Colored curable resin composition, color filter, and display device

Abstract

The present invention aims to provide a colored curable resin composition capable of forming a color filter with excellent light resistance. The colored curable resin composition comprises a colorant, a resin, a polymerizable compound, a polymerization initiator, and a singlet oxygen quencher, wherein the colorant comprises at least one compound selected from the group consisting of a compound represented by formula (I) and a compound represented by formula (II).

Description

Technical Field

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

[0002] Colored resin compositions are used to produce color filters used in display devices such as liquid crystal displays, electroluminescent displays, and plasma displays. As a colored resin composition, a composition containing a quinophthalone compound represented by the following formula (x) is known (Patent Document 1).

[0003]

[0004] Prior art literature

[0005] Patent Literature

[0006] Patent Document 1: Japanese Patent Application Laid-Open No. 2003-167112 Summary of the Invention

[0007] However, the light resistance of color filters formed from conventionally known colored resin compositions containing the above-mentioned quinophthalone compounds is sometimes insufficiently satisfactory. Therefore, an object of the present invention is to provide a colored curable resin composition capable of forming a color filter having excellent light resistance.

[0008] The gist of the present invention is as follows.

[0009] [1] A colored curable resin composition comprising a colorant, a resin, a polymerizable compound, a polymerization initiator, and a singlet oxygen quencher, wherein the colorant comprises at least one selected from the group consisting of a compound represented by formula (I) and a compound represented by formula (II).

[0010]

[0011] [Where,

[0012] R 1 ~R 6 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M, MM, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms,

[0013] -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -Si(-)(-)-,

[0014] -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N(-)-,

[0015] -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N=,

[0016] -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0017] The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0018] R 1 and R 2 、R 2 and R 3 、R 3 and R 4 、R 4 and R 6 , and R 6 and R 5 They may be bonded to each other to form a ring.

[0019] M represents a hydrogen atom, an alkali metal atom, a metal atom which may have a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ).

[0020] MM represents an alkali metal atom, a metal atom which may have a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ).

[0021] Z 1 ~Z 4 each independently represents a hydrogen atom, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms,

[0022] -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -Si(-)(-)-,

[0023] -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N(-)-,

[0024] -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N=,

[0025] -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0026] The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0027] Q 1 and Q 2 each independently represents a divalent hydrocarbon group or a divalent heterocyclic group,

[0028] -C(-)(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -Si(-)(-)-,

[0029] -CH(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -N(-)-,

[0030] -CH= constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -N=,

[0031] -CH2- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0032] The hydrogen atoms constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0033] Z 1 ~Z 4 When , M and MM exist in plural numbers, they may be the same as or different from each other.]

[0034] [2] The colored curable resin composition according to [1], wherein the singlet oxygen quencher is a transition metal complex.

[0035] [3] The colored curable resin composition according to [2], wherein the singlet oxygen quencher is a transition metal complex containing at least one selected from the group consisting of nickel complexes, copper complexes, and cobalt complexes.

[0036] [4] The colored curable resin composition according to any one of [1] to [3], wherein Q in the formula (I) or (II) is 1 and Q 2 Each independently represents a group represented by formula (QQ1) or formula (QQ2).

[0037]

[0038] [Where,

[0039] R Q1 ~R Q10 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M, MM, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms,

[0040] -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -Si(-)(-)-,

[0041] -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N(-)-,

[0042] -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N=,

[0043] -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0044] The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0045] R Q1 ~R Q4 can be independently selected from R Q1 ~R Q4 One or more of them are bonded to form a ring,

[0046] R Q5 ~R Q10 can be independently selected from R Q5 ~R Q10 One or more of them are bonded to form a ring.

[0047] M and MM have the same meanings as above.

[0048] ※Indicates the bonding site.]

[0049] [5] The colored curable resin composition according to [4], wherein Q in the above formula (I) or formula (II) 1 and Q 2 At least one of them is a group represented by formula (QQ1).

[0050] [6] The colored curable resin composition according to any one of [1] to [5], wherein the colorant contains a compound represented by formula (I).

[0051] [7] The colored curable resin composition according to [6], wherein Q in the above formula (I) 1 or Q 2 Contains at least 1 -CO2H.

[0052] [8] A color filter formed from the colored curable resin composition according to any one of [1] to [7].

[0053] [9] A display device comprising the color filter described in [8].

[0054] According to the present invention, a colored curable resin composition that can be used to form a color filter having excellent light resistance can be provided. DETAILED DESCRIPTION

[0055] The colored curable resin composition of the present invention contains a colorant (hereinafter, sometimes referred to as a colorant (A)), a resin (hereinafter, sometimes referred to as a resin (B)), a polymerizable compound (hereinafter, sometimes referred to as a polymerizable compound (C)), a polymerization initiator (hereinafter, sometimes referred to as a polymerization initiator (D)), and a singlet oxygen quencher (hereinafter, sometimes referred to as a singlet oxygen quencher (H)).

[0056] The colored curable resin composition of the present invention may further contain a solvent (hereinafter, sometimes referred to as a solvent (E)).

[0057] The colored curable resin composition of the present invention may further contain a polymerization initiation auxiliary (hereinafter, sometimes referred to as a polymerization initiation auxiliary (D1)).

[0058] The colored curable resin composition of the present invention may further contain a leveling agent (hereinafter, sometimes referred to as a leveling agent (F)).

[0059] The colored curable resin composition of the present invention may further contain an antioxidant (hereinafter, sometimes referred to as antioxidant (G)).

[0060] In addition, in this specification, the compound illustrated as each component can be used individually or in combination of 2 or more types unless otherwise specified.

[0061] Colorant (A)

[0062] The colorant (A) contains at least one selected from the group consisting of a compound represented by formula (I) (hereinafter, sometimes referred to as compound (I)) and a compound represented by formula (II) (hereinafter, sometimes referred to as compound (II)).

[0063] <<Compound (I), Compound (II)>>

[0064]

[0065] [Where,

[0066] R 1 ~R 6 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M, MM, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms,

[0067] -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -Si(-)(-)-,

[0068] -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N(-)-,

[0069] -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N=,

[0070] -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0071] The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0072] R 1 and R 2 、R 2 and R 3 、R 3 and R 4 , R 4 and R 6 , and R 6 and R 5 They may be bonded to each other to form a ring.

[0073] M represents a hydrogen atom, an alkali metal atom, a metal atom which may have a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ).

[0074] MM represents an alkali metal atom, a metal atom which may have a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ).

[0075] Z 1 ~Z 4 each independently represents a hydrogen atom, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms,

[0076] -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -Si(-)(-)-,

[0077] -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N(-)-,

[0078] -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N=,

[0079] -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0080] The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0081] Q 1 and Q 2 each independently represents a divalent hydrocarbon group or a divalent heterocyclic group,

[0082] -C(-)(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -Si(-)(-)-,

[0083] -CH(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -N(-)-,

[0084] -CH= constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -N=,

[0085] -CH2- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0086] The hydrogen atoms constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0087] Z 1 ~Z 4 When , M and MM exist in plural numbers, they may be the same as or different from each other.]

[0088] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. A fluorine atom, a chlorine atom and a bromine atom are preferred, and a chlorine atom is more preferred.

[0089] R 1 ~R 6 and Z 1 ~Z 4 The number of carbon atoms in the monovalent hydrocarbon group represented by is 1 to 40, preferably 1 to 30, more preferably 1 to 20, further preferably 1 to 18, and even more preferably 1 to 12.

[0090] R 1 ~R 6 and Z 1 ~Z 4 The monovalent hydrocarbon group having 1 to 40 carbon atoms represented by may be an aliphatic hydrocarbon group or an aromatic hydrocarbon group. The aliphatic hydrocarbon group may be saturated or unsaturated, and may be chain-like or cyclic (alicyclic hydrocarbon group).

[0091] As R1 ~R 6 and Z 1 ~Z 4 The saturated or unsaturated chain hydrocarbon group represented by alkyl includes straight-chain alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl and decyl; branched-chain alkyl groups such as 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 and 2-ethylhexyl; vinyl, propenyl (for example, 1-propenyl, 2-propenyl (allyl)), 1- Alkenyl groups such as methylvinyl, butenyl (e.g., 1-butenyl, 2-butenyl, 3-butenyl), 3-methyl-1-butenyl, 1,3-butadienyl, 1-(2-propenyl)vinyl, 1-(1-methylvinyl)vinyl, 1,2-dimethyl-1-propenyl, pentenyl (e.g., 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl), and hexenyl (e.g., 1-hexenyl, 5-hexenyl); alkynyl groups such as ethynyl, propynyl (e.g., 1-propynyl, 2-propynyl), octynyl (e.g., 1-octynyl, 7-octynyl), butynyl, pentynyl, and hexynyl; and the like.

[0092] The number of carbon atoms in the saturated or unsaturated chain hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, further preferably 1 to 18, and even more preferably 1 to 12. Among them, a linear or branched alkyl group having 1 to 12 carbon atoms is particularly preferred.

[0093] As R 1 ~R 6 and Z 1 ~Z 4 Examples of the saturated or unsaturated alicyclic hydrocarbon group represented by include cycloalkyl groups such as cyclopropyl, 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl; cycloalkenyl groups such as cyclohexenyl (for example, cyclohex-1-en-1-yl, cyclohex-2-en-1-yl, and cyclohex-3-en-1-yl), cycloheptenyl, and cyclooctenyl; and saturated or unsaturated polycyclic hydrocarbon groups such as norbornyl, norbornenyl, adamantyl, and bicyclo[2.2.2]octyl.

[0094] The number of carbon atoms in the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 30, more preferably 3 to 20, further preferably 3 to 18, and even more preferably 3 to 12. Among them, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and adamantyl are particularly preferred.

[0095] As R 1 ~R 6 and Z 1~Z 4 Examples of the aromatic hydrocarbon group represented by include phenyl, o-tolyl, m-tolyl, p-tolyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, 2,4,6-trimethylphenyl, o-propylphenyl, m-propylphenyl, p-propylphenyl, 2,4-diisopropylphenyl, 2,6-diisopropylphenyl, 4-vinylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 3,5-di(tert-butyl)phenyl, 1-naphthyl, 2-naphthyl, 6-methyl-2-naphthyl, fluorenyl, phenanthrenyl, anthracenyl, perylenyl, and pyrenyl.

[0096] The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, further preferably 6 to 18, and even more preferably 6 to 12.

[0097] R 1 ~R 6 and Z 1 ~Z 4 The hydrocarbon group represented by may be a group obtained by combining the hydrocarbon groups listed above. Examples of the group obtained by combining the hydrocarbon groups listed above include a group obtained by combining at least one selected from an aromatic hydrocarbon group, a chain hydrocarbon group, and an alicyclic hydrocarbon group with an aromatic hydrocarbon group; a group obtained by combining a chain hydrocarbon group and an alicyclic hydrocarbon group; and the like.

[0098] Examples of groups formed by combining an aromatic hydrocarbon group with at least one selected from an aromatic hydrocarbon group, a chain hydrocarbon group, and an alicyclic hydrocarbon group include aralkyl groups such as benzyl, (4-methylphenyl)methyl, and phenylethyl; arylalkenyl groups such as 1-phenylvinyl, 2-phenylvinyl (phenylvinyl), 2,2-diphenylvinyl, and 2-phenyl-2-(1-naphthyl)vinyl; arylalkynyl groups such as phenylethynyl; aryl groups (preferably phenyl) to which an arylalkynyl group is bonded, such as (phenylethynyl)phenyl; phenyl groups to which one or more phenyl groups are bonded, such as biphenyl and terphenyl; cyclohexylmethylphenyl, benzylphenyl, and (dimethyl(phenyl)methyl)phenyl. These groups preferably have 7 to 30 carbon atoms, more preferably 7 to 20, even more preferably 7 to 18, and even more preferably 7 to 15.

[0099] Examples of groups obtained by combining a chain hydrocarbon group and an alicyclic hydrocarbon group include alkyl groups to which one or more alicyclic hydrocarbon groups are bonded, such as cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, (2-methylcyclohexyl)methyl, cyclohexylethyl, and adamantylmethyl. These groups preferably have 4 to 30 carbon atoms, more preferably 4 to 20, even more preferably 4 to 18, and particularly preferably 4 to 12.

[0100] R 1 ~R 6 and Z 1~Z 4 The monovalent heterocyclic group having 1 to 40 carbon atoms represents a group containing a heteroatom as a ring constituent. A monovalent heterocyclic group is a group obtained by removing one hydrogen atom directly bonded to a carbon atom or heteroatom constituting the ring from a heterocyclic ring. A monovalent heterocyclic group having 1 to 40 carbon atoms may be monocyclic or polycyclic. Examples of heteroatoms include nitrogen, oxygen, and sulfur atoms.

[0101] The heterocyclic group has preferably 3 to 30 carbon atoms, more preferably 3 to 20 carbon atoms, further preferably 3 to 18 carbon atoms, and even more preferably 3 to 12 carbon atoms.

[0102] Examples of the heterocycle containing a nitrogen atom include monocyclic saturated heterocycles such as aziridine, azetidine, pyrrolidine, piperidine and piperazine; five-membered unsaturated heterocycles such as pyrrole, pyrazole, imidazole, 1,2,3-triazole and 1,2,4-triazole; six-membered unsaturated heterocycles such as pyridine, pyridazine, pyrimidine, pyrazine and 1,3,5-triazine; condensed bicyclic heterocycles such as indazole, indoline, isoindoline, indole, indolizine, benzimidazole, quinoline, isoquinoline, 3-methylquinoxaline and other quinoxalines, quinazolines, cinnolines, phthalazines, naphthyridines, purines, pteridines, benzopyrazoles and benzopiperidines; condensed tricyclic heterocycles such as carbazole, acridine and phenazine; and the like.

[0103] Examples of heterocyclic rings containing oxygen atoms include oxirane, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-dihydropyran, Alkane, 1,4-diol saturated heterocyclic rings such as 1,4-dioxaspiro[4.5]decane, 1,4-dioxaspiro[4.5]nonane, 1,4-dioxaspiro[4.4]nonane, etc.; saturated heterocyclic rings such as α-acetone, β-propiolactone, γ-butyrolactone, γ-valerolactone and δ-valerolactone; 5-membered unsaturated heterocyclic rings such as furan, 2,3-dimethylfuran, 2,5-dimethylfuran, etc.; 6-membered unsaturated heterocyclic rings such as 2H-pyran, 4H-pyran, etc.; benzofuran, benzopyran, methylenedioxybenzene, 1,3-methylenedioxybenzene, benzodioxybenzene Condensed bicyclic heterocycles such as alkanes, chromans and isochromans; condensed tricyclic heterocycles such as xanthenes and dibenzofurans; etc.

[0104] Examples of the heterocycle containing a sulfur atom include 5-membered saturated heterocycles such as dithiolane; 6-membered saturated heterocycles such as thiazane, 1,3-dithiane, and 2-methyl-1,3-dithiane; 5-membered unsaturated heterocycles and 6-membered unsaturated heterocycles such as thiophene, thiopyran, and benzothiopyran; condensed bicyclic heterocycles such as benzothiopyran and benzothiophene; condensed tricyclic heterocycles such as thianthrene and dibenzothiophene; and the like.

[0105] Examples of the heterocyclic ring containing nitrogen and oxygen atoms include monocyclic saturated heterocyclic rings such as morpholine, 2-pyrrolidone, 1-methyl-2-pyrrolidone, 2-methyl-2-pyrrolidone, 2-piperidone, 1-methyl-2-piperidone, and 2-methyl-2-piperidone; Azoles, isocyanates Monocyclic unsaturated heterocyclic rings such as azole; benzo azole, benzyl isocyanate Azoles, benzophenones Oxazine, benzophenone Alkane, benzimidazolinium and other fused bicyclic heterocyclic rings; Oxazine and other fused tricyclic heterocyclic rings; etc.

[0106] Examples of the heterocycle containing a nitrogen atom and a sulfur atom include monocyclic heterocycles such as thiazole; condensed bicyclic heterocycles such as benzothiazole; and condensed tricyclic heterocycles such as phenothiazine.

[0107] -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -Si(-)(-)-, -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N(-)-, -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N=, and -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-. Examples of such groups include:

[0108] -SiH3; -Si(CH3)3, -Si(CH2CH3)3, -Si(CH3)2(CH2CH3) and the like silyl groups having 1 to 3 hydrocarbon groups; -Si(OH)3, -Si(OCH3)3, -Si(OCH2CH3)3, -Si(O(CH2)2CH3)3, -SiH2(OH), -Si(CH3)2(OCH3) and the like silyl groups having 1 to 3 at least one selected from hydroxyl, alkoxy and aryloxy groups; amino; N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylamino, N-isopropylamino, N,N-diisopropylamino, N-butylamino, N amino groups having one or two hydrocarbon groups, such as N-dibutylamino, N-isobutylamino, N,N-diisobutylamino, N-sec-butylamino, N,N-di-sec-butylamino, N-tert-butylamino, N,N-di-tert-butylamino, N-phenylamino, N,N-diphenylamino, N,N-ethylmethylamino, N,N-propylmethylamino, N,N-isopropylmethylamino, N,N-butylmethylamino, N,N-tert-butylmethylamino and N,N-phenylmethylamino; oxy groups (alkyl groups) bonded to hydrocarbon groups, such as methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy, pentyloxy, hexyloxy, (2-ethyl)hexyloxy, phenoxy, m-tolyloxy and 3,4-xylyloxy oxy and aryloxy groups); oxirane; formyl; alkanoyl groups such as acetyl, propionyl, butyryl, tert-butyryl, valeryl, hexanoyl, (2-ethyl)hexanoyl, and benzoyl; oxycarbonyl groups bonded to a hydrocarbon group such as methoxycarbonyl, ethoxycarbonyl, propyloxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, (2-ethyl)hexyloxycarbonyl, phenyloxycarbonyl, and o-tolyloxycarbonyl; mercapto groups; mercapto groups bonded to a hydrocarbon group such as methylthio, ethylthio, propylthio, butylthio, tert-butylthio, pentylthio, hexylthio, (2-ethylhexyl)thio, phenylthio, and o-tolylthio; sulfamoyl; N-methylsulfamoyl, N,N-dimethylsulfamoyl, N-ethylsulfamoyl, N,N-diethylsulfamoyl, and N-propylsulfamoyl Sulfamoyl groups having one or two hydrocarbon groups, such as N,N-dipropylsulfamoyl, N-isopropylsulfamoyl, N,N-diisopropylsulfamoyl, N-butylsulfamoyl, N,N-dibutylsulfamoyl, N-isobutylsulfamoyl, N,N-diisobutylsulfamoyl, N-sec-butylsulfamoyl, N,N-di-sec-butylsulfamoyl, N-tert-butylsulfamoyl, N,N-di-tert-butylsulfamoyl, N-phenylsulfamoyl, N,N-diphenylsulfamoyl, N,N-ethylmethylsulfamoyl, N,N-propylmethylsulfamoyl, N,N-isopropylmethylsulfamoyl, N,N-butylmethylsulfamoyl, N,N-tert-butylmethylsulfamoyl and N,N-phenylmethylsulfamoyl; N-formylamino group;N-alkanoylamino groups such as N-acetylamino, N-propionylamino, N-butyrylamino, N-2,2-dimethylpropionylamino, N-pentanoylamino, N-hexanoylamino, N-(2-ethyl)hexanoylamino, and N-benzoylamino; hydroxyl groups; alkanoyloxy groups such as formyloxy, acetyloxy, propionyloxy, butyryloxy, 2,2-dimethylpropionyloxy, pentanoyloxy, hexanoyloxy, (2-ethyl)hexanoyloxy, and benzoyloxy; sulfonyl groups substituted with hydrocarbon groups such as methylsulfonyl, ethylsulfonyl, propanylsulfonyl, butanylsulfonyl, pentylsulfonyl, hexylsulfonyl, (2-ethyl)hexylsulfonyl, benzylsulfonyl, and p-toluenesulfonyl; carbamoyl; N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl, N,N-diethylcarbamoyl, and N- Carbamoyl groups having one or two hydrocarbon groups, such as propylcarbamoyl, N,N-dipropylcarbamoyl, N-isopropylcarbamoyl, N,N-diisopropylcarbamoyl, N-butylcarbamoyl, N,N-dibutylcarbamoyl, N-isobutylcarbamoyl, N,N-diisobutylcarbamoyl, N-sec-butylcarbamoyl, N,N-di-sec-butylcarbamoyl, N-tert-butylcarbamoyl, N,N-di-tert-butylcarbamoyl, N-phenylcarbamoyl, N,N-diphenylcarbamoyl, N,N-ethylmethylcarbamoyl, N,N-propylmethylcarbamoyl, N,N-isopropylmethylcarbamoyl, N,N-butylmethylcarbamoyl, N,N-tert-butylmethylcarbamoyl, and N,N-phenylmethylcarbamoyl; etc.;

[0109] Furthermore, the hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0110] Examples of the alkali metal atom represented by M and MM include alkali metal atoms such as a lithium atom, a sodium atom and a potassium atom.

[0111] Examples of the metal atom that may have a ligand represented by M and MM include metal atoms belonging to Groups IIA to VA of the periodic table. More preferred metal atoms are Mg, Ca, Sr, Ba, Cd, Ni, Zn, Cu, Hg, Fe, Co, Sn, Pb, Mn, Al, Cr, Rh, Ir, Pd, Ti, Zr, Hf, Si, and Ge. Mg, Ca, Sr, Ba, Ni, Zn, Cu, Fe, Co, Sn, Mn, Al, and Cr are even more preferred. Mg, Ca, Sr, Ba, Ni, Zn, Cu, Fe, Co, Mn, Al, and Cr are particularly preferred.

[0112] The ligand of the metal atom that can have a ligand is not particularly limited and can be, for example, a halogen atom, NO, NO3, SO4, CH3CO2, OH, etc. The ligand coordinated to the metal atom and the carbon atom, nitrogen atom, oxygen atom, sulfur atom, etc. contained in the same ligand can be coordinated to the same metal atom. In the metal atom, multiple different ligands can be coordinated to the same metal atom, and oligomers or polymers can be formed. When compound (I) or compound (II) contains a metal atom that can have a ligand, the ligand also contains compound (I) or compound (II) after removing the metal atom that can have a ligand. Compound (I) and compound (II) also contain such oligomers or polymers. However, the charge of compound (I) and compound (II) is 0.

[0113] Z 1 ~Z 4 They may be the same or different, preferably the same. 1 ~Z 4 , preferably each independently is a hydrogen atom or a monovalent hydrocarbon group having 1 to 40 carbon atoms, more preferably each independently is a hydrogen atom, or a straight-chain alkyl group or a branched-chain alkyl group (hereinafter sometimes referred to as "alkyl group"), further preferably each independently is a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, and particularly preferably a hydrogen atom.

[0114] As N(Z 1 )(Z 2 )(Z 3 )(Z 4 ), for example, NH4; NH3(CH2CH3), NH3((CH2)7CH3) etc. 1 ~Z 4 A group in which three of the atoms are hydrogen and one is an alkyl group; NH2(CH3)2, NH2(CH2CH3)2, etc. 1 ~Z 4 A group in which two of the atoms are hydrogen and two of the atoms are alkyl; NH(CH3)3, NH(CH2CH3)3, etc. 1 ~Z 4 A group in which one of the atoms is a hydrogen atom and three are alkyl groups; N(CH3)4, N(CH2CH3)4, etc. 1 ~Z 4 All of which are alkyl groups; etc., among which NH4 is preferred.

[0115] M is preferably a hydrogen atom or an alkali metal atom, and more preferably a hydrogen atom, a sodium atom or a potassium atom.

[0116] As MM, preferred are alkali metal atoms, Mg which may have a ligand, Ca which may have a ligand, Sr which may have a ligand, Ba which may have a ligand, Ni which may have a ligand, Zn which may have a ligand, Cu which may have a ligand, Fe which may have a ligand, Co which may have a ligand, Sn which may have a ligand, Mn which may have a ligand, Al which may have a ligand, or Cr which may have a ligand.

[0117] R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 4. and R 6 , and R 6 and R 5 They may be bonded to each other to form a ring.

[0118] As R 1 ~R 6 , preferably each independently represents a hydrogen atom, a halogen atom, or a monovalent hydrocarbon group having 1 to 40 carbon atoms, more preferably each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 12 carbon atoms, and particularly preferably a hydrogen atom.

[0119] Q 1 and Q 2 Each independently represents a divalent hydrocarbon group or a divalent heterocyclic group. Examples of divalent hydrocarbon groups include groups obtained by removing a single hydrogen atom directly bonded to a carbon atom constituting the monovalent hydrocarbon group. Preferred embodiments include groups obtained by removing a single hydrogen atom from the preferred embodiments of the monovalent hydrocarbon group having 1 to 40 carbon atoms described above. Examples of divalent heterocyclic groups include groups obtained by removing a single hydrogen atom directly bonded to a carbon atom or heteroatom constituting the monovalent heterocyclic group. Preferred embodiments include groups obtained by removing a single hydrogen atom from the preferred embodiments of the monovalent heterocyclic group having 1 to 40 carbon atoms described above.

[0120] The -C(-)(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted by -Si(-)(-)-, the -CH(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted by -N(-)-, the -CH= constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted by -N=, the -CH2- constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted by -O-, -S-, -S(O)2- or -CO-, and the hydrogen atoms constituting the divalent hydrocarbon group and the divalent heterocyclic group may be substituted by a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0121] The group substituting the hydrogen atoms constituting the divalent hydrocarbon group and the divalent heterocyclic group is preferably a halogen atom, a cyano group, a nitro group, -SO3H or -CO2M, more preferably a halogen atom, a nitro group or -CO2M, further preferably a nitro group or -CO2M, further preferably a nitro group or -CO2H, and particularly preferably -CO2H.

[0122] Q in compound (I) 1 or Q 2 It is preferable that at least one -CO2M is obtained by substituting at least one hydrogen atom with -CO2M, and it is more preferable that at least one -CO2H is obtained by substituting at least one hydrogen atom with -CO2H.

[0123] Q 1 and Q 2 They may be the same or different, but are preferably the same.

[0124] Q 1 and Q 2 Each independently is preferably any one of the groups represented by formula (QQ1) to formula (QQ19).

[0125]

[0126]

[0127] [Where,

[0128] R Q1 ~R Q94 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M, MM, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms,

[0129] -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -Si(-)(-)-,

[0130] -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N(-)-,

[0131] -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -N=,

[0132] -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with -O-, -S-, -S(O)2- or -CO-.

[0133] The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group may be substituted with a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M or MM.

[0134] R Q1 ~RQ94 can be selected from R Q1 ~R Q94 One or more of them are bonded to form a ring.

[0135] M and MM have the same meanings as above.

[0136] ※Indicates bonding site.]

[0137] Examples of the halogen atom include the same ones as those described above, and preferred embodiments thereof are also the same.

[0138] As R Q1 ~R Q94 Examples of the monovalent hydrocarbon group having 1 to 40 carbon atoms and the monovalent heterocyclic group having 1 to 40 carbon atoms represented by include the same groups as the monovalent hydrocarbon group having 1 to 40 carbon atoms and the monovalent heterocyclic group having 1 to 40 carbon atoms described above, and preferred embodiments thereof are also the same.

[0139] M and MM have the same meanings as above, and preferred embodiments are also the same.

[0140] As R in compound (I) Q1 ~R Q94 , preferably each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -CO2M, or a monovalent hydrocarbon group having 1 to 40 carbon atoms, more preferably each independently represents a hydrogen atom, a nitro group, -CO2M, an alkyl group having 1 to 40 carbon atoms, or an arylalkynyl group having 8 to 40 carbon atoms, further preferably each independently represents a hydrogen atom, a nitro group, -CO2M, or an arylalkynyl group having 8 to 18 carbon atoms, further preferably each independently represents a hydrogen atom, a nitro group, -CO2M, or an arylalkynyl group having 8 to 12 carbon atoms, particularly preferably each independently represents a hydrogen atom, a nitro group, -CO2M, or a phenylethynyl group, further preferably each independently represents a hydrogen atom, a nitro group, -CO2M, particularly preferably each independently represents a hydrogen atom, a nitro group, -CO2H, and most preferably each independently represents a hydrogen atom or -CO2H.

[0141] As R in compound (II) Q1 ~R Q94, preferably each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -CO2M, or a monovalent hydrocarbon group having 1 to 40 carbon atoms, more preferably each independently represents a hydrogen atom, a nitro group, -CO2M, an alkyl group having 1 to 40 carbon atoms, or an arylalkynyl group having 8 to 40 carbon atoms, further preferably each independently represents a hydrogen atom, a nitro group, -CO2M, or an arylalkynyl group having 8 to 18 carbon atoms, further preferably each independently represents a hydrogen atom, a nitro group, -CO2M, or an arylalkynyl group having 8 to 12 carbon atoms, particularly preferably each independently represents a hydrogen atom, a nitro group, -CO2H, or a phenylethynyl group, and further preferably each independently represents a hydrogen atom or a phenylethynyl group.

[0142] As Q 1 and Q 2 , more preferably each independently represents a group represented by formula (QQ1) to formula (QQ12), further preferably each independently represents a group represented by formula (QQ1) to formula (QQ5), and further preferably each independently represents a group represented by formula (QQ1) or formula (QQ2). 1 and Q 2 , preferably Q 1 and Q 2 At least one of them is a group represented by formula (QQ1), more preferably Q 2 It is a group represented by formula (QQ1), and more preferably Q 1 and Q 2 All of them are groups represented by formula (QQ1).

[0143] As the group represented by the formula (QQ1) in the compound (I), R Q1 ~R Q4 Any one of them is a halogen atom, a cyano group, a nitro group, -CO2M, or a monovalent hydrocarbon group having 1 to 40 carbon atoms and the remainder are all hydrogen atoms, and more preferably R Q1 ~R Q4 Any one of them is a nitro group, -CO2M or an arylalkynyl group having 8 to 40 carbon atoms and the remainder are all hydrogen atoms, and more preferably R Q1 ~R Q4 Any one of them is a nitro group, -CO2M or an arylalkynyl group having 8 to 18 carbon atoms and the remainder are all hydrogen atoms, and more preferably R Q1 ~R Q4 Any one of them is a nitro group, -CO2M or an arylalkynyl group having 8 to 12 carbon atoms and the remainder are all hydrogen atoms, and R is particularly preferred. Q1 ~R Q4 Any one of them is a nitro group, -CO2M or a phenylethynyl group and the rest are all hydrogen atoms, and further preferably R Q1 ~R Q4A group in which any one of them is a nitro group or a -CO2M group and the rest are all hydrogen atoms, and R is particularly preferred. Q1 ~R Q4 Any one of them is a nitro group or -CO2H and the rest are all hydrogen atoms, and the most preferred group is R Q1 ~R Q4 A group in which any one of the groups is -CO2H and the rest are all hydrogen atoms.

[0144] As the group represented by formula (QQ1) in compound (II), R Q1 ~R Q4 Any one of them is a halogen atom, a cyano group, a nitro group, -CO2M or a monovalent hydrocarbon group having 1 to 40 carbon atoms and the remainder are all hydrogen atoms, and more preferably R Q1 ~R Q4 Any one of them is a nitro group, -CO2M, or an arylalkynyl group having 8 to 40 carbon atoms, and the remainder are all hydrogen atoms, and more preferably R Q1 ~R Q4 Any one of them is a nitro group, -CO2M or an arylalkynyl group having 8 to 18 carbon atoms and the remainder are all hydrogen atoms, and more preferably R Q1 ~R Q4 Any one of them is a nitro group, -CO2M or an arylalkynyl group having 8 to 12 carbon atoms and the remainder are all hydrogen atoms, and R is particularly preferred. Q1 ~R Q4 Any one of them is a nitro group, -CO2H or a phenylethynyl group and the rest are all hydrogen atoms, and further preferably R Q1 ~R Q4 A group in which any one of them is a phenylethynyl group and the rest are all hydrogen atoms.

[0145] As the group represented by formula (QQ2), R Q5 ~R Q10 A group consisting entirely of hydrogen atoms, R Q5 ~R Q10 A group in which any one of them is a halogen atom, a cyano group, a nitro group or -CO2M and the rest are all hydrogen atoms, and R is particularly preferred. Q5 ~R Q10 A group consisting entirely of hydrogen atoms.

[0146] As the group represented by formula (QQ3), R Q11 ~R Q16 A group consisting entirely of hydrogen atoms, R Q11 ~R Q16 A group in which any one of them is a halogen atom, a cyano group, a nitro group or -CO2M and the rest are all hydrogen atoms, and R is particularly preferred. Q11 ~R Q16 A group consisting entirely of hydrogen atoms.

[0147] As the group represented by formula (QQ4), R Q17 ~R Q24 A group consisting entirely of hydrogen atoms, R Q17 ~R Q24 A group in which any one of them is a halogen atom, a cyano group, a nitro group or -CO2M and the rest are all hydrogen atoms, and R is particularly preferred. Q17 ~R Q24 A group consisting entirely of hydrogen atoms.

[0148] As the group represented by formula (QQ5), R Q25 ~R Q30 A group consisting entirely of hydrogen atoms, R Q25 ~R Q30 A group in which any one of them is a halogen atom, a cyano group, a nitro group or -CO2M and the rest are all hydrogen atoms, and R is particularly preferred. Q25 ~R Q30 A group consisting entirely of hydrogen atoms.

[0149] Compound (I) or compound (II) preferably has at least one selected from a halogen atom, a cyano group, a nitro group, -CO2M, and an arylalkynyl group, and preferably at least one selected from a nitro group, -CO2M, and an arylalkynyl group having 8 to 12 carbon atoms (hereinafter sometimes referred to as modified compound (I) or modified compound (II)). Using a colored curable resin composition containing modified compound (I) or modified compound (II) as the colorant (A) can further improve the light resistance of the resulting color filter.

[0150] The above-mentioned halogen atoms, cyano, nitro, -CO2M and arylalkynyl groups can be used as R 1 ~R 6 and R Q1 ~R Q94 Any one of the above is introduced into the modified compound (I) or (II), preferably as R Q1 ~R Q94 Any one of them is introduced into the modified compound (I) or (II).

[0151] Examples of the compound (I) include compounds (Ia1) to (Ia144) represented by the formula (Ia) shown in Tables 1 and 2 below.

[0152]

[0153] [Table 1]

[0154]

[0155] [Table 2]

[0156]

[0157] Examples of compound (II) include compounds (IIa1) to (IIa144) represented by formula (IIa) shown in Tables 3 and 4 below.

[0158]

[0159] [Table 3]

[0160]

[0161] [Table 4]

[0162]

[0163] In Tables 1 to 4, Qa1 to Qa12 refer to groups represented by the following formulas (Qa1) to (Qa12), respectively.

[0164]

[0165] [Where, ※ represents a bonding site.]

[0166] Compound (I) is preferably Compound (Ia1) to Compound (Ia12), Compound (Ia90) to Compound (Ia100), and Compound (Ia123) to Compound (Ia144), and more preferably Compound (Ia1) to Compound (Ia12), Compound (Ia91) to Compound (Ia94), Compound (Ia96), Compound (Ia98) to Compound (Ia100), Compound (Ia124) to Compound (Ia127), and Compound (Ia129). , compound (Ia130), compound (Ia132), compound (Ia133), further preferably compound (Ia7), compound (Ia8), compound (Ia10), compound (Ia11), compound (Ia12), compound (Ia91), compound (Ia99), compound (Ia124), compound (Ia130), further preferably compound (Ia7), compound (Ia11), compound (Ia124), especially preferably compound (Ia11).

[0167] As compound (II), compounds (IIa1) to (IIa12), (IIa90) to (IIa100), and (IIa123) to (IIa133) are preferred, and compounds (IIa1) to (IIa12), (IIa91) to (IIa94), (IIa96), (IIa98) to (IIa100), (IIa124) to (IIa127), (IIa129), (IIa130), (IIa132), (IIa133), (IIa135) to (IIa136) are more preferred. Compound (IIa138), compound (IIa140), compound (IIa141), compound (IIa143), and compound (IIa144), and further preferred are compound (IIa7), compound (IIa8), compound (IIa10), compound (IIa11), compound (IIa12), compound (IIa91), compound (IIa99), compound (IIa124), compound (IIa130), compound (IIa99), compound (IIa124), compound (IIa130), compound (IIa135), compound (IIa141), and compound (IIa144), and further preferred is compound (IIa12).

[0168] The method for producing compound (I) is not particularly limited, and it can be produced, for example, by reacting a compound represented by formula (pt1), a compound represented by formula (pt2), and a compound represented by formula (pt3). Hereinafter, this production method may be referred to as production method 1.

[0169]

[0170] [Where R 1 ~R 5 , Q 1 and Q 2 Means the same as above.]

[0171] The amount of the compound represented by formula (pt2) used in the reaction of Production Method 1 is usually 0.1 to 30 mol, preferably 1 to 20 mol, more preferably 1 to 16 mol, and even more preferably 1 to 10 mol, relative to 1 mol of the compound represented by formula (pt1).

[0172] The amount of the compound represented by formula (pt3) used in the reaction of Production Method 1 is usually 0.1 to 30 mol, preferably 1 to 20 mol, more preferably 1 to 16 mol, and even more preferably 1 to 10 mol, relative to 1 mol of the compound represented by formula (pt1).

[0173] The reaction temperature is usually -100 to 300°C, preferably 0 to 280°C, more preferably 50 to 250°C, further preferably 100 to 230°C, and even more preferably 150 to 200°C.

[0174] The reaction time is usually 0.5 to 500 hours.

[0175] The reaction of Production Method 1 is usually carried out in the presence of a solvent.

[0176] Examples of the solvent include water; nitrile solvents such as acetonitrile; alcohol solvents such as methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 1-pentanol, 1-hexanol, 1-heptanol, 2-ethyl-1-hexanol, 1-octanol, and phenol; amine solvents; ether solvents such as diethyl ether, tetrahydrofuran, and diphenyl ether; ketone solvents such as acetone and methyl isobutyl ketone; ester solvents such as ethyl acetate and methyl benzoate; aliphatic hydrocarbon solvents such as hexane; toluene, trimethylbenzene (for example, 1 ,3,5-trimethylbenzene), decalin, tetralin and other aromatic hydrocarbon solvents; dichloromethane, chloroform, 1,2-dichlorobenzene, trichlorobenzene (for example, 1,3,5-trichlorobenzene), 1-chloronaphthalene, 2-chloronaphthalene and other halogenated hydrocarbon solvents; nitrobenzene and other nitro hydrocarbon solvents; N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone and other amide solvents; dimethyl sulfoxide and other sulfoxide solvents, among which methyl benzoate is preferred.

[0177] The amount of the solvent used is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound represented by formula (pt1) in the reaction of the compound represented by formula (pt2) and the compound represented by formula (pt3).

[0178] In the reaction of the compound represented by formula (pt1), the compound represented by formula (pt2), and the compound represented by formula (pt3), it is preferred that an acid coexists.

[0179] Examples of the acid include inorganic acids such as hydrogen chloride, hydrogen bromide, hydrogen iodide, sulfuric acid, nitric acid, fluorosulfonic acid, and phosphoric acid; sulfonic acids such as methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid; and carboxylic acids such as acetic acid, trifluoroacetic acid, citric acid, formic acid, gluconic acid, lactic acid, oxalic acid, benzoic acid, and tartaric acid. Preferred examples include hydrogen chloride, hydrogen bromide, sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-toluenesulfonic acid, and carboxylic acids. More preferred examples include carboxylic acids, and even more preferred examples include benzoic acid.

[0180] The amount of the acid used in the reaction of Production Method 1 is usually 1 to 90 mol, preferably 1 to 70 mol, more preferably 1 to 50 mol, and even more preferably 1 to 30 mol per 1 mol of the compound represented by Formula (pt1).

[0181] In addition, when compound (I) has a carboxylic acid and / or an ester in its structure, and when an alcohol, ether, or ester is present as a solvent in the production process of compound (I), the compound obtained by esterifying and / or transesterifying the carboxylic acid and / or ester of compound (I) can be produced together with the target compound (I) as a mixture. For example, when methyl benzoate is used as a solvent in the process of producing the following compound (Ia11), the compound represented by formula (Ia11-a), the compound represented by formula (Ia11-b), and the compound represented by formula (Ia11-c) can be contained together with compound (Ia11).

[0182]

[0183]

[0184] The method for extracting compound (I) from the reaction mixture is not particularly limited, and various known methods can be used for extraction. For example, after the reaction is completed, a solvent such as methanol, in which compound (I) is poorly soluble but compounds other than compound (I) are readily soluble, is mixed thoroughly with the reaction mixture and filtered to extract compound (I). Alternatively, the residue obtained can be washed with an amide solvent such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, a sulfoxide solvent such as dimethyl sulfoxide, or a mixed solvent thereof, with an alkaline aqueous solution such as sodium hydroxide solution, and / or an acidic aqueous solution such as hydrochloric acid, and then washed with water, a low-boiling alcohol such as methanol, or a mixed solvent thereof to extract compound (I). The residue can be further purified by column chromatography and / or recrystallization. Alternatively, the solvent of the reaction mixture can be distilled off after the reaction is completed, and the resulting residue can be purified by column chromatography and / or recrystallization, or the reaction mixture can be purified by column chromatography and / or recrystallization after the reaction is completed.

[0185] In addition, the compound represented by formula (I) can be produced by reacting a compound represented by formula (pt1) with a compound represented by formula (pt2) to produce a compound represented by formula (I') (hereinafter sometimes referred to as compound (I')), followed by hydrolyzing compound (I') in the presence of a base to produce a compound represented by formula (IM1) (hereinafter sometimes referred to as compound (IM1)), which can then be produced by reacting compound (IM1) with a compound represented by formula (pt3).

[0186]

[0187] [Where R 1 ~R 5 , Q 1 , Q 2 Means the same as above.]

[0188] The amount of the compound represented by formula (pt2) used in the reaction between the compound represented by formula (pt1) and the compound represented by formula (pt2) is usually 0.1 to 60 mol, preferably 1 to 40 mol, more preferably 1 to 32 mol, and further preferably 2 to 20 mol, relative to 1 mol of the compound represented by formula (pt1).

[0189] The amount of the compound represented by formula (pt3) used in the reaction between the compound represented by formula (IM1) and the compound represented by formula (pt3) is usually 0.1 to 30 mol, preferably 1 to 20 mol, more preferably 1 to 16 mol, and further preferably 1 to 10 mol, relative to 1 mol of the compound represented by formula (IM1).

[0190] The reaction temperature and reaction time in the reaction of the compound represented by formula (pt1) and the compound represented by formula (pt2), and the reaction temperature and reaction time in the reaction of the compound represented by formula (IM1) and the compound represented by formula (pt3) are the same as the reaction temperature and reaction time in production method 1, and their preferred embodiments are also the same.

[0191] The reaction of the compound represented by formula (pt1) with the compound represented by formula (pt2), and the reaction of the compound represented by formula (IM1) with the compound represented by formula (pt3) are usually carried out in the presence of a solvent. As the solvent, the solvents exemplified in Production Method 1 can be mentioned, and the preferred embodiment is the same.

[0192] The amount of the solvent used in the reaction of the compound represented by formula (pt1) and the compound represented by formula (pt2) is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound represented by formula (pt1).

[0193] The amount of the solvent used in the reaction of the compound represented by formula (IM1) and the compound represented by formula (pt3) is usually 1 to 1000 parts by mass relative to 1 part by mass of the compound represented by formula (IM1).

[0194] In the reaction of the compound represented by formula (pt1) with the compound represented by formula (pt2), and the reaction of the compound represented by formula (IM1) with the compound represented by formula (pt3), an acid is preferably present in the presence of an acid. Examples of the acid include the acids exemplified in Production Method 1, and the preferred embodiments are the same.

[0195] The amount of the acid used in the reaction of the compound represented by formula (pt1) and the compound represented by formula (pt2) is usually 1 to 90 mol, preferably 1 to 70 mol, more preferably 1 to 50 mol, and further preferably 1 to 30 mol, relative to 1 mol of the compound represented by formula (pt1).

[0196] The amount of the acid used in the reaction of the compound represented by formula (IM1) and the compound represented by formula (pt3) is usually 1 to 90 mol, preferably 1 to 70 mol, more preferably 1 to 50 mol, and further preferably 1 to 30 mol, relative to 1 mol of the compound represented by formula (IM1).

[0197] In addition, similarly to the production method 1, when the compound (I) has a carboxylic acid and / or an ester in its structure, the compound obtained by esterifying and / or transesterifying the carboxylic acid and / or ester of the compound (I) can be produced together with the target compound (I) as a mixture.

[0198] The method for extracting the compound represented by formula (I') from the reaction mixture of the compound represented by formula (pt1) and the compound represented by formula (pt2), and the method for extracting the compound represented by formula (I) from the reaction mixture of the compound represented by formula (IM1) and the compound represented by formula (pt3) are not particularly limited, and the extraction can be carried out by various well-known methods, for example, the method exemplified in Production Method 1.

[0199] Examples of the base in the hydrolysis reaction of the compound represented by formula (I') in the presence of a base include organic bases such as triethylamine, 4-(N,N-dimethylamino)pyridine, pyridine, piperidine, 1,8-diazabicyclo[5.4.0]undec-7-ene, and 1,5-diazabicyclo[4.3.0]non-5-ene; metal alkoxides such as sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide; organometallic compounds such as methyllithium, butyllithium, tert-butyllithium, and phenyllithium; and inorganic bases such as sodium hydrogen carbonate, potassium hydrogen carbonate, sodium carbonate, potassium carbonate, lithium hydroxide, sodium hydroxide, and potassium hydroxide. Inorganic bases are preferred, and potassium hydroxide is more preferred.

[0200] The amount of the base used in the hydrolysis reaction of the compound represented by formula (I') in the presence of a base is usually 0.1 to 100 mol, preferably 1 to 70 mol, more preferably 2 to 40 mol per 1 mol of the compound represented by formula (I').

[0201] The amount of water used in the hydrolysis reaction of the compound represented by formula (I') in the presence of a base is usually 1 to 1000 parts by mass, preferably 1 to 200 parts by mass, more preferably 1 to 100 parts by mass, and even more preferably 1 to 50 parts by mass per 1 part by mass of the compound represented by formula (I').

[0202] The reaction temperature in the hydrolysis reaction of the compound represented by formula (I') in the presence of a base is usually 0 to 100°C, preferably 5 to 100°C, more preferably 20 to 100°C, further preferably 40 to 100°C, and even more preferably 60 to 100°C.

[0203] The reaction time for the hydrolysis reaction of the compound represented by formula (I') in the presence of a base is preferably continued until the compound represented by formula (I') disappears, and is generally 0.5 to 120 hours, preferably 1 to 72 hours, and more preferably 1 to 24 hours.

[0204] The method for extracting the compound represented by formula (IM1) from the reaction mixture of the hydrolysis reaction of the compound represented by formula (I') in the presence of a base is not particularly limited and can be extracted by various known methods, for example, the methods exemplified in Production Method 1.

[0205] The method for producing compound (II) is not particularly limited, and the compound (II) can be produced by referring to the method for producing compound (I) described above, except that the compound represented by formula (pt1) is replaced by a compound represented by the following formula (pt1′).

[0206]

[0207] [Where R 2 ~R 6 Means the same as above.]

[0208] When the colorant (A) contains compound (I), the content of compound (I) relative to the total amount of the colorant (A) may be 100 mass%, and as a lower limit, for example, it may be 0.1 mass% or more, preferably 5 mass% or more, more preferably 10 mass% or more, further preferably 20 mass% or more, further preferably 30 mass% or more, and further preferably 50 mass% or more.

[0209] When the colorant (A) contains compound (II), the content of compound (II) relative to the total amount of the colorant (A) may be 100 mass%, and as a lower limit, for example, it may be 0.1 mass% or more, preferably 5 mass% or more, more preferably 10 mass% or more, further preferably 20 mass% or more, further preferably 30 mass% or more, and further preferably 50 mass% or more.

[0210] The colorant (A) preferably contains the compound (I), and may contain both the compound (I) and the compound (II).

[0211] When one or more of each of compound (I) and compound (II) as the colorant (A) is contained, the total content of compound (I) and compound (II) relative to the total amount of the colorant (A) may be 100% by mass, and as a lower limit, for example, may be 0.1% by mass or more, preferably 5% by mass or more, more preferably 10% by mass or more, further preferably 20% by mass or more, further preferably 30% by mass or more, and further preferably 50% by mass or more.

[0212] When one or more of each of compound (I) and compound (II) as the colorant (A) is contained, the content ratio of compound (I) to compound (II) (compound (II) / compound (I)) is preferably 0.01 to 100, more preferably 0.05 to 50, on a molar basis.

[0213] Colorant (A1)

[0214] The colored curable resin composition of the present invention may contain a dye (hereinafter sometimes referred to as dye (A1-1)) and / or a pigment (hereinafter sometimes referred to as pigment (A1-2)) other than compound (I) and compound (II) (hereinafter, dye (A1-1) and pigment (A1-2) may be collectively referred to as colorant (A1)) as a colorant (A). These may be used alone or in combination of two or more.

[0215] As long as the dye (A1-1) does not contain compound (I) and compound (II), known dyes can be used, for example, solvent dyes, acid dyes, direct dyes, mordant dyes, etc. can be mentioned. As dyes, for example, compounds classified as dyes in the Color Index (published by The Society of Dyers and Colourists) and known dyes described in the Dyeing Guide (Color Dyeing Company) can be mentioned. In addition, based on the chemical structure, azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, phthalocyanine dyes, perylene dyes, quinophthalone dyes, isoindoline dyes, etc. can be mentioned.

[0216] Specifically, dyes having the following Color Index (CI) numbers are mentioned.

[0217] CI Solvent Yellow 4, 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 117, 162, 163, 167, 189;

[0218] CI Solvent Red 24, 45, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146, 150, 151, 155, 160, 168, 169, 172, 175, 181, 207, 218, 222, 227, 230, 245, 247;

[0219] CI Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 77, 86, 99;

[0220] CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;

[0221] CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 38, 44, 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;

[0222] CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; etc. CI solvent dyes,

[0223] 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, 156 7, 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;

[0224] CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66, 73, 76, 80, 87, 88, 91, 92, 94, 95, 97, 98, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 182 , 183, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, 383, 388, 394, 401, 412, 417, 418, 422, 426;

[0225] CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169, 173;

[0226] CI Acid Violet 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102;

[0227] 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, 123, 1 26, 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, 249, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324: 1, 335, 340;

[0228] 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; etc. CI acid dyes,

[0229] CI Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 132, 136, 138, 141;

[0230] 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;

[0231] CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

[0232] CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

[0233] 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, 87, 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, 1 67, 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;

[0234] CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 79, 82; etc. CI direct dyes,

[0235] CI Disperse Yellow 51, 54, 76;

[0236] CI Disperse Violet 26, 27;

[0237] CI disperse blue 1, 14, 56, 6; 0 and other CI disperse dyes,

[0238] CI Basic Red 1, 10;

[0239] 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;

[0240] CI Basic Violet 2;

[0241] CI Basic Red 9;

[0242] CI Basic Green 1; etc. CI basic dyes,

[0243] CI Reactive Yellow 2, 76, 116;

[0244] CI Reactive Orange 16;

[0245] CI Reactive Red 36; etc. CI reactive dyes,

[0246] CI Medium Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

[0247] CI Medium Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 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;

[0248] CI Medium Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48;

[0249] CI Medium 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;

[0250] CI Medium 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;

[0251] CI mordant green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53; etc. CI mordant dyes,

[0252] CI vat green 1; etc. CI vat dyes, etc.

[0253] In addition, Lumogen (registered trademark), a product of BASF, can be mentioned, including Lumogen (registered trademark) F Yellow 083 (manufactured by BASF), Lumogen (registered trademark) F Yellow 170 (manufactured by BASF), Lumogen (registered trademark) F Orange 240 (manufactured by BASF), and Lumogen (registered trademark) F Red 305 (manufactured by BASF).

[0254] As the pigment (A1-2), any known pigment can be used as long as it does not contain the compound (I) and the compound (II). Examples thereof include pigments classified as pigments in the Color Index (published by The Society of Dyers and Colourists).

[0255] Specific examples of pigments classified as pigments include yellow pigments such as CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214, and 231;

[0256] CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73 and other orange pigments;

[0257] CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 178, 179, 180, 190, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, 266, 268, 269, 273 and other red pigments;

[0258] CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60 and other blue pigments;

[0259] CI Pigment Violet 1, 19, 23, 32, 36, 38 and other purple pigments;

[0260] CI Pigment Green 7, 36, 58, 59, 62, 63 and other green pigments;

[0261] Brown pigments such as CI Pigment Brown 23 and 25;

[0262] CI Pigment Black 1, 7, 31, 32 and other black pigments; etc.

[0263] As the colorant (A1), yellow dyes and yellow pigments (hereinafter, these may be collectively referred to as "yellow colorants"), orange dyes and orange pigments (hereinafter, these may be collectively referred to as "orange colorants"), red dyes and red pigments (hereinafter, these may be collectively referred to as "red colorants"), and green dyes and green pigments (hereinafter, these may be collectively referred to as "green colorants") are preferred. Yellow colorants and green colorants are more preferred, yellow pigments and green pigments are further preferred, and green pigments are even more preferred.

[0264] Examples of yellow dyes include dyes classified as yellow in color tone among the above dyes, and examples of yellow pigments include pigments classified as yellow in color tone among the above pigments.

[0265] As the yellow colorant, yellow dyes and yellow pigments are preferred, yellow pigments are more preferred, quinophthalone pigments, metal-containing pigments, and isoindoline pigments are further preferred, CI Pigment Yellow 129, 138, 139, 150, 185, and 231 are further preferred, and CI Pigment Yellow 138, 139, 150, 185, and 231 are particularly preferred.

[0266] Examples of orange dyes include dyes classified as orange in color tone among the above dyes, and examples of orange pigments include pigments classified as orange in color tone among the above pigments.

[0267] As the orange colorant, an orange dye or an orange pigment is preferred, an orange pigment is more preferred, and CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, and 73 are further preferred.

[0268] Examples of red dyes include dyes classified as red in color tone among the above dyes, and examples of red pigments include pigments classified as red in color tone among the above pigments.

[0269] As the red colorant, red dyes and red pigments are preferred, azo dyes, anthraquinone dyes, triphenylmethane dyes, xanthene dyes, perylene dyes, azo pigments, diketopyrrolopyrrole pigments, anthraquinone pigments, triphenylmethane pigments, xanthene pigments, and perylene pigments are more preferred, and CI Acid Red 52 and CI Pigment Red 144, 177, 179, 242, 254, and 269 are further preferred.

[0270] Furthermore, as the yellow colorant, the orange colorant, or the red colorant, xanthene compounds described in JP-A-2013-235257 and the like may also be used.

[0271] Examples of green dyes include dyes classified as green in color tone among the above dyes, and examples of green pigments include pigments classified as green in color tone among the above pigments.

[0272] As the green colorant, green dyes and green pigments are preferred, green pigments are more preferred, phthalocyanine pigments are further preferred, halogenated copper phthalocyanine pigments, halogenated zinc phthalocyanine pigments, and halogenated aluminum zinc phthalocyanine pigments are further preferred, and CI Pigment Green 7, 36, 58, 59, 62, and 63 are particularly preferred.

[0273] When the colorant (A) further contains a colorant (A1), the lower limit of the total content of compound (I) and compound (II) in the colorant (A) is, for example, 1% by mass or more, preferably 10% by mass or more, more preferably 30% by mass or more, even more preferably 50% by mass or more, and particularly preferably 60% by mass or more, relative to the total amount of the colorant (A). On the other hand, when the colorant (A) further contains a colorant (A1), the upper limit of the total content of compound (I) and compound (II) in the colorant (A) is, for example, less than 100% by mass, relative to the total amount of the colorant (A).

[0274] When the colored curable resin composition contains a solvent (E), a colored composition containing a colorant (A) and a solvent (E) (hereinafter, sometimes referred to as a solution containing a colorant) can be prepared in advance, and then the colored curable resin composition can be prepared using this colored composition. When the colorant (A) is not soluble in the solvent (E), for example, when the colorant (A) contains a pigment (A1-2), the colored composition can be prepared by dispersing and mixing the colorant (A) in the solvent (E) (hereinafter, the colored composition in this case may be referred to as a colored dispersion). The colored composition may contain a portion or all of the solvent (E) contained in the colored curable resin composition.

[0275] The solid content in the colored composition is less than 100% by mass, preferably 0.01% to 99.99% by mass, more preferably 0.1% to 99.9% by mass, further preferably 0.1% to 99% by mass, further preferably 1% to 90% by mass, particularly preferably 1% to 80% by mass, further preferably 1% to 70% by mass, particularly preferably 1% to 60% by mass, and most preferably 1% to 50% by mass, relative to the total amount of the colored composition.

[0276] The content of the colorant (A) in the colored composition is 100% by mass or less, preferably 0.0001% by mass to 99.9999% by mass, more preferably 0.001% by mass to 99% by mass, further preferably 1% by mass to 95% by mass, further preferably 3% by mass to 90% by mass, and particularly preferably 5% by mass to 90% by mass, relative to the total amount of solids in the colored composition.

[0277] The colorant (A) may be subjected to rosin treatment, surface treatment using a derivative having an acidic group or a basic group introduced therein, grafting treatment onto the surface of the colorant (A) using a polymer compound, etc., micronization treatment by a sulfuric acid micronization method, a salt milling method, etc., washing treatment with an organic solvent, water, etc. for removing impurities, and removal treatment of ionic impurities by an ion exchange method, etc., as needed.

[0278] In addition, the colorant (A) may be subjected to the following treatment as needed:

[0279] Crystal structure conversion, particle shaping and / or roughly uniform particle size;

[0280] The colorant (A) is mixed with water and / or an organic solvent, stirred and / or stirred while heating to obtain a suspension, and then the suspension is filtered to obtain the colorant (A) with a changed crystal structure;

[0281] a treatment to change the crystal structure of the colorant (A) by recrystallization;

[0282] A treatment comprising mixing a colorant (A) with water, sulfuric acid or an organic solvent, stirring and / or stirring while heating to obtain a solution or suspension, mixing the solution or suspension with a poor solvent for the colorant (A) to obtain a suspension, and filtering the suspension to obtain the colorant (A) having a modified crystal structure;

[0283] A treatment of mixing the colorant (A) and the derivative with water and / or an organic solvent, stirring and / or stirring while heating to obtain a suspension, and then filtering the suspension to obtain a mixture containing the colorant (A) with a modified crystal structure and / or a treatment of mixing the colorant (A) with the derivative;

[0284] a treatment of obtaining a mixture containing a colorant (A) having a modified crystal structure by recrystallizing the mixture of the colorant (A) and the derivative and / or a treatment of mixing the colorant (A) with the derivative;

[0285] The colorant (A) and the derivative are mixed with water, sulfuric acid or an organic solvent, stirred and / or stirred while heating to obtain a solution or suspension, and then the solution or suspension is mixed with a poor solvent for the colorant (A) to obtain a suspension, and then the suspension is filtered to obtain a mixture containing the colorant (A) with a modified crystal structure and / or the colorant (A) is mixed with the derivative; etc.

[0286] When a plurality of coloring agents (A) or derivatives are used, these treatments may be performed individually or in combination of a plurality of coloring agents (A) or derivatives.

[0287] The particle size of the colorant (A) is preferably substantially uniform.

[0288] When the coloring composition contains a derivative, the content of the derivative is 0.01 to 100 parts by mass, preferably 0.01 to 70 parts by mass, more preferably 0.1 to 50 parts by mass, further preferably 0.1 to 30 parts by mass, and particularly preferably 0.1 to 20 parts by mass, relative to 100 parts by mass of the colorant (A).

[0289] The colorant (A) can be dispersed in the solution by adding a dispersant. When two or more colorants (A) are used in combination, they can be dispersed individually or in a mixture.

[0290] As dispersant, for example, surfactant etc. can be enumerated, and can be any surfactant in cationic, anionic, nonionic and amphoteric. Specifically, surfactants such as polyester, polyamine and acrylic acid can be enumerated. These dispersants can be used alone or in combination of two or more. As dispersant, when represented by trade name, KP (Shin-Etsu Chemical Industry (Strain) system), FLOWLEN (Kyoeisha Chemical (Strain) system), Solsperse (registered trademark) (Zeneca (Strain) system), EFKA (registered trademark) (BASF company system), AJISPER (registered trademark) (Ajinomoto Fine Chemicals (Strain) system) and Disperbyk (registered trademark) (BYK company system), BYK (registered trademark) (BYK company system) etc. can be enumerated.

[0291] When a dispersant is used, the amount of the dispersant (solid content) used is generally 1 to 10,000 parts by mass, preferably 5 to 5,000 parts by mass, more preferably 10 to 3,000 parts by mass, further preferably 15 to 1,000 parts by mass, further preferably 18 to 500 parts by mass, and particularly preferably 20 to 350 parts by mass, relative to 100 parts by mass of the colorant (A) in the coloring composition. When the amount of the dispersant used is within the above range, there is a tendency to obtain a more uniformly dispersed coloring composition.

[0292] After previously preparing a coloring composition containing a colorant (A) and a solvent (E), when using this coloring composition to prepare a colored curable resin composition, the colored composition may previously contain a portion or all, preferably a portion, of the resin (B) contained in the colored curable resin composition. By previously containing the resin (B), the dispersion stability of the colored composition can be further improved.

[0293] When the colored composition contains a resin (B), the content of the resin (B) is, for example, 0.01 to 10,000 parts by mass, preferably 0.01 to 5,000 parts by mass, more preferably 0.01 to 1,000 parts by mass, further preferably 0.1 to 500 parts by mass, and even more preferably 0.1 to 300 parts by mass, relative to 100 parts by mass of the colorant (A) in the colored composition.

[0294] The content of the colorant (A) is preferably 0.1% to 50% by mass, more preferably 0.5% to 40% by mass, further preferably 0.8% to 30% by mass, and even more preferably 1% to 20% by mass, based on the total solid content of the colored curable resin composition. A colorant (A) content within this range is preferred because it provides a sufficient color density when the color filter is formed and allows the composition to contain a desired amount of the resin (B), thereby enabling the formation of a pattern with sufficient mechanical strength.

[0295] As used herein, the term "total solids content" refers to the amount obtained by subtracting the solvent content from the total amount of the colored curable resin composition. The total solids content and the content of each component relative to the total solids content can be measured using known analytical methods such as liquid chromatography or gas chromatography.

[0296] Resin (B)

[0297] The resin (B) is preferably an alkali-soluble resin, and more preferably a polymer having a structural unit derived from at least one monomer selected from unsaturated carboxylic acids and unsaturated carboxylic anhydrides (hereinafter sometimes referred to as "monomer (a)").

[0298] The resin (B) is preferably a copolymer having a structural unit derived from a monomer having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b)") and other structural units.

[0299] Examples of other structural units include structural units derived from a monomer copolymerizable with monomer (a) (which is different from monomer (a) and monomer (b), and may be hereinafter referred to as "monomer (c)"), and structural units having an ethylenically unsaturated bond.

[0300] In this specification, "(meth)acrylic acid" means at least one selected from acrylic acid and methacrylic acid. "(meth)acryloyl" and "(meth)acrylate" have the same meaning.

[0301] Examples of the monomer (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, and o-, m-, and p-vinylbenzoic acid; maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4- Unsaturated dicarboxylic acids such as cyclohexene dicarboxylic acid; 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 Bicyclic unsaturated compounds containing a carboxyl group, such as 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene; unsaturated dicarboxylic 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, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride; unsaturated mono[(meth)acryloyloxyalkyl] esters of polycarboxylic acids having a valence of 2 or more, such as mono[2-(meth)acryloyloxyethyl] succinate and mono[2-(meth)acryloyloxyethyl] phthalate; unsaturated acrylic esters containing a hydroxyl group and a carboxyl group in the same molecule, such as α-(hydroxymethyl)acrylic acid; etc.

[0302] Among them, acrylic acid, methacrylic acid, o-, m-, and p-vinylbenzoic acid, and maleic anhydride are preferred from the viewpoint of copolymerization reactivity and solubility of the resulting resin in an aqueous alkaline solution.

[0303] Monomer (b) is a polymerizable compound having a cyclic ether structure having 2 to 4 carbon atoms (e.g., at least one selected from an oxirane ring, an oxetane ring, and a tetrahydrofuran ring (oxolane ring)) and an ethylenically unsaturated bond. Monomer (b) is preferably a monomer having a cyclic ether structure having 2 to 4 carbon atoms and a (meth)acryloyloxy group.

[0304] Examples of monomer (b) include a monomer having an oxetane group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "monomer (b1)"), a monomer having an oxetane group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "monomer (b2)"), and a monomer having a tetrahydrofuran group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "monomer (b3)").

[0305] Examples of the monomer (b1) include monomers having a structure in which a linear or branched unsaturated aliphatic hydrocarbon is epoxidized (hereinafter sometimes referred to as "monomer (b1-1)") and monomers having a structure in which an unsaturated alicyclic hydrocarbon is epoxidized (hereinafter sometimes referred to as "monomer (b1-2)").

[0306] As the monomer (b1-1), a monomer having a glycidyl group and an ethylenically unsaturated bond is preferred. Examples of the monomer (b1-1) include glycidyl (meth)acrylate, β-methyl glycidyl (meth)acrylate, β-ethyl glycidyl (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) ether, styrene, 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, 2,4,6-tris(glycidyloxymethyl)styrene, etc.

[0307] Examples of the monomer (b1-2) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide (registered trademark) 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer (registered trademark) A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer (registered trademark) M100; manufactured by Daicel Corporation), compounds represented by formula (BI), and compounds represented by formula (BII).

[0308]

[0309] [In formula (BI) and formula (BII), R a and R b Each of the following independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, wherein the hydrogen atom in the alkyl group may be substituted by a hydroxyl group. a and X b Independently represent single bonds, *-R c -, *-R c -O-, *-R c -S- or *-R c -NH-. R c It represents an alkanediyl group having 1 to 6 carbon atoms. * represents the bonding site with O.]

[0310] Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, and a tert-butyl group.

[0311] Examples of the alkyl group in which a hydrogen atom is substituted with a hydroxy group include hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxy-1-methylethyl, 2-hydroxy-1-methylethyl, 1-hydroxybutyl, 2-hydroxybutyl, 3-hydroxybutyl, and 4-hydroxybutyl.

[0312] As R a and R b , preferably, a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group, and a 2-hydroxyethyl group are mentioned, and more preferably, a hydrogen atom and a methyl group are mentioned.

[0313] Examples of the alkanediyl group include a methylene group, an ethylene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group, a pentane-1,5-diyl group, and a hexane-1,6-diyl group.

[0314] As X a and X bPreferred examples include a single bond, a methylene group, an ethylene group, *-CH2-O-, and *-CH2CH2-O-; more preferred examples include a single bond and *-CH2CH2-O- (* represents a bonding site to O).

[0315] Examples of the compound represented by formula (BI) include compounds represented by any one of formulas (BI-1) to (BI-15). Among them, compounds represented by formula (BI-1), formula (BI-3), formula (BI-5), formula (BI-7), formula (BI-9), and formulas (BI-11) to (BI-15) are preferred, and compounds represented by formula (BI-1), formula (BI-7), formula (BI-9), and formula (BI-15) are more preferred.

[0316]

[0317] Examples of the compound represented by formula (BII) include compounds represented by any one of formulas (BII-1) to (BII-15), among which preferred examples include compounds represented by formula (BII-1), formula (BII-3), formula (BII-5), formula (BII-7), formula (BII-9), and formulas (BII-11) to (BII-15), and more preferred examples include compounds represented by formula (BII-1), formula (BII-7), formula (BII-9), and formula (BII-15).

[0318]

[0319] The compound represented by formula (BI) and the compound represented by formula (BII) may be used alone or in combination of two or more. The compound represented by formula (BI) and the compound represented by formula (BII) may also be used in combination. When the compound represented by formula (BI) and the compound represented by formula (BII) are used in combination, the ratio of their content [compound represented by formula (BI) : compound represented by formula (BII)] is preferably 5:95 to 95:5, more preferably 10:90 to 90:10, and even more preferably 20:80 to 80:20 on a molar basis.

[0320] As the monomer (b2) having an oxetane group and an ethylenically unsaturated bond, a monomer having an oxetane group and a (meth)acryloyloxy group is more preferred. Examples of the monomer (b2) include 3-methyl-3-(meth)acryloyloxymethyloxetane, 3-ethyl-3-(meth)acryloyloxymethyloxetane, 3-methyl-3-(meth)acryloyloxyethyloxetane, and 3-ethyl-3-(meth)acryloyloxyethyloxetane.

[0321] As the monomer (b3) having a tetrahydrofuranyl group and an ethylenically unsaturated bond, a monomer having a tetrahydrofuranyl group and a (meth)acryloyloxy group is more preferred. Examples of the monomer (b3) include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0322] Monomer (b) is preferably monomer (b1) in terms of improving the reliability of the obtained color filter in terms of heat resistance, chemical resistance, etc. Monomer (b1-2) is more preferred in terms of excellent storage stability of the colored composition.

[0323] Examples of the monomer (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](meth)acrylate, 2 ,6 ] decane-8-yl ester (in this technical field, it is commonly known as "dicyclopentyl (meth)acrylate". In addition, it is sometimes called "tricyclodecyl (meth)acrylate"), tricyclo[5.2.1.0 2,6 ]Decan-9-yl ester, (meth) acrylic acid tricyclo[5.2.1.0 2,6 ] decen-8-yl ester (in this technical field, as a common name, it is called "dicyclopentenyl (meth)acrylate"), tricyclo (meth)acrylate [5.2.1.0 2,6 (Meth)acrylates such as decen-9-yl (meth)acrylate, dicyclopentyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, and benzyl (meth)acrylate;

[0324] (Meth)acrylates containing a hydroxyl group, such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate;

[0325] (Meth)acrylates containing halogen atoms, such as 2,2,3,3,4,4,5,5-octafluoropentyl (meth)acrylate;

[0326] dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate;

[0327] Bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-bis(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-bis(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept-2-ene Bicyclic unsaturated compounds such as cyclo[2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2-ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene;

[0328] Dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidohexanoate, N-succinimidyl-3-maleimidopropionate and N-(9-acridinyl)maleimide;

[0329] Aromatic compounds containing a vinyl group, such as styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, 9-vinylcarbazole, and p-methoxystyrene; nitriles containing a vinyl group, such as (meth)acrylonitrile; halogenated hydrocarbons, such as vinyl chloride and vinylidene chloride; amides containing a vinyl group, such as (meth)acrylamide; esters, such as vinyl acetate; dienes, such as 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene; etc.

[0330] Among them, styrene, vinyltoluene, (meth)acrylic acid tricyclo[5.2.1.0 2,6 ]Decan-8-yl ester, (meth) acrylic acid tricyclo[5.2.1.0 2,6 ]Decan-9-yl ester, (meth) acrylic acid tricyclo[5.2.1.0 2,6]Decen-8-yl ester, (meth) acrylic acid tricyclic [5.2.1.0 2,6 ]9-decenyl ester, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, phenyl (meth)acrylate, 2,2,3,3,4,4,5,5-octafluoropentyl (meth)acrylate, 9-vinylcarbazole, benzyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate and 2-ethylhexyl (meth)acrylate, etc.

[0331] 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 ester / (meth) acrylic acid copolymer, (meth) acrylic acid 3,4-epoxy tricyclo[5.2.1.0 2,6 ] decyl ester / benzyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / 9-vinyl carbazole / (meth) acrylic acid copolymer, (meth) acrylic acid 3,4-epoxy tricyclic [5.2.1.0 2,6 ] decyl ester / phenyl (meth)acrylate / o-vinylbenzoic acid copolymer, (meth)acrylate 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / phenyl (meth)acrylate / m-vinyl benzoic acid copolymer, (meth)acrylate 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / phenyl (meth)acrylate / p-vinyl benzoic acid copolymer, (meth)acrylate 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / phenyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / 2,2,3,3,4,4,5,5-octafluoropentyl (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 ester / (meth) acrylic acid / N-cyclohexyl maleimide copolymer, (meth) acrylic acid 3,4-epoxy tricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.02,6 ]Decyl ester / (meth) acrylic acid / vinyl toluene copolymer, (meth) acrylic acid 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / 2-ethylhexyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decyl ester / (meth)acrylate tricyclic [5.2.1.0 2,6 ] decenyl ester / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer, benzyl (meth)acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer, and resins described in each of Japanese Patent Application Laid-Open No. 9-106071, Japanese Patent Application Laid-Open No. 2004-29518, and Japanese Patent Application Laid-Open No. 2004-361455. Among them, as resin (B), a copolymer containing a structural unit derived from monomer (a) and a structural unit derived from monomer (b) is preferred.

[0332] Resin (B) may be a combination of two or more types. In this case, resin (B) preferably contains at least one copolymer comprising a structural unit derived from monomer (a) and a structural unit derived from monomer (b), more preferably contains at least one copolymer comprising a structural unit derived from monomer (a) and a structural unit derived from monomer (b1), further preferably contains at least one copolymer comprising a structural unit derived from monomer (a) and a structural unit derived from monomer (b1-2), and further preferably contains a (meth)acrylic acid 3,4-epoxytricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid copolymer, (meth) acrylic acid 3,4-epoxy tricyclo[5.2.1.0 2,6 ] decyl ester / (meth) acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth) acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decyl ester / (meth) acrylic acid / vinyl toluene copolymer, (meth) acrylic acid 3,4-epoxytricyclo[5.2.1.0 2,6 ] One or more of decyl ester / (meth)acrylic acid / 2-ethylhexyl (meth)acrylate copolymers.

[0333] The polystyrene-equivalent weight average molecular weight (Mw) of the resin (B) is preferably 1,000 to 100,000, more preferably 2,000 to 50,000, further preferably 3,000 to 30,000, and even more preferably 5,000 to 30,000. When the weight average molecular weight is within this range, the solubility of the unexposed portion in the developer tends to be high, and the residual film rate and hardness of the resulting pattern tend to be high.

[0334] The dispersion degree [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the resin (B) is preferably 1-6, more preferably 1-5, and even more preferably 1-4.

[0335] The acid value (solids content conversion) of the resin (B) is preferably 10 mg-KOH / g to 300 mg-KOH / g, more preferably 20 mg-KOH / g to 250 mg-KOH / g, even more preferably 25 mg-KOH / g to 200 mg-KOH / g, even more preferably 30 mg-KOH / g to 180 mg-KOH / g, and particularly preferably 40 mg-KOH / g to 150 mg-KOH / g. The acid value is measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

[0336] The content of the resin (B) is preferably 5 to 90% by mass, more preferably 10 to 80% by mass, further preferably 13 to 70% by mass, and even more preferably 15 to 60% by mass relative to 100% by mass of the solid content of the colored curable resin composition. When the content of the resin (B) is within this range, the solubility of the unexposed portion in the developer tends to be high.

[0337] <Polymerizable compound (C)>

[0338] The polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated by the polymerization initiator (D), and is, for example, a compound having a polymerizable ethylenically unsaturated bond, and is preferably a (meth)acrylate compound.

[0339] Examples of the polymerizable compound having one ethylenically unsaturated bond include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinyl pyrrolidone, and the above-mentioned monomers (a), (b), and (c).

[0340] Examples of the polymerizable compound having two ethylenically unsaturated bonds include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, and 3-methylpentanediol di(meth)acrylate.

[0341] 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(2-(meth)acryloyl)propane Examples of the present invention include 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, and preferably dipentaerythritol penta(meth)acrylate and dipentaerythritol hexa(meth)acrylate.

[0342] The weight average molecular weight of the polymerizable compound (C) is preferably 50 to 4,000, more preferably 70 to 3,500, further preferably 100 to 3,000, further preferably 150 to 2,900, and particularly preferably 250 to 1,500.

[0343] The content of the polymerizable compound (C) can be, for example, 1% by mass to 99% by mass, preferably 5% by mass to 90% by mass, more preferably 10% by mass to 80% by mass, and even more preferably 15% by mass to 70% by mass, relative to the total amount of solids in the colored curable resin composition.

[0344] <Polymerization initiator (D)>

[0345] The polymerization initiator (D) is not particularly limited as long as it is a compound that generates active radicals, acids, etc. under the action of light or heat to initiate polymerization, and a known polymerization initiator can be used.

[0346] Examples of the polymerization initiator (D) include oxime compounds (for example, O-acyloxime compounds), alkylphenone compounds, biimidazole compounds, triazine compounds, and acylphosphine oxide compounds.

[0347] Examples of the O-acyl oxime compound include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octane-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine, and N-acetoxy-1-[9-ethyl- 6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxolanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-imine, and N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-one-2-imine. In addition, commercially available products such as Irgacure (registered trademark) OXE01 and OXE02 (all manufactured by BASF) and N-1919 (manufactured by ADEKA Corporation) can also be used as O-acyl oxime compounds. Among them, the O-acyl oxime compound is preferably selected from N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethane-1-imine, At least one of -[2-methyl-4-(3,3-dimethyl-2,4-dioxolanylmethyloxy)benzoyl]-9H-carbazol-3-yl}ethane-1-imine and N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-imine, more preferably N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine.

[0348] Examples of the alkylphenone compound include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) can be used as the alkylphenone compound.

[0349] Examples of the alkylphenone compound include 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propane-1-one, 1-hydroxycyclohexylphenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propane-1-one, α,α-diethoxyacetophenone, and benzyl dimethyl ketal.

[0350] 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, Japanese Patent Application Laid-Open Nos. 6-75372 and 6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, and 2,2'-bis( 2-chlorophenyl)-4,4',5,5'-tetrakis(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl)biimidazole (see, for example, Japanese Patent Publication No. 48-38403 and Japanese Patent Application Laid-Open No. 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, Japanese Patent Application Laid-Open No. 7-10913).

[0351] 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-methoxyphenyl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2- (5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine, etc.

[0352] Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, and commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) can be used.

[0353] 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'-tetrakis(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 benzoylformate, and titanocene compounds. These are preferably used in combination with the polymerization initiator aid (D1) described below, particularly amines.

[0354] The polymerization initiator (D) preferably contains at least one selected from an alkylphenone compound, a triazine compound, an acylphosphine oxide compound, an oxime compound, and a biimidazole compound, more preferably contains an oxime compound, and even more preferably contains an O-acyloxime compound.

[0355] The content of the polymerization initiator (D) is preferably 0.01 to 30 parts by mass, and more preferably 0.1 to 20 parts by mass, relative to 100 parts by mass of the total amount of all the resins (B) and the polymerizable compound (C) contained in the colored curable resin composition. When the content of the polymerization initiator (D) is within this range, there is a tendency for increased sensitivity and shortened exposure time, thereby improving the productivity of the color filter.

[0356] <Singlet oxygen quencher (H)>

[0357] The singlet oxygen quencher (H) is not particularly limited as long as it is a compound that can inactivate singlet oxygen by energy transfer from singlet oxygen, and a known singlet oxygen quencher can be used.

[0358] The colored curable resin composition of the present invention can form a color filter having excellent light resistance by containing a singlet oxygen quencher (H) together with a colorant (A) comprising at least one selected from compound (I) and compound (II). In addition, the colored curable resin composition of the present invention can form a color filter having even better light resistance than a colored resin composition that does not contain a singlet oxygen quencher (H) but contains an antioxidant such as a radical chain inhibitor, a peroxide decomposer, and a metal deactivator.

[0359] Examples of the singlet oxygen quencher (H) include transition metal complexes, azides such as sodium azide, antioxidants such as ascorbic acid, isobenzofuran, dihydroquinone, transition metals containing heme such as hemoglobin, and 4-oxo-2,2,6,6-tetramethylpiperidinyl-1-oxyl radical. The transition metal complex used as the singlet oxygen quencher (H) does not include substances having the structure of the aforementioned compound (I) and / or compound (II).

[0360] As the singlet oxygen quencher (H), a transition metal complex is particularly preferred. A colored curable resin composition containing a transition metal complex as a singlet oxygen (H) quencher further improves the light resistance of the resulting color filter. Combining a transition metal complex as the singlet oxygen quencher (H) with the modified compound (I) or modified compound (II) described above as the compound (I) or compound (II) is particularly preferred because it further improves the light resistance of the resulting color filter.

[0361] As the central metal atom of the above-mentioned transition metal complex, various metal atoms belonging to Group IIIB to Group IB of the periodic table can be cited, preferably a metal atom of the first transition element or the third transition element, more preferably a metal atom of the first transition element, further preferably Co, Ni or Cu, further preferably Co or Ni, and particularly preferably Co.

[0362] As a transition metal complex, it is preferred to contain at least one selected from a transition metal complex having a central metal atom of Co (hereinafter sometimes referred to as a cobalt complex), a transition metal complex having a central metal atom of Ni (hereinafter sometimes referred to as a nickel complex) and a transition metal complex having a central metal atom of Cu (hereinafter sometimes referred to as a copper complex).

[0363] Examples of the ligands in the transition metal complex include neutral or anionic monodentate ligands or neutral or anionic polydentate ligands that form at least one bond selected from a coordinate bond and a covalent bond with the central metal atom, preferably neutral or anionic monodentate ligands or neutral or anionic bidentate ligands. Examples of the bond between the central metal atom and the ligand include metal-nitrogen bonds, metal-carbon bonds, metal-oxygen bonds, metal-phosphorus bonds, metal-sulfur bonds, and metal-halogen bonds, preferably metal-carbon bonds, metal-oxygen bonds, metal-sulfur bonds, or metal-halogen bonds.

[0364] The cobalt complex is preferably a complex having a β-diketone group such as a 2,4-pentanedione group, a 2,2,6,6-tetramethyl-3,5-heptanedione group, a benzoyl acetonate group, a 1,3-butanedione group, or a 1,1,1-trifluoro-2,4-pentanedione group as a ligand, and more preferably a complex represented by the following formula (Co-x).

[0365]

[0366] [Where R Co1 and R Co3 Each independently represents a halogen atom or a monovalent hydrocarbon group having 1 to 15 carbon atoms, and -CH2- constituting the monovalent hydrocarbon group may be substituted with -O- or -S-. Co2 represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 15 carbon atoms, wherein -CH2- constituting the monovalent hydrocarbon group may be substituted with -O- or -S-.]

[0367] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0368] As R Co1 ~R Co3 The monovalent hydrocarbon group having 1 to 15 carbon atoms, excluding the example having 16 or more carbon atoms, can be exemplified by the above-mentioned R 1 ~R 6 The same examples as those of the hydrocarbon groups represented are given.

[0369] The -CH2- group constituting the monovalent hydrocarbon group may be substituted with -O- or -S-.

[0370] As R Co1 and R Co3 , preferably a monovalent hydrocarbon group having 1 to 15 carbon atoms, more preferably a monovalent hydrocarbon group having 1 to 10 carbon atoms, further preferably a linear or branched alkyl group having 1 to 5 carbon atoms, and even more preferably a linear alkyl group having 1 to 3 carbon atoms.

[0371] As R Co2 , preferably a hydrogen atom.

[0372] As the cobalt complex, bis(2,4-pentanedione)cobalt(II) is particularly preferred.

[0373] Examples of nickel complexes include bis(dithiobenzyl)nickel(II), bis(tetrabutylammonium)bis(maleonitrilodithiol)nickel(II), bis[4,4'-dimethoxy(dithiobenzyl)]nickel(II), bis(4-dimethylaminodithiobenzyl)nickel(II), tetrabutylammoniumbis(1,3-dithiol-2-thione-4,5-dithiol)nickel(III), tetrabutylammoniumbis(maleonitrilodithiol)nickel(III), and tetrabutylammoniumbis(3,6- dithiol-ene complexes such as tetramethylammonium bis(3,4,6-trichloro-1,2-benzenedithiol)nickel(III), tetramethylammonium bis(3,4,6-trichloro-1,2-benzenedithiol)nickel(III), and tetrabutylammonium bis(4-methyl-1,2-benzenedithiol)nickel(III) are preferred. Complexes having a benzenedithiol ligand are more preferred, and complexes represented by the following formula (Ni-x) are even more preferred.

[0374]

[0375] [Where R Ni1 ~R Ni8 Each independently represents a hydrogen atom, a halogen atom or a monovalent hydrocarbon group having 1 to 15 carbon atoms, and -CH2- constituting the monovalent hydrocarbon group may be substituted with -O- or -S-. Ni1 ~R Ni4 can be selected from R Ni1 ~R Ni4 One or more of them are bonded to form a ring, R Ni5 ~R Ni8 can be selected from R Ni5 ~R Ni8 One or more of Y are bonded to form a ring. + represents a cation.]

[0376] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, and a chlorine atom is preferred.

[0377] As R Ni1 ~R Ni8 The monovalent hydrocarbon group having 1 to 15 carbon atoms, excluding the example having 16 or more carbon atoms, can be exemplified by the above-mentioned R 1 ~R 6 The same examples as those of the hydrocarbon groups represented are given.

[0378] The -CH2- group constituting the monovalent hydrocarbon group may be substituted with -O- or -S-.

[0379] RNi1 ~R Ni4 can be selected from R Ni1 ~R Ni4 One or more of them are bonded to form a ring, R Ni5 ~R Ni8 can be selected from R Ni5 ~R Ni8 One or more of them are bonded to form a ring.

[0380] As R Ni1 ~R Ni8 , preferably a hydrogen atom, a halogen atom or a monovalent hydrocarbon group having 1 to 10 carbon atoms, more preferably a hydrogen atom, a halogen atom or a straight-chain or branched alkyl group having 1 to 5 carbon atoms, further preferably a hydrogen atom or a halogen atom, further preferably a hydrogen atom or a chlorine atom.

[0381] As R Ni1 ~R Ni8 , preferably R Ni1 ~R Ni8 2 to 8 of them are halogen atoms, and the rest are all hydrogen atoms, and more preferably R Ni1 ~R Ni8 4 to 8 of them are halogen atoms, and the rest are all hydrogen atoms. It is more preferred that R Ni1 ~R Ni4 2 to 4 of them are halogen atoms, and R Ni5 ~R Ni8 2 to 4 of them are halogen atoms, and the rest are all hydrogen atoms. It is more preferred that R Ni1 ~R Ni4 2 to 4 of them are chlorine atoms, and R Ni5 ~R Ni8 2 to 4 of them are chlorine atoms, and the rest are all hydrogen atoms.

[0382] As Y + Examples of the cation represented by include ammonium cations and phosphonium cations, and ammonium cations are preferred.

[0383] Examples of the ammonium cation include pyridinium ion, N,N-dimethylaminopyridinium ion, triethylammonium ion, tetramethylammonium ion, tetraethylammonium cation, piperidinium ion, N-methylpiperidinium ion, and morpholinium cation, and tetramethylammonium ion is preferred.

[0384] Examples of the phosphonium cation include a tetraethylphosphonium ion, a tetrabutylphosphonium ion, and a tetraphenylphosphonium ion.

[0385] As the nickel complex, tetramethylammonium bis(3,4,6-trichloro-1,2-benzenedithiol)nickel(III) is particularly preferred.

[0386] As the copper complex, a complex having a carbene compound containing heteroatoms such as nitrogen atoms, oxygen atoms and sulfur atoms as a ligand is preferred, a complex having a carbene compound having a structure in which heteroatoms are adjacently bonded to both sides of the carbene carbon atom as a ligand is more preferred, a complex having a carbene compound having a structure in which a heterocycle is formed by including the carbene carbon atom and heteroatoms on both sides thereof as a ligand is further preferred, a complex having an N-heterocyclic carbene compound containing a nitrogen atom as a heteroatom as a ligand is further preferred, and a complex represented by the following formula (Cu-x) is particularly preferred.

[0387]

[0388] [Where R Cu1 ~R Cu4 Each independently represents a hydrogen atom, a halogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms, and -CH2- constituting the monovalent hydrocarbon group may be substituted with -O- or -S-. Cu1 ~R Cu4 can be selected from R Cu1 ~R Cu4 One or more of X are bonded to form a ring. Cu represents a halogen atom.]

[0389] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, and a chlorine atom is preferred.

[0390] As R Cu1 ~R Cu4 The monovalent hydrocarbon group having 1 to 20 carbon atoms, excluding the example having 21 or more carbon atoms, can be exemplified by the above-mentioned R 1 ~R 6 The same examples as those of the hydrocarbon groups represented are given.

[0391] The -CH2- group constituting the monovalent hydrocarbon group may be substituted with -O- or -S-.

[0392] R Cu1 ~R Cu4 can be selected from R Cu1 ~R Cu4 One or more of them are bonded to form a ring.

[0393] As R Cu1 and R Cu4, preferably a monovalent hydrocarbon group having 6 to 20 carbon atoms, more preferably a phenyl group to which at least one linear or branched alkyl group having 1 to 10 carbon atoms is bonded, further preferably a phenyl group to which two or more linear or branched alkyl groups having 1 to 10 carbon atoms are bonded, further preferably a phenyl group to which two or more linear or branched alkyl groups having 1 to 5 carbon atoms are bonded, and particularly preferably a 2,4,6-trimethylphenyl group or a 2,6-diisopropylphenyl group.

[0394] As R Cu2 and R Cu3 , preferably a hydrogen atom or a monovalent hydrocarbon group having 1 to 5 carbon atoms, more preferably a hydrogen atom.

[0395] As X Cu , preferably a chlorine atom.

[0396] As the copper complex, chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I) is particularly preferred.

[0397] The content of the singlet oxygen quencher (H) is preferably 1 to 500 parts by mass, more preferably 10 to 400 parts by mass, further preferably 20 to 300 parts by mass, further preferably 25 to 250 parts by mass, and particularly preferably 30 to 230 parts by mass, relative to 100 parts by mass of all the polymerization initiators (D) contained in the colored curable resin composition.

[0398] The content of the singlet oxygen quencher (H) is preferably 0.05% by mass to 25% by mass, more preferably 0.10% by mass to 20% by mass, further preferably 0.50% by mass to 15% by mass, and even more preferably 1.0% by mass to 12% by mass, relative to the total solid content of the colored curable resin composition.

[0399] <Polymerization initiator aid (D1)>

[0400] The polymerization initiator aid (D1) is a compound or sensitizer used to accelerate the polymerization of the polymerizable compound (C) initiated by the polymerization initiator (D). When the polymerization initiator aid (D1) is present, it is usually used in combination with the polymerization initiator (D). Examples of the polymerization initiator aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0401] 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. Preferred examples include 4,4'-bis(diethylamino)benzophenone. Commercially available amine compounds such as EAB-F (manufactured by Hodogaya Chemical Industry Co., Ltd.) can be used.

[0402] 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.

[0403] Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0404] 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, naphthylsulfanylacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0405] When using these polymerization initiation aids (D1), the content thereof is preferably 0.01 to 30 parts by mass, more preferably 0.1 to 20 parts by mass, based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C) contained in the colored curable resin composition.

[0406] Solvent (E)

[0407] The solvent (E) is not particularly limited, and any solvent commonly used in this field can be used. Examples of the solvent (E) include ester solvents (solvents containing -CO-O- and not -O- in the molecule), ether solvents (solvents containing -O- and not -CO-O- in the molecule), ether ester solvents (solvents containing -CO-O- and -O- in the molecule), ketone solvents (solvents containing -CO- and not -CO-O- in the molecule), alcohol solvents (solvents containing OH and not -O-, -CO-, and -CO-O- in the molecule), aromatic hydrocarbon solvents, amide solvents, and dimethyl sulfoxide.

[0408] Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0409] 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-dimethoxy-1-butanol, 3-methoxy-3-methylbutanol ... Alkane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethyl ether and methyl anisole, etc.

[0410] Examples of the ether ester solvent 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, ethyl 2-ethoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, and dipropylene glycol methyl ether acetate.

[0411] Examples of the ketone solvent include 4-hydroxy-4-methyl-2-pentanone (commonly known as diacetone alcohol), acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0412] Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0413] Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, and mesitylene.

[0414] Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0415] These solvents may be used in combination of two or more.

[0416] Among the above solvents, organic solvents having a boiling point of 120°C to 180°C at 1 atm are preferred from the perspectives of coating and drying properties. Preferred solvents include propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone, cyclohexanone, and N,N-dimethylformamide. More preferred solvents include propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate, ethyl 3-ethoxypropionate, 4-hydroxy-4-methyl-2-pentanone, and cyclohexanone.

[0417] When a solvent (E) is contained, the content of the solvent (E) relative to the total amount of the colored curable resin composition is generally less than 100% by mass, preferably 99.99% by mass or less, more preferably 1% to 99.9% by mass, further preferably 10% to 99% by mass, even more preferably 20% to 97% by mass, particularly preferably 30% to 95% by mass, still more preferably 40% to 95% by mass, and particularly preferably 50% to 95% by mass. When the content of the solvent (E) is within the above range, flatness during coating is improved, and when a color filter is formed, color density is not insufficient, thereby tending to improve display characteristics.

[0418] <Leveling agent (F)>

[0419] Examples of the leveling agent (F) include silicone surfactants, fluorine-based surfactants, and silicone surfactants having fluorine atoms, etc. These may have a polymerizable group in a side chain.

[0420] Examples of the silicone surfactant include surfactants having a siloxane bond in the molecule. Specific examples include Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, and Toray Silicone 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 Co., Ltd.).

[0421] Examples of fluorine-based surfactants include surfactants having a fluorine carbon chain in the molecule. Specific examples include FLUORAD (registered trademark) FC430, FLUORAD FC431 (manufactured by Sumitomo 3M Co., Ltd.), MEGAFAC (registered trademark) F142D, MEGAFAC F171, MEGAFAC F172, MEGAFAC F173, MEGAFAC F177, MEGAFAC F183, MEGAFAC F554, MEGAFAC R30, MEGAFAC RS-718-K (manufactured by DIC Corporation), F-top (registered trademark) EF301, F-top EF303, F-top EF351, F-top EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, Surflon S382, Surflon SC101, Surflon SC105 (manufactured by Asahi Glass Co., Ltd.) and E5844 (manufactured by Daikin Fine Chemicals Laboratories, Ltd.), etc.

[0422] Examples of the organosilicon-based surfactant having fluorine atoms include surfactants having a siloxane bond and a fluorocarbon chain in the molecule, and more specifically, MEGAFAC (registered trademark) R08, MEGAFAC BL20, MEGAFAC F475, MEGAFAC F477, and MEGAFAC F443 (manufactured by DIC Corporation).

[0423] When a leveling agent (F) is included, the content of the leveling agent (F) is preferably 0.00001% to 3% by mass, more preferably 0.0001% to 1% by mass, and even more preferably 0.0005% to 0.5% by mass relative to the total amount of the colored curable 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 color filter can be improved.

[0424] <Antioxidant (G)>

[0425] The antioxidant (G) is not particularly limited as long as it is an antioxidant generally used in industry. Examples thereof include free radical chain inhibitors, peroxide decomposers, and metal deactivators. Free radical chain inhibitors or peroxide decomposers are preferred, and free radical chain inhibitors are more preferred. It should be noted that the antioxidant (G) does not include the singlet oxygen quencher (H) described below. Examples of these antioxidants (G) include phenolic antioxidants, amine antioxidants, phosphorus antioxidants, and sulfur antioxidants.

[0426] Phenolic antioxidants are antioxidants having a phenolic hydroxyl group in the molecule, and examples thereof include pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 3,3',3",5,5',5", hexa-tert-butyl-a,a',a"-(mesitylene-2,4,6-triyl)tri-p-cresol, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris[(4-tert-butyl-3-hydroxy-2,6-xylyl)methyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione. Ketone, diethylene sulfide bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate], octyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate, 4,6-bis(octylthiomethyl)-o-cresol, 1,3,5-tris{2-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyloxy]ethyl}hexahydro-1,3,5-triazine-2,4,6-trione, 2,4-bis(n-octylthio)-6-(4-hydroxy 3',5'-di-tert-butylanilino)-1,3,5-triazine, 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro(5,5)undecane and vitamin E, etc.

[0427] As the phenolic antioxidant, commercially available products can be used. Specific examples include Irganox (registered trademark) 565, Irganox 1010, Irganox 1035, Irganox 1076, Irganox 1135, Irganox 1330, Irganox 1520L, Irganox 3114, Irganox 3125, and Irganox 3790 (all manufactured by BASF), ADK STAB (registered trademark) AO-80 (manufactured by ADEKA Corporation), Sumilizer (registered trademark) BHT, Sumilizer GA-80, and Sumilizer GS (all manufactured by Sumitomo Chemical Co., Ltd.), and Cyanox (registered trademark) 1790 (manufactured by Sitech Corporation).

[0428] From the perspective of further improving the light resistance of the resulting color filter, the phenolic antioxidant is preferably a compound having 1 to 10 phenol skeletons, more preferably a compound having 1 to 5 phenol skeletons, even more preferably a compound having 1 or 2 phenol skeletons, and even more preferably a compound having 2 phenol skeletons. Furthermore, the phenolic antioxidant is preferably a compound having a phenol skeleton in which an alkyl group is ortho to at least one phenolic hydroxyl group, more preferably a compound having a phenol skeleton in which one of the two ortho positions to at least one phenolic hydroxyl group is a branched alkyl group having 3 to 5 carbon atoms and the other is a linear alkyl group having 1 to 3 carbon atoms, and even more preferably a compound having a phenol skeleton in which one of the two ortho positions to two phenolic hydroxyl groups is a branched alkyl group having 3 to 5 carbon atoms and the other is a linear alkyl group having 1 to 3 carbon atoms.

[0429] The molecular weight of the phenolic antioxidant is preferably 400 to 1200, more preferably 500 to 1000, and even more preferably 600 to 900.

[0430] As the phenolic antioxidant, 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro(5,5)undecane is particularly preferred.

[0431] Amine-based antioxidants are antioxidants having an amino group in the molecule, and examples thereof include hindered amine-based antioxidants and aromatic amine-based antioxidants. As the amine-based antioxidants, hindered amine-based antioxidants are preferred.

[0432] Examples of hindered amine antioxidants include bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, 2,2,6,6-tetramethyl-4-piperidyl methacrylate, and poly{[6-(1,1,3,3-tetramethylbutyl)amino-1,3,5-triazine-2,4-diyl][(2,2,6,6-tetramethyl-4-piperidyl)imino]-1,6-hexamethylene[(2,2,6,6-tetramethyl-4-piperidyl)imino]}.

[0433] As the hindered amine antioxidant, commercially available products can be used, and specific examples thereof include ADK STAB (registered trademark) LA series (manufactured by ADEKA Corporation) and Tinuvin (registered trademark) series (manufactured by BASF).

[0434] From the viewpoint of improving the light resistance of the obtained color filter, the hindered amine antioxidant is preferably a compound further having an acryloyl group or a methacryloyl group in the molecule, and particularly preferably 2,2,6,6-tetramethyl-4-piperidinyl methacrylate.

[0435] Examples of the aromatic amine antioxidant include 1-naphthylamine, phenyl-1-naphthylamine, N,N'-diisopropyl-p-phenylenediamine, N-cyclohexyl-N'-phenyl-p-phenylenediamine, N-1,3-dimethylbutyl-N'-phenyl-p-phenylenediamine, diphenylamine, N-phenyl-p-toluidine, di-p-tolylamine, p,p'-dioctyldiphenylamine, phenyl-α-naphthylamine, and phenothiazine.

[0436] The phosphorus-based antioxidant is an antioxidant having a phosphorus atom in the molecule, and examples thereof include phosphite-based antioxidants and phosphine-based antioxidants. As the phosphorus-based antioxidant, phosphine-based antioxidants are preferred.

[0437] Examples of the phosphite antioxidant include triphenyl phosphite, diphenyl nonyl phosphite, diphenyl (2-ethylhexyl) phosphite, tris (2,4-di-tert-butylphenyl) phosphite, tris nonylphenyl phosphite, diphenyl isooctyl phosphite, 2,2'-methylenebis (4,6-di-tert-butylphenyl) octyl phosphite, diphenyl isodecyl phosphite, diphenyl mono (tridecyl) phosphite, phenyl diisodecyl phosphite, phenyl di (tridecyl) phosphite, tris (2-ethylhexyl) phosphite, tris (isodecyl) phosphite, tri (tridecyl) phosphite, dibutyl phosphite, trilauryl trithiophosphite, tetra ( 2,4-di-tert-butylphenyl)-4,4'-biphenyl bisphosphite, 4,4'-isopropylidene bisphenol dodecyl phosphite, 4,4'-isopropylidene bisphenol tridecyl phosphite, 4,4'-isopropylidene bisphenol tetradecyl phosphite, 4,4'-isopropylidene bisphenol pentadecyl phosphite, 4,4'-butylidene bis(3-methyl-6-tert-butylphenyl)-di(tridecyl) phosphite, 1,1,3-tris(2-methyl-4-tridecylphosphite-5-tert-butylphenyl) butane, bis(2,4-di-tert-butylphenyl) pentaerythritol diphosphite, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, etc.

[0438] Examples of the phosphine-based antioxidant include triphenylphosphine, diphenylbutylphosphine, diphenyloctadecylphosphine, tri-p-tolylphosphine, tri(p-nonylphenyl)phosphine, tri(naphthyl)phosphine, diphenyl(hydroxymethyl)phosphine, diphenyl(acetoxymethyl)phosphine, diphenyl(β-ethylcarboxyethyl)phosphine, tri(p-chlorophenyl)phosphine, tri(p-fluorophenyl)phosphine, diphenylbenzylphosphine, diphenyl-β-cyanoethylphosphine, diphenyl(p-hydroxyphenyl)phosphine, diphenyl-1,4-dihydroxyphenyl-2-phosphine, and phenylnaphthylbenzylphosphine.

[0439] From the viewpoint of further improving the light resistance of the obtained color filter, the phosphine-based antioxidant is preferably a compound in which three phenyl groups which may have substituents are bonded to a phosphorus atom (the three phenyl groups which may have substituents may be the same or different, and examples of the substituents include halogen atoms, hydrocarbon groups having 1 to 10 carbon atoms, and alkoxy groups having 1 to 10 carbon atoms), with triphenylphosphine being particularly preferred.

[0440] Sulfur-based antioxidants are antioxidants having a sulfur atom in the molecule, and examples thereof include dialkyl thiodipropionate compounds such as dilauryl thiodipropionate, dimyristyl thiodipropionate, and distearyl thiodipropionate; β-alkylmercaptopropionate compounds of polyols such as tetrakis[methylene(3-dodecylthio)propionate]methane; and the like.

[0441] The antioxidant (G) is preferably an antioxidant comprising at least one selected from phenolic antioxidants, amine antioxidants and phosphorus antioxidants, more preferably an antioxidant comprising at least one of a phenolic antioxidant and a phosphorus antioxidant, and even more preferably an antioxidant comprising a phenolic antioxidant.

[0442] The content of the antioxidant (G) is preferably 1 to 500 parts by mass, more preferably 10 to 400 parts by mass, further preferably 15 to 300 parts by mass, and even more preferably 20 to 250 parts by mass, based on 100 parts by mass of all the polymerization initiators (D) contained in the colored curable resin composition.

[0443] The content of the antioxidant (G) is preferably 0.05% by mass to 25% by mass, more preferably 0.10% by mass to 20% by mass, further preferably 0.50% by mass to 15% by mass, and even more preferably 1.0% by mass to 10% by mass, relative to the total solid content of the colored curable resin composition.

[0444] <Other ingredients>

[0445] The colored curable resin composition may contain additives known in the art, such as a filler, other polymer compounds, an adhesion promoter, an antioxidant, a light stabilizer, and a chain transfer agent, as needed.

[0446] <Method for producing a colored curable resin composition>

[0447] The colored curable resin composition can be prepared by mixing a colorant (A), a resin (B), a polymerizable compound (C), a polymerization initiator (D), a singlet oxygen quencher (H), and, if necessary, a polymerization initiation aid (D1), a solvent (E), a leveling agent (F), and / or other components. Mixing can be performed using known or customary equipment and conditions.

[0448] The colorant (A) can be pre-mixed with a portion or all of the solvent (E) and dispersed using a bead mill or the like until the average particle size reaches approximately 0.2 μm or less. In this case, a portion or all of the above-mentioned dispersant and resin (B) can be added as needed. The diameter of the beads used in the bead mill is preferably 0.05 mm to 0.5 mm, and the beads can be made of glass, ceramic, metal, or the like.

[0449] The colorant (A) can be used in the state of a solution (coloring composition) obtained by preliminarily dissolving the colorant (A) in a part or all of the solvent (E).

[0450] The target colored curable resin composition can be prepared by mixing the remaining components into the colored composition obtained as described above so as to have a predetermined concentration.

[0451] Color Filters

[0452] As a method for forming a colored pattern by the colored curable resin composition of the present invention, photolithography, inkjet method, printing method, etc. can be mentioned. Among them, photolithography is preferred. Photolithography is a method of applying the above-mentioned colored curable resin composition to a substrate and drying it to form a composition layer, and exposing the composition layer through a photomask and developing it. In the photolithography, a colored coating film as a cured product of the above-mentioned composition layer can be formed without using a photomask and / or without developing during exposure. The colored pattern and colored coating film thus formed are the color filter of the present invention.

[0453] The film thickness of the color filter produced is not particularly limited and can be appropriately adjusted according to the purpose, application, etc. For example, it is preferably 30 μm or less, more preferably 20 μm or less, further preferably 6 μm or less, and further preferably 3 μm or less. The lower limit is not particularly limited and is usually 0.1 μm or more.

[0454] Substrates that can be used include glass plates such as quartz glass, borosilicate glass, aluminosilicate glass, soda-lime glass coated with silicon dioxide, resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate, silicon, and substrates with thin films of aluminum, silver, or silver / copper / palladium alloys formed on these substrates. Other color filter layers, resin layers, transistors, and circuits can be formed on these substrates. Alternatively, silicon substrates treated with HMDS (1,1,1,3,3,3-hexamethyldisilazane) can be used.

[0455] The formation of each color pixel by photolithography can be performed using known or customary equipment and conditions. For example, the formation can be performed as follows.

[0456] First, a colored curable resin composition is applied onto a substrate, and then dried by heating (pre-baking) and / or drying under reduced pressure to remove volatile components such as a solvent, thereby drying to obtain a smooth composition layer.

[0457] Examples of the coating method include spin coating, slit coating, and slit-spin coating.

[0458] The temperature during heat drying is preferably 30° C. to 120° C., more preferably 50° C. to 110° C. The heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes.

[0459] When drying under reduced pressure is performed, it is preferably performed at a pressure of 50 Pa to 150 Pa and a temperature range of 20°C to 25°C.

[0460] The film thickness of the composition layer is not particularly limited and may be appropriately selected depending on the film thickness of the target color filter.

[0461] Next, the composition layer is exposed through a photomask to form a target colored pattern. The pattern on the photomask is not particularly limited, and a pattern corresponding to the target application is used. As the light source used in the exposure, a light source that generates light with a wavelength of 250 to 450 nm is preferably used. For example, light less than 350 nm can be cut off using a filter that cuts off the wavelength region, or light near 436 nm, near 408 nm, and near 365 nm can be selectively extracted using a bandpass filter that extracts these wavelength regions. Specifically, mercury lamps, light-emitting diodes, metal halide lamps, and halogen lamps can be cited. In order to be able to uniformly irradiate the entire exposure surface with parallel light and accurately align the photomask with the substrate formed with the colored composition layer, it is preferred to use an exposure device (mask aligner) such as a stepper (reduction projection exposure device) or a close-type exposure device.

[0462] The exposed colored composition layer is brought into contact with a developer for development, thereby forming a colored pattern on the substrate. The unexposed portion of the colored composition layer is dissolved in the developer by development and removed. As the developer, for example, aqueous solutions of alkaline compounds such as potassium hydroxide, sodium bicarbonate, sodium carbonate, and tetramethylammonium hydroxide are preferred. 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. In addition, the developer may contain a surfactant. The development method may be any one of a paddle method, an immersion method, and a spray method. Furthermore, the substrate is tilted at any angle during development. The substrate after development is preferably washed with water.

[0463] The resulting colored pattern is preferably further post-baked. The post-baking temperature is preferably 80°C or higher, more preferably 100°C or higher, preferably 250°C or lower, and more preferably 245°C or lower. The post-baking time is preferably 1 minute or longer, more preferably 2 minutes or longer, preferably 120 minutes or shorter, more preferably 60 minutes or shorter, and even more preferably 30 minutes or shorter. The color filter, which is the resulting colored pattern or colored coating film, may be further subjected to a surface coating treatment to impart various properties.

[0464] <Display device>

[0465] The color filter is useful as a color filter used in display devices (e.g., liquid crystal display devices, organic EL devices), electronic paper, solid-state imaging devices, etc., especially as a color filter used in display devices conforming to high color gamut standards such as the DCI (Digital Cinema Initiatives) standard.

[0466] According to the colored curable resin composition of the present invention, a color filter having excellent light resistance can be formed.

[0467] Example

[0468] The present invention will be described in more detail below with reference to the following examples. However, the present invention is not limited to the following examples and can be implemented by adding appropriate modifications within the scope of the aforementioned and subsequent descriptions. Such modifications are all within the technical scope of the present invention. It should be noted that, unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass."

[0469] In the following synthesis examples, the structures of the compounds were confirmed by mass spectrometry (LC; Agilent Model 1200, MASS; Agilent LC / MSD Model 6130).

[0470] (Synthesis example 1)

[0471] [Preparation of the compound represented by formula (Ia11)]

[0472] 4.04 parts of 4-amino-2-methylquinoline (manufactured by Tokyo Chemical Industry Co., Ltd.), 10.8 parts of trimellitic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 15.6 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 92.3 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed.

[0473] The mixture was stirred for 5 hours while being maintained at 167°C.

[0474] To this mixture was added 40.2 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0475] The mixture was stirred for 9 hours while being maintained at 167°C.

[0476] To this mixture was added 28.0 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0477] The mixture was stirred for 11 hours while being maintained at 170°C.

[0478] The mixture was cooled to room temperature, and 2000 parts of methanol was added to the mixture.

[0479] The mixture was stirred at room temperature.

[0480] To the obtained mixture was added 173 parts of methanol.

[0481] This mixture was filtered, and the obtained residue was washed once with 124 parts of methanol, once with 160 parts of methanol, and once with 400 parts of methanol.

[0482] The obtained residue was dried under reduced pressure at 60° C. to obtain a compound represented by formula (Ia11) (9.91 parts by dry weight; hereinafter sometimes referred to as colorant (Ia11)).

[0483]

[0484] <Identification of the compound represented by formula (Ia11)>

[0485] (Mass analysis) Ionization mode = ESI+: m / z = [M+H] + 507

[0486] (Mass analysis) Ionization mode = ESI-: m / z = [M-H] - 505

[0487] Exact molecular weight: 506

[0488] (Synthesis example 2)

[0489] [Preparation of the compound represented by formula (Ia7)]

[0490] 5.23 parts of 4-amino-2-methylquinoline (manufactured by Tokyo Chemical Industry Co., Ltd.), 14.2 parts of 3-nitrophthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 20.2 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 119 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed.

[0491] The mixture was stirred for 12 hours while being maintained at 168°C.

[0492] To this mixture were added 7.12 parts of 3-nitrophthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 10.3 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 16.0 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0493] The mixture was stirred for 26 hours while being maintained at 170°C.

[0494] The mixture was cooled to room temperature, and 2400 parts of methanol was added to the mixture.

[0495] The obtained mixture was stirred at room temperature and then filtered.

[0496] The obtained residue was washed five times with 400 parts of methanol.

[0497] The obtained residue was dried under reduced pressure at 60°C to obtain 13.0 parts of a compound represented by formula (Ia7) (hereinafter, sometimes referred to as coloring agent (Ia7)).

[0498]

[0499] <Identification of the compound represented by formula (Ia7)>

[0500] (Mass analysis) Ionization mode = ESI+: m / z = [M+H] + 509

[0501] (Mass analysis) Ionization mode = ESI-: m / z = [M-H] - 507

[0502] Exact molecular weight: 508

[0503] (Synthesis example 3)

[0504] [Preparation of the compound represented by formula (Ia124)]

[0505] 3.02 parts of 4-amino-2-methylquinoline (manufactured by Tokyo Chemical Industry Co., Ltd.), 8.33 parts of 2,3-naphthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 11.7 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 66.7 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed.

[0506] The mixture was stirred for 9 hours while being maintained at 170°C.

[0507] To this mixture were added 13.6 parts of 2,3-naphthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 22.9 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 66.4 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0508] The mixture was stirred for 49 hours while being maintained at 170°C.

[0509] To this mixture were added 8.32 parts of 2,3-naphthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 11.7 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 43.5 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0510] The mixture was stirred for 28 hours while being maintained at 170°C.

[0511] The mixture was cooled to room temperature, and 1,300 parts of methanol was added to the mixture.

[0512] This mixture was stirred at room temperature and then filtered, and the obtained residue was washed seven times with 400 parts of methanol.

[0513] The obtained residue was dried at 60°C under reduced pressure.

[0514] To this residue was added 875 parts of N,N-dimethylformamide.

[0515] The mixture was stirred at room temperature and then filtered, and the obtained residue was washed three times with the same volume of N,N-dimethylformamide as that of the obtained residue.

[0516] This residue was washed three times with 200 parts of methanol.

[0517] The obtained residue was dried under reduced pressure at 60°C to obtain 7.25 parts of a compound represented by formula (Ia2).

[0518]

[0519] <Identification of the compound represented by formula (Ia2)>

[0520] (Mass analysis) Ionization mode = ESI+: m / z = [M+H] + 519

[0521] (Mass analysis) Ionization mode = ESI-: m / z = [M-H] - 517

[0522] Exact molecular weight: 518

[0523] 1 mol of the compound represented by formula (Ia2) is mixed with a mixture of 20 mol of potassium hydroxide and 10 times the weight of water as much as 1 mol of the compound represented by formula (Ia2). The mixture is stirred while being maintained at 90°C until the compound represented by formula (Ia2) disappears. The mixture is mixed with 36% hydrochloric acid and neutralized. The mixture is filtered. The resulting residue is washed with water. The residue is purified by column chromatography to obtain the compound represented by formula (IM1-1).

[0524]

[0525] <Identification of the compound represented by formula (IM1-1)>

[0526] (Mass analysis) Ionization mode = ESI+: m / z = [M+H] + 339

[0527] (Mass analysis) Ionization mode = ESI-: m / z = [M-H] - 337

[0528] Exact molecular weight: 338

[0529] 1 mol of the compound represented by formula (IM1-1), 8 mol of trimellitic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 21 mol of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.) in an amount 73 times the weight of 1 mol of the compound represented by formula (IM1-1) were mixed.

[0530] The mixture was stirred for 120 hours while being maintained at 170°C. The mixture was cooled to room temperature, and methanol (13 times the weight of the mixture) was added to the mixture. The resulting mixture was stirred at room temperature and then filtered. The resulting residue was washed with methanol. The resulting residue was purified by column chromatography to obtain a compound represented by formula (Ia124) (hereinafter sometimes referred to as colorant (Ia124)).

[0531]

[0532] <Identification of the compound represented by formula (Ia124)>

[0533] (Mass analysis) Ionization mode = ESI+: m / z = [M+H] + 513

[0534] (Mass analysis) Ionization mode = ESI-: m / z = [M-H] - 511

[0535] Exact molecular weight: 512

[0536] (Synthesis Example 4)

[0537] [Preparation of the compound represented by formula (IIa12)]

[0538] 1.01 parts of 8-amino-2-methylquinoline (manufactured by Tokyo Chemical Industry Co., Ltd.), 3.49 parts of 4-phenylethynylphthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 3.95 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 28.7 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed.

[0539] The mixture was stirred for 20 hours while being maintained at 170°C.

[0540] To this mixture were added 0.476 parts of 4-phenylethynylphthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.32 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 3.3 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0541] The mixture was stirred for 10 hours while being maintained at 170°C.

[0542] To this mixture were added 0.801 parts of 4-phenylethynylphthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.90 parts of benzoic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), and 9.13 parts of methyl benzoate (manufactured by Tokyo Chemical Industry Co., Ltd.).

[0543] The mixture was stirred for 29 hours while being maintained at 170°C.

[0544] The mixture was cooled to room temperature, and 400 parts of methanol was added to the mixture, followed by stirring for 1 hour.

[0545] This mixture was filtered, and the obtained residue was washed six times with 140 parts of methanol.

[0546] The obtained residue was dried under reduced pressure at 60°C to obtain 3.12 parts of a compound represented by formula (IIa12) (hereinafter, sometimes referred to as colorant (IIa12)).

[0547]

[0548] <Identification of the compound represented by formula (IIa12)>

[0549] (Mass analysis) Ionization mode = ESI+: m / z = [M+H] + 619

[0550] (Mass analysis) Ionization mode = ESI-: m / z = [M-H] - 617

[0551] Exact molecular weight: 618

[0552] (Synthesis Example 5)

[0553] [Preparation of Resin B-1]

[0554] A suitable amount of nitrogen was introduced into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen. 280 parts of propylene glycol monomethyl ether acetate was added and heated to 80°C while stirring. Subsequently, 38 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decan-8-yl ester and 3,4-epoxytricyclic acrylate [5.2.1.0 2 ,6 ] A mixed solution of 289 parts of a mixture of decane-9-yl ester (containing a ratio of 1:1 by molar ratio) and 125 parts of propylene glycol monomethyl ether acetate. On the other hand, a solution obtained by dissolving 33 parts of 2,2-azobis(2,4-dimethylvaleronitrile) in 235 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition was completed, the mixture was kept at 80°C for 4 hours and then cooled to room temperature to obtain a copolymer (resin B-1) solution having a solid content of 35.1% and a viscosity of 125 mPas measured with a B-type viscometer (23°C). The weight average molecular weight (Mw) of the obtained copolymer was 9.2×10 3 , a dispersion degree of 2.08, and an acid value based on solid content of 77 mg-KOH / g. Resin B-1 has the following structural units.

[0555]

[0556] The polystyrene-equivalent weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured by GPC under the following conditions.

[0557] Equipment: HLC-8120GPC (manufactured by Tosoh Corporation)

[0558] Column:TSK-GELG2000HXL

[0559] Column temperature: 40℃

[0560] Solvent:THF

[0561] Flow rate: 1.0 mL / min

[0562] Solid content concentration of test solution: 0.001~0.01% by mass

[0563] Injection volume: 50 μL

[0564] Detector: RI

[0565] Calibration standard substances: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation)

[0566] The ratio of the polystyrene-equivalent weight average molecular weight to the number average molecular weight (Mw / Mn) obtained above was defined as the degree of dispersion.

[0567] (Synthesis Example 6)

[0568] [Preparation of Colored Dispersion (CD-1)]

[0569] The components were mixed in the following ratios, 300 parts of zirconia beads having a diameter of 0.2 mm were added and shaken, and then the zirconia beads were removed by filtration to prepare a colored dispersion (CD-1).

[0570]

[0571] (Synthesis Example 7)

[0572] [Preparation of Colored Dispersion (CD-2)]

[0573] The components were mixed in the following ratios, 300 parts of zirconia beads having a diameter of 0.2 mm were added and shaken, and then the zirconia beads were removed by filtration to prepare a colored dispersion (CD-2).

[0574]

[0575]

[0576] (Synthesis Example 8)

[0577] [Preparation of Colored Dispersion (CD-3)]

[0578] The components were mixed in the following ratios, 300 parts of zirconia beads having a diameter of 0.1 mm were added and shaken, and then the zirconia beads were removed by filtration to prepare a colored dispersion (CD-3).

[0579]

[0580] (Synthesis Example 9)

[0581] Preparation of Colored Dispersion (CD-4)

[0582] The components were mixed in the following ratios, 300 parts of zirconia beads having a diameter of 0.2 mm were added and shaken, and then the zirconia beads were removed by filtration to prepare a colored dispersion (CD-4).

[0583]

[0584] (Synthesis Example 10)

[0585] [Preparation of Resin B-2]

[0586] A suitable amount of nitrogen was introduced into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen. 141 parts of ethyl lactate and 178 parts of propylene glycol monomethyl ether acetate were added and heated to 85°C while stirring. Subsequently, 38 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decan-8-yl ester and 3,4-epoxytricyclic acrylate [5.2.1.0 2,6 ] A mixed solution of 25 parts of a mixture of 9-decane esters (containing a ratio of 1:1 by molar ratio), 137 parts of N-cyclohexylmaleimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate. On the other hand, a solution obtained by dissolving 5 parts of 2,2-azobisisobutyronitrile in 88 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition was completed, the mixture was kept at 85°C for 4 hours and then cooled to room temperature to obtain a copolymer (resin B-2) solution having a viscosity of 23 mPas and a solid content of 25.6% as measured by a B-type viscometer (23°C). The weight average molecular weight (Mw) of the obtained copolymer was 8.0×10 3 , a dispersion degree of 2.1, and an acid value based on solid content of 109 mg-KOH / g. Resin B-2 has the following structural units.

[0587]

[0588] (Examples 1 to 6, Comparative Examples 1 to 4)

[0589] [Preparation of Colored Curable Resin Composition]

[0590] The components were mixed to form the compositions shown in Table 5, thereby obtaining colored curable resin compositions.

[0591] [Table 5]

[0592]

[0593] In Table 5, each component represents the following compound.

[0594] Singlet oxygen quencher (Cu-1): Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I)

[0595] Singlet oxygen quencher (Ni-1): Tetramethylammonium bis(3,4,6-trichloro-1,2-benzenedithiol)nickel

[0596] Singlet oxygen quencher (Co-1): bis(2,4-pentanedione)cobalt

[0597] Resin (B-2): Resin B-2 (solid content conversion)

[0598] Polymerizable compound (C-1): dipentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.)

[0599] Polymerization initiator (D-1): N-acetoxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine (PBG-327; oxime compound; manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.)

[0600] Solvent (E-1): Propylene glycol monomethyl ether acetate

[0601] Solvent (E-2): Cyclohexanone

[0602] Solvent (E-3): diacetone alcohol

[0603] Leveling agent (F-1): polyether-modified silicone oil (Toray Silicone SH8400, manufactured by Dow Corning Toray Co., Ltd.)

[0604] [Production of color filters (colored coatings)]

[0605] The colored curable resin composition was applied to a 5 cm square glass substrate (EAGLE 2000; manufactured by CORNING) by spin coating to a film thickness of 2.0 μm after post-baking. The colored composition layer was then pre-baked at 100°C for 3 minutes to form a colored composition layer. After cooling, the colored composition layer was exposed to light at 100 mJ / cm2 in an air atmosphere using an exposure machine (TME-150RSK; manufactured by TOPCON Corporation). 2 The composition layer formed on the substrate was irradiated with light at an exposure dose of 100 nm (based on 365 nm). After irradiation, the composition layer was post-baked in an oven at 230°C for 30 minutes to obtain a colored coating film. The thickness of the resulting colored coating film was measured using a film thickness meter (DEKTAK3; manufactured by Nippon Vacuum Technology Co., Ltd.) and was confirmed to be 2.0 μm.

[0606] 〔Lightfastness Evaluation〕

[0607] An ultraviolet cut filter (COLORED OPTICAL GLASS L38; manufactured by HOYA; cuts off light of 380 nm or less) was placed on the obtained colored coating film, and the film was irradiated with xenon light for 48 hours using a light resistance tester (SUNTEST CPS+; manufactured by Toyo Seiki Co., Ltd.).

[0608] Chromaticity was measured before and after the light resistance test. The color difference (ΔEab*) was calculated from these values using the method described in JIS Z 8730:2009 (7. Calculation Method of Color Difference). A smaller ΔEab* value indicates less color change and higher light resistance. The results are shown in Table 6.

[0609] [Table 6]

[0610] [Table 6]

[0611]

[0612] Industrial applicability

[0613] According to the colored curable resin composition of the present invention, a color filter having excellent light resistance can be formed.

Claims

1. A colored curable resin composition comprising a colorant, a resin, a polymerizable compound, a polymerization initiator, and a singlet oxygen quencher, wherein the colorant comprises a compound represented by formula (I), wherein Q in formula (I) 1 or Q 2 Has at least 1 -CO2H, In formula (I), R 1 ~R 5 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M, MM, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms, -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -Si(-)(-)-, -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N(-)-, -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N=, -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -O-, -S-, -S(O)2- or -CO-, The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group are not substituted or are substituted with halogen atoms, cyano groups, nitro groups, -SO3M, -CO2M or MM, R 1 and R 2 、R 2 and R 3 , and R 3 and R 4 represents the aforementioned groups or are bonded to each other to form a ring, M represents a hydrogen atom, an alkali metal atom, a metal atom with or without a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ), MM represents an alkali metal atom, a metal atom with or without a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ), Z 1 ~Z 4 each independently represents a hydrogen atom, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms, -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -Si(-)(-)-, -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N(-)-, -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N=, -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -O-, -S-, -S(O)2- or -CO-, The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group are not substituted or are substituted with halogen atoms, cyano groups, nitro groups, -SO3M, -CO2M or MM, Q 1 and Q 2 each independently represents a divalent hydrocarbon group or a divalent heterocyclic group, -C(-)(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -Si(-)(-)-, -CH(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -N(-)-, -CH= constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -N=, -CH2- constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -O-, -S-, -S(O)2- or -CO-, The hydrogen atoms constituting the divalent hydrocarbon group and the divalent heterocyclic group are not substituted or are substituted with halogen atoms, cyano groups, nitro groups, -SO3M, -CO2M or MM, Z 1 ~Z 4 When there are plural numbers of , M and MM respectively, they may be the same as or different from each other.

2. The colored curable resin composition according to claim 1, wherein The singlet oxygen quencher is a transition metal complex.

3. The colored curable resin composition according to claim 2, wherein The singlet oxygen quencher is a transition metal complex containing at least one selected from the group consisting of nickel complexes, copper complexes, and cobalt complexes.

4. The colored curable resin composition according to any one of claims 1 to 3, wherein Q in the formula (I) 1 and Q 2 are each independently a group represented by formula (QQ1) or formula (QQ2), In formula (QQ1) and formula (QQ2), R Q1 ~R Q10 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M, MM, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms, -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -Si(-)(-)-, -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N(-)-, -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N=, -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -O-, -S-, -S(O)2- or -CO-, The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group are not substituted or are substituted with halogen atoms, cyano groups, nitro groups, -SO3M, -CO2M or MM, R Q1 ~R Q4 represents the aforementioned groups or each of them and selected from R Q1 ~R Q4 One or more of them are bonded to form a ring, R Q5 ~R Q10 represents the aforementioned groups or each of them and selected from R Q5 ~R Q10 One or more of them are bonded to form a ring, M and MM have the same meanings as above. ※Indicates a bonding site.

5. The colored curable resin composition according to claim 4, wherein Q in the formula (I) 1 and Q 2 At least one of them is a group represented by formula (QQ1).

6. A colored curable resin composition comprising a colorant, a resin, a polymerizable compound, a polymerization initiator, and a singlet oxygen quencher, wherein the colorant comprises at least one selected from the group consisting of a compound represented by formula (I) and a compound represented by formula (II), wherein Q in formula (I) or formula (II) is 1 and Q 2 At least one of them is a group represented by formula (Qa12), In formula (I) and formula (II), R 1 ~R 6 each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, -SO3M, -CO2M, MM, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms, -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -Si(-)(-)-, -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N(-)-, -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N=, -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -O-, -S-, -S(O)2- or -CO-, The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group are not substituted or are substituted with halogen atoms, cyano groups, nitro groups, -SO3M, -CO2M or MM, R 1 and R 2 、R 2 and R 3 、R 3 and R 4 、R 4 and R 6 , and R 6 and R 5 represents the aforementioned groups or are bonded to each other to form a ring, M represents a hydrogen atom, an alkali metal atom, a metal atom with or without a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ), MM represents an alkali metal atom, a metal atom with or without a ligand, or N(Z 1 )(Z 2 )(Z 3 )(Z 4 ), Z 1 ~Z 4 each independently represents a hydrogen atom, a monovalent hydrocarbon group having 1 to 40 carbon atoms, or a monovalent heterocyclic group having 1 to 40 carbon atoms, -C(-)(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -Si(-)(-)-, -CH(-)- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N(-)-, -CH= constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -N=, -CH2- constituting the monovalent hydrocarbon group and the monovalent heterocyclic group is unsubstituted or substituted with -O-, -S-, -S(O)2- or -CO-, The hydrogen atoms constituting the monovalent hydrocarbon group and the monovalent heterocyclic group are not substituted or are substituted with halogen atoms, cyano groups, nitro groups, -SO3M, -CO2M or MM, Q 1 and Q 2 each independently represents a divalent hydrocarbon group or a divalent heterocyclic group, -C(-)(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -Si(-)(-)-, -CH(-)- constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -N(-)-, -CH= constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -N=, -CH2- constituting the divalent hydrocarbon group and the divalent heterocyclic group is unsubstituted or substituted with -O-, -S-, -S(O)2- or -CO-, The hydrogen atoms constituting the divalent hydrocarbon group and the divalent heterocyclic group are not substituted or are substituted with halogen atoms, cyano groups, nitro groups, -SO3M, -CO2M or MM, Z 1 ~Z 4 When there are multiple , M and MM, they are the same or different. In the formula, ※ represents the bonding site. 7 . A color filter formed from the colored curable resin composition according to claim 1 . A display device comprising the color filter according to claim 7 .

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