JP2005330462A - Copolymer, resin composition, color filter, spacer, tft element-planarizing film and liquid crystal display - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a copolymer and resin composition useful for a color filter excellent in heat resistance, a spacer maintaining a cell gap between the color filter and an electrode substrate and a TFT (thin film transistor) element-planarizing film which is a transparent insulating film formed between the TFT and a transparent electrode, also the color filter, spacer, TFT element-planarizing film by using a cured material of the composition and a liquid crystal display using them. <P>SOLUTION: This copolymer (A1) is obtained by polymerizing (a) a compound expressed by formula (1) [wherein, R<SP>1</SP>, R<SP>2</SP>are each independently H or a 1-6C straight chain or branched alkyl] with an unsaturated carboxylic acid and/or (b) an unsaturated carboxylic acid anhydride. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a color filter, a spacer that maintains a cell gap between the color filter and an electrode substrate, a TFT element flattening film that is a transparent insulating film formed between a TFT and a transparent electrode, and a liquid crystal display device. The present invention relates to a resin composition and a copolymer useful for these applications.

  In recent years, plastic materials with a high refractive index have made significant progress in optical products, including liquid crystal display panels, color filters, spectacle lenses, Fresnel lenses, lenticular lenses, TFT prism lens sheets, aspherical lenses, optical disks, Studies on optical fibers, optical waveguides, and the like have been actively conducted. Among them, a solvent may be used as necessary for the purpose of clear coating the panel for liquid crystal display devices, the purpose of smoothing the steps of the color filter, and the purpose of protecting the color filter from chemical treatment and heating in the subsequent process. A diluted resin having a high refractive index is applied as a coating film or a protective film by a spin coating method or the like. As such a coating film or protective film having a high refractive index, an acrylic resin, a urethane resin, or an epoxy resin is currently used. The acrylic resin or urethane resin has a drawback that it is restricted in a processing step after film formation due to its low heat resistance. Epoxy resins have a certain degree of heat resistance, but are not sufficient in terms of performance, such as cracking when the film thickness is increased, or coloring when heated in the drying and curing processes.

Patent Document 1 discloses monofunctional unsaturated group-containing aromatic compounds, monofunctional unsaturated group-containing hydroxy compounds, monofunctional (meth) acrylates and (meth) acrylamides containing glycidyl groups or methylglycidyl groups. A thermosetting resin composition comprising a copolymer obtained by copolymerizing a compound or an amino (meth) acrylate compound and a diluent, and further comprising a melamine-based or guanamine-based compound as required is described. The cured products of these compositions have insufficient heat resistance at temperatures exceeding 200 ° C.
JP 2003-64296 A

  The present invention provides a color filter excellent in heat resistance, a spacer for maintaining a cell gap between the color filter and the electrode substrate, and a TFT element flattening film which is a transparent insulating film formed between the TFT and the transparent electrode. It is an object to provide useful copolymers and resin compositions. Moreover, it aims at providing the color filter using the hardened | cured material of such a composition, a spacer, a TFT element planarization film | membrane, and a liquid crystal display device using these.

（式（１）中、Ｒ^１およびＲ^２はそれぞれ独立して水素原子または炭素数１〜６の直鎖もしくは分岐アルキル基を表す。）
式（１）で表される化合物（ａ）、アルキル（メタ）アクリレート（ｃ）、およびグリシジル基を含有する（メタ）アクリレート化合物（ｄ）を含有する単量体を重合して得られた共重合体（Ａ２）に関するものであり、

（式（１）中、Ｒ^１およびＲ^２はそれぞれ独立して水素原子または炭素数１〜６の直鎖もしくは分岐アルキル基を表す。）
式（１）で表される化合物（ａ）、不飽和カルボン酸および／または不飽和カルボン酸無水物（ｂ）、アルキル（メタ）アクリレート（ｃ）、並びにグリシジル基を含有する（メタ）アクリレート化合物（ｄ）を含有する単量体を重合して得られた共重合体（Ａ３）に関するものであり、

（式（１）中、Ｒ^１およびＲ^２はそれぞれ独立して水素原子または炭素数１〜６の直鎖もしくは分岐アルキル基を表す。）
これらの共重合体を含有する樹脂組成物に関するものであり、該樹脂組成物の硬化物に関するものであり、該樹脂組成物の硬化物からなる着色層または保護膜を備えたカラーフィルターに関するものであり、該樹脂組成物の硬化物からなるスペーサーまたはＴＦＴ素子平坦化膜に関するものであり、これらを用いた液晶表示装置に関するものである。 The present invention relates to a copolymer obtained by polymerizing a monomer containing a compound (a) represented by the following formula (1) and an unsaturated carboxylic acid and / or an unsaturated carboxylic acid anhydride (b). (A1),

(In formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.)
A copolymer obtained by polymerizing the compound (a) represented by the formula (1), the alkyl (meth) acrylate (c), and the monomer containing the (meth) acrylate compound (d) containing a glycidyl group. Relating to the polymer (A2),

(In formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.)
Compound (a) represented by formula (1), unsaturated carboxylic acid and / or unsaturated carboxylic acid anhydride (b), alkyl (meth) acrylate (c), and (meth) acrylate compound containing glycidyl group It relates to a copolymer (A3) obtained by polymerizing a monomer containing (d),

(In formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.)
It relates to a resin composition containing these copolymers, relates to a cured product of the resin composition, and relates to a color filter provided with a colored layer or a protective film made of the cured product of the resin composition. In addition, the present invention relates to a spacer or a TFT element flattening film made of a cured product of the resin composition, and to a liquid crystal display device using these.

  The cured product of the copolymer and resin composition of the present invention is excellent in heat resistance. Therefore, a colored layer of a color filter, a color filter protective film, a color filter, a spacer that maintains a cell gap between the color filter and the electrode substrate, a TFT element that is a transparent insulating film formed between the TFT and the transparent electrode It is useful for planarizing films and liquid crystal display devices using these.

  In the present invention, “(meth) acrylate” is a general term for “methacrylate” or “acrylate”. “(Meth) acrylic acid” is a general term for “methacrylic acid” or “acrylic acid”.

  The resin composition obtained by this invention contains a copolymer (A1) and / or a copolymer (A2), a diluent (B), and a crosslinking agent (C) as needed.

  The copolymer (A1) used in the present invention comprises a compound (a) represented by the formula (1), an unsaturated carboxylic acid and / or an unsaturated carboxylic acid anhydride (b), and other compounds as required. It can be obtained by copolymerizing monomers. Moreover, the copolymer (A2) used by this invention is the compound (a) represented by the said Formula (1), the alkyl (meth) acrylate (c), the (meth) acrylate compound (d) containing a glycidyl group. ) And, if necessary, other monomers can be copolymerized.

Among the compounds (a) represented by the formula (1), it is preferable that ^one of R ^{1 and} R ² is a methyl group and the other is a hydrogen atom, and R ¹ is a methyl group in terms of heat resistance and More preferably, R ² is a hydrogen atom. By containing the component (a) as a copolymer component, the heat resistance of the copolymer tends to be improved.
For example, a method for producing a monomer in which R ^{1 in the} formula (1) is a methyl group and R ² is a hydrogen atom is shown below.

  Next, the unsaturated carboxylic acid and / or unsaturated carboxylic acid anhydride (b) used in the present invention will be described. Component (b) is not particularly limited, but examples thereof include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, and itaconic acid; and these dicarboxylic acids. Examples include acid anhydrides. Of these, acrylic acid, methacrylic acid, maleic anhydride and the like are preferable from the viewpoint of copolymerization reactivity and availability. In addition, although (b) component used here may use only 1 type, you may mix and use 2 or more types by arbitrary ratios as needed. By containing the component (b) as a copolymerization component, the developability to an alkaline water-soluble developer tends to be improved, and the adhesion to the substrate tends to be improved.

  Next, the alkyl (meth) acrylate (c) used in the present invention will be described. Although it does not restrict | limit especially as (c) component, As a specific example, methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, t- Examples thereof include butyl (meth) acrylate and 2-ethylhexyl (meth) acrylate. In addition, although the alkyl (meth) acrylate (c) used here may use only 1 type, 2 or more types of alkyl (meth) acrylate (c) may be mixed in arbitrary ratios as needed. You can use it.

  Next, the (meth) acrylate compound (d) containing a glycidyl group used in the present invention will be described. Although it does not restrict | limit especially as (d) component, As a specific example, glycidyl (meth) acrylate, methyl glycidyl (meth) acrylate, ethyl glycidyl (meth) acrylate etc. can be mentioned, for example. In addition, although the (meth) acrylate compound (d) containing glycidyl group used here may use only 1 type, (meth) acrylate compound containing 2 or more types of glycidyl groups as needed ( You may mix and use d) in arbitrary ratios.

  Monomers other than those described above can also be used. The refractive index can be adjusted by these monomers. Specifically, for example, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 1,4-butanediol mono (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 2-hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, ethylene glycol monoallyl ether, p-phenylphenyloxyethyl (meth) acrylate, p-phenylphenyloxyethyloxyethyl (meth) acrylate, p-phenylphenyloxyethyloxyethyl Oxyethyloxyethyl (meth) acrylate, o-phenylphenyloxyethyl (meth) acrylate, o-phenylphenyloxyethyloxyethyl (meth) acrylate, o-phenyl Enyloxyethyloxyethyloxyethyloxyethyl (meth) acrylate, benzyl (meth) acrylate, phenyloxyethyl (meth) acrylate, p-methylphenyloxyethyl (meth) acrylate, (meth) acrylate of ethoxylated nonylphenol, phenyl ( Monofunctional (meth) acrylate, 2-methacryloyloxyethyl phthalate, 2-methacryloyloxyethyl hexahydrophthalate, tetrahydrofurfuryl (meth) acrylate, dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate compound, etc. A meth) acrylate compound etc. can be mentioned. Also, it has an alicyclic hydrocarbon skeleton such as cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, norbornyl (meth) acrylate, tricyclodecanyl (meth) acrylate, 1- (meth) acryloyloxyadamantane (meth) An acrylate or the like may be used.

  In addition, vinyl compounds such as styrene, chlorostyrene, α-methylstyrene, 1-vinylnaphthalene, 2-vinylnaphthalene, N-vinylpyrrolidone, allylbenzene, allylphenyl ether, 4-allyl anisole, 4-allyl-1, Examples include allyl compounds such as 2-dimethoxybenzene and 4-allyl-2-methoxyphenyl acetate. These monomers can be used alone or in combination of two or more.

  The copolymer (A1) can be obtained by copolymerizing the component (a), the component (b), and other optional monomers as necessary. In the copolymer (A1), the constituent unit derived from the component (a) is preferably 1 to 90% by mass, and more preferably 5 to 85% by mass with respect to the total mass of the copolymer (A1). (B) As for the structural unit derived from a component, 10-99 mass% is preferable with respect to the total mass of a copolymer (A1), and 15-95 mass% is more preferable.

  The copolymer (A2) can be obtained by copolymerizing the component (a), the component (c), the component (d), and other optional monomers as necessary. In the copolymer (A2), the structural unit derived from the component (a) is preferably 1 to 50% by mass, more preferably 5 to 30% by mass, based on the total mass of the copolymer (A2). -20% by weight is particularly preferred. The structural unit derived from the component (c) is preferably 20 to 80% by mass relative to the total mass of the copolymer (A2), and the structural unit derived from the component (d) is the total of the copolymer (A2). 5-30 mass% is preferable with respect to mass.

  The copolymer (A3) can be obtained by copolymerizing the component (a), the component (b), the component (c), the component (d), and, if necessary, any other monomer. . In a copolymer (A3), 1-50 mass% is preferable with respect to the gross mass of a copolymer (A3), and, as for the structural unit derived from (a) component, 5-30 mass% is more preferable. (B) As for the structural unit derived from a component, 1-50 mass% is preferable with respect to the total mass of a copolymer (A3), and 5-40 mass% is more preferable. The structural unit derived from the component (c) is preferably 20 to 80% by mass relative to the total mass of the copolymer (A3), and the structural unit derived from the component (d) is the total of the copolymer (A3). 5-30 mass% is preferable with respect to mass.

  In the case of producing the copolymer (A1), the copolymer (A2), or the copolymer (A3), a polymerization initiator is used. The polymerization initiator is not particularly limited, but specific examples of the polymerization initiator used here include azo initiators such as azobisisobutyronitrile and dimethyl 2,2′-azobisisobutyrate, and t -Butyl peroctoate, t-butyl peroxy-2-ethylhexanoate, t-hexyl peroxy-2-ethylhexanoate, 1,1,3,3-tetramethylbutylperoxy-2-ethylhexa And peroxide initiators such as noate and benzoyl peroxide. The amount of the polymerization initiator used is not particularly limited, but is preferably 0.01 to 10% by mass with respect to the reaction raw material. You may use together chain transfer agents, such as n-octane thiol, a cyclohexyl mercaptan, and 2-hydroxyethyl mercaptan, as needed. Moreover, when performing copolymerization, it is preferable to use the diluent (B) demonstrated below. The reaction temperature is preferably 50 to 200 ° C, particularly preferably 60 to 150 ° C. The reaction time is preferably 1 to 60 hours, particularly preferably 3 to 20 hours. The preferred molecular weight of the copolymer is 1,000 to 1,000,000, particularly preferably 2,000 to 100,000, in terms of weight average molecular weight. The refractive index of the copolymer is preferably 1.50 or more at 25 ° C.

  In this invention, a diluent (B) is mix | blended with a copolymer (A1), a copolymer (A2), or a copolymer (A3), and a resin composition is prepared. In addition, the diluent (B) used here can serve also as a polymerization solvent in the case of synthesizing a copolymer. Specific examples of the diluent (B) used here include, for example, n-hexane, 2-methylpentane, n-heptane, n-octane, isooctane, toluene, xylene, ethylbenzene, cumene, mesitylene, tetralin, n- Hydrocarbons such as butylbenzene, p-cymene, diethylbenzene, n-pentylbenzene, p-dipentylbenzene, methylcyclopentane, cyclohexane, methylcyclohexane, ethylcyclohexane, p-menthane, decalin, di-n-propyl ether, diisopropyl Ether, di-n-butyl ether, anisole, ethyl phenyl ether, methoxytoluene, benzyl ethyl ether, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, diethylene glycol dimethyl Ethers, ethers such as diethylene glycol diethyl ether, 1,4-dioxane, propylene glycol monomethyl ether, propylene glycol monoethyl ether, methyl ethyl ketone, 2-pentanone, 3-pentanone, 2-hexanone, methyl isobutyl ketone, 2-heptanone, 4 -Ketones such as heptanone, diisobutyl ketone, acetonyl acetone, dichlorohexanone, methylcyclohexanone, cyclohexanone, ethyl lactate, butyl lactate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, 3-methoxybutyl acetate, 2-ethylbutyl acetate, 2-ethylhexyl acetate, cyclohexyl acetate, benzyl acetate, methyl propionate, ethyl propionate, n-propionate Cyl, isopentyl propionate, methyl butyrate, ethyl butyrate, n-butyl butyrate, isopentyl butyrate, ethyl isovalerate, methyl benzoate, ethyl benzoate, n-butyl benzoate, bis (2-ethylhexyl) adipate, oxalic acid Diethyl, ethylene glycol diacetate, glycerin triacetate, 2-methoxyethyl acetate, 2-ethoxyethyl acetate, 2-n-butoxyethyl acetate, 2-phenoxyethyl acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene Glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol Examples thereof include esters such as nobutyl ether acetate, and γ-butyrolactone. These diluents (B) may be used alone or in combination. In addition, it is preferable to use these diluents (B) within the range of 100-2000 mass parts with respect to 100 mass parts of total amounts of a copolymer.

  The resin composition of the present invention composed of copolymer (A1), copolymer (A2), or copolymer (A3) and diluent (B) is applied, and the solvent is removed by drying to heat cure. Even if it is possible to obtain a cured film, it is also possible to obtain a resin composition from which a cured film having further excellent heat resistance, hardness and solvent resistance can be obtained by blending the crosslinking agent (C). . The crosslinking agent (C) that can be used in the present invention is not particularly limited, and specific examples thereof include, for example, dipentaerystol hexaacrylate, dipentaerystol pentaacrylate, polypropylene glycol diacrylate, and tetraethylene glycol. Bifunctional or higher functional (meth) acrylate compounds such as dimethacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, and trimethylolpropane triacrylate can be exemplified. Further, melamine-based or guanamine-based compounds such as hexamethylol melamine, hexabutyrol melamine, partially methylolated melamine and an alkylated product thereof, tetramethylol benzoguanamine, partially methylolated benzoguanamine and an alkylated product thereof may be used. Further, diazide and triazide compounds may be used. These crosslinking agents (C) may be used alone or in combination. The amount of the crosslinking agent (C) added is not particularly limited, but is preferably 1 to 300 parts by mass, particularly preferably 5 to 200 parts by mass with respect to 100 parts by mass of the copolymer.

  The resin composition of the present invention can be prepared by heating, dissolving, mixing, dispersing, etc. the copolymer, the diluent (B) and, if necessary, the crosslinking agent (C).

  The resin composition of the present invention further includes a filler, a coloring pigment, a dispersant, a leveling agent, an antifoaming agent, an antioxidant, a silane coupling agent, and an epoxy resin (for example, bisphenol type epoxy resin, novolak type epoxy resin, etc.) , Polycarboxylic acid anhydrides and / or polycarboxylic acids, amines, polymerization inhibitors, photopolymerization initiators, photoacid generators, antistatic agents and the like can be mixed.

  Next, a method for using the resin composition obtained in the present invention will be described with reference to an example of a protective film for a color filter used in a liquid crystal display device or the like. A photosensitive composition made of a natural polymer such as gelatin or glue or a synthetic polymer such as an acrylic resin is applied to a substrate such as glass or a solid-state imaging device in advance by a coating method such as spin coating, and a coating film is formed. After patterning, the resin composition of the present invention is applied on a color filter formed by dyeing or the like by a coating method such as spin coating, the solvent is dried at room temperature to 150 ° C., and then 200 to 250 ° C., 1 A color filter having a protective film (cured film) can be obtained by curing with time. The cured film obtained from the resin composition of the present invention is particularly suitable as a protective film and colored layer for color filters used in liquid crystal display devices, spacers used in liquid crystal display devices, and TFT element flattening films. However, as other applications, it can also be used for liquid crystal display panels and other optical articles, paints, clear coatings other than optical articles, resists, and the like.

  Hereinafter, the present invention will be specifically described by way of examples. In addition, this invention is not limited at all by the following examples.

<Example of copolymer production>
Example 1
A 300 ml four-necked flask was charged with 100.0 g of propylene glycol monomethyl ether acetate, heated to 70 ° C., 10 g of α-methylene-β-methyl-γ-butyrolactone (hereinafter referred to as β-MMBL), methyl methacrylate ( Hereinafter, a mixed solution consisting of 70 g of MMA, 20 g of glycidyl methacrylate (hereinafter referred to as GMA), 2 g of azobisisobutyronitrile and 0.5 g of n-octanethiol was added dropwise over 3 hours. After completion of dropping, the mixture was kept at 70 to 80 ° C. for 1 hour, and then 1 g of azobisisobutyronitrile was charged, and the temperature was raised and the reaction was carried out at 80 to 85 ° C. for 6 hours. After the reaction, the mixture was cooled and filtered to obtain a colorless to slightly yellow transparent copolymer (A-2-1) solution (solid content: 50% by mass).

Example 2
A copolymer (A-3-1) solution (solid content 50% by mass) in the same manner as in Example 1 except that 10 g of glycidyl methacrylate and 10 g of methacrylic acid (hereinafter referred to as MAA) were used instead of 20 g of glycidyl methacrylate. Got.

Example 3
A copolymer (A-2-2) solution (solid) in the same manner as in Example 1 except that α-methylene-γ-methyl-γ-butyrolactone (hereinafter referred to as γ-MMBL) was used instead of β-MMBL. 50% by mass).

Example 4
A copolymer (A-3-2) solution (solid content 50% by mass) was obtained in the same manner as in Example 2 except that γ-MMBL was used instead of β-MMBL.

Example 5
A 300 ml four-necked flask was charged with 100 g of propylene glycol monomethyl ether acetate, heated to 120 ° C., then β-MMBL 70 g, MAA 30 g, t-hexylperoxy-2-ethylhexanoate 5 g and propylene glycol monomethyl ether acetate 50 g. The mixed solution consisting of was added dropwise over 3 hours. After completion of the dropwise addition, the mixture was kept at 120 ° C. for 1 hour, then charged with 1 g of t-hexylperoxy-2-ethylhexanoate and 50 g of propylene glycol monomethyl ether acetate, and reacted at 120 ° C. for 3 hours. After the reaction, the mixture was cooled and filtered to obtain a colorless to slightly yellow transparent copolymer (A-1-1) solution (solid content: 33% by mass).

Comparative Example 1
A copolymer (H-1) solution (solid content: 33% by mass) was obtained in the same manner as in Example 5 except that MMA75g and MAA25g were used instead of β-MMBL70g and MAA30g.
Table 1 shows the composition ratio of the monomer units in the polymers obtained in Examples 1 to 5 and Comparative Example 1.

<Example of production of cured product of resin composition>
Example 6
The following resin composition was prepared, and the obtained resin composition was applied onto a glass plate by spin coating and dried at 100 ° C. for 15 minutes to remove the diluent. Subsequently, it heat-cured by heating at 200 degreeC for 1 hour, and obtained hardened | cured material (film | membrane) with a film thickness of 4 micrometers.
(Resin composition)
-Copolymer (A-1-1) solution (solid content 33% by mass) 100 g
・ Dipentaerystol hexaacrylate 30g
・ Propylene glycol monomethyl ether acetate 33g
・ 0.2 g of 1-benzyl-2-methylimidazole
・ Megafuck F176 (Dainippon Ink Chemical Co., Ltd.) 0.05g

Comparative Example 2
A cured product (film) having a film thickness of 4 μm was obtained in the same manner as in Example 6 except that the polymer (H-1) (solid content: 33% by mass) was used instead of the copolymer (A-1-1). Obtained.

<Evaluation of heat resistance>
The cured product (film) obtained in Example 6 and Comparative Example 2 was evaluated for heat resistance. As for the evaluation conditions, the presence or absence of deformation was observed by applying a load of 20 g / cm ² on the obtained cured product (film) and performing heat treatment at 250 ° C. for 3 hours. Example 6 was not deformed and had good heat resistance. On the other hand, Comparative Example 2 was deformed and the heat resistance was poor because the shape of the load was transferred.

Claims (15)

A copolymer (A1) obtained by polymerizing a monomer containing the compound (a) represented by the formula (1) and an unsaturated carboxylic acid and / or an unsaturated carboxylic acid anhydride (b).

(In Formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.) A copolymer obtained by polymerizing the compound (a) represented by the formula (1), the alkyl (meth) acrylate (c), and the monomer containing the (meth) acrylate compound (d) containing a glycidyl group. Polymer (A2).

(In formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.) Compound (a) represented by formula (1), unsaturated carboxylic acid and / or unsaturated carboxylic anhydride (b), alkyl (meth) acrylate (c), and (meth) acrylate compound containing glycidyl group A copolymer (A3) obtained by polymerizing a monomer containing (d).

(In formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.) Dilution with copolymer (A1) obtained by polymerizing compound (a) represented by formula (1) and a monomer containing unsaturated carboxylic acid and / or unsaturated carboxylic acid anhydride (b) The resin composition containing an agent (B).

(In formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.) A copolymer obtained by polymerizing the compound (a) represented by the formula (1), the alkyl (meth) acrylate (c), and the monomer containing the (meth) acrylate compound (d) containing a glycidyl group. A resin composition containing a polymer (A2) and a diluent (B).

(In Formula (1), R ¹ and R ² each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms.)   The resin composition according to claim 4 or 5, further comprising a crosslinking agent (C).   The resin composition according to claim 6, wherein the crosslinking agent (C) is a melamine-based or guanamine-based compound (C1).   Hardened | cured material of the resin composition of Claim 4 or 5.   A color filter comprising a transparent substrate, a colored layer formed on the transparent substrate, and a protective film covering the colored layer, wherein the colored layer is a cured product according to claim 8.   The color filter which is provided with a transparent substrate, the colored layer formed on this transparent substrate, and the protective film which coat | covers this colored layer, and the said protective film is the hardened | cured material of Claim 8.   A liquid crystal display device using the color filter according to claim 9.   A spacer comprising the cured product according to claim 8.   A liquid crystal display device using the spacer according to claim 12.   A TFT element flattening film comprising the cured product according to claim 8. A liquid crystal display device using the TFT element flattening film according to claim 14.