Colored resin composition, film, color filter, solid-state imaging element, and image display device

Abstract

To provide a colored resin composition capable of forming a film with excellent coatability and a low generation of foreign matter.SOLUTION: A colored resin composition comprises a dye (A), a resin (B), and a leveling agent (C). The leveling agent (C) comprises a copolymer (C1) having a monomer unit (c1) represented by the following general formula (1) and a monomer unit (c2) represented by the following general formula (2). Preferably, the content of the monomer unit (c2) represented by the general formula (2) is 5 to 70 mass% relative to 100 mass% of the copolymer (C1).SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a colored resin composition used to form a color filter used in a solid-state imaging device, an image display device, or the like. [Background technology]

[0002] In recent years, the widespread use of liquid crystal displays, organic electroluminescence (EL) displays, digital cameras, smartphones, infrared sensors, and other devices has led to an increase in demand for the color filters used in these devices. Color filters separate the color of passing light and then combine these colors to form an image. Therefore, color filters are required to have high brightness, high contrast, and color reproducibility.

[0003] Pigments are usually used as colorants for color filters from the viewpoints of light resistance, heat resistance, etc., but it has been difficult to significantly improve the brightness of color filters using pigments.

[0004] Therefore, dyes with excellent brightness, contrast, and color reproducibility have been investigated, but dyes have problems such as poor coating properties and the precipitation of dye-derived foreign matter.

[0005] For example, Patent Document 1 discloses a coloring composition that forms a colored cured film that is less likely to produce foreign matter in the coating, and the coloring composition contains a dye, a polymer having a cationic moiety and an anionic moiety in the same molecule, and a polymerizable compound. Patent Document 2 discloses a coloring curable composition that generates less microscopic foreign matter, and the coloring composition contains a halogenated phthalocyanine dye, a thermosetting compound, a radical trapping agent, and a solvent. Patent Document 3 discloses a halogenated phthalocyanine colorant with a specific structure and a coloring curable composition that can form a colored layer with improved contrast by suppressing the deposition of foreign matter. Patent Document 4 discloses a coloring resin composition that can form a pattern and suppresses the generation of foreign matter, and the coloring resin composition contains a phthalocyanine dye with a specific structure, a solvent, a binder resin, and a photopolymerization initiator. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Japanese Patent Application Publication No. 2018-188488 [Patent Document 2] Japanese Patent Application Laid-Open No. 2015-28602 [Patent Document 3] International Publication No. 2023 / 002875 [Patent Document 4] Japanese Patent Publication No. 2020-42263 Summary of the Invention [Problem to be solved by the invention]

[0007] However, conventional compositions are insufficient in terms of coatability and suppression of foreign matter, and there is room for improvement.

[0008] An object of the present invention is to provide a colored resin composition that has excellent coatability and can form a film with little generation of foreign matter. [Means for solving the problem]

[0009] The present invention provides a colored resin composition comprising a dye (A), a resin (B), and a leveling agent (C), The leveling agent (C) relates to a colored resin composition containing a copolymer (C1) having a monomer unit (c1) represented by the following general formula (1) and a monomer unit (c2) represented by the following general formula (2): General formula (1) [ka]

[0010] In general formula (1), R1's are each independently an alkyl group having 1 to 6 carbon atoms, or a group represented by -OSi(R5)3 (R5's are each independently an alkyl group having 1 to 3 carbon atoms). Each R2 is independently an alkyl group having 1 to 6 carbon atoms. R3 is an alkyl group having 1 to 6 carbon atoms. R4 is a hydrogen atom or a methyl group. L1 is a divalent organic group or a single bond. n is an integer from 1 to 70.

[0011] General formula (2) [ka]

[0012] In the general formula (2), R6 is an alicyclic hydrocarbon group having 3 to 20 carbon atoms. R7 is a hydrogen atom or a methyl group. L2 is a divalent organic group or a single bond. [Effects of the Invention]

[0013] According to the present invention, it is possible to provide a colored resin composition that has excellent coatability and can form a film with little generation of foreign matter. The present invention also provides a film, a color filter, a solid-state imaging device, and an image display device. DETAILED DESCRIPTION OF THE INVENTION

[0014] Hereinafter, embodiments for carrying out the colored resin composition of the present invention will be described in detail. Note that the present invention is not limited to the following embodiments, and can be modified and carried out within a range that can solve the problems.

[0015] In this specification, unless otherwise specified, "(meth)acryloyl," "(meth)acrylic," "(meth)acrylic acid," "(meth)acrylate," or "(meth)acrylamide" means "acryloyl and / or methacryloyl," "acrylic and / or methacrylic," "acrylic acid and / or methacrylic acid," "acrylate and / or methacrylate," or "acrylamide and / or methacrylamide," respectively. Additionally, "CI" means Color Index (CI; published by The Society of Dyers and Colourists). In this specification, the polymerizable unsaturated group is an ethylenically unsaturated double bond. As used herein, a monomer is a compound that forms a resin upon polymerization. A monomer is in an unreacted state, and a monomer unit is a polymer formed from a monomer after polymerization. In this specification, for low molecular weight compounds whose molecular weight can be specified, the molecular weight is a calculated value or measured by ESI-MS (electrospray ionization mass spectrometry), and for compounds having a molecular weight distribution, the molecular weight is a polystyrene-equivalent weight average molecular weight measured by gel permeation chromatography using tetrahydrofuran as a solvent. In this specification, a numerical range expressed using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits.

[0016] <Colored resin composition> A colored resin composition according to one embodiment of the present invention is a colored resin composition comprising a dye (A), a resin (B), and a leveling agent (C), The leveling agent (C) is characterized in that it contains a copolymer (C1) having a monomer unit (c1) represented by the following general formula (1) and a monomer unit (c2) represented by the following general formula (2):

[0017] General formula (1) [ka]

[0018] In general formula (1), R1's are each independently an alkyl group having 1 to 6 carbon atoms, or a group represented by -OSi(R5)3 (R5's are each independently an alkyl group having 1 to 3 carbon atoms). Each R2 is independently an alkyl group having 1 to 6 carbon atoms. R3 is an alkyl group having 1 to 6 carbon atoms. R4 is a hydrogen atom or a methyl group. L1 is a divalent organic group or a single bond. n is an integer from 1 to 70.

[0019] General formula (2) [ka]

[0020] In the general formula (2), R6 is an alicyclic hydrocarbon group having 3 to 20 carbon atoms. R7 is a hydrogen atom or a methyl group. L2 is a divalent organic group or a single bond.

[0021] The mechanism by which the colored resin composition having the above-described configuration can solve the problems of the present invention is not clear, but is presumed as follows.

[0022] Copolymer (C1) containing monomer units (c1) represented by general formula (1) and (c2) represented by general formula (2) is composed of monomer units (c1) represented by general formula (1) that have the ability to orient toward the film surface, and monomer units (c2) represented by general formula (2) that have a high homopolymer glass transition temperature. Therefore, we speculate that copolymer (C1), which has high heat resistance, is present near the film surface. This suppresses the sublimation of decomposed components of dye (A) during the heating process (hereinafter also referred to as the post-baking process), thereby suppressing the generation of foreign matter. It is also presumed that the monomer unit (c1) represented by general formula (1) reduces the surface tension of the composition, thereby improving the coatability.

[0023] Components that are or can be included in the colored resin composition of one embodiment will be described in detail below.

[0024] [Dye (A)] The colored resin composition of the present invention contains a dye (A).

[0025] The dye (A) is not particularly limited and can contain known compounds. Examples include acid dyes, direct dyes, basic dyes, salt-forming dyes, oil-soluble dyes, disperse dyes, reactive dyes, mordant dyes, vat dyes, and sulfur dyes. Also included are derivatives, lakes, salt-forming compounds, and polymers of these dyes. In the present invention, the solubility of the dye (A) in 100 g of propylene glycol monomethyl ether acetate at 25° C. is preferably 1 g or more, and more preferably 2 g or more.

[0026] The chemical structure of the dye (A) may be, for example, an azo dye, a disazo dye, an azomethine dye (indoaniline dye, indophenol dye, etc.), a dipyrromethene dye, a quinone dye (benzoquinone dye, naphthoquinone dye, anthraquinone dye, anthrapyridone dye, etc.), a carbonium dye (diarylmethane dye, triarylmethane dye, xanthene dye, acridine dye, etc.), a quinoneimine dye (oxazine dye, thiazine dye, etc.), an azido dye, azomethine ... Examples of suitable dyes include amine dyes, polymethine dyes (oxonol dyes, merocyanine dyes, arylidene dyes, styryl dyes, cyanine dyes, squarylium dyes, croconium dyes, etc.), quinophthalone dyes, coumarin dyes, phthalocyanine dyes, naphthalocyanine dyes, subphthalocyanine dyes, perinone dyes, indigo dyes, thioindigo dyes, quinoline dyes, nitro dyes, nitroso dyes, rhodamine dyes, and metal complex dyes thereof. Among these, at least one dye selected from the group consisting of phthalocyanine dyes, xanthene dyes, triarylmethane dyes, cyanine dyes, and squarylium dyes is preferred.

[0027] The dye (A) can be used alone or in combination of two or more kinds.

[0028] The content of the dye (A) is preferably from 1 to 99 mass %, more preferably from 3 to 95 mass %, based on 100 mass % of the nonvolatile content of the colored resin composition.

[0029] (Compound (A1) represented by general formula (3)) The dye (A) preferably contains a compound (A1) represented by the following general formula (3): The compound (A1) represented by general formula (3) easily solves the problems of the present invention, although the mechanism is unknown.

[0030] General formula (3) [ka]

[0031] In general formula (3), X1~X 16 each independently represents a hydrogen atom, a halogen atom, or -Y1-R1, where Y1 represents a divalent linking group and R1 represents a monovalent organic group. 16 At least one of them represents a halogen atom, and at least one of them represents -Y1-R1. M represents a metal atom, a metal oxide, or a metal halide.

[0032] X1~X 16 Examples of the halogen atom in the formula (I) include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. From the viewpoint of suppressing foreign matter, the halogen atom preferably contains a fluorine atom.

[0033] The number of halogen atoms is preferably 4 to 12, and more preferably 6 to 10.

[0034] When two or more halogen atoms are present, the halogen atoms may be the same or different.

[0035] The divalent linking group for Y1 is not particularly limited, and examples thereof include an oxygen atom, a sulfur atom, -NH-, etc. Among these, an oxygen atom or a sulfur atom is preferred, and an oxygen atom is more preferred.

[0036] The monovalent organic group in R1 is not particularly limited as long as it is a group containing a carbon atom, and examples thereof include an alkyl group which may have a substituent, an aryl group which may have a substituent, and a heterocyclic group which may have a substituent.

[0037] The alkyl group which may have a substituent may be linear, branched, cyclic, or a combination thereof, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a pentyl group, a hexyl group, a 2-ethylhexyl group, a cyclopentyl group, a cyclohexyl group, etc. In addition, in the alkyl group which may have a substituent, some of the -CH2- groups in the alkyl group may be substituted with oxygen atoms.

[0038] The aryl group which may have a substituent may be either a single ring or a condensed ring, and examples thereof include a phenyl group, a naphthyl group, and a biphenyl group.

[0039] The heterocyclic group which may have a substituent may be either a saturated ring or an unsaturated ring, and examples thereof include a pyridyl group, a pyrimidyl group, a furyl group, a tetrahydrofuryl group, a dioxolanyl group, an imidazolidinyl group, an oxazolidyl group, a piperidyl group, a morpholinyl group, and a thiomorpholinyl group.

[0040] When the alkyl group, aryl group, and heterocyclic group of R1 have a substituent, examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an aryl group, an aryloxy group, and an aryloxycarbonyl group.

[0041] When there are two or more -Y1-R1, those -Y1-R1 may be the same or different.

[0042] From the viewpoint of suppressing foreign matter, -Y1-R1 preferably contains a group represented by the following general formula (4).

[0043] General formula (4) [ka]

[0044] In general formula (4), Z1 represents a single bond or an oxygen atom, R2 represents an alkyl group which may have a substituent or an aryl group which may have a substituent, and R3 represents a halogen atom, an alkyl group, or an alkoxy group. m is an integer of 1 to 3, and n is an integer of 0 to 2. However, when m is 2 or 3, multiple Z1s and R2s may be the same or different, and when n is 2, multiple R3s may be the same or different. Y1 represents a divalent linking group, and * represents a bond to the aromatic ring in general formula (3).

[0045] Z1 is preferably an oxygen atom.

[0046] The alkyl group in R2, which may have a substituent, may be linear, branched, cyclic, or a combination thereof, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a pentyl group, a hexyl group, a 2-ethylhexyl group, a cyclopentyl group, and a cyclohexyl group.

[0047] Examples of the aryl group in R2 which may have a substituent include a phenyl group, a naphthyl group, and a biphenyl group.

[0048] When the alkyl group and aryl group of R2 have a substituent, examples of the substituent include an alkoxy group having 1 to 5 carbon atoms, a hydroxyl group, and the like.

[0049] m is preferably 1 or 2, more preferably 1. When m=1, -CO-Z1-R2 is preferably bonded to the 3- or 4-position relative to -Y1-, more preferably bonded to the 4-position. When m=2, the two -CO-Z1-R2 are preferably bonded to the 3- and 5-positions or the 2- and 4-positions relative to -Y1-, more preferably bonded to the 2- and 4-positions.

[0050] n is preferably 0 or 1, and more preferably 0.

[0051] Hereinafter, examples of the group represented by general formula (4) include groups represented by formulae (4-1) to (4-12). In the formulae, Y1 represents a divalent linking group, and * represents a bond. However, the present invention is not limited to these.

[0052] [ka]

[0053] X1~X 16 The number of -Y1-R1 in the formula (I) is preferably 4 to 12, and more preferably 6 to 10.

[0054] X1~X 16 are X2, X3, X6, X7, X 10 , X 11 , X 14 , and X 15 Among these, it is preferable that at least four of them are -Y1-R1, and all of them are -Y1-R1, and X1, X4, X5, X8, X9, and X 12 , X 13 , and X 16 is more preferably a halogen atom.

[0055] Examples of the metal atom in M ​​include iron, magnesium, nickel, cobalt, copper, palladium, zinc, vanadium, titanium, indium, and tin.

[0056] Examples of the metal oxide for M include oxytitanium and oxyvanadium.

[0057] Examples of the metal halide in M ​​include aluminum chloride, indium chloride, germanium chloride, tin(II) chloride, tin(IV) chloride, and silicon chloride. Among these, M is preferably zinc, copper, cobalt, or nickel, more preferably zinc or copper, from the viewpoint of light resistance and heat resistance.

[0058] The method for producing the compound represented by general formula (3) is not particularly limited, and the compound can be synthesized by a known method. For example, a method in which a phthalonitrile compound is heated in an organic solvent to cause a cyclization reaction with one selected from the group consisting of metals, metal oxides, and metal halides. The phthalonitrile compound can also be synthesized by a known method. Specific examples include the methods described in JP-A-05-345861, JP-A-2010-077408, JP-A-2014-015542, JP-A-2023-003551, and WO 2023 / 136027.

[0059] Examples of the compound (A1) represented by the general formula (3) include the compounds (A1-1) to (A1-9) below, but the present invention is not limited thereto.

[0060] [ka]

[0061] [ka]

[0062] [ka]

[0063] [ka]

[0064] [ka]

[0065] The compound (A1) represented by the general formula (3) can be used alone or in combination of two or more kinds.

[0066] The content of the compound (A1) represented by the general formula (3) is preferably 10 to 100% by mass in 100% by mass of the dye (A).

[0067] [Resin (B)] The colored resin composition of the present invention contains a resin (B).

[0068] Resin (B) used mainly to impart film resistance is called binder resin, and resin (B) used mainly to disperse pigment (F), which will be described later, is also called dispersing resin. One type of resin (B) may function as both binder resin and dispersing resin. However, this use of resin (B) is just one example, and resin (B) can also be used for other purposes. Resin (B) is a compound that does not contain the monomer unit (c1) represented by general formula (1).

[0069] The resin (B) is not particularly limited, and known compounds can be used, such as (meth)acrylic resins, styrene resins, styrene-(meth)acrylic resins, epoxy resins, urethane resins, urethane-acrylic resins, polycarbonate resins, polyester resins, polyether resins, polyimide resins, polyamide-imide resins, cyclic olefin resins, and polysiloxane resins.

[0070] Examples of the structure of the resin (B) include a random structure, a block structure, a graft structure, a comb structure, and a star structure.

[0071] The weight average molecular weight of the resin (B) is preferably from 3,000 to 200,000, more preferably from 4,000 to 150,000.

[0072] The resin (B) can be used alone or in combination of two or more kinds.

[0073] The content of the resin (B) is preferably from 1 to 99 mass %, more preferably from 5 to 95 mass %, based on 100 mass % of the nonvolatile content of the colored resin composition.

[0074] (Resin (B1)) From the viewpoint of suppressing foreign matter, resin (B) preferably contains resin (B1) (hereinafter simply referred to as resin (B1)) having polycyclic alicyclic hydrocarbon group-containing monomer unit (b1) as a binder resin. The monomer forming polycyclic alicyclic hydrocarbon group-containing monomer unit (b1) has a high glass transition temperature of the homopolymer. Therefore, a highly heat-resistant film can be formed, which is presumably responsible for suppressing the sublimation of decomposed components of dye (A) during the post-baking process.

[0075] Examples of the resin (B1) include a copolymer of a monomer that forms a polycyclic alicyclic hydrocarbon group-containing monomer unit (b1) and any other monomer that can be copolymerized with the monomer.

[0076] [Polycyclic / alicyclic hydrocarbon group-containing monomer unit (b1)] Examples of polycyclic alicyclic hydrocarbon group-containing monomers include isobornyl (meth)acrylate, cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentanyloxyethyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, adamantyl (meth)acrylate, etc. Among these, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, and dicyclopentanyloxyethyl (meth)acrylate are preferred.

[0077] The content of the polycyclic alicyclic hydrocarbon group-containing monomer unit (b1) is preferably from 1 to 60 mol %, more preferably from 1 to 50 mol %, of all the monomer units in the resin (B1).

[0078] The resin (B1) may contain, in addition to the polycyclic alicyclic hydrocarbon group-containing monomer unit (b1), for example, an acidic group-containing monomer unit (b2), a hydroxyl group-containing monomer unit (b3), a thermally crosslinkable group-containing monomer unit (b4), a polymerizable unsaturated group-containing monomer unit (b5), or other monomer unit (b6).

[0079] [Acidic group-containing monomer unit (b2)] Examples of the acidic group-containing monomer include (meth)acrylic acid, crotonic acid, propiolic acid, cinnamic acid, itaconic acid, itaconic anhydride, maleic acid, monomethyl maleate, monoethyl maleate, monoisopropyl maleate, maleic anhydride, fumaric acid, 2-methacryloyloxyethyl succinic acid, 2-acryloyloxyethyl phthalic acid, 2-acryloyloxyethylhexylhydrophthalic acid, p-styrenesulfonic acid, vinylsulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid, tert-butylacrylamidosulfonic acid, and 2-(meth)acryloyloxyethyl acid phosphate.

[0080] The content of the acidic group-containing monomer units (b2) is preferably from 1 to 40 mol %, more preferably from 5 to 30 mol %, of all the monomer units in the resin (B1).

[0081] The method for introducing the acidic group-containing monomer unit (b2) into the resin (B1) may include copolymerizing a polycyclic alicyclic hydrocarbon group-containing monomer with an acidic group-containing monomer, or may include adding an acid anhydride (modifying compound) to the hydroxyl groups contained in the resin (precursor). Examples of the acid anhydride include succinic anhydride, phthalic anhydride, and 1,2,3,6-tetrahydrophthalic anhydride.

[0082] [Hydroxyl group-containing monomer unit (b3)] Examples of hydroxyl group-containing monomers include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2,3-dihydroxypropyl (meth)acrylate, glycerol mono(meth)acrylate, cyclohexanedimethanol mono(meth)acrylate, 2-hydroxy-3-phenoxypropyl acrylate, and 2-acryloyloxyethyl-2-hydroxyethyl phthalate.

[0083] Furthermore, the method for introducing the hydroxyl group-containing monomer unit (b3) into the resin (B1) may be a method of copolymerizing a polycyclic alicyclic hydrocarbon group-containing monomer with a hydroxyl group-containing monomer, or a method of adding a compound having a carboxyl group (modifying compound) to an epoxy group contained in the resin (precursor), or a method of adding a compound having an epoxy group (modifying compound) to a carboxyl group contained in the resin (precursor).

[0084] [Thermal crosslinkable group-containing monomer unit (b4)] The thermally crosslinkable group is a group that undergoes a crosslinking reaction upon heating and crosslinks, and examples thereof include a cyclic ether group, a blocked isocyanate group, an acetoacetoxy group, an alkoxysilyl group, a tertiary alkyl group, and a methylol group.

[0085] Examples of the thermocrosslinkable group-containing monomer include monomers represented by the following general formulas (5) to (10).

[0086] General formula (5) [ka]

[0087] In general formula (5), R 1 represents a hydrogen atom or a methyl group.

[0088] In general formula (5), L 1 represents a single bond or a divalent organic group. Examples of the divalent organic group include an alkylene group having 1 to 20 carbon atoms, and an alkylene group having 1 to 20 carbon atoms having -O- between the carbon-carbon bond. The alkylene group having 1 to 20 carbon atoms is linear or branched, and examples thereof include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, and a tetramethylethylene group.

[0089] In general formula (5), X 1represents a cyclic ether group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. The epoxy group may be an alicyclic epoxy group. The alicyclic epoxy group refers to a group having a cyclic structure in which an epoxy group and a saturated hydrocarbon ring are condensed.

[0090] Examples of the monomer represented by general formula (5) include glycidyl (meth)acrylate, 2-methylglycidyl (meth)acrylate, 2-ethylglycidyl (meth)acrylate, 2-oxiranylethyl (meth)acrylate, 2-glycidyloxyethyl (meth)acrylate, 3,4-epoxycyclohexyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, 3,4-epoxytricyclo[5.2.1.0] 2,6 ] decan-8-yl (meth)acrylate, 3,4-epoxytricyclo[5.2.1.0 2,6 Examples of the compound include compounds having an epoxy group such as decan-9-yl(meth)acrylate. Examples of compounds having an oxetanyl group include 3-((meth)acryloyloxymethyl)oxetane, 3-((meth)acryloyloxymethyl)-3-ethyloxetane, 3-((meth)acryloyloxymethyl)-2-methyloxetane, 3-((meth)acryloyloxyethyl)-3-ethyloxetane, 2-ethyl-3-((meth)acryloyloxyethyl)oxetane, 3-methyl-3-(meth)acryloyloxymethyloxetane, and 3-ethyl-3-(meth)acryloyloxymethyloxetane.

[0091] General formula (6) [ka]

[0092] In general formula (6), R 1 represents a hydrogen atom or a methyl group.

[0093] In general formula (6), R 2 and R 3each independently represents an alkyl group having 1 to 10 carbon atoms. The alkyl group having 1 to 10 carbon atoms is linear or branched, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an isopropyl group, an isobutyl group, an amyl group, an isoamyl group, a heptyl group, an octyl group, an isooctyl group, a 2-ethylhexyl group, a nonyl group, a decyl group, etc. Among these, a methyl group, an ethyl group, and an n-propyl group are preferred.

[0094] In general formula (6), L 1 represents a single bond or a divalent organic group. Examples of the divalent organic group include an alkylene group having 1 to 20 carbon atoms, and an alkylene group having 1 to 20 carbon atoms having -O- between the carbon-carbon bond. The alkylene group having 1 to 20 carbon atoms is linear or branched, and examples thereof include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group, etc. Among these, a methylene group, an ethylene group, and an n-propylene group are preferred.

[0095] In general formula (6), L 2 represents a single bond or an oxygen atom.

[0096] In general formula (6), L 3 and L 4 each independently represents a single bond or a divalent organic group. The divalent organic group may be an alkylene group having 1 to 20 carbon atoms. The alkylene group having 1 to 20 carbon atoms is linear or branched, and examples thereof include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group, etc. Among these, a methylene group, an ethylene group, and an n-propylene group are preferred.

[0097] The method for producing the monomer represented by general formula (6) is not particularly limited, and known methods can be used, such as those described in JP-A-10-316643 and WO 2022 / 145298.

[0098] Hereinafter, examples of the monomer represented by general formula (6) include monomers represented by formulas (6-1) to (6-10), but the present invention is not limited to these.

[0099] [ka]

[0100] General formula (7) [ka]

[0101] In general formula (7), R 1 represents a hydrogen atom or a methyl group.

[0102] In general formula (7), R 4 ~R 6 each independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. The alkyl group having 1 to 10 carbon atoms is linear or branched, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an isopropyl group, an isobutyl group, an amyl group, an isoamyl group, a heptyl group, an octyl group, an isooctyl group, a 2-ethylhexyl group, a nonyl group, and a decyl group. 4 and R 5 is preferably a hydrogen atom, and R 6 is preferably a methyl group, an ethyl group, or an n-propyl group.

[0103] In general formula (7), L 1 represents a single bond or a divalent organic group. Examples of the divalent organic group include an alkylene group having 1 to 20 carbon atoms, and an alkylene group having 1 to 20 carbon atoms having -O- between the carbon-carbon bond. The alkylene group having 1 to 20 carbon atoms is linear or branched, and examples thereof include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group, etc. Among these, a methylene group, an ethylene group, and an n-propylene group are preferred.

[0104] The method for producing the monomer represented by general formula (7) is not particularly limited, and known methods can be used, such as those described in WO 2022 / 145298.

[0105] Hereinafter, examples of the monomer represented by general formula (7) include monomers represented by formulas (7-1) to (7-6), but the present invention is not limited thereto.

[0106] [ka]

[0107] General formula (8) [ka]

[0108] In general formula (8), R 1 represents a hydrogen atom or a methyl group.

[0109] In general formula (8), R 7 represents an alkyl group having 1 to 10 carbon atoms. The alkyl group having 1 to 10 carbon atoms is linear or branched, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an isopropyl group, an isobutyl group, an amyl group, an isoamyl group, a heptyl group, an octyl group, an isooctyl group, a 2-ethylhexyl group, a nonyl group, a decyl group, etc. Among these, a methyl group, an ethyl group, and an n-propyl group are preferred.

[0110] In general formula (8), L 1 represents a single bond or a divalent organic group. Examples of the divalent organic group include an alkylene group having 1 to 20 carbon atoms, and an alkylene group having 1 to 20 carbon atoms having -O- between the carbon-carbon bond. The alkylene group having 1 to 20 carbon atoms is linear or branched, and examples thereof include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group, etc. Among these, a methylene group, an ethylene group, and an n-propylene group are preferred.

[0111] The method for producing the monomer represented by general formula (8) is not particularly limited, and known methods can be used, such as those described in Witzeman, JS, and Dell Rector, FJ, Coatings Technology, Vol. 62.

[0112] Hereinafter, examples of the monomer represented by general formula (8) include monomers represented by formulas (8-1) to (8-4), but the present invention is not limited thereto.

[0113] [ka]

[0114] General formula (9) [ka]

[0115] In general formula (9), R 1 represents a hydrogen atom or a methyl group.

[0116] In general formula (9), R 8 ~R 10 each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms, provided that R 8 ~R 10 At least one of them is an alkoxy group having 1 to 6 carbon atoms. Examples of the alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, a butyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an isopropyl group, and an isobutyl group. Examples of the alkoxy group having 1 to 6 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, an isopropoxy group, etc. Among these, a methoxy group and an ethoxy group are preferred. In general formula (9), R 8 ~R 10 At least two of these are preferably alkoxy groups having 1 to 6 carbon atoms.

[0117] In general formula (9), L 1 represents a single bond or a divalent organic group. Examples of the divalent organic group include an alkylene group having 1 to 20 carbon atoms, and an alkylene group having 1 to 20 carbon atoms having -O- between the carbon-carbon bond. The alkylene group having 1 to 20 carbon atoms is linear or branched, and examples thereof include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group, etc. Among these, a methylene group, an ethylene group, and an n-propylene group are preferred.

[0118] Hereinafter, examples of the monomer represented by general formula (9) include monomers represented by formulas (9-1) to (9-6), but the present invention is not limited thereto.

[0119] [ka]

[0120] Commercially available products of the monomer represented by general formula (9) include, for example, KBM-502, 503, 5103, 5803, KBE-502, 503, etc. manufactured by Shin-Etsu Silicones Co., Ltd.

[0121] General formula (10) [ka]

[0122] In general formula (10), R 1 represents a hydrogen atom or a methyl group.

[0123] In general formula (10), R 11 ~R 13 each independently represents an alkyl group having 1 to 10 carbon atoms. The alkyl group having 1 to 10 carbon atoms is linear or branched, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an isopropyl group, an isobutyl group, an amyl group, an isoamyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, an isooctyl group, a 2-ethylhexyl group, a nonyl group, a decyl group, etc. Among these, a methyl group is preferred.

[0124] In general formula (10), L 1 represents a single bond or a divalent organic group. The divalent organic group may be an alkylene group having 1 to 20 carbon atoms, a group having -NH-, or a combination thereof. The alkylene group having 1 to 20 carbon atoms is linear or branched, and examples thereof include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group, etc. Among these, a methylene group, an ethylene group, and an n-propylene group are preferred.

[0125] Hereinafter, examples of the monomer represented by general formula (10) include monomers represented by formulae (10-1) to (10-6), but the present invention is not limited thereto.

[0126] [ka]

[0127] The thermally crosslinkable group-containing monomer unit (b4) can be a combination of a monomer unit formed from a monomer represented by any one of the general formulae (5) to (10) and a monomer unit formed from a monomer other than the monomer represented by any one of the general formulae (5) to (10).

[0128] Examples of the monomer other than the monomers represented by general formulas (5) to (10) include 2-[(3,5-dimethylpyrazolyl)carbonylamino]ethyl(meth)acrylate, 2-[O-(1'-methylpropylideneamino)carboxyamino]ethyl(meth)acrylate, etc.

[0129] [Polymerizable unsaturated group-containing monomer unit (b5)] The polymerizable unsaturated group-containing monomer unit (b5) can be formed, for example, by any of the following methods (i) to (iii).

[0130] <Method (i)> In the method (i), for example, a precursor having an epoxy group is first synthesized, and then an acidic group-containing monomer in which the acidic group is a carboxyl group is added to the epoxy group of the precursor.

[0131] The site where a monomer having a carboxyl group is added to the epoxy group of the precursor can be further reacted with an acid anhydride.

[0132] Examples of the acid anhydride include 1,2,3,6-tetrahydrophthalic anhydride, phthalic anhydride, hexahydrophthalic anhydride, succinic anhydride, and maleic anhydride.

[0133] <Method (ii)> In the method (ii), for example, a precursor having a carboxyl group is first synthesized, and then an epoxy group-containing monomer (modifying compound) is added to the carboxyl group of the precursor.

[0134] Examples of epoxy group-containing monomers include glycidyl (meth)acrylate, methyl glycidyl (meth)acrylate, 2-glycidoxyethyl (meth)acrylate, 3,4-epoxybutyl (meth)acrylate, and 3,4-epoxycyclohexyl (meth)acrylate.

[0135] <Method (iii)> In the method (iii), for example, a precursor having a hydroxyl group is first synthesized, and then the hydroxyl group of the precursor is reacted with the isocyanate group of an isocyanate group-containing monomer (modifying compound).

[0136] Examples of the isocyanate group-containing monomer include 2-(meth)acryloylethyl isocyanate, 2-(meth)acryloyloxyethyl isocyanate, and 1,1-bis[methacryloyloxy]ethyl isocyanate.

[0137] [Other monomer units (b6)] Examples of other monomers include acrylic acid esters such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, cyclohexyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, EO-modified (meth)acrylate of phenol, EO- or PO-modified (meth)acrylate of nonylphenol, EO- or PO-modified (meth)acrylate of paracumylphenol, dimethylaminoethyl (meth)acrylate, and diethylaminoethyl (meth)acrylate; Aromatic vinyl compounds such as styrene, α-methylstyrene, p-vinyltoluene, p-chlorostyrene, and vinylnaphthalene; (meth)acrylamides such as (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-isopropyl(meth)acrylamide, diacetone(meth)acrylamide, or acryloylmorpholine; vinyl ethers such as ethyl vinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, or isobutyl vinyl ether; vinyl fatty acid vinyl compounds such as vinyl acetate or vinyl propionate; Phenylmaleimide, methylmaleimide, ethylmaleimide, 1,2-bismaleimidoethane, 1,6-bismaleimidohexane, 6,7-methylenedioxy-4-methyl-3-maleimidocoumarin, 4,4'-bismaleimidodiphenylmethane, bis(3-ethyl-5-methyl-4-maleimidophenyl)methane, N,N'-1,3-phenylenedimaleimide, N,N'-1,4-phenylenedimaleimide, N-(1-pyrenyl)maleimide, N-(2,4,6-trichlorophenyl)maleimide, N- N-substituted maleimides such as (4-aminophenyl)maleimide, N-(4-nitrophenyl)maleimide, N-benzylmaleimide, N-bromomethyl-2,3-dichloromaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-3-maleimidopropionate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidohexanoate, N-[4-(2-benzimidazolyl)phenyl]maleimide, and 9-maleimidoacridine; Examples include dimethyl-2,2'-[oxybis(methylene)]bis-2-propenoate, diethyl-2,2'-[oxybis(methylene)]bis-2-propenoate, di(n-propyl)-2,2'-[oxybis(methylene)]bis-2-propenoate, di(isopropyl)-2,2'-[oxybis(methylene)]bis-2-propenoate, di(2-ethylhexyl)-2,2'-[oxybis(methylene)]bis-2-propenoate, etc. Other monomers can be used alone or in combination of two or more.

[0138] The resin (B1) can contain one or more types of monomer units.

[0139] From the viewpoint of durability, the structure of the resin (B1) is preferably a random structure.

[0140] The weight average molecular weight of the resin (B1) is preferably from 3,000 to 50,000, more preferably from 3,000 to 40,000.

[0141] The molecular weight distribution (weight average molecular weight / number average molecular weight) of the resin (B1) is preferably from 1.2 to 3.0, more preferably from 1.3 to 2.8.

[0142] The acid value of the resin (B1) is preferably from 20 to 200 mgKOH / g, more preferably from 30 to 180 mgKOH / g.

[0143] The resin (B1) can be used alone or in combination of two or more kinds.

[0144] The content of the resin (B1) is preferably 5 to 100% by mass in 100% by mass of the resin (B).

[0145] (Resin (B2)) When the resin (B) contains, for example, the pigment (F) described below, it is preferable that the resin (B) contains a resin (B2) as a dispersing resin.

[0146] The resin (B2) is preferably a resin having an adsorptive group that has a high affinity for the pigment (F). The adsorptive group preferably has at least one type of basic group and acidic group.

[0147] Examples of the basic group include a primary amino group, a secondary amino group, a tertiary amino group, a quaternary ammonium base, and a group containing a nitrogen atom such as a nitrogen-containing heterocycle.

[0148] Examples of the acidic group include a carboxyl group, a phosphoric acid group, and a sulfonic acid group.

[0149] Examples of resin types for the resin (B2) include urethane resins, polycarboxylic acid esters such as polyacrylates, unsaturated polyamides, polycarboxylic acids, polycarboxylic acid (partial) amine salts, polycarboxylic acid ammonium salts, polycarboxylic acid alkylamine salts, polysiloxanes, long-chain polyaminoamide phosphates, hydroxyl group-containing polycarboxylic acid esters, modified products thereof, amides formed by the reaction of poly(lower alkyleneimines) with polyesters having free carboxyl groups and salts thereof, water-soluble resins and water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymers, (meth)acrylic acid-(meth)acrylic acid ester copolymers, styrene-maleic acid copolymers, polyvinyl alcohols, and polyvinylpyrrolidone, polyesters, modified polyacrylates, ethylene oxide / propylene oxide adducts, and phosphate esters.

[0150] The structure of the resin (B2) is preferably a graft structure, a block structure, or a comb structure from the viewpoint of dispersion stability of the pigment (F).

[0151] Resin (B2) may be, for example, Disperbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2009, 2010, 2020, 2025, 2050, 2070, 2095, manufactured by BYK Japan Co., Ltd. 2150, 2155, 2163, 2164, or Anti-Terra-U203, 204, or BYK-P104, P104S, 220S, or Lactimon, Lactimon-WS, or Bykumen, etc.; SOLSPERSE-3000, 9000, 13000, 13240, 13650, 13940, 16000, 17000, 18000, 20000, 21000, 24000, manufactured by Lubrizol Japan, 26000, 27000, 28000, 31845, 32000, 32500, 32550, 33500, 32600, 34750, 35100, 36600, 38500, 41000, 41090, 53095, 55000, 56000, 76500, etc. BASF Japan EFKA-46, 47, 48, 452, 4008, 4009, 4010, 4015, 4020, 4047, 4050, 4055, 4060, 4080, 4400, 4401, 4402, 4403, 4406, 4408, 4300, 4310, 4320, 4330, 4340, 450, 451, 453, 4540, 4550, 4560, 4800, 5010, 5065, 5066, 5070, 7500, 7554, 1101, 120, 150, 1501, 1502, 1503, etc., Aji Super PA111, PB711, PB821, PB822 manufactured by Ajinomoto Fine-Techno Co., Ltd.PB824, etc., JP 2008-029901 A, JP 2009-155406 A, JP 2010-185934 A, JP 2011-157416 A, WO 2008 / 007776, JP 2008-029901 A, JP 2009-155406 A, JP 2010-185 934, JP 2011-157416 A, JP 2012-255128 A, JP 2009-251481 A, JP 2007-23195 A, JP 1996-143651 A, JP 2017-206689 A, JP 2019-095548 A, and the like.

[0152] The content of the resin (B2) is preferably 1 to 50 mass % in 100 mass % of the resin (B).

[0153] [Leveling agent (C)] (Copolymer (C1) having monomer unit (c1) represented by general formula (1) and monomer unit (c2) represented by general formula (2)) The colored resin composition of the present invention contains, as a leveling agent (C), a copolymer (C1) (hereinafter also simply referred to as copolymer (C1)) having a monomer unit (c1) represented by general formula (1) and a monomer unit (c2) represented by general formula (2).

[0154] General formula (1) [ka]

[0155] In general formula (1), R1's are each independently an alkyl group having 1 to 6 carbon atoms, or a group represented by -OSi(R5)3 (R5's are each independently an alkyl group having 1 to 3 carbon atoms). Each R2 is independently an alkyl group having 1 to 6 carbon atoms. R3 is an alkyl group having 1 to 6 carbon atoms. R4 is a hydrogen atom or a methyl group. L1 is a divalent organic group or a single bond. n is an integer from 1 to 70.

[0156] General formula (2) [ka]

[0157] In the general formula (2), R6 is an alicyclic hydrocarbon group having 3 to 20 carbon atoms. R7 is a hydrogen atom or a methyl group. L2 is a divalent organic group or a single bond.

[0158] [Monomer unit (c1) represented by general formula (1)] The monomer unit (c1) represented by the general formula (1) is a monomer unit formed from a monomer represented by the general formula (1).

[0159] In general formula (1), R1 is independently an alkyl group having 1 to 6 carbon atoms or a group represented by -OSi(R5)3 (wherein R5 is independently an alkyl group having 1 to 3 carbon atoms). R1 ​​is preferably a methyl group or a trimethylsiloxy group.

[0160] In general formula (1), R2's are each independently an alkyl group having 1 to 6 carbon atoms. R2 is preferably a methyl group.

[0161] In the general formula (1), R3 is an alkyl group having 1 to 6 carbon atoms. R3 is preferably an alkyl group having 1 to 4 carbon atoms.

[0162] In the general formula (1), R4 is a hydrogen atom or a methyl group.

[0163] In general formula (1), L1 is a divalent organic group or a single bond. Among these, L1 is preferably a divalent organic group, more preferably an alkylene group having 1 to 50 carbon atoms or an alkyleneoxy group having 1 to 50 carbon atoms. Examples of the alkylene group having 1 to 50 carbon atoms include a methylene group, an ethylene group, an n-propyl group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group, etc. Among these, a methylene group, an ethylene group, an n-propylene group, and an isopropylene group are preferred. Examples of the alkyleneoxy group having 1 to 50 carbon atoms include a methyleneoxy group, an ethyleneoxy group, a propyleneoxy group, an oxytrimethylene group, a butyleneoxy group, an oxytetramethylene group, a pentyleneoxy group, and a heptyleneoxy group.

[0164] A portion of the -CH2- in the alkylene group having 1 to 50 carbon atoms or the alkyleneoxy group having 1 to 50 carbon atoms may be substituted with a carbonyl group, a phenylene group, an amide bond or a urethane bond, and a hydroxyl group or the like may further be substituted on the carbon atom.

[0165] In the general formula (1), n ​​is an integer of 1 to 70. From the viewpoint of coatability and suppression of foreign matter, n is preferably an integer of 2 to 50.

[0166] Examples of the monomer represented by general formula (1) include α-(3-methacryloyloxy)propyl polydimethylsiloxane, 3-(methacryloyloxy)propyl tris(trimethylsiloxy)silane, etc. Commercially available products include Silaplane FM-0711, FM-0721, FM-0725, and FM-0701T manufactured by JNC Corporation, and X-22-174ASX, X-22-174BX, X-22-2426, and X-22-2404 manufactured by Shin-Etsu Chemical Co., Ltd.

[0167] The monomers represented by general formula (1) can be used alone or in combination of two or more kinds.

[0168] From the viewpoint of coatability and suppression of foreign matter, the content of the monomer unit (c1) represented by general formula (1) is preferably 30 to 95 mass%, more preferably 40 to 85 mass%, relative to 100 mass% of the copolymer (C1).

[0169] [Monomer unit (c2) represented by general formula (2)] The monomer unit (c2) represented by the general formula (2) is a monomer unit formed from a monomer represented by the general formula (2).

[0170] In the general formula (2), R6 is an alicyclic hydrocarbon group having 3 to 20 carbon atoms. The alicyclic hydrocarbon group having 3 to 20 carbon atoms may have a substituent, such as an alkyl group, a hydroxyl group, a nitro group, an amino group, an alkoxy group, a halogen atom, or a combination thereof. Examples of the alicyclic hydrocarbon group having 3 to 20 carbon atoms include monocyclic and polycyclic alicyclic hydrocarbon groups. Examples of the monocyclic alicyclic hydrocarbon group include a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group. Examples of the polycyclic alicyclic hydrocarbon group include an isobornyl group, a norbornyl group, an adamantyl group, a tricyclodecyl group, a dicyclopentanyl group, a dicyclopentenyl group, a tricyclopentenyl group, a tricyclopentadiene group, and a dicyclopentadiene group. Among these, from the viewpoint of suppressing foreign matter, polycyclic alicyclic hydrocarbon groups are preferred, isobornyl groups, dicyclopentanyl groups and adamantyl groups are more preferred, and adamantyl groups are even more preferred.

[0171] In the general formula (2), R7 is a hydrogen atom or a methyl group.

[0172] In general formula (2), L2 is a divalent organic group or a single bond, and among these, L2 is preferably a single bond. Examples of the divalent organic group include an alkylene group having 1 to 50 carbon atoms and an alkyleneoxy group having 1 to 50 carbon atoms. Examples of the alkylene group having 1 to 50 carbon atoms include a methylene group, an ethylene group, an n-propylene group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, and a tetramethylethylene group. Examples of the alkyleneoxy group having 1 to 50 carbon atoms include a methyleneoxy group, an ethyleneoxy group, a propyleneoxy group, an oxytrimethylene group, a butyleneoxy group, an oxytetramethylene group, a pentyleneoxy group, and a heptyleneoxy group.

[0173] Examples of the monomer represented by general formula (2) include cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate, 4-tert-butylcyclohexyl (meth)acrylate, 1,4-cyclohexanedimethanol mono(meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, dicyclopentenyl (meth)acrylate, 1-adamantyl (meth)acrylate, 2-adamantyl (meth)acrylate, 2-methyl-2-adamantyl (meth)acrylate, 3-hydroxy-1-adamantyl (meth)acrylate, 2-isopropyl-2-adamantyl (meth)acrylate, and dimethyladamantyl (meth)acrylate.

[0174] From the viewpoint of suppressing foreign matter, the monomer represented by general formula (2) is preferably a monomer having a homopolymer glass transition temperature (Tg) of 100° C. or higher, more preferably 150° C. or higher. Examples of monomers having a homopolymer glass transition temperature (Tg) of 100° C. or higher include isobornyl methacrylate (Tg=110° C.), dicyclopentenyl acrylate (Tg=120° C.), dicyclopentanyl acrylate (Tg=120° C.), dicyclopentanyl methacrylate (Tg=175° C.), 1-adamantyl acrylate (Tg=153° C.), and 1-adamantyl methacrylate (Tg=250° C.).

[0175] The monomers represented by general formula (2) can be used alone or in combination of two or more kinds.

[0176] From the viewpoint of suppressing foreign matter, the content of the monomer unit (c2) represented by the general formula (2) is preferably 5 to 70 mass %, more preferably 15 to 60 mass %, relative to 100 mass % of the copolymer (C1).

[0177] The copolymer (C1) may be any copolymer having a monomer unit (c1) represented by general formula (1) and a monomer unit (c2) represented by general formula (2), and the copolymer structure is not particularly limited. Examples include random copolymers, block copolymers, and graft copolymers. Among these, block copolymers are preferred from the viewpoints of coatability and foreign matter suppression.

[0178] When copolymer (c1) is a block copolymer having monomer units (c1) represented by general formula (1) and monomer units (c2) represented by general formula (2), the number and arrangement of each block are not particularly limited. For example, when polymer block A is made of monomer units (c1) represented by general formula (1) and polymer block B is made of monomer units (c2) represented by general formula (2), copolymer (C1) may have an arrangement such as an AB block copolymer, an ABA block copolymer, or a BAB block copolymer.

[0179] The method for producing the block copolymer is not particularly limited, and any known method can be used, including living polymerization methods such as living radical polymerization and living anionic polymerization. Living radical polymerization is described, for example, in Japanese Patent Application Laid-Open No. 9-62002 and Japanese Patent Application Laid-Open No. 2002-31713, and in 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. al, Polym. J. 17, 977 (1985), 18, 1037 (1986), Koichi Migite and Koichi Hatada, Polymer Processing, 36, 366 (1987), Toshinobu Higashimura and Mitsuo Sawamoto, Polymer Research Papers, 46, 189 (1989), M. Kuroki and T. Aida, J. Am. Chem. Soc., 109, 4737 (1987), Takuzo Aida and Shohei Inoue, Organic Synthetic Chemistry, 43, 300 (1985), DY Sogoh, W. R. Hertler et al, Macromolecules, 20, 1473 (1987), etc. Among these, reversible addition-fragmentation chain transfer polymerization (hereinafter referred to as RAFT), atom transfer radical polymerization (hereinafter referred to as ATRP), living radical polymerization using iodine compounds, and living radical polymerization using organotellurium compounds (hereinafter referred to as TERP) are preferred. Specifically, the copolymer (C1) of the present invention can be synthesized by, for example, the methods described in WO 2021 / 131726, WO 2022 / 050062, WO 2022 / 244586, etc.

[0180] [Other monomer units (c3)] The copolymer (C1) may have a monomer unit (c3) other than the monomer unit (c1) represented by the general formula (1) and the monomer unit (c2) represented by the general formula (2) (hereinafter also referred to as the other monomer unit (c3)).

[0181] The monomer forming the other monomer unit (c3) (hereinafter also referred to as the other monomer) is not particularly limited, and examples thereof include monomers copolymerizable with the monomer represented by general formula (1) and the monomer represented by general formula (2). Examples of the other monomer include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate, 2-ethylhexyl acrylate, decyl (meth)acrylate, and the like. ) acrylate, dodecyl (meth)acrylate, stearyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 2,3-dihydroxypropyl (meth)acrylate, benzyl (meth)acrylate, 2-phenoxymethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, Polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, polytrimethylene glycol mono(meth)acrylate, polytetramethylene glycol mono(meth)acrylate, poly(ethylene glycol·propylene glycol) mono(meth)acrylate, polyethylene glycol·polypropylene glycol mono(meth)acrylate, poly(ethylene glycol·tetramethylene glycol) mono(meth)acrylate, polyethylene glycol·polytetramethylene glycol mono(meth)acrylate, poly(propylene glycol·tetramethylene glycol) mono(meth)acrylate, polypropylene glycol·polytetramethylene glycol mono(meth)acrylate, poly(propylene glycol·1,2-butylene glycol) mono(meth)acrylate, polypropylene glycol·poly1,2-butylene glycol mono(meth)acrylate, poly(ethylene glycol·1,2-butylene glycol) mono(meth)acrylate, polyethylene glycol / poly 1,2-butylene glycol mono(meth)acrylate, poly(tetramethylene glycol / 1,2-butylene glycol) mono(meth)acrylate, polytetraethylene glycol / poly 1,2-butylene glycol mono(meth)acrylate, poly 1,2-butylene glycol mono(meth)acrylate, poly(ethylene glycol / trimethylene glycol) mono(meth)acrylate, polyethylene glycol / polytrimethylene glycol mono(meth)acrylate, poly(propylene glycol / trimethylene glycol) mono(meth)acrylate, poly(1,2-butylene glycol / trimethylene glycol) mono(meth)acrylate, poly 1,2-butylene glycol / polytrimethylene glycol mono Examples of suitable copolymers include poly(1,2-butylene glycol·tetramethylene glycol) mono(meth)acrylate, poly(1,2-butylene glycol·polytetramethylene glycol) mono(meth)acrylate, methyl vinyl ether, ethyl vinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, isobutyl vinyl ether, 2-hydroxyethyl allyl ether, 4-hydroxybutyl allyl ether, glycerol monoallyl ether, styrene, α-methylstyrene, p-methylstyrene, p-methoxystyrene, N,N-dimethylacrylamide, N,N-diethylacrylamide, N-isopropylacrylamide, acroylmorpholine, methylmaleimide, ethylmaleimide, propylmaleimide, and butylmaleimide. The term "poly(ethylene glycol·propylene glycol)" refers to a random copolymer of ethylene glycol and propylene glycol, and the term "polyethylene glycol·polyethylene glycol" refers to a block copolymer of ethylene glycol and propylene glycol. The other monomers can be used alone or in combination of two or more.

[0182] Copolymer (C1) may also have a thermally crosslinkable group and / or a polymerizable unsaturated group. Examples of the thermally crosslinkable group include an epoxy group, an oxetanyl group, and a blocked isocyanate group. The polymerizable unsaturated group can be introduced by synthesizing a precursor using a monomer represented by general formula (1), a monomer represented by general formula (2), and another monomer having a hydroxyl group, and then reacting the precursor with a compound having a functional group reactive with the hydroxyl group and a polymerizable unsaturated group. Examples of the compound having a functional group and a polymerizable unsaturated group include 2-(meth)acryloylethyl isocyanate, 2-(meth)acryloyloxyethyl isocyanate, and 1,1-bis[methacryloyloxy]ethyl isocyanate.

[0183] From an environmental perspective, it is preferable that the copolymer (C1) is substantially free of fluorine atoms. In the present invention, "substantially free of fluorine atoms" means that the fluorine atom content is 3% by mass or less, preferably 1% by mass or less, and more preferably 0.1% by mass, relative to 100% by mass of the copolymer (C1).

[0184] The weight average molecular weight of the copolymer (C1) is preferably 5,000 to 40,000.

[0185] The number average molecular weight of the copolymer (C1) is preferably 2,000 to 20,000.

[0186] The average molecular weight distribution (weight average molecular weight / number average molecular weight) of the copolymer (C1) is preferably from 1.0 to 3.0.

[0187] The copolymer (C1) can be used alone or in combination of two or more kinds.

[0188] From the viewpoint of coatability and foreign matter suppression, the content of the copolymer (C1) is preferably 10 to 100 mass %, more preferably 10 to 90 mass %, particularly preferably 20 to 90 mass %, based on 100 mass % of the leveling agent (C).

[0189] (Leveling agent (C2) other than copolymer (C1)) From the viewpoint of coatability, the colored resin composition of the present invention preferably contains a leveling agent (C2) other than the copolymer (C1) (hereinafter, also simply referred to as other leveling agent (C2)).

[0190] Other examples of the leveling agent (C2) include silicone-based leveling agents, fluorine-based leveling agents, acrylic-based leveling agents, acetylene diol-based leveling agents, etc. Among these, silicone-based leveling agents and acrylic-based leveling agents are preferred.

[0191] Commercially available silicone leveling agents include, for example, BYK-300, 306, 310, 313, 315N, 320, 322, 323, 330, 331, 333, 342, 345, 346, 347, 348, 349, 370, 377, 378, 3455, UV3510, and 3570 manufactured by BYK-Chemie Co., Ltd., and FZ-7002, 2110, 2122, 2123, 2191, and 5609 manufactured by Toray Dow Corning Co., Ltd. Examples include X-22-4952, X-22-4272, X-22-6266, KF-351A, KF-354L, KF-355A, KF-945, KF-640, KF-642, KF-643, X-22-4515, KF-6004, and KP-341 manufactured by Shin-Etsu Silicones Co., Ltd., and TegoGlide 432, 440, and 450, and TegoWet 250, 260, 265, 270, and 280 manufactured by Evonik.

[0192] Commercially available fluorine-based leveling agents include, for example, Surflon S-242, 243, 420, 611, 651, and 386 manufactured by AGC Seimi Chemical Co., Ltd.; Megafac F-253, 477, 551, 552, 555, 558, 560, 570, 575, and 576, R-40-LM, R-41, RS-72-K, and DS-21 manufactured by DIC Corporation; FC-4430 and 4432 manufactured by Sumitomo 3M Limited; EF-PP31N09, EF-PP33G1, and EF-PP32C1 manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.; and Futergent 602A manufactured by Neos Corporation.

[0193] Examples of commercially available acrylic leveling agents include BYK-350, 352, 354, 355, 358, 380, 381, 392, and 394 manufactured by BYK-Chemie, and Polyflow 57, 77, and 95 manufactured by Kyoeisha Chemical.

[0194] Commercially available acetylene diol leveling agents include, for example, Surfynol 420, 440, 465, 485, SE, DF110D, DE85, and Olfine E1004 and 1010 manufactured by Nissin Chemical Industry Co., Ltd.

[0195] The other leveling agents (C2) can be used alone or in combination of two or more.

[0196] The mass ratio of the copolymer (C1) to the other leveling agent (C2) is preferably from 10:90 to 90:10, more preferably from 20:80 to 90:10.

[0197] The leveling agent (C) can be used alone or in combination of two or more kinds.

[0198] The content of the leveling agent (C) is preferably from 0.01 to 2.0 mass %, more preferably from 0.03 to 1.5 mass %, based on 100 mass % of the nonvolatile content of the colored resin composition.

[0199] [Polymerizable compound (D)] The colored resin composition of the present invention may further contain a polymerizable compound (D).

[0200] The polymerizable compound (D) is not particularly limited, and may be any known compound. For example, a monomer or oligomer having a polymerizable unsaturated group may be used. Examples of the polymerizable unsaturated group include a vinyl group, (meth)allyl group, (meth)acryloyl group, (meth)acryloyloxy group, and the like, each having an ethylenically unsaturated double bond.

[0201] Examples of the polymerizable compound (D) include lactone-modified polymerizable compounds, polymerizable compounds having an acidic group, polymerizable compounds having a hydroxyl group, polymerizable compounds having a urethane bond, polymerizable compounds having an amine structure, polymerizable compounds having a dendrimer structure or a hyperbranched structure, and other polymerizable compounds.

[0202] (Lactone-modified polymerizable compound) The lactone-modified polymerizable compound is a compound having a lactone-modified structure in the molecule. The lactone-modified polymerizable compound can be obtained by esterifying a polyhydric alcohol such as trimethylolethane, ditrimethylolethane, trimethylolpropane, ditrimethylolpropane, pentaethylthritol, tripentaerythritol, glycerin, diglycerol, or trimetrolmelamine with (meth)acrylic acid and ε-caprolactone or another lactone compound.

[0203] Commercially available lactone-modified polymerizable compounds include, for example, KAYARAD DPCA-20, DPCA-30, and DPCA-60 manufactured by Nippon Kayaku Co., Ltd.

[0204] (Polymerizable compound having an acidic group) Examples of polymerizable compounds having an acidic group include esters of dicarboxylic acids and poly(meth)acrylates containing free hydroxyl groups, which are polyhydric alcohols and (meth)acrylic acid; and esters of polycarboxylic acids and monohydroxyalkyl(meth)acrylates.

[0205] Examples of the polyhydric alcohol include ethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, glycerin, trimethylolpropane, ditrimethylolpropane, pentaerythritol, and dipentaerythritol.

[0206] Examples of the dicarboxylic acids include malonic acid, succinic acid, maleic acid, glutaric acid, phthalic acid, itaconic acid, and the like.

[0207] Examples of the polycarboxylic acid include trimellitic acid and pyromellitic acid. Examples of monohydroxyalkyl (meth)acrylates include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, pentaerythritol triacrylate, and 2-hydroxy-3-acryloyloxypropyl methacrylate.

[0208] Commercially available polymerizable compounds having an acidic group include Aronix M-5300, M-5400, M-510, M-520, and M-521 manufactured by Toagosei Co., Ltd., Light Acrylate HOA-MS(N), HOA-HH(N), HOA-MPE(N), and P-1A(N) manufactured by Kyoeisha Chemical Co., Ltd., and β-CEA manufactured by Daicel Allnex Corporation.

[0209] (Polymerizable compound having a hydroxyl group) Examples of the polymerizable compound having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2,3-hydroxypropyl (meth)acrylate, glycerol mono(meth)acrylate, glycerol di(meth)acrylate, cyclohexanedimethanol mono(meth)acrylate, 2-hydroxy-3-phenoxypropyl acrylate, and the like. acrylates such as isocyanuric acid EO- or PO-modified (meth)acrylate, isocyanuric acid EO- or PO-modified di(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, polypentaerythritol penta(meth)acrylate, dipentaerythritol EO- or PO-modified penta(meth)acrylate; and epoxy (meth)acrylates obtained by reacting the epoxy group of an epoxy compound with the carboxyl group of (meth)acrylic acid.

[0210] Examples of commercially available polymerizable compounds having a hydroxyl group include KAYARAD R-128H and R-167 manufactured by Nippon Kayaku Co., Ltd.; Blenmar GLM, GLM-R, GMR-M, GMR-R, GAM, GAM-R, and G-FA80 manufactured by NOF Corp.; Aronix M-5700 and M-920 manufactured by Toagosei Co., Ltd.; NK Ester 701A manufactured by Shin-Nakamura Chemical Co., Ltd.; Light Ester HOP(N), HOA(N), HOP-A(N), HOB(N), and G-201P, and Epoxy Ester M-600A, 40EM, 70PA, 200PA, 80MFA, 3002M(N), 3002A(N), and 3000A manufactured by Kyoeisha Chemical Co., Ltd.; and OGSOL GA-5060P and GA-2800 manufactured by Osaka Gas Chemical Co., Ltd.

[0211] (Polymerizable compound having a urethane bond) Examples of the polymerizable compound having a urethane bond include urethane (meth)acrylates obtained by reacting a hydroxyl group-containing (meth)acrylate with a polyfunctional isocyanate, and urethane (meth)acrylates obtained by reacting a polyhydric alcohol with a polyfunctional isocyanate and then reacting the resulting mixture with a hydroxyl group-containing (meth)acrylate.

[0212] Examples of the hydroxyl group-containing (meth)acrylate include 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol ethylene oxide (EO)-modified penta(meth)acrylate, dipentaerythritol propylene oxide (PO)-modified penta(meth)acrylate, dipentaerythritol caprolactone-modified penta(meth)acrylate, glycerol dimethacrylate, 2-hydroxy-3-acryloylpropyl methacrylate, a reaction product of an epoxy group-containing compound and a carboxy(meth)acrylate, and a hydroxyl group-containing polyol polyacrylate.

[0213] Examples of the polyfunctional isocyanate include aromatic diisocyanates such as tolylene diisocyanate, diphenylmethylene diisocyanate, and xylene diisocyanate; aliphatic diisocyanates such as trimethylene diisocyanate, tetramethylene diisocyanate, and hexamethylene diisocyanate; and alicyclic diisocyanate such as isophorone diisocyanate; as well as biuret derivatives, isocyanurates, and trimethylolpropane adducts thereof.

[0214] From the viewpoint of developability, the polymerizable compound having a urethane bond may further have an acidic group. Examples of the acidic group include a sulfonic acid group, a carboxyl group, and a phosphate group. Among these, a carboxyl group is preferred.

[0215] The acidic group can be introduced into a polymerizable compound having a urethane bond by, for example, first reacting the hydroxyl group-containing (meth)acrylate with the polyfunctional isocyanate, and then adding a mercapto compound having a carboxyl group to the product.

[0216] Examples of the mercapto compound having a carboxyl group include mercaptoacetic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, o-mercaptobenzoic acid, 2-mercaptonicotinic acid, and mercaptosuccinic acid.

[0217] Examples of commercially available polymerizable compounds having a urethane bond include AH-600, UA-306H, UA-306T, UA-306I, UA-510H, and UF-8001G manufactured by Kyoeisha Chemical Co., Ltd., UA-1100H, U-6LPA, UA-33H, U-10HA, and U-15HA manufactured by Shin-Nakamura Chemical Co., Ltd., and EBECRYL1290 and KRM8452 manufactured by Daicel-Allnex Corporation.

[0218] (Polymerizable compound having an amine structure) The amine structure of the polymerizable compound having an amine structure may be any of a primary amine, secondary amine, and tertiary amine structure, but is preferably a secondary or tertiary amine. However, the amine structure of the polymerizable compound having an amine structure does not include an amide structure, an imide structure, or a urethane structure in which a carbonyl group is directly bonded to a nitrogen atom.

[0219] Examples of the polymerizable compound having an amine structure include tris(acryloyloxyethyl)amine, tris(methacryloyloxyethyl)amine, tris(2-hydroxy-3-methacryloyloxypropyl)amine, and a Michael addition reaction product of a (meth)acrylate compound (X) and an amine compound (Y).

[0220] Examples of the (meth)acrylate compound (X) include glycerin tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and diglycerides thereof. Examples of the alkylene oxide-modified tri(meth)acrylate include lin tri(meth)acrylate, diglycerin tetra(meth)acrylate, trimethylolpropane alkylene oxide-modified tri- and tetra(meth)acrylate, ditrimethylolpropane alkylene oxide-modified tri- and tetra(meth)acrylate, pentaerythritol alkylene oxide-modified tri- and tetra(meth)acrylate, diglycerin alkylene oxide-modified tri- and tetra(meth)acrylate, and dipentaerythritol alkylene oxide-modified tetra-, penta-, and hexa(meth)acrylate. Examples of the alkylene oxide unit in the alkylene oxide modification include ethylene oxide, propylene oxide, and butylene oxide. The (meth)acrylate compound (X) also includes a (meth)acrylate compound having an acidic group.

[0221] The (meth)acrylate compound (X) can be used alone or in combination of two or more kinds.

[0222] Examples of the amine compound (Y) include primary amines such as n-propylamine, n-butylamine, n-hexylamine, benzylamine, aminocaproic acid, monoethanolamine, 2-(2-aminoethoxy)ethanol, o-aminophenol, m-aminophenol, and p-aminophenol; Examples of the secondary amines include dimethylamine, diethylamine, dipropylamine, diisopropylamine, dibutylamine, cyclohexylamine, morpholine, piperidine, 1-methylpiperazine, proline, N-merylethanolamine, N-acetylethanolamine, diethanolamine, 3-anilinephenol, and 4-anilinephenol.

[0223] The amine compound (Y) can be used alone or in combination of two or more kinds.

[0224] The method for producing the Michael addition reaction product of the (meth)acrylate compound (X) and the amine compound (Y) is not particularly limited, and known methods can be used, such as those described in International Publication No. 2006 / 075754, JP-A No. 2008-545859, and JP-A No. 2017-066347.

[0225] The polymerizable compound having an amine structure may have an acidic group and / or a hydroxyl group. Examples of methods for introducing the acidic group and / or the hydroxyl group include a method of using a compound having an acidic group and / or a hydroxyl group in the (meth)acrylate compound (X) or the amine compound (Y), and a method of adding an acid anhydride after a Michael addition reaction.

[0226] Examples of commercially available polymerizable compounds having an amine structure include Aronix MT-3041 and 3042 manufactured by Toagosei Co., Ltd., EBECRYL80 and 7100 manufactured by Daicel-Allnex Co., Ltd., and CN371NS, 372, 374, 383, and 386 manufactured by Arkema.

[0227] Polymerizable compounds with amine structures can also contain urethane bonds. This allows for the formation of chemical crosslinks through polymerization, as well as physical crosslinks through intermolecular hydrogen bonds between urethane bonds and between urethane bonds and functional groups on the substrate. The molecular cohesive energy of the intermolecular hydrogen bonds at the urethane bond sites is greater than the cohesive energy of other organic structures, such as ether bonds. Therefore, we speculate that the interaction between the urethane bonds makes the film flexible and strong, improving its durability.

[0228] The urethane bond can be introduced, for example, by a method of producing the polymer by a urethane reaction between a Michael addition reaction product (precursor) of the above-mentioned (meth)acrylate compound (X) and the above-mentioned amine compound (Y) having a hydroxyl group, and a polyisocyanate compound (Z).

[0229] Examples of the polyisocyanate compound (Z) include polyisocyanate compounds having an aliphatic structure, such as butane-1,4-diisocyanate, hexamethylene diisocyanate, isopropylene diisocyanate, methylene diisocyanate, and 2,2,4-trimethylhexamethylene diisocyanate; Polyisocyanate compounds having an alicyclic structure, such as cyclohexane-1,4-diisocyanate, isophorone diisocyanate, dimethylcyclohexyl diisocyanate, methylcyclohexyl diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, 1,3-bis(isocyanatemethyl)cyclohexane, methylcyclohexane diisocyanate, norbornane diisocyanate, and bis(isocyanatemethyl)cyclohexane; Examples of the polyisocyanate compound include polyisocyanate compounds having an aromatic structure, such as 1,5-naphthylene diisocyanate, 4,4'-diphenylmethane diisocyanate, 4,4'-diphenyldimethylmethane diisocyanate, 4,4'-dibenzyl isocyanate, dialkyldiphenylmethane diisocyanate, tetraalkyldiphenylmethane diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, xylylene diisocyanate, m-tetramethylxylylene diisocyanate, 4,4-diphenylmethane diisocyanate, tolylene diisocyanate, bischloromethyldiphenylmethane diisocyanate, 2,6-diisocyanate-benzyl chloride, and bis(isocyanatomethyl)benzene. Further, biuret, isocyanurate, adduct, allophanate and the like of these compounds may also be used.

[0230] The polyisocyanate compounds (Z) can be used alone or in combination of two or more kinds.

[0231] The method for the urethane reaction between the precursor and the polyisocyanate compound (Z) is not particularly limited, and any known method can be used, such as the method described in JP-A-2018-517797.

[0232] (Polymerizable compound having a dendrimer structure or a hyperbranched structure) A polymerizable compound with a dendrimer structure has a chemical structure in which branches are regularly repeated outward from a chemical structure constituting a core (hereinafter also referred to as the core portion), and polymerizable unsaturated groups are bonded to the ends of the branches, and has a spherical, highly controlled chemical structure and molecular weight. The hyperbranched structure has a chemical structure similar to that of a dendrimer structure.

[0233] Commercially available polymerizable compounds having a dendrimer structure or a hyperbranched structure include, for example, Viscoat #1000LT (dendrimer structure, average number of acryloyl groups: 14) manufactured by Osaka Organic Chemical Industry Co., Ltd., Miramer SP-1106 (dendrimer structure, average number of acryloyl groups: 18) and Miramer SP-1108 (dendrimer structure, average number of acryloyl groups: 13) manufactured by Miwon Specialty Chemical Co., Ltd., CN2301 (hyperbranched structure, average number of acryloyl groups: 9), CN2302 (hyperbranched structure, average number of acryloyl groups: 16), CN2303 (hyperbranched structure, average number of acryloyl groups: 6), and CN2304 (hyperbranched structure, average number of acryloyl groups: 18) manufactured by SARTOMER Co., Ltd., and Eternal Examples include Etercure 6361-100 (hyperbranched structure, average number of acryloyl groups: 8), Etercure 6362-100 (hyperbranched structure, average number of acryloyl groups: 12), Etercure 6363 (hyperbranched structure, average number of acryloyl groups: 16), and Etercure DR-E522 (hyperbranched structure, average number of acryloyl groups: 15), all manufactured by Materials Corporation.

[0234] (Other polymerizable compounds) Other polymerizable compounds include, for example, methyl (meth)acrylate, ethyl (meth)acrylate, cyclohexyl (meth)acrylate, polyethylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, phenoxytetraethylene glycol (meth)acrylate, phenoxyhexaethylene glycol (meth)acrylate, glycerol tri(meth)acrylate, trimethylolpropane PO-modified tri(meth)acrylate, trimethylolpropane EO- or PO-modified tri(meth)acrylate, and the like. Examples of suitable acrylic and methacrylic acid esters include methylol melamine (meth)acrylate, ethylene glycol divinyl ether, pentaerythritol trivinyl ether, styrene, vinyl acetate, ethylene glycol divinyl ether, pentaerythritol trivinyl ether, (meth)acrylamide, N-vinylformamide, and acrylonitrile.

[0235] Other commercially available polymerizable compounds include, for example, KAYARAD NPGDA, PEG400DA, FM-400, HX-200, HX-620, R-551, R-712, R-604, R-684, GPOD-303, TMPTA, T-1420(T), RP-1040, DPEA-12, and D-310 manufactured by Nippon Kayaku Co., Ltd.; Aronix M-101A, M-102, M-111, M-113, M-120, M-140, M-208, and M-211B manufactured by Toagosei Co., Ltd.; M-220, M-225, M-270, M-240, M-309, M-310, M-321, M-350, M-360, M-408, M-460, M-930, Viscoat #150, #155, #160, #192, #MTG, #200, #196, #195, #230, #260, #310, #700HV, #295 manufactured by Osaka Organic Chemical Industry Co., Ltd., and OGSOL manufactured by Osaka Gas Chemicals Co., Ltd. EA-0200, EA-0300, Miramer HR6060, 6100, 6200 manufactured by Miwon Specialty Chemical Co., Ltd., and NK Ester A-HD-N, A-NPG, A-200, A-400, APG-200, APG-400, A-DCP, ABE-300, A-BPE-4, A-BPE-10, A-TMPT, A-TMPT-9EO, A-GLY-3E, A-GLY-9E, A-TMMT, ATM-35E, AD-TMP manufactured by Shin-Nakamura Chemical Co., Ltd.

[0236] The polymerizable compound (D) can be used alone or in combination of two or more kinds.

[0237] The content of the polymerizable compound (D) is preferably from 1 to 70 mass %, more preferably from 5 to 60 mass %, based on 100 mass % of the nonvolatile content of the colored resin composition.

[0238] [Polymerization initiator (E)] The colored resin composition of the present invention may contain a polymerization initiator (E).

[0239] The polymerization initiator (E) is not particularly limited, and known compounds can be used, such as compounds that generate radicals by the action of light or heat to initiate or promote a radical polymerization reaction. The polymerization initiator that generates radicals by light (hereinafter also simply referred to as a photopolymerization initiator) is preferably a compound that generates radicals in response to light in the ultraviolet to visible region. The polymerization initiator that generates radicals by heat (hereinafter also simply referred to as a thermal polymerization initiator) may be a compound that generates radicals by the action of heat and light.

[0240] Examples of the photopolymerization initiator include acetophenone-based compounds such as 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, 2-(dimethylamino)-1-[4-(4-morpholino)phenyl]-2-(phenylmethyl)-1-butanone, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone; triazine-based compounds such as 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-triazine, 2-piperonyl-4,6-bis(trichloromethyl)-s-triazine, 2,4-bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxy-naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2,4-trichloromethyl-(piperonyl)-6-triazine, and 2,4-trichloromethyl-(4'-methoxystyryl)-6-triazine; Oxime ester compounds such as 1,2-octanedione, 1-[4-(phenylthio)phenyl-, 2-(O-benzoyloxime)], ethanol, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(O-acetyloxime); acylphosphine compounds such as bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide and diphenyl-2,4,6-trimethylbenzoylphosphine oxide; Examples include quinone compounds such as 9,10-phenanthrenequinone, camphorquinone, and ethylanthraquinone; borate compounds; and carbazole compounds.

[0241] Commercially available products include acetophenone compounds such as Omnirad 907, 369E, 379EG, 127, 184, 1173, and 2959 manufactured by IGM Resins, acylphosphine compounds such as Omnirad 819 and TPO manufactured by IGM Resins, oxime ester compounds such as IRGACURE OXE-01, 02, 03, 04, and 05 manufactured by BASF Japan, ADEKA ARKULES N-1919, NCI-730, 831E, and 930 manufactured by ADEKA, TRONLY TR-PBG-301, 304, 305, 309, 314, 345, 358, 380, 365, 610, 3054, and 3057 manufactured by Changzhou Strong New Materials Co., Ltd., and IGM Examples include Omnirad 1312, 1314, and 1316 manufactured by Resins, SPI-02, 03, 04, 05, 06, and 07 manufactured by Samyang Corporation, and DFI-020, 306, and EOX-01 manufactured by Daito Chemiks. Further, compounds described in JP 2007-210991 A, JP 2009-179619 A, JP 2010-037223 A, JP 2010-215575 A, JP 2011-020998 A, WO 2015 / 036910, JP 2019-507108 A, JP 2019-528331 A, WO 2021 / 175855, JP 2022-5115524 A, WO 2023 / 085056, WO 2023 / 085072, etc. can also be mentioned. Among these, oxime ester compounds are preferred.

[0242] Specific examples of oxime ester compounds are shown below, but the present invention is not limited to these.

[0243] [ka]

[0244] [ka]

[0245] [ka]

[0246] The oxime ester compounds can be used alone or in combination of two or more.

[0247] Examples of the thermal polymerization initiator include benzopinacol, 1,2-dimethoxy-1,1,2,2-tetraphenylethane, 1,2-dimethoxy-1,1,2,2-tetraphenylethane, 1,2-diphenoxy-1,1,2,2-tetraphenylethane, 1,2-dimethoxy-1,1,2,2-tetraphenylethane, 1,2-dimethoxy-1,1,2,2-tetra(4-methylphenyl)ethane, 1,2-diphenoxy-1,1,2,2-tetra(4-methoxyphenyl)ethane, and 1,2-bis(trimethylsiloxy)-1,1,2,2-tetraphenylethane. pinacol-based compounds such as silane, 1,2-bis(triethylsiloxy)-1,1,2,2-tetraphenylethane, 1,2-bis(tert-butyldimethylsiloxy)-1,1,2,2-tetraphenylethane, 1-hydroxy-2-trimethylsiloxy-1,1,2,2-tetraphenylethane, 1-hydroxy-2-triethylsiloxy-1,1,2,2-tetraphenylethane, and 1-hydroxy-2-tert-butyldimethylsiloxy-1,1,2,2-tetraphenylethane; azo compounds such as 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), dimethyl-2,2'-azobis(2-methylpropionate), 2,2'-azobis(2-methylbutyronitrile), 1,1'-azobis(cyclohexane-1-carbonitrile), 2,2'-azobis[N-(2-propenyl)2-methylpropionamide], 1-[(1-cyano-1-methylethyl)azo]formamide, 2,2'-azobis(N-butyl-2-methylpropionamide), and 2,2'-azobis(N-cyclohexyl-2-methylpropionamide); Examples of the organic peroxide include methyl ethyl ketone peroxide, cyclohexanone peroxide, 3,3,5-trimethylcyclohexanone peroxide, methylcyclohexanone peroxide, acetylacetone peroxide, 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(tert-butylperoxy)cyclohexane, 2,2-bis(tert-butylperoxy)butane, succinic peroxide, and benzoyl peroxide.

[0248] The polymerization initiator (E) can be used alone or in combination of two or more kinds.

[0249] The content of the polymerization initiator (E) is preferably from 0.1 to 20% by mass, more preferably from 0.5 to 10% by mass, based on 100% by mass of the nonvolatile content of the colored resin composition.

[0250] Pigment The colored resin composition of the present invention may contain a pigment (F).

[0251] The pigment (F) is not particularly limited, and examples thereof include chromatic pigments, achromatic pigments, near-infrared absorbing pigments, transparent pigments, and fluorescent pigments. The pigment (F) may be either an inorganic pigment or an organic pigment, or a combination of an inorganic pigment and an organic pigment. The pigment (F) may also be an organic-inorganic composite. In the present invention, the pigment (F) is a compound having a solubility of less than 1 g in 100 g of propylene glycol monomethyl ether acetate at 25°C.

[0252] (chromatic pigments) The chromatic pigment is not particularly limited, and known compounds can be used, such as compounds classified as pigments in the Color Index.

[0253] Chromatic pigments include, for example, CI Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 12, 14, 15, 16, 17, 21, 22, 23, 31, 32, 37, 38, 41, 47, 48, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 50:1, 52:1, 52:2, 53, 53:1, 53:2, 53:3, 57, 57:1, 57:2, 58:4, 60, 63, 63:1, 63:2, 64, 64:1, 68, 69, 81, 81:1, 81:2, 81:3, 81:4, 83, 88, 90:1, 101, 101:1, 104, 108, 108:1, 109, 112, 113, 114, 122, 123, 144, 146, 147, 149, 151, 166, 168, 169, 170, 172, 173, 174, 175, 176, 177, 178, 179, 1 81,184,185,187,188,190,193,194,200,202,206,207,208,209,210,214,216,220,221,224,230,231,232,233,235,236,237,238,239,242,243,245,247,249,250,251,253,254,255,256,257,258,259,260, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 273, 274, 275, 276, 277, 278, 279, 280, 281, 282, 283, 284, 285, 286, 287, 291, 295, 296, the pigments described in JP-A-2014-134712, and the pigments described in Japanese Patent No. 6368844.

[0254] Examples of orange pigments include CI Pigment Orange 36, 38, 43, 64, 71, and 73.

[0255] CI Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 126, 1 27,128,129,138,139,147,150,151,152, 153,154,155,156,161,162,164,166,167,168,169,170,171,172,173,174,175,176,177,179,180,181,182,185,187,188,192,193,194,196,198,199,213,214,231,233, and JP-A-2012-226110.

[0256] Further, examples of yellow pigments include metal azo pigments containing one or more anions selected from the group consisting of azo compounds represented by the following general formula (11) and mono-, di-, tri-, and tetra-anions of azo compounds having tautomeric structures thereof, at least two metal ions selected from Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu, and Mn, and a compound represented by the following general formula (12):

[0257] General formula (11) [ka]

[0258] In general formula (11), two R1s each independently represent -OH, -NH2, -NH-CN, an acylamino group, an alkylamino group, or an arylamino group, and two R2s each independently represent -OH or -NH2.

[0259] General formula (12) [ka]

[0260] In general formula (12), three R3s each independently represent a hydrogen atom or an alkyl group.

[0261] Examples of the metal azo pigment include those described in JP-A-2014-12838, JP-A-2017-171912, JP-A-2017-171913, JP-A-2017-171914, JP-A-2017-171915, and JP-A-2022-61494.

[0262] Examples of green pigments include CI Pigment Green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 37, 45, 48, 50, 51, 54, 55, 58, 59, 62, 63, 64, 65, and 66.

[0263] Examples of blue pigments include CI Pigment Blue 1, 1:2, 9, 14, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 17, 19, 25, 27, 28, 29, 33, 35, 36, 56, 56:1, 60, 61, 61:1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76, 78, 79, 80, 87, and 88.

[0264] Examples of purple pigments include CI Pigment Violet 1, 1:1, 2, 2:2, 3, 3:1, 3:3, 5, 5:1, 14, 15, 16, 19, 23, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, and 50.

[0265] The chromatic pigments can be used alone or in combination of two or more kinds.

[0266] (achromatic pigment) The achromatic pigment is not particularly limited, and known compounds can be used, such as CI Pigment White 1, 2, 3, 4, 5, 6, 6:1, 7, 8, 10, 11, 12, 13, 14, 15, 16, 17, 18, 18:1, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 30, 32, and 33, CI Pigment Black 1, 6, 7, 12, 20, and 31, titanium oxide, magnesium oxide, zirconium oxide, aluminum oxide, antimony oxide, barium sulfate, calcium carbonate, silica, zinc oxide, mica, talc, kaolin, clay, strontium titanate, barium tungstate, zinc phosphate, and aluminum hydroxide. Examples of suitable pigments include aluminum, aluminum silicate, hollow resin particles, carbon black, titanium black, acetylene black, lamp black, graphite, aniline black, cyanine black, perylene black, and compounds described in JP 2011-075786 A, WO 2013 / 061621 A, JP 2015-047520 A, JP 2015-164881 A, JP 1-170601 A, JP 2-34664 A, JP 2007-302836 A, JP 2010-534726 A, and JP 2012-515233 A.

[0267] (Near infrared absorbing pigment) The near-infrared absorbing pigment is a compound having a maximum absorption in the wavelength range of 700 to 2,000 nm, and may be either an organic pigment (also called a near-infrared absorbing organic pigment) or an inorganic pigment (also called a near-infrared absorbing inorganic pigment).Furthermore, a near-infrared absorbing organic pigment and a near-infrared absorbing inorganic pigment may be used in combination.

[0268] The near-infrared absorbing organic pigment is not particularly limited, and known compounds can be used. Examples include cyanine compounds, phthalocyanine compounds, naphthalocyanine compounds, indigo compounds, immonium compounds, anthraquinone compounds, pyrrolopyrrole compounds, squarylium compounds, croconium compounds, and porphyrin compounds. Among these, from the viewpoints of near-infrared absorbing properties and heat resistance, naphthalocyanine compounds, pyrrolopyrrole compounds, squarylium compounds, and indigo compounds are preferred, and naphthalocyanine compounds, squarylium compounds, and indigo compounds are more preferred.

[0269] Cyanine compounds are disclosed in WO 2006 / 006573, WO 2010 / 073857, JP 2013-241598, JP 2016-113501, JP 2016-113504, etc.; phthalocyanine compounds are disclosed in JP 4-23868, JP 06-192584, JP 2000-63691, WO 2014 / 208514, JP 2022-022070, JP 2022-110 Naphthalocyanine compounds are disclosed in JP-A-11-152414, JP-A-2000-86919, JP-A-2009-29955, WO 2018 / 186490, JP-A-2022-123689, JP-A-2022-091099, and Japanese Patent No. 7182049, etc.; indigo compounds are disclosed in JP-A-2013-230412, etc.; immonium compounds are disclosed in JP-A-2005-336150 and JP-A-2007-19749 2, JP 2008-88426 A, JP 2022-184710 A, JP 2023-01394 A, etc.; anthraquinone compounds are disclosed in JP 62-903 A, JP 1-172458 A, etc.; pyrrolopyrrole compounds are disclosed in JP 2009-263614 A, JP 2010-90313 A, JP 2011-068731 A, WO 2021 / 039205 A; squarylium compounds are disclosed in JP 2011-13236 A 1, JP 2016-142891 A, WO 2017 / 135359, WO 2018 / 225837, JP 2019-001987 A, WO 2020 / 054718, WO 2020 / 189459, etc.; croconium compounds are described in WO 2019 / 021767; porphyrin compounds are described in JP 2006-209059 A, WO 2022 / 131191, etc.

[0270] The near-infrared absorbing inorganic pigment is not particularly limited, and any known near-infrared absorbing inorganic pigment can be used, including, for example, particles of metal oxides or metal particles such as indium tin oxide, antimony tin oxide, zinc oxide, Al-doped zinc oxide, fluorine-doped tin dioxide, niobium-doped titanium dioxide, cesium tungsten oxide, lanthanum boride, copper, nickel, silver, and gold.

[0271] The pigment (F) can be used alone or in combination of two or more kinds.

[0272] The content of the pigment (F) is preferably from 0.5 to 60 mass %, more preferably from 1 to 50 mass %, based on 100 mass % of the nonvolatile content of the colored resin composition.

[0273] The pigment (F) is preferably used in a finely divided state. The method of finely dividing is not particularly limited, and for example, wet milling, dry milling, or solution precipitation can be used. Among these, salt milling treatment using a kneader method, which is a type of wet milling, is preferred. The average primary particle diameter of the finely divided pigment as determined by TEM (transmission electron microscope) is preferably 5 to 90 nm. From the viewpoint of dispersibility, the average primary particle diameter is more preferably 10 to 70 nm.

[0274] A resin may be added to the salt milling treatment as needed. By adding a resin, the pigment (F) is coated with the resin, improving stability, light resistance, etc. The type of resin is not particularly limited, and examples include natural resins, modified natural resins, synthetic resins, and synthetic resins modified with natural resins. Among these, it is preferable for the resin to be solid at room temperature, insoluble in water, and partially soluble in organic solvents. The amount of resin added is preferably 2 to 200 parts by mass per 100 parts by mass of the pigment (F).

[0275] When the colored resin composition of the present invention is used to form a green color filter, it is preferable to use the compound (A1) represented by the above general formula (3) as the dye (A) in combination with a yellow pigment. The yellow pigment is preferably at least one selected from the group consisting of CI Pigment Yellow 120, 138, 139, 150, 185, 231, 233, and 234, and metal azo pigments containing one or more anions selected from the group consisting of mono-, di-, tri-, and tetraanions of azo compounds represented by general formula (11) and tautomeric azo compounds thereof, at least two metal ions selected from Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu, and Mn, and a compound represented by general formula (12).The mass ratio of compound (A1) represented by general formula (3) to the yellow pigment is preferably 10:90 to 90:10. Furthermore, for color adjustment, a blue pigment, a green pigment, and a red pigment may be used in combination.

[0276] [Pigment derivatives (G)] The colored resin composition of the present invention can contain a pigment derivative (G). When the pigment derivative (G) is used, the pigment (F) can be stably dispersed.

[0277] The pigment derivative (G) is not particularly limited, and known compounds can be used. For example, compounds having a structure in which a portion of the pigment is substituted with an acidic group, a basic group, a neutral group, or the like can be used. Specific examples include compounds having an acidic substituent such as a sulfo group, a carboxy group, or a phosphate group, and their amine salts; compounds having a basic substituent such as a sulfonamide group or a terminal tertiary amino group; and compounds having a neutral substituent such as a phenyl group or a phthalimidoalkyl group. Examples of pigments include diketopyrrolopyrrole compounds, phthalocyanine compounds, anthraquinone compounds, quinacridone compounds, dioxazine compounds, perinone compounds, perylene compounds, thiazine indigo compounds, triazine compounds, benzimidazolone compounds, benzoisoindole compounds, isoindoline compounds, isoindolinone compounds, quinophthalone compounds, naphthol compounds, squarylium compounds, threne compounds, and naphthalocyanine compounds.

[0278] The pigment derivative (G) is preferably added during the micronization of the pigment (F) or during the dispersion treatment of the pigment (F). The average primary particle size of the pigment derivative (G) is preferably 5 to 200 nm.

[0279] The pigment derivative (G) can be used alone or in combination of two or more kinds.

[0280] The content of the pigment derivative (G) is preferably from 1 to 50 parts by mass, more preferably from 2 to 40 parts by mass, relative to 100 parts by mass of the pigment (F).

[0281] [Sensitizer (H)] The colored resin composition of the present invention may contain a sensitizer (H).

[0282] The sensitizer (H) is not particularly limited, and known compounds can be used. For example, polymethine dyes such as chalcone compounds, unsaturated ketones typified by dibenzalacetone, 1,2-diketone compounds typified by benzil and camphorquinone, benzoin compounds, fluorene compounds, naphthoquinone compounds, anthraquinone compounds, xanthene compounds, thioxanthene compounds, xanthone compounds, thioxanthone compounds, coumarin compounds, ketocoumarin compounds, cyanine compounds, merocyanine compounds, and oxonol compounds, acridine compounds, azine compounds, thiazine compounds, oxazine compounds, indoline compounds, azulene compounds, azulenium compounds, sucrose compounds, and the like. Examples of suitable compounds include allylium compounds, porphyrin compounds, tetraphenylporphyrin compounds, triarylmethane compounds, tetrabenzoporphyrin compounds, tetrapyrazinoporphyrazine compounds, phthalocyanine compounds, tetraazaporphyrazine compounds, tetraquinoxalylporphyrazine compounds, naphthalocyanine compounds, subphthalocyanine compounds, pyrylium compounds, thiopyrylium compounds, tetraphyrin compounds, annulene compounds, spiropyran compounds, spirooxazine compounds, thiospiropyran compounds, metal arene complexes, organic ruthenium complexes, and benzophenone compounds. Among these, thioxanthone compounds and benzophenone compounds are preferred.

[0283] The sensitizer (H) can be used alone or in combination of two or more kinds.

[0284] The content of the sensitizer (H) is preferably from 10 to 400 parts by mass, more preferably from 20 to 300 parts by mass, relative to 100 parts by mass of the polymerization initiator (E).

[0285] [Thermal crosslinkable compound (I)] The colored resin composition of the present invention may contain a thermally crosslinkable compound (I).

[0286] The thermally crosslinkable compound (I) is not particularly limited as long as it is a compound having a thermally crosslinkable group, and known compounds can be used, such as compounds having an epoxy group, compounds having a blocked isocyanate group, compounds having an oxetanyl group, compounds having a methylol group, and compounds having a phenol group.

[0287] The thermally crosslinkable compound (I) can be used alone or in combination of two or more kinds.

[0288] The content of the thermally crosslinkable compound (I) is preferably from 0.5 to 40% by mass, more preferably from 1 to 30% by mass, based on 100% by mass of the nonvolatile content of the colored resin composition.

[0289] (compounds having epoxy groups) The epoxy group is a group having a three-membered cyclic ether structure, including an alicyclic epoxy group. Examples of compounds having an epoxy group include polyglycidyl ether compounds of bisphenols such as bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, bisphenol S diglycidyl ether, hydrogenated bisphenol A diglycidyl ether, and hydrogenated bisphenol F diglycidyl ether; Polyglycidyl ether compounds of polyhydric alcohols such as 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, glycerin triglycidyl ether, trimethylolpropane triglycidyl ether, polyethylene glycol diglycidyl ether, and polypropylene glycol diglycidyl ether; Polyglycidyl ether compounds of polyether polyols obtained by adding alkylene oxides to polyhydric alcohols such as ethylene glycol, propylene glycol, and glycerin; 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-1-methylcyclohexyl-3,4-epoxy-1-methylhexanecarboxylate, 6-methyl-3,4-epoxycyclohexylmethyl-6-methyl-3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-3-methylcyclohexylmethyl-3,4-epoxy-3-methylcyclohexanecarboxylate, 3,4-epoxy-5-methylcyclohexylmethyl-3,4-epoxy-5-methylcyclohexanecarboxylate, 2-(3,4-epoxycyclohexyl) compounds having two or more 3,4-epoxycyclohexyl groups in the molecule, such as bis(3,4-epoxycyclohexylmethyl)-5,5-spiro-3,4-epoxy)cyclohexane-metadioxane, bis(3,4-epoxycyclohexylmethyl)adipate, 3,4-epoxy-6-methylcyclohexylcarboxylate, methylenebis(3,4-epoxycyclohexane), ethylenebis(3,4-epoxycyclohexanecarboxylate), dioctyl epoxyhexahydrophthalate, 1-epoxyethyl-3,4-epoxycyclohexane, butanetetracarboxylic acid tetra(3,4-epoxycyclohexylmethyl)-modified ε-caprolactone; Examples include 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2-bis(hydroxymethyl)-1-butanol.

[0290] Commercially available compounds having an epoxy group include, for example, Epicoat 807, 815, 825, 827, 828, 190P, and 191P manufactured by Yuka Shell Epoxy Co., Ltd., and TECHMORE manufactured by Mitsui Chemicals, Inc. VG3101L, EPPN-201, 501H, 502H, EOCN-102S, 103S, 104S, 1020 manufactured by Nippon Kayaku Co., Ltd., Epicoat 1004, 1256, JER1032H60, 157S65, 157S70, 152, 154 manufactured by Japan Epoxy Resins Co., Ltd., Celloxide 2021, EHPE-3150, Epolead GT401 manufactured by Daicel Chemical Industries, Ltd., Denacol EX-211, 212, 252, 313, 314, 321, 411, 421, 512, 521, 611, 612, 614, 614B, 622, 711, 721 manufactured by Nagase ChemteX Corporation, TEPIC-L, H, S manufactured by Nissan Chemical Industries, Ltd., and EPICLON manufactured by DIC Corporation Examples include 830, 840, 850, 860, 1050, 3050, 4050, N-660, N-670, N-740, N-770, N865, HP-7200, HP-4700, HP-4770, HP-5000, HP-6000, and HP-9500.

[0291] (Compounds with blocked isocyanate groups) The compound having a blocked isocyanate group is a compound in which the isocyanate group of a compound having an isocyanate group is protected with a blocking agent. The temperature at which the blocking agent of the blocked isocyanate group is removed is preferably 60 to 160°C, more preferably 70 to 130°C, and particularly preferably 80 to 100°C.

[0292] The compound having a blocked isocyanate group is synthesized by reacting a compound having an isocyanate group with a blocking agent by a known method, such as those described in JP-A-52-116420, JP-A-60-149572, JP-A-7-31953, JP-A-10-306136, and JP-A-2012-012567.

[0293] The blocking agent is preferably at least one selected from the group consisting of oxime compounds, lactam compounds, phenol compounds, alcohol compounds, amine compounds, active methylene compounds, pyrazole compounds, mercaptan compounds, imidazole compounds, and imide compounds, more preferably oxime compounds, phenol compounds, active methylene compounds, and pyrazole compounds, and particularly preferably active methylene compounds. The elimination temperature of the active methylene compounds or the temperature of the transesterification reaction is low, at 80 to 110°C, and the reaction is sufficient.

[0294] Examples of the compound having an isocyanate group include compounds having an aliphatic structure such as butane-1,4-diisocyanate, hexamethylene diisocyanate, isopropylene diisocyanate, methylene diisocyanate, and 2,2,4-trimethylhexamethylene diisocyanate; Compounds having an alicyclic structure, such as cyclohexane-1,4-diisocyanate, isophorone diisocyanate, dimethylcyclohexyl diisocyanate, methylcyclohexyl diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, 1,3-bis(isocyanatemethyl)cyclohexane, methylcyclohexane diisocyanate, norbornane diisocyanate, and bis(isocyanatemethyl)cyclohexane; Examples of the aromatic isocyanate include 1,5-naphthylene diisocyanate, 4,4'-diphenylmethane diisocyanate, 4,4'-diphenyldimethylmethane diisocyanate, 4,4'-dibenzyl isocyanate, dialkyldiphenylmethane diisocyanate, tetraalkyldiphenylmethane diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, xylylene diisocyanate, m-tetramethylxylylene diisocyanate, 4,4-diphenylmethane diisocyanate, tolylene diisocyanate, bischloromethyldiphenylmethane diisocyanate, 2,6-diisocyanate-benzyl chloride, and compounds having an aromatic structure such as bis(isocyanatomethyl)benzene. Further examples include biuret, isocyanurate, adduct and allophanate forms of these compounds, and reaction products of these compounds with polyols.

[0295] The compound having an isocyanate group is preferably a biuret, isocyanurate, adduct or allophanate of a compound having an aliphatic structure or a compound having an alicyclic structure.

[0296] Examples of commercially available compounds having an aliphatic structure and a blocked isocyanate group include Duranate SBN-70D, SBB-70P, SBF-70E, TPA-B80E, 17B-60P, MF-B60B, E402-B80B, MF-K60B, and WM44-L70G manufactured by Asahi Kasei Corporation, Takenate B-882 manufactured by Mitsui Chemicals, Inc., and BI7960, BI7961, BI7982, BI7991, and BI7992 manufactured by Baxenden Chemical Co., Ltd.; Examples of compounds having an alicyclic structure include Takenate B-846N manufactured by Mitsui Chemicals, Inc., Coronate BI-301, 2507, and 2554 manufactured by Tosoh Corporation, and BI7950, BI7951, and BI7990 manufactured by Baxenden Chemical Co., Ltd.; Examples of compounds having an aromatic structure include Takenate B-830 and B-815N manufactured by Mitsui Chemicals.

[0297] (Compounds containing an oxetanyl group) Examples of the compound having an oxetanyl group include (3-ethyloxetan-3-yl)methyl acrylate, (3-ethyloxetan-3-yl)methyl methacrylate, 3-ethyl-3-hydroxymethyloxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(phenoxymethyl)oxetane, 3-ethyl-3-(2-methacryloxymethyl)oxetane, 3-ethyl 1,4-bis[(3-ethyl-3-oxetanyl)methoxymethyl]benzene, 1,4-bis{[(3-ethyl-3-oxetanyl)methoxy]methyl}benzene, di[1-ethyl(3-oxetanyl)]methyl ether, di[1-ethyl(3- oxetanyl)]methyl ether 3-ethyl-3-hydroxymethyloxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(2-phenoxymethyl)oxetane, 3,7-bis(3-oxetanyl)-5-oxa-nonane, 1,2-bis[(3-ethyl-3-oxetanylmethoxy)methyl]ethane, 1,3-bis[(3-ethyl-3-oxetanylmethoxy)methyl]propane, ethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, dicyclopentenyl bis(3-ethyl-3-oxetanylmethyl)ether, triethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, tetraethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, 1,4-bis(3-ethyl-3-oxetanylmethoxy)butane, 1,6-bis(3-ethyl-3-oxetanylmethoxy)hexane, polyethylene glycol bis(3-ethyl-3-oxetanylmethyl) ether, ethylene oxide (EO) modified bisphenol A bis(3-ethyl-3-oxetanylmethyl) ether, propylene oxide (PO) modified bisphenol A bis(3-ethyl-3-oxetanylmethyl) ether, EO modified hydrogenated bisphenol A bis(3-ethyl-3-oxetanylmethyl) ether, PO modified hydrogenated bisphenol A bis(3-ethyl-3-oxetanylmethyl) ether, EO modified bisphenol F(3-ethyl-3-oxetanylmethyl) ether, pentaerythritol tris(3-ethyl-3-oxetanylmethyl) dipentaerythritol hexa(3-ethyl-3-oxetanylmethyl) ether, dipentaerythritol pentakis(3-ethyl-3-oxetanylmethyl) ether, dipentaerythritol tetrakis(3-ethyl-3-oxetanylmethyl) ether, caprolactone-modified dipentaerythritol hexa(3-ethyl-3-oxetanylmethyl) ether, caprolactone-modified dipentaerythritol pentakis(3-ethyl-3-oxetanylmethyl) ether, ditrimethylolpropane tetrakis(3-ethyl-3-oxetanylmethyl) ether, etc.

[0298] Examples of commercially available compounds having an oxetanyl group include OXE-10 and 30 manufactured by Osaka Organic Chemical Industry Co., Ltd., OXT-101, 121, 212, and 221 manufactured by Toagosei Co., Ltd., and OXBP and OXTP manufactured by Ube Industries, Ltd.

[0299] [Curing agent (curing accelerator)] The colored resin composition of the present invention can be used in combination with a curing agent (curing accelerator) to aid in the curing of the thermally crosslinkable compound (I). Examples of the curing agent include amine compounds (e.g., dicyandiamide, benzyldimethylamine, 4-(dimethylamino)-N,N-dimethylbenzylamine, 4-methoxy-N,N-dimethylbenzylamine, 4-methyl-N,N-dimethylbenzylamine, etc.), quaternary ammonium salt compounds (e.g., triethylbenzylammonium chloride, etc.), blocked isocyanate compounds (e.g., dimethylamine, etc.), imidazole derivative bicyclic amidine compounds and their salts (e.g., imidazole, 2-methylimidazole, 2-ethylimidazole, 2-ethyl-4-methylimidazole, Examples of suitable amines include 2-phenylimidazole, 4-phenylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-(2-cyanoethyl)-2-ethyl-4-methylimidazole, etc., phosphorus compounds (e.g., triphenylphosphine, etc.), and S-triazine derivatives (e.g., 2,4-diamino-6-methacryloyloxyethyl-S-triazine, 2-vinyl-2,4-diamino-S-triazine, 2-vinyl-4,6-diamino-S-triazine-isocyanuric acid adduct, 2,4-diamino-6-methacryloyloxyethyl-S-triazine-isocyanuric acid adduct, etc.).

[0300] The curing agents can be used alone or in combination of two or more.

[0301] The content of the curing agent is preferably 0.01 to 15 parts by mass relative to 100 parts by mass of the thermally crosslinkable compound (I).

[0302] [Thiol-based chain transfer agents (J)] The colored resin composition of the present invention may contain a thiol chain transfer agent (J).

[0303] The thiol chain transfer agent (J) is not particularly limited, and known compounds can be used, for example, monofunctional thiol compounds such as thiophenol, 2-mercaptobenzothiazole, 2-mercaptobenzimidazole, 2-mercaptobenzoxazole, 2-mercapto-5-methoxybenzothiazole, 2-mercapto-5-benzimidazole, butanethiol, octanethiol, 1-dodecanethiol, methyl 3-mercaptopropionate, ethyl 3-mercaptopropionate, octyl 3-mercaptopropionate, and 2-ethylhexyl 3-mercaptopropionate; Monofunctional thiol compounds having a hydroxyl group or an acidic group, such as 2-mercaptoethanol, 1-thioglycerol, thioglycolic acid, 2-mercaptobenzoic acid, 3-mercaptobenzoic acid, 4-mercaptonicotinic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, 4-mercaptobutanoic acid, octyl thioglycolate, mercaptosuccinic acid, 11-mercaptoundecanoic acid, and 2-mercaptoethanesulfonic acid; Examples of polyfunctional thiol compounds include hexanedithiol, decanedithiol, 1,4-butanediol bisthiopropionate, 1,4-butanediol bisthioglycolate, ethylene glycol bisthioglycolate, ethylene glycol bisthiopropionate, trimethylolpropane tristhioglycolate, trimethylolpropane tristhiopropionate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakis thioglycolate, pentaerythritol tetrakis(3-mercaptopropionate), trimercaptopropionic acid tris(2-hydroxyethyl)isocyanurate, 1,4-dimethylmercaptobenzene, 2,4,6-trimercapto-s-triazine, and 2-(N,N-dibutylamino)-4,6-dimercapto-s-triazine.

[0304] The thiol chain transfer agent (J) can be used alone or in combination of two or more kinds.

[0305] The content of the thiol chain transfer agent (J) is preferably 0.1 to 10% by mass in 100% by mass of the nonvolatile content of the colored resin composition.

[0306] [Silane coupling agent (K)] The colored resin composition of the present invention may contain a silane coupling agent (K).

[0307] The silane coupling agent (K) is a compound having a hydrolyzable group. The hydrolyzable group is a group that is directly bonded to a silicon atom and generates a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, and an acyloxy group. Among these, an alkoxy group is preferred. From the viewpoint of reactivity, a methoxy group or an ethoxy group is preferred as the alkoxy group. The silane coupling agent (K) may have a reactive functional group other than the hydrolyzable group. Examples of the reactive functional group include an epoxy group, an amino group, a vinyl group, a (meth)acryloyl group, an isocyanate group, an isocyanurate group, a mercapto group, an oxetanyl group, a styryl group, and a ureido group.

[0308] The silane coupling agent (K) is not particularly limited, and known compounds can be used. For example, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, N-(vinylbenzyl)-2-aminoethyl-3-aminopropyltrimethoxysilane hydrochloride, vinyltrimethoxysilane, vinyltriethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, Examples of suitable silanes include silane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, 3-isocyanatepropyltriethoxysilane, tris-(trimethoxysilylpropyl)isocyanurate, 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltrimethoxysilane, p-styryltrimethoxysilane, 3-ureidopropyltrialkoxysilane, N,N-bis[3-(trimethoxysilyl)propyl]ethylenediamine, bis(3-triethoxysilyl)propyl)tetrasulfide, 1,6-bis(trimethoxysilyl)hexane, 1,8-bis(trimethoxysilyl)octane, and tris(trimethoxysilylpropyl)isocyanate.

[0309] Commercially available silane coupling agents (K) include, for example, KBM-302, KBM-402, KBM-403, KBE-402, KBE-403, KBM-4803, KBM-602, KBM-603, KBM-903, KBE-9103P, KBM-573, KBM-6803, KBM-1003, KBE-1003, and KBM-5 manufactured by Shin-Etsu Chemical Co., Ltd. 02, KBM-503, KBE-502, KBE-503, KBM-5803, X-12-1048, X-12-1050, KBE-9007N, KBM-9659, KBM-802, KBM-803, KBM-1043, KBM-3086, KBE-585A, X-12-1048, X-12-50, X-12-5263HP, etc.

[0310] The silane coupling agent (K) may also be a polymer type, such as a polysiloxane type or an organic polymer type.

[0311] The polysiloxane type is a compound in which the hydrolyzable group is bonded to a polymer having a polysiloxane skeleton in the main chain. Commercially available polysiloxane type products include KR-513, KR-516, KR-517, X-41-1805, and X-41-1810 manufactured by Shin-Etsu Chemical Co., Ltd.

[0312] The organic polymer type is a silane coupling agent (K) in which the hydrolyzable group is bonded to an organic polymer whose main chain has an organic structure. Commercially available organic polymer type products include X-12-9815, X-12-9845, X-12-1154, X-12-972F, and X-12-1159L manufactured by Shin-Etsu Chemical Co., Ltd.

[0313] The silane coupling agent (K) can be used alone or in combination of two or more kinds.

[0314] The content of the silane coupling agent (K) is preferably 0.1 to 10 mass % in 100 mass % of the nonvolatile content of the colored resin composition.

[0315] [Ultraviolet absorber (L)] The colored resin composition of the present invention may contain an ultraviolet absorber (L).

[0316] The ultraviolet absorber (L) is not particularly limited, and known compounds can be used. For example, compounds having a maximum absorption wavelength in the wavelength range of 300 to 400 nm are preferred, and examples thereof include benzophenone compounds, benzotriazole compounds, triazine compounds, conjugated diene compounds, methyldibenzoyl compounds, coumarin compounds, acrylonitrile compounds, benzothiazole compounds, and salicylate compounds.

[0317] Examples of benzophenone compounds include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid trihydrate, 2-hydroxy-4-octyloxybenzophenone, 4-benzyloxy-2-hydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, diethylaminohydroxybenzoylhexyl benzoate, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 2-aminobenzophenone, etc. Examples of commercially available products include Uvinal A, 3049, 3050, UVA-935LH manufactured by BASF Japan, and Adeka STAB 1413 manufactured by ADEKA.

[0318] Examples of the benzotriazole compound include 2-(5-tert-butyl-2-hydroxyphenyl)benzotriazole, ester compounds of benzenepropanoic acid and 3-(2H-benzotriazol-2-yl)-5-(1,1-dimethylethyl)-4-hydroxy(C7-9 branched and linear alkyl), 2-[5-chloro-(2H)-benzotriazol-2-yl]-4-methyl-6-(tert-butyl)phenol, and 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol. , 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol, 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol], 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole, etc. Commercially available products include Tinuvin PS, 99-2, 326, 384-2, 900, 928, 970, 1130, and UVA-903KT manufactured by BASF Japan, and Adeka STAB LA-31RG and LA-31G manufactured by ADEKA Corporation.

[0319] Examples of the triazine compound include a reaction product of 2-(4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)-5-hydroxyphenyl with [(C10-C16 (mainly C12-C13) alkyloxy)methyl]oxirane, 2,4-bis[2-hydroxy-4-butoxyphenyl]-6-(2,4-dibutoxyphenyl)-1,3,5-triazine, 2-[4-[(2-hydroxy-3-(2-ethyl)hexyl)oxy]-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4- Examples of the phenol include bis-[{4-(4-ethylhexyloxy)-4-hydroxy}-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine, 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[2-(2-ethylhexanoyloxy)ethoxy]-phenol, 2-(2-hydroxy-4-[1-octyloxycarbonylethoxy]phenyl)-4,6-bis(4-phenylphenyl)-1,3,5-triazine, and 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[(hexyl)oxy]-phenol. Examples of commercially available phenols include Tinuvin 400, 405, 406, 477, and 479 manufactured by BASF Japan, and Adeka STAB LA-46 and LA-F70 manufactured by ADEKA.

[0320] The ultraviolet absorbers (L) can be used alone or in combination of two or more kinds.

[0321] The content of the ultraviolet absorber (L) is preferably 0.01 to 5% by mass in 100% by mass of the nonvolatile content of the colored resin composition.

[0322] [Polymerization inhibitor (M)] The colored resin composition of the present invention may contain a polymerization inhibitor (M).

[0323] The polymerization inhibitor (M) is not particularly limited, and known compounds can be used. Examples include phenol compounds, hydroquinone compounds, benzoquinone compounds, phenothiazine compounds, catechol compounds, nitrobenzene compounds, nitroso compounds, amine compounds, hindered amine compounds, and phosphorus compounds. Among these, it is preferable to include a hydroquinone compound.

[0324] Examples of the phenolic compounds include p-methoxyphenol, 2,5-di-tert-butyl-4-methylphenol, 2,6-di-tert-butyl-4-methylphenol, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, triethylene glycol-bis[3-(3-t pentaerythrityl-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], pentaerythrityl-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], tris-(3,5-di-tert-butyl-4-hydroxybenzyl)-isocyanurate, 1,3,5-tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione, and the like.

[0325] Examples of hydroquinone compounds include hydroquinone, methylhydroquinone, ethylhydroquinone, tert-butylhydroquinone, 2,5-di-tert-butylhydroquinone, 2,6-di-tert-butylhydroquinone, 2,3,5-trimethylhydroquinone, and 2,5-dichlorohydroquinone.

[0326] Examples of benzoquinone compounds include p-benzoquinone, methyl-p-benzoquinone, 2-tert-butyl-1,4-benzoquinone, 2,5-diphenyl-p-benzoquinone, chloro-p-benzoquinone, 2,5-dichloro-p-benzoquinone, 2,6-dichloro-p-benzoquinone, tetrachloro-p-benzoquinone, and tetrabromo-p-benzoquinone.

[0327] Examples of the phenothiazine compound include phenothiazine, 3,7-dioctylphenothiazine, 3,7-dicumylphenothiazine, 10-methylphenothiazine, and 2-methoxyphenothiazine.

[0328] Examples of the catechol compound include 4-methylcatechol, 4-tert-butylcatechol, and 3,5-di-tert-butylcatechol.

[0329] Examples of the nitrobenzene compound include nitrobenzene, o-dinitrobenzene, m-dinitrobenzene, p-dinitrobenzene, 2,4-dinitrotoluene, dinitrodurene, and 2,2-diphenyl-1-picrylhydrazyl.

[0330] Examples of nitroso compounds include nitrosobenzene, 2-nitrosotoluene, 1,2,4,5-tetramethyl-3-nitrosobenzene, 4-nitrosophenol, 1-nitroso-2-naphthol, 2-nitroso-1-naphthol, and 4-nitroso-diphenylamine.

[0331] Examples of the amine compound include N,N-diphenylamine, 4,4'-dicumyl-diphenylamine, 4,4'-dioctyldiphenylamine, 4-aminodiphenylamine, p-nitrosodiphenylamine, N-nitrosodinaphthylamine, N-nitrosodiphenylamine, N-nitrosophenylnaphthylamine, N-nitrosophenylhydroxylamine, N,N'-dialkyl-p-phenylenediamine, N,N'-diphenyl-p-phenylenediamine, Examples include N-phenyl-N'-isopropyl-p-phenylenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-1,4-phenylenediamine, N,N'-di-2-naphthyl-p-phenylenediamine, N,N-diethylhydroxylamine, 1,4-benzenediamine, N-(1,4-dimethylpentyl)-N'-phenyl-1,4-benzenediamine, and N-(1,3-dimethylbutyl)-N'-phenyl-1,4-benzenediamine.

[0332] Examples of the hindered amine compound include 2,2,6,6-tetramethylpiperidine-1-oxyl, 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl, 4-hydroxy-2,2,6,6-tetramethyl-1-hydroxypiperidine, 4-oxo-2,2,6,6-tetramethylpiperidine-1-oxyl, and 4-oxo-2,2,6,6-tetramethyl-1-oxypiperidine.

[0333] Examples of the phosphorus compound include triphenylphosphine, triphenyl phosphite, triethyl phosphite, tris(isodecyl) phosphite, tris(tridecyl) phosphite, phenyl diisooctyl phosphite, phenyl diisodecyl phosphite, phenyl di(tridecyl) phosphite, diphenyl isooctyl phosphite, diphenyl isodecyl phosphite, diphenyl tridecyl phosphite, phosphonic acid [1,1-diphenyl-4,4'-diylbistetrakis-2,4-bis(1,1-dimethylethyl)phenyl] ester, triphenyl phosphite, tris(nonylphenyl) phosphite, 4,4'-isopropylidenediphenol alkyl phosphite, tris(2,4-di- tert-butylphenyl) phosphite, tris(biphenyl) phosphite, distearyl pentaerythritol diphosphite, di(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, di(nonylphenyl)pentaerythritol diphosphite, phenyl bisphenol A pentaerythritol diphosphite, tetra(tridecyl)-4,4'-butylidenebis(3-methyl-6-tert-butylphenol) diphosphite, hexa(tridecyl)-1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butane triphosphite, 3,5-di-tert-butyl-4-hydroxybenzyl phosphate diethyl ester, and the like.

[0334] The polymerization inhibitor (M) can be used alone or in combination of two or more kinds.

[0335] The content of the polymerization inhibitor (M) is preferably 0.01 to 0.5% by mass in 100% by mass of the nonvolatile content of the colored resin composition.

[0336] [Antioxidant (N)] The colored resin composition of the present invention may contain an antioxidant (N).

[0337] The antioxidant (N) is not particularly limited, and known compounds can be used. Examples include hindered phenol-based, hindered amine-based, phosphorus-based, sulfur-based, and hydroxylamine-based compounds. Among these, hindered phenol-based antioxidants, hindered amine-based antioxidants, phosphorus-based antioxidants, and sulfur-based antioxidants are preferred.

[0338] Examples of hindered phenol antioxidants include 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 1,1,3-tris-(2'-methyl-4'-hydroxy-5'-tert-butylphenyl)-butane, 4,4'-butylidene-bis-(2-tert-butyl-5-methylphenol), 3-(3,5-di-tert-butyl-4-hydroxyphenyl)stearyl propionate, pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 3,9-bis[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxyphenylmethyl)-2,4,6-trimethylbenzene, 1,3,5-tris(3-hydroxy-4-tert-butyl-2,6-dimethylbenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 2,2'-methylenebis(6-tert-butyl-4-ethylphenol), 2,2'-thiodiethylbis-(3,5-di- tert-butyl-4-hydroxyphenyl)-propionate, N,N-hexamethylenebis(3,5-di-tert-butyl-4-hydroxy-hydrocinnamamide), iso-octyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 4,6-bis(dodecylthiomethyl)-o-cresol, calcium ion of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester methyl methyl ether salt, 4,6-bis(octylthiomethyl)-o-cresol, bis[3-(3-methyl-4-hydroxy-5-tert-butylphenyl)propionic acid]ethylenebisoxybisethylene, 1,6-hexanediol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5-di-tert-butylanilino)-1,3,5-trimethyl-4-hydroxyphenyl]propionate Examples include azine, 2,2'-thio-bis-(6-tert-butyl-4-methylphenol), 2,5-di-t-amyl-hydroquinone, 2,6-di-tert-butyl-4-nonylphenol, 2,2'-isobutylidene-bis-(4,6-dimethyl-phenol), 2,2'-methylene-bis-(6-(1-methyl-cyclohexyl)-p-cresol), and 2,4-dimethyl-6-(1-methyl-cyclohexyl)-phenol.

[0339] Examples of commercially available products include ADK STAB AO-20, AO-30, AO-40, AO-50, AO-60, AO-80, and AO-330 manufactured by ADEKA Corporation, KEMINOX 101, 179, 76, and 9425 manufactured by Chemipro Corporation, IRGANOX 1010, 1035, 1076, 1098, 1135, 1330, 1726, 1425WL, 1520L, 245, 259, 3114, 5057, and 565 manufactured by BASF Japan Ltd., and Cyanox CY-1790 and CY-2777 manufactured by Sun Chemical Company.

[0340] Examples of the hindered amine antioxidant include tetrakis(1,2,2,6,6-pentamethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)1,2,3,4-butanetetracarboxylate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(1-undecanoxy-2,2,6,6-tetramethylpiperidin-4-yl)carbonate, 1,2,2,6,6-pentamethyl-4-piperidyl tetramethyl-4-piperidyl methacrylate, 2,2,6,6-tetramethyl-4-piperidyl methacrylate, polycondensate of dimethyl succinate and 1-(2-hydroxyethyl)-4-hydroxy-2,2,6,6-tetramethylpiperidine, poly[[6-[(1,1,3,3-tetramethylbutyl)amino]-s-triazine-2,4-diyl]-[(2,2,6,6-tetramethyl-4-piperidyl)imino]-hexamethylene-[(2,2,6,6-tetramethyl-4-piperidyl)imino]], 4-hydroxy-2,2,6,6-tetramethyl-1- Ester of piperidineethanol and 3,5,5-trimethylhexanoic acid, N,N'-4,7-tetrakis[4,6-bis{N-butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino}-1,3,5-triazin-2-yl]-4,7-diazadecane-1,10-diamine, decanedioic acid bis(2,2,6,6-tetramethyl-1-(octyloxy)-4-piperidinyl) ester, reaction products of 1,1-dimethylethyl hydroperoxide with octane, bis(1,2,2,6,6-pentamethyl-4-pyridyl)[[3,5-bi N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,6,6-tetramethyl-4-piperidyl-C12-21 and C18 unsaturated fatty acid esters, N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,6,6-tetramethyl-4-piperidyl ...Examples include 6-hexamethylenediamine and 2-methyl-2-(2,2,6,6-tetramethyl-4-piperidyl)amino-N-(2,2,6,6-tetramethyl-4-piperidyl)propionamide.

[0341] Examples of commercially available products include ADK STAB LA-52, LA-57, LA-63P, LA-68, LA-72, LA-77Y, LA-77G, LA-81, LA-82, LA-87, LA-402F, and LA-502XP manufactured by ADEKA CORPORATION; KAMISTAB 29, 62, 77, and 94 manufactured by Chemipro Chemicals; Tinuvin 111FDL, 123, 144, 249, 292, and 5100 manufactured by BASF Japan; and Cyasorb UV-3346, UV-3529, and UV-3853 manufactured by Sun Chemical Company.

[0342] Examples of the phosphorus-based antioxidant include di(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, distearyl pentaerythritol diphosphite, 2,2'-methylenebis(4,6-di-tert-butylphenyl)2-ethylhexyl phosphite, tris(2,4-di-tert-butylphenyl)phosphite, tris(nonylphenyl)phosphite, tetra(C12 to C15 alkyl)-4,4'-isopropylidene diphenyl diphosphite, diphenyl mono (2-ethylhexyl) phosphite, diphenyl isodecyl phosphite, tris(isodecyl) phosphite, triphenyl phosphite, tetrakis(2,4-di-tert-butylphenyl)-4,4-biphenyl diphosphonate, tris(tridecyl) phosphite, phenyl isooctyl phosphite, phenyl isodecyl phosphite, phenyl di(tridecyl) phosphite, diphenyl isooctyl phosphite, diphenyl tridecyl phosphite, 4,4'-isopropylidenediphenone tris(di-tert-butylphenyl)pentaerythritol diphosphite, tris(nonylphenyl) phosphite, tris(biphenyl) phosphite, di(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, di(nonylphenyl)pentaerythritol diphosphite, phenyl bisphenol A pentaerythritol diphosphite, tetratridecyl 4,4'-butylidenebis(3-methyl-6-tert-butylphenol) diphosphite, hexatridecyl 1,1,3-tri Examples of suitable phosphate compounds include bis(2-methyl-4-hydroxy-5-tert-butylphenyl)butane triphosphite, 3,5-di-tert-butyl-4-hydroxybenzyl phosphite diethyl ester, sodium bis(4-tert-butylphenyl)phosphite, sodium-2,2-methylene-bis(4,6-di-tert-butylphenyl)-phosphite, 1,3-bis(diphenoxyphosphonyloxy)-benzene, and ethyl bis(2,4-di-tert-butyl-6-methylphenyl)phosphite.

[0343] Examples of commercially available products include Adeka Stab PEP-36, PEP-8, HP-10, 2112, 1178, 1500, C, 135A, 3010, and TPP manufactured by ADEKA Corporation, IRGAFOS168 manufactured by BASF Japan Ltd., and HostanoxP-EPQ manufactured by Clariant Chemicals.

[0344] Examples of sulfur-based antioxidants include 2,2-bis{[3-(dodecylthio)-1-oxopropoxy]methyl}propane-1,3-diylbis[3-(dodecylthio)propionate], ditridecyl 3,3'-thiobispropionate, 2,2-thio-diethylenebis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2,4-bis[(octylthio)methyl]-o-cresol, and 2,4-bis[(laurylthio)methyl]-o-cresol.

[0345] Examples of commercially available products include Adekastab AO-412S and AO-503 manufactured by ADEKA Corporation, and KEMINOXPLS manufactured by Chemipro Chemicals.

[0346] The antioxidant (N) can be used alone or in combination of two or more kinds.

[0347] The content of the antioxidant (N) is preferably 0.5 to 5.0% by mass in 100% by mass of the nonvolatile content of the colored resin composition.

[0348] [Storage stabilizer (O)] The colored resin composition of the present invention may contain a storage stabilizer (O).

[0349] The storage stabilizer (O) is not particularly limited, and known compounds can be used, such as quaternary ammonium chlorides such as benzyl trimethyl chloride and diethylhydroxyamine, organic acids such as lactic acid and oxalic acid and their methyl ethers, organic phosphines such as tert-butylpyrocatechol, tetraethylphosphine and tetraphenylphosphine, and phosphites.

[0350] The content of the storage stabilizer (O) is preferably 0.05 to 5% by mass in 100% by mass of the nonvolatile content of the colored resin composition.

[0351] [Organic solvent (P)] The colored resin composition of the present invention may contain an organic solvent (P).

[0352] The organic solvent (P) is not particularly limited, and known compounds can be used, such as 1,2,3-trichloropropane, 1-methoxy-2-propanol, ethyl lactate, 1,3-butanediol, 1,3-butylene glycol, 1,3-butylene glycol diacetate, 1,4-dioxane, 2-heptanone, 2-methyl-1,3-propanediol, 3,5,5-trimethyl-2-cyclohexen-1-one, 3,3,5-trimethylcyclohexanone, ethyl 3-ethoxypropionate, 3-methyl-1,3-butanediol, 3-methoxy-3-methyl-1-butanol, 3-methoxy-3-methyl Butyl acetate, 3-methoxy-1-butanol, 3-methoxybutyl acetate, 4-heptanone, m-xylene, m-diethylbenzene, m-dichlorobenzene, N,N-dimethylacetamide, N,N-dimethylformamide, n-butyl alcohol, n-butylbenzene, n-propyl acetate, N-methylpyrrolidone, o-xylene, toluene, o-chlorotoluene, benzene, o-diethylbenzene, o-dichlorobenzene, p-chlorotoluene, p-diethylbenzene, sec-butylbenzene, tert-butyl benzene, γ-butyrolactone, isobutyl alcohol, isophorone, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monoethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monotertiary butyl ether, ethylene glycol monobutyl ether, ethylene glycol monobutyl ether acetate, ethylene glycol monopropyl ether, ethylene glycol monohexyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate, diisobutyl ketone, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, diethylene glycol monomethyl ether, cyclohexanol, cyclohexanol acetate, cyclohexanone,Examples of the esters include dipropylene glycol dimethyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monomethyl ether, diacetone alcohol, triacetin, tripropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, propylene glycol diacetate, propylene glycol phenyl ether, propylene glycol monoethyl ether, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether, propylene glycol monopropyl ether, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether propionate, benzyl alcohol, methyl isobutyl ketone, methylcyclohexanol, n-amyl acetate, n-butyl acetate, isoamyl acetate, isobutyl acetate, propyl acetate, and dibasic acid esters.

[0353] From an environmental viewpoint, the colored resin composition of the present invention preferably does not substantially contain organic solvents that are aromatic hydrocarbons (toluene, xylene, benzene, chlorobenzene, etc.). "Substantially not containing" means that the content of such organic solvents in the colored resin composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, and more preferably 10 ppm by mass or less.

[0354] The organic solvent (P) can be used alone or in combination of two or more kinds.

[0355] The content of the organic solvent (P) is preferably an amount such that the nonvolatile content of the colored resin composition is 5 to 70% by mass.

[0356] [Other ingredients] The colored resin composition of the present invention may contain components other than those described above (hereinafter, simply referred to as other components). Examples of other components include surfactants, acid generators, salt generators, curing catalysts, etc. The content of other components can be appropriately set within a range that does not impair the effects of the present invention.

[0357] [Specific metal element content] The colored resin composition of the present invention preferably has a total content of Li, Na, K, Mg, Ca, Fe, and Cr (hereinafter also referred to as specific metal elements) of 500 mass ppm or less.

[0358] A colored resin composition in which the total amount of the specific metal elements is within the above range has excellent stability even after storage over time. The content of the specific metal elements can be measured by inductively coupled plasma emission spectroscopy (ICP).

[0359] [Water content] The colored resin composition of the present invention preferably has a water content of 2.0% by mass or less.

[0360] A colored resin composition having a water content within the above range has excellent stability even after storage over time. The water content can be measured by a known method such as the Karl Fischer method.

[0361] [Method of producing colored resin composition] The colored resin composition of the present invention can be prepared by mixing the above-mentioned components. When preparing the colored resin composition, the components may be mixed together, or the components may be dissolved or dispersed in an organic solvent (P) or the like and then mixed successively. When using a component with low solubility, such as a pigment (F), it is preferable to first carry out a dispersion treatment.

[0362] Examples of dispersing machines for carrying out the dispersion treatment include a two-roll mill, a three-roll mill, a ball mill, a horizontal sand mill, a vertical sand mill, an annular bead mill, and an attritor.

[0363] The average dispersed particle diameter (secondary particle diameter) of the particles in the colored resin composition is preferably from 10 to 200 nm, more preferably from 200 to 200 nm.

[0364] The average dispersed particle size (secondary particle size) is measured using, for example, Nikkiso's Microtrac UPA-EX150, which employs dynamic light scattering (FFT power spectrum method), with particle permeability set to absorption mode, particle shape set to non-spherical, and the D50 particle size set to the average size. The dilution solvent used for measurement is the same organic solvent used for dispersion, and it is preferable to measure samples treated with ultrasound immediately after sample preparation, as this tends to provide results with little variation.

[0365] The colored resin composition is preferably subjected to removal of coarse particles of 5 μm or more, preferably coarse particles of 1 μm or more, more preferably coarse particles of 0.5 μm or more, and mixed dust by means of centrifugation, filtration with a sintered filter or membrane filter, etc. The colored resin composition of the present invention preferably does not substantially contain particles of 0.5 μm or more, and more preferably does not contain particles of 0.3 μm or less.

[0366] <Membrane> The film of the present invention is formed using the above-mentioned colored resin composition. The film is preferably a patterned film, but can also be used as a flat film.

[0367] [Membrane manufacturing method] The method for producing the film is not particularly limited, and any known method can be used. For example, the film can be produced by applying the colored resin composition of the present invention to a substrate and drying the applied composition.

[0368] [Coating process] Examples of the substrate include substrates made of materials such as glass, resin, and silicone. The glass may be colorless and transparent, or colored glass such as blue glass may be used depending on the application. Examples of the resin include polyester-based resins such as polyester terephthalate, polyolefin-based resins such as polypropylene and polyethylene, polycarbonate resins, and epoxy resins. The thickness of the substrate is preferably 0.01 to 10 mm. An organic light-emitting layer may be formed on these substrates. Furthermore, an imaging device such as a CCD or CMOS may be formed on the substrate. Furthermore, an undercoat layer may be provided on the substrate, if necessary, to improve adhesion with the upper layer, prevent diffusion of substances, and flatten the surface.

[0369] The coating method is not particularly limited, and known methods can be used, such as a dropping method, a slit coating method, a spray method, a roll coating method, a spin coating method, a casting coating method, an inkjet method, flexographic printing, screen printing, gravure printing, and offset printing.

[0370] The thickness of the film can be adjusted appropriately depending on the purpose, and is preferably 0.05 to 20.0 μm, more preferably 0.3 to 10.0 μm.

[0371] [Drying process] The method for drying the film coated on the substrate is not particularly limited, and known methods can be used, such as reduced pressure drying using a vacuum drying device, heat drying using a hot plate, an IR oven, a convection oven, or the like, and a combination of these methods.

[0372] The drying temperature and time can be adjusted as appropriate. The drying temperature is preferably about 50 to 130°C, and the drying time is preferably about 5 seconds to 5 minutes.

[0373] Next, a pattern is formed. Examples of a method for forming a pattern include photolithography and dry etching. Among these, photolithography is preferred. Note that when the film is used as a flat film, the step of forming a pattern does not need to be performed.

[0374] The method for forming the pattern will be described in detail below.

[0375] When forming a pattern by photolithography, for example, the colored resin composition of the present invention is applied to a substrate, and the layer formed by drying is exposed to light in a pattern through a mask (exposure step), and the unexposed portion is removed with an alkaline developer (development step), and then the pattern is heat-treated (post-bake step).

[0376] [Exposure process] In the exposure process, the layer formed by coating and drying is exposed to a specific pattern through a mask using an exposure device such as a stepper. This allows the exposed areas to harden. Examples of active energy rays used for exposure include ultraviolet rays such as g-rays (wavelength 436 nm), h-rays (wavelength 405 nm), and i-rays (wavelength 365 nm). Light with a wavelength of 300 nm or less can also be used. Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm) and ArF rays (wavelength 193 nm). When using light with a specific wavelength, an optical filter can also be used. Furthermore, the exposure may be performed by continuous irradiation with light, or by repeating irradiation and pauses of light in short cycles (for example, milliseconds or less) (pulse exposure). In addition, a plurality of active energy rays may be used in combination or may be exposed in several separate steps.

[0377] [Development process] Next, an alkaline development treatment is carried out, whereby the unexposed portions of the layer are dissolved in the alkaline developer, leaving only the hardened portions, thereby obtaining a patterned film. Examples of alkaline developers include aqueous solutions containing alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium silicate, sodium metasilicate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, choline, pyrrole, piperidine, and 1,8-diazabicyclo-[5.4.0]-7-undecene. Two or more of these alkaline compounds can be used in combination. The alkaline developer may contain a surfactant and an organic solvent in addition to the alkaline compound and water. The concentration of the alkaline developer is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass. The pH of the alkaline developer is preferably 11 to 13, more preferably 11.5 to 12.5. When used at an appropriate pH, pattern roughening and peeling are suppressed, and the remaining film rate after development is improved. Examples of the developing method include a dipping method, a spraying method, a puddling method, etc. The developing temperature is preferably 15 to 40° C. After the alkaline development, it is preferable to wash with pure water.

[0378] [Post-baking process] After development, a heat treatment (post-baking) is performed, which improves the film's resistance. The temperature is preferably 80 to 300°C, more preferably 90 to 260°C. The time is preferably about 2 minutes to 2 hours. When a material with low heat resistance is used for the substrate, when a substrate having an organic electroluminescence element as the light-emitting layer is used, or from an environmental viewpoint, the temperature is preferably 180°C or less.

[0379] <Color filter> The color filter of the present invention has the above-mentioned film. The color filter of the present invention can be produced by the same method as the above-mentioned film.

[0380] <Solid-state imaging element> The solid-state imaging device of the present invention has the above color filter. The solid-state imaging device is not particularly limited as long as it has the color filter of the present invention and functions as a solid-state imaging device, and examples thereof include the following configurations.

[0381] The present invention is configured to include a substrate having a plurality of photodiodes constituting the light-receiving area of ​​a solid-state imaging device (e.g., a CCD image sensor, a CMOS image sensor, etc.) and transfer electrodes made of polysilicon or the like; a light-shielding film formed on the photodiodes and transfer electrodes, with only the light-receiving portions of the photodiodes exposed; a device protective film made of silicon nitride or the like formed on the light-shielding film so as to cover the entire light-shielding film and the light-receiving portions of the photodiodes; and a color filter of the present invention on the device protective film. Furthermore, the present invention may also be configured to include a light-focusing means (e.g., a microlens, etc.; the same applies hereinafter) on the device protective film below the color filter (closer to the substrate), or a light-focusing means on the color filter. The color filter may also have a structure in which a cured film forming each color pixel is embedded in spaces partitioned by partition walls, for example, in a grid pattern. In this case, the partition walls preferably have a low refractive index relative to the color pixels. An imaging device including the solid-state imaging element of the present invention can be used for various purposes, such as digital cameras, electronic devices with imaging functions (such as mobile phones and smartphones), vehicle-mounted cameras, and surveillance cameras.

[0382] <Image display device> The image display device of the present invention has the above color filter. Examples of the image display device include a liquid crystal display and an organic EL display. The form of the image display device is not particularly limited as long as it functions as an image display device. For example, the following liquid crystal display configurations can be mentioned.

[0383] A liquid crystal display includes a color filter, a counter substrate having a TFT array substrate or the like, and a liquid crystal layer formed between the color filter and the counter substrate. Examples of driving methods for liquid crystal displays include TN, IPS, OCB, and MVA. The counter substrate can be appropriately selected depending on the driving method. The liquid crystal layer can use various liquid crystals with different dielectric anisotropies, or mixtures thereof, depending on the driving method.

[0384] Specifically, it is described in "Next Generation Liquid Crystal Display Technology" (by Uchida Tatsuo, published by Kogyo Chosakai Co., Ltd. in 1994), "Electronic Display Devices" (by Sasaki Akio, published by Kogyo Chosakai Co., Ltd. in 1990), and "Display Devices" (by Ibuki Nobuaki, published by Sangyo Tosho Co., Ltd. in 1989). [Example]

[0385] The present invention will be described in more detail below with reference to examples. However, the present invention is not limited to these examples. Note that "parts" means "parts by mass" and "%" means "% by mass." In addition, in the present invention, the nonvolatile content or nonvolatile content concentration refers to the mass residue after standing in an oven at 110°C for 3 hours.

[0386] Before describing the examples, each measurement method will be explained.

[0387] (Molecular Weight of Resin) The number-average molecular weight (Mn) and weight-average molecular weight (Mw) of the resin were measured by gel permeation chromatography (GPC) equipped with an RI detector. The instrument used was an HLC-8220GPC (manufactured by Tosoh Corporation). Two separation columns were connected in series, and both columns were packed with "TSK-GEL SUPER HZM-N" packing materials. Measurements were performed at an oven temperature of 40°C, a tetrahydrofuran (THF) solution as the eluent, and a flow rate of 0.35 ml / min. The sample was dissolved in a solvent consisting of 1% by mass of the above eluent, and 20 microliters was injected. The molecular weight is a polystyrene equivalent value.

[0388] (resin acid value) 80 ml of acetone and 10 ml of water were added to 0.5 to 1 g of sample solution, and the mixture was stirred to dissolve uniformly. The solution was titrated using an automatic titrator ("COM-555" manufactured by Hiranuma Sangyo Co., Ltd.) with a 0.1 mol / L KOH aqueous solution as the titrant, and the acid value (mgKOH / g) was measured. The acid value per unit of nonvolatile content was calculated from the acid value of the solution and the concentration of nonvolatile content in the solution.

[0389] <Production of dye (A)> (Compound (A1-1) represented by general formula (3)) A flask equipped with a stirrer, condenser, dropping funnel, and thermometer was charged with 5.0 parts of tetrafluorophthalonitrile, 2.9 parts of potassium fluoride, and 10 parts of acetone, and stirred at room temperature until dissolved. After ice cooling, an acetone solution of 6.65 parts of ethyl p-hydroxybenzoate was added dropwise from the dropping funnel over 2 hours, and the mixture was stirred for another 2 hours. The temperature was then raised to room temperature, and the mixture was stirred for approximately 12 hours. After completion of the reaction, the reaction solution was filtered and concentrated, and recrystallized by adding methanol. The resulting crystals were filtered and dried in vacuo to obtain the following intermediate 1.

[0390] Intermediate 1 [ka]

[0391] A flask equipped with a stirrer, condenser, gas inlet tube, and thermometer was charged with 6.2 parts of intermediate 1, 1.21 parts of zinc iodide, and 12 parts of benzonitrile, and the mixture was stirred at 160°C for 10 hours under a nitrogen stream. After cooling to room temperature, methyl cellosolve was added to the reaction solution, which was then added dropwise to a mixture of methanol and water. The mixture was stirred for 30 minutes and then filtered. The resulting product was washed multiple times with methanol and vacuum dried to obtain compound (A1-1) represented by the general formula (3) described above.

[0392] (Compound (A1-2) represented by general formula (3)) A flask equipped with a stirrer, dropping funnel, condenser, and thermometer was charged with 10.8 parts of tetrafluorophthalonitrile, 6.9 parts of potassium fluoride, and 25 parts of acetone, and stirred at room temperature until dissolved. After ice cooling, 25.4 parts of 3-chloro-4-hydroxybenzoic acid methoxyethyl ester dissolved in acetone was added dropwise from the dropping funnel over 2 hours, and the mixture was stirred for another 2 hours. The temperature was then raised to room temperature, and the mixture was stirred for approximately 12 hours. The reaction solution was filtered and concentrated, and recrystallized by adding methanol. The resulting crystals were filtered and dried in vacuo to obtain the following intermediate 2.

[0393] Intermediate 2 [ka]

[0394] A flask equipped with a stirrer, condenser, gas inlet tube, and thermometer was charged with 15.0 parts of intermediate 2, 1.93 parts of zinc iodide, and 23 parts of benzonitrile, and the mixture was stirred at 160°C for 10 hours under a nitrogen stream. After cooling to room temperature, methyl cellosolve was added to the reaction solution, which was then added dropwise to a mixture of methanol and water. The mixture was stirred for 30 minutes and then filtered. The resulting product was washed multiple times with methanol and vacuum dried to obtain compound (A1-2) represented by the general formula (3) described above.

[0395] (Compound (A1-3) represented by general formula (3)) A flask equipped with a stirrer, condenser, dropping funnel, and thermometer was charged with 5.0 parts of tetrafluorophthalonitrile, 3.4 parts of potassium carbonate, and 100 parts of acetone, and stirred at room temperature until dissolved. After ice cooling, an acetone solution of 7.5 parts of p-chlorophenol was added dropwise from the dropping funnel over 2 hours, and the mixture was stirred for another 2 hours. The temperature was then raised to room temperature, and the mixture was stirred for approximately 12 hours. The reaction solution was filtered and concentrated, and recrystallized by adding methanol. The resulting crystals were filtered and dried in vacuo to obtain the following intermediate 3.

[0396] Intermediate 3 [ka]

[0397] A flask equipped with a stirrer, condenser, gas inlet tube, and thermometer was charged with 6.0 parts of intermediate 3, 1.38 parts of zinc iodide, and 15 parts of benzonitrile, and the mixture was stirred at 160°C for 10 hours under a nitrogen stream. After cooling to room temperature, methyl cellosolve was added to the reaction solution, which was then added dropwise to a mixture of methanol and water. The mixture was stirred for 30 minutes and then filtered. The resulting product was washed multiple times with methanol and vacuum dried to obtain compound (A1-3) represented by the general formula (3).

[0398] (Compound (A1-4) represented by general formula (3)) A flask equipped with a stirrer, dropping funnel, condenser, and thermometer was charged with 10.0 parts of tetrafluorophthalonitrile and 40 parts of acetone, and the mixture was stirred at room temperature until dissolved. After ice cooling, a mixed solution of 13.3 parts of octanol, 100 parts of tetrahydrofuran, and 11.6 parts of potassium tert-butoxide was added dropwise from the dropping funnel over 2 hours, and the mixture was stirred for another 2 hours. The temperature was then raised to room temperature, and the mixture was stirred for approximately 12 hours. The reaction solution was filtered and concentrated, and recrystallized by adding methanol. The resulting crystals were filtered and dried in vacuo to obtain the following intermediate 4.

[0399] Intermediate 4 [ka]

[0400] A flask equipped with a stirrer, condenser, gas inlet tube, and thermometer was charged with 4.21 parts of intermediate 4, 0.96 parts of zinc iodide, and 10 parts of benzonitrile, and the mixture was stirred at 160°C for 10 hours under a nitrogen stream. After cooling to room temperature, methyl cellosolve was added to the reaction solution, which was then added dropwise to a mixture of methanol and water. The mixture was stirred for 30 minutes and then filtered. The resulting product was washed multiple times with methanol and vacuum dried to obtain compound (A1-4) represented by the general formula (3) described above.

[0401] (Compound (A1-5) represented by general formula (3)) A flask equipped with a stirrer, condenser, dropping funnel, and thermometer was charged with 20.0 parts of tetrafluorophthalonitrile, 150 parts of ethanol, and 20 parts of tetrahydrofuran, and stirred at room temperature until dissolved. After ice cooling, an ethanol solution of 6.6 parts of potassium hydroxide was added dropwise from the dropping funnel over 1 hour, and the mixture was stirred for another 1 hour. The reaction solution was filtered and concentrated, and recrystallized by adding methanol. The resulting crystals were filtered and dried in vacuo to obtain the following intermediate 5.

[0402] Intermediate 5 [ka]

[0403] In a flask equipped with a stirrer, condenser, dropping funnel, and thermometer, add 10.1 parts Intermediate 5, 2.88 parts of potassium fluoride, and 50 parts of acetone were added and stirred at room temperature until dissolved. After cooling on ice, an acetone solution of 7.46 parts of ethyl p-hydroxybenzoate was added dropwise from the dropping funnel over 2 hours, and the mixture was stirred for another 2 hours. The temperature was then raised to room temperature and the mixture was stirred for approximately 12 hours. The reaction solution was filtered and concentrated, and recrystallized by adding methanol. The resulting crystals were filtered and dried in a vacuum to obtain Intermediate 6 below.

[0404] Intermediate 6 [ka]

[0405] A flask equipped with a stirrer, condenser, gas inlet tube, and thermometer was charged with 12.4 parts of intermediate 6, 3.2 parts of zinc iodide, and 23 parts of benzonitrile, and the mixture was stirred at 160°C for 10 hours under a nitrogen stream. After cooling to room temperature, methyl cellosolve was added to the reaction solution, which was then added dropwise to a mixture of methanol and water. The mixture was stirred for 30 minutes and then filtered. The resulting product was washed multiple times with methanol and vacuum dried to obtain compound (A1-5) represented by the general formula (3) described above.

[0406] (Compound (A1-6) represented by general formula (3)) The following compound was obtained according to paragraphs 0207 to 0209 of JP 2023-8877 A.

[0407] [ka]

[0408] (Compound (A2-1) other than compound (A1) represented by general formula (3)) The following compound described in JP 2013-190776 A.

[0409] [ka]

[0410] (Compound (A2-2) other than compound (A1) represented by general formula (3)) The following compound described in JP 2016-124968 A.

[0411] [ka]

[0412] (Compound (A2-3) other than compound (A1) represented by general formula (3)) The following compound described in JP 2015-044982 A.

[0413] [ka]

[0414] (Compound (A2-4) other than compound (A1) represented by general formula (3)) The following compound described in International Publication No. 2023 / 145700.

[0415] [ka]

[0416] (Compound (A2-5) other than compound (A1) represented by general formula (3)) The following compound described in JP 2018-32372 A.

[0417] [ka]

[0418] <Production of Resin (B)> (Resin (B1-1) solution) A separable four-neck flask equipped with a thermometer, condenser, nitrogen gas inlet tube, dropping tube, and stirrer was charged with 200 parts of propylene glycol monomethyl ether acetate (hereinafter also referred to as PGMAc). The flask was heated to 120 ° C while injecting nitrogen gas into the flask. At the same temperature, a mixture of 56.86 parts of glycidyl methacrylate, 66.09 parts of dicyclopentanyl methacrylate, and 31.25 parts of styrene, and a polymerization initiator dissolved in 5.0 parts of azobisisobutyronitrile PGMAc was added dropwise over 2.5 hours to carry out the polymerization reaction. After the addition was completed, the mixture was stirred at 120 ° C for another 2 hours to carry out the reaction. Next, the atmosphere in the flask was replaced with air, and 28.82 parts of acrylic acid, 0.3 parts of trisdimethylaminomethylphenol, and 0.3 parts of hydroquinone were added, followed by stirring at 120° C. for 5 hours to carry out the reaction. Further, 32.0 parts of succinic anhydride and 0.5 parts of triethylamine were added, and the mixture was stirred at 120° C. for 4 hours to carry out the reaction. PGMAc was then added to the mixture to adjust the nonvolatile content to 30% by mass, to prepare a resin (B1-1) solution containing polycyclic alicyclic hydrocarbon group-containing monomer units (b1). The acid value was 77 mg KOH / g and the weight-average molecular weight was 10,000.

[0419] (Resin (B1-2) solution) A flask equipped with a stirrer, dropping funnel, condenser, thermometer, and gas inlet tube was charged with 100 parts of PGMAc, and the mixture was stirred while purging with nitrogen and heated to 120°C. Next, a mixture of 109.25 parts of benzyl methacrylate, 24.1 parts of methacrylic acid, 22.03 parts of dicyclopentanyl methacrylate, 1.0 part of azobisisobutyronitrile as a polymerization initiator, and PGMAc was added dropwise from the dropping funnel to the flask over 2.5 hours. After the addition was completed, the mixture was stirred at 120°C for an additional 2 hours to allow the reaction to proceed. PGMAc was then added to the mixture to adjust the nonvolatile content to 30% by mass, to prepare a resin (B1-2) solution containing polycyclic alicyclic hydrocarbon group-containing monomer units (b1). The acid value was 98 mg KOH / g and the weight-average molecular weight was 17,500.

[0420] (Resin (B3-1) solution) A separable four-neck flask equipped with a thermometer, a condenser, a nitrogen gas inlet tube, a dropping tube, and a stirrer was charged with 196 parts of PGMAc, heated to 80 ° C., and the atmosphere in the flask was replaced with nitrogen. Then, a mixture of 20.2 parts of methacrylic acid, 21.8 parts of 2-hydroxyethyl methacrylate, 38.9 parts of Aronix M-110 (manufactured by Toagosei Co., Ltd., paracumylphenol ethylene oxide-modified acrylate), 35.8 parts of n-butyl methacrylate, 39.0 parts of benzyl methacrylate, and 1.0 parts of 2,2'-azobisisobutyronitrile as a polymerization initiator was added dropwise over 2 hours. After the addition was completed, the reaction was continued for another 3 hours. Thereafter, PGMAc was added so that the nonvolatile content became 30% by mass, to prepare a resin (B3-1) solution having an acid value of 81 mgKOH / g and a weight-average molecular weight of 28,000.

[0421] <Production of Leveling Agent (C)> (Copolymer (C1-1) solution) A nitrogen-purged flask was charged with 133 parts of butyl acetate as a solvent and heated to 100°C while stirring under a nitrogen stream. Next, 67.6 parts of a monomer represented by the following chemical formula (13), 32.4 parts of 1-adamantyl methacrylate, and 6.0 parts of tert-butyl peroxy-2-ethylhexaate as a polymerization initiator were dissolved in 100 parts of butyl acetate and charged into a dropping device, which was then added dropwise to the flask over 2 hours. After the dropwise addition was completed, the mixture was allowed to react at 100°C for 4 hours. The solvent was distilled under reduced pressure to obtain a copolymer (C1-1) having a random structure. The content of 1-adamantyl methacrylate was 32.4% by mass based on 100% by mass of the copolymer (C1-1). Thereafter, PGMAc was added so that the nonvolatile content became 1% by mass, thereby obtaining a copolymer (C1-1) solution.

[0422] Chemical formula (13) [ka]

[0423] (Copolymer (C1-2)~(C1-9) solution) Copolymers (C1-2) to (C1-9) were synthesized by varying the type and amount of monomers so as to obtain the constitution and structure shown in Table 1, and PGMAc was added to adjust the nonvolatile content to 1% by mass.

[0424] [Table 1]

[0425] The ingredients listed in Table 1 are as follows:

[0426] Chemical formula (14) [ka]

[0427] Chemical formula (15) [ka]

[0428] <Production of Colored Resin Composition> [Example 1] (Colored resin composition 1) The following raw materials were mixed and stirred, and the mixture was filtered through a filter with a pore size of 1.0 μm to obtain a colored resin composition 1. The nonvolatile content was 15.90% by mass. Compound (A1-1) represented by formula (3): 6.50 parts Resin (B1-1) solution: 10.00 parts Resin (B1-2) solution: 3.60 parts Copolymer (C1-1) solution: 1.00 parts Other leveling agent (C2-1): 0.50 parts Other leveling agent (C2-2): 0.50 parts Polymerizable compound (D): 4.00 parts Polymerization initiator (E): 1.00 parts Thiol chain transfer agent (J): 0.10 parts Silane coupling agent (K): 0.20 parts Organic solvent (P): 72.60 parts

[0429] [Examples 2 to 29 and Comparative Example 1] (Colored resin composition 2-30) Colored resin compositions 2 to 30 were produced in the same manner as in Example 1 using the raw materials and amounts shown in Tables 2-1 to 2-3.

[0430] [Table 2-1]

[0431] [Table 2-2]

[0432] [Table 2-3]

[0433] The raw materials listed in Tables 2-1 to 2-3 are as follows:

[0434] [Leveling agent (C)] (Other leveling agents (C2)) C2-1: 1% PGMAc solution of EFS-801 (DIC) C2-2: 1% PGMAc solution of BYK-330 (BYK-Chemie) C2-3: 1% PGMAC solution of the compound with the following structure

[0435] [ka]

[0436] [Polymerizable compound (D)] D-1: NK Ester A-9300 (Shin-Nakamura Chemical Co., Ltd.) D-2: Aronix M-402 (manufactured by Toagosei Co., Ltd.) As described above, D-1 and D-2 were mixed in a mass ratio of 30:70 to obtain a polymerizable compound (D).

[0437] [Polymerization initiator (E)] E-1: Adeka Arcles NCI-831E (ADEKA Corporation) E-2: Omnirad379EG (manufactured by IGM RESINS BV) The above E-1 and E-2 were mixed in a mass ratio of 80:20 to prepare a polymerization initiator (E).

[0438] [Thiol chain transfer (J)] J-1: Pentaerythritol tetrakis(3-mercaptobutyrate) J-2: Pentaerythritol tetrakis(3-mercaptopropionate) As described above, J-1 and J-2 were mixed in a mass ratio of 30:70 to obtain a thiol-based chain transfer (J).

[0439] [Silane coupling agent (K)] K-1: KBM-3086 (Shin-Etsu Chemical Co., Ltd.) K-2: KBE-403 (Shin-Etsu Chemical Co., Ltd.) The above K-1 and K-2 were mixed in a mass ratio of 50:50 to prepare a silane coupling agent (K).

[0440] [Organic solvent (P)] P-1: Propylene glycol monomethyl ether acetate P-2: Ethyl lactate P-3: Ethyl 3-ethoxypropionate The above P-1, P-2, and P-3 were mixed in a mass ratio of 80:10:10 to prepare an organic solvent (P).

[0441] <Evaluation of Colored Resin Composition> The following evaluations were carried out on the obtained colored resin compositions 1 to 30. The evaluation results are shown in Table 3.

[0442] [Coatability evaluation (1)] The obtained colored resin composition was applied by spin coating onto a 100 mm long x 100 mm wide x 0.7 mm glass substrate (Corning Eagle 2000) at a rotation speed of 1000 rpm for 10 seconds, and then dried on a hot plate at 90°C for 2 minutes. The coating was irradiated with a sodium lamp and the state of the coating was visually observed. The evaluation criteria are as follows, with a rating of 3 or higher being considered practical. 5: No wavy coating irregularities were observed. 4: Slight wavy coating irregularities were observed only on the edge surface of the substrate. 3: Slight wavy coating unevenness was observed. 2: Wavy coating irregularities were clearly observed only on the edge surface of the substrate. 1: Wavy coating unevenness was clearly observed.

[0443] [Coatability evaluation (2)] The obtained colored resin composition was applied by spin coating onto a 100 mm long x 100 mm wide x 0.7 mm glass substrate (Corning Eagle 2000) at a rotation speed of 200 rpm for 10 seconds, and then dried on a hot plate at 90°C for 2 minutes. The occurrence of cissing was observed using an optical microscope. Note that cissing is a phenomenon in which circular depressions or holes appear on the surface of the coating film after the colored resin composition is applied to a glass substrate and dried. The evaluation criteria are as follows, with a score of 3 or higher being considered practical. 5: The number of repellings was less than 3. 4: The number of repellings was 3 or more but less than 5. 3: The number of repellings was 5 or more but less than 15. 2: The number of repellings was 15 or more but less than 30. 1: The number of repellings was 30 or more.

[0444] [Foreign matter evaluation] The obtained colored resin composition was applied by spin coating to a glass substrate (Corning Eagle 2000) measuring 100 mm in length, 100 mm in width, and 0.7 mm in thickness so that the film thickness after drying would be 2.0 μm, and then dried on a hot plate at 90° C. for 2 minutes. Then, after cooling the substrate to room temperature, an ultra-high pressure mercury lamp was used to apply the colored resin composition to a photomask having a 100 μm wide stripe pattern at an illumination intensity of 30 mW / cm. 2 , exposure dose 50mJ / cm 2 The substrate was then spray-developed using an aqueous developer containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 23°C, then washed with ion-exchanged water and air-dried. The spray development was carried out for the shortest time possible to form a pattern without leaving any residual development. The resulting substrate was post-baked in a clean oven at 230°C for 30 minutes, and then further heated at 230°C for 3 hours. Using a metallurgical microscope "BX60" (Olympus Systems), the number of foreign particles on the glass substrate between the pattern pixels was counted. The magnification was set to 500x, and the number of foreign particles observable in any five fields of view was counted by cumulative total in transmitted light. The evaluation criteria are as follows, with 3 or more being considered practical. 5: Fewer than 5 foreign objects 4: 5 or more but less than 10 foreign objects 3: The number of foreign objects is 10 or more but less than 20 2: The number of foreign objects is 20 or more but less than 50 1: 50 or more foreign objects

[0445] [Table 3]

Claims

1. A colored resin composition comprising a dye (A), a resin (B), and a leveling agent (C), The leveling agent (C) comprises a copolymer (C1) having a monomer unit (c1) represented by the following general formula (1) and a monomer unit (c2) represented by the following general formula (2): General formula (1) 【Chemistry 47】 (In general formula (1), R １ are each independently an alkyl group having 1 to 6 carbon atoms, or —OSi(R ５ ) ３ A group represented by (R ５ are each independently an alkyl group having 1 to 3 carbon atoms. R ２ are each independently an alkyl group having 1 to 6 carbon atoms. R ３ is an alkyl group having 1 to 6 carbon atoms. R ４ is a hydrogen atom or a methyl group. L １ is a divalent organic group or a single bond. n is an integer from 1 to 70. General formula (2) 【Chemistry 48】 (In general formula (2), R ６ is an alicyclic hydrocarbon group having 3 to 20 carbon atoms. R ７ is a hydrogen atom or a methyl group. L ２ is a divalent organic group or a single bond.

2. The content of the monomer unit (c2) represented by the general formula (2) is 5 to 70 mass% relative to 100 mass% of the copolymer (C1). The colored resin composition according to claim 1.

3. R in the general formula (2) ６ The colored resin composition according to claim 1 , wherein is a polycyclic alicyclic hydrocarbon group.

4. The colored resin composition according to claim 1, wherein the dye (A) comprises a compound (A1) represented by the following general formula (3): General formula (3) 【Chemistry 49】 (In general formula (3), X １ ~X １６ are each independently a hydrogen atom, a halogen atom, or -Y １ -R １ represents Y １ represents a divalent linking group, R １ represents a monovalent organic group. １ ~X １６ At least one of the groups represents a halogen atom, and at least one of the groups represents —Y １ -R １ Represents. M represents a metal atom, a metal oxide, or a metal halide.

5. The colored resin composition according to claim 1, further comprising a polymerizable compound (D) and a polymerization initiator (E).

6. A film formed from the colored resin composition according to any one of claims 1 to 5.

7. A color filter comprising the film according to claim 6.

8. A solid-state imaging device comprising the color filter according to claim 7 .

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

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