TW201229667A - Colored photosensitive resin composition - Google Patents

Abstract

According to the colored photosensitive resin composition comprising (A), (B), (C), (D) and (E) of this invention, patterns with excellent resolution and durability can be obtained. This invention provides a colored photosensitive resin composition, comprising: (A) a coloring agent; (B) a resin; (C) a photopolymerizable compound with seven or more ethylenic unsaturated bonds and acidity less than 20mg-KOH/g; (D) the compound represented by formula (1); and (E) a solvent. In formula (1), R1, R2, and R3 independently represents C1-4 alkyl or C1-4 alkoxy; l, m, and n independently represents an integer of 0-3; when l is an integer greater than or equal to 2, a plurality of R1 can be the same or different; when m is an integer greater than or equal to 2, a plurality of R2 can be the same or different; when n is an integer greater than or equal to 2, a plurality of R3 can be the same or different.

Description

201229667 VI. Description of the Invention: [Technical Field of the Invention] The present invention relates to a colored photosensitive resin composition. [Prior Art] A color filter is used for a display device such as a liquid crystal display panel, an electroluminescence panel, a plasma display panel, or an electronic paper. The color filter is produced by using a colored photosensitive resin composition, which discloses that a binder resin, bis(2,4 6-trimethylbenzylidene) is disclosed in Japanese Laid-Open Patent Publication No. 2007-41343. A colored photosensitive resin composition of phenylphosphine oxide, dipentaerythritol hexaacrylate, a solvent, a pigment, a sensitizer, and a dispersant. SUMMARY OF THE INVENTION In the prior coloring photosensitive resin composition, the resolution and durability of the obtained pattern are not necessarily satisfactory. The present invention provides the following [1] to [7]. [1] A colored photosensitive resin composition comprising (A), (b), (〇, (D) and (E), (A) a colorant (B) a resin (C) an ethylenically unsaturated bond Photopolymerizable compound having a number of 7 or more and an acid value of less than 2 〇mg_K〇H/g (D) A compound represented by the formula (1) (E) Solvent 159871.doc 201229667

(η I?) alkoxy.: η3 each independently represents an alkyl group or a carbon number of 1 to 4 carbon atoms, and each independently represents an integer of 〇~3; in the case of the above integers, the plural number may be one another (four) In the case of an integer of 2 or more, the plurality of & 2 may be identical to each other or may not be a broadcast of an integer of 2 or more. ^ /tri ^ 3 'The number of it edges, the plurality of R3s may mutually The same can be different]. [2] The colored photosensitive resin composition according to [1] wherein (d) is a compound represented by the formula (7), ’

[In the formula (2), R4, R5, R7, R8 and Ri〇 each independently represent an alkyl group of a carbon number: R6 and R9 each independently represent a hydrogen atom or an alkyl group having a carbon number of 丨4, and η represents 0 to 2; An integer; when η' is 2, 'a plurality of Rios may be the same or different from each other'. [3] The colored photosensitive resin composition according to [1], wherein (D) is bis(2,4,6-trimercaptophenyl) phenylphosphine oxide (bis(2,4,6-trimethylbenzoyl) The colored photosensitive resin composition of any one of [1] to [3], wherein (匸) is a compound represented by the following formula,

〇coch=ch2 [wherein, X represents an integer from 2 to 5]. [5] The colored photosensitive resin composition according to any one of [1] to [3] wherein (c) is tripentaerythritol octaacrylate. [6] The colored photosensitive resin composition according to any one of [1] to [3] wherein (c) is a cationic polymerization of 2-(2-vinyloxyethoxy)ethyl (mercapto)acrylate And the compound obtained. [7] The colored photosensitive resin composition according to any one of [1] to [6] further comprising a polymerization initiator. [8] The colored photosensitive resin composition according to [7], wherein the polymerization initiator is an alkylphenone compound, a 肟xime compound or a triazine compound. [9] A pattern formed by using the colored photosensitive resin composition of any one of [A] to [8]. [10] A color filter containing a pattern such as [9]. [11] A method of producing a color filter, comprising the steps of (1) to (3): (1) by coloring the coloring property according to any one of [1] to [8] The resin composition is coated with 159871.doc 201229667 on the substrate to obtain a coating film, (7) a step of obtaining a film after exposure by exposing the coating film through a mask, and (3) by utilizing The developing solution develops the coated film after exposure to obtain a pattern. According to the colored photosensitive resin composition of the present invention, a pattern excellent in resolution and durability can be obtained. [Embodiment] The coloring agent (A) used in the coloring photosensitive resin composition of the present invention may, for example, be a pigment or a dye, and preferably contains a pigment in terms of heat resistance and light resistance. Examples of the pigment include organic pigments and inorganic pigments, and examples thereof include compounds classified as pigments in the dye index (published by The Society of Dyers and Colourists). Specific examples of the organic pigment include Ci Pig Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, and 110. Yellow pigments such as 117, 125, 128, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 194, 214; CI·pigment lamps 13, 31, 36, 38, 40, 42, Orange pigments such as 43, 51, 55, 59, 61, 64, 65, 71, 73; CI pigment red 9, 97, 105, 122 '123, 144, 149, 166, 168, 176, 177, 180, 192, Red pigments such as 209, 215, 216, 224, 242, 254, 255, 264, 265; 159871.doc -6- 201229667 6, blue pigments such as 60; purple pigments such as 38; CI·pigment blue 15, 15 : 3 , 15 : 4, i5 : ci pigment purple cloth 19, 23, 29, 3236, CJ · pigment green 7, 36, 58 and other green pigments; CI · pigments, 23, 25 and other brown pigments; CI pigment black! , 7 black pigments, etc. Its a, preferably cu. Pigment Yellow 138, 139, i5 〇, ci pigment Yuan 242 254 'C.I. Pigment Violet 23, C.I. Pigment Blue 15: 3, 15: and C.L Pigment Green 7, 36, 58. These pigments may be used singly or in combination of two or more. The above pigment may be subjected to the following treatments as needed: rosin treatment, surface treatment using a pigment derivative or a pigment dispersant having a U-based or an experimental group, graft treatment of a pigment surface by using a polymer compound or the like, The micronization treatment such as the melon acid micronization method, the cleaning treatment for preparing an organic solvent for removing impurities, water, or the like, the removal treatment of ionic impurities by an ion exchange method, or the like. χ The pigment preferably has a uniform particle size. By carrying out a dispersion treatment by containing a pigment dispersant, a pigment dispersion liquid in a state in which the pigment is uniformly dispersed can be obtained. As the pigment dispersant, a commercially available surfactant can be used, and examples thereof include (IV) oxygen, I, S, cation, anion, non-separation, system, amphoteric, polyester, and polyamine. A surfactant such as acrylic or the like. Examples of the surfactant include polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyethylene glycol diesters, sorbitan fatty acid vinegars, fatty acid modified polyesters, and three. Amine-modified polyamino carboxylic acid vinegar, polyethyleneimine, etc., and may be exemplified by: 15987I.doc 201229667 KP (manufactured by Shin-Etsu Chemical Co., Ltd.), p>i〇wlen Chemical Co., Ltd.), Solsperse (made by Zeneca Co., Ltd.) EFKA (manufactured by CIBA), Ajisper (Ajinomoto Fine-

Produced by Techno Co., Ltd., Disperbyk (BYK: manufactured by Chemie). These may be used alone or in combination of two or more. In the case of using a pigment dispersant, the amount thereof to be used is preferably 1% by mass or less, more preferably 5 to 5 % by mass based on the pigment. If the amount of the pigment dispersant used is within the above range, uniformity is obtained. The tendency of the pigment dispersion in a dispersed state. The content of the coloring agent (A) is preferably 5 to 60% by mass, more preferably 5 to 45% by mass, based on the solid content of the colored photosensitive resin composition. If the content of the coloring agent (A) is in the above range, The desired spectrum or color concentration can be obtained. Here, the term "solid content" as used herein refers to the total amount of components from which the solvent is removed from the colored photosensitive resin composition. The colored photosensitive composition of the present invention contains a resin (7)). The resin (8) used as the coloring photosensitive composition of the present invention is preferably a resin which exhibits solubility. Here, the solubility is a property of being dissolved in a developing solution of an aqueous solution as a test compound. The resin which exhibits alkali solubility as described above is exemplified by at least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acids; (hereinafter sometimes referred to as carbon number W) a polymerizable compound (b) based on the ring (d) (a) a copolymer obtained by polymerizing "(b)"), referred to as a resin (B-2), a monomer (4) copolymerizable with (4) and (8) Yin, does not have 159871.doc 201229667 has a ring originating from carbon number 2~4) (hereinafter sometimes referred to as "(c)") and (a) and (b) polymerized copolymer, resin (B-3): a copolymer obtained by polymerizing (a) and (c), and a resin (B-4): obtained by reacting a copolymer obtained by polymerizing (a) and (c) with (b) Resin, resin (B-5): a resin obtained by reacting a copolymer obtained by polymerizing (b) and (c) with (a), and (a) 'specifically, acrylic acid, mercaptopropyl Unsaturated monocarboxylic acids such as benzoic acid, crotonic acid, o-vinylbenzoic acid, m-vinylbenzoic acid, p-vinylbenzoic acid; maleic acid, fumaric acid, methyl-butylene Acid, methyl fumaric acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, iota, 2,3,6-tetrahydrophthalic acid, two Unsaturated dicarboxylic acids such as methyltetrahydrophthalic acid and 1,4·cyclohexene dicarboxylic acid; mercapto-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-mercaptobicyclo[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, 5-carboxy-6.ethylbicyclo[2_2.1] Hept-2-ene and the like 3 have a reductive bicyclic unsaturated compound; maleic anhydride, mercapto maleic anhydride, itaconic anhydride, 3-vinyl phthalic anhydride, 4_vinyl neighbor Phthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimercaptotetrahydrobutyric acid anhydride, dicycloolefin _5,6-dicarboxylic anhydride (bicycloheptene 159871.doc •9· 201229667 dicarboxylic anhydride) and other unsaturated di-hydroxamic acid; succinic acid mono [2-(methyl) propylene methoxyethyl ester], adjacent Monophthalic acid mono-2-[meth)acryloxyethyl ester] Unsaturated mono[(meth)acryloxyalkyl]esters of dibasic or higher polycarboxylic acids; «-(transmethyl)acrylic acid and the like contain the same radicals and rebel groups. Saturated acrylates and the like. Among these, acrylic acid, methacrylic acid, maleic anhydride, and the like can be preferably used in terms of copolymerization reactivity or solubility. Here, "(meth)acrylic acid" in the present specification means at least one selected from the group consisting of acrylic acid and methacrylic acid. The expressions "(meth) propyl sulfhydryl" A "(meth) acrylate vinegar" also have the same meaning. (b), for example, means a group having a cyclic ether derived from carbon number 2 to 4 (for example, derived from an oxocycle ring, an oxetan ring, and a tetrahydrocethane ring (oxyheterocycle) A polymerizable compound of at least one of the cyclic ethers of the group consisting of a pentane ring). (b) preferably a monomer having a ring derived from a cyclic ether having 2 to 4 carbon atoms and an ethylenically unsaturated bond, more preferably having a ring derived from a ring (4) having a carbon number of 2 to 4 and (methyl) a monomer of propylene oxime. (b), for example, a monomer having an oxiranyl group may be referred to as "(bi)" or a monomer having an oxetanyl group (b2) (hereinafter referred to as "(10)" "), which has a tetrahydro sulphur. The monomer of the south base (b3) (hereinafter sometimes referred to as "(b3)"). The monomer (b1) having an oxyheteropropyl group means a polymerizable compound having an oxiranyl group. (bl) ', for example, a monomer (bN1) having a structure in which a bond-type diluted hydrocarbon is epoxidized and an ethylenically unsaturated bond (hereinafter referred to as 159871.doc •10·201229667 is "(bM)") A monomer (bl-2) having a structure in which a cycloaliphatic hydrocarbon is epoxidized and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(bl_2)"). Preferred as (bl), a monomer having an oxiranyl group and an ethylenically unsaturated bond, more preferably a monomer having an oxyheteropropyl group and a (meth) propylene oxide group, and further preferably It is (bl-2) having a (meth)acryloxy group. Specific examples of (b 1 1) include glycidol (meth)acrylate, β-methylglycidylacetate (meth)acrylate, pethylglycidyl (meth)acrylate, and glycidyl group. Vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinyl vinyl glycidyl ether, α-mercapto-ethylene Glycidyl glycidyl ether, α-methyl-vinyl vinyl glycidyl ether, 2,3-bis(glycidoxymethyl)styrene, 2,4·bis(glycidoxymethyl)benzene Ethylene, 2,5-bis(glycidyloxyindenyl)styrene, 2,6-bis(glycidyloxyindenyl)styrene, 2,3,4-tris(glycidoxymethyl) Ethylene, 2,3,5-tris(glycidoxymethyl) stupid ethylene, 2 3,6•tris(glycidoxymethyl)styrene, 3,4,5-tris (glycidyloxy) The compound described in the publication of JP-A-H07-248625, and the like. As (bl-2)', there may be mentioned: vinyl oxyethylene cyclohexene, L2-epoxy-4-vinylcyclohexyl (for example, Celloxide 2000, manufactured by Daicel Chemical Industry Co., Ltd.), 3,4-ring of acrylic acid. Oxycyclohexyl methyl ester (for example, Cyclomer A400, manufactured by Daicel Chemical Industry Co., Ltd.), decyl-acrylic acid 3,4-epoxycyclohexyl hydrazine (for example, Cyclomer M100, manufactured by Daicel Chemical Industry Co., Ltd.), I) The compound represented by the formula 159871.doc 201229667, the compound represented by the formula (II), and the like.

[In the formulae (1) and (II), R丨丨 and R丨2 are mutually exemplified - standing independently of a hydrogen atom or a carbon number of 1 to 4, and the hydrogen atom contained in the alkyl group may be a base group. Substituting; X丨 and X2 independently of each other represent a single bond, -Ru, *r13〇_, *_r13_s_ or *-r13_nh-; R13 represents a hospital dibasic group having a carbon number of 1 to 6; * represents a bond with hydrazine]. Specific examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an isopropyl group, a n-butyl group, a second butyl group, and a third butyl group. As the hydroxy group, n-propyl is exemplified by benzylethyl 1-pyridylpropyl, 2-propylpropyl-1-methylethyl, 2-pyridyl-methylethyl, butyl, 3-hydroxybutyl, 4-hydroxybutyl and the like. Preferred examples are: a hydrogen atom, a methyl group, a hydroxyethyl group, a 2-hydroxy group, a 3-hydroxypropyl group, a 1- 1-hydroxybutyl group, a 2-hydroxy group, and R 1 and R 12 . Methyl, hydroxymethyl, 1-transethyl, 2, thioethyl, more preferably a hydrogen atom or a methyl group. Examples of the carbon number of 1 to 6 include a methylene group, an ethyl group, a propane-1,2-diyl group, a propane-i, a 3-diyl group, a butane-fluorene-diyl group, and炫炫》-1,6-diji and so on. Pentane-1,5-di is preferably X1 and X2, and is exemplified by a single bond, a methylene group, an ethylidene group, a CH2 〇·(not bonded to a ruthenium bond group), an o group, and more preferably 159871. Doc •12· 201229667 is a single bond, *-CH2CH2-0-based. The compound represented by the formula (I) may, for example, be a compound represented by the formula G-丨) to the formula (1-15). Preferably, the formula is: (Ι_υ, formula (1_3), formula (1_5), formula (1-7), formula (1_9), formula (Ι_η)~ formula (115). More preferably: formula (1- 1), formula (1-7), formula (1-9), and formula (1_15).

Ch3 ο H2Cs=C—Valley _〇 One C2H4. (1-11)

ο II

o II Λ Η2〇=〇Η—C —〇—C2H4—IM H CH3o I II H2C=C—C—〇—C2H4—S H2C=CH~C ~O C2H4—s

CH3o I II H2C=C—C—O—C2H4—N H h2c

Ch2oh o I II h2c=c-c-〇

CH3〇 H2C=C—c 一〇—C2H4—◦ (1-13)

c^h4oh ο H2C=—c c*~〇

(1-15) (1-14) The compound represented by the formula (II) includes a compound represented by the formula (IM) to the formula (ΙΙ·15). Preferably, the formula (n-i), the formula (11_3), the formula (Π'5), the formula (11-7), the formula (H-9), and the formula (ΙΙ11) to the formula (π_15). • 13- 159871.doc 201229667 More preferred are: formula (iM), formula (11_7), formula (11_9), and formula (π ΐ 5). 〇 H 2C: CH—c—n—! 1 H2C: CH~Q~Q H2C: CH~d-〇 a ch,

H〗 C A C One ~ ~ 〇 - 〇. CH3 〇 H2c « c - 0H2C: CH ~ iU 〇 ~ (four)

(11-15) H2C: CH-C-〇-?

H2C:CH - C—〇 - 〇2|-|4』 ch3〇 H2C=C—c—〇—〇2Η4--3 ch3〇 H2C=C—C-O-c^^H

CH2〇H ο h2c=c-c

C2H4OH o h2c=c· -

The compound represented by the formula (I) and the compound represented by the formula (II) can be used singly. Moreover, these can also be mixed in any ratio. In the case of mixing, the mixing ratio is in terms of molar ratio, preferably in the formula ((9)~, more preferably ~9 (four), and further preferably = ten 〇 is 80:20 〇 so-called oxetanyl The monomer (b2) is a compound having an oxetanyl group. The compound (b2) is preferably a monomer having an oxetanyl group and an ethylenically unsaturated bond, and more preferably has a monomer. Oxyheterocyclyl group and (meth) propylene 159871.doc 201229667 methoxyl monomer. As (b2), for example, 3 fluorenyl _3_(methyl) propylene methoxymethyl oxygen Heterocyclobutane, 3·ethyl·3_(methyl)propene, oxo-methyl oxetane 9, 3-mercapto-3-(indenyl)propenyloxy oxetane And 3-ethyl-3-(indenyl)propenyloxyethyloxetane. The monomer (b3) having a tetrahydrofuran group means a polymerizable compound having a tetrahydrofuranyl group. (b3), It is preferably a monomer having a tetrahydrofuranyl group and an ethylenically unsaturated double bond, more preferably a monomer having a tetrazirfuranyl group and a (meth)acryloxycarbonyl group. Specific examples of (b3)' include tetrahydrogen acrylate. bran (for example, visc〇at V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.), tetrahydrofurfuryl methacrylate, etc. Examples of (c) include methyl (meth) acrylate and (mercapto) propylene. Ethyl dilute acid, n-butyl (meth) acrylate, second butyl (meth) acrylate, tert-butyl (meth) acrylate ('alkyl) acrylate; (meth) acrylate Cyclohexyl ester, 2-methylcyclohexyl (meth)acrylate, tricyclo[5·2·1.02'6]癸-8-ester (in the technical field, the customary name is (methyl) a (meth)acrylic acid cyclic alkyl ester such as dicyclopentyl acrylate), dicyclopentyloxyethyl (meth) acrylate or isodecyl (meth) acrylate; phenyl (meth) acrylate; (meth)acrylic acid aryl or aralkyl esters such as benzyl (meth)acrylate; dicarboxylic acid such as diethyl maleate, diethyl fumarate or itaconic acid Diester; hydroxyalkyl esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; 159871.doc -15· 20122 9667 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-hydrazinobicyclo[2.2.1]hept-2-ene, 5-(2·-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-decyloxybicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2. ηhept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene , 5,6-di(ylhydrazino)bicyclo[2.2.1]hept-2-ene, 5,6-bis(2'-hydroxyethyl)bicyclo[2.2.^hept-2-ene, 5, 6-Dimethoxybicyclo[2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-fluorenylbicyclo[2.2. 1]heptan-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2·2·1]heptan-2- Alkene, 5_t-butoxycarbonylbicyclo[2.2.1]heptane-2-di, 5-cyclohexyloxycarbonylbicyclo[2·2·1]hept-2-ene, 5-phenoxy Bicyclo[2.2.1]hept-2-ene, 5,6-bis(t-butoxycarbonyl)bicyclo[221]hept-2-ene, 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2· 2. Bicyclic unsaturated compounds such as hydrazine-decene; Ν·phenyl cis-butenylene diimide, Ν•cyclohexyl cis Equinone imine, Ν_benzyl cis-butyl bis-imide, hydrazine-butyl quinone imine _3· maleimide benzoate, hydrazine-butyl diimide _ heart Maleic acid imide butyrate, hydrazine butyl quinone imino group -6-m-butylene imidate hexanoate, ν-butane diimido-3-butylene Dicarbonyl quinone imine derivatives such as amine propionate, Ν_(9. acridinyl) maleimide, styrene, α-methylstyrene, m-methylstyrene, p-methylbenzene Ethylene, vinyl benzene, p-methoxy styrene, acrylonitrile, methacrylonitrile, ethylene ethylene, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene , isoprene, 2,3·dimethylhydrazine·butadiene 15987l.doc •16· 201229667, etc. Among these, in terms of copolymerization reactivity and alkali solubility, styrene, N-phenyl maleimide, fluorene cyclohexyl maleimide, hydrazine are preferred. -benzylstyreneimide, bicyclo[221]hept-2-ene, benzyl (meth)acrylate, dicyclopentanyl (mercapto)acrylate. In the resin (Β-1), the ratio of the structural unit derived from each monomer is preferably within the following range with respect to the total number of moles of the structural unit constituting the resin (?-1). The structural unit derived from (a): 5 to 6 〇% by mole (more preferably 1 〇 to 5 〇) The structural unit derived from (b): 4 〇 to 95% by mole (more preferably 5 〇) When the ratio of the structural unit of the resin (B-1) is within the above range, storage stability, developability, solvent resistance, heat resistance, and mechanical strength tend to be good. < Resin (B-1)' is preferably a resin in which (b) is a resin of (bl), more preferably 卬) is (bl-2). The resin (B-1) can be referred to, for example, in the literature "Experimental Method for Polymer Synthesis" (the method described in the first edition of Otsu Takayuki Press Chemical Co., Ltd., the first edition of the brush issued on March 1, 1972) and Manufactured from the cited documents described in this document. Specifically, a method in which a predetermined amount of (a) and (b), a polymerization initiator, a solvent, and the like are added to a reaction vessel, (4) nitrogen is substituted for oxygen, deoxidized, and stirred and heated, and kept warm is exemplified. Further, the polymerization initiator, the solvent and the like used herein are not particularly limited, and those which are generally used in the field can be used, for example, as a polymerization initiator. The azo compound is 159871. Doc 201229667 (2'2'·Azobisisobutyronitrile, 2,2,_Azobis(2,4·dimethylvaleronitrile), etc.) or organic peroxide (benzonitrile peroxide, etc.) The solvent may be any solvent that can dissolve the monomer, and the solvent described in (d) τ can be used as a solvent for the coloring photosensitive composition. Further, as the copolymer to be obtained, the solution after the reaction may be used as it is, or a solution which is concentrated or diluted may be used, or a solid (powder) may be taken out by a method such as reprecipitation. In particular, by using the same solvent as the solvent (Ε) in the polymerization, the solvent can be directly used as the solution, and the production step can be simplified. In the resin (Β-2), it is preferred that the ratio of the structural unit derived from each monomer to the total structural unit constituting the resin (Β-2) is within the following range. From the structural unit of (a). · 2~4〇mol% (more preferably 5~35 moles from the structural unit of (b): 2~95mol% (more preferably 5~8〇 Moer derived from the structure of (c) Unit: Molar% (more preferably 丨~6〇 Mo〇〇/〇) The ratio of the structural unit of the right resin (B-2) within the above range is storage stability, developability, solvent resistance, heat resistance The resin and the mechanical strength tend to be good. The resin (B-2) is preferably a resin of (b), and more preferably a resin of (bl-2). -2) It can be produced by the same method as the resin (B-1). In the resin (B-3), it is preferred that the ratio of the structural unit derived from each monomer is relative to the total structure of the constituent resin (B_3). The total number of moles of the unit is in the range below. 159871. Doc 201229667 From the structural unit of (a): 2~4〇mol% (more preferably, it is %). The structural unit derived from (c): 60~98 mol% (more preferably 65~95) Mohr%) When the ratio of the structural unit of the resin (B-3) is within the above range, the storage stability, the developability, and the solvent resistance tend to be good. The resin (B-3) can be produced by the same method as the resin (B_丨). The resin (B-4) and the resin (B_5) can be produced, for example, by a two-stage process. In this case, reference may also be made to the above-mentioned method "Experimental method for polymer synthesis" (the method described in the publication of the First Chemicals Co., Ltd., March 1st, 1972). It is produced by the method described in Japanese Laid-Open Patent Publication No. 2001-89533. The resin (B-4) is obtained in the following manner: First, as the first stage, a copolymer of (4) and (c) is obtained in the same manner as the above-mentioned resin (manufacturing method of BD). In the same manner as described above, as the obtained copolymer, the solution after the reaction may be used as it is, or a solution which is concentrated or diluted may be used, and it may be used as a solid (powder) by a method such as re-sinking. The ratio of the structural unit of (4) and (4) to the total structural unit of the total structural unit constituting the above copolymer is in the following range. The structural unit derived from (a): 5 to 5 〇 mol% (more preferably (7)化 耳 叫 结构 结构 ( ( ( ( ( 结构 结构 结构 结构 结构 结构 结构 结构 结构 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 The acid and the acid-if-part are reacted with the (b)-derived ring-based group. In terms of the high reactivity of the cyclic ether group and the difficulty of remaining unreacted ruthenium, ) is preferably (M), more preferably (bl_1}. 159871. Doc -19· 201229667 Specifically, in the above, the gas atmosphere in the flask is replaced with air from nitrogen, and the number of moles relative to (4) is 5 to 80 mol% (b), relative to (a), The total amount of (b) and (c) is 反应1 to 5% by mass of a reaction catalyst of a carboxyl group and a cyclic ether (for example, tris(dimethylaminomethyl)phenol), and relative to (a), And (c) is a total of 〇. 001 to 5 mass% of a polymerization inhibitor (e.g., hydroquinone or the like) is added to the flask, and the reaction is carried out at 60 to 130 ° C for 1 hour to obtain a resin (A-4). Further, in the same manner as in the polymerization conditions, the addition method or the reaction temperature can be appropriately adjusted in consideration of the production equipment or the heat generation amount of the polymerization. Further, in this case, the number of moles of (b) relative to the number of moles of (4) is preferably set to 10 to 75 mol%, more preferably 15 to 70 mol%. By setting the number of moles of (1?) to the circumference, there is a tendency for storage stability, balance of solvent properties and heat resistance to be good. Specific examples of the resin (Β-4) include a resin obtained by reacting a copolymer of (fluorenyl)acrylic acid/dicyclopentanyl (meth)acrylate with glycidyl (meth)acrylate, and a resin obtained by reacting a copolymer of methyl methacrylate/benzyl (meth) acrylate with glycidyl (meth) acrylate, a copolymer of (meth)acrylic acid/cyclohexyl (meth) acrylate ( a resin obtained by reacting a glycidyl acrylate with a glycidyl acrylate, a resin obtained by reacting a copolymer of (mercapto)acrylic acid/styrene with glycidyl (meth) acrylate, and (meth)acrylic acid/( a resin obtained by reacting a copolymer of methyl methacrylate with methyl glycidyl (meth)acrylate, a copolymer of (meth)acrylic acid/fluorene-cyclohexylmethyleneimine and (meth) A resin obtained by reacting glycidyl acrylate to give (meth)acrylic acid / (cyclo)acrylic acid dicyclopentyl ester / (meth)acrylic acid 159871. Doc •20· 201229667 Resin copolymer reacted with glycidyl (meth)acrylate to make (meth)acrylic acid/dicyclopentyl (meth)acrylate/cyclohexyl (meth)acrylate a copolymer of a copolymer of (meth)acrylic acid glycidyl ester, a copolymer of (meth)acrylic acid/(mercapto)acrylic acid dicyclopentanyl ester/styrene and (meth)acrylic acid glycidol a resin obtained by reacting vinegar, a copolymer of (meth)acrylic acid/dicyclopentyl (meth)acrylate/methyl (meth)acrylate and glycidyl (meth) acrylate a resin, a resin obtained by reacting a copolymer of (fluorenyl)acrylic acid/dicyclopentanyl (meth)acrylate/N-cyclohexylmethyleneimine with glycidyl (mercapto)acrylate, and a resin obtained by reacting a copolymer of a olefinic acid/dicyclopentanyl (meth) acrylate with a glycidyl (meth) acrylate; a copolymer of crotonic acid / benzyl (meth) acrylate with (fluorenyl) A resin obtained by reacting glycidol acrylate to make butyric acid/(meth) propyl a resin obtained by reacting a copolymer of acid hexane vinegar with glycidyl (meth) acrylate, a resin obtained by reacting a copolymer of crotonic acid/styrene with glycidyl (meth) acrylate a resin obtained by reacting a copolymer of crotonic acid/methyl crotonate with glycidyl (mercapto) acrylate, a copolymer of crotonic acid/N-cyclohexyl cis-butyl bis-imide and a resin obtained by reacting glycidyl methacrylate with a copolymer of crotonic acid/dicyclopentyl (meth) acrylate/benzyl (meth) acrylate and glycidyl (meth)acrylate a resin, a resin obtained by reacting a copolymer of butenoic acid/dicyclopentyl (meth)acrylate/cyclohexyl (meth)acrylate with glycidyl (meth)acrylate, and a crotonic acid/( a resin obtained by reacting a copolymer of dicyclopentyl methacrylate/styrene with glycidyl (meth)acrylate, and a crotonic acid/(mercapto)acrylic acid dicyclopentane 159871. Doc -21· 201229667 Resin copolymer of ester/methyl crotonate and glycidyl (meth)acrylate, crotonic acid/dicyclopentanyl (meth) acrylate /: ^ _ cyclohexyl Butylene. a resin obtained by reacting a copolymer of an imine with a glycidyl (meth)acrylate; reacting a copolymer of maleic acid/dicyclopentanyl (meth)acrylate with glycidyl (meth)acrylate a resin obtained by reacting a copolymer of maleic acid/benzyl (meth) acrylate with glycidyl (meth)acrylate, and a maleic acid/(meth)acrylic acid ring a resin obtained by reacting a copolymer of hexyl ester with glycidyl (meth)acrylate, a resin obtained by reacting a copolymer of maleic acid/styrene with glycidyl (meth)acrylate, and a cis-butene a resin obtained by reacting a copolymer of enedioic acid/decyl methacrylate with glycidyl (mercapto) acrylate, and a copolymer of maleic acid/N-cyclohexyl maleimide a resin obtained by reacting (fluorenyl) glycidyl acrylate with a copolymer of maleic acid/dicyclopentyl (meth)acrylate/benzyl (meth)acrylate and glycidol (meth)acrylate a resin obtained by reacting an ester to make a maleic acid/(meth)acrylic acid bicyclic ring A resin obtained by reacting a copolymer of amyl ester / cyclohexyl (meth) acrylate with glycidyl (meth) acrylate to copolymerize maleic acid / dicyclopentanyl (meth) acrylate / styrene a resin obtained by reacting glycidyl (meth)acrylate, a copolymer of maleic acid/(diylpentyl)dicyclopentanyl ester/methyl maleate and (meth)acrylic acid a resin obtained by reacting glyceride, reacting a copolymer of maleic acid/dicyclopentanyl (meth)acrylate/N-cyclohexylmethyleneimine with glycidyl (meth)acrylate Resin; make (fluorenyl) acrylic acid / maleic anhydride / (meth) acrylate dicyclopentane 159871. Doc •22· 201229667 Resin obtained by reacting copolymer with glycidyl (mercapto) acrylate, copolymer of (mercapto)acrylic acid/maleic anhydride/benzyl (meth) acrylate and (fluorenyl) a resin obtained by reacting glycidyl acrylate, a resin obtained by reacting a copolymer of (meth)acrylic acid/maleic anhydride/cyclohexyl (meth)acrylate with glycidyl (meth)acrylate, and a resin obtained by reacting a copolymer of (meth)acrylic acid/maleic anhydride/stupid ethylene with glycidyl (mercapto)acrylate, and (meth)acrylic acid/maleic anhydride/(meth)acrylic acid a copolymer of a methyl ester copolymer and a glycidyl (mercapto) acrylate, a copolymer of (mercapto)acrylic acid/maleic anhydride/N-cyclohexylmethyleneimine a resin obtained by reacting glycidyl acrylate, a copolymer of (mercapto)acrylic acid/maleic anhydride/(mercapto)acrylic acid dicyclopentanyl ester/benzyl (meth)acrylate and (meth) a resin obtained by reacting glycidyl acrylate to make ( a resin obtained by reacting a copolymer of methyl methacrylate/maleic anhydride/dicyclopentyl (meth) acrylate/cyclohexyl (meth) acrylate with glycidyl (mercapto) acrylate, (meth)acrylic acid/maleic anhydride/(mercapto)-acrylic acid dicyclopentyl acrylate/styrene copolymer reacted with glycidyl (meth)acrylate to form (meth)acrylic acid / cis-succinic acid anhydride / (mercapto) dicyclopentyl acrylate / methacrylate methacrylate copolymer and (meth) acrylate glycidyl ester reaction resin, make (mercapto) acrylic / cis a resin obtained by reacting a copolymer of butenoic anhydride/(cyclo)acrylic acid dicyclopentanyl ester/N-cyclohexylsuccinimide diimine with glycidyl (meth)acrylate; making (meth)acrylic acid /(Mercapto)acrylic acid dicyclopentanyl ester copolymer and 3,4-epoxycyclohexyl methacrylate methacrylate resin, (meth)acrylic acid / benzyl (meth) acrylate copolymer With a methacrylic acid 3,4-epoxy ring 159871. Doc -23· 201229667 Resin from hexyl methyl ester reaction's reaction of copolymer of (meth)acrylic acid/(meth)acrylic acid cyclohexanol with 3,4-epoxycyclohexyl decyl methacrylate Resin, a resin obtained by reacting a copolymer of (meth)acrylic acid/styrene with 3,4-epoxycyclohexylmethyl methacrylate, and copolymerization of (meth)acrylic acid/decyl (meth)acrylate a resin obtained by reacting 3,4-epoxycyclohexylmethyl methacrylate with a copolymer of (meth)acrylic acid/N-cyclohexylmethyleneimine and methacrylic acid 3, a resin obtained by reacting 4-epoxycyclohexylmethyl ester, a copolymer of (meth)acrylic acid/dicyclopentyl (meth)acrylate/benzyl (meth)acrylate and a 3,4-cyclomethacrylate a resin obtained by reacting oxycyclohexyl decyl ester, a copolymer of (mercapto)acrylic acid/(cyclo)acrylic acid dicyclopentanyl ester/(fluorenyl)cyclohexyl acrylate and a methacrylic acid 3,4-epoxy ring a resin obtained by reacting hexyl decyl ester, a copolymer of (mercapto)acrylic acid/(mercapto)acrylic acid dicyclopentanyl ester/styrene and methacrylic acid A resin obtained by reacting 3,4-epoxycyclohexylmethyl ester, a copolymer of (meth)acrylic acid/(mercapto)acrylic acid dicyclopentanyl ester/(meth)acrylic acid decyl ester and methacrylic acid 3,4 a resin obtained by reacting epoxycyclohexylmethyl ester, a copolymer of (meth)acrylic acid/(cyclo)acrylic acid dicyclopentanyl ester/N-cyclohexylmethyleneimine and methacrylic acid 3, a resin obtained by reacting 4-epoxycyclohexyl decyl ester; a resin obtained by reacting a copolymer of butenoic acid/dicyclopentanyl (meth) acrylate with 3,4-epoxycyclohexylmethyl methacrylate a resin obtained by reacting a copolymer of crotonic acid/benzyl (meth) acrylate with 3,4-epoxycyclohexyl decyl methacrylate, and a crotonic acid/cyclohexyl (meth) acrylate a copolymer of a copolymer with 3,4-epoxycyclohexylmethyl methacrylate, a copolymer of crotonic acid/styrene and 3,4-epoxycyclohexyl methacrylate 159871. Doc •24· 201229667 Resin, a resin obtained by reacting a copolymer of butyric acid/butyl succinate with 3,4-epoxycyclohexyl decyl methacrylate, making crotonic acid/N a resin obtained by reacting a copolymer of cyclohexylm-butyleneimine with 3,4-epoxycyclohexylmethyl hydrazide, and dibutyl acid/(meth)acrylic acid dicyclopentan vinegar a resin obtained by reacting a copolymer of benzyl (meth) acrylate with 3,4-epoxycyclohexylcarbyl methacrylate, and a crotonic acid/(mercapto)acrylic acid dicyclopentan vinegar/(fluorenyl) A resin obtained by reacting a copolymer of cyclohexyl acrylate with 3,4-epoxycyclohexyl fluorene methacrylate, a copolymer of crotonic acid/dimethacrylate (di) pentyl styrene/styrene and a resin obtained by reacting 3,4-epoxycyclohexylmethyl acrylate, a copolymer of crotonic acid/dicyclopentyl (meth)acrylate/decyl methacrylate and 3,4-cyclomethacrylate a resin obtained by reacting oxycyclohexyl decyl ester, a copolymer of butenoic acid/(cyclo)acrylic acid dicyclopentanyl ester/N_cyclohexyl maleimide and 3,4-epoxy methacrylate Cyclohexylmethyl ester reaction a resin obtained by reacting a copolymer of maleic acid/(cyclo)acrylic acid dicyclopentanyl ester with 3,4-epoxycyclohexylmethyl thioglycolic acid to make a cis-butanose a resin obtained by reacting an acid/benzyl methacrylate copolymer with methacrylic acid 3, a core epoxycyclohexyl methyl ester, and a copolymer of maleic acid/cyclohexyl methacrylate a resin obtained by reacting 3,4-epoxycyclohexylmethyl methacrylate, reacting a copolymer of maleic acid/styrene with 3,4_epoxymethyl methacrylate a resin, a copolymer of maleic acid/methyl maleate and 3,4_epoxycyclohexyl decyl acrylate, which is obtained by reacting a copolymer of 3,4-epoxycyclohexyl decyl acrylate, and maleic acid/N_ a resin obtained by reacting a copolymer of cyclohexylmethyleneimine with 3,4-epoxycyclohexylmethyl methacrylate to make 159871. Doc •25- 201229667 Resin of maleic acid/dicyclopentyl (meth)acrylate/benzyl benzyl (meth) acrylate and 3,4-epoxycyclohexylmethyl methacrylate a resin obtained by reacting a copolymer of maleic acid/dicyclopentyl (meth)acrylate/cyclohexyl (meth)acrylate with 3,4-epoxycyclohexyl decyl methacrylate. a resin obtained by reacting a copolymer of maleic acid/dicyclopentanyl (meth)acrylate/styrene with 3,4-epoxycyclohexylmethyl methacrylate to make cis-succinic acid/(a) a resin obtained by reacting a copolymer of dicyclopentyl acrylate/decyl methacrylate with 3,4-epoxycyclohexylmethyl methacrylate to make maleic acid/(meth)acrylic acid a resin obtained by reacting a copolymer of dicyclopentyl ester/N-cyclohexylmethyleneimine with 3,4·epoxycyclohexyl decyl methacrylate; making (meth)acrylic acid/synylene a resin obtained by reacting an acid anhydride/dicyclopentanyl (meth)acrylate with 3,4·epoxycyclohexylmethyl methacrylate, and (meth)acrylic acid/maleic anhydride/(A) a resin obtained by reacting a copolymer of benzyl acrylate with 3,4-epoxycyclohexylmethyl methacrylate to make (meth)acrylic acid/maleic anhydride/cyclohexyl (meth)acrylate a resin obtained by reacting a copolymer with 3,4-epoxycyclohexylmethyl methacrylate, a copolymer of (mercapto)acrylic acid/maleic anhydride/styrene and 3,4-epoxy methacrylate a resin obtained by reacting cyclohexylmethyl ester, reacting a copolymer of (meth)acrylic acid/maleic anhydride/methyl (meth)acrylic acid with 3,4-epoxycyclohexylmethyl methacrylate a resin obtained by reacting a copolymer of (meth)acrylic acid/maleic anhydride/N-cyclohexylmethyleneimine with 3,4-epoxycyclohexyl methacrylate曱 (曱) acrylic acid / maleic anhydride / (fluorenyl) dicyclopentanyl acrylate / (fluorenyl) acrylic acid section 159871. Doc •26· 201229667 A resin obtained by reacting an ester copolymer with 3,4-epoxycyclohexylmethyl methacrylate, and (meth)acrylic acid/maleic anhydride/(mercapto)acrylic acid a resin obtained by reacting a cyclopentyl ester/cyclohexyl (meth) acrylate copolymer with 3,4·epoxycyclohexylmethyl methacrylate to make (meth)acrylic acid/maleic anhydride/(A) a resin obtained by reacting a copolymer of dicyclopentyl acrylate/styrene with 3,4-% oxyhexyl hydrazine methacrylate, and (mercapto)acrylic acid/maleic anhydride/( a resin obtained by reacting a copolymer of dicyclopentyl acrylate/(mercapto) decyl acrylate with 3,4-epoxycyclohexylmethyl methacrylate to make (meth)acrylic acid/synylene A resin obtained by reacting an acid anhydride/dicyclopentanyl (meth)acrylate/N-cyclohexyl-n-butyleneimine copolymer with 3,4-epoxycyclohexylmethyl methacrylate. The tree sap (B-5) is obtained in the same manner as in the first stage, in the same manner as in the above-described method for producing the resin (B-1), in the same manner as described above. As the obtained copolymer, the solution after the reaction may be used as it is, or a concentrated or diluted solution may be used, or a solid (powder) may be taken out by a method such as reprecipitation. It is preferred that the ratio of the structural unit derived from (b) and (c) to the total number of moles of the total structural unit constituting the above copolymer is within the following range. The structural unit derived from (b): 5 to 95 mol% (more preferably 1 〇 to 9 〇 mol%) The structural unit derived from (c): 5 to 95 is mol% (more preferably 1 〇) ～9〇莫耳%) Further, in the same manner as in the production method of the resin (B-4), by the ring of the (8) and the (4) of the copolymer of (8) and (4) Acid or tickic acid if reaction to obtain 4 can be recorded by the ring (four) acid or tannic acid 159871. Doc -27- 201229667 The hydroxyl group produced by the reaction of anhydride is further reacted with carboxylic anhydride. The amount of (a) used in the reaction with the above copolymer is preferably from 5 to 80 mol% based on the number of moles of (b). In the aspect of (b) in which the reactivity of the cyclic ether is high and it is difficult to remain unreacted, it is preferably (b), more preferably (bi_i). Specific examples of the resin (B-5) include a reaction of a copolymer of (meth)acrylic acid dicyclopentan ester/(meth)acrylic acid glycidyl ester with (mercapto)acrylic acid. Resin, a resin obtained by reacting a copolymer of (meth)acrylic acid benzyl ester/(meth)acrylic acid glycidol vinegar with (meth)acrylic acid, and (cyclo)cyclohexyl acrylate/ a resin obtained by reacting a copolymer of glycidyl (meth)acrylate with (meth)acrylic acid, a resin obtained by reacting a copolymer of styrene/glycidyl (meth)acrylate with (mercapto)acrylic acid, a resin obtained by reacting a copolymer of methyl (meth) acrylate / glycidyl methacrylate with (meth) acrylic acid, and N-cyclohexyl cis-butane diimide / (fluorenyl) a resin obtained by reacting a copolymer of glycidyl acrylate with (meth)acrylic acid, a copolymer of dicyclopentyl (meth)acrylate/benzyl (meth) acrylate/glycidyl (meth)acrylate a resin obtained by reacting (mercapto)acrylic acid with dicyclopentyl (meth)acrylate/( a resin obtained by reacting a copolymer of cyclohexyl acrylate/glycidyl methacrylate with (meth)acrylic acid to shrink dicyclopentyl (meth) acrylate/styrene/(mercapto) acrylate a resin obtained by reacting a copolymer of glyceride with (meth)acrylic acid, a copolymer of (mercapto)dicyclopentanyl acrylate/methyl (meth) methacrylate/glycidyl methacrylate (曱) A resin obtained by reacting acrylic acid with a copolymer of dicyclopentyl (N-cyclohexyl) acrylate/N-cyclohexylmethylene iodide/glycidyl methacrylate and (meth)acrylic acid Made of resin; 159871. Doc • 28 · 201229667 A resin obtained by reacting a copolymer of (cyclo)acrylic acid dicyclopentanyl acrylate/glycidyl methacrylate with crotonic acid to give benzyl (meth) acrylate / (methyl) a resin obtained by reacting a copolymer of glycidyl acrylate with butenoic acid, a resin obtained by reacting a copolymer of cyclohexyl acrylate/glycidyl methacrylate with butenoic acid, a resin obtained by reacting a copolymer of styrene/(mercapto)acrylic acid glycidol with crotonic acid, and a copolymer of crotonic acid bismuth vinegar/glycidyl methacrylate and crotonic acid a resin, a resin obtained by reacting a copolymer of N-cyclohexylmethyleneimine/glycidyl methacrylate with crotonic acid, and a (cyclo)acrylic acid bicyclic vinegar/(A) a resin obtained by reacting a copolymer of benzyl acrylate/glycidyl methacrylate with butyric acid, and dicyclopentyl (meth) acrylate / cyclohexyl (meth) acrylate / ( a resin obtained by reacting a copolymer of glycidyl acrylate with butenoic acid to make a resin obtained by reacting a copolymer of dicyclopentyl acrylate/styrene/(meth)acrylic acid glycidyl ester with butenoic acid, and dicyclopentyl (meth) acrylate / decyl acrylate a resin obtained by reacting a copolymer of /(mercapto)glycidyl acrylate with butenoic acid, dicyclopentyl (meth) acrylate / N-cyclohexyl succinimide / (meth) acrylate a resin obtained by reacting a copolymer of glycidol with crotonic acid; a resin obtained by reacting a copolymer of dicyclopentyl (meth)acrylate/glycidyl (meth)acrylate with maleic acid' a resin obtained by reacting a copolymer of benzyl (meth) acrylate / glycidyl (meth) acrylate with maleic acid, and cyclohexyl (meth) acrylate / glycidyl (meth) acrylate a resin obtained by reacting a copolymer with maleic acid, a copolymer of styrene/(mercapto)acrylic acid glycidyl ester and maleic acid 159871. Doc •29· 201229667 Grease, a resin obtained by reacting a copolymer of methyl maleate/glycidyl methacrylate with maleic acid, and N-cyclohexyl-m-butylene a resin obtained by reacting an amine/glycidyl (meth)acrylate glycidyl ester with maleic acid, and dicyclopentyl (meth)acrylate/benzyl (meth)acrylate/(meth)acrylic acid a resin obtained by reacting a copolymer of glyceride with maleic acid, and a copolymer of dicyclopentyl (meth)acrylate/cyclohexyl (meth)acrylate/glycidyl (meth)acrylate a resin obtained by reacting butenedioic acid, a resin obtained by reacting a copolymer of dicyclopentyl (meth)acrylate/styrene/glycidyl methacrylate with maleic acid, a resin obtained by reacting a copolymer of dicyclopentyl acrylate/methyl maleate/glycidyl methacrylate with maleic acid to make dicyclopentyl (meth) acrylate/ Copolymer of N-cyclohexylm-butyleneimide/(mercapto)acrylic acid glycidyl ester with maleic acid a resin which is formed by reacting a copolymer of (fluorenyl) dicyclopentanyl acrylate/glycidyl (meth) acrylate with (mercapto)acrylic acid and maleic anhydride to make (methyl a resin obtained by reacting a copolymer of benzyl acetoacetate/(mercapto)acrylic acid glycidol with (meth)acrylic acid and maleic anhydride to make cyclohexyl (meth) acrylate / ( a resin obtained by reacting a copolymer of glycidyl methyl methacrylate with (meth)propionic acid and maleic anhydride, and a copolymer of styrene/(mercapto)acrylic acid glycidyl ester (曱) a resin obtained by reacting acrylic acid and maleic acid, and reacting a copolymer of methacrylate (meth)acrylate/glycidyl methacrylate with (meth)acrylic acid and maleic anhydride a resin formed by reacting a copolymer of N-cyclohexylmethyleneimine/(indenyl)acrylic acid glycidyl with (meth)acrylic acid and maleic anhydride 159871. Doc -30- 201229667 Grease, copolymerization of dicyclopentyl (meth)acrylate / benzyl (meth) acrylate / glycidyl (meth) acrylate with (mercapto) acrylic acid and maleic anhydride a resin obtained by reacting a copolymer of (cycloalkyl)dicyclopentanyl acrylate/cyclohexyl (meth)acrylate/glycidyl (meth)acrylate with (meth)acrylic acid and maleic anhydride a resin obtained by reacting a copolymer of dicyclopentyl (meth)acrylate/styrene/glycidyl (meth)acrylate with (meth)acrylic acid and maleic anhydride to make (a a resin obtained by reacting a copolymer of dicyclopentyl acrylate/(mercapto) acrylate/glycidyl (meth) acrylate with (meth)acrylic acid and maleic anhydride to make (fluorenyl) a resin obtained by reacting a copolymer of dicyclopentyl acrylate/N-cyclohexylmethylene iodide/glycidyl (meth)acrylate with (meth)acrylic acid and maleic anhydride; Dicyclopentyl acrylate / 3,4-epoxycyclohexyl decyl methacrylate a resin obtained by reacting a copolymer with (meth)acrylic acid, a resin obtained by reacting a copolymer of benzyl (meth) methacrylate/3,4-epoxycyclohexylmethyl methacrylate with (meth)acrylic acid a resin obtained by reacting a copolymer of cyclohexyl (meth)acrylate/3,4-epoxycyclohexylmethyl methacrylate with (mercapto)acrylic acid to make styrene/methacrylic acid 3,4- a resin obtained by reacting a copolymer of epoxycyclohexylmethyl ester with (meth)acrylic acid, a copolymer of (mercapto)acrylic acid acrylate/3,4-epoxycyclohexylmethyl methacrylate and (methyl) a resin obtained by reacting acrylic acid, a resin obtained by reacting a copolymer of N-cyclohexyl cis-butyl diimide/3,4-epoxycyclohexyl methacrylate with (meth)acrylic acid , (meth)acrylic acid dicyclopentyl (meth) acrylate / (benzyl) benzyl acrylate / methacrylic acid 3,4-epoxycyclohexyl methyl ester copolymer and (mercapto) acrylic 159871. Doc -31- 201229667 Reactive resin, copolymer of dicyclopentyl (meth)acrylate/cyclohexyl (meth)acrylate/3,4-epoxycyclohexylmethyl methacrylate a resin obtained by reacting acrylic acid, and a copolymer of (cyclo)acrylic acid dicyclopentanyl acrylate/styrene/methacrylic acid 3,4-epoxycyclohexyl decyl ester is reacted with (mercapto)acrylic acid. Copolymer, copolymer of (indenyl)dicyclopentanyl acrylate/(meth)acrylic acid decyl ester/methylpropionate 3,4-epoxycyclohexyl decyl ester with (meth) propylene Acid-reacted resin, copolymer of (cyclo)acrylic acid dicyclopentanyl ester / N_cyclohexylmethylene iodide / methacrylic acid 3,4-epoxycyclohexyl methyl ester a resin obtained by reacting acrylic acid; a resin obtained by reacting a copolymer of (meth)acrylic acid bicyclic vinegar/methylpropane succinic acid 3,4-epoxycyclohexyl decyl ester with crotonic acid; A resin obtained by reacting a copolymer of (meth)acrylic acid vinegar/3,4-epoxycyclohexylmethyl methacrylate with butyric acid to make cyclohexyl (meth)acrylate/methacrylic acid 3,4_ a resin obtained by reacting a copolymer of oxycyclohexyl decyl ester with crotonic acid, a resin obtained by reacting a copolymer of stupid ethylene/methacrylic acid 3,4·epoxycyclohexyl decyl ester with crotonic acid, a resin obtained by reacting a copolymer of methyl crotonate/mercaptoacrylic acid 3,4-epoxycyclohexyl ketone with butyric acid, and N-cyclohexyl cis-butane diimide/methacrylic acid 3, a resin obtained by reacting a copolymer of 4-epoxycyclohexylmethyl ester with butenoic acid, dicyclopentyl (meth)acrylate/(meth)propanoic acid~zinc/methacrylic acid 3,4- A resin obtained by reacting a copolymer of epoxycyclohexylmethyl ester with butyric acid, a dicyclopentanyl (meth)acrylate/cyclohexane vinegar/3,4-epoxycyclohexyl methacrylate a copolymer of a methyl ester copolymer and a crotonic acid, and a copolymer of dicyclopentyl (meth)acrylate/styrene/3,4-epoxycyclohexyl methacrylate reacted with crotonic acid Made of trees 159871. Doc -32- 201229667 A resin obtained by reacting a copolymer of dicyclopentyl acrylate/decyl octylate/mercapto acrylate 3,4_ epoxycyclohexyl decyl ester with crotonic acid And reacting a copolymer of (fluorenyl)dicyclopentanyl acrylate/>^_cyclohexylmaleimide/methacrylic acid 3,4-epoxycyclohexylmethyl ester with crotonic acid a resin obtained by reacting a copolymer of (meth)acrylic acid dicyclopentanyl/methacrylic acid 3,4-epoxycyclohexyl ruthenium vinegar with maleic acid to make (mercapto)propyl a resin obtained by reacting a copolymer of benzyl acetoacetate/mercaptoacrylic acid 3,4-epoxycyclohexylmethyl ester with cis-butanoic acid to make cyclohexyl acrylate/mercaptoacrylic acid 3. 4-epoxycyclohexyl decyl ester copolymer reacted with maleic acid to react a copolymer of styrene/3,4-epoxycyclohexylmethyl methacrylate with cis-butylic acid a resin obtained by reacting a copolymer of cis-butyl succinate/methacrylic acid 3,4-epoxycyclohexyl f ester with maleic acid to make N-cyclohexyl-n-butene a resin obtained by reacting a copolymer of diimine imine/mercaptoacrylic acid 3,4•epoxycyclohexylmethyl ester with maleic acid, and dicyclopentyl (meth)acrylate/benzyl (meth)acrylate A resin obtained by reacting a copolymer of ester, methacrylic acid 3,4_epoxycyclohexyl decyl ester with maleic acid, 'dicyclopentyl (meth) acrylate / cyclohexyl acrylate (曱) Acrylic acid 3. a resin obtained by reacting a copolymer of 4-epoxycyclohexyl decyl ester with maleic acid, and dicyclopentyl (meth) acrylate/styrene/methacrylic acid 3,4_epoxycyclohexyl decyl methacrylate a copolymer of a copolymer and maleic acid, a copolymer of dicyclopentyl (meth)acrylate/methyl maleate/3,4-epoxycyclohexylmethyl methacrylate Resin reacted with maleic acid to make cyclopentyl (meth) acrylate / N-cyclohexyl succinimide / mercapto propyl 159871. Doc -33· 201229667 A resin obtained by reacting a copolymer of 3,4-epoxycyclohexylmethyl enoate with maleic acid; 2,4-dipentyl (meth)acrylate/methacrylic acid a resin obtained by reacting a copolymer of epoxycyclohexyl methyl acetate with (meth)acrylic acid and maleic anhydride, and benzyl (meth)acrylate/3,4-epoxycyclohexylmethyl methacrylate a copolymer obtained by reacting a copolymer with (mercapto)acrylic acid and maleic anhydride, and a copolymer of cyclohexyl (meth)acrylate/methacrylic acid 3,4-epoxycyclohexylmethacrylate a resin obtained by reacting acrylic acid and maleic anhydride, and a copolymer of styrene/3,4-epoxycyclohexyl decyl methacrylate and (meth)acrylic acid and maleic anhydride Resin, a resin obtained by reacting a copolymer of (meth) methacrylate/methacrylic acid 3,4-epoxycyclohexyl decyl ester with (meth)acrylic acid and maleic anhydride, and making N_cyclohexyl Copolymer of maleimide/mercaptopropionic acid 3,4-epoxycyclohexylmethyl ester with (meth)acrylic acid and maleic acid A resin obtained by reacting an anhydride with a copolymer of dicyclopentyl (meth)acrylate/benzyl benzyl (meth) acrylate/3,4-epoxycyclohexyl decyl methacrylate with (meth)acrylic acid and cis a resin obtained by reacting butylene anhydride, a copolymer of dicyclopentyl (meth)acrylate/cyclohexyl (meth)acrylate/3,4-epoxycyclohexylmethyl methacrylate and (methyl) a resin obtained by reacting acrylic acid with cis-butylene-acid acid, copolymer of dicyclopentyl (meth) acrylate/styrene/3,4-epoxycyclohexylmethyl methacrylate Resin reacted with (mercapto)propionic acid and cis-succinic anhydride, dicyclopentyl (meth) acrylate / methacrylate (meth) acrylate / methacrylic acid 3,4_epoxycyclohexyl a resin obtained by reacting a copolymer of a methyl ester with (mercapto)acrylic acid and maleic anhydride to make dicyclopentyl (meth)acrylate/N-cyclohexylpentane 159871. Doc • 34 - 201229667 A resin obtained by reacting a copolymer of 3,4-epoxycyclohexylmethyl imidate/methyl acrylate with (meth)acrylic acid and maleic anhydride. The poly(ethylene) equivalent weight average molecular weight of the resin (B) is preferably from 3,000 to 100,000, more preferably from 5,000 to 50,000. When the weight average molecular weight of the resin (B) is within the above range, coating properties tend to be good, and film formation is less likely to occur during development, and the escape property of the non-exposed portion tends to be good at the time of development. The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (?η)] of the resin (B) is preferably, more preferably, 〜2 to 4 〇. When the molecular weight distribution is within the above range, the developability tends to be excellent. The acid value of the resin (B) is preferably 20 to 丨5 〇 mg_K 〇 H / g, more preferably " Η mg mg-KOH / g' is preferably 70 to 135 mg _ K 〇 H / g. Here, the acid value is The value measured by the amount (mg) of potassium hydroxide required to neutralize the resin (B) lg can be determined by titration with an aqueous potassium hydroxide solution. The content of the resin (B) relative to the resin ( The total amount of B) and the photopolymerizable compound (c) is preferably 5 to 95% by mass, more preferably 2 to 80% by mass, still more preferably 40 to 60. If the content of the resin (B) is as described above In the range, there are developability, adhesion, solvent resistance of a cured pattern, and mechanical specificity: a good tendency. The colored photosensitive resin composition of the present invention contains a female unsaturated bond number of 7 or more. The photopolymerizable compound plant having a acid value of less than 20 mg_K〇H/g, and the number of ethylenically unsaturated bonds of the gram-kappa compound (C) are not particularly limited, but preferably 7 to 25 More preferably 8~2〇, especially good is 159871. Doc -35- 201229667 8~1 8. When it is in the above range, the curability tends to be good. The weight average molecular weight of the photopolymerizable compound (C) is preferably from 300 to 9000, more preferably from 500 to 7,000 or less, still more preferably from 700 to 5,000. When it is in the above range, the developability tends to be good. Further, a method for measuring the weight average molecular weight may, for example, be a GPC (Gel Permeation Chromatograph) method. The photopolymerizable compound (C) is, for example, a polyacrylic acid S-based compound obtained by a condensation reaction of a polyhydric alcohol and an acrylic acid. The photopolymerizable compound (C) is, for example, a compound represented by the following formula

〇—c—c—C Η Η

OCOCH=CH2 [wherein, X represents an integer of 2 to 5], tripentaerythritol octaacrylate, tripentaerythritol heptaacrylate, pentaerythritol decaacrylate, and pentaerythritol nonanoyl acrylate. Commercial products such as V#802 (manufactured by Osaka Organic Chemical Industry Co., Ltd.) are also mentioned as the photopolymerizable compound (C). In addition, examples of the photopolymerizable compound (C) include a compound obtained by cationically polymerizing a compound represented by the formula (III). The cationic polymerization also includes the active cationic polymerization described in JP-A-2006-241 189. 15987 丨.doc -36- 201229667 [Chemical 1] h2c=:ch

0 R22 [wherein R21 represents a carbon number of 2 to 8 alkylene

In the case of 丄 , , , , , , , , , , , , , , , , , , , , , , , , 碳 碳 碳 碳 碳 碳 碳 碳 碳 碳 碳 ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’ ’

, methylene, heptamethylene, octamethylene, cyclohexyl, W-methylcyclohexyldiyl, u-dimethylcyclohexan#, ·diyl, H-decylcyclohexane -α,α'.diyl, Μ-dimethylphenyl*diyl, U-dimethylphenyl-α,α·-diyl, adimethylphenyl'α, diyl, and the like. In the above formula (10), m is a positive integer, preferably an integer of 2, more preferably an integer of 1 to 10, and still more preferably an integer of 1 to 5. Specific examples of the vinyl monomer represented by the above formula (III) include 2-ethyloxyacetate (meth)acrylate, (meth)propoxypropyl propyl ester, and sulfhydryl group. Acrylic acid 2_vinyloxypropyl ester, 1-vinyloxypropyl (meth)acrylate, methyl-2-vinyloxyethyl (meth)acrylate, 4-vinyloxybutyl (meth)acrylate Ester, 3_vinyloxybutyl (meth)acrylate, 2-vinyloxybutyl (meth)acrylate, 丨-methyl-3-vinyloxypropyl (meth)acrylate, (methyl) Acrylic acid 2_methyl_3_vinyloxypropyl ester, (f-) yttrium-f-yl-2-vinyloxypropyl acrylate, (meth)acrylic acid 15987, doc -37· 201229667 Μ-dimercapto -2-vinyloxyethyl ester, (meth)acrylic acid 6_vinyloxyhexyl vinegar, (meth)acrylic acid 4-vinyloxycyclohexyl ester, (mercapto)acrylic acid 4_vinyloxymethylcyclohexyl Methyl ester, (meth)acrylic acid 3·vinyloxymethylcyclohexyl methyl ester, (meth)acrylic acid 2-vinyloxymethylcyclohexyl decyl ester, (methyl)propionic acid 4-ethyleneoxymethyl Phenylmethyl ester, (meth)acrylic acid 3_vinyloxymethylphenyl methyl ester, (meth)acrylic acid 2-vinyloxymethylphenyl ester, (meth)acrylic acid 2-(2- Ethyloxyethoxy)ethyl ester, 2-(2-ethyleneoxyisopropoxy)ethyl (meth)acrylate, (methyl)propane acid 2_(2-ethyleneoxyethoxy) Propyl ester, 2-(2-vinyloxyisopropoxy)propane vinegar (meth)acrylate, 2-(2-vinyloxyethoxy)isopropyl (meth)acrylate, (methyl) ) 2-(2-vinyloxyisopropoxy)isopropyl acrylate, 2_{2-(2-vinyloxyethoxy)ethoxy}ethyl (meth)acrylate, (meth)acrylic acid 2_{2_(2-vinyloxyisopropoxy)ethoxy}ethyl ester, (2-vinyloxyisopropoxy)isopropoxy}ethyl (meth) acrylate, (fluorenyl) acrylate 2·(2_(2-vinyloxyethoxy)ethoxy}propyl ester '(meth)acrylic acid 2·{2_(2_Ethyloxyethoxy)isopropoxy}propyl ester, (A Base 2) 2_{2_(2_vinyloxyisopropoxy)ethoxy}propyl ester, (meth)acrylic acid 2_{2_(2_vinyloxyisopropyl Isopropoxy}propyl ester, (meth)acrylic acid 2_{2_(2·ethoxyoxyethoxy)ethoxy}isopropyl ester, (methyl)acrylic acid 2_丨2_(2 _Vinyloxyethoxy)isopropoxy}isopropyl ester, (mercapto)acrylic acid 2_{2_(2_vinyloxyisopropoxy)ethoxy}isopropyl ester, (mercapto)acrylic acid 2_ {2_(2_vinyloxyisopropoxy)isopropoxy}isopropyl ester, (mercapto)acrylic acid 2_[2_{2_(2_vinyloxyethoxy)ethoxy}ethoxy] Ester, (mercapto)acrylic acid 2·[2·{2-(2-vinyloxyisopropoxy)ethoxy}ethoxy]ethyl ester, (mercapto)propyl I59871.doc • 38- 201229667 Acid 2-(2-[2-{2-(2-vinyloxyethoxy)ethoxyethoxyethoxy]ethoxy)ethyl ester, etc. Among these vinyl monomers, 'suitable for: 2-methyloxyethyl (meth)acrylate, 3-vinyloxyethyl (meth)acrylate, 2-vinyloxypropyl (meth)acrylate, 1-methyl-2-(hydroxy)acrylate _Vinyloxyethyl ester, 4-vinyloxybutyl (meth) acrylate, 6-vinyloxy styrene, (mercapto) propylene Acid 4-vinyloxycyclohexyl ester, (meth)acrylic acid 4_ethyloxydecylcyclohexylmethyl ester, (mercapto)acrylic acid 2-(2-vinyloxyethoxy) 2-(2-Ethyloxyisopropoxy)propyl acrylate, 2-(2-(2-vinyloxyethoxy)ethoxy}ethyl (meth) acrylate. Specific examples of the photopolymerizable compound (C)' include a compound obtained by cationically polymerizing 2-(2-vinyloxyethoxy)ethyl (meth)acrylate. The photopolymerizable compound (C) has an acid value of less than 20 mg-KOH. The photopolymerizable compound (C) preferably has an acid value of o.ooi to 2 〇 mg-KOH/g, more preferably 0.001 to 5 mg-KOH/g. Here, the acid value is a value measured by the amount (mg) of potassium hydroxide required to neutralize 1 g of the photopolymerizable compound (C), and can be determined by titration with an aqueous potassium hydroxide solution. The content of the photopolymerizable compound (C) is preferably 5 to 50% by mass, more preferably 1 to 45 mass% per ounce, based on the solid content of the colored photosensitive resin composition. In addition, the amount of the photopolymerizable compound (C) is preferably 40 to 80% by mass based on the total amount of the resin (B) and the photopolymerizable compound (preferably 20 to 80% by mass). In the above range, the strength, solvent resistance, and mechanical properties of the pattern tend to be good. 159871.doc -39- 201229667 Synthetic, polymerization starts::::::: and acid, etc. It is represented by s(IV l), preferably by formula (m). Right specific and 3 ' as compound (D) can be exemplified by bis (2,6·dimethyl basic, yl) base oxidation Scale, bis(2,4,6·trimethylphenyl aryl) (2,5-dimethylmethyl) oxidized scales and bis(2,4,6-trimethylbenzylidene)phenyl Phosphine oxide, etc. Among them, the bis(2,4,6•trimethylbenzylidene) phenyl oxidized scale represented by the formula (IV_3) can also be made into a coffee bean e 8i9 (manufactured by ciba-n company) ) and other commercial products.

I

(IV

o=c [In the formula (ΐν·1), Rl, R2 and R3 each independently represent an alkyl group of carbon number 4 or an alkoxy group having a carbon number of 1 to 4, and m&n independently represents an integer of 〇~3 When 1 is an integer of 2 or more, a plurality of ... may be identical to each other or different from an integer of 2 or more, and a plurality of R2s may be the same or different from each other, and when η is an integer of 2 or more, Multiple R3s can be the same or different from each other] 0 15987I.doc •40- 201229667

2) έ [In the formula (IV-2), R, R5, R7, R8 and R10 each independently represent an alkyl group having 1 to 4 carbon atoms, and R6 and r9 each independently represent a hydrogen atom and an alkyl group having 1 to 4 carbon atoms. η' represents an integer of 0 to 2; when η1 is 2, plural numbers may be the same or different from each other].

3C

-3 C The colored photosensitive resin composition of the present invention may further contain a polymerization initiator (D1). As the polymerization initiator (D1), a known polymerization initiator can be used, and examples thereof include a biimidazole compound, a phenylalkyl ketone compound, a tri-fermented product, and a hydrazine compound, preferably a phenylalkyl ketone compound, an anthracene compound or three. Compound. Further, a photocationic polymerization initiator (for example, a rust cation and an anion of a source Lewis acid) described in Japanese Patent Laid-Open No. Hei. In the case where the coloring photosensitive resin composition of the present invention contains a polymerization initiator (D1), it is preferred that the content of the polymerization initiator (9)) is a mass based on the total amount of _D1. As the above-mentioned conjugated compound, 2, 2, _ bis (2 _ phenyl phenyl I59871. doc - 41 - 201229667 4 wide 5, 5, · tetraphenyl phenyl. Sitting, 2, 2, 2 , 3·diqiphenyl)_4, like stupid carbazole (for example, refer to Japanese Patent Special Open Η Η ” ” 、 、 、 日 日 日 日 日 日 日 日 日 日 日 日 日 日 日 日 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 4,4',5,5·-tetraphenyl-linked oxime, 2,2,_bis(2-hydrophenyl)-4,4,5,5,tetrakis (oxyalkyl) link Rice saliva, 2,2,_bis(2·gasphenyl)_4,4ΐ,5,5ι_tetra(dimethoxyphenyl)biimidazole, 2,2,·bis(2·phenyl)- 4,4,5,5,-tetrakis(trialkoxyphenyl)biimidazole (for example, refer to Japanese Patent Publication No. Sho 48_384 No. 3, Japanese Patent Laid-Open No. Hei 62-174204, etc.), 4, 4 The imidazole compound in which the phenyl group at the 5, 5, and the position is substituted with an alkoxycarbonyl group (for example, refer to Japanese Patent Laid-Open No. Hei 7--〇9 j 3, etc.), etc., β is preferably enumerated: 2, 2, _ double ( 2_gas phenyl)_4,4,,5,5,_tetraphenylbiimidazole, 2,2,_bis(2,3_diphenyl)-4,4,5,5,_tetraphenyl联联米°, 2,2'-bis(2,4-diphenyl)-4,4' , 5,5'-tetraphenylbiimidazole. The above-mentioned benzoyl ketone compound may, for example, be diethoxyphenylethyl, 2-methyl-2-mineolinyl_ι_(4-methylphenylphenyl)propanone, ketone, 2-dimethyl Amino-1-(4-morpholinylphenyl)_2-benzylbutanone ketone, 2-dimethylamino-indole_(4_linylphenyl)-2-(4-mercaptophenyl) Butyl-butan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one 'benzyldidecyl ketal, 2-hydroxy-2-methyl-bu [4- (2-P-ethoxyethyl)phenyl]propane-fluorenone, hydrazine-hydroxycyclohexylphenyl hydrazine, 2-carbyl-2-methyl·ι_(4-isopropenylphenyl)propane_ι_ The ketone oligomer or the like is preferably exemplified by 2-methyl-2-indolyl-1-(4-methylindenylphenyl)propan-1-one and 2-dimethylaminoporphyrin. Phenyl)-2-benzylbutane-1-one and the like. Commercial products such as Irgacure 369 and 907 (manufactured by BASF Japan Co., Ltd.) can also be used. As the above-mentioned three-till compound, 2,4-bis(trichloromethyl)-6-(4-159871.doc •42·201229667 decyloxyphenyl)-l,3,5-three tillage, 2 ,4-bis(trimethylmethyl)-6-(4-methoxycainyl)-1,3,5-three tillage, 2,4-bis(triseodecyl)-6-sunflower base_1 , 3,5_three spray, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-indole, three tillage, 2,4-bis(trichloroindenyl) -6-[2-(5-methylfuran-2-yl)vinyl bromide: tri-p well, 2,4-bis(trimethylmethyl)-6-[2-(bate-2-yl) Ethyl]_1,3,5_three tillage, 2,4·bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]- 1,3,5_three tillage, 2,4-bis(trimethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-three tillage Wait. The above hydrazine compound may, for example, be N-benzylideneoxy_ι_(4-phenylphenylphenyl)butan-1-one-2-imine or N-benzoquinoneoxy_ι_(4· Stupid base, basic base), Xinyuan-1-indole-2-imine, N-ethyloxy-l-[9-ethyl-6-(2-methylbenzyl) sit-3-yl ]B--1-imine, N-ethyloxy small [9-ethyl-6-{2-mercapto-4-(3,3-dimethyl-2,4-dioxole) Methoxy)phenylhydrazinyl}-9H-indazol-3-yl]ethane-1-imine, etc. may also be used

Commercial products such as Irgacure OXE-01, OXE-02 (above, manufactured by BASF Japan) and N-1919 (manufactured by ADEKA Corporation). The polymerization initiator (D1) may, for example, be a benzoin compound such as benzoin, benzoin, benzoin ethyl ether, benzoin isopropyl ether or benzoin isobutyl ether; dibenzophenone or methyl phthalate; 4•Phenylbenzophenone, 4-methionyl-4'-mercaptodiphenyl sulfide, 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone a benzophenone compound such as 2,4,6-trimethylbenzophenone; an anthraquinone compound such as 9,10·phenanthrenequinone, 2·ethylhydrazine, camphorquinone; 10_butyl-2-gascridine _, benzyl, methyl phenylglyoxylate, ferrocene-β, and the like. The 4 is preferably used in combination with the polymerization starting assistant (D2) described below (particularly 159871.doc -43·201229667 amine). The present invention may further contain a polymerization initiation aid (D2). The polymerization initiation aid (D2) is a compound or a sensitizer which is used in combination with the compound (D) and the polymerization initiator (D1) to promote polymerization using a polymerizable compound starting from a polymerization initiator. The polymerization starting aid (D2) ' can be exemplified by an amine compound, a thiazole-based alkoxide oxime compound, a thioxanthone compound, a acid compound, and the like. Examples of the amine compound include triethanolamine, mercaptodiethanolamine, triisopropanolamine, dimethyl 4-aminocarbamic acid benzoate, 4-diguanylaminobenzoic acid ethyl acetate, and 4-diguanylamino group. Isoamyl benzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-diguanylbenzoate, hydrazine, hydrazine-dimethyl-p-anilide, 4,4 bis ( Dimethylamino)benzophenone (commonly known as miconesone), 4,4,_bis(diethylamino)benzophenone, 4,4,-bis(ethylmethylamino)benzol A ketone or the like, among which 4,4·-bis(diethylamino)benzophenone is preferable, a commercially available product such as EAB-F (manufactured by Hosei Chemicals Co., Ltd.) can also be used. The thiazoline compound may, for example, be a compound represented by the formula (V-1) to the formula (V-3).

(V-i) 159871.doc -44- 201229667

(V-3) Examples of the alkoxy hydrazine compound include 9,1 〇_dimethoxy bud, 2-ethyl-9, 1 〇-dimethoxy fluorene, and 9,10-diethoxy group.蒽, 2·ethyl_91〇•diethoxy hydrazine, 9,10-dibutoxy hydride, 2·ethyl-9,10-dibutoxy oligo. Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthiaxanone, and 2,4-dichlorothiazepine. Ketone, 1-chloro-4-methylpropenyl ketone, and the like. Examples of the carboxylic acid compound include phenylmercaptoacetic acid, mercaptobenzoic acid, ethyl benzofuric acid, methyl ethyl benzofuric acid, dimercaptobenzoic acid, methoxybenzoic acid, and the like. Methoxyphenylhydrinoacetic acid, gas phenylhydrinoacetic acid, dioxoacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthyloxyacetic acid and the like. The content of the compound (D) and the polymerization initiator (D1) is 100 parts by mass based on the total amount of the resin (B) and the photopolymerizable compound (c), and the total of the compound (D) and the polymerization initiator (D1). The gauge is preferably a mass fraction of 〇丨~, more preferably 1~30 mass. The content of the compound (D) is preferably 〇〇5 to 4 parts by mass, more preferably 159871.doc -45 to 201229667, based on the total amount of the resin (b) and the photopolymerizable compound (C). It is 0.5 to 30 parts by mass. When the total amount of the compound (D) and the polymerization initiator (Di) is within this range, the pattern can be formed with high sensitivity, and the chemical resistance, mechanical strength, and surface smoothness of the pattern tend to be good. When the polymerization initiator (D2) is used, the amount thereof is preferably 100 parts by mass, more preferably 1 to 50 parts by mass, based on 100 parts by mass of the total of the resin (B) and the photopolymerizable compound (C). More preferably, it is 01 to 4 parts by mass. Further, it is preferably 0.01 to 1 mole, more preferably 0.01 to 5 moles per mole of the compound (D) and the polymerization initiator (D1). When the amount of the polymerization initiator (D2) is within this range, the pattern can be formed with higher sensitivity, and the productivity of the pattern is improved. Further, the colored photosensitive resin composition of the present invention may further contain a polyfunctional thiol compound (T). The polyfunctional thiol compound (τ) is a compound having two or more thiol groups in the molecule. Among them, when a compound having two or more sulfhydryl groups adjacent to the aliphatic smog is used, the pattern can be formed with high sensitivity, which is preferable. Examples of the polyfunctional thiol compound (T) include hexanedithiol, decanedithiol, 1,4-bis(indenyl)benzene, and butanediol bis(3-mercaptopropionate). Butanol bis(3-carboacetic acid vinegar), ethylene glycol bis(3-carboacetate), trimethylpropane tris(3-mercaptoacetate), butanediol bis(3-indenyl) Propionate), trihydroxymercaptopropane tris(3-mercaptopropionate), trishydroxypropylpropane tris(3-disylacetate), pentaerythritol tetrakis(3-sodium propionate), pentaerythritol IV (3_mercaptoacetic acid vinegar), trisylethyl tris(3-sulfopropionic acid vinegar), pentaerythritol tetrakis(3 _ succinyl butyrate), 1,4-bis(3-mercaptobutoxy) Butane and so on. The content of the polyfunctional thiol compound (T) relative to the compound (d) and the polymerization is 159871.doc -46· 201229667 starting agent (D 1)1 〇〇 晋 晋 , , , , , , , , , , , , 。 。 。 。 When the content is more than 5 parts by mass to 2 parts by mass, more preferably H5 is sensible. When the content of the alcohol compound (7) is within this range, the sensitivity is enhanced by X, and the developability tends to be good. The agent (E) is not particularly limited. It is possible to use a agent which is generally used in the field. For example, it can be used as a solvent (containing a solvent), an ether solvent other than a vinegar solvent (a solvent containing 〇_), an ether ester solvent (a solvent containing _C(8)- and _〇·, a ketone solvent other than the agent η The solvent is contained in the solvent of _co_, the alcohol solvent, the aromatic hydrocarbon solvent, the amine solvent, and the dimethyl hydrazine. These solvents may be used singly or in combination of two or more. Examples of the solvent include methyl lactate, ethyl lactate, butyl lactate, decyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetonate, amyl formate, isoamyl acetate, and C. Butyl acrylate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetate, ethyl acetate, cyclohexyl Acetate, γ-butyrolactone, etc. Examples of the ether solvent include ethylene glycol monoterpene ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, and 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 single Ether, 3-methoxy-1-butanol, 3-decyloxy-3-mercaptobutanol, tetrahydrofuran, tetrahydrogen ratio 0 nan, 1,4-dioxane, Diethylene glycol dioxime ether, diethylene glycol diethyl ether, diethylene glycol decyl ether, diethylene glycol dipropylene scale, diethylene glycol dibutyl sulfonate, phenyl oxime ether, phenyl ether 'methyl benzoate Ether, etc. As the ether ester solvent, methyl methoxyacetate, methoxy acetic acid 159871. doc -47 - 201229667 ethyl ester, butyl methoxyacetate, methyl ethoxyacetate, ethoxy acetic acid Ethyl ester, methyl 3-Toxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 2-methoxypropionic acid Methyl ester, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, 2-foxy-2 -methyl methacrylate, ethyl 2-ethoxyethoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether Acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate Ss, diethylene Alcohol monoacetate acetate, diethylene glycol monobutyl acetate, etc. As the ketone solvent, 4_hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-glycan Ketone, 3-heptanone, 4-heptanone, 4-mercapto-2-pentanone, cyclopentanone, cyclohexanone, isophorone, etc. As the alcohol solvent, methanol, ethanol, propanol, and butyl are exemplified. Alcohol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, glycerin, etc. Examples of the aromatic hydrocarbon solvent include benzene, toluene, and diphenylbenzene mesitylene. In the above solvent such as acetalamine or N-methylpyrrolidone, it is preferred that propylene glycol monomethyl is preferred in terms of applicability and dryness. H alcohol single W acetate vinegar and the like. The content of the solvent (8) is 60% by mass based on the coloring photosensitive resin composition. /. More preferably, it is 7 inches, and in other words, the coloring feeling is 159871.doc -48· 201229667 The solid content of the resin composition is preferably 5 to 40% by mass, more preferably 10 to 30% by mass. When the content of the solvent (E) is within the above range, the flatness at the time of coating tends to be good. The colored photosensitive resin composition of the present invention preferably contains a surfactant (F). Examples of the surfactant include a polyfluorene-based surfactant, a fluorine-based surfactant, and a polyfluorene-based surfactant having a fluorine atom. The flatness at the time of coating tends to be good by containing a surfactant. The polyoxosiloxane surfactant may, for example, be an interfacial surfactant having a decane bond. Specific examples include: Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC 11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, Polyether Modified Polysulfate SH8400 (trade name, Toray Dow Corning) Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446 'TSF4452' TSF4460(Momentive Performance Materials Japan LLC, etc.) As the fluorine-based surfactant, a surfactant having a fluorocarbon chain is exemplified. Specific examples include Fluorinert (registered trademark) FC430, Fluorinert FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megafac (registered company 159871.doc -49·201229667) F142D, Megafac F171, Megafac F172, Megafac F173, Megafac F177, Megafac F183, Megafac R30 (manufactured by DIC Corporation), Eftop (registered trademark) EF301, Eftop EF303,

Eftop EF351 'Eftop EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surfon (registered trademark) S381, Surflon S382, Surflon SC101, Surflon SC105 (manufactured by Asahi Glass Co., Ltd.), E5844 (Dakin Precision Chemical Research Institute Co., Ltd.) Company manufacturing) and so on. The polyfluorene-based surfactant having a fluorine atom may, for example, be a surfactant having a oxaxan bond and a fluorocarbon chain. Specific examples include Megafac (registered trademark) R08, Megafac BL20, Megafac F475, Megafac F477, Megafac F443 (manufactured by DIC Corporation), and the like. Preferably, Megafac (registered trademark) F475 is mentioned. The surfactant (F) is 〇〇〇i by mass or more, 〇.2 mass% or less, more preferably 〇〇〇2 mass% or more, and more preferably 质量% by mass or less, more preferably 着色2% by mass or less, based on the coloring photosensitive resin composition. 0·01 mass% or more and 〇〇5 mass% or less. The flatness of the coating film can be improved by including the surfactant in this range. The colored photosensitive resin composition of the present invention may optionally contain various additives such as a solvent, another polymer compound, an adhesion promoter, an antioxidant, an ultraviolet absorber, a light stabilizer, and a chain transfer agent. The colored photosensitive resin composition U > of the present invention can be produced by the following. The solvent (Ε) is mixed, and the degree of use of the beads is less than or equal to 2 μηι. First, the pigment of the colorant (Α) is dispersed in advance with the mill to obtain an average particle diameter of the pigment of 159871.doc 201229667. At this time, a part or all of the pigment dispersant and the resin (B) may be blended as needed. Adding the remaining resin (B), the photopolymerizable compound (c), the compound (D), and other components to be used in a specific concentration to the pigment dispersion obtained, and further adding as needed A target coloring photosensitive resin composition can be obtained by adding a solvent. The colored photosensitive resin composition of the present invention is processed into a color filter by, for example, the following steps (1) to (3). (1) a step of obtaining a coating film by applying the colored photosensitive resin composition of the present invention onto a substrate (2) a step of obtaining a coating film after exposure by exposing the coating film through a mask Λ (3) A step of obtaining a pattern by developing an exposed coating film with an alkali developing solution: photolithography, inkjet method, and printing. The photolithography method is a method of obtaining a pattern by subjecting the coloring to drying and passing through a mask, and a brushing method or the like is exemplified. In the above, a method in which a photolithographic photosensitive resin composition is applied to a substrate and developed to obtain a pattern is exemplified by glass, metal, plastic, etc., and may be plate-shaped or may be used. It is membranous. Examples of the plastics include polyolefins such as polyethylene, polypropylene, and olefin-based polymers, polyvinyl alcohol, polyethylene phthalate, polyethylene naphthalate, and poly(decyl) acrylate. , cellulose ester, polycarbonate, polysulfone, polyethersulfone, ether ketone, polyphenylene sulfide, polyphenylene ether and the like. Here, the term "(meth)acrylic acid" means at least one selected from the group consisting of acrylic acid and methacrylic acid, 159871.doc -51 - 201229667. Structures such as a color light guide sheet, various insulating or conductive films, and a drive circuit can be formed on the substrates. According to the colored photosensitive resin composition of the present invention, a cured pattern can be formed at a lower temperature, and thus it is particularly useful when a pattern is formed on a plastic substrate. Examples of the coating method applied to the substrate include an extrusion coating method, a direct gravure coating method, a reverse gravure coating method, a cap coating method, and a die coating method. Further, a dipping coater, a roll coater, a bar coater, a spin coater, a slit & spin coater, and a knife coater (sometimes referred to as extrusion coating) may also be used. It is applied by a coating device such as a cloth machine, a curtain coater 'non-rotating coater', or an ink jet. Among them, it is preferably applied by a knife coater, a spin coater, a roll coater or the like. Examples of the method of drying the film coated on the substrate include heating, drying, natural drying, air drying, and drying under reduced pressure. It can also be combined with a plurality of methods. As the drying temperature, it is preferably "charged", more preferably it is ~ 丨 (9). Further, as the heating time, it is preferably from 10 seconds to 60 minutes, more preferably from 3 seconds to 3 minutes. The drying is preferably carried out at a temperature of from 50 to 150 Pa in a temperature range of from 2 Torr to 25 Torr. The film thickness of the coating film after drying is not particularly limited, and may be suitably selected depending on the materials used and the use. The grounding adjustment is, for example, 〇2〇μιη, preferably 丨~6 μιη 〇, and the coated lanthanum after drying is exposed to the reticle formed by the purpose pattern to form 159871.doc •52·201229667 light. The shape of the pattern on the mask is not particularly limited, and a pattern shape according to the intended use can be used. As the light source for exposure, a light source that generates light of a wavelength of 250 to 450 11111 is preferably used. For example, filtering using the wavelength band is used. The light may be cut off to less than 35 〇 nm, or a band pass filter that extracts the bands may be used to selectively extract light near 436 nm, near 408 nm, and near 365 nmw. Specific examples include: mercury lamp, illuminating Diodes, metal halide lamps, halogen lamps, etc. It is sufficient to uniformly illuminate the entire exposed surface with parallel rays or to accurately position the mask with the substrate, preferably using a mask aligner, a stepper, etc. After exposure, it can be coated by exposure. The film is brought into contact with the developer to form a pattern by dissolving and developing a specific portion, for example, an unexposed portion. An organic solvent can be used as the developer, but in order to make the exposed portion of the coating film difficult to dissolve or swell due to the developer, A good shape pattern can be obtained, and an aqueous solution of a basic compound is preferably used. The development method may be any of a liquid coating method, a dipping method, a spray method, etc. Further, the substrate may be inclined at an arbitrary angle during development. In order to perform water washing after development, examples of the basic compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, and cesium phosphate. Inorganic basic compounds such as sodium, potassium citrate, sodium carbonate, potassium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate, sodium borate, potassium borate, ammonia; tetramethylammonium hydroxide, 2-hydroxyethyltrimethyl hydroxide Alkyl ammonium diamine, trimethylamine, monoethylamine, diethylamine, triethylamine, methylamine monoisopropylamine 159871.doc -53- 201229667 organic basic compound such as diisopropylamine or ethanolamine. The concentration of the inorganic and organic basic compounds in the aqueous solution is preferably from 0. 01 to 10% by mass, more preferably from 0.03 to 5% by mass. The aqueous solution of the above basic compound may also contain a surfactant. Examples of the surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkyl aryl ether, and other polyoxyethylene. Derivative, oxyethylene/oxypropylene block copolymer, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, glycerin fatty acid ester, polyoxyethylene Nonionic surfactants such as fatty acid esters and polyoxyethylene alkylamines; sodium lauryl sulfate, sodium oleyl sulfate, sodium lauryl sulfate, lauryl sulfur (10), decyl benzoate, ten = anionic interfacial activity such as Tingji Caisu ; Octadecylamine hydrochloride, lauryl trimethyl ammonium chloride and other cationic surfactant agents. The concentration of the surfactant of the basic compound in the aqueous solution is preferably 0.01 to 10% by mass, more preferably 0.05 to 8% by mass, and particularly preferably 5% to 5% by mass. The hardened pattern can be obtained by further baking the pattern obtained as described above. The baking temperature is 25t or more and 230t or less, preferably 25°C or more and 200. (The following is more preferably 25 〇 c or more and 16 〇〇 c or less, and further preferably 25. (: above, 12 (TC or less. The baking time is ^ (10) minutes, preferably 1 to 180 minutes') More preferably, it is 丨~(10) minutes. 159871.doc •54·201229667 EXAMPLES Hereinafter, the present invention will be described in more detail by way of examples, in which “〇/〇” and “wound” are used as long as there is no special mark. Synthesis Example 1 <Synthesis of Resin Solution B1> Into a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel, and an air tube, 25 parts by mass of propylene glycol monomethyl ether acetate was introduced. Thereafter, nitrogen gas was introduced into the flask using an air tube, and the gas atmosphere in the flask was replaced with air gas. Thereafter, after the solution in the flask was heated to 1 〇〇 <>c, a dropping funnel was used. A mixture comprising 187.8 parts by mass of benzyl methacrylate, 23.8 parts by mass of methacrylic acid, 15 parts by mass of azobisisobutyronitrile, and 150 parts by mass of propylene glycol monomethyl ether acetate was added dropwise to the flask over 2 hours. After the addition, the mixture was continuously stirred at 100 ° C for 2.5 hours. The resin solution B1 having a weight average molecular weight Mw of 2.3 x 10 4 and a solid content of 34% by mass and a solid content of 69 mg-KOH/g. Synthesis Example 2 <Synthesis of Resin Solution B2> Agitator, thermometer, reflux Into the flask of the condenser, the dropping funnel and the nitrogen inlet tube, 249.3 g of propylene glycol monomethyl ether acetate was introduced, and the gas atmosphere in the flask was changed from air to nitrogen, and after heating to 100 ° C, the dropping funnel was Contains 79.3 g (0.45 m) of benzyl methacrylate, 38.7 g (0.45 mTorr) of methacrylic acid, and dicyclopentyl methacrylate (Fancryl (registered trademark) FA-513M manufactured by Hitachi Chemical Co., Ltd.) 22.0 g (0.10 mol) and propylene glycol monomethyl ether acetate 140 g mixture was added 159871.doc •55· 201229667 azobisisobutyronitrile 3.6 g solution was added dropwise to the flask over 2 hours, and then at 100 Stirring was continued for 5 hours at C. Next, the gas atmosphere in the flask was changed from nitrogen to air, and 133 g (〇15 mol), = (dimethylaminomethyl)phenol quinone·9 g of glycidyl methacrylate. And hydroquinone 〇145 g was put into the flask The reaction was continued at 110 C for 6 hours to obtain a resin solution Β2 having a weight average molecular weight Mw of 3 2 χ 104, a solid content of 29 3% by mass, and a solid content acid value of 103.8 mg-KOH/g. Synthesis Example 3 <Polymerizable Compound C1 Synthesis > 8 乙酸乙酯g of ethyl acetate was added to a four-necked flask equipped with a stir bar, a thermometer, a dropping line, and a nitrogen/air mixed draft tube, and the temperature was raised to 2 Torr. Hey. After the temperature was raised, 2-(2-vinyloxyethoxy)ethyl acrylate (2_(2_Vinyl〇xyeth〇xy) ethyl acrylate) was added dropwise for 2 hours in such a manner that the number of ethylenically unsaturated bonds was 166 (hereinafter referred to as 2). Cationic polymerization was carried out by mixing lysate of 200 g of VEEA (manufactured by Sakamoto Co., Ltd.) with 13 g of ethyl acetate and 13 mg of phosphotungstic acid. After the completion of the cationic polymerization, triethylamine was added to terminate the reaction. Then, after concentration by an evaporator, a polymer c丨 was obtained. The reaction rate of the monomer was determined to be 991% by analyzing the mixed solution after the reaction was stopped by gas chromatography (Gas Chrömography). Further, the obtained polymer C1 had a weight average molecular weight of 36 Å and an acid value of 0.02 mg-KOH/g. <Weight average molecular weight> The measurement of the weight average molecular weight was carried out under the following conditions using a GPC method. 159871.doc •56· 201229667 Installation: Κ2479 (made by Shimadzu Corporation)

Pipe string; SHIMADZU Shim-pack GPC-80M

Column temperature: 40 ° C Solvent: THF (Tetrahydrofuran, tetrahydrofuran)

Flow rate: 1.0 mL/min Detector: RI is set to the polystyrene-converted weight average molecular weight obtained above. Example 1 [Preparation of Colored Photosensitive Resin Composition 1] Pigment: CI Pigment Blue 15:6 4.7 parts of a polyester-based pigment dispersant, 0.03 parts of propylene glycol monomethyl ether acetate, 19 parts were mixed, and a bead mill was used. In the pigment dispersion liquid in which the pigment is sufficiently dispersed, the coloring photosensitive resin composition 1 is obtained by mixing the following: Adhesive resin: Resin solution B 1 6.0 parts Photopolymerizable compound: (trade name: V#802, Manufactured by Osaka Organic Chemical Industry Co., Ltd.) 3.0 parts of V#802 series CAS No. is 55599-04-7, and the compound represented by the following formula is 50 parts for x=2 and 10 parts for x=3. Proportion and mix.

Η I Η 〇—c—c—c--ococh=ch2 Η Η

15987 丨.doc -57- 201229667 Photopolymerization initiator: 2-methyl-1-(4-methylthiophenyl)_2_ morpholinylpropane q• Brewing j (trade name: Irgacure 907, BASF . Japan Manufactured by the company) 〇" (2,4,6-trimethylbenzylidene) phenyl phosphine oxide (trade name: Irgacure 819, manufactured by BASF. Japan) 〇5 Injury polymerization starter: two Ethyl thioxanthone (manufactured by KAYACURE DETX Nippon Kayaku Co., Ltd.) Solvent: cyclohexanone Example 2 0.1 part 61 parts [Preparation of coloring photosensitive resin composition 2] Pigment: CI Pigment Blue 15:6 Polyester-based pigment dispersant propylene glycol monomethyl ether acetate 4.7 parts of 0.03 parts of 19 parts are mixed and used in a pigment dispersion in which the pigment is sufficiently dispersed using a bead mill, and then the following is mixed to obtain a colored photosensitive resin combination. 2: Binder resin: Resin solution B1 Photopolymerizable compound: Polymerizable compound C1 Photopolymerization initiator: 6.0 parts 3. Oxide 2-methyl-1-(4-methylthiophenyl)_2_ Lolinylpropane (trade name: lrgacure 9〇7, manufactured by BASF Japan) 〇$Guangshuang (2,4,6-trimethylbenzene) Phenyl phosphine oxide (trade name: Irgacure 819, manufactured by BASF Japan) 〇 广 159871.doc -58 - 201229667 Photopolymerization starter: diethyl thiazolone (KAYACURE DETX Nippon Chemical Co., Ltd. Made by Ltd.) 0.1 part solvent: propylene glycol monoacetate acetate - 61 parts of Example 3 [Preparation of colored photosensitive resin composition 3] 4.7 parts of 〇·〇3 parts of 19 parts of pigment: CI Pigment Blue 15: 6 A polyester-based pigment dispersant propylene glycol monoterpene ether acetate is mixed and used in a pigment dispersion in which a pigment is sufficiently dispersed using a bead mill, and then 'mixed as follows to obtain a colored photosensitive resin composition 3 : a binder Resin: Resin solution Β 1 6.0 parts Photopolymerizable compound: Polymerizable compound C1 3 · 0 parts Photopolymerization initiator: 1,2-octanedione-1-(4-phenylthio)-2-(o-phenylene)醯基肟) (trade name: Irgacure ΟΧΕ-01, manufactured by BASF. Japan) 0.5 parts of bis(2,4,6-trimethylphenyl)-phenylphosphine oxide (trade name: Irgacure 819, BASF · Japan) Made by the company) 0.5 part photopolymerization starter: diethyl thianonanone (KAYACU RE DETX Pharmacopoeia Co., Ltd.) 0.1 part 61 parts of solvent: propylene glycol monoterpene ether acetate Example 4 159871.doc • 59· 201229667 [Preparation of colored photosensitive resin composition 4] 4.7 parts 0.03 parts 19 In the pigment dispersion in which the pigment: CI·Pigment Blue 15:6 polyacetic acid pigment dispersant propylene glycol monoterpene ether acetate is mixed and the pigment is sufficiently dispersed using a bead mill, and then mixed as follows A coloring photosensitive resin composition 4 was obtained: 6.0 parts of 3.0 parts of binder resin: resin solution B1 Photopolymerizable compound: polymerizable compound C1 Photopolymerization initiator: bis(2,4,6-trimercaptobenzoyl group Phenylphosphine oxide (trade name: Irgacure 819, manufactured by BASF Japan) Photopolymerization start-up aid: diethyl thiazolone (manufactured by KAYACURE DETX 曰本本科股份有限公司) 0.1 parts 61 parts 4.7 parts 0·03 parts 19 parts solvent: propylene glycol monoterpene ether acetate Example 5 [Preparation of coloring photosensitive resin composition 5] Pigment: CI·Pigment blue 15:6 Polyester-based pigment dispersant propylene glycol monomethyl ether Acetate is mixed and used In the pigment dispersion liquid in which the pigment is sufficiently dispersed by a bead mill, the following coloring photosensitive resin composition 5 is obtained by mixing: 15987l.doc -60- 201229667 6.0 parts 3.0 parts of binder resin: resin solution B1 photopolymerization Compound: Polymerizable compound Cl Photopolymerization initiator: 2,4_trimethylmethyl-(sunflower based)-6-three"• Well (trade name: Triazine PP, manufactured by Midori Kagaku Co., Ltd.) 〇 5 copies (2,4,6-trimethylbenzylidene) phenylphosphine oxide% (trade name: Irgacure 819, BASF. japan& system, earth, salvation) 〇5-valent photopolymerization starting aid: two Ethyl thioxanthone (manufactured by KAYACURE DETX Nippon Kayaku Co., Ltd.) 0.1 parts 61 parts 12.4 parts 4.5 parts 63 parts

Solvent: propylene glycol monomethyl ether acetate Example 6 [Preparation of colored photosensitive resin composition 6] The pigment: CI Pigment Blue 15:6 polyester pigment dispersant propylene glycol monomethyl ether acetate g was mixed. The pigment is sufficiently dispersed in the pigment using a bead mill, and then the following is obtained to obtain a colored photosensitive resin composition. 6 52_3 parts Osaka Organic Chemical Industry 22.4 parts of binder resin: resin solution B2 Photopolymerizable compound: (trade name :V#802, manufactured by Nippon Co., Ltd.) Light t-starting agent: 1,2-octanedione-i-(4-phenylthio)_2-(o-benzoylhydrazine) 159871.doc ,, 201229667 ( Product name: Irgacure OXE-01, manufactured by BASF Japan Co., Ltd.) 2.2 parts of bis(2,4,6-trimethylbenzylidene)phenylphosphine oxide (trade name: (Irgacure 819, manufactured by BASF Japan) 4.5 Photopolymerization start-up aid: diethyl thioxanthone (manufactured by KAYACURE DETX Nippon Kayaku Co., Ltd.) 15 parts solvent. Propylene glycol monomethyl acetate vinegar 7 4 parts surfactant: polyether modified polyoxyl Oil (Toray Silicone SH8400 Toray Dow Corning Co., Ltd. 0.25 part of Example 7 [Preparation of colored photosensitive resin composition 7] Pigment: CI Pigment Red 242 6.4 parts of pigment: CI Pigment Red 177 9.6 parts of polyester-based pigment dispersant 6.6 parts of propylene glycol monoterpene ether acetate 51 parts of the pigment dispersion liquid which was mixed and used to sufficiently disperse the pigment using a bead mill, and then 'mixed as follows to obtain a colored photosensitive resin composition 7 : Adhesive resin: Resin solution B 2 43.7 parts of photopolymerizable compound: (trade name: V#802, manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20.7 parts of photopolymerization initiator: 1,2-octanedione-1-(4-phenylene)_2-(o-benzylidene group)肟) (trade name: Irgacure OXE-01, manufactured by BASF Japan) 2.1 parts 159871.doc • 62 - 201229667 Bis(2,4,6-trimercaptobenzylidene)phenylphosphine oxide (trade name: (1^&〇1^6 819,6八8?-^卩311 Manufactured by the company) 4.1 parts of photopolymerization starter: diethyl thianonanone (manufactured by KAYACUREDETX 曰本化制药股份有限公司) 2.1 Solvent: propylene glycol monomethyl acetate acetate 7 8 parts surfactant: polyether modified poly Oxide oil (manufactured by Toray Silicone SH8400 Toray Dow Corning Co., Ltd.) 0.25 parts of Example 8 [Preparation of colored photosensitive resin composition 8] Pigment: CI·Pigment Green 58 12.4 parts of pigment: CI Pigment Yellow 138 3.9 parts The vinegar-based pigment dispersing agent was mixed with 55 parts of propylene glycol monomethyl ether acetate (55 parts) and mixed in a pigment dispersion liquid in which the pigment was sufficiently dispersed using a bead mill, and then the following was mixed to obtain a colored photosensitive resin composition 8 : Binder Resin: Resin Solution B2 44.5 parts of photopolymerizable compound: (trade name: V#802, manufactured by Osaka Organic Chemical Industry Co., Ltd.) 21.7 parts of photopolymerization initiator: 1,2-octanedione-1· (4-stupylthio)_2-(o-benzhydrylhydrazine) (trade name: Irgacure ΟΧΕ-01, manufactured by BASF Japan) 2 2 parts 159871.doc •63- 201229667 Double (2,4,6- Trimethyl benzhydryl) phenyl phosphine oxide (trade name: (Irgacure 819, manufactured by BASF. Japan) 4.5 parts of photopolymerization initiation aid: diethyl thianonanone (KAYACURE DETX 曰本本药Made by Ltd.) 1.5 parts of 79 parts of solvent: Hexone surfactant: Polyether modified polyoxyxide oil (Toray Silicone SH8400 Toray Dow Corning Co., Ltd.) 0.25 parts Comparative Example 1 4.7 parts 0.03 parts 19 parts [Preparation of coloring photosensitive resin composition 6] Pigment: CI Pigment Blue 15:6 The polyester-based pigment dispersant propylene glycol monoterpene ether acetate is mixed and used in a pigment dispersion in which the pigment is sufficiently dispersed using a bead mill, and then the following is mixed to obtain coloring sensitivity. Resin composition 6 : Adhesive resin: Resin solution Β 1 6 光 Photopolymerizable compound: dipentaerythritol hexaacrylate (trade name: KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd.) 3.0 parts of photopolymerization initiator: 2 - mercapto-1-(4-methylthiophenyl)-2- morpholylpropane-1·_ 0.5 part (trade name: Irgacure 907, manufactured by BASF. Japan) 159871.doc -64- 201229667 Double ( 2,4,6-trimethylbenzhydryl)phenylphosphine oxide (trade name: 1犷吕3〇1^819'8八8?.^卩丑11 Company) 〇5 parts photopolymerization start Auxiliary: diethyl thianonanone (KAYACURE DETX Nippon Kayaku Co., Ltd. ) 0.1 parts Solvent: Cyclohexanone 61 parts < Evaluation of solvent resistance > Evaluation of durability evaluation pattern based on the durability of a solvent, i.e. solvent resistance. The substrate was coated with a polyethylene terephthalate film (trade name: Lumirror 75-T60 'manufactured by Toray) on a glass plate of 2 吋 square, and the colored photosensitive resin composition 1 to 6 was applied by spin coating. And pre-bake for 2 minutes on a hot plate at 8 ° C. After standing and cooling, use an exposure machine (TME-150RSK, manufactured by T0pcon Co., Ltd.) and at atmospheric pressure, at 15 〇mJ/cm2 The amount of exposure (365 nm reference) is used for light irradiation. After being irradiated with light, it was immersed in a water-based developing solution containing a nonionic surfactant 〇·12% and potassium hydroxide of 0.04% for 30 seconds to develop and was cleaned with pure pure water. Heating at 60 C for 5 minutes to form a colored pattern. The film thickness of the obtained pattern was measured using a film thickness measuring device (DEKTAK3, manufactured by Nippon Vacuum Technology Co., Ltd.), and the result was 2 μηη 〇

The chromaticity is a value measured using a microscopic spectrophotometer (OSP-SP200, manufactured by OLYMPUS). Furthermore, the source of the colorimetric measurement uses a C light source. After the measurement, the film was dropwise added with propylene glycol monoterpene ether acetate 丨ml, and after standing for 30 s in 159871.doc -65-201229667, it was rotated at 1 000 rpm for 10 s. Thereafter, the film thickness and the chromaticity were measured by the same method as described previously. The film thickness change rate before and after the contact measurement of propylene glycol monomethyl ether acetate was calculated by the following formula. Film thickness retention ratio (%) = film thickness after contact/film thickness before contact XI00 Further, chromatic aberration was calculated from the chromaticity of JIS Z 8730 and propylene glycol monoterpene ether acetate before and after measurement. The higher the film thickness retention ratio and the smaller the chromatic aberration, the better the solvent resistance, and the color mixture can be prevented from being formed when the color filter is formed. <Resolution Evaluation> The previously formed pattern was observed with a laser microscope (manufactured by Axio Imager MAT Carl Zeiss Co., Ltd.), and the minimum size of the solution was set as the resolution. The resolution can form a fine pattern, and the more excellent the workability. Table 1 Example 1 Example 2 Example 3 Example 4 Example 5 Colored photosensitive resin composition 1 2 3 4 5 Photopolymerizable compound ethylenically unsaturated bond number 8.9 16.6 16.6 16.6 16.6 Weight average molecular weight 802 3600 3600 3600 3600 Acid value (mg-KOH/g) 0.03 0.02 0.02 0.02 0.02 Pattern resolution (μηι) 20 20 20 20 20 Film thickness retention (%) 101 98 99 102 102 △Eab* 1.2 1.3 1.0 0.6 0.6 15987 丨.doc - 66 - 201229667 Table 2 Example 6 Example 7 Example 8 Comparative Example 1 Colored photosensitive resin composition 6 7 8 9 Photopolymerizable compound Ethylene unsaturated bond number 8.9 8.9 8.9 5.5 Weight average molecular weight 802 802 802 551 Acid value (mg-KOH/g) 0.03 0.03 0.03 0.08 Pattern resolution (μιη) 20 20 20 30 Film thickness retention ratio (%) 98 100 101 93 AEab* 1.5 1.2 1.0 1.5 Industrial Applicability Coloring sensitivity according to the present invention The resin composition can obtain a pattern having excellent resolution and durability. 159871.doc -67-

Claims (1)

201229667 VII. Patent Application Range: 1. A colored photosensitive resin composition comprising (A), (c), (D) and (E) ' (A) Colorant (B) Resin (c) Ethylene Photopolymerizable compound (D) having an unsaturated bond number of 7 or more and having an acid value of less than 2 〇 mg_KOH/g (E) A solvent represented by the formula (1) [In the formula (1), R, R and R independently represent the courtyard of the carbon number dike or the alkoxy group having a carbon number of 1 to 4; and m&n respectively represent an integer of 〇~3; In the case of the above integers, the plurality of Ws may be identical to each other or may not be the case where m is an integer of 2 or more, and the plural numbers (4) may be the same or different from each other; and the integers of η being 2 or more may be different. "Hour" a plurality of R3s can be mutually phased. 2. The combination of the colored photosensitive resin of claim 1 is shown as a compound, wherein (D) is represented by the formula (2) 159871.d〇c 201229667 R4 R6 1JJ (2) R8 Sv °)r [In the formula (2), R4, R, R, R and R each independently represent an alkyl group having a carbon number of i to 4, and R6 and r9 each independently represent a hydrogen atom or a carbon number of 1 to 4; The appearance base, η, represents an integer of 0 to 2; when η is 2, the plurality of R10 may be the same or different from each other]. 3. The colored photosensitive resin composition of claim 1, wherein (D) is bis(2,4,6-trimethylbenzylidene)phenylphosphine oxide. 4. The colored photosensitive resin composition according to any one of claims 1 to 3, wherein (C) is a compound represented by the following formula, 〇coch=ch2,ch2=chcooch2 Ch2=chcooch2 〜 I Η CH2=CHC00CH2—C—C c I Η ch2=chcooch2 /ch2=chcooch2 Η H-o—c—c—c Η H [where X represents an integer from 2 to 5]. 5. The colored photosensitive resin composition according to any one of claims 1 to 3, wherein (c) is dipentaerythritol octaacry late. 6. The colored photosensitive resin composition according to any one of claims 1 to 3, wherein (C) is obtained by cationically polymerizing 2-(2-vinyloxyethoxy)ethyl (meth)acrylate. Compound. 7. The colored photosensitive resin composition of claim 1, which further comprises a polymerization initiator 159871.doc 201229667 initiator. 8. The colored photosensitive tree according to claim 7, wherein the polymerization initiator is a hydrazine compound, a brick compound or a tri-well compound. 9. A pattern formed by using a ochre photosensitive resin composition as claimed in claim 1 $ Ji ω · ji θ $1. 1 〇· A color calender sheet' which contains the pattern of claim 9. A method for producing a color filter or a light sheet, comprising the steps of the following (1) to (3): () obtained by applying a colored photosensitive resin composition as claimed in claim 1 to a substrate. a step of coating a film, (step) obtaining a film after exposure by exposing a coating film by a mask, and (3) coating after exposure by using a base rib _ & The step of developing the film to obtain a pattern. 159871.doc 201229667 IV. Designated representative map: (1) The representative representative of the case is: (none) (2) The symbolic symbol of the representative figure is simple: 5. If there is a chemical formula in this case, please reveal the best indication of the characteristics of the invention. Chemical formula: 159871.doc