Coloring resin composition

Abstract

To provide a coloring resin composition which allows for providing a color filter that meets requirements of high color reproducibility and thinness and has a reduced dielectric loss tangent.SOLUTION: A coloring resin composition comprising at least a colorant and a resin is provided. The coloring resin composition contains a cyclic ether structure-containing component. The colorant comprises at least a green colorant. A total colorant content is 45.5 mass% or more with respect to the solid content of the coloring resin composition.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a colored resin composition containing a cyclic ether structure-containing component and a green colorant. [Background technology]

[0002] In recent years, displays have been developed to expand the color reproduction range that can be displayed, and as part of this, color filters with darker colors are also required. In order to meet this demand, a method of increasing the color material concentration in the color filter can be mentioned, but an increase in the color material concentration is not preferable because it deteriorates the performance of the color filter formed from the colored resin composition, such as deterioration of electrical properties (e.g., dielectric tangent). In addition, in order to have the desired color properties, it is necessary to prepare the color filter as a thick film, but when applied to a liquid crystal display device, a thick film is also not preferable because it causes color mixing with adjacent pixels.

[0003] In particular, it is known that green colorants cause deterioration of electrical properties (e.g., dielectric tangent) and result in display defects (e.g., screen flicker) in display devices, and it is desirable to improve the electrical properties and display defects in a green photosensitive resin composition (Patent Document 1) that contains a green colorant, a resin, a polymerizable compound, a polymerization initiator, and a solvent. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] JP 2016-191747 A Summary of the Invention [Problem to be solved by the invention]

[0005] Therefore, an object of the present invention is to provide a colored resin composition etc. that satisfies the conditions of high color reproducibility and thin film and can provide a color filter having a reduced dielectric tangent. [Means for solving the problem]

[0006] That is, the colored resin composition, color filter, display device, and solid-state imaging device according to the present invention have the following gist. [1] A colored resin composition comprising at least a colorant and a resin, the colored resin composition comprising a cyclic ether structure-containing component, the colorant comprising at least a green colorant, and a total colorant content of the colored resin composition being 45.5 mass% or more relative to the solid content of the colored resin composition. [2] The colored resin composition according to [1], wherein the resin contains a resin having a solid content acid value of 85 mg-KOH / g or more. [3] The colored resin composition according to [1] or [2], wherein the content of the green colorant is 5% by mass or more and 60% by mass or less based on the solid content of the colored resin composition. [4] The colored resin composition according to any one of [1] to [3], wherein the green colorant is zinc phthalocyanine. [5] The colored resin composition according to any one of [1] to [4], wherein the green colorant comprises at least one of CI Pigment Green 58 and CI Pigment Green 59. [6] The colored resin composition according to any one of [1] to [5], wherein the colorant further contains a yellow colorant. [7] The colored resin composition according to any one of [1] to [6], wherein the content of the cyclic ether structure-containing component is 0.1% by mass or more and 40% by mass or less based on the solid content of the colored resin composition. [8] A colored coating film formed from the colored resin composition so as to have a film thickness of 1 to 4 μm after post-baking at a temperature of 230° C. for 30 minutes is obtained by 2.8×10 5 Illuminance in lux (lx) The colored resin composition according to any one of [1] to [7], which exhibits a dielectric tangent tan δ of 0.20 or less when illuminated at a frequency of 20 Hz. [9] A color filter formed from the colored resin composition according to any one of [1] to [8].

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

[11] A solid-state imaging device comprising the color filter according to [9]. Effect of the Invention

[0007] According to the present invention, it is possible to provide a colored resin composition that provides a color filter having a reduced dielectric tangent while satisfying the conditions of high color reproducibility and thin film. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0008] The colored resin composition of the present invention contains a colorant (hereinafter, sometimes referred to as colorant (A)) and a resin (hereinafter, sometimes referred to as resin (B)). The colored resin composition of the present invention may contain a polymerizable compound (hereinafter, may be referred to as a polymerizable compound (C)), a polymerization initiator (hereinafter, may be referred to as a polymerization initiator (D)), a solvent (hereinafter, may be referred to as a solvent (E)), and a polymerization initiation aid (hereinafter, may be referred to as a polymerization initiation aid (D1)). The colored resin composition of the present invention may contain a leveling agent (hereinafter, may be referred to as leveling agent (F)).

[0009] The colored resin composition according to the present invention is characterized in that the colored resin composition contains a cyclic ether structure-containing component, the colorant contains at least a green colorant, and the content of the total colorant is 45.5 mass% or more relative to the solid content of the colored resin composition.

[0010] The colored resin composition contains a cyclic ether structure-containing component. The cyclic ether structure-containing component may be a resin (copolymer) containing a cyclic ether structure, or a compound containing a cyclic ether structure. The cyclic ether structure-containing component preferably has a cyclic ether structure having 2 to 4 carbon atoms (for example, an oxirane ring (epoxy ring), an oxetane ring, and a tetrahydrofuran ring (oxolane ring)), and more preferably has an oxirane ring or an oxetane ring. Examples of the cyclic ether structure-containing component include resins having a cyclic ether structure and compounds capable of ring-opening polymerization (sometimes referred to as compounds having a cyclic ether structure) described in the resin (B) and polymerizable compound (C) described later. In this specification, the resin having a cyclic ether structure means a compound having a repeating structural unit in the molecule and having a weight average molecular weight of 3000 or more. The compound capable of ring-opening polymerization means a compound other than the resin having a cyclic ether structure, including a monomer and an oligomer. The compounds exemplified as each component in this specification may be used alone or in combination of two or more kinds, unless otherwise specified.

[0011] In the present invention, the content of the cyclic ether structure-containing component (either or both of the resin containing a cyclic ether structure and the compound containing a cyclic ether structure) is preferably 0.1 mass% or more and 50 mass% or less from the viewpoint of reduced dielectric tangent, and more preferably 0.1 mass% or more and 40 mass% or less from the viewpoint of reduced dielectric tangent and coating film processability, based on 100 mass% of the solid content of the colored resin composition, and even more preferably 0.5 mass% or more and 38 mass% or less, and even more preferably 1 mass% or more and 35 mass% or less from the viewpoint of reduced dielectric tangent and coating film processability.

[0012] <Colorant (A)> The colored resin composition according to the present invention contains a colorant (A), and the colorant (A) is a green colorant. The green colorant may be either a pigment or a dye, but is preferably a pigment, more preferably zinc phthalocyanine, even more preferably polyhalogenated zinc phthalocyanine, even more preferably polychlorinated zinc phthalocyanine or polybrominated zinc phthalocyanine, and particularly preferably contains at least one of CI Pigment Green 58 and CI Pigment Green 59. In the present invention, green can be defined as 0≦x≦0.40, 0.40≦y≦0.85 (preferably 0≦x≦0.30, 0.50≦y≦0.85, more preferably 0≦x≦0.20, 0.55≦y≦0.70) in the XYZ color system.

[0013] The green colorant (preferably zinc phthalocyanine, more preferably polyhalogenated zinc phthalocyanine) may be subjected, as necessary, to a rosin treatment, a surface treatment using a pigment derivative having an acidic group or a basic group introduced therein, or the like, a grafting treatment onto the pigment surface using a polymer compound or the like, a microparticle treatment using a sulfuric acid microparticle method or the like, a washing treatment using an organic solvent or water for removing impurities, a removal treatment of ionic impurities using an ion exchange method or the like, or the like.

[0014] The green colorant (preferably zinc phthalocyanine, more preferably polyhalogenated zinc phthalocyanine) is preferably used in the state of a dispersion in which it is uniformly dispersed in a solvent, and the dispersion can be obtained by mixing the green colorant (preferably zinc phthalocyanine, more preferably polyhalogenated zinc phthalocyanine) in a solvent. If necessary, a dispersant may be mixed.

[0015] The dispersant may be any of cationic, anionic, nonionic and amphoteric dispersants, and examples thereof include polyester, polyamine and acrylic dispersants. These dispersants may be used alone or in combination of two or more. Examples of the dispersants include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLORANE (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (manufactured by Zeneca Corporation), EFKA (manufactured by BASF), AJISPER (manufactured by Ajinomoto Fine-Techno Co., Ltd.), and Disperbyk (manufactured by BYK-Chemie). When a dispersant is used, the amount used is preferably 100 parts by mass or less, and more preferably 5 parts by mass or more and 50 parts by mass or less, relative to 100 parts by mass of the pigment. When the amount of the pigment dispersant used is within the above range, a pigment dispersion in which the pigment is uniformly dispersed in the solvent tends to be obtained.

[0016] The solvent is not particularly limited, and may be the same as the solvent (E) in the colored resin composition of the present invention. Among them, propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 3-methoxybutyl acetate, 3-methoxy-1-butanol, 4-hydroxy-4-methyl-2-pentanone, N,N-dimethylformamide, etc. are preferred, and propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, dipropylene glycol methyl ether acetate, ethyl lactate, 3-methoxybutyl acetate, 3-methoxy-1-butanol, ethyl 3-ethoxypropionate, etc. are more preferred. The amount of the solvent used is not particularly limited, but the solvent is used so that the solid content in the pigment dispersion can be adjusted to 3 to 30% by mass, more preferably 5 to 25% by mass.

[0017] The colorant (A) may contain a pigment and / or dye such as a yellow colorant or a blue colorant, which is a second colorant other than the green colorant (preferably zinc phthalocyanine, more preferably polyhalogenated zinc phthalocyanine). It is preferable that the colorant (A) further contains a yellow colorant.

[0018] Pigments include organic pigments and inorganic pigments, and include compounds classified as pigments in the Colour Index (published by The Society of Dyers and Colourists). Organic pigments include yellow pigments such as CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, and 214; Blue pigments such as CI Pigment Blue 15, 15:3, 15:4, 15:6, 60, etc.; violet pigments such as CI Pigment Violet 1, 19, 23, 29, 32, 36, 38, etc.; Green pigments other than polyhalogenated zinc phthalocyanines, such as CI Pigment Green 7 and 36; etc.

[0019] Among them, it is preferable to include at least one pigment selected from the group consisting of a green pigment other than zinc phthalocyanine, a yellow pigment, and a blue pigment, and it is preferable to include a blue pigment together with a yellow pigment. Preferable green pigments, yellow pigments and blue pigments other than zinc phthalocyanine are CI Pigment Yellow 138, 139, 150 and 185, CI Pigment Blue 15:3 and 15:6, and CI Pigment Green 7 and 36. Two or more of these pigments may be used.

[0020] The pigment may be subjected to, as necessary, a rosin treatment, a surface treatment using a pigment derivative having an acidic or basic group introduced therein or a pigment dispersant, a graft treatment to the pigment surface using a polymer compound, a microparticulation treatment using a sulfuric acid microparticulation method, a washing treatment using an organic solvent or water to remove impurities, a removal treatment of ionic impurities using an ion exchange method, or the like. In addition, it is preferable that the pigment has a uniform particle size. By carrying out a dispersion treatment while containing a pigment dispersant, a pigment dispersion liquid in which the pigment is uniformly dispersed in the solution can be obtained.

[0021] As the pigment dispersant, commercially available surfactants can be used, and examples thereof include silicone-based, fluorine-based, ester-based, cationic, anionic, nonionic, amphoteric, polyester-based, polyamine-based, and acrylic surfactants. Examples of the surfactants include polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid modified polyesters, tertiary amine modified polyurethanes, and polyethyleneimines, as well as trade names such as KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWRENE (manufactured by Kyoeisha Chemical Co., Ltd.), Solpers (manufactured by Zeneca Co., Ltd.), EFKA (manufactured by BASF Japan Co., Ltd.), AJISPER (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Ltd.), and Disperbyk (manufactured by BYK-Chemie Co., Ltd.). These can be used alone or in combination of two or more.

[0022] When a pigment dispersant is used, the amount of the pigment dispersant used is preferably 100% by mass or less, more preferably 5 to 50% by mass, based on the pigment. When the amount of the pigment dispersant used is within the above range, a pigment dispersion in a uniformly dispersed state tends to be obtained.

[0023] The dye is not particularly limited and any known dye can be used, for example, solvent dyes, acid dyes, direct dyes, mordant dyes, etc. Dyes include, for example, dyes classified as having hues other than pigments in the Color Index (published by The Society of Dyers and Colourists). In addition, according to the chemical structure, the dyes include azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, phthalocyanine dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, and the like. dyes, coumarin dyes, quinoline dyes, nitro dyes, etc. Among these, organic solvent soluble dyes are preferred.

[0024] From the viewpoint of high color reproducibility, the content of all colorants is 45.5 mass% or more, preferably 46.0 mass% or more, more preferably 46.5 mass% or more, based on the solid content of the colored resin composition, and is also preferably 65 mass% or less, more preferably 63 mass% or less, and even more preferably 61 mass% or less.

[0025] The content of the green colorant can be appropriately adjusted to obtain a desired chromaticity. From the viewpoint of high color reproducibility, the content is preferably 35% by mass or more and 99.9% by mass or less based on the solid content of the total colorant. The lower limit of the content of the green colorant is more preferably 40% by mass or more, even more preferably 50% by mass or more, and particularly preferably 60% by mass or more. The upper limit of the content of the green colorant is more preferably 98% by mass or less, even more preferably 95% by mass or less, and particularly preferably 90% by mass or less. From the viewpoint of high color reproducibility, the content of the green colorant is preferably 5% by mass or more and 60% by mass or less, more preferably 10% by mass or more and 55% by mass or less, even more preferably 15% by mass or more and 50% by mass or less, and even more preferably 20% by mass or more and 45% by mass or less, based on the solid content of the colored resin composition.

[0026] When the colorant contains both CI Pigment Green 59 and CI Pigment Green 58, the content ratio of CI Pigment Green 59 to CI Pigment Green 58, expressed as "content of CI Pigment Green 59:content of CI Pigment Green 58", may be in the range of 0.1 to 99.9:99.9 to 0.1, and preferably 1 to 99:99 to 1. These content ratios can be appropriately adjusted according to the desired color.

[0027] In the case where a green pigment other than zinc phthalocyanine is contained, the amount of the green pigment other than zinc phthalocyanine used is preferably 0.1 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 10 parts by mass or more, relative to 100 parts by mass of zinc phthalocyanine, and is preferably 2000 parts by mass or less, more preferably 300 parts by mass or less, and even more preferably 100 parts by mass or less.

[0028] The yellow colorant may be either a yellow pigment or a yellow dye, and is preferably a yellow pigment. The total yellow pigment content is preferably 5% by mass or more and 40% by mass or less, more preferably 10% by mass or more, even more preferably 15% by mass or more, and still more preferably 20% by mass or more, based on the solid content of the entire colorant. The total yellow pigment content is preferably from 1% by mass to 30% by mass, more preferably 25% by mass or less, and further preferably 20% by mass or less, based on the solid content of the entire colored resin composition.

[0029] The blue colorant may be either a blue pigment or a blue dye, and is preferably a blue pigment. The total blue pigment content is preferably from 0.1% by mass to 30% by mass, more preferably from 1% by mass to 25% by mass, and further preferably from 3% by mass to 20% by mass, based on the total solid content of the colorant. The content of the total blue pigment is preferably from 1% by mass to 30% by mass, more preferably 25% by mass or less, and further preferably 20% by mass or less, based on the solid content of the entire colored resin composition.

[0030] The total amount of the colorant (A) is preferably from 25 to 65 mass %, more preferably from 30 to 60 mass %, and further preferably from 35 to 55 mass %, based on 100 mass % of the solid content of the colored resin composition.

[0031] <Resin (B)> The resin containing a cyclic ether structure is preferably a copolymer containing a structural unit derived from a monomer having an oxiranyl group and an ethylenically unsaturated bond (preferably (b1) or (b2) described below). The resin may also be a copolymer containing structural units derived from a monomer that does not contain a cyclic ether structure, in which case the colored resin composition contains a compound having a cyclic ether structure.

[0032] Hereinafter, resins containing a cyclic ether structure and resins not containing a cyclic ether structure will be described together. The resin (B) used in the present invention may be an alkali-soluble resin. Examples of the resin (B) include the following resins [K1] to [K6]. Resin [K1] A copolymer of at least one (a) (hereinafter sometimes referred to as "(a)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic anhydrides, and a monomer (b) (hereinafter sometimes referred to as "(b)") having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond. Resin [K2]: A copolymer of (a), (b), and a monomer (c) copolymerizable with (a) (however, different from (a) and (b)) (hereinafter sometimes referred to as "(c)"). Resin [K3] is a copolymer of (a) and (c). Resin [K4]: A resin obtained by reacting a copolymer of (a) and (c) with (b). Resin [K5]: A resin obtained by reacting a copolymer of (b) and (c) with (a). Resin [K6] A resin obtained by reacting a copolymer of (b) and (c) with (a) and then reacting it with a carboxylic acid anhydride.

[0033] Specific examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-, m-, and p-vinylbenzoic acid; Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid; Bicyclounsaturated compounds containing a carboxy group, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene; Unsaturated dicarboxylic acid anhydrides such as maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride (himic anhydride);

[0034] Unsaturated mono[(meth)acryloyloxyalkyl] esters of divalent or higher polyvalent carboxylic acids, such as mono[2-(meth)acryloyloxyethyl] succinate and mono[2-(meth)acryloyloxyethyl] phthalate; Examples include unsaturated acrylates that contain a hydroxy group and a carboxy group in the same molecule, such as α-(hydroxymethyl)acrylic acid. Among these, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferred from the standpoint of copolymerization reactivity and solubility in an aqueous alkaline solution.

[0035] (b) refers to a polymerizable compound having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring (epoxy ring), an oxetane ring, and a tetrahydrofuran ring (oxolane ring)) and an ethylenically unsaturated bond, and preferred (b) is a monomer having a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloyloxy group. Examples of (b) include monomer (b1) having this epoxy group and an ethylenically unsaturated bond, as well as monomer (b2) (hereinafter sometimes referred to as "(b2)") having an oxetanyl group and an ethylenically unsaturated bond, and monomer (b3) (hereinafter sometimes referred to as "(b3)") having a tetrahydrofuryl group and an ethylenically unsaturated bond. In this specification, the term "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" have the same meaning.

[0036] Examples of (b1) include a monomer (b1-1) (hereinafter sometimes referred to as "(b1-1)") having a structure obtained by epoxidizing an unsaturated aliphatic hydrocarbon, and a monomer (b1-2) (hereinafter sometimes referred to as "(b1-2)") having a structure obtained by epoxidizing an unsaturated alicyclic hydrocarbon.

[0037] Examples of (b1-1) include glycidyl (meth)acrylate, β-methyl glycidyl (meth)acrylate, β-ethyl glycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyl Examples of such styrene include 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, and 2,4,6-tris(glycidyloxymethyl)styrene.

[0038] Examples of (b1-2) include vinylcyclohexene monoxide, 1,2-epoxy 4-vinylcyclohexane (e.g., Celloxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer M100; manufactured by Daicel Corporation), compounds represented by formula (I) and compounds represented by formula (II).

[0039] [ka]

[0040] [In formula (I) and formula (II), R a and R b are each independently a hydrogen atom or a group having 1 to 10 carbon atoms. 4, and a hydrogen atom contained in the alkyl group may be substituted with a hydroxy group. X 1 and X2 are, independently of each other, a single bond, *-R c -, *-R c -O-, *-R c -S-Mata *-R c -NH-. R c represents an alkanediyl group having 1 to 6 carbon atoms. * represents a bond to O.]

[0041] Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, and a tert-butyl group. Examples of the alkyl group in which a hydrogen atom is substituted with a hydroxy group include a hydroxymethyl group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group, a 1-hydroxy-1-methylethyl group, a 2-hydroxy-1-methylethyl group, a 1-hydroxybutyl group, a 2-hydroxybutyl group, a 3-hydroxybutyl group, and a 4-hydroxybutyl group. R a and R b Preferred examples of the alkyl group include a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group, and a 2-hydroxyethyl group, and more preferred examples include a hydrogen atom and a methyl group.

[0042] Examples of the alkanediyl group include a methylene group, an ethylene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group, a pentane-1,5-diyl group, and a hexane-1,6-diyl group. X 1 and X 2 is preferably a single bond, a methylene group, an ethylene group, *-CH2-O- More preferably, the group is a single bond, or a -CH2CH2-O- group. * represents a bond to O.

[0043] The compound represented by formula (I) includes compounds represented by formulas (I-1) to (I-15). Preferred are compounds represented by formulas (I-1), (I-3), (I-5), (I-7), (I-9), (I-11) to (I-15). More preferred are compounds represented by formulas (I-1), (I-7), (I-9), and (I-15).

[0044] [ka]

[0045] [ka]

[0046] The compound represented by formula (II) includes compounds represented by formulas (II-1) to (II-15). Preferred are compounds represented by formulas (II-1), (II-3), (II-5), (II-7), (II-9), (II-11) to (II-15). More preferred are compounds represented by formulas (II-1), (II-7), (II-9), and (II-15).

[0047] [ka]

[0048] [ka]

[0049] The compound represented by formula (I) and the compound represented by formula (II) can be used alone. They can also be mixed at any ratio. When mixed, the mixing ratio is preferably 5:95 to 95:5, more preferably 10:90 to 90:10, and even more preferably 20:80 to 80:20, in terms of molar ratio, for formula (I):formula (II).

[0050] As the monomer (b2) having an oxetanyl group and an ethylenically unsaturated bond, a monomer having an oxetanyl group and a (meth)acryloyloxy group is more preferable. Examples of (b2) include 3-methyl-3-methacryloyloxymethyloxetane, 3-methyl-3-acryloyloxymethyloxetane, 3-ethyl-3-methacryloyloxymethyloxetane, 3-ethyl-3-acryloyloxymethyloxetane, 3-methyl-3-methacryloyloxyethyloxetane, 3-methyl-3-acryloyloxyethyloxetane, 3-ethyl-3-methacryloyloxyethyloxetane, 3-ethyl-3-acryloyloxyethyloxetane, and the like.

[0051] As the monomer (b3) having a tetrahydrofuryl group and an ethylenically unsaturated bond, a monomer having a tetrahydrofuryl group and a (meth)acryloyloxy group is more preferable. Specific examples of (b3) include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.), tetrahydrofurfuryl methacrylate, etc.

[0052] (c) may be, for example, methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 ]Decan-8-yl( (meth)acrylate (commonly known in the art as "dicyclopentanyl (meth)acrylate" and sometimes called "tricyclodecyl (meth)acrylate"), tricyclo[5.2.1.0 2,6 ]Decen-8-yl(meth)acrylate acrylate (commonly referred to as "dicyclopentenyl (meth)acrylate" in the technical field), dicyclopentanyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl ( (Meth)acrylic acid esters such as (meth)acrylate and benzyl (meth)acrylate; hydroxy group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate; Bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene chloro[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept -2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2-ene, bicyclounsaturated compounds such as ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene; dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidocaproate, N-succinimidyl-3-maleimidopropionate, and N-(9-acridinyl)maleimide; Examples of the copolymer include styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, p-methoxystyrene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene. Among these, from the viewpoints of copolymerization reactivity and heat resistance, benzyl (meth)acrylate, tricyclodecyl (meth)acrylate, styrene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, etc. are preferred. Moreover, benzyl (meth)acrylate and tricyclodecyl (meth)acrylate are more preferred from the viewpoints of excellent developability during pattern formation.

[0053] In the resin [K1], the ratio of the structural units derived from each of them to all the structural units constituting the resin [K1] is preferably within the following ranges. Structural units derived from (a): 2 to 50 mol % (more preferably 10 to 45 mol %) Structural units derived from (b), particularly structural units derived from (b1): 50 to 98 mol % (more preferably 55 to 90 mol %) When the ratio of the structural units in the resin [K1] is within the above range, the storage stability, developability, and solvent resistance of the resulting pattern tend to be excellent.

[0054] Resin [K1] can be produced by referring to the method described in the literature "Experimental Methods for Polymer Synthesis" (written by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, published on March 1, 1972) and the references cited in said literature.

[0055] Specifically, a method of charging a predetermined amount of (a) and (b) (particularly (b1)), a polymerization initiator, a solvent, etc. in a reaction vessel, stirring, heating, and keeping warm in a deoxygenated atmosphere can be mentioned. The polymerization initiator, the solvent, etc. used here are not particularly limited, and any of those commonly used in the field can be used. Examples of the polymerization initiator include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, etc.), and the solvent may be any one that dissolves each monomer, and the solvent (E) described later can be used as a solvent for the colored resin composition.

[0056] The resulting copolymer may be used as it is in the form of a solution after the reaction, or may be a concentrated or diluted solution, or may be extracted as a solid (powder) by a method such as reprecipitation. In particular, by using a solvent (E) described below as a solvent during the polymerization, the solution after the reaction can be used as it is, and the production process can be simplified.

[0057] In the resin [K2], the ratio of the structural units derived from each of them to all the structural units constituting the resin [K2] is preferably within the following ranges. Structural units derived from (a): 4 to 45 mol % (more preferably 10 to 30 mol %) Structural units derived from (b), particularly structural units derived from (b1): 2 to 95 mol % (more preferably 5 to 80 mol %) Structural units derived from (c): 1 to 65 mol % (more preferably 5 to 60 mol %) When the ratio of the structural units in the resin [K2] is within the above range, the storage stability, developability, and the solvent resistance, heat resistance, and mechanical strength of the resulting pattern tend to be excellent.

[0058] Resin [K2] can be produced in the same manner as described above for producing resin [K1]. Specifically, a method of charging predetermined amounts of (a), (b) (particularly (b1)), and (c), a polymerization initiator, and a solvent into a reaction vessel, and stirring, heating, and keeping the temperature in a deoxygenated atmosphere can be mentioned. As the copolymer obtained, the solution after the reaction may be used as it is, a concentrated or diluted solution may be used, or a solid (powder) obtained by a method such as reprecipitation may be used.

[0059] In the resin [K3], the ratio of the structural units derived from each of them to all the structural units constituting the resin [K3] is preferably within the following ranges. (a) 2 to 55 mol%, more preferably 10 to 50 mol% (c) 45 to 98 mol%, more preferably 50 to 90 mol% Resin [K3] can be produced in the same manner as described above for producing resin [K1].

[0060] Resin [K4] can be produced by obtaining a copolymer of (a) and (c), and then adding a cyclic ether having 2 to 4 carbon atoms contained in (b), particularly an oxirane ring contained in (b1), to a carboxylic acid and / or a carboxylic acid anhydride contained in (a). First, a copolymer of (a) and (c) is produced in the same manner as described for the production method of resin [K1]. In this case, the ratio of the structural units derived from each of them is preferably within the following ranges among all the structural units constituting the copolymer of (a) and (c). (a) 5 to 50 mol%, more preferably 10 to 45 mol% (c) 50 to 95 mol%, more preferably 55 to 90 mol%

[0061] Next, one of the carboxylic acids and / or carboxylic anhydrides derived from (a) in the copolymer is The cyclic ether having 2 to 4 carbon atoms contained in (b), particularly the oxirane ring contained in (b1), is reacted with this part. Following the production of the copolymer of (a) and (c), the atmosphere in the flask is replaced with air from nitrogen, and (b) (particularly (b1)), a reaction catalyst for the reaction of a carboxylic acid or a carboxylic acid anhydride with a cyclic ether (e.g., tris(dimethylaminomethyl)phenol, etc.), a polymerization inhibitor (e.g., hydroquinone, etc.), etc. are placed in the flask, and the reaction is carried out at 60 to 130°C for 1 to 10 hours to obtain the resin [K4]. The amount of (b), particularly (b1), used is preferably 5 to 80 mol, more preferably 10 to 75 mol, per 100 mol of (a). By setting it within this range, the balance of storage stability, developability, solvent resistance, heat resistance, mechanical strength, and sensitivity tends to be good. Since the reactivity of cyclic ether is high and unreacted (b) is unlikely to remain, (b1) is preferable as (b) used in resin [K4], and (b1-1) is more preferable. The amount of the reaction catalyst used is preferably 0.001 to 5 mass% based on the total amount of (a), (b) (particularly (b1)) and (c), and the amount of the polymerization inhibitor used is preferably 0.001 to 5 mass% based on the total amount of (a), (b) and (c). The reaction conditions such as the charging method, reaction temperature and time can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc. As with the polymerization conditions, the charging method and reaction temperature can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc.

[0062] Resin [K5] is prepared in the first step by obtaining a copolymer of (b) (particularly (b1)) and (c) in the same manner as in the production method of resin [K1] described above. As in the above, the obtained copolymer may be used as it is in the form of a solution after the reaction, or may be a concentrated or diluted solution, or may be extracted as a solid (powder) by a method such as reprecipitation. The ratio of the structural units derived from (b) (particularly (b1)) and (c) to the total number of moles of all structural units constituting the copolymer is preferably within the following ranges. Structural units derived from (b), particularly structural units derived from (b1): 5 to 95 mol % (more preferably 10 to 90 mol %) Structural units derived from (c): 5 to 95 mol % (more preferably 10 to 90 mol %)

[0063] Furthermore, under the same conditions as in the manufacturing method of resin [K4], a cyclic ether derived from (b) contained in a copolymer of (b) (particularly (b1)) and (c) is reacted with a carboxylic acid or carboxylic anhydride contained in (a), thereby obtaining resin [K5]. The amount of (a) to be reacted with the copolymer is preferably 5 to 80 moles per 100 moles of (b) (particularly (b1)). As the reactivity of cyclic ethers is high and unreacted (b) is unlikely to remain, (b1) is preferred as (b) for use in resin [K5], and (b1-1) is more preferred.

[0064] Resin [K6] is a resin obtained by further reacting resin [K5] with a carboxylic acid anhydride. The hydroxyl group generated by the reaction of a cyclic ether with a carboxylic acid or a carboxylic acid anhydride is reacted with the carboxylic acid anhydride. Examples of carboxylic acid anhydrides include maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride (himic anhydride). Among the resins [K1] to [K6], the preferred resin is the resin [K1] or [K2].

[0065] Specific examples of the resin (B) (preferably a resin containing a cyclic ether structure) include 3,4-epoxycyclohexylmethyl(meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decyl acrylate / (meth)acrylic Resins such as glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymers [K1]; glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymers, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Resins such as decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide copolymer [K2]; resins obtained by adding glycidyl (meth)acrylate to benzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to tricyclodecyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer [K4]; Examples of the resin include resin [K5] obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate with (meth)acrylic acid, resin [K6] obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / styrene / glycidyl (meth)acrylate with (meth)acrylic acid and further reacting the resulting resin with tetrahydrophthalic anhydride, and the like. Among these, resin [K1] is preferred. Specific examples of the resin (B) other than those mentioned above include resins [K2] such as 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymers; and resins [K3] such as benzyl (meth)acrylate / (meth)acrylic acid copolymers, styrene / (meth)acrylic acid copolymers, and benzyl (meth)acrylate / tricyclodecyl (meth)acrylate / (meth)acrylic acid copolymers. These resins may be used alone or in combination of two or more kinds.

[0066] The polystyrene-equivalent weight average molecular weight of resin (B) is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and even more preferably 5,000 to 30,000. When the molecular weight is within the above range, the solubility of the unexposed area in a developer is high, and the residual film rate and hardness of the obtained pattern tend to be high. The molecular weight distribution of the resin (B) [weight average molecular weight (Mw) / number average molecular weight (Mn)] is preferably 1.1-6, and more preferably 1.2-4.

[0067] The solid acid value of the resin (B) is preferably 85 mg-KOH / g or more, more preferably 100 mg-KOH / g or more, and even more preferably 110 mg-KOH / g or more. The solid acid value is preferably 200 mg-KOH / g or less, more preferably 180 mg-KOH / g or less, and even more preferably 160 mg-KOH / g or less. When the solid acid value of the resin (B) is within the above range, a colored pattern with a good shape tends to be obtained from the colored resin composition. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of resin, and can be determined by titration using, for example, an aqueous potassium hydroxide solution.

[0068] The content of the resin (B) is preferably 5 to 50 mass%, more preferably 10 to 40 mass%, and further preferably 15 to 30 mass% in 100 mass% of the solid content of the colored resin composition. When the content of the resin (B) is within the above range, the solubility of the unexposed area in the developer tends to be high.

[0069] <Polymerizable compound (C)> The polymerizable compound (C) is not particularly limited as long as it is a compound having a group capable of undergoing a polymerization reaction, and examples of the compound include compounds capable of undergoing ring-opening polymerization and compounds capable of undergoing addition polymerization.

[0070] (Compound capable of ring-opening polymerization) Compounds that can undergo ring-opening polymerization include those having a cyclic ether structure having about 2 to 4 carbon atoms (e.g., oxo Examples of the compound capable of undergoing ring-opening polymerization include compounds having a silane ring (also called an epoxy ring), an oxetane ring, and a tetrahydrofuran ring (also called an oxolane ring). More preferably, the compound capable of undergoing ring-opening polymerization is a compound having an oxirane ring or an oxetane ring, and even more preferably, a compound containing an epoxy group.

[0071] The compound containing an epoxy group (hereinafter also referred to as an epoxy compound) may have one or more oxiranyl groups. However, the epoxy compound is different from the resin (B). When such an epoxy compound or the above-mentioned resin containing an epoxy group is used in a predetermined amount, the thickness of the colored coating film can be thinned and the dielectric loss tangent can be reduced even if the total colorant content is high. The number of oxiranyl groups possessed by the epoxy compound may be one or more, may be two or more, or may be three or more.

[0072] The acid value of the epoxy compound is preferably less than 30 mg-KOH / g, more preferably 20 mg-KOH / g or less, further preferably 10 mg-KOH / g or less, and particularly preferably 0 mg-KOH / g.

[0073] The epoxy compounds include epoxy compounds that do not have a ring, such as epoxidized isoprene (co)polymers and epoxidized alkandiene (co)polymers, such as epoxidized butadiene (co)polymers; and epoxy compounds that have a ring. Examples of the ring include alicyclic hydrocarbon rings and aromatic hydrocarbon rings. These may be heterocyclic rings, but are preferably hydrocarbon rings.

[0074] Examples of the alicyclic hydrocarbon ring include cycloalkane rings having 3 to 10 carbon atoms, such as a cyclopropane ring, a cyclobutane ring, a cyclopentane ring, a cyclohexane ring, a cycloheptane ring, and a cyclooctane ring; cycloalkene rings having 5 to 10 carbon atoms, such as a cyclopentene ring, a cyclohexene ring, a cycloheptene ring, and a cyclooctene ring; bicyclo[2.2.1]heptane ring (norbornane ring), 1,7,7-trimethylbicyclo[2.2.1]heptane ring (isobornane ring), bicyclo[2.2.2]octane ring, tricyclo[5.2.1.0]heptane ring, and the like. 2,6 ] Decane ring, Tricyclo[3.3.1.1 3,7 ] Decane ring (adamantane ring) and other polycyclic aromatic rings with 7 to 15 carbon atoms Examples of the ring include an alicyclic hydrocarbon ring. The alicyclic hydrocarbon ring is preferably a cycloalkane ring having 4 to 9 carbon atoms, more preferably a cycloalkane ring having 5 to 8 carbon atoms, of which cyclohexane is more preferred.

[0075] Examples of the aromatic hydrocarbon ring include a benzene ring, a naphthalene ring, and an anthracene ring.

[0076] The epoxy compound having a ring is preferably a compound having one or more rings and two or more oxiranyl groups, more preferably an epoxy compound having two or more rings and two or more oxiranyl groups. In the epoxy compound having a ring, the number of oxiranyl groups per ring is preferably 0.8 to 1.2, more preferably 0.9 to 1.1.

[0077] As an example of an epoxy compound having an alicyclic hydrocarbon ring and two or more oxiranyl groups, 1,2-epoxy-4-(2-oxiranyl)-2,2-bis(hydroxymethyl)-1-butanol is used. (cyclohexane adducts) and the like. Examples of the epoxy compound include 3',4'-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (Celloxide 2021P, manufactured by Daicel Corporation), and ε-caprolactone-modified 3',4'-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (Celloxide 2081, manufactured by Daicel Corporation).

[0078] Examples of epoxy compounds having an aromatic hydrocarbon ring and two or more oxiranyl groups include bisphenol-type epoxy compounds such as bisphenol A-type epoxy compounds, bisphenol F-type epoxy compounds, brominated bisphenol A-type epoxy compounds, and brominated bisphenol F-type epoxy compounds; novolac-type epoxy compounds such as phenol novolac-type epoxy compounds and cresol novolac-type epoxy compounds; biphenyl-type epoxy compounds; trishydroxyphenylmethane-type epoxy compounds; tetraphenolethane-type epoxy compounds; epoxidized styrene polymers such as epoxidized styrene-butadiene copolymers and epoxidized styrene-isoprene copolymers; etc. Among these, bisphenol A-type epoxy compounds and orthocresol novolac-type epoxy compounds are particularly preferred.

[0079] The (weight) average molecular weight of the epoxy compound is preferably less than 3,000, more preferably 2,900 or less, and also preferably 50 or more, more preferably 200 or more, and further preferably 350 or more.

[0080] The epoxy equivalent of the epoxy compound is preferably 30 g / equivalent or more and 400 g / equivalent or less, more preferably 50 g / equivalent or more and 350 g / equivalent or less, further preferably 100 g / equivalent or more and 300 g / equivalent or less, and particularly preferably 150 g / equivalent or more and 250 g / equivalent or less. The epoxy equivalent can be measured by the method specified in JIS K7236.

[0081] The content of the compound capable of ring-opening polymerization is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.1% by mass or more and 5% by mass or less, and even more preferably 0.2% by mass or more and 5% by mass or less, based on 100% by mass of the colored resin composition (solid content).

[0082] (Addition polymerizable compound) The compound capable of addition polymerization (hereinafter also referred to as polymerizable compound (C1)) is not particularly limited as long as it is a compound capable of polymerization by active radicals generated from the polymerization initiator (D) by irradiation with light, and examples thereof include compounds having a polymerizable ethylenically unsaturated bond. The weight average molecular weight of the polymerizable compound (C1) is preferably 3,000 or less.

[0083] Among them, the polymerizable compound (C1) is preferably a photopolymerizable compound having three or more ethylenically unsaturated bonds, and examples thereof include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate, tetrapentaerythritol deca(meth)acrylate, and tetrapentaerythritol. Examples of the dipentaerythritol hexa(meth)acrylate include aryl nona(meth)acrylate, tris(2-(meth)acryloyloxyethyl)isocyanurate, ethylene glycol modified pentaerythritol tetra(meth)acrylate, ethylene glycol modified dipentaerythritol hexa(meth)acrylate, propylene glycol modified pentaerythritol tetra(meth)acrylate, propylene glycol modified dipentaerythritol hexa(meth)acrylate, caprolactone modified pentaerythritol tetra(meth)acrylate, caprolactone modified dipentaerythritol hexa(meth)acrylate, etc. Among them, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc. are mentioned.

[0084] The content of the polymerizable compound (C1) is based on 100 parts by mass of the resin (B) in the colored resin composition. The amount is preferably 20 to 150 parts by mass, and more preferably 80 to 120 parts by mass.

[0085] <Polymerization initiator (D)> The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active radicals, acids, etc. by the action of light or heat and initiate polymerization, and any known polymerization initiator can be used. Examples of the polymerization initiator (D) include O-acyloxime compounds, alkylphenone compounds, biimidazole compounds, triazine compounds, and acylphosphine oxide compounds. The polymerization initiator (D) may be used alone or in combination of two or more. The preferred polymerization initiator (D) is O-acyloxime compound.

[0086] The O-acyloxime compound is a compound having a structure represented by formula (d): In the following, * represents a bond.

[0087] [ka]

[0088] The O-acyloxime compound is preferably at least one selected from the group consisting of a compound represented by the following formula (d1) (hereinafter, sometimes referred to as compound (d1)), a compound represented by the following formula (d2) (hereinafter, sometimes referred to as compound (d2)), and a compound represented by the following formula (d3) (hereinafter, sometimes referred to as compound (d3)).

[0089] [ka]

[0090] [In formulas (d1) to (d3), R d1represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, a heterocyclic group having 3 to 36 carbon atoms which may have a substituent, an alkyl group having 1 to 15 carbon atoms which may have a substituent, or a group which may have a substituent, which is a combination of an aromatic hydrocarbon group and an alkanediyl group derived from the alkyl group, and the methylene group (-CH2-) contained in the alkyl group is -O-, -CO-, -S-, -SO2- or -NR d5 - may be replaced. R d2 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 36 carbon atoms, or an alkyl group having 1 to 10 carbon atoms. R d3 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or a heterocyclic group having 3 to 36 carbon atoms which may have a substituent. R d4 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or an aliphatic hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, and a methylene group (-CH2-) contained in the aliphatic hydrocarbon group may be replaced by -O-, -CO- or -S-. The methine group (-CH<) contained in the aliphatic hydrocarbon group is replaced with -PO3<. The hydrogen atoms contained in the aliphatic hydrocarbon groups may be substituted with OH groups. R d5 represents an alkyl group having 1 to 10 carbon atoms, and a methylene group (-CH2-) contained in the alkyl group may be replaced with -O- or -CO-.]

[0091] R d1 The number of carbon atoms in the aromatic hydrocarbon group represented by the formula (I) is preferably 6 to 15, more preferably 6 to 12, and further preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, and a terphenyl group, of which a phenyl group and a naphthyl group are more preferable, and a phenyl group is particularly preferable. Also R d1The aromatic hydrocarbon group represented by the formula (I) may have one or more substituents. The substituent is preferably substituted at the α-position or γ-position of the aromatic hydrocarbon group, and more preferably at the γ-position. Examples of the substituent include alkyl groups having 1 to 15 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, and pentadecyl groups; halogen atoms, such as fluorine, chlorine, iodine, and bromine atoms; and the like. The number of carbon atoms in the alkyl group as the substituent is preferably 1 to 10, and more preferably 1 to 7. The alkyl group as the substituent may be linear, branched, or cyclic, or may be a group in which a chain group and a cyclic group are combined. The methylene group (-CH2-) contained in the alkyl group as the substituent is replaced with -O- or -S-. In addition, the hydrogen atom contained in the alkyl group may be substituted with a halogen atom such as a fluorine atom, a chlorine atom, an iodine atom or a bromine atom, and is preferably substituted with a fluorine atom.

[0092] R d1 Examples of the alkyl group as a substituent of the aromatic hydrocarbon group represented by the formula include groups represented by the following formula: In the formula, * represents a bond.

[0093] [ka]

[0094] [ka]

[0095] R d1 Examples of the aromatic hydrocarbon group which may have a substituent represented by the following formula include In the formula, * represents a bond.

[0096] [ka]

[0097] [ka]

[0098] R d1 As the aromatic hydrocarbon group which may have a substituent represented by the following formula, a group represented by the following formula is preferred.

[0099] [ka]

[0100] [In the formula, R d6 represents an alkyl group having 1 to 10 carbon atoms which may be substituted with a halogen atom, R d6 may be substituted with a halogen atom; and m2 represents an integer of 1 to 5.]

[0101] R d6 The alkyl group represented by the formula R d1 Examples of the substituent of the aromatic hydrocarbon group represented by the formula (R) include the same groups as those exemplified as the alkyl group. d6 The number of carbon atoms in R is preferably 2 to 7, and more preferably 2 to 5. d6 The alkyl group represented by the formula (I) may be any of linear, branched, and cyclic, and is preferably linear (linear or branched). R d6 Examples of the halogen atom which may replace the hydrogen atom in R include a fluorine atom, a chlorine atom, an iodine atom, and a bromine atom, and a fluorine atom is particularly preferred. d6 Of the hydrogen atoms contained in R, preferably 2 or more and 10 or less are substituted with halogen atoms, and more preferably 3 or more and 6 or less are substituted with halogen atoms. d6 The substitution position of the O-group is preferably the ortho-position or the para-position, and particularly preferably the para-position. Furthermore, m2 is preferably 1 or 2, and particularly preferably 1.

[0102] R d1 The number of carbon atoms in the heterocyclic group represented by the following formula is preferably 3 to 20, more preferably 3 to 10, and further preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a furyl group, a thienyl group, an indolyl group, a benzofuryl group, and a carbazolyl group. Also R d1 The heterocyclic group represented by the formula (I) may have one or more substituents. The substituents include R d1 Examples of the substituent that the aromatic hydrocarbon group represented by the following formula (I) may have include the same groups as those exemplified above.

[0103] R d1 The number of carbon atoms in the alkyl group represented by R is preferably 1 to 12. d1 Examples of the alkyl group represented by the formula (I) include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, and a pentadecyl group. These alkyl groups may be linear, branched, or cyclic, or may be a combination of a linear (linear or branched) group and a cyclic group. d1 In the alkyl group represented by the formula: d5 -, and the hydrogen atom may be substituted by an OH group or an SH group.

[0104] R d5 represents an alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, and more preferably an alkyl group having 1 to 3 carbon atoms. The alkyl group may be chain-shaped (linear or branched) or cyclic, and may be any of linear, branched, and cyclic, or may be a combination of a chain-shaped group and a cyclic group. d5 In the alkyl group, the methylene group (-CH2-) is replaced by -O- or -CO-. It's okay to know.

[0105] R d1 Specific examples of the alkyl group which may have a substituent and is represented by the following formula include groups represented by the following formula: * represents a bond.

[0106] [ka]

[0107] In addition, R d1 The aromatic hydrocarbon group represented by the above R d1 The number of carbon atoms in the group obtained by combining an alkanediyl group derived from an alkyl group represented by the formula (I) is preferably 7 to 33, more preferably 7 to 18, and further preferably 7 to 12. The combined group may have one or more substituents, and examples of the substituents include the same groups as those exemplified as the substituents that the aromatic hydrocarbon group and the alkyl group may have. d1 The aromatic hydrocarbon group represented by the above R d1 Examples of groups formed by combining an alkyl group represented by the formula (I) with an alkanediyl group include aralkyl groups, and specific examples include groups represented by the following formula: In the formula, * represents a bond.

[0108] [ka]

[0109] Among them, R d1 As the alkyl group, an aromatic hydrocarbon group which may have a substituent or an alkyl group which may have a substituent is preferable, and an aromatic hydrocarbon group which may have a substituent is more preferable.

[0110] R d2The number of carbon atoms in the aromatic hydrocarbon group represented by the formula (I) is preferably 6 to 15, more preferably 6 to 12, and further preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, and a terphenyl group. R d2 The number of carbon atoms in the heterocyclic group represented by the following formula is preferably 3 to 20, more preferably 3 to 10, and further preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a furyl group, a thienyl group, an indolyl group, a benzofuryl group, and a carbazolyl group. R d2 The number of carbon atoms in the alkyl group represented by the formula (I) is preferably 1 to 7, more preferably 1 to 5, and further preferably 1 to 3. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group. The alkyl group may be linear, branched, or cyclic, or may be a group in which a linear group and a cyclic group are combined.

[0111] R d2 As the alkyl group, a chain alkyl group is preferable, and a chain alkyl group having 1 to 5 carbon atoms is more preferable. A alkyl group is preferably a methyl group, more preferably a chain alkyl group having 1 to 3 carbon atoms, and particularly preferably a methyl group.

[0112] R d3 The number of carbon atoms in the aromatic hydrocarbon group represented by the formula (I) is preferably 6 to 15, more preferably 6 to 12, and further preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, and a terphenyl group, and a phenyl group and a naphthyl group are more preferred. Also, R d3The aromatic hydrocarbon group represented by the formula (I) may have one or more substituents. The substituent is preferably substituted at the α-position or γ-position of the aromatic hydrocarbon group. The substituent is preferably an aliphatic hydrocarbon group having 1 to 15 carbon atoms, and specific examples thereof include alkyl groups having 1 to 15 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl groups; alkenyl groups having 1 to 15 carbon atoms, such as ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, nonenyl, and decenyl groups; and the like. R d3 The number of carbon atoms of the aliphatic hydrocarbon group which may be contained in the aromatic hydrocarbon group represented by the formula (I) is preferably 1 to 7, and the aliphatic hydrocarbon group may be any of linear, branched, and cyclic, and may be a group in which a linear group and a cyclic group are combined. In addition, the methylene group (-CH2-) contained in the aliphatic hydrocarbon group may be linked to -O-, -CO-, or -S-. may be substituted, and the methine group (-CH<) may be replaced by -N<.

[0113] R d3 Examples of the aliphatic hydrocarbon group that may be possessed by the aromatic hydrocarbon group represented by the formula include groups represented by the following formula: In the formula, * represents a bond.

[0114] [ka]

[0115] R d3 Examples of the aromatic hydrocarbon group represented by the formula (I) which may have a substituent include groups represented by the following formula: In the formula, * represents a bond.

[0116] [ka]

[0117] R d3The number of carbon atoms in the heterocyclic group represented by the following formula is preferably 3 to 20, more preferably 3 to 10, and further preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a furyl group, a thienyl group, an indolyl group, a benzofuryl group, and a carbazolyl group. Also, R d3 The heterocyclic group represented by the formula (I) may have one or more substituents, and the substituents include R d1 Examples of the substituent that the aromatic hydrocarbon group represented by the following formula (I) may have include the same groups as those exemplified above.

[0118] Among them, R d3 is preferably an aromatic hydrocarbon group having a substituent, and the substituent is preferably a chain alkyl group having 1 to 7 carbon atoms (more preferably 1 to 3 carbon atoms), and the number of the substituents is preferably 2 or more and 5 or less.

[0119] R d4 The number of carbon atoms in the aromatic hydrocarbon group represented by the formula (I) is preferably 6 to 15, more preferably 6 to 12, and even more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, and a terphenyl group, with a phenyl group and a naphthyl group being more preferred, and a phenyl group being even more preferred. Also R d4 The aromatic hydrocarbon group represented by the formula (I) may have one or more substituents. The substituents include R d1 The aromatic hydrocarbon group may have the same substituents as those mentioned above.

[0120] R d4 The number of carbon atoms in the aliphatic hydrocarbon group represented by R is preferably 1 to 13, more preferably 2 to 10, and further preferably 4 to 9. d4Examples of the aliphatic hydrocarbon group represented by the formula (I) include alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, and pentadecyl; alkenyl groups such as ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, butadecenyl, and pentadecenyl; and the like. These aliphatic hydrocarbon groups may be chain-shaped (linear or branched), cyclic, or may be a combination of a chain-shaped group and a cyclic group. In addition, R d4 In the aliphatic hydrocarbon group, the methylene group (-CH2- ) may be replaced by -O-, -CO- or -S-, a methine group (-CH<) may be replaced by -PO3<, and a hydrogen atom contained in the aliphatic hydrocarbon group may be replaced by O It may be substituted with a H group.

[0121] R d4 Examples of the aliphatic hydrocarbon group represented by the formula (I) which may have a substituent include groups represented by the following formula: In the formula, * represents a bond.

[0122] [ka]

[0123] R d4 is preferably a chain aliphatic hydrocarbon group which may have a substituent, more preferably a chain alkyl group which has no substituent, and further preferably a branched alkyl group which has no substituent.

[0124] Compound (d1) includes compounds represented by formula (d1), specifically, compounds represented by formula (d1-1) to compounds represented by formula (d1-67). In Tables 1 to 7, * represents a bond.

[0125] [ka]

[0126] [Table 1]

[0127] [Table 2]

[0128] [Table 3]

[0129] [Table 4]

[0130] [Table 5]

[0131] [Table 6]

[0132] [Table 7]

[0133] Among these, the compounds represented by formulae (d1-3) to (d1-6), the compounds represented by formulae (d1-18) to (d1-52), the compounds represented by formulae (d1-55), (d1-56), (d1-60), and (d1-61) are preferred. More preferred are the compounds represented by formulas (d1-3) to (d1-6), and the compounds represented by formulas (d1-18) to (d1-41), even more preferred are the compounds represented by formulas (d1-24), and the compounds represented by formulas (d1-36) to (d1-40), and particularly preferred is the compound represented by formula (d1-24).

[0134] Compound (d1) can be produced by the production method described in JP-A-2014-500852.

[0135] The compound (d2) is R d1 an alkyl group having 1 to 15 carbon atoms which may have a substituent, R d2 is an alkyl group having 1 to 10 carbon atoms; R d3 an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, R d4 is preferably an aliphatic hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, More preferably, R d1 represents a methyl group, an ethyl group, or a propyl group; R d2 represents a methyl group, an ethyl group, or a propyl group; R d3 is substituted with a methyl group represents a group, R d4 is a methyl group, an ethyl group, or a propyl group, More preferably, R d1 and R d2 is a methyl group, R d3 is an o-tolyl group and R d4 is an ethyl group.

[0136] Compound (d3) is R d1 R is an alkyl group having 1 to 15 carbon atoms which may have a substituent, d2 is an aromatic hydrocarbon group having 6 to 18 carbon atoms, More preferably, R d1is a hexyl group and R d2 is a phenyl group.

[0137] Examples of such O-acyloxime compounds include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine, and N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine. -1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-one-2-imine, etc. Commercially available products such as Irgacure OXE01, OXE02, OXE03 (all manufactured by BASF), N-1919 (manufactured by ADEKA) may also be used. With these O-acyloxime compounds, color filters with excellent lithography performance tend to be obtained.

[0138] The alkylphenone compound is a compound having a partial structure represented by formula (d4) or a partial structure represented by formula (d5). In these partial structures, the benzene ring may have a substituent.

[0139] [ka]

[0140] Examples of the compound having the structure represented by formula (d4) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one, etc. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) may also be used. Examples of compounds having a structure represented by formula (d5) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyl dimethyl ketal. In terms of sensitivity, the alkylphenone compound is preferably a compound having a structure represented by formula (d4).

[0141] Examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, JP-A-6-75372 and JP-A-6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, and 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole. phenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, JP-B-48-38403 and JP-A-62-174204), imidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with carboalkoxy groups (see, for example, JP-A-7-10913), etc. Among these, the compounds represented by the following formula and mixtures thereof are preferred.

[0142] [ka]

[0143] The triazine compounds include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-( 5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

[0144] The acylphosphine oxide compound may, for example, be 2,4,6-trimethylbenzoyldiphenylphosphine oxide.

[0145] Further, examples of the polymerization initiator (D) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, o-benzoyl methyl benzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds. These are preferably used in combination with the polymerization initiator aid (D1) (especially amines) described below.

[0146] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 5 to 25 parts by mass, and even more preferably 10 to 20 parts by mass, based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C1). When the content of the polymerization initiator (D) is within the above range, the sensitivity is increased and the exposure time tends to be shortened, thereby improving the productivity of the color filter.

[0147] <Polymerization initiator aid (D1)> The polymerization initiation aid (D1) is a compound used to promote the polymerization of a polymerizable compound whose polymerization has been initiated by a polymerization initiator, or a sensitizer. When the polymerization initiation aid (D1) is contained, it is used in combination with the polymerization initiator (D). Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds. Among them, thioxanthone compounds are preferred. Two or more types of polymerization initiation aids (D1) may be contained.

[0148] Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, 4,4'-bis(ethylmethylamino)benzophenone, etc., and among these, 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may also be used.

[0149] Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, and 2-ethyl-9,10-dibutoxyanthracene.

[0150] Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0151] Examples of the carboxylic acid compound include phenylsulfanylacetic acid, methylphenylsulfanylacetic acid, ethylphenylsulfanylacetic acid, methylethylphenylsulfanylacetic acid, dimethylphenylsulfanylacetic acid, methoxyphenylsulfanylacetic acid, dimethoxyphenylsulfanylacetic acid, chlorophenylsulfanylacetic acid, dichlorophenylsulfanylacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0152] The content of the polymerization initiation aid (D1) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C1). When the amount of the polymerization initiation aid (D1) is within this range, a colored pattern can be formed with higher sensitivity, and the productivity of the color filter tends to improve.

[0153] <Solvent (E)> The colored resin composition of the present invention preferably contains a solvent (E). Examples of the solvent (E) include ester solvents (solvents containing -COO-), ether solvents other than ester solvents (solvents containing -O-), ether ester solvents (solvents containing -COO- and -O-), ketone solvents other than ester solvents (solvents containing -CO-), alcohol solvents, aromatic hydrocarbon solvents, and amides. Solvents and dimethyl sulfoxide.

[0154] Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0155] Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenetole, and methylanisole.

[0156] Examples of ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methyl ...2-ethoxy-2-methylpropionate, and methyl 2-ethoxy-2-methylpropionate. Examples of the monomer units include ethyl acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, and dipropylene glycol methyl ether acetate.

[0157] Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0158] Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin. Aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene. Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0159] The solvent (E) may be used in combination of two or more kinds. From the viewpoint of coating property and drying property, an organic solvent having a boiling point at 1 atm of 120° C. or more and 180° C. or less is preferable. Among them, propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, Ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 3-methoxybutyl acetate, 3-methoxy-1-butanol, 4-hydroxy-4-methyl-2-pentanone and N,N-dimethylformamide are preferred, and propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, dipropylene glycol methyl ether acetate, ethyl lactate, 3-methoxybutyl acetate, 3-methoxy-1-butanol and ethyl 3-ethoxypropionate are more preferred.

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

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

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

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

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

[0165] The content of the leveling agent (F) is preferably 0.001% by mass or more and 0.2% by mass or less, more preferably 0.002% by mass or more and 0.1% by mass or less, and more preferably 0.005% by mass or more and 0.05% by mass or less, based on the total amount of the colored resin composition. Note that this content does not include the content of the pigment dispersant.

[0166] <Method of producing colored resin composition> The colored resin composition of the present invention contains a colorant (A) and a resin (B), and further contains a polymerizable compound (C1), a polymerization initiator (D), and, if necessary, a solvent (E), a leveling agent (F), a polymerization initiator (G), and a polymerization initiator. It can be prepared by mixing the initiator (D1) and other components.

[0167] <Manufacturing method of color filters> Examples of methods for producing a colored pattern from the colored resin composition of the present invention include a photolithography method, an inkjet method, and a printing method. Among these, the photolithography method is preferred. The photolithography method is a method in which the colored resin composition is applied to a substrate, dried to form a colored composition layer, and the colored composition layer is exposed through a photomask and developed. In the photolithography method, a colored coating film, which is a cured product of the colored composition layer, can be formed by not using a photomask during exposure and / or not developing. The colored pattern or colored coating film thus formed is the color filter of the present invention.

[0168] The substrate may be a glass plate such as quartz glass, borosilicate glass, alumina silicate glass, or soda lime glass with a silica-coated surface; a resin plate such as polycarbonate, polymethylmethacrylate, or polyethylene terephthalate; silicon; or a substrate having a thin film of aluminum, silver, or a silver / copper / palladium alloy formed thereon. On these substrates, another color filter layer, a resin layer, a transistor, a circuit, or the like may be formed. A silicon substrate treated with HMDS (1,1,1,3,3,3-hexamethyldisilazane) may also be used.

[0169] The formation of each color pixel by photolithography can be carried out using known or conventional devices and conditions. For example, the pixel can be produced as follows. First, a colored resin composition is applied onto a substrate, and then dried by heating and drying (pre-baking) and / or drying under reduced pressure to remove volatile components such as a solvent, thereby obtaining a smooth colored composition layer. Examples of the coating method include spin coating, slit coating, and slit and spin coating. The temperature when drying by heating is preferably 30 to 120° C., more preferably 50 to 110° C. The heating time is preferably 10 seconds to 5 minutes, more preferably 30 seconds to 3 minutes. When drying is carried out under reduced pressure, it is preferable to carry out the drying under a pressure of 50 to 150 Pa and at a temperature in the range of 20 to 25°C. The thickness of the colored composition layer is not particularly limited, and may be appropriately selected depending on the intended thickness of the color filter.

[0170] Next, the colored composition layer is exposed through a photomask for forming a desired colored pattern. The pattern on the photomask is not particularly limited, and a pattern depending on the intended use is used. The light source used for exposure is preferably a light source that generates light with a wavelength of 250 to 450 nm. For example, light less than 350 nm may be cut using a filter that cuts this wavelength range, or light around 436 nm, around 408 nm, and around 365 nm may be selectively extracted using a bandpass filter that extracts these wavelength ranges. Specifically, the light source may be a mercury lamp, a light-emitting diode, a metal halide lamp, a halogen lamp, etc. It is preferable to use an exposure device such as a mask aligner (proximity exposure device) or a stepper (reduction projection exposure device), since it is possible to uniformly irradiate the entire exposure surface with parallel light rays and to accurately align the photomask with the substrate on which the colored composition layer is formed. The colored composition layer after exposure is brought into contact with a developer and developed to form a colored pattern on the substrate. The unexposed portion of the colored composition layer is dissolved in the developer and removed by development. The developer is preferably an aqueous solution of an alkaline compound such as potassium hydroxide, sodium hydrogen carbonate, sodium carbonate, or tetramethylammonium hydroxide. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, more preferably 0.01 to 10% by mass. The content of the developer is 0.03 to 5% by mass. Furthermore, the developer may contain a surfactant. The developing method may be any of a puddle method, a dipping method, a spray method, etc. Furthermore, the substrate may be inclined at an arbitrary angle during the developing. After development, it is preferable to wash with water. Furthermore, it is preferable to perform post-baking on the obtained colored pattern. The post-baking temperature is preferably 80 to 250° C., more preferably 100 to 250° C., even more preferably 150 to 250° C., and even more preferably 160 to 235° C. The post-baking time is preferably 1 to 120 minutes, more preferably 2 to 120 minutes, even more preferably 10 to 60 minutes, and even more preferably 10 to 30 minutes.

[0171] Since the thickness of the obtained coating film affects adjacent pixels, it is preferable that the coating film is as thin as possible. In particular, if the coating film is thick, when a liquid crystal panel is produced, light from the light source may pass through two or more color pixels and leak out, and when the panel is viewed obliquely, the vividness of the color may be lost. The coating film after post-baking is preferably, for example, 4 μm or less or 3 μm or less, more preferably 2.8 μm or less, even more preferably 2.5 μm or less, and even more preferably 2.3 μm or less. The lower limit of the coating film is not particularly limited, but is usually 0.1 μm or more, preferably 0.2 μm or more, 0.5 μm or more, or 1 μm or more, and may be 1.5 μm or more.

[0172] The colored coating film is formed so that the film thickness after post-baking at a temperature of 230° C. for 30 minutes is 1 to 4 μm (preferably 1 to 3 μm, more preferably 2.8 μm or less, even more preferably 2.5 μm or less, and even more preferably 2.3 μm or less). 5 Luk It is preferable that the dielectric tangent tan δ at a frequency of 20 Hz when illuminated with an illuminance of 1.5×10 s (lx) is 0.20 or less. The tan δ of the colored coating film is more preferably 0.18 or less, and even more preferably 0.15 or less. The closer to 0 the tan δ value is, the better. It is preferable that the tan δ of the colored coating film is measured on the surface opposite to the irradiated surface while irradiating the coating film with a light, and an appropriate commercially available light may be used as the light. The colored coating film is irradiated with, for example, a light with an illuminance of 1.5×10 5 ~3.0×10 5The illumination can be adjusted within a range of lux (lx), and the brightness and irradiation distance of the light can be adjusted so that the illumination is within this range. 5 It is measured in lux (lx). By irradiating the colored coating, The tan δ can be measured in an environment similar to that when the colored coating film (color filter) is actually applied to a display device. If the colored coating film is not irradiated, the tan δ tends to be measured as a small value, for example, less than 0.04, so it tends to be difficult to evaluate or predict defects in the screen display that may occur when the colored coating film is applied to a display device. If the colored coating film (color filter) satisfies the above range of tan δ, screen flicker tends to be suppressed, so it can be suitably used, for example, in mobile liquid crystal screens. The colored coating film preferably satisfies the above-mentioned dielectric tangent and film thickness, and also satisfies 0≦x≦0.40, 0.40≦y≦0.85 (preferably 0≦x≦0.35, 0.50≦y≦0.85, more preferably 0≦x≦0.30, 0.55≦y≦0.70) in the XYZ color system.

[0173] By using the colored resin composition of the present invention, it is possible to produce a color filter having a reduced dielectric loss tangent. The color filter is useful as a color filter for use in display devices (e.g., liquid crystal display devices, organic EL devices, electronic paper, etc.) and solid-state imaging devices. EXAMPLES

[0174] The present invention will be described in more detail below with reference to examples. However, the present invention is not limited to the following examples, and it is possible to carry out the present invention by making appropriate modifications within the scope of the above and below-mentioned aims, and all such modifications are included in the technical scope of the present invention. In the following, unless otherwise specified, "parts" means "parts by mass" and "%" means "parts by mass". %".

[0175] Synthesis Example 1 A flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel and a nitrogen inlet tube was charged with 340 parts of propylene glycol monomethyl ether acetate, and the atmosphere in the flask was changed from air to nitrogen, and then heated to 80°C. Next, a mixed solution of 30 parts of acrylic acid, 60 parts of benzyl methacrylate, 10 parts of tricyclodecanyl methacrylate and 73 parts of propylene glycol monomethyl ether acetate was dropped over 5 hours. On the other hand, a solution in which 40 parts of a polymerization initiator, 2,2-azobis(2,4-dimethylvaleronitrile), was dissolved in 197 parts of propylene glycol monomethyl ether acetate was dropped over 6 hours. After the dropwise addition of the initiator solution was completed, the mixture was kept at 80°C for 3 hours and then cooled to room temperature to obtain a copolymer (resin B1) solution having a viscosity of 210 mPas measured with a B-type viscometer (23°C) and a solid content of 33.9% by mass (hereinafter sometimes referred to as resin solution (B1)). The weight average molecular weight Mw of the resulting copolymer was 10.2×10 3 , the degree of dispersion (molecular weight distribution) is 2.10, and the acid value converted to solid content is The value was 110 mg KOH / g.

[0176] Synthesis Example 2 A 1 L flask equipped with a reflux condenser, a dropping funnel and a stirrer was filled with an appropriate amount of nitrogen to replace the atmosphere, and 362 parts by mass of propylene glycol monomethyl ether acetate was added and heated to 80°C with stirring. Next, 58 parts by mass of acrylic acid, 3,4-epoxytricyclo[5.2.1.0 2,6 ]Decan-8-yl acrylate and 3,4-epoxy Tricyclo[5.2.1.0 2,6 ]Decan-9-yl acrylate mixture (content ratio is molybdenum) A mixed solution of 167 parts by mass of 1:1 dimethyl acrylate, 65 parts by mass of 2-ethylhexyl acrylate, and 111 parts by mass of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a mixed solution of 27 parts by mass of 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 210 parts by mass of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the completion of the dropwise addition, the mixture was kept at the same temperature for 5.5 hours and then cooled to room temperature to obtain a copolymer (resin B2) solution with a B-type viscosity (23°C) of 43 mPas, a solid content of 29.8% by mass, and an acid value of the solid content of 148 mg-KOH / g (hereinafter, sometimes referred to as resin solution (B2)). The weight average molecular weight Mw of the produced copolymer was 1.09 × 10 4 The polydispersity (molecular weight distribution) was 2.25.

[0177] Synthesis Example 3 A 1 L flask equipped with a reflux condenser, a dropping funnel and a stirrer was filled with an appropriate amount of nitrogen to replace the atmosphere, and 280 parts by mass of propylene glycol monomethyl ether acetate was added and heated to 80°C with stirring. Next, 38 parts by mass of acrylic acid, 3,4-epoxytricyclo[5.2.1.0 2,6 ]Mixture of decane-8 and / or decane-9-yl acrylate A mixed solution of 289 parts by mass of 2,2-azobis(2,4-dimethylvaleronitrile) and 125 parts by mass of propylene glycol monomethyl ether acetate was dropped over 5 hours. Meanwhile, a mixed solution of 33 parts by mass of 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 235 parts by mass of propylene glycol monomethyl ether acetate was dropped over 6 hours. After the dropwise addition, the mixture was kept at the same temperature for 4 hours and then cooled to room temperature to obtain a copolymer (resin B3) solution with a B-type viscosity (23°C) of 125 mPas, a solid content of 37.0 mass%, and a solid acid value of 77 mg-KOH / g (hereinafter sometimes referred to as resin solution (B3)). The weight average molecular weight Mw of the produced copolymer was 9200, and the degree of dispersion (molecular weight distribution) was 2.08. The obtained copolymer solution showed almost no absorption at 500 to 600 nm.

[0178] The polystyrene-equivalent weight average molecular weight Mw and number average molecular weight Mn of the resins obtained in the above Synthesis Examples were measured using a GPC method under the following conditions. Equipment: HLC-8120GPC (Tosoh Corporation) Column: TSK-GELG2000HXL Column temperature: 40℃ Solvent: THF Flow rate: 1.0mL / min Test liquid solid content concentration: 0.001~0.01% by mass Injection volume: 50μL Detector: RI Calibration standard material ;TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (Manufactured by Tosoh Corporation)

[0179] [Preparation of Dispersion] Dispersions (A-1) to (A-8) were prepared by mixing the following components and thoroughly dispersing the pigment using a bead mill. The above resin solutions (B1) to (B3) were used as resins (B1) to (B3).

[0180] [Preparation of Dispersion (A-1)] CI Pigment Green 58 14.9 parts Acrylic pigment dispersant 2.2 parts Resin (B1) 17.7 parts Propylene glycol monomethyl ether acetate 65.2 parts

[0181] [Preparation of Dispersion (A-2)] CI Pigment Green 59 10.9 parts Acrylic pigment dispersant 4.1 parts Resin (B1) 9.1 parts Propylene glycol monomethyl ether acetate 75.2 parts

[0182] [Preparation of Dispersion (A-3)] CI Pigment Yellow 150 12.1 parts Acrylic pigment dispersant 5.4 parts Resin (B1) 12.4 parts Propylene glycol monomethyl ether acetate 70.1 parts

[0183] [Preparation of Dispersion (A-4)] CI Pigment Green 58 14.0 parts Acrylic pigment dispersant 1.9 parts Resin (B2) 21.8 parts Propylene glycol monomethyl ether acetate 62.3 parts

[0184] [Preparation of Dispersion (A-5)] CI Pigment Green 59 14.0 parts Acrylic pigment dispersant 1.9 parts Resin (B2) 21.8 parts Propylene glycol monomethyl ether acetate 62.3 parts

[0185] [Preparation of Dispersion (A-6)] CI Pigment Yellow 150 12.1 parts Acrylic pigment dispersant 5.4 parts Resin (B2) 14.1 parts Propylene glycol monomethyl ether acetate 68.4 parts

[0186] [Preparation of Dispersion (A-7)] CI Pigment Green 58 14.0 parts Acrylic pigment dispersant 1.9 parts Resin (B3) 17.6 parts Propylene glycol monomethyl ether acetate 66.5 parts

[0187] [Preparation of Dispersion (A-8)] CI Pigment Yellow 185 8.1 parts Acrylic pigment dispersant 5.3 parts Resin (B3) 7.7 parts Propylene glycol monomethyl ether acetate 78.9 parts

[0188] Examples 1 to 6 and Comparative Examples 1 to 2 [Preparation of Colored Resin Composition] The components shown in Table 8 were mixed to obtain a colored resin composition.

[0189] [Table 8]

[0190] The components in Table 8 are as follows. The amounts used in the table indicate the amounts of the following components used. Dispersions (A-1) to (A-8): Dispersions prepared above Resin (B1): Copolymer solution obtained in Synthesis Example 1 Resin (B2): Copolymer solution obtained in Synthesis Example 2 (component containing a cyclic ether structure) Resin (B3): Copolymer solution obtained in Synthesis Example 3 (component containing a cyclic ether structure) Polymerizable compound (C1) (component containing a cyclic ether structure (epoxy group)): 2,2-bis( 1,2-Epoxy-4-(2-oxiranyl)cyclohexane of (hydroxymethyl)-1-butanol Polypropylene glycol adduct (EHPE3150; Daicel Corporation, 50% solids) Recollect Monomethyl Ether Acetate Solution) Polymerizable compound (C1): dipentaerythritol polyacrylate (A-9570W; manufactured by Shin-Nakamura Chemical Co., Ltd.) Polymerization initiator (D): Irgacure (registered trademark) OXE-03; manufactured by BASF; a compound represented by formula (d1-24)

[0191] [ka]

[0192] Solvent (E): Propylene glycol monomethyl ether acetate Leveling agent (F): Polyether modified silicone oil (SH8400; manufactured by Dow Corning Toray Co., Ltd., propylene glycol monomethyl ether acetate solution with 10% solids)

[0193] [Pattern Creation] The colored resin composition was applied by spin coating onto a 2-inch square glass substrate (Eagle XG; Corning Incorporated), and then prebaked at 100° C. for 3 minutes. After cooling, the substrate was exposed to light at 150 mJ / cm 2 in the air using an exposure machine (TME-150RSK; Topcon Corporation), with the distance between the substrate and a quartz glass photomask having a pattern set to 100 μm. 2 The exposure was 365 nm. A mask with a 50 μm line and space pattern was used for the photolithography. After the photolithography, the coating film was developed by immersion in an aqueous developer containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 24° C. for 60 seconds, washed with water, and then post-baked in an oven at 230° C. for 30 minutes to obtain a pattern.

[0194] [Film thickness measurement] The film thickness FT (μm) of the obtained pattern was measured using a film thickness measuring device (DEKTAK3; manufactured by Nippon Shinku Gijutsu Co., Ltd.). The patterns obtained in Examples 1 to 4 and Comparative Examples 1 and 2 had x and y values ​​of 0.270 and 0.638, respectively, in the XYZ color system, the pattern obtained in Example 5 had x and y values ​​of 0.214 and 0.638, respectively, in the XYZ color system, and the pattern obtained in Example 6 had x and y values ​​of 0.270 and 0.638, respectively. The results are shown in Table 8.

[0195] [Dielectric tangent (tan δ) measurement] The dielectric loss tangent was measured by the following method. First, the colored resin composition was applied by spin coating to a glass substrate (resistance: 10Ω) on which a transparent conductive film (ITO film) was formed, and the substrate was prebaked at 100°C for 3 minutes. After cooling, the glass substrate on which the colored resin composition was applied was exposed to 80 mJ / cm2 in the air using an exposure machine (TME-150RSK; manufactured by Topcon Corporation). 2 Dew The sample was irradiated with light at a light intensity (based on 365 nm) and post-baked at 230°C for 30 minutes. Using a magnetron sputtering device (MSP-1S, manufactured by Vacuum Device Co., Ltd.), a Pd / Pt-based deposition material was deposited on the coating film to a diameter of 1.5 cm to prepare an electrode part. A drop of silver-based conductive paint (TreeBond 3350C) was placed on the center of the electrode part, and then dried at 100°C for 3 minutes to obtain a measurement substrate. The surface of the measurement substrate opposite the coating surface was irradiated with light. The illuminance of the surface is 2.8×10 5 The coating surface is exposed to light under conditions of lux (lx) and the LCR Meter / Impedance Analyzer (Precision Component Analyzer 6440B; Wayne Kerr The dielectric tangent at a frequency of 20 Hz was measured using a quartz crystal analyzer (manufactured by Hitachi Electronics). [Industrial Applicability]

[0196] The colored resin composition of the present invention can be suitably used in the production of color filters, display devices, and solid-state imaging devices.

Claims

1. A colored resin composition comprising at least a colorant and a resin, The colored resin composition comprises a cyclic ether structure-containing component, the colorant comprises at least a green colorant, and the content of the total colorant is 45.5 mass% or more relative to the solid content of the colored resin composition.

2. 2. The colored resin composition according to claim 1, wherein the resin contains a resin having a solid content acid value of 85 mg-KOH / g or more.

3. The colored resin composition according to claim 1 or 2, wherein the content of the green colorant is 5% by mass or more and 60% by mass or less based on the solid content of the colored resin composition.

4. 4. The colored resin composition according to claim 1, wherein the green colorant is zinc phthalocyanine.

5. The colored resin composition according to any one of claims 1 to 4, wherein the green colorant comprises at least one of C. I. Pigment Green 58 and C. I. Pigment Green 59.

6. The colored resin composition according to any one of claims 1 to 5, wherein the colorant further comprises a yellow colorant.

7. The colored resin composition according to any one of claims 1 to 6, wherein the content of the cyclic ether structure-containing component is 0.1 mass% or more and 40 mass% or less based on the solid content of the colored resin composition.

8. A colored coating film was formed from the colored resin composition so that the film thickness after post-baking at a temperature of 230° C. for 30 minutes was 1 to 4 μm. 5 Illuminated by lux (lx) The colored resin composition according to any one of claims 1 to 7, which has a dielectric loss tangent tan δ of 0.20 or less at a frequency of 20 Hz when the composition is heated.

9. A color filter formed from the colored resin composition according to any one of claims 1 to 8.

10. A display device comprising the color filter according to claim 9.

11. A solid-state imaging device comprising the color filter according to claim 9 .

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