TW200920795A - Pigment dispersion composition, photocurable composition and color filter - Google Patents

Abstract

There is provided a pigment dispersion composition having high pigment dispersibility and dispersion stability and favorable color characteristics even when containing a high concentration of pigment; a photocurable composition superior in developability and pixel surface smoothness, allowing high contrast; and a color filter having high contrast. A pigment dispersion composition containing a polymeric compound having a specific group or the like dissociated by an alkali is used.

Description

200920795 IX. Description of the Invention: [Technical Field] The present invention relates to a pigment dispersion composition which can be used for an image forming material (such as a color filter and a proofing machine) and a photocurable material (such as an ink and a paint); A photocurable composition suitable for forming a color filter for a liquid crystal display and a solid-state image sensing device; a color filter using the photocurable composition; and a method for producing the same. [Prior Art] In recent years, the application of color filters in liquid crystal displays (LCDs) has expanded beyond monitors to include televisions and the like. Thus, high specification color properties regarding chromaticity and contrast have been required. Similarly, the application of image sensors (solid-state image sensing devices) has required high-quality color properties such as reduction in color irregularities and improvement in color separation. Regarding the above, it has been required to disperse the pigment in a fine state (favorable dispersing power) and to maintain the pigment in a stable dispersion state (favorable dispersion stability). If the dispersing power is insufficient, the fluffing (the dent of the edge portion) and the surface irregularity are caused in the formed colored photoresist film, and problems occur, such as the chromaticity and dimensional accuracy of the manufactured color filter are lowered' and contrast Significantly reduced. If the dispersion stability is insufficient, the following problems are easily caused during the process of the color filter: the film thickness uniformity is lowered in the process of applying the colored photocurable composition; the sensitivity is lowered in the exposure process; The alkali solubility is lowered in the developing procedure. Further, in the dispersion stability of the pigment, the composition of the colored photocurable composition undergoes cohesion over time and increases its viscosity, and the storage life is remarkably lowered, which is a problem. In order to solve this problem, a pigment dispersant containing a polymer-combined organic pigment has been proposed (refer to Japanese Patent Application Laid-Open (JP-A) No. 4-139262). A co-polymer containing an acid group (such as a carboxylic acid and a sulfonic acid radical, etc.) and a polymer containing a phenolic acid group substituted with maleimide have also been proposed (refer to Japanese Patent No. 3094403). No. and PA patent No. 2004-287409). However, when the particle size of the pigment is made fine, the surface area of the pigment particles is reduced, and the cohesive force between the pigment particles is enhanced, making it difficult to make the dispersion force and the dispersion stability compatible to a high degree. When a color filter is produced using a pigment dispersion composition, the photocurable composition is applied onto a substrate, or a substrate having a light-blocking layer having a desired pattern formed thereon, and dried, and then irradiated with radiation. The pixels of each color are obtained by irradiation with a desired pattern (hereinafter referred to as "exposure") and development. However, in the color filter thus manufactured, since the residue and the scum are likely to occur on the substrate of the unexposed portion or at the light blocking layer during the development process, the film coating property of the pixel after the development after development is poor. There is a problem; for example, its surface is not smooth. In addition, the degree of residue and floating on the substrate or the light-blocking layer, and the deterioration of the surface smoothness become more pronounced as the concentration of the pigment contained in the photo-curable composition increases, so that it is photocurable for conventional color filter. It is difficult to achieve a sufficient color density in the composition. SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and provides a pigment dispersion composition, a photocurable composition, and a color filter produced therefrom. -6- 200920795 A first aspect of the present invention provides a pigment dispersion composition comprising one or more partial structures selected from the following formula (1) or (2), and having a weight average molecular weight of 1,000 to 100,000 Polymer (A)' and pigment (b). -Q^Q^Z- where (1) where Q1 represents -(c = 0)- or -S02-, Q2 represents _NH- or -CHR8-, and z represents - (C = 0) -R9- or - S02_R9·. rS represents a hydrogen atom, a halogen atom, a cyano group, or an alkyl group, and R9 represents an alkylene group, a cycloalkylene group or an extended aryl group. R8 and R9 may be bonded to each other via a bonding group. -Rf-OH Formula (2) wherein in the formula (2), Rf represents an alkylene group substituted with at least one fluorine atom. A second aspect of the present invention provides a photocurable composition comprising a pigment dispersion composition according to a first aspect, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator. A third aspect of the invention provides a color filter comprising a photocurable composition for use in accordance with the second aspect. A fourth aspect of the present invention provides a device, such as a liquid crystal display or a solid-state image sensing device, using a color filter according to the third aspect. The present invention has been completed in view of the above, and an object thereof is to provide a pigment dispersion composition having high pigment dispersion power and dispersion stability, and favorable color characteristics, even in the case of a pigment having a high concentration; a developing power and a graph A photohardenable composition such as an element having excellent surface smoothness, which can be highly contrasted by a color filter; a color filter having favorable color characteristics and high contrast; a liquid crystal display using a color filter and a solid state 7-1-7 200920795 Image sensing device; and color filter manufacturing method, and the present invention intends to achieve this object. Through intensive research, the inventors of the present invention have used a pigment dispersion composition containing a polymer compound (containing an alkali dissociation group having a specified structure) to obtain a pigment fluid dispersion composition having dispersion stability (achieving a high dispersion state). A photocurable composition that provides high color characteristics and favorable developing power was found. That is, the composition of the present invention is as follows. <1>· A pigment dispersion composition containing a polymer compound (A) containing or having a part of a structure selected from the following formula (1) or (2) and having a weight average molecular weight of U00 to 100,000, and a pigment (B). Formula (1) -Q'-Q^Z- wherein, in the formula (1), Q1 represents -(c = o)- or _s〇2_, Q2 represents -NH- or _CHR8-, and Z represents - (C = 〇)_r9___s〇2_r9·. R8 represents a hydrogen atom, a halogen atom, a cyano group, or an alkyl group, and R9 represents a pendant alkyl group or an extended aryl group. R8 and R9 may be bonded to each other via a bonding group. Formula (2)

-Rf-OH wherein, in the formula (2), Rf represents an alkylene group substituted with at least one fluorine atom. 2. According to the pigment dispersion composition of the &lt; 丨 &gt; item, the formula (1) is -(c = 0)-chr, (c = 0)_r7·. "'' 200920795 In the formula, R8 represents the same as in the formula (1), and R7 represents a stretching group, a cyclic alkyl group and an extended aryl group. &lt;3&gt;• according to the &lt;1&gt; or &lt;2&gt; The pigment dispersion composition of the invention, wherein the polymer compound (A) is a polymer compound containing 5 to 100% by mass of one or more repeating units selected from the partial structures of the formulae (1) and (2). &lt;4&gt The pigment dispersion composition according to any one of the items <1> to <3>, wherein the acid salt of the polymer compound (A) is from 30 to 300 mg KOH/g. &lt;5&gt; The pigment dispersion composition of any one of <1>, wherein the polymer compound (A) is a compound containing polycaprolactone as a graft chain. &lt;6&gt;--photocuring composition A pigment dispersion composition, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator according to any one of items <1> to <5>. <7> Color filter And it comprises a photocurable composition used in accordance with item &lt;6&gt;. &lt;8&gt;. A liquid crystal display using the same according to item &lt;7&gt; a color filter. d> A solid-state image sensing device using the color furnace sheet according to item &lt;7&gt;, that is, the polymer compound of the present invention has a partial structure of the formula (1) or (2), and Formula (1) first exhibits alkali solubility due to dissociation in the alkali-display procedure. Formula (2) is a weakly acidic or hydrophobic acidic group. It is conventionally used in the presence of a strong hydrophilic property such as a carboxylic acid group and a sulfonic acid group. The problem is the interaction with the alkaline dispersion -9 - 200920795 during the dispersion process, the process of the photocurable composition, and the preservation of the photocurable composition. However, the polymeric compound of the present invention makes it alkaline. The interaction is reduced. Therefore, the dispersing agent can be freely designed and can carry out the dispersing function of the dispersing agent. Regarding the coloring hardened material using the pigment-dispersed composition of the present invention, it is difficult for the polymer liquid to adhere to the coating line region and the coating head. The retention of the liquid in the pipeline is reduced and the adhesion of the dried foreign matter to the coating domain is lowered, so that it is possible to obtain a filter excellent in surface smoothness. The reason is considered to prevent the fluid dispersion, and The photohardenable composition formed by dissociation between the compound and the dispersant is concentrated over time, and can prevent the pigment from cohesive. Further, the alkaline development is mildly advanced, and it is easy to complete the difference between the exposed area and the unexposed area, and the development pattern is favorable. Further, the present invention will be described in detail below. [Embodiment] The pigment dispersion composition of the present invention contains a plurality of compounds selected from the following formula (1) or (2) in an organic solvent. a polymerizable compound (A) having a weight average molecular weight of 10,000 to 00, and at least one pigment (B), and a dispersion composition may be used as needed (for example, a rosin component) selected from the formula (1) Or some of the structures of (2) each have a function of dissociation due to alkali, and a function of being weakly acidic and soluble in alkali. Therefore, the compound (A) as a pigment dispersant does not cause a pigment dispersion composition. The curable composition exhibits a strong hydrophilic property, which makes the pigments favorable, prevents the pigment from cohesive and obtains favorable color characteristics, and the powder is solidly composed. The color-soluble polycondensation of the heading zone is changed; it is composed of one or i 1,000 of this pigment. Dissolving in a base The use of a polymer and a dispersive state can produce color characteristics such as high contrast and developing power in the group -10-200920795, for example, a color filter. Polymer Compound (A) The pigment dispersant of the present invention contains a polymer compound (A) having a group selected from the following formulas (1) and (2) and having a weight average molecular weight of 1,000 to 1 Å. The use of the polymeric compound (A) as a pigment dispersant results in a favorable dispersion state of the pigment in an organic solvent, and can produce high developing power and surface smoothness even in the case of containing a high concentration of pigment, for example, in constituting a color filter. Time. Formula (1) -Q1-Q2-Z- where Q1 represents - (C = 〇) - or - S02-, Q2 represents -NH- or -CHR8-, and Z represents - (C = 0)-R9- or - S02 -R9-. Further, R8 represents a hydrogen atom, a halogen atom, a cyano group or an alkyl group, and R9 represents an alkylene group, a cycloalkyl group or an extended aryl group. R8 and R9 may be bonded to each other via a bonding group. Formula (2)

-Rf-OH wherein Rf represents an alkylene group substituted with at least one fluorine atom. Specific examples of the partial structure represented by the formula (1) (hereinafter sometimes referred to as an acid group or an acid group structure) include the following structures.

_ 1 1 —

II 0 (1 a) 200920795 Examples of the acid group represented by the formula (2) include -c(cf3)2oh, -c(c2f5)2oh, -c(cf3)(ch3)oh, and -ch(cf3) Oh, and preferably -c(cf3)2oh. The amount of the acid group of the formulae (1) and (2) to be contained in the polymer compound (A) can be appropriately adjusted depending on the kind of the dispersed pigment. The amount of the acid group-containing repeating unit is preferably from 5 to 100% by mass, preferably from 10 to 80% by mass, and more preferably from 20 to 60% by mass. The preferred acid hydrazine is from 30 to 300 mg KOH/g, more preferably from 50 to 200 mg KOH/g. Acid strontium of less than 30 mg KOH/g cannot be developed and causes development residue. More than 300 mg KOH/g of acid hydrazine makes dispersion stability unfavorable, and the alkali development rate is excessively accelerated to obtain a suitable development latitude. The acid strontium is determined by measuring the amount of potassium hydroxide (mg) required to neutralize 1 gram of the polymer compound. The polymer compound (A) having the desired acid oxime can be obtained by adjusting the amount of the acid group in the monomer, the molecular weight of the monomer, and the composition ratio of the monomer to control the amount of the acidic group in the polymer compound. The polymerizable compound (A) is preferably obtained by introducing a polymerizable monomer represented by the following formulas (G-I) to (G-III) into the formula (1) and (2). R3 R3 R3

S1-R V^-Rf-OH W2-S1-R

(GI) (GI I) (G-IID In the formulae (GI) to (G-III), R3 represents a hydrogen atom or a methyl group. S1 represents a formula represented by the above formula (1-a) to (1-f) A linking group. R represents an alkyl group, a cycloalkyl group or an aryl group which may have a substituent. Rf represents an alkylene group substituted with at least one fluorine atom. W2 represents a single bond, a single bond group, or an atom selected from the group consisting of The base of the selected combination of bonds-12- 200920795 z1 I —C— —CH=CH— z2 —0— —s—coo—

—NHCOO—NHCONH— z3 z3 —CON— —SO 2 N — (Z1 and Z 2 represent a hydrogen atom, a halogen atom, an alkyl group having from } to 6 carbon atoms, a cyano group, and a hydroxyl group, and z3 represents a hydrogen atom, and has 1 An alkyl group of 18 carbon atoms and an aryl group having 6 to 20 carbon atoms.) The formula (GI) to (G-ΠΙ) are preferably of the following formula (G-IV) to (G-VII).

(G-IV) (6-v) indicates.

(G-VI) (G-VII) (W1 represents a single bond group ' or a bond group consisting of an optional combination selected from the group consisting of an alkyl group, an alkoxy group and an ester. S1 represents the above formula (i_a) to ( Ϊ́-f) represents a bond group. R1 represents an alkyl group, a cycloalkyl group or an aryl group which may have a substituent. R2 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, and The radical R3 represents a hydrogen atom or a methyl group. Rf represents an alkylene group substituted by at least one fluorine atom.) More specifically, the formula (G-IV) is preferably represented by the following formula. -13- 200920795 R11 〇^X^L^X2tHVtr13 (G'VIM) o r12o In the above formula (G-III), R11 and R12 represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms 'R13 a hospital group having 1 to 6 carbon atoms, and L represents an ester group having 2 to 6 carbon atoms, an ether group having 2 to 6 carbon atoms, an ester group having 2 to 6 carbon atoms, and A linking group having a ureido group of 2 to 6 carbon atoms, and X1 and X2 each independently represent hydrazine or NR4. Here, R4 represents a hydrogen atom or an alkyl group having from 丨 to 4 carbon atoms. Designated examples of the formulae (G-III) to (G-VIII) are shown below. R3 represents a hydrogen atom or a methyl group.

Ί4- 200920795 -yR3 丫 3 -yR3 0 people NH 0 people NH. People NH. People Λ 〇 people cf3 6-7 G-8 1 G-9 , R3 0,, NH O'

G-11

G-10 , R3 , R3 , R3 G-12 , R3 O^NHo=s=o 'NHo=s=o QT 'NHo=s=o CF3

o=s=o O

G-16 G-13, R3 G-14, R3 G-15, R3, R3

Of &quot;NH o=s=o

G-17 &quot;NH 0=S=0

'NH 0=S=0

CT, H 0 = S = 0 F, person / F

6-18

==1 ch2 F3C-f-CF3 OH G-19. Hey. r Y \F F G-20 .R3cr, 〇 f3c- -CF, OH G-21

Cf3 OH f3c G-23 6-22 F3C^ ΌΗ G-24 -15- 200920795

The polymer compound (A) having the acid group specified in the present invention can also be synthesized by polymerizing the above monomer ' or a polymer compound having a reaction as a precursor and a low molecular weight compound having an acid group. The polymer (A) having the acid group specified in the present invention is more preferably at least one selected from the group consisting of a block polymer, a graft polymer and a terminal modified polymer. It is considered that the polymer compound (A) having the acid group specified in the present invention is adsorbed on the surface of the pigment in a dispersion process to prevent reaggregation. Therefore, the polymer compound (A) of the present invention may be a linear random copolymer, but examples of preferred structures include block polymers, graft polymers and terminal modified polymers, which are more effective. (straight-chain random copolymer) The linear random copolymer can be subjected to a polymerization method (such as freedom) by expressing an acid group-containing monomer and other copolymerizable monomers represented by the above formulas (GI) to (G-III). Base polymerization). Other copolymerizable monomers detailed in the block polymer segment may be selected from one or more of the following monomers, such as (i) a monomer having an organic coloring matter structure or a heterocyclic structure, and (ii) a single having an acidic group. a monomer having (iii) a basic nitrogen atom, (iv) having a ureido group, a urethane group, a hydrocarbon group having 4 or more carbon atoms, a coordination oxygen atom, an alkoxyalkyl group , an epoxy group, an isocyanate group, a monomer with a hydroxyl group, (v) an ionic functional group-containing monomer 200920795, (vi) (meth) acrylate, crotonate, vinyl ester, di-n-butene Diester, difumarate, diconcanic acid vinegar, (meth) acrylamide, styrene 'vinyl ether, ketene, olefin, maleimide, and (methyl) Acrylonitrile. It is preferably one or more selected from the group consisting of monomers (0 to (iii). The preferred weight average molecular weight of the linear random copolymer is not particularly limited, and is preferably in the range of 1,000 to 100,000. 'More preferably in the range of 3,000 to 50,000. A weight average molecular weight of 1,0 Torr or more has a more effective stabilization effect, and a weight average molecular weight of 1 〇0,0 0 or less can be more effective. Adsorption is carried out to carry out advantageous dispersing power. (Block polymer) The block polymer is not particularly limited, and examples thereof include a pigment adsorption section (a), a block having an acid group (b), and no adsorption. The block of the pigment (Ο composition. The monomer constituting the pigment adsorption section (a) is not particularly limited, and examples thereof include a block having a functional group capable of adsorbing to the pigment. Specific examples thereof include having an organic coloring matter structure or a monomer having a heterocyclic structure, a monomer having an acidic group, and a monomer having a basic nitrogen atom. Examples of the monomer having an organic dye structure or a heterocyclic structure include: indigo-, insoluble azo-, azo Precipitate-, hydrazine-, quinacridone-, two Trap-, diketopyrrolopyrrole-, pyridinium-pyridine, ruthenium-, osmium-, xanthone-, epoxide-, oxime-, and sulfonium-dye structures; and thiophene, furan , 卩ill哔, pyrrole 'pyrroline, pyrrolidine, dioxolane, pyrazole, pyrazoline, pyrazole, imidazole, oxazole, thiazide, oxadiazole, triazole, thiadiazole, piperazine , pyridine, piperidine, dioxane, oxime, sorghum, pyrimidine, piperazine-17- 200920795 tillage, triple well, trithiane, isoporphyrin, isoindolinone, benzimidazolone, benzo Thiazole, amber imine, quinone, naphthoquinone, carbendazim, hydrazine, quinoline, oxazole, acridine, acridone, heterocyclic structure with hydrazine. Limitations, a better example of this monomer includes the following structure

0

-18- 200920795

Examples of the monomer having an acidic group include a vinyl monomer having a carboxyl group, a vinyl monomer having a sulfonic acid group, and a vinyl monomer having a phosphoric acid group. Examples of the vinyl monomer having a carboxyl group include (meth)acrylic acid, vinylbenzoic acid, maleic acid, monoalkyl maleate, fumaric acid, itaconic acid, crotonic acid, cinnamon Acid, acrylic acid dimer, and the like. It is also possible to use an addition product of a hydroxyl group-containing monomer (such as 2-hydroxyethyl (meth)acrylate-19-200920795) and a cyclic anhydride such as maleic anhydride, phthalic anhydride and cyclohexanedicarboxylic anhydride, and Omega-mercapto-polycaprolactone mono(methyl)propionate or the like can also be used. An anhydride-containing monomer (e.g., cis-succinic anhydride, itaconic anhydride, and citraconic anhydride) can also be used as a precursor to the carboxyl group. From the viewpoints of the ability to form a copolymer, cost, solubility, and the like, it is particularly preferably (meth)acrylic acid. Examples of the vinyl monomer having a sulfonic acid group include 2-acrylamido-2-methylpropanesulfonic acid and the like, and examples of the vinyl monomer having a phosphate group include mono(2-propenyloxy) phosphate Ester) and phosphoric acid mono(1-methyl-2-propenyloxyethyl ester) and the like. It is not related to the acidic group of the above-mentioned monomer having an acidic group. The polymer compound (Α) includes the specified acid group of the present invention. Examples of the monomer having a basic nitrogen atom which can be used include: a heterocyclic-containing monomer such as vinylpyridine, vinylimidazole, vinyltriazole, etc.; and a (meth)acrylate such as (meth)acrylic acid. Ν, Ν-dimethylaminoethyl ester, bismuth (meth) acrylate, hydrazine-dimethylaminopropyl propyl ester, (meth)acrylic acid (Ν, Ν-dimethylamino)-1,1-dimethyl Methyl ester, bismuth (meth) acrylate, hydrazine _: methylaminohexyl acrylate, bismuth (meth) acrylate, hydrazine-diethylaminoethyl ester, bismuth (meth) acrylate, hydrazine-diisopropylaminoethyl ester , (meth)acrylic acid ruthenium, 二•di-n-butylaminoacetate, bismuth (meth)acrylate, Ν: isobutylaminoethyl ester, morpholinyl ethyl (meth)acrylate, (meth)acrylic acid Piperidinyl ethyl ester, 1-indoleridinyl ethyl (meth)acrylate, hydrazine (meth) acrylate, hydrazine-dimethyl-2-pyrrylaminoethyl ester, bismuth (meth) acrylate, Ν_Methyl-phenylaminoethyl ester; etc.; (methyl) propyl decylamine, such as 1 (1^,,^[,-dimethylaminoethyl) acrylamide, :^ (&gt;1 ',1&lt;'-Dimethylaminoethyl)methacryloquinone , 1(『,1^,-diethylaminoethyl) acrylamide, Ν-(Ν,,Ν,-diethylaminoethyl)methacryl-20- 200920795 decylamine N (N,N Methylaminopropyl) acrylamide, N_(N, N, _-methylaminopropyl) methacrylamide, ^^_(:^, _diethylaminopropyl) Ν·(N,,N,·:ethylaminopropyl)methyl(tetra)bristamine, 2·(N,N-dimethylamino)ethyl(meth)acrylamide, 2-(N, N-diethylenyl)ethyl(meth)acrylamide, 3·(Ν,Ν-diethylamino)propylmethyl)propylamine, 3-(Ν,Ν-dimethylamino Propyl (meth) acrylate, 1-(Ν, Ν-dimethylamino)-1, dimethylmethyl (methyl) propyl humic acid amine, and 6- ( Ν, Ν -diethylamino)hexyl(methyl)propenylamine' H-linyl (meth) acrylamide, piperidinyl (meth) acrylamide, Ν_methyl-2-pyrrolyl (methyl) Acrylamide; styrene, such as hydrazine, hydrazine-dimethylaminostyrene and hydrazine, hydrazine-dimethylaminomethyl styrene, and the like. A monomer having a urea group, a carbamate group, a hydrocarbon group having 4 or more carbon atoms with an oxygen ligand, or an alkoxyalkyl group, an epoxy group, or an isocyanate group may also be used. Or a monomer of a hydroxyl group. The specified examples include monomers of the following structure. 2 1 - 200920795

Η Η 0 -Νγ-ΝΝ^^〇 Ο a-25 ο a-26

Η 〇

OH 〇χΑ^ΟΗ

a - 32 a-31

A-33 Ο a-34 OCH3 .X/O^^Si-OCHs 〇 〇CH3 a-35 It is possible to use a monomer having an ionic functional group. Examples of the ionic vinyl monomer (an anionic vinyl monomer and a cationic vinyl monomer) include an anionic vinyl monomer such as a metal salt of a vinyl monomer having an acidic group and a salt of an organic amine ( For example, a tertiary amine such as triethylamine and dimethylaminoethanol), and a cationic vinyl monomer such as an alkyl halide (alkyl: 1 to 18 carbon atoms, a halogen atom: a chlorine atom, a bromine atom or Iodine atom); benzyl halide (such as benzyl chloride or benzyl bromide); alkyl-22- 200920795 sulfonate (alkyl: 1 to 18 carbon atoms 'such as mesylate), alkyl aryl sulfonate Acid ester (alkyl: 1 to 18 carbon atoms, such as benzenesulfonate or tosylate); dialkyl sulfate (alkyl: 1 to 4 carbon atoms); and dialkyldiarylammonium A four-stage nitrogen-containing vinyl monomer such as salt. The above monomer having a functional group for adsorbing to the pigment may be appropriately selected depending on the type of the dispersed pigment, and may be used singly or in combination of two or more thereof. The monomer composed of the acid group-containing block (b) includes the above monomers, preferably and the monomers represented by the above formulas (G-I) to (G-III). The above monomer having an acidic group can be appropriately selected depending on the type of the dispersed pigment, and can be used singly or in combination of two or more kinds thereof. There is no particular limitation on the design of the non-pigment adsorption block (the monomer of the ruthenium, and the monomers which can be used include, for example, (meth) acrylate, crotonate, vinyl ester, maleic acid diester, reverse butyl Adipic acid diester, itaconic acid diester, (meth) acrylamide, styrene, vinyl ether, ketene olefin, maleimide, (meth) acrylonitrile, etc. Design non-pigment The monomer of the adsorption block may be used singly or in combination of two or more thereof. Examples of the (meth) acrylate include methyl (meth) acrylate, ethyl (meth) acrylate, (methyl) N-propyl acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, amyl (meth) acrylate, (Methyl) n-hexyl acrylate, cyclohexyl (meth)acrylate, dibutylcyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, third octyl (meth)acrylate Ester, dodecyl (meth)acrylate, (meth)acrylic acid 10- 23- 200 920795 octaester, ethoxylated ethyl (meth) acrylate, phenyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-methoxy ethoxy methacrylate, ( Methyl)propionic acid 2-ethoxyethoxy '(methyl)acrylic acid 2-(2-methoxyethoxy)ethyl ester, 2-chloroethyl (meth)acrylate, (methyl) Vinyl acrylate, 2-(phenyl)vinyl (meth)acrylate 1-propenyl (meth)acrylate, allyl (meth)acrylate, 2-allyloxyethyl (meth)acrylate, ( Propargyl methacrylate, benzyl (meth) acrylate, diethylene glycol monomethyl ether (meth) acrylate, diethylene glycol monoethyl ether (meth) acrylate, triethylene glycol monomethyl ether (meth) acrylate, diethylene glycol monoethyl ether (meth) acrylate, polyethylene glycol - formazan (

, polyethylene glycol monoethyl ether (meth) acrylate methyl) acrylic acid β-phenoxyethoxyethyl ester, nonylphenoxy polyethylene glycol (meth) acrylate, (meth) acrylate Cyclopentenyl ester, dicyclopentenyloxyethyl (meth) acrylate, trifluoroethyl (meth) acrylate octafluoropentyl methacrylate, perfluoro(meth) acrylate Octyl ethyl ester, dicyclopentanyl (meth)acrylate, tribromophenyl (meth)acrylate, tribromophenoxyethyl (meth)acrylate, butyrolactone (meth)acrylate, and the like. Examples of the crotonate include butyl crotonate, hexyl crotonate and the like. Examples of the vinyl ester include vinyl acetate, ethylene chloroacetate, vinyl propionate, vinyl butyrate, vinyl methoxy acetate, vinyl benzoate and the like. Examples of the cis-butylic acid diester include dimethyl methacrylate, diethyl cis-butyl succinate, dibutyl maleate, and the like. Examples of the fumaric acid diester include dimethyl dibutyl succinate, diethyl fumarate, dibutyl phthalate, and the like. Examples of the itonic acid diester include dimethyl itaconate, itaconic acid-24-200920795 diethyl ester, dibutyl itaconate, and the like. Examples of (meth)acrylamide include (meth) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (methyl) Acrylamide, N-isopropyl (meth) acrylamide, N-n-butyl (meth) acrylamide, N-tert-butyl (meth) acrylamide, N-cyclohexyl (A Acrylamide, N-(2-methoxyethyl)(methyl) acrylamide, N,N-dimethyl(meth)acrylamide, hydrazine, hydrazine-diethyl (methyl Acrylamide, Ν-phenyl (meth) acrylamide, Ν-nitrophenyl acrylamide, Ν-ethyl-Ν-phenyl acrylamide, Ν-benzyl (meth) propylene oxime Amine, (meth) propylene decyl morpholine, diacetone acrylamide, hydrazine hydroxymethyl propylene amide Ν - hydroxyethyl acrylamide, vinyl (meth) acrylamide, hydrazine, hydrazine - Diaryl (meth) acrylamide, decenyl (meth) acrylamide, and the like. Examples of the styrenes include styrene, methyl styrene, dimethyl styrene, trimethyl styrene, ethyl styrene, isopropyl styrene, butyl styrene, hydroxystyrene, methoxybenzene. Ethylene, butoxy styrene, ethoxylated styrene, chlorostyrene, dichlorostyrene, bromostyrene, chloromethylstyrene, protected by acid groups (eg t-Boc, etc.) Hydroxystyrene, methyl vinyl benzoate, and α-methyl styrene. Examples of the vinyl ether include methyl vinyl ether, ethyl vinyl ether, 2-chloroethyl vinyl ether, hydroxyethyl vinyl ether, propyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, octyl vinyl ether, methoxy Ethyl ethyl vinyl ether, phenyl vinyl ether, and the like. Examples of the ketene include methyl ketene, ethyl ketene, propyl b '25-200920795 ketene, phenyl ketene, and the like. Examples of the olefin include ethylene, propylene, isobutylene, butadiene, isoprene and the like. Examples of the maleimide include butylenediamine, butyl maleimide, cyclohexylmethyleneimine, benzoinimide, and the like. Examples of (meth)acrylonitrile include methyl acrylonitrile, acrylonitrile, and the like. The block polymer compound of the present invention can be obtained by using a conventional method. For example, a living polymerization, a transfer termination terminator method, and the like are known. In addition, another method is a radical polymerization of a monomer having a pigment adsorbing group or a non-pigment adsorbing group, and a base (such as sodium hydroxide or ammonia) is used to contain a sulfur ester and a mercaptan in its molecule. The polymer obtained by polymerizing in the presence of a compound such as thiol carboxylic acid, 2-ethyl decyl methoxide or 10-ethoxy thio thiol thiol is subjected to alkali treatment to form a polymer having a thiol group at one end. Further free radical polymerization of the monomer components of the other blocks is then carried out in the presence of the resulting polymer having a thiol group at one end. Among these methods, living polymerization is preferred. Although the weight average molecular weight of the block polymer compound is not particularly limited, it is preferably in the range of 1,000 to 100,000, and more preferably in the range of 5,000 to 50,000. A weight average molecular weight of 1,000 or more can obtain a stable effect more effectively, and a more effective adsorption and good dispersibility are confirmed at a weight average molecular weight of 100, Torr or less. (Graft Polymer) The graft polymer preferably contains the acid group of the present invention in any of the main chains, branches or both. Regarding the synthesis method of the graft polymer, such as Shin Koubunshi J ikkengaku Vo 1 · 2 (KYO RI TSU SHUPPAN CO., LTD, 1 995 ) -26- 200920795, the usable examples of the general method include the autonomous chain polymer polymerization branch. A monomer method, a method of bonding a branched polymer to a main chain polymer, and a method of copolymerizing a main chain polymer and a branched polymer. The graft polymer usable in the present invention is obtained by copolymerizing one or more acid group-containing monomers represented by the above formulas (G-Ι) to (G-ΙΙΙ) with other groups in the main chain, the branch or both. Copolymerized monomer derived. The other copolymerizable monomer may be selected from one or more of the above monomers, such as (i) a monomer having an organic coloring matter structure or a heterocyclic structure, (ii) a monomer having an acidic group, and (iii) having a basic nitrogen. a monomer of an atom, (iv) having a ureido group, a urethane group, a hydrocarbon group having 4 or more carbon atoms, a coordination oxygen atom, an alkoxyalkyl group, an epoxy group, an isocyanate group , a monomer with a hydroxyl group, (v) a monomer having an ionic functional group, (vi) a (meth) acrylate, a crotonate, a vinyl ester, a dimaleate, a dimaleic acid Ester, diconcanate, (meth) acrylamide, styrene, vinyl ether, ketene, olefin, maleimide, and (meth)acrylonitrile. Examples of preferred forms of the graft polymer of the present invention include the following: having the monomer represented by the above (i) to (iv), the acid group-containing monomer represented by the above formula (GI) to (G-III), a polymerizable oligomer (hereinafter referred to as a macromonomer) as a graft polymer of a copolymerizable component; having a monomer represented by the above (i) to (iv), and a formula (GI) to G-III) represents an acid group-containing polymerizable oligomer (hereinafter referred to as a macromonomer) as a graft polymer of a copolymerizable component; and has a monomer represented by the above (0 to (iv), An acid group-containing monomer represented by the above formula (GI) to (G-ΙΠ), and an acid group-containing polymerizable oligomer represented by the above formula (GI) to (G-III) (hereinafter referred to as a macromonomer) As the graft polymer which can copolymerize the component of -27-200920795. The weight average molecular weight of the above graft polymer is not, and preferably is in the range of 1,000 to 100,000, and the range of j to 50,000. 〇〇 or greater weight gives a calming effect on average, and confirms more effective adsorption and good dispersion when the weight average molecular weight is smaller The weight average molecular weight is preferably from 300 to 30,000, more than 20,000. The branch molecular weight in the above range can be particularly broadly developed and latitude. Secondly, the preferred structure of the giant monomer is the following formula (4), among which the best It is a repeating unit represented by the formula (4). Particularly limited to, more preferably, 5,0 0 0 molecular weight may be more than 1 0 0,0 0 0 or otherwise 'branch is 1,0 0 to Developing power and (5) and (6)

R18r2〇 I I \c-c4

R X4L7-f〇^C-CnH2F)-〇-C-, (5) 11 &amp; R76

Ch2=c W1—a12 In the formulas (4) and (5) 28-200920795 R15 to R2G: hydrogen atom, monovalent organic group X3, X4: -CO-, -c(=0)0-, -CONH-, -0C( = 0)-, phenyl group L1, L7: single bond, or organic bond group A1C), A11: monovalent organic group m, η: integer of 2 to 8, :, q: 1 to 1 The integers R15 to R2G represent a hydrogen atom and a monovalent organic group. The monovalent organic group is preferably a substituted or unsubstituted alkyl group. The alkyl group is preferably an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, and particularly preferably an alkyl group having 1 to 4 carbon atoms. In the case where the alkyl group has a substituent, examples of the substituent include a hydroxyl group, an alkoxy group (preferably having 1 to 5 carbon atoms, more preferably 1 to 3 carbon atoms), a methoxy group, an ethoxy group. And cyclohexyloxy. Specific examples of preferred alkyl groups include methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, n-hexyl, cyclohexyl, 2-hydroxyethyl, 3-hydroxypropyl, 2- Hydroxypropyl, and 2-methoxyethyl. Regarding the adsorption efficiency to the surface of the pigment, r 15 , R 16 , R 18 and R 19 are hydrogen atoms, and R &gt; 7 and r 2 〇 are hydrogen atoms or methyl 〇 X 3 and X 4 represent -CO-, -C( = 0) 0 -, -CONH-, -0C (= 0)-, with phenyl. Among them, from the viewpoint of pigment adsorption, it is preferably _c(= 〇)〇_, -CONH- and phenyl, and most preferably _C(= 〇)〇_. ^ and l7 represent a single bond or an organic bond. The bond group is preferably a substituted or unsubstituted extender group. The alkylene group is preferably a stretching group having 1 to 12 carbon atoms, more preferably an alkylene group having 1 to 8 carbon atoms, and particularly preferably having 1 to 4 carbons - 29 to 20,020,795 atoms. alkyl. The alkylene group is further preferably bonded as a hetero atom such as an oxygen atom, a nitrogen atom or a sulfur atom. Specific examples of preferred alkylene groups include methylene, ethyl, propyl, trimethylene, and tetramethylene. In the case where the alkylene group has a substituent, examples of the substituent include a hydroxyl group. With respect to pigment adsorption, the linking group preferably has, for example, a hetero atom (selected from -c(=0), -〇c(=o)- and _nhc(=o)o-), or in the above alkyl group. The terminal contains a partial structure of a hetero atom and is bonded via a hetero atom or a hetero atom-containing partial structure. A 1 ° and A 1 1 represent a monovalent organic group. The monovalent organic group is preferably a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. Preferable examples of the alkyl group include a linear, branched, and cyclic alkyl group having 1 to 20 carbon atoms; and specific examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, and an octyl group. , mercapto, fluorenyl, fluorenyl-carbyl, dodecyl, tridecyl, hexadecyl, octadecyl, eicosyl, isopropyl, isobutyl, t-butyl, Third butyl, isopentyl, neopentyl, 1-methylbutyl, isohexyl, 2-ethylhexyl, 2-methylhexyl, cyclohexyl, cyclopentyl, and 2-norbornyl. With respect to dispersion stability and developing power, Α1() and Α11 are preferably a linear alkyl group having 1 to 20 carbon atoms, a branched group having 3 to 20 carbon atoms, and having 5 to 20 carbon atoms. a cyclic alkyl group, more preferably a linear alkyl group having 4 to 15 carbon atoms, a branched group having 4 to 15 carbon atoms, a cyclic alkyl group having 6 to 10 carbon atoms, and more preferably a linear alkyl group having 6 to 1 carbon atoms, and a branch base having 6 to 12 carbon atoms -30-200920795. m and η represent an integer of 2 to 8. With respect to dispersion stability and developing power, m and η are preferably from 4 to 6, most preferably 5. ρ and q represent integers from 1 to 100. Different P and different q can be mixed two or more. With respect to dispersion stability and developing power, P and q are preferably from 5 to 60, more preferably from 5 to 40, and still more preferably from 5 to 20. Regarding the dispersion stability, it is preferably a repeating unit represented by the formula (4). More preferably, it is a repeating unit represented by the formula (4-2). R15r17 R16C=〇 (4-2) O-La-Lb-^-O—CmH2iirC^-〇—A10

o P

La represents an alkylene group having 2 to 10 carbon atoms, and Lb represents -C(=0)- and -NHC(=0)0-. R1 5 to R17, m, ρ and A 1 Q represent the same as in the formula (4). It is introduced as a repeating unit represented by the formulas (4), (5) and (4-2) by polymerizing or copolymerizing monomers each represented by the following formulas (i), (ii) and (i-2). A repeating unit of a polymeric compound. 200920795

R18r20 I Ic=c r19x4-l7- (ii) 〇—C—CnH2n ) 〇—C_A II yq II o o 11 r15r17

I I c=c (i-2) O-A1

11R I r16c=o 〇-La—Lb—T〇~Cr

In the above formula, R15 to R 2 0

p, q, , X4, L, L7, A1C) and A11 represent the same formulas (4) and (5). La and Lb represent the same as in the formula (4-2). The synthesis method is obtained by adding a monocarboxylic acid or a monoalcohol to ε-caprolactone to initiate ring-opening polymerization. Preferred examples of the monomers represented by the formulae (i), (Π) and (i-2) are described below, but the invention is not limited thereto. 200920795

Η / Ν (4) -〇-C2H4'N_C r〇_CsH10-C-r-〇-nC15H3i σ Ο \ Ο /10

Ο* 〇-C2H4*N-C—/〇-C5H10—C-A-〇-nC8H17 Ο \ 6 /10 (Α-2)

(Α-3) (Α-4)

Η -〇-C2H4 N-C-^O-C5H10-c- J - \^f (A-5) o 0/10

o O—C2H4_N—C f〇—〇5Η^〇—C—V-O-C2H4

O o /10

O (A-6)

O O-C2H4—r〇-C5H-u3—C—j—〇—nC8H^7 \ 0 /10 (A-7)

〇~C5H10—C—j-〇-nC8H^7 0 /10 (A-8)

O 〇-CH2'C-CH2T〇~C-C5H10A-〇-C-nC8H17 (A-9) 0H V 〇 Human 〇 〇

O 〇—C2H4TO—C—CgH-io—rO-C—nC8H17 (A-10) 200920795

In the formula (6), R76 represents a hydrogen atom or has a 1 to 8 alkyl group, and W 1 represents a single bond, a single bond group, or a 2 or more alkyl group, an alkenyl group, a cycloalkenyl group, and a stretch. A bonding group composed of a combination of a phenyl group, an ether group, a thio group, an amine group, a fluorenyl group, a sulfonyl fluorenylamine group, and an amino group of an aminocarboxylic acid group. A 12 represents a repeating unit composed of a silane monomer such as (meth) acrylate, (meth) acrylonitrile, and (meth) acrylamide. Specific examples of the giant monomer include the following. (A-11) (A-12) (A-13) (A-14) (A-15) A plurality of carbon atoms are selected from the group consisting of free radically polymerized styrenes represented by ethers, esters, and carbonyl acrylates. (6) indicates -34- 200920795

Me

I

CH2=C ch2=c

000- (C H 2)28 ~A n-1 COO -(CH2)2〇〇CCH2S -A m-2 CH2=&lt;

Me I coo-ch2chch2oocch2s-a OH m-3 CH2=CH [ COO-(CH2)2S-A m-4

CH〇=CH

CH2=CH

COO-(CH2)2〇〇CCH2S-A ra-5

I

COO-CH2CHCH200CCH2S-A

OH ch2=ch ό ch2=ch CH2-〇(CH2)2S-A m-7 ch2-oocch2s-a m-8 The weight average molecular weight of the above graft polymer is not particularly limited, and if it is 1, 〇 〇〇 or greater, and preferably in the range of 3,000 to 100,000' and more preferably in the range of 5,000 to 50,000, and more preferably in the range of 10,000 to 30,000. A weight average molecular weight of 1, 〇〇〇 or more can obtain a stable effect more effectively, and a weight average molecular weight of 100 Å, 00 Å or less can have a more effective adsorption and a favorable dispersing power. Specifically, the weight average molecular weight of the branch is preferably from 300 to 1 Torr, more preferably from 5 Å to 5,000, and still more preferably from 1,000 to 3,000. The branched molecular weight of the above range gives particularly advantageous developing power and wide developing latitude. The graft polymer may contain repeating units consisting of only one or two or more macromonomers. In the graft polymer, the content of the repeating unit composed of the macromonomer is not particularly limited; the total structural unit contained in the polymer is 100 200920795 mass ° /. In the case, it is preferably 5% by mass or more, more preferably 4 Å to 9% by mass, and still more preferably 50 to 80% by mass. From the viewpoint of the adsorption power of the pigment, the graft polymer is particularly preferably a macromonomer having an organic coloring matter structure or a heterocyclic structure. (i) A macromonomer having an organic coloring matter structure or a heterocyclic structure is preferably A monomer represented by the following formula (7), a maleimide or a cis-butanediamine derivative, particularly preferably a monomer represented by the following formula (7): R21 CH2=C (7) I1- R22-z4 In the formula (7), 'R21 represents a hydrogen atom, or a substituted or unsubstituted group. R22 represents a single bond or a divalent bond. Y1 represents -C0_, _c(= 〇)Q_, -CONH- , -CC (= 0)-, or a phenyl group. z4 represents a group having a nitrogen-containing heterocyclic ring structure. In the formula (7), R21 represents a hydrogen atom, or a substituted or unsubstituted alkyl group. It is an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having from 丄 to 8 carbon atoms, and particularly preferably an alkyl group having from 丨 to 4 carbon atoms. The alkyl group represented by R21 has a substitution. In the case of a group, examples of the substituent include a hydroxyl group, an alkoxy group (preferably having from 丨 to 5 carbon atoms, more preferably having from 丨 to 3 carbon atoms), a methoxy group, an ethoxy group, and a cyclohexane group. Specific examples of preferred alkyl groups represented by R21 include, in particular, methylethyl, propyl, n-butyl*, isobutyl, tert-butyl, n-hexyl, cyclohexyl, 2-hydroxyethyl, 3 - hydroxypropyl, 2-hydroxypropyl, and 2-methoxyethyl. It is preferably a hydrogen atom or a methyl group. In the formula (7), R22 represents a single bond or a divalent bond. 36- 200920795 is preferably a substituted or unsubstituted alkylene group. The alkylene group is preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having from 12 to 12 carbon atoms. More preferably, it is an alkylene group having 1 to 8 carbon atoms, and particularly preferably an alkylene group having 1 to 4 carbon atoms. The alkylene group represented by R22 may be as defined by two or more hetero atoms ( For example, an oxygen atom, a nitrogen atom or a sulfur atom is bonded. Specific examples of the preferred alkyl group represented by R22 include a methylene group, an ethyl group, a propyl group, a trimethylene group, and a tetramethylene group. Where the preferred alkylene group has a substituent, examples of the substituent include a hydroxyl group. The divalent linking group represented by R22 may have a hetero atom such as -〇-, -S-, -C(=0) 0 -, -CONH-, -c( = 0)s-, -NHCONH·, - NHC( = 0)0-, -NHC( = 〇)S-, - 〇c( = 〇)-, - OCONH-, And -NHCO -), or a partial structure containing a hetero atom at the terminal of the above alkyl group, and bonded to Z4 via a hetero atom or a hetero atom-containing partial structure. In the formula (7), Z4 represents a group having a heterocyclic structure Examples of the group having a heterocyclic structure include indigo, insoluble azo, azo precipitate, hydrazine, quinacridone, diterpene trap, diketopyrrolopyrrole, pyridinium pyridine, ruthenium iridium, ruthenium , xanthone, purple ring ketone, hydrazine, and the color structure of thioindigo, and heterocyclic structures, such as thiophene, furan, _ feeding, pyrrole, pyrroline, pyrrole steep, dioxane, lawa, la Porphyrin, hydrazine ratio 11 sit Udine, imipenem, 卩f嗖, thiazole, oxadiazole, triazole, thiadiazole, piperazine, pyridine, piperidine, dioxane, morpholine, purine, pyrimidine, piperazine Plough, triple well, trithiane, isoporphyrin, isoindolinone, benzimidazolone, benzothiazole, amber imine, quinone imine, naphthyl imine, carbendazim, hydrazine哚, quinoline, carbazole, acridine, hydrazine Ketones, anthraquinone, pyrazole well, four miles, benzothiazol farming, benzo well fathoms, a benzo 37-200920795 taste miles, miles benzodiazepin annular Amides, urea ring, the ring acyl imine. These heterois structures may have a substituent, and examples of the substituent include an alkyl group, a hospitaloxy group, a halogen atom, an aliphatic ester group, an aromatic ether group, and an alkoxycarbonyl group. The base of the nitrogen-containing heterocyclic ring structure of more carbon atoms is particularly preferably a group having a nitrogen-containing heterocyclic ring structure having 6 to 12 carbon atoms. Particularly, the group having a nitrogen-containing heterocyclic ring structure of 6 or more carbon atoms is preferably a benzothiatrid ring, a benzofluorene trap ring, an acridone ring, an anthracene ring, a benzimidazole structure, or a benzene. The structure of the η-sitting structure, the benzothiazole structure, the cyclic guanamine structure, the cyclic urea structure, and the cyclic quinone imine structure are particularly preferably represented by the following formula (8), (9) or (1 〇).

In the formula (8), X5 represents any one selected from a single bond, an alkylene group (e.g., methylene, ethyl, propyl, trimethylene, and tetramethylene), _〇_, _s_, - NRA-, and -c( = 0)_. Here, ra represents a hydrogen atom or an alkyl group. In the case where RA represents a hospital base, the alkyl group is preferably a hospital group having 1 to 18 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms: examples thereof include methyl group, ethyl group, and n-propyl group. The base 'isopropyl, n-butyl, tert-butyl, n-hexyl, n-octyl, 2-ethylhexyl, and n-octadecyl. The oxime 5 in the formula (8) is preferably a single bond, a methylene group, a 〇_, or a -C(=0)-, and particularly preferably _c(= 〇)_. In the formula (10), B3 and B4 each independently represent, =, _NH__n(rB). -38-200920795, -S·, or -O-. RB represents an alkyl group and in the case where rb represents an alkyl group, the alkyl group is preferably an alkyl group having 1 to 18 carbon atoms, more preferably a hospital group having from 丨 to 6 carbon atoms; examples thereof include a methyl group, Ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, n-hexyl, n-octyl, 2-ethylhexyl, and n-octadecyl. Among them, B3 and B4 in the formula (10) are particularly preferably -:^=, ->^- and -N(R B ) -. Examples of the combination of B 3 and B 4 include an imidazolyl group such as a combination such that one of B 3 and B 4 is -N = and the other is -NH-. In the formula (8), (9) or (10), the ring B1, the ring B2, the ring C, and the ring D each independently represent an aromatic ring. Examples of the aromatic ring include a benzene ring, a naphthalene ring, an anthracene ring, a mo ring, an anthracene ring, an anthracene ring, a pyridine ring 'pyridine ring, a pyrimidine ring, a pyrrole ring, an imidazole ring, an anthracene ring, a quinoline ring, and an acridine. a ring, a benzothiazepine ring, a benzo 1% anthracene ring, an acridone ring, and an anthrone ring; preferably a benzene ring, a naphthalene ring, an anthracene ring, a pyridine ring, a benzofluorene ring, an acridine Ring, benzothiazepine, ketone ketone ring, and fluorenone ring, particularly preferably benzene ring, naphthalene ring and acridine ring. Specific examples of the ring B 1 and the ring B 2 in the formula (8) include a benzene ring, a naphthalene ring, a pyridone ring, and a fluorene ring. Examples of the ring C in the formula (9) include a benzene ring, a naphthalene ring, a pyridyl ring, and a trap ring. Examples of the ring D in the formula (10) include a benzene ring, a naphthalene ring, an 11-by-D ring, and a pyridene ring. In the structure represented by the formula (8), (9) or (10), it is more preferable that the benzene ring and the stalk are in the formula (8) or (10) for the political power and the time stability of the fluid dispersion. More preferably, it is a benzene ring, and more preferably a naphthalene ring in the formula (9). In the polymer compound of the present invention, an example of a preferred index of the remaining, maleimide and maleimide derivatives represented by the above formula (7) is described below, but the present invention is not Its limits. _ 3 9 - 200920795

200920795

200920795

The polymer (A) of the present invention may contain only one or more copolymerized units derived from a monomer represented by the formula (7), a maleimide and a maleimide derivative. In the polymer (A), the content of the copolymerized unit derived from the monomer represented by the formula (7), the maleimide and the maleimide derivative is not particularly limited; In the case where the total structural unit of the polymer is 100% by mass, it is preferably 5% by mass or more, more preferably 1 Å to 50% by mass. With respect to the high pigment adsorption power, the monomer represented by the formula (7), the maleimide and the maleimide derivative are preferably a monomer represented by the formula (7). That is, in order to effectively limit the generation of secondary aggregates (such as -42-200920795 aggregates of pigment-grade particles), or to effectively weaken the cohesive force of secondary aggregates, the free radicals represented by formula (7) are derived. The content of the copolymerization unit of the enediethyleneimine and the maleimide derivative is preferably 5 mass. /. Or bigger. The content of the copolymerization unit of the monomer represented by the formula (7) is preferably 30% by mass or more from the viewpoint of the developing power when the color filter is produced from the photocurable composition containing the pigment-dispersed composition. small. The polymerizable compound (A) can be produced, for example, by a general radical polymerization method using a monomer represented by the formula (1), a polymerizable polymer (macromonomer), and another radical polymerizable compound as a copolymerization component. It is usually carried out by suspension polymerization and glutarization. Examples of the solvent used for the synthesis of the specified polymer include chloroethene, cyclohexanone, methyl ethyl ketone, acetone, methanol, ethanol, propanol, butanol, ethylene glycol monomethyl ether, ethylene glycol - Ether, 2-methoxyethyl acetate, 1-methoxy-2-propanol, 1-methoxy-2-propanol acetate, hydrazine, hydrazine dimethyl dimethyl hydrazine Ethyl amide, dimethyl argon, toluene, ethyl acetate, methyl lactate, and ethyl lactate. These solvents may be mixed singly or in combination of two or more. A radical polymerization initiator and a chain transfer agent (e.g., 2-mercaptoethanol and dodecyl mercaptan) can be used in the radical polymerization. (Terminal modified polymer) The terminal modified polymer is a polymer such that the main chain contains a repeating unit having an acid group of the present invention and the terminal has a pigment and a high affinity functional group. The above linear random copolymer can be directly used as a main chain. As the monomer for copolymerization, for example, the above-mentioned "monomer having an acid group (b)" and "a monomer composed of a block in which the pigment (c) is not adsorbed" can be used as the radical polymerizable monomer. The terminal modified polymer useful in the present invention is a polymerization obtained by performing the following modification at the terminal of the linear random copolymer of -43-200920795 to polymerize a functional group at a polymer terminal. The method of the physicochemical synthesis is not particularly limited, and examples thereof include the following: 1. A polymerization synthesis method (for example, polymerization, anionic polymerization, cationic polymerization, etc.) using an initiator for the functional group contained. 2. A radical polymerization polymerization using a chain transfer agent for a functional group to be contained. Examples of the functional group introduced herein include a ring structure selected from an organic dye, an acidic group, a group having a basic nitrogen atom, a urea group, and an amine group. a group having an oxygen ligand, a hydrocarbyloxyalkyl group having 4 or more carbon atoms, an epoxy group, an isocyanato group, a hydroxyl group, an ionic group. An antimony compound capable of introducing a functional chain transfer agent at a polymer terminal (for example, indole acetic acid, succinic acid, thiosislic acid, 2-indole, 3-mercaptopropionic acid '3-mercaptobutyric acid, N - (2-Mercaptopropyl), 2-mercaptonicotinic acid, 3-[N-(2-mercaptoethyl)amine-mercapto]propionic acid (2-mercaptoethyl)amino] Propionic acid, n-(3-mercaptopropyl)propan-2-mercaptoethanesulfonic acid, 3-mercaptopropanesulfonic acid, 4-mercaptobutanesulfonic acid, 2: sparing, 3-mercapto-1,2 -propanediol, 丨_锍-yl-2-propanol, 3 锍 — - 2 · butanol, 2-mercaptoethylamine, 2-nonyl imidazole, 2-mercapto-3-pyridylphenol, toluenethiophenol , acetophenone, naphthol, and naphthylthiol), a di compound (which is an oxidizing compound of the above hydrazine compound), and a halogenated group (for example, 2-iodoethanesulfonic acid and 3·iodopropanesulfonic acid). Synthetic method for introducing a functional group at a polymer terminal i Examples of the initiator (polymerization initiator containing a functional group) include 2, for example. Method of compounding. Free radical method. Examples of the structure, the heteroformate group, the alkylenic group and the like include gibberellic acid glycine &gt; 3-[N-amino acid, ethoxyethanol, thiophenylthiophene sulfide compound 2'-azo-44 - 200920795 贰(2-cyanopropanol), 2,2'-arsenazo (2-cyanopentanol), 4,4,_arsenazo (4-cyanovaleric acid), 4,4' - arsenazo (4-cyanovalerate chloride), 2,2,-azo[2-(5-methyl-2-imidazol-2-yl)propane], 2,2,_azo wear [2-(2-imidazol-2-yl)propane], 2,2'-azo偶[2-(3,4,5,6-tetrahydropyrimidin-2-yl)propane]' 2,2, -Azoindole {2-[1-(hydroxyethyl)-2_imidazol-2-yl]propane}, 2,2'-arsenazo[2-methyl-N-(2-hydroxyethyl) Propylamine] and its derivatives. The molecular weight of the terminal modified polymer compound is preferably 1, the weight average molecular weight of 〇 至 0 to 50,000, 00. When the number average molecular weight is 1 Å or more, 'it can obtain a steric repulsion effect as a pigment dispersant more efficiently' and when the number average molecular weight is 50, 〇〇〇 or less, it is more effective in suppressing the stereoscopic effect. And the adsorption time of the pigment can be further shortened. The amount of the polymer compound (A) is preferably 〇. 5 mass% to 100% by mass, more preferably 3% by mass to 10% by mass, and particularly preferably 5% by mass to 80% by mass. . When these polymer compounds within the above range are used as the pigment dispersant, a sufficient pigment dispersion effect can be obtained. However, the optimum amount of the dispersant is appropriately adjusted depending on the combination of the pigment to be used, the type of the solvent, and the like. Pigment (B) The pigment dispersion composition of the present invention has at least one pigment (B) in an organic solvent. Various conventional inorganic pigments or organic pigments can be appropriately selected and used as the pigment. Regarding the particle size of the pigment, it is preferable to use a color filter in which the pigment dispersion composition of the present invention is suitably used, and it is preferably a high transmittance, which is preferably an organic pigment of from 4 to 5, 2009, and preferably ΓΓΙV 丄 rrV Use cylinder: try to make the pigment as small as possible. Further, the pigment dispersion composition and the photohardenability thereof are included: the treatment power of the composition, and the average primary particle size i of the pigment is preferably 10 nm or more and 100 nm or less, more preferably 30%. Meter or less. The particle size of the above range provides high penetration and favorable color characteristics, and is effectively formed: a color-developing sheet having a high contrast. Average primary particle: The diameter is measured by SEM or TEM and the size of 100 particles of the non-aggregated portion of the particle is measured to calculate the average enthalpy to obtain the sinus of the organic pigment: examples may include: C. I. Pigment Red 1 and 2. 3, 4, 5, 6, Ί, 9 '10' 14, 17 ' 22, 23 &gt; 31' 38 ' 41, 48:1, 48:2, 48:3, 48:4 '49, 49 »: 1 , 49:2 , 52:1 , 5 2 : 2 ' 5 3 :1 ' 5 7: :1 , 60:1 , 63:1 , 66 , 6 7 8 1 :1 , 8 1 : 2 , 8 1 :3' • 83 &gt; 8 8, 90, 105, 112 '119' 122, 1 23, 144, 146, 149, 150, 15 5' 166, 168, 169, 170, 1 7 1 172, 175, 176 , 177, 178, 179, 184, 185, 187, 1 88 190, 200 ' 202 , 206 , 207 , 20 8 , 209 ' 2 10 ' 2 16 , 220 - 224 , 2 2 6 ' 242 , 246 • 2 5 4, 2 5 5, 264 '270, 272, and 2 7 9 ; C. I. Pigment i Yellow 1, 2, 3, 4, 5, 6, 10, 1 1 ' 1 2 , 13 14 , 15, 16 , 17 ' 1 8 , 20 , 24 , 3 1 , 32 :, 3 4 , 35 , 3 5:1 , 3 6 , 3 6:1 , 37 , 3 7:1 , 40 , 42 , 43 , 53 , 55 , 60 , 61 , 62 63 , 6 5 , 73 , 74 , 77 , 8 1 , 83 , 86 , 93 , 94 , 9 5 , 97 , 98 100 , 10 1 , 1 04 , 106 , 10 8 , 109, 110, 113, 114' • 1 15 - 116, 117' 118 ' 119' 120, 123, 125, 126, 127' • 1 28 129, 13 7, 13 8 , 13 9 , 147 , 148 , 15 0 , 15 1 , 152' • 1 53 -46- 200920795 154, 15 5' 156, 16 1 ' 1 62, 164 , 1 6 6 , 167 , 16 8 , 1 69 - 170 , 17 1 , 172 , 173 ' 1 74, 1 75 ' 17 6' 177, 179, 1 80 18 1 ' 182, 18 5' 18 7 &gt; 1 8 8&gt; 1 93 , 1 94 , 199 , 2 13 ' and 2 1 4 ; CI , Pigment Orange 2, 5, 13, 16, 17: 1, 3 1 , 34, 36, 38, 4 3 - 46 ' 48, 49, 5 1 ' 52, 55 ' 5 9 , 6 0, 61, 6 2 , 6 4 , 7 1 - 73 C · I. . Pigment Green 7, 10, 3 6 , 3 7 &gt; C · I. . Pigment Blue 1, 2, 15 , 15 : 1, 15: 3 ' 15: 4, 15: 6, 16, 2, 6 0, 6 4, 6 6 , 7 9 , pigment green 7 9 by hydroxy instead of chlorine substituent, 80; CI pigment purple 1, 19, 23, 27, 32 37,42;. C I. Pigment Brown 2 5,2 8;. C I. Pigment Black 1, 7. Among the above, preferred examples of the organic pigments exemplified in the specific examples of the present invention may include: CI Pigment Yellow 11, 24, 108, 109, 110, 138, 139, 150, 151, 154, 167, 180, 185; I. Pigment Orange 3 6 , 7 1 ; CI Pigment Red 122, 150, 171, 175, 177, 209, 224, 242, 254 &gt; 255, 264; C. I. Pigment Violet 9, 9 3, 3 2; CI Pigment Blue 15:1, 15:3, 15:6, 16, 22' 60' 66; C · I. Pigment Green 7, 3 6, 3 7 ; C. I. Pigment Black 1, 7. -47- 200920795 The present invention can use fine and granulated organic pigments as needed. The micronization of the pigment is a procedure for pulverizing into a highly viscous liquid product having a pigment, a water-soluble organic soluble inorganic salt. In this procedure, a polypolymer and a polymeric compound (A) for covering the pigment may be added as needed. Optionally, the pigment composition for covering is preferably a water-soluble organic solvent which is solid at room temperature and insoluble in water, and which should be used at least at the time of salt milling; a resin thereof, a modified natural resin , synthetic resin, resinized by natural resin. In the case of using a dried treated pigment, it is preferably used as a solid at room temperature. Typical examples of the natural resin include rosin, and modified examples include rosin derivatives, ceramide derivatives, rubber derivatives, and oligomers thereof. Examples of the synthetic resin include acrylic resin, maleic acid resin, butyral resin, polymelamine resin, phenol resin, and polyurethane resin. Examples of the lipid-modified synthetic resin include a rosin modified cis-butene and a rosin-modified phenol resin. Examples of the synthetic resin include polyfluorene salt, polyresoric acid and a salt thereof, a polymer unsaturated ester, a polyamine, a polyester, a poly(meth)acrylate, a (meth)acrylic acid vinegar, and a naphthoic acid condensate. . The time to add these resins is all added or can be added in portions at the beginning of the salt milling process. Examples of the water-soluble organic solvent include methanol, ethanol, isopropanol, isobutanol, n-butanol, ethylene glycol 'diethylene glycol, dicarboxylic acid, monoethyl ether, diethylene glycol monobutyl ether, The polymerization of the propylene agent and the water-soluble compound is partially dissolved using a naturally modified compound than the natural resin organism, egg epoxy resin, natural amine diacid resin amine amine and carbamate copolymer, dots, It can be propanol, n-ethylene glycol monool, and C-48-200920795 diol monocarboxylic acid acetate. However, if a small amount of adsorption is applied to the pigment without being removed in the wastewater, the following may be used: benzene, toluene, xylene, ethylbenzene, chlorobenzene, nitrobenzene, aniline, pyridine, quinoline, tetrahydrofuran, dioxane, Ethyl acetate, isopropyl acetate, butyl acetate, hexane, heptane, octane, decane, decane, undecane, dodecane, cyclohexane, methylcyclohexane, halogenated hydrocarbon , acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, dimethylformamide, dimethyl sulfoxide, and N-methylpyrrolidone; two or more solvents Can be mixed as needed. Examples of the water-soluble inorganic salt of the present invention include sodium chloride, potassium chloride, calcium chloride, barium chloride, and sodium sulfate. The water-soluble inorganic salt is used in an amount of from 1 to 50 times by mass of the pigment, and the larger the amount, the larger the pulverization effect, but the productivity is preferably from 1 to 1 〇 by mass ratio, and the moisture is more preferably 1% or less. The amount of the water-soluble organic salt to be used is in the range of from 50 to 300% by mass, preferably from 1 〇 〇 to 200% by mass. The use amount of less than 50% by mass does not cause uniform kneading to obtain a possibility of uneven particle size. The use amount of more than 300% by mass causes the kneaded composition to be weakened too much, and a sufficient miniaturization effect cannot be obtained because it is difficult to apply shear to the kneaded composition. In the present invention, the operating conditions of the 'wet grinding apparatus are not particularly limited, but in order to efficiently perform pulverization by the honing medium, the number of revolutions of the vanes in the apparatus is preferably 10 in terms of the operating condition in the case where the apparatus is a kneader. A relatively high speed ratio of 200 rpm, and preferably a two-axis, produces a higher pulverization effect. The operation time together with the dry milling time is preferably from 1 to 8 hours, and the internal temperature of the device is preferably from 50 to 150 °C. Regarding the water-soluble inorganic salt as a honing medium, it is preferably a particle size of 5 to 50 μm, and has a sharp particle size distribution and a shape of the pulverized mixture dissolved in a water-soluble organic solvent and water-soluble warm water. , then filtered, washed with water and dried in an oven to be pigmented. These organic pigments may be used singly or in combination of two or more to increase the color purity. The following descriptions of the combination are as red pigments as individual pigments including anthraquinone pigments, anthrone pyrrolyl pyrrole pigments, and one or more of these pigments, color pigments, isoindoline yellow pigments, quinophthalone yellow pigments , pigment, blush pigment and / or diketopyrrolopyrrole pigment combination such as bismuth pigment can be C · I. Pigment Red 177, 茈 pigment can be C 155 or CI Pigment Red 224, and diketopyrrolopyrrole The pigment can be red 2 5 4 . From the viewpoint of color reproducibility, it is preferably a mixture with C.I. Pigment Yellow Pigment Yellow 139 or C.I. Pigment Yellow 177. The mass ratio between the red and yellow pigments is preferably from 100:5 to 1,00:80. It is difficult to suppress 400 nm to 500 light rate at 100:4 or less and sometimes it is impossible to improve the color purity. Also, if 1 〇 〇 : 8 1 or more, the color intensity sometimes decreases. In particular, the amount ratio is most preferably in the range of 100:10 to 100:65. It can be adjusted according to its color when the materials are combined. Examples of useful green pigments include halogenated bismuth &amp; diazonium yellow pigments, quinacridone yellow pigments, azo pigments, and/or isoindoline yellow pigments, and halogenated indigo pigments including CI Pigment Green 7, 36 or 37 with CI Pigment Yellow 83, spherical. The inorganic salts are subtle and more examples of groups. Examples Pigments and di- and diazo yellow or ruthenium are used. Example. I. Pigment Red is C.I. Yan 83 ' C.I. Color Pigment Pair In this ratio, the ratio of nanometer to the above is the quality of the above pigment red pigment, methyl yellow. A mixture of this example 138, 139-50-200920795, 1 50, 1 800 or 185. The ratio of the green pigment to the yellow pigment is preferably 1 〇 〇 : 5 to 1 0 0 : 2 0 0. When the ratio is less than 1 〇 〇 : 5 , it is difficult to suppress the light transmittance of 400 nm to 450 nm, and sometimes the color purity cannot be improved. Further, if the ratio exceeds 100:200, the dominant wavelength is biased toward the long wavelength side, and sometimes the deviation from the target NTSC hue is large. The range of 100:20 to 1 00:1 50 is particularly good for the above quality ratio. Examples of the blue pigment include an indigo pigment used alone or a combination of a diterpene violet pigment. A preferred example is a mixture of C · I. Pigment Blue 1 5 : 6 and C. I. Pigment Violet 2 3 . The mass ratio of the blue pigment to the purple pigment is preferably from 100:0 to 100:100, and more preferably 100:70 or less. Suitable pigments for the black matrix include carbon black, graphite, titanium black, iron oxide, or titanium oxide, either alone or in combination, and are preferably a combination of carbon black and titanium black. The mass ratio of carbon black to titanium black is preferably in the range of 100:0 to 100:60. When the mass ratio is greater than 1 0 0 : 6 1 , it can reduce the dispersion stability. Pigment Derivative i C ) It is possible to add the pigment derivative (C) to the pigment dispersion composition of the present invention as needed. A pigment derivative in which a moiety having a affinity for a dispersing agent or a polar group is adsorbed on a surface of a pigment and used as a dispersing agent, so that a pigment such as fine particles is dispersed in the photocurable composition, and re-aggregation can be prevented. Therefore, a color filter having high contrast and excellent transparency is effectively formed. The pigment derivative is, in particular, a compound which makes an organic pigment as a mother skeleton, -5 1- 200920795, and introduces an acidic group, an experimental group and an aromatic group into a side chain as a substituent. Specific examples of the organic pigment include quinacridone pigment, indigo pigment, azo pigment, quinophthalone pigment, isoindoline pigment, isoindolinone pigment, quinoline pigment, diketopyrrolopyrrole pigment, and Benzimidazolone pigment. Generally, a pale yellow aromatic polycyclic compound such as naphthalene, anthracene, diterpene, and quinoline which are not referred to as a coloring matter is also contained therein. The following can be used as a coloring matter derivative such as JP-Α 11-49974, 11-189732, 10-245501, 2006-265528, 8-295810, -1 1-199796, 2005-234478, 2003-240938, 2001-356210 Said in the patent. The content of the pigment derivative in the pigment dispersion composition according to the present invention is preferably from 1 to 30% by mass, more preferably from 3 to 20% by mass, based on the mass of the pigment. The content in the above range can be advantageously dispersed to control the low viscosity, and the dispersion stability after dispersion can be improved, and then high transmittance and excellent color characteristics can be obtained, so that the color filter can be formed to have favorable color characteristics. High contrast. Regarding the time point at which the pigment derivative is added, it may be added during salt milling or dispersion. The polymer compound (A) having the acid group of the present invention is used as a dispersing agent, and the following known dispersing agents can be used together. Such a dispersion state of the pigment in an organic solvent becomes more advantageous, and high developing power and surface smoothness can be produced, even in the case of, for example, a high concentration of a pigment when constituting a color filter. Examples of known dispersants include polymeric dispersants [e.g., polyamine-amines and their salts, polycarboxylic acids and their salts, high molecular weight unsaturated acid esters, modified polyurethanes, modified polyesters, modified poly (Meth) acrylate, (meth) acrylate copolymer and naphthalene sulfonic acid formaldehyde condensate], and polyoxyethylidene alkylphosphonium-52-200920795 acid ester, polyoxyethylene ethylamine, and Alkanolamine. The dispersing agent which can be used together in the present invention is preferably a graft polymer which does not have the acid group of the present invention, a terminal modified polymer and a block polymer, wherein the composition is preferably derived from an organic coloring matter structure or a heterocyclic ring. a graft polymer of a monomer unit of a structure, and a group having an organic coloring matter structure, a heterocyclic structure, an acidic group, a basic nitrogen atom, a urea group, or a urethane group as a terminal group The terminal is modified with a polymer. Examples of commercially available products which can be used together in the graft polymerization dispersant of the present invention include "trade name: SOL-SPERSE 24000" 2 8000, 3 2000, 3 8 5 00, 3 9000, manufactured by Lubrizol Corp., and 5 5 000", and BYK Chemie's "trade name: Disperbyk-161, 171 and 174", examples of commercially available products with terminal modified polymeric dispersants include "Trademark name: SOL-SPERSE 3000, manufactured by Lubrizol Corp." Examples of commercial products of 17000 and 27000", and block polymerization dispersants include "trade name: Disperbyk-2000 and 2001" manufactured by BYK Chemie, and "trade name: EFKA 43 30 and 4340" manufactured by EFKA. In the case where the dispersant is used together, the ratio of the polymer compound (A) to the known dispersant is not particularly limited, and is preferably 1 〇 / 90 or more, particularly preferably 20 / 80 or more. . The amount of the polymer compound (A) of less than 10/90 deviates from the spirit of the present invention 'and the pigment easily aggregates due to the interaction with the known dispersant' to degrade the storage power of the pigment dispersion composition. The ratio of the polymeric compound used to cover the pigment to the polymeric compound added during the dispersion is preferably from 10/90 to 50/50', more preferably from 15/85 to 30/70. The amount of the polymeric compound used to cover the pigment in excess of this amount is difficult to carry out due to pigment micronization, and is not as good as -53-200920795. The polymer compound (A) having an acid group of the present invention can be used in a salt milling procedure or a dispersion procedure, preferably a dispersion procedure. Further compounds can be used in salt milling procedures and dispersion procedures. Further, the polymer compound (A) can be added and used in the procedure for preparing a photocurable composition by using a pigment fluid dispersion having the polymer compound (A) having an acid group of the invention. -Preparation of Pigment Dispersion Composition - The preparation mode of the pigment dispersion composition of the present invention is not particularly limited. For example, the composition can be used in a vertical type or a horizontal type sand mill, a pin mill, a seam mill, and an ultrasonic wave. The dispersing machine is obtained by subjecting the spherulitic mode glass having a particle diameter of 0.01 to 1 mm and the pin oxygen to finely disperse the pigment, the dispersing agent and the solvent. Kneading and dispersing treatment may also use a two-roll mill, a three-roll mill, a ball mill, a Tron mill, a disperser, a kneader, a co-kneader, a homogenizer, a blender, and a single shaft or before performing pellet dispersion. The two-axis extruder is applied by applying a strong shear force. 'Details on mixing, kneading and dispersion are described in T.C. Patton's "Paint Flow and Pigment Dispersion" (published by John Wiley and Sons Co. 1 964) and the like. The pigment dispersion composition of the present invention is suitably used for producing a colored photocurable composition of a color filter. The photocurable composition of the present invention contains the above-described pigment dispersion composition of the present invention, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator, and may contain other components as needed. The details of the pigment dispersion composition of the present invention _ 5 4 _ 200920795 are as described above. Each component is detailed below. The alkali-soluble resin is a linear organic polymer, and may be suitably selected from a group having at least one alkali-promoting solubility (for example, a carboxyl group or a phosphoric acid) in a molecule (preferably a molecule having an acrylic copolymer or a styrene copolymer as a main chain). An alkali-soluble resin of a sulfonic acid group or a sulfonic acid group. Among them, a resin which is soluble in an organic solvent and developed by a weak alkali aqueous solution is still more preferable. For example, a known radical polymerization method can be applied to the production of an alkali-soluble resin. The polymerization conditions during the production of an alkali-soluble resin by a radical polymerization method, such as temperature, pressure, type and amount of a radical initiator, a solvent type, etc. It is decided by those skilled in the art that this condition can be obtained experimentally. The linear organic polymer is preferably a polymer having a carboxylic acid group in its side chain. Preferred examples include, for example, methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, citraconic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, and the like, such as JP- A No. 59-44615, JP-B No. 54-34327, JP-B No. 58-12577, JP-A No. 54-25957, JP-A No. 59-53836, and JP-A No. 59- As described in Patent No. 71048, an acidic cellulose derivative having a carboxylic acid in a side chain and a polymer having a carboxyl group to which an acid anhydride has been added, and a polymer having a (meth)acryl fluorenyl group in a side chain. Among them, a benzyl (meth)acrylate/(meth)acrylic copolymer and a multicomponent copolymer designed from benzyl (meth)acrylate/(meth)acrylic acid/other monomer are preferred. Further, a product produced by copolymerization with hydroxyethyl methacrylate is also effective. These polymers can be used in the specific amount of -55-200920795 for the photocurable composition of the present invention. In addition to the above, other examples include 2-hydroxypropyl (meth)acrylate/polystyrene macromonomer/benzyl methacrylate/methacrylic acid copolymer, and 2-hydroxy-3-phenoxypropyl acrylate/ Polymethyl methacrylate macromonomer/benzyl methacrylate/methacrylic acid copolymer, 2-hydroxyethyl methacrylate/polystyrene macromonomer/methyl methacrylate/methacrylic acid copolymer, And 2-hydroxyethyl methacrylate/polystyrene macromonomer/benzyl methacrylate/methacrylic acid copolymer, as described in JP-A No. 7-14, 654, and the like. The specified constituent unit of the alkali-soluble resin is particularly suitably a copolymer of (meth)acrylic acid with other monomers copolymerizable therewith. Here, (meth)acrylic acid is a common name for acrylic acid and methacrylic acid, and such (meth) acrylate is a common name for acrylate and methacrylate. Examples of other monomers copolymerizable with (meth)acrylic acid include alkyl (meth)acrylate, aryl (meth)acrylate, vinyl compounds and the like. Here, the hydrogen atom of the alkyl group and the aryl group may be substituted with a substituent. Specific examples of the alkyl (meth)acrylate and the aryl (meth)acrylate include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, and butyl (meth)acrylate. , isobutyl (meth)acrylate, amyl (meth)acrylate, hexyl (meth)acrylate, octyl (meth)acrylate, phenyl (meth)acrylate 'benzyl (meth)acrylate, Methyl (meth)acrylate, naphthyl (meth)acrylate, and cyclohexyl (meth)acrylate. Examples of the vinyl compound include styrene, α-methylstyrene, vinyltoluene, glycidyl methacrylate, acrylonitrile, vinyl acetate, fluorene-vinylpyrrolidone, tetrahydrofuran methacrylate, poly Styrene giant 1 6 - 200920795 monomer, polymethyl methacrylate macromonomer, ch2 = cr21r22, CH2 = C(R21)(C〇〇R23) (where R2 1 represents a hydrogen atom or helium to 5 carbons The alkyl group of the atom 'R22 represents an aromatic hydrocarbon of 6 to 10 carbon atoms, and R23 represents an alkyl group of 1 to 8 carbon atoms or an aralkyl group of 6 to 12 carbon atoms). These other copolymerizable singles The bodies may be used singly or in combination of two or more thereof. Preferably, the other copolymerizable monomers include at least one member selected from the group consisting of CH2=CR21R22, CH2=C(R21)(COOR23), (meth)propionic acid phenyl ester, benzyl (meth)acrylate, and/or styrene. The monomer is particularly preferably CH2 = CR21R22 and / or CH2 = C(R21) (C00R23). The amount of the alkali-soluble resin contained in the colored curable composition is preferably from 1 to 15% by mass, more preferably from 2 to 12% by mass, and particularly preferably from 3 to 10% by mass, based on the total solids of the composition. The photopolymerizable compound has at least one addition-polymerizable ethylene-unsaturated group, and therefore it is preferred that the atmospheric boiling temperature is 1 〇 〇. (: or higher compound 'and more preferably an acrylic compound having 4 or more functional groups. Compound having at least one addition-polymerizable ethylenically unsaturated group and having a boiling temperature of 100 ° C or higher at normal temperature Examples include monofunctional acrylates and methacrylates such as polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, and phenoxyethyl (meth)acrylate; And polyfunctional acrylates and methacrylates, such as polyethylene glycol di(meth)acrylate, trimethylolethane tri(meth)acrylate, neopentyl glycol di(meth)acrylate , pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, diisopentaerythritol VI (A-57- 200920795

Acrylate, hexanediol (meth) acrylate, tris(hydroxypropyl) propyl tris(propylene oxypropyl) ether, iso-cyanuric acid tris(propylene methoxyethyl), in many A compound obtained by (meth)acrylation of a functional alcohol (such as glycerin and trimethylolethane) after addition of ethylene oxide or propylene oxide, JP_B No. 48-41708, JP-Β No. 50-6034 No. and JP-Α No. 51-37193

The compound obtained by poly(methyl)acrylic acid of isopentaerythritol or diisopentaerythritol, and polyester acrylate, epoxy acrylate, which is lp_A No. 48-64183, JP - Β 49-43191 and: FP-B The product obtained by the reaction of an epoxy resin with (meth)acrylic acid as described in Patent No. 52-30490. Photocurable monomers and oligomers described in Nippon Secchaku Kyokai Shi [Journal of the Adhesion Society of Japan], Vol. 20, No. 7 pages 300-308 can also be used. It is also possible to use the specified examples of the formulae (1) and (2) of JP-A No. 10-62986A, and the (meth) thereof by adding ethylene oxide and propylene oxide to the polyfunctional alcohol. A compound obtained by acrylation. Among them, preferred are diisopentylpentaerythritol penta (meth) acrylate, diisopentyl pentoxide hexa(meth) acrylate, and a structure in which these propylene fluorenyl groups are passed through ethylene glycol and propylene glycol residues. These oligomer types can also be used. Preferred compounds also include urethane acrylates such as JP-A No. 48-41708, JP-A No. 51-37193, JP-A No. 2-32293, JP-A No. 2-1-66765 The urethane compound having an oxirane skeleton, such as JP-A No. 58-49860, JP-A No. 56-17654, JP-A No. 62-39417, and JP - U.S. Patent No. 62-39418. Further, depending on the use, the polymerizable composition excellent in sensitization speed-58-200920795 can be obtained by using an addition polymerizable compound having an amine structure and a sulfide structure in its molecule, such as JP-Α No. 63-277653, JP-A No. 63-260909 and JP-A No. 1-105238. Commercially available products include urethane oligomer UAS-10, UAB-140 (trade name, manufactured by Sanyo-Kokusaku Pulp Co., Ltd.), UA-7200 (trade name &gt; Shin Nakamura Kagaku Co., Ltd. ·Manufacturing), DPHA-40H (trade name, manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600 (trade name, Kyoeisha Co ·, manufactured by Ltd.). The photopolymerizable compound can be used singly or in combination of two or more. The total solid content of the photopolymerizable compound in the photocurable composition relative to 100 parts by mass of the composition is preferably from 3 to 55% by mass, more preferably from 10 to 50% by mass. The content of the photopolymerizable compound can sufficiently carry out the hardening reaction within the above range. &lt;Photopolymerization Initiator&gt; Examples of the photopolymerization initiator include, for example, a halomethyl oxadiazole as described in JP-A No. 5-7-60 9 6; an activated halogenated compound such as JP-B a halomethyl-s-tripper of the type described in JP-A No. 53-133428; an aromatic carbonyl compound such as a ketal, an acetal or a benzoin alkyl ether, such as the US Patent (USP) An aromatic ketone compound, such as a diphenyl ketone, such as the USP No. 4 1 9 9 4 2 0 patent, is described in the specification of the European Patent Application No. EP-A-8 0 0 0 0; As described in the specification; (sulfur) U haw compound and acridine compound, as described in the specification of F r- 2 4 5 6 7 4 1; xanthene compound and diimidazole compound, such as JP-A 10th -62986--59-200920795; and organic bismuth boron complexes, as described in JP-A No. 8-015 5 2 2 Patent. Preferable examples of the photopolymerization initiator include acetophenone-, ketal-, diphenylketone-, benzoin-, benzylidene-, anthraquinone-, activated halogenated compound-(tri-trap-, halo Base oxadiazole - 'causalin-) 'acridine-' diimidazole-, and oxime ester-initiator. Preferable examples of the acetophenone-photopolymerization initiator include 2,2-diethoxyacetophenone, p-dimethylaminoacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1 -ketone, p-dimethylaminoacetophenone, 4'-isopropyl-2-hydroxy-2-methylpropiophenone, 1-hydroxy-cyclohexyl phenyl ketone, 2-benzyl-2-dimethylamine -1-(4-morpholinylphenyl)-butanone-1,2-tolyl-2-dimethylamino-1 -(4-morpholinylphenyl)-butanone-1, and 2 Preferred examples of the methyl-1-[4-(methylthio)phenyl]-2-morpholinylacetone-1 ketal-photopolymerization initiator include benzyldimethylketal, benzyl- ··methoxyethyl acetal, and the like. Preferable examples of the diphenyl ketone-photopolymerization initiator include diphenyl ketone, 4,4'-(decyldimethylamino)diphenyl ketone, and 4,4'-(decyldiethylamino)diphenyl Ketone, and 4,4'-dichlorodiphenyl ketone. Preferable examples of the benzoin- or benzamidine-photopolymerization initiator include benzoin isopropyl ether, benzoin isobutyl ether, benzoin methyl ether, methyl phthalyl benzoyl benzoate and the like. Preferable examples of the ketone-photopolymerization initiator include diethyl sulphide, diisopropyl sulphide, monoisopropyl sulfonium, chloro sulphur, and the like. Preferred examples of the activated halogen photopolymerization initiator (Tri-trap-, halomethyloxadiazole-, -60-200920795 Kaempferol-) include 2,4-indole (trichloromethyl)-6-pair Oxyphenyl-s-tripper, 2,4-indole (trichloromethyl)-6-p-methoxystyryl-s-tris, 2,4-indole (trichloromethyl)-6 -(1-p-Dimethylaminophenyl)-1,3-butadienyl-s-tripper, 2,4-indolyl (trichloromethyl)-6-biphenyl-s-trisole, 2,4-oxo(trichloromethyl)-6-(p-methylbiphenyl)-s-trimole, p-hydroxyethoxystyryl-2,6-indole (trichloromethyl)-s - triterpenoid, methoxystyryl-2,6-fluorene (trichloromethyl)-s-tris, 3,4-dimethoxystyryl-2,6-indole (trichloromethyl) )-s-triterpene, 4-benzoxazolone-2,6-indole (trichloromethyl)-s-tripper, 4-(o-bromo-p-N,N-(diethoxycarbonyl) Amino)-phenyl)-2,6-indole (trichloromethyl)-5-trin, 4-(p-((diethoxycarbonylamino)-phenyl)-2,6-fluorene (trichloromethyl)-S-tripper, 2-trichloromethyl-5-styryl-1,3,4-oxadiazole, 2-trichloromethyl-5-(cyanostyryl )-1,3,4-oxadiazole, 2 -three Methyl-5-(naphthalen-1-yl)-1,3,4-oxadiazole, 2-trichloromethyl-5-(4-styryl)styryl-1,3,4-indole Diazole, 3-methyl-5-amino-((s-trit-2-yl)amino)-3-phenylinoclavin, 3-chloro-5-diethylamino-(s -Trifed-2-yl)amino)-3-phenylinocamprin, 3-butyl-5-dimethylamino-((s-trit-2-yl)amino)-3-benzene Base of oxacin and so on. Preferable examples of the acridine-photopolymerization initiator include 9-phenyl acridine, 1,7-fluorene (9-acridinyl) heptane and the like. Preferred examples of the diimidazole-photopolymerization initiator include 2-(o-chlorophenyl)-4,5-diphenylimidazolyl dimer, 2-(o-methoxyphenyl)-4,5-di Phenyl imidazolyl dimer, 2-(2,4-dimethoxyphenyl)-4,5-diphenylimidazolyl dimer, and the like. -6 1- 200920795 In addition to the above 'other examples' include 1-phenyl-1,2-propylenedione, 2-(o-ethoxycarbonyl)anthracene, 0-benzylidene-4'-(benzoquinone) Base) benzoyl keto ketone oxime, 2,4,6-trimethylphenylcarbonyl oxydiphenyl or hexafluorophosphoric acid, and the like. The present invention is not limited to the above photopolymerization initiator, and other known initiators can be used. Examples of the invention include: a fava bean aldehyde polyketide aldehyde ketone compound as described in the specification of U.S. Patent No. 2,357,660; the ?-carbonyl compound as described in the specification of U.S. Patent Nos. 2,367,661 and 2,367,670; , as described in the specification of U.S. Patent No. 2,44,82,8, the disclosure of which is incorporated herein by reference to: U.S. Patent Nos. 3,046,127 and 2,9 5 1,7 5 8; a thiazole compound/trihalomethyl-s-three-till compound, as described in JP-B No. 5 1 - 4 8 5 1 6; an oxime ester compound such as J.c. S. P erki η 11 (1 9 7 9 ) 1 6 5 3 - 1 6 60, JCS Perkin II (1 979) 1 5 6- 1 62,

The D-photopolymerization initiator contained in the Journal of Photopolymer Science and Technology (1995) 202-232, and JP-A No. 2000-66385, etc., is contained in the amount of the photocurable composition, and the total solid content of the composition is preferably 0.1. The mass% to 10.0% by mass, and more preferably 0.5% by mass to 5.0% by mass. When the content of the photopolymerization initiator is within these ranges, it is possible to form a film which promotes good polymerization and has good strength. - sensitizing dye - -62 - 200920795 The present invention preferably adds a sensitizing dye as desired. The radical generating reaction of the polymerization initiator component is promoted by exposure of the sensitizing dye to the absorption wavelength, thereby promoting photopolymerization of the photopolymerizable compound. Examples of such sensitizing dyes include known spectral sensitizing dyes or colorants, or dyes or colorants that absorb light and interact with photopolymerization initiators. (Spectral sensitizing dye or dye) Examples of preferred spectral sensitizing dyes or coloring agents for sensitizing dyes of the present invention include polynuclear aromatics (e.g., fluorene, fluorene, triphenylene); _ sing (e.g., fluorescent yellow) , blush, red algae, rose red B, bengal red); cyan (such as thiocarbocyanine, carbocyanine); merco cyanines (eg, cyanine, carbonyl cyanine) Tweezers (such as thi ο nine 'methyl blue and toluidine blue); B 丫 (for example, 吖 橙 orange, chloroflavin, 卩丫 B ting safflower); 酞 (such as indigo, Metal indigo); porphyrin (eg tetraphenylphosphonium, substituted porphyrin via a central metal); chlorophyll (eg chlorophyll, chlorophyllin, chlorophyll via a central metal); metal complex (eg the following compounds) Onion (for example, sputum); squaryliums (such as squaraine).

Further examples of the spectral sensitizing dye include the styrene-based dye described in JP-B No. 37-13034, the cationic dye described in JP-A No. 62-143044, and JP-B No. 59- The quinoxaline salt described in U.S. Patent No. 4,147, the entire disclosure of which is incorporated herein by reference.醌, JP-A No. 2-1714, benzopyrene singer dye, JP-A No. 2-226148 and JP-Α No. Patent No. 1, 0 - 2 8 4 9 The benzofuran dye described in Patent No. 9-42363, JP-A No. 46-42363, and the JP-A% patent, PA No. 2_8 5 8 8 No. 2-216154 The conjugated ketone dye described in the patent, the dye described in JP-A-57, the p-based derivative described in JP-A No. 2-3-031, and the cyanine, JP described in JP-A No. 1-187105 - 卩 噃 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 62 A. No. 2-197, 943, the product of JP-B No. 59-28326, which is described in JP-A No. 2-244050 The cyanine dye described in the patent of the cyanine dye 5 9 - 8 9 3 0 3 , the cyanine dye described in JP _A No. 8_ patent, and the JP_A 8 - 3 3 4 8 97 Other benzopyran as main dye ° (dye having a maximum absorption wavelength of from 350 nm to 450 nm) Other preferred embodiments of the sensitizing dye include dyes having a wavelength of from 350 nm to 450 nm The compounds of the group include polynuclear aromatics (for example, 芘'茈 and dibenzene 哩 (such as female blush, red algae, rose red B, and bengal red); cyan (green and 0f carbocyanine): Cyanine (eg, cyanine and curtain' wells (eg, thiazide, methyl blue, and toluidine blue hydrazine 11 (eg, $64-, pyr-salt salt I 2 of JP-A Patent No. 2-226149) -63053 Back to JP-Α No. -10605 Azo ruthenium-based dye f JP-Α No. 59-28325, the green dye, JP-A No. 129257, the maximum absorption. For example, thiocarbonyl di-cyanate; thiazide-dragon, 200920795 chloroflavin, acriflavine; 蒽醌 (such as 蒽醌); and squaric acid (such as squaraine). More preferable examples include compounds represented by the following formulas (XIV) to (XVIII).

(XIV) In the formula (XIV), A1 represents a sulfur atom or NR5(), and R5Q represents an alkyl group or an aryl group 'L2 represents a non-metal atomic group which combines a basic nucleus which forms a dye adjacent to A 1 and an adjacent carbon atom. R51 and R52 each independently represent a monovalent group of a hydrogen atom or a non-metal atom and an acid nucleus which can be bonded to R52 and form a dye. W represents an oxygen atom or a sulfur atom. Preferred examples of the designation of the compound represented by the formula (XIV) are shown below [(F - 1) to (F - 5 )].

One 6 5 - (XV) 3 200920795

In the formula (XV), Ar1 and Ar2 each independently represent an aryl group and Ar is bonded to Ar2 by -L3 -. L3 means that _〇_ or -S-°W has the same meaning as W shown in the formula (XIV). Preferred examples of the compound represented by the formula (XV) are shown in the following [(F-6) to (F-8)]. r\

(F-7) Ο

In the formula (XVI), A2 represents a sulfur atom or nr59, and L4 represents a non-metal atomic group in which a basic nucleus of a dye is formed adjacent to A2 and an adjacent carbon atom, and R53, R54, R57, and R58 are each independently represented. The monovalent group ' and R59 of a non-metal atom represent a dean or aryl group. Preferred examples of the compound represented by the formula (XVI) are shown below [(F _ 9) to (F -11) 6 6 - 200920795

(XVII) In the formula (XVII), A3 and A4 each independently represent -S- or -NR63, and R63 represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and L 5 and L 6 are each independently a non-metal atomic group and a combination of A3, A4 and an adjacent carbon atom to form a basic nucleus of a dye, R6 1 and R62 each independently represent a monovalent group of a non-metal atom, or R61 and R62 are combined to form an aliphatic group or Aromatic ring. Preferred examples of the compound represented by the formula (XVII) are shown below [(F-12) to (F-15)].

(F-14) 200920795 A preferred example of the sensitizing dye used in the present invention is also a compound according to the following formula (XVIII).

(XVIII) In the formula (xvm), a9 represents a substituted aromatic ring or a heterocyclic ring, and 乂 represents an oxygen atom, a sulfur atom or -N (m Y represents an oxygen atom, a sulfur atom or -Ν(Ρ1). Ρ2 and ρ3 each independently represent a monovalent group of hydrogen atoms or non-metal atoms A Ρ, ρ, and ρ $ are combined with each other to form an aliphatic or aromatic ring. When R, R2 and R3 each represent a monovalent group of a non-metal atom' Further, it preferably represents a substituted or unsubstituted alkyl or aryl group. When P, P2 and P3 each represent a monovalent group of a non-metal atom, and preferably represents a substituted or unsubstituted alkyl or aryl group. Preferred examples of the designation of p, p2 and p3. Preferred examples of the alkyl group include a linear, branched and cyclic alkyl group having from 丨 to 20 carbon atoms, and specific examples thereof include a methyl group, an ethyl group, a propyl group, Butyl, pentyl, hexyl, heptyl, octyl, decyl, decyl, undecyl, dodecyl, tridecyl, hexadecanyl, octadecyl, eicosyl, Isopropyl, isobutyl, t-butyl, tert-butyl, isopentyl, neopentyl, 1-methylbutyl, isohexyl, 2-ethylhexyl, 2-methyl a hexyl group, a cyclohexyl group, a cyclopentyl group, and a 2-norbornyl group. More preferably, it is a linear alkyl group having 1 to 12 carbon atoms, a branched alkyl group having 3 to 12 carbon atoms, and 5 to 10 a cyclic alkyl group of a carbon atom. The substituent in the substituted alkyl group is a monovalent group of a non-metal atom other than a hydrogen atom; and preferred examples thereof include a halogen atom (-F, -Br, -C1, and -68-200920795) -I); thiol, alkoxy, aryloxy, thio, thiol, arylthio, alkyldithio, aryldithio, amine, N-alkylamine, N,N - Dialkylamino, N-arylamino, N,N-diarylamine, N-alkyl-N-arylamine, decyloxy, aminemethyloxy, N-alkylamine Methoxycarbonyl, N_arylamine methyloxy, N,N-dialkylamine methyloxy, N,N-diarylaminemethyloxy, N-alkyl-N-aryl Aminomethyl methoxy, alkyl sulfhydryl, aryl fluorenylene, sulfonylthio, decylamino, N-alkyldecylamino, N-aryl decylamino, ureido, Ν' -alkylureido, N',N'-dialkylureido, Ν'-arylureido, Ν', Ν'--square base, Ν'-院-Ν'-square base, Ν-院基基基,Ν-arylureido, Ν'-alkyl-oxime-alkylureido, Ν'-alkyl-oxime-arylureido, Ν ',Ν'-dialkyl-fluorenyl-ureido group, Ν', Ν'-dialkyl-fluorene-arylureido group, Ν'-aryl-fluorene-alkylurea group, Ν'-aryl Ν-Ν-arylureido, Ν', Ν'-diaryl-fluorenyl-alkylureido, Ν', Ν'-diaryl-fluorene-arylureido, Ν'-alkyl-Ν '-Aryl-fluorenyl-alkyl-based, Ν'-hospital-Ν'-square-fluorene-aryl group, alkoxyalkylamino group, aryloxy amidino group, Ν-院Ν-Ν-院 帘 帘 胺 院 院 院 院 院 院 院 院 院 院 院 院 院 院 院 院 院 院 院 院 方 方 方 方 方 方 方 方 方 方 方 方 方 方 方 方 方 方 方Oxycarbonylamino, methylidene, fluorenyl (rM-co-), carboxy, alkoxycarbonyl, aryloxycarbonyl, aminecarbamyl, N-alkylaminecarbamyl, anthracene, fluorene-di Alkylamine, mercapto, fluorene-arylamine, mercapto, fluorene-diarylamine, hydrazine-alkyl-hydrazine-arylcarbamoyl, alkylsulfinyl, aryl A sulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, a sulfonic acid group (_S03H) and its conjugate base (referred to as sulfonium sulfate), alkoxysulfonyl, aryloxysulfonyl, imidesulfonylamino, N-alkyliminesulfonylamino, N,N-dialkyliminesulfonate Amidino, N-arylimidosulfonylamino, N,N-diarylimidosulfonylamino, N-alkane-69- 200920795 base-N-aryliminesulfonamide, amine Sulfonamide, N-alkylamine sulfonamide, hydrazine, hydrazine-dialkylamine sulfonamide, N-arylamine sulfonamide, N,N-diarylamine sulfonamide , N-alkyl-N-arylamine sulfonamide, phosphino (-P〇3H2) with its conjugated base (called phosphonium phosphinate), dialkylphosphino (-P〇3 (alkane) 2), diarylphosphino (-P〇3 (aryl) 2 ), alkylarylphosphino (-P〇3 (alkyl) (aryl)), monoalkylphosphino (- P〇3H (alkyl)) with its conjugated base (called alkyl phosphinate), monoarylphosphino (-P〇3H (aryl)) and its conjugated base (called aryl phosphine) Acid oxime), phosphino group (-0P03H2) with its conjugated base (referred to as phosphonium phosphonate), dialkylphosphino group (-0Ρ03Η(alkyl) 2), diarylphosphino group ( -0P03(aryl) 2 ), alkyl aryl a phosphinyloxy group (-〇P〇3 (alkyl)(aryl)), a monoalkylphosphinooxy group (-〇P〇3H (alkyl)) and its conjugated base (called an alkyl phosphonate) Oxy), monoarylphosphinooxy (-〇P〇3H (aryl)) with its conjugated base (called aryloxyphosphonooxy), cyano, nitro, aryl, alkenyl, Alkynyl, heteroaryl, and decylalkyl. Specific examples of the alkyl group in these substituents include the above alkyl group, and it may further have a substituent. Specific examples of the aryl group include phenyl, biphenyl, naphthyl, tolyl, xylyl, lyl, cumyl, chlorophenyl, bromophenyl, chloromethylphenyl, hydroxyphenyl, A Oxyphenyl, ethoxyphenyl, phenoxyphenyl, ethoxylated phenyl, benzamidine phenyl, methylthiophenyl, phenylthiophenyl, methylaminophenyl, Dimethylaminophenyl, ethoxymethylaminophenyl, carboxyphenyl, methoxycarbonylphenyl, ethoxyphenylcarbonyl, phenoxycarbonylphenyl, N-phenylamine-methylphenyl , cyanophenyl, sulfonylphenyl, nonylphenyl sulfonate, phosphinophenyl, and nonylphenyl phosphonate. -70- 200920795 A heteroaryl group is a group derived from a monocyclic or polycyclic aromatic ring containing at least one of a nitrogen atom, an oxygen atom and a sulfur atom. Particularly preferred examples of heteroaryl rings in heteroaryl groups include thiophene, thiazide, furan, piper, isobenzofuran, 暁皖'咄, benzopyrene, pyrrole, pyrazole, isothiazole, isoxazole ,Pi-trap, chew, 嗒, 吲哚 离, 吲哚, 吲哚, 吲哚, π, 喹, 喹, 异, 异, 异, 萘, 萘, Porphyrin, porphyrin, noise, carbazole, porphyrin, phenanthroline, acridine, phlegm, morphine, phenanthrene, fur azan, which may further be a benzo condensed ring, or Can be replaced. Examples of the alkenyl group in these substituents include a vinyl group, a 1-propenyl group, a butenyl group, a cinnamyl group, and a 2-chloro-1-vinyl group; and examples of the alkynyl group include an ethynyl group and a 1-propynyl group. 1, 1-butynyl, and trimethyldecyl ethynyl. Further, examples of G1 in the thiol group (Gio-) in these substituents include a hydrogen atom, and the above alkyl group and aryl group. Still more preferred examples of these substituents include a halogen atom (-F, -Br, -Cl, and -I); and an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an N-alkylamino group. , N,N-dialkylamino, decyloxy, N-alkylamine methyl methoxy, N-arylamine methyl methoxy, decylamino, decyl, decyl, carboxy, alkane Oxycarbonyl, aryloxycarbonyl, aminemethanyl, N-alkylamine, mercapto, N,N-dialkylamine, N-arylamine, N-alkyl-N -Arylamine, mercapto, sulfonate, sulfonato, sulfonate, N-alkylamine sulfonyl, N,N-dialkylamine sulfonyl, N-aryl Aminesulfonyl, N-alkyl, fluorenyl-arylsulfonyl, phosphino, fluorenylphosphonium, dialkylphosphino, diarylphosphino, monoalkylphosphino, alkylphosphonate A monoarylphosphino group, a arylphosphonium sulfonate group, a phosphonyloxy group, a phosphonium oxy group, an aryl group, an alkenyl group, and an alkylene group (e.g., a methylene group, etc.). 200920795 On the other hand, an example of the alkylene group in the substituted alkyl group is a divalent organic residue obtained by, for example, removing a hydrogen atom having an alkyl group having 1 to 20 carbon atoms; and preferred examples thereof include 1 A linear extension of 12 carbon atoms, a branched alkyl group having 3 to 12 carbon atoms, and a cyclic alkyl group having 5 to 1 carbon atoms. Typical advantageous examples of substituted alkyl groups as oxime &gt;, oxime 2 or substituted by alkyl group-bonding substituents include chloromethyl, bromomethyl, 2-chloroethyl, trifluoromethyl, methoxy Methyl, methoxyethoxyethyl, allyloxymethyl, phenoxymethyl, methylthiomethyl, tolylthiomethyl, ethylaminoethyl, diethylaminopropyl, Morpholinylpropyl, Ethyloxymethyl, benzylideneoxymethyl, N-cyclohexylaminemethyloxyethyl, n-phenylaminomethylmethoxyethyl, ethyl arylamino Ethyl, N-methylbenzoylaminopropyl, 2-oxoethyl, 2-oxopropyl, carboxypropyl, methoxycarbonylethyl, allyloxymercaptobutyl, chlorobenzene Oxylylmethyl, amine-methylmethyl, N-methylamine, methyl decyl, hydrazine, hydrazine-dipropylamine, methyl hydrazinomethyl, N-(methoxyphenyl)amine Mercaptoethyl, hydrazine-methyl-hydrazine-(sulfonylphenyl)amine methyl hydrazinomethyl, sulfonyl butyl, sulfonyl sulfonyl propyl, decyl sulfonyl butyl, amine sulfonyl Butyl, hydrazine-ethylamine sulfonylmethyl, hydrazine, hydrazine-dipropylamine sulfonylpropyl, fluorenyl-tolylamine sulfonyl Propyl, hydrazine-methyl-hydrazine-(phosphinophenyl)amine sulfonyloctyl, phosphinobutyl, decylhexyl phosphonate, diethylphosphinobutyl, diphenylphosphinopropyl, Methylphosphinobutyl, decylbutyl methylphosphonate, tolylphosphinohexyl, decylhexyl decylphosphonate, phosphinopropyl, phosphonium oxybutyl, benzyl, phenethyl , α-methylbenzyl, 1-methyl-1-phenylethyl, p-methylbenzyl, cinnamyl, allyl, 1-propenylmethyl, -72- 200920795 2-butyl storage group, 2. A (tetra)propyl, 2.methyl-methyl, 2-propynyl, 2-butynyl, 3-butynyl and the like. Preferable examples of the group of p, p or P3 include a fused ring having a benzene ring, a fluorene to three benzene rings, and a fused ring of a benzene ring and a 5-membered unsaturated ring; Naphthyl, anthracenyl, #yl, fluorenyl, ethane, and fluorenyl; and more preferably phenyl and naphthyl. The above aryl group having a monovalent group of a non-metal atom (other than a nitrogen atom) as a substituent on a ring carbon is a substituted aryl group represented by P, P2 or p3. Preferable examples of the substituent include the above-mentioned alkyl group and substituted alkyl group, and the substituents described above for the substituted alkyl group. Typical advantageous examples of substituted aryl groups include biphenyl, tolyl, xylyl', cumyl, chlorophenyl, bromophenyl, fluorophenyl, chloromethylphenyl, trifluoromethyl Phenyl, hydroxyphenyl, methoxyphenyl, methoxyethoxyphenyl, allyloxyphenyl, phenoxyphenyl, methylthiophenyl, tolylthiophenyl, ethylamino Phenyl, diethylaminophenyl, morpholinylphenyl, ethoxylated phenyl, benzhydryloxyphenyl, N-cyclohexylaminemethyloxyphenyl, N-phenylamine formazan Oxyphenyl, ethyl mercaptophenyl, N-methylbenzyloxyaminophenyl, carboxyphenyl, methoxycarbonylphenyl, allyloxycarbonylphenyl, chlorophenoxy Carbonyl phenyl, amine mercaptophenyl, N-methylamine decyl phenyl, N,N-dipropylamine, decylphenyl, N-(methoxyphenyl)amine, decyl benzene , N-methyl-N-(sulfonylphenyl)amine, mercaptophenyl, sulfonate phenyl, decylphenyl sulfonate, sulfinyl phenyl, N-ethylamine sulfonate Phenyl, N,N-dipropylaminesulfonylphenyl, fluorenyl-tolylaminesulfonylphenyl, fluorene-methyl _Ν-(phosphinophenyl)amine sulfonylphenyl, phosphinophenyl, nonylphenyl phosphonate, diethylphosphine-73- 200920795 phenyl, monophenylphosphinophenyl, methylphosphine Phenylphenyl, nonylphenylmethylphosphonate, tolylphosphinophenyl, nonylphenylphosphonate, allylphenyl, 1-propionylmethyl, 2-butenylphenyl 2-methylallylphenyl, 2-methylpropenylphenyl, 2-propynylphenyl, 2-butynylphenyl, 3-butynylphenyl, and the like. Particularly preferred examples of P2 and p3 include substituted or unsubstituted alkyl groups. More preferred examples of P include substituted or unsubstituted aryl. The reason for this is unclear, but it is considered that the pursuit of some substituents specifically enhances the interaction between the electrons excited during light absorption and the initiation of h! J. Thus, the initiator is improved in the production of free radicals, acids or tests. Next, A9 in the formula (XVIII) will be further described. A9 represents a substituted ring or a heterocyclic ring, and the specified examples of the substituted aromatic ring or heterocyclic ring include the same examples as those specified in the description of P1, P2 or P3 in the above formula (XVIII). Preferred examples of A9 include an aryl group having an alkoxy group, a sulfanyl group or an amine group, and particularly preferred examples of A9 include an aryl group having an amine group. Next, a compound represented by the following formula (XVIII-3) which is a preferred exemplary embodiment of the compound represented by (XVIII) will be further described. Q /R4

In the formula (XVIII-3), A represents a substituted aromatic ring or a heterocyclic ring to represent an oxygen atom, a sulfur atom, or -MR1)-. R1, r4 and rS each independently represent a monovalent group of a hydrogen atom or a non-metal atom, and R5 may be combined with each other to form an aliphatic or aromatic ring. Ar represents a substituted aromatic ring or a heterocyclic ring -74-200920795. The sum of Hammett(R) substituents on the Ar backbone must be greater than 〇. As used herein, "the sum of Hammett(R) is greater than 〇" may be the presence of a substituent and the Hammett(R) of the Pongo group is greater than 〇, or there are multiple substituents and the sum of Hammett's sum of the bases is greater than 〇. In the formula (XVm-3), 'A and R1 are the same as in the formula (XVIII), and the 4 is the same as the R2 in the formula (XVIII), and R5 is the same as the r3 in the formula (XVIII), and Ar represents a substituted aromatic ring. Or a heterocyclic ring' and its specified examples include the same reference examples of the substituted aromatic ring or heterocyclic ring listed for a in the description of the formula (xvm). The sum of the substituents introduced into Ar of the formula (XVIII-3) must be 0 or more. Examples of substituents include trifluoro

Hammett is a total methyl group, a carbonyl group, an ester group, a halogen atom, a nitro group, a cyano group, a ruthenium group, a guanamine group, and a carboxyl group. The Hammett(R) of these substituents is as follows: trifluoromethyl π;, m: 〇43 p: 0.54); carbonyl (m: 0.37, p: 〇. eg -COH, m: 0.3 6, p: 0.43); ester Base (.coocHs, 45); halogen atom (eg Cl, m: 0.37, p: 0.23) 'amino (_CN, m: 〇·56, P: 0.66); sub-running base (eg _S0CH3, m : 〇· 52, P: 0.45); amidino group (for example, _NHC〇CH3, m: 〇.2ι, p: 〇〇〇); and a carboxyl group (-COOH, m 〇·37, p: 0.45). The substituents of the substituents in the aryl skeleton are listed in parentheses, and (m: the Hammett(R) of the substituents when the table is not in the inter-bow position is 〇.5G, and preferred examples of Ar include Preferred examples of the substituent and the substituent on the Ar skeleton include an ester group and a cyanogen group. The substituent is preferably an ortho position on the Ar skeleton. From the formula (4VIII) according to the invention A preferred example of the designation of the sensitizing dye is shown in the following f-like ,~, Γ not the compound (F-1) to the exemplified compound (F-56)]' However, the present invention is not limited thereto. 200920795 (FI) (F2)

200920795 (F11)

(F18) (F19)

77- 200920795

(F21)

(F25)

(F28) OMe 200920795

(F30) MeO

(F34) (F32)

-ο

(F35) (F36)

-79- 200920795

(F41) OMe

〇Me

(F44)

-80- 200920795 (F45)

-8 1 200920795 (F49)

(F53)

(F54)

C4h9 (F56) A 82-200920795 The sensitizing dye which can be applied to the present invention from the viewpoint of the lower partial hardening force is preferably a compound represented by the formula (XVin). With regard to the sensitizing dye, in order to improve the characteristics of the photosensitive composition of the present invention, the following various chemical modifications can be carried out. For example, by using a method such as a covalent bond, an ionic bond or a hydrogen bond, the sensitizing dye and the additional polymerizable compound structure (for example, an acrylonitrile group or a methacryl fluorenyl group) can be combined to obtain a strength improvement of the crosslinked hardened layer. And the ability to inhibit the self-crosslinking hardened layer of the dye from being unpredictable is improved. The content of the sensitizing dye is preferably 0.01% by mass to 20% by mass, more preferably 〇·〇1% by mass to 1% by mass, based on the total solids of the coloring photosensitive composition for a color filter of the present invention, and still more It is preferably from 0.1% by mass to 5% by mass. These ranges are also preferred because of the high sensitivity to the exposure wavelength of the ultrahigh pressure mercury lamp and the hardening force of the underlying portion, and the sensitizing dye content in these ranges is preferable, and the development limit and pattern formation characteristics are also preferable. - Solvent - In general, the pigment dispersion composition and the photocurable composition of the present invention can be suitably produced by using a solvent and each of the above components. Examples of solvents which can be used include: esters such as ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate. , ethyl butyrate, butyl butyrate, alkyl ester, methyl lactate, ethyl lactate, methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, methyl methoxyacetate, ethyl methoxyacetate , butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate; alkyl 3-oxopropionate, such as methyl 3-oxopropionate and ethyl 3-oxopropionate; 3-A Methyl oxypropionate, ethyl 3-methoxypropionate, 3_-83- 200920795 methyl ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-oxopropionate, 2- Ethyl oxypropionate, propyl 2-propoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, 2-ethoxypropane Methyl ester, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropanoate, ethyl 2-methoxy-2-methylpropanoate, 2-methoxy-2- Methyl methacrylate, ethyl 2-ethoxy-2-methylpropionate, methyl pyruvate, ethyl pyruvate Propyl ketoester, methyl acetonitrile acetate, ethyl acetate ethyl acetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate; ethers such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol Monomethyl ether, ethylene glycol monoethyl ether, methyl cyproterone acetate, ethyl cyproterone acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether , propylene glycol methyl ether acetate, propylene glycol diethyl ether acetate, propylene glycol propyl ether acetate, carbitol alcohol acetate, tetracarbitol acetate, etc.; ketones, such as methyl ethyl ketone, cyclohexanone , 2 -heptanone, and 3 -heptanone; an aromatic hydrocarbon such as toluene, such as xylene. Preferred among them are methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cyproterone acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, and 3 Methyl methoxypropionate - 2 -heptanone, cyclohexanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monoethyl ether acetate, and the like. The solvent may be used singly or in combination of two or more thereof. - Other usable components - The photocurable composition of the present invention may contain various additives such as a chain transfer agent, a fluorine organic compound, a thermal polymerization initiator, a thermal polymerization component, a thermal polymerization inhibitor, a colorant, and photopolymerization as required. Agents, other tanning materials 'polymerized compounds other than the above alkali-soluble resins, surfactants, adhesive speed-increasing agent-84-200920795, antioxidants, ultraviolet absorbers, and agglutination inhibitors. - Chain transfer agent - Example package Ethyl benzoate is the thickness of the coating. On the coated surface, this is a very small number of steps. Mass % % to 2 5 Thickness is good. Fluoroalkyl group designated city F172 &gt; An alkyl ester of N,N-dialkylaminobenzoic acid, such as N,N-dimethylaminophenyl ester, may be added to the chain transfer agent of the colored curable composition of the present invention. a heterocyclic ruthenium compound such as 2-mercaptobenzothiazole, 2-oxazole and 2-mercaptobenzimidazole, an aliphatic polyfunctional ruthenium compound or the like may be used alone or in combination of two or more thereof. The combination of the fluorine-containing organic compound - by including a fluorine-containing organic compound, can improve the liquid characteristics (especially the flow force) in the composition of the present invention, and can improve the uniformity of coating and the ability to save the liquid to be used. That is, the fluorine-containing organic compound photosensitive composition has an improved wetting force on the coated surface, and the surface tension between the coating liquid and the coating liquid is lowered to improve the coating strength of the coated surface. Since the specific embodiment effectively forms the film to be uniform in a uniform thickness, the fluorine content in the fluorinated organic compound having a thickness of several micrometers formed by using a small amount of liquid in the thin layer is preferably from 3% by mass to 40, more preferably It is 5 mass% to 30 mass%, and particularly preferably 7 mass%. When the fluorine content is within these ranges, effective coating uniformity and the ability to save the liquid used, and the solubility of the composition are also obtained.

The compound having at least one of the terminal, main chain and/or side chain of the compound or a fluoroalkyl group is preferred as the fluorosurfactant. Examples of the products sold include MEGAFAC F142D, MEGAFAC MEGAFAC F173, MEGAFAC F1 76, MEGAFAC F177, 200920795 MEGAFAC F183, MEGAFAC 78 0, MEGAFAC 78, MEGAFAC R30&gt; MEGAFAC R08'MEGAFAC F-472 SF'MEGAFAC BL20, MEGAFAC R-6 MEGAFAC R-90 (trade name, manufactured by Dainippon Ink), FLUORAD FC-135, FLUORAD FC-170C, FLUORAD FC-430, FLUORAD FC-431, NOVEC FC-4430 (trade name, manufactured by Sumitomo 3M), ASAHI GUARD AG7105 , 7 000, 950, 76 0 0, SURFLON S-112, SURFLON S-113, SURFLON S-131, SURFLON S-141, SURFLON S-145, SURFLON S- 3 8 2, SURFLON SC-101, SURFLON SC- 102, SURFLON SC-103, SURFLON SC-104, SURFLON SC-105, SURFLON SC-106 (trade name, manufactured by Asahi Glass Co., Ltd.), and EFTOP EF351, EFTOP 352, EFTOP 801, EFTOP 802 (trade name) , manufactured by JEMCO). The fluorine organic compound is particularly effective for thinning of the coating film to prevent irregular coating or irregular thickness. Further, this compound is also effective in sewing which is liable to cause a lack of liquid. The amount of the fluorine-containing organic compound to be added is preferably from 0.001% by mass to 2.0% by mass, and more preferably from 0.005% by mass to 1.5% by mass, based on the total mass of the coloring photosensitive composition. - Thermal polymerization initiator - It is also effective to include a thermal polymerization initiator in the colored photosensitive composition of the present invention. Examples of the thermal polymerization initiator include various azo compounds and peroxide compounds. An example of an azo compound includes an azo compound, and examples of the peroxide compound include a ketone peroxide, a peroxyketal peroxide, a dialkyl peroxide, and a dithiol peroxidation. , peroxyester, and peroxydicarbonate. - Thermally polymerized component - It is also effective to include a thermally polymerizable component in the colored photosensitive composition of the present invention. In order to increase the strength of the coating layer formed by the colored photosensitive composition of the present invention, an epoxy compound may be used as the thermal polymerization component. Examples of the epoxy compound include compounds having two or more epoxy rings in its molecule, such as a biphenol-A epoxy compound, a cresol novolac epoxy compound, a biphenyl epoxy compound, and an alicyclic epoxy compound. Compound. Examples of the biphenol-A epoxy compound include EPOTOHTO YD-115, YD-118T, YD-127, YD-128, YD-134, YD-8 1 25, YD-70 1 1 R, ZX-1059, YDF -8170, YDF-170 (trade name, manufactured by Tohto Kasei Co., Ltd.), DENACOL EX-1 10 1' EX- 1 1 02 ® EX-1103 (trade name, manufactured by Nagase Kasei Co., Ltd.), PRAXEL GL-61, GL-62, G101, and G102 (trade name, manufactured by Daicel Chemical Industries, Ltd.), and the like, and a bisphenol-F epoxy compound and a bisphenol-S epoxy compound. Epoxy acrylate such as EBECRYL 3700, 3701, 600 (trade name, manufactured by Daicel UCB Ltd.) can also be used. Examples of the cresol novolac epoxy compound include EPOTOHTO YDPN-63 8 , YDPN-701 , YDPN-702 , YDPN-703 , YDPN-704 (trade name, manufactured by Tohto Kasei Co., Ltd.), DENACOL EM-125 ( Trade name, manufactured by Nagase Kasei Co., Ltd.); examples of biphenyl epoxy compounds include 3,5,3',5'-tetramethyl-4,4'--87- 200920795 diepoxypropyl Benzene, etc. Examples of the alicyclic epoxy compound include CELLOXIDE 202 1, 208 1, 20 83, 205, EPOLEAD GT-301, GT-302, GT-401, GT-403, EHPE-3150 (trade name, Daicel Chemical Industries, L td . Manufactured, S UN Τ Ο Η TOS T-3 0 0 0, ST-4000, ST-5 0 8 0, ST-5100 (trade name, manufactured by Tohto Kasei Co., Ltd.), and the like. Other examples of useful compounds include 1,1,2,2-indole (p-glycidoxyphenyl)ethane, ginseng (p-glycidoxyphenyl)methane, isomeric cetyl cyanide Base ginseng (hydroxyethyl ester), diglycidyl phthalate, diglycidyl phthalate, amine epoxy resin EPOTOHTO YH-43 4, YH-434L (trade name, Tohto Kasei Co., Ltd.) .)), and its biphenol-A epoxy resin backbone has been modified by a dimer acid. - Surfactant - In order to improve the coating power, various surfactants may be added to the pigment dispersion composition of the present invention. In addition to the above fluorosurfactant, various nonionic surfactants, cationic surfactants and anionic surfactants can be used as the surfactant. Among them, a fluorine organic compound (fluorosurfactant) and a nonionic surfactant are preferred. Particularly preferred examples of nonionic surfactants include nonionic surfactants such as polyoxyethylene ethyl ether, polyoxyethylene ethyl aryl ether, alkyl sorbitan, monoglyceride, and the like. . Designated nonionic surfactants include: polyoxyethylene ethyl ethers, such as polyoxyethylene ethyl lauryl ether, polyoxypropyl stearyl ether and polyoxyethyl ether oleyl ether; polyoxygen extension Ethyl aryl ether, such as polyoxyethylene ethyl octyl phenyl ether, polyoxyethylene polystyrene ether, polyoxyethylidene phenyl ether, polyoxyethylidene Polystyrene ether-88- 200920795, with polyoxyethylene ethyl phenyl ether; polyoxyethylene ethyl ethyl dilaurate, polyoxyethylene ethyl stearate, polyoxyl extension Ethyl sorbitan fatty acid ester, thio-polyoxypropyl condensate, and the like. Commercially available products of Kao Corporation, NOF Corporati ο and Fat Co., Ltd., Adeka Corporation, Industries, Ltd. may suitably employ the above dispersant as a surfactant. In addition to the above, various additives may be added to the present invention. Specific examples of the additive include: ultraviolet 3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chlorophenyldiphenyl ketone; agglutination inhibitors such as sodium polyacrylate; aluminum oxide; alkali solubility Resins, such as itaconic acid copolymer, maleic acid copolymer, partially esterified maleic acid co-sulphate derivative, polymer with hydroxyl group added to anhydride alcohol-soluble nylon, biphenol A and epichlorohydrin Alcohol-Formed Benzene The pigment dispersion composition of the present invention preferably has a molecular weight of 1,000 or less, a solubility in a base, and a further improved pigment dispersion property. Specific examples thereof include aliphatic monocarboxylic acids such as methyl, butyric acid, valeric acid, trimethylacetic acid, caproic acid, diethyl and octanoic acid; aliphatic dicarboxylic acids such as oxalic acid, malonic acid, adipic acid, Pimelic acid, suberic acid, azelaic acid, citric acid, methylmalonic acid, ethylmalonic acid, dimethylpropane dialkyl ester, such as polyoxyl ester, sorbitan ester ethylenediamine polyoxygen extension B, Takemoto Oil Sanyo Chemical. In addition, it is also possible to use a color-sensitive group of absorbents, such as 2 - (and triazoles and alkoxy fluorene materials, such as glass and soy acid copolymers, cis polymers, acid celluloid products, oxy resins, etc. One-step organic carboxylic acid to accelerate the alkali-developing acid, acetic acid, propionic acid acetic acid, heptanoic acid, succinic acid, glutaric acid, tridecanedioic acid, methyl amber-89- 200920795 Acid, tetramethyl succinic acid, and citraconic acid; aliphatic tricarboxylic acids, such as 1,2,3-propanetricarboxylic acid, aconitic acid and oxalic acid; aromatic monocarboxylic acids, such as benzoic acid, toluene Formic acid, acrylic acid, di 2,3-toluic acid, and 3,5-xylenecarboxylic acid; aromatic polycarboxylic acids such as citric acid, isophthalic acid, citric acid, 1,2,4-benzenetricarboxylic acid 1,3,5-benzenetricarboxylic acid, 1,2,3,5-benzenetetracarboxylic acid, and 1,2,4,5-benzenetetracarboxylic acid; and other carboxylic acids, such as phenylacetic acid, hydrogen atoacid 'Hydrogen cinnamic acid, phenylglycolic acid, phenyl succinic acid, atropic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, cinnamic acid, anisic acid, and 2,4-dihydroxycinnamic acid. Polymerization inhibitor - thermal polymerization The inhibitor may preferably further be added to the thermal polymerization composition of the present invention. Examples of the compound which can be used as the thermal polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, gallic phenol, and third Butyl catechol, benzoquinone, 4,4'-thiopurine (3-methyl-6-tert-butylphenol), 2,2, methylene hydrazine (4-methyl-6-third butyl) (Phenol), 2-mercaptobenzimidazole, etc. - Method for producing photocurable composition and color filter using the same - The photocurable composition of the present invention can be contained in the above pigment dispersion composition of the present invention The alkali-soluble resin, the photopolymerizable compound, and a photopolymerization initiator (preferably and a solvent) are prepared as needed by mixing additives (e.g., surfactants) by mixing and dispersing procedures of various mixers and dispersers. The photocurable composition of the present invention is applied to a substrate by a coating method such as spin coating, slit coating, cast coating, roll coating, and bar coating directly or via other layers to form photohardening. a coating film which is exposed to a predetermined mask pattern for development, and which is exposed to a developer after exposure The unhardened portion' thus forms a pattern film composed of image elements of respective colors (3 or 4 colors), resulting in a color filter. In this case, the radiation used is particularly preferably ultraviolet rays, such as g- Line, h-line, i-line·, and j-line. The color film for liquid crystal display is preferably mainly used for h-line and i-line and exposed by using proximity exposure machine and mirror projection machine. The color filter for the solid-state image sensing device is preferably exposed to light mainly by using an i-line and a stepper exposure machine. The color filter of the present invention is formed on the substrate by using the photocurable composition of the present invention described above (for example). On the glass, and so that the photocurable composition of the present invention is subjected to, for example, slit coating on the substrate directly or via other layers to form a coating film, which is then dried, and sequentially subjected to pattern exposure and development using a developing solution. The manner of the program is properly manufactured. In this way, color filters for liquid crystal displays and solid-state image sensing devices can be manufactured with less difficulty, high quality, and low cost. Examples of the above substrate include alkali-free glass, soda glass, Pyrex (registered trademark) glass, quartz glass, and a transparent conductive film (which is used for a liquid crystal display), and a photoelectric conversion element substrate such as a ruthenium substrate and a plastic substrate ( It is used in solid-state image sensing devices). A black matrix for isolating each image element is generally formed on these substrates, and a transparent resin layer is provided to accelerate adhesion. The plastic sheet preferably has a gas barrier layer and/or an anti-solvent layer on its surface. Further, a pattern film composed of the photocurable composition of the present invention is also formed on a drive substrate (hereinafter referred to as a "TFT type liquid crystal drive substrate") on which a thin film transistor (TFT) of a thin film transistor (TFT) type liquid crystal display is disposed. On 200920795, a color filter can be formed. The reticle used in this case has a pattern for forming an image element and a pattern for forming a perforation or a U-shaped hollow. Examples of the substrate in the TFT type liquid crystal drive substrate include glass 'tantalum, polycarbonate, polyester, aromatic polyamine, polyamidolimine, and polyimine. These substrates may also be subjected to suitable pre-treatments such as chemical treatment of decane coupling agents, electric paddle treatment, ion plating, sputtering, gas phase reaction, and vacuum deposition. Examples thereof include a substrate on which a passivation film (e.g., a tantalum nitride film) is formed on a surface of a TFT type liquid crystal driving substrate, or a driving substrate. The method of applying the photocurable composition of the present invention to a substrate is not particularly limited, and a method using a slit nozzle (hereinafter referred to as a slit nozzle coating method) such as slit and spin method and non-rotation coating is preferred. law. In the slit nozzle coating method, the conditions of the slit and the spin method and the non-rotation coating method differ depending on the size of the substrate to be coated; for example, the fifth generation glass substrate (11 00 mm X2) is applied by the spin coating method. In the case of 50 mm), the light-curable composition is typically discharged from the slit nozzle by 500 to 2000 μl/sec, preferably 800 to 1500 μl/sec, and the coating rate is generally 50 to 300 mm/ Seconds, preferably from 1 2 to 200 mm/sec. The solid content of the photohardenable composition is generally from 1 Torr to 20%, preferably from 13 to 18%. In the case where the coating film is formed on the substrate by the photocurable composition of the present invention, the thickness of the coating film (after the prebaking treatment) is generally 0.3 to 5.0 μm, preferably 0.5 to 4.0 μm, and most Preferably it is from 0.8 to 3.0 microns. The prebaking treatment is usually carried out after the coating is carried out. Vacuum treatment can also be carried out before the previous baking as required. The amount of vacuum applied during vacuum drying is usually from about 0.1 Torr to about 1.0 Torr to 92 to 290,200, and is preferably from about 0.2 Torr to about 0.5 Torr. The prebaking treatment can be carried out for 10 to 300 seconds using a hot plate, an oven or the like at a temperature ranging from 5 Torr to 140 ° C, preferably from 70 ° C to U 0 ° C. Radio frequency processing and the like can be used together with the pre-baking process. Radio frequency processing can also be used independently. In the developing process, 'the uncured portion of the coating layer is dissolved in the developing solution after the exposure is performed' and only the hardened portion remains on the substrate. The developing temperature is usually from 20 ° C to 30 ° C, and the developing time is usually from 20 to 90 seconds. It is possible to use any developer as long as it does not dissolve the hardened portion when the uncured portion of the coating layer formed of the photocurable composition is dissolved. Specifically, it can use various combinations of organic solvents and various alkaline aqueous solutions. The solvent used in the preparation of the pigment dispersion composition or the photocurable composition of the present invention may also be used as an organic solvent for development. Examples of the alkaline aqueous solution include by dissolving a basic compound (for example, sodium hydroxide, potassium hydroxide, sodium carbonate 'sodium hydrogencarbonate, sodium citrate, sodium metasilicate, aqueous ammonia, ethylamine, diethylamine, dimethyl Prepared by ethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, choline, pyrrole, piperidine or 1,8-diazabicyclo-[5.4.0]-7-undecene). The concentration of the alkaline aqueous solution is from 0.01% by mass to 10% by mass, and preferably from 0. 01% by mass to 1% by mass. A suitable amount of, for example, a water-soluble organic solvent (e.g., methanol and ethanol)' surfactant or the like may also be added to the alkaline aqueous solution. Any of the dipping method, the shower method, the spraying method, and the like can be used as the developing method, and the shaking method, the spinning method, the ultrasonic method, or the like can be combined. In order to prevent uniform development without 200920795, the surface to be developed may be wetted with water or the like before contact with the developer. The substrate can also be tilted and developed. Paddle development is also used in the manufacture of color filters for solid-state image sensing devices. Washing is carried out after development to remove excess developer, and then drying is carried out. Then, heat treatment (post-baking) is performed to complete the hardening. Although pure water is usually used for washing, in order to save water, one can use pure water for the final cleaning stage, and this treated pure water is recycled and used in the previous cleaning stage 'combined inclined cleaning substrate and/or The method of ultrasonic irradiation. After washing, drying and drying, it is usually subjected to heat treatment (at about 200 ° C to 25 ° C). This heat treatment (post-baking) can be carried out by continuous or batch heating using a heating device (e.g., a hot plate, a convection oven (circulating hot air oven), a radio frequency heater, etc.) after development to achieve the above conditions. A color filter formed of a hardened layer (colored pattern) of a plurality of colors can be manufactured by repeating the above steps for each color in accordance with the desired number of tones. The application to the color filter is mainly described as the application of the pigment dispersion composition and the photocurable composition of the present invention, which can also be applied to the formation of a black matrix which separates each of the colored image elements constituting the color filter. The above black matrix can be used to expose, develop, and then form a pigment dispersion composition of the present invention using a black pigment such as carbon black and titanium black as a pigment, and then form it by further post-baking to accelerate the film hardening. EXAMPLES The present invention is now more specifically explained by the examples, but the present invention is not limited to the following examples, as long as the principal principles of the invention are not deviated. It should be noted that "parts" means parts by mass unless otherwise stated. I. 9 4 - 200920795 &lt;Synthesis of Random Polymer of the Present Invention&gt; (Synthesis of Monomer G-16) 69 g of methacrylate, 136 g of triethylamine, and I30 ml of tetrahydrofuran were prepared and Water cooled in a 1 liter three-necked flask. A solution of 161 g of camphorsulfonium chloride dissolved in 200 ml of tetrahydrofuran was added dropwise to the solution over 1.5 hours and stirred for 1 hour. After the reaction, the solution was neutralized with 2 mol/liter of diluted hydrochloric acid and extracted twice with ethyl acetate. The oil layer was extracted with a 2 mol/liter aqueous solution of sodium hydroxide. The aqueous layer was ice-cooled, and then hydrochloric acid was added dropwise thereto, followed by crystallization and filtration of the precipitated white crystals and washing in water to give 103 g of the desired compound G-16. 1H-NMR (400 MHz, CDC13) was measured to confirm the compound. δ 0.91 (S, 3Η), 1.08 (S, 3Η), 1.47 (td, 1H), 2.03 (Μ, 4Η), 2.00 (S, 3Η), 2.36 (Μ, 2Η), 3.38 (D, 1Η), 3.93 (D, 1H), 5.65 (D, 1H), 5.92 (D, 1H), 8.65 (bs, 1H) (combination of polymer 1) 27.0 g of BzMA, 126.0 g of MMA, 27.0 g of G-16, and 420.0 g of 1-methoxy-2-propanol was introduced into a three-necked flask substituted with nitrogen, stirred with a stirrer (trade name: THREE-ONE MOTOR' Shinto Scientific Co. Ltd.), and by nitrogen It was heated while being blown into the flask and heated to a temperature of 90 °C. To this was added 1.69 g of 2,2-azozolium (2,4-methylammonium) (trade name: v_65, manufactured by Wako Pure Chemical Industries, Ltd.), and stirred at a temperature of 90 ° C for 2 hour. After 2 hours, 1.69 g of V-6 5 was further added and stirred for 3 hours while heating, and then a 30% solution of the polymer 1 was obtained. The weight average molecular weight of the obtained polymer compound was measured by a gel permeation chromatography (GPC) of 20, 〇〇〇 using polystyrene as a standard reference material. The titanate was 98 mg KOH/g based on the solid content by titration with sodium hydroxide. Polymers 2 to 6 were synthesized in the same manner. (Synthesis of Polymer 7) 21.0 g of a-3, 98.0 g of MMA, 14.0 g of G-18, 7_0 g of MAA, and 420.0 g of 1-methoxy-2-propanol were introduced into a three-necked flask substituted with nitrogen. It was stirred with a stirrer (trade name: THREE-ONE MOTOR, manufactured by Shinto Scientific Co. Ltd.), and heated to a temperature of 90 ° C by heating while blowing nitrogen into the flask. 1.69 g of 2,2-arsenazo (2,4-dimethylvaleronitrile) (trade name: V-65, manufactured by Wako Pure Chemical Industri, Ltd.) was added thereto, and heated at a temperature of 90 °C. Stir for 2 hours. After 2 hours, further 1.69 g of V-6 5 was added and stirred for 3 hours while heating, and then a 30% solution of the polymer 7 was obtained. The weight average molecular weight of the obtained polymer compound was measured by gel permeation chromatography (GPC) to be 15,000 using polystyrene as a standard reference material. The titration of sodium hydroxide was 98 mg KOH/g based on the solid content, and the composition ratio (mass ratio) of the repeating unit was measured by 1 Η - NMR to be a - 3 / Μ MA / G -1 8 / MAA = 1 5 / 7 0 /1 0 / 5. &lt;Synthesis of Graft Polymer of the Present Invention&gt; (Synthesis of Polymer 8) 28.0 g of BzMA, 91.0 g of polymethyl methacrylate having a methacryl fluorenyl group at the terminal (trade name: AA-6, Togresei Chemistry Industry Co., Ltd.), 21.0 g of G-16, 2_9 g of n-dodecyl mercaptan, and 327 g of methoxypropanediol were introduced into a three-necked-9 6 - 200920795 flask replaced with nitrogen to A stirrer (trade name: THREE-ONE MOTOR 'manufactured by Shinto Scientific Co. Ltd.) was stirred, and heated to a temperature of 78 ° C by heating while blowing nitrogen into the flask. 0.8 g of 2,2-arsenazo (2-dimethyl methacrylate) (trade name: V-601, manufactured by Wako Pure Chemical Industries, Ltd.) was added thereto, and heated at a temperature of 78 ° C. Stir for 2 hours. After 2 hours, 0. 8 g of V-6601 was further added and stirred for 3 hours while heating, and then a 30% solution of the polymer 8 was obtained. Using sodium hydroxide titration, the acid hydrate was 98 mg KOH/g based on the solid content. Polymers 9 and 10 were synthesized in the same manner. &lt;Synthesis of a modified polymer of the terminal of the present invention&gt; (Synthesis of the precursor TM-1 of the polymer 11) 7.83 parts of diisopentylitol (3-mercaptopropionate: ^!^) ^!»; manufactured by Sakai Chemical Industry Co., Ltd.), with 4.55 parts of itaconic acid dissolved in 28.90 parts of 1-methoxy-2-propanol and heated to a temperature of 7 ° C under a nitrogen stream. To this was added 4 parts of 2,2'-arsenazo (2,4-dimethylvaleronitrile) (trade name: V-65, manufactured by Wako Pure Chemical Industries, Ltd.) and heated for 3 hours. Further, 0.04 parts of V-65 was added and reacted at 70 ° C for 3 hours under a nitrogen stream. The mixture was cooled to room temperature to obtain a 30% solution of the following thiol compound (TM-1) according to the present invention. 0 HS—ch2—ch2-6—〇-CH2 ο

/CH2—〇-C-CH2—CH2—SH 2 .CH2-0 CH2 Χ0Η2~OC-CHo—CHo—sh V 11^ oo hs-ch2-ch2—co-ch2 HS-CH2-CH2—CO-CHr&quot; II ^ o [TM-1] CH2—0—c—ch2-ch2-sh 〇-97- 200920795 (Synthesis of Polymer 13) 5.03 parts of the above 30% solution of TM-1, 90.0 g of A under nitrogen flow A mixed solution of methyl acrylate, 1 gram of G-16, and 23.3 gram of 1-methoxy-2-propanol was heated to a temperature of 90 °C. 〇7 g of isobutyric acid 2,2'-azobisdimethyl ester (trade name: V-601' Wako Pure Chemical Industries, Ltd.), 26.8 g of 1-methoxy-2-propanol, A mixed solution of 47 g of 1-methoxy-2-propanacetic acid was added dropwise thereto over 2.5 hours while stirring the mixed solution. After completion of the dropwise addition and then reacting at a temperature of 90 ° C for 2.5 hours, 0.23 g of 2,2'-azobisdimethyl isobutyrate and 2-methoxy-2-propyl acetate of 2 g. The mixed solution was poured therein and the reaction was again carried out for 2 hours. 7.5 g of 1-methoxy-2-propanol and 105.0 g of 1-methoxy-2-propyl acetate were added to the reaction solution and cooled to room temperature to obtain a 30% solution of the polymer 11. The polymers 1 2 and 13 were synthesized in the same manner. The obtained polymerized compounds are shown together in Table 1. &lt;Synthesis of Block Polymer&gt; (Synthesis of Polymer 14) 140 g of benzyl methacrylate, 2 g of the following compound (45), and degassed solution of 100.0 g of cyclohexanone at 8 ° C The temperature was stirred for 2 hours' and then heated at a temperature of 120 ° C for 0.5 hours to obtain a polymer of Mn = 6 5 00. 20 g of methacrylic acid was injected thereinto to heat the degassed solution at a temperature of 120 ° C for 1 hour to obtain a polymer of Mn = 7200. 40 g of G -1 6 was further added to heat the degassing solution at a temperature of 丨 2 〇 ° C for 1 hour. After the reaction is completed, the solution is 3 9 2 · 0 g of acetic acid 1-methoxy-2-propanoid-98-200920795

The measurement by the transmission chromatography (GPC) was 8,000. The composition ratio (mass ratio) of 1Η-NVIR measured _乐μ码一七彻” quantity repeating single 为 is 70/ 1 0/20. Compound (45)

Ph '^―

Polymer 15 was synthesized in the same manner on H. (Synthesis of hydrazine-3) 160.0 g of ε-caprolactone and 18.3 g of 2-ethyl-1-hexanol were introduced into a 500 ml three-necked flask, and stirred and dissolved while blowing nitrogen therein. 0.1 g of oxidized monobutyltin was added thereto and heated to a temperature of 100 °C. The gas was confirmed by gas chromatography to disappear within 8 hours, and the solution was cooled to a temperature of 8 °C. 0.1 g of 2,6-di-tert-butyl-4-methylphenol was added, followed by the addition of 22.2 g of 2-methylpropenyloxyethyl isocyanate. It was confirmed by H-N MR that the starting material disappeared within 5 hours, and the solution was cooled to room temperature to obtain a solid state of 200 g (A-3). The product was confirmed to be (A-3) by H-NMR, IR and mass spectrometry. (Synthesis of Polymer 16) 28.0 g of M-1, 78.8 g or more of synthetic A-3, 21-gram of methacrylic acid, 4.2 g of n-dodecyl mercaptan, and 327 g of methoxypropanediol were introduced. In a nitrogen-substituted three-necked flask, a stirrer (trade name: THREE-ONE MOTOR, manufactured by Shinto Scientific Co., Ltd.) was stirred by a 99-200920795 and heated by heating while blowing nitrogen into the flask. 7 5 t: The temperature. 1.0 g of 2,2-arsenazo (2-dimethyl methacrylate) (trade name: V-601 'Wak〇 Pure Chemical Industries, Ltd.) was added thereto, and at a temperature of 75 ° C. Stir for 2 hours while heating. Then, i-gram V-601 was further added and stirred for 2 hours while heating, and then heated to a temperature of 9 Torr and stirred for 2 hours while heating to obtain a 30% solution of the polymer 4. The weight average molecular weight of the obtained polymer compound was measured by gel permeation chromatography (GPC) to be 23,000 using polystyrene as a standard reference material. The titration of sodium hydroxide was 117 mg KOH/g in terms of solid content, and the composition ratio (mass ratio) of the repeating unit was measured by j-NMR to be 1 0 / 6 5 /15. The polymer 17 was synthesized in the same manner. [Table 1] Composition ratio of polymer polymer Weight average molecular weight Acid 値 1 BzMA 15 MMA70 G-16 15 20,000 98 2 BzMA 18 MMA79 G-16 3 19,000 31 3 BzMA 18 MMA77 G-16 5 21,000 42 4 CHMA 15 MMA65 G-21 20 5,000 126 5 BzMA 60 Gl 40 20,000 126 6 a-21 15 MMA70 G-18 15 21,000 98 7 a-3 15 MMA70 G-18 10 MAA5 15,000 98 8 a-1 20 AA-6 65 G-13 15 20,000 98 9 MMA30 AA-6 50 G-18 20 23,000 126 10 DMAEMA 5 AA-6 80 G-16 15 20,000 70 11 MMA90 G-16 10 18,000 100 12 MMA80 MAA5 Gl 15 18,000 100 13 Gl 100 15,000 120 14 BzMA 70 MMA20 G-16 10 8,000 65 15 BzMA 50 G-21 50 9,000 120 16 Ml 10 A-3 60 MMA 15 Gl 15 23,000 98 17 Ml 10 AA-6 60 MM A 15 Gl 15 25,000 98 The following description is used for the example, Comparative examples and compounds of Table 1 are abbreviated. -100- 200920795 MAA: MMA methacrylate: Methyl methacrylate BzMA: benzyl methacrylate _ CHMA: cyclohexyl methacrylate DMAEMA: 2-dimethylaminoethyl methacrylate A A- 6 : — Terminal terminal methyl methacrylate deuterated polymethyl methacrylate oligomer (Mn = 6000 ' manufactured by Toagosei Chemical Industry Co., Ltd.) Ml, Gl, G-13, G-16, G-18, and G- 21 is a compound which is not described in the specification, and G1, G-13, G-16, and R3 of G-18 represent a methyl group. &lt;Preparation of processed pigment&gt; 50 g of CI Pigment Green 36, 500 g of sodium chloride, 25 g of the polymer of the present invention or a comparatively experimental polymer compound described in Table 2, and 100 g of diethylene glycol It was placed in a stainless steel i gallon kneader (manufactured by Inoue Mfg., Inc.), and kneaded for 9 hours. Next, the mixture was poured into about 3 liters of water, stirred by a high speed mixer for about 1 hour, then filtered and washed with water to remove sodium chloride and solvent therefrom, and dried to obtain a processed pigment coated with a polymer compound. When a polymeric compound is not used in the processed pigment procedure, the same experiment is carried out but the polymer compound solution of the above formulation is not used. &lt;Preparation of Pigment Dispersion Composition&gt; A pigment-containing mixed solution was prepared by mixing and stirring the components of the following composition (1) at a number of revolutions of 3,0 〇 rpm for 3 hours using a homogenizer. [Composition (1)] 200920795 • Processed pigment 9 5 parts • Pigment derivative A [46] 5 parts. Dispersant described in Table 2 (100% solution of 1-methoxy-2-propyl acetate) The amount described in Table 2: 750 parts of 1-methoxy-2-propyl acetate. The mixed solution obtained above was further accepted by a pellet disperser "DISPERMAT" (manufactured by Getzmann) using 0.3 mm φ chrome oxide pellets. Dispersion treatment was carried out for 6 hours' and then using a high-pressure disperser equipped with a pressure-reducing mechanism "NAN 0-3000-10" (manufactured by Japan BEE Co. Ltd.) at a pressure of 2000 kg / cm 3 at 500 g / min. The flow rate is further subjected to dispersion treatment. This dispersion treatment was repeated 10 times to obtain a pigment dispersion composition. &lt;Evaluation of Pigment Dispersion Composition&gt; The following evaluation was carried out on the obtained pigment dispersion composition. The results are shown in Table 2. (1) Measurement and evaluation of viscosity The viscosity of the pigment dispersion composition after dispersion was measured using an E-type viscometer, and the pigment dispersion composition of the pigment dispersion composition after dispersion for one week (at room temperature) Viscosity η 2 to assess the degree of thickening. Here, the low viscosity means that the viscosity due to the dispersant is increased, and the favorable dispersibility and dispersion stability are provided. (2) Measurement and evaluation of comparison The obtained pigment dispersion composition was coated on a glass substrate to produce a sample ', so that the thickness of the coating film after drying became 1 μm. The sample was placed between two polarizing plates to measure the parallel brightness of the polarizing plate and the orthogonality of the polarizing plate using the "ΒΜ-5" manufactured by Topcon Corp., and then according to the contrast = the brightness of the parallel plate of the light plate / Polarization calculation of the polarizer orthogonal. Here, high contrast indicates that the pigment is uniformly dispersed in a highly micronized state. [Table 2] Polymeric compound for treating pigments Polymeric compound for dispersion treatment Initial viscosity (mPa-s) Viscosity over time (mPa*s) Comparative use amount in Composition 1 Example 1 Μ ·/», , Polymer 1 100 25 30 5000 Example 2 Μ w Polymer 2 100 25 30 5000 Example 3 赃 / » \N Polymer 3 200 25 30 5000 Example 4 ini. Polymer 4 100 25 30 5000 Example 5 Dirty Polymer 5 200 25 30 5000 Example 6 Dirty J 4 SN Polymer 6 100 25 30 5000 Example 7 MV », Polymer 7 150 25 30 5000 Example 8 ifra: m Polymer 8 150 20 25 6000 Example 9 Μ N, Polymer 9 200 23 28 5500 Example 10 /frrf- m Polymer 11 200 15 20 7000 Example 11 ifnt. Polymer 12 200 15 20 7000 Example 12 赃/Μ NN Polymer 13/D-1 100/100 15 20 6500 Example 13 Sister J \ \\ Polymer 14 150 20 25 6000 Example 14 No polymer 15 150 20 25 6000 Example 15 Polymer 1 Polymer 8 90 20 22 7000 Example 16 Polymer 6 Polymer 6 80 25 27 6000 Example π P-1 Polymer 11 100 15 17 8000 Example 18 P-2 Polymer 7 80 20 22 7000 Example 19 Polymer 6 D -1 80 25 27 6000 Example 20 P-1 Polymer 16 90 14 15 8000 Example 21 P-2 Polymer Π 90 20 22 6000 Comparative Example 1 M D-1 100 50 100 2000 Comparative Example 2 钲j\\\ D -2 200 50 100 2000 Comparative Example 3 P-1 D-1 800 40 80 3000 Comparative Example 4 P-2 D-2 100 40 80 3000 The abbreviations for the compounds of Table 2 are described below. -103- 200920795 Ρ-l: Methyl methacrylate/methacrylic acid = 85/15 mass. /. Copolymer, weight average molecular weight: 20000' strontium: 98 mg KOH / gram P-2: hydrogenated rosin ester (trade name: ESTER GUM HP 'Arakawa Chemical Industries, Ltd.) Dl: &amp; -1 / into eight -6/:^[八八=20/65/15% by mass of copolymer, weight average molecular weight: 23000, acid hydrazine: 100 mg KOH/g D-2: trade name: SOL-SPERSE 24000,,,Lubrizol The production of the polymer compound of the present invention found in the processing procedure of the pigment, the dispersing procedure or both, the pigment dispersion composition is improved in the preservation power and a pigment dispersion composition which is comparatively difficult to precipitate can be obtained. Preparation of Photocurable Composition&gt; The following color-light-curable composition was prepared using the obtained pigment dispersion composition. • The pigment fluid dispersion described in Table 3 was 2 00 parts. Diisopentaerythritol hexaacrylate ( Photopolymerizable compound) 90 parts • 4-[o-bromo-p-indole, indole-bis(ethoxycarbonyl)aminophenyl]-2,6-di(trichloromethyl)-s-triterpene ( Photopolymerization initiator) 30 parts • benzyl methacrylate/methacrylic acid (=7 5/2 5 [mass ratio]) Copolymer (weight average molecular weight: 1 〇, 〇〇〇) propylene glycol monomethyl ether acetate solution (solid content 30%) (alkali soluble resin) 300 parts. 1-methoxy-2-propyl acetate (Solvent) 3 90 parts &lt;Preparation of color filter using coloring photosensitive composition&gt; The obtained coloring photosensitive composition (color photoresist liquid) was coated on 1 〇0 -1 0 4 - 200920795 mm x 100 mm glass Substrate (trade name: 1737, top, and dried in an oven at 90 °C for 6 sec seconds (pre-baking: all surfaces are exposed at 200 mJ/cm 2 (20 m: deg)) and applied after exposure The cloth film was coated with a base, manufactured by Fuji Electronic Materials Co., Ltd., and left to stand for 60 seconds. After standing, the pure water solution was sprayed. Then, the oven which had been subjected to exposure and development as described above was subjected to heat treatment. 1 hour (post-baking), and a coloring pattern (colored resin film) for color filters, and a substrate (color filter). Here, in Examples 20, 21, and Comparative Example 5, X値 became a film thickness of 0.650, and coating was carried out, 2 3 and Comparative Example 6 to make it as a color density. The film thickness of the number is applied. <Evaluation of Color Filter> The following Table 3 is applied to the manufactured color filter in the following manner: (1) Comparison: The same as the evaluation of the pigment fluid dispersion (2) The developing residue was observed by an optical microscope to observe the residual state of the substrate in the glass portion after development. The absence of A ' in the unexposed portion will confirm that very little residue is in the unexposed portion and the state is regarded as B ' and will be clearly regarded as C in the unexposed portion.

Made by Corning). Then, the coating film ί /cm 2 of the bright liquid "CD Κ - 1" (L 1 % aqueous solution is sprayed to remove the developed coating film to form a colored filter on a 220 ° C glass substrate to obtain a color density. At the same time, in Example 22, y値 becomes 〇. 6 5 〇 evaluation. The result is shown in the state where the method glass substrate is not exposed in the residue, and the state of the residue is confirmed to be practically problem-free -105-200920795 (3) Surface smoothness seam The evaluation of the coating force was carried out using a slit coating device having a seam having a slit width of 100 μm and an effective width of 500 mm. Ten glass substrates were coated by a general method (width 550 mm, length 65 mm, And thick 〇·7 mm) after the above-mentioned seam head was allowed to stand in the air for 5 minutes and subjected to strong air drying. After standing, it was subjected to trial dispersion on 10 glass substrates for 3 seconds and intermittently applied. The gap between the slit and the glass substrate was such that the thickness of the coated film after post-baking became 2 μm, and the curable composition was applied at a coating speed of 100 mm/sec. After coating and then heating the plate at 90° (: After the temperature is baked for 60 seconds, 'use The sodium source visually calculated the amount of surface irregularities on the coated surface, and was evaluated by the following criteria and is shown in Table 3. - Evaluation Criteria - A: No peeling surface irregularity on the coated surface B: 1 to 5 observed Irregular surface irregularities C: 6 or more exfoliated surface irregularities were observed [Table 3] Example Treated pigments for dispersing polymer evaluation Pigment pigment derivatives for treated pigments compared to developed residue surface smooth Sexual Example 22 PR254 A Polymer-free 9 5500 AA Example 23 PR254 A P-1 Polymer 8 7000 AA Example 24 PR254 B P-1 Polymer 16 7000 AA Comparative Example 5 PR254 A P-1 D-1 3000 cc Example 25 PG36 A P-1 uses polymer 8 and polymer together in a mass ratio of 3/7. 12 7500 AA Example 26 PG36 B No polymer 10 6000 AA Comparative Example 6 PG36 A No D-1 2000 C c -106- 200920795 In Table 3, PR254 and PG36 each represent c丄Pigment Red 254 and Pigment Green 36. P-1 and D-1 are each the same as in Table 2. The polymer is a compound shown in Table 1. The pigment derivative is described below.

Pigment derivative-A

Pigment Derivatives - B HO 91

Ci-/~V-ci

Cl Cl It can be found from Table 3 that the use of the polymer compound of the present invention in a pigment processing procedure or a dispersion procedure can provide a color filter having high contrast, little development residue, and excellent surface smoothness. Next, an example of preparation of a colored photocurable composition for forming a color light-receiving sheet for a solid-state image sensing device will be described. -107- 200920795 - Preparation of Photoresist - Prepare a photoresist solution by mixing and dissolving the components of the following compositions. Propylene glycol monomethyl ether acetate 19.20 parts • benzyl methacrylate / methacrylic acid / 2, hydroxyethyl methacrylate (mass ratio = 6 0 / 2 2 / 18) 40% propylene glycol monomethyl ether Acetate solution 3 0.5 1 part • Diisopentaerythritol hexaacrylate 12.20 parts • Polymerization inhibitor (p-methoxyphenol) 0.0 0 6 1 part • Fluorosurfactant 0 · 8 3 parts (trade name: F -475 'Manufactured by Dainippon Ink and Chemicals, Inc.) .TAZ-1 07 (tetrahalomethyl tri-grain type photopolymerization initiator, manufactured by Midori Kagaku Co., Ltd.) 0.586 parts - below coating for the production of tantalum wafers - use The oven heats the 6-inch wafer at a temperature of 200 °C for 3 〇 minutes. Then, the colored photocurable composition is coated on the tantalum wafer so that the dried film thickness becomes 1.5 μm, and further dried by heating in an oven at 220° C. for 1 hour to form an undercoat layer, and the undercoat layer is obtained. Coated wafer substrate after coating. - Preparation of pigment fluid dispersion - • CI pigment green 36 (average particle size 30 nm) as a pigment 95 parts • Dispersant as described in Table 4 (solid content concentration 30%) 35.5 parts • Propylene glycol monomethyl ether Acetate (solvent) 801 parts of the above composition was mixed, and further mixed and dispersed by a ball mill for 15 hours to prepare a pigment fluid dispersion. - Preparation of Photocurable Composition (Coating Liquid) - 10 8-200920795 A solution of the photocurable composition was prepared by stirring and mixing the following components of the pigment fluid dispersion obtained above. • 6 parts of the above pigment fluid dispersion • IRGACURE 907 (Acetophenone type photopolymerization initiator manufactured by Ciba Specialty Chemicals) 5 parts • Diisopentaerythritol hexaacrylate (photopolymerizable compound) 15 parts * Propylene glycol one Ether acetate (solvent) 280 parts - Color filter prepared by photocurable composition and evaluation - The photocurable composition prepared as described above was applied to the undercoat layer obtained above. On the undercoat layer of the wafer, the dried film thickness of the coating film (colored layer) was changed to 0.7 μm. The coated film was then subjected to heat treatment for 120 seconds (pre-baking) using a 1 °C heating plate. Then use the i-line stepper exposure device "FPA-3 000i5 +" (manufactured by Canon Inc.) at an island-type pattern mask (pattern 1.5 m square) at a wavelength of 305 nm to 50 to 1200 mJ/cm 2 Various exposures in the range expose the coating film. Then, the chopped wafer substrate on which the exposed coating film was formed was placed on a horizontal turntable of a rotary spray developing machine (trade name: DW-30, manufactured by CHEMITRONICS CO., LTD.), and "CD-2000" (FUJIFILM) was used. Electronic Materials Co., Ltd.) was subjected to paddle development at a temperature of 23 ° C for 60 seconds to form a colored pattern on the sand wafer. The liquid wafer forming the colored pattern is fixed on the horizontal turntable by the vacuum gripping system'. By rotating the sand wafer at a rotation speed of 50 r_p_m• with the rotating device, the pure water spray is supplied from the outlet nozzle above the rotating center. A washing process is carried out, and then the crucible wafer is spray dried. 200920795 The storage stability of the photocurable composition solution (coating liquid) prepared above and the developing power of the photocurable composition layer formed on the glass substrate using the photocurable composition were evaluated. The evaluation results are shown in Table 4. &lt;Developing power&gt; The residue of the unexposed area (unexposed portion) was confirmed by optical microscopy and SEM photographing after post-baking to evaluate the developing power in accordance with the following evaluation criteria. - Evaluation Criteria - A: It was confirmed that there was no residue in the unexposed portion: B was confirmed to have little residue in the unexposed portion and practically no problem C: Remarkably confirming the residue in the unexposed portion &lt;dispersion force&gt; Using E - The viscosity of the obtained pigment dispersion composition was measured by the viscosity of the pigment dispersion composition immediately after dispersion, and the viscosity of the pigment dispersion composition at room temperature for one week after dispersion to evaluate the degree of thickening. The low viscosity means that the viscosity due to the dispersant is increased, and the favorable dispersing power and dispersion stability are provided. [Table 4] Dispersant developing power initial viscosity (mPa-s) viscosity over time (mPa's) Example 28 Polymer 1 A 30 50 Example 29 Polymer 6 A 25 50 Example 3 〇 Polymer 9 A 30 60 Example 31 Polymer 11 A 20 30 Example 32 Polymer 16 A 20 25 Comparative Example 8 D-1 c 80 Colloidal Comparative Example 9 D-2 c 80 Colloidal 200920795 In Table 4, D-1 and D-2 are related to the table The same in 2 . The polymers are the compounds shown in Table 1. As is apparent from the application of the solid-state image sensing device in Table 4, the pigment dispersion composition of the present invention has an advantageous dispersion stability and the photocurable composition has an advantageous developing power. The present invention provides a pigment dispersion composition having high pigment dispersion power and dispersion stability, and favorable color characteristics, even when containing a high concentration of pigment. The invention can also provide a photocurable composition with excellent developing power and smoothness of the surface of the pixel, which can obtain high contrast when forming a color filter; a color filter with favorable color characteristics and high contrast And a liquid crystal display and solid-state image sensing device using a color filter. That is, the present invention can provide the following items &lt;1&gt; to &lt;9&gt;. &lt;1&gt; A pigment dispersion composition containing a polymer compound (A) containing one or more partial structures selected from the following formula (1) or (2) and having a weight average molecular weight of 1,000 to 1,000,000, And pigment (B). Formula (1) V - Q 1 - Q 2 - Z - wherein in the formula (1), Q1 represents -(C = 〇)- or -S02, Q2 represents -NH- or -CHR8, and Z represents - (C = 0 )_R9 or - S〇2-R9-. R8 represents a hydrogen atom, a halogen atom, a cyano group or an alkyl group, and R9 represents an alkylene group, a cycloalkylene group or an extended aryl group. R8 and R9 may be bonded to each other via a bonding group. (2) -111- 200920795

-Rf-OH wherein, in the formula (2), Rf represents an alkylene group substituted with at least one fluorine atom. &lt;2 &gt;. A pigment dispersion composition according to the item &lt;;!&gt;, wherein the formula (丨) is -(〇〇)-CHR8-(〇〇)-R7-. In the formula, R8 represents the same as in the formula (1), and R7 represents an alkylene group, a cycloalkylene group and an extended aryl group. &lt; 3 &gt; The pigment dispersion composition according to the item <1> or <2>, wherein the polymer compound (A) is one containing 5 to 100% by mass, and one or more selected from the group consisting of And a polymeric compound of a repeating unit of a partial structure of (2). The pigment dispersion composition according to any one of the items <1> to <3>, wherein the acid oxime of the polymer compound (A) is from 30 to 300 mg KOΗ/g. The pigment dispersion composition according to any one of the items <1> to <4>, wherein the polymer compound (Α) is a compound containing polycaprolactone as a graft chain. &lt;6&gt;. A photocurable composition containing the pigment dispersion composition according to any one of items <1> to <5>, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator . &lt;7&gt;_ A color filter comprising the photohardenable composition used in accordance with item &lt;6&gt;. &lt;8&gt;. A liquid crystal display using a color filter according to item &lt;7&gt;. &lt;9&gt; A solid-state image sensing device using the color filter according to item &lt;7&gt;. The description of the specific embodiments of the present invention has been provided for the purposes of illustration and description. It is not intended to be exhaustive or to limit the invention to the precise form disclosed. It will be apparent that many modifications and variations will be apparent to those skilled in the art. The detailed description of the present invention is intended to be illustrative of the preferred embodiments of the invention All publications, patent applications, and technical standards referred to in this specification are hereby incorporated by reference in their entirety to the extent that the particular disclosures Many variations are possible in the details of the preferred embodiments of the invention described above, which are readily apparent to those skilled in the art. It is intended that the scope of the invention be defined by the scope of the following claims. [Simple description of the diagram] None. [Main component symbol description] Αττ No 0 -113-

Claims (1)

200920795 X. Patent application scope: 1 _ A pigment dispersion composition containing at least one polymer compound selected from the following formulas (1) and (2) and having a weight average molecular weight of 1, 〇〇〇 to 100,000 (A), and pigment (B); Formula (1) -Q1-Q2-Z- wherein, in the formula (1), Q1 represents -(C = 0)- or -S02; Q2 represents -NH- or -CHR8; Z represents -(C = 0)-R9 or -S02-R9-; R8 represents a hydrogen atom, a halogen atom, a cyano group, or an alkyl group; R9 represents an alkylene group, a cycloalkyl group or an extended aryl group; and R8 and R9 may be bonded to each other via a bonding group; wherein (2) - Rf-OH, wherein in the formula (2), Rf represents an alkylene group 2 substituted with at least one fluorine atom. The pigment of the first aspect of the patent application a dispersion composition wherein (1) is -(C = 0)-CHR8-(C = 0)-R7-, wherein R8 is the same as formula (1) ' and R7 represents an alkylene group, a cycloalkyl group and Yan Fangji. 3. The pigment dispersion composition of claim 1, wherein the polymer compound (A) is a mass of 5 to 100. /. A polymeric compound containing one or more repeating units selected from the partial structures of formulas (1) and (2). 4. The pigment dispersion composition of claim 1, wherein the acid salt of the polymer compound (A) is 30 to 3 mg κ 〇Η / gram. 5. The pigment dispersion composition of claim 2, wherein the acid sulfonate of the polymerized '114-200920795 compound (A) is 30 to 300 mg KOH / gram. The pigment dispersion composition of claim 1, wherein the polymer compound (A) comprises polycaprolactone as a graft chain. 7. The pigment dispersion composition of claim 2, wherein the polymer compound (A) comprises polycaprolactone as a graft chain. A photocurable composition comprising the pigment dispersion composition according to any one of claims 1 to 7, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator. A color filter using the photohardenable composition of claim 8 of the patent application. 1 〇 A liquid crystal display using a color filter as in claim 9 of the patent application. A solid-state image sensing device using a color filter as in claim 9 of the patent application. -115- 200920795 VII. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: No. 0. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: No 0 -4