Colored resin composition, color filter, and image display device

Abstract

Provided is a coloured resin composition with which the effect of pre-bake temperature changes on sensitivity is small. The coloured resin composition according to the present invention contains a colouring agent, a solvent, an alkali-soluble resin and a photoinitiator. The colouring agent contains a phthalocyanine dye having a chemical structure represented by formula (1), and the photoinitiator contains a photoinitiator (d1) represented by formula (I). (In formula (1), A1 to A16 each represent a hydrogen atom, for example, and at least one represents a group of formula (2). In formula (2), X represents a bivalent linking group, and the benzene ring may include a substituent and * represents a bond. In formula (I): Rd1 represents an alkyl group that may include a substituent, for example; Rd2 represents an alkyl group that may include a substituent, for example; p represents 0 or 1; and Rd3 represents an aromatic ring group that may include a substituent.)

Description

[Technical Field]

[0001] The present invention relates to a colored resin composition, a color filter, and an image display device. This application claims priority based on Japanese Patent Application No. 2020-139037, filed on August 20, 2020, the contents of which are incorporated herein by reference. [Background technology]

[0002] Conventionally, pigment dispersion methods, dyeing methods, electrodeposition methods, and printing methods have been known as methods for producing color filters used in liquid crystal displays, etc. Among these, the pigment dispersion method is most widely adopted because it has excellent average properties in terms of spectral characteristics, durability, pattern shape, precision, etc.

[0003] In recent years, there has been a demand for color filters with higher brightness, higher contrast, and a wider color gamut. Pigments are generally used as coloring materials for determining the color of color filters from the viewpoints of heat resistance, light resistance, etc. However, pigments are no longer able to meet market demands, particularly for high brightness, and active investigations are being conducted into the use of dyes as coloring materials instead of pigments.

[0004] For example, the use of phthalocyanine dyes for green pixel applications has been investigated (see, for example, Patent Document 1), and the use of xanthene dyes for blue pixel applications has been investigated (see, for example, Patent Document 2).

[0005] On the other hand, Patent Document 3 describes that a curable composition containing a specific photopolymerization initiator can achieve a balance between sensitivity, transparency, and brightness. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Japanese Patent Publication No. 2019-113732 [Patent Document 2] International Publication No. 2018 / 052022 [Patent Document 3] Japanese Patent Application Publication No. 2017-179211 Summary of the Invention [Problem to be solved by the invention]

[0007] As a result of investigations by the present inventors, it was found that in colored resin compositions containing dyes such as those described in Patent Documents 1 and 2, the sensitivity varies greatly depending on the temperature during pre-baking (a drying process of the coating film carried out before the exposure process), and that the pattern size varies significantly, particularly in the low temperature range. This revealed the problem that high-definition color filters, such as those for 4K8K, which require precise line width adjustment, cannot be stably manufactured. Furthermore, Patent Document 3 does not evaluate compositions containing dyes, and it is unclear what properties a composition containing a dye would exhibit.

[0008] Therefore, an object of the present invention is to provide a colored resin composition in which the sensitivity is less affected by changes in pre-baking temperature. [Means for solving the problem]

[0009] As a result of intensive research, the present inventors have found that the above-mentioned problems can be solved by using a specific photopolymerization initiator in a colored resin composition containing a specific dye, and have arrived at the present invention. That is, the present invention has the following configurations [1] to [8].

[0010] [1] A colored resin composition comprising (A) a colorant, (B) a solvent, (C) an alkali-soluble resin, and (D) a photopolymerization initiator, The colorant (A) contains a phthalocyanine dye having a chemical structure represented by the following general formula (1): A colored resin composition, wherein the (D) photopolymerization initiator comprises a photopolymerization initiator (d1) represented by the following general formula (I):

[0011] [ka]

[0012] (In formula (1), A 1 ~A 16 Each of A independently represents a hydrogen atom, a halogen atom, or a group represented by the following general formula (2): 1 ~A 16 At least one of the groups represents a group represented by the following general formula (2):

[0013] [ka]

[0014] (In formula (2), X represents a divalent linking group. The benzene ring in formula (2) may have any substituent. * represents a bond.)

[0015] [ka]

[0016] (In formula (I), R d1 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R d2 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. p represents 0 or 1. R d3 represents an aromatic ring group which may have a substituent.

[0017] [2] In the formula (1), A 1 ~A 16 wherein six or more of the groups represent fluorine atoms. [3] A colored resin composition comprising (A) a colorant, (B) a solvent, (C) an alkali-soluble resin, and (D) a photopolymerization initiator, The colorant (A) contains a xanthene dye having a chemical structure represented by the following general formula (10): A colored resin composition, wherein the (D) photopolymerization initiator comprises a photopolymerization initiator (d1) represented by the following general formula (I):

[0018] [ka]

[0019] (In formula (10), R a1 ~R a4 each independently represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R a5 -SO 3- , or -COO - Represents. n represents an integer of 1 to 5.

[0020] [ka]

[0021] (In formula (I), R d1 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R d2 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. p represents 0 or 1. R d3 represents an aromatic ring group which may have a substituent.

[0022] [4] In the photopolymerization initiator (d1), R d3 The colored resin composition of any one of [1] to [3], wherein is a benzene ring having one free valence and which may have a substituent. [5] The colored resin composition according to any one of [1] to [4], wherein the content of the colorant (A) is 15 mass % or more of the total solid content. [6] The colored resin composition according to any one of [1] to [5], wherein the content of the photopolymerization initiator (d1) is 1.0 mass % or more based on the total solid content. [7] A color filter having pixels formed using the colored resin composition of any one of [1] to [6]. [8] An image display device having the color filter of [7]. [Effects of the Invention]

[0023] According to the present invention, it is possible to provide a colored resin composition in which the sensitivity is less affected by changes in pre-baking temperature. [Brief explanation of the drawings]

[0024] [Figure 1] FIG. 1 is a schematic cross-sectional view showing an example of an organic EL display device having a color filter of the present invention. DETAILED DESCRIPTION OF THE INVENTION

[0025] In the present invention, the term "weight average molecular weight" refers to the weight average molecular weight (Mw) calculated in terms of polystyrene by GPC (gel permeation chromatography). In the present invention, the term "total solid content" refers to all components in the colored resin composition other than the solvent. Even if a component other than the solvent is liquid at room temperature, that component is not included in the solvent but is included in the total solid content. In the present invention, unless otherwise specified, the "amine value" refers to the amine value calculated as the effective solid content, and means a value expressed as the mass of KOH equivalent to the amount of base per 1 g of solid content of the dispersant. In the present invention, "CI" means Color Index.

[0026] [1] Colored resin composition Each of the components of the colored resin composition of the present invention will be described below. The colored resin composition of the first aspect according to the present invention contains (A) a colorant, (B) a solvent, (C) an alkali-soluble resin, and (D) a photopolymerization initiator, wherein the (A) colorant contains a phthalocyanine dye having a chemical structure represented by the general formula (1) described below, and the (D) photopolymerization initiator contains the photopolymerization initiator (d1) described below. The colored resin composition of this aspect may further contain other additives and the like in addition to the above components, if necessary.

[0027] The colored resin composition of the second aspect according to the present invention contains (A) a colorant, (B) a solvent, (C) an alkali-soluble resin, and (D) a photopolymerization initiator, wherein the colorant (A) contains a xanthene dye having a chemical structure represented by the general formula (10) described below, and the photopolymerization initiator (D) contains the photopolymerization initiator (d1) described below. The colored resin composition of this aspect may further contain other additives and the like in addition to the above components, if necessary.

[0028] [1-1] (A) Colorant The colored resin composition of the present invention contains (A) a colorant. The colorant is a component that colors the colored resin composition. By containing (A) the colorant, desired light absorbency can be obtained.

[0029] The colorant (A) in the colored resin composition of the present invention contains a dye. By containing a dye, the transmittance is improved, resulting in a colored resin composition with high brightness. The dye in the present invention refers to a coloring matter compound that is soluble in a specific organic solvent. Examples of the specific organic solvent include the organic solvents exemplified in the solvent section described below, and among these, propylene glycol monomethyl ether acetate is preferred.

[0030] In the colored resin composition of the first embodiment according to the present invention, the colorant (A) contains a phthalocyanine dye having a chemical structure represented by the following general formula (1) (hereinafter, sometimes referred to as "phthalocyanine dye (1)").

[0031] [ka]

[0032] In formula (1), A 1 ~A 16 Each of A independently represents a hydrogen atom, a halogen atom, or a group represented by the following general formula (2): 1 ~A 16 At least one of these represents a group represented by the following general formula (2).

[0033] [ka]

[0034] In formula (2), X represents a divalent linking group. The benzene ring in formula (2) may have any substituent. * represents a bond.

[0035] (A 1 ~A 16 ) In the formula (1), A 1 ~A 16 Each of A independently represents a hydrogen atom, a halogen atom, or a group represented by the following general formula (2): 1 ~A 16 At least one of these represents a group represented by the following general formula (2).

[0036] [ka]

[0037] In formula (2), X represents a divalent linking group. The benzene ring in formula (2) may have any substituent. * represents a bond.

[0038] A 1 ~A 16 Examples of the halogen atom in the formula (I) include a fluorine atom, a chlorine atom, and a bromine atom. From the viewpoint of achieving high brightness, a fluorine atom is preferred. A 1 ~A 16Among these, preferably 6 or more are fluorine atoms, more preferably 7 or more, and even more preferably 8 or more, and preferably 15 or less, more preferably 12 or less, and even more preferably 10 or less. By making the number equal to or greater than the lower limit, the stability of the phthalocyanine compound (1) tends to be improved. By making the number equal to or less than the upper limit, the affinity with the dispersant and solvent in the colored resin composition tends to be improved. The above upper and lower limits can be combined arbitrarily. For example, A 1 ~A 16 Of these, 6 to 15 are preferably fluorine atoms, 7 to 12 are more preferably fluorine atoms, and 8 to 10 are even more preferably fluorine atoms.

[0039] (X) X in the general formula (2) represents a divalent linking group. The divalent linking group is not particularly limited, but may be an oxygen atom, a sulfur atom, or —N(R a1 )-group(R a1 represents a hydrogen atom or an aliphatic hydrocarbon group having 1 to 6 carbon atoms.) Among these, from the viewpoint of stability during firing, an oxygen atom or a sulfur atom is preferred, and an oxygen atom is more preferred.

[0040] (Substituents that the benzene ring may have) The benzene ring in formula (2) may have any substituent. The allowable substituent is not particularly limited, but examples thereof include a halogen atom, an alkyl group, an alkoxy group (-OR A Group (R A represents an alkyl group, an alkoxycarbonyl group (-COOR A Group (R A represents an alkyl group, an aryl group, an aryloxy group (-OR B Group (R B represents an aryl group, an aryloxycarbonyl group (-COOR B Group (R B represents an aryl group. Among these, an alkoxycarbonyl group is preferred from the viewpoint of development solubility and brightness.

[0041] The alkyl group contained in these groups may be linear, branched, or cyclic, but is preferably linear from the viewpoint of affinity with organic solvents. The number of carbon atoms in the alkyl group is not particularly limited, but is usually 1 or more, preferably 2 or more, and preferably 6 or less, more preferably 5 or less, and even more preferably 4 or less. By making the number equal to or greater than the lower limit, aggregation tends to be suppressed, and foreign matter tends to be suppressed. By making the number equal to or less than the upper limit, solvent affinity tends to be improved, and stability over time tends to be improved. The above upper and lower limits can be combined in any combination. For example, the alkyl group preferably has 1 to 6 carbon atoms, more preferably 1 to 5 carbon atoms, further preferably 1 to 4 carbon atoms, and particularly preferably 2 to 4 carbon atoms. Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. From the viewpoint of suppressing aggregation, a methyl group or an ethyl group is preferred, and an ethyl group is more preferred.

[0042] The aryl group contained in these groups may be an aromatic hydrocarbon ring group or an aromatic heterocyclic group. The number of carbon atoms in the aryl group is not particularly limited, but is usually 4 or more, preferably 6 or more, and preferably 12 or less, more preferably 10 or less, and even more preferably 8 or less. By making the number equal to or greater than the lower limit, aggregation due to steric repulsion tends to be suppressed. By making the number equal to or less than the upper limit, solvent affinity tends to be improved, and stability over time tends to be improved. The above upper and lower limits can be arbitrarily combined with the number of carbon atoms in the aryl group. For example, 4 to 12 is preferable, 4 to 10 is more preferable, 4 to 8 is even more preferable, and 6 to 8 is particularly preferable.

[0043] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring, and examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, a pentalene ring, an indene ring, an azulene ring, and a heptalene ring, each having one free valence. The aromatic heterocyclic ring in the aromatic heterocyclic group may be a single ring or a condensed ring. Examples of the aromatic heterocyclic group include a furan ring, a thiophene ring, a pyrrole ring, a 2H-pyran ring, a 4H-thiopyran ring, a pyridine ring, a 1,3-oxazole ring, an isoxazole ring, a 1,3-thiazole ring, an isothiazole ring, an imidazole ring, a pyrazole ring, a furazan ring, a pyrazine ring, a pyrimidine ring, a pyridazine ring, a 1,3,5-triazine ring, and a benzofuran ring, each of which has one free valence. , 2-benzofuran ring, benzothiophene ring, 2-benzothiophene ring, 1H-pyrrolidine ring, indole ring, isoindole ring, indolizine ring, 2H-1-benzopyran ring, 1H-2-benzopyran ring, quinoline ring, isoquinoline ring, 4H-quinolizine ring, benzimidazole ring, 1H-indazole ring, quinoxaline ring, quinazoline ring, cinnoline ring, phthalazine ring, 1,8-naphthyridine ring, purine ring, and pteridine ring.

[0044] When the benzene ring in formula (2) has any substituent, the number of substitutions is not particularly limited. However, from the viewpoint that the dye molecules are stacked with each other to improve heat resistance and suppress a decrease in brightness due to decomposition of the dye, it is preferable that the number of substitutions is one per benzene ring. When the benzene ring in formula (2) has an optional substituent, the substitution position may be the o-position, m-position, or p-position, but the p-position is preferred from the viewpoint of enabling stacking to form a close-packed structure.

[0045] A 1 ~A 16 At least one of A represents a group represented by the general formula (2). 1 ~A 4 At least one of A is a group represented by the general formula (2), 5 ~A 8 At least one of A is a group represented by the general formula (2), 9 ~A 12 At least one of the groups represented by the general formula (2) is a group represented by the general formula (2), and 13 ~A 16It is preferable that one or more of A is a group represented by the general formula (2). 1 ~A 4 At least two of A are groups represented by the general formula (2), 5 ~A 8 At least two of A are groups represented by the general formula (2), 9 ~A 12 At least two of the groups represented by the general formula (2) are groups represented by the general formula (2), and 13 ~A 16 It is more preferable that two or more of the above are groups represented by the general formula (2). In particular, from the viewpoint that efficient stacking suppresses brightness degradation, A 2 , A 3 , A 6 , A 7 , A 10 , A 11 , A 14 , and A 15 is a group represented by the general formula (2), and A 1 , A 4 , A 5 , A 8 , A 9 , A 12 , A 13 , and A 16 is particularly preferably a halogen atom.

[0046] Specific examples of the phthalocyanine dye (1) include the following:

[0047] [ka]

[0048] [ka]

[0049] [ka]

[0050] [ka]

[0051] [ka]

[0052] [ka]

[0053] [ka]

[0054] [ka]

[0055] The phthalocyanine dye (1) can be produced by a known method, for example, the method described in Japanese Patent Application Laid-Open No. 05-345861.

[0056] In the colored resin composition of the second aspect according to the present invention, the colorant (A) contains a xanthene dye having a chemical structure represented by the following general formula (10) (hereinafter, sometimes referred to as "xanthene dye (10)").

[0057] [ka]

[0058] In formula (10), R a1 ~R a4 each independently represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R a5 -SO 3- , or -COO - Represents. n represents an integer of 1 or more and 5 or less.

[0059] (R a1 ~R a4 ) In the formula (10), R a1 ~R a4 each independently represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R a1 ~R a4 The alkyl group in the formula (I) may be a linear, branched, or cyclic alkyl group. The number of carbon atoms therein is usually 1 or more, preferably 2 or more, and is preferably 12 or less, more preferably 6 or less. By making the number of carbon atoms equal to or greater than the lower limit, heat resistance tends to be improved and a decrease in brightness tends to be suppressed. By making the number of carbon atoms equal to or less than the upper limit, developing solubility tends to be improved. The above upper and lower limits can be combined in any combination. For example, the alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, and even more preferably 2 to 6 carbon atoms.

[0060] Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, a 2-propyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a cyclohexyl group, a cyclohexylmethyl group, a cyclohexylethyl group, and a 3-methylbutyl group. From the viewpoint of ease of synthesis, an ethyl group, an n-propyl group, and an n-butyl group are preferred, and an n-butyl group is more preferred.

[0061] Examples of the substituent that the alkyl group may have include the groups described in the below-mentioned Substituent Group W1. Examples of the alkyl group having a substituent include a phenethyl group, a 2-ethoxyethyl group, a 4,4,4-trifluorobutyl group, an anilyl group, a vanillyl group, and an N-acetamidophenylbutyl group.

[0062] R a1 ~R a4Examples of the aromatic ring group in include an aromatic hydrocarbon ring group and an aromatic heterocyclic group. The number of carbon atoms is usually 4 or more, preferably 6 or more, and preferably 12 or less, more preferably 10 or less, and even more preferably 8 or less. By making the number of carbon atoms equal to or greater than the lower limit, heat resistance tends to be improved and a decrease in brightness tends to be suppressed. By making the number of carbon atoms equal to or less than the upper limit, development solubility tends to be improved. The above upper and lower limits can be combined in any combination. For example, the aromatic hydrocarbon ring group and aromatic heterocyclic group preferably have 4 to 12 carbon atoms, more preferably 4 to 10 carbon atoms, even more preferably 4 to 8 carbon atoms, and particularly preferably 6 to 8 carbon atoms.

[0063] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring. Examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring, each of which has one free valence. The aromatic heterocycle in aromatic heterocyclic group can be a single ring or a condensed ring.Examples of aromatic heterocyclic group include furan ring, benzofuran ring, thiophene ring, benzothiophene ring, pyrrole ring, pyrazole ring, imidazole ring, oxadiazole ring, indole ring, carbazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furofuran ring, thienofuran ring, benzisoxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyrazine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, isoquinoline ring, cinnoline ring, quinoxaline ring, phenanthridine ring, benzimidazole ring, perimidine ring, quinazoline ring, quinazolinone ring, and azulene ring, each of which has one free valence. From the viewpoints of heat resistance and ease of synthesis, a benzene ring or naphthalene ring having one free valence is preferred, and a benzene ring having one free valence is more preferred.

[0064] Examples of the substituent that the aromatic ring group may have include groups described in the below-mentioned substituent group W2.

[0065] From the viewpoint of heat resistance, R a1 and R a2 are preferably each independently an aromatic ring group which may have a substituent, more preferably a phenyl group substituted with an alkyl group, and even more preferably a phenyl group substituted with an alkyl group at both of the two ortho positions. From the viewpoint of solubility in the developer, R a3 and R a4 are preferably each independently an alkyl group which may have a substituent.

[0066] (R a5 ) In the formula (10), R a5 -SO 3- , or -COO - From the viewpoint of brightness, -SO 3- is preferred. a5 If there are multiple R a5 may be the same or different from each other.

[0067] In the formula (10), n represents an integer of 1 or more and 5 or less. By making it equal to or greater than the lower limit, the solvent affinity increases and the developer solubility tends to improve. By making it equal to or less than the upper limit, aggregation between dyes is suppressed and the stability over time of the colored resin composition tends to improve. For example, n is preferably an integer of 1 or more and 3 or less.

[0068] When n in the formula (10) is an integer of 2 or more, the xanthene dye (10) preferably forms a salt. The cation is preferably an alkali metal or alkaline earth metal, more preferably an alkaline earth metal, and particularly preferably calcium.

[0069] Among the xanthene dyes represented by the formula (10), the xanthene dyes represented by the following general formula (11) are preferred from the viewpoints of brightness and contrast.

[0070] [ka]

[0071] In formula (11), R 1 and R 2 each independently represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R 3 and R 4 each independently represents a divalent hydrocarbon group which may have a substituent. R 5 and R 6 each independently represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R 7 -SO 3- , or -COO - Represents. However, -CH2- contained in the alkyl group, the aromatic ring group, and the hydrocarbon group may be replaced with -O-, -CO-, -COO-, -CONH-, -CONR-, or -COO-. 8 -, -NH-, -NR 8 -, -SO2-, -SO2NH-, -SO2NR 8 - and -S-. 8 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent.

[0072] (R 1 , R 2 ) In the formula (11), R 1 and R 2 each independently represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R 1 and R 2The alkyl group in the formula (I) may be a linear, branched, or cyclic alkyl group. The number of carbon atoms therein is usually 1 or more, preferably 2 or more, and is preferably 12 or less, more preferably 6 or less. By making the number of carbon atoms equal to or greater than the lower limit, heat resistance tends to be improved and a decrease in brightness tends to be suppressed. By making the number of carbon atoms equal to or less than the upper limit, solubility in a developer tends to be improved and residue tends to be suppressed. The above upper and lower limits can be combined in any combination. For example, the alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, and even more preferably 2 to 6 carbon atoms.

[0073] Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, a 2-propyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a cyclohexyl group, a cyclohexylmethyl group, a cyclohexylethyl group, and a 3-methylbutyl group. From the viewpoint of ease of synthesis, an ethyl group is preferred.

[0074] Examples of the substituent that the alkyl group may have include the groups described in the below-mentioned Substituent Group W1. Examples of the alkyl group having a substituent include a phenethyl group, a 2-ethoxyethyl group, and a 4,4,4-trifluorobutyl group.

[0075] R 1 and R 2 Examples of the aromatic ring group in include an aromatic hydrocarbon ring group and an aromatic heterocyclic group. The number of carbon atoms is usually 4 or more, preferably 6 or more, and preferably 12 or less, more preferably 10 or less, and even more preferably 8 or less. By making the number of carbon atoms equal to or greater than the lower limit, heat resistance tends to be improved. By making the number of carbon atoms equal to or less than the upper limit, solubility in a developer tends to be improved and residues tend to be suppressed. The above upper and lower limits can be combined in any combination. For example, the aromatic hydrocarbon ring group and aromatic heterocyclic group preferably have 4 to 12 carbon atoms, more preferably 4 to 10 carbon atoms, even more preferably 4 to 8 carbon atoms, and particularly preferably 6 to 8 carbon atoms.

[0076] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring. Examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring, each of which has one free valence. The aromatic heterocycle in aromatic heterocyclic group can be a single ring or a condensed ring.Examples of aromatic heterocyclic group include furan ring, benzofuran ring, thiophene ring, benzothiophene ring, pyrrole ring, pyrazole ring, imidazole ring, oxadiazole ring, indole ring, carbazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furofuran ring, thienofuran ring, benzisoxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyrazine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, isoquinoline ring, cinnoline ring, quinoxaline ring, phenanthridine ring, benzimidazole ring, perimidine ring, quinazoline ring, quinazolinone ring, and azulene ring, each of which has one free valence. From the viewpoint of heat resistance, a benzene ring or a naphthalene ring having one free valence is preferred, and a benzene ring having one free valence is more preferred.

[0077] Examples of the substituent that the aromatic ring group may have include groups described in the below-mentioned substituent group W2.

[0078] From the viewpoint of heat resistance, R 1 and R 2 are each independently preferably an aromatic ring having one free valence and which may have a substituent, more preferably a benzene ring having one free valence and which is substituted with an alkyl group, and even more preferably a benzene ring having one free valence and which is substituted with alkyl groups at both of the two ortho positions.

[0079] (R 3 , R4 ) In the formula (11), R 3 and R 4 each independently represents a divalent hydrocarbon group which may have a substituent. The divalent hydrocarbon group may be linear, branched, or cyclic, or a combination thereof, such as an alkylene group, an arylene group, or a group in which an alkylene group and an arylene group are linked together.

[0080] The number of carbon atoms in the divalent hydrocarbon group is usually 1 or more, preferably 3 or more, more preferably 6 or more, even more preferably 8 or more, and preferably 20 or less, more preferably 16 or less, even more preferably 14 or less, even more preferably 12 or less, and particularly preferably 11 or less. By making the carbon number equal to or greater than the lower limit, heat resistance tends to be improved. By making the carbon number equal to or less than the upper limit, solubility in a developer tends to be improved and residues tend to be suppressed. The above upper and lower limits can be combined in any combination. For example, the divalent hydrocarbon group preferably has 1 to 20 carbon atoms, more preferably 1 to 16, even more preferably 1 to 14, even more preferably 3 to 12, particularly preferably 6 to 11, and particularly preferably 8 to 11.

[0081] Examples of the alkylene group include a methylene group, an ethylene group, an n-propylene group, an n-butylene group, an n-pentylene group, a cyclopentylene group, an n-hexylene group, a cyclohexylene group, and an n-heptylene group. From the viewpoints of heat resistance and solubility, an n-butylene group is preferred. Examples of the arylene group include o-, m-, or p-phenylene, naphthylene, fluorene, indolene, anthracene, furan, and thiophene groups. From the viewpoint of ease of synthesis, a phenylene group is preferred. Examples of the group formed by linking an alkylene group and an arylene group include a combination of the above alkylene group and the above phenylene group. From the viewpoints of heat resistance and brightness, a combination of a butylene group and a p-phenylene group is preferred.

[0082] Examples of the substituent that the divalent hydrocarbon group may have include groups described in the below-mentioned substituent group W3.

[0083] From the viewpoint of heat resistance and brightness, R 3 and R 4 are preferably each independently a group formed by linking an optionally substituted alkylene group and an optionally substituted arylene group, and more preferably a combination of a butylene group and a p-phenylene group.

[0084] (R 5 , R 6 ) In the formula (11), R 5 and R 6 each independently represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R 5 and R 6 The alkyl group in may be a linear, branched, or cyclic alkyl group. The number of carbon atoms is usually 1 or more, preferably 12 or less, more preferably 6 or less, and even more preferably 2 or less. For example, 1 to 12 is preferred, more preferably 1 to 6, and even more preferably 1 to 2. By making the number of carbon atoms equal to or less than the upper limit, the solubility in the developer is improved and residue tends to be suppressed.

[0085] Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, a 2-propyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a 2-ethylhexyl group, a cyclohexyl group, a cyclohexylmethyl group, a cyclohexylethyl group, and a 3-methylbutyl group. From the viewpoint of ease of synthesis, a methyl group is preferred.

[0086] Examples of the substituent that the alkyl group may have include the groups described in the below-mentioned Substituent Group W1. Examples of the alkyl group having a substituent include a phenethyl group, a 2-ethoxyethyl group, and a 4,4,4-trifluorobutyl group.

[0087] R 5 and R6 Examples of the aromatic ring group in include an aromatic hydrocarbon ring group and an aromatic heterocyclic group. The number of carbon atoms is usually 4 or more, preferably 6 or more, and preferably 12 or less. For example, 4 to 12 is preferred, and 6 to 12 is more preferred. By setting the number of carbon atoms at or above the lower limit, high heat resistance tends to be achieved. By setting the number of carbon atoms at or below the upper limit, solubility in a developer tends to be improved, and residues tend to be suppressed.

[0088] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring. Examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring, each of which has one free valence. The aromatic heterocycle in aromatic heterocyclic group can be a single ring or a condensed ring.Examples of aromatic heterocyclic group include furan ring, benzofuran ring, thiophene ring, benzothiophene ring, pyrrole ring, pyrazole ring, imidazole ring, oxadiazole ring, indole ring, carbazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furofuran ring, thienofuran ring, benzisoxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyrazine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, isoquinoline ring, cinnoline ring, quinoxaline ring, phenanthridine ring, benzimidazole ring, perimidine ring, quinazoline ring, quinazolinone ring, and azulene ring, each of which has one free valence. From the viewpoints of heat resistance and ease of synthesis, a benzene ring or naphthalene ring having one free valence is preferred, and a benzene ring having one free valence is more preferred.

[0089] Examples of the substituent that the aromatic ring group may have include groups described in the below-mentioned substituent group W2.

[0090] From the viewpoint of solubility in the developer, R 5and R 6 are each independently preferably an alkyl group which may have a substituent, and more preferably a methyl group.

[0091] (R 7 ) In the formula (11), R 7 -SO 3- , or -COO - From the viewpoint of brightness, -SO 3- is preferred.

[0092] (-CH2- substitution) R in the formula (II) 1 ~R 6 In the above, -CH2- contained in the alkyl group, the aromatic ring group, and the hydrocarbon group is not substituted with -O-, -CO-, -COO-, -CONH-, -CONR-, or -COO-. 8 -, -NH-, -NR 8 -, -SO2-, -SO2NH-, -SO2NR 8 It may be substituted with at least one selected from the group consisting of - and -S-. Among these, -O- and -COO- are preferred from the viewpoints of improving solvent affinity and improving stability over time. Examples of divalent groups substituted with these groups include -CH2CH2CH2CH2O- and -CH2CH2CH2CH2OCO-.

[0093] R 8 Examples of the alkyl group include an optionally substituted alkyl group and an optionally substituted aromatic ring group. From the viewpoint of solvent affinity, an optionally substituted alkyl group is preferred. R 8 The alkyl group in the formula (I) may be a linear, branched, or cyclic alkyl group. The number of carbon atoms therein is usually 1 or more, preferably 2 or more, and preferably 12 or less, more preferably 6 or less, and even more preferably 3 or less. By making the number of carbon atoms equal to or greater than the lower limit, heat resistance tends to be improved. By making the number of carbon atoms equal to or less than the upper limit, solvent affinity tends to be improved, and stability over time tends to be improved. The above upper and lower limits can be combined in any combination. For example, the alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, further preferably 1 to 3 carbon atoms, and particularly preferably 2 or 3 carbon atoms.

[0094] Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, a 2-propyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a 2-ethylhexyl group, a cyclohexyl group, a cyclohexylmethyl group, a cyclohexylethyl group, and a 3-methylbutyl group. From the viewpoint of ease of synthesis, an ethyl group is preferred. The alkyl group may be substituted with a group described in the below-described substituent group W1.

[0095] R 8 Examples of the aromatic ring group in include an aromatic hydrocarbon ring group and an aromatic heterocyclic group. The number of carbon atoms is usually 4 or more, preferably 6 or more, and preferably 12 or less. For example, 2 to 12 is preferred, and 6 to 12 is more preferred. By making the number of carbon atoms equal to or greater than the lower limit, heat resistance tends to be improved. By making the number of carbon atoms equal to or less than the upper limit, solvent affinity tends to be improved, and stability over time tends to be improved.

[0096] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring. Examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring, each of which has one free valence. The aromatic heterocycle in aromatic heterocyclic group can be a single ring or a condensed ring.Examples of aromatic heterocyclic group include furan ring, benzofuran ring, thiophene ring, benzothiophene ring, pyrrole ring, pyrazole ring, imidazole ring, oxadiazole ring, indole ring, carbazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furofuran ring, thienofuran ring, benzisoxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyrazine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, isoquinoline ring, cinnoline ring, quinoxaline ring, phenanthridine ring, benzimidazole ring, perimidine ring, quinazoline ring, quinazolinone ring, and azulene ring, each of which has one free valence. From the viewpoint of brightness, a benzene ring or a naphthalene ring having one free valence is preferred, and a benzene ring having one free valence is more preferred.

[0097] Examples of the substituent that the aromatic ring group may have include groups described in the below-mentioned substituent group W2.

[0098] (Substituent group W1) halogen atoms such as fluorine atom, chlorine atom, bromine atom, and iodine atom; alkenyl groups having 2 to 8 carbon atoms; alkoxy groups having 1 to 8 carbon atoms; aromatic hydrocarbon ring groups such as phenyl group, mesityl group, tolyl group, and naphthyl group; cyano group; carboxyl group; acetyloxy group; alkylcarbonyloxy groups having 2 to 9 carbon atoms; sulfamoyl group; alkylsulfamoyl groups having 2 to 9 carbon atoms; alkylcarbonyl groups having 2 to 9 carbon atoms; phenethyl group; hydroxyethyl group; acetylamido group; dialkylaminoethyl groups formed by bonding alkyl groups having 1 to 4 carbon atoms; trifluoromethyl group; trialkylsilyl groups having 1 to 8 carbon atoms; nitro group; and alkylthio groups having 1 to 8 carbon atoms. Preferred are an alkoxyl group having 1 to 8 carbon atoms, a cyano group, an acetyloxy group, an alkylcarboxyl group having 2 to 8 carbon atoms, a sulfamoyl group, an alkylsulfamoyl group having 2 to 9 carbon atoms, and a fluorine atom.

[0099] (Substituent group W2) halogen atoms such as fluorine atom, chlorine atom, bromine atom, and iodine atom; alkyl groups having 1 to 8 carbon atoms; alkenyl groups having 2 to 8 carbon atoms; hydroxyl groups; alkoxy groups having 1 to 8 carbon atoms; aromatic hydrocarbon ring groups such as phenyl group, mesityl group, tolyl group, and naphthyl group; cyano groups; carboxyl groups; acetyloxy groups; alkylcarbonyloxy groups having 2 to 9 carbon atoms; sulfonic acid groups; sulfamoyl groups; alkylsulfamoyl groups having 2 to 9 carbon atoms; carbonyl groups; alkylcarbonyl groups having 2 to 9 carbon atoms; hydroxyethyl groups; acetylamido groups; dialkylaminoethyl groups formed by bonding alkyl groups having 1 to 4 carbon atoms; trifluoromethyl groups; trialkylsilyl groups having 1 to 8 carbon atoms, nitro groups, and alkylthio groups having 1 to 8 carbon atoms. Preferred are alkyl groups having 1 to 12 carbon atoms, alkoxy groups having 1 to 8 carbon atoms, cyano groups, acetyloxy groups, alkylcarboxyl groups having 2 to 8 carbon atoms, sulfamoyl groups, alkylsulfamoyl groups having 2 to 9 carbon atoms, and fluorine atoms.

[0100] (Substituent group W3) halogen atoms such as fluorine atom, chlorine atom, bromine atom, and iodine atom; alkyl groups having 1 to 8 carbon atoms; alkenyl groups having 2 to 8 carbon atoms; alkoxy groups having 1 to 8 carbon atoms; aromatic hydrocarbon ring groups such as phenyl group, mesityl group, tolyl group, and naphthyl group; cyano group; carboxyl group; acetyloxy group; alkylcarbonyloxy groups having 2 to 9 carbon atoms; sulfamoyl group; alkylsulfamoyl groups having 2 to 9 carbon atoms; alkylcarbonyl groups having 2 to 9 carbon atoms; phenethyl group; hydroxyethyl group; acetylamido group; dialkylaminoethyl groups formed by bonding alkyl groups having 1 to 4 carbon atoms; trifluoromethyl group; trialkylsilyl groups having 1 to 8 carbon atoms; nitro group; and alkylthio groups having 1 to 8 carbon atoms. Preferred are an alkoxyl group having 1 to 8 carbon atoms, a cyano group, an acetyloxy group, an alkylcarboxyl group having 2 to 8 carbon atoms, a sulfamoyl group, an alkylsulfamoyl group having 2 to 9 carbon atoms, and a fluorine atom.

[0101] Among the xanthene dyes represented by the general formula (11), the xanthene dyes represented by the following general formula (12) are preferred from the viewpoints of heat resistance and brightness.

[0102] [ka]

[0103] In formula (12), R 1 , R 2 , R 5 , R 6 , and R 7 is R in the formula (11) 1 , R 2 , R 5 , R 6 , and R 7 are synonymous with each other. R 9 and R 10 each independently represents an alkylene group. However, -CH2- contained in the alkylene group is not limited to -O-, -CO-, -COO-, -CONH-, -CONR-, 8 -, -NH-, -NR 8 -, -SO2-, -SO2NH-, -SO2NR 8 - and -S-. 8 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent.

[0104] (R 9 and R 10 ) In the formula (12), R 9 and R 10 each independently represents an alkylene group. The number of carbon atoms in the alkylene group is usually 1 or more, preferably 2 or more, more preferably 3 or more, and is preferably 12 or less, more preferably 6 or less, and even more preferably 4 or less. By making the number equal to or greater than the lower limit, heat resistance tends to be improved. By making the number equal to or less than the upper limit, solvent affinity tends to be improved, and stability over time tends to be improved. The above upper and lower limits can be combined in any combination. For example, the alkylene group preferably has 1 to 12 carbon atoms, more preferably 1 to 6, even more preferably 2 to 6, and particularly preferably 3 or 4.

[0105] Examples of the alkylene group include a methylene group, an ethylene group, an n-propylene group, an n-butylene group, an n-pentylene group, a cyclopentylene group, an n-hexylene group, a cyclohexylene group, and an n-heptylene group. From the viewpoints of solubility and heat resistance, an n-butylene group is preferred.

[0106] The —CH2— contained in the alkylene group may be replaced by —O—, —CO—, —COO—, —CONH—, or —CONR 8 -, -NH-, -NR 8 -, -SO2-, -SO2NH-, -SO2NR 8 R may be substituted with at least one selected from the group consisting of -, -, and -S-. 8 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. Examples of alkylene groups in which at least one of -CH2- is substituted with such a group include -CH2CH2CH2CH2O- and -CH2CH2CH2CH2OCO-. 8 The alkyl group which may have a substituent and the aromatic ring group which may have a substituent in the formula (11) include R 8 The above-mentioned can be applied.

[0107] Specific examples of the xanthene dye (10) include the following:

[0108] [ka]

[0109] The xanthene dye (10) may be a commercially available product, or may be synthesized by using a xanthene dye (for example, "DCSF" manufactured by Chugai Chemical Industry Co., Ltd.) as a starting material, with reference to JP-A-2013-253168.

[0110] The (A) colorant may contain other colorants in addition to dyes. Examples of other colorants include pigments. Among these, when used for green pixels, it is preferable to use green pigments, yellow pigments, etc. Furthermore, when used for blue pixels, it is preferable to use blue pigments, purple pigments, etc.

[0111] Examples of green pigments include CI Pigment Green 7, 36, 58, 59, 62, and 63, and CI Pigment Green 58 is preferred from the viewpoint of brightness.

[0112] Examples of yellow pigments include CI Pigment Yellow 1, 1:1, 2, 3, 4, 5, 6, 9, 10, 12, 13, 14, 16, 17, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 41, 42, 43, 48, 53, 55, 61, 62, 62:1, 63, 65, 73, 74, 75, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 141, 142, 143, 144, 145, 146, 147, 148, 149, 150, 1 1, 83, 86, 87, 93, 94, 95, 97, 100, 101, 104, 105, 108, 109, 110, 111, 116, 117, 119, 120, 125, 126, 127, 127:1, 128, 129, 133, 134, 136, 137, 138, 139, 142, 147, 148, 150, 151, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 182, 183, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 199, 200, 201, 202, 203, 204, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 21 4, 155, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 172, 173, 174, 175, 176, 180, 181, 182, 183, 184, 185, 188, 189, 190, 191, 191:1, 192, 193, 194, 195, 196 , 197, 198, 199, 200, 202, 203, 204, 205, 206, 207, 208, and a compound obtained by inserting another compound into a 1:1 complex of azobarbituric acid and nickel represented by the following formula (i), or a tautomer thereof (hereinafter, sometimes referred to as "nickel azo complex represented by formula (i)").

[0113] [ka]

[0114] Examples of the other compounds include compounds represented by the following formula (ii).

[0115] [ka]

[0116] From the viewpoint of high brightness and wide color gamut, CI Pigment Yellow 83, 117, 129, 138, 139, 154, 155, 180, 185, and nickel azo complexes represented by formula (i) are preferred, and CI Pigment Yellow 83, 138, 139, 180, 185, and nickel azo complexes represented by formula (i) are more preferred.

[0117] Examples of blue pigments include CI Pigment Blue 1, 1:2, 9, 14, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 17, 19, 25, 27, 28, 29, 33, 35, 36, 56, 56:1, 60, 61, 61:1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76, 78, and 79.

[0118] From the viewpoints of heat resistance and structural stability, phthalocyanine pigments having a central metal are preferred, and blue copper phthalocyanine pigments are more preferred. Examples of copper phthalocyanine pigments include CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, and 15:6, with CI Pigment Blue 15:6 being more preferred.

[0119] Examples of purple pigments include CI Pigment Violet 1, 1:1, 2, 2:2, 3, 3:1, 3:3, 5, 5:1, 14, 15, 16, 19, 23, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, and 50. From the viewpoint of heat resistance, purple dioxazine pigments are preferred. Examples of dioxazine pigments include CI Pigment Violet 19 and 23, with CI Pigment Violet 23 being particularly preferred.

[0120] The average primary particle size of the pigment is usually 0.2 μm or less, preferably 0.1 μm or less, and more preferably 0.04 μm or less. For example, solvent salt milling is preferably used to atomize the pigment.

[0121] The content of the (A) colorant in the colored resin composition of the present invention is not particularly limited, but is preferably 1% by mass or more, more preferably 5% by mass or more, even more preferably 10% by mass or more, even more preferably 13% by mass or more, and particularly preferably 15% by mass or more, based on the total solid content of the colored resin composition. Also, it is preferably 80% by mass or less, more preferably 60% by mass or less, even more preferably 50% by mass or less, and particularly preferably 40% by mass or less. By setting it to the lower limit or more, a wide range of hues tends to be reproduced. By setting it to the upper limit or less, stability over time tends to be ensured. The upper and lower limits can be combined as desired. For example, although not particularly limited, the content of the colorant (A) in the total solid content of the colored resin composition is preferably 1 to 80 mass%, more preferably 5 to 80 mass%, even more preferably 10 to 60 mass%, even more preferably 13 to 50 mass%, and particularly preferably 15 to 40 mass%.

[0122] The content of the dye in the colored resin composition of the present invention is not particularly limited, but is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 1.5% by mass or more, and is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, and particularly preferably 20% by mass or less, based on the total solid content of the colored resin composition. By setting the content at or above the lower limit, brightness tends to be improved. By setting the content at or below the upper limit, stability over time tends to be ensured. The above upper and lower limits can be combined in any desired manner. For example, the content of the dye in the total solid content of the colored resin composition is preferably 0.5 to 50 mass%, more preferably 0.5 to 40 mass%, even more preferably 1 to 30 mass%, and particularly preferably 1.5 to 20 mass%.

[0123] When the colored resin composition of the present invention contains a phthalocyanine dye, its content is not particularly limited, but is preferably 1% by mass or more, more preferably 3% by mass or more, even more preferably 5% by mass or more, even more preferably 10% by mass or more, particularly preferably 15% by mass or more, and is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, and particularly preferably 20% by mass or less, based on the total solid content of the colored resin composition. By setting the content at or above the lower limit, brightness tends to be improved. By setting the content at or below the upper limit, stability over time tends to be ensured. The above upper and lower limits can be combined in any desired manner. For example, the content of the phthalocyanine dye in the total solid content of the colored resin composition is preferably 1 to 50 mass%, more preferably 3 to 50 mass%, even more preferably 5 to 40 mass%, even more preferably 10 to 30 mass%, and particularly preferably 15 to 20 mass%.

[0124] When the colored resin composition of the present invention contains the phthalocyanine dye (1), its content is not particularly limited, but is preferably 1% by mass or more, more preferably 3% by mass or more, even more preferably 5% by mass or more, even more preferably 10% by mass or more, particularly preferably 15% by mass or more, and is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, and particularly preferably 20% by mass or less, based on the total solid content of the colored resin composition. By setting the content at or above the lower limit, brightness tends to be improved. By setting the content at or below the upper limit, stability over time tends to be ensured. The upper and lower limits can be arbitrarily combined. For example, the content of the phthalocyanine dye (1) in the total solid content of the colored resin composition is preferably 1 to 50 mass%, more preferably 3 to 50 mass%, even more preferably 5 to 40 mass%, even more preferably 10 to 30 mass%, and particularly preferably 15 to 20 mass%.

[0125] When the colored resin composition of the present invention contains a xanthene dye, its content is not particularly limited, but is preferably 0.5% by mass or more, more preferably 1% by mass or more, even more preferably 1.5% by mass or more, even more preferably 2% by mass or more, and is preferably 30% by mass or less, more preferably 20% by mass or less, even more preferably 10% by mass or less, and particularly preferably 5% by mass or less, based on the total solid content of the colored resin composition. By making the content equal to or greater than the lower limit, brightness tends to be improved. By making the content equal to or less than the upper limit, stability over time tends to be ensured. The upper and lower limits can be combined in any desired manner. For example, the content of the xanthene dye in the total solid content of the colored resin composition is preferably 0.5 to 30 mass%, more preferably 1 to 20 mass%, even more preferably 1.5 to 10 mass%, and particularly preferably 2 to 5 mass%.

[0126] When the colored resin composition of the present invention contains a xanthene dye (10), its content is not particularly limited, but is preferably 0.5% by mass or more, more preferably 1% by mass or more, even more preferably 1.5% by mass or more, even more preferably 2% by mass or more, and is preferably 30% by mass or less, more preferably 20% by mass or less, even more preferably 10% by mass or less, and particularly preferably 5% by mass or less, based on the total solid content of the colored resin composition. By setting the content at or above the lower limit, brightness tends to be improved. By setting the content at or below the upper limit, stability over time tends to be ensured. The upper and lower limits can be arbitrarily combined. For example, the content of the xanthene dye (10) in the total solid content of the colored resin composition is preferably 0.5 to 30 mass%, more preferably 1 to 20 mass%, even more preferably 1.5 to 10 mass%, and particularly preferably 2 to 5 mass%.

[0127] When the colored resin composition of the present invention contains other colorants, the content ratio thereof is not particularly limited, but is preferably 1% by mass or more, more preferably 3% by mass or more, even more preferably 5% by mass or more, even more preferably 7% by mass or more, particularly preferably 10% by mass or more, and is preferably 30% by mass or less, more preferably 25% by mass or less, even more preferably 20% by mass or less, particularly preferably 15% by mass or less, based on the total solid content of the colored resin composition. By setting the content at or above the lower limit, a wide range of hues tends to be reproduced. By setting the content at or below the upper limit, stability over time tends to be ensured. The above upper and lower limits can be combined in any desired manner. For example, the content of the other colorant in the total solid content of the colored resin composition is preferably 1 to 30 mass%, more preferably 3 to 30 mass%, even more preferably 5 to 25 mass%, even more preferably 7 to 20 mass%, and particularly preferably 10 to 15 mass%.

[0128] [1-2] (B) Solvent The solvent (B) has the function of dissolving or dispersing the colorant, alkali-soluble resin, photopolymerization initiator, and other components in the colored resin composition or pigment dispersion of the present invention, and of adjusting the viscosity. The solvent (B) may be any solvent that can dissolve or disperse each component.

[0129] Examples of such solvents include glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-butyl ether, propylene glycol-t-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-butyl ether, methoxymethyl pentanol, propylene glycol monoethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monomethyl ether, 3-methyl-3-methoxybutanol, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, and tripropylene glycol methyl ether;

[0130] glycol dialkyl ethers such as ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, and dipropylene glycol dimethyl ether; glycol alkyl ether acetates such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol mono-n-butyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monobutyl ether acetate, methoxybutyl acetate, 3-methoxybutyl acetate, methoxypentyl acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol mono-n-butyl ether acetate, dipropylene glycol monomethyl ether acetate, triethylene glycol monomethyl ether acetate, triethylene glycol monoethyl ether acetate, and 3-methyl-3-methoxybutyl acetate;

[0131] Glycol diacetates such as ethylene glycol diacetate, 1,3-butylene glycol diacetate, and 1,6-hexanol diacetate; alkyl acetates such as cyclohexanol acetate; ethers such as amyl ether, propyl ether, diethyl ether, dipropyl ether, diisopropyl ether, butyl ether, diamyl ether, ethyl isobutyl ether, and dihexyl ether; ketones such as acetone, methyl ethyl ketone, methyl amyl ketone, methyl isopropyl ketone, methyl isoamyl ketone, diisopropyl ketone, diisobutyl ketone, methyl isobutyl ketone, cyclohexanone, ethyl amyl ketone, methyl butyl ketone, methyl hexyl ketone, methyl nonyl ketone, and methoxymethyl pentanone; monohydric or polyhydric alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, butanediol, diethylene glycol, dipropylene glycol, triethylene glycol, methoxymethylpentanol, glycerin, and benzyl alcohol; Aliphatic hydrocarbons such as n-pentane, n-octane, diisobutylene, n-hexane, hexene, isoprene, dipentene, and dodecane; Alicyclic hydrocarbons such as cyclohexane, methylcyclohexane, methylcyclohexene, and bicyclohexyl;

[0132] Aromatic hydrocarbons such as benzene, toluene, xylene, and cumene; Chain or cyclic esters such as amyl formate, ethyl formate, ethyl acetate, butyl acetate, propyl acetate, amyl acetate, methyl isobutyrate, ethylene glycol acetate, ethyl propionate, propyl propionate, butyl butyrate, isobutyl butyrate, methyl isobutyrate, ethyl caprylate, butyl stearate, ethyl benzoate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, propyl 3-methoxypropionate, butyl 3-methoxypropionate, and γ-butyrolactone; Alkoxycarboxylic acids such as 3-methoxypropionic acid and 3-ethoxypropionic acid; Halogenated hydrocarbons such as butyl chloride and amyl chloride; ether ketones such as methoxymethylpentanone; Examples include nitriles such as acetonitrile and benzonitrile.

[0133] Examples of commercially available solvents include mineral spirits, Balsol #2, Apco #18 Solvent, Apco Thinner, Socal Solvent No. 1 and No. 2, Solvesso #150, Shell TS28 Solvent, Carbitol, ethyl carbitol, butyl carbitol, methyl cellosolve, ethyl cellosolve, ethyl cellosolve acetate, methyl cellosolve acetate, and diglyme (all trade names). These solvents may be used alone or in combination of two or more.

[0134] When forming color filter pixels by photolithography, the solvent (B) preferably has a boiling point of 100 to 200°C (under a pressure of 1013.25 [hPa]; the same applies to all boiling points hereinafter). A solvent with a boiling point of 120 to 170°C is more preferred. Glycol alkyl ether acetates are preferred because they have a good balance of application properties, surface tension, etc., and the solubility of the components in the composition is relatively high.

[0135] Glycol alkyl ether acetates may be used alone or in combination with other solvents. Glycol monoalkyl ethers are particularly preferred as solvents to be used in combination with glycol alkyl ether acetates. Among these, propylene glycol monomethyl ether is preferred from the viewpoint of solubility of the components in the composition. Glycol monoalkyl ethers have high polarity, and if added in an excessive amount, the pigment tends to aggregate, and the resulting colored resin composition tends to have reduced storage stability, such as an increased viscosity. When glycol monoalkyl ethers are used in combination, the proportion of glycol monoalkyl ethers in the solvent is preferably 5% by mass to 30% by mass, more preferably 5% by mass to 20% by mass, in the solvent (B) contained in the colored resin composition, from the viewpoint of ensuring storage stability.

[0136] As another embodiment, a solvent having a boiling point of 150°C or higher is preferred as a solvent used in combination with glycol alkyl ether acetates. The use of a solvent having a boiling point of 150°C or higher makes the colored resin composition less likely to dry, effectively preventing rapid drying and disrupting the interrelationships of the pigment dispersion. When a solvent having a boiling point of 150°C or higher is used in combination, the content of the solvent having a boiling point of 150°C or higher in the solvent (B) contained in the colored resin composition is preferably 3% to 50% by mass, more preferably 5% to 40% by mass, and particularly preferably 5% to 30% by mass. By setting the content at or above the lower limit, it is possible to easily avoid, for example, the precipitation and solidification of colorant components at the tip of a slit nozzle, which can cause foreign matter defects. By setting the content at or below the upper limit, it is possible to easily avoid problems such as poor tact time during the reduced-pressure drying process and pin marks during pre-baking due to the slow drying rate of the composition. The solvent having a boiling point of 150°C or higher may be a glycol alkyl ether acetate or a glycol alkyl ether, and in this case, it is not necessary to separately contain a solvent having a boiling point of 150°C or higher. Preferred examples of solvents having a boiling point of 150°C or higher include diethylene glycol mono-n-butyl ether acetate, diethylene glycol monoethyl ether acetate, dipropylene glycol methyl ether acetate, 1,3-butylene glycol diacetate, 1,6-hexanol diacetate, and triacetin.

[0137] When forming pixels of a color filter by an inkjet method, the solvent should have a boiling point of typically 130°C or higher and 300°C or lower, preferably 150°C or higher and 280°C or lower. By setting the boiling point at or above the lower limit, the uniformity of the resulting coating film tends to be good. By setting the boiling point at or below the upper limit, the amount of residual solvent remaining during baking tends to be reduced. The vapor pressure of the solvent used is usually 10 mmHg or less, preferably 5 mmHg or less, and more preferably 1 mmHg or less, from the viewpoint of uniformity of the resulting coating film.

[0138] In color filter production using the inkjet method, the ink ejected from the nozzle is extremely fine, ranging from a few to several tens of picoliters. Therefore, before the ink lands around the nozzle or within the pixel bank, the solvent tends to evaporate, concentrating the ink and causing it to dry out. To avoid this, a solvent with a high boiling point is preferred. Specifically, it is preferable to use a solvent with a boiling point of 180°C or higher, more preferably 200°C or higher, and particularly preferably 220°C or higher. Furthermore, the solvent (B) with a boiling point of 180°C or higher, more preferably 200°C or higher, and particularly preferably 220°C or higher, preferably accounts for 50% by mass or more, more preferably 70% by mass or higher, and most preferably 90% by mass or higher of the solvent (B) contained in the colored resin composition. By setting the content at or above the lower limit, the effect of preventing solvent evaporation from the droplets tends to be sufficiently exhibited.

[0139] Preferred examples of solvents having a boiling point of 180°C or higher, more preferably 200°C or higher, and particularly preferably 220°C or higher, include diethylene glycol mono-n-butyl ether acetate, diethylene glycol monoethyl ether acetate, dipropylene glycol methyl ether acetate, 1,3-butylene glycol diacetate, 1,6-hexanol diacetate, and triacetin. In order to adjust the viscosity of the colored resin composition and the solubility of the solid content, it is effective to partially contain a solvent having a boiling point of less than 180°C. As the solvent having a boiling point of less than 180°C, a solvent having low viscosity, high solubility, and low surface tension is preferred, and ethers, esters, ketones, etc. are preferred. Among these, for example, cyclohexanone, dipropylene glycol dimethyl ether, and cyclohexanol acetate are particularly preferred.

[0140] If the solvent contains alcohols, the ejection stability in the ink-jet method may be deteriorated. From the viewpoint of ejection stability in the ink-jet method, the content of alcohols in the (B) solvent contained in the colored resin composition is preferably 20% by mass or less, more preferably 10% by mass or less, and particularly preferably 5% by mass or less.

[0141] The content of the solvent in the colored resin composition of the present invention is not particularly limited, but is usually 99% by mass or less, preferably 90% by mass or less, and more preferably 85% by mass or less. By setting it to the upper limit or less, it tends to be easier to form a coating film. On the other hand, taking into consideration viscosity suitable for coating, it is usually 70% by mass or more, preferably 75% by mass or more, and more preferably 78% by mass or more. The upper and lower limits can be combined in any desired manner. For example, the content of the solvent in the colored resin composition of the present invention is 70 to 99 mass %, preferably 75 to 90 mass %, and more preferably 78 to 85 mass %.

[0142] [1-3] (C) Alkali-soluble resin The colored resin composition of the present invention contains (C) an alkali-soluble resin. By containing (C) an alkali-soluble resin, it is possible to achieve both film curability by photopolymerization and solubility in a developer. As the alkali-soluble resin (C), known polymer compounds described in, for example, JP-A-7-207211, JP-A-8-259876, JP-A-10-300922, JP-A-11-140144, JP-A-11-174224, JP-A-2000-56118, and JP-A-2003-233179 can be used, and among them, the following resins (C-1) to (C-5) are preferred. (C-1): A resin obtained by adding an unsaturated monobasic acid to at least a portion of the epoxy groups in a copolymer of an epoxy group-containing (meth)acrylate and another radically polymerizable monomer, or an alkali-soluble resin obtained by adding a polybasic acid anhydride to at least a portion of the hydroxyl groups generated by the addition reaction (hereinafter, this may be referred to as "resin (C-1)"). (C-2) A linear alkali-soluble resin containing a carboxyl group in the main chain (hereinafter, sometimes referred to as "resin (C-2)") (C-3) A resin obtained by adding an epoxy group-containing unsaturated compound to the carboxyl group portion of the resin (C-2) (hereinafter, this may be referred to as "resin (C-3)"). (C-4) (Meth)acrylic resin (hereinafter, may be referred to as "resin (C-4)") (C-5) Epoxy (meth)acrylate resin having a carboxyl group (hereinafter, may be referred to as "resin (C-5)") Of these, resin (C-1) is particularly preferred.

[0143] Resins (C-2) to (C-5) may be any resins as long as they are soluble in an alkaline developer to such an extent that the intended development process can be carried out, and the resins described in the same item in JP 2009-025813 A can be preferably used.

[0144] (C-1) A resin obtained by adding an unsaturated monobasic acid to at least a portion of the epoxy groups of a copolymer of an epoxy group-containing (meth)acrylate and another radically polymerizable monomer, or an alkali-soluble resin obtained by adding a polybasic acid anhydride to at least a portion of the hydroxyl groups generated by the addition reaction. One preferred embodiment of the resin (C-1) is "a resin obtained by adding an unsaturated monobasic acid to 10 to 100 mol % of the epoxy groups in a copolymer of 5 to 90 mol % of an epoxy group-containing (meth)acrylate and 10 to 95 mol % of another radically polymerizable monomer, or an alkali-soluble resin obtained by adding a polybasic acid anhydride to 10 to 100 mol % of the hydroxyl groups generated by the addition reaction."

[0145] Examples of epoxy group-containing (meth)acrylates include glycidyl (meth)acrylate, 3,4-epoxybutyl (meth)acrylate, (3,4-epoxycyclohexyl)methyl (meth)acrylate, and 4-hydroxybutyl (meth)acrylate glycidyl ether. Among these, glycidyl (meth)acrylate is preferred. One type of epoxy group-containing (meth)acrylate may be used alone, or two or more types may be used in combination.

[0146] As another radically polymerizable monomer to be copolymerized with the epoxy group-containing (meth)acrylate, a mono(meth)acrylate having a structure represented by the following general formula (V) is preferred.

[0147] [ka]

[0148] In formula (V), R 91 ~R 98 Each of R independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. 96 and R 98 , or R 95 and R 97 may be linked to each other to form a ring. In formula (V), R 96 and R 98 , or R 95 and R 97 When they are linked to form a ring, the ring formed is preferably an aliphatic ring, which may be either saturated or unsaturated, and preferably has 5 to 6 carbon atoms.

[0149] As the structure represented by general formula (V), a structure represented by the following formula (Va), (Vb), or (Vc) is preferred. By introducing these structures into the alkali-soluble resin, when the colored resin composition of the present invention is used for forming a color filter, the heat resistance of the colored resin composition is improved, and the strength of the pixel formed using the colored resin composition tends to increase.

[0150] The mono(meth)acrylate having a structure represented by general formula (V) may be used alone or in combination of two or more kinds.

[0151] [ka]

[0152] As the mono(meth)acrylate having a structure represented by the general formula (V), various known compounds can be used as long as they have a structure represented by the general formula (V), but mono(meth)acrylates represented by the following general formula (VI) are particularly preferred.

[0153] [ka]

[0154] In formula (VI), R 89 represents a hydrogen atom or a methyl group, and R 90 represents a structure represented by the following general formula (V).

[0155] When a repeating unit derived from a mono(meth)acrylate represented by general formula (VI) is contained, the content of the repeating unit derived from the mono(meth)acrylate represented by general formula (VI) in the repeating units derived from the other radical polymerizable monomer in a copolymer of an epoxy group-containing (meth)acrylate and another radical polymerizable monomer is preferably 5 to 90 mol %, more preferably 10 to 70 mol %, and even more preferably 15 to 50 mol %.

[0156] The radical polymerizable monomer other than the mono(meth)acrylate represented by the general formula (VI) is not particularly limited. For example, styrene, vinyl aromatics substituted with alkyl, nitro, cyano, amide or ester at the α-position, ortho-position, meta-position or para-position of styrene; dienes such as butadiene, 2,3-dimethylbutadiene, isoprene and chloroprene; methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, neopentyl (meth)acrylate, isoamyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, dodecyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, dicyclohexyl (meth)acrylate, isobornyl (meth)acrylate, and a (Meth)acrylic acid esters such as damantyl, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, anthracenyl (meth)acrylate, anthraninonyl (meth)acrylate, piperonyl (meth)acrylate, salicyl (meth)acrylate, furyl (meth)acrylate, furfuryl (meth)acrylate, tetrahydrofuryl (meth)acrylate, pyranyl (meth)acrylate, benzyl (meth)acrylate, phenethyl (meth)acrylate, cresyl (meth)acrylate, 1,1,1-trifluoroethyl (meth)acrylate, perfluoroethyl (meth)acrylate, perfluoro-n-propyl (meth)acrylate, perfluoro-isopropyl (meth)acrylate, triphenylmethyl (meth)acrylate, cumyl (meth)acrylate, 3-(N,N-dimethylamino)propyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, and 2-hydroxypropyl (meth)acrylate;Examples of (meth)acrylic acid amides include (meth)acrylic acid amide, (meth)acrylic acid N,N-dimethylamide, (meth)acrylic acid N,N-diethylamide, (meth)acrylic acid N,N-dipropylamide, (meth)acrylic acid N,N-diisopropylamide, and (meth)acrylic acid anthracenylamide; vinyl compounds such as (meth)acrylic acid anilide, (meth)acryloylnitrile, acrolein, vinyl chloride, vinylidene chloride, vinyl fluoride, vinylidene fluoride, N-vinylpyrrolidone, vinylpyridine, and vinyl acetate; unsaturated dicarboxylic acid diesters such as diethyl citraconate, diethyl maleate, diethyl fumarate, and diethyl itaconate; monomaleimides such as N-phenylmaleimide, N-cyclohexylmaleimide, N-laurylmaleimide, and N-(4-hydroxyphenyl)maleimide; and N-(meth)acryloylphthalimide.

[0157] Among the other radical polymerizable monomers, from the viewpoint of imparting excellent heat resistance and strength to the colored resin composition, it is preferable to contain one or more selected from the group consisting of styrene, benzyl (meth)acrylate, and monomaleimides. In particular, the content ratio of repeating units derived from one or more selected from the group consisting of styrene, benzyl (meth)acrylate, and monomaleimides is preferably 1 to 70 mol %, more preferably 3 to 50 mol %, of the repeating units derived from the other radical polymerizable monomers.

[0158] The copolymerization reaction of the epoxy group-containing (meth)acrylate with other radically polymerizable monomers can be carried out by a known solution polymerization method. The solvent used is not particularly limited as long as it is inactive in radical polymerization, and any commonly used organic solvent can be used. For example, ethylene glycol monoalkyl ether acetates such as ethyl acetate, isopropyl acetate, cellosolve acetate, and butyl cellosolve acetate; diethylene glycol monoalkyl ether acetates such as diethylene glycol monomethyl ether acetate, carbitol acetate, and butyl carbitol acetate; propylene glycol monoalkyl ether acetates; acetate esters such as dipropylene glycol monoalkyl ether acetates; ethylene glycol dialkyl ethers; diethylene glycol esters such as methyl carbitol, ethyl carbitol, and butyl carbitol. Examples of suitable solvents include glycol dialkyl ethers, triethylene glycol dialkyl ethers, propylene glycol dialkyl ethers, dipropylene glycol dialkyl ethers, ethers such as 1,4-dioxane and tetrahydrofuran, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, hydrocarbons such as benzene, toluene, xylene, octane, and decane, petroleum solvents such as petroleum ether, petroleum naphtha, hydrogenated petroleum naphtha, and solvent naphtha, lactic acid esters such as methyl lactate, ethyl lactate, and butyl lactate, dimethylformamide, and N-methylpyrrolidone. These solvents may be used alone or in combination of two or more.

[0159] The amount of the solvent used is usually 30 to 1000 parts by mass, and preferably 50 to 800 parts by mass, per 100 parts by mass of the copolymer to be obtained. By setting the amount of the solvent used within this range, it tends to be easier to control the molecular weight of the copolymer.

[0160] The radical polymerization initiator used in the copolymerization reaction is not particularly limited as long as it can initiate radical polymerization, and commonly used organic peroxide catalysts and azo compound catalysts can be used, including, for example, those classified into known ketone peroxides, peroxyketals, hydroperoxides, diallyl peroxides, diacyl peroxides, peroxyesters, and peroxydicarbonates.

[0161] Examples of organic peroxide catalysts include benzoyl peroxide, dicumyl peroxide, diisopropyl peroxide, di-t-butyl peroxide, t-butyl peroxybenzoate, t-hexyl peroxybenzoate, t-butylperoxy-2-ethylhexanoate, t-hexylperoxy-2-ethylhexanoate, 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexyl-3,3-isopropylhydroperoxide, Examples of peroxides include tert-butyl peroxide, t-butyl hydroperoxide, dicumyl peroxide, dicumyl hydroperoxide, acetyl peroxide, bis(4-t-butylcyclohexyl) peroxydicarbonate, diisopropyl peroxydicarbonate, isobutyl peroxide, 3,3,5-trimethylhexanoyl peroxide, lauryl peroxide, 1,1-bis(t-butylperoxy)3,3,5-trimethylcyclohexane, and 1,1-bis(t-hexylperoxy)3,3,5-trimethylcyclohexane.

[0162] Examples of the azo compound catalyst include azobisisobutyronitrile and azobiscarbonamide. Depending on the polymerization temperature, one or more radical polymerization initiators with an appropriate half-life are used. The amount of the radical polymerization initiator used is usually 0.5 to 20 parts by mass, preferably 1 to 10 parts by mass, per 100 parts by mass of the total of the monomers used in the copolymerization reaction.

[0163] The copolymerization reaction may be carried out by dissolving the monomers and radical polymerization initiator used in the copolymerization reaction in a solvent and raising the temperature while stirring, or by adding the monomers to which the radical polymerization initiator has been added dropwise to a heated and stirred solvent, or by adding the radical polymerization initiator to a solvent and raising the temperature, and then adding the monomers dropwise to the heated solvent. The reaction conditions can be adjusted depending on the target molecular weight.

[0164] The copolymer of an epoxy group-containing (meth)acrylate and another radical polymerizable monomer is preferably a copolymer consisting of 5 to 90 mol % of repeating units derived from an epoxy group-containing (meth)acrylate and 95 to 10 mol % of repeating units derived from another radical polymerizable monomer, more preferably a copolymer consisting of 20 to 80 mol % of repeating units derived from an epoxy group-containing (meth)acrylate and 80 to 20 mol % of repeating units derived from another radical polymerizable monomer, and even more preferably a copolymer consisting of 30 to 70 mol % of repeating units derived from an epoxy group-containing (meth)acrylate and 70 to 30 mol % of repeating units derived from another radical polymerizable monomer.

[0165] By setting the content ratio of the repeating unit derived from the epoxy group-containing (meth)acrylate to the above lower limit or more, the amount of the unsaturated monobasic acid or polybasic acid anhydride to be added tends to be sufficient, as described below. By setting the content ratio of the repeating unit derived from the other radical polymerizable monomer to the above lower limit or more, the heat resistance and strength tend to be sufficient.

[0166] Next, the epoxy group portion of the copolymer of the epoxy resin-containing (meth)acrylate and other radically polymerizable monomer is reacted with an unsaturated monobasic acid (polymerizable component) and a polybasic acid anhydride (alkali-soluble component).

[0167] As the unsaturated monobasic acid to be added to the epoxy group, known acids can be used, and examples thereof include unsaturated carboxylic acids having an ethylenically unsaturated double bond. Examples of the unsaturated monobasic acid include monocarboxylic acids such as (meth)acrylic acid, crotonic acid, o-vinylbenzoic acid, m-vinylbenzoic acid, p-vinylbenzoic acid, and (meth)acrylic acid substituted at the α-position with a haloalkyl group, an alkoxyl group, a halogen atom, a nitro group, or a cyano group. (Meth)acrylic acid is preferred. One unsaturated monobasic acid may be used alone, or two or more may be used in combination.

[0168] By adding an unsaturated monobasic acid, polymerizability can be imparted to the resin (C-1). The unsaturated monobasic acid is added to typically 10 to 100 mol %, preferably 30 to 100 mol %, more preferably 50 to 100 mol % of the epoxy groups of the copolymer. By adjusting the amount to be equal to or greater than the lower limit, the colored resin composition tends to have good stability over time. As a method for adding the unsaturated monobasic acid to the epoxy groups of the copolymer, a known method can be used.

[0169] As the polybasic acid anhydride to be added to the hydroxyl group generated when an unsaturated monobasic acid is added to the epoxy group of the copolymer, known polybasic acid anhydrides can be used. Examples of the polybasic acid anhydrides include dibasic acid anhydrides such as maleic anhydride, succinic anhydride, itaconic anhydride, phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, and chlorendic anhydride; and tribasic or higher acid anhydrides such as trimellitic anhydride, pyromellitic anhydride, benzophenonetetracarboxylic anhydride, and biphenyltetracarboxylic anhydride. Tetrahydrophthalic anhydride and succinic anhydride are preferred. One type of polybasic acid anhydride may be used alone, or two or more types may be used in combination.

[0170] By adding a polybasic acid anhydride, it is possible to impart alkali solubility to the resin (C-1). The polybasic acid anhydride is added to typically 10 to 100 mol %, preferably 20 to 90 mol %, and more preferably 30 to 80 mol % of the hydroxyl groups generated by adding an unsaturated monobasic acid to the epoxy groups of the copolymer. By adjusting the amount to the upper limit or less, the residual film rate during development tends to be good. By adjusting the amount to the lower limit or more, the solubility tends to be sufficient. Known methods can be used to add the polybasic acid anhydride to the hydroxyl groups.

[0171] In order to improve photosensitivity, a polybasic acid anhydride may be added, and then glycidyl (meth)acrylate or a glycidyl ether compound having a polymerizable unsaturated group may be added to some of the resulting carboxyl groups. In order to improve developability, a polybasic acid anhydride may be added, and then a glycidyl ether compound having no polymerizable unsaturated group may be added to some of the resulting carboxyl groups. Any of these may be added.

[0172] Examples of glycidyl ether compounds having no polymerizable unsaturated group include glycidyl ether compounds having a phenyl group or an alkyl group. Commercially available products include those under the trade names "Denacol EX-111," "Denacol EX-121," "Denacol EX-141," "Denacol EX-145," "Denacol EX-146," "Denacol EX-171," and "Denacol EX-192," manufactured by Nagase ChemteX Corporation.

[0173] The structure of the resin (C-1) is described, for example, in Japanese Patent Application Laid-Open Nos. 8-297366 and 2001-89533.

[0174] The weight average molecular weight (Mw) of the resin (C-1) measured by GPC in terms of polystyrene is not particularly limited, but is preferably 3,000 to 100,000, and particularly preferably 5,000 to 50,000. By setting it to the lower limit or more, heat resistance and film strength tend to be good. By setting it to the upper limit or less, solubility in a developer tends to be good. As a guide for molecular weight distribution, the weight average molecular weight (Mw) / number average molecular weight (Mn) ratio is preferably 2.0 to 5.0.

[0175] From the viewpoint of the coating film curability upon exposure to ultraviolet light, among the alkali-soluble resins (C), (c1) an acrylic copolymer resin having an ethylenically unsaturated group in the side chain is preferred. The partial structure containing an ethylenically unsaturated group-containing side chain of the (c1) acrylic copolymer resin having an ethylenically unsaturated group in the side chain is not particularly limited. From the viewpoint of achieving both coating film curability upon ultraviolet exposure and alkali solubility upon alkali development, it is preferable that the partial structure be, for example, represented by the following general formula (I):

[0176] [ka]

[0177] In formula (I), R 1 and R 2 Each independently represents a hydrogen atom or a methyl group. * represents a bond.

[0178] Among the partial structures represented by the formula (I), the partial structure represented by the following general formula (I') is preferred from the viewpoints of sensitivity and alkaline developability.

[0179] [ka]

[0180] In formula (I'), R 1 and R 2 R each independently represents a hydrogen atom or a methyl group. X represents a hydrogen atom or a polybasic acid residue.

[0181] The polybasic acid residue refers to a monovalent group obtained by removing one OH group from a polybasic acid or anhydride thereof. Examples of polybasic acids include maleic acid, succinic acid, itaconic acid, phthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pyromellitic acid, trimellitic acid, benzophenonetetracarboxylic acid, methylhexahydrophthalic acid, endomethylenetetrahydrophthalic acid, chlorendic acid, methyltetrahydrophthalic acid, and biphenyltetracarboxylic acid. One type of polybasic acid may be used alone, or two or more types may be used in combination. From the viewpoint of patterning properties, maleic acid, succinic acid, itaconic acid, phthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pyromellitic acid, trimellitic acid, and biphenyltetracarboxylic acid are preferred, and tetrahydrophthalic acid and biphenyltetracarboxylic acid are more preferred.

[0182] When (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain contains a partial structure represented by general formula (I), the content of the partial structure represented by general formula (I) in (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain is not particularly limited, but is preferably 10 mol% or more, more preferably 20 mol% or more, even more preferably 30 mol% or more, even more preferably 40 mol% or more, particularly preferably 50 mol% or more, most preferably 65 mol% or more, and preferably 95 mol% or less, more preferably 90 mol% or less, even more preferably 85 mol% or less, even more preferably 80 mol% or less, particularly preferably 75 mol% or less, and most preferably 70 mol% or less. By setting it to the lower limit or more, the curability of the coating film upon exposure to ultraviolet light tends to be improved. By setting it to the upper limit or less, the alkali solubility upon alkali development tends to be improved. The upper and lower limits can be combined in any way. For example, the content of the partial structure represented by the general formula (I) in the (c1) acrylic copolymer resin having an ethylenically unsaturated group in a side chain is preferably 10 to 95 mol%, more preferably 20 to 90 mol%, even more preferably 30 to 85 mol%, even more preferably 40 to 80 mol%, particularly preferably 50 to 75 mol%, and most preferably 65 to 70 mol%.

[0183] When (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain contains a partial structure represented by the general formula (I'), the content of the partial structure represented by the general formula (I') in the acrylic copolymer resin having an ethylenically unsaturated group in a side chain (c1) is not particularly limited, but is preferably 10 mol% or more, more preferably 20 mol% or more, even more preferably 30 mol% or more, even more preferably 40 mol% or more, particularly preferably 50 mol% or more, most preferably 65 mol% or more, and is preferably 95 mol% or less, more preferably 90 mol% or less, even more preferably 85 mol% or less, even more preferably 80 mol% or less, particularly preferably 75 mol% or less, and most preferably 70 mol% or less. By setting it to the lower limit or more, the curability of the coating film upon exposure to ultraviolet light tends to be improved. By setting it to the upper limit or less, the alkali solubility upon alkali development tends to be improved. The upper and lower limits can be combined in any way. For example, the content of the partial structure represented by the general formula (I) in the (c1) acrylic copolymer resin having an ethylenically unsaturated group in a side chain is preferably 10 to 95 mol%, more preferably 20 to 90 mol%, even more preferably 30 to 85 mol%, even more preferably 40 to 80 mol%, particularly preferably 50 to 75 mol%, and most preferably 65 to 70 mol%.

[0184] When the (c1) acrylic copolymer resin having an ethylenically unsaturated group in a side chain contains a partial structure represented by the general formula (I), the other partial structures contained therein are not particularly limited. However, from the viewpoint of alkali solubility during alkali development, it is also preferable that the resin contain, for example, a partial structure represented by the following general formula (II):

[0185] [ka]

[0186] In the above formula (II), R 3 represents a hydrogen atom or a methyl group, and R 4 represents an alkyl group which may have a substituent, an aromatic ring group which may have a substituent, or an alkenyl group which may have a substituent.

[0187] (R 4 ) In the formula (II), R 4 represents an alkyl group which may have a substituent, an aromatic ring group which may have a substituent, or an alkenyl group which may have a substituent. R 4 The alkyl group in the formula (I) may be a linear, branched, or cyclic alkyl group. The number of carbon atoms is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, and particularly preferably 8 or more, and is preferably 20 or less, more preferably 18 or less, even more preferably 16 or less, even more preferably 14 or less, and particularly preferably 12 or less. By setting the carbon number at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the carbon number at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved. The above upper and lower limits can be arbitrarily combined. For example, R 4 The alkyl group in the formula (I) preferably has 1 to 20 carbon atoms, more preferably 1 to 18 carbon atoms, further preferably 3 to 16 carbon atoms, even more preferably 5 to 14 carbon atoms, and particularly preferably 8 to 12 carbon atoms.

[0188] Examples of the alkyl group include a methyl group, an ethyl group, a cyclohexyl group, a dicyclopentanyl group, and a dodecanyl group. From the viewpoint of developability, the dicyclopentanyl group and the dodecanyl group are preferred, and the dicyclopentanyl group is more preferred. Examples of the substituent that the alkyl group may have include a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, a carboxyl group, an acryloyl group, and a methacryloyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0189] R 4Examples of the aromatic ring group in include a monovalent aromatic hydrocarbon ring group and a monovalent aromatic heterocyclic group. The number of carbon atoms is preferably 6 or more, and 24 or less, more preferably 22 or less, even more preferably 20 or less, and particularly preferably 18 or less. By setting the number of carbon atoms at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the number of carbon atoms at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved. The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a fused ring, and examples thereof include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring. The aromatic heterocyclic group in the aromatic heterocyclic group may be a single ring or a fused ring, and examples thereof include a furan ring, a benzofuran ring, a thiophene ring, a benzothiophene ring, a pyrrole ring, a pyrazole ring, an imidazole ring, an oxadiazole ring, an indole ring, a carbazole ring, a pyrroloimidazole ring, a pyrrolopyrazole ring, a pyrrolopyrrole ring, a thienopyrrole ring, a thienothiophene ring, a furopyrrole ring, a furofuran ring, a thienofuran ring, a benzisoxazole ring, a benzisothiazole ring, a benzimidazole ring, a pyridine ring, a pyrazine ring, a pyridazine ring, a pyrimidine ring, a triazine ring, a quinoline ring, an isoquinoline ring, a cinnoline ring, a quinoxaline ring, a phenanthridine ring, a perimidine ring, a quinazoline ring, a quinazolinone ring, and an azulene ring. From the viewpoint of developability, a benzene ring or a naphthalene ring is preferred, and a benzene ring is more preferred. Examples of the substituent that the aromatic ring group may have include a methyl group, an ethyl group, a propyl group, a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, and a carboxyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0190] R 4The alkenyl group in the formula (I) may be a linear, branched, or cyclic alkenyl group. The number of carbon atoms is preferably 2 or more, and is preferably 22 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, and particularly preferably 14 or less. By setting the number of carbon atoms at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the number of carbon atoms at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved.

[0191] Examples of the alkenyl group include a vinyl group, an allyl group, a 2-propen-2-yl group, a 2-buten-1-yl group, a 3-buten-1-yl group, a 2-penten-1-yl group, a 3-penten-2-yl group, a hexenyl group, a cyclobutenyl group, a cyclopentenyl group, and a cyclohexenyl group. From the viewpoint of developability, a vinyl group and an allyl group are preferred, and a vinyl group is more preferred.

[0192] Examples of the substituent that the alkenyl group may have include a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, and a carboxyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0193] R 4 As the group, from the viewpoint of developability and film strength, an alkyl group or an alkenyl group is preferable, and an alkyl group is more preferable.

[0194] When (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain contains a partial structure represented by the general formula (II), the content of the partial structure represented by the general formula (II) in (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain is not particularly limited, but is preferably 1 mol% or more, more preferably 5 mol% or more, even more preferably 10 mol% or more, particularly preferably 20 mol% or more, and is preferably 70 mol% or less, more preferably 60 mol% or less, even more preferably 50 mol% or less, particularly preferably 40 mol% or less. By making it equal to or greater than the lower limit, the alkali solubility tends to be improved. By making it equal to or less than the upper limit, the storage stability of the colored resin composition tends to be improved. The upper and lower limits can be combined in any way. For example, the content of the partial structure represented by the general formula (II) in the (c1) acrylic copolymer resin having an ethylenically unsaturated group in its side chain is preferably 1 to 70 mol %, more preferably 5 to 60 mol %, even more preferably 10 to 50 mol %, and particularly preferably 20 to 40 mol %.

[0195] (c1) When the acrylic copolymer resin having an ethylenically unsaturated group in a side chain contains a partial structure represented by the general formula (I), it is also preferable that the acrylic copolymer resin further contains a partial structure represented by the following general formula (III), for example, from the viewpoint of improving heat resistance and suppressing a decrease in brightness.

[0196] [ka]

[0197] In the above formula (III), R 5 represents a hydrogen atom or a methyl group, and R 6 represents an alkyl group which may have a substituent, an alkenyl group which may have a substituent, an alkynyl group which may have a substituent, a hydroxyl group, a carboxyl group, a halogen atom, an alkoxy group which may have a substituent, a thiol group, or an alkylsulfide group which may have a substituent. t represents an integer of 0 to 5.

[0198] (R6 ) In the formula (III), R 6 represents an alkyl group which may have a substituent, an alkenyl group which may have a substituent, an alkynyl group which may have a substituent, a hydroxyl group, a carboxyl group, a halogen atom, an alkoxy group which may have a substituent, a thiol group, or an alkylsulfide group which may have a substituent. R 6 The alkyl group in the formula (I) may be a linear, branched, or cyclic alkyl group. The number of carbon atoms is preferably 1 or more, more preferably 3 or more, and even more preferably 5 or more, and is preferably 20 or less, more preferably 18 or less, more preferably 16 or less, even more preferably 14 or less, and particularly preferably 12 or less. By setting the number of carbon atoms at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the number of carbon atoms at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved. The above upper and lower limits can be arbitrarily combined. For example, R 4 The alkyl group in the formula (I) preferably has 1 to 20 carbon atoms, more preferably 1 to 18 carbon atoms, further preferably 3 to 16 carbon atoms, even more preferably 3 to 14 carbon atoms, and particularly preferably 5 to 12 carbon atoms.

[0199] Examples of the alkyl group include a methyl group, an ethyl group, a cyclohexyl group, a dicyclopentanyl group, and a dodecanyl group. From the viewpoint of heat resistance, the dicyclopentanyl group and the dodecanyl group are preferred, and the dicyclopentanyl group is more preferred. Examples of the substituent that the alkyl group may have include a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, a carboxyl group, an acryloyl group, and a methacryloyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0200] R 6The alkenyl group in the formula (I) may be a linear, branched, or cyclic alkenyl group. The number of carbon atoms is preferably 2 or more, and is preferably 22 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, and particularly preferably 14 or less. By setting the number of carbon atoms at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the number of carbon atoms at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved.

[0201] Examples of the alkenyl group include a vinyl group, an allyl group, a 2-propen-2-yl group, a 2-buten-1-yl group, a 3-buten-1-yl group, a 2-penten-1-yl group, a 3-penten-2-yl group, a hexenyl group, a cyclobutenyl group, a cyclopentenyl group, and a cyclohexenyl group. From the viewpoint of exposure sensitivity during ultraviolet exposure, a vinyl group and an allyl group are preferred, and a vinyl group is more preferred.

[0202] Examples of the substituent that the alkenyl group may have include a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, and a carboxyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0203] R 6 The alkynyl group in the formula (I) may be a linear, branched, or cyclic alkynyl group. The number of carbon atoms is preferably 2 or more, and is preferably 22 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, and particularly preferably 14 or less. By setting the number of carbon atoms at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the number of carbon atoms at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved.

[0204] Examples of the alkynyl group include a 1-propyn-3-yl group, a 1-butyn-4-yl group, a 1-pentyn-5-yl group, a 2-methyl-3-butyn-2-yl group, a 1,4-pentadiyn-3-yl group, a 1,3-pentadiyn-5-yl group, and a 1-hexyn-6-yl group.

[0205] Examples of the substituent that the alkynyl group may have include a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, and a carboxyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0206] R 6 Examples of the halogen atom in the formula include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. From the viewpoint of the storage stability of the acrylic copolymer resin, a fluorine atom is preferred.

[0207] R 6 The alkoxy group in the formula (I) may be a linear, branched, or cyclic alkoxy group. The number of carbon atoms is preferably 1 or more, and is preferably 20 or less, more preferably 18 or less, even more preferably 16 or less, even more preferably 14 or less, and particularly preferably 12 or less. By setting the number of carbon atoms at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the number of carbon atoms at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved.

[0208] Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, and an isobutoxy group.

[0209] Examples of the substituent that the alkoxy group may have include a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, a carboxyl group, an acryloyl group, and a methacryloyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0210] R 6 The alkyl sulfide group in the formula (I) may be a linear, branched, or cyclic alkyl sulfide group. The number of carbon atoms is preferably 1 or more, and is preferably 20 or less, more preferably 18 or less, even more preferably 16 or less, even more preferably 14 or less, and particularly preferably 12 or less. By setting the number of carbon atoms at or above the lower limit, lipophilicity tends to be improved and solubility in solvents tends to be improved. By setting the number of carbon atoms at or below the upper limit, hydrophilicity tends to be improved and alkali solubility tends to be improved.

[0211] Examples of alkyl sulfide groups include methyl sulfide, ethyl sulfide, propyl sulfide, and butyl sulfide groups. From the viewpoint of developability, methyl sulfide and ethyl sulfide groups are preferred.

[0212] Examples of the substituent that the alkyl group in the alkyl sulfide group may have include a methoxy group, an ethoxy group, a chloro group, a bromo group, a fluoro group, a hydroxy group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, a carboxyl group, an acryloyl group, and a methacryloyl group. From the viewpoint of developability, a hydroxy group and an oligoethylene glycol group are preferred.

[0213] R 6 As the group, from the viewpoint of developability, a hydroxyl group or a carboxyl group is preferred, and a carboxyl group is more preferred.

[0214] From the viewpoint of ease of production, it is preferable that t is 0 in the formula (III).

[0215] When (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain contains a partial structure represented by the general formula (III), the content of the partial structure represented by the general formula (III) in the (c1) acrylic copolymer resin having an ethylenically unsaturated group in a side chain is not particularly limited, but is preferably 1 mol% or more, more preferably 2 mol% or more, even more preferably 5 mol% or more, particularly preferably 8 mol% or more, and is preferably 50 mol% or less, more preferably 40 mol% or less, even more preferably 30 mol% or less, and particularly preferably 20 mol% or less. By setting it to the lower limit or more, heat resistance tends to be improved and brightness reduction tends to be suppressed. By setting it to the upper limit or less, the content of other partial structures increases, and alkali solubility tends to be improved. The upper and lower limits can be combined in any combination. For example, the content of the partial structure represented by the general formula (III) in the (c1) acrylic copolymer resin having an ethylenically unsaturated group in a side chain is preferably 1 to 50 mol %, more preferably 2 to 40 mol %, even more preferably 5 to 30 mol %, and particularly preferably 8 to 20 mol %.

[0216] When the (c1) acrylic copolymer resin having an ethylenically unsaturated group in a side chain has a partial structure represented by the general formula (I), it is also preferable that the resin have, as another partial structure, a partial structure represented by the following general formula (IV), from the viewpoint of developability:

[0217] [ka]

[0218] In the above formula (IV), R 7 represents a hydrogen atom or a methyl group.

[0219] When (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain contains a partial structure represented by the general formula (IV), the content ratio of the partial structure represented by the general formula (IV) in (c1) the acrylic copolymer resin having an ethylenically unsaturated group in a side chain is not particularly limited, but is preferably 5 mol% or more, more preferably 10 mol% or more, even more preferably 20 mol% or more, and is preferably 80 mol% or less, more preferably 70 mol% or less, and even more preferably 60 mol% or less. By making it equal to or greater than the lower limit, the alkali solubility tends to be improved. By making it equal to or less than the upper limit, the storage stability of the colored resin composition tends to be improved. The upper and lower limits can be combined in any combination. For example, the content of the partial structure represented by the general formula (IV) in the (c1) acrylic copolymer resin having an ethylenically unsaturated group in a side chain is preferably 5 to 80 mol %, more preferably 10 to 70 mol %, and even more preferably 20 to 60 mol %.

[0220] The acid value of the alkali-soluble resin (C) is not particularly limited, but is preferably 10 mgKOH / g or more, more preferably 30 mgKOH / g or more, even more preferably 40 mgKOH / g or more, even more preferably 50 mgKOH / g or more, particularly preferably 60 mgKOH / g or more, and is preferably 300 mgKOH / g or less, more preferably 250 mgKOH / g or less, even more preferably 200 mgKOH / g or less, and even more preferably 150 mgKOH / g or less. By setting it to the lower limit or more, the alkali solubility tends to be improved. By setting it to the upper limit or less, the storage stability of the colored resin composition tends to be improved. The above upper and lower limits can be combined in any desired manner. For example, the acid value of (C) the alkali-soluble resin is preferably 10 to 300 mgKOH / g, more preferably 30 to 300 mgKOH / g, even more preferably 40 to 250 mgKOH / g, still more preferably 50 to 200 mgKOH / g, and particularly preferably 60 to 150 mgKOH / g. The acid value represents the number of mg of KOH required to neutralize 1 g of solid content.

[0221] The weight average molecular weight (Mw) of the alkali-soluble resin (C) is not particularly limited, but is usually 1000 or more, preferably 2000 or more, more preferably 4000 or more, even more preferably 6000 or more, still more preferably 7000 or more, and particularly preferably 8000 or more, and is usually 30000 or less, preferably 20000 or less, more preferably 15000 or less, and even more preferably 10000 or less. By setting it to be equal to or greater than the lower limit, heat resistance and coating film curability tend to be improved. By setting it to be equal to or less than the upper limit, alkali solubility tends to be improved. The above upper and lower limits can be combined in any combination. For example, the weight average molecular weight (Mw) of the alkali-soluble resin (C) is preferably 1,000 to 30,000, more preferably 2,000 to 30,000, even more preferably 4,000 to 20,000, even more preferably 6,000 to 20,000, particularly preferably 7,000 to 15,000, and most preferably 8,000 to 10,000.

[0222] The content of the alkali-soluble resin (C) in the colored resin composition of the present invention is not particularly limited, but is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 20% by mass or more, particularly preferably 30% by mass or more, and is preferably 80% by mass or less, more preferably 70% by mass or less, even more preferably 60% by mass or less, particularly preferably 50% by mass or less, based on the total solid content of the colored resin composition. By setting it to the lower limit or more, the coating film curability upon exposure to ultraviolet light tends to be improved. By setting it to the upper limit or less, the developer solubility tends to be improved and residue tends to be suppressed. The above upper and lower limits can be combined in any combination. For example, the content of the alkali-soluble resin (C) in the total solid content of the colored resin composition is preferably 5 to 80 mass%, more preferably 10 to 70 mass%, even more preferably 20 to 60 mass%, and particularly preferably 30 to 50 mass%.

[0223] [1-4] (D) Photopolymerization initiator The colored resin composition of the present invention contains (D) a photopolymerization initiator. By containing (D) a photopolymerization initiator, film curability can be obtained by photopolymerization. (D) The photopolymerization initiator can also be used as a mixture (photopolymerization initiation system) with an accelerator (chain transfer agent) and, if necessary, an additive such as a sensitizing dye. The photopolymerization initiation system is a component that has the function of absorbing light directly or being photosensitized to cause a decomposition reaction or a hydrogen abstraction reaction, thereby generating polymerization-active radicals.

[0224] The photopolymerization initiator (D) in the colored resin composition of the present invention includes a photopolymerization initiator (d1) represented by the following general formula (I) (hereinafter, sometimes referred to as "photopolymerization initiator (d1)"). The photopolymerization initiator (d1) has a (keto)oxime ester group bonded to a low-reactivity indole ring, which allows for slow decomposition and reaction speed, enabling continuous generation of radicals intermittently, and suppressing radical deactivation by the dye, thereby maintaining high curability. Therefore, even in situations where a low prebake temperature results in a large amount of residual solvent and reduced sensitivity, it is possible to suppress penetration of the developer into the coating film, thereby minimizing the effect of changes in prebake temperature on sensitivity.

[0225] [ka]

[0226] (In formula (I), R d1 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R d2 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. p represents 0 or 1. R d3 represents an aromatic ring group which may have a substituent.

[0227] (R d1 ) In the formula (I), R d1 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R d1The alkyl group in may be linear, branched, or cyclic, or may be a combination of these. The number of carbon atoms in the alkyl group is not particularly limited, but is preferably 10 or less, more preferably 7 or less, even more preferably 5 or less, particularly preferably 3 or less, and most preferably 2 or less, and is usually 1 or more. By keeping the number of carbon atoms in the alkyl group at the above upper limit or less, solubility in solvents and ease of synthesis tend to be ensured. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a pentyl group, an isopentyl group, a cyclopentyl group, a hexyl group, and a cyclohexyl group. From the viewpoint of ease of synthesis, a methyl group, an ethyl group, a propyl group, and a butyl group are preferred, a methyl group and an ethyl group are more preferred, and a methyl group is even more preferred. Examples of the substituent that the alkyl group may have include an aromatic ring group having 6 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a halogen atom such as F, Cl, Br, or I, and a hydroxyl group. From the viewpoint of solvent solubility, an alkoxy group having 1 to 3 carbon atoms is preferred. From the viewpoint of sensitivity, it is preferably unsubstituted.

[0228] R d1 Examples of the aromatic ring group in include an aromatic hydrocarbon ring group and an aromatic heterocyclic group. The number of carbon atoms is usually 4 or more, preferably 6 or more, and preferably 12 or less, more preferably 10 or less, and even more preferably 8 or less. When the number of carbon atoms in the aromatic ring group is equal to or more than the lower limit, the molecule tends to be stable. When the number of carbon atoms is equal to or less than the upper limit, the solvent solubility tends to be good. The above upper and lower limits can be combined in any combination. For example, the aromatic hydrocarbon ring group and aromatic heterocyclic group preferably have 4 to 12 carbon atoms, more preferably 4 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0229] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring. Examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring, each of which has one free valence. The aromatic heterocycle in aromatic heterocyclic group can be a single ring or a condensed ring.Examples of aromatic heterocyclic group include furan ring, benzofuran ring, thiophene ring, benzothiophene ring, pyrrole ring, pyrazole ring, imidazole ring, oxadiazole ring, indole ring, carbazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furofuran ring, thienofuran ring, benzisoxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyrazine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, isoquinoline ring, cinnoline ring, quinoxaline ring, phenanthridine ring, benzimidazole ring, perimidine ring, quinazoline ring, quinazolinone ring, and azulene ring, each of which has one free valence. From the viewpoint of solvent solubility, a benzene ring or a naphthalene ring having one free valence is preferred, and a benzene ring having one free valence is more preferred.

[0230] Examples of the substituent that the aromatic ring group may have include an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a halogen atom such as F, Cl, Br, or I, a hydroxyl group, and a nitro group. From the viewpoint of solvent solubility, an alkoxy group having 1 to 3 carbon atoms and a hydroxyl group are preferred.

[0231] From the viewpoint of solubility in solvents and ease of synthesis, R d1 As the alkyl group, an alkyl group which may have a substituent is preferable, an unsubstituted alkyl group is more preferable, a methyl group or an ethyl group is further preferable, and a methyl group is particularly preferable.

[0232] (R d2 ) In the formula (I), R d2 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. R d2 The alkyl group in may be linear, branched, cyclic, or a combination thereof. From the viewpoint of solvent solubility, linear or branched is preferred, and linear is more preferred. From the viewpoint of sensitivity, unsubstituted linear alkyl groups are preferred.

[0233] The number of carbon atoms in the alkyl group is not particularly limited, but is usually 1 or more, preferably 2 or more, more preferably 3 or more, even more preferably 4 or more, still more preferably 5 or more, particularly preferably 6 or more, and preferably 12 or less, more preferably 10 or less, even more preferably 9 or less, particularly preferably 8 or less. By making the number of carbon atoms in the alkyl group equal to or greater than the lower limit, sensitivity tends to improve. By making the number of carbon atoms equal to or less than the upper limit, solvent affinity tends to improve. The above upper and lower limits can be combined in any combination. For example, the number of carbon atoms in the alkyl group is preferably 1 to 12, more preferably 2 to 12, even more preferably 3 to 10, even more preferably 4 to 10, particularly preferably 5 to 9, and most preferably 6 to 8.

[0234] Examples of the substituent that the alkyl group may have include an aromatic ring group having 6 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, an alkoxycarbonyl group having 1 to 10 carbon atoms, a halogen atom such as F, Cl, Br, or I, and a hydroxyl group. From the viewpoint of solvent solubility, an alkoxy group having 1 to 3 carbon atoms is preferred. From the viewpoint of ease of synthesis, an unsubstituted group is preferred.

[0235] Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a pentyl group, an isopentyl group, a cyclopentyl group, a hexyl group, a cyclohexyl group, a cyclopentylmethyl group, a cyclopentylethyl group, a cyclohexylmethyl group, and a cyclohexylethyl group. From the viewpoints of sensitivity and solvent affinity, the propyl group, the butyl group, the pentyl group, and the hexyl group are preferred, the pentyl group and the hexyl group are more preferred, and the hexyl group is even more preferred.

[0236] R d2 Examples of the aromatic ring group in include an aromatic hydrocarbon ring group and an aromatic heterocyclic group. The number of carbon atoms is usually 4 or more, preferably 6 or more, and preferably 12 or less, more preferably 10 or less, and even more preferably 8 or less. When the number of carbon atoms in the aromatic ring group is equal to or more than the lower limit, the molecule tends to be stable. When the number of carbon atoms is equal to or less than the upper limit, the solvent solubility tends to be good. The above upper and lower limits can be combined in any combination. For example, the aromatic hydrocarbon ring group and aromatic heterocyclic group preferably have 4 to 12 carbon atoms, more preferably 4 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0237] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring. Examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring, each of which has one free valence. The aromatic heterocycle in aromatic heterocyclic group can be a single ring or a condensed ring.Examples of aromatic heterocyclic group include furan ring, benzofuran ring, thiophene ring, benzothiophene ring, pyrrole ring, pyrazole ring, imidazole ring, oxadiazole ring, indole ring, carbazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furofuran ring, thienofuran ring, benzisoxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyrazine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, isoquinoline ring, cinnoline ring, quinoxaline ring, phenanthridine ring, benzimidazole ring, perimidine ring, quinazoline ring, quinazolinone ring, and azulene ring, each of which has one free valence. From the viewpoint of solvent solubility, a benzene ring or a naphthalene ring having one free valence is preferred, and a benzene ring having one free valence is more preferred.

[0238] Examples of the substituent that the aromatic ring group may have include an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a halogen atom such as F, Cl, Br, or I, a hydroxyl group, and a nitro group. The alkyl chain portion of the substituent may be linear or branched, and may further have a substituent such as an alkoxy group having 1 to 3 carbon atoms, an alkylthio group having 1 to 3 carbon atoms, a halogen atom, a hydroxyl group, or a nitro group. From the viewpoint of solvent solubility, an alkoxy group having 1 to 5 carbon atoms and a hydroxyl group are preferred.

[0239] In terms of solvent affinity and sensitivity, R d2 As the alkyl group, an alkyl group which may have a substituent is preferable, an unsubstituted alkyl group is more preferable, a butyl group, a pentyl group, or a hexyl group is further preferable, and a hexyl group is particularly preferable.

[0240] (R d3 ) In the formula (I), R d3 represents an aromatic ring group which may have a substituent.

[0241] R d3 Examples of the aromatic ring group in include an aromatic hydrocarbon ring group and an aromatic heterocyclic group. The number of carbon atoms is usually 4 or more, preferably 6 or more, and preferably 12 or less, more preferably 10 or less, and even more preferably 8 or less. By making the number of carbon atoms in the aromatic ring group equal to or greater than the lower limit, sensitivity during exposure tends to be improved. By making the number of carbon atoms equal to or less than the upper limit, solvent affinity tends to be improved. The above upper and lower limits can be combined in any combination. For example, the aromatic hydrocarbon ring group and aromatic heterocyclic group preferably have 4 to 12 carbon atoms, more preferably 4 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0242] The aromatic hydrocarbon ring in the aromatic hydrocarbon ring group may be a single ring or a condensed ring. Examples of the aromatic hydrocarbon ring group include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a perylene ring, a tetracene ring, a pyrene ring, a benzpyrene ring, a chrysene ring, a triphenylene ring, an acenaphthene ring, a fluoranthene ring, and a fluorene ring, each of which has one free valence. The aromatic heterocycle in aromatic heterocyclic group can be a single ring or a condensed ring.Examples of aromatic heterocyclic group include furan ring, benzofuran ring, thiophene ring, benzothiophene ring, pyrrole ring, pyrazole ring, imidazoline ring, oxadiazole ring, indole ring, carbazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furofuran ring, thienofuran ring, benzisoxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyrazine ring, pyridazine ring, pyrimidine ring, triazine ring, quinoline ring, isoquinoline ring, cinnoline ring, quinoxaline ring, phenanthridine ring, benzimidazole ring, perimidine ring, quinazoline ring, quinazolinone ring, and azulene ring, each of which has one free valence. From the viewpoint of solvent affinity, a benzene ring or a naphthalene ring having one free valence is preferred, and a benzene ring having one free valence is more preferred.

[0243] Examples of the substituent that the aromatic ring group may have include an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, an aryloyl group having 6 to 10 carbon atoms, a halogen atom such as F, Cl, Br, or I, a hydroxyl group, and a nitro group. From the viewpoint of sensitivity during exposure, an aryl group having 6 to 10 carbon atoms and an aryloyl group having 6 to 10 carbon atoms are preferred.

[0244] From the viewpoint of solvent affinity and sensitivity during exposure, R d3 As the alkyl group, an aromatic hydrocarbon group having one free valence and which may have a substituent is preferred, and an optionally substituted benzene ring group having one free valence and which may have a substituent is more preferred.

[0245] (p) In the formula (I), from the viewpoint of sensitivity, p is preferably 0. In the formula (I), p is preferably 1 from the viewpoint of suppressing residues by improving solvent affinity.

[0246] Among the photopolymerization initiators (d1), photopolymerization initiators represented by the following general formula (II) are preferred from the viewpoints of solvent affinity and sensitivity during exposure.

[0247] [ka]

[0248] (In formula (II), R d1 , R d2 and p have the same meanings as in formula (I). R d4 represents any monovalent substituent, and q represents an integer of 0 to 3.

[0249] (R d4 ) In the formula (II), R d4 represents any monovalent substituent. Examples of the optional monovalent substituent include alkyl groups having 1 to 10 carbon atoms, such as methyl and ethyl; alkoxy groups having 1 to 10 carbon atoms, such as methoxy and ethoxy; halogen atoms such as F, Cl, Br, and I; acyl groups having 1 to 10 carbon atoms; alkyl ester groups having 1 to 10 carbon atoms; alkoxycarbonyl groups having 1 to 10 carbon atoms; halogenated alkyl groups having 1 to 10 carbon atoms; aromatic ring groups having 4 to 10 carbon atoms; amino groups; aminoalkyl groups having 1 to 10 carbon atoms; hydroxyl groups; nitro groups; cyano groups; optionally substituted benzoyl groups; and optionally substituted thenoyl groups. Examples of the substituents that the benzoyl and thenoyl groups may have include alkyl groups having 1 to 3 carbon atoms and alkoxy groups having 1 to 3 carbon atoms, and the substituents may be in the range of 0 to 3. From the viewpoint of sensitivity, nitro groups, cyano groups, optionally substituted benzoyl groups, and optionally substituted thenoyl groups are preferred, with benzoyl groups being more preferred. R d4 In the case where q is 2 or more, multiple R d4 They may be bonded to each other to form a ring, which may be an aliphatic ring or an aromatic ring. R d4 The substitution position of is not particularly limited and may be any of the o-position, m-position and p-position, but from the viewpoints of solvent affinity and sensitivity, the p-position is preferred.

[0250] (q) In the formula (I), q is preferably 0 or 1, and more preferably 1, from the viewpoint of suppressing residues due to improved solubility in a solvent and improving sensitivity during exposure.

[0251] The method for producing the photopolymerization initiator (d1) is not particularly limited, and it can be produced, for example, by the method described in JP 2017-179211 A.

[0252] Specific examples of the photopolymerization initiator (d1) include the following.

[0253] [ka]

[0254] The (D) photopolymerization initiator may further contain, in addition to the photopolymerization initiator (d1), another photopolymerization initiator (d2). Other examples of the photopolymerization initiator (d2) include titanocene derivatives including the titanocene compounds described in JP-A-59-152396 and JP-A-61-151197; hexaarylbiimidazole derivatives described in JP-A-2000-56118; radical activators and α-aminoalkylphenone derivatives such as halomethylated oxadiazole derivatives, halomethyl-s-triazine derivatives, N-aryl-α-amino acids such as N-phenylglycine, N-aryl-α-amino acid salts, and N-aryl-α-amino acid esters described in JP-A-10-39503; and oxime ester derivatives described in JP-A-2000-80068 and JP-A-2006-36750.

[0255] Examples of titanocene derivatives include dicyclopentadienyltitanium dichloride, dicyclopentadienyltitanium bisphenyl, dicyclopentadienyltitanium bis(2,3,4,5,6-pentafluorophenyl-1-yl), dicyclopentadienyltitanium bis(2,3,5,6-tetrafluorophenyl-1-yl), dicyclopentadienyltitanium bis(2,4,6-trifluorophenyl-1-yl), dicyclopentadienyltitanium Examples of the titanium bis(2,6-difluorophenyl-1-yl), dicyclopentadienyltitanium di(2,4-difluorophenyl-1-yl), di(methylcyclopentadienyl)titanium bis(2,3,4,5,6-pentafluorophenyl-1-yl), di(methylcyclopentadienyl)titanium bis(2,6-difluorophenyl-1-yl), and dicyclopentadienyltitanium [2,6-difluoro-3-(pyrro-1-yl)-phenyl-1-yl].

[0256] Examples of biimidazole derivatives include 2-(2'-chlorophenyl)-4,5-diphenylimidazole dimer, 2-(2'-chlorophenyl)-4,5-bis(3'-methoxyphenyl)imidazole dimer, 2-(2'-fluorophenyl)-4,5-diphenylimidazole dimer, 2-(2'-methoxyphenyl)-4,5-diphenylimidazole dimer, and (4'-methoxyphenyl)-4,5-diphenylimidazole dimer.

[0257] Examples of halomethylated oxadiazole derivatives include 2-trichloromethyl-5-(2'-benzofuryl)-1,3,4-oxadiazole, 2-trichloromethyl-5-[β-(2'-benzofuryl)vinyl]-1,3,4-oxadiazole, 2-trichloromethyl-5-[β-(2'-(6"-benzofuryl)vinyl)]-1,3,4-oxadiazole, and 2-trichloromethyl-5-furyl-1,3,4-oxadiazole.

[0258] Examples of halomethyl-s-triazine derivatives include 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphthyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-ethoxynaphthyl)-4,6-bis(trichloromethyl)-s-triazine, and 2-(4-ethoxycarbonylnaphthyl)-4,6-bis(trichloromethyl)-s-triazine.

[0259] Examples of α-aminoalkylphenone derivatives include 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 4-dimethylaminoethyl benzoate, 4-dimethylaminoisoamyl benzoate, 4-diethylaminoacetophenone, 4-dimethylaminopropiophenone, 2-ethylhexyl-1,4-dimethylaminobenzoate, 2,5-bis(4-diethylaminobenzal)cyclohexanone, 7-diethylamino-3-(4-diethylaminobenzoyl)coumarin, and 4-(diethylamino)chalcone.

[0260] Examples of oxime ester derivatives include the oxime ester compounds described in JP-A Nos. 2004-534797, 2000-80068, 2006-36750, 2008-179611, 2012-526185, and 2012-519191. From the viewpoint of sensitivity, methyl 4-acetoxyimino-5-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-5-oxopentanoate may be mentioned. Preferred examples of product names include OXE-01, OXE-02, OXE-03, and OXE-04 (manufactured by BASF), TR-PBG-304, TR-PBG-305, and TR-PBG314 (manufactured by Changzhou Strong Industry Co., Ltd.), and NCI-831 and NCI-930 (manufactured by ADEKA Corporation). The other photopolymerization initiators (d2) may be used singly or in combination of two or more kinds.

[0261] The (D) photopolymerization initiator may be used alone or in combination of two or more.

[0262] In addition to the (D) photopolymerization initiator, a chain transfer agent may be used. The chain transfer agent is a compound that has the function of receiving the generated radicals and transferring them to another compound. As the chain transfer agent, various compounds having the above functions can be used. Examples of chain transfer agents include mercapto group-containing compounds and carbon tetrachloride. It is more preferable to use a compound having a mercapto group because it tends to have a high chain transfer effect. This is thought to be because the small SH bond energy makes bond cleavage more likely to occur, and hydrogen abstraction reactions and chain transfer reactions are more likely to occur. It is effective in improving sensitivity and surface hardening.

[0263] Examples of the mercapto group-containing compound include mercapto group-containing compounds having an aromatic ring such as 2-mercaptobenzothiazole, 2-mercaptobenzimidazole, 2-mercaptobenzoxazole, 3-mercapto-1,2,4-triazole, 2-mercapto-4(3H)-quinazoline, β-mercaptonaphthalene, and 1,4-dimethylmercaptobenzene; hexanedithiol, decanedithiol, butanediol bis(3-mercaptopropionate), butanediol bisthioglycolate, ethylene glycol bis(3-mercaptopropionate), ethylene glycol bisthioglycolate, trimethylolpropane tris(3-mercaptopropionate), and trimethylolpropane tris(3-mercaptopropionate). Examples of the mercapto group-containing aliphatic compounds include thioglycolate, trishydroxyethyl tristhiopropionate, pentaerythritol tetrakis(3-mercaptopropionate), pentaerythritol tris(3-mercaptopropionate), butanediol bis(3-mercaptobutyrate), ethylene glycol bis(3-mercaptobutyrate), trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tris(3-mercaptobutyrate), and 1,3,5-tris(3-mercaptobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione. From the viewpoint of surface smoothness, compounds having multiple mercapto groups are preferred.

[0264] Among the mercapto group-containing compounds having an aromatic ring, 2-mercaptobenzothiazole and 2-mercaptobenzimidazole are preferred. Among the aliphatic mercapto group-containing compounds, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), pentaerythritol tris(3-mercaptopropionate), trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tris(3-mercaptobutyrate), and 1,3,5-tris(3-mercaptobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione are preferred.

[0265] In terms of sensitivity, aliphatic mercapto group-containing compounds are preferred. For example, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), pentaerythritol tris(3-mercaptopropionate), trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tris(3-mercaptobutyrate), and 1,3,5-tris(3-mercaptobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione are preferred, and pentaerythritol tetrakis(3-mercaptopropionate) and pentaerythritol tetrakis(3-mercaptobutyrate) are more preferred.

[0266] These may be used singly or in combination of two or more.

[0267] In the colored resin composition of the present invention, the content of the (D) photopolymerization initiator is not particularly limited, but is preferably 0.5% by mass or more, more preferably 0.8% by mass or more, even more preferably 1.0% by mass or more, particularly preferably 1.2% by mass or more, based on the total solid content of the colored resin composition. It is also preferably 10% by mass or less, more preferably 9% by mass or less, even more preferably 8% by mass or less, particularly preferably 7% by mass or less. By setting it to the lower limit or more, the curability of the coating film tends to improve. By setting it to the upper limit or less, visible light absorption is reduced, which tends to improve brightness. The above upper and lower limits can be combined in any combination. For example, the content of the (D) photopolymerization initiator in the total solid content of the colored resin composition is preferably 0.5 to 10 mass%, more preferably 0.8 to 9 mass%, even more preferably 1.0 to 8 mass%, and particularly preferably 1.2 to 7 mass%.

[0268] In the colored resin composition of the present invention, the content ratio of the photopolymerization initiator (d1) is not particularly limited, but is preferably 0.5% by mass or more, more preferably 0.8% by mass or more, even more preferably 1.0% by mass or more, particularly preferably 1.2% by mass or more, and is preferably 7% by mass or less, more preferably 5% by mass or less, even more preferably 4% by mass or less, particularly preferably 3% by mass or less, based on the total solid content of the colored resin composition. By setting it to be equal to or greater than the lower limit, the coating film curability during low-temperature pre-baking tends to be improved. By setting it to be equal to or less than the upper limit, visible light absorption is reduced, which tends to improve brightness. The above upper and lower limits can be combined in any combination. For example, the content of the photopolymerization initiator (d1) in the total solid content of the colored resin composition is preferably 0.5 to 7 mass%, more preferably 0.8 to 5 mass%, even more preferably 1.0 to 4 mass%, and particularly preferably 1.2 to 3 mass%.

[0269] [1-5] Other solids The colored resin composition of the present invention may further contain solid components other than the above-mentioned components, as necessary. Examples of such components include photopolymerizable monomers, dispersants, dispersing aids, surfactants, and antioxidants.

[0270] [1-5-1] Photopolymerizable monomer The photopolymerizable monomer is not particularly limited as long as it is a polymerizable low molecular weight compound, but an addition-polymerizable compound having at least one ethylenic double bond (hereinafter referred to as "ethylenic compound") is preferred. The ethylenic compound is a compound having an ethylenic double bond that undergoes addition polymerization and hardening by the action of a photopolymerization initiator when the colored resin composition of the present invention is irradiated with actinic rays. Note that the term "monomer" in the present invention refers to a concept that is opposite to so-called polymeric substances, and refers to a concept that includes not only monomers in the narrow sense but also dimers, trimers, and oligomers. In the present invention, it is particularly desirable to use a polyfunctional ethylenic monomer having two or more ethylenic double bonds in one molecule. The number of ethylenic double bonds in the polyfunctional ethylenic monomer is not particularly limited, but is usually two or more, preferably four or more, more preferably five or more, and preferably eight or less, more preferably seven or less. By setting the number to be equal to or greater than the lower limit, high sensitivity tends to be achieved. By setting the number to be equal to or less than the upper limit, solubility in solvents tends to be improved.

[0271] Examples of the ethylenic compound include unsaturated carboxylic acids, esters of unsaturated carboxylic acids and monohydroxy compounds, esters of aliphatic polyhydroxy compounds and unsaturated carboxylic acids, esters of aromatic polyhydroxy compounds and unsaturated carboxylic acids, esters obtained by esterification reactions of unsaturated carboxylic acids with polyvalent carboxylic acids and polyvalent hydroxy compounds such as the above-mentioned aliphatic polyhydroxy compounds and aromatic polyhydroxy compounds, and ethylenic compounds having a urethane skeleton obtained by reacting a polyisocyanate compound with a (meth)acryloyl-containing hydroxy compound.

[0272] Examples of esters of aliphatic polyhydroxy compounds and unsaturated carboxylic acids include acrylic acid esters such as ethylene glycol diacrylate, triethylene glycol diacrylate, trimethylolpropane triacrylate, trimethylolethane triacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, and glycerol acrylate. Further examples include methacrylic acid esters in which the acrylic acid moiety of these acrylates is replaced with a methacrylic acid moiety, itaconic acid esters in which the itaconic acid moiety is replaced, crotonic acid esters in which the crotonic acid moiety is replaced, and maleic acid esters in which the maleic acid moiety is replaced.

[0273] Examples of the esters of aromatic polyhydroxy compounds and unsaturated carboxylic acids include hydroquinone diacrylate, hydroquinone dimethacrylate, resorcinol diacrylate, resorcinol dimethacrylate, and pyrogallol triacrylate. The ester obtained by the esterification reaction of an unsaturated carboxylic acid with a polycarboxylic acid and a polyhydroxy compound is not necessarily a single substance but may be a mixture. Typical examples include a condensate of acrylic acid, phthalic acid, and ethylene glycol, a condensate of acrylic acid, maleic acid, and diethylene glycol, a condensate of methacrylic acid, terephthalic acid, and pentaerythritol, and a condensate of acrylic acid, adipic acid, butanediol, and glycerin.

[0274] Examples of ethylenic compounds having a urethane skeleton obtained by reacting a polyisocyanate compound with a (meth)acryloyl group-containing hydroxy compound include reaction products of aliphatic diisocyanates such as hexamethylene diisocyanate and trimethylhexamethylene diisocyanate; alicyclic diisocyanates such as cyclohexane diisocyanate and isophorone diisocyanate; and aromatic diisocyanates such as tolylene diisocyanate and diphenylmethane diisocyanate with (meth)acryloyl group-containing hydroxy compounds such as 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 3-hydroxy(1,1,1-triacryloyloxymethyl)propane, and 3-hydroxy(1,1,1-trimethacryloyloxymethyl)propane.

[0275] Other useful ethylenic compounds for use in the present invention include acrylamides such as ethylenebisacrylamide; allyl esters such as diallyl phthalate; and vinyl group-containing compounds such as divinyl phthalate. The ethylenic compound may be a monomer having an acid value. The monomer having an acid value is preferably an ester of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid, a polyfunctional monomer obtained by reacting unreacted hydroxyl groups of an aliphatic polyhydroxy compound with a non-aromatic carboxylic acid anhydride to give an acid group, and particularly preferably an ester of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid, a polyfunctional monomer obtained by reacting unreacted hydroxyl groups of pentaerythritol and / or dipentaerythritol with a non-aromatic carboxylic acid anhydride to give an acid group.

[0276] These monomers may be used alone, but since it is difficult to use a single compound in production, two or more of them may be used in combination. If necessary, a polyfunctional monomer having no acid group and a polyfunctional monomer having an acid group may be used in combination as the monomer. The acid value of the polyfunctional monomer having an acid group is preferably 0.1 to 40 mgKOH / g, and particularly preferably 5 to 30 mgKOH / g. By setting the acid value at or above the lower limit, the development solubility characteristics tend to be improved. By setting the acid value at or below the upper limit, production and handling tend to be improved, and curing properties such as photopolymerization performance and pixel surface smoothness tend to be improved. Therefore, when two or more polyfunctional monomers having different acid groups are used in combination, or when a polyfunctional monomer having no acid group is used in combination, it is preferable to adjust the acid group content of the polyfunctional monomer as a whole to fall within the above range.

[0277] In the present invention, a more preferred polyfunctional monomer having an acid group is a mixture mainly composed of dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, and succinic acid ester of dipentaerythritol pentaacrylate, which is commercially available as TO1382 from Toagosei Co., Ltd. This polyfunctional monomer can also be used in combination with other polyfunctional monomers. Furthermore, polyfunctional monomers described in paragraphs

[0056] and

[0057] of JP 2013-140346 A can also be used.

[0278] In the present invention, from the viewpoint of improving the chemical resistance of pixels and the linearity of pixel edges, it is preferable to use the polymerizable monomer described in JP 2013-195971 A. From the viewpoint of achieving both high sensitivity of the coating film and a short development time, it is preferable to use the polymerizable monomer described in JP 2013-195974 A.

[0279] When the colored resin composition of the present invention contains a photopolymerizable monomer, the content of the photopolymerizable monomer is not particularly limited, but is preferably 5% by mass or more, more preferably 8% by mass or more, even more preferably 10% by mass or more, particularly preferably 12% by mass or more, and is preferably 60% by mass or less, more preferably 50% by mass or less, even more preferably 45% by mass or less, particularly preferably 40% by mass or less, based on the total solid content of the colored resin composition. By making the content equal to or greater than the lower limit, the curability of the coating film tends to be improved. By making the content equal to or less than the upper limit, the flatness of the coating film surface tends to be ensured. The above upper and lower limits can be combined in any combination. For example, the content of the photopolymerizable monomer in the total solid content of the colored resin composition is preferably 5 to 60 mass%, more preferably 8 to 50 mass%, even more preferably 10 to 45 mass%, and particularly preferably 12 to 40 mass%.

[0280] [1-5-2] Dispersants, dispersion aids When the colored resin composition of the present invention contains a pigment as the colorant (A), it preferably contains a dispersant for the purpose of stably dispersing the pigment. Among dispersants, it is preferable to use a polymer dispersant because it has excellent dispersion stability over time. Examples of polymer dispersants include urethane-based dispersants, polyethyleneimine-based dispersants, polyoxyethylene alkyl ether-based dispersants, polyoxyethylene glycol diester-based dispersants, sorbitan aliphatic ester-based dispersants, and aliphatic-modified polyester-based dispersants. Examples of these dispersants include, by trade name, EFKA (registered trademark, manufactured by BASF), DisperBYK (registered trademark, manufactured by BYK-Chemie), Disparlon (registered trademark, manufactured by Kusumoto Chemicals), SOLSPERSE (registered trademark, manufactured by Lubrizol), KP (manufactured by Shin-Etsu Chemical Co., Ltd.), and Polyflow (manufactured by Kyoeisha Chemical Co., Ltd.), as well as those described in JP 2013-119568 A.

[0281] Among the polymer dispersants, from the viewpoint of dispersibility and storage stability, a block copolymer having a functional group containing a nitrogen atom is preferred, and an acrylic block copolymer is more preferred. As the block copolymer having a functional group containing a nitrogen atom, an AB block copolymer and / or a BAB block copolymer consisting of an A block having a quaternary ammonium base and / or an amino group in the side chain and a B block not having a quaternary ammonium base and / or an amino group is preferred.

[0282] Examples of functional groups containing a nitrogen atom include primary to tertiary amino groups and quaternary ammonium salt groups. From the viewpoints of dispersibility and storage stability, it is preferable to have a primary to tertiary amino group, and it is more preferable to have a tertiary amino group. The structure of the repeating unit having a tertiary amino group in the block copolymer is not particularly limited, but from the viewpoint of dispersibility and storage stability, it is preferably a repeating unit represented by the following general formula (1).

[0283] [ka]

[0284] In the above formula (1), R 1 and R 2 are each independently a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, or an optionally substituted aralkyl group, and R 1 and R 2 may be bonded to each other to form a ring structure. 3 is a hydrogen atom or a methyl group. X is a divalent linking group.

[0285] The number of carbon atoms in the alkyl group, which may have a substituent, in the above formula (1) is not particularly limited, but is usually 1 or more, preferably 10 or less, more preferably 6 or less, and even more preferably 4 or less. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, and an octyl group. Methyl, ethyl, propyl, butyl, pentyl, and hexyl groups are preferred, and methyl, ethyl, propyl, and butyl groups are more preferred. The alkyl group in the above formula (1) may be either linear or branched. The alkyl group in the above formula (1) may include a cyclic structure such as a cyclohexyl group or a cyclohexylmethyl group.

[0286] In the above formula (1), the number of carbon atoms of the aryl group which may have a substituent is not particularly limited, but is usually 6 or more and preferably 16 or less, more preferably 12 or less, and even more preferably 8 or less. Examples of the aryl group include a phenyl group, a methylphenyl group, an ethylphenyl group, a dimethylphenyl group, a diethylphenyl group, a naphthyl group, and an anthracenyl group, with a phenyl group, a methylphenyl group, an ethylphenyl group, a dimethylphenyl group, and a diethylphenyl group being preferred, and a phenyl group, a methylphenyl group, and an ethylphenyl group being more preferred.

[0287] The number of carbon atoms in the aralkyl group which may have a substituent in the above formula (1) is not particularly limited, but is usually 7 or more, and preferably 16 or less, more preferably 12 or less, and even more preferably 9 or less. Examples of the aralkyl group include a phenylmethyl group, a phenylethyl group, a phenylpropyl group, a phenylbutyl group, and a phenylisopropyl group, with the phenylmethyl group, phenylethyl group, phenylpropyl group, and phenylbutyl group being preferred, and the phenylmethyl group and phenylethyl group being more preferred.

[0288] From the viewpoints of dispersibility, storage stability, electrical reliability, and developability, R 1 and R 2Each of the groups independently is preferably an alkyl group which may have a substituent, and more preferably a methyl group or an ethyl group.

[0289] Examples of the substituent that the alkyl group, aralkyl group, or aryl group in the above formula (1) may have include a halogen atom, an alkoxy group, a benzoyl group, and a hydroxyl group, and from the viewpoint of ease of synthesis, it is preferable that the group is unsubstituted.

[0290] In the above formula (1), R 1 and R 2 Examples of the cyclic structure formed by bonding together include a 5- to 7-membered nitrogen-containing heterocyclic monocycle and a fused ring formed by condensing two of these. The nitrogen-containing heterocycle is preferably one that does not have aromaticity, and more preferably a saturated ring. Specific examples include the nitrogen-containing heterocycle of the following formula (IV).

[0291] [ka]

[0292] These cyclic structures may further have a substituent.

[0293] In the above formula (1), examples of the divalent linking group X include an alkylene group having 1 to 10 carbon atoms, an arylene group having 6 to 12 carbon atoms, -CONH-R 13 -group, -COOR 14 - group [wherein R 13 and R 14 is a single bond, an alkylene group having 1 to 10 carbon atoms, or an ether group (alkyloxyalkyl group) having 2 to 10 carbon atoms. 14 -based.

[0294] The content of the repeating unit represented by formula (1) in all repeating units of the block copolymer is preferably 1 mol% or more, more preferably 5 mol% or more, even more preferably 10 mol% or more, even more preferably 15 mol% or more, particularly preferably 20% or more, and most preferably 25 mol% or more, and is preferably 90 mol% or less, more preferably 70 mol% or less, even more preferably 50 mol% or less, and particularly preferably 40 mol% or less. The upper and lower limits can be arbitrarily combined. For example, the content of the repeating unit represented by formula (1) in all repeating units of the block copolymer is preferably 1 to 90 mol%, more preferably 5 to 90 mol%, even more preferably 10 to 70 mol%, even more preferably 15 to 70 mol%, particularly preferably 20 to 50%, and most preferably 25 to 40 mol%. Within the above range, dispersion stability and high brightness tend to be compatible.

[0295] The block copolymer preferably has a repeating unit represented by the following formula (2), from the viewpoint of increasing compatibility with binder components such as solvents and improving dispersion stability.

[0296] [ka]

[0297] In the above formula (2), R 10 is an ethylene group or a propylene group, and R 11 is an alkyl group which may have a substituent, and R 12 is a hydrogen atom or a methyl group. n is an integer from 1 to 20.

[0298] R in the above formula (2) 11 The number of carbon atoms in the alkyl group which may have a substituent is not particularly limited, but is usually 1 or more, preferably 2 or more, and is preferably 10 or less, more preferably 6 or less, and even more preferably 4 or less. The above upper and lower limits can be combined arbitrarily. For example, R11 The alkyl group in the formula (I) preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms, and even more preferably 2 to 4 carbon atoms. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, and an octyl group. Of these, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group are preferred, and a methyl group, an ethyl group, a propyl group, and a butyl group are more preferred. 11 The alkyl group in the above formula (2) may be either linear or branched. 11 The alkyl group in may contain a cyclic structure such as a cyclohexyl group or a cyclohexylmethyl group. R in the above formula (2) 11 Examples of the substituent that the alkyl group in the formula (I) may have include a halogen atom, an alkoxy group, a benzoyl group, and a hydroxyl group, and from the viewpoint of ease of synthesis, it is preferably unsubstituted.

[0299] In terms of compatibility and dispersibility in binder components such as solvents, n in the above formula (2) is preferably 1 or more, more preferably 2 or more, and is preferably 10 or less, more preferably 5 or less. The upper and lower limits can be combined in any way. For example, 1 to 10 is preferred, 1 to 5 is more preferred, and 2 to 5 is even more preferred.

[0300] The content of the repeating unit represented by formula (2) in all repeating units of the block copolymer is preferably 1 mol% or more, more preferably 2 mol% or more, and even more preferably 4 mol% or more, and is preferably 30 mol% or less, more preferably 20 mol% or less, and even more preferably 10 mol% or less. The upper and lower limits can be combined arbitrarily. For example, the content of the repeating unit represented by formula (2) in all repeating units of the block copolymer is preferably 1 to 30 mol%, more preferably 2 to 20 mol%, and even more preferably 4 to 10 mol%. Within the above ranges, compatibility with binder components such as solvents and dispersion stability tend to be compatible.

[0301] The block copolymer preferably has a repeating unit represented by the following formula (3), from the viewpoint of increasing compatibility with binder components such as solvents and improving dispersion stability.

[0302] [ka]

[0303] In the above formula (3), R 8 R is an alkyl group which may have a substituent, an aryl group which may have a substituent, or an aralkyl group which may have a substituent. 9 is a hydrogen atom or a methyl group.

[0304] R in the above formula (3) 8 The number of carbon atoms in the alkyl group, which may have a substituent, is not particularly limited, but is usually 1 or more, preferably 10 or less, and more preferably 6 or less. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, and an octyl group. Methyl, ethyl, propyl, butyl, pentyl, and hexyl groups are preferred, and methyl, ethyl, propyl, and butyl groups are more preferred. 8 The alkyl group in the above formula (3) may be either linear or branched. 8 The alkyl group in may contain a cyclic structure such as a cyclohexyl group or a cyclohexylmethyl group.

[0305] R in the above formula (3) 8The number of carbon atoms in the aryl group which may have a substituent is not particularly limited, but is usually 6 or more, and preferably 16 or less, and more preferably 12 or less. Examples of the aryl group include a phenyl group, a methylphenyl group, an ethylphenyl group, a dimethylphenyl group, a diethylphenyl group, a naphthyl group, and an anthracenyl group, with a phenyl group, a methylphenyl group, an ethylphenyl group, a dimethylphenyl group, and a diethylphenyl group being preferred, and a phenyl group, a methylphenyl group, and an ethylphenyl group being more preferred.

[0306] R in the above formula (3) 8 The number of carbon atoms in the aralkyl group which may have a substituent is not particularly limited, but is usually 7 or more, and preferably 16 or less, and more preferably 12 or less. Examples of the aralkyl group include a phenylmethyl group, a phenylethyl group, a phenylpropyl group, a phenylbutyl group, and a phenylisopropyl group, with a phenylmethyl group, a phenylethyl group, a phenylpropyl group, and a phenylbutyl group being preferred, and a phenylmethyl group and a phenylethyl group being more preferred.

[0307] From the viewpoint of solvent compatibility and dispersion stability, R 8 is preferably an alkyl group or an aralkyl group, and more preferably a methyl group, an ethyl group, or a phenylmethyl group. R 8 In the formula (R), examples of the substituent that the alkyl group may have include a halogen atom and an alkoxy group. Examples of the substituent that the aryl group or aralkyl group may have include a chain alkyl group, a halogen atom, and an alkoxy group. 8 The chain alkyl group represented by the formula (I) includes both straight chain and branched chain alkyl groups.

[0308] The content of the repeating unit represented by formula (3) in all repeating units of the block copolymer is preferably 30 mol% or more, more preferably 40 mol% or more, and even more preferably 50 mol% or more, and is preferably 80 mol% or less, and more preferably 70 mol% or less. The upper and lower limits can be combined arbitrarily. For example, the content of the repeating unit represented by formula (3) in all repeating units of the block copolymer is preferably 30 to 80 mol%, more preferably 40 to 80 mol%, and even more preferably 50 to 70 mol%. Within the above range, dispersion stability and high brightness tend to be compatible.

[0309] The block copolymer may have a repeating unit other than the repeating unit represented by the general formula (1), the repeating unit represented by the general formula (2), and the repeating unit represented by the general formula (3). Examples of such a repeating unit include repeating units derived from styrene-based monomers such as styrene and α-methylstyrene; (meth)acrylate-based monomers such as (meth)acrylic acid chloride; (meth)acrylamide-based monomers such as (meth)acrylamide and N-methylolacrylamide; vinyl acetate; acrylonitrile; allyl glycidyl ether; crotonate glycidyl ether; and N-methacryloylmorpholine.

[0310] From the viewpoint of further enhancing dispersibility, the block copolymer is preferably a block copolymer having an A block having a repeating unit represented by the general formula (1) and a B block not having the repeating unit represented by the general formula (1), and is more preferably an AB block copolymer or a BAB block copolymer. The B block preferably has a repeating unit represented by the general formula (2) and a repeating unit represented by the general formula (3).

[0311] The A block may contain a repeating unit other than the repeating unit represented by the general formula (1). Examples of such a repeating unit include the repeating unit derived from the (meth)acrylic acid ester monomer described above. The content of the repeating unit other than the repeating unit represented by the general formula (1) in the A block is preferably 0 to 50 mol %, more preferably 0 to 20 mol %. It is most preferable that the A block does not contain a repeating unit other than the repeating unit represented by the general formula (1).

[0312] The B block may contain repeating units other than the repeating units represented by the general formula (2) and the repeating units represented by the general formula (3). Examples of such repeating units include repeating units derived from styrene-based monomers such as styrene and α-methylstyrene; (meth)acrylate-based monomers such as (meth)acrylic acid chloride; (meth)acrylamide-based monomers such as (meth)acrylamide and N-methylolacrylamide; vinyl acetate; acrylonitrile; allyl glycidyl ether; crotonate glycidyl ether; and N-methacryloylmorpholine. The content of repeating units other than the repeating units represented by the general formula (2) and the repeating units represented by the general formula (3) in the B block is preferably 0 to 50 mol %, more preferably 0 to 20 mol %. It is most preferred that the B block does not contain repeating units other than the repeating units represented by the general formula (2) and the repeating units represented by the general formula (3).

[0313] From the viewpoint of dispersibility, the acid value of the block copolymer is preferably low, and particularly preferably 0 mgKOH / g.

[0314] From the viewpoint of dispersibility and developability, the amine value of the block copolymer is preferably 30 mgKOH / g or more, more preferably 50 mgKOH / g or more, even more preferably 70 mgKOH / g or more, even more preferably 90 mgKOH / g or more, particularly preferably 100 mgKOH / g or more, most preferably 105 mgKOH / g or more, and is preferably 150 mgKOH / g or less, more preferably 130 mgKOH / g or less. The upper and lower limits can be combined in any desired manner. For example, the amine value of the block copolymer is preferably 30 to 150 mgKOH / g, more preferably 50 to 150 mgKOH / g, even more preferably 70 to 150 mgKOH / g, still more preferably 90 to 130 mgKOH / g, particularly preferably 100 to 130 mgKOH / g, and most preferably 105 to 130 mgKOH / g. The amine value represents the amine value converted into effective solid content, and is a value expressed as the mass of KOH equivalent to the amount of base per 1 g of solid content.

[0315] The molecular weight of the block copolymer, in terms of weight average molecular weight (Mw), is preferably in the range of 1000 to 30000. When the molecular weight is within this range, the dispersion stability is improved, and the generation of dried foreign matter during application by a slit nozzle method tends to be more unlikely.

[0316] The block copolymer can be produced by a known method. For example, it can be produced by living polymerization of the monomers that introduce the above-mentioned repeating units. Examples of living polymerization methods include those described in Japanese Patent Application Laid-Open Nos. 9-62002 and 2002-31713, P. Lutz, P. Masson et al., Polym. Bull. 12, 79 (1984), B. C. Anderson, G. D. Andrews et al., Macromolecules, 14, 1601 (1981), and K. Hatada, K. Ute, et al. al, Polym. J. 17, 977 (1985), 18, 1037 (1986); Koichi Migite and Koichi Hatada, Polymer Processing, 36, 366 (1987); Toshinobu Higashimura and Mitsuo Sawamoto, Polymer Research Papers, 46, 189 (1989); M. Kuroki, T. Aida, J. Am. Chem. Soc, 109, 4737 (1987); Takuzo Aida and Shohei Inoue, Organic Synthesis Chemistry, 43, 300 (1985); DY Sogoh, W. R. Hertler et al, Macromolecules, 20, 1473 (1987), and other known methods can be employed.

[0317] When the colored resin composition of the present invention contains a dispersant, the content of the dispersant is not particularly limited, but is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.1% by mass or more, particularly preferably 1% by mass or more, and is preferably 25% by mass or less, more preferably 20% by mass or less, even more preferably 15% by mass or less, particularly preferably 10% by mass or less, based on the total solid content of the colored resin composition. By setting the content at or above the lower limit, dispersibility and storage stability tend to be improved. By setting the content at or below the upper limit, electrical reliability and developability tend to be improved. The above upper and lower limits can be combined in any combination. For example, the content of the dispersant in the total solid content of the colored resin composition is preferably 0.001 to 25 mass%, more preferably 0.01 to 20 mass%, even more preferably 0.1 to 15 mass%, and particularly preferably 1 to 10 mass%.

[0318] When the colored resin composition of the present invention contains a pigment and a dispersant, the content ratio of the dispersant is not particularly limited, but is preferably 0.5 parts by mass or more, more preferably 5 parts by mass or more, even more preferably 10 parts by mass or more, still more preferably 15 parts by mass or more, particularly preferably 20 parts by mass or more, and is preferably 70 parts by mass or less, more preferably 50 parts by mass or less, even more preferably 40 parts by mass or less, particularly preferably 30 parts by mass or less, relative to 100 parts by mass of the pigment. The upper and lower limits can be combined in any way. For example, the content of the dispersant relative to 100 parts by mass of the pigment is preferably 0.5 to 70 parts by mass, more preferably 5 to 70 parts by mass, even more preferably 10 to 50 parts by mass, even more preferably 15 to 40 parts by mass, and particularly preferably 20 to 30 parts by mass. By keeping the content within the above ranges, it tends to be possible to obtain a colorable resin composition that is excellent in dispersion stability and has high brightness.

[0319] When the colored resin composition of the present invention contains a pigment, it may contain, for example, a pigment derivative as a dispersing aid in order to improve the dispersibility and dispersion stability of the pigment. Examples of the pigment derivative include derivatives of azo-based, phthalocyanine-based, quinacridone-based, benzimidazolone-based, quinophthalone-based, isoindolinone-based, isoindoline-based, dioxazine-based, anthraquinone-based, indanthrene-based, perylene-based, perinone-based, diketopyrrolopyrrole-based, and dioxazine-based pigments. Examples of substituents on the pigment derivative include sulfonic acid groups, sulfonamide groups, quaternary salts of sulfonamide groups, phthalimidomethyl groups, dialkylaminoalkyl groups, hydroxyl groups, carboxy groups, and amide groups. These substituents may be bonded to the pigment skeleton via, for example, an alkyl group, an aryl group, or a heterocyclic group, or may be bonded directly. Preferred substituents are sulfonamide groups, quaternary salts of sulfonamide groups, and sulfonic acid groups, with sulfonic acid groups being more preferred. A single pigment skeleton may have a plurality of substituents, or may be a mixture of compounds having different numbers of substituents. Examples of pigment derivatives include sulfonic acid derivatives of azo pigments, sulfonic acid derivatives of phthalocyanine pigments, sulfonic acid derivatives of quinophthalone pigments, sulfonic acid derivatives of isoindoline pigments, sulfonic acid derivatives of anthraquinone pigments, sulfonic acid derivatives of quinacridone pigments, sulfonic acid derivatives of diketopyrrolopyrrole pigments, and sulfonic acid derivatives of dioxazine pigments.

[0320] [1-5-3] Surfactants When the colored resin composition of the present invention contains a surfactant, various surfactants can be used, such as anionic, cationic, nonionic, amphoteric surfactants, etc. Nonionic surfactants are preferred because they are less likely to adversely affect the properties of the colored resin composition of the present invention. When the colored resin composition of the present invention contains a surfactant, the content of the surfactant is not particularly limited, but is usually 0.001 mass% or more, preferably 0.01 mass% or more, more preferably 0.05 mass% or more, even more preferably 0.1 mass% or more, and is usually 10 mass% or less, preferably 1 mass% or less, even more preferably 0.5 mass% or less, particularly preferably 0.3 mass% or less, based on the total solid content of the colored resin composition. The above upper and lower limits can be combined in any combination. For example, the content of the surfactant in the total solid content of the colored resin composition is preferably 0.001 to 10 mass%, more preferably 0.01 to 1 mass%, even more preferably 0.05 to 0.5 mass%, and particularly preferably 0.1 to 0.3 mass%.

[0321] [2] Preparation of colored resin composition When preparing a colored resin composition containing a pigment as a colorant, the pigment, solvent, and dispersant are weighed in predetermined amounts, and the pigment-containing colorant is dispersed in the dispersion treatment step to prepare a pigment dispersion. As described above, in the dispersion treatment step, it is preferable to use, for example, a dispersing aid and / or a dispersing resin in combination. In the dispersion treatment step, for example, a paint conditioner, a sand grinder, a ball mill, a roll mill, a stone mill, a jet mill, or a homogenizer can be used. This dispersion treatment results in the colorant being microparticulated, thereby improving the coating properties of the colored resin composition and improving the transmittance of pixels in the finished color filter substrate. When dispersion treatment is performed using a sand grinder, it is preferable to use glass beads or zirconia beads having a diameter of 0.1 to several mm.

[0322] The temperature during the dispersion treatment is set within a range of usually 0° C. or higher, preferably room temperature or higher, and usually 100° C. or lower, preferably 80° C. or lower. For example, it can be set to 0 to 100° C., 0 to 80° C., or room temperature to 80° C. The appropriate dispersion time varies depending on the composition of the pigment dispersion and the size of the sand grinder device, and can therefore be adjusted appropriately.

[0323] The pigment dispersion obtained in the dispersion treatment step is mixed with a solvent, an alkali-soluble resin, a photopolymerization initiator, and, if necessary, other components than those described above to obtain a uniform dispersion solution. Note that, since fine dust particles may be mixed in during the dispersion treatment step and each of the mixing steps, it is preferable to filter the obtained pigment dispersion using a filter or the like.

[0324] When preparing a colored resin composition that does not contain a pigment as a colorant, a colorant, a solvent, an alkali-soluble resin, a photopolymerization initiator, and other components as needed can be mixed to obtain a homogeneous solution. The obtained solution is preferably filtered using a filter or the like.

[0325] [3] Manufacturing of color filter substrates The color filter of the present invention has pixels formed using the colored resin composition of the present invention.

[0326] [3-1]Transparent substrate (support) The transparent substrate of the color filter may be made of any material, as long as it is transparent and has adequate strength. Examples include polyester resins such as polyethylene terephthalate, polyolefin resins such as polypropylene and polyethylene, thermoplastic resin sheets such as polycarbonate, polymethyl methacrylate, and polysulfone, thermosetting resin sheets such as epoxy resins, unsaturated polyester resins, and poly(meth)acrylic resins, and various types of glass. From the viewpoint of heat resistance, glass and heat-resistant resins are preferred.

[0327] To improve surface properties such as adhesion, the transparent substrate and the black matrix-formed substrate may be subjected to, for example, corona discharge treatment, ozone treatment, or thin-film formation treatment using a silane coupling agent or various resins such as urethane-based resins. The thickness of the transparent substrate is usually 0.05 mm or more, preferably 0.1 mm or more, and usually 10 mm or less, preferably 7 mm or less, for example, 0.05 to 10 mm, 0.1 to 10 mm, 0.05 to 7 mm, or 0.1 to 7 mm. When a thin-film formation treatment using various resins is performed, the film thickness is usually 0.01 μm or more, preferably 0.05 μm or more, and usually 10 μm or less, preferably 5 μm or less, for example, 0.01 to 10 μm, 0.05 to 10 μm, 0.01 to 5 μm, or 0.05 to 5 μm.

[0328] [3-2] Black matrix The color filter of the present invention can be produced by providing a black matrix on the above-mentioned transparent substrate and then forming pixel images, usually red, green, and blue. The colored resin composition of the present invention is preferably used as a coating liquid for forming green or blue pixels (resist pattern) among the red, green, and blue pixels. A pixel image is formed by applying a coating liquid for forming a resist pattern containing the colored resin composition of the present invention to a surface on which a resin black matrix is ​​formed on a transparent substrate or a surface on which a metal black matrix is ​​formed using a light-shielding metal material, followed by heat drying, image exposure, development, and heat curing.

[0329] The black matrix is ​​formed on a transparent substrate using a light-shielding metal material or a colored resin composition for a black matrix. Examples of the light-shielding metal material include chromium compounds such as metallic chromium, chromium oxide, and chromium nitride, and nickel-tungsten alloys, and these may be laminated in multiple layers. The light-shielding metal thin film is generally formed by sputtering. After forming a desired pattern in a film using a positive photoresist, the film is etched using an etching solution consisting of a mixture of ceric ammonium nitrate and perchloric acid and / or nitric acid for chromium compounds, or an etching solution appropriate for the material for other materials. The positive photoresist is then stripped off with a dedicated stripper to form a black matrix.

[0330] For example, a thin film of a light-shielding metal material is formed on a transparent substrate by vapor deposition or sputtering. Next, a coating film of a colored resin composition is formed on this light-shielding metal thin film, and then the coating film is exposed and developed using a photomask having a repeating pattern such as stripes, mosaics, or triangles to form a resist image. Thereafter, the coating film is subjected to an etching treatment to form a black matrix.

[0331] When a photosensitive colored resin composition for a black matrix is ​​used, a colored resin composition containing a black colorant is used to form a black matrix. For example, a colored resin composition containing a single or multiple black colorants such as carbon black, graphite, iron black, aniline black, cyanine black, titanium black, etc., or a black colorant consisting of a mixture of red, green, blue, etc. appropriately selected from inorganic or organic pigments and dyes, can be used to form a black matrix in the same manner as in the method for forming red, green, and blue pixel images described below.

[0332] [3-3] Pixel formation A colored resin composition of one of red, green, and blue colors is applied to a transparent substrate provided with a black matrix, dried, and then a photomask is placed on the coating film, and a pixel image is formed by imagewise exposure through the photomask, development, and, if necessary, heat curing or photocuring. This operation is performed for each of the three colored resin compositions of red, green, and blue, thereby forming a color filter image.

[0333] The colored resin composition for a color filter can be applied by, for example, a spinner method, a wire bar method, a flow coating method, a die coating method, a roll coating method, or a spray coating method. The die coating method is preferable from an overall viewpoint, since it significantly reduces the amount of coating solution used, is completely free from the influence of mist that adheres when using a spin coating method, and furthermore, it suppresses the generation of foreign matter.

[0334] The thickness of the coating film, as measured after drying, is usually 0.2 μm or more, preferably 0.5 μm or more, more preferably 0.8 μm or more, and usually 20 μm or less, preferably 10 μm or less, more preferably 5 μm or less. By setting the thickness at or above the lower limit, it becomes easier to increase the pigment concentration and make it easier to achieve the desired color. By setting the thickness at or below the upper limit, it becomes easier to develop the pattern and to adjust the gap in the liquid crystal cell fabrication process. The above upper and lower limits can be combined in any desired manner. For example, the thickness of the coating film is preferably 0.2 to 20 μm, more preferably 0.5 to 10 μm, and even more preferably 0.8 to 5 μm.

[0335] [3-4] Drying of the coating film For drying (pre-baking) of the coating film after applying the colored resin composition to the transparent substrate, for example, a drying method using a hot plate, an IR oven, a convection oven, or the like, or a reduced pressure drying method in which drying is performed in a reduced pressure chamber without increasing the temperature can be adopted. In general, in drying methods using a hot plate, an IR oven, a convection oven, or the like, the material is pre-dried and then re-heated for redrying. The conditions for pre-drying can be selected depending on the type of solvent component, the performance of the dryer to be used, and the like. The drying temperature for pre-drying is usually 40°C or higher, preferably 50°C or higher, and usually 80°C or lower, preferably 70°C or lower, for example, 40 to 80°C, 40 to 70°C, 50 to 80°C, or 50 to 70°C. The drying time for pre-drying is usually 15 seconds or more, preferably 30 seconds or more, and usually 5 minutes or less, preferably 3 minutes or less, for example, 15 seconds to 5 minutes, 30 seconds to 5 minutes, 15 seconds to 3 minutes, or 30 seconds to 3 minutes.

[0336] The temperature condition for re-drying is preferably higher than the temperature for pre-drying. The drying temperature for re-drying is usually 50°C or higher, preferably 70°C or higher, and usually 200°C or lower, preferably 160°C or lower, particularly preferably 130°C or lower, for example, 50 to 200°C, 50 to 160°C, 50 to 130°C, 70 to 200°C, 70 to 160°C, or 70 to 130°C. The drying time for re-drying varies depending on the heating temperature, but is usually 10 seconds or more, preferably 15 seconds or more, and usually 10 minutes or less, preferably 5 minutes or less, for example, 10 seconds to 10 minutes, 15 seconds to 10 minutes, 10 seconds to 5 minutes, or 15 seconds to 5 minutes. If the drying temperature is equal to or lower than the upper limit, sufficient adhesion to the transparent substrate is obtained, while thermal polymerization due to decomposition of the binder resin is unlikely to be induced, and development defects are unlikely to occur.

[0337] [3-5] Exposure process Imagewise exposure is carried out by superimposing a negative matrix pattern on a coating film of the colored resin composition and irradiating the film with a light source of ultraviolet or visible light through this mask pattern. If necessary, an oxygen-blocking layer such as a polyvinyl alcohol layer may be formed on the photopolymerizable layer before exposure to prevent a decrease in the sensitivity of the photopolymerizable layer due to oxygen. The light source used for the imagewise exposure is not particularly limited. Examples of light sources include lamp light sources such as xenon lamps, halogen lamps, tungsten lamps, high-pressure mercury lamps, ultra-high-pressure mercury lamps, metal halide lamps, medium-pressure mercury lamps, low-pressure mercury lamps, carbon arc lamps, and fluorescent lamps, as well as laser light sources such as argon ion lasers, YAG lasers, excimer lasers, nitrogen lasers, helium-cadmium lasers, and semiconductor lasers. When using light of a specific wavelength, an optical filter can also be used.

[0338] [3-6]Developing process The color filter of the present invention can be produced by imagewise exposing a coating film made of the colored resin composition of the present invention to the above-mentioned light source, followed by development using an aqueous solution containing a surfactant and an alkaline compound, thereby forming an image on a substrate. This aqueous solution may further contain an organic solvent, a buffer, a complexing agent, a dye or a pigment.

[0339] Examples of alkaline compounds include inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, sodium silicate, potassium silicate, sodium metasilicate, sodium phosphate, potassium phosphate, sodium hydrogen phosphate, potassium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, and ammonium hydroxide; and organic alkaline compounds such as mono-, di-, or triethanolamine, mono-, di-, or trimethylamine, mono-, di-, or triethylamine, mono- or diisopropylamine, n-butylamine, mono-, di-, or triisopropanolamine, ethyleneimine, ethylenediimine, tetramethylammonium hydroxide (TMAH), and choline. These alkaline compounds may be used alone or in combination of two or more.

[0340] Examples of surfactants include nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene alkyl esters, sorbitan alkyl esters, and monoglyceride alkyl esters; anionic surfactants such as alkylbenzenesulfonates, alkylnaphthalenesulfonates, alkyl sulfates, alkylsulfonates, and sulfosuccinate salts; and amphoteric surfactants such as alkylbetaines and amino acids.

[0341] Examples of the organic solvent include isopropyl alcohol, benzyl alcohol, ethyl cellosolve, butyl cellosolve, phenyl cellosolve, propylene glycol, and diacetone alcohol. The organic solvent may be used in combination with an aqueous solution. There are no particular restrictions on the conditions for the development treatment, but the development temperature is usually 10° C. or higher, preferably 15° C. or higher, more preferably 20° C. or higher, and usually 50° C. or lower, preferably 45° C. or lower, more preferably 40° C. or lower, for example, 10 to 50° C., 10 to 45° C., 10 to 40° C., 15 to 50° C., 15 to 45° C., 15 to 40° C., 20 to 50° C., 20 to 45° C., or 20 to 40° C. The development method can be any method such as immersion development, spray development, brush development, or ultrasonic development.

[0342] [3-7] Heat curing treatment After development, the color filter is subjected to a heat curing treatment. The temperature in the heat curing treatment is usually 100°C or higher, preferably 150°C or higher, and usually 280°C or lower, preferably 250°C or lower, for example, 100 to 280°C, 100 to 250°C, 150 to 280°C, or 150 to 250°C. The time for the heat curing treatment is in the range of 5 minutes or more and 60 minutes or less. After going through this series of steps, the formation of a patterned image of one color is completed. This process is repeated in order to pattern black, red, green, and blue to form a color filter. Note that the order of patterning the four colors is not limited to the order described above.

[0343] [3-8] Formation of transparent electrodes The color filter of the present invention is used as a part of a component of a color display, a liquid crystal display device, etc., by forming a transparent electrode such as ITO on the image, but in order to improve surface smoothness and durability, a top coat layer such as polyamide or polyimide can be formed on the image as needed. In some applications, such as a planar alignment driving system (IPS mode), a transparent electrode may not be formed.

[0344] [4] Image display device (panel) The image display device of the present invention has the color filter of the present invention. Examples of the image display device include a liquid crystal display device and an organic EL display device.

[0345] [4-1]Liquid crystal display device A liquid crystal display device can be manufactured by forming an alignment film on the color filter of the present invention, dispersing spacers on the alignment film, and then bonding it to an opposing substrate to form a liquid crystal cell. Liquid crystal is then injected into the formed liquid crystal cell, and the cell is connected to the opposing electrode. A resin film such as polyimide is suitable for the alignment film. Gravure printing and / or flexographic printing are typically used to form the alignment film, and the thickness of the alignment film is several tens of nanometers. After hardening the alignment film by thermal baking, the surface is treated by ultraviolet irradiation or treatment with a rubbing cloth to create a surface state that allows adjustment of the tilt of the liquid crystal.

[0346] The size of the spacer used corresponds to the gap (gap) with the opposing substrate, and is usually 2 to 8 μm. Photospacers made of a transparent resin film can be formed on the color filter substrate by photolithography and used instead of the spacers. An array substrate is usually used as the opposing substrate, and a thin film transistor substrate is particularly suitable.

[0347] The gap between the opposing substrate and the substrate varies depending on the application of the LCD device, but is usually selected to be between 2 μm and 8 μm. After bonding with the opposing substrate, the area other than the liquid crystal injection port is sealed with a sealant such as epoxy resin. The sealant is hardened by UV irradiation and / or heating, sealing the periphery of the liquid crystal cell. The liquid crystal cell with its periphery sealed is cut into panel units, and then the pressure is reduced in a vacuum chamber. The liquid crystal injection port is immersed in liquid crystal, and the liquid crystal is then injected into the liquid crystal cell by leaking the chamber. The degree of pressure reduction inside the liquid crystal cell is usually 1 x 10 -2 Pa or more, preferably 1×10 -3 Above, also usually 1 x 10 -7 Pa or less, preferably 1×10 -6 Pa or less, e.g., 1×10 -2 ~1×10 -7 Pa, 1 × 10 -2 ~1×10 -6 Pa, 1 × 10 -3 ~1×10 -7, 1×10 -3 ~1×10 -6 is. It is preferable to heat the liquid crystal cell during reduced pressure. When heating, the heating temperature is usually 30°C or higher, preferably 50°C or higher, and usually 100°C or lower, preferably 90°C or lower, for example, 30 to 100°C, 30 to 90°C, 50 to 100°C, or 50 to 90°C.

[0348] The heating and holding time under reduced pressure is usually between 10 and 60 minutes, after which the cell is immersed in liquid crystal. The liquid crystal injection port of the liquid crystal cell into which the liquid crystal has been injected is sealed by hardening UV-curable resin, completing the liquid crystal display device (panel). The type of liquid crystal is not particularly limited, and may be any conventionally known liquid crystal, such as an aromatic, aliphatic, or polycyclic compound, such as a lyotropic or thermotropic liquid crystal. Known thermotropic liquid crystals include, for example, nematic, smectic, and cholesteric liquid crystals, and any of these may be used.

[0349] [4-2] Organic EL display device In an organic EL display device having a color filter of the present invention, for example, as shown in FIG. 1, a multicolor organic EL element can be produced by laminating an organic light-emitting body 500 on a blue color filter having pixels 20 formed from the colored resin composition of the present invention on a transparent supporting substrate 10 via an organic protective layer 30 and an inorganic oxide film 40.

[0350] Examples of methods for laminating the organic light-emitting element 500 include a method of sequentially forming a transparent anode 50, a hole injection layer 51, a hole transport layer 52, a light-emitting layer 53, an electron injection layer 54, and a cathode 55 on the upper surface of a color filter; and a method of bonding an organic light-emitting element 500 formed on a separate substrate onto the inorganic oxide film 40. The organic EL element 100 thus fabricated can be applied to both passive-drive organic EL display devices and active-drive organic EL display devices. [Example]

[0351] Next, the present invention will be explained in more detail with reference to examples and comparative examples, but the present invention is not limited to the following examples as long as it does not depart from the gist of the invention.

[0352] <Phthalocyanine dye A> Phthalocyanine dye A having the following chemical structure, synthesized based on Example 30 of JP-A-05-345861, was used.

[0353] [ka]

[0354] <Xanthene dye A>

[0355] [ka]

[0356] Under a nitrogen atmosphere, N-acetamidophenol (13.0 g, 86 mmol) and 1,4-dibromobutane (30.6 mL, 258 mmol) were dissolved in acetone (200 mL), and potassium carbonate (23.8 g, 172 mmol) was added. The mixture was stirred under reflux for 16 hours. The reaction mixture was cooled to room temperature, and the potassium carbonate was filtered off. Then, hexane (200 mL) was added. The resulting solid was collected by filtration and dried to give compound 1 (26.2 g).

[0357] [ka]

[0358] Compound 2 (4.59 g, 8 mmol), synthesized by the method described in JP 2013-253168 A, and compound 1 (8.0 g, 28 mmol) were dissolved in N,N'-dimethylformamide (50 mL) under a nitrogen atmosphere. Potassium carbonate (3.3 g, 24 mmol) was added and the mixture was stirred at 80°C for 16 hours. After cooling to room temperature, the reaction solution was added to water (100 mL). The resulting solid was filtered and purified by silica gel column chromatography (chloroform / methanol = 100 / 0 to 100 / 10 (volume ratio)). After filtering, the solid was vacuum dried at 10 mmHg and 70°C for 24 hours to obtain xanthene dye A (6.5 g, 65% yield).

[0359] <Xanthene dye B>

[0360] [ka]

[0361] Xanthene dye B was synthesized by the method described in JP 2020-23660 A.

[0362] <Dispersant A> A methacrylic AB block copolymer consisting of an A block having a nitrogen atom-containing functional group and a B block having a solvent-philic group. The copolymer has a repeating unit represented by the following formula (1a), a repeating unit represented by the following formula (2a), a repeating unit represented by the following formula (3a), a repeating unit represented by the following formula (4a), and a repeating unit represented by the following formula (5a). The copolymer has an amine value of 120 mg KOH / g and an acid value of less than 1 mg KOH / g.

[0363] The content ratios of repeating units represented by the following formulae (1a), (2a), (3a), (4a), and (5a) in all repeating units are less than 1 mol%, 34.5 mol%, 6.9 mol%, 13.8 mol%, and 6.9 mol%, respectively.

[0364] [ka]

[0365] <Dispersant B> A methacrylic AB block copolymer consisting of an A block having a nitrogen atom-containing functional group and a B block having a solvent-philic group. The copolymer has a repeating unit represented by the following formula (1a), a repeating unit represented by the following formula (2a), a repeating unit represented by the following formula (3a), a repeating unit represented by the following formula (4a), and a repeating unit represented by the following formula (5a). The copolymer has an amine value of less than 1 mg KOH / g and an acid value of less than 1 mg KOH / g.

[0366] The content ratios of repeating units represented by the following formulae (1a), (2a), (3a), (4a), and (5a) in all repeating units are 34.5 mol%, less than 1 mol%, 6.9 mol%, 13.8 mol%, and 6.9 mol%, respectively.

[0367] [ka]

[0368] <Dispersion resin A> A separable flask equipped with a condenser was prepared as a reaction vessel, and 400 parts by mass of propylene glycol monomethyl ether acetate was charged. After replacing the atmosphere with nitrogen, the reaction vessel was heated in an oil bath with stirring to a temperature of 90°C.

[0369] Meanwhile, 30 parts by mass of dimethyl-2,2'-[oxybis(methylene)]bis-2-propenoate, 60 parts by mass of methacrylic acid, 110 parts by mass of cyclohexyl methacrylate, 5.2 parts by mass of t-butylperoxy-2-ethylhexanoate, and 40 parts by mass of propylene glycol monomethyl ether acetate were charged into the monomer tank, and 5.2 parts by mass of n-dodecyl mercaptan and 27 parts by mass of propylene glycol monomethyl ether acetate were charged into the chain transfer agent tank. After the temperature of the reaction tank stabilized at 90 ° C, dropwise addition from the monomer tank and chain transfer agent tank was started, and polymerization was initiated. The temperature was maintained at 90 ° C. while the dropwise addition was carried out over 135 minutes, and 60 minutes after the end of the dropwise addition, the temperature was raised to 110 ° C.

[0370] After maintaining the temperature at 110°C for 3 hours, a gas inlet tube was attached to the separable flask, and bubbling of a 5 / 95 (v / v) oxygen / nitrogen mixed gas was initiated. Next, 39.6 parts by mass of glycidyl methacrylate, 0.4 parts by mass of 2,2'-methylenebis(4-methyl-6-t-butylphenol), and 0.8 parts by mass of triethylamine were charged into the reaction vessel, and the mixture was reacted at 110°C for 9 hours. The mixture was cooled to room temperature, yielding a dispersion resin A having a weight average molecular weight Mw of 9000 in terms of polystyrene measured by GPC and an acid value of 101 mgKOH / g.

[0371] <Alkali-soluble resin A> 145 parts by weight of propylene glycol monomethyl ether acetate was stirred while purging with nitrogen and heated to 120°C. 10 parts by weight of styrene, 90 parts by weight of glycidyl methacrylate, and 10 parts by weight of a monomethacrylate having a tricyclodecane skeleton (FA-513M, manufactured by Hitachi Chemical Co., Ltd.) were added dropwise, and stirring was continued at 120°C for another 2 hours. Next, the atmosphere in the reaction vessel was replaced with air, and 50 parts by weight of acrylic acid, 0.7 parts by weight of tris(dimethylaminomethyl)phenol, and 0.12 parts by weight of hydroquinone were added, and the reaction was continued at 120°C for 6 hours. Subsequently, 13 parts by weight of tetrahydrophthalic anhydride (THPA) and 0.7 parts by weight of triethylamine were added, and the reaction was continued at 120°C for 3.5 hours. The weight-average molecular weight (Mw) of the alkali-soluble resin A thus obtained, measured by GPC, was 9000 in terms of polystyrene, and the acid value was 25 mgKOH / g.

[0372] <Alkali-soluble resin B> 145 parts by weight of propylene glycol monomethyl ether acetate was stirred while purging with nitrogen and heated to 120°C. 20 parts by weight of styrene, 57 parts by weight of glycidyl methacrylate, and 82 parts by weight of a monomethacrylate having a tricyclodecane skeleton (FA-513M, manufactured by Hitachi Chemical Co., Ltd.) were added dropwise, and stirring was continued at 120°C for another 2 hours. Next, the atmosphere in the reaction vessel was replaced with air, and 27 parts by weight of acrylic acid, 0.7 parts by weight of tris(dimethylaminomethyl)phenol, and 0.12 parts by weight of hydroquinone were added, and the reaction was continued at 120°C for 6 hours. Subsequently, 52 parts by weight of tetrahydrophthalic anhydride (THPA) and 0.7 parts by weight of triethylamine were added, and the reaction was continued at 120°C for 3.5 hours. The weight-average molecular weight (Mw) of the resulting alkali-soluble resin B measured by GPC in terms of polystyrene was 8000, and the acid value was 80 mgKOH / g.

[0373] <Preparation of Green Dye Dispersion A> As shown in Table 1, 9.9 parts by mass of phthalocyanine dye A, 0.1 part by mass (solids equivalent) of dispersant A, 72.0 parts by mass of propylene glycol monomethyl ether acetate as a solvent (including the solvent derived from dispersant A), 18.0 parts by mass of propylene glycol monomethyl ether, and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were charged into a stainless steel container and subjected to a dispersion treatment for 6 hours using a paint shaker. After dispersion was completed, the beads and dispersion were separated using a filter to prepare green dye dispersion A.

[0374] <Preparation of Green Pigment Dispersion A> As shown in Table 1, 13.9 parts by mass of CI Pigment Green 58, 1.9 parts by mass of Dispersant A (solids equivalent), 4.2 parts by mass of Dispersion Resin A (solids equivalent), 80.0 parts by mass of propylene glycol monomethyl ether acetate as a solvent (including the solvent derived from Dispersant A and Dispersion Resin A), and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were charged into a stainless steel container, and a dispersion treatment was carried out for 6 hours using a paint shaker. After dispersion was completed, the beads and dispersion liquid were separated using a filter, and green pigment dispersion liquid A was prepared.

[0375] <Preparation of Yellow Pigment Dispersion A> As shown in Table 1, 11.4 parts by mass of CI Pigment Yellow 138, 2.9 parts by mass of Dispersant A (solids equivalent), 5.7 parts by mass of Dispersion Resin A (solids equivalent), 76.0 parts by mass of propylene glycol monomethyl ether acetate as a solvent (including the solvent derived from Dispersant A and the solvent derived from Dispersion Resin A), 4.0 parts by mass of propylene glycol monomethyl ether, and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were charged into a stainless steel container and subjected to a dispersion treatment for 6 hours using a paint shaker. After dispersion was completed, the beads and dispersion were separated using a filter to prepare yellow pigment dispersion A.

[0376] [Table 1]

[0377] <Preparation of Blue Pigment Dispersion A> As shown in Table 2, 12.4 parts by mass of CI Pigment Blue 15:6, 3.5 parts by mass (solids equivalent) of Dispersant B, 4.1 parts by mass (solids equivalent) of Dispersion Resin A, 56.0 parts by mass of propylene glycol monomethyl ether acetate as a solvent (including the solvent derived from Dispersant B and the solvent derived from Dispersion Resin A), 24.0 parts by mass of propylene glycol monomethyl ether, and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were charged into a stainless steel container and subjected to a dispersion treatment for 6 hours using a paint shaker. After dispersion was completed, the beads and dispersion were separated using a filter to prepare blue pigment dispersion A.

[0378] <Preparation of Purple Dye Dispersion A> As shown in Table 2, 11.5 parts by mass of xanthene dye A, 4.6 parts by mass of dispersant B (solids equivalent), 3.9 parts by mass of dispersion resin A (solids equivalent), 76.0 parts by mass of propylene glycol monomethyl ether acetate as a solvent (including solvents derived from dispersant B and dispersion resin A), 4.0 parts by mass of propylene glycol monomethyl ether, and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were charged into a stainless steel container and dispersed for 6 hours using a paint shaker. After dispersion was completed, the beads and dispersion liquid were separated using a filter to prepare purple dye dispersion liquid A.

[0379] [Table 2]

[0380] <Preparation of Red Dye Dispersion A> As shown in Table 3, 9.7 parts by mass of CI Pigment Red 177, 2.4 parts by mass of xanthene dye B, 3.1 parts by mass of dispersant B (solids equivalent), 4.8 parts by mass of dispersion resin A (solids equivalent), 72.0 parts by mass of propylene glycol monomethyl ether acetate as a solvent (including the solvent derived from dispersant B and the solvent derived from dispersion resin A), 8.0 parts by mass of propylene glycol monomethyl ether, and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were charged into a stainless steel container and dispersed for 6 hours using a paint shaker. After dispersion was completed, the beads and dispersion liquid were separated using a filter to prepare red dye dispersion liquid A.

[0381] [Table 3]

[0382] <Photopolymerizable Monomer A> A mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate (A-9550, manufactured by Shin-Nakamura Chemical Co., Ltd.)

[0383] <Photopolymerizable monomer B> Polyethoxylated tetramethylolmethane tetraacrylate (NK Ester ATM-4E, manufactured by Shin-Nakamura Chemical Co., Ltd.)

[0384] <Photopolymerization initiator A> Oxime ester compounds with the following chemical structure

[0385] [ka]

[0386] <Photopolymerization initiator B> Oxime ester compounds with the following chemical structure (4-acetoxyimino-5-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-5-oxopentanoic acid methyl ester

[0387] [ka]

[0388] <Antioxidant A> Irganox 1010: Hindered phenolic antioxidant (manufactured by BASF)

[0389] <Chain transfer agent A> Pentaerythritol tetra(3-mercaptopropionate) (Yodo Chemical Co., Ltd.)

[0390] <Surfactant A> Megafac F-554 (DIC)

[0391] <Preparation of Colored Resin Composition> The components shown in Tables 4, 5, and 6 were mixed in the solid content ratios shown to prepare colored resin compositions. Propylene glycol monomethyl ether acetate (PGMEA) and propylene glycol monomethyl ether (PGME) were used so that the total solid content of the colored resin composition was 18.0% by mass. The PGMEA / PGME mixing ratio (mass ratio) in the obtained colored resin composition was 90 / 10.

[0392] [Table 4]

[0393] [Table 5]

[0394] [Table 6]

[0395] <Measurement of color characteristics> The colored resin composition was applied by spin coating onto a 50 mm square, 0.7 mm thick glass substrate (AGC, AN100), dried under reduced pressure, and then pre-baked on a hot plate at 90°C for 90 seconds. Then, the coating was irradiated with 40 mJ / cm 2 of a 2 kW high-pressure mercury lamp. 2 Exposure amount, illuminance 30mW / cm 2 Then, development was carried out using a 0.04% by mass aqueous solution of potassium hydroxide at a developer temperature of 23°C for 60 seconds. 2 The coating was then sprayed with water at a water pressure of 1000 kJ for 10 seconds, and then subjected to a heat curing treatment in a clean oven at 230°C for 20 minutes to prepare a colored substrate.

[0396] The transmission spectra of the obtained green-colored substrates of Examples 1 and 2 and Comparative Examples 1 and 2 were measured using a spectrophotometer U-3310 manufactured by Hitachi, Ltd., and the luminance was calculated when the chromaticity was sy=0.578 under Illuminant C. The results are shown in Table 4.

[0397] Similarly, the luminance was calculated when the chromaticity was sy=0.101 with light source C for the obtained blue-colored substrates of Example 3 and Comparative Example 3. The results are shown in Table 5.

[0398] Similarly, the luminance was calculated when the chromaticity was sx=0.686 under light source C for the obtained red-colored substrates of Example 4 and Comparative Example 4. The results are shown in Table 6.

[0399] <Evaluation of pattern forming ability> The colored resin composition was applied by spin coating onto a 50 mm square, 0.7 mm thick glass substrate (AN100 manufactured by AGC Corporation). The rotation speed was adjusted so that the chromaticity sy after heat curing treatment was 0.578 in Examples 1 and 2 and Comparative Examples 1 and 2, the chromaticity sy after heat curing treatment was 0.101 in Example 3 and Comparative Example 3, and the chromaticity sx after heat curing treatment was 0.686 in Example 4 and Comparative Example 4. Each coating film was pre-baked at 70°C for 90 seconds, and then exposed to 40 mJ / cm 2 with a 2 kW high-pressure mercury lamp. 2 Exposure amount, illuminance 30mW / cm2 The film was exposed to light at 1000 W at 1000 W through an exposure mask having circular coatings with a diameter of 30 μm. Thereafter, the film was developed using a 0.04% by mass aqueous solution of potassium hydroxide at a developer temperature of 23° C. for 60 seconds. 2 The substrate was then subjected to a water spray washing treatment at a water pressure of 1000 kJ / cm for 10 seconds. This was followed by a thermal curing treatment at 230°C for 20 minutes to produce patterned substrate A. The diameter (µm) of the patterned holes in the resulting patterned substrate A was measured using an optical microscope (hole diameter A).

[0400] Next, patterned substrate B was produced under the same conditions as in the above process for patterned substrate A, except that the pre-bake temperature was changed from 70° C. to 90° C. For the resulting patterned substrate B, the diameter (μm) of the pattern holes was measured using an optical microscope (hole diameter B).

[0401] The effect of the pre-bake temperature on the hole diameter was calculated from hole diameter A and hole diameter B, and this was used as an index of temperature dependency. The results of the pre-bake temperature dependency of the hole diameter (= |(hole diameter A - hole diameter B) [μm] / (90-70) [°C]|) are shown in Tables 4, 5, and 6. The smaller the pre-bake temperature dependency of the hole diameter, the smaller the effect of changes in the pre-bake temperature on sensitivity, which is preferable because it allows for precise linewidth adjustment.

[0402] As is clear from Table 4, the brightness is higher when the phthalocyanine dye (1) is used as in Comparative Example 2, compared to the colored resin composition containing CI Pigment Green 58 (pigment) in Comparative Example 1. However, the use of the phthalocyanine dye (1) increases the dependency of the hole diameter on the pre-bake temperature.

[0403] From Comparative Examples 1 and 2, it can be seen that the use of a dye as a colorant increases the dependency of the hole diameter on the pre-bake temperature. Generally, regardless of the type of colorant, a large amount of residual solvent remains in a low temperature region such as a pre-bake temperature of 70°C, which increases the thickness of the coating film and increases the distance between polymerizable groups, reducing sensitivity, preventing sufficient curing and making the hole diameter large.

[0404] Among these, Comparative Example 1 has a composition that does not contain a dye but contains a pigment, and therefore the pigment has low affinity for the developer, which prevents the developer from penetrating into the pigment-containing coating film, making it less likely to develop excessively even in low-temperature regions where curing is insufficient. This makes it difficult for the hole diameter to change with differences in pre-bake temperature, and it is thought that the dependency on the pre-bake temperature is small and does not cause any issues with pre-bake temperature dependency.

[0405] On the other hand, since Comparative Example 2 contains a dye, its affinity to the developer is high, which is thought to promote dissolution of the coating film in the developer. Furthermore, since dyes have a larger specific surface area than pigments, it is thought that radical deactivation of the photopolymerization initiator is more likely to occur on the colorant surface. Due to these factors, in Comparative Example 2, at low pre-bake temperatures such as 70°C, not only is the dissolution of the coating film in the developer promoted, but radical deactivation of the photopolymerization initiator is also promoted, resulting in a larger hole diameter, which is thought to increase the dependency of the hole diameter on the pre-bake temperature.

[0406] In contrast, Examples 1 and 2 maintain high brightness while exhibiting small dependency of the hole diameter on the pre-bake temperature. In Examples 1 and 2, the carbazole-based photopolymerization initiator B in Comparative Example 2 was replaced with photopolymerization initiator (d1) represented by the above formula (I). Photopolymerization initiator (d1) has a less reactive indole ring bonded to the (keto)oxime ester group, and therefore decomposes and reacts more slowly and intermittently than photopolymerization initiator B, which has a highly reactive carbazole ring. This means that radical deactivation is less likely to occur even at low temperatures, such as a prebake temperature of 70°C, where there is a large amount of residual solvent. This is thought to have improved the curability of the coating film and reduced the dependency of the hole diameter on the prebake temperature.

[0407] Furthermore, from the comparison between Example 3 and Comparative Example 3 and the comparison between Example 4 and Comparative Example 4, it was found that, similar to the comparison between Example 1 and Comparative Example 2, even in the case of the xanthene dye (10) having a skeleton different from that of the phthalocyanine dye (1), the use of the photopolymerization initiator (d1) represented by the formula (I) exhibits an effect of improving the pre-bake temperature dependency of the hole diameter.

[0408] Although the present invention has been described in detail using specific embodiments, it will be apparent to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the invention. [Explanation of symbols]

[0409] 10 Transparent support substrate 20 pixels 30 Organic protective layer 40 Inorganic oxide film 50 transparent anode 51 Hole injection layer 52 Hole transport layer 53 Light-emitting layer 54 Electron injection layer 55 Cathode 100 Organic EL element 500 Organic Light Emitting Materials

Claims

1. A colored resin composition comprising (A) a colorant, (B) a solvent, (C) an alkali-soluble resin, and (D) a photopolymerization initiator, The colorant (A) contains a phthalocyanine dye having a chemical structure represented by the following general formula (1): The colored resin composition, wherein the (D) photopolymerization initiator contains a photopolymerization initiator (d1) represented by the following general formula (I): 【Chemistry 1】 (In formula (1), A 1 ~A 16 each independently represents a hydrogen atom, a halogen atom, or a group represented by the following general formula (2): 1 ~A 16 At least one of the groups represents a group represented by the following general formula (2): 【Chemistry 2】 (In formula (2), X represents a divalent linking group. The benzene ring in formula (2) may have any substituent. * represents a bond.) 【Transformation 3】 (In formula (I), R d1 represents an alkyl group having 7 or less carbon atoms which may have a substituent. R d2 represents an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent. p represents 0 or 1. R d3 represents an aromatic ring group which may have a substituent.

2. In the formula (1), A 1 ~A 16 The colored resin composition according to claim 1, wherein six or more of the groups represented by the formula (I) represent fluorine atoms.

3. In the photopolymerization initiator (d1), R d3 The colored resin composition according to claim 1 or 2, wherein is a benzene ring having one free valence and which may have a substituent.

4. The colored resin composition according to any one of claims 1 to 3, wherein the content of the colorant (A) is 15 mass% or more of the total solid content.

5. The colored resin composition according to any one of claims 1 to 4, wherein the content of the photopolymerization initiator (d1) is 1.0 mass% or more of the total solid content.

6. A color filter having pixels formed using the colored resin composition according to any one of claims 1 to 5.

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

Images