Colorant dispersion liquid, colored curable composition, color filter, and display device

Abstract

To provide a colorant dispersion liquid containing a specific phenoxy-substituted phthalocyanine colorant, in which the generation of foreign matter can be suppressed.SOLUTION: The colorant dispersion liquid comprises a colorant, a dispersant, a resin, and a solvent. The colorant includes a compound represented by formula (1). The resin includes structural units derived from at least one selected from the group consisting of an unsaturated carboxylic acid and an unsaturated carboxylic acid anhydride. The solvent has an SP value of less than 8.8 as determined by the Fedors method. The colorant dispersion liquid is substantially free of a polymerizable compound or a polymerization initiator.SELECTED DRAWING: None

Description

[Technical Field]

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

[0002] Phthalocyanine colorants are well known as colorants, and colorants in which a phenoxy group is substituted on the isoindole ring of phthalocyanine (hereinafter referred to as phenoxy-substituted phthalocyanine colorants) are also known. For example, a technique is known in which a phenoxy-substituted phthalocyanine colorant is dissolved in dimethylformamide (SP value 12) or the like to produce a color dispersion with a colorant concentration of approximately 2.4% (Patent Document 1). Another technique is known in which a similar colorant and solvent are combined to produce a color dispersion with a colorant concentration of approximately 10% (Patent Document 2). However, both of these techniques have the problem of generating foreign matter. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2014-125460 [Patent Document 2] International Publication No. 2022 / 024876 Summary of the Invention [Problem to be solved by the invention]

[0004] As described above, no technology has been known that can increase the concentration of a phenoxy-substituted phthalocyanine colorant, and no technology has been known that can suppress the generation of foreign matter even when the concentration is increased. Therefore, an object of the present application is to provide a colorant dispersion liquid that can suppress the generation of foreign matter for a specific phenoxy-substituted phthalocyanine colorant. [Means for solving the problem]

[0005] That is, the gist of the present invention is as follows. [1] Contains a colorant, a dispersant, a resin, and a solvent, The colorant comprises a compound represented by formula (1), the resin is a resin containing a structural unit derived from at least one selected from the group consisting of an unsaturated carboxylic acid and an unsaturated carboxylic acid anhydride, The SP value of the solvent determined by the Fedors method is less than 8.8, A colorant dispersion that is substantially free of polymerizable compounds and polymerization initiators. [ka] [In formula (1), A 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 each independently represents a hydrogen atom or a halogen atom, A 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 each independently represents a hydrogen atom, a halogen atom, or a group represented by the following formula (2), 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 At least one of the groups represents a group represented by the following formula (2): [ka] [In formula (2), X represents -O-, -S-, or -NR- (R represents a hydrogen atom or a hydrocarbon group), and the group represented by formula (2) may have a substituent other than a halogen atom.] [2] The colorant dispersion according to [1], wherein the resin has an acid value of 90 mgKOH / g or more and 200 mgKOH / g or less and a weight average molecular weight of 6,000 or more and 50,000 or less. [3] The colorant dispersion according to [1] or [2], wherein the solvent is selected from the group consisting of glycol alkyl ethers and glycol alkyl ether acetates. [4] The colorant dispersion liquid according to any one of [1] to [3], wherein the content of the dispersant is 5 parts by mass or more per 100 parts by mass of the colorant. [5] A colored curable composition comprising the colorant dispersion according to any one of [1] to [4], a polymerizable compound, and a polymerization initiator. [6] A color filter formed from the colored curable composition according to [5]. [7] A display device comprising the color filter according to [6]. [Effects of the Invention]

[0006] According to the colorant dispersion of the present invention, the generation of foreign matter can be suppressed whether the phenoxy-substituted phthalocyanine colorant is dispersed at a low concentration or at a high concentration. DETAILED DESCRIPTION OF THE INVENTION

[0007] <Colorant dispersion> The colorant dispersion of the present invention contains a colorant (hereinafter may be referred to as colorant (A)), a dispersant, a resin (hereinafter may be referred to as resin (B)), and a solvent (E), and is substantially free of a polymerizable compound (hereinafter may be referred to as polymerizable compound (C)) and a polymerization initiator (hereinafter may be referred to as polymerization initiator (D)). In this specification, the compounds exemplified as each component can be used alone or in combination, unless otherwise specified.

[0008] <Colorant (A)> The colorant (A) contains a compound represented by formula (1) (also referred to as compound (1)). The compound represented by formula (1) may be one type or two or more types.

[0009] [ka] [In formula (1), A 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 each independently represents a hydrogen atom or a halogen atom, A 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 each independently represents a hydrogen atom, a halogen atom, or a group represented by the following formula (2), 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 At least one of the groups represents a group represented by the following formula (2): [ka] [In formula (2), X represents -O-, -S-, or -NR- (R represents a hydrogen atom or a hydrocarbon group), and the group represented by formula (2) may have a substituent other than a halogen atom.]

[0010] In formula (1), A 1 ~A 16 Examples of the halogen atom represented by the formula (I) include a chlorine atom, a fluorine atom, a bromine atom, and an iodine atom. 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 Preferably, at least one of A represents a halogen atom,1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 More preferably, at least two of A represent halogen atoms, 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 More preferably, at least four of A represent halogen atoms; 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 It is even more preferred that at least six of A represent halogen atoms; 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 is particularly preferably a halogen atom. A 1 ~A 16 When a plurality of halogen atoms are present in the formula (I), the halogen atoms may be different or the same, and preferably the same. A 1 ~A 16 The halogen atom represented by the formula (I) is preferably a chlorine atom or a fluorine atom, and more preferably a fluorine atom.

[0011] In formula (2), the divalent group represented by X is preferably -O-, -S-, or -NR- (R represents a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms), more preferably -O- or -S-, and even more preferably -O-. The hydrocarbon group having 1 to 6 carbon atoms is preferably an aliphatic hydrocarbon group having 1 to 6 carbon atoms, more preferably an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, or a hexyl group.

[0012] The group represented by formula (2) may have a substituent other than a halogen atom (also referred to as a substituent (A)). The substituent (A) may be a hydrocarbon group having 1 to 20 carbon atoms, which may have a substituent (B) described later, -OR x , -COR x , -CO2R x , -CO2M (M represents an alkali metal atom), -OCOR x , -CON(R x )2, -OCON(R x )2, -N(R x ) 2, a cyano group, or a nitro group. R x preferably represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (B). R x Alternatively, when there are multiple M's, they may be the same or different.

[0013] The hydrocarbon group represented by the substituent (A) and R x The hydrocarbon group represented by the formula (I) may be saturated or unsaturated, may be linear, branched, or cyclic, and is preferably an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, or an aromatic hydrocarbon group.

[0014] Examples of the aliphatic hydrocarbon group include linear alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, and n-decyl; isopropyl, (1-ethyl)propyl, isobutyl, sec-butyl, tert-butyl, (1-ethyl)butyl, (2-ethyl)butyl, (1-propyl)butyl, isopentyl, neopentyl, tert-pentyl, (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, (1-propyl)pentyl, and (1-butyl)pentyl. branched alkyl groups such as an isohexyl group, an isohexyl group, a (2-methyl)hexyl group, a (5-methyl)hexyl group, a (2-ethyl)hexyl group, a (1-butyl)hexyl group, a (2-methyl)heptyl group, a (2-ethyl)heptyl group, a (3-ethyl)heptyl group, a (2-methyl)octyl group, and a (2-ethyl)octyl group; alkenyl groups such as a vinyl group, a 1-propenyl group, a 2-propenyl group (allyl group), a (1-methyl)ethenyl group, a 2-butenyl group, a 3-butenyl group, a 1,3-butadienyl group, a (1-(2-propenyl))ethenyl group, a (1,2-dimethyl)propenyl group, and a 2-pentenyl group; and the like.

[0015] Examples of the alicyclic hydrocarbon group include cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl; cycloalkenyl groups such as cyclohexenyl (e.g., cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, and cyclooctenyl; norbornyl, adamantyl, and bicyclo[2.2.2]octyl.

[0016] Examples of the aromatic hydrocarbon group include aryl groups such as phenyl, 1-naphthyl, and 2-naphthyl; alkylaryl groups such as o-tolyl, m-tolyl, p-tolyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2,4,6-trimethylphenyl, 2-methyl-6-ethylphenyl, 2,6-diethylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, 2-methyl-6-isopropylphenyl, 4-butylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, and p-tert-butylphenyl; and alkenylaryl groups such as 4-vinylphenyl.

[0017] The hydrocarbon group having 1 to 20 carbon atoms may be a group comprising a combination of two or more of the chain hydrocarbon groups, alicyclic hydrocarbon groups, and aromatic hydrocarbon groups listed above, as long as the upper limit of the carbon number is 20. Examples of such groups include aralkyl groups such as benzyl, phenethyl, and 1-methyl-1-phenylethyl; arylalkenyl groups such as phenylethenyl (phenylvinyl); arylalkynyl groups such as phenylethynyl; 1-methylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, and 3,4-dimethylcyclohexyl groups; Alicyclic hydrocarbon groups to which one or more alkyl groups or alicyclic hydrocarbon groups are bonded, such as a 3,5-dimethylcyclohexyl group, a 2,2-dimethylcyclohexyl group, a 3,3-dimethylcyclohexyl group, a 4,4-dimethylcyclohexyl group, a 2,4,6-trimethylcyclohexyl group, a 2,2,6,6-tetramethylcyclohexyl group, or a 3,3,5,5-tetramethylcyclohexyl group; and alkyl groups to which one or more alicyclic hydrocarbon groups are bonded, such as a cyclopropylmethyl group, a cyclopropylethyl group, a cyclobutylmethyl group, a cyclobutylethyl group, a cyclopentylmethyl group, a cyclopentylethyl group, a cyclohexylmethyl group, a 2-methylcyclohexylmethyl group, or a cyclohexylethyl group.

[0018] The hydrocarbon group represented by the substituent (A) and R x When the hydrocarbon group represented by the formula (I) is a saturated chain aliphatic hydrocarbon group, the saturated chain aliphatic hydrocarbon group is preferably a linear alkyl group or a branched alkyl group, and has preferably 1 to 10 carbon atoms, more preferably 1 to 8, even more preferably 1 to 6, and even more preferably 1 to 4 carbon atoms.

[0019] The hydrocarbon group represented by the substituent (A) and R xWhen the hydrocarbon group represented by the formula (I) is an unsaturated chain aliphatic hydrocarbon group, the unsaturated chain aliphatic hydrocarbon group is preferably an alkenyl group or an alkynyl group, and preferably has 2 to 10 carbon atoms, more preferably 2 to 8, even more preferably 2 to 6, and even more preferably 2 to 4 carbon atoms.

[0020] The hydrocarbon group represented by the substituent (A) and R x When the hydrocarbon group represented by the formula (I) is an alicyclic hydrocarbon group, it preferably has 3 to 10 carbon atoms, more preferably 3 to 8 carbon atoms, and even more preferably 3 to 6 carbon atoms.

[0021] The hydrocarbon group represented by the substituent (A) and R x When the hydrocarbon group represented by the formula (I) is an aromatic hydrocarbon group, it preferably has 6 to 15 carbon atoms, more preferably 6 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0022] The group formed by combining two or more groups selected from the group consisting of chain hydrocarbon groups, alicyclic hydrocarbon groups, and aromatic hydrocarbon groups preferably has 7 to 18 carbon atoms, and more preferably 7 to 15 carbon atoms.

[0023] The hydrocarbon group represented by the substituent (A) and R x Examples of the substituent (B) that the hydrocarbon group represented by the formula (I) may have include a nitro group, a cyano group, -OR y , -CO2R y , -CO2M, -CON(R y )2, -NR y COR y , -SR y , -SO2R y , -SO2N(R y )2, -SO3R y , -SO3M (M represents an alkali metal atom), and -N(R y )2 etc. y R preferably represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. y The hydrocarbon group represented by R may be the same as the hydrocarbon group described above, and the preferred number of carbon atoms may also be the same. yAlternatively, when there are multiple M's, they may be the same or different.

[0024] -OR represented by the substituent (A) x and -OR represented by the substituent (B) y is preferably a hydrogen atom or an oxy group having an aliphatic hydrocarbon group bonded thereto, more preferably a hydroxy group; a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, or a pentyloxy group, and even more preferably a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, or a butoxy group.

[0025] -COR represented by the substituent (A) x is preferably a hydrogen atom or a carbonyl group having an aliphatic hydrocarbon group bonded thereto, more preferably a formyl group; an acetyl group, a propanoyl group, a butanoyl group, or a 2,2-dimethylpropanoyl group, still more preferably an acetyl group, a propanoyl group, or a butanoyl group.

[0026] -CO2R represented by the substituent (A) x and -CO2R represented by the substituent (B) y is preferably a hydrogen atom or an oxycarbonyl group having an aliphatic hydrocarbon group bonded thereto, more preferably a carboxyl group, a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a tert-butoxycarbonyl group, a butoxycarbonyl group, or a pentyloxycarbonyl group, and even more preferably a methoxycarbonyl group, an ethoxycarbonyl group, or a propoxycarbonyl group.

[0027] -OCOR represented by the substituent (A) x is preferably a hydrogen atom or a carbonyloxy group having an aliphatic hydrocarbon group bonded thereto, more preferably a formyloxy group; an acetoxy group, a propanoyloxy group, a butanoyloxy group, a 2,2-dimethylpropanoyloxy group, or a pentanoyloxy group, still more preferably an acetoxy group, a propanoyloxy group, or a butanoyloxy group.

[0028] -CON(R x )2 and the substituent (B) represented by -CON(R y )2 is preferably a hydrogen atom or a carbamoyl group having an aliphatic hydrocarbon group bonded thereto, more preferably a carbamoyl group; an N-1-substituted carbamoyl group such as an N-methylcarbamoyl group, an N-ethylcarbamoyl group, an N-propylcarbamoyl group, an N-isopropylcarbamoyl group, an N-butylcarbamoyl group, an N-isobutylcarbamoyl group, an N-sec-butylcarbamoyl group, an N-tert-butylcarbamoyl group, or an N-pentylcarbamoyl group; an N,N-dimethylcarbamoyl group, an N,N-ethylcarbamoyl group, or an N-methylcarbamoyl group; and N-disubstituted carbamoyl groups such as N-disubstituted methylcarbamoyl group, N,N-diethylcarbamoyl group, N,N-propylmethylcarbamoyl group, N,N-dipropylcarbamoyl group, N,N-isopropylmethylcarbamoyl group, N,N-diisopropylcarbamoyl group, N,N-tert-butylmethylcarbamoyl group, N,N-diisobutylcarbamoyl group, N,N-disec-butylcarbamoyl group, N,N-di-tert-butylcarbamoyl group, and N,N-butylmethylcarbamoyl group.

[0029] -OCON(R x )2 includes, for example, the aforementioned -CON(R x ) A group in which —O— is bonded to the bond of 2.

[0030] -N(R x )2 and —N(R y)2 is preferably an amino group having a hydrogen atom or an aliphatic hydrocarbon group bonded thereto, more preferably an amino group; an N-1-substituted amino group such as an N-methylamino group, an N-ethylamino group, an N-propylamino group, an N-isopropylamino group, an N-butylamino group, an N-isobutylamino group, an N-sec-butylamino group, an N-tert-butylamino group, or an N-pentylamino group; or an N-2-substituted amino group such as an N,N-dimethylamino group, an N,N-ethylmethylamino group, an N,N-diethylamino group, an N,N-propylmethylamino group, an N,N-dipropylamino group, an N,N-isopropylmethylamino group, an N,N-diisopropylamino group, an N,N-tert-butylmethylamino group, an N,N-diisobutylamino group, an N,N-disec-butylamino group, an N,N-ditert-butylamino group, an N,N-butylmethylamino group, an N,N-dibutylamino group, or an N,N-dipentylamino group.

[0031] -NR represented by the substituent (B) y COR y is preferably a hydrogen atom or an amide group to which an aliphatic hydrocarbon group is bonded.

[0032] -SR, which is used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the substituent (B). y Examples of the sulfanyl group include a sulfanyl group, a methylsulfanyl group, an ethylsulfanyl group, a butylsulfanyl group, a hexylsulfanyl group, a decylsulfanyl group, and an icosylsulfanyl group.

[0033] -SO2R, which is used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the substituent (B). y Examples of the sulfonyl group include a sulfonyl group, a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a decylsulfonyl group, and an icosylsulfonyl group.

[0034] -SO3R, which is used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the substituent (B). yExamples of the sulfonyl group include a sulfonyl group, a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a decylsulfonyl group, and an icosylsulfonyl group.

[0035] -SO2N(R) is used as a substituent of the hydrocarbon group having 1 to 20 carbon atoms represented by the substituent (B). y )2 includes, for example, a sulfamoyl group; an N-methylsulfamoyl group, an N-ethylsulfamoyl group, an N-propylsulfamoyl group, an N-isopropylsulfamoyl group, an N-butylsulfamoyl group, an N-isobutylsulfamoyl group, an N-sec-butylsulfamoyl group, an N-tert-butylsulfamoyl group, an N-pentylsulfamoyl group, an N-(1-ethylpropyl)sulfamoyl group, an N-(1,1-dimethyl N-(propyl)sulfamoyl group, N-(1,2-dimethylpropyl)sulfamoyl group, N-(2,2-dimethylpropyl)sulfamoyl group, N-(1-methylbutyl)sulfamoyl group, N-(2-methylbutyl)sulfamoyl group, N-(3-methylbutyl)sulfamoyl group, N-cyclopentylsulfamoyl group, N-hexylsulfamoyl group, N-(1,3-dimethylbutyl)sulfamoyl group, N-(3,3-dimethyl N-1-substituted sulfamoyl groups such as N-(butyl)sulfamoyl group, N-heptylsulfamoyl group, N-(1-methylhexyl)sulfamoyl group, N-(1,4-dimethylpentyl)sulfamoyl group, N-octylsulfamoyl group, N-(2-ethylhexyl)sulfamoyl group, N-(1,5-dimethyl)hexylsulfamoyl group, and N-(1,1,2,2-tetramethylbutyl)sulfamoyl group; N,N-dimethylsulfamoyl groups N,N-disubstituted sulfamoyl groups such as an N,N-ethylmethylsulfamoyl group, an N,N-diethylsulfamoyl group, an N,N-propylmethylsulfamoyl group, an N,N-isopropylmethylsulfamoyl group, an N,N-tert-butylmethylsulfamoyl group, an N,N-butylethylsulfamoyl group, an N,N-bis(1-methylpropyl)sulfamoyl group, and an N,N-heptylmethylsulfamoyl group.

[0036] M represents an alkali metal atom, and specific examples thereof include a lithium atom, a sodium atom, and a potassium atom, with a sodium atom and a potassium atom being preferred.

[0037] The substituent (A) that the group represented by formula (2) may have is —COR x a hydrocarbon group having 1 to 20 carbon atoms and having as a substituent -CO2R x

[0039] Preferably, it is an oxycarbonyl group having a hydrogen atom or an aliphatic hydrocarbon group bonded thereto, more preferably a carboxyl group, a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a tert-butoxycarbonyl group, a butoxycarbonyl group, or a pentyloxycarbonyl group, still more preferably a methoxycarbonyl group, an ethoxycarbonyl group, or a propoxycarbonyl group, and particularly preferably a methoxycarbonyl group or an ethoxycarbonyl group. When the group represented by formula (2) has the above-mentioned substituent (A), the solubility of compound (1) in the colorant dispersion is adjusted, and the generation of foreign matter tends to be suppressed.

[0038] The number of substituents (A) that the group represented by formula (2) may have is preferably an integer of 1 to 4, more preferably an integer of 1 to 3, and even more preferably 1 or 2. When the number of substituents (A) is two or more, the substituents (A) may be the same or different, and are preferably the same.

[0039] When the group represented by formula (2) has a substituent (A), the substituent (A) may be bonded to the group represented by "*-X-" in formula (2) at any of the ortho, meta, or para positions, preferably at the ortho or para position, and more preferably at the para position or the para and ortho positions.

[0040] A 2 , A 3 , A 6 , A 7 , A 10 , A 11, A 14 , and A 15 At least one of A represents a group represented by the above formula (2), 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 It is preferable that two or more of A are groups represented by formula (2), 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 It is more preferable that four or more of A are groups represented by formula (2), 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 It is more preferable that six or more of A are groups represented by formula (2), 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 is particularly preferably a group represented by formula (2).

[0041] As a method for producing compound (1), a known method can be adopted, and for example, it can be appropriately produced by the method described in WO 2020 / 171060.

[0042] The content of compound (1) in the total amount of colorant (A) is preferably 60% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, still more preferably 90% by mass or more, particularly preferably 95% by mass or more, and most preferably 100% by mass. When the content of compound (I) in colorant (A) is within the above range, it becomes easier to obtain the desired spectrum, and reliability such as heat resistance, solvent resistance, and light resistance tends to be improved.

[0043] The colorant (A) may further contain a colorant (hereinafter, sometimes referred to as colorant (A1)) different from the compound (1). The colorant (A1) may be either a dye or a pigment, or may contain both.

[0044] Examples of dyes include compounds classified as compounds having a hue other than pigments in the Color Index (published by The Society of Dyers and Colourists) and known dyes described in Dyeing Notes (Shikisensha).

[0045] Examples of dyes include azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, thiazole dyes, oxazine dyes, quinophthalone dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, and phthalocyanine dyes other than compound (1). Of these, azo dyes, xanthene dyes, and phthalocyanine dyes other than compound (1) are preferred.

[0046] Specific examples of dyes include CI Solvent Yellow 4 (hereinafter, the term CI Solvent Yellow will be omitted and only the numbers will be listed. The same applies to the others), 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 117, 162, 163, 167, and 189; 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; CI Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 77, 86, 99; CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60; CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 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; CI solvent dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251; CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 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, 177, 178, 180, 181, 182, 183, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 23 82, 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; CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169, 173; CI Acid Violet 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102; 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 , 126, 127, 129, 130, 131, 138, 140, 142, 143, 147, 150, 151, 154, 158, 161, 166, 167, 168, 170, 171, 175, 182, 183, 184, 187, 192, 199, 203, 204, 205, 210, 213, 229, 234, 236, 242, 243, 249, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324:1, 335, 340; CI Acid dyes such as CI Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109; CI Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 132, 136, 138, 141; CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250; CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; CI Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 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 6, 167, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293; CI Direct Dyes, such as CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 79, 82; CI Disperse Yellow 51, 54, 76; CI Disperse Violet 26, 27; CI Disperse dyes such as CI Disperse Blue 1, 14, 56, 60, etc. CI Basic Red 1, 9, 10; CI Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89; CI Basic Violet 2; CI Basic dyes, such as CI Basic Green 1; CI Reactive Yellow 2, 76, 116; CI Reactive Orange 16; CI Reactive dyes, such as CI Reactive Red 36; CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; CI Mordant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 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; CI Mordant Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; CI Mordant Violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58; CI Mordant Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84; CI Mordant dyes, such as CI Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53; Examples include CI Vat dyes such as CI Vat Green 1; These dyes may be one type of dye or a plurality of dyes for each color, or dyes of each color may be combined.

[0047] When the colorant (A) contains a dye, the colorant dispersion is preferably filtered through a filter having a pore size of about 0.01 to 1 μm.

[0048] Examples of pigments include those classified as pigments in the Colour Index (published by The Society of Dyers and Colourists).

[0049] 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, 231, 235, and 236; Orange pigments such as CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73; Red pigments such as CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 178, 179, 180, 190, 192, 202, 209, 215, 216, 224, 242, 254, 255, 264, 265, 266, 268, 269, 272, 273, 291, 297; Blue pigments such as CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60; Violet pigments such as CI Pigment Violet 1, 19, 23, 29, 32, 36, 37, 38; Green pigments such as CI Pigment Green 7, 36, 58, 59, 62, 63, 64, 65, 66, 67; Brown pigments such as CI Pigment Brown 23 and 25; Black pigments such as CI Pigment Black 1, 7, 31, and 32; One or more of these pigments may be used for each color, or pigments of each color may be combined.

[0050] The pigment may be subjected, as necessary, to a rosin treatment, a surface treatment using a pigment derivative into which an acidic group or a basic group has been introduced, a grafting treatment onto the pigment surface using a polymer compound or the like, an atomization treatment using a sulfuric acid atomization method or the like, a washing treatment using an organic solvent or water to remove impurities, a treatment to remove ionic impurities using an ion exchange method or the like, etc. It is preferable that the particle size of the pigment is approximately uniform.

[0051] The colorant (A) may be used in a state where it is dispersed in a dispersion liquid using a bead mill or the like until the average particle diameter becomes about 0.2 μm or less. When a bead mill is used, the diameter of the beads is preferably 0.05 mm or more and 0.5 mm or less, and the material of the beads may be glass, ceramic, metal, or the like.

[0052] The content of the colorant (A) in the solid content of the colorant dispersion is preferably 30 to 75 mass%, more preferably 35 to 70 mass%, even more preferably 40 to 65 mass%, and still more preferably 45 to 60 mass%. When the content of the compound (I) is within the above range, a colorant dispersion in a uniformly dispersed state tends to be obtained. In this specification, the term "total amount of solids" refers to the total amount of components excluding the solvent from the dispersion or composition of the present invention. The total amount of solids and the content of each component relative to the total amount of solids can be measured by known analytical means such as liquid chromatography or gas chromatography.

[0053] The content of the colorant (A) in the total amount of the colorant dispersion is preferably 3 to 30 mass%, more preferably 5 to 27 mass%, even more preferably 7 to 25 mass%, and even more preferably 9 to 23 mass%. When the content of the compound (I) is within the above range, a colorant dispersion in a uniformly dispersed state tends to be obtained.

[0054] <Dispersant> Examples of dispersants include surfactants, which may be cationic, anionic, nonionic, or amphoteric. Specific examples include polyester, polyamine, and acrylic surfactants. These dispersants may be used alone or in combination of two or more. Examples of dispersants by trade name include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLORENE (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (manufactured by Zeneca Corporation), EFKA (registered trademark) (manufactured by BASF), Ajisper (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Ltd.), Disperbyk (registered trademark), and BYK (registered trademark) (manufactured by BYK-Chemie). The dispersant is preferably an acrylic surfactant.

[0055] The dispersant may have a predetermined amine number and / or acid number. The amine value of the dispersant is preferably 1 to 200 mgKOH / g, more preferably 5 to 180 mgKOH / g, and even more preferably 10 to 160 mgKOH / g. The amine value is expressed as the amine value converted into solid content, and is expressed as the mass of KOH equivalent to the amount of base per 1 g of solid content of the dispersant.

[0056] The acid value of the dispersant may be preferably 50 mgKOH / g or less, more preferably 40 mgKOH / g or less, even more preferably 30 mgKOH / g or less, still more preferably 20 mgKOH / g or less, and particularly preferably 9 mgKOH / g or less. The acid value represents the acid value converted into solid content, and is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of resin (B), and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

[0057] The content of the dispersant is preferably 5 parts by mass or more, more preferably 10 parts by mass or more and 50 parts by mass or less, even more preferably 15 parts by mass or more and 45 parts by mass or less, even more preferably 20 parts by mass or more and 40 parts by mass or less, and even more preferably 25 parts by mass or more and 35 parts by mass or less, relative to 100 parts by mass of the colorant. When the content of the dispersant is within the above range, the balance of the solubility of the colorant is appropriately adjusted, and the generation of foreign matter tends to be suppressed.

[0058] The content of the dispersant is preferably 5 to 40 mass %, more preferably 7 to 35 mass %, even more preferably 9 to 30 mass %, and even more preferably 11 to 25 mass %, relative to the solid content of the colorant dispersion. When the content of the dispersant is within the above range, a colorant dispersion in a uniformly dispersed state tends to be obtained, and the generation of foreign matter tends to be suppressed.

[0059] The content of the dispersant is preferably 0.5 to 25 mass%, more preferably 1 to 20 mass%, even more preferably 1.5 to 15 mass%, and still more preferably 2 to 10 mass%, relative to the total amount of the colorant dispersion. When the content of the dispersant is within the above range, a colorant dispersion in a uniformly dispersed state tends to be obtained, and the generation of foreign matter tends to be suppressed.

[0060] <Resin (B)> The resin (B) contains a resin (B1) containing a structural unit derived from at least one selected from the group consisting of an unsaturated carboxylic acid and an unsaturated carboxylic acid anhydride. The resin (B) preferably does not contain the dispersant. Resin (B) is preferably an alkali-soluble resin. Examples of resin (B1) include the following resins [K1] to [K3], and it is preferably at least one selected from resins [K1] to [K3].

[0061] Resin [K1]: a copolymer having structural units derived from at least one monomer (a) (hereinafter, sometimes referred to as "(a)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides, and structural units derived from a monomer (b) (hereinafter, sometimes referred to as "(b)") having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond; Resin [K2]: a copolymer having structural units derived from (a), structural units derived from (b), and structural units derived from a monomer (c) copolymerizable with (a) (however, different from (a) and (b)) (hereinafter, sometimes referred to as "(c)"); Resin [K3]: a copolymer having structural units derived from (a) and structural units derived from (c);

[0062] Specific examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-, m-, and p-vinylbenzoic acid; Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid; bicyclounsaturated compounds containing a carboxy group, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene; unsaturated dicarboxylic acid anhydrides such as maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride; Unsaturated mono[(meth)acryloyloxyalkyl] esters of divalent or higher polyvalent carboxylic acids, such as mono[2-(meth)acryloyloxyethyl] succinate and mono[2-(meth)acryloyloxyethyl] phthalate; Unsaturated acrylates containing a hydroxy group and a carboxy group in the same molecule, such as α-(hydroxymethyl)acrylic acid; and the like. Among these, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferred from the viewpoint of copolymerization reactivity and solubility of the resulting resin in an alkaline aqueous solution.

[0063] In this specification, "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" also have the same meaning.

[0064] (b) refers to, for example, a polymerizable compound having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and an ethylenically unsaturated bond. (b) is preferably a monomer having a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloyloxy group.

[0065] Examples of (b) include a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "(b1)"), a monomer (b2) having an oxetanyl group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "(b2)"), and a monomer (b3) having a tetrahydrofuryl group and an ethylenically unsaturated bond (hereinafter, sometimes referred to as "(b3)").

[0066] Examples of (b1) include a monomer (b1-1) (hereinafter, sometimes referred to as "(b1-1)") having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized, and a monomer (b1-2) (hereinafter, sometimes referred to as "(b1-2)") having a structure in which an alicyclic unsaturated hydrocarbon has been epoxidized.

[0067] Examples of (b1-1) include glycidyl (meth)acrylate, β-methylglycidyl (meth)acrylate, β-ethylglycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyl Examples of such styrene include 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, and 2,4,6-tris(glycidyloxymethyl)styrene.

[0068] Examples of (b1-2) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer M100; manufactured by Daicel Corporation), 3,4-epoxytricyclo[5.2.1.0] 2,6 ]decyl (meth)acrylate, and the like.

[0069] As (b2), a monomer having an oxetanyl group and a (meth)acryloyloxy group is more preferred. Examples of (b2) include 3-methyl-3-methacryloyloxymethyloxetane, 3-methyl-3-acryloyloxymethyloxetane, 3-ethyl-3-methacryloyloxymethyloxetane, 3-ethyl-3-acryloyloxymethyloxetane, 3-methyl-3-methacryloyloxyethyloxetane, 3-methyl-3-acryloyloxyethyloxetane, 3-ethyl-3-methacryloyloxyethyloxetane, and 3-ethyl-3-acryloyloxyethyloxetane.

[0070] As (b3), a monomer having a tetrahydrofuryl group and a (meth)acryloyloxy group is more preferred. Specific examples of (b3) include tetrahydrofurfuryl acrylate (for example, Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0071] As (b), (b1) is preferable in that it can further increase the reliability of the heat resistance, chemical resistance, etc. of the obtained color filter. Furthermore, (b1-2) is more preferable in that the storage stability of the colored resin composition is excellent.

[0072] Examples of (c) include (meth)acrylic acid ester monomers, unsaturated carboxylic acid esters such as unsaturated dicarboxylic acid esters, and vinyl monomers having an unsaturated aliphatic hydrocarbon ring, an unsaturated heterocyclic ring, or an aromatic ring. Examples of the (meth)acrylic acid ester monomer include (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group, such as 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, and cyclopentyl (meth)acrylate; (meth)acrylic acid esters having a linear or branched aliphatic unsaturated hydrocarbon group, such as allyl (meth)acrylate and propargyl (meth)acrylate; Cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, such as decyl (meth)acrylate (commonly referred to in the technical field as "dicyclopentanyl (meth)acrylate" and also referred to as "tricyclodecyl (meth)acrylate"), isobornyl (meth)acrylate, and adamantyl (meth)acrylate; Tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters having a cyclic unsaturated aliphatic hydrocarbon group, such as ]decenyl (meth)acrylate (commonly referred to as "dicyclopentenyl (meth)acrylate" in the technical field), and dicyclopentanyloxyethyl (meth)acrylate; (meth)acrylic acid esters having an aromatic ring, such as phenyl (meth)acrylate, naphthyl (meth)acrylate, benzyl (meth)acrylate, and phenoxybenzyl (meth)acrylate; Examples thereof include hydroxy group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate. Examples of the unsaturated dicarboxylic acid ester include dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate.

[0073] Among these unsaturated carboxylic acid esters, C esters such as methyl methacrylate and 2-ethylhexyl acrylate are preferred. 1-10 Alkyl (meth)acrylate; Tricyclo[5.2.1.0 2,6 ](meth)acrylic acid esters having a cyclic saturated hydrocarbon group, such as decyl (meth)acrylate; Tricyclo[5.2.1.0 2,6](meth)acrylic acid esters having a cyclic unsaturated aliphatic hydrocarbon group, such as decenyl (meth)acrylate; Preferred are (meth)acrylic acid esters having an aromatic ring, such as benzyl (meth)acrylate and phenoxybenzyl (meth)acrylate.

[0074] Examples of vinyl monomers having an unsaturated aliphatic hydrocarbon ring include bicyclo[2.2.1]hept-2-ene (also called 2-norbornene), 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'-hydroxy diethyl)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-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6 -Dimethoxybicyclo[2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1] ]hept-2-ene, 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, 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene, and other bicyclounsaturated compounds. Examples of vinyl monomers having an unsaturated heterocycle include dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidocaproate, N-succinimidyl-3-maleimidopropionate, and N-(9-acridinyl)maleimide. Examples of vinyl monomers having an aromatic ring include styrene-based monomers such as styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene. Other vinyl monomers include nitrile group-containing monomers such as acrylonitrile and methacrylonitrile; Halogen atom-containing monomers such as vinyl chloride and vinylidene chloride; Examples include acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene. Among these vinyl monomers, from the viewpoints of copolymerization reactivity and heat resistance, styrene-based monomers such as styrene and vinyltoluene, dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide and N-benzylmaleimide, and bicyclounsaturated compounds such as bicyclo[2.2.1]hept-2-ene (also called 2-norbornene) are preferred.

[0075] The structural unit obtained by adding (b) to a structural unit derived from (a) refers to a unit formed by adding (b) to a structural unit derived from (a) constituting the main chain of the copolymer, and has a pendant unsaturated group derived from (b). In this structural unit, (a) may be any of the above-mentioned examples, and (b) may also be any of the above-mentioned examples. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred. As (b), a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized is more preferred.

[0076] The structural unit obtained by adding (a) to a structural unit derived from (b) refers to a unit formed by adding (a) to a structural unit derived from (b) constituting the main chain of the copolymer, and has a pendant unsaturated group derived from (a). In this structural unit, (b) may be any of the above-mentioned examples, and (a) may also be any of the above-mentioned examples. As (b), a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred.

[0077] In the resin [K1], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 60 mol% Structural units derived from (b): 40 to 98 mol% Preferably, Structural units derived from (a): 10 to 50 mol% Structural units derived from (b): 50 to 90 mol% It is more preferable that: When the ratio of the structural units of the resin [K1] is within the above range, the dispersibility of the colorant in the colorant dispersion tends to be well adjusted, and the colored curable composition described below tends to have better storage stability, developability when forming a colored pattern, and solvent resistance of the resulting color filter.

[0078] Resin [K1] can be produced, for example, by the method described in the literature "Experimental Methods of Polymer Synthesis" (written by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, published March 1, 1972) and by reference to the references described in said literature.

[0079] Specifically, a method can be exemplified in which predetermined amounts of (a) and (b), a polymerization initiator, a solvent, and the like are placed in a reaction vessel, and a deoxygenated atmosphere is created, for example, by replacing oxygen with nitrogen, followed by heating and keeping the temperature while stirring. The polymerization initiator, solvent, and the like used here are not particularly limited, and those commonly used in the relevant field can be used. For example, polymerization initiators include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, etc.), and the solvent can be any solvent that dissolves each monomer, such as the solvent (E) described below.

[0080] The obtained copolymer may be used as a solution after the reaction as is, or may be used after being concentrated or diluted, or may be extracted as a solid (powder) by a method such as reprecipitation. In particular, by using the solvent contained in the colorant dispersion as the solvent during this polymerization, the solution after the reaction can be used as is for preparing a colored curable composition, thereby simplifying the production process of the colored curable composition.

[0081] In the resin [K2], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 45 mol% Structural units derived from (b): 2 to 95 mol% Structural units derived from (c): 1 to 65 mol% Preferably, Structural units derived from (a): 5 to 40 mol% Structural units derived from (b): 5 to 80 mol% Structural units derived from (c): 5 to 60 mol% It is more preferable that: When the ratio of the structural units of the resin [K2] is within the above range, the dispersibility of the colorant in the colorant dispersion tends to be well adjusted, and the colored curable composition described below tends to have better storage stability, developability when forming a colored pattern, and the solvent resistance, heat resistance, and mechanical strength of the resulting color filter.

[0082] In the resin [K2], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid. (b) is preferably a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond, and more preferably a monomer (b1-2) having an epoxidized alicyclic unsaturated hydrocarbon. (c) is preferably a (meth)acrylic acid ester having a cyclic unsaturated aliphatic hydrocarbon group, a (meth)acrylic acid ester having an aromatic ring, or a dicarbonyl imide derivative.

[0083] Resin [K2] can be produced, for example, in the same manner as described above for producing resin [K1].

[0084] In the resin [K3], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 60 mol% Structural units derived from (c): 40 to 98 mol% It is preferred that Structural units derived from (a): 10 to 50 mol% Structural units derived from (c): 50 to 90 mol% It is more preferable that:

[0085] Resin [K3] can be produced, for example, in the same manner as described above for producing resin [K1].

[0086] The content of resin (B1) containing structural units derived from at least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides in resin (B) is preferably 60% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, still more preferably 90% by mass or more, even more preferably 95% by mass or more, and particularly preferably 100% by mass.

[0087] Resin (B) may contain one or more resins (B2) selected from the following resins [K4] to [K6] as other resins, as long as it contains resin (B1) containing a structural unit derived from at least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides. Resin [K4]: a copolymer having a structural unit derived from (a) to which (b) is added, and a structural unit derived from (c); Resin [K5]: a copolymer having a structural unit derived from (b) by addition of (a) and a structural unit derived from (c); Resin [K6]: A copolymer having a structural unit derived from (c) and a structural unit obtained by adding (a) to a structural unit derived from (b) and further adding a carboxylic acid anhydride.

[0088] In the resin [K4], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a) (without addition of (b)): 0 to 60 mol% Structural units in which (b) is added to structural units derived from (a): 1 to 50 mol% Structural units derived from (c): 30 to 90 mol% It is preferred that Structural units derived from (a) (without addition of (b)): 1 to 50 mol% Structural units in which (b) is added to structural units derived from (a): 5 to 40 mol% Structural units derived from (c): 35 to 80 mol% It is more preferable that:

[0089] The structural unit derived from (a) (without the addition of (b)) is preferably a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. The structural unit obtained by adding (b) to a structural unit derived from (a) is preferably a structural unit obtained by adding a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized to a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. The structural unit derived from (c) is preferably one or more selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group, (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, (meth)acrylic acid esters having an aromatic ring, bicyclounsaturated compounds, and styrene-based monomers.

[0090] Resin [K4] can be produced by obtaining a copolymer of (a) and (c), and then adding the cyclic ether having 2 to 4 carbon atoms contained in (b) to the carboxylic acid and / or carboxylic acid anhydride contained in (a). First, a copolymer of (a) and (c) is produced in the same manner as described for the production of resin [K1]. In this case, the ratio of the structural units derived from each is preferably the same as that described for resin [K3].

[0091] Next, a part of the carboxylic acid and / or carboxylic acid anhydride derived from (a) in the copolymer is reacted with a cyclic ether having 2 to 4 carbon atoms contained in (b). Following the production of the copolymer of (a) and (c), the atmosphere in the flask is replaced with air from nitrogen, and (b), a reaction catalyst for the reaction of a carboxylic acid or a carboxylic acid anhydride with a cyclic ether (e.g., tris(dimethylaminomethyl)phenol, etc.), a polymerization inhibitor (e.g., hydroquinone, etc.), etc. are placed in the flask, and the reaction is carried out, for example, at 60 to 130°C for 1 to 10 hours, thereby producing the resin [K4]. The amount of (b) used is preferably 5 to 100 mol, more preferably 10 to 80 mol, and even more preferably 10 to 75 mol, relative to 100 mol of (a). By setting it within this range, the storage stability of the colored curable composition described below, the developability when forming a pattern, and the balance of the solvent resistance, heat resistance, mechanical strength, and sensitivity of the obtained pattern tend to be good. The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total of (a), (b), and (c).The amount of the polymerization inhibitor used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total of (a), (b), and (c). The reaction conditions such as the charging method, reaction temperature and time can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc. As with the polymerization conditions, the charging method and reaction temperature can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc.

[0092] In resin [K5], the ratio of structural units derived from each of these is as follows among all structural units constituting resin [K5]: Structural units derived from (b) (without (a) added): 0 to 30 mol% Structural units in which (a) is added to structural units derived from (b): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% It is preferred that Structural units derived from (b) (without (a) added): 0 to 10 mol% Structural units obtained by adding (a) to structural units derived from (b): 15 to 90 mol% Structural units derived from (c): 10 to 85 mol% It is more preferable that:

[0093] The structural unit derived from (b) (without (a) added) is preferably a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized. The structural unit in which (a) has been added to a structural unit derived from (b) is preferably a structural unit in which an unsaturated monocarboxylic acid such as (meth)acrylic acid has been added to a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized. The structural unit derived from (c) is preferably one or more selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, more preferably two or more selected from these.

[0094] Resin [K5] is obtained in the first step by the same method as in the production of resin [K1] described above, to obtain a copolymer of (b) and (c). As in the above, the obtained copolymer may be used as a solution after the reaction as is, a concentrated or diluted solution, or a solid (powder) obtained by a method such as reprecipitation. The ratios of the structural units derived from (b) and (c) to the total number of moles of all structural units constituting the copolymer are as follows: Structural units derived from (b): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% Preferably, Structural units derived from (b): 10 to 90 mol% Structural units derived from (c): 10 to 90 mol% It is more preferable that:

[0095] Furthermore, under the same conditions as in the production method of resin [K4], resin [K5] can be obtained by reacting the cyclic ether derived from (b) contained in the copolymer of (b) and (c) with the carboxylic acid or carboxylic anhydride contained in (a). The amount of (a) used to react with the copolymer is preferably 5 to 100 moles per 100 moles of (b). Because the reactivity of cyclic ethers is high and unreacted (b) is unlikely to remain, (b1) is preferred as (b) used in resin [K5], and (b1-1) is more preferred.

[0096] In the resin [K6], the ratio of structural units derived from each of these is as follows: Structural units derived from (b) (without (a) added): 0 to 30 mol% Structural units in which (a) is added to structural units derived from (b) (no carboxylic acid anhydride is added); 20 to 85 mol% Structural units obtained by adding (a) to structural units derived from (b) and then adding a carboxylic acid anhydride thereto: 2 to 40 mol% Structural units derived from (c): 10 to 60 mol% It is preferred that Structural units derived from (b) (without (a) added): 0 to 10 mol% Structural units in which (a) is added to structural units derived from (b) (no carboxylic acid anhydride is added); 40 to 80 mol% a structural unit obtained by adding (a) to a structural unit derived from (b) and then adding a carboxylic acid anhydride thereto; 3 to 30 mol% Structural units derived from (c): 15 to 50 mol% It is more preferable that Structural units derived from (b) (without (a) added): 0 to 5 mol% Structural units in which (a) is added to structural units derived from (b) (no carboxylic acid anhydride is added); 50 to 70 mol% Structural units obtained by adding (a) to structural units derived from (b) and then adding a carboxylic acid anhydride thereto: 5 to 20 mol% Structural units derived from (c): 20 to 40 mol% It is even more preferred that:

[0097] As the structural unit derived from (b) (without (a) added), a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized is preferred. As the structural unit in which (a) has been added to a structural unit derived from (b) (without carboxylic acid anhydride added), a structural unit in which an unsaturated monocarboxylic acid such as (meth)acrylic acid has been added to a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized is preferred. As the structural unit in which (a) has been added to a structural unit derived from (b) and a carboxylic acid anhydride has further been added, a structural unit in which an unsaturated monocarboxylic acid such as (meth)acrylic acid has been added to a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized is preferred, a structural unit in which an unsaturated monocarboxylic acid such as (meth)acrylic acid has been added to a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized, and a saturated aliphatic polycarboxylic acid anhydride such as succinic acid has further been added. The structural unit derived from (c) is preferably one or more types selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, and more preferably two or more types.

[0098] Resin [K6] is obtained in the first step by the same method as in the production of resin [K1] described above, to obtain a copolymer of (b) and (c). As in the above, the obtained copolymer may be used as a solution after the reaction as is, a concentrated or diluted solution, or a solid (powder) obtained by a method such as reprecipitation. The ratios of the structural units derived from (b) and (c) to the total number of moles of all structural units constituting the copolymer are as follows: Structural units derived from (b): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% It is preferred that Structural units derived from (b): 10 to 90 mol% Structural units derived from (c): 10 to 90 mol% It is more preferable that:

[0099] Furthermore, under the same conditions as in the production of resin [K4], the cyclic ether derived from (b) contained in the copolymer of (b) and (c) is reacted with the carboxylic acid or carboxylic anhydride contained in (a). The amount of (a) used is preferably 80 to 100 moles per 100 moles of (b).

[0100] The hydroxyl group generated by the reaction of the cyclic ether with the carboxylic acid or carboxylic acid anhydride contained in (a) is reacted with the carboxylic acid anhydride. The amount of the carboxylic acid anhydride used is preferably 0.05 to 1 mol, more preferably 0.10 to 0.8 mol, and even more preferably 0.13 to 0.7 mol, per 1 mol of the amount of (a) used (in other words, per 1 mol of the hydroxyl group generated by the use of (a)).

[0101] Examples of carboxylic acid anhydrides include succinic anhydride, maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride.

[0102] Specific examples of the resin (B) include 3,4-epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2.6 ] Decyl acrylate / (meth)acrylic acid copolymer and other resins [K1]; Glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / 2-hydroxyethyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.02,6 ] Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / tricyclo[5.2.1.0 2,6 ]decene-8-yl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid / benzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid / phenoxybenzyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer, and other resins [K2]; Resins such as benzyl (meth)acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer [K3]; A resin in which glycidyl (meth)acrylate is added to benzyl (meth)acrylate / (meth)acrylic acid copolymer, tricyclo[5.2.1.0 2,6 ]Decan-8-yl (meth)acrylate / styrene / (meth)acrylic acid copolymer with glycidyl (meth)acrylate added, tricyclo[5.2.1.0 2,6 ]Resins such as a resin obtained by adding glycidyl (meth)acrylate to a decan-8-yl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, a resin obtained by adding glycidyl (meth)acrylate to a norbornene / vinyl toluene / (meth)acrylic acid copolymer, and a resin obtained by adding glycidyl (meth)acrylate to a norbornene / styrene / (meth)acrylic acid copolymer [K4]; Tricyclo[5.2.1.0 2,6 ]Decan-8-yl (meth)acrylate / glycidyl (meth)acrylate copolymer is reacted with (meth)acrylic acid, tricyclo[5.2.1.0 2,6 ]Resins such as resins obtained by reacting a copolymer of decan-8-yl (meth)acrylate / styrene / glycidyl (meth)acrylate with (meth)acrylic acid [K5]; Tricyclo[5.2.1.0 2,6]Decan-8-yl (meth)acrylate / glycidyl (meth)acrylate copolymer is reacted with (meth)acrylic acid to form a resin, which is then reacted with tetrahydrophthalic anhydride, 2-ethylhexyl (meth)acrylate / tricyclo[5.2.1.0 2,6 ]Decan-8-yl (meth)acrylate / glycidyl (meth)acrylate copolymer is reacted with (meth)acrylic acid, and the resulting resin is further reacted with succinic anhydride, methyl (meth)acrylate / 2-ethylhexyl (meth)acrylate / tricyclo[5.2.1.0 2,6 ] Resins such as resins obtained by reacting a copolymer of decan-8-yl (meth)acrylate / glycidyl (meth)acrylate with (meth)acrylic acid and then reacting the resulting resin with succinic anhydride [K6]; and the like.

[0103] The resin (B) may be one type or a combination of two or more types. Among them, the resin (B) (preferably the resin (B1)) preferably contains at least one type selected from the group consisting of the resin [K1], the resin [K2], and the resin [K3], more preferably contains at least one type selected from the group consisting of the resin [K1] and the resin [K2], and further preferably contains the resin [K2].

[0104] The polystyrene-equivalent weight average molecular weight of resin (B) is preferably 3,000 to 100,000, more preferably 4,000 to 50,000, and even more preferably 5,000 to 30,000. When the molecular weight is within the above range, the hardness of the color filter is improved, the residual film rate is high, and the solubility of the unexposed areas in the developer is good, which tends to improve the resolution of the colored pattern.

[0105] The polydispersity of the resin (B) [weight average molecular weight (Mw) / number average molecular weight (Mn)] is preferably 1.1-6, more preferably 1.2-4.

[0106] The acid value of the resin (B) is preferably 10 to 170 mg-KOH / g, more preferably 20 to 150 mg-KOH / g, and even more preferably 30 to 135 mg-KOH / g, calculated as solid content. The acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B), and can be determined, for example, by titration with an aqueous potassium hydroxide solution.

[0107] In particular, resin (B) (preferably resin (B1)) preferably has an acid value of 90 mgKOH / g or more and 200 mgKOH / g or less and a weight average molecular weight of 6,000 or more and 50,000 or less, more preferably an acid value of 95 mgKOH / g or more and 180 mgKOH / g or less and a weight average molecular weight of 7,000 or more and 25,000 or less, and even more preferably an acid value of 100 mgKOH / g or more and 160 mgKOH / g or less and a weight average molecular weight of 8,000 or more and 15,000 or less. When a resin having an acid value and weight average molecular weight within the above ranges is used, the colorant tends to be stably dispersed, and the generation of foreign matter in the colorant dispersion tends to be suppressed.

[0108] The content of the resin (B) is preferably 5 to 60 mass %, more preferably 8 to 55 mass %, even more preferably 10 to 50 mass %, and still more preferably 15 to 40 mass %, based on the solid content of the colorant dispersion. The content of the resin (B) is preferably 1 to 30 mass %, more preferably 2 to 25 mass %, even more preferably 3 to 20 mass %, and still more preferably 4 to 15 mass %, based on the total amount of the colorant dispersion. When the content of the resin is within the above range, the generation of foreign matter in the colorant dispersion tends to be suppressed.

[0109] The content of the resin (B) relative to 100 parts by mass of the colorant (A) is preferably 20 to 100 parts by mass, more preferably 30 to 90 parts by mass, and even more preferably 40 to 80 parts by mass.

[0110] The total content of the resin (B) and the dispersant is preferably 15 to 80 mass%, more preferably 20 to 75 mass%, even more preferably 25 to 70 mass%, still more preferably 30 to 65 mass%, and particularly preferably 35 to 60 mass%, based on the solid content of the colorant dispersion. The total content of the resin (B) and the dispersant is preferably 1 to 40 mass %, more preferably 3 to 35 mass %, even more preferably 5 to 30 mass %, and still more preferably 7 to 25 mass %, based on the total amount of the colorant dispersion. When the total content of the resin (B) and the dispersant is within the above range, the zinc phthalocyanine pigment as the colorant tends to be stably dispersed, and the generation of foreign matter tends to be suppressed.

[0111] <Solvent (E)> The solvent used in the present invention has an SP value (cal / cm) of the solvent determined by the Fedors method. 3 ) 0.5 is less than 8.8. The SP value of the solvent is preferably 8.79 or less, more preferably 8.78 or less, even more preferably 8.77 or less, even more preferably 8.76 or less, and particularly preferably 8.75 or less, and is preferably 6.0 or more, more preferably 6.3 or more, even more preferably 6.6 or more, and even more preferably 6.9 or more.

[0112] When the solvent (E) contains n kinds of solvents k, the SP value of the solvent (E) may be less than 8.8 as calculated from the following formula (F).

number

[0113] When there is one solvent (n=1), the SP value of solvent 1 is the S value. When there are two types of solvents (n=2), the content a1 of solvent 1 relative to the total amount of solvents and the content a2 of solvent 2 relative to the total amount of solvents are calculated based on the total amount of solvents 1 and 2, respectively, and the S value is calculated as follows: S value = (content a1 of solvent 1 × SP value of solvent 1) + (content a2 of solvent 2 × SP value of solvent 2). n is more preferably an integer of 1 to 4, even more preferably an integer of 1 to 2, and even more preferably an integer of 1.

[0114] Examples of the solvent include glycol alkyl ether acetate solvents such as propylene glycol monomethyl ether acetate, dipropylene glycol methyl ether acetate, and diethylene glycol monobutyl ether acetate; glycol alkyl ether solvents such as ethylene glycol diethyl ether, ethylene glycol dimethyl ether, tripropylene glycol methyl ether, dipropylene glycol methyl-n-propyl ether, and dipropylene glycol dimethyl ether; ketones such as isobutyl ketone; ether solvents such as diethyl ether and butyl ether; and ester solvents such as n-butyl acetate. For the SP values ​​of solvents, see the POLYMER HANDBOOK (WILEY-INTERSCIENCE) or the like.

[0115] The solvent is preferably selected from the group consisting of glycol alkyl ethers and glycol alkyl ether acetates, more preferably glycol alkyl ether acetates, and even more preferably propylene glycol monomethyl ether acetate.

[0116] The content of solvents having an SP value of less than 8.8 in all solvents is preferably 60% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, still more preferably 90% by mass or more, particularly preferably 95% by mass or more, and most preferably 100% by mass.

[0117] It is preferable that the solvent having an SP value of 8.8 or more is substantially not contained, and the amount of the solvent is preferably 10% by mass or less, more preferably 5% by mass or less, even more preferably 3% by mass or less, even more preferably 1% by mass or less, and particularly preferably 0% by mass, of the total solvent.

[0118] The content of the solvent (E) is preferably 50 to 99% by mass, more preferably 55 to 95% by mass, and even more preferably 60 to 90% by mass, based on the total amount of the colorant dispersion. In other words, the solids content of the colorant dispersion is preferably 1 to 50% by mass, more preferably 5 to 45% by mass, and even more preferably 10 to 40% by mass. When the content of the solvent (E) is within the above range, a colorant dispersion in a uniformly dispersed state tends to be obtained, and the generation of foreign matter tends to be suppressed.

[0119] The colorant dispersion of the present invention is substantially free of polymerizable compounds and polymerization initiators. The content of the polymerizable compound and the polymerization initiator is preferably 5% by mass or less, more preferably 3% by mass or less, even more preferably 1% by mass or less, and still more preferably 0% by mass, based on the total amount of the colorant dispersion. In other words, the content of the colorant, dispersant, resin, and solvent in the colorant dispersion is preferably 95% by mass or more, more preferably 97% by mass or more, even more preferably 99% by mass or more, and still more preferably 100% by mass.

[0120] <Colored curable composition> The colored curable composition of the present invention contains the colorant dispersion, a polymerizable compound (hereinafter may be referred to as a polymerizable compound (C)), and a polymerization initiator (hereinafter may be referred to as a polymerization initiator (D)). The colored curable composition of the present invention may further contain a polymerization initiation aid (hereinafter, may be referred to as polymerization initiation aid (D1)). The colored curable composition of the present invention may further contain a leveling agent (hereinafter, may be referred to as leveling agent (F)).

[0121] The content of the colorant dispersion liquid is preferably 15 to 75 mass %, more preferably 20 to 70 mass %, even more preferably 25 to 65 mass %, and still more preferably 30 to 60 mass %, of the total amount of the colored curable composition.

[0122] The content of the colorant (A) is preferably 4 to 60 mass %, more preferably 6 to 55 mass %, even more preferably 8 to 50 mass %, and still more preferably 10 to 45 mass %, of the total amount of solids in the colored curable composition.

[0123] The content of the dispersant is preferably 0.1 to 20 mass %, more preferably 0.2 to 15 mass %, even more preferably 0.5 to 10 mass %, and still more preferably 1 to 5 mass %, based on the total amount of solids in the colored curable composition.

[0124] The content of the resin (B) in the total amount of solids in the colored curable composition is preferably 0.1 to 20 mass%, more preferably 0.2 to 15 mass%, even more preferably 0.5 to 10 mass%, and still more preferably 1 to 5 mass%.

[0125] <Polymerizable compound (C)> The polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated from the polymerization initiator (D), and examples thereof include compounds having a polymerizable ethylenically unsaturated bond, and are preferably (meth)acrylic acid ester compounds.

[0126] Among these, 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 poly(meth)acrylate (e.g., pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate), dipentaerythritol poly(meth)acrylate (e.g., dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate), tripentaerythritol poly(meth)acrylate (e.g., tri(meth)acrylate ... pentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate), tetrapentaerythritol poly(meth)acrylates (e.g., tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate), tris(2-(meth)acryloyloxyethyl)isocyanurate, alkoxylated pentaerythritol poly(meth)acrylates (e.g., ethoxylated pentaerythritol tri(meth)acrylate, ethoxylated pentaerythritol tri(meth)acrylate), alkoxylated dipentaerythritol tetra(meth)acrylate, propoxylated pentaerythritol tri(meth)acrylate, propoxylated pentaerythritol tetra(meth)acrylate), alkoxylated dipentaerythritol poly(meth)acrylates (e.g., ethoxylated dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol penta(meth)acrylate, propoxylated dipentaerythritol caprolactone-modified pentaerythritol poly(meth)acrylates (for example, caprolactone-modified pentaerythritol tri(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate), caprolactone-modified dipentaerythritol poly(meth)acrylates (for example, caprolactone-modified dipentaerythritol penta(meth)acrylate, caprolactone-modified dipentaerythritol hexa(meth)acrylate), and the like. Among these, it is preferable to include at least one selected from the group consisting of trimethylolpropane tri(meth)acrylate and dipentaerythritol poly(meth)acrylate, it is more preferable to include at least one selected from the group consisting of trimethylolpropane triacrylate and dipentaerythritol polyacrylate, and it is even more preferable to include at least one selected from the group consisting of dipentaerythritol penta(meth)acrylate and dipentaerythritol hexa(meth)acrylate.

[0127] The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, more preferably 250 or more and 1,500 or less.

[0128] The content of the polymerizable compound (C) is preferably 7 to 65 mass%, more preferably 13 to 60 mass%, and even more preferably 17 to 55 mass%, of the total amount of solids in the colored curable composition. When the content of the polymerizable compound (C) is within the above range, the residual film rate during colored pattern formation and the chemical resistance of the color filter tend to be further improved.

[0129] <Polymerization initiator (D)> The polymerization initiator (D) is not particularly limited as long as it is a compound that generates active radicals, acids, etc. by the action of light or heat and can initiate polymerization, and known polymerization initiators can be used.

[0130] Examples of polymerization initiators that generate active radicals include alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, O-acyloxime compounds, and biimidazole compounds.

[0131] The O-acyloxime compound is a compound having a partial structure represented by formula (d1): Hereinafter, * represents a bond.

[0132] [ka]

[0133] Examples of the O-acyloxime compound include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethan-1-imine, N- Examples thereof include acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-one-2-imine, N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, and 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one. Commercially available products such as Irgacure OXE01, OXE02, and OXE03 (all manufactured by BASF), N-1919, NCI-730, NCI-831, and NCI-930 (manufactured by ADEKA), PBG-314, PBG-317, PBG-326, PBG-327, and PBG-329 (all manufactured by Changzhou Strong Electronic New Materials Co., Ltd.) may also be used.Among them, O-acyloxime compounds include N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, and N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one. At least one selected from the group consisting of 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, and N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine is preferred, and at least one selected from the group consisting of 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, and N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine is more preferred. These O-acyloxime compounds tend to produce color filters with high brightness.

[0134] The alkylphenone compound is preferably a compound having a partial structure represented by formula (d2) or (d3), in which the benzene ring may have a substituent.

[0135] [ka]

[0136] Examples of compounds having a partial structure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one, etc. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) may also be used.

[0137] Examples of compounds having a partial structure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyl dimethyl ketal. In terms of sensitivity, the alkylphenone compound is preferably a compound having a partial structure represented by formula (d2).

[0138] Examples of the triazine compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[ 2-(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

[0139] Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, etc. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) may also be used.

[0140] Examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, JP-A-6-75372 and JP-A-6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, ... 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, JP-B-48-38403 and JP-A-62-174204), and biimidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with carboalkoxy groups (see, for example, JP-A-7-10913).

[0141] Further examples of the polymerization initiator (D) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds. These are preferably used in combination with the polymerization initiator aid (D1) (especially amines) described below.

[0142] Examples of the polymerization initiator that generates an acid include onium salts such as 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenylmethylbenzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate; nitrobenzyl tosylates; and benzoin tosylates.

[0143] The polymerization initiator (D) is preferably a polymerization initiator containing at least one selected from the group consisting of an alkylphenone compound, a triazine compound, an acylphosphine oxide compound, an O-acyloxime compound, and a biimidazole compound, and more preferably a polymerization initiator containing an O-acyloxime compound.

[0144] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, sensitivity is increased and exposure time tends to be shortened, thereby improving productivity of the color filter.

[0145] <Polymerization initiator aid (D1)> The polymerization initiation aid (D1) is a compound or sensitizer used to promote the polymerization of a polymerizable compound whose polymerization has been initiated by a polymerization initiator. When the polymerization initiation aid (D1) is contained, it is usually used in combination with the polymerization initiator (D). Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0146] Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, among which 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may also be used.

[0147] 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.

[0148] Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0149] Examples of the carboxylic acid compound include phenylsulfanylacetic acid, methylphenylsulfanylacetic acid, ethylphenylsulfanylacetic acid, methylethylphenylsulfanylacetic acid, dimethylphenylsulfanylacetic acid, methoxyphenylsulfanylacetic acid, dimethoxyphenylsulfanylacetic acid, chlorophenylsulfanylacetic acid, dichlorophenylsulfanylacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0150] When these polymerization initiation aids (D1) are used, the content thereof is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the amount of the polymerization initiation aid (D1) is within this range, a colored pattern can be formed with even higher sensitivity, and the productivity of the color filter tends to improve.

[0151] <Solvent (E1)> The colored curable composition of the present invention may further contain a solvent (E1). The solvent (E1) is not particularly limited, and a solvent commonly used in the relevant field can be used. Examples thereof include ester solvents (solvents containing -COO- but not -O- in the molecule), ether solvents (solvents containing -O- but not -COO- in the molecule), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- but not -COO- in the molecule), alcohol solvents (solvents containing -OH in the molecule but not -O-, -CO-, or -COO-), aromatic hydrocarbon solvents, amide solvents, and dimethyl sulfoxide.

[0152] Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0153] Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenetole, and methylanisole.

[0154] Ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, methyl 2-ethoxy ... Examples of the alkyl ether acetate include ethyl 2-methoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and diethylene glycol monobutyl ether acetate.

[0155] Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0156] Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0157] Aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0158] Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0159] Among the above solvents, from the viewpoints of coatability and drying property, organic solvents having a boiling point at 1 atm of 120° C. or more and 180° C. or less are preferred. As the solvent, propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone, and N,N-dimethylformamide are preferred, and propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, 4-hydroxy-4-methyl-2-pentanone, ethyl lactate, and ethyl 3-ethoxypropionate are more preferred.

[0160] The content of the solvent (E) and the solvent (E1) is preferably 70 to 95 mass%, more preferably 75 to 92 mass%, based on the total amount of the colored curable composition. In other words, the solid content of the colored curable composition is preferably 5 to 30 mass%, more preferably 8 to 25 mass%. When the content of the solvent (E) is within the above range, the flatness during coating is good, and the color density is not insufficient when a color filter is formed, so that the display characteristics and sensitivity tend to be good.

[0161] <Leveling Agent (F)> Examples of the leveling agent (F) include silicone surfactants, fluorine surfactants, and silicone surfactants containing fluorine atoms, which may have a polymerizable group in the side chain.

[0162] Examples of silicone surfactants include surfactants having a siloxane bond in the molecule, such as Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, and SH8400 (trade names: manufactured by Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, and KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), and TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan, LLC).

[0163] Examples of the fluorine-based surfactant include surfactants having a fluorocarbon chain in the molecule, such as Fluorad (registered trademark) FC430 and FC431 (manufactured by Sumitomo 3M Limited), Megafac (registered trademark) F142D, F171, F172, F173, F177, F183, F554, R30, and RS-718-K (manufactured by DIC Corporation), F-Top (registered trademark) EF301, EF303, EF351, and EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, S382, SC101, and SC105 (manufactured by AGC Corporation (formerly Asahi Glass Co., Ltd.)), and E5844 (manufactured by Daikin Fine Chemical Research Institute, Ltd.).

[0164] Examples of the silicone surfactant having a fluorine atom include surfactants having a siloxane bond and a fluorocarbon chain in the molecule, such as Megafac (registered trademark) R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0165] The content of the leveling agent (F) is preferably 0.001 to 0.2 mass%, more preferably 0.002 to 0.1 mass%, and even more preferably 0.005 to 0.05 mass%, of the total amount of the colored curable composition. Note that this content does not include the content of the dispersant described below. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0166] <Other ingredients> The colored curable composition may contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents, as needed.

[0167] <Method for producing colored curable composition> The colored curable composition can be prepared, for example, by mixing the colorant dispersion, the polymerizable compound (C), and the polymerization initiator (D), as well as the colorant (A1), the solvent (E1), the leveling agent (F), the polymerization initiation aid (D1), and other components that are used as needed. The mixing can be carried out using known or conventional equipment and conditions.

[0168] <Color filter manufacturing method> Methods for producing a colored pattern of a color filter from a colored curable composition include photolithography, inkjet printing, and printing. Among these, photolithography is preferred. The photolithography is a method in which the colored curable composition is applied to a substrate, dried to form a composition layer, and then exposed to light through a photomask and developed. In the photolithography, a colored coating film, which is a cured product of the composition layer, can be formed by not using a photomask during exposure and / or not developing.

[0169] The film thickness of the color filter (cured film) is not particularly limited and can be adjusted appropriately depending on the purpose, use, etc., and is, for example, 30 μm or less, preferably 20 μm or less, more preferably 10 μm or less, even more preferably 6 μm or less, still more preferably 3 μm or less, even more preferably 1.5 μm or less, and preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0170] The substrate may be a glass plate such as quartz glass, borosilicate glass, alumina silicate glass, or silica-coated soda lime glass; a resin plate such as polycarbonate, polymethyl methacrylate, or polyethylene terephthalate; silicon; or a substrate having a thin film of aluminum, silver, or a silver / copper / palladium alloy formed thereon. A separate color filter layer, a resin layer, a transistor, a circuit, or the like may be formed on these substrates. Alternatively, a silicon substrate treated with HMDS may be used.

[0171] Formation of colored coating films and colored patterns by photolithography can be carried out using known or conventional equipment and conditions. For example, they can be produced as follows. First, a colored resin composition is applied to a substrate, and then the composition is dried by heating and drying (pre-baking) and / or drying under reduced pressure to remove volatile components such as solvents and obtain a smooth composition layer. Examples of coating methods include spin coating, slit coating, and slit and spin coating. When drying by heating, the temperature is preferably 30 to 120°C, more preferably 50 to 110°C. The heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes. When drying under reduced pressure, the temperature is preferably 20 to 25°C under a pressure of 50 to 150 Pa. The film thickness of the composition layer is not particularly limited and may be appropriately selected depending on the film thickness of the desired color filter.

[0172] Next, the composition layer is exposed through a photomask to form a desired color pattern. The pattern on the photomask is not particularly limited, and a pattern appropriate for the intended application is used. The light source used for exposure is preferably a light source that emits light with a wavelength of 250 to 450 nm. For example, light less than 250 nm may be cut using a filter that cuts this wavelength range, or light around 436 nm, 408 nm, or 365 nm may be selectively extracted using a bandpass filter that extracts these wavelength ranges. Specific examples include mercury lamps, light-emitting diodes, metal halide lamps, and halogen lamps. It is preferable to use a reduction projection exposure device or proximity exposure device such as a mask aligner or stepper, as this allows for uniform irradiation of the entire exposure surface with parallel light and allows for accurate alignment of the photomask and substrate.

[0173] A colored pattern is formed on the substrate by bringing the exposed composition layer into contact with a developer and developing it. The unexposed portions of the composition layer are dissolved and removed by development. The developer is preferably an aqueous solution of an alkaline compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, or tetramethylammonium hydroxide. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, more preferably 0.03 to 5% by mass. The developer may also contain a surfactant. The development method may be any of a puddle method, a dipping method, a spray method, or the like. Furthermore, the substrate may be tilted at any angle during development. After development, it is preferable to wash with water.

[0174] Furthermore, it is preferable to post-bake the obtained colored pattern or colored coating film. The post-bake temperature is preferably 80 to 250° C., more preferably 100 to 245° C. The post-bake time is preferably 1 to 120 minutes, more preferably 2 to 30 minutes.

[0175] The colored patterns and colored coating films thus obtained are useful as color filters, and can be suitably used as color filters for displays (e.g., liquid crystal displays, organic EL devices, etc.), electronic paper, solid-state imaging devices, etc. [Example]

[0176] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the following examples. In the examples, unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass".

[0177] (Colorant Synthesis Example 1) A compound represented by the following formula (X) was produced according to the description of Synthesis Example 1 of WO 2020 / 171060.

[0178] [ka]

[0179] (Colorant Synthesis Example 2) A compound represented by the following formula (Y) was produced according to the description of Synthesis Example 8 of WO 2020 / 171060.

[0180] [ka]

[0181] (Resin synthesis example 1) <Preparation of Resin (B-1)> A flask equipped with a reflux condenser, a dropping funnel, and a stirrer was filled with nitrogen to replace the atmosphere, and 340 parts of propylene glycol monomethyl ether acetate was added, followed by heating to 80°C with stirring. Next, 57 parts of acrylic acid, 3,4-epoxytricyclo[5.2.1.0] 2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6A mixed solution of 54 parts of a mixture of decan-9-yl acrylate (content ratio 1:1 by molar ratio), 239 parts of benzyl methacrylate, and 73 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 40 parts of the polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 197 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the dropwise addition of the initiator solution was completed, the mixture was kept at 80°C for 3 hours and then cooled to room temperature, yielding a copolymer (resin (B-1)) solution with a viscosity of 127 mPa·s measured with a Brookfield viscometer (23°C) and a solids content of 37.0%. The weight-average molecular weight Mw of the resulting copolymer was 9.4×10 3 The resin B-1 had a polydispersity of 1.89 and an acid value of 114 mg-KOH / g in terms of solid content.

[0182] [ka]

[0183] [Examples 1-2 and Comparative Examples 1-2] (Preparation of Colorant Dispersion) The components shown in Table 1 were mixed to obtain each colorant dispersion.

[0184] [Table 1]

[0185] <Colorant (A)> Compound (X): The compound represented by formula (X) prepared in Colorant Synthesis Example 1 Compound (Y): Compound represented by formula (Y) prepared in Colorant Synthesis Example 2 <Resin (B)> Resin (B-1): Resin (B-1) solution (solid content 37.0%) prepared in Resin Synthesis Example 1 <Dispersant> Dispersant (W): Dispersant (BYK-LPN6919, manufactured by BYK Chemie, solid content 60.9%) <Solvent (E)> Solvent (E-1): Propylene glycol monomethyl ether acetate (SP value 8.7) Solvent (E-2): Dimethylformamide (SP value 11.2)

[0186] (Dispersion Preparation Example 1) <Preparation of Dispersions in Examples 1 and 2 and Comparative Examples 1 and 2> 179 parts of 0.4 mm zirconia beads were added to a solution mixed at the ratio shown in Table 1, and the mixture was shaken for 1 hour using a paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to obtain various dispersions.

[0187] (Production of colored patterns) The dispersion was applied by spin coating onto a 5 cm square glass substrate (Eagle 2000; Corning) so that the film thickness after pre-baking would be 0.8 μm, and then pre-baked at 90°C for 2 minutes to obtain a colored film (color filter).

[0188] (Evaluation of surface roughness of colored film) The glass substrate with the colored film obtained above was observed from above using a laser microscope (OLS-4100, manufactured by OLYMPUS Corporation) at 10x magnification to obtain an image with a width of 1024 pixels and a height of 1024 pixels. The obtained image was converted to grayscale, and the brightness distribution of each pixel was output as a histogram. The histogram of each image was approximated with a Gaussian function, and the half-width was evaluated as surface roughness. The larger the surface roughness value, the greater the variation in sensitivity between pixels when mounted on an image sensor. It was found that Examples 1 and 2 were better than Comparative Examples 1 and 2, which were 28.4 and 22.6, respectively.

[0189] [Table 2]

Claims

1. Contains a colorant, a dispersant, a resin and a solvent, The colorant comprises a compound represented by formula (1), the resin is a resin containing a structural unit derived from at least one selected from the group consisting of an unsaturated carboxylic acid and an unsaturated carboxylic acid anhydride, the SP value of the solvent determined by the Fedors method is less than 8.8; A colorant dispersion that is substantially free of polymerizable compounds and polymerization initiators. 【Chemical 1】 [In formula (1), A 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 each independently represents a hydrogen atom or a halogen atom, A 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 each independently represents a hydrogen atom, a halogen atom, or a group represented by the following formula (2), A 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 At least one of the groups represents a group represented by the following formula (2): 【Chemistry 2】 [In formula (2), X represents —O—, —S—, or —NR— (R represents a hydrogen atom or a hydrocarbon group), and the group represented by formula (2) may have a substituent other than a halogen atom.]

2. 2. The colorant dispersion according to claim 1, wherein the resin has an acid value of 90 mgKOH / g or more and 200 mgKOH / g or less and a weight average molecular weight of 6,000 or more and 50,000 or less.

3. 2. The colorant dispersion of claim 1, wherein the solvent is selected from the group consisting of glycol alkyl ethers and glycol alkyl ether acetates.

4. 2. The colorant dispersion according to claim 1, wherein the content of the dispersant is 5 parts by mass or more per 100 parts by mass of the colorant.

5. A colored curable composition comprising the colorant dispersion according to any one of claims 1 to 4, a polymerizable compound, and a polymerization initiator.

6. A color filter formed from the colored curable composition according to claim 5 .

7. A display device comprising the color filter according to claim 6.

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