carbon atoms contained in (b) to the carboxylic acid and / or carboxylic acid anhydride contained in (a). First, a copolymer of (a) and (c) is produced in the same manner as described for the production of resin [K1]. In this case, the ratio of the structural units derived from each is preferably the same as that described for resin [K3].

[0105] Next, a part of the carboxylic acid and / or carboxylic acid anhydride derived from (a) in the copolymer is reacted with a cyclic ether having 2 to 4 carbon atoms contained in (b). Following the production of the copolymer of (a) and (c), the atmosphere in the flask is replaced with air from nitrogen, and (b), a reaction catalyst for the reaction of a carboxylic acid or a carboxylic acid anhydride with a cyclic ether (e.g., tris(dimethylaminomethyl)phenol, etc.), a polymerization inhibitor (e.g., hydroquinone, etc.), etc. are placed in the flask, and the mixture is reacted, for example, at 60 to 130°C for 1 to 10 hours to produce the resin [K4]. The amount of (b) used is preferably 5 to 80 mol, more preferably 10 to 75 mol, per 100 mol of (a). By using this range, the storage stability of the colored resin composition, the developability when forming a pattern, and the balance of the solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting pattern tend to be good. Because the reactivity of cyclic ethers is high and unreacted (b) is unlikely to remain, (b1) is preferred as (b) used in resin [K4], and (b1-1) is more preferred. The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total of (a), (b), and (c).The amount of the polymerization inhibitor used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total of (a), (b), and (c). The reaction conditions such as the charging method, reaction temperature and time can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc. As with the polymerization conditions, the charging method and reaction temperature can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc.

[0106] Resin [K5] is obtained in the first step by the same method as in the production of resin [K1] described above, to obtain a copolymer of (b) and (c). As in the above, the obtained copolymer may be used as a solution after the reaction as is, a concentrated or diluted solution, or a solid (powder) obtained by a method such as reprecipitation. The ratios of the structural units derived from (b) and (c) to the total number of moles of all structural units constituting the copolymer are as follows: Structural units derived from (b): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% Preferably, Structural units derived from (b): 10 to 90 mol% Structural units derived from (c): 10 to 90 mol% It is more preferable that:

[0107] Furthermore, under the same conditions as in the production method of resin [K4], resin [K5] can be obtained by reacting the cyclic ether derived from (b) contained in the copolymer of (b) and (c) with the carboxylic acid or carboxylic anhydride contained in (a). The amount of (a) used to react with the copolymer is preferably 5 to 80 moles per 100 moles of (b). Because the reactivity of cyclic ethers is high and unreacted (b) is unlikely to remain, (b1) is preferred as (b) used in resin [K5], and (b1-1) is more preferred.

[0108] Resin [K6] is a resin obtained by further reacting resin [K5] with a carboxylic acid anhydride. The hydroxyl group generated by the reaction of a cyclic ether with a carboxylic acid or a carboxylic acid anhydride is reacted with the carboxylic acid anhydride. Examples of the carboxylic acid anhydride include maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride, etc. The amount of the carboxylic acid anhydride used is preferably 0.5 to 1 mole per mole of the amount of (a) used.

[0109] Specific examples of the resin (B) include 3,4-epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid copolymer resin [K1]; 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6] Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ]decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / 2-hydroxyethyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer, etc. [K2]; benzyl (meth)acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer, etc. [K3]; resin obtained by adding glycidyl (meth)acrylate to benzyl (meth)acrylate / (meth)acrylic acid copolymer, resin obtained by adding glycidyl (meth)acrylate to tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, tricyclodecyl ( Resins such as a resin obtained by adding glycidyl (meth)acrylate to a (meth)acrylate copolymer [K4]; a resin obtained by reacting a tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid, a resin obtained by reacting a tricyclodecyl (meth)acrylate / styrene / glycidyl (meth)acrylate copolymer with (meth)acrylic acid [K5]; a resin obtained by reacting a tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid, and a resin obtained by further reacting tetrahydrophthalic anhydride with a resin obtained by reacting a tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid [K6]; and the like.

[0110] Resin (B) is preferably a copolymer (resin [K1] or resin [K2]) containing a structural unit derived from at least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides, and a structural unit having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond, and more preferably resin [K2].

[0111] The polystyrene-equivalent weight average molecular weight of resin (B) is preferably 500 to 100,000, more preferably 700 to 50,000, and even more preferably 900 to 30,000. When the molecular weight is within the above range, the hardness of the optical filter is improved, the residual film rate is high, the solubility of the unexposed areas in the developer is good, and the resolution of the colored pattern tends to be improved.

[0112] The polydispersity of the resin (B) [weight average molecular weight (Mw) / number average molecular weight (Mn)] is preferably 1.1-6, and more preferably 1.2-4.

[0113] The acid value of the resin (B) is preferably 50 to 170 mg-KOH / g, more preferably 60 to 150 mg-KOH / g, and even more preferably 70 to 135 mg-KOH / g, calculated as solid content. The acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B), and can be determined, for example, by titration with an aqueous potassium hydroxide solution.

[0114] The content of resin (B) is preferably 7 to 80 mass %, more preferably 13 to 75 mass %, and even more preferably 17 to 70 mass %, based on the total amount of solids. When the content of resin (B) is within the above range, a colored pattern can be formed, and the resolution and residual film rate of the colored pattern tend to be improved.

[0115] <Polymerizable compound (C)> The polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated from the polymerization initiator (D), and examples thereof include compounds having a polymerizable ethylenically unsaturated bond, and are preferably (meth)acrylic acid ester compounds.

[0116] Among them, the polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate, tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate, tri(meth)acrylate, tetra ... Examples of the acrylate copolymer include 2-(2-(meth)acryloyloxyethyl)isocyanurate, ethylene glycol-modified pentaerythritol tetra(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified pentaerythritol tetra(meth)acrylate, propylene glycol-modified dipentaerythritol hexa(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate, and caprolactone-modified dipentaerythritol hexa(meth)acrylate. Of these, trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, and dipentaerythritol hexa(meth)acrylate are preferred.

[0117] The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, more preferably 250 or more and 1,500 or less.

[0118] The content of the polymerizable compound (C) is preferably 7 to 65 mass %, more preferably 13 to 60 mass %, and even more preferably 17 to 55 mass %, based on the total amount of solids. When the content of the polymerizable compound (C) is within the above range, the residual film rate during colored pattern formation and the chemical resistance of the optical filter tend to be improved.

[0119] <Polymerization initiator (D)> The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active radicals, acids, etc. by the action of light or heat and initiate polymerization, and known polymerization initiators can be used. Examples of polymerization initiators that generate active radicals include alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, O-acyloxime compounds, and biimidazole compounds.

[0120] The O-acyloxime compound is a compound having a partial structure represented by formula (d1): Hereinafter, * represents a bond.

[0121] [ka]

[0122] Examples of the O-acyloxime compound include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethylphenyl)-2-methylbenzoyl]ethan-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethylphenyl) ... Examples of suitable hydroxybenzoates include N-acetyl-1-[9-ethyl-2,4-dioxacyclopentanylmethyloxy]benzoyl}-9H-carbazol-3-yl]ethan-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-one-2-imine, and N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine. Commercially available products such as Irgacure OXE01 and OXE02 (manufactured by BASF) and N-1919 (manufactured by ADEKA) may also be used. Among them, the O-acyloxime compound is preferably at least one selected from the group consisting of N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, and N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, with N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine and N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine being more preferred. These O-acyloxime compounds tend to produce optical filters with high brightness.

[0123] The alkylphenone compound is a compound having a partial structure represented by formula (d2) or (d3). In these partial structures, the benzene ring may have a substituent.

[0124] [ka]

[0125] Examples of compounds having a partial structure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one, etc. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) may also be used.

[0126] Examples of compounds having a partial structure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyl dimethyl ketal. In terms of sensitivity, the alkylphenone compound is preferably a compound having a partial structure represented by formula (d2).

[0127] Examples of the triazine compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[ 2-(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

[0128] Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, etc. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) may also be used.

[0129] Examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, JP-A-6-75372 and JP-A-6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, ... 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, JP-B-48-38403 and JP-A-62-174204), and biimidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with carboalkoxy groups (see, for example, JP-A-7-10913).

[0130] Further examples of the polymerization initiator (D) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds. These are preferably used in combination with the polymerization initiator aid (D1) (especially amines) described below.

[0131] Examples of the polymerization initiator that generates an acid include onium salts such as 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenylmethylbenzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate; nitrobenzyl tosylates; and benzoin tosylates.

[0132] The polymerization initiator (D) is preferably a polymerization initiator containing at least one selected from the group consisting of an alkylphenone compound, a triazine compound, an acylphosphine oxide compound, an O-acyloxime compound, and a biimidazole compound, and more preferably a polymerization initiator containing an O-acyloxime compound.

[0133] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, and more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, the sensitivity tends to be increased and the exposure time tends to be shortened, thereby improving the productivity of the optical filter.

[0134] <Polymerization initiator aid (D1)> The polymerization initiation aid (D1) is a compound or sensitizer used to promote the polymerization of a polymerizable compound whose polymerization has been initiated by a polymerization initiator. When the polymerization initiation aid (D1) is contained, it is usually used in combination with the polymerization initiator (D). Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0135] Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, among which 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may also be used.

[0136] Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, and 2-ethyl-9,10-dibutoxyanthracene.

[0137] Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0138] Examples of the carboxylic acid compound include phenylsulfanylacetic acid, methylphenylsulfanylacetic acid, ethylphenylsulfanylacetic acid, methylethylphenylsulfanylacetic acid, dimethylphenylsulfanylacetic acid, methoxyphenylsulfanylacetic acid, dimethoxyphenylsulfanylacetic acid, chlorophenylsulfanylacetic acid, dichlorophenylsulfanylacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0139] When these polymerization initiation aids (D1) are used, the content thereof is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the amount of the polymerization initiation aid (D1) is within this range, a colored pattern can be formed with even higher sensitivity, and the productivity of the optical filter tends to improve.

[0140] <Solvent (E)> The solvent (E) is not particularly limited, and a solvent commonly used in the art can be used. Examples thereof include ester solvents (solvents containing -COO- but not -O- in the molecule), ether solvents (solvents containing -O- but not -COO- in the molecule), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- but not -COO- in the molecule), alcohol solvents (solvents containing OH in the molecule but not -O-, -CO-, or -COO-), aromatic hydrocarbon solvents, amide solvents, and dimethyl sulfoxide.

[0141] Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0142] Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenetole, and methylanisole.

[0143] Ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, methyl 2-ethoxy ... Examples of the alkyl ether acetate include ethyl 2-methoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and diethylene glycol monobutyl ether acetate.

[0144] Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0145] Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0146] Aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0147] Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0148] The solvent is preferably one or more selected from the group consisting of ether solvents, ether ester solvents, and amide solvents, more preferably includes an ether solvent, an ether ester solvent, and an amide solvent, and further preferably includes diethylene glycol methyl ethyl ether, propylene glycol monomethyl ether acetate, and N-methylpyrrolidone.

[0149] The content of the solvent (E) is preferably 70 to 95% by mass, more preferably 75 to 92% by mass, based on the total amount of the colored resin composition. In other words, the solid content of the colored resin composition is preferably 5 to 30% by mass, more preferably 8 to 25% by mass. When the content of the solvent (E) is within the above range, the flatness during application is good, and the color density is not insufficient when an optical filter is formed, so that the display characteristics tend to be good.

[0150] <Leveling Agent (F)> Examples of the leveling agent (F) include silicone surfactants, fluorine surfactants, and silicone surfactants containing fluorine atoms, which may have a polymerizable group in the side chain. Examples of silicone surfactants include surfactants having a siloxane bond in the molecule, such as Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, and SH8400 (trade names: manufactured by Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, and KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), and TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan, LLC).

[0151] Examples of the fluorine-based surfactant include surfactants having a fluorocarbon chain in the molecule, such as Fluorad (registered trademark) FC430 and FC431 (manufactured by Sumitomo 3M Limited), Megafac (registered trademark) F142D, F171, F172, F173, F177, F183, F554, R30, and RS-718-K (manufactured by DIC Corporation), F-Top (registered trademark) EF301, EF303, EF351, and EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, S382, SC101, and SC105 (manufactured by AGC Corporation (formerly Asahi Glass Co., Ltd.)), and E5844 (manufactured by Daikin Fine Chemicals Research Institute, Ltd.).

[0152] Examples of the silicone surfactant having a fluorine atom include surfactants having a siloxane bond and a fluorocarbon chain in the molecule, such as Megafac (registered trademark) R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0153] The content of the leveling agent (F) is preferably 0.001 to 0.2 mass%, more preferably 0.002 to 0.1 mass%, and even more preferably 0.005 to 0.05 mass%, relative to the total amount of the colored resin composition. This content does not include the content of the pigment dispersant. When the content of the leveling agent (F) is within the above range, the flatness of the optical filter can be improved.

[0154] <Other ingredients> The colored resin composition may contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents, as needed.

[0155] <Method of producing colored resin composition> The colored resin composition can be prepared, for example, by mixing the compound represented by formula (I) and / or formula (II), the resin (B), and optionally the polymerizable compound (C), the polymerization initiator (D), the solvent (E), the leveling agent (F), the polymerization initiation aid (D1), and other components. The compound represented by formula (I) or formula (II) may be contained in a pigment dispersion in advance. The desired colored resin composition can be prepared by mixing the remaining components with the pigment dispersion to a predetermined concentration. When a dye is contained, the dye may be dissolved in advance in part or all of the solvent (E) to prepare a solution, which is preferably filtered through a filter having a pore size of about 0.01 to 1 μm. The colored resin composition after mixing is preferably filtered through a filter with a pore size of about 0.01 to 10 μm.

[0156] [Color Filter] Methods for producing a colored pattern of a color filter from the colored resin composition of the present invention include photolithography, inkjet printing, and printing. Among these, photolithography is preferred. The photolithography is a method in which the colored resin composition is applied to a substrate, dried to form a composition layer, and then exposed to light through a photomask and developed. In the photolithography, a colored coating film, which is a cured product of the composition layer, can be formed by not using a photomask during exposure and / or not developing.

[0157] The film thickness of the color filter (cured film) is, for example, 30 μm or less, preferably 20 μm or less, more preferably 6 μm or less, even more preferably 3 μm or less, still more preferably 1.5 μm or less, particularly preferably 0.5 μm or less, and preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0158] The substrate may be a glass plate such as quartz glass, borosilicate glass, alumina silicate glass, or silica-coated soda lime glass; a resin plate such as polycarbonate, polymethyl methacrylate, or polyethylene terephthalate; silicon; or a substrate having a thin film of aluminum, silver, or a silver / copper / palladium alloy formed thereon. A separate color filter layer, a resin layer, a transistor, a circuit, or the like may be formed on these substrates. Alternatively, a silicon substrate treated with HMDS may be used.

[0159] Formation of each color pixel by photolithography can be carried out using known or conventional equipment and conditions. For example, it can be produced as follows. First, a colored resin composition is applied to a substrate, and then the composition is dried by heating and drying (pre-baking) and / or drying under reduced pressure to remove volatile components such as solvents and obtain a smooth composition layer. Examples of application methods include spin coating, slit coating, and slit and spin coating. When drying by heating, the temperature is preferably 30 to 120°C, more preferably 50 to 110°C. The heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes. When drying under reduced pressure, it is preferably carried out under a pressure of 50 to 150 Pa and at a temperature of 20 to 25°C. The film thickness of the composition layer is not particularly limited and may be appropriately selected depending on the film thickness of the desired color filter.

[0160] Next, the composition layer is exposed through a photomask to form a desired color pattern. The pattern on the photomask is not particularly limited, and a pattern appropriate for the intended application is used. The light source used for exposure is preferably a light source that emits light with a wavelength of 250 to 450 nm. For example, light less than 350 nm may be cut using a filter that cuts this wavelength range, or light around 436 nm, 408 nm, and 365 nm may be selectively extracted using a bandpass filter that extracts these wavelength ranges. Specific examples include mercury lamps, light-emitting diodes, metal halide lamps, and halogen lamps. It is preferable to use a reduction projection exposure device or proximity exposure device such as a mask aligner or stepper, as this allows for uniform irradiation of the entire exposure surface with parallel light and allows for accurate alignment of the photomask and substrate.

[0161] A colored pattern is formed on the substrate by bringing the exposed composition layer into contact with a developer and developing it. The unexposed portions of the composition layer are dissolved and removed by development. The developer is preferably an aqueous solution of an alkaline compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, or tetramethylammonium hydroxide. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, more preferably 0.03 to 5% by mass. The developer may also contain a surfactant. The development method may be any of a puddle method, a dipping method, a spray method, or the like. Furthermore, the substrate may be tilted at any angle during development. After development, it is preferable to wash with water.

[0162] Furthermore, it is preferable to post-bake the obtained colored pattern. The post-bake temperature is preferably 80 to 250° C., more preferably 100 to 245° C. The post-bake time is preferably 1 to 120 minutes, more preferably 2 to 30 minutes.

[0163] The colored patterns and colored coating films thus obtained are useful as color filters, and the color filters are useful as color filters used in display devices (e.g., liquid crystal display devices, organic EL devices, etc.), electronic paper, solid-state imaging devices, etc.

[0164] This application claims the benefit of priority to Japanese Patent Application No. 2020-147098, filed on September 1, 2020. The entire content of the specification of Japanese Patent Application No. 2020-147098, filed on September 1, 2020, is incorporated herein by reference. [Example]

[0165] The present invention will be explained in more detail below with reference to examples, but the present invention is not limited to the following examples, and can of course be practiced with appropriate modifications within the scope of the above and below-described aims, all of which are included within the technical scope of the present invention. In the examples, % and parts representing the content or amount used are by mass unless otherwise specified.

[0166] The structure of the compound was confirmed by mass spectrometry (LC; Agilent 1200 model, MASS; Agilent LC / MSD model).

[0167] Example 1 1.0 part of a compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.41 parts of a compound represented by formula (2) (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), 0.18 parts of triethylamine (manufactured by Tokyo Chemical Industry Co., Ltd.), and 5.0 parts of N-methylpyrrolidone (NMP) (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed at room temperature, heated to 120 ° C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of ion-exchanged water was added. The resulting precipitate was collected as a residue by suction filtration, washed with 50 parts of ion-exchanged water, and then dried under reduced pressure at 60 ° C to obtain 1.23 parts of a compound represented by formula (3). The yield was 92%.

[0168] [ka]

[0169] Identification of the compound represented by formula (3) (Mass spectrometry) Ionization mode = ESI + : m / z= [M+H] + 773.2 Exact Mass: 772.2

[0170] Comparative Example 1 The compound represented by formula (4) was obtained by the synthesis method described in JP 2016-75837 A.

[0171] [ka]

[0172] Resin synthesis example 1 A suitable amount of nitrogen was passed into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen, and 340 parts of propylene glycol monomethyl ether acetate was added and heated to 80°C with stirring. Next, 57 parts of acrylic acid, 3,4-epoxytricyclo[5.2.1.0] 2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 A mixed solution of 54 parts of a mixture of decan-9-yl acrylate (1:1 molar ratio), 239 parts of benzyl methacrylate, and 73 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 40 parts of the polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 197 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the dropwise addition of the polymerization initiator solution was completed, the mixture was kept at 80°C for 3 hours and then cooled to room temperature to obtain a copolymer (resin (B-1)) solution with a viscosity of 137 mPa·s measured with a Brookfield viscometer (23°C) and a solids content of 36.8 wt%. The weight-average molecular weight of the resulting copolymer, calculated as polystyrene, was 1.0×10 3 The resin (B-1) had the following structural units: a polydispersity of 1.97, and an acid value calculated as solid content of 111 mg-KOH / g.

[0173] [ka]

[0174] Dispersion liquid preparation example 1 Five parts of the compound represented by formula (3) obtained in Example 1, four parts of a dispersant (BYKLPN-6919 manufactured by BYK) (solid content equivalent), four parts of resin (B-1) (solid content equivalent), and 87 parts of propylene glycol monomethyl ether acetate were mixed, to which 300 parts of 0.2 μm zirconia beads were added, and the mixture was shaken for one hour using a paint conditioner (LAU). The zirconia beads were then removed by filtration to obtain dispersion (A-1).

[0175] Dispersion liquid preparation example 2 Five parts of the compound represented by formula (4) obtained in Comparative Example 1, 8 parts of a dispersant (BYKLPN-6919 manufactured by BYK) (solid content equivalent), 8 parts of resin (B-1) (solid content equivalent), and 79 parts of propylene glycol monomethyl ether acetate were mixed, to which 300 parts of 0.2 μm zirconia beads were added, and the mixture was shaken for 1 hour using a paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to obtain dispersion (A-2).

[0176] [Preparation of Colored Resin Composition 1] Colored resin composition 1 was obtained by mixing the following components. Dispersion liquid (A-1) 432 parts Resin (B-1) 43 parts (solid equivalent) Polymerizable compound (C-1): Dipentaerythritol polyacrylate: Product Name A-9550: Manufactured by Shin-Nakamura Chemical Industry Co., Ltd. 20 parts Polymerizable compound (C-2): Trimethylolpropane triacrylate: Product Name A-TMPT: Manufactured by Shin-Nakamura Chemical Industry Co., Ltd. 20 parts Polymerization initiator (D): N-acetyloxy-1-(4-phenylsulfanyl) (phenyl)-3-cyclohexylpropan-1-one-2-imine: Trade name PBG-327: O-acyloxime compound; Changzhou Strong Electronic New Materials Co., Ltd. 5.0 copies Solvent (E): Propylene glycol monomethyl ether acetate 680 copies Leveling agent (F): Polyether modified silicone oil: Product name: Toreshi Ricon SH8400: 0.1 parts manufactured by Dow Corning Toray Co., Ltd.

[0177] [Preparation of Comparative Colored Resin Composition 1] Comparative colored resin composition 1 was obtained by mixing the following components. Dispersion liquid (A-2) 517 parts Resin (B-1) 19 parts (solid equivalent) Polymerizable compound (C-1): Dipentaerythritol polyacrylate: Product Name A-9550: Manufactured by Shin-Nakamura Chemical Industry Co., Ltd. 20 parts Polymerizable compound (C-2): Trimethylolpropane triacrylate: Product Name A-TMPT: Manufactured by Shin-Nakamura Chemical Industry Co., Ltd. 20 parts Polymerization initiator (D): N-acetyloxy-1-(4-phenylsulfanyl) (phenyl)-3-cyclohexylpropan-1-one-2-imine: Trade name PBG-327: O-acyloxime compound: Changzhou Powerful Electronic New Materials Co., Ltd. 5.0 copies Solvent (E): Propylene glycol monomethyl ether acetate 855 copies Leveling agent (F): Polyether modified silicone oil: Product name: Toreshi Ricon SH8400: 0.1 parts manufactured by Dow Corning Toray Co., Ltd.

[0178] [Formation of colored coating film] The colored resin compositions prepared using the colored resin composition 1 and the comparative colored resin composition 1 were applied by spin coating onto a 5 cm square glass substrate (Eagle 2000; manufactured by Corning Incorporated), and then pre-baked at 100 ° C. for 3 minutes to obtain a colored coating film.

[0179] [Color change of colored coating before and after post-baking] The prebaked colored coating film was subjected to spectral measurement using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation), and the xy chromaticity coordinates (x, y) and stimulus value Y in the CIE XYZ color system were measured using the characteristic function of illuminant C. The transmittance of the prebaked colored coating film was also measured. Thereafter, the prebaked colored coating film was postbaked at 230° C. for 10 minutes. The xy chromaticity coordinates (x, y) and stimulus value Y of the colored coating film after post-baking were measured using the same method as above. The color difference ΔEab was calculated from the measurements before and after post-baking. The smaller ΔEab means the smaller the color change. The results are shown in Table 11. The transmittance of the colored coating film after post-baking was measured. The transmittance at a certain wavelength λ before post-baking was defined as X λ , the transmittance after post-baking is Y λ When the magnitude of the change in transmittance is |(1-Y λ / X λ )×100|(%) was calculated at 5 nm intervals from 500 nm to 650 nm, and the average of the obtained values ​​was taken as the "rate of change in transmittance from 500 nm to 650 nm." The results are shown in Table 11.

[0180] [Table 11]

Claims

1. A compound represented by formula (I) or formula (II): 【Chemistry 1】 【Chemistry 2】 [In formula (I), R 1 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. R 2 represents a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or Z 3 and R 1 represents a single bond connecting Y 1 and Z 1 each independently represents an oxygen atom or a sulfur atom. Z 2 and Z 3 each independently represents a single bond, an oxygen atom, or a sulfur atom. However, Y 1 and at least one of Z 1 represents a sulfur atom. X 1 ~X 4 are each independently -R 4 , -OR 4 , -SR 4 , a halogen atom, a nitro group, or a sulfamoyl group which may have a substituent. R 4 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. n1 to n4 each independently represent an integer of 0 to 4. In formula (II), R 3 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. Y 2 and Z 4 each independently represents an oxygen atom or a sulfur atom. Z 5 represents a single bond, an oxygen atom, or a sulfur atom. However, Y 2 and at least one of Z 4 represents a sulfur atom. X 5 ~X 12 are each independently -R 5 , -OR 5 , -SR 5 , a halogen atom, a nitro group, or a sulfamoyl group which may have a substituent. R 5 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. n5 to n12 each independently represent an integer of 0 to 4.]

2. A colored resin composition comprising the compound according to claim 1 and a resin.

3. The colored resin composition according to claim 2, comprising a polymerizable compound and a polymerization initiator.

4. A color filter formed from the colored resin composition according to claim 2 or 3.

5. A display device comprising the color filter according to claim 4.

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