Resin composition, color filter, and image display device

A resin composition combining phthalocyanine and triazine compounds addresses brightness and discoloration issues in color filters, ensuring high luminance in challenging environmental conditions.

WO2026141380A1PCT designated stage Publication Date: 2026-07-02MITSUBISHI CHEM CORP

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
MITSUBISHI CHEM CORP
Filing Date
2025-12-23
Publication Date
2026-07-02

AI Technical Summary

Technical Problem

Existing color filters using phthalocyanine compounds with zinc as the central metal face issues of brightness reduction and discoloration in high-temperature, high-humidity environments under oxygen shielding conditions, which are critical for automotive display devices.

Method used

A resin composition combining a phthalocyanine compound with a specific triazine compound, along with other components, is formulated to enhance luminance and prevent discoloration in such conditions.

Benefits of technology

The composition maintains high luminance and prevents discoloration in high-temperature, high-humidity environments, suitable for automotive display devices.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

Provided is a resin composition which has a high luminance, and which is capable of inhibiting color change and decrease in luminance in a light resistance test in a high-temperature, high-humidity environment in an oxygen-shielded state. The resin composition according to the present invention contains (A) a coloring agent, (B) an organic solvent, (C) an alkali-soluble resin, (D) a photopolymerization initiator, and (E) a triazine compound (e1) having a specified structure, with (A) the coloring agent including a phthalocyanine compound (a1) having a specified chemical structure.
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Description

Resin composition, color filter, and image display device

[0001] The present invention relates to a resin composition, a color filter, and an image display device. This application claims priority based on Japanese Patent Application No. 2024-229196, filed in Japan on December 25, 2024, the contents of which are incorporated herein by reference.

[0002] In recent years, there has been a growing demand for higher brightness, higher contrast, and wider color gamut in color filters. While pigments are generally used as colorants to determine the color of color filters due to their heat resistance, lightfastness, and other factors, it has become increasingly difficult to fully meet market demands for high brightness, particularly with green pigments. Therefore, there is a growing interest in using dyes instead of pigments as colorants. For green pixels, studies are being conducted on using specific phthalocyanine compounds as dyes (see, for example, Patent Documents 1 and 2). Furthermore, phthalocyanine compounds with zinc as the central metal of the complex have been proposed as colorants capable of achieving high brightness, high contrast, and wide color gamut (see, for example, Patent Document 3).

[0003] International Publication No. 2014 / 157387, Japanese Patent Publication No. 2014-43556, Japanese Patent Publication No. 2020-204712

[0004] However, while high-brightness patterns can be obtained in photosensitive colored resin compositions using phthalocyanine compounds with zinc as the central metal of the complex, brightness reduction and discoloration are prone to occur in lightfastness tests in high-temperature, high-humidity environments under oxygen shielding conditions. Lightfastness in high-temperature, high-humidity environments under oxygen shielding conditions is a characteristic that has recently become particularly required for display devices used in automotive applications.

[0005] The present invention aims to provide a resin composition that is highly luminous and can suppress luminance reduction and discoloration in lightfastness tests in high-temperature, high-humidity environments under oxygen shielding conditions. The present invention also aims to provide a color filter having pixels formed using the resin composition of the present invention, and an image display device equipped with the color filter.

[0006] As a result of intensive studies by the present inventors, it has been found that the above problems can be solved by using a phthalocyanine compound in which the central metal of the complex is zinc and a triazine compound having a specific structure in combination, and the present invention has been completed.

[0007] That is, the present invention has the following aspects. [1] A resin composition containing (A) a colorant, (B) an organic solvent, (C) an alkali-soluble resin, (D) a photopolymerization initiator, and (E) a triazine compound (e1) represented by the following general formula (e1), wherein the (A) colorant contains a phthalocyanine compound (a1) having a chemical structure represented by the following general formula (a1).

[0008]

[0009] In the general formula (a1), A 1 to A 16 are each independently a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxy group, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aromatic heterocyclic group having 2 to 20 carbon atoms, an ether group, a thioether group or an ester group.

[0010]

[0011] In the general formula (e1), R 1e to R 15e are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic-containing group having 2 to 20 carbon atoms, -OR 16e , -COR 17e , -OR 17e [[ID=二十九]] 17e , or -N(R 17e ) 2 and R 16e is a protecting group for a hydroxyl group, and R 17e are each independently a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic-containing group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms. [2] In the general formula (e1), R 1e , R 5e , R 6e , R 10e , R​11e and R 15e Each is independently a hydrogen atom, a halogen atom, a hydroxyl group, or -OR 16e The resin composition of [1]. [3] In the general formula (e1), R 1e , R 5e , R 6e , R 10e , R 11e and R 15e At least one of them is a hydroxyl group or -OR 16e A resin composition of [1] or [2], wherein [4] in the general formula (e1), R 1e , R 5e , R 6e , R 10e , R 11e and R 15e Each is independently a hydrogen atom, a halogen atom, or -OR 16e A resin composition of [1] or [2], wherein [5] in the general formula (e1), R 1e , R 5e , R 6e , R 10e , R 11e and R 15e At least one of them is -OR 16e A resin composition which is any of [1] to [4]. [6] A resin composition which is any of [1] to [5] further comprising a yellow coloring agent as a coloring agent. [7] The A 1 ~A 16 A resin composition of any of [1] to [6] wherein at least one of the substituents is represented by the following general formula (a2).

[0012]

[0013] In general formula (a2), X is a divalent linking group. The benzene ring in general formula (a2) may have any substituent. * represents a bond. [8] A resin composition according to any of [1] to [7], wherein the content of the triazine compound (e1) is 0.1% by mass or more and 20% by mass or less with respect to the total mass of the total solids of the resin composition. [9] A color filter comprising pixels formed using any of the resin compositions according to [1] to [8].

[10] An image display device comprising the color filter according to [9].

[11] A color filter comprising pixels containing (A) a colorant, (C) an alkali-soluble resin, and (E) a triazine compound (e2) represented by the following general formula (e2), wherein the (A) colorant comprises a phthalocyanine compound (a1) having the chemical structure represented by the following general formula (a1).

[0014]

[0015] In general formula (a1), A 1 ~A 16 Each of these is independently a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a C1-C4 alkyl group, a C6-C20 aryl group, a C2-C20 aromatic heterocyclic group, an ether group, a thioether group, or an ester group.

[0016]

[0017] In general formula (e2), R 1e2 ~R 15e2 Each of these independently consists of a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxyl group, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, and -COR. 17e , -OR 17e ,-SR 17e , or -N(R 17e ) 2 And R 17e Each of these is independently a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms.

[12] In the above general formula (e2), R 1e2 , R 5e2 , R 6e2 , R10e2 , R 11e2 and R 15e2

[11] A color filter wherein each is independently a hydrogen atom, a halogen atom, or a hydroxyl group.

[13] In the general formula (e2), R 1e2 , R 5e2 , R 6e2 , R 10e2 , R 11e2 and R 15e2 A color filter of

[11] or

[12] wherein at least one of the members is a hydroxyl group.

[14] A color filter of any of

[11] to

[13] further comprising a yellow coloring agent as a coloring agent.

[15] The A 1 ~A 16 A color filter from any of

[11] to

[14] , wherein at least one of the substituents is represented by the following general formula (a2).

[0018]

[0019] In general formula (a2), X is a divalent linking group. The benzene ring in general formula (a2) may have any substituent. * represents a bond.

[16] A color filter according to any of

[11] to

[15] , wherein the content of the triazine compound (e2) is 0.1% by mass or more and 20% by mass or less with respect to the total mass of the color filter.

[17] An image display device comprising a color filter according to any of

[11] to

[16] .

[0020] According to the present invention, it is possible to provide a resin composition that is highly luminous and can suppress luminance reduction and discoloration in lightfastness tests in high-temperature, high-humidity environments under oxygen shielding conditions. Furthermore, according to the present invention, it is possible to provide a color filter having pixels formed using the resin composition of the present invention, and an image display device equipped with the color filter.

[0021] This is a schematic cross-sectional view showing an example of an organic EL element.

[0022] The embodiments of the present invention will be described below in detail, but the present invention is not limited to the embodiments described below and can be implemented with various modifications within the scope of its gist. In the present invention, the following terms have the following meanings: A numerical range expressed using "~" means a range that includes the numbers written before and after "~" as the lower limit and upper limit. For example, A to B is synonymous with A or more and B or less. In this specification, a percentage or part expressed in "mass" is synonymous with a percentage or part expressed in "weight". "A and / or B" means "either A or B or both". The numerical ranges of content, various physical properties, and property values ​​disclosed herein can be changed to new numerical ranges by arbitrarily combining their lower and upper limits.

[0023] In the present invention and this specification, the following terms have the following meanings: "C.I." means color index. "(meth)acrylic" means "either acrylic or methacrylic or both." The same applies to "(meth)acrylate," "(meth)acryloyl," etc. "Acrylic resin" means either a (co)polymer containing (meth)acrylic acid, or a (co)polymer containing a (meth)acrylic acid ester having a carboxyl group. "(co)polymer" may include both monopolymers (homopolymers) and copolymers. "Monomer" and "monomer" are terms opposite to so-called polymers, and include not only monomers in the narrow sense, but also dimers, trimers, and oligomers. "Total solids" means all components contained in the resin composition other than the solvent ((B) organic solvent, water). Even if components other than the solvent are liquid at room temperature, those components are not included in the solvent, are treated as solids, and are included in the total solids.

[0024] "Weight-average molecular weight" refers to the weight-average molecular weight (Mw) in polystyrene terms, calculated by GPC (gel permeation chromatography). "Amine value" refers to the amine value on a per-effective solids basis, unless otherwise specified, and is expressed as the amount of base and the mass of equivalent KOH per gram of solids. "Acid value" refers to the acid value on an effective solids basis, unless otherwise specified, and is expressed as the number of mg of KOH required to neutralize 1 g of solids, calculated by neutralization titration. "Brightness" refers to the stimulus value Y as defined in JIS Z 8781-1:2012, unless otherwise specified. "Color" refers to the color matching functions x and y as defined in JIS Z 8781-1:2012, unless otherwise specified. "Color difference" refers to ΔE calculated based on the definition in JIS Z 8781-4:2012, unless otherwise specified. * This represents ab. "Median diameter (D50)" refers to the particle diameter at which the cumulative 50% of the volume-based particle size distribution is measured by dynamic light scattering (DLS).

[0025] [1] Components of the Resin Composition The components of the resin composition of the present invention (hereinafter sometimes referred to as the "photosensitive colored resin composition") are described below. The resin composition of the present invention contains (A) a colorant, (B) an organic solvent, (C) an alkali-soluble resin, (D) a photopolymerization initiator, and (E) a triazine compound (e1). The resin composition may further contain, as necessary, components other than (A) a colorant, (B) an organic solvent, (C) an alkali-soluble resin, (D) a photopolymerization initiator, and (E) a triazine compound (e1), within a range that does not impair the effects of the present invention (hereinafter also referred to as "(F) optional components").

[0026] [1-1] (A) Coloring agent (A) Coloring agent contains phthalocyanine compound (a1). (A) Coloring agent may further contain, as necessary, a yellow coloring agent, a coloring agent other than phthalocyanine compound (a1) and the yellow coloring agent (hereinafter also referred to as "other coloring agents"), a green coloring agent, an orange coloring agent, a blue coloring agent and a purple coloring agent, as long as the effects of the present invention are not impaired.

[0027] [1-1-1] Phthalocyanine compound (a1) Phthalocyanine compound (a1) is a compound having a chemical structure represented by the following general formula (a1). From the viewpoint of adjusting to the optimal hue as a green coloring agent, phthalocyanine compound (a1) may be used alone or two or more types may be used in combination. From the viewpoint of suppressing the formation of eutectic precipitates, it is preferable to use three or fewer types of phthalocyanine compounds (a1), and more preferably two or fewer types.

[0028]

[0029] In general formula (a1), A 1 ~A 16 Each of these is independently a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a C1-C4 alkyl group, a C6-C20 aryl group, a C2-C20 aromatic heterocyclic group, an ether group, a thioether group, or an ester group.

[0030] The phthalocyanine compound (a1) readily associates with other molecules due to π-π interactions between phthalocyanine rings and π-π interactions between substituents represented by the general formula (a2) below. It is believed that the formation of bimolecule aggregates increases its brightness. By controlling the molecular association state and suppressing excessive aggregation, solubility can be improved, and both the color reproducibility and brightness of the phthalocyanine compound (a1) can be achieved.

[0031] A in equation (a1) 1 ~A 16Examples of halogen atoms in this product include fluorine atoms, chlorine atoms, and bromine atoms. These halogen atoms are not limited to one type and may be present in any ratio from the viewpoint of adjusting the hue to be optimal for the green coloring agent and increasing the brightness. Fluorine atoms and chlorine atoms are preferred, with fluorine atoms being preferred.

[0032] A in equation (a1) 1 ~A 16 The alkyl group in A may be linear, branched if it has 3 or 4 carbon atoms, or cyclic. That is, A 1 ~A 16 The C1-C4 alkyl group in is a C1-C4 linear alkyl group and / or a C3-C4 branched or cyclic alkyl group. (B) From the viewpoint of affinity with organic solvents, a C1-C4 linear alkyl group is preferred.

[0033] A in equation (a1) 1 ~A 16In this context, an aromatic heterocyclic group is a monovalent group (residue) obtained by removing one hydrogen atom from an aromatic heterocycle. The aromatic heterocycle may be a monocycle or a fused ring. Examples of aromatic heterocycles include furan rings, thiophene rings, pyrrole rings, 2H-pyran rings, 4H-thiopyran rings, pyridine rings, 1,3-oxazole rings, isoxazole rings, 1,3-thiazole rings, isothiazole rings, imidazole rings, oxadiazole rings, pyrazole rings, furazan rings, pyrazine rings, pyrimidine rings, pyridazine rings, 1,3,5-triazine rings, benzofuran rings, 2-benzofuran rings, benzothiophene rings, 2-benzothiophene rings, 1H-pyrrolidine rings, indole rings, carbazole rings, pyrroloimidazole rings, and pyrrolopyrazole rings, all of which have one free valency atom. Examples of groups include rings, pyrrolopyrrole rings, thienopyrrole rings, thienofen rings, phlopyrrole rings, phlofuran rings, thienofuran rings, isoindole rings, indoridine rings, 2H-1-benzopyran rings, 1H-2-benzopyran rings, quinoline rings, isoquinoline rings, cinnoline rings, 4H-quinoridine rings, benzoisoxazole rings, benzoisothiazole rings, benzimidazole rings, 1H-indazole rings, quinoxaline rings, phenanthidine rings, perimidine rings, quinazoline rings, quinazolinone rings, cinnoline rings, phthalazine rings, 1,8-naphthyridine rings, purine rings, and pteridine rings.

[0034] From the perspective that the stability of the phthalocyanine compound is increased and the formation of aggregates is suppressed by the introduction of electron-withdrawing groups, and the brightness due to scattering is improved, A 1 ~A 16 Preferably, one or more of them are fluorine atoms. Also, A 1 ~A 16 Preferably, 6 or more of these are fluorine atoms, more preferably 7 or more, even more preferably 8 or more, and preferably 15 or less are fluorine atoms, more preferably 12 or less, and even more preferably 10 or less. Setting the value above the lower limit tends to improve the stability of the phthalocyanine compound (a1), and setting the value below the upper limit tends to improve the affinity with dispersants and solvents in the colored resin composition. The above upper and lower limits can be combined arbitrarily. For example, A1 ~A 16 Among them, the number of substituents representing fluorine atoms is 1 to 15, preferably 6 to 12, more preferably 7 to 12, and even more preferably 8 to 10.

[0035] From the viewpoint of higher brightness, A 1 ~A 16 It is preferable that at least one of them is a substituent represented by the following general formula (a2) (hereinafter, also referred to as "substituent (a2)").

[0036]

[0037] In the general formula (a2), X is a divalent linking group. The benzene ring in the general formula (a2) may have any substituent. * represents a bond.

[0038] X in the formula (a2) is a divalent linking group. The divalent linking group is not particularly limited. For example, an oxygen atom, a sulfur atom, or a -N(R a1 )- group (R a1 is a hydrogen atom or an aliphatic hydrocarbon group having 1 to 6 carbon atoms.) can be mentioned. From the viewpoint of stability during baking of the phthalocyanine compound (a1), an oxygen atom or a sulfur atom is preferable, and an oxygen atom is more preferable.

[0039] The benzene ring in the formula (a2) may have any substituent. The acceptable substituents are not particularly limited. For example, a halogen atom, an alkyl group, an alkoxy group (-OR A group (however, R A represents an alkyl group.)), an alkoxycarbonyl group (-COOR A group (however, R A represents an alkyl group.)), an aryl group, an aryloxy group (-OR B group (however, R B represents an aryl group.)), an aryloxycarbonyl group (-COOR B group (however, R B represents an aryl group.)). The alkyl group (-R A group) and aryl group (-R BThe group may be further substituted with these substituents. (B) From the viewpoint of affinity with organic solvents and brightness, an alkoxycarbonyl group is preferred, and an ethoxycarbonyl group is more preferred.

[0040] The alkyl groups included in these groups may be linear, branched, or cyclic, and (B) from the viewpoint of affinity with organic solvents, linear is preferred. The number of carbon atoms in the alkyl group is not particularly limited, but is usually 1 or more, preferably 2 or more, preferably 6 or less, more preferably 5 or less, and even more preferably 4 or less. The above upper and lower limits can be arbitrarily combined. For example, the number of carbon atoms in the alkyl group is preferably 1 to 6, more preferably 2 to 5, and even more preferably 2 to 4. If the number of carbon atoms in the alkyl group is above the lower limit, it tends to suppress intermolecular entanglement and aggregation. If the number of carbon atoms in the alkyl group is below the upper limit, (B) affinity with organic solvents improves, and the stability over time tends to improve. Examples of alkyl groups include methyl, ethyl, propyl, butyl, pentyl, and hexyl groups. From the viewpoint of the degree of freedom in suppressing intermolecular entanglement, methyl or ethyl groups are preferred, and ethyl groups are more preferred.

[0041] The aryl groups contained in these groups may be aromatic hydrocarbon ring groups or aromatic heterocyclic groups. The number of carbon atoms in the aryl group is not particularly limited, but is usually 4 or more, preferably 6 or more, preferably 12 or less, more preferably 10 or less, and even more preferably 8 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the aryl group is preferably 4 to 12, more preferably 6 to 10, and even more preferably 6 to 8. If the number of carbon atoms in the aryl group is above the lower limit, a steric repulsion effect is generated, and aggregation in (B) organic solvents tends to be suppressed. If the number of carbon atoms in the aryl group is below the upper limit, affinity with (B) organic solvents can be ensured, and stability over time tends to improve.

[0042] An aromatic hydrocarbon ring group is a monovalent group (residue) obtained by removing one hydrogen atom from an aromatic hydrocarbon ring. The aromatic hydrocarbon ring may be a monocyclic ring or a fused ring. Examples of aromatic hydrocarbon rings include benzene rings, naphthalene rings, anthracene rings, phenanthrene rings, pentalene rings, indene rings, azulene rings, heptalene rings, perylene rings, tetracene rings, pyrene rings, benzpyrene rings, chrysene rings, triphenylene rings, acenaphthene rings, fluorantene rings, and fluorene rings, all of which have one free valency. Examples of aromatic heterocyclic groups and aromatic heterocyclic rings include A 1 ~A 16 The examples given earlier in the explanation are cited.

[0043] When the benzene ring in formula (a2) has any substituent, the number of substitutions is not particularly limited, but from the viewpoint of forming π-π stacking between phthalocyanine compound molecules to improve heat resistance and suppressing the decrease in brightness due to the decomposition of the phthalocyanine compound, it is preferable that there is one substitution for each benzene ring in formula (a2). Furthermore, when the benzene ring in formula (a2) has any substituent, the substitution position may be the ortho-position, the meta-position, or the para-position, but the para-position is preferred from the viewpoint of enabling close-packed stacking.

[0044] If the phthalocyanine compound (a1) has a substituent (a2), (B) from the viewpoint of solubility in organic solvents and brightness, A 1 ~A 4 One or more of them are substituents (a2), A 5 ~A 8 One or more of them are substituents (a2), A 9 ~A 12 One or more of them are substituents (a2), and A 13 ~A 16 Preferably, one or more of them are substituents (a2), A 1 ~A 4 Two or more of these are substituents (a2), A 5 ~A 8 Two or more of these are substituents (a2), A 9 ~A 12Two or more of them are substituents (a2), and A 13 ~A 16 It is more preferable that two or more of them are substituents (a2). In particular, from the viewpoint of the color required by the color filter and (B) affinity with organic solvents, A 2 A 3 A 6 A 7 A 10 A 11 A 14 , and A 15 is a substituent (a2), and A 1 A 4 A 5 A 8 A 9 A 12 A 13 , and A 16 It is particularly preferable that the substituent is a halogen atom. In particular, it is preferable that the benzene ring of substituent (a2) has an alkoxycarbonyl group.

[0045] Examples of phthalocyanine compounds (a1) include the compounds listed below. One phthalocyanine compound (a1) may be used alone, or two or more may be used in combination.

[0046]

[0047]

[0048]

[0049]

[0050]

[0051]

[0052]

[0053]

[0054] A known method can be used to produce the phthalocyanine compound (a1), for example, the method described in Japanese Patent Publication No. 05-345861 can be used.

[0055] [1-1-2] Yellow coloring agent (A) The coloring agent may include a yellow coloring agent. Examples of yellow coloring agents include yellow pigments and yellow dyes. Yellow pigments are particularly preferred. One type of yellow coloring agent may be used alone, or two or more types may be used in combination.

[0056] Examples of yellow pigments include monoazo pigments, disazo pigments, condensed disazo pigments, benzimidazolone pigments, quinoxaline pigments, quinophthalone pigments, isoindolinone pigments, isoindoline pigments, anthraquinone pigments, complex oxide pigments, and metal complex pigments.

[0057] Examples of yellow pigments include C.I. 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, 81, 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, 1 Examples include 57, 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 compounds obtained by inserting another compound (ii) into a 1:1 complex of azobarbituric acid with nickel represented by the following formula (i) or its interchangeable isomer (hereinafter also referred to as "nickel azo complex represented by formula (i)").

[0058]

[0059] Other compounds (ii) include, for example, the compound represented by the following formula (ii).

[0060]

[0061] As yellow pigments, C.I. Pigment Yellow 83, 117, 129, 138, 139, 154, 155, 180, 185, and nickel azo complex represented by formula (i) are preferred from the viewpoint of high brightness and wide color gamut, and C.I. Pigment Yellow 83, 138, 139, 180, 185, and nickel azo complex represented by formula (i) are more preferred. One type of yellow pigment may be used alone, or two or more types may be used in combination.

[0062] The average primary particle size of the yellow pigment is not particularly limited, but is usually 0.2 μm or less, preferably 0.1 μm or less, and more preferably 0.04 μm or less. For micronization of the pigment, methods such as solvent salt milling are suitably used. The average primary particle size of the pigment is the median diameter (D50).

[0063] Examples of yellow dyes include barbiturate azo dyes, pyridone azo dyes, pyrazolone azo dyes, quinophthalone dyes, and cyanine dyes. For example, compounds described in Japanese Patent Publication No. 2010-168531 are included. Among those classified as dyes in the Color Index, examples of C.I. Solvent dyes include C.I. Solvent Yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 79, 82, 94, 98, 99, 162, and 163. Examples of C.I. Acid dyes include C.I. Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 16 Examples include 0, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251 and their derivatives. Examples of C.I. Direct dyes include C.I. Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 136, 138, and 141. Examples of C.I. Mordant dyes include C.I. Mordant Yellow dyes 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, and 65.

[0064] Yellow dyes include C.I. Solvent Yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 162, and C.I. Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251, 23, 25, 29, 34, 40, 42, 72, 76, 99, 111, 112, 114, 116, 163, 243 and their derivatives are preferred.

[0065] From the viewpoint of suppressing dye decomposition during heat firing, C.I. Solvent Yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 79, 82, 94, 98, 99, 162, and 163 are preferred. One type of yellow dye may be used alone, or two or more types may be used in combination. One or more yellow pigments and one or more yellow dyes may also be used in combination.

[0066] [1-1-3] Other Colorants Other colorants may be pigments or dyes. Examples of other colorants include green colorants other than phthalocyanine compound (a1) (hereinafter also referred to as "other green colorants"), orange colorants, blue colorants, and purple colorants. In particular, other green colorants are preferred when the resin composition is used for green pixel applications. Other colorants may be used individually or in combination of two or more.

[0067] Other green colorants include green pigments and green dyes other than phthalocyanine compounds (a1). When using green pigments as other green colorants, the average primary particle size of the green pigment is not particularly limited, but is usually 0.2 μm or less, preferably 0.1 μm or less, and more preferably 0.04 μm or less. For micronization of the pigment, methods such as solvent salt milling are preferably used. One type of green pigment may be used alone, or two or more types may be used in combination.

[0068] When using green dyes as other green colorants, the following green dyes are listed below. Among those classified as dyes in the Color Index, C.I. Solvent dyes include, for example, C.I. Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, and 35. C.I. Acid dyes include, for example, C.I. Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106, and 109. C.I. Mordant dyes include, for example, C.I. Mordant Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, and 53. From the viewpoint of suppressing dye decomposition during heat firing, C.I. Solvent greens 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, and 35 are preferred. The green dye may be used alone or in combination of two or more types.

[0069] [1-1-4] Content Ratio The content ratio of (A) colorant in the resin composition 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, especially preferably 15% by mass or more, particularly preferably 18% by mass or more, and also preferably 60% by mass or less, more preferably 50% by mass or less, even more preferably 45% by mass or less, even more preferably 40% by mass or less, especially preferably 35% by mass or less, and particularly preferably 30% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content ratio of (A) colorant is preferably 1 to 60% by mass, more preferably 5 to 50% by mass, even more preferably 10 to 45% by mass, even more preferably 13 to 40% by mass, especially preferably 15 to 35% by mass, and particularly preferably 18 to 30% by mass. (A) By setting the colorant content above the lower limit, the desired chromaticity and film thickness as a color filter tend to be achieved. (A) By setting the colorant content below the upper limit, the storage stability tends to improve.

[0070] The content of phthalocyanine compound (a1) in the resin composition is not particularly limited, but is preferably 1% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, and preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 35% by mass or less, especially preferably 30% by mass or less, and particularly preferably 25% by mass or less, based on the total mass of the total solids of the resin composition. The above upper and lower limits can be combined arbitrarily. For example, the content of phthalocyanine compound (a1) is preferably 1 to 50% by mass, more preferably 10 to 40% by mass, even more preferably 10 to 35% by mass, especially preferably 15 to 30% by mass, and particularly preferably 15 to 25% by mass. By setting the content of phthalocyanine compound (a1) to or above the lower limit, the phthalocyanine compound (a1) tends to associate efficiently, improving brightness and contrast. By keeping the content of phthalocyanine compound (a1) below the aforementioned upper limit, storage stability tends to improve.

[0071] When a resin composition contains a yellow coloring agent, the proportion of the yellow coloring agent in the resin composition is not particularly limited, but is preferably 1% by mass or more, more preferably 2% by mass or more, even more preferably 3% by mass or more, even more preferably 4% by mass or more, particularly preferably 5% by mass or more, and also preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, even more preferably 20% by mass or less, and particularly preferably 10% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, 1 to 50% by mass is preferred, more preferably 2 to 40% by mass, even more preferably 3 to 30% by mass, even more preferably 4 to 20% by mass, and particularly preferably 5 to 10% by mass. Setting the proportion of the yellow coloring agent above the lower limit tends to result in the desired chromaticity and film thickness as a color filter. Setting the proportion of the yellow coloring agent below the upper limit tends to improve brightness and storage stability.

[0072] When the resin composition contains a yellow coloring agent, the mass-based content ratio of the phthalocyanine compound (a1) to the yellow coloring agent in the resin composition (yellow coloring agent / phthalocyanine compound (a1)) is not particularly limited, but is preferably 0.05 or higher, more preferably 0.1 or higher, even more preferably 0.15 or higher, and also preferably 10 or lower, more preferably 5 or lower, and even more preferably 2 or lower. Setting the mass-based content ratio of the phthalocyanine compound (a1) to the yellow coloring agent to be above the lower limit tends to suppress aggregation of the phthalocyanine compound (a1) and improve storage stability. Setting the mass-based content ratio of the phthalocyanine compound (a1) to the yellow coloring agent to be below the upper limit tends to result in the desired chromaticity and film thickness as a color filter.

[0073] When the resin composition contains other colorants, the content of the other colorants is not particularly limited, but is preferably 1% by mass or more, more preferably 2% by mass or more, even more preferably 3% by mass or more, even more preferably 4% by mass or more, particularly preferably 5% by mass or more, and also preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, even more preferably 20% by mass or less, and particularly preferably 10% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content of the other colorants is preferably 1 to 50% by mass, more preferably 2 to 40% by mass, even more preferably 3 to 30% by mass, especially preferably 4 to 20% by mass, and particularly preferably 5 to 10% by mass. Setting the content of the other colorants above the lower limit tends to result in the desired chromaticity and film thickness as a color filter. Setting the content of the other colorants below the upper limit tends to improve brightness and storage stability.

[0074] [1-2] (B) Organic Solvents (B) Organic solvents have the function of dissolving or dispersing (A) colorants, (C) alkali-soluble resins, (D) photopolymerization initiators, (E) triazine compounds (e1), and (F) optional components in the resin composition, and adjusting the viscosity. (B) Organic solvents are not particularly limited as long as they can dissolve or disperse each component, but examples of organic solvents are listed below.

[0075] 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;

[0076] 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; 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, and propylene glycol Glycol alkyl ether acetates such as methyl 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;

[0077] 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, methylhexyl ketone, methyl nonyl ketone, and methoxymethylpentanone; 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;

[0078] Aromatic hydrocarbons such as benzene, toluene, xylene, and cumene; 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; and nitriles such as acetonitrile and benzonitrile.

[0079] Examples of commercially available organic solvents include Mineral Spirit, 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 Acetate, Methyl Cellosolve Acetate, and Digrime (all trade names). (B) Organic solvents may be used individually or in combination of two or more.

[0080] When forming pixels of a color filter by photolithography, (B) as the organic solvent, it is preferable to use an organic solvent with a boiling point of 100 to 200°C (under a pressure of 1013.25 [hPa]; the same applies to boiling points hereafter), preferably in the range of 120 to 170°C. Glycol alkyl ether acetates are preferred, and propylene glycol monomethyl ether acetate is more preferred, due to their good balance of coatability and surface tension, and the relatively high solubility of the constituent components in the resin composition.

[0081] (B) When the organic solvent contains propylene glycol monomethyl ether acetate, the proportion of propylene glycol monomethyl ether acetate is not particularly limited, but is preferably 10% by mass or more, more preferably 20% by mass or more, even more preferably 40% by mass or more, even more preferably 60% by mass or more, especially preferably 70% by mass or more, even more preferably 80% by mass or more, and particularly preferably 85% by mass or more, and may also be 100% by mass, preferably 99% by mass or less, more preferably 95% by mass or less, even more preferably 90% by mass or less, and particularly preferably 88% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content of propylene glycol monomethyl ether acetate is preferably 10 to 100% by mass, more preferably 20 to 99% by mass, even more preferably 40 to 95% by mass, even more preferably 60 to 95% by mass, especially preferably 70 to 90% by mass, even more preferably 80 to 90% by mass, and particularly preferably 85 to 88% by mass. Setting the content of propylene glycol monomethyl ether acetate above the lower limit tends to reduce viscosity, resulting in a more uniform coating surface and improved contrast. Setting the content of propylene glycol monomethyl ether acetate below the upper limit tends to improve storage stability.

[0082] Glycol alkyl ether acetates may be used alone, but may also be used in combination with organic solvents other than glycol alkyl ether acetates. Glycol monoalkyl ethers are particularly preferred as the organic solvent to be used in combination. Propylene glycol monomethyl ether is preferred from the viewpoint of solubility of the components in the resin composition. Glycol monoalkyl ethers are highly polar, and if the amount added is too large, (A) the colorant, especially the pigment, tends to aggregate, which increases the viscosity of the resin composition obtained later and tends to reduce its storage stability. For this reason, the content of glycol monoalkyl ethers in (B) the organic solvent is preferably 5 to 30% by mass, and more preferably 5 to 20% by mass, relative to the total mass of (B) the organic solvent.

[0083] It is also preferable to use an organic solvent having a boiling point of 150°C or higher (hereinafter also referred to as "high-boiling point organic solvent"). By using a high-boiling point organic solvent in combination, the resin composition becomes less likely to dry, but it has the effect of making it less likely for the interrelationships of the resin composition to be destroyed by rapid drying. The high-boiling point organic solvent may be glycol alkyl ether acetates or glycol alkyl ethers, and in this case, it is not necessary to separately include high-boiling point organic solvents other than glycol alkyl ether acetates and glycol alkyl ethers. Examples of preferred high-boiling point organic solvents 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. The content ratio of the high-boiling point organic solvent is preferably 3 to 50% by mass, more preferably 5 to 40% by mass, and particularly preferably 5 to 30% by mass, based on the total mass of the organic solvent (B). By setting the content of high-boiling point organic solvents to be above the lower limit, it is easier to avoid problems such as colorant components precipitation and solidification at the tip of the slit nozzle, which can cause foreign matter defects. By setting the content of high-boiling point organic solvents to be below the upper limit, it is easier to avoid problems such as poor cycle times in the vacuum drying process due to the slower drying rate of the resin composition, and pin marks from pre-baking.

[0084] When forming pixels of a color filter by the inkjet method, (B) the organic solvent has a boiling point that is usually 130 to 300°C, preferably 150 to 280°C. If the boiling point is above the lower limit, the uniformity of the resulting coating film tends to be good. If the boiling point is below the upper limit, it tends to be easier to reduce residual solvent during firing. From the viewpoint of uniformity of the resulting coating film, the vapor pressure of (B) the organic solvent is usually 10 mmHg or less, preferably 5 mmHg or less, and more preferably 1 mmHg or less.

[0085] In the inkjet method for manufacturing color filters, the ink emitted from the nozzle is very fine, ranging from a few to tens of pL. Therefore, before the ink lands around the nozzle opening or within the pixel bank, the (B) organic solvent tends to evaporate, causing the resin composition to concentrate and dry out. To avoid this, it is preferable that the boiling point of the (B) organic solvent be high. Specifically, it is preferable that the (B) organic solvent contains an organic solvent with a boiling point of 180°C or higher, more preferably 200°C or higher, and particularly preferably 220°C or higher. The content ratio of the organic solvent with a boiling point of 180°C or higher is preferably 50% by mass or more, more preferably 70% by mass or higher, even more preferably 90% by mass or higher, and may also be 100% by mass, relative to the total mass of the (B) organic solvent. By setting the content ratio of the organic solvent with a boiling point of 180°C or higher to the lower limit mentioned above, the effect of preventing evaporation of the (B) organic solvent from the droplets tends to be sufficiently exhibited.

[0086] Examples of organic solvents with a boiling point of 180°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. Furthermore, it is also effective to use organic solvents with a boiling point of less than 180°C in combination to adjust the viscosity of the resin composition and the solubility of the solids. Preferred organic solvents with a boiling point of less than 180°C are those with low viscosity, high solubility, and low surface tension, such as ethers, esters, and ketones, with cyclohexanone, dipropylene glycol dimethyl ether, and cyclohexanol acetate being more preferred.

[0087] (B) If the organic solvent contains alcohols, the ejection stability in the inkjet method may deteriorate. Therefore, the alcohol content is preferably 20% by mass or less, more preferably 10% by mass or less, and even more preferably 5% by mass or less, relative to the total mass of the organic solvent (B).

[0088] The content of (B) organic solvent in the resin composition is not particularly limited, but is preferably 70% by mass or more, more preferably 75% by mass or more, even more preferably 78% by mass or more, and preferably 99% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less, relative to the total mass of the resin composition. The above upper and lower limits can be combined arbitrarily. For example, the content of (B) organic solvent is preferably 70 to 99% by mass, more preferably 75 to 90% by mass, and even more preferably 78 to 85% by mass. Setting the content of (B) organic solvent above the lower limit makes it easier to achieve a viscosity suitable for coating. Setting the content of (B) organic solvent below the upper limit tends to make it easier to form a coating film.

[0089] [1-3] (C) Alkali-soluble resin The resin composition contains (C) an alkali-soluble resin, thereby achieving both film curing by photopolymerization and solubility with a developer. As (C) an alkali-soluble resin, for example, known polymer compounds described in Japanese Patent Publication No. 7-207211, Japanese Patent Publication No. 8-259876, Japanese Patent Publication No. 10-300922, Japanese Patent Publication No. 11-140144, Japanese Patent Publication No. 11-174224, Japanese Patent Publication No. 2000-56118, and Japanese Patent Publication No. 2003-233179 can be used. In particular, the resins shown below are preferably used.

[0090] (C-1): An alkali-soluble 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 radical polymerizable monomer, or by adding a polybasic acid anhydride to at least a portion of the hydroxyl groups produced by the addition reaction (hereinafter also referred to as "resin (C-1)"). (C-2): A linear alkali-soluble resin containing carboxyl groups in the main chain (hereinafter also 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 resin (C-2) (hereinafter also referred to as "resin (C-3)"). (C-4): (meth)acrylic resin (hereinafter also referred to as "resin (C-4)"). (C-5): An epoxy (meth)acrylate resin having carboxyl groups (hereinafter also referred to as "resin (C-5)"). (C) One type of alkali-soluble resin may be used alone, or two or more types may be used in combination.

[0091] (C) Among the alkali-soluble resins mentioned above, resin (C-1) is preferred. Resins (C-2) to (C-5) are not particularly limited as long as they are solubilized to the extent that they can be dissolved in an alkaline developer and the desired developing process can be carried out. Those described in the same section of Japanese Patent Publication No. 2009-025813 can be preferably used.

[0092] [1-3-1] Resin (C-1) Examples of resin (C-1) include "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% epoxy group-containing (meth)acrylate and 10 to 95 mol% of other radical polymerizable monomers, or an alkali-soluble resin obtained by adding a polybasic acid anhydride to 10 to 100 mol% of the hydroxyl groups produced by the addition reaction."

[0093] 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, with glycidyl (meth)acrylate being preferred. One epoxy group-containing (meth)acrylate may be used alone, or two or more may be used in combination.

[0094] As other radical polymerizable monomers copolymerized with epoxy group-containing (meth)acrylates, mono(meth)acrylates having the structure represented by the following general formula (V) are preferred.

[0095]

[0096] In general formula (V), R 91 ~R 98 Each of these is independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. 96 and R 98 , or R 95 and R 97 These may be connected to each other to form a ring. In equation (V), R 96 and R 98 , or R 95 and R 97 The ring formed by the linkage of these elements is preferably a saturated or unsaturated aliphatic ring. The aliphatic ring preferably has 5 to 6 carbon atoms.

[0097] The structure represented by the general formula (V) is preferably one represented by the following formulas (Va), (Vb), or (Vc). By introducing these structures into an alkali-soluble resin, when the resin composition is used for forming a color filter, the heat resistance of the resin composition is improved, and the strength of the pixels formed using the resin composition tends to increase.

[0098]

[0099] The mono(meth)acrylate having the structure represented by the general formula (V) may be used alone or in combination of two or more types. As the mono(meth)acrylate having the structure represented by the general formula (V), various known types can be used as long as they have the said structure, but the mono(meth)acrylate represented by the following general formula (VI) is particularly preferred.

[0100]

[0101] In general formula (VI), R 89 R is a hydrogen atom or a methyl group, 90 This represents the structure expressed by the general formula (V) above.

[0102] When mono(meth)acrylate represented by the general formula (VI) is used as another radical polymerizable monomer copolymerized with epoxy group-containing (meth)acrylate, the content of repeating units derived from the mono(meth)acrylate represented by the general formula (VI) in the copolymer of epoxy group-containing (meth)acrylate and the other radical polymerizable monomer is preferably 5 to 90 mol%, more preferably 10 to 70 mol%, and even more preferably 15 to 50 mol% in the repeating units derived from the other radical polymerizable monomer.

[0103] Other radical polymerizable monomers other than the mono(meth)acrylate represented by the general formula (VI) are not particularly limited. For example, styrene; vinyl aromatics such as α-, o-, m-, p-alkyl, nitro, cyano, amide, and ester derivatives of styrene; dienes such as butadiene, 2,3-dimethylbutadiene, isoprene, and chloroprene; methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, iso-propyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, (meth)acrylate Pentyl acrylate, neopentyl methacrylate, isoamyl methacrylate, hexyl methacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate, dodecyl methacrylate, cyclopentyl methacrylate, cyclohexyl methacrylate, 2-methylcyclohexyl methacrylate, dicyclohexyl methacrylate, isobolonyl methacrylate, adamantyl methacrylate, (meth)acrylic acid esters such as propagyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, anthracenyl (meth)acrylate, anthraninonyl (meth)acrylate, piperonyl (meth)acrylate, salicylic (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-iso-propyl (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 include (meth)acrylamides such as (meth)acrylamide, (meth)acrylate N,N-dimethylamide, (meth)acrylate N,N-diethylamide, (meth)acrylate N,N-dipropylamide, (meth)acrylate N,N-di-iso-propylamide, and (meth)acrylate anthracenylamide; vinyl compounds such as (meth)acrylate 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. Other radical polymerizable monomers may be used individually or in combination of two or more.

[0104] Other radically polymerizable monomers that are preferred from the viewpoint of imparting excellent heat resistance and strength to the resin composition include styrene, benzyl (meth)acrylate, and monomaleimide. The content of repeating units derived from styrene, benzyl (meth)acrylate, or monomaleimide in the repeating units derived from other radically polymerizable monomers contained in the resin (C-1) is preferably 1 to 70 mol%, and more preferably 3 to 50 mol%.

[0105] For copolymerization reactions between epoxy group-containing (meth)acrylates and other radically polymerizable monomers, known solution polymerization methods can be used. The solvent used for solution polymerization is not particularly limited as long as it is inert to radical polymerization; commonly used organic solvents can be used.

[0106] Solvents used in solution polymerization include, 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; acetic acid esters such as dipropylene glycol monoalkyl ether acetates; ethylene glycol dialkyl ethers; methyl carbitol, ethyl carbitol, and butyl carbitol. Examples include diethylene 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. The solvent used in solution polymerization may be used alone or in combination of two or more types.

[0107] The amount of solvent used in solution polymerization is typically 30 to 1000 parts by mass, preferably 50 to 800 parts by mass, per 100 parts by mass of the resulting copolymer. Keeping the amount of solvent within this range tends to facilitate control of the molecular weight of the copolymer.

[0108] Radical polymerization initiators may be used in copolymerization reactions. The radical polymerization initiator is not particularly limited as long as it can initiate radical polymerization; commonly used organic peroxide catalysts and azo compound catalysts can be used.

[0109] Examples of organic peroxide catalysts include those classified as known ketone peroxides, peroxyketals, hydroperoxides, diallyl peroxides, diacyl peroxides, peroxyesters, and peroxydicarbonates. Examples of organic peroxide catalysts include benzoyl peroxide, dicumyl peroxide, diisopropyl peroxide, di-t-butyl peroxide, t-butyl peroxybenzoate, t-hexyl peroxybenzoate, t-butyl peroxy-2-ethylhexanoate, t-hexyl peroxy-2-ethylhexanoate, 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane, and 2,5-dimethyl-2,5-bis(t-butylperoxy)hexyl-3,3-isopropylhydroperoxide. Examples include phosphates, 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.

[0110] Examples of azo compound catalysts include azobisisobutyronitrile and azobiscarbamide.

[0111] As radical polymerization initiators, one or more radical polymerization initiators with appropriate half-lives are used depending on the polymerization temperature. The amount of 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 monomers used in the copolymerization reaction.

[0112] The copolymerization reaction may be carried out by dissolving the monomers and radical polymerization initiators used in the copolymerization reaction in a solvent and raising the temperature while stirring. Alternatively, the monomers to which the radical polymerization initiator has been added may be added dropwise to a heated and stirred solvent. Alternatively, the radical polymerization initiator may be added to the solvent, heated, and then the monomers may be added dropwise. The reaction conditions can be changed according to the target molecular weight.

[0113] A copolymer of epoxy group-containing (meth)acrylate and another radical polymerizable monomer preferably consists of 5 to 90 mol% repeating units derived from the epoxy group-containing (meth)acrylate and 10 to 95 mol% repeating units derived from the other radical polymerizable monomer, more preferably consisting of 20 to 80 mol% repeating units derived from the epoxy group-containing (meth)acrylate and 80 to 20 mol% repeating units derived from the other radical polymerizable monomer, and even more preferably consisting of 30 to 70 mol% repeating units derived from the epoxy group-containing (meth)acrylate and 70 to 30 mol% repeating units derived from the other radical polymerizable monomer. The above percentages are based on a total of 100 mol% of repeating units derived from the epoxy group-containing (meth)acrylate and repeating units derived from the other radical polymerizable monomer.

[0114] By setting the content of repeating units derived from epoxy group-containing (meth)acrylate to above the aforementioned lower limit, the amount of unsaturated monobasic acid or polybasic acid anhydride added, as described later, tends to be sufficient. On the other hand, by setting the content of repeating units derived from other radical polymerizable monomers to above the aforementioned lower limit, the heat resistance and strength tend to be sufficient.

[0115] After the copolymerization reaction, an unsaturated monobasic acid (polymerizable component) is added to at least some of the epoxy groups of the copolymer of the resulting epoxy resin-containing (meth)acrylate with another radical polymerizable monomer. Alternatively, a polybasic anhydride (alkali-soluble component) is reacted with at least some of the hydroxyl groups produced by the addition reaction.

[0116] As the unsaturated monobasic acid to be added to the epoxy group of the copolymer, known unsaturated monobasic acids can be used, for example, unsaturated carboxylic acids having an ethylenically unsaturated double bond. Examples include monocarboxylic acids such as (meth)acrylic acid, crotonic acid, o-, m-, p-vinylbenzoic acid, and (meth)acrylic acid in which the α-position is substituted with a haloalkyl group, alkoxyl group, halogen atom, nitro group, or cyano group, with (meth)acrylic acid being preferred. The unsaturated monobasic acid may be used alone or in combination of two or more.

[0117] Polymerizability can be imparted to the resin (C-1) by adding an unsaturated monobasic acid to the epoxy groups of the copolymer. The unsaturated monobasic acid is typically added in an amount of 10 to 100 mol% of the epoxy groups of the copolymer, preferably 30 to 100 mol%, and more preferably 50 to 100 mol%. Setting the proportion of the unsaturated monobasic acid above the aforementioned lower limit tends to improve the long-term stability of the resin composition. Known methods can be used to add the unsaturated monobasic acid to the epoxy groups of the copolymer.

[0118] As the polybasic acid anhydride to be added to the hydroxyl group formed when an unsaturated monobasic acid is added to the epoxy group of a copolymer, known polybasic acid anhydrides can be used. For example, dibasic acid anhydrides such as maleic anhydride, succinic anhydride, itaconic anhydride, phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, and chloride anhydride; anhydrides of three or more base acids such as trimellitic anhydride, pyromellitic anhydride, benzophenonetetracarboxylic anhydride, and biphenyltetracarboxylic anhydride are examples, with tetrahydrophthalic anhydride and succinic anhydride being preferred. One polybasic acid anhydride may be used alone, or two or more may be used in combination.

[0119] Alkali solubility can be imparted to the resin (C-1) by adding a polybasic acid anhydride to the hydroxyl groups formed by adding an unsaturated monobasic acid to the epoxy groups. The polybasic acid anhydride is usually added to 10 to 100 mol% of the hydroxyl groups of the copolymer, preferably to 20 to 90 mol%, and more preferably to 30 to 80 mol%. Setting the proportion of polybasic acid anhydride below the upper limit tends to result in a good residual film rate during development. Setting the proportion of polybasic acid anhydride above the lower limit tends to result in sufficient solubility. Known methods can be used to add the polybasic acid anhydride to the hydroxyl groups of the copolymer.

[0120] To improve photosensitivity, a portion of the carboxyl groups formed by adding a polybasic acid anhydride may be modified by adding a glycidyl (meth)acrylate and / or a glycidyl ether compound having a polymerizable unsaturated group. Furthermore, to improve developability, a portion of the carboxyl groups formed by adding a polybasic acid anhydride may be modified by adding a glycidyl ether compound without a polymerizable unsaturated group. Additionally, a portion of the carboxyl groups formed by adding a polybasic acid anhydride may be modified by adding a glycidyl (meth)acrylate and / or a glycidyl ether compound having a polymerizable unsaturated group, and a glycidyl ether compound without a polymerizable unsaturated group.

[0121] Examples of glycidyl ether compounds that do not have polymerizable unsaturated groups include glycidyl ether compounds having phenyl groups or alkyl groups. Examples of commercially available products include the product 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.

[0122] Resin (C-1) is described, for example, in Japanese Patent Publication No. Hei 8-297366 and Japanese Patent Publication No. 2001-89533.

[0123] The weight-average molecular weight (Mw) of resin (C-1) measured by GPC in terms of polystyrene is not particularly limited, but is preferably 3,000 to 100,000, and more preferably 5,000 to 50,000. If the weight-average molecular weight (Mw) of resin (C-1) is above the lower limit, it tends to have good heat resistance and film strength. If the weight-average molecular weight (Mw) of resin (C-1) is below the upper limit, it tends to have good solubility in the developer. As a guideline for the molecular weight distribution of resin (C-1), it is preferable that the weight-average molecular weight (Mw) / number-average molecular weight (Mn) is 2.0 to 5.0. The number-average molecular weight (Mn) can be measured by the same method as the weight-average molecular weight (Mw).

[0124] From another perspective, in terms of coating film curability during ultraviolet exposure, (C) among alkali-soluble resins, (c1) acrylic copolymer resins having ethylenically unsaturated groups in the side chains (hereinafter also referred to as "(c1) acrylic copolymer resin") are preferred. The substructure of the (c1) acrylic copolymer resin that includes a side chain having ethylenically unsaturated groups is not particularly limited, but from the viewpoint of achieving both coating film curability during ultraviolet exposure and alkali solubility during alkali development, it is preferable that it has a substructure represented by the following general formula (I).

[0125]

[0126] In general formula (I), R 1 and R 2 Each of these is independently either a hydrogen atom or a methyl group. * represents a bonding bond.

[0127] Among the substructures represented by the above formula (I), the substructure represented by the following general formula (I') is preferred from the viewpoint of sensitivity and alkali developability.

[0128]

[0129] In general formula (I'), R 1 and R 2 Each is independently a hydrogen atom or a methyl group, R X is a hydrogen atom or a polybasic acid residue.

[0130] A polybasic acid residue refers to a monovalent group obtained by removing one OH group from a polybasic acid. 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. 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.

[0131] (c1) When the acrylic copolymer resin has a substructure represented by the general formula (I), the content ratio of the substructure represented by the general formula (I) in the acrylic copolymer resin (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, especially preferably 50 mol% or more, especially preferably 65 mol% or more, and also 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, especially preferably 75 mol% or less, and especially preferably 70 mol% or less. The above upper and lower limits can be combined arbitrarily. For example, the content of the substructure represented by the general formula (I) 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 especially preferably 65 to 70 mol% in the repeating units contained in the (c1) acrylic copolymer resin. Setting the content of the substructure represented by the general formula (I) to be above the lower limit tends to improve the curability of the coating film during ultraviolet exposure. Setting the content of the substructure represented by the general formula (I) to be below the upper limit tends to improve the alkali solubility during alkali development.

[0132] (c1) When the acrylic copolymer resin has a substructure represented by the general formula (I'), the proportion of the substructure represented by the general formula (I') contained in the (c1) acrylic copolymer resin 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, especially preferably 50 mol% or more, particularly preferably 65 mol% or more, and also 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, especially preferably 75 mol% or less, and particularly preferably 70 mol% or less. For example, the content of the substructure represented by the general formula (I') 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 especially preferably 65 to 70 mol% in the repeating units contained in the (c1) acrylic copolymer resin. Setting the content of the substructure represented by the general formula (I') to be above the lower limit tends to improve the curability of the coating film during ultraviolet exposure. Setting the content of the substructure represented by the general formula (I') to be below the upper limit tends to improve the alkali solubility during alkali development.

[0133] (c1) When the acrylic copolymer resin contains a substructure represented by the general formula (I), the other substructures included are not particularly limited, but from the viewpoint of alkaline solubility during alkaline development, it is preferable that it contains a substructure represented by the following general formula (II).

[0134]

[0135] In general formula (II), R 3 R is a hydrogen atom or a methyl group, 4 These are alkyl groups, aromatic ring groups, and alkenyl groups.

[0136] R in equation (II) 4 The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 4The alkyl group in may have substituents. The number of carbon atoms in the alkyl group is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, particularly preferably 8 or more, and also preferably 20 or less, more preferably 18 or less, even more preferably 16 or less, particularly preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 3 to 18, even more preferably 5 to 16, particularly preferably 8 to 14, and particularly preferably 8 to 12. If the number of carbon atoms in the alkyl group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the alkyl group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. 4 The alkyl group in is preferably a linear alkyl group having 1 to 20 carbon atoms, or a branched or cyclic alkyl group having 3 to 20 carbon atoms.

[0137] Examples of alkyl groups include methyl, ethyl, cyclohexyl, dicyclopentanyl, and dodecanyl groups. From the viewpoint of developability, dicyclopentanyl and dodecanyl groups are preferred, and dicyclopentanyl groups are more preferred. Examples of substituents that alkyl groups may have include methoxy, ethoxy, chloro, bromo, fluoro, hydroxyl, amino, epoxy, oligoethylene glycol, phenyl, carboxyl, acryloyl, and methacryloyl groups. If substituents are present, hydroxyl and oligoethylene glycol groups are preferred from the viewpoint of developability.

[0138] R in equation (II) 4The aromatic ring group in the formula may have substituents. The aromatic ring group is a monovalent group (residue) obtained by removing one hydrogen atom from an aromatic ring. The aromatic ring group may be a monoring or a fused ring. The number of carbon atoms in the aromatic ring group is preferably 6 or more, preferably 24 or less, more preferably 22 or less, even more preferably 20 or less, and particularly preferably 18 or less. If the number of carbon atoms in the aromatic ring group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the aromatic ring group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve.

[0139] Examples of aromatic ring groups include monovalent aromatic hydrocarbon ring groups and monovalent aromatic heterocyclic ring groups. A monovalent aromatic hydrocarbon ring group is a monovalent group (residue) obtained by removing one hydrogen atom from a monovalent aromatic hydrocarbon ring. The aromatic hydrocarbon ring may be a monocyclic ring or a fused ring. Examples of aromatic hydrocarbon rings include A in the general formula (a1) above. 1 ~A 16 The aromatic hydrocarbon rings mentioned earlier are cited as an example in the explanation.

[0140] A monovalent aromatic heterocyclic group is a monovalent group (residue) obtained by removing one hydrogen atom from a monovalent aromatic heterocyclic ring. The aromatic heterocyclic ring may be a monocyclic ring or a fused ring. As an aromatic heterocyclic ring, A in the general formula (a1) above is... 1 ~A 16 In the explanation, the aromatic heterocycles mentioned earlier can be cited as an example.

[0141] From the viewpoint of developability, phenyl groups and naphthyl groups are preferred as aromatic ring groups, with phenyl groups being more preferred. Examples of substituents that the aromatic ring group may have include methyl groups, ethyl groups, propyl groups, methoxy groups, ethoxy groups, chloro groups, bromo groups, fluoro groups, hydroxyl groups, amino groups, epoxy groups, oligoethylene glycol groups, phenyl groups, and carboxyl groups. If substituents are present, hydroxyl groups and oligoethylene glycol groups are preferred from the viewpoint of developability.

[0142] R in equation (II) 4The alkenyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 4 The alkenyl group in may have substituents. The number of carbon atoms in the alkenyl group is preferably 2 or more, preferably 22 or less, more preferably 20 or less, even more preferably 18 or less, especially preferably 16 or less, and particularly preferably 14 or less. If the number of carbon atoms in the alkenyl group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the alkenyl group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. R 4 The alkenyl group in this is preferably a linear alkenyl group having 2 to 22 carbon atoms, or a branched or cyclic alkenyl group having 3 to 22 carbon atoms.

[0143] Examples of alkenyl groups include vinyl, allyl, 2-propen-2-yl, 2-buten-1-yl, 3-buten-1-yl, 2-penten-1-yl, 3-penten-2-yl, hexenyl, cyclobutenyl, cyclopentenyl, and cyclohexenyl. From the viewpoint of developability, vinyl and allyl groups are preferred, and vinyl groups are more preferred. Examples of substituents that the alkenyl group may have include methoxy, ethoxy, chloro, bromo, fluoro, amino, epoxy, oligoethylene glycol, phenyl, and carboxyl groups. If substituents are present, oligoethylene glycol is preferred from the viewpoint of developability.

[0144] R in equation (II) 4 From the viewpoint of developability and film strength, alkyl groups or alkenyl groups are preferred, and alkyl groups are more preferred.

[0145] (c1) When the acrylic copolymer resin has a partial structure represented by the general formula (II), the content ratio of the partial structure represented by the general formula (II) contained in the (c1) acrylic copolymer resin is not particularly limited. Among the repeating units contained in the (c1) acrylic copolymer resin, 1 mol% or more is preferable, 5 mol% or more is more preferable, 10 mol% or more is further preferable, 20 mol% or more is particularly preferable. Also, 70 mol% or less is preferable, 60 mol% or less is more preferable, 50 mol% or less is further preferable, 40 mol% or less is particularly preferable. The above upper and lower limits can be arbitrarily combined. For example, the content ratio of the partial structure represented by the general formula (II) is preferably 1 to 70 mol%, more preferably 5 to 60 mol%, further preferably 10 to 50 mol%, particularly preferably 20 to 40 mol% among the repeating units contained in the (c1) acrylic copolymer resin. By setting the content ratio of the partial structure represented by the general formula (II) to be not less than the lower limit value, the alkali solubility tends to improve. By setting the content ratio of the partial structure represented by the general formula (II) to be not more than the upper limit value, the storage stability of the resin composition tends to improve.

[0146] (c1) When the acrylic copolymer resin contains a partial structure represented by the general formula (I), as another partial structure contained, from the viewpoint of the alkali solubility of the phthalocyanine compound (a1) by improving the affinity between the phthalocyanine compound (a1) and the (c1) acrylic copolymer resin, it is preferable to contain a partial structure represented by the following general formula (III).

[0147]

[0148] In the general formula (III), R 5 is a hydrogen atom or a methyl group, and R 6 is an alkyl group, an alkenyl group, an alkynyl group, a hydroxyl group, a carboxy group, a halogen atom, an alkoxy group, a thiol group or an alkyl sulfide group, and t is an integer of 0 to 5.

[0149] In the formula (III), the alkyl group in R 6 may be linear, and when the carbon number is 3 or more, it may be branched or cyclic. Also, R 6The alkyl group in may have substituents. The number of carbon atoms in the alkyl group is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, particularly preferably 8 or more, and also preferably 20 or less, more preferably 18 or less, even more preferably 16 or less, particularly preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 3 to 18, even more preferably 5 to 16, particularly preferably 8 to 14, and particularly preferably 8 to 12. If the number of carbon atoms in the alkyl group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the alkyl group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. 6 The alkyl group in is preferably a linear alkyl group having 1 to 20 carbon atoms, or a branched or cyclic alkyl group having 3 to 20 carbon atoms.

[0150] The alkyl group and the substituents that the alkyl group may have are, respectively, R in the general formula (II). 4 Examples of alkyl groups and substituents are given in the description above. In particular, from the viewpoint of developability, dicyclopentanyl groups and dodecanyl groups are preferred as alkyl groups, with dicyclopentanyl groups being more preferred. Also, from the viewpoint of developability, if substituents are present, hydroxyl groups and oligoethylene glycol groups are preferred.

[0151] R in equation (III) 6 The alkenyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 4 The alkenyl group in may have substituents. The number of carbon atoms in the alkenyl group is preferably 2 or more, preferably 22 or less, more preferably 20 or less, even more preferably 18 or less, especially preferably 16 or less, and particularly preferably 14 or less. If the number of carbon atoms in the alkenyl group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the alkenyl group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. R 6The alkenyl group in [description] is preferably a linear alkyl group having 2 to 22 carbon atoms, a branched or cyclic alkyl group having 3 to 22 carbon atoms.

[0152] The alkenyl group and the substituent that the alkenyl group may have are each R in the general formula (II) 4 The alkenyl group and the substituent exemplified above in the description of R can be mentioned. In particular, from the viewpoint of the exposure sensitivity during ultraviolet exposure, as the alkenyl group, a vinyl group or an allyl group is preferable, and a vinyl group is more preferable. Further, from the viewpoint of developability, when having a substituent, an oligoethylene glycol group is preferable.

[0153] R in the formula (III) 6 The alkynyl group in may be linear, and when the number of carbon atoms is 4 or more, it may be branched or cyclic. Further, the alkynyl group in R may have a substituent. The number of carbon atoms of the alkynyl group is preferably 2 or more, and preferably 22 or less, more preferably 20 or less, further preferably 18 or less, still further preferably 16 or less, and particularly preferably 14 or less. If the number of carbon atoms of the alkynyl group is at least the above lower limit value, the lipophilicity is improved, and the solubility in the (B) organic solvent tends to be improved. If the number of carbon atoms of the alkynyl group is at most the above upper limit value, the hydrophilicity is improved, and the alkali solubility tends to be improved. The alkynyl group in R is preferably a linear alkynyl group having 2 to 22 carbon atoms, a branched or cyclic alkynyl group having 4 to 22 carbon atoms. 6 6 The alkynyl group in may be linear, and when the number of carbon atoms is 4 or more, it may be branched or cyclic. Further, the alkynyl group in R may have a substituent. The number of carbon atoms of the alkynyl group is preferably 2 or more, and preferably 22 or less, more preferably 20 or less, further preferably 18 or less, still further preferably 16 or less, and particularly preferably 14 or less. If the number of carbon atoms of the alkynyl group is at least the above lower limit value, the lipophilicity is improved, and the solubility in the (B) organic solvent tends to be improved. If the number of carbon atoms of the alkynyl group is at most the above upper limit value, the hydrophilicity is improved, and the alkali solubility tends to be improved. The alkynyl group in R is preferably a linear alkynyl group having 2 to 22 carbon atoms, a branched or cyclic alkynyl group having 4 to 22 carbon atoms.

[0154] 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. 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 hydroxyl group, an amino group, an epoxy group, an oligoethylene glycol group, a phenyl group, a carboxy group, etc. When having a substituent, from the viewpoint of developability, an oligoethylene glycol group is preferable.

[0155] R in equation (III) 6 Examples of halogen atoms in this compound include fluorine, chlorine, bromine, and iodine atoms. From the viewpoint of storage stability of the acrylic copolymer resin, fluorine atoms are preferred.

[0156] R in equation (III) 6 The alkoxy group in may be linear, branched if it has three or more carbon atoms, or cyclic. 6 The alkoxy group in may have substituents. The number of carbon atoms in the alkoxy group is preferably 1 or more, 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. If the number of carbon atoms in the alkoxy group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the alkoxy group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. R 6 The alkoxy group in this is preferably a linear alkoxy group having 1 to 20 carbon atoms, or a branched or cyclic alkoxy group having 3 to 20 carbon atoms.

[0157] Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, and isobutoxy groups. Examples of substituents that the alkoxy group may have include methoxy, ethoxy, chloro, bromo, fluoro, hydroxyl, amino, epoxy, oligoethylene glycol, phenyl, carboxyl, acryloyl, and methacryloyl groups. If substituents are present, hydroxyl and oligoethylene glycol groups are preferred from the viewpoint of developability.

[0158] R in equation (III) 6 The alkyl sulfide group in may be linear, branched if it has three or more carbon atoms, or cyclic. 6The alkyl sulfide group in may have substituents. If the alkyl sulfide group has substituents, the alkyl group in the alkyl sulfide group has substituents. The number of carbon atoms in the alkyl sulfide group is preferably 1 or more, 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. If the number of carbon atoms in the alkyl sulfide group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the alkyl sulfide group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. R 6 The alkyl sulfide group in this specification is preferably a linear alkyl sulfide group having 1 to 20 carbon atoms, or a branched or cyclic alkyl sulfide group having 3 to 20 carbon atoms. In this specification, the number of carbon atoms in an alkyl sulfide group refers to the number of carbon atoms per alkyl group in the alkyl sulfide group. That is, for example, an alkyl sulfide group having 1 carbon atom means a group in which an alkyl group (methyl group) having 1 carbon atom is bonded to a sulfur atom.

[0159] 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. Examples of substituents that alkyl sulfide groups may have include methoxy, ethoxy, chloro, bromo, fluoro, hydroxyl, amino, epoxy, oligoethylene glycol, phenyl, carboxyl, acryloyl, and methacryloyl groups. If substituents are present, hydroxyl and oligoethylene glycol groups are preferred from the viewpoint of developability.

[0160] R in equation (III) 6 From the viewpoint of developability, a hydroxyl group or a carboxyl group is preferred, and a carboxyl group is more preferred.

[0161] In formula (III) above, t is an integer from 0 to 5, but from the viewpoint of ease of manufacture, it is preferable that t is 0.

[0162] When the (c1) acrylic copolymer resin has a substructure represented by the general formula (III), the content of the substructure represented by the general formula (III) in the (c1) acrylic copolymer resin 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 also 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. The above upper and lower limits can be combined arbitrarily. For example, the content of the substructure represented by the general formula (III) 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% in the repeating units contained in the (c1) acrylic copolymer resin. By setting the content of the substructure represented by the general formula (III) to be above the lower limit, the affinity between the phthalocyanine compound (a1) and the (c1) acrylic copolymer resin tends to improve, and the alkali solubility tends to improve. By keeping the content of the substructure represented by the general formula (III) below the upper limit, the content of other substructures increases, and alkali solubility tends to improve.

[0163] (c1) When the acrylic copolymer resin contains a substructure represented by the general formula (I), it is preferable that, from the viewpoint of developability, the other substructures included are a substructure represented by the following general formula (IV).

[0164]

[0165] In general formula (IV), R 7 This is either a hydrogen atom or a methyl group.

[0166] (c1) When the acrylic copolymer resin has a substructure represented by the general formula (IV), the content of the substructure represented by the general formula (IV) in the acrylic copolymer resin (c1) 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 also preferably 80 mol% or less, more preferably 70 mol% or less, and even more preferably 60 mol or less. The above upper and lower limits can be arbitrarily combined. For example, the content of the substructure represented by the general formula (IV) in the repeating units contained in the acrylic copolymer resin (c1) is preferably 5 to 80 mol%, more preferably 10 to 70 mol%, and even more preferably 20 to 60 mol%. Setting the content of the substructure represented by the general formula (IV) to be above the lower limit tends to improve alkali solubility. Setting the content of the substructure represented by the general formula (IV) to be below the upper limit tends to improve the storage stability of the resin composition.

[0167] [1-3-2] Physical properties (C) The acid value of the alkali-soluble resin is not particularly limited, but is preferably 10 mg KOH / g or more, more preferably 30 mg KOH / g or more, even more preferably 40 mg KOH / g or more, even more preferably 50 mg KOH / g or more, particularly preferably 60 mg KOH / g or more, and also preferably 300 mg KOH / g or less, more preferably 250 mg KOH / g or less, even more preferably 200 mg KOH / g or less, and even more preferably 150 mg KOH / g or less. The above upper and lower limits can be combined arbitrarily. For example, the acid value of (C) the alkali-soluble resin is preferably 10 to 300 mg KOH / g, more preferably 30 to 250 mg KOH / g, even more preferably 40 to 200 mg KOH / g, especially preferably 50 to 150 mg KOH / g, and particularly preferably 60 to 150 mg KOH / g. (C) If the acid value of the alkali-soluble resin is above the lower limit, the alkali solubility tends to improve. (C) If the acid value of the alkali-soluble resin is below the upper limit, the storage stability of the resin composition tends to improve.

[0168] (C) The weight-average molecular weight (Mw) of the alkali-soluble resin 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, especially preferably 7000 or more, particularly preferably 8000 or more, and also usually 30000 or less, preferably 20000 or less, more preferably 15000 or less, and even more preferably 10000 or less. The above upper and lower limits can be combined arbitrarily. For example, (C) the weight-average molecular weight (Mw) of the alkali-soluble resin is usually 1000 to 30000, preferably 2000 to 20000, more preferably 4000 to 15000, even more preferably 6000 to 15000, especially preferably 7000 to 10000, and particularly preferably 8000 to 10000. (C) If the weight-average molecular weight (Mw) of the alkali-soluble resin is above the lower limit, the heat resistance and coating hardening properties tend to improve. (C) If the weight-average molecular weight (Mw) of the alkali-soluble resin is below the upper limit, the alkali solubility tends to improve.

[0169] [1-3-3] Content Ratio The content ratio of (C) alkali-soluble resin in the resin composition is not particularly limited, but is usually 1% by mass or more, preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 20% by mass or more, even more preferably 25% by mass or more, particularly preferably 30% by mass or more, and usually 80% by mass or less, preferably 70% by mass or less, more preferably 60% by mass or less, and even more preferably 50% by mass or less. The above upper and lower limits can be arbitrarily combined. For example, the content ratio of (C) alkali-soluble resin is usually 1 to 80% by mass, preferably 5 to 70% by mass, more preferably 10 to 60% by mass, even more preferably 20 to 60% by mass, even more preferably 25 to 50% by mass, and particularly preferably 30 to 50% by mass. By setting the content ratio of (C) alkali-soluble resin to be above the lower limit, a strong film can be obtained and adhesion to the substrate tends to be excellent. (C) By keeping the content of alkali-soluble resin below the upper limit, the penetration of the developer into the exposed area is low, and deterioration of the surface smoothness and sensitivity of the pixels tends to be suppressed.

[0170] [1-4] (D) Photopolymerization initiator The resin composition contains (D) photopolymerization initiator, thereby enabling film curing by photopolymerization. (D) Photopolymerization initiator can also be used as a mixture (photopolymerization initiation system) with an accelerator (chain transfer agent) and an additive such as a sensitizing dye, which may be added as needed. The photopolymerization initiation system is a component that directly absorbs light or is photosensitized to undergo a decomposition reaction or hydrogen abstraction reaction, generating polymerization-active radicals.

[0171] (D) Examples of photopolymerization initiators include metallocene compounds containing titanocene compounds as described in Japanese Patent Publication No. 59-152396 and Japanese Patent Publication No. 61-151197, radical activators such as hexaarylbiimidazole 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 as described in Japanese Patent Publication No. 10-39503, α-aminoalkylphenone compounds, and oxime ester initiators as described in Japanese Patent Publication No. 2000-80068. (D) One type of photopolymerization initiator may be used alone, or two or more types may be used in combination.

[0172] (D) Examples of photopolymerization initiators are listed below: Halomethylated triazine derivatives such as 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;

[0173] Halomethylated oxadiazole derivatives such as 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, 2-trichloromethyl-5-furyl-1,3,4-oxadiazole; 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) Imidazole derivatives such as (nyl)-4,5-diphenylimidazole dimer and (4'-methoxyphenyl)-4,5-diphenylimidazole dimer; benzoin alkyl ethers such as benzoin methyl ether, benzoin phenyl ether, benzoin isobutyl ether, and benzoin isopropyl ether; anthraquinone derivatives such as 2-methylanthraquinone, 2-ethylanthraquinone, 2-t-butylanthraquinone, and 1-chloroanthraquinone;

[0174] Benzophenone derivatives such as benzophenone, Michlaz ketone, 2-methylbenzophenone, 3-methylbenzophenone, 4-methylbenzophenone, 2-chlorobenzophenone, 4-bromobenzophenone, and 2-carboxybenzophenone; acetophenone derivatives such as 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxyacetophenone, 1-hydroxycyclohexylphenyl ketone, α-hydroxy-2-methylphenylpropanone, 1-hydroxy-1-methylethyl-(p-isopropylphenyl) ketone, 1-hydroxy-1-(p-dodecylphenyl) ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, and 1,1,1-trichloromethyl(p-butylphenyl) ketone; Thioxanthone derivatives such as thioxanthone, 2-ethylthioxanthone, 2-isopropylthioxanthone, 2-chlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, and 2,4-diisopropylthioxanthone;

[0175] Benzoic acid ester derivatives such as ethyl p-dimethylaminobenzoate and ethyl p-diethylaminobenzoate; acridine derivatives such as 9-phenylacridine and 9-(p-methoxyphenyl)acridine; phenazine derivatives such as 9,10-dimethylbenzphenazine; anthrone derivatives such as benzanthrone; dicyclopentadienyl-Ti-dichloride, dicyclopentadienyl-Ti-bis-phenyl, dicyclopentadienyl-Ti-bis-2,3,4,5,6-pentafluorophenyl, dicyclopentadienyl-Ti-bis-2,3 Titanocene derivatives such as 5,6-tetrafluorophenyl, dicyclopentadienyl-Ti-bis-2,4,6-trifluorophenyl, dicyclopentadienyl-Ti-2,6-difluorophenyl, dicyclopentadienyl-Ti-2,4-difluorophenyl, dimethylcyclopentadienyl-Ti-bis-2,3,4,5,6-pentafluorophenyl, dimethylcyclopentadienyl-Ti-bis-2,6-difluorophenyl, and dicyclopentadienyl-Ti-2,6-difluoro-3-(pyrrole-1-yl)-phenyl;

[0176] 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-dimethylaminoethylbenzoate, 4-dimethylaminoisoamylbenzoate, 4-diethylaminoacetophenone, 4-dimethylaminopropiophenone, 2-ethylhexyl-1,4-dimethylaminoben Alpha-aminoalkylphenone compounds such as zoate, 2,5-bis(4-diethylaminobenzal)cyclohexanone, 7-diethylamino-3-(4-diethylaminobenzoyl)coumarin, and 4-(diethylamino)chalcone; oxime ester compounds such as 1,2-octanedione-1-[4-(phenylthio)phenyl]-2-(O-benzoyloxime)ethanone and 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-1-(O-acetyloxime).

[0177] From the viewpoint of sensitivity and surface properties, (D) oxime ester compounds are preferred as photopolymerization initiators. Oxime ester compounds have structures that absorb ultraviolet light, transmit light energy, and generate radicals, so they are highly sensitive even in small amounts and are stable against thermal reactions, making it possible to design highly sensitive photosensitive resin compositions with small amounts. In particular, from the viewpoint of light absorption for the i-line (365 nm) of the exposure light source, oxime ester compounds having a carbazole ring, which may have substituents, are preferred.

[0178] Examples of oxime ester compounds include those represented by the following general formula (d1).

[0179]

[0180] In general formula (d1), R 21a R is a hydrogen atom, an alkyl group, or an aromatic ring group. 21b R is any substituent containing an aromatic ring or a heteroaromatic ring. 22a This is an alkanoyl group or an allyl group.

[0181] R in formula (d1) 21a The alkyl group in 21a may be linear, branched or cyclic when the number of carbon atoms is 3 or more. Further, the alkyl group in R 21a may have a substituent. The number of carbon atoms of the alkyl group is usually 1 or more, preferably 2 or more, usually 20 or less, preferably 15 or less, more preferably 10 or less, and still more preferably 5 or less. The above upper and lower limits can be arbitrarily combined. For example, the number of carbon atoms of the alkyl group is usually 1 to 20, preferably 1 to 15, more preferably 2 to 10, and still more preferably 2 to 5. The alkyl group in R 21a is preferably a linear alkyl group having 1 to 20 carbon atoms, a branched or cyclic alkyl group having 3 to 20 carbon atoms.

[0182] Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a cyclopentylethyl group, and a propyl group. Examples of the substituent that the alkyl group may have include an aromatic ring group, a hydroxyl group, a carboxy group, a halogen atom, an amino group, an amide group, a 4-(2-methoxy-1-methyl)ethoxy-2-methylphenyl group, and an N-acetyl-N-acetoxyamino group. From the viewpoint of ease of synthesis, it is preferable that the alkyl group does not have a substituent.

[0183] R in formula (d1) 21a The aromatic ring group in 21a may have a substituent. The aromatic ring group may be a monocyclic ring or a condensed ring. The number of carbon atoms of the aromatic ring group is preferably 5 or more, preferably 30 or less, more preferably 20 or less, still more preferably 12 or less, and particularly preferably 8 or less. When the number of carbon atoms of the aromatic ring group is not less than the lower limit value, the lipophilicity is improved and the solubility in (B) the organic solvent tends to be improved. When the number of carbon atoms of the aromatic ring group is not more than the upper limit value, the developability tends to be improved.

[0184] Examples of aromatic ring groups include monovalent aromatic hydrocarbon ring groups and monovalent aromatic heterocyclic ring groups. Aromatic hydrocarbon rings and aromatic heterocyclic rings may each be monocyclic or fused rings. Examples of aromatic hydrocarbon rings include A in the general formula (a1). 1 ~A 16 In the explanation, the aromatic hydrocarbon rings exemplified earlier can be cited. As an aromatic heterocycle, A in the general formula (a1) is 1 ~A 16 In the explanation, the aromatic heterocycles mentioned earlier can be cited as an example.

[0185] From the viewpoint of developability, phenyl groups, naphthyl groups, and fluorenyl groups are preferred as aromatic ring groups, and phenyl groups and fluorenyl groups are more preferred. Examples of substituents that the aromatic ring group may have include hydroxyl groups, optionally substituted alkyl groups, optionally substituted alkoxy groups, carboxyl groups, halogen atoms, amino groups, amide groups, and alkyl groups. If substituents are present, from the viewpoint of developability, hydroxyl groups and carboxyl groups are preferred, and carboxyl groups are more preferred. Examples of substituents in optionally substituted alkyl groups and optionally substituted alkoxy groups include hydroxyl groups, alkoxy groups, halogen atoms, and nitro groups.

[0186] R in equation (d1) 21a From the viewpoint of developability, alkyl groups which may have substituents are preferred, unsubstituted alkyl groups are more preferred, and methyl groups are even more preferred.

[0187] R in equation (d1) 21b (B) is any substituent containing an aromatic ring or heteroaromatic ring, and from the viewpoint of solubility in organic solvents and sensitivity to exposure, preferably a substituted carbazolyl group, a substituted thioxanthonyl group, a substituted diphenyl sulfide group, or a substituted fluorenyl group, or a group formed by linking these groups with a carbonyl group. From the viewpoint of light absorption for the i-line (365 nm) of the exposure light source, a substituted carbazolyl group, or a group formed by linking a substituted carbazolyl group with a carbonyl group, is preferred.

[0188] R in equation (d1) 22a The alkanoyl group in may have substituents. The number of carbon atoms in the alkanoyl group is not particularly limited, but (B) from the viewpoint of solubility and sensitivity to organic solvents, it is usually 2 or more, preferably 3 or more, and usually 20 or less, preferably 15 or less, more preferably 10 or less, and even more preferably 5 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkanoyl group is usually 2 to 20, preferably 2 to 15, more preferably 3 to 10, and even more preferably 3 to 5.

[0189] Examples of alkanoyl groups include acetyl groups, propanoyl groups, and butanoyl groups. Examples of substituents that the alkanoyl group may have include aromatic ring groups, hydroxyl groups, carboxyl groups, halogen atoms, amino groups, and amide groups. From the viewpoint of ease of synthesis, it is preferable that the alkanoyl group has no substituents.

[0190] R in equation (d1) 22a The allyroyl group in may have substituents. The number of carbon atoms in the allyroyl group is not particularly limited, but (B) from the viewpoint of solubility and sensitivity to organic solvents, it is usually 7 or more, preferably 8 or more, and usually 20 or less, preferably 15 or less, and more preferably 10 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the allyroyl group is usually 7 to 20, preferably 7 to 15, and more preferably 8 to 10.

[0191] Examples of allyroyl groups include benzoyl groups and naphthoyl groups. Examples of substituents that the allyroyl group may have include hydroxyl groups, carboxyl groups, halogen atoms, amino groups, amide groups, and alkyl groups. From the viewpoint of ease of synthesis, it is preferable that the allyroyl group does not have substituents.

[0192] Among the compounds represented by the general formula (d1), compounds represented by the following general formulas (d2) or (d3) are preferred from the viewpoint of light absorption for the i-line (365 nm) of the exposure light source.

[0193]

[0194] In general formula (d2) and general formula (d3), R 21a and R 22a Each of these is R in the general formula (d1) 21a and R 22a It is synonymous with R 23a R is an alkyl group, 24a The group is an alkyl group, an allyroyl group, a heteroallyroyl group, or a nitro group. The benzene ring constituting the carbazole ring may be further condensed with an aromatic ring to form a polycyclic aromatic ring.

[0195] R in equations (d2) and (d3) 23a and R 24a The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 23a and R 24a The alkyl group in R may or may not have substituents. The number of carbon atoms in the alkyl group is usually 1 or more, preferably 2 or more, and usually 20 or less, preferably 15 or less, more preferably 10 or less, and even more preferably 5 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is usually 1 to 20, preferably 1 to 15, more preferably 2 to 10, and even more preferably 2 to 5. 23a and R 24a The alkyl group in is preferably a linear alkyl group having 1 to 20 carbon atoms, or a branched or cyclic alkyl group having 3 to 20 carbon atoms.

[0196] Examples of alkyl groups include methyl, ethyl, propyl, butyl, and cyclohexyl groups. Examples of substituents that alkyl groups may have include carbonyl, carboxyl, hydroxyl, phenyl, benzyl, cyclohexyl, and nitro groups. From the viewpoint of ease of synthesis, it is preferable that alkyl groups do not have substituents.

[0197] R in equations (d2) and (d3) 24a The allyroyl group in may have substituents. The number of carbon atoms in the allyroyl group is not particularly limited, but (B) from the viewpoint of solubility and sensitivity to organic solvents, it is usually 7 or more, preferably 8 or more, more preferably 9 or more, and usually 20 or less, preferably 15 or less, and more preferably 10 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the allyroyl group is usually 7 to 20, preferably 8 to 15, and more preferably 9 to 10.

[0198] Examples of alliroyl groups include benzoyl groups and naphthoyl groups. Examples of substituents that the alliroyl group may have include alkyl groups, carbonyl groups, carboxyl groups, hydroxyl groups, phenyl groups, benzyl groups, cyclohexyl groups, and nitro groups. When the alliroyl group has substituents, alkyl groups are preferred from the viewpoint of ease of synthesis, and ethyl groups are more preferred.

[0199] R in equations (d2) and (d3) 24a The heteroallyloyl group in the above may have substituents. The number of carbon atoms in the heteroallyloyl group is not particularly limited, but (B) from the viewpoint of solubility and sensitivity to organic solvents, it is usually 7 or more, preferably 8 or more, more preferably 9 or more, and usually 20 or less, preferably 15 or less, and more preferably 10 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the heteroallyloyl group is usually 7 to 20, preferably 8 to 15, and more preferably 9 to 10.

[0200] Examples of heteroaryloyl groups include fluorobenzoyl, chlorobenzoyl, bromobenzoyl, fluoronaphthoyl, chloronaphthoyl, and bromonaphthoyl groups. Examples of substituents that the heteroaryloyl group may have include alkyl groups, carbonyl groups, carboxyl groups, hydroxyl groups, phenyl groups, benzyl groups, cyclohexyl groups, and nitro groups. From the viewpoint of ease of synthesis, it is preferable that the heteroaryloyl group does not have substituents.

[0201] R in equations (d2) and (d3) 23a From the viewpoint of solubility in the solvent and ease of synthesis, R is preferably an optionally substituted alkyl group, more preferably an unsubstituted alkyl group, and even more preferably an ethyl group. 24a From the viewpoint of solubility in the solvent and ease of synthesis, it is preferably an alkyl group which may have substituents, more preferably an unsubstituted alkyl group, and even more preferably an ethyl group.

[0202] Examples of commercially available oxime ester compounds include the trade names "OXE-02" and "OXE-03" from BASF; "TR-PBG-304" and "TR-PBG-314" from Changzhou Strong Electronic New Materials Co., Ltd.; and "N-1919," "NCI-930," and "NCI-831" from ADEKA Corporation.

[0203] Examples of oxime ester compounds include, but are not limited to, the following compounds. Oxime ester compounds may be used individually or in combination of two or more.

[0204]

[0205]

[0206]

[0207] (D) In ​​addition to the photopolymerization initiator, a chain transfer agent may be used in combination. A chain transfer agent is a compound that has the function of receiving the generated radical and transferring the received radical to another compound. The chain transfer agent is not limited to compounds that have the above function, and examples include mercapto group-containing compounds and carbon tetrachloride. Mercapto group-containing compounds are more preferred because they tend to have a high chain transfer effect. This is thought to be because the small S-H bond energy makes bond cleavage more likely, and hydrogen abstraction reactions and chain transfer reactions are more likely to occur. This is effective in improving sensitivity and surface hardening properties.

[0208] Examples of mercapto group-containing compounds include aromatic ring-containing mercapto group-containing compounds 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, trimethylolpropanetris(3-mercaptopropionate), and trimethylolpropanetri Examples of aliphatic mercapto group-containing compounds include sthioglycolates, 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.

[0209] Preferred mercapto group-containing compounds having an aromatic ring include 2-mercaptobenzothiazole and 2-mercaptobenzimidazole. Preferred aliphatic mercapto group-containing compounds include 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.

[0210] From the standpoint of sensitivity, aliphatic mercapto group-containing compounds are preferred, with 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 being preferred, and pentaerythritol tetrakis(3-mercaptopropionate) and pentaerythritol tetrakis(3-mercaptobutyrate) being more preferred. The chain transfer agent may be used alone or in combination of two or more.

[0211] The content of (D) photopolymerization initiator in the resin composition is not particularly limited, but is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, even more preferably 1% by mass or more, especially preferably 2% by mass or more, particularly preferably 3% by mass or more, and also preferably 15% by mass or less, more preferably 10% by mass or less, even more preferably 8% by mass or less, and particularly preferably 6% by mass or less. The above upper and lower limits can be arbitrarily combined. For example, the content of (D) photopolymerization initiator is preferably 0.1 to 15% by mass, more preferably 0.5 to 10% by mass, even more preferably 1 to 8% by mass, particularly preferably 2 to 6% by mass, and most preferably 3 to 6% by mass. Setting the content of (D) photopolymerization initiator above the lower limit tends to ensure patterning characteristics after development. Setting the content of (D) photopolymerization initiator below the upper limit tends to suppress the decrease in transmittance due to excessive addition of photopolymerization initiator.

[0212] [1-5] (E) Triazine compound (e1) By containing (E) triazine compound (e1) in the resin composition, a resin composition can be obtained that is highly luminous and can suppress brightness reduction and discoloration in lightfastness tests in high temperature and high humidity environments under oxygen shielding conditions. The reason for this is not clear, but it is thought to be as follows: The stacking of (E) triazine compound (e1) and phthalocyanine compound (a1) suppresses the approach of phthalocyanine compound (a1) to solids other than phthalocyanine compound (a1), and also suppresses charge transfer between phthalocyanine compound (a1) and solids other than phthalocyanine compound (a1) (for example, (C) alkali-soluble resin). In addition, it is thought that the stacking of (E) triazine compound (e1) and phthalocyanine compound (a1) suppresses the reaction between phthalocyanine compound (a1) and solids other than phthalocyanine compound (a1), thereby suppressing the decomposition of phthalocyanine compound (a1), and thus suppressing brightness reduction and discoloration.

[0213] (E) Triazine compound (e1) is a compound represented by the following general formula (e1). From the viewpoint of optimally adjusting the UV curability, developability, and contrast of the color filter of the resin composition, (E) triazine compound (e1) may be used alone or in combination of two or more types.

[0214]

[0215] In general formula (e1), R 1e ~R 15e Each of these independently consists of a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxyl group, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, and -OR. 16e , -COR 17e , -OR 17e ,-SR 17e , or -N(R 17e ) 2 And R 16e R is a protecting group for hydroxyl groups. 17e Each of these is independently a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms.

[0216] R in equation (e1) 1e ~R 15e Examples of halogen atoms in this context include fluorine, chlorine, bromine, and iodine atoms.

[0217] R in equation (e1) 1e , R 5e , R 6e , R 10e , R 11e and R 15e Each is independently a hydrogen atom, a halogen atom, a hydroxyl group, or -OR 16e Preferably, it is a hydrogen atom, a halogen atom, or -OR 16e It is more preferable that R in equation (e1) 1e , R 5e , R 6e , R 10e , R 11e and R 15e At least one of them is a hydroxyl group or -OR16e Preferably, at least one of them is -OR 16e It is even more preferable that this is the case. 16e R is a protecting group for hydroxyl groups. 16e By being protected by (B) the solubility of (E) the triazine compound (e1) in the organic solvent tends to improve. In addition, as will be described in more detail later, when the coating film of the resin composition (hereinafter also referred to as the "coated film") is exposed during the formation of pixels using the resin composition, the coating film hardens sufficiently. 1e ~R 15e Two or more of them are -OR 16e If the substituent is represented by R, then each R 16e These may be the same or they may be different.

[0218] R 16e The following are not particularly limited as long as they can protect the hydroxyl group: C1-C20 alkyl groups, C2-C20 alkenyl groups, C6-C20 aryl groups, C7-C20 arylalkyl groups, C2-C20 heterocyclic groups, trialkylsilyl groups, C2-C40 alkyl ester groups, -CH 2 OR 19e Base, -SO 2 R 20e The basis is cited.

[0219] R 16e The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 16e The alkyl group in R may have substituents. The number of carbon atoms in the alkyl group is 1 or more, preferably 3 or more, more preferably 5 or more, and 20 or less, preferably 18 or less, more preferably 16 or less, even more preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is 1 to 20, preferably 3 to 18, more preferably 3 to 16, even more preferably 5 to 14, and particularly preferably 5 to 12. That is, R 16eThe alkyl group in this formula is a linear alkyl group having 1 to 20 carbon atoms, or a branched or cyclic alkyl group having 3 to 20 carbon atoms. If the number of carbon atoms in the alkyl group is greater than or equal to the lower limit, the lipophilicity tends to improve, and (B) the solubility in organic solvents tends to improve. If the number of carbon atoms in the alkyl group is less than or equal to the upper limit, the hydrophilicity tends to improve, and the alkali solubility tends to improve. Examples of alkyl groups include methyl group, ethyl group, propyl group, iso-propyl group, butyl group, sec-butyl group, tert-butyl group, iso-butyl group, amyl group, iso-amyl group, tert-amyl group, cyclopentyl group, hexyl group, 2-hexyl group, 3-hexyl group, cyclohexyl group, 4-methylcyclohexyl group, heptyl group, 2-heptyl group, 3-heptyl group, iso-heptyl group, tert-heptyl group, 1-octyl group, iso-octyl group, tert-octyl group, and adamantyl group.

[0220] R 16e The alkenyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 16e The alkenyl group in may have substituents. The number of carbon atoms in the alkenyl group is 2 or more, and 20 or less, preferably 18 or less, more preferably 16 or less, and even more preferably 14 or less. If the number of carbon atoms in the alkenyl group is above the lower limit, the lipophilicity tends to improve and the solubility in (B) organic solvents tends to improve. If the number of carbon atoms in the alkenyl group is below the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. R 16e The alkenyl group in this is preferably a linear alkenyl group having 2 to 22 carbon atoms, or a branched or cyclic alkenyl group having 3 to 22 carbon atoms. Examples of alkenyl groups include vinyl, allyl, 1-propenyl, isopropenyl, 2-butenyl, 1,3-butadienyl, 2-pentenyl, and 2-octenyl groups.

[0221] R 16eThe aryl group in may have substituents. The aryl group has 6 or more carbon atoms, and is 20 or less, preferably 16 or less, more preferably 12 or less, and even more preferably 8 or less. Examples of aryl groups include phenyl, methylphenyl, ethylphenyl, dimethylphenyl, diethylphenyl, naphthyl, and anthracenyl groups.

[0222] R 16e The arylalkyl group in the formula may have substituents. The arylalkyl group has 7 or more carbon atoms, and is 20 or less, preferably 16 or less, more preferably 12 or less, and even more preferably 10 or less. Examples of arylalkyl groups include benzyl group, paramethoxybenzyl group, triphenylmethyl group, fluorenyl group, indenyl group, and 9-fluorenylmethyl group.

[0223] R 16e The heterocyclic group in may have substituents. The number of carbon atoms in the heterocyclic group is 2 or more, preferably 5 or more, and 20 or less, preferably 16 or less, and more preferably 10 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the heterocyclic group is 2 to 20, preferably 5 to 16, and more preferably 5 to 10. Examples of heterocyclic groups include pyridyl group, pyrimidyl group, pyridazyl group, piperidyl group, pyranyl group, pyrazolyl group, triazyl group, pyrrolyl group, quinolyl group, isoquinolyl group, imidazolyl group, benzimidazolyl group, triazolyl group, furyl group, furanyl group, benzofuranyl group, thienyl group, thiophenyl group, benzothiophenyl group, thiadiazolyl group, thiazolyl group, benzothiazolyl group, oxazolyl group, benzoxazolyl group, isothiazolyl group, isoxazolyl group, indolyl group, 2-pyrrolidinone-1-yl group, 2-piperidone-1-yl group, 2,4-dioxyimidazolidined-3-yl group, 2,4-dioxyxazolidined-3-yl group, and tetrahydropyranyl group.

[0224] R 16eThe trialkylsilyl group in the trialkylsilyl group may have substituents. The number of carbon atoms of each of the three alkyl groups in the trialkylsilyl group is preferably 1 or more, preferably 20 or less, more preferably 18 or less, even more preferably 16 or less, particularly preferably 14 or less, and most preferably 12 or less. The three alkyl groups in the trialkylsilyl group may be the same or different. Examples of trialkylsilyl groups include trimethylsilyl group, triethylsilyl group, ethyldimethylsilyl group, tri-iso-propylsilyl group, and tert-butyldimethylsilyl group.

[0225] R 16e The alkyl ester group in the alkyl ester group may have substituents. The alkyl group in the alkyl ester group may be linear, branched if it has three or more carbon atoms, or cyclic. The number of carbon atoms in the alkyl group in the alkyl ester group is preferably two or more, 40 or less, preferably 30 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, especially preferably 14 or less, and particularly preferably 12 or less. That is, the alkyl ester group is a linear alkyl ester group having 2 to 40 carbon atoms, or a branched or cyclic alkyl ester group having 4 to 40 carbon atoms. An example of an alkyl ester group is an acetyl group.

[0226] R 16e -CH in 2 OR 19e Base R 19e Examples include linear alkyl groups having 1 to 20 carbon atoms, branched alkyl groups having 3 to 20 carbon atoms, or cyclic alkyl groups. 16e -SO 2 R 20e Base R 20e Examples include linear alkyl groups having 1 to 20 carbon atoms, branched alkyl groups or cyclic alkyl groups having 3 to 20 carbon atoms, and aromatic hydrocarbon groups having 6 to 20 carbon atoms.

[0227] R 16eThe methylene group in alkyl groups, alkenyl groups, aryl groups, arylalkyl groups, heterocyclic groups, trialkylsilyl groups, and alkyl ester groups in these groups is a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR 18e -, >P=O, -S-S- or -SO 2 - Or they may be replaced with a divalent group that combines these. That is, R 16e The alkyl groups, alkenyl groups, aryl groups, arylalkyl groups, heterocyclic groups, trialkylsilyl groups, and alkyl ester groups in this context also include groups in which the methylene group in these groups is replaced by the aforementioned divalent group. However, the number of carbon atoms in each group after replacement is one or more. 18e R is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. 18e The alkyl group in this expression may be linear, branched (if it has three or more carbon atoms), or cyclic. The alkyl group may have substituents.

[0228] For example, groups in which the methylene group at the end of an alkyl group is substituted with -O- include methyloxy, ethyloxy, iso-propyloxy, butyloxy, sec-butyloxy, tert-butyloxy, iso-butyloxy, amyloxy, iso-amyloxy, tert-amyloxy, hexyloxy, 2-hexyloxy, 3-hexyloxy, cyclohexyloxy, 4-methylcyclohexyloxy, heptyloxy, 2-heptyloxy, 3-heptyloxy, iso-heptyloxy, tert-heptyloxy, 1-octyloxy, iso-octyloxy, and tert-octyloxy.

[0229] In the present invention, when a methylene group in a group with a predetermined number of carbon atoms is replaced by a divalent group, the number of carbon atoms refers to the number of carbon atoms in the group before the substitution. For example, in the case of a group in an alkyl group having 1 to 20 carbon atoms in which a methylene group is replaced by the divalent group, the number of carbon atoms, 1 to 20, refers to the number of carbon atoms in the alkyl group before the methylene group is replaced by the divalent group, and not the number of carbon atoms after the substitution. For example, a methyloxy group corresponds to a group in which a methylene group in an ethyl group is replaced by -O-.

[0230] R 16e The alkyl group, alkenyl group, aryl group, arylalkyl group, heterocyclic group, trialkylsilyl group, and alkyl ester group in each may have substituents. Having a substituent means that a hydrogen atom in the group is replaced by a substituent. That is, R 16e The alkyl groups, alkenyl groups, aryl groups, arylalkyl groups, heterocyclic groups, trialkylsilyl groups, and alkyl ester groups in this context also include groups in which the hydrogen atoms in these groups are substituted with substituents described later.

[0231] Examples of substituents include ethylenically unsaturated groups such as vinyl, allyl, acrylic, and methacrylic; halogen atoms such as fluorine, chlorine, bromine, and iodine; acyl groups such as acetyl, 2-chloroacetyl, propionyl, octanoyl, acryloyl, methacryloyl, phenylcarbonyl (benzoyl), phthaloyl, 4-trifluoromethylbenzoyl, pivaloyl, salicyloyl, oxaloyl, stearoyl, methoxycarbonyl, ethoxycarbonyl, t-butoxycarbonyl, n-octadecyloxycarbonyl, and carbamoyl; acyloxy groups such as acetyloxy and benzoyloxy; amino, ethylamino, dimethylamino, diethylamino, butylamino, cyclopentylamino, 2-ethylhexylamino, dodecylamino, anilino, chlorophenylamino, toluidino, anisidino, N-methyl-anilino, diphenylamino, naphthylamino, 2-pyridylamino, and methoxycarbonylamino. Substituted amino groups such as phenoxycarbonylamino, acetylamino, benzoylamino, formylamino, pivaloylamino, lauroylamino, carbamoylamino, N,N-dimethylaminocarbonylamino, N,N-diethylaminocarbonylamino, morpholinocarbonylamino, methoxycarbonylamino, ethoxycarbonylamino, t-butoxycarbonylamino, n-octadecyloxycarbonylamino, N-methyl-methoxycarbonylamino, phenoxycarbonylamino, sulfamoylamino, N,N-dimethylaminosulfonylamino, methylsulfonylamino, butylsulfonylamino, and phenylsulfonylamino; and salts of sulfonamide, sulfonyl, carboxyl, cyano, sulfo, hydroxyl, nitro, mercapto, imide, carbamoyl, sulfonamide, phosphonic acid, phosphate, or carboxyl, sulfo, phosphonic acid, and phosphate groups.

[0232] In this invention, the number of carbon atoms in a group refers to the number of carbon atoms in the group after a substituent has been substituted, if a hydrogen atom in the group has been substituted. For example, if a hydrogen atom in an alkyl group having 1 to 20 carbon atoms has been substituted, the number of carbon atoms, 1 to 20, refers to the number of carbon atoms after the hydrogen atom has been substituted, and not the number of carbon atoms before the hydrogen atom substitution.

[0233] From the viewpoint of further suppressing brightness reduction and discoloration, R in formula (e1) 1e ga- OR 16e Preferably, the substituent is represented by R 5e , R 6e , R 10e , R 11e and R 15e It is more preferable that it is a hydrogen atom. In particular, R 1e is, -OR 16e R 16e It is more preferably that is an alkyl group having 1 to 20 carbon atoms, and it is even more preferably that the methylene group in this alkyl group is substituted with the divalent group, and it is especially preferable that the methylene group in the alkyl group is substituted with -CO-O-, R 1e is -O-CO-OR 21e (However, R 21e It is particularly preferable that the substituent is a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms.

[0234] R in equation (e1) 1e ~R 15e The alkyl group in R may be linear, branched if it has three or more carbon atoms, or cyclic. 1e ~R 15e The alkyl group in R may have substituents. The number of carbon atoms in the alkyl group is 1 or more, preferably 3 or more, more preferably 5 or more, and 40 or less, preferably 30 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, especially preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is 1 to 40, preferably 1 to 30, more preferably 1 to 20, even more preferably 3 to 18, even more preferably 3 to 16, especially preferably 5 to 14, and particularly preferably 5 to 12. That is, R 1e ~R 15eThe alkyl group in is a linear alkyl group having 1 to 40 carbon atoms, or a branched or cyclic alkyl group having 3 to 40 carbon atoms. If the number of carbon atoms of the alkyl group is greater than or equal to the lower limit, the lipophilicity tends to improve and (B) the solubility in organic solvents tends to improve. If the number of carbon atoms of the alkyl group is less than or equal to the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. Examples of alkyl groups include R 16e The alkyl groups mentioned earlier in the explanation are examples of this.

[0235] R in equation (e1) 1e ~R 15e The aryl group in may have substituents. The number of carbon atoms in the aryl group is 6 or more, and 20 or less, preferably 16 or less, more preferably 12 or less, and even more preferably 8 or less. The aryl group is R 16e The aryl group, which was previously exemplified in the explanation, is one example.

[0236] R in equation (e1) 1e ~R 15e The heterocyclic group in may have substituents. The number of carbon atoms in the heterocyclic group is 2 or more, preferably 5 or more, and 20 or less, preferably 16 or less, and more preferably 10 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the heterocyclic group is 2 to 20, preferably 5 to 16, and more preferably 5 to 10. As for the heterocyclic group, R 16e The heterocyclic group mentioned earlier in the explanation is an example.

[0237] R 1e ~R 15e The alkyl groups, aryl groups, and methylene groups in heterocyclic groups in the above are carbon-carbon double bonds, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR 18e -, >P=O, -S-S- or -SO 2 - Or they may be substituted with a combination of these divalent groups. That is, R 1e ~R 15eThe alkyl groups, aryl groups, and heterocyclic groups in this context also include groups in which the methylene group in these groups is substituted with the aforementioned divalent group. However, the number of carbon atoms in each of the substituted groups is one or more.

[0238] R 1e ~R 15e The alkyl group, aryl group, and heterocyclic group in each may have substituents. Having a substituent means that a hydrogen atom in the group is replaced by a substituent. That is, R 1e ~R 15e The alkyl groups, aryl groups, and heterocyclic groups in these include groups in which the hydrogen atoms in these groups are substituted with substituents described later. Examples of substituents include R 16e The substituents mentioned earlier in the explanation are examples of this.

[0239] R in equation (e1) 1e ~R 15e -COR in 17e , -OR 17e ,-SR 17e , and -N(R 17e ) 2 R inside 17e R is a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms. 17e It may further be substituted with one or more alkyl ester structures and alkylamide structures. 1e ~R 15e Two or more of them are -COR 17e , -OR 17e ,-SR 17e , or -N(R 17e ) 2 If so, each R 17e These may be the same or they may be different.

[0240] R 17e The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 17eThe alkyl group in R may have substituents. The number of carbon atoms in the alkyl group is 1 or more, preferably 3 or more, more preferably 5 or more, and 40 or less, preferably 30 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, especially preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is 1 to 40, preferably 1 to 30, more preferably 1 to 20, even more preferably 3 to 18, even more preferably 3 to 16, especially preferably 5 to 14, and particularly preferably 5 to 12. That is, R 17e The alkyl group in is a linear alkyl group having 1 to 40 carbon atoms, or a branched or cyclic alkyl group having 3 to 40 carbon atoms. If the number of carbon atoms of the alkyl group is greater than or equal to the lower limit, the lipophilicity tends to improve and (B) the solubility in organic solvents tends to improve. If the number of carbon atoms of the alkyl group is less than or equal to the upper limit, the hydrophilicity tends to improve and the alkali solubility tends to improve. Examples of alkyl groups include R 16e The alkyl groups mentioned earlier in the explanation are examples of this.

[0241] R 17e The aryl group in may have substituents. The number of carbon atoms in the aryl group is 6 or more, and 20 or less, preferably 16 or less, more preferably 12 or less, and even more preferably 8 or less. The aryl group is R 16e The aryl group, which was previously exemplified in the explanation, is one example.

[0242] R 17e The heterocyclic group in may have substituents. The number of carbon atoms in the heterocyclic group is 2 or more, preferably 5 or more, and 20 or less, preferably 16 or less, and more preferably 10 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the heterocyclic group is 2 to 20, preferably 5 to 16, and more preferably 5 to 10. As for the heterocyclic group, R 16e The heterocyclic group mentioned earlier in the explanation is an example.

[0243] R 17e Acyl group (R22e The CO- group may have substituents. The R contained in the acyl group 22e is a hydrocarbon group. An alkyl group is preferred as the hydrocarbon group. The alkyl group may be linear, branched (if it has 3 or more carbon atoms), or cyclic. The number of carbon atoms in the hydrocarbon group contained in the acyl group is 1 or more, and 39 or less, preferably 30 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, especially preferably 14 or less, and particularly preferably 12 or less. That is, R 17e The acyl group in this context is a linear acyl group having 2 to 40 carbon atoms, or a branched or cyclic acyl group having 4 to 40 carbon atoms. Examples of acyl groups include the acetyl group, propanoyl group, butyryl group, valeryl group, and hexanoyl group.

[0244] R 17e The methylene groups in alkyl groups, aryl groups, heterocyclic groups, and acyl groups in these groups are carbon-carbon double bonds, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR 18e -, >P=O, -S-S- or -SO 2 - Or they may be substituted with a combination of these divalent groups. That is, R 17e The alkyl groups, aryl groups, heterocyclic groups, and acyl groups in this context also include groups in which the methylene group in these groups is substituted with the aforementioned divalent group. However, the number of carbon atoms in each of the substituted groups is one or more.

[0245] R 17e The alkyl group, aryl group, heterocyclic group, and acyl group in each may have substituents. Having a substituent means that a hydrogen atom in the group is replaced by a substituent. That is, R 17e The alkyl groups, aryl groups, heterocyclic groups, and acyl groups in these groups also include groups in which the hydrogen atoms in these groups are substituted with substituents described later. Examples of substituents include R 16eThe substituents mentioned earlier in the explanation are examples of this.

[0246] R 17e R may further be substituted with one or more alkyl ester structures and alkylamide structures. That is, R 17e It may have one or more alkyl ester structures and alkylamide structures. 17e Having an alkyl ester structure means that R 17e This means that the methylene group in the alkyl group, aryl group, heterocyclic group, and acyl group is substituted with -O-CO- or -CO-O-. However, the number of carbon atoms in each group after substitution is 1 or more. The alkyl group in the alkyl ester structure may be linear, branched if it has 3 or more carbon atoms, or cyclic. Furthermore, the alkyl group in the alkyl ester structure may or may not have substituents. The number of carbon atoms in the alkyl group in the alkyl ester structure is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, preferably 40 or less, more preferably 30 or less, even more preferably 20 or less, even more preferably 18 or less, especially preferably 16 or less, even more preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is preferably 1 to 40, more preferably 1 to 30, even more preferably 1 to 20, even more preferably 3 to 18, especially preferably 3 to 16, even more preferably 5 to 14, and particularly preferably 5 to 12. That is, the alkyl ester structure is preferably a linear alkyl ester structure having a linear alkyl group having 1 to 40 carbon atoms, or a branched alkyl ester structure or a cyclic alkyl ester structure having a branched or cyclic alkyl group having 3 to 40 carbon atoms.

[0247] R 17e Having an alkylamide structure means that R 17eThis means that the methylene group in the alkyl group, aryl group, heterocyclic group, and acyl group is substituted with -CO-NH- or -NH-CO-. However, the number of carbon atoms in each group after substitution is 1 or more. The alkyl group in the alkylamide structure may be linear, branched if it has 3 or more carbon atoms, or cyclic. Furthermore, the alkyl group in the alkylamide structure may or may not have substituents. The number of carbon atoms in the alkyl group in the alkylamide structure is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, preferably 40 or less, more preferably 30 or less, even more preferably 20 or less, even more preferably 18 or less, especially preferably 16 or less, even more preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is preferably 1 to 40, more preferably 1 to 30, even more preferably 1 to 20, even more preferably 3 to 18, especially preferably 3 to 16, even more preferably 5 to 14, and particularly preferably 5 to 12. That is, the alkylamide structure is preferably a linear alkylamide structure having a linear alkyl group having 1 to 40 carbon atoms, or a branched alkylamide structure or a cyclic alkylamide structure having a branched or cyclic alkyl group having 3 to 40 carbon atoms.

[0248] From the viewpoint of further suppressing brightness reduction and discoloration, R in formula (e1) 2e , R 3e , R 4e , R 7e , R 8e , R 9e , R 12e , R 13e and R 14e One or more of them are -OR 17e Preferably, at least R 3e ga- OR 17e It is more preferable that R 3e ga- OR 17e And the remaining R 2e , R 4e , R 7e , R 8e , R 9e , R12e , R 13e and R 14e It is even more preferable that R is a hydrogen atom. In particular, 3e is, -OR 17e R 17e It is especially preferable that R is an alkyl group having 1 to 40 carbon atoms having an alkyl ester structure. 17e It is particularly preferable that the alkyl group is a branched alkyl group having 1 to 40 carbon atoms and having an alkyl ester structure.

[0249] In some aspects, R in formula (e1) 1e ga- OR 16e And R 3e ga- OR 17e It is acceptable for R in equation (e1) to be such; 1e ga- OR 16e And R 3e ga- OR 17e And the remaining R 2e , R 4e ~R 15e R may be a hydrogen atom. 1e -OR in 16e , and R 3e -OR in 17e These are the aforementioned -OR 16e and -OR 17e They may be combined in a preferred manner.

[0250] (E) Triazine compound (e1) may include, but is not limited to, the following compounds. (E) Triazine compound (e1) may be used alone or in combination of two or more compounds.

[0251]

[0252] The content of (E) triazine compound (e1) in the resin composition is not particularly limited, but is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, even more preferably 1% by mass or more, particularly preferably 4% by mass or more, and also preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 10% by mass or less, based on the total mass of the total solids of the resin composition. The above upper and lower limits can be combined arbitrarily. For example, the content of (E) triazine compound (e1) is preferably 0.1 to 20% by mass, more preferably 0.5 to 20% by mass, even more preferably 1 to 15% by mass, and particularly preferably 4 to 10% by mass. By setting the content of (E) triazine compound (e1) to be above the lower limit, there is a tendency to further suppress the decrease in brightness and discoloration in lightfastness tests in high temperature and high humidity environments under oxygen shielding conditions. By keeping the content of (E) triazine compound (e1) below the upper limit, it is possible to suppress undissolved (E) triazine compound (e1) and obtain a uniform resin composition.

[0253] The mass-based content ratio of triazine compound (e1) to phthalocyanine compound (a1) in the resin composition (triazine compound (e1) / phthalocyanine compound (a1)) is not particularly limited, but is preferably 0.1 or higher, more preferably 0.2 or higher, even more preferably 0.3 or higher, preferably 3.0 or lower, more preferably 2.5 or lower, and even more preferably 2.0 or lower. Setting the mass-based content ratio of triazine compound (e1) to phthalocyanine compound (a1) to be above the lower limit tends to further suppress brightness reduction and discoloration in lightfastness tests in high-temperature, high-humidity environments under oxygen shielding conditions. Setting the mass-based content ratio of triazine compound (e1) to phthalocyanine compound (a1) to be below the upper limit tends to suppress aggregation of phthalocyanine compound (a1) and triazine compound (e1), improving storage stability and suppressing brightness reduction due to aggregates. In another embodiment, it may be 0.01 or higher, 0.05 or higher, or 0.15 or higher. Furthermore, from the standpoint of brightness, it may be 1.0 or less, 0.9 or less, or 0.8 or less.

[0254] [1-6] (F) Optional components (F) Optional components include (A) colorants, (C) alkali-soluble resins, (D) photopolymerization initiators, and (E) solids other than triazine compounds (e1) (hereinafter also referred to as "other solids"), and (B) solvents other than organic solvents (hereinafter also referred to as "other solvents"). (F) Optional components may be used individually or in combination of two or more.

[0255] Other solid components include, for example, photopolymerizable monomers, dispersants, dispersing aids, surfactants, resins other than (C) alkali-soluble resins (hereinafter also referred to as "dispersed resins"), and adhesion enhancers. Other solvents include water. Examples of water include ultrapure water, tap water, distilled water, and ion-exchanged water.

[0256] [1-6-1] Photopolymerizable monomers There are no particular restrictions on the photopolymerizable monomer as long as it is a polymerizable low molecular weight compound, but addition polymerizable compounds having at least one ethylenic double bond in one molecule (hereinafter also referred to as "ethylenic compounds") are preferred. Ethyleneic compounds are compounds having ethylenic double bonds that, when the resin composition is irradiated with active light, undergo addition polymerization and harden due to the action of (D) a photopolymerization initiator. In the present invention, it is particularly preferred to use a polyfunctional ethylenic monomer having two or more ethylenic double bonds in one molecule as the photopolymerizable monomer. The number of ethylenic double bonds in a 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 fewer, and more preferably seven or fewer. The above upper and lower limits can be arbitrarily combined. For example, the number of ethylenic double bonds in a polyfunctional ethylenic monomer is usually 2 to 8, preferably 4 to 8, and more preferably 5 to 7. If the number of ethylenically double bonds is above the lower limit, the sensitivity tends to be high. If the number of ethylenically double bonds is below the upper limit, (B) the solubility in organic solvents tends to improve.

[0257] Examples of ethylenic compounds 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 polycarboxylic acids and polyhydroxy compounds (for example, the aliphatic polyhydroxy compounds and aromatic polyhydroxy compounds mentioned above), and ethylenic compounds having a urethane skeleton obtained by reacting polyisocyanate compounds with (meth)acryloyl-containing hydroxy compounds.

[0258] Examples of esters of aliphatic polyhydroxy compounds with 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. In addition, examples of esters obtained by replacing the acrylic acid portion of these acrylates with the methacrylic acid portion include methacrylic acid esters, itaconic acid esters obtained by replacing the itaconic acid portion, crotonic acid esters obtained by replacing the crotonic acid portion, or maleic acid esters obtained by replacing the maleic acid portion.

[0259] Examples of esters of aromatic polyhydroxy compounds with unsaturated carboxylic acids include hydroquinone diacrylate, hydroquinone dimethacrylate, resorcinol diacrylate, resorcinol dimethacrylate, and pyrogallol triacrylate. The esters obtained by the esterification reaction of unsaturated carboxylic acids with polycarboxylic acids and polyhydroxy compounds are not necessarily single substances but may be mixtures. Examples include condensates of acrylic acid, phthalic acid, and ethylene glycol; condensates of acrylic acid, maleic acid, and diethylene glycol; condensates of methacrylic acid, terephthalic acid, and pentaerythritol; and condensates of acrylic acid, adipic acid, butanediol, and glycerin.

[0260] Examples of ethylenic compounds having a urethane skeleton obtained by reacting a polyisocyanate compound with a (meth)acryloyl group-containing hydroxy compound include: aliphatic diisocyanates such as hexamethylene diisocyanate and trimethylhexamethylene diisocyanate; alicyclic diisocyanates such as cyclohexane diisocyanate and isophorone diisocyanate; aromatic diisocyanates such as tolylene diisocyanate and diphenylmethane diisocyanate; and reaction products of (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.

[0261] Other useful ethylenic compounds used in the present invention include, for example, acrylamides such as ethylenebisacrylamide; allyl esters such as diallyl phthalate; and vinyl group-containing compounds such as divinyl phthalate. The ethylenic compound may also be a monomer having an acid value. Examples of monomers having an acid value include esters of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid, where a polyfunctional monomer is obtained by reacting an unreacted hydroxyl group of an aliphatic polyhydroxy compound with a non-aromatic carboxylic acid anhydride to give it an acid group, and particularly preferably, in this ester, the aliphatic polyhydroxy compound is pentaerythritol or dipentaerythritol.

[0262] These photopolymerizable monomers may be used individually, or, since it is difficult to use a single compound in manufacturing, two or more may be used in mixture form. Furthermore, if necessary, polyfunctional monomers without acid groups and polyfunctional monomers with acid groups may be used in combination as photopolymerizable monomers. A preferred acid value for polyfunctional monomers with acid groups is 0.1 to 40 mg KOH / g, and particularly preferably 5 to 30 mg KOH / g. If the acid value is above the lower limit, the development and dissolution characteristics tend to be good. If the acid value is below the upper limit, manufacturing and handling become easier, and curing properties such as photopolymerization performance and pixel surface smoothness tend to be good. Therefore, when using two or more polyfunctional monomers with different acid groups, or when using polyfunctional monomers without acid groups, it is preferable to adjust the total amount of acid groups in the polyfunctional monomer to fall within the above range.

[0263] In the present invention, a more preferred polyfunctional monomer having an acidic group is a mixture mainly composed of dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, and succinic acid ester of dipentaerythritol pentaacrylate, which is commercially available from Toagosei Co., Ltd. under the trade name "TO1382". Other polyfunctional monomers can also be used in combination with this polyfunctional monomer. The polyfunctional monomers described in paragraphs

[0056] and

[0057] of Japanese Patent Publication No. 2013-140346 can also be used.

[0264] 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 Japanese Patent Publication No. 2013-195971. From the viewpoint of achieving both improved sensitivity of the coating film and reduced development time, it is preferable to use the polymerizable monomer described in Japanese Patent Publication No. 2013-195974.

[0265] When a resin composition contains a photopolymerizable monomer, the content of the photopolymerizable monomer is not particularly limited, but is usually greater than 0% by mass, preferably 5% or more by mass, more preferably 10% or more by mass, even more preferably 15% or more by mass, particularly preferably 20% or more by mass, and usually 70% or less by mass, preferably 60% or less by mass, more preferably 50% or less by mass, even more preferably 40% or less by mass, and particularly preferably 30% or less by mass. The above upper and lower limits can be combined arbitrarily. For example, the content of the photopolymerizable monomer is usually greater than 0% by mass and 70% or less by mass, preferably 5 to 60% by mass, more preferably 10 to 50% by mass, even more preferably 15 to 40% by mass, and particularly preferably 20 to 30% by mass. Setting the content of the photopolymerizable monomer above the lower limit tends to improve the curability of the coating film. Setting the content of the photopolymerizable monomer below the upper limit tends to suppress the decrease in alkali developability.

[0266] [1-6-2] Dispersant, Dispersion Aid When the resin composition contains a pigment as a colorant (A), it is preferable to include a dispersant for the purpose of stably dispersing the pigment. Among dispersants, polymer dispersants are preferred because they have 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 polymer dispersants include those traded as EFKA (registered trademark, manufactured by BASF), DisperBYK (registered trademark, manufactured by Bic Chemie), Disparon (registered trademark, manufactured by Kusumoto Chemical Co., Ltd.), SOLSPERSE (registered trademark, manufactured by Lubrizol), KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Polyflow (manufactured by Kyoeisha Chemical Co., Ltd.), and the polymer dispersant described in Japanese Patent Publication No. 2013-119568.

[0267] As polymer dispersants, block copolymers having functional groups containing nitrogen atoms (hereinafter also referred to as "block copolymer (N)") are preferred from the viewpoint of dispersibility and storage stability, and acrylic block copolymers are more preferred. As block copolymers (N), A-B block copolymers and B-A-B block copolymers are preferred, which consist 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.

[0268] Examples of functional groups containing nitrogen atoms include primary to tertiary amino groups and quaternary ammonium bases. From the viewpoint of dispersibility and storage stability, it is preferable to have primary to tertiary amino groups, and more preferably to have tertiary amino groups. The structure of the repeating unit having a tertiary amino group in the block copolymer (N) is not particularly limited, but from the viewpoint of dispersibility and storage stability, it is preferable to have a repeating unit represented by the following general formula (f1) (hereinafter also referred to as "repeating unit (f1)").

[0269]

[0270] In formula (f1), R 35 and R 36Each of these is independently a hydrogen atom, an alkyl group, an aryl group, or an aralkyl group, and R 35 and R 36 They may combine with each other to form a ring structure. 37 Z is a hydrogen atom or a methyl group. 31 It is a divalent linking group.

[0271] R in equation (f1) 35 and R 36 The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 35 and R 36 The alkyl group in may have substituents. The number of carbon atoms in the alkyl group is usually 1 or more, preferably 10 or less, more preferably 6 or less, and even more preferably 4 or less. 35 and R 36 The alkyl group in is preferably a linear alkyl group having 1 to 10 carbon atoms, or a branched or cyclic alkyl group having 3 to 10 carbon atoms.

[0272] Examples of alkyl groups include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclohexyl, and cyclohexylmethyl groups, with methyl, ethyl, propyl, butyl, pentyl, and hexyl groups being preferred, and methyl, ethyl, propyl, and butyl groups being more preferred. Examples of substituents that alkyl groups may have include halogen atoms, alkoxy groups, benzoyl groups, and hydroxyl groups. From the viewpoint of ease of synthesis, it is preferable that alkyl groups do not have substituents.

[0273] R in equation (f1) 35 and R 36 The aryl group in may have substituents. The number of carbon atoms in the aryl group is not particularly limited, but is usually 6 or more, preferably 16 or less, more preferably 12 or less, and even more preferably 8 or less.

[0274] Examples of aryl groups include phenyl, methylphenyl, ethylphenyl, dimethylphenyl, diethylphenyl, naphthyl, and anthracenyl groups, with phenyl, methylphenyl, ethylphenyl, dimethylphenyl, and diethylphenyl groups being preferred, and phenyl, methylphenyl, and ethylphenyl groups being more preferred. Examples of substituents that the aryl group may have include halogen atoms, alkoxy groups, benzoyl groups, and hydroxyl groups. From the viewpoint of ease of synthesis, it is preferable that the aryl group has no substituents.

[0275] R in equation (f1) 35 and R 36 The aralkyl group in may have substituents. The number of carbon atoms in the aralkyl group is not particularly limited, but is usually 7 or more, preferably 16 or less, more preferably 12 or less, and even more preferably 9 or less.

[0276] Examples of aralkyl groups include phenylmethylene, phenylethylene, phenylpropylene, phenylbutylene, and phenylisopropylene groups, with phenylmethylene, phenylethylene, phenylpropylene, and phenylbutylene groups being preferred, and phenylmethylene and phenylethylene groups being more preferred. Examples of substituents that the aralkyl group may have include halogen atoms, alkoxy groups, benzoyl groups, and hydroxyl groups. From the viewpoint of ease of synthesis, it is preferable that the aralkyl group has no substituents.

[0277] R in equation (f1) 35 and R 36 Each of these groups is preferably an alkyl group which may have substituents, more preferably an unsubstituted alkyl group, and even more preferably a methyl group or an ethyl group, from the viewpoint of dispersibility, storage stability, electrical reliability, and developability.

[0278] In equation (f1), R 35 and R 36Examples of cyclic structures formed by the bonding of these elements include 5-7 membered nitrogen-containing heterocyclic monocyclic rings or fused rings formed by the fusion of two such rings. The nitrogen-containing heterocyclic ring is preferably non-aromatic, and more preferably saturated. Specifically, examples of nitrogen-containing heterocyclic rings include those listed below.

[0279]

[0280] These nitrogen-containing heterocyclic monocyclic rings may further have substituents.

[0281] Z in equation (f1) 31 Examples of divalent linking groups in this include alkylene groups having 1 to 10 carbon atoms, arylene groups having 6 to 12 carbon atoms, and -CONH-R 43 - group, -COOR 44 - Base (however, R 43 and R 44 The group 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. Examples include -COO-R. 44 - is a group, and more preferably -COO-C 2 H 4 - It is the basis.

[0282] The content of repeating units (f1) in the total repeating units of the block copolymer (N) 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, especially preferably 20% or more, particularly preferably 25 mol% or more, and also 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 above upper and lower limits can be combined arbitrarily. For example, the content of repeating units (f1) is preferably 1 to 90 mol%, more preferably 5 to 70 mol%, even more preferably 10 to 50 mol%, even more preferably 15 to 50 mol%, especially preferably 20 to 40 mol%, and particularly preferably 25 to 40 mol%. When the content of repeating units (f1) is within the above range, it tends to be possible to achieve both dispersion stability and high brightness.

[0283] From the viewpoint of improving the compatibility of the dispersant with (B) organic solvents and (C) alkali-soluble resins and improving dispersion stability, the block copolymer (N) preferably has repeating units represented by the following formula (f2) (hereinafter also referred to as "repeating units (f2)").

[0284]

[0285] In formula (f2), R 40 R is an ethylene group or a propylene group, 41 R is an alkyl group, 42 is a hydrogen atom or a methyl group. n is an integer from 1 to 20.

[0286] R in equation (f2) 41 The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 41 The alkyl group in R may have substituents. The number of carbon atoms in the alkyl group is usually 1 or more, preferably 2 or more, preferably 10 or less, more preferably 6 or less, and still preferably 4 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 2 to 6, and still preferably 2 to 4. 41 The alkyl group in is preferably a linear alkyl group having 1 to 10 carbon atoms, or a branched or cyclic alkyl group having 3 to 10 carbon atoms.

[0287] Examples of alkyl groups include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclohexyl, and cyclohexylmethyl groups, with methyl, ethyl, propyl, butyl, pentyl, and hexyl groups being preferred, and methyl, ethyl, propyl, and butyl groups being more preferred. Examples of substituents that alkyl groups may have include halogen atoms, alkoxy groups, benzoyl groups, and hydroxyl groups. From the viewpoint of ease of synthesis, it is preferable that alkyl groups do not have substituents.

[0288] In formula (f2), n is preferably 1 or more, more preferably 2 or more, and more preferably 10 or less, and more preferably 5 or less, from the viewpoint of compatibility and dispersibility with (B) organic solvents and (C) alkali-soluble resins. The above upper and lower limits can be combined arbitrarily. For example, n is preferably 1 to 10, and more preferably 2 to 5. When n is 2 or more, each R 40 They may be the same or they may be different.

[0289] The content of repeating units (f2) in the total repeating units of the block copolymer (N) is preferably 1 mol% or more, more preferably 2 mol% or more, even more preferably 4 mol% or more, and also preferably 30 mol% or less, more preferably 20 mol% or less, and even more preferably 10 mol% or less. The above upper and lower limits can be combined arbitrarily. For example, the content of repeating units (f2) is preferably 1 to 30 mol%, more preferably 2 to 20 mol%, and even more preferably 4 to 10 mol%. When the content of repeating units (f2) is within the above range, it tends to be easier to achieve both compatibility with (B) organic solvents and (C) alkali-soluble resins and dispersion stability.

[0290] The block copolymer (N) preferably has repeating units represented by the following general formula (f3) (hereinafter sometimes referred to as "repeating units (f3)"), from the viewpoint of improving compatibility with (B) organic solvents and (C) alkali-soluble resins and improving dispersion stability.

[0291]

[0292] In formula (f3), R 38 R is an alkyl group, an aryl group, or an aralkyl group, 39 This is either a hydrogen atom or a methyl group.

[0293] R in equation (f3) 38 The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 38The alkyl group in R may have substituents. The number of carbon atoms in the alkyl group is usually 1 or more, preferably 2 or more, preferably 10 or less, and more preferably 6 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is preferably 1 to 10, and more preferably 2 to 6. 38 The alkyl group in is preferably a linear alkyl group having 1 to 10 carbon atoms, or a branched or cyclic alkyl group having 3 to 10 carbon atoms.

[0294] Examples of alkyl groups include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclohexyl, and cyclohexylmethyl groups, with methyl, ethyl, propyl, butyl, pentyl, and hexyl groups being preferred, and methyl, ethyl, propyl, and butyl groups being more preferred. Examples of substituents that alkyl groups may have include halogen atoms and alkoxy groups. From the viewpoint of ease of synthesis, it is preferable that alkyl groups do not have substituents.

[0295] R in equation (f3) 38 The aryl group in may have substituents. The number of carbon atoms in the aryl group is not particularly limited, but is usually 6 or more, preferably 16 or less, and more preferably 12 or less.

[0296] Examples of aryl groups include phenyl, methylphenyl, ethylphenyl, dimethylphenyl, diethylphenyl, naphthyl, and anthracenyl groups, with phenyl, methylphenyl, ethylphenyl, dimethylphenyl, and diethylphenyl groups being preferred, and phenyl, methylphenyl, and ethylphenyl groups being more preferred. Examples of substituents that the aryl group may have include linear alkyl groups, halogen atoms, and alkoxy groups. From the viewpoint of ease of synthesis, it is preferable that the aryl group does not have substituents.

[0297] R in equation (f3) 38The aralkyl group in this compound may have substituents. The number of carbon atoms in the aralkyl group is not particularly limited, but is usually 7 or more, preferably 16 or less, and more preferably 12 or less.

[0298] Examples of aralkyl groups include phenylmethylene, phenylethylene, phenylpropylene, phenylbutylene, and phenylisopropylene groups, with phenylmethylene, phenylethylene, phenylpropylene, and phenylbutylene groups being preferred, and phenylmethylene and phenylethylene groups being more preferred. Examples of substituents that the aralkyl group may have include linear alkyl groups, halogen atoms, and alkoxy groups. From the viewpoint of ease of synthesis, it is preferable that the aralkyl group has no substituents.

[0299] R in equation (f3) 38 From the viewpoint of solvent compatibility and dispersion stability, it is preferably an optionally substituted alkyl group or an optionally substituted aralkyl group, more preferably an unsubstituted alkyl group or an unsubstituted aralkyl group, and even more preferably a methyl group, an ethyl group, or a phenylmethylene group.

[0300] The content of repeating units (f3) in the total repeating units of the block copolymer (N) is preferably 30 mol% or more, more preferably 40 mol% or more, even more preferably 50 mol% or more, and preferably 80 mol% or less, and even more preferably 70 mol% or less. The above upper and lower limits can be combined arbitrarily. For example, the content of repeating units (f3) is preferably 30 to 80 mol%, more preferably 40 to 70 mol%, and even more preferably 50 to 70 mol%. When the content of repeating units (f3) is within the above range, it tends to be possible to achieve both dispersion stability and high brightness.

[0301] The block copolymer (N) may have repeating units other than repeating unit (f1), repeating unit (f2), and repeating unit (f3). Examples of such repeating units include styrene monomers such as styrene and α-methylstyrene; (meth)acrylate monomers such as (meth)acrylate chloride; (meth)acrylamide monomers such as (meth)acrylamide and N-methylolacrylamide; and repeating units derived from monomers such as vinyl acetate, acrylonitrile, allyl glycidyl ether, glycidyl crotonic acid ether, and N-methacryloylmorpholine.

[0302] From the viewpoint of further improving dispersibility, the block copolymer (N) is preferably a block copolymer having an A block having repeating units (f1) and a B block not having repeating units (f1). The block copolymer is preferably an A-B block copolymer or a B-A-B block copolymer. It is more preferable that the B block has repeating units (f2) and repeating units (f3).

[0303] Repeating units other than the repeating unit (f1) may be contained in block A, and examples of such repeating units include the repeating units derived from the (meth)acrylic acid ester monomers mentioned above. The content of repeating units other than the repeating unit (f1) in block A is preferably 0 to 50 mol%, more preferably 0 to 20 mol%, and it is particularly preferable that such repeating units are not contained in block A.

[0304] Repeating units other than repeating units (f2) and (f3) may be contained in block B. Examples of such repeating units include styrene monomers such as styrene and α-methylstyrene; (meth)acrylate monomers such as (meth)acrylate chloride; (meth)acrylamide monomers such as (meth)acrylamide and N-methylolacrylamide; vinyl acetate; acrylonitrile; allyl glycidyl ether and glycidyl crotonic acid ether; and repeating units derived from monomers such as N-methacryloylmorpholine. The content of repeating units other than repeating units (f2) and (f3) in block B is preferably 0 to 50 mol%, more preferably 0 to 20 mol%, but it is particularly preferable that such repeating units are not contained in block B. These block copolymers having functional groups containing nitrogen atoms may be used individually or in combination of two or more types.

[0305] The acid value of the block copolymer (N) is preferably low from the viewpoint of dispersibility, and is particularly preferably 0 mg KOH / g.

[0306] From the viewpoint of dispersibility and developability, the amine value of the block copolymer (N) is preferably 30 mg KOH / g or more, more preferably 50 mg KOH / g or more, even more preferably 70 mg KOH / g or more, even more preferably 90 mg KOH / g or more, especially preferably 100 mg KOH / g or more, particularly preferably 110 mg KOH / g or more, and also preferably 150 mg KOH / g or less, and more preferably 130 mg KOH / g or less. The above upper and lower limits can be arbitrarily combined. For example, the amine value of the block copolymer (N) is preferably 30 to 150 mg KOH / g, more preferably 50 to 150 mg KOH / g, even more preferably 70 to 150 mg KOH / g, even more preferably 90 to 130 mg KOH / g, especially preferably 100 to 130 mg KOH / g, and particularly preferably 110 to 130 mg KOH / g. If the amine value of the block copolymer (N) is above the lower limit, it tends to have good dispersibility. If the amine value of the block copolymer (N) is below the upper limit, it tends to have good compatibility with (C) alkali-soluble resin.

[0307] The weight-average molecular weight (Mw) of the block copolymer (N) is not particularly limited, but is preferably between 1,000 and 30,000. When the weight-average molecular weight (Mw) of the block copolymer (N) is within the above range, dispersion stability is good, and drying foreign matter tends to be less likely to occur when coating using a slit nozzle method.

[0308] Block copolymers (N) can be produced by known methods. For example, monomers into which each of the above repeating units are introduced can be produced by living polymerization. Examples of living polymerization methods include Japanese Patent Publication No. 9-62002, Japanese Patent Publication No. 2002-31713, and P. Lutz, P. Masson et al, Polym. Bull. 12, 79 (1984), B. C. Anderson, G. D. Andrews et al, Macromolecules, 14, 1601 (1981), K. Hatada, K. Ute, et al, Polym. J. Known methods described in 17,977 (1985), 18,1037 (1986), Koichi Migite, Koichi Hatada, Polymer Processing, 36,366 (1987), Toshinobu Higashimura, Mitsuo Sawamoto, Journal of Polymer Science, 46,189 (1989), M. Kuroki, T. Aida, J. Am. Chem. Soc, 109,4737 (1987), Takuzo Aida, Shohei Inoue, Organic Synthesis Chemistry, 43,300 (1985), and D. Y. Sogoh, W. R. Hertler et al, Macromolecules, 20,1473 (1987) can be employed.

[0309] When the resin composition contains a pigment and a dispersant, the content 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, especially preferably 15 parts by mass or more, particularly preferably 20 parts by mass or more, and also preferably 70 parts by mass or less, more preferably 50 parts by mass or less, even more preferably 40 parts by mass or less, and particularly preferably 30 parts by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content of the dispersant is preferably 0.5 to 70 parts by mass, more preferably 5 to 50 parts by mass, even more preferably 10 to 40 parts by mass, especially preferably 15 to 30 parts by mass, and particularly preferably 20 to 30 parts by mass. By setting the content of the dispersant within the above range, it is easier to obtain a resin composition with excellent dispersion stability and higher brightness.

[0310] When a resin composition contains a pigment, it may contain a dispersant, such as a pigment derivative, to improve the dispersibility and dispersion stability of the pigment. Examples of pigment derivatives include derivatives of azo, phthalocyanine, quinacridone, benzimidazolone, quinophthalone, isoindolinone, isoindoline, dioxazine, anthraquinone, indanthrene, perylene, perinone, diketopyrrolopyrrole, and dioxazine pigments. Examples of substituents on the pigment derivative include sulfonic acid groups, sulfonamide groups and their quaternary salts, phthalimidomethyl groups, dialkylaminoalkyl groups, hydroxyl groups, carboxyl groups, amide groups, etc., which are directly bonded to the pigment skeleton or via alkyl groups, aryl groups, heterocyclic groups, etc. Preferably, the substituent is a sulfonamide group and its quaternary salt, or a sulfonic acid group, and more preferably a sulfonic acid group. Multiple substituents may be substituted on a single pigment skeleton, or a mixture of compounds with different numbers of substitutions may be used. 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.

[0311] [1-6-3] Surfactants As surfactants, for example, anionic surfactants, cationic surfactants, nonionic surfactants, and amphoteric surfactants can be used. Nonionic surfactants are preferred because they are less likely to adversely affect the properties.

[0312] When the resin composition contains a surfactant, the surfactant content is not particularly limited, but is usually 0.001% by mass or more, preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and usually 10% by mass or less, preferably 1% by mass or less, more preferably 0.5% by mass or less, and even more preferably 0.3% by mass or less, based on the total mass of the total solids of the resin composition. The above upper and lower limits can be combined arbitrarily. For example, the surfactant content is usually 0.001 to 10% by mass, preferably 0.01 to 1% by mass, more preferably 0.05 to 0.5% by mass, and even more preferably 0.1 to 0.3% by mass.

[0313] [1-6-4] Dispersion Resins Examples of dispersion resins include thermoplastic resins, thermosetting resins, and active energy ray curable resins having ethylenically unsaturated double bonds. One type of dispersion resin may be used alone, or two or more types may be used in combination.

[0314] Examples of thermoplastic resins include acrylic resins, butyral resins, styrene-maleic acid copolymers, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymers, polyvinyl acetate, polyurethane resins, polyester resins, vinyl resins, alkyd resins, polystyrene resins, polyamide resins, rubber resins, cyclic rubber resins, celluloses, polyethylene, polybutadiene, and polyimide resins. Thermoplastic resins may be used individually or in combination of two or more types.

[0315] Examples of thermosetting resins include epoxy resins, benzoguanamine resins, rosin-modified maleic acid resins, rosin-modified fumaric acid resins, melamine resins, urea resins, and phenolic resins. A single thermosetting resin may be used, or two or more may be used in combination.

[0316] [1-6-5] Adhesion-enhancing agent The adhesion of the resin composition to the substrate is improved by containing an adhesion-enhancing agent. Examples of adhesion-enhancing agents include silane coupling agents, titanium coupling agents, and phosphoric acid-based adhesion-enhancing agents such as (meth)acryloyloxy group-containing phosphates, with silane coupling agents being preferred. Examples of commercially available silane coupling agents include the trade names "KBM-402", "KBM-403", "KBM-502", "KBM-5103", "KBE-9007", "X-12-1048", and "X12-1050" from Shin-Etsu Chemical Co., Ltd.; and the trade names "Z-6040", "Z-6043", and "Z-6062" from Toray Dow Corning Co., Ltd. One type of adhesion-enhancing agent may be used alone, or two or more types may be used in combination.

[0317] [2] Method for producing the resin composition Next, a method for producing the resin composition will be described.

[0318] The resin composition can be obtained, for example, by mixing (A) a colorant, (B) an organic solvent, (C) an alkali-soluble resin, (D) a photopolymerization initiator, (E) a triazine compound (e1), and optionally any other components.

[0319] (A) When preparing a resin composition containing insoluble or poorly soluble components such as pigments and phthalocyanine compounds (a1) as a colorant, it is preferable to manufacture it as follows: (A) the colorant, (B) the organic solvent and the dispersant are weighed in predetermined amounts, and in a dispersion process, the colorant (A) is dispersed to prepare a colorant dispersion. In this dispersion process, for example, a paint conditioner, sand grinder, ball mill, roll mill, stone mill, jet mill, or homogenizer can be used. By performing the dispersion process, the colorant (A) is atomized, which improves the coating properties of the resin composition and improves the transmittance of pixels on the color filter substrate of the product.

[0320] (A) When dispersing the colorant, as described above, it is preferable to use a dispersion aid and a dispersion resin as appropriate. When using a sand grinder for dispersion, it is preferable to use glass beads or zirconia beads with a diameter of 0.1 to several mm. The temperature during dispersion is usually set to 0°C or higher, preferably room temperature or higher, and usually 100°C or lower, preferably 80°C or lower. The dispersion time will vary depending on the composition of the colorant dispersion and the size of the sand grinder, so it should be adjusted as appropriate.

[0321] Next, the colorant dispersion obtained by the above dispersion treatment is mixed with (B) an organic solvent, (C) an alkali-soluble resin, (D) a photopolymerization initiator, and optionally other components other than the dispersant and dispersion aid to obtain a resin composition which is a uniform dispersion solution. Since fine dust may be mixed in during the dispersion treatment and mixing steps, it is preferable to filter the obtained colorant dispersion using a filter or the like.

[0322] [3] Total solids content and moisture content of the resin composition The total solids content in the resin composition is not particularly limited, but is preferably 1 to 30% by mass, more preferably 10 to 25% by mass, and even more preferably 15 to 22% by mass, relative to the total mass of the resin composition.

[0323] The water content (amount of water) in the resin composition is not particularly limited, but is preferably 0.2% by mass or more, more preferably 0.25% by mass or more, even more preferably 0.35% by mass or more, even more preferably 0.4% by mass or more, especially preferably 0.45% by mass or more, particularly preferably 0.6% by mass or more, and also preferably 3% by mass or less, more preferably 2.5% by mass or less, even more preferably 2% by mass or less, and particularly preferably 1.5% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the water content is preferably 0.2 to 3% by mass, more preferably 0.25 to 2.5% by mass, even more preferably 0.35 to 2% by mass, even more preferably 0.4 to 2% by mass, especially preferably 0.45 to 1.5% by mass, and particularly preferably 0.6 to 1.5% by mass. By setting the water content above the lower limit, water molecules tend to coordinate uniformly to the phthalocyanine compound (a1), weakening the cohesive force. By setting the water content below the upper limit, aggregation of the alkali-soluble resin (C) in the resin composition due to excess water tends to be suppressed.

[0324] In the resin composition, the water content relative to 100 parts by mass of phthalocyanine compound (a1) is not particularly limited, but is preferably 1 part by mass or more, more preferably 2 parts by mass or more, even more preferably 5 parts by mass or more, especially preferably 10 parts by mass or more, particularly preferably 20 parts by mass or more, and also preferably 100 parts by mass or less, more preferably 70 parts by mass or less, even more preferably 50 parts by mass or less, especially preferably 40 parts by mass or less, and particularly preferably 30 parts by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the water content relative to phthalocyanine compound (a1) is preferably 1 to 100 parts by mass, more preferably 2 to 70 parts by mass, even more preferably 5 to 50 parts by mass, especially preferably 10 to 40 parts by mass, and particularly preferably 20 to 30 parts by mass. By setting the water content relative to phthalocyanine compound (a1) to the lower limit value or higher, water molecules tend to coordinate uniformly to the phthalocyanine compound (a1), weakening the cohesive force. By keeping the water content ratio relative to the phthalocyanine compound (a1) below the aforementioned upper limit, aggregation of the alkali-soluble resin (C) in the resin composition due to excess water tends to be suppressed.

[0325] In this invention, the water content in the resin composition is a value measured by Karl Fischer volumetric titration under the following conditions using the standard method described in the manual: • Apparatus: Karl Fischer moisture meter KF-100 (manufactured by Nitto Seikou Analytech Co., Ltd.) • Injection volume: 1 mL • Temperature: 23°C • Titration solvent: Aquamicron titrator SS-Z 3 mg (potency 2.5-3.5 mgH) 2 (0 / mL) Dehydrating solvent: Aquamicron dehydrating solvent GEX The measuring instrument is not particularly limited as long as it is capable of the same measurements as the above device, but it is preferable to use the above device.

[0326] Various methods can be used to adjust the water content in the resin composition to the above range. Specifically, water can be added to the resin composition while measuring the water content as needed, and adjusting it to fall within the above range.

[0327] Water may be added to the resin composition after it has been prepared, to the colorant dispersion after it has been prepared, or to the colorant dispersion along with other components when preparing the colorant dispersion. When adding water to each material and then mixing, there are no restrictions on the order of mixing. If too much water is added, it can be dehydrated using various means. There are no particular restrictions on the timing of dehydration; if water is added before the dispersion treatment, dehydration may be carried out immediately afterward, or after the dispersion treatment. Means of dehydration include, for example, porous materials such as molecular sieves, or sodium sulfite (Na 2 SO 3 ), or a method using a dehydrating agent such as calcium chloride. In this case, these porous materials and dehydrating agents can be added to each component before mixing or to the resin composition after mixing, mixed by methods such as stirring, dewatered, and then the porous materials and dehydrating agents can be removed by means of filtration or other means.

[0328] [4] Color Filter Next, the color filter of the present invention will be described. In one embodiment, the color filter of the present invention comprises pixels formed using the resin composition of the present invention described above. In another embodiment, the color filter of the present invention comprises pixels containing (A) a coloring agent, (C) an alkali-soluble resin, and (E) a triazine compound (e2) represented by formula (e2), wherein (A) the coloring agent comprises a phthalocyanine compound (a1) having a chemical structure represented by formula (a1). The pixels are usually formed on a transparent substrate (support). That is, the color filter may also include a transparent substrate in addition to the pixels.

[0329] [4-1-1] (A) coloring agent, (C) alkali-soluble resin, (F) optional component contained in the pixel (A) coloring agent, (C) alkali-soluble resin, phthalocyanine compound (a1) having a chemical structure represented by formula (a1), and (F) optional component can be the same as those described for the components of the resin composition, and preferred embodiments are as described above.

[0330] [4-1-3] (E) Triazine compound (e2) (E) Triazine compound (e2) is a compound represented by the following general formula (e2).

[0331]

[0332] In the formula (e2), R 1e2 ~R 15e2 Each of these independently consists of a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxyl group, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, and -COR. 17e , -OR 17e ,-SR 17e , or -N(R 17e ) 2 And R 17e Each of these is independently a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms.

[0333] From the viewpoint of suppressing brightness reduction and discoloration, in formula (e2), R 1e2 , R 5e2 , R 6e2 , R 10e2 , R 11e2 and R 15e2 Each of these is preferably independently a hydrogen atom, a halogen atom, or a hydroxyl group, and in formula (e2), R 1e2 , R 5e2 , R 6e2 , R 10e2 , R 11e2 and R 15e2 It is even more preferable that at least one of them is a hydroxyl group.

[0334] From the viewpoint of further suppressing brightness reduction and discoloration, R in formula (e2) 1e It is preferable that R is a hydroxyl group. 5e2 , R 6e2 , R 10e2 , R 11e2 and R 15e2 It is more preferable that it be a hydrogen atom.

[0335] R in equation (e2) 1e2 ~R 15e2 Examples of halogen atoms in this context include fluorine, chlorine, bromine, and iodine atoms.

[0336] R in equation (e2) 1e2 ~R15e2 The alkyl group in may be linear, branched if it has three or more carbon atoms, or cyclic. 1e2 ~R 15e2 The alkyl group in R may have substituents. The number of carbon atoms in the alkyl group is 1 or more, preferably 3 or more, more preferably 5 or more, and 40 or less, preferably 30 or less, more preferably 20 or less, even more preferably 18 or less, even more preferably 16 or less, especially preferably 14 or less, and particularly preferably 12 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the alkyl group is 1 to 40, preferably 1 to 30, more preferably 1 to 20, even more preferably 3 to 18, even more preferably 3 to 16, particularly preferably 5 to 14, and most preferably 5 to 12. That is, R 1e2 ~R 15e2 The alkyl group in is a linear alkyl group having 1 to 40 carbon atoms, or a branched or cyclic alkyl group having 3 to 40 carbon atoms. The alkyl group is R 16e Examples of alkyl groups are given in the explanation.

[0337] R in equation (e2) 1e2 ~R 15e2 The aryl group in may have substituents. The number of carbon atoms in the aryl group is 6 or more, and 20 or less, preferably 16 or less, more preferably 12 or less, and even more preferably 8 or less. The aryl group is R 16e The aryl group, which was exemplified in the explanation, is one example.

[0338] R in equation (e2) 1e2 ~R 15e2 The heterocyclic group in may have substituents. The number of carbon atoms in the heterocyclic group is 2 or more, preferably 5 or more, and 20 or less, preferably 16 or less, and more preferably 10 or less. The above upper and lower limits can be combined arbitrarily. For example, the number of carbon atoms in the heterocyclic group is 2 to 20, preferably 5 to 16, and more preferably 5 to 10. As for the heterocyclic group, R 16e Examples of heterocyclic groups include those exemplified in the explanation.

[0339] R 1e2 ~R 15e2 The alkyl groups, aryl groups, and methylene groups in heterocyclic groups in the above are carbon-carbon double bonds, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR 18e -, >P=O, -S-S- or -SO 2 - Or they may be substituted with a combination of these divalent groups. That is, R 1e2 ~R 15e2 The alkyl groups, aryl groups, and heterocyclic groups in this context also include groups in which the methylene group in these groups is substituted with the aforementioned divalent group. However, the number of carbon atoms in each of the substituted groups is one or more.

[0340] R 1e2 ~R 15e2 The alkyl group, aryl group, and heterocyclic group in each may have substituents. Having a substituent means that a hydrogen atom in the group is replaced by a substituent. That is, R 1e2 ~R 15e2 The alkyl groups, aryl groups, and heterocyclic groups in these include groups in which the hydrogen atoms in these groups are substituted with substituents described later. Examples of substituents include R 16e Examples of substituents are given in the explanation.

[0341] R in equation (e2) 1e2 ~R 15e2 -COR in 17e , -OR 17e ,-SR 17e , and -N(R 17e ) 2 R inside 17e R is a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms. 17e It may further be substituted with one or more alkyl ester structures and alkylamide structures. 1e ~R 15eTwo or more of them are -COR 17e , -OR 17e ,-SR 17e , or -N(R 17e ) 2 If so, each R 17e These may be the same or different. 17e This is explained in equation (e1).

[0342] From the viewpoint of further suppressing brightness reduction and discoloration, R in formula (e2) 2e2 , R 3e2 , R 4e2 , R 7e2 , R 8e2 , R 9e2 , R 12e2 , R 13e2 and R 14e2 One or more of them are -OR 17e Preferably, at least R 3e2 ga- OR 17e It is more preferable that R 3e2 ga- OR 17e And the remaining R 2e2 , R 4e2 , R 7e2 , R 8e2 , R 9e2 , R 12e2 , R 13e2 and R 14e2 It is even more preferable that R is a hydrogen atom. In particular, 3e2 is, -OR 17e R 17e It is particularly preferable that R is an alkyl group having 1 to 40 carbon atoms having an alkyl ester structure, 17e It is most preferable that the alkyl group is a branched alkyl group having 1 to 40 carbon atoms and having an alkyl ester structure.

[0343] In some aspects, R in equation (e2) 1e2 is a hydroxyl group, R 3e2 ga- OR 17e It is acceptable for R in equation (e2) to be; 1e2 is a hydroxyl group, R 3e2 ga- OR 17e And the remaining R 2e2 , R 4e2 ~R 15e2R may be a hydrogen atom. 3e2 -OR in 17e This is the aforementioned -OR 17e They may be combined in a preferred manner.

[0344] (E) Triazine compound (e2) may be, but is not limited to, the following compounds. (E) Triazine compound (e2) may be used alone or in combination of two or more compounds.

[0345]

[0346] The content ratio of the colorant (A) in the color filter 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, especially preferably 15% by mass or more, and especially preferably 18% by mass or more, relative to the total mass of the total solids of the color filter. Also, it is preferably 60% by mass or less, more preferably 50% by mass or less, even more preferably 45% by mass or less, even more preferably 40% by mass or less, especially preferably 35% by mass or less, and especially preferably 30% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content ratio of the colorant (A) is preferably 1 to 60% by mass, more preferably 5 to 50% by mass, even more preferably 10 to 45% by mass, even more preferably 13 to 40% by mass, especially preferably 15 to 35% by mass, and especially preferably 18 to 30% by mass. (A) By setting the colorant content above the lower limit, the desired chromaticity and film thickness as a color filter tend to be achieved. (A) By setting the colorant content below the upper limit, the storage stability tends to improve.

[0347] The content of phthalocyanine compound (a1) in the color filter is not particularly limited, but is preferably 1% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, more preferably 50% by mass or less, even more preferably 40% by mass or less, even more preferably 35% by mass or less, especially preferably 30% by mass or less, and especially preferably 25% by mass or less, based on the total mass of the total solids in the color filter. The above upper and lower limits can be combined arbitrarily. For example, the content of phthalocyanine compound (a1) is more preferably 1 to 50% by mass, even more preferably 10 to 40% by mass, even more preferably 10 to 35% by mass, especially preferably 15 to 30% by mass, and particularly preferably 15 to 25% by mass. By setting the content of phthalocyanine compound (a1) to the lower limit or higher, the phthalocyanine compound (a1) tends to associate efficiently, improving brightness and contrast. By keeping the content of phthalocyanine compound (a1) below the aforementioned upper limit, storage stability tends to improve.

[0348] When a color filter contains a yellow coloring agent, the proportion of the yellow coloring agent in the color filter is not particularly limited. It is preferably 1% by mass or more, more preferably 2% by mass or more, even more preferably 3% by mass or more, even more preferably 4% by mass or more, and particularly preferably 5% by mass or more, relative to the total mass of the total solids in the color filter. It is also preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, even more preferably 20% by mass or less, and particularly preferably 10% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the proportion of the yellow coloring agent is more preferably 1 to 50% by mass, even more preferably 2 to 40% by mass, even more preferably 3 to 30% by mass, even more preferably 4 to 20% by mass, and particularly preferably 5 to 10% by mass. Setting the proportion of the yellow coloring agent above the lower limit tends to result in the desired chromaticity and film thickness of the color filter. Setting the proportion of the yellow coloring agent below the upper limit tends to improve brightness and storage stability.

[0349] When a color filter contains a yellow coloring agent, the mass-based content ratio of phthalocyanine compound (a1) to yellow coloring agent in the color filter (yellow coloring agent / phthalocyanine compound (a1)) is not particularly limited, but is preferably 0.05 or higher, more preferably 0.1 or higher, even more preferably 0.15 or higher, and also preferably 10 or lower, more preferably 5 or lower, and even more preferably 2 or lower. The above upper and lower limits can be combined arbitrarily. For example, 0.05 to 10 is preferred, 0.1 to 5 is more preferred, and 0.15 to 2 is even more preferred. Setting the mass-based content ratio of phthalocyanine compound (a1) to yellow coloring agent to be above the lower limit tends to suppress aggregation of phthalocyanine compound (a1) and improve storage stability. Setting the mass-based content ratio of phthalocyanine compound (a1) to yellow coloring agent to be below the upper limit tends to result in the desired chromaticity and film thickness as a color filter.

[0350] If the color filter contains other colorants, the content of the other colorants is not particularly limited, but is preferably 1% by mass or more, more preferably 2% by mass or more, even more preferably 3% by mass or more, even more preferably 4% by mass or more, and particularly preferably 5% by mass or more, relative to the total mass of the total solids of the color filter. Also, is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, even more preferably 20% by mass or less, and particularly preferably 10% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content of the other colorants is preferably 1 to 50% by mass, more preferably 2 to 40% by mass, even more preferably 3 to 30% by mass, even more preferably 4 to 20% by mass, and particularly preferably 5 to 10% by mass. Setting the content of the other colorants above the lower limit tends to result in the desired chromaticity and film thickness of the color filter. Setting the content of the other colorants below the upper limit tends to improve brightness and storage stability.

[0351] The content of (C) alkali-soluble resin in the color filter is not particularly limited, and is usually 1% by mass or more, preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 20% by mass or more, even more preferably 25% by mass or more, especially preferably 30% by mass or more, and usually 80% by mass or less, preferably 70% by mass or less, more preferably 60% by mass or less, and even more preferably 50% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content of (C) alkali-soluble resin is usually 1 to 80% by mass, preferably 5 to 70% by mass, more preferably 10 to 60% by mass, even more preferably 20 to 60% by mass, even more preferably 25 to 50% by mass, and especially preferably 30 to 50% by mass. By setting the content of (C) alkali-soluble resin to be above the lower limit, a strong film can be obtained, and adhesion to the substrate tends to be excellent. (C) By keeping the content of alkali-soluble resin below the upper limit, the penetration of the developer into the exposed area is low, and deterioration of the surface smoothness and sensitivity of the pixels tends to be suppressed.

[0352] When the color filter contains (D) a photopolymerization initiator, the content ratio of (D) in the color filter is not particularly limited, but is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, even more preferably 1% by mass or more, especially preferably 2% by mass or more, especially preferably 3% by mass or more, and also preferably 15% by mass or less, more preferably 10% by mass or less, even more preferably 8% by mass or less, and especially preferably 6% by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content ratio of (D) photopolymerization initiator is preferably 0.1 to 15% by mass, more preferably 0.5 to 10% by mass, even more preferably 1 to 8% by mass, especially preferably 2 to 6% by mass, and especially preferably 3 to 6% by mass. Setting the content ratio of (D) photopolymerization initiator to be above the lower limit tends to ensure patterning characteristics after development. (D) By keeping the content ratio of the photopolymerization initiator below the upper limit, the decrease in transmittance due to the addition of an excess of the photopolymerization initiator tends to be suppressed.

[0353] The content of (E) triazine compound (e2) in the color filter is not particularly limited, but is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, even more preferably 1% by mass or more, particularly preferably 4% by mass or more, and also preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 10% by mass or less, based on the total mass of the total solids of the color filter. The above upper and lower limits can be combined arbitrarily. For example, the content of (E) triazine compound (e2) is preferably 0.1 to 20% by mass, more preferably 0.5 to 20% by mass, even more preferably 1 to 15% by mass, and particularly preferably 4 to 10% by mass. By setting the content of (E) triazine compound (e2) to be above the lower limit, there is a tendency to further suppress the decrease in brightness and discoloration in lightfastness tests in high temperature and high humidity environments under oxygen shielding conditions. By keeping the content of (E) triazine compound (e2) below the upper limit, it is possible to suppress undissolved (E) triazine compound (e2) and obtain a uniform photosensitive resin composition.

[0354] When a color filter contains a triazine compound (e1), the mass-based content ratio of the triazine compound (e1) to the phthalocyanine compound (a1) in the color filter (triazine compound (e1) / phthalocyanine compound (a1)) is not particularly limited, but is preferably 0.1 or higher, more preferably 0.2 or higher, even more preferably 0.3 or higher, preferably 3 or lower, more preferably 2.5 or lower, and even more preferably 2 or lower. The above upper and lower limits can be combined arbitrarily. For example, 0.1 to 3 is preferred, 0.2 to 2.5 is more preferred, and 0.3 to 2 is even more preferred. By setting the mass-based content ratio of the triazine compound (e1) to the phthalocyanine compound (a1) to the above lower limit, there is a tendency to further suppress brightness reduction and discoloration in lightfastness tests in high-temperature, high-humidity environments under oxygen shielding conditions. By keeping the mass-based content ratio of the triazine compound (e1) to the phthalocyanine compound (a1) below the aforementioned upper limit, aggregation of the phthalocyanine compound (a1) and the triazine compound (e1) is suppressed, improving storage stability and tending to suppress the decrease in brightness due to aggregates.

[0355] The mass-based content ratio of triazine compound (e2) to phthalocyanine compound (a1) in the color filter (triazine compound (e2) / phthalocyanine compound (a1)) is not particularly limited, but is preferably 0.1 or higher, more preferably 0.2 or higher, even more preferably 0.3 or higher, preferably 3 or lower, more preferably 2.5 or lower, and even more preferably 2 or lower. The above upper and lower limits can be arbitrarily combined. For example, 0.1 to 3 is preferred, 0.2 to 2.5 is more preferred, and 0.3 to 2 is even more preferred. By setting the mass-based content ratio of triazine compound (e2) to phthalocyanine compound (a1) to the above lower limit, there is a tendency to further suppress brightness reduction and discoloration in lightfastness tests in high-temperature, high-humidity environments under oxygen shielding conditions. By keeping the mass-based content ratio of the triazine compound (e2) to the phthalocyanine compound (a1) below the aforementioned upper limit, aggregation of the phthalocyanine compound (a1) and the triazine compound (e2) is suppressed, improving storage stability and tending to suppress the decrease in brightness due to aggregates.

[0356] When a color filter contains a pigment and a dispersant, the content 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, especially preferably 15 parts by mass or more, particularly preferably 20 parts by mass or more, and also preferably 70 parts by mass or less, more preferably 50 parts by mass or less, even more preferably 40 parts by mass or less, and particularly preferably 30 parts by mass or less. The above upper and lower limits can be combined arbitrarily. For example, the content of the dispersant per 100 parts by mass of pigment is preferably 0.5 to 70 parts by mass, more preferably 5 to 50 parts by mass, even more preferably 10 to 40 parts by mass, especially preferably 15 to 30 parts by mass, and particularly preferably 20 to 30 parts by mass. By setting the content of the dispersant within the above range, it tends to be easier to obtain a color filter with excellent dispersion stability and higher brightness.

[0357] [4-2] Transparent Substrate (Support) The material of the transparent substrate for the color filter is not particularly limited as long as it is transparent and has adequate strength. Examples of materials for the transparent substrate include thermoplastic resin sheets made of polyester resins such as polyethylene terephthalate, polyolefin resins such as polypropylene and polyethylene, polycarbonate, polymethyl methacrylate, and polysulfone, epoxy resins, unsaturated polyester resins, thermosetting resin sheets such as poly(meth)acrylic resins, and various types of glass. From the viewpoint of heat resistance, glass or heat-resistant resins are preferred. In this specification, "transparent" means that the total light transmittance is 50% or more. The total light transmittance is a value measured in accordance with JIS Z 8722:2009 (Method of measuring the transmittance of a transparent object: Geometric conditions for irradiation and reception) and JIS K 7361-1:1997 (Plastics - Test method for the total light transmittance of transparent materials).

[0358] The transparent substrate and the black matrix forming substrate described later may be subjected to various treatments as needed, such as corona discharge treatment, ozone treatment, and thin film formation treatment of various resins such as silane coupling agents and urethane resins, in order to improve surface properties such as adhesion. 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. The above upper and lower limits can be arbitrarily combined. For example, the thickness of the transparent substrate is usually 0.05 to 10 mm, preferably 0.1 to 7 mm. When thin film formation treatment of 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. The above upper and lower limits can be arbitrarily combined. For example, when thin film formation treatment is performed, the film thickness is usually 0.01 to 10 μm, preferably 0.05 to 5 μm.

[0359] [4-3] Black Matrix A color filter according to the present invention can be manufactured by providing a black matrix on the transparent substrate described above and further forming pixel images of red, green, and blue pixels. The transparent substrate on which the black matrix is ​​provided is also called the "black matrix forming substrate". The resin composition according to the present invention is preferably used as a coating liquid for forming green pixels (hereinafter sometimes abbreviated as "green resist") among the red, green, and blue pixels. Using the green resist, pixel images are formed by coating, heating and drying, image exposure, development, and thermocuring on the resin black matrix forming surface of the black matrix forming substrate, or on a metal black matrix forming surface formed using a chromium compound or other light-shielding metal material.

[0360] The black matrix is ​​formed on a transparent substrate using a light-shielding metal thin film or a photosensitive colored resin composition for black matrices. The light-shielding metal thin film can be made from materials such as metallic chromium, chromium oxide, chromium nitride, or other chromium compounds, or a nickel-tungsten alloy, and may be formed by laminating multiple layers of these materials. The light-shielding metal thin film is generally formed by sputtering. After forming a desired pattern in a film using a positive-type photoresist, the chromium is etched using an etching solution mixed with cerium ammonium nitrate and perchloric acid and / or nitric acid, while other materials are etched using an etching solution appropriate to the material. Finally, the positive-type photoresist is removed with a special release agent to form the black matrix.

[0361] In this case, first, a thin film of these metals or metals / metal oxides is formed on a transparent substrate by methods such as vapor deposition or sputtering. Next, a coating film of a photosensitive colored resin composition for the black matrix is ​​formed on this 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. After that, the coating film can be etched to form the black matrix.

[0362] When using a photosensitive colored resin composition for a black matrix, a photosensitive colored resin composition containing a black colorant is used to form the black matrix. For example, a photosensitive colored resin composition containing one or more black colorants such as carbon black, graphite, iron black, aniline black, cyanine black, or titanium black, or a photosensitive colored resin composition containing a black colorant obtained by mixing red, green, blue, etc., appropriately selected from inorganic or organic pigments and dyes, can be used to form the black matrix in the same manner as the method for forming red, green, and blue pixel images described below.

[0363] [4-4] A photosensitive colored resin composition of one color from red, green, or blue is applied to a transparent substrate (black matrix forming substrate) provided with a pixel formation black matrix. After drying, a photomask is placed on top of the applied film, and a pixel image is formed by image exposure, development, and, if necessary, heat curing or photocuring through the photomask. By performing this operation for each of the three photosensitive colored resin compositions of red, green, and blue, a color filter image can be formed. In the present invention, the resin composition according to the present invention is used as the green pixel.

[0364] The photosensitive colored resin composition for color filters can be applied by methods such as the spinner method, wire bar method, flow coating method, die coating method, roll coating method, and spray coating method. Among these, the die coating method is preferable from an overall standpoint because it significantly reduces the amount of coating solution used, completely eliminates the effects of mist and other contaminants that adhere when using the spin coating method, and further suppresses the generation of foreign matter.

[0365] If the thickness of the coating film is too large, pattern development becomes difficult, and gap adjustment in the liquid crystal cell formation process may also become difficult. On the other hand, if the thickness of the coating film is too small, it becomes difficult to increase the pigment concentration, and the desired color may not be produced. The thickness of the coating film, as a film thickness 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, and more preferably 5 μm or less. The above upper and lower limits can be combined arbitrarily. For example, the thickness of the coating film, as a film thickness after drying, is usually 0.2 to 20 μm, preferably 0.5 to 10 μm, and more preferably 0.8 to 5 μm.

[0366] [4-5] Drying of the Coating Film After applying the photosensitive colored resin composition to a transparent substrate provided with a black matrix, the coating film is preferably dried using a hot plate, IR oven, or convection oven. Usually, after pre-drying, it is heated again to dry. The conditions for pre-drying can be appropriately selected depending on the type of solvent component contained in the photosensitive colored resin composition, the performance of the dryer used, etc. The drying temperature and drying time during pre-drying are selected depending on the type of solvent component, the performance of the dryer used, etc. Specifically, the drying temperature is usually 40°C or higher, preferably 50°C or higher, and usually 80°C or lower, preferably 70°C or lower. The drying time is usually 15 seconds or more, preferably 30 seconds or more, and usually 5 minutes or less, preferably 3 minutes or less. The above upper and lower limits can be arbitrarily combined. For example, the drying temperature during pre-drying is usually 40 to 80°C, preferably 50 to 70°C. The drying time during pre-drying is usually 15 seconds to 5 minutes, preferably 30 seconds to 3 minutes.

[0367] The temperature conditions for reheat drying are preferably higher than the pre-drying temperature, specifically, usually 50°C or higher, preferably 70°C or higher, and usually 200°C or lower, preferably 160°C or lower, and more preferably 130°C or lower. The drying time depends on the heating temperature, but is usually 10 seconds or more, preferably 15 seconds or more, and usually 10 minutes or less, and preferably 5 minutes. The above upper and lower limits can be combined arbitrarily. For example, the drying temperature during reheat drying is usually 50 to 200°C, preferably 70 to 160°C, and more preferably 70 to 130°C. The drying time during reheat drying is usually 10 seconds to 10 minutes, and preferably 15 seconds to 53 minutes. Higher drying temperatures improve adhesion to transparent substrates, but if the temperature is too high, the binder resin, such as (C) alkali-soluble resin, may decompose, inducing thermal polymerization and resulting in poor development. Furthermore, for the drying process of this coating film, a vacuum drying method may be used, in which drying is performed in a vacuum chamber without raising the temperature.

[0368] [4-6] Exposure Process Image exposure is performed by superimposing a negative matrix pattern onto a coated film of a photosensitive colored resin composition and irradiating it with an ultraviolet or visible light source through this mask pattern. In this case, if necessary, an oxygen-blocking layer such as a polyvinyl alcohol layer may be formed on the photopolymerizable layer before exposure in order to prevent a decrease in the sensitivity of the photopolymerizable layer due to oxygen. The light source used for the above image 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 arcs, 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, optical filters can also be used.

[0369] [4-7] Development Process: A color filter can be manufactured by exposing a coated film using the resin composition according to the present invention to an image using the above-mentioned light source, and then developing it using an aqueous solution containing a surfactant and an alkaline compound to form an image on a transparent substrate provided with a black matrix. The aqueous solution containing the surfactant and the alkaline compound may further contain one or more organic solvents, buffers, complexing agents, dyes, and pigments as needed.

[0370] 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 alkylbenzene sulfonates, alkylnaphthalene sulfonates, alkyl sulfates, alkyl sulfonates, and sulfosuccinate esters; and amphoteric surfactants such as alkyl betaines and amino acids. Surfactants may be used individually or in combination of two or more.

[0371] 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, as well as 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. Alkaline compounds may be used individually or in combination of two or more.

[0372] Examples of organic solvents include isopropyl alcohol, benzyl alcohol, ethyl cellosolve, butyl cellosolve, phenyl cellosolve, propylene glycol, and diacetone alcohol. One organic solvent may be used alone, or two or more may be used in combination. The organic solvent may be incorporated into an aqueous solution, or used in combination with an aqueous solution.

[0373] There are no particular restrictions on the development conditions. 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. The above upper and lower limits can be combined arbitrarily. For example, the development temperature is usually 10 to 50°C, preferably 15 to 45°C, and more preferably 20 to 40°C. The development method is not particularly limited, and for example, immersion development, spray development, brush development, and ultrasonic development can be employed.

[0374] [4-8] After development, the color filter is subjected to a heat-curing treatment. The conditions for this heat-curing treatment are that the temperature is usually 100°C or higher, preferably 150°C or higher, more preferably 170°C or higher, and usually 280°C or lower, preferably 250°C or lower. The above upper and lower limits can be combined arbitrarily. For example, the temperature is usually 100 to 280°C, preferably 150 to 250°C, and more preferably 170 to 250°C. By setting the heat-curing treatment temperature to be above the lower limit, the protecting group of the hydroxyl group of the triazine compound (e1) can be removed after development of the coating film, and discoloration of the phthalocyanine compound (a1) tends to be suppressed. The heat-curing treatment time is usually 5 minutes or more and 60 minutes or less. In this specification, the heat-curing treatment is also called the "firing treatment". That is, the heat-curing treatment process is also called the firing process.

[0375] By thermosetting treatment, some of the protecting groups in the (E) triazine compound (e1) contained in the resin composition of the present invention may be removed. The protecting groups in the (E) triazine compound (e1) are R in the general formula (e1) 16e That is. R 16eR is a protecting group for hydroxyl groups, but this R 16e A portion of it may be removed by heat curing treatment, resulting in -OH. That is, R in the general formula (e1) 1e ~R 15e -OR 16e The group that was previously OH may be converted to OH by the heat-setting treatment. After the heat-setting treatment, some of the protecting groups in (E) triazine compound (e1) are removed, causing (E) triazine compound (e1) to exhibit ultraviolet absorption ability.

[0376] After these steps, the formation of a single-color patterned image is complete. This process is repeated sequentially to pattern black, red, green, and blue, forming a color filter. The order in which the four colors are patterned is not limited to the order described above.

[0377] [4-9] Transparent electrode formation color filters can be used as is, with transparent electrodes such as ITO formed on the image, as part of components for color displays, liquid crystal displays, etc. In addition, to improve surface smoothness and durability, a topcoat layer such as polyamide or polyimide can be applied to the image as needed. Furthermore, in some applications such as planar orientation drive systems (IPS mode), transparent electrodes may not be formed.

[0378] [5] Image display device (panel) The image display device according to the present invention is equipped with the color filter described above. Below, liquid crystal display devices and organic EL display devices will be described in detail as image display devices.

[0379] [5-1] Liquid Crystal Display Device The liquid crystal display device of this embodiment can typically be manufactured by forming an alignment film on a color filter according to the present invention, scattering spacers on the alignment film, bonding it with a counter substrate to form a liquid crystal cell, injecting liquid crystal into the formed liquid crystal cell, and connecting it to a counter electrode. The alignment film is preferably a resin film such as polyimide. Gravure printing and / or flexographic printing are typically used to form the alignment film. The thickness of the alignment film is several tens of nanometers. After curing the alignment film by heat firing, the surface is treated by irradiation with ultraviolet light or treatment with a rubbing cloth to process it into a surface state in which the tilt of the liquid crystal can be adjusted.

[0380] Spacers are used that are sized according to the gap (clearance) with the opposing substrate, and are usually preferably 2 to 8 μm in size. Alternatively, a photospacer (PS) made of a transparent resin film can be formed on the alignment film formed on the color filter by photolithography and used as a substitute for the spacer.

[0381] Typically, an array substrate is used as the opposing substrate, and a TFT (thin-film transistor) substrate is particularly preferred. The bonding gap with the opposing substrate varies depending on the application of the liquid crystal display device, but is usually between 2 μm and 8 μm.

[0382] After bonding to the opposing substrate, the areas other than the liquid crystal injection port are sealed with a sealing material such as epoxy resin. The sealing material is cured by UV irradiation and / or heating, sealing the area around the liquid crystal cell. After the sealed liquid crystal cell is cut into panel units, the pressure is reduced in a vacuum chamber, the liquid crystal injection port is immersed in the liquid crystal, and then the liquid crystal is injected into the liquid crystal cell by leaking the chamber. The degree of pressure reduction inside the liquid crystal cell is usually 1 × 10⁻⁶. -7 The pressure is Pa or higher, preferably 1 × 10⁻⁶ -6 It is Pa or higher, and is usually 1 x 10⁻⁶ -2 It is Pa or less, preferably 1 × 10⁻⁶ -3 It is less than or equal to Pa. The above upper and lower limits can be combined arbitrarily. For example, the degree of pressure reduction in a liquid crystal cell is usually 1 × 10⁻⁶. -7 ~1 x 10 -2Pa, preferably 1 × 10 -6 ~1 x 10 -3 The pressure is Pa. It is preferable to heat the liquid crystal cell when the pressure is reduced, and 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. The above upper and lower limits can be combined arbitrarily. For example, the heating temperature when the pressure is reduced is usually 30 to 100°C, preferably 50 to 90°C.

[0383] The heating and holding during reduced pressure is usually for a range of 10 minutes to 60 minutes, after which the cell is immersed in liquid crystal. The liquid crystal cell into which the liquid crystal has been injected is sealed by curing a UV-curing resin at the liquid crystal injection port, thereby completing the liquid crystal display device (panel). There are no particular restrictions on the type of liquid crystal; it can be any conventionally known liquid crystal such as aromatic, aliphatic, or polycyclic compounds, for example, lyotropic liquid crystal or thermotropic liquid crystal. Known thermotropic liquid crystals include nematic liquid crystal, smestic liquid crystal, and cholesteric liquid crystal, and any of these may be used.

[0384] [5-2] Organic EL Display Device When manufacturing an organic EL display device equipped with a color filter according to the present invention, for example as shown in Figure 1, a color filter is made on a transparent substrate 10 in which a pattern formed from the resin composition of the present invention (i.e., pixels 20 and a black matrix (not shown) provided between adjacent pixels 20) is formed, and a multi-color organic EL element 100 is made by laminating an organic light-emitting element 500 on this color filter via an organic protective layer 30 and an inorganic oxide film 40.

[0385] Examples of methods for laminating the organic light-emitting element 500 include 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, or laminating an organic light-emitting element 500 formed on a separate substrate onto an inorganic oxide film 40. The organic EL element 100 is applicable to both passively driven organic EL display devices and actively driven organic EL display devices.

[0386] The present invention will be described in more detail below with reference to examples. However, the present invention is not limited to the following examples, and can be modified and implemented as long as it does not depart from the spirit of the invention. The components of the resin compositions used in the following examples and comparative examples are as follows.

[0387] <Zinc phthalocyanine compound A1> A phthalocyanine compound (zinc phthalocyanine compound A1) having the following chemical structure, synthesized based on Example 30 of Japanese Patent Publication No. 05-345861, was used as phthalocyanine compound (a1).

[0388]

[0389] <Copper Phthalocyanine Compound A2> A copper phthalocyanine compound (C.I. Pigment Green G7) having the following chemical structure was used as copper phthalocyanine compound A2.

[0390]

[0391] <Yellow coloring pigment A3> C.I. Pigment Yellow 138 (BASF, product name "Paliotoll Yellow L0960HD") was used as yellow coloring pigment A3.

[0392] <Dispersant F1> A methacrylic acid-based AB block copolymer (manufactured by BIC Chemie Japan Co., Ltd., trade name "BYK-LPN6919") consisting of a solvent-philic A block and a nitrogen atom-containing functional group B block was used as dispersant F1. BYK-LPN6919 has repeating units of the following formulas (f1-1) and (f2-1), and does not have repeating units of the following formula (f'-1). The amine value of BYK-LPN6919 is 120 mgKOH / g, and the acid value is 1 mgKOH / g or less. The content of the following formula (f1-1) in the total repeating units of BYK-LPN6919 is 33.3 mol%, and the content of the following formula (f2-1) is 6.7 mol%.

[0393]

[0394] <Synthesis of Alkali-Soluble Resin C1> A separable flask equipped with a condenser was prepared as the reaction vessel, and 400 parts by mass of propylene glycol monomethyl ether acetate was charged into it. After purging with nitrogen, the reaction vessel was heated in an oil bath while stirring to raise the temperature to 90°C. 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-butyl peroxy-2-ethylhexanoate, and 40 parts by mass of propylene glycol monomethyl ether acetate were charged into the monomer tank. 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 vessel stabilized at 90°C, the monomers were added dropwise from the monomer tank and the chain transfer agent tank to start polymerization. The reaction vessel was heated to 110°C by starting the heating process 60 minutes after the addition was completed, with the temperature maintained at 90°C for 135 minutes. After maintaining the reaction vessel temperature at 110°C for 3 hours, a gas inlet tube was attached to the separable flask, and bubbling of an oxygen / nitrogen = 5 / 95 (v / v) mixed gas was started. 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 reacted at 110°C for 9 hours to obtain alkali-soluble resin C1. The weight-average molecular weight Mw of the obtained alkali-soluble resin C1, measured by GPC in terms of polystyrene, was 8000, and the acid value was 101 mgKOH / g.

[0395] <Dispersion Resin F2> A resist resin (manufactured by Nippon Shokubai Co., Ltd., product name "Acrycure® RD-Y-203") was used as the dispersion resin F2.

[0396] <Preparation of Green Coloring Agent Dispersion> The above phthalocyanine compound, dispersant F1, alkali-soluble resin C1, and (B) propylene glycol monomethyl ether acetate (PGMEA) and propylene glycol monomethyl ether (PGME) as organic solvents were mixed in the mass ratios shown in Table 1. The resulting dispersion and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were filled into a stainless steel container and dispersed using a paint shaker for 6 hours. After dispersion, the zirconia beads and dispersion were separated by filter to prepare green coloring agent dispersion (I-1) or green coloring agent dispersion (I-2). A blank space in Table 1 means that the component is not included (amount included: 0 parts by mass).

[0397]

[0398] <Preparation of Yellow Coloring Agent Dispersion> The above yellow coloring pigment A3, dispersant F1, dispersion resin F2, and (B) propylene glycol monomethyl ether acetate (PGMEA) and propylene glycol monomethyl ether (PGME) as organic solvents were mixed in the mass ratios shown in Table 2. The resulting dispersion and 225 parts by mass of zirconia beads with a diameter of 0.5 mm were filled into a stainless steel container and dispersed using a paint shaker for 6 hours. After dispersion, the zirconia beads and dispersion were separated by filtration to prepare yellow coloring agent dispersion (II).

[0399]

[0400] <Alkali-soluble resin C2> 145 parts by mass of propylene glycol monomethyl ether acetate was stirred while purging with nitrogen and the temperature was raised to 120°C. 10 parts by mass of styrene, 90 parts by mass of glycidyl methacrylate, and 10 parts by mass of monomethacrylate having a tricyclodecane skeleton (manufactured by Resonaq Corporation, trade name "FA-513M") were added dropwise, and the mixture was stirred further at 120°C for 2 hours. Next, the reaction vessel was changed to air purging, and 50 parts by mass of acrylic acid, 0.7 parts by mass of trisdimethylaminomethylphenol, and 0.12 parts by mass of hydroquinone were added, and the reaction was continued at 120°C for 6 hours. After that, 13 parts by mass of tetrahydrophthalic anhydride (THPA) and 0.7 parts by mass of triethylamine were added, and the reaction was carried out at 120°C for 3.5 hours to obtain alkali-soluble resin C2. The weight-average molecular weight Mw of the obtained alkali-soluble resin C2, measured by GPC, was approximately 9000 in polystyrene terms, the acid value was 24.3 mgKOH / g, and the double bond equivalent was 260 g / mol.

[0401] <Photopolymerizable monomer F3> A mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., trade name "A-9550") was used as photopolymerizable monomer F3.

[0402] <Photopolymerization Initiator D1> An oxime ester compound having the following chemical structure (4-acetoxyimino-5-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-5-oxopentanoate methyl) was used as the photopolymerization initiator D1.

[0403]

[0404] <Photopolymerization Initiator D2> An oxime ester compound having the following chemical structure was used as the photopolymerization initiator D2.

[0405]

[0406] <Surfactant F4> A nonionic surfactant (manufactured by DIC Corporation, product name "Megafac F-554") was used as surfactant F4.

[0407] <Synthesis of Triazine Compound E1> Triazine compound E1 was synthesized as follows using a phenol compound (P1) having the following chemical structure.

[0408]

[0409] 0.01 mol of phenol compound (P1), 0.05 mol of di-tert-butyl dicarbonate, and 30 g of pyridine were mixed, and under a nitrogen atmosphere, 0.025 mol of 4-dimethylaminopyridine was added at room temperature, and the mixture was stirred at 60°C for 3 hours. After cooling to room temperature, the reaction mixture was added dropwise to 150 g of Milli-Q water, and the organic layer was recovered by liquid-liquid extraction with 200 g of chloroform. Anhydrous sodium sulfate was added to the organic layer to dehydrate it, and the solvent was removed by reduced pressure to obtain an oily residue. The obtained oily residue was added dropwise to 100 g of methanol, and the precipitate was filtered and recovered to obtain white powdery crystals. The obtained powder was dried at 60°C for 3 hours to obtain white powdery crystals. The obtained white powdery crystals were identified as the target product, i.e., triazine compound E1 having the following chemical structure, in which the hydrogen atom of the hydroxyl group of phenol compound (P1) is substituted with a -COO-tert-butyl group. 1 Confirmed by H-NMR.

[0410]

[0411] <Triazine compound E2> A compound having the following structure (2-(4,6-diphenyl-1,3,5-triazine-2-yl)-5-(hexyloxy)phenol (manufactured by Tokyo Chemical Industry Co., Ltd.)) was used as triazine compound E2.

[0412]

[0413] <Synthesis of Benzotriazole Compound E3> Benzotriazole compound E3 was synthesized using a phenol compound (P2) having the following chemical structure, as described below.

[0414]

[0415] White powdery crystals were obtained in the same manner as with triazine compound E1, except that phenol compound (P2) was used instead of phenol compound (P1). The obtained white powdery crystals were identified as the target product, i.e., benzotriazole compound E3 having the following chemical structure. 1 Confirmed by H-NMR.

[0416]

[0417] [Examples 1-4, Comparative Examples 1-4] <Preparation of Resin Compositions> Each component was mixed to obtain the solid content ratio and solvent ratio shown in Table 3, and a resin composition with a total solid content of 15% by mass was prepared. The moisture content of the obtained resin composition was measured using a moisture measuring device (manufactured by Nitto Seikou Analytech Co., Ltd., product name "CA-310"). The results are shown in Table 3. Note that "solid content ratio" refers to the ratio (mass%) of the solid content of each component in the total solid content (100% by mass) of the resin composition. Also, "solvent ratio" refers to the ratio (mass%) of the amount of each organic solvent in (B) organic solvent (100% by mass). The amount of each organic solvent includes the amount of organic solvent derived from alkali-soluble resin C2. Blank spaces in Table 3 mean that the component is not included (amount included 0% by mass).

[0418]

[0419] <Preparation of encapsulated samples for evaluation> The resin compositions obtained in each example were applied to a 5.8 mm square, 0.5 mm thick glass substrate (AGC Inc., product name "AN100") using a spin coater, and then dried on a 100°C hot plate for 1 minute and 25 seconds to obtain a coating film. At this time, the rotation speed of the spin coater was adjusted so that the film thickness after heat curing was 2.0 μm. The obtained coating film was heated with a 2 kW high-pressure mercury lamp at 30 mW / cm². 2 40 mJ / cm 2The substrate was exposed to light in this manner. The UV irradiation was performed under air conditions. Afterwards, the substrate was heated in an oven at 230°C for 20 minutes to cure it and obtain a resist film. A drop of pure water was placed on the obtained resist film, and a 4.0 mm square, 0.5 mm thick cover glass (AGC Inc., product name "AN100") was placed over it, taking care to prevent air bubbles from forming. A UV-curable encapsulant (EHC Corporation, product name "LCB-610") was applied to all four sides of the cover glass, and after covering it with aluminum foil to prevent UV irradiation other than the curing agent, UV was applied at 50 mW / cm². 2 999 mJ / cm 2 The sealing material was cured by exposing it to light three times to obtain a sealed sample.

[0420] <Measurement of luminance and color before lightfastness test in a high-temperature, high-humidity environment under oxygen shielding> For the obtained sealed samples, the transmission spectrum was measured using a C light source with a product name "Color Filter Spectrometer LCF-100M" manufactured by Otsuka Electronics Co., Ltd., and luminance and color were calculated. The luminance measurement results are shown in Table 4 or Table 5.

[0421] <Lightfastness Test in High Temperature and High Humidity Environment under Oxygen Shielding Condition> The obtained sealed samples were placed on a product called "White LED Backlight" manufactured by Iida Lighting Co., Ltd., and irradiated with light at an illuminance of 50,000 lux for 20 hours. The surface of the LED backlight was maintained at 40°C during irradiation.

[0422] <Measurement of luminance and color after lightfastness test in a high-temperature, high-humidity environment under oxygen shielding conditions> For sealed samples after the lightfastness test, the transmission spectrum was measured using a C light source in the same manner as for sealed samples before the lightfastness test, and the luminance and color were calculated. The luminance measurement results and the difference in luminance and color before and after the lightfastness test are shown in Table 4 or Table 5.

[0423]

[0424] As is clear from the results in Table 4, the results from Examples 1 and 4 and Comparative Example 1 show that the combination of zinc phthalocyanine compound A1 and triazine compound E1 or E2 suppressed the decrease in brightness and discoloration before and after the lightfastness test in a high-temperature, high-humidity environment under oxygen shielding conditions. The results from Examples 1 to 3 showed that this suppressive effect tended to increase with increasing content of triazine compound E1 in the total solids. The results from Examples 1 and 4 showed that this suppressive effect was particularly pronounced with triazine compounds having a hydroxyl group protecting group.

[0425] In contrast, the results of Comparative Example 2 showed that benzotriazole compound E3 did not adequately suppress the decrease in brightness and discoloration before and after the lightfastness test in a high-temperature, high-humidity environment under oxygen shielding conditions. It is thought that the formation of a charge transfer complex between zinc phthalocyanine compound A1 and other solid components due to light irradiation in a high-temperature, high-humidity environment caused the discoloration. It is thought that triazine compounds E1 and E2 stacked with zinc phthalocyanine compound A1, suppressing the proximity of zinc phthalocyanine compound A1 to other components including the yellow pigment, and also suppressed charge transfer between zinc phthalocyanine compound A1 and other solid components by absorbing ultraviolet light of a specific wavelength. In addition, it is thought that the stacking of triazine compound E1 or E2 with zinc phthalocyanine compound A1 suppressed the reaction between zinc phthalocyanine compound A1 and other solid components, thereby suppressing the decomposition of phthalocyanine compound (a1) and suppressing the decrease in brightness and discoloration. This tendency is particularly pronounced with zinc phthalocyanine, which has high solubility and dispersibility and yields a high-brightness coating film.

[0426]

[0427] As is clear from the results in Table 5, the reduction in brightness and discoloration are significant issues with zinc phthalocyanine compared to the results in Comparative Example 3. Furthermore, comparing Comparative Example 3, in which no triazine compound was added to copper phthalocyanine compound A2, with Comparative Example 4, in which triazine compound E1 was added to copper phthalocyanine compound A2, the brightness difference worsened by 0.6 and the color difference worsened by 1.0. In contrast, comparing Comparative Example 1, in which no triazine compound was added to zinc phthalocyanine compound A1, with Example 1, in which triazine compound E1 was added to zinc phthalocyanine compound A1, both the brightness difference and color difference improved by 1.9. From the above, it can be seen that the effect of adding triazine compound E1 on improving brightness difference and color difference is particularly effective in zinc phthalocyanine.

[0428] As described above, the resin composition of the present invention exhibits high brightness and can suppress brightness reduction and discoloration in lightfastness tests in high-temperature, high-humidity environments under oxygen shielding conditions, thereby improving the optical properties and durability of color filters in image display devices.

[0429] Although the present invention has been described in detail using specific embodiments, it will be apparent to those skilled in the art that various modifications and variations are possible without departing from the intent and scope of the invention.

[0430] 10 Transparent substrate 20 Pixel 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 material

Claims

A resin composition comprising (A) a colorant, (B) an organic solvent, (C) an alkali-soluble resin, (D) a photopolymerization initiator, and (E) a triazine compound (e1) represented by the following general formula (e1), The colorant (A) is a resin composition comprising a phthalocyanine compound (a1) having a chemical structure represented by the following general formula (a1). In general formula (a1), A 1 ~A 16 Each of these is independently a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a C1-C4 alkyl group, a C6-C20 aryl group, a C2-C20 aromatic heterocyclic group, an ether group, a thioether group, or an ester group. In the general formula (e1), R 1e ~R 15e are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group-containing group having 2 to 20 carbon atoms, -OR 16e , -COR 17e , -OR 17e , -SR 17e , or -N(R 17e ), 2 and R 16e It is a protecting group for hydroxyl groups, R 17e Each of these is independently a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms.   In the above general formula (e1), R 1e , R 5e , R 6e , R 10e , R 11e and R 15e Each is independently a hydrogen atom, a halogen atom, a hydroxyl group, or -OR 16e The resin composition according to claim 1.   In the above general formula (e1), R 1e , R 5e , R 6e , R 10e , R 11e and R 15e At least one of them is a hydroxyl group or -OR 16e The resin composition according to claim 2.   In the above general formula (e1), R 1e , R 5e , R 6e , R 10e , R 11e and R 15e Each is independently a hydrogen atom, a halogen atom, or -OR 16e The resin composition according to claim 2.   In the above general formula (e1), R 1e , R 5e , R 6e , R 10e , R 11e and R 15e At least one of them is -OR 16e The resin composition according to claim 4.   The resin composition according to claim 1, further comprising a yellow coloring agent as a coloring agent.   A 1 ~A 16 The resin composition according to claim 1, wherein at least one of them is a substituent represented by the following general formula (a2). In general formula (a2), X is a divalent linking group. The benzene ring in general formula (a2) may have any substituent. * represents a bond.   The resin composition according to claim 1, wherein the content of the triazine compound (e1) is 0.1% by mass or more and 20% by mass or less with respect to the total mass of the total solids of the resin composition.   A color filter comprising pixels formed using the resin composition described in any one of claims 1 to 8.   An image display device comprising the color filter described in claim 9.   A color filter comprising (A) a coloring agent, (C) an alkali-soluble resin, and (E) a pixel containing a triazine compound (e2) represented by the following general formula (e2), The colorant (A) comprises a phthalocyanine compound (a1) having a chemical structure represented by the following general formula (a1), and is a color filter. In general formula (a1), A 1 ~A 16 Each of these is independently a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a C1-C4 alkyl group, a C6-C20 aryl group, a C2-C20 aromatic heterocyclic group, an ether group, a thioether group, or an ester group. In general formula (e2), R 1e2 ~R 15e2 Each of these independently consists of a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxyl group, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, and -COR. 17e , -OR 17e , -SR 17e , or -N(R 17e ) 2 And, R 17e Each of these is independently a hydrogen atom, an alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or an acyl group having 2 to 40 carbon atoms.   In the general formula (e2), R 1e2 , R 5e2 , R 6e2 , R 10e2 , R 11e2 and R 15e2 The color filter according to claim 11, wherein each of them is independently a hydrogen atom, a halogen atom, or a hydroxyl group.   In the general formula (e2), R 1e2 , R 5e2 , R 6e2 , R 10e2 , R 11e2 and R 15e2 The color filter according to claim 12, wherein at least one of them is a hydroxyl group.   The color filter according to claim 11, further comprising a yellow coloring agent as a coloring agent.   A 1 ~A 16 The color filter according to claim 11, wherein at least one of the substituents is represented by the following general formula (a2). In general formula (a2), X is a divalent linking group. The benzene ring in general formula (a2) may have any substituent. * represents a bond.   The color filter according to claim 11, wherein the content of the triazine compound (e2) is 0.1% by mass or more and 20% by mass or less with respect to the total mass of the color filter.   An image display device comprising a color filter according to any one of claims 11 to 16.