TW200808915A - Pigment dispersion composition, photocurable composition, color filter produced using the same, and method for producing the color filter - Google Patents

Abstract

A pigment dispersion composition for a color filter, including, in an organic solvent, a pigment and a polymer having a structural unit represented by the following general formula (1) as a pigment dispersing agent: wherein R1 represents hydrogen atom or a methyl group, R2 represents an alkylene group, and Z represents a nitrogen-containing heterocyclic structure.

Description

200808915 IX. The invention relates to a pigment dispersion composition, a photocurable composition containing the same, a color filter manufactured using the photocurable composition, and the color filter. The manufacturing method of the film. [Prior Art] A color filter contains a pigment dispersion composition obtained by dispersing an organic pigment or an inorganic pigment, a polyfunctional monomer, a photopolymerization initiator, an alkali soluble resin, and other components. It is produced by forming a colored pattern by a photolithography method or the like using a photocurable composition. In recent years, color filters have not only monitors but also TVs (TVs) in terms of their use in liquid crystal display elements (LCDs). With the tendency of this application, in terms of chromaticity and contrast. Other aspects have evolved into highly desirable color characteristics. Further, in the use of an image sensor (solid-state imaging device), the same is required to be higher in the required color beta. In order to meet the above requirements, it is required to disperse the pigment in a finer state (good dispersibility) and to disperse it in a stable state (good dispersion stability). If the dispersibility is insufficient, it will cause fringe (saw-tooth at the edge) or surface irregularities on the formed resist film, and the color or size of the manufactured color filter. (size) Reduced accuracy, or the problem of significant degradation. In addition, if the dispersion stability is insufficient, it is easy to cause the film thickness uniformity to be lowered, or the light sensitivity is lowered, or in the developing step, in the manufacturing process of the color filter 200808915 light sheet, especially in the coating step. When the alkali is soluble and the pigment dispersion stability is not good, the constituents are also agglomerated over time to cause a problem that the pot life becomes extremely short. However, if the fine particle size of the pigment is increased, the cohesive force level between the pigment particles causes both the dispersibility and the dispersion stability to coexist, and the requirements must be good for the above requirements. That is, it is required to be caused by heat. If the heat resistance is not good, it will cause color filter to fail to meet the problem of high color characteristics. Even if the pigment dispersion composition is used to disperse the composition, the pigment dispersion composition may be derived from the pigment dispersion composition, which may lead to deterioration of the slit type coating which has become mainstream in recent years. In order to solve the problems as described above, powders have been developed. Among these dispersants, an oligomer polymer containing an ethyl enic ally unsaturated group is particularly useful, and it has been disclosed in the publication by (oligomer having an ethylenically unsaturated group at the terminal) The pigment can have a small particle size and has a problem that the sensitivity of the photocurable composition in the exposure step is lowered. The photocurable composition has an increased viscosity, so that the surface of the pigment particles is enhanced. It is difficult to use high C. The heat-resistant discoloration of the color filter must be caused by the discoloration of the light-reducing film due to heat, and the heat-resistant property of the pigment photocurable composition which is both coexisting, and the coating property of the mode A pigment which has a wide variety of pigment fractions (having an oligomer at the end) containing a macromonomer, that is, a stable pigment dispersion 200808915 (see, for example, Patent Documents 1, 2) ). However, the copolymer containing a macromonomer disclosed in the publication has a function of not acting as a dispersing agent alone because it does not have a functional group for promoting adsorption of a pigment, so that it is necessary to be combined with other dispersing agents. The problem of using it together exists. Further, when the copolymer containing a macromonomer is used as a dispersing agent, although the usual viscosity-increasing effect of the polymer dispersing agent can be suppressed, the refinement of the pigment is insufficient, and the dispersibility is insufficient. problem. Further, a structure in which a part of an organic color is contained in order to improve dispersion stability (see, for example, Patent Document 3), a nitrogen-containing hetero ring (see, for example, Patent Document 4), a cyclic quinone imine group (see, for example, Patent Document 4) See, for example, the graft polymer of Patent Document 5). However, a pigment dispersant having superior dispersibility, fluidity, and the like, and having excellent alkali developability, or a pigment dispersion composition containing the same, and having excellent heat resistance or coating property, are currently available. The composition still does not appear. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. 8-25-9876 (Patent Patent Document 2) Japanese Laid-Open Patent Publication No. PCT No. 3-9949 (Invention Patent Document 3) Japanese Patent Application Laid-Open No. 2 Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. 2, No. Hei. Technical Problem to be Solved The present invention has been made in view of the problems as described above, and the object of the present invention is to exhibit superior dispersibility and dispersion stability by use of a pigment.

a polymer of the nature to provide a pigment dispersion composition having high pigment dispersibility and dispersion stability; and providing a pigment dispersion and dispersion stability with superior coatability, exposure and hardening, It has excellent developability, excellent light transmittance and contrast, and can form a photocurable composition of a colored film having good heat resistance. Still another object of the present invention is to provide a color filter which is excellent in color characteristics and which has excellent light transmittance and contrast, and a method of manufacturing such a color filter. [Technical method for solving the problem] The inventors of the present invention have focused on the result, and the pigment dispersant can solve the technical problem as described above by using a specific graft polymer having a nitrogen-containing heterocyclic structure. The invention has been achieved. That is, the present invention has the following constitution. (1) A pigment dispersion composition for a color filter comprising a pigment in an organic solvent and a polymer having a structural unit represented by the following formula as a pigment dispersant: 200808915

General formula (1) z

In the formula (1), R1 represents a hydrogen atom or a methyl group, R2 represents an alkylene group, and Z represents a nitrogen-containing heterocyclic ring structure. (2) The pigment dispersion composition according to Item (1), wherein the nitrogen-containing heterocyclic structure represented by Z in the general formula (1) has a selected from the following formula (2) or Structure of formula (3):

General formula (2) General formula (3) In the general formula (2) and the general formula (3), the X-based single bond is selected from the group consisting of a stretching base, a 〇-, -S-, -NR-, and Any one of the groups consisting of C(=Ο)-, R represents a hydrogen atom or an alkyl group, and ring A, ring B, and ring C each independently represent an aromatic ipsa. The pigment dispersion composition for a color filter according to the item (i) or (2), wherein the pigment dispersant further contains a polymerizable oligomer having a burn-in unsaturated bond at the terminal. The graft copolymer is a copolymerized unit. (4) The pigment dispersion composition for a color filter according to any one of (1) to (3), wherein the pigment dispersant further contains a monomer having an acid group as a copolymerization unit. Copolymer. (5) A pigment dispersion composition for a color filter according to any one of (1) to (4), wherein the pigment dispersant has a strontium of from 10 to 150 mg KOH/g. The pigment dispersion composition for a color filter according to any one of the items (1) to (5), further comprising an alkali-soluble resin. (7) The pigment dispersion for color filter according to any one of (1) to (6), wherein the pigment is selected from the group consisting of: C. I. Pigment Yellow 139, CI·Pigment Yellow 150'ck pigment green 36, _C · I · pigment red 177, c · I · pigment red 2 5 4, C. I · Pigment blue 15 : 6, CI · Pigment Violet 23 at least one of them. (8) A photo-curable composition for a color filter, comprising the pigment dispersion composition according to any one of (1) to (7), a photopolymerizable compound, and a photopolymerization initiator. (9) The photocurable composition for a color filter according to the item (8), wherein the photopolymerization initiator contains a compound selected from the group consisting of a triazine compound and a fluorene dimer (i〇phine). Dimer ) At least one of the group of compounds of the class -10- 200808915 consisting of a phylogenetic compound and a compound of 胜xime. (1) A color filter characterized by having a colored pattern formed of a photocurable composition for a color filter according to item (8) or (9) on a substrate. (11) A method of producing a color filter, comprising: applying a photocurable composition according to item (8) or (9) to a substrate directly or via another layer; A photosensitive film forming step of forming a photosensitive film, and a coloring pattern forming step of sequentially performing pattern exposure and development on the formed photosensitive film to form a colored pattern. [Effect of the Invention] According to the present invention, a pigment having high pigment dispersibility and dispersion stability can be provided by using a polymer capable of imparting superior dispersibility and dispersion stability to a pigment. Dispersed composition, and a superior high pigment dispersibility and dispersion stability, superior coating properties, hardening by exposure, superior developability, superior light transmittance and contrast 'and can be formed A photocurable composition of a colored film having good heat resistance. Further, according to the present invention, it is possible to provide a color filter which is excellent in color characteristics and has excellent light transmittance and contrast, and a method of manufacturing a color filter as such. [Embodiment] [Best Embodiment of the Invention] The following is a detailed description of the present invention. -11-200808915 <Pigment Dispersion Composition> The pigment dispersion composition of the present invention, which comprises a pigment in an organic solvent and a polymer having a structural unit represented by the following general formula (1) as a pigment dispersant (hereinafter referred to as a specific pigment dispersant as appropriate), and it is useful for forming a colored pattern for a color filter, that is, in the pigment dispersion composition of the present invention, it is important to use that specific Structured pigment dispersant. - First, the specific pigment dispersant which is an important component of the present invention is explained below. [Polymer (specific pigment dispersant) having a structural unit represented by the general formula (1)]

In the formula (1), R1 represents a hydrogen atom or a methyl group, and R2 represents a stretching group. The Z series represents a nitrogen-containing heterocyclic ring structure. The alkylene group represented by R2 is not particularly limited, but it is suitably used, for example, methylene, ethyl, trimethylene, tetramethylene (butylene), hexamethylene, 2- Hydroxypropyl, methyleneoxy, ethoxylated, methyleneoxycarbonyl, methylenethio, etc., more preferably methyleneoxy, methyleneoxy-12-200808915-based carbonyl, methylene sulfide base. In the formula (1), the z system represents a nitrogen-containing heterocyclic ring structure, and specifically includes, for example, a pyridine ring, a pyr trap ring, a pyrimidine ring, a pyrrole ring, an imidazole ring, a triazole ring, and a tetrazole ring. , anthracene ring, quinoline ring, anthracene ring, morphine ring, morphine B ring, U 丫 D ketal ring, anthracene ring, benzotriazole structure, benzotriazole structure, benzothiazole Structure, cyclic guanamine structure, cyclic urea structure, and cyclic quinone imine structure.

Among these, a heterocycle structure represented by Z is preferably a structure represented by the following formula (2) or (3):

Formula (2) Formula (3) In the formula (2), the X-form single bond is selected from an alkyl group (for example, methylene, ethyl, propyl, trimethylene, tetraki) Any of a group consisting of methyl (butylene), etc., -0-, -S-, -NR-, and -C(=〇)-, wherein R represents a hydrogen atom or an alkyl group 'R if it is an alkyl group representing an alkyl group, includes, for example, methyl, ethyl, n-propyl, iso-propyl, n-butyl, tert-butyl, n-hexyl, n-octyl Base, 2-ethylhexyl, n-octadecyl and the like. In the above, X is preferably a single bond, a methylene group, a fluorene-, a C(=〇)-13-200808915-, and particularly preferably a -C(=0)-. In the general formula (2) and the general formula (3), the ring A, the ring B, and the ring c are each independently: S: represents an aromatic ring. The aromatic ring system includes, for example, a # ring, a naphthalene ring, an anthracene ring, an anthracene ring, an anthracene ring, an anthracene ring, a pyridine ring, a pyr trap ring, a chelate D ring, a pyrrole ring, an imidazole ring, an anthracene ring, and a quinine. a porphin ring, an acridine ring, a fluorene ring, a morphine ring, an acridone ring, an anthracene ring, etc.; among them, a benzene ring, a naphthalene ring, an anthracene ring, a pyridine ring, a morphine ring, Acridine ring, morphine ring, brown chewing ring, acridone ring, anthracene ring; especially preferred are benzene ring, naphthalene ring, ringing U-pyridine ring. Preferred examples of the structural unit represented by the general formula (i &gt; [exemplary monomer (Μ-1) g (M-8)]) in the pigment dispersant of the present invention will be listed below, but The invention is not intended to be limited by the above. -14- 200808915

The structural unit represented by the above formula (1) preferably contains 2 to 50% by weight of a specific pigment dispersant, more preferably 4 to 30% by weight, particularly preferably 5 to 20% by weight. The pigment dispersant of the present invention is particularly preferably a structural unit of -15-200808915 represented by the general formula (1), and a polymerizable oligomer having an ethylenically unsaturated double bond at the terminal as a copolymerization unit. And containing the graft copolymer. Since a polymerizable oligomer having an ethylenically unsaturated double bond at the terminal has a compound having a particularly good molecular weight, it is also called a macromonomer. In the present invention, a polymerizable oligomer which is used as desired is composed of a polymer chain moiety and a terminal functional group having an ethylenically unsaturated double bond at the end thereof which can be polymerized. These bases having an ethylenically unsaturated double bond' are preferably only one end of the polymer chain from the viewpoint of producing a graft polymer which is desired. The group having an ethylenically unsaturated double bond is preferably a (meth) acrylonitrile group or a vinyl group, and particularly preferably a (meth) acryl fluorenyl group. Further, the macromonomer preferably has a number average molecular weight (??) in terms of polystyrene of 1, 〇〇〇 to 1 〇, 〇〇〇 range, particularly preferably 2,000 to 9,000. The part of the polymer chain as described above is usually at least one selected from the group consisting of alkyl (meth)acrylate, styrene and its derivatives, acrylonitrile, vinyl acetate and butadiene. The individual polymer or copolymer formed by the monomer, or polyethylene oxide, polypropylene oxide, polycaprolactone. The polymerizable oligomer as described above is preferably an oligomer represented by the following formula (4). In the formula (4), R11 and R13 each independently represent a hydrogen atom or a methyl group. R12 represents an alkylene group having 1 to 12 carbon atoms, preferably an alkylene group having 2 to 4 carbon atoms. The alkylene group may further have a substituent (e.g., a hydroxyl group), and the R12 may be a plurality of alkylene groups bonded through an ester bond, an ether bond, a guanamine bond or the like. Y is a phenyl group having no substituent, and represents a phenyl group having one alkyl group having 1 to 4 carbon atoms or a CO OR14. Wherein R14 represents an alkyl group having 1 to 12 carbon atoms, a phenyl group or an aralkyl group having 7 to 10 carbon atoms. Y is preferably a phenyl group or a COOR14, wherein R14 represents an alkyl group having 1 to 12 carbon atoms. The q series represents an integer from 20 to 200. Preferred examples of the polymerizable oligomer (macromonomer) which can be used for the synthesis of the pigment dispersant in the present invention include: poly(methyl) methacrylate, poly(butyl) methacrylate, and poly(( A polymer in which (meth)acrylonyl group is bonded at the molecular end of isobutyl methacrylate or polystyrene. Such a polymerizable oligomer which is commercially available includes a one-end methacryloyl polystyrene oligomer (Μη = 6,000, trade name: AS-6, East Asia synthesis) A polymethyl methacrylate oligomer which is a terminal methacryloyl thiolated (manufactured by the Chemical Industry Co., Ltd.) (Μη = 6,000, trade name: ΑΑ-6, manufactured by East Asia Synthetic Chemical Industry Co., Ltd.) And a polybutylene acrylate oligomer having a terminal methacryloyl group (Mn = 6,000, trade name: ΑΒ-6, manufactured by East Asia Synthetic Chemical Industry Co., Ltd.). -17-200808915 The pigment dispersant in the present invention preferably contains a monomer (structural unit) having an acid group as a copolymer component. A single system having an acid group includes: (meth)acrylic acid, p-vinylbenzoic acid, maleic acid, fumaric acid, itaconic acid, and a 2-hydroxyethyl (meth)acrylate An acid anhydride adduct, a phthalic anhydride adduct of 2-hydroxyethyl (meth)acrylate, and the like. The pigment dispersant in the present invention may contain, as a copolymerization component, a copolymerizable vinyl monomer in a range which does not impair the effect thereof. The vinyl monomer which can be used is preferably, for example, a (meth) acrylate, a crotonate, a vinyl ester, a maleic acid diester or a fumaric acid, although not particularly limited. Diesters, itaconic acid diesters, (meth)acrylamides, vinyl ethers, esters of vinyl alcohol, styrenes, (meth)acrylonitrile, and the like. Specific examples of such vinyl monomers include the following compounds. Examples of the "(meth) acrylate" include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, (A) Base) n-butyl acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, (methyl) ) Tri-butylcyclohexyl acrylate, 2-ethylhexyl (meth)acrylate, tert-octyl (meth)acrylate, dodecyl (meth)acrylate, 18 (meth)acrylate Ester, ethoxylated ethyl (meth) acrylate, phenyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, (methyl) 2-ethoxyethyl acrylate, (meth) propylene-18 - π 200808915 2-(2-methoxyethoxy)ethyl acid, 3-phenoxy-2-hydroxypropyl (meth) acrylate Ester, benzyl (meth)acrylate, diethylene glycol monomethyl ether (meth)acrylate, diethylene glycol monoethyl ether (meth)acrylate, (methyl) Triethylene glycol monomethyl ether ester, triethylene glycol monoethyl ether (meth)acrylate, ethylene glycol monomethyl ether glycol (meth)acrylate, polyethylene glycol (meth)acrylate Ethyl ether ester, (meth)acrylic acid/3-phenoxyethoxyethyl ester, poly(meth)acrylic acid phenoxyethylene glycol ester, dicyclopentenyl (meth)acrylate, (A) Dicyclopentenyloxyethyl acrylate, trifluoroethyl (meth)acrylate, octafluoropentyl (meth)acrylate, perfluorooctylethyl (meth)acrylate, (meth)acrylic acid Cyclopentane ester, tribromophenyl (meth)acrylate, tribromophenoxyethyl (meth)acrylate, and the like. In addition, in the present specification, when either or both of "acrylic acid and methacrylic acid" are indicated, it is also described as "(meth)acrylic acid [(meth)acrylic] 〕" situation. Examples of the "crotonate" include: butyl crotonate, and hexyl crotonate. Examples of the "vinyl ester" include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl methoxyacetate, and vinyl benzoate. Examples of the "maleic acid diester" include dimethyl maleate, diethyl maleate, and dibutyl maleate. Examples of the "fumaric acid diester" include dimethyl fumarate, diethyl fumarate, and dibutyl fumarate. Examples of the "Ikonic acid diester" include: dimethyl ikonate, diethyl -19-200808915, and dibutyl itaconate. Examples of the "(meth)acrylamide" include: (meth) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (Meth) acrylamide, N-isopropyl (meth) acrylamide, N-n-butyl propylene (methyl) decylamine, N-tertiary-butyl (meth) acrylamide , N-cyclohexyl (meth) acrylamide, N-(2-methoxyethyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N -diethyl (meth) acrylamide, N-phenyl (meth) propylene oxime amine, N-benzyl (meth) acrylamide, (meth) propylene fluorenyl porphyrin, two Acetone acrylamide and the like. Examples of "styrene" include: styrene, methyl styrene, dimethyl styrene, trimethyl styrene, ethyl styrene, isopropyl styrene, butyl styrene, hydroxystyrene, Oxystyrene, butoxybenzene, acetophenoxybenzene, chlorostyrene, dichlorobenzene, bromobenzene, v-chloromethylstyrene, can be removed by acidic substances Protected hydroxystyrene, methyl benzoate, and α-methyl styrene, etc. protected by a protecting group (e.g., t-Boc, etc.). Examples of the "vinyl ether" include methyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, and methoxyethyl vinyl ether. In the pigment dispersant of the present invention, the acid strontium is preferably from 1 Torr to 150 mg KOH/g, more preferably from 20 to 140 mg KOH/g, particularly preferably from 30 to 120 mg KOH/g. The acid strontium is in the range of 1 Å to 150 mg KOH/g, and the alkali solubility of a suitable photoresist can be maintained to achieve good developability while achieving excellent dispersion stability of the pigment. -20- 200808915 A method of maintaining the pigment dispersant acid bismuth in an appropriate range as described above includes, for example, a method in which it contains 1% or more of a copolymerization component having an acid group, or a polymer reaction to add, for example, an acid anhydride or the like. . Further, a preferred composition form of the specific pigment dispersant of the present invention is suitably used in an amount of from 2 to 50% by weight, based on the structural unit represented by the formula (1), and contains from 10 to 90% by weight. A polymerizable oligomer having an ethylenically unsaturated double bond at the terminal, a structural unit having 1 to 30% by weight of an acid group, and a copolymer of 20% by weight of a vinyl monomer. B. The preferred molecular weight of the specific pigment dispersant of the present invention is preferably from 15,000 to 200,000 in terms of weight average molecular weight (Mw), preferably from 8,000 to 100,000 in terms of number average molecular weight (?η). Further, the molecular weight system can be measured by GPC (gel permeation chromatography). Hereinafter, specific examples (exemplary compounds (1) to (22)) suitable for the pigment dispersant used in the pigment dispersion composition of the present invention and their weight average molecular weights will be shown, but the present invention is not limited thereto. [Exemplified Compound (1)] The above-exemplified monomer (Μ-1) / terminal methacryl oxime-based polymethyl methacrylate copolymer (copolymerization ratio = 10/90% by weight, weight average molecular weight: 50,000) ). [Exemplified Compound (2)] The above-exemplified monomer (Μ-1) / methacrylic acid / terminal methacryl oxime-based polymethyl methacrylate copolymer (10/15/75 wt%, weight average molecular weight) It is 3 5,000 ). [Exemplified Compound (3)] The above-exemplified monomer (M-1) / 2-hydroxyethyl methacrylate / terminal methacryl oxime-based polymethyl methacrylate copolymer (5/1 0/85 wt%) The weight average molecular weight is 40,000). -21- 200808915 [Exemplified Compound (4)] The above-exemplified monomer (M-1) / methacrylic acid / benzyl propyl methacrylate copolymer / terminal methacryl thiolated polymethyl methacrylate Ester copolymer (15/5/10/7 〇% by weight, weight average molecular weight: 60,000) 〇 [Exemplified compound (5)] The above-exemplified monomer (Μ_5) / terminal methacryl oxime-based polymethacrylic acid Methyl ester copolymer (20/80% by weight, weight average molecular weight 80,0 〇). [Exemplified Compound (6)] The above-exemplified monomer (Μ-5) / methacrylic acid / Β terminal methacryl oxime-based polymethyl methacrylate copolymer (10/15/75 wt%, weight average) The molecular weight is 30,000). [Exemplified Compound (7)] The above-exemplified monomer (Μ-5) / acrylic acid / terminal methacryl oxime-based polymethyl methacrylate copolymer (25 / 15 / 60% by weight, weight average molecular weight of 60,000 ). [Exemplified compound (8)] The above-exemplified monomer (Μ-5) / terminal methacryl oxime-based polybutyl acrylate copolymer (15/85 wt%, weight average molecular weight: 40,000). [Exemplified Compound (9)] The above-exemplified monomer (Μ-5) / 2-hydroxyethyl methacrylate / terminal methacryl oxime-based polymethyl methacrylate copolymer (15/10/75 weight) %, weight average molecular weight is 80,000). [Exemplified Compound (10)] The above-exemplified monomer (Μ-6) / terminally methyl methacrylate-based polymethyl methacrylate copolymer (12/88% by weight, weight average molecular weight: 50,000). [Exemplified Compound (11)] The above-exemplified monomer (μ-6) / methacrylic acid / terminal methacryl oxime-based polymethyl methacrylate copolymer ( -22 - 200808915 10/15/75 wt% The weight average molecular weight is 35, 〇00). [Exemplified Compound (12)] The above-exemplified monomer (M-6) / methacrylic acid / benzyl methacrylate / polymethoxyethylene glycol methacrylate copolymer (10/10/50/30 The weight %, weight average molecular weight is 40,000). [Exemplified compound (13)] The above-exemplified monomer (M-6) / 2-hydroxyethyl methacrylate / terminal methacryl oxime-based polystyrene copolymer (5/10/85 wt%, weight The average molecular weight is 20, 〇〇〇). [Exemplified Compound (14)] The above-exemplified monomer (M-6) / methacrylic acid / methyl methacrylate / terminal methacryl oxime-based polymethyl methacrylate copolymer (8/12/10) /70% by weight, weight average molecular weight is 60,000) 〇 [Illustrative Compound (15)] The above-exemplified monomer (M-6) / polymethyl propyl storage acid methyl ketone ketone copolymer (15·85) The weight % and the weight average molecular weight are 15,000). [Exemplified Compound (16)] The above-exemplified monomer (μ-1) / methylpropanoic acid / terminal methyl methacrylate-methylated methyl methacrylate total ratio = 10 / 7.5 / 8 2.5 weight %, weight average molecular weight is 25, 〇〇〇). [Exemplified Compound (17)] The above-exemplified monomer (M-1) / terminally methyl methacrylate-based polymethyl methacrylate copolymer (copolymer = 10/90% by weight, weight average molecular weight: 27,000). [Exemplified Compound (18)] The above-exemplified monomer (M-6) / terminal methacryl oxime-based polymethyl methacrylate copolymer (copolymerization ratio = 10/90% by weight, weight average molecular weight: 25,000) ). [Exemplified Compound (19)] The above-exemplified monomer (M-6) / methyl propylene acid / -23- 200808915 terminal methacryl oxime-based polymethyl methacrylate copolymer (copolymerization ratio = 10 /12/78% by weight, weight average molecular weight is 24,000). [Exemplified Compound (20)] The above-exemplified monomer (M-6) / 2-hydroxyethyl methacrylate and succinic anhydride adduct / terminal methacryl oxime-based polymethyl methacrylate copolymer (copolymerization ratio = 10/20/70% by weight, weight average molecular weight: 26,000). [Exemplified Compound (21)] The above-exemplified monomer (M-6) / acrylic acid / benzyl methacrylate / terminal methacryl oxime-based polystyrene copolymer (copolymerization ratio = 10/10/10) /70% by weight, weight average molecular weight is 25,000) ° [Exemplified compound (22)] The above-exemplified monomer (M-8) / methacrylic acid / terminal methacryl oxime polymethyl methacrylate copolymer (copolymerization ratio = 10/12/78% by weight, weight average molecular weight was 25,000). The pigment dispersion composition of the present invention contains a polymer compound having a specific structural unit as described above and is composed of a pigment dispersant. In the pigment dispersion composition of the present invention, for the purpose of further improving the pigment dispersibility for the specific polymer compound described in detail above, the conventionally known pigment can be added without damaging the effect of the present invention. Dispersing agents such as dispersing agents or surfactants, and other ingredients. Such well-known dispersing agents can be used in an amount of from 1 to 50% by weight based on the specific pigment dispersant of the present invention. A well-known dispersant which can be used for a specific pigment dispersant as described above, although a wide variety of compounds can be used, commercially available commercial grade dispersants are, for example, phthalo cyanine Page - 24 - 200808915 Derivative (commercial product EFKA-745 (manufactured by EFKA Co., Ltd.)); SOLSPARCE 5000 (manufactured by ZENEKA Co., Ltd.); Organo Siloxane Polymer KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.); (meth)acrylic (co)polymers Polyflow No. 75, No. 90, No. 95 (manufactured by Kyoeisha Oil Chemical Industry Co., Ltd.); W00 1 (manufactured by Yusho Co., Ltd.) Active agent·, polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonylphenyl ether, poly® ethylene glycol II Nonionic surfactants such as lauric acid ester, polyethylene glycol distearate, sorbitan ester fatty acid ester, etc.; anionic system such as W004, W005, W017 (manufactured by Yusho Co., Ltd.) Surfactant; EFKA-46 , EFKA-47, EFKA-47EA, EFKA Polymer 100, EFKA Polymer 400, EFKA Polymer 401, EFKA Polymer 450 (above is manufactured by Morishita Industries Co., Ltd.);

Polymer dispersing agents such as Disperseid 6, Disperseid 8, Disperseid 15, Disperseid 9100 (manufactured by Sannobco); SOLSPARCE 3 000, 5 000, 9000, 12000, 1 3240, 1 3 940, 1 7000, 24000, 26000, 28000, etc. Various SOLSPARCE dispersants (manufactured by ZENEKA Co., Ltd.); Adekapluronic L31, F38, L42, L44, L61, L64, F68, L72, P95, F77, P84, F87, P94, L101, P103, F108, L121, P -12 3 (made by Asahi Denki Co., Ltd.) and Isonet S-20 (manufactured by Sanyo Chemical Co., Ltd.). The pigment dispersion composition of the present invention is contained in an organic solvent, and at least one of the pigments is formed by the specific pigment dispersant of the present invention as described above, and the other components such as a resin component can be used as necessary. Come to form. The pigment dispersion composition contains at least one of the polymer compounds of the present invention as described above as a pigment dispersant, and the pigment dispersion state in the organic solvent tends to be good, and good color characteristics can be obtained while forming, for example, color. When the filter is used, a high contrast can be obtained. In particular, it has excellent dispersion properties for organic pigments. [Pigment] The pigment dispersion composition of the present invention can be suitably selected by using various inorganic pigments or organic pigments known to the presently. When the pigment is an inorganic pigment or an organic pigment, it is preferable to use a particle diameter as small as possible in consideration of high transmittance, and if the convenience of use is also considered, the average particle diameter of the pigment is preferably 0.01 to 0.1. More preferably, the inorganic pigments as described above include metal compounds represented by metal oxides, metal-missing salts, and the like, and specifically include iron, cobalt, and aluminum. Metal oxides such as cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, etc., and such metal composite oxides. The "organic pigment" as described above includes, for example: ^ CI Pigment Yellow 11, 24, 31, 53, 83, 93, 99, 108, 109, 110, 138, 139, 147, 150, 151, 154, 155, 167, 180, 185, 199; CI Pigment Orange 36, 38, 43, 71; C · I · Pigment Red 8 1 , 1 〇 5, 1 2 2, 1 4 9 , 1 5 0, 1 5 5, 1 7 1, 175, 176, 177, 209, 220, 224, 242, 254, 25 5, 264, 26-200808915 270; CI Pigment Violet 19, 23, 32, 37, 39; CI Pigment Blue 1 ' 2, 15, 15 : 1, i 22 , 60 , 66 y CI Pigment Green 7, 36 ^ 37 ; CI Pigment Brown 2 5, .28 ; CI Pigment Black Bl 7 etc. In the present invention, although it is not particularly limited, it is more preferably a pigment of: [C · I · Pigment Yellow 1 1 , 2 4 , 1 0 8 , 1 〇 9, 1 1 0 , 1 3 8 , 1 ' 151, 154, 167, 180, 185; CI·Pigmental Tan 36, 71; CI·Pigment Red 122, 150, 171, 175, 177, 209 242, 254' 255, 264; C · I · Pigment Violet 19 2 3, 3 7 ; ^ C · I · Pigment Blue 1 5 : 1, 1 5 : 3, 1 5 : 6, 1, 6 2, 2 2, C · 1 · Pigment Green 3 6 ; CI·Pigment Black 7; Among them, the pigments are as follows: C · I · Pigment Astragalus 3 9 , 1 50 , C. I · Pigment Red 1 7 7 , 2 5 4 ; C · I · Pigment Violet 2 3 ; C. I · Pigment Blue 1 5 : 6 ; 6, 16, 丨 39, 150 &gt; 224 ^ 60 ' 66 -27- 200808915 cI Pigment Green 36. The organic pigment may be used alone or in combination of various pigments for improving color purity. Specific examples of the combination are as follows. For example, 'the red pigment may use an anthraquinone pigment, an anthraquinone pigment, a diketone pyrrole pyrrole pigment alone or at least one of them, and a disazo yellow pigment, an isoporphyrin yellow pigment, a quinoline yellow ( Quinone is a mixture of a yellow pigment or a phenanthrene red pigment. For example, lanthanide pigments use c · I. pigment red 177, lanthanide pigments use c. J. pigment red 155, c. J. Pigment red 224 'diketopyrrolopyrrole pigments are used c. l Pigment Red 2 5 4, in terms of color reproducibility, it is preferably mixed with C. l Pigment Astragalus. In addition, the weight of the red pigment and the yellow pigment is preferably 1 〇〇 : 5 to 1 00 : 5 0. When it is less than 100:5, there is a possibility that it is difficult to suppress the light transmittance of 400 nm to 500 nm, so that the color purity cannot be improved. In addition, when it exceeds 100:50, there is a possibility that the dominant wavelength is biased to a short wavelength, and the deviation from the target hue of the NTSC (National Television System Committee) is increased. In particular, the weight ratio is most suitably in the range of 1:00:1 0 to 1 00:3 0. In addition, when the red pigments are combined with each other, the chromaticity can be adjusted. Further, as the green pigment, a halogenated anthraquinone-based pigment may be used alone or in combination with a disazo-based yellow pigment, a quinoline yellow (quinacridone)-based yellow pigment, an azomethine-based yellow pigment or a different pigment. Mixture of porphyrin yellow pigments. For example, such examples are CI·Pigment Green 7, 36, 37 and CI·Pig Yellow 83, CI·Pig Yellow 138, CI·Pig Yellow 139, cI· -28· 200808915 Pigment Yellow 150, CI·Pig Yellow 180 Or a mixture of CI·Pigment Yellow 185 is preferred. The weight of the green pigment and the yellow pigment is preferably 100:5 to 100:150. When the weight ratio is less than 100:5, there is a possibility that it is difficult to suppress the light transmittance of 400 nm to 45 nm, so that the color purity cannot be improved. In addition, if it exceeds 1 〇〇 : 1 50, the dominant wavelength will be shifted to a longer wavelength, and the deviation from the NTSC target hue will be increased. The weight ratio is particularly preferably in the range of 1 〇〇 : 30 to 100 : 120. The blue pigment may be used alone or in combination with a dioxane-based violet pigment. For example, it is preferably (: 丄 Pigment Blue 15: 6 and CI·Pigment Violet 23 mixed. The weight of the blue pigment and the purple pigment is preferably 100: 0 to 100: 50, more preferably 100: 5 to 100: 30 Further, the pigment for the black matrix is a mixture of carbon, titanium black, iron oxide, titanium oxide alone or the like, and is preferably a combination of carbon and titanium black. Further, the weight of carbon and titanium black is preferably 100. : 0 to 1 00 : 60 range. If it exceeds 100: 60, it may cause a decrease in dispersion stability. The content of the pigment in the pigment dispersion composition relative to the total solid content of the composition ( The weight) is preferably from 40 to 90% by weight, more preferably from 50 to 80% by weight. If the pigment content is within this range, it is effective in ensuring that the color density is sufficient and has superior color characteristics. The content of the specific pigment dispersant of the present invention in the pigment dispersion composition is preferably from 5% to 100% by weight, more preferably from 3 to 70% by weight, based on the weight of the above pigment. The amount of the pigment dispersant is When it is within this range, sufficient pigment dispersion efficiency can be obtained. In addition, even if the addition of the pigment dispersion -29-200808915 is more than 100 parts by weight, there is a possibility that the pigment dispersing effect is further improved. Further, when a conventional dispersing agent which can be used is used, The content is preferably from 0.05 to 50% by weight based on the weight of the pigment, and is preferably from 1 to 5% by weight based on the weight of the specific pigment dispersant. [Solvent] The present invention The pigment dispersion composition is in an organic solvent and contains a pigment and a specific pigment dispersant described in the front side B. The solvent (organic solvent) which can be used for the preparation of the pigment dispersant composition includes: 2_acetamidine Oxyl 1-methoxypropane, 1 methoxy-2-propanol, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, ethyl acetate, butyl acetate, ethyl lactate, Acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, n-propanol, 2-propanol, n-butanol, cyclohexanol, ethylene glycol, diethylene glycol, toluene, xylene In addition, the amount of the solvent to be added is appropriately 0 according to the use of the pigment dispersion composition, and the like. When the preparation of the photocurable composition described later is used, the concentration of the solid component including the pigment and the pigment dispersant may be 5 to 50% by weight from the viewpoint of ease of use. For the pigment dispersion composition of the present invention, various additives may be used without impairing the efficacy of the present invention. For example, the film-forming property of the pigment dispersion composition of the present invention may be imparted, and the composition may be adjusted. For the purpose of viscosity, etc., an alkali-soluble resin or the like detailed below is added as needed. The preparation of the pigment dispersion composition of the present invention, although not specifically limited to -30-200808915, is preferably, for example, a pigment With pigment dispersants and solvents, use vertical or horizontal sand honing machines, nail ball mills, rolling shears, ultrasonic dispersers, etc., and 玻璃· 〇1 to 1 mm particle size glass, chromium oxide, etc. The bead formed can be obtained by microdispersion treatment. In addition, a two-roll type roll mill, a three-roll type roll mill, a ball mill, a drum type honing machine, a dispersion mill, a kneader, a co-kneader, a homogenizer, a mixer may be used before the bead dispersion is applied. A single-screw or twin-screw extruder is used for kneading and dispersing while applying a strong shear force. ® In addition, the details of mixing and dispersion have been revealed in T. C.

Patton is entitled "Paint Flow and Pigment Dispersion" (J 〇 h n W i 1 e y a n d S ο n s Society Journal). <Photocurable composition> The photocurable composition of the present invention comprises at least the pigment dispersion composition of the present invention, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator described above, and is necessary. In this case, the photocurable composition may also be contained. Since the specific pigment dispersant of the present invention described above is included, the pigment can be maintained in a well dispersed state in the composition, and a good color can be obtained. The characteristics, and at the same time, when a color filter is formed, for example, a high contrast can be obtained. Hereinafter, the components contained in the photocurable composition of the present invention will be described in detail. [Pigment Dispersion Composition] The photocurable composition of the present invention is composed of at least one of the above-described pigment dispersion compositions of the present invention. The details of the pigment dispersion composition of the present invention for constituting the composition of photocurability -31-200808915 are as described above. The content of the pigment dispersion composition in the photocurable composition of the present invention is preferably in the range of from 5 to 70% by weight based on the total solid content (weight) of the photocurable composition. The amount is more preferably an amount in the range of 15 to 60% by weight. When the content of the pigment dispersion composition is within this range, it is effective in securing a sufficient color density and having superior color characteristics. [Alkali-soluble resin] The photocurable composition of the present invention contains at least one of alkali-soluble resins. The alkali-soluble resin may be derived from a linear organic high molecular polymer, and at least one of the molecules (preferably an acryl-based copolymer or a styrene-based copolymer-based molecule) promotes alkali solubility. The alkali-soluble resin of the group (for example, a carboxyl group, a phosphoric acid group, a sulfonic acid group, etc.) is appropriately selected. Among them, those which are soluble in an organic solvent and can be developed by a weakly alkaline aqueous solution are more preferred. For the production of the alkali-soluble resin, for example, a conventional method using a radical polymerization method can be applied. The polymerization conditions for the temperature, pressure, type and amount of the radical initiator, solvent type, etc. when the alkali-soluble resin is produced by the radical polymerization method are easily set by the practitioner, but can also be tested in the field. Determine the conditions. The linear organic high molecular polymer is preferably a polymer having a residual acid in a side chain. For example, it can be used as disclosed in Japanese Laid-Open Patent Publication No. 59-4461 5, Japanese Patent No. 54-34327, Japanese Patent No. 32-200808915, Japanese Patent Publication No. 5 8- 1 2577, Japan The methacrylic acid copolymer, acrylic acid copolymerization of the Japanese Patent Publication No. 59-53836, Japanese Patent Application Laid-Open No. 59-7 No. 1048 , acidic acid copolymer, crotonic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, etc., and acid cellulose derived from carboxylic acid in the side chain A polymer having a hydroxyl group-containing polymer addition anhydride or the like, and a polymer having a (meth) acrylonitrile group in a side chain can also be used. ® Among these, it is suitable to use benzyl methacrylate/(meth)acrylic acid copolymer or multicomponent copolymer composed of benzyl (meth)acrylate/(meth)acrylic acid/other monomer . Others which copolymerize 2-hydroxyethyl methacrylate or the like are also useful. This polymer can be used by mixing in any amount. In addition to the above, it is also possible to use 2-hydroxypropyl (meth)acrylate/polystyrene macromonomer/methyl methacrylate/methyl group disclosed in Japanese Laid-Open Patent Publication No. 7-1406-5. Acrylic copolymer, 2-hydroxy-3-phenoxypropyl acrylate/polymethyl methacrylate macromonomer/benzyl methacrylate/methacrylic acid copolymer, 2-hydroxyethyl methacrylate /Polystyrene macromonomer/methyl methacrylate/methacrylic acid copolymer, 2-hydroxyethyl methacrylate/polystyrene macromonomer/benzyl methacrylate/methacrylic acid copolymer Wait. With respect to the specific constituent unit of the alkali-soluble resin, particularly a copolymer of (meth)acrylic acid and other monomers copolymerizable therewith is suitable -33- 200808915, which can be copolymerized with (meth)acrylic acid The system includes: (meth)acrylic acid alkyl ester, (meth)acrylic acid aryl ester, vinyl compound, and the like. In this case, the hydrogen atom of the alkyl group and the aryl group may be substituted with a substituent. Specific examples of the (meth)acrylic acid alkyl ester and the (meth)acrylic acid aryl ester as described above include: (methyl) Methyl acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, amyl (meth)acrylate, (meth)acrylic acid Hexyl ester, octyl (meth)acrylate, phenyl (meth)acrylate, benzyl acrylate, toluene acrylate, naphthyl acrylate, cyclohexyl acrylate, and the like. Further, the above "vinyl compound" includes, for example, styrene, α-methylstyrene, vinyltoluene, glycidyl methacrylate, acrylonitrile, vinyl acetate, oxime-vinylpyrrolidone, Tetrahydrofuran methacrylate, polystyrene macromonomer, polymethyl methacrylate macromonomer, CH2 == CWR2 [wherein R1 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R2 represents An aromatic hydrocarbon ring having 6 to 10 carbon atoms, CH2 = C(R1)(COOR3) [wherein R1 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R3 represents a carbon atom. The number is an alkyl group of 1 to 8 or an aralkyl group having 6 to 12 carbon atoms, and the like. These other monomers which can be copolymerized may be used singly or in combination of two or more. Preferred other monomers which are copolymerizable are selected from the group consisting of CH2 = CR^2 ^ CH2 = c ( R1 ) (COOR3), phenyl (meth) acrylate, benzyl (meth) acrylate and styrene At least one of -34-200808915, especially preferably CH2 = CRiR2 and / or CH2 = c (R1) (COOR3). These R1, R2 and R3 are synonymous with the above. The content of the alkali-soluble resin in the photocurable composition is preferably from 1 to 20% by weight, more preferably from 2 to 15% by weight, particularly preferably from 3 to 3% by weight based on the total solid content of the composition. 1 2% by weight. [Photopolymerizable Compound] The photocurable composition of the present invention contains at least one of photopolymerizable compounds. The photopolymerizable compound is preferably a compound having at least one ethylenically unsaturated group which can be subjected to addition polymerization, and having a boiling point of 100 ° C or more at a normal pressure, and particularly preferably an acrylate compound having 4 or more functions. good. "A compound having at least one ethylenically unsaturated group capable of addition polymerization and having a boiling point of 1 〇〇 ° C or more at a normal pressure" includes, for example, polyethylene glycol mono(methyl)propene:enoic acid Monofunctional acrylate or methacrylate such as ester/polypropylene glycol mono(meth)acrylate/poly(meth)acrylate phenoxyethyl ester; in polyethylene di(meth)acrylate, three Trimethylolethane (meth) acrylate, neopentyl glycol di(meth)acrylate, neopentyl glycol tri(meth)acrylate, neopentyl glycol tetra(meth)acrylate, six Dipentaerythritol (meth)acrylate, hexanediol (meth)acrylate, trimethylolpropane propane tris(propylene decyloxypropyl)ether, isomeric cyanuric acid Addition of polyfunctional alcohols such as propyl ethyl acrylate, glycerol or trimethylol ethene to ethylene oxide or propylene oxide, followed by (meth) acrylated, neopentyl Poly(meth)acrylated tetraol or dipentaerythritol; Revealed -35- 200808915 in Japan Japanese Patent No. 4 8 - 4 1 7 8 8 , Japanese Patent No. 50-6 0 34, and Japanese Patent Laid-Open No. 51-3 7 1 93 A phthalic acid ester, an epoxy resin, and an epoxy resin, which are disclosed in Japanese Laid-Open Patent Publication No. 48-64183, Japanese Patent Application No. Sho 49-43191, and Japanese Patent Publication No. Sho 52-30490. A polyfunctional acrylate or methacrylate such as an epoxy acrylate such as a reaction product of (meth)acrylic acid. Further, it is also possible to use it as a photocurable monomer and oligomer in the Japanese Association of Vol. 20, No. 7, pp. 300 to 308. Further, it is also possible to use the polyfunctional alcohol addition ethylene oxide or propylene oxide as disclosed in Japanese Laid-Open Patent Publication No. H10-62986, the entire disclosure of which is hereby incorporated by reference. The (meth)acrylated compound is then added. Among them, preferably, it is preferably pentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and the acryloyl group are ethylene glycol and propylene glycol. The structure of the residue. These oligomer types can also be used. The photopolymerizable compound may be used alone or in combination of two or more. The content of the polymerizable compound in the photocurable composition is preferably from 15 to 80% by weight, more preferably from 3 to 70% by weight based on the total solid content of the composition. When the content of the photopolymerizable compound is within this range, the curing reaction can be sufficiently performed. [Photopolymerization Initiator] -36- 200808915 The photocurable composition of the present invention contains at least a kind of photopolymerization initiation. The photopolymerization initiator includes, for example, a halogenated methyl oxadiazole disclosed in Japanese Laid-Open Patent Publication No. 57-6096, which is disclosed in Japanese Patent Publication No. 59-1281, Japanese Patent Application Laid-Open An active halogen compound such as a halogenated methyl-s-triazine such as No. 1 3 3 428 is shown in the specification of the US Patent No. USP-43 1 879 1 and European Patent No. EP-8805 0A. An aromatic carbonyl compound such as a ketal, an acetal or a benzoin® ether; a ketone compound of the benzophenone (be nzophe none) type disclosed in the specification of the US Patent No. 4199420; In the French invention patent No. Fr-2456741, it is said to be a sulphur-based ketone or an acridine compound or an acridine compound; and the sulphate coumarin of the Japanese Patent Laid-Open No. 10-62986 Or a compound such as a fluorene dimer or the like; an organic boron complex which is disclosed in Japanese Laid-Open Patent Publication No. 8-01-5512, etc., wherein the photopolymerization initiator particularly contains: phenylethyl Acetophenone) compound, ketal compound, benzophenone compound, A benzoin-based compound, a benzamidine-based compound, a fluorene xanthone compound, a triazine-based compound, a halogenated methyl oxadicarbon compound, an acridine compound, a humectin-based compound, and a saponin-based compound A compound, a biimidazole-based compound, an oxime-based compound, or the like is more preferable, and a triazine-based compound or a spheroid-dimer-based compound-based compound is contained. The "acetophenone-based photopolymerization initiator" as described above is suitable for the general invention of the agent (53-), and discloses the alkyl group USP-Aromatic Revealing Agent (this issue, etc.. Ketone (carbazole) The di-polymer, used -37-200808915 is included, for example, 2,2-diethoxyacetophenone, p-dimethylaminoacetophenone, 2-hydroxy-2-methyl-1-benzene Base-propane-fluorenone, p-dimethylaminoacetophenone, 4'-isopropyl-2-yl-2-methyl-propanone, etc. The ketal photopolymerization as described above As the agent, for example, a benzophenone-based photopolymerization initiator such as benzyldimethyl ketal or benzyl-fluorenyl-methoxyethyl acetal is used. Suitable for use include, for example, benzophenone, 4,4,-(bisdimethylmethylamino)benzophenone, 4,4'-(bisdiethylamino)benzophenone, 4 , 4, dichlorobenzophenone, 1-hydroxy-cyclohexyl-phenyl-ketone, 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)-butanone 4, 2-tolyl-2-dimethylamino-1-(4-morpholinylphenyl)-butanone ", 2_ Methyl [4-(methylthio)phenyl]-2-morpholinylacetone-1, etc. The "benzoin-based or benzamidine-based photopolymerization initiator" as described above is suitable for use. Examples include: benzoin isopropyl ether, benzoin isobutyl ether, benzoin methyl ether, methyl o-benzyl benzoate, etc. ® "卩III ketone system as described above" The photopolymerization initiator is suitably used, for example, such as diethyl thioxanthone, diisopropyl thioxanthone, monoisopropyl thioxanthone, chlorothioxanthone, etc. As described above, the triazine system The photopolymerization initiator is suitably used, for example, including: 2,4-bis(trichloromethyl)-6-p-methoxyphenyl-s-triazine, 2,4-bis(trichloromethane). )6·p-methoxystyryl _s_triazine, 2,4-bis(trichloromethyl)-6-(1-p-dimethylaminophenyl)-1,3 -butadienyl-s-triazine, 2,4-bis(trichloromethyl)-6-biphenyl-s-triazine, 2,4-bis-38- 200808915 (trichloromethyl)- 6·(p-methylbiphenyl)-s-triazine, p-hydroxyethoxystyryl-2,6-di(trichloromethyl)-s-triazine, methoxystyryl · 2,6-two ( Chloromethyl-s-triazine, 3,4-dimethoxystyryl-2,6-di(trichloromethyl)-s-triazine, 4-benzoxolane-2, 6-bis(trichloromethyl)-s-trisyl, 4_(o-bromo-p-N,N-(diethoxycarbonylamino)-phenyl)-2,6-di(chloromethyl) -s-triazine, 4 (p-N,N-(diethoxycarbonylamino)-phenyl)-2,6-di(chloromethyl)-8-triazine, and the like. The "halogenated methyl oxadiazole-based photopolymerization initiator" as described above includes, for example, 2-trichloromethyl-5-styryl-1,3,4-oxadiazole. , 2-trichloromethyl-5-(cyanostyryl)-1,3,4-oxadiazole, 2-trichloromethyl-5·(naphthalen-1-yl)-1,3,4 · Oxadiazole, 2-trichloromethyl-5-(4-phenylethylidene) phenylethylidene-1,3,4-chewed diterpene and the like. The "acridine-based photopolymerization initiator" as described above is preferably used, for example, of 9-phenyl acridine or 1,7-bis-(acridinyl)heptane. As described above, "coumarin type photopolymerization initiator _"' is suitably used, for example, including: 3-methyl-5-amino-((s-triazin-2-yl)amino group )-3-phenyloxacin, 3-chloro-5-diethylamino-((s-triazin-2-yl)amino)-3-phenylinoclavin, 3-butyl-5 _Dimethylamino-((s-diazin-2-yl)amino)phenyl oxazin and the like. The "role dimer type photopolymerization initiator" as described above is suitably used, for example, including 2-(o-chlorophenyl)-4,5-diphenylimidazolyl dimer, 2- (o-methoxyphenyl)-4,5-diphenylimidazolyl dimer, 2-(2,4-methoxybenzyl)-4,5-diphenylimidazolyl dimer, and the like. The "biimidazole-based photopolymerization initiator" as described above is preferably used in the range of -39-200808915, including, for example, 2-hydrothiobenzimidazole, 2,2'-benzothiazolyl disulfide, and the like. The "lanthanum photopolymerization initiator" as described above includes, for example, 1-phenyl-1,2-propanedione-2-(o-ethoxycarbonyl)anthracene, o-benzhydryl-4 '-(Benzohydrothio)benzimidyl-hexyl-ketooxime; and is disclosed in JCS Perkin II (1 979) at 1653- 1 660), JCS Perkin II (1 9 79) Page 1 56- 1 62, Journal of

Photopolymer Science and Technology (1995), pp. 202-232, Japanese Patent Application Laid-Open No. 2000-66385, Japanese Patent Application Laid-Open No. 2000-80068, and No. 2004-534797 . The photopolymerization initiator other than those described above includes, for example, 2,4,6-trimethylphenylcarbonyl-diphenylphosphine oxide, hexafluorophosphonyl-trialkylphenyl squarate salt and the like. In the present invention, it is not limited to the above photopolymerization initiator, and other conventional ones may be used, for example, including the vicinal polyketolaldonyl compound disclosed in the specification of U.S. Patent No. 2,367,660; U.S. Patent Nos. 2,3,67,66, and 2,3,6,6,7,00, the alpha-carbonyl compounds; exemplified in U.S. Patent No. 2,4 4 8,8 2 8 Alkene ether; an aromatic acycing compound substituted with an α-hydrocarbon compound disclosed in the specification of U.S. Patent No. 2,7 2 2,5 1 2; disclosed in U.S. Patent No. 3, No. 46,127 and Polynuclear oxime compound of the specification No. 2,951,758; a combination of triallyl imidazole dimer/p-aminophenyl-40-200808915 ketone disclosed in the specification of U.S. Patent No. 3,549,357; A benzothiazole compound/trihalomethyl s-triazine compound or the like is disclosed in Japanese Patent Publication No. 51-48516. Further, these photopolymerization initiators can also be used. The content of the photopolymerization initiator in the photocurable composition is preferably from 0.1 to 15.0% by weight, more preferably from 0.5 to 10.0% by weight, based on the total solid content of the composition. When the content of the photopolymerization initiator is within this range, the polymerization reaction can be smoothly carried out to form a film having good strength. Next, the components other than those described above are explained. • [Solvent] The photocurable composition of the present invention is generally suitably prepared by using a solvent together with the above-mentioned components. Solvents include: "esters" such as ethyl acetate, n-butyl acetate, isobutyl acetate, amyl acetate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate , ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate, methyl hydroxyacetate, ethyl hydroxyacetate, butyl peracetate, methyl methoxyacetate, methoxyacetic acid Ethyl ester, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate; and 3-hydroxypropanoic acid such as methyl 3-propyl propionate and ethyl 3-hydroxypropionate Esters (for example, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate); and 2-hydroxyl 2-hydroxypropionic acid esters such as methyl propionate, 2-ethyl propyl propionate, and propyl 2-hydroxypropionate (for example, methyl 2-methoxypropionate, 2-methoxyl) Ethyl propionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-hydroxy-2-methylpropionate Ethyl 2-methylpropionate, 2-methoxy-2-methyl-41- 200808915 methyl propionate, 2- Ethyl oxy-2-methylpropionate); and methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetate, ethyl acetate, methyl 2-butoxybutyrate , 2-oxoethyl butyrate, etc.; "ethers", for example, diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl 赛苏苏Acetate, ethyl sulphate acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether acetate (in this specification, also called 2. 2-Ethyloxy-1-methoxypropane), propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, etc.; "ketones", for example, methyl ethyl ketone, ring Hexanone, 2-heptanone, 3-heptanone, etc.; "aromatic hydrocarbons", for example, toluene, xylene, and the like. Among these, it is suitable to use: methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl celecoxib acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate Methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol methyl ether acetate, and the like. The β solvent may be used alone or in combination of two or more. [Other components] The photocurable composition of the present invention may contain a fluorine-based organic compound, a thermal polymerization inhibitor, a colorant, a photopolymerization initiator, and other chelating agents as necessary, and is disclosed in Japanese as described above. The polymer compound represented by the general formula (1) or (2) and the polymer compound other than the alkali-soluble resin, a surfactant, an adhesion promoter, an antioxidant, and an ultraviolet absorption are disclosed in Japanese Laid-Open Patent Publication No. H10-62986. Additives, anti-agglomerating agents, etc. -42- 200808915 Additives. <Fluorine-based organic compound> By containing a fluorine-based organic compound, liquid properties (especially fluidity) at the time of forming a coating liquid can be improved, and uniformity of coating thickness or liquid-saving property can be improved. That is, since the interfacial tension between the substrate and the coating liquid can be lowered to improve the wettability to the substrate and the coating property to the substrate can be improved, even when a film having a film thickness of about a small amount is formed, it can be formed. The unevenness is a film having a small thickness and uniformity. The fluorine-containing organic compound preferably has a fluorine content of from 3 to 40% by weight, more preferably from 5 to 30% by weight, particularly preferably from 7 to 25% by weight. When the fluorine content is within this range, it is effective in coating thickness uniformity or liquid-saving property, and is also preferable in solubility in the composition. The fluorine-based organic compound includes, for example, M egafac F 1 7 1 , the same F172, the same F173, the same F177, the same F141, the same F142, the same F143, the same F144, the same R30, the same F4 3 7 (the above is the big Japanese ink Chemical industry (stock) company); FlorardFC43 0, with FC431, with FC171 (above is Sumitomo 3M (share) company); Surfllon S-382, with SC-101, with SC-103, with SC-104, with SC-105, the same SC 1 068, the same SC-381, the same SC-3 8 3, the same S3 93, the same KH-40 (above is manufactured by Asahi Glass Co., Ltd.). The fluorine-based organic compound is particularly effective for preventing coating unevenness or thickness unevenness when the coating film formed by coating is set to be thin, for example. Further, it is also effective for the slit coating method which is liable to cause liquid supply interruption. -43-200808915 The amount of the fluorine-based organic compound added is preferably 0.001 to 2.0 with respect to the total weight of the pigment dispersion composition or the photocurable composition. % by weight, more preferably 0 · 0 0 5 to 1 · 0% by weight. <Thermal Polymerization Initiator> The photocurable composition of the present invention is also effective in containing a thermal polymerization initiator. The thermal polymerization initiator includes, for example, various azo-based compounds, and a peroxide-based compound, wherein the azo-based compound includes a azobis-based compound including: a ketone Peroxide, peroxyketal, hydroperoxide, dialkyl peroxide, dinonyl peroxide, peroxyester, peroxydicarbonate, and the like. <Interacting Agent> The photocurable composition of the present invention is preferably composed of various surfactants from the viewpoint of improving coatability, and can be used in a nonionic, cationic or anionic manner. A variety of surfactants. Among them, a nonionic surfactant and a perfluoroalkyl-based fluorine-based surfactant are preferred. Specific examples of the "fluorine-based surfactant" include the Megafac (registered trademark) series manufactured by Dainippon Ink Chemical Industry Co., Ltd.; and the Floralard (registered trademark) series manufactured by 3M Company. In addition to the above, in the photocurable composition, specific examples of the additive include: a filler of glass, alumina, etc.; an itaconic acid copolymer, a crotonic acid copolymer, and a maleic acid. Polymer, partially esterified maleic acid copolymer, acidic cellulose derivative, polymer addition anhydride with hydroxyl group, alcohol soluble nylon, formed by bisphenol A and epichlorohydrin - 44- 200808915 Alkali-soluble resin such as phenoxy resin; surfactant such as nonionic, cationic or anionic, specifically, anthraquinone derivative (commercial product EFKA-745 (Shinxia Industry) Manufactured by the company)); 〇rgano Siloxane Polymer KP3 41 (manufactured by Shin-Etsu Chemical Co., Ltd.), (meth)propionic acid-based (co)polymer Poly flow No. 75, No. 90, No. 95 Cationic surfactants manufactured by Industrial Co., Ltd., W001 (manufactured by Yusho Co., Ltd.); examples of "other additives" include polyoxyethylene lauryl ether, Φ polyoxyethylene stearyl ether, and polyethylene oxide. Oleic ether, polyoxyethylene B Ethyl phenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester (Pullronic L10 manufactured by BASF) , non-ionic surfactants such as L31, L61, L62, 10R5, 17R2, 25R2, Tetronic 3 04, 701, 7 04, 901, 904, 150R1; W004, W005, W017 (manufactured by Yusho Co., Ltd.) Anionic surfactants; EFKA-46, EFKA-47, EFKA-47EA, EFKA Polymer 100, EFKA Polymer 400, ^ EFKA Polymer 401, EFKA Polymer 450 (above), Disperseid 6, Disperseid 8, Disperseid 15, Disperseid 9100 (manufactured by Sannobco), etc.; SOLSPARCE 3000, 5000, 9000, 12000, 1 3240, 1 3940, 1 7000, 24000, 26000, 28000, etc. Various SOLSPARCE division tinctures (ZENEKA Made by the company); Adekapluronic L31, F38, L42, L44, L61, L64, F68' L72, P95, F77, P 8 4, F 8 7 , P 9 4, LI 0 1 &gt; PI 03 &gt; F10 8, L121 , P-12 3 (旭旭-45- 200808915 Chemical Company And Isonet S-20 (manufactured by Sanyo Chemical Co., Ltd.); 2-(3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, alkoxydiphenyl An ultraviolet absorber such as ketone or the like, and an anti-agglomerating agent such as sodium polyacrylate. When the alkali solubility of the uncured portion is promoted and the developability of the photocurable composition is further improved, the photocurability is improved. The composition is added with an organic carboxylic acid, preferably a low molecular weight organic carboxylic acid having a molecular weight of 1, or less. Specifically, it includes, for example, "aliphatic monocarboxylic acid" such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, trimethylacetic acid, caproic acid, diethyl acetic acid, heptanoic acid, octanoic acid or the like; Oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, malonic acid, methylmalonic acid, ethylmalonic acid, two "Adicarboxylic dicarboxylic acid" such as methylmalonic acid, methyl succinic acid, tetramethyl succinic acid, citraconic acid, etc.; "aliphatic triglyceride" such as glycerin tricarboxylic acid, aconitic acid, and salicylic acid Carboxylic acid, benzoic acid, o-toluic acid, cumene (isopropyl benzoic acid), 2,3-dimethylbenzoic acid, 3,5-dimethylbenzoic acid, etc. ": o-phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, trimesic acid, pyromellitic acid, pyroic acid, etc. "aromatic polycarboxylic acid": phenyl Acetic acid, hydrogen ato acid, hydrogen cinnamic acid, mandelic acid (phenylglycolic acid), phenyl succinic acid, atopic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, The other basal acetic acid Gui, Kaoru oxalic acid and the like pay-shaped. <Thermal polymerization inhibitor> In the photocurable composition of the present invention, it is preferred to further add a thermal polymerization inhibitor in advance, which may be, for example, hydroquinone, p-methoxyphenol or di-tri-46-200808915. Butyl-p-cresol, gallic phenol, tert-butyl; 4,4'-thiobis(3-methyl-6-tertiary-butylphenol), 2,2'·methyl-6- Tris-butylphenol), 2-hydrothiobenzimidazole The photocurable composition of the present invention, an alkali-soluble compound, and a photopolymerization initiator (preferably the present invention described in connection with the dissolution) The pigment dispersion composition is prepared by adding an additive such as a surfactant, if necessary. <Color filter and method for producing the same> B The color filter of the present invention is used in the case of a glass or the like. The colored pattern is formed on the substrate, for example, by applying the light of the present invention directly or via another layer (preferably by a coating method such as spin coating, cast coating, roll coating, etc.) Coating a photosensitive film, and exposing the formed photosensitive film to a mask pattern. The method of removing the uncured portion by light back to form various colors (for example, three colors or four colors (for example, colored pixels) can be extremely smooth. Thus, the difficulty in the process can be reduced and the system can be made high. In the case of a liquid crystal display element or a solid-state image sensor, the ultraviolet rays used for exposure are particularly preferably ultraviolet rays such as g lines or lines. The film is preferably applied (preferably coated). The prebake of the film of the sexual composition is such that the phenol, the benzoquinone, the methylene bis (4-resin, the photopolymerizing agent) are contained in the light coloring of the present invention A color filter quality and low-cost multicolor filter for the color map of the film (the coating of the composition is applied by coating or slit coating) to transmit specific light to the developer. h line, i The wire, j is carried out under the conditions of a temperature range of 50 to 140 ° C and 10 to 300 seconds using the hot plate for heat hardening of the present invention, oven-47-200808915, etc. In development, the unhardened portion after exposure is exposed. Washing on the developer to leave only the hardened portion. Development temperature, pass It is usually 20 to 30 ° C, and the development time is 20 to 90 seconds. The developer may be a film of a photocurable composition which can be dissolved in an uncured portion, and is not dissolved in the hardened portion. Any developer may be used. Specifically, a combination of various organic solvents or an aqueous alkaline solution may be used. § wherein the organic solvent is included in the preparation of the pigment dispersion composition or the photocurable composition of the present invention. The solvent described above. "Alkaline aqueous solution" includes: sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogencarbonate, sodium silicate, sodium metasilicate, gas water, ethylamine, diethylamine, dimethyl Bases such as acetamide, tetramethylammonium hydroxide, tetraethylammonium hydroxide, choline, pyrrole, piperidine, 1,8-dibicyclo[5,4,0]-7-undecene The compound is dissolved in an aqueous alkaline solution having a concentration of from 0.001 to 10% by weight, preferably from 0.01 to 1% by weight. β When the developer is an alkaline aqueous solution, it is usually washed with water after development. After development, the residue is removed by washing, and after drying, the heat treatment is usually applied at a temperature of 100 to 240 ° C (post baking). The post-baking is perfect. The heating after development applied by hardening is usually carried out by heating at about 200 ° C to 25 ° C (hard bake). In the post-baking treatment, a heating method such as a hot plate or a convection oven (hot air circulation-48-200808915 type dryer) or a high-frequency heating machine can be used, and the developed coating film can be in a manner that satisfies the above conditions. It is implemented in a continuous or batch manner. By repeating the above operations in accordance with the color number desired by the desired color number, a color filter comprising a plurality of colored cured films can be produced. When the photocurable composition of the present invention is applied to a substrate to form a film, the dry thickness of the film is usually from 0.3 to 5.0 / zm, preferably from 0.5 to 3.5 〆 111, most preferably from 1.0 to 2.5 / / 111. The B substrate includes, for example, an alkali-free glass for a liquid crystal display element, a soda lime glass, a Pyrex (R) glass, a quartz glass, and a transparent conductive film. It is attached to or the like, or a photoelectric conversion element substrate such as a solid-state image sensor or the like, and a plastic substrate. On these substrates, a black stripe for isolating each pixel is usually formed. In the plastic substrate, it is preferred to have a gas barrier layer and/or a solvent resistant layer on the surface thereof. A photocurable composition 赋予 is provided on the substrate via another layer, and a gas barrier layer, a solvent resistant layer or the like can be used for the other layer. As described above, the use of the pigment dispersion composition and the photocurable composition of the present invention is mainly described mainly for the use of the color filter, but it is also applicable to the formation of each coloring for isolating the color filter. The black matrix of pixels. This black short-line array is subjected to pattern exposure and development by using a photocurable composition (pigment dispersion composition) of the present invention using a black pigment such as carbon black or titanium carbon as a pigment. It is necessary to promote film hardening, whereby it can be formed. [Embodiment] Hereinafter, the present invention will be described in more detail with reference to the accompanying drawings. In addition, unless otherwise noted, "parts" [Synthesis Example 1] <Synthesis of Monomer 1> 9·76 parts of 9 (10H) acridone and 5.94 potassium were dissolved in 3 parts of dimethyl group. Aazepines were heated to 15.26 parts of chloromethylstyrene and stirred at 50 °C. The reaction solution was stirred with 20 parts of distilled water and the resulting precipitate was filtered and washed to obtain a post-baking, but the following examples of the present invention represent "three parts by weight". - Butoxy at 45 ° C. It was added dropwise with heating for 5 hours, and then, 11.9 parts of monomer 1

<Synthesis of Polymer 1> 5 parts by weight of the above monomer oxime, 3 7.5 parts of polymethyl methacrylate in sulfhydryl group (AA-6: East Asia 7.5 parts methacrylic acid, and 50 weight The product has a methyl propylene-based company, and the oxy-2-propanol is introduced in the range of -50 to 200808915. The three-necked flask was replaced with nitrogen and was stirred by a mixer (New One Science). The mixture was stirred, and the temperature was raised to 78 C while flowing nitrogen into the flask. To this was added 0.1 part of 2,2-azobis(2,4-dimethylvaleronitrile) (V_65, manufactured by Wako Pure Chemical Industries, Ltd.), and heated and stirred at 78 ° C for 2 hours. After 2 hours, 0.1 part of V-65 was further added, and after heating for 3 hours, 66.7 parts of 2-ethoxymethoxy-1-methoxypropane was added to the obtained reaction liquid to prepare a polymer 1. [30% solution of the above-exemplified compound (2)]. [Synthesis Example 2] <Synthesis of Monomer 2> In Synthesis Example 1, except that 9.76 parts of 9 (10H) acridone used for the synthesis of the monomer 1 was changed to 7.8 parts of phthalimide. Other than the above, monomer 2 was obtained in the same manner as in the synthesis example of the above monomer 1.

<Synthesis of Polymer 2> A 30% solution of the polymer 2 (the above-exemplified compound (6)) was obtained in the same manner as in the synthesis example of the polymer 1, except that the monomer 1 was changed to the monomer 2. [Synthesis Example 3] <Synthesis of Monomer 3> • 51- 200808915 In addition to 9.76 parts of 9 (10H) acridone used in synthesizing monomer 1 in Synthesis Example 1, it was changed to 9.52 parts of 1,8-naphthalene The monomer 3 was obtained in the same manner as in the above-mentioned synthesis example of the monomer 1, except for the casein.

<Synthesis of Polymer 3> A 30% solution of the polymer 3 [the above-exemplified compound (1 1 )] was obtained in the same manner as in the synthesis example of the polymer 1, except that the monomer 1 was changed to the monomer 3. . [Synthesis Example 4] <Synthesis of Polymer 4> 5.0 parts of the above monomers 1, 41·3 parts of polymethyl methacrylate having a methacrylic φ fluorenyl group at the terminal (ΑΑ-6: East Asian Synthetic Company) Manufactured) 3.7 parts of methacrylic acid, 〇·54 parts of n-dodecyl mercaptan and 50 parts by weight of 1-methoxy-2-propanol were introduced into a three-necked flask substituted with nitrogen as a stirrer ( Xindong Science Co., Ltd.: Three one motor) was stirred and heated to 75 ° C while flowing nitrogen into the flask. To the dimethyl 2,2'-azobisisobutyrate (V-601, manufactured by Wako Pure Chemical Industries, Ltd.) was added to 0.15 parts, and the mixture was stirred while stirring at 75 ° C for 3 hours. And then add 0·15 parts of V-6 (H, after heating and stirring for 3 hours, then add 15 parts of V_601, and apply heating for 3 hours. -52- 200808915 In the obtained reaction liquid will be 2- Ethyloxy-1-methoxypropane was added to 66.7 parts to obtain a 30% solution of the polymer 4 [the above-exemplified compound (16)]. [Synthesis Example 5] <Synthesis of Polymer 5> 5.0 parts 1 part, 45.0 parts of the above-mentioned polymethyl methacrylate having a methacryl fluorenyl group at the terminal (AA-6: manufactured by Toagosei Co., Ltd.), 0.19 parts of n-dodecylmercaptan, and 50 parts by weight -Methoxy-2-propanol was introduced into a three-necked flask which was replaced with nitrogen, and stirred with a stirrer (New One Science Co., Ltd.: Three one motor), and the temperature was raised to 7 by flowing nitrogen into the flask. 5 ° C. To the dimethyl 2,2'-azobisisobutyrate (V-601, manufactured by Wako Pure Chemical Industries, Ltd.) was added to 0.05 parts, and the mixture was heated and stirred at 75 ° C for 3 hours. And then add 0. 05 parts of V-601, stir for 3 hours, then add 5 parts of V - 6 0 1, and apply heat for 3 hours. To the obtained reaction liquid, 2-ethoxymethoxy-1-methoxypropane was added to 66.7 parts to obtain a 30% solution of the polymer 5 [the above-exemplified compound (17)]. 6] <Synthesis of Polymer 6> 5.0 parts of the above monomers 3, 45.0 parts of polymethyl methacrylate having a methacryl fluorenyl group at the terminal (A Α-6: manufactured by Toagosei Co., Ltd.), 〇· 19 parts of n-dodecyl mercaptan and 50 parts by weight of 1-methoxy-2. propanol were introduced into a three-necked flask substituted with nitrogen to a stirrer (New East Science Co., Ltd.: Three one motor) The mixture was stirred and heated to a temperature of 75 ° C while flowing nitrogen into the flask. -53- 200808915 For the 2,2'-azobisisobutyric acid dimethyl ester (Wako Pure Chemical Co., Ltd.), V - 6 0 1] Add 0.0 5 parts, heat and stir at 7 5 ° C for 3 hours, and add 0.05 parts of V-601, stir for 3 hours, then add 5 parts of V-. 601, and applying heat stirring for 3 hours. In the obtained reaction liquid, 2-ethoxymethoxy-1-methoxypropane was added to 66.7 parts to obtain a polymer 6 [the above exemplified compound 30% solution of the compound (18)] [Synthesis Example 7] <Synthesis of Polymer 7> 5.0 parts of the above monomer 3, 39.0 parts of polymethacrylic acid having a methacryl fluorenyl group at the terminal Ester (AA-6: manufactured by Toagosei Co., Ltd.), 6.0 parts of methacrylic acid, 0.93 parts of n-dodecyl mercaptan, and 50 parts by weight of 1-methoxy-2-propanol were introduced and replaced with nitrogen. The three-necked flask was stirred with a stirrer (Three one motor), and the temperature was raised to 75 ° C while flowing nitrogen into the flask. To this, 0.21 parts of dimethyl 2,2'-azobisisobutyrate (V-601, manufactured by Wako Pure Chemical Industries, Ltd.) was added, and the mixture was stirred while stirring at 75 ° C for 3 hours. Further, 0.21 part of V-601 was further added, and after heating for 3 hours, 0.21 part of V-601 was further added, and heating and stirring was carried out for 3 hours. To the obtained reaction liquid, 2-ethoxymethoxy-1-methoxypropane was added to 66.7 parts to obtain a 30% solution of the polymer 7 [the above-exemplified compound (1 9 )]. [Synthesis Example 8] <Synthesis of Polymer 8> 5.0 parts of the above monomers 3, 3 5.0 parts of polymethyl methacrylate having a methacryl fluorenyl group at the terminal (AA-6: East Asia Synthesis Co., Ltd.) Manufactured, -54- 200808915 10 parts of succinic anhydride adduct of 2-hydroxyethyl methacrylate (anthracene SA manufactured by Shin-Nakamura Chemical Co., Ltd.: structure shown below), 0.66 parts N-dodecyl mercaptan and 50 parts by weight of methoxy-2-propanol were introduced into a three-necked flask substituted with nitrogen, and stirred by a stirrer (New One Science). The temperature was raised to 75 ° C while flowing nitrogen into the flask. To the dimethyl 2,2'-azobisisobutyrate (V-601, manufactured by Wako Pure Chemical Industries, Ltd.) was added to 0.15 parts, and the mixture was stirred at 75 ° C for 3 hours. Further, 15 parts of V-601 was added, and after heating for 3 hours, 0.15 parts of V-6 01 was further added, and heating and stirring was carried out for 3 hours. To the obtained reaction liquid, 2-ethoxycarbonyl-1-methoxypropane was added to 66.7 parts to obtain a 30% solution of the polymer 8 [the above-exemplified compound (20)].

[Synthesis Example 9] <Synthesis of Polymer 9.> 5.0 parts of the above monomer 3, 35.0 parts of polystyrene having a methacryl fluorenyl group at the terminal (AS-6: manufactured by Toagosei Co., Ltd.) 5.0 parts of acrylic acid, 5.0 parts of benzyl methacrylate, 1.21 parts of n-dodecyl mercaptan and 50 parts by weight of 1-methoxy-2-propanol were introduced into the three necks replaced by nitrogen The flask was stirred with a stirrer (Three one motor), and the temperature was raised to 75 ° C while flowing nitrogen into the flask. 2,2'-azobisisobutyric acid dimethyl ester (W-601, manufactured by K.K.) was added to 〇·28 parts, and was applied at 75 ° C for 3 hours. Heat and stir. Further, 2.8 parts of V - 60 was added, and after heating for 3 hours, 0 - 28 parts of V - 60 was added thereto, and heating was stirred for 3 hours. To the obtained reaction liquid, 2-ethoxycarbonyl-1·methoxypropane was added to 66.7 parts to obtain a 30% solution of the polymer 9 [the above-exemplified compound (21)]. [Synthesis Example 10] <Synthesis of Monomer 4> 9.5 parts of 1,8-naphthyldimethylimine, and 9.4 parts of tertiary-butoxy-potassium potassium were dissolved in 3 parts by weight. Methyl hydrazine and heated to 45 ° C. To the solution, 26.72 parts of 4-bromohexylstyrene (synthesized by the method disclosed in Japanese Laid-Open Patent Publication No. Hei 11-605119) was added, and 5 (TC was further applied for 5 hours while heating and stirring. The mixture was poured into 200 parts of distilled water with stirring, and the resulting precipitate was washed and washed to obtain 14.5 parts of the monomer 4.

<Synthesis of Polymer 10> 5.0 parts of the above-mentioned monomers 4, 39 parts of polymethyl methacrylate having a methacryl fluorenyl group at the terminal (ΑΑ-6: manufactured by Toagosei Co., Ltd.), 6·〇 a portion of methacrylic acid, 9 parts of n-dodecyl mercaptan and 50 parts by weight of 1-methoxy-2-propanol were introduced into a three-necked flask substituted with nitrogen to stir the half machine ( Xindong Science Co., Ltd.: Three one motor) Scrambled to heat the nitrogen gas into the flask while heating to 75t:. -56- 200808915 To a solution of dimethyl 2,2,-azobisisobutyrate (V-601, manufactured by Wako Pure Chemical Industries, Ltd.) was added to 0.21 parts, and it was heated and stirred at 75 for 3 hours. Further, 0 - 21 parts of V - 60 was added, and after heating for 3 hours, 0.21 part of V-601 was further added, and heating and stirring was carried out for 3 hours. In the obtained reaction solution, 2-ethoxymethoxy-1-methoxypropane was added to 66.7 parts to obtain a 30% solution of the polymer 1 [the above-exemplified compound (22)] [Example 1] Preparation of Pigment Dispersion Composition> The components of the following composition (1) were mixed and mixed by a homogenizer at 3,000 rpm·revolution number for 3 hours to prepare a mixed solution containing pigment (composition (1)) CI Pigment Red 254 90 Part CI Pigment Red 177 10 parts of 30% solution of the above polymer 1 (pigment dispersant) 150 parts of 2-Z * decyloxy-1-methoxypropane 750 parts Next, the mixture prepared by the above The solution was further subjected to dispersion treatment for 6 hours with a bead disperser Dispermat (manufactured by GETZMANN Co., Ltd.) of 0.3 halo: mφ chrome beads, and then a high-pressure disperser ΝΑΝΟ-3 000 with a pressure reducing mechanism was used. 1 0 (manufactured by BEE Co., Ltd.), dispersion treatment was applied at a flow rate of 500 g/min under a pressure of 2,000 kg/cm3. This dispersion treatment was repeated 1 time to obtain a red pigment dispersion composition (R1). -57- 200808915 <Evaluation of Pigment Dispersion Composition> The following evaluation was carried out on the pigment dispersion composition obtained. (1) Measurement and evaluation of viscosity The pigment dispersion composition obtained was measured using an E-type viscometer to measure the viscosity of the pigment dispersion composition immediately after dispersion 7? 1 and after dispersion (at room temperature) after one week. The viscosity of the pigment dispersion composition was 7? 2 to evaluate the viscosity increase. The results of the evaluation are shown in Table 1 below. Here, the viscosity is low, indicating that the dispersibility and the dispersion stability are in a good state. (2) Measurement and evaluation of the ratio The pigment dispersion composition obtained was applied onto a glass substrate, and the sample was manufactured so that the thickness of the coating film after drying was 1/zm. The sample was placed between two polarizing plates, and the amount of transmitted light when the polarization axes were parallel and perpendicular was measured, and the ratio was regarded as a comparison (this evaluation method is referred to as "the 7th color optical conference, 512 colors in 990" Display 10.4" Size TFT-LCD color filter, Ueki, Xiaoguan, Fuyong, _zhong"). The results of the measurement _ evaluation are shown in Table 1 below. The reason why the contrast is high here means that the pigment is highly refined, so that the transmittance, i.e., the coloring power, is high. [Examples 2 to 10] In Example 1, except that the pigment dispersant (Polymer 1) was replaced with the polymer compound (pigment dispersant) obtained by the above Synthesis Examples 2 to 10, respectively ( The red pigment dispersion compositions (R2) to (R10) were prepared in the same manner as in Example 1 except for Polymer 2 to Polymer 10), and the same evaluation as in Example 1 was carried out. The results are shown in Table 1 below. -58- 200808915 [Comparative Example 1] In Example 1, except that the polymer 1 (pigment dispersant) was replaced with the following copolymer of methyl methacrylate and methacrylic acid D1 (= 8 5/15 The red pigment dispersion composition (R11) was prepared in the same manner as in Example 1 except that [weight ratio], weight average molecular weight··15, 〇〇〇), and the same evaluation as in Example 1 was carried out. The results are shown in Table 1 below. [Comparative Example 2] In Example 1, except that the polymer pigment dispersant was replaced with a polymethacrylic acid methyl ester copolymer D-2 (= 15/85) of methacrylic acid and terminal methacryl oxime. The red pigment dispersion composition (R1 2) was prepared in the same manner as in Example 1 except that the weight ratio: weight average molecular weight: 3 0,000, and the same evaluation as in Example 1 was carried out. The results are shown in Table 1 below. [Comparative Example 3] In Example 1, except that the polymer 1 (pigment dispersant) was replaced with a polymethyl methacrylate copolymer D-3 of styrene and a terminal methacryl oxime (=15/ The red pigment dispersion composition (R1 3 ) was prepared in the same manner as in Example 1 except that 85 (weight ratio) and weight average molecular weight (30,000), and the same evaluation as in Example 1 was carried out. The results are shown in Table 1 below. [Comparative Example 4] In Example 1, except that the polymer 1 (pigment dispersant) was replaced with the following monomer 5 and polymethyl methacrylate-methyl-59-200808915 ester having a methacryl fluorenyl group at the terminal (AA) 6-1: Red polymer dispersion composition was prepared in the same manner as in Example 1 except that the copolymer D-4 (=10/90 [weight ratio], weight average molecular weight: 25,000) manufactured by Toagosei Co., Ltd. was used. (R1 4) , and the same evaluation as in Example 1 was carried out. The results are shown in Table 1 shown below.

[Comparative Example 5] In Example 1, except that the polymer 1 (pigment dispersant) was replaced with the following monomer 6 and methacrylic acid and polymethyl methacrylate having a methacryl fluorenyl group at the terminal (AA) -6 ··East Asia Synthetic Co., Ltd.) Copolymer D-5 (= 10/10/80 [weight ratio], weight average molecular weight: 23, 〇〇〇) except for the rest, in the same manner as in Example 1. The red color was mixed with the composition (R 1 5 )' and the same evaluation as in Example 1 was carried out. The results will not be as shown in Table 1.

[Comparative Example 6 In the following monomer 7!1 1 of the examples, except that the polymer 1 (pigment dispersant) was replaced with the methacrylic acid and the polymethyl methacrylate group at the terminal was polymerized 1 ( Pigment dispersant) -60- 200808915 Copolymer D-6 (= 10/10/80 [weight ratio], weight average molecular weight: 27, 甲基, methyl methacrylate (AA-6: manufactured by Toagosei Co., Ltd.) Except for 〇), the red pigment-separating composition (R1 6 ) was prepared in the same manner as in Example 1, and the same evaluation as in Example i was carried out. The results are shown in Table 1 below.

Monomer 7 [Example 11] In Example 1, except that the red pigment dispersion composition was replaced with a pigment dispersion composition obtained by using a mixed solution containing the green pigment of the following composition (2), the rest The green pigment dispersion composition (G1) was prepared in the same manner as in Example 1, and the same evaluation as in the Example was carried out. The results are shown in Table 2 below. (Composition (2)) • CI Pigment Green 36 60 parts • CI Pigment Yellow 150 40 parts • Polymer 1 of 3 0% solution (pigment dispersant) 150 parts • 2-Ethyloxy- 1 -methoxypropane 750 parts [Examples 12 to 20] In Example 4, except that the pigment dispersant (polymer i) to be used was replaced by the above polymer 2 to the polymer 1 〇 (pigment dispersant), In the same manner as in Example 1 1, the green pigment dispersion composition (G2 to G1 0 ) was prepared, and the same evaluation as in Example 11 was carried out. The results of the knot -61 - 200808915 are shown in Table 2 below. [Comparative Examples 7 to 12] In Example 11, except that the polymer 1 (pigment dispersant) was replaced with any of the above (D-1) to (D-6), Example 1 In the same manner as in the above, the green pigment dispersion composition (G 1 1 to G 1 6 ) was prepared, and the same evaluation as in Example 1 was carried out. The results are shown in Table 2 实施 [Example 2 1] In Example 1, except that the red pigment dispersion composition was replaced with a blue solution obtained by using a mixed solution containing the blue pigment of the following composition (3) Except for the color pigment dispersion composition (B 1 ), the blue pigment dispersion composition was prepared in the same manner as in Example i, and the same evaluation as in Example 1 was carried out. The results are shown in Table 2 below. (Composition (3)) c. I. Pigment Blue 1 5 : 6 85 parts CI Pigment Violet 23 15 parts 30% solution of Polymer 1 (Pigment Dispersant) 150 parts 2-Ethyloxy-1-methoxy 750 parts of propane [Examples 22 to 30] In Example 21, except that the polymer 1 (pigment dispersant) was replaced with the above polymer 2 to the polymer 1 颜料 (pigment dispersant), In the same manner as in 2 1 , the blue pigment dispersion composition (B2 to B 1 〇) was prepared, and the same evaluation as in Example 2 was carried out. The results are shown in Table 3 below. -62- 200808915 [Comparative Example 1 3 to 18] In Example 21, except that the polymer 1 (pigment dispersant) was replaced with any of the above D-1 to D-6, Example 2 i In the same manner, the blue pigment dispersion composition (B 1 1 to B 1 6 ) was prepared, and the same evaluation as in Example 1 was carried out. The results are shown in Table 3 below. Table 1 Viscosity of the pigment dispersant red pigment dispersion composition immediately after dispersion (cp) Viscosity after one week (cp) Comparative Example 1 Polymer 1 (R1) 11 12 1,250 Example 2 Polymer 2 (R2) 12 14 1,300 Example 3 Polymer 3 (R3) 9 9 1,300 Example 4 Polymer 4 (R4) 10 11 1,300 Example 5 Polymer 5 (R5) 10 10 1,350 Example 6 Polymer 6 (10) 9 9 1,350 Example 7 Polymer 7 (R7) 9 10 1,350 Example 8 Polymer 8 (R8) 10 11 153 〇〇 Example 9 Polymer 9 (R9) 10 11 1,300 Example 10 Polymer 10 (R10) 11 13 1,300 A Comparative Example 1 D-1 (RH) 1,200 or more gelled 800 'Comparative Example 2 D-2 (R12) 1,200 or more gel Chemical Example 900 Comparative Example 3 D-3 (10)) 850 Gelation 950 Comparative Example 4 D-4 (R14) 12 350 1,050 Comparative Example 5 D-5 (R15) 13 400 1,050 Comparative Example 6 D-6 (R16) 12 14 153〇〇-63- 200808915 Table 2

Viscosity of the pigment dispersant green pigment dispersion composition immediately after dispersion (cp) Viscosity after one week (cp) Comparative Example 11 Polymer 1 (G1) 11 13 1,450 Example 12 Polymer 2 (G2) 10 10 1,500 Example 13 Polymer 3 (G3) 8 9 1,500 Example 14 Polymer 4 (G4) 11 12 1,500 Example 15 Polymer 5 (G5) 11 11 1,550 Example 16 Polymer 6 (G6) 8 8 1,550 Example 聚合 Polymerization 7 (G7) 9 9 1,550 Example 18 Polymer 8 (G8) 9 10 1,500 Example 19 Polymer 9 (G9) 9 10 1,500 Example 20 Polymer 10 (G10) 10 11 1,500 Comparative Example 7 D-1 (G11) 1,200 or more gelation 900 Comparative Example 8 D-2 (G12) U00 or more gelation 1,000 Comparative Example 9 D-3 (G13) 1,200 or more gelation 1,000 Comparative Example 10 D-4 ( G14) 15 440 1,250 Comparative Example 11 D-5 (G15) 14 500 1,250 Comparative Example -6 D-6 (G16) 13 15 1,450 -64- 200808915

Table 3 Viscosity of the pigment dispersant blue pigment dispersion composition immediately after childbirth (cp) Viscosity after one week (cp) Comparative Example 21 Polymer 1 (B1) 15 16 15100 Example 22 Polymer 2 (B2) 15 16 1,150 Example 23 Polymer 3 (B3) 12 12 1,200 Example 24 Polymer 4 (B4) 14 15 1,150 Example 25 Polymer 5 (B5) 14 14 1,250 Example 26 Polymer 6 (B6) 11 11 1,250 Example 27 Polymer 7 (B7) 11 12 1,250 Example 28 Polymer 8 (B8) 12 12 1,200 Example 29 Polymer 9 (B9) 12 13 1,200 Example 30 Polymer 10 (B10) 13 14 1,200 Comparison Example 13 D-1 (B11) 1, 2 〇〇 or more gelation 600 Comparative Example 14 D-2 (B12) 900 Gelation 700 Comparative Example 15 D-3 (B13) 1,200 or more gelation 700 Comparison Example 16 D-4 (B14) 17 410 900 Comparative Example 17 D-5 (B15) 16 560 900 Comparative Example 18 D-6 (B16) 17 18 1,150 It can be seen from Tables 1 to 3 that the use of the present invention is The pigment dispersion composition of the polymer of the specific pigment dispersant of 1 to 1 , has a composition viscosity which is all low, and has excellent pigment dispersibility and dispersion stability, and The film-based pigment dispersion with a composition prepared of a high contrast can be obtained. The reason why the film of the pigment-dispersed composition of the present invention can achieve high contrast is that the pigment particles are dispersed in a state of being finely divided. -65-200808915 On the other hand, the pigment dispersion composition of the comparative example using the conventional pigment dispersant outside the scope of the present invention is a relatively high viscosity, and the pigment dispersibility is low compared to the inventors, and dispersion stability It is also inferior, so that the film obtained by using the pigment to disperse the composition cannot obtain sufficient contrast. In particular, when the polymers D-4 and D-5 are used, the pigment dispersion compositions of Comparative Example 16 and Comparative Example 17 have good dispersibility, but they exhibit significant viscosity increase over time. Therefore, dispersion stability is not sufficient. [Example 3 1] <Preparation of photocurable composition> The pigment dispersion composition (R 1 ) containing the red pigment obtained in Example 1 was further added to each component of the following composition (4). This was stirred and mixed to prepare a photocurable composition (color resist liquid) of Example 31 of the present invention. (Composition (4)) • 80 parts of dipentaerythritol hexaacrylate (photopolymerizable compound) • 4-[o-bromo-p-N,N-bis(ethoxycarbonyl)aminophenyl]- 2,6·bis(trichloromethyl)-S·triazine (photopolymerization initiator) 30 parts • benzyl methacrylate/methacrylic acid (=70/30 [mole ratio]) copolymer ( 200 parts by weight average molecular weight: 10,000) 2-Ethyloxy-1-methoxypropane solution (solid content 40%) (alkali soluble resin) • 2-Ethyloxy-1-methoxypropane ( Solvent) 490 parts - 66 - 200808915 <Evaluation of alkali developability and coatability of photocurable composition> (3) Alkali developability The photocurable composition (color resist liquid) obtained in 1 The thickness of the coating film after coating on a glass substrate of 〇〇 mm X 100 mm (1737, manufactured by Corning Incorporated) was 2.0 / zm, and then dried in a TC oven for 60 seconds to form a coating film. After that, the coating film was immersed in a 1% aqueous solution of an alkaline developer CDK-1 (manufactured by Fuji Photographic Electronic Materials Co., Ltd.), and then sprinkled with pure water into a shower. The developing solution was washed, and the immersion time required for the film to completely disappear was measured as the development time, and then evaluated on the following basis. The results are shown in Table 4 below. The development time is short. It means superior alkali developability. 〇: development time is 40 seconds or less; △: development time is 40 to 60 seconds; X: development time is more than 60 seconds. (4) Coating property ^ A photocurable composition (color resist liquid) obtained by using a slit coating device having a slit die having a slit width of 50/m and an effective width of 540 mm, and a gap between the slit and the substrate The thickness of the coating film after drying was adjusted to 2.0/m, and then the photocurable composition (color photoresist) obtained at a coating rate of 170 mm/sec was applied to a width of 550 mm and a length of 650 mm. On a glass substrate having a thickness of 0.7 mm, a coated surface having a length of 640 mm was prepared. After coating, the pressure was reduced to 0.5 tori by a vacuum dryer, and -67-200808915 90 °C was applied as a hot plate. 0 seconds of pre-baking, after which, visually observed The coating was evaluated according to the following criteria: 〇: no unevenness, foreign matter, cracking of the plaque or stripe was observed; X: plaque or stripe coating unevenness was observed , foreign matter, cracking phenomenon. <Modulation of color filter using photocurable composition> The photohardenable composition (color resist liquid) obtained on a 100 mm X 100 mm glass substrate (1) 737, manufactured by Corning Co., Ltd., X値 of the coating color concentration index can be 0.65 0, and dried in an oven at 90 ° C for 60 seconds (prebaking). Thereafter, the coating film was applied at a total temperature of 200 mJ/cm 2 (illuminance of 20 mW/cm 2 ), and the exposed coating film was made of an alkaline developer CDK-1 (manufactured by Fuji Photo Film Electronic Materials Co., Ltd.). The % aqueous solution was covered and allowed to stand for 60 seconds. After standing, spray pure water with a spray to rinse the developer. Further, the coating film subjected to exposure and development as described above was subjected to heat treatment for 1 hour (post-baking) in an oven at 220 ° C to form a colored pattern (colored resin film) for the color filter on the glass substrate. Upper to manufacture a colored filter substrate (color filter). <Evaluation of color filter> With respect to the manufactured color filter substrate, heat resistance (color stability to heat) of Y値, contrast, and coloring pattern was evaluated by the following method. The results are shown in Table 4 below. (5) Y 値 -68- 200808915 For the colored filter substrate manufactured, the object color measurement system MCPD-2000 manufactured by Otsuka Electronics Co., Ltd. was used to measure Y値. The γ 値 system indicates that the larger the 値, the higher the transmittance. Further, the measurement results of X 値 and y 在 in the chromaticity diagram which are carried out in one place are also shown in Table 4 below. (6) A polarizing plate was placed on the colored resin film of the colored filter substrate to sandwich the colored resin film, and then BM-5 manufactured by Tope on Co., Ltd. was used to measure the brightness and the brightness of the polarizing plate in parallel. The enthalpy obtained by dividing the brightness at the time of the intersection with the brightness at the time of parallel (= luminance in parallel/luminance at the time of orthogonal) is used as an index for evaluating the contrast. The larger the ratio, the higher the contrast. (7) Heat resistance (stability of coloring filter color with respect to heat) The obtained color filter substrate was obtained by using a hot plate LWB-03 (manufactured by Lithotech Japan Co., Ltd.) at 23 Å. Heat it under χ 30 min. The object color measurement system MCPD-2000 manufactured by Otsuka Electronics Co., Ltd. was used to measure the color density (E*ab) before and after heating using the L*a*b* display system to calculate the color difference AE*ab, and according to the next The evaluation criteria are evaluated. The smaller the AE^ab, the less the color change such as fading, and the stability of the color with respect to heat, that is, the heat resistance of the colored filter is good. 〇: AE*ab is less than 2.0; △: AE* ab is 2 · 〇 or more and less than 3 · 0; X : AE*ab is 3 or more. [Examples 32 to 40] In Example 31, the pigment dispersion composition -69-200808915 (R1) obtained by the example was replaced with the pigment dispersion composition obtained in Examples 2 to 10. The photocurable composition (color resist liquid) was prepared in the same manner as in Example 31 except for the materials (R-2) to (R-10), and the same evaluation as in Example 31 was carried out. The results are shown in Table 4 below. [Comparative Examples 19 to 24] In Example 31, except that the pigment dispersion composition (R1) obtained in Example 1 was replaced with the pigment dispersion composition prepared in Comparative Examples 1 to 6 ( Except for Rl 1 to R1 6 ), the photocurable composition (color resist liquid) was prepared in the same manner as in Example 31, and the same evaluation as in Example 31 was carried out. The results are shown in Table 4 below. [Example 4 1] The pigment dispersion composition (G1) obtained in Example 11 was further added to each component of the following composition (5), and stirred and mixed to prepare the present invention containing a green pigment. Photocurable composition (color photoresist). (Composition (5)) • Dipentaerythritol hexaacrylate 50 parts® (photopolymerizable compound) • 4·[o-bromo-p-indole, fluorene-bis(ethoxycarbonyl)amine 20 parts benzene -2,6-bis(trichloromethyl)-S-triazine (photopolymerization initiator) • 50 parts of benzyl methacrylate/methacrylic acid (=70/3 0 [mr ratio]) Copolymer (weight average molecular weight: 1 〇, 〇〇〇) 2-Ethyloxy-1-methoxypropane solution (40% solid content) * (alkali soluble resin) • 2-Ethyloxy group 1-methoxypropane (solvent) 180 parts -70- 200808915 <Modulation and evaluation of photocurable composition and color filter using the same> The photohardenable composition (color photoresist liquid) obtained by the method ), on a 1 mm × 100 mm glass substrate (1 73 7 , manufactured by Corning Incorporated), the y 涂布 of the coating color density index can be 0.600, and dried in an oven at 90 ° C for 60 seconds (prebaking) ). Thereafter, the coating film was applied at a total temperature of 200 mJ/cm 2 (illuminance of 20 mW/cm 2 ), and the exposed coating film was made of an alkaline developer CDK-1 (manufactured by Fuji Photo Film Electronic Materials Co., Ltd.). The % aqueous solution was covered and allowed to stand for 60 seconds. After standing, spray with spray water • Pure water to rinse the developer. Further, the coating film subjected to exposure and development as described above was subjected to heat treatment in a 220 ° C oven for 1 hour (post-baking) to form a colored pattern (colored resin film) for the color filter on the glass substrate. The evaluation of alkali developability and coating property of a photocurable composition (color resist liquid) obtained by producing a colored filter substrate (color filter) is the same as that of the embodiment 31. Way to proceed. Further, the Y 値, the comparative measurement, and the heat resistance evaluation of the manufactured color filter substrate were also carried out in the same manner as in Example 31. The results are shown in Table 5 below. [Examples 42 to 50] In Example 41, except that the pigment dispersion composition obtained in Example 11 was replaced with the pigment dispersion composition (G2) obtained in Examples 11 to 20 to ( Other than G1 0), the photocurable composition (color resist liquid) was prepared in the same manner as in Example 41, and evaluated in the same manner as in Example 31. The results are shown in Table 5 below. -71-200808915 [Comparative Examples 25 to 30]. In Example 41, the pigment dispersion liquid (G1) obtained in the same manner as in Example 11 was replaced with the pigment dispersion liquid prepared in Comparative Examples 7 to 12 ( The photocurable composition (color resist liquid) was prepared in the same manner as in Example 41 except for G11 to G16), and the same evaluation as in Example 31 was carried out. The results are shown in Table 5 below. [Example 5 1] The pigment dispersion composition (B 1 ) obtained in Example 21 was further added and added to each component of the following composition (6), and stirred and mixed to prepare a blue color. Photocurable composition of the present invention (color photoresist) ° (composition (6)) • 1,5 parts of dipentaerythritol hexaacrylate (photopolymerizable compound) • 4-[o-bromo- p-N,N-bis(ethoxycarbonyl)amine 60 parts phenyl]-2,6-di(trichloromethyl)-S-triazine^ (photopolymerization initiator) • Benzo methacrylate Ester/methacrylic acid 400 parts (=70/30 [mole ratio]) copolymer (weight average molecular weight: 1 〇 000) 2-ethoxycarbonyl-1-methoxypropane solution (solid content 40%) (alkali-soluble resin) • 2-Ethyloxy-1-methoxypropane (solvent) 1 440 parts <Photocurable composition and modulation and evaluation of color filters using the same> -72 - 200808915 The photo-curable composition (color resist liquid) was applied to a glass substrate of 100 mm X 100 mm (1737, manufactured by Corning Incorporated), and coated with a color concentration index.値 can be 0.090, and dried at 60 (TC oven for 60 seconds (prebaking). Thereafter, the coating is applied at a total of 200 mJ/cm2 (illuminance 20 mW/cm2), and the exposure is applied. The film was covered with a 1% aqueous solution of an alkaline developer CDK-1 (manufactured by Fuji Photographic Electronic Materials Co., Ltd.), and allowed to stand for 60 seconds. After standing, pure water was sprayed to spray the developer. The coating film which was exposed and developed as described above was subjected to heat treatment in a 220 ° C oven for 1 hour (post-baking) to form a colored pattern (colored resin film) for the color filter on the glass. The alkali developability and coatability of the photocurable composition (color resist liquid) obtained by producing a colored filter substrate (color filter) on the substrate were evaluated in the same manner as in Example 31. Further, the Y値, comparative measurement, and heat resistance evaluation of the manufactured colored filter substrate were also carried out in the same manner as in Example 31. The results are shown in the following table. 6. [Examples 52 to 60] In Example 51, except The pigment dispersion composition (B1) obtained in Example 21 was replaced with the pigment dispersion compositions (B2) to (B10) obtained in Examples 22 to 30, and the others were the same as in Example 51. In the manner, the photocurable composition (color resist liquid) was prepared and evaluated in the same manner as in Example 31. The results are shown in Table 6 below. [Comparative Example 3 1 to 3 6] -73· 200808915 In Example 51, except that the pigment dispersion composition (B 1 ) obtained in Example 21 was replaced with the pigment dispersion composition (B 1 1 ) to (B) obtained in Comparative Examples 13 to 18. The photocurable composition (color resist liquid) was prepared in the same manner as in Example 51 except for the above, and the same evaluation as in Example 31 was carried out. The results are shown in Table 6 below.

Table 4

Red Pigment Dispersion Alkali Developability Coating Property Y値X値y値 Comparative Heat Resistance Example 31 (R1) 〇〇21.1 0.650 0.335 1150 〇Example 32 (R2) 〇〇21.2 0.650 0.335 1200 〇Example 33 (R3 〇〇 21.2 0.650 0.335 1250 〇 Example 34 (R4) 〇〇 21.1 0.650 0.335 1200 〇 Example 35 (R5) △ 〇 21.1 0.650 0.335 1250 〇 Example 36 (R6) Δ 〇 21.2 0.650 0.335 1250 〇 Example 37 (R7) 〇〇 21.2 0.650 0.335 1250 〇 Example 38 (R8) 〇〇 21.2 0.650 0.335 1200 〇 Example 39 (R9) 〇〇 21.2 0.650 0.335 1200 〇 Example 40 (R10) 〇〇 21.2 0.650 0.335 1200 〇 Comparison Example 19 (R11) 〇X 20.3 0.650 0.335 800 〇Comparative Example 20 (R12) 〇X 20.4 0.650 0.335 850 〇Comparative Example 21 (R13) Δ X 20.4 0.650 0.335 900 〇Comparative Example 22 (R14) Δ X 20.5 0.650 0.335 950 X Comparative Example 23 (R15) 〇X 20.5 0.650 0.335 950 Δ Comparative Example 24 (R16) 〇X 21.0 0.650 0.335 1200 X -74- 200808915 Table 5

Green pigment dispersion alkali developability coating property Y値X値y値 Comparative heat resistance Example 41 (G1) 〇〇55.2 0.290 0.600 1350 〇Example 42 (G2) 〇〇55.4 0.290 0.600 1400 〇Example 43 (G3 ) 〇〇 55.4 0.290 0.600 1450 〇 Example 44 (G4) 〇〇 55.3 0.290 0.600 1400 〇 Example 45 (G5) Δ 〇 55.3 0.290 0.600 1450 〇 Example 46 (G6) Δ 〇 55.4 0.290 0.600 1450 〇 Example 47 (G7) 〇〇55.4 0.290 0.600 1450 〇Example 48 (G8) 〇〇55.4 0.290 0.600 1400 〇Example 49 (G9) 〇〇55.4 0.290 0.600 1400 〇Example 50 (G10) 〇〇55.4 0.290 0.600 1400 〇Comparative Example 25 (G11) 〇X 50.5 0.290 0.600 950 〇Comparative Example 26 (G12) 〇X 50.6 0.290 0.600 950 〇Comparative Example 27 (G13) Δ X 50.4 0.290 0.600 950 〇Comparative Example 28 (G14) Δ X 51.2 0.290 0.600 1 , 000 X Comparative Example 29 (G15) 〇X 51.1 0.290 0.600 1,000 Δ Comparative Example 30 (G16) 〇X 55.2 0.290 0.600 1350 X -75- 200808915

Table 6 Blue pigment dispersion alkali developability coating property Y値X値y値 Comparative heat resistance Example 51 (B1) 〇〇10.1 0.140 0.090 1,000 〇Example 52 (B2) 〇〇10.2 0.140 0.090 1050 〇 Example 53 (B3) 〇〇 10.2 0.140 0.090 1050 〇 Example 54 (B4) 〇〇 10.1 0.140 0.090 1050 〇 Example 55 (B5) △ 〇 10.1 0.140 0.090 1150 〇 Example 56 (B6) △ 〇 10.2 0.140 0.090 1150 〇 Example 57 (B7) 〇〇 10.2 0.140 0.090 1150 〇 Example 58 (B8) 〇〇 10.2 0.140 0.090 1100 〇 Example 59 (B9) 〇〇 10.2 0.140 0.090 1100 〇 Example 60 (B10) 〇〇 10.2 0.140 0.090 1100 〇Comparative Example 31 (B11) 〇X 9.3 0.140 0.090 650 〇Comparative Example 32 (B12) 〇X 9.4 0.140 0.090 700 〇Comparative Example 33 (B13) Δ X 9.5 0.140 0.090 700 〇Comparative Example 34 (B14) Δ X 9.8 0.140 0.090 800 X Comparative Example 35 (B15) 〇X 9.7 0.140 0.090 800 Δ Comparative Example 36 (B16) 〇X 10.1 0.140 0.090 1050 X As shown in Tables 4 to 6, the pigment-containing composition of the present invention was carried out. a photohardenable composition, It has excellent developability, and because the viscosity of the composition was low 'pigment dispersibility, good dispersion stability, but also has more excellent in coatability. Further, any of the color filter substrates (color filters) produced by using the photocurable composition of the examples, in terms of light transmittance judged by γ ,, in red, green, and blue Any hue also has a high transmittance compared with Comparative Example -76 - 200808915. In addition, the color characteristics are better compared with X 値 and y 在 in the chromaticity diagram, and it is known from the comparison evaluation result that high can be obtained. Compared. In addition, when the colored filter is formed, it is suppressed by discoloration or discoloration due to heat, and also has excellent stability against heat. On the other hand, in the comparative example, the light transmittance was also low, and sufficient contrast could not be obtained. When the photocurable composition of Comparative Examples 22 and 23 using the polymers D-4 and D-5 is used, the coatability is poor, so that the Y-color of the formed color filter cannot be satisfied, and the contrast is made. All of heat resistance. The photocurable composition of Comparative Example 24 such as Polymer D-6 has good pigment dispersibility or dispersion stability, but has poor heat resistance and coating properties, and thus is used as a color filter pigment. The dispersion composition is apparently inferior to the pigment dispersion composition of the present invention.

-77-

Claims (1)

200808915 X. Patent application scope: 1. A pigment dispersion composition for a color filter, which comprises a pigment in an organic solvent and a structural unit represented by the following general formula (1) as a pigment dispersant polymer: In the formula (1), R1 represents a hydrogen atom or a methyl group, R2 represents an alkylene group, and Z represents a nitrogen-containing heterocyclic ring structure. The pigment dispersion composition for a color filter according to the first aspect of the invention, wherein in the formula (1), the nitrogen-containing heterocyclic structure represented by Z has a selected from the group consisting of Structure of formula (2) or formula (3): Formula (2) Formula (3) 0) - A group consisting of the formula (2) and the formula (3), the X-form single bond, selected from the group consisting of alkylene-S-, one-NR-, and one-C ( = -78- , -0 — ^ 200808915 Any one of the groups, R represents a hydrogen atom or a hospital group, and ring A, ring B, and ring C each independently represent an aromatic ring. A pigment dispersion composition for a color filter according to any one of the preceding claims, wherein the pigment dispersant further comprises a graft copolymer having a polymerizable oligomer having an ethylenically unsaturated bond at a terminal as a copolymerization unit. 4. The pigment dispersion composition for a color calender sheet according to claim 1 or 2, wherein the pigment dispersant further contains a copolymer having a monomer having an acid group as a copolymerization unit. The pigment dispersion composition for a color filter according to claim 1 or 2, wherein the pigment dispersant has a strontium content of 10 to 150 mg KOH/g. 6. Patent Application No. 1 or 2 The color filter according to the item is a pigment dispersion composition, which further contains an alkali-soluble resin. The pigment dispersion composition for a color filter according to Item 1 or 2, wherein the pigment is selected from the group consisting of: C. I. Pigment Yellow 139, CI·Pig Yellow 150, CI Pigment Green 36, CI Pigment Red 177, CI Pigment Red 254, CI·Pigment Blue 15: 6, at least one of CI Pigment Violet 23. 8. A photocurable composition for a color filter containing the first or second item as claimed in the patent application. The photo-curable composition for a color filter according to Item 8, wherein the photopolymerization initiator contains an optional pigment dispersion composition, a photopolymerizable compound, and a photopolymerization initiator. At least one of a group consisting of a free triazine-based compound-79-200808915, a spheroidal dimer-based compound, and an oxime-based compound. 10. A color filter' characterized by use on a substrate A colored pattern formed by a photocurable composition for a color filter according to claim 8 of the invention. 11. A method for producing a color filter, comprising: directly or via another layer Apply for the color mentioned in item 8 of the patent scope The filter photocurable composition imparting substrate to form a photosensitive film of the photosensitive film forming step, and the photosensitive film is formed by sequentially patterning exposure and developing to form a colored pattern of the colored pattern forming step. -80- 200808915 ι VII. Designated representative map: (1) The representative representative of the case is: None. (2) A simple description of the symbol of the symbol of the representative figure: Μ 〇 y ννν 8. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: