TW201027243A - Colored composition, color filter and color liquid crystal display element - Google Patents

Abstract

The present invention provides a colored composition which is capable of forming a pixel having high contrast ratio and has excellent preserving satability. The colored composition comprises (A) colorant, (B) dispersant, c binder resin and (D) multi-fuctional monomer, in which the (B)dispersant contains a blocking copolymer containing an A block which has tertiary ammonium group and amino group on a side chain and a B block which does not have tertiary ammonium group and amino group on a side chain.

Description

201027243 VI. Description of the Invention: «Technical Field of the Invention The present invention relates to a coloring composition, a color filter, and a color liquid crystal display element, and more particularly, to a transmissive or reflective type. A coloring composition used for forming a coloring layer useful for a color filter in a color liquid crystal display device, a color image sensor device, an organic EL display device, or an electronic paper, and having a coloring layer formed using the coloring composition A color filter, and a color liquid crystal display © element having the color filter. [Prior Art] As a method of forming a color filter using a colored radiation-sensitive composition, it is known to form a coating film of a colored radiation-sensitive composition on a substrate or a substrate on which a light-shielding layer having a desired pattern is formed in advance. A method of irradiating radiation (hereinafter referred to as "exposure") by a mask having a predetermined pattern, developing and dissolving the unexposed portion, and then performing post-baking to obtain pixels of each color (Patent Document 1) Patent Document 2). Further, a method of obtaining a pixel of each color by an inkjet method using a colored resin composition is known (Patent Document 3). For a liquid crystal display element having such a color filter, high contrast is required. Therefore, the pigment contained in the coloring composition tends to be increasingly micronized. It is known that it is effective to use a dispersing agent in order to stably disperse the finely divided pigment. Patent Document 3 and Patent Document 4, in order to improve the dispersion stability of the pigment. It is proposed to use a dispersant comprising a block having a quaternary ammonium salt group and a block having no quaternary ammonium salt group. With the above dispersant, 201027243* is also difficult to achieve the high contrast requirement in recent years. That is, if the micronized pigment is to be stably dispersed, it is necessary to use a large amount of dispersant, and as a result, it is difficult to develop by an alkali developer. When the amount of the agent is used, there is a problem that a sufficient contrast ratio cannot be obtained or the storage stability of the colored composition is deteriorated. From the above background, development of a pixel having a high contrast ratio (contrast ratio) and stability of storage are strongly demanded. [Patent Document 1] Japanese Laid-Open Patent Publication No. Hei 3- No. Hei. No. Hei. No. Hei. [Problem to be Solved by the Invention] It is an object of the present invention to provide a painting which can form a high contrast ratio. A colored composition which is excellent in storage stability. Further, an object of the present invention is to provide a coloring composition comprising the above A color filter of a colored layer and a color liquid crystal display element having the color filter. In view of the above circumstances, the inventors conducted intensive studies and found that by using a dispersant of a specific structure, The present invention has been made to solve the above problems. That is, the present invention provides a coloring composition comprising (A) a colorant, a 4 - IS] 201027243 v (B) dispersant, (C) a binder resin, and (D) a coloring composition of a polyfunctional monomer, which comprises a repeating unit represented by the following formula (1), a repeating unit represented by the following formula (2), and the following formula (3). A copolymer of the repeating unit shown (hereinafter sometimes referred to as "specific dispersant").

(1) In the formula (1), R1 to R3 each independently represent a hydrogen atom or a chain or cyclic hydrocarbon group which may have a substituent, and two or more of R1 to R3 may be bonded to each other to form a cyclic structure. R4 represents a hydrogen atom or a methyl group, X represents a divalent linking group, and Y represents a pair of anions.) ❹

(In the formula (2), R5 and R6 each independently represent a hydrogen atom or a chain or cyclic hydrocarbon group which may have a substituent, and R5 and R6 may be bonded to each other to form a [S] 201027243 thiol group.) . R7 represents a hydrogen atom or a methyl group, and Z represents a divalent linkage.

(In the formula (3), R8 represents a chain or a group which may have a substituent, an aryl group which may have a substituent, or R9 which may have a substituent represents a hydrogen atom or a methyl group.) Further, the present invention provides a use The color filter constituting the color layer of the composition and the color element having the color filter. Here, the "colored layer" refers to a pixel, a black matrix, or the like in a color filter. Further, the present invention provides a colorant containing a colorant and the above dispersant colorant. The colored composition of the present invention can also be excellent in the storage stability of a high contrast ratio. Further, the color filter of the present invention is extremely excellent in, for example, a transmissive or color liquid crystal display device, a color image sensor device, a color sensing sensoi, an organic EL display device, an electronic paper, or the like. The present invention will be described in detail below. Coloring Compositions The constituents of the coloring composition of the present invention are - (A) a coloring agent - a cyclic alkane aralkyl group, and a liquid crystal display color and a solvent are formed. (A) The coloring agent (A) in the present invention is not particularly limited as long as it has coloring properties, and may be appropriately selected depending on the use of a color filter or the like. Specifically, as the coloring agent, any one of a pigment, a dye, and a natural coloring matter can be used. However, since the color filter requires heat resistance, an organic pigment or an inorganic pigment is preferable. As the organic pigment, for example, Color Index (CI; The Society 出版fDyers and Colourists, Inc.) is classified as a pigment compound 'specifically, The following pigments with the Color Index (C.I_) © name are given. C·1. Pigment Yellow 12, CI Pigment Yellow 13, CI Pigment Yellow 14, C·1·Pig Yellow 17, CI Pigment Yellow 20, CI Pigment Yellow 24, C.I_ Pigment Yellow 31, CI Pigment Yellow 55, CI Pigment Yellow 83, CI Pigment Yellow 93, cI·Pigment Yellow i〇9, CI Pigment Yellow ll〇, CI Pigment Yellow 138, C.I_ Pigment Yellow i39, C.I_Pigment Yellow 150, CI Pigment Yellow 153, CI Pigment Yellow 154, CI Pigment Yellow 155, CI Pigment Yellow 166, CI Pigment Yellow 168, CI Pigment Yellow 180, CI Yan® Yellow 211, C ·1. Pigment Orange 5, CI Pigment Orange 13, CI·Pigment Orange 14, CI Pigment Orange 24'cj. Pigment Orange 34, cI Pigment Orange 36, CI Pigment Orange 38, CI Pigment Orange 40, CI Pigment Orange 43, CI Pigment Orange 46, CI Pigment Orange 49, CI Pigment Orange 61, CI Pigment Orange 64, CI Pigment Orange 68, CI Pigment Orange 70, CI Pigment Orange 71 'C·1·Pigment Orange 72, CI Pigment Orange 73, CI Pigment Orange 74 ' C·1·Pigment red l'CI pigment red 2, CI pigment red 5, cl 201027243

Pigment Red 1 7 , τ . Pigment Red CI 31, CI Pigment Red Red 41, C τ Pigment Red, I. 122 ' CI Pigment Red Red 144 ' CI Pigment Red 149, CI Pigment Red Red 168 ' CI Pigment Red 170, CI Pigment Red Red 175, CI· Pigment Red 176 ' CI Pigment Red Red 178, CI Pigment Red 179, CI Pigment Red Red 185 ' CI Pigment Red 187' CI Pigment Red Red 206 ' CI Pigment Red 207 , CI Pigment Red Red 214, CI Pigment Red 220 > CI Pigment Red Red 224 ' CI Pigment Red 242 > CI Pigment Red Red 254 ' CI Pigment Red 255, CI Pigment Red Red 264 ' CI Pigment Red 272 , C·1·赣料紫1, CI Pigment Violet 19, c CI Pigment Violet 29 Pigment Violet 38, CI Pigment Violet 32, CI Yan❹ e·1· _Material Blue 15:4, c·1. _ 80, 1 5, C.1·辕料蓝15:3 15:6, C·1. Pigment Blue 6〇C.1. Class Green 7, C·1. Pigment Green 36, c丄C·1· _ material brown 23, CL pigment brown 25, C.1. _ black i, CL pigment black 7. In the present invention, the organic pigment can also be recrystallized by a solvent washing method, a sublimation method, a vacuum heating method or the like, 32, CI Yan 123, CI Yan 1 66, c, l. Yan 171, CI Yan 177, CI Yan 180, CI·Yan 202, CI Yan 2〇9, CI Yan 221 'CI·Yan 243, CI Yan 262, CI Yan Pigment Violet 23, Violet 36, cl 'CI·Pigment Blue, CI Pigment Blue Pigment Green 5 8 , &, reprecipitation method, combined purification, 201027243 • In addition, as the above inorganic pigment, for example, titanium oxide, barium sulfate, calcium carbonate, zinc white, lead sulfate, chrome yellow, zinc yellow, iron oxide red (red iron oxide (III)), cadmium red, ultramarine blue, Prussian blue, chrome oxide green, cobalt green, brown earth, titanium black, synthetic iron black, carbon black and the like. These colorants can be used by modifying the surface of the particles with a polymer as needed. For example, a polymer described in Japanese Laid-Open Patent Publication No. Hei 8-259876, or a commercially available polymer or oligomer for pigment dispersion can be used. For the method of coating the surface of the carbon black, for example, the method described in JP-A-H09-71733, JP-A-H09-95625, JP-A-H09-196749, and the like can be used. These coloring agents may be used singly or in combination of two or more. When the coloring composition of the present invention is used for forming a pixel, since the pixel requires high-definition color development, as the coloring agent (A), a coloring agent having high color rendering property is preferable, and it is preferable to use organic pigment. On the other hand, when the colored composition of the present invention is used to form a black matrix ^, since the black matrix requires light blocking property, as the (A) coloring agent, an organic pigment or carbon black is preferably used. The above-mentioned CI Pigment Yellow 150 is an organic pigment represented by the following formula, as disclosed in Japanese Laid-Open Patent Publication No. Hei 9-269410, Japanese Patent Application Laid-Open No. Hei No. Hei No. Hei No. Hei No. Hei. A coloring agent (lightness) of a coloring agent is known. 201027243

Further, in JP-A-2001-354869, as a pigment for color filters for improving the transparency and color purity of CI Pigment Yellow 150, a host represented by the following formula (I) or a mutual mutation thereof is disclosed. The main body of the structure and the clathrate compound of the guest represented by the following formula (II) (hereinafter sometimes referred to as a specific pigment).

(In the formula (II), Ra to R° independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may be substituted by a hydroxyl group.) However, the above specific pigment is dispersed with high contrast and stably An example of satisfying the demand for high contrast of liquid crystal display elements in recent years has not been reported. In the present invention, when a specific pigment is used as the colorant, it is possible to form 10-[S3 201027243 • a pixel having a particularly high contrast ratio, and the coloring composition of the present invention containing a specific pigment is excellent in storage stability. In the case of 〜), it is preferable that at least one of them is a hydrogen atom, and it is preferable that all of Ra to Re are hydrogen atoms, that is, the guest represented by the above formula (II) is melamine. The specific pigments may be used singly or in combination of two or more. When a specific pigment is used as the colorant in the present invention, the coloring composition for forming a red pixel is preferably a coloring agent (A) containing a specific anthraquinone pigment and containing a color selected from CI Pigment Red 177 and CI. At least one of Pigment Red 2 54 . In this case, the content ratio of the specific pigment in all the colorants is preferably from 1 to 30% by mass, and more preferably from 2 to 25% by mass. Among all the colorants, the content ratio of at least one selected from the group consisting of C.I. Pigment Red 177 and C.I. Pigment Red 254 is preferably from 50 to 99% by mass, more preferably from 60 to 98% by weight. Further, in the coloring composition for forming a green pixel, as the (A) coloring agent, it is preferable to contain at least a specific pigment, and at least one selected from the group consisting of CI Pigment Green® 7, CI Pigment Green 36, and CI Pigment Green 58 1 species. In this case, the content ratio of the specific pigment in all the colorants is preferably from 1 to 80% by mass, and more preferably from 2 to 70% by mass. Among all the colorants, the content ratio of at least one selected from the group consisting of C.I. Pigment Green 7, C.I. Pigment Green 36 and C.I. Pigment Green 58 is preferably 20 to 99% by mass, and more preferably 30 to 98% by mass. Further, in the coloring composition for forming a black matrix, as the (A) coloring agent, it is preferable to contain a specific pigment while containing a coloring matter selected from the group consisting of CI Pigment Red-11- ί S] 201027243 . 177 and CI Pigment Red 254 At least one kind, and at least one selected from the group consisting of CI Pigment Blue 15, CI Pigment Blue 15:3, CI Pigment Blue 15:4, and CI Pigment Blue 15..6. In this case, the content ratio of the specific pigment in all the colorants is preferably 2 to 30% by mass, and more preferably 5 to 25% by mass. Among all the colorants, the content ratio of at least one selected from the group consisting of C.I. Pigment Red 177 and C.I. Pigment Red 254 is preferably 40 to 99% by mass, and more preferably 50 to 80% by mass. Among all the colorants, the content ratio of at least one selected from the group consisting of CI Pigment Blue 15, CI Pigment Blue 15:3, CI Pigment Blue 15:4, and CI 颜料 Pigment Blue 15:6 is preferably 5 to 40% by mass. Further preferably 10 to 30% by mass. In the present invention, from the viewpoint of forming a pixel excellent in transparency and color purity or a black matrix excellent in light-shielding property, (A) the content of the colorant is preferably the total solid of the coloring composition from the viewpoint of ensuring developability. The component is 5 to 70% by mass, and more preferably 5 to 60% by mass. Here, the solid content means a component other than the solvent described later. In addition, when the content of the coloring agent is 30% by mass or more of the total solid content of the colored composition, the coloring composition of the present invention is excellent in storage stability. - (B) Dispersant - The (B) dispersant used in the coloring composition of the present invention is a specific dispersing agent 'that is' a repeating unit having a quaternary ammonium salt group represented by the above formula (1) (hereinafter It may be referred to as "repeating unit (1)"), a repeating unit having an amine group represented by the above formula (2) (hereinafter sometimes referred to as "repeating unit (2)"), and the above formula (3). A dispersant of a copolymer derived from a repeating unit of a (meth) acrylate monomer (hereinafter sometimes referred to as "repeating unit (3)"). Further, in the specification, "(meth)acryl acrylate, acrylate, etc." means "acryloyl methacrylate or methacryl decyl acrylate or "Methyl acrylate" or the like, for example, "(meth) propyl is "acrylic acid or methacrylic acid". In the substituents on R1 to R3 of the above formula (1) and R5 to R6 in the above formula (2), the substituent on the chain hydrocarbon group may be an atom, an alkoxy group, a benzamidine group, a hydroxyl group or the like. . Further, examples of the substituent on the group include a chain alkyl group, a halogen atom, a hydrazine hydroxyl group and the like. Further, the chain hydrocarbon group represented by R1 to R6 includes any one of a linear shape. In the above formula (1), examples of the ring structure of two or more of R1 to R3 include a condensed ring in which two nitrogen-containing heterocyclic rings of a 5- to 7-membered ring are condensed. The nitrogen-containing heterocyclic ring is preferably inferior, and more preferably a saturated ring. Specifically, an example of a nitrogen heterocycle can be mentioned. "(Methyl)" or "propionic acid" means a hydrocarbon group which is a halogen-cyclic hydrocarbon alkoxy group, a chain and a branch to form a monocyclic ring or a fragrance thereof.

(In the formula (1), R is any one of R1 to R3;) These cyclic structures may further have a substituent. R1 to R3 in the above formula (1) are more preferably an aromatic group which may have an alkyl group having 1 to 4 carbon atoms and a carbon substituent which may have a substituent of 7 to 13 to 201027243 to 16 The base is particularly preferably a methyl group, an ethyl group, a propyl group, a butyl group or a benzyl group. Further, in the above formula (2), the cyclic structure formed by the combination of ... and R6 may, for example, be a nitrogen-containing heterocyclic monocyclic ring having a 5- to 7-membered ring or a condensed ring obtained by condensing the two. The nitrogen-containing heterocyclic ring preferably does not have aromaticity, and more preferably a saturated ring. Specifically, for example, the following nitrogen-containing heterocyclic ring can be mentioned.

These cyclic structures may further have a substituent. R5 and R6 in the above formula (2) are more preferably an alkyl group having 1 to 4 carbon atoms which may have a substituent, and particularly preferably a methyl group, an ethyl group, a propyl group or a butyl group. In the above formulas (1) and (2), examples of the divalent linking groups X and Z include a methylene group, an alkylene group having 2 to 10 carbon atoms, an arylene group, and -CONH-. R13-yl, -COO-R14-yl [wherein R13 and R14 are a single bond, a methylene group, an alkylene group having 2 to 10 carbon atoms or an ether group having 2 to 10 carbon atoms (alkoxy group) Alkyl)], etc., preferably -COO-R14- group. Further, in the above formula (1), examples of the counter anion Y- include CP, Br_, plant, 0104, BF4_, CH3COO-, PF6-, and the like. In the above formula (3), examples of the substituent on the alkyl group represented by R* include a halogen atom, an alkoxy group and the like. Further, examples of the substituent on the aryl group or the aralkyl group include a chain alkyl group, a halogen atom, an alkoxy group and the like. Further, .14· [S] 201027243 Oxygen The linear alkyl group represented by R8 includes any one of a linear chain and a branched chain. R8 of the above formula (3) is preferably a chain-like group having 1 to 8 carbon atoms, an aryl group having 6 to 14 carbon atoms, or a group having 7 to 16 carbon atoms. It is a methyl group, an ethyl group, a propyl group, a butyl group, a 2-ethylhexyl group, a phenyl group, a benzyl group, or a phenylethyl group. The specific dispersant preferably further has a repeating unit derived from a (meth) acrylate monomer represented by the following formula (4) (hereinafter sometimes referred to as "repeating unit (4)"). It is considered that the above-mentioned repeating unit enhances the compatibility of a specific dispersing agent with a binder component such as a solvent, and further improves the dispersion stability of the coloring agent.

(In the formula (4), R1Q represents an ethyl group or a propyl group, R11 represents an alkyl group having 1 to 5 carbon atoms, R12 represents a hydrogen atom or a methyl group, and η represents an integer of 1 to 20 φ.) R11 in the formula (4) is preferably a methyl group, an ethyl group, a propyl group or a butyl group. Further, η is preferably from 1 to 10, more preferably from 1 to 5. The specific dispersant may also have a repeating unit other than the repeating unit (1) to the repeating unit (4). Examples of such a repeating unit include styrene monomers such as styrene and α-methylstyrene, and (meth)acrylate monomers such as (meth)acrylonitrile chloride. (meth) acrylamide, benzyl-hydroxymethyl acrylamide (meth) acrylamide monomer), vinyl acetate, acrylonitrile, allyl glycidyl ether, crotonyl glycidyl ether, hydrazine -Methyl propylene-15- 201027243 • Repeating unit of a monomer such as decylmorpholine. In the specific dispersant, the copolymerization ratio of the repeating unit (1) is preferably from 10 to 60% by mass, more preferably from 20 to 50% by mass, based on the total repeating unit. The copolymerization ratio of the repeating unit (2) is preferably from 1 to 30 mass in all the repeating units. /. More preferably 2 to 20% by mass. The copolymerization ratio of the repeating unit (3) is preferably from 30 to 80% by mass, more preferably from 40 to 70% by mass, based on the total of the repeating units. The copolymerization ratio of the repeating unit (4) is preferably from 1 to 30% by mass, more preferably from 2 to 20% by mass, based on the total of the repeating units. By co-polymerizing each repeating unit at such a ratio, a colored composition excellent in dispersibility can be obtained. The specific dispersing agent is not particularly limited as long as it has the repeating unit (1) to the repeating unit (3), but from the viewpoint of further improving the dispersibility, it is preferred to include the A block having the repeating unit (1) and the repeating unit (2). And a block copolymer of a B block having no repeating unit (1) and repeating unit (2) but having a repeating unit (3). The block copolymer is preferably an A-B block copolymer or a B-A-B block copolymer. By introducing not only the quaternary ammonium salt group but also the amine group into the A block, the dispersing ability of the dispersing agent is unexpectedly remarkably improved. Further, it is preferred that the ΟB block further has a repeating unit (4). The repeating unit (1) and the repeating unit (2) may be contained in the A block in any of random copolymerization and block copolymerization. Further, it is also possible to contain two or more kinds of repeating units (1) and repeating units (2) in one A block. In this case, each repeating unit may be contained in any one of random copolymerization and block copolymerization. In the A block. The copolymerization of the repeating unit (丨)/repeating unit (2) in the A block is preferably 99/1 to 5 0/5 0', more preferably 95/5 to 70/30 (mass ratio).

Further, the A block may contain a repeating unit other than the repeating unit (1) and the repeating unit (2), and examples of such a repeating unit include a repeating unit (3) and the like. The content of the repeating unit other than the repeating unit (1) and the repeating unit (2) in the A block is preferably 〇 50% by mass, more preferably 〇 20% by mass, but is preferably not contained in the A block. The above repeating unit A° repeating unit (3) and repeating unit (4) may be contained in the B block in any of random copolymerization and block copolymerization. When the specific dispersant is a BAB block copolymer, it may be a B1 block comprising a repeating unit (3) and having no repeating unit (4), and having a repeating unit (4) and having no repeating unit (3) B1 block B1-A-B2 block copolymer. Further, it is also possible to contain two or more kinds of repeating units (3) and repeating units (4) in one B block, and in this case, each repeating unit may be contained in any one of random copolymerization and block copolymerization. In the B block. The copolymerization of the repeating unit (3) / repeating unit (4) in the B block is preferably from 99/1 to 50/50, more preferably from 99/1 to 80/20 (mass ratio to the above B1 block/B2 block). The ratio is also the same. The repeating unit (3) and the repeating unit other than the repeating unit (4) may also be included in the B block. Examples of such a repeating unit include styrene and α-methylbenzene. (styrene-based monomer such as ethylene), (meth)acrylate monomer such as (meth)acrylofluorene chloride, (meth)acrylic acid such as (meth)acrylamide or hydrazine-hydroxymethylpropeneamine A repeating unit of a monomer such as a guanamine monomer, a vinyl acetate 'acrylonitrile' allyl glycidyl ether, a crotonyl glycidyl ether Ν-methacryl hydrazino morpholine. The content of the repeating unit other than the repeating unit (3) and the repeating unit (4) in the hydrazine block is preferably from 〇 50% by mass, more preferably from 0 to 20% by mass, but is preferably not contained in the oxime block. The above repeating single -17- 201027243 belongs to . yuan. The specific dispersant is an AB block copolymer or a BAB block copolymer, and the A block/B block ratio constituting the copolymer is preferably from 10/90 to 70/30, particularly preferably from 25, in terms of dispersibility. /75~55/45 (mass ratio). Further, the acid bismuth of the specific dispersing agent is preferably low in acidity from the viewpoint of dispersibility, and particularly preferably OmgKOH/g. Here, the acid hydrazine represents the number of mg of KOH necessary for neutralizing the solid component lg of the dispersant. Further, the molecular weight of the specific dispersant is preferably from 1,000 to 30,000 in terms of polystyrene equivalent weight average molecular weight (hereinafter sometimes referred to as "Mw"). When the Mw is too small, the dispersion stability may be lowered. On the other hand, when the Mw is too large, the alkali developability is imparted to the colored composition of the present invention, and when the developability is lowered or the coating is applied by a slit nozzle, dry foreign matter may easily occur. The specific dispersing agent can be produced by a known method. When the specific dispersing agent is a block copolymer, for example, it can be prepared by livingly polymerizing a monomer into which each of the above repeating units is introduced. Bulletin No. 9-62002, Japanese Laid-Open Patent Publication No. 2001-3 1 71 3, P. Lutz, P. Masson et al., Polym. Bull. 12, 79 (1984) » BC Anderson, GD Andrews et al., Macromolecules, 14, 1 60 1 (1 981), K. Hatada, K. Ut e, et al., P o 1 ym · J · 1 7, 977 (1985), 18, 1037 (1986), right hand Hao Yi, Yu Tian Gengyi, Polymer Processing, 36, 366 (1987), Dong Cun Min Yan, Ze Benguang, Proceedings of the Society, 46, 1 89 (1 989), M. Kuroki, T. Aida, J. Am. Chem. Soc, 109, 4737 (1987), Xiangtian Zhuo San, Inoue Xiangping, Organic Chemistry Synthesis, 43, 300 (1985), DY Sogoh, WR Hertler et al, -18 - 201027243 - Macromolecules, 20, 1473 (1 987), etc. method. The monomer to be introduced into the repeating unit (1) used in the preparation of the specific dispersing agent may, for example, be (meth)acryloylaminopropyltrimethylammonium chloride or (meth)acryloxypropoxylate B. Trimethylammonium chloride, (meth) propylene oxiranyl ethyl triethyl ammonium chloride, (meth) propylene oxiranyl ethyl (4-benzylidene benzyl) dimethyl bromide Ammonium, (meth) propylene methoxyethyl benzyl dimethyl ammonium chloride, (meth) propylene methoxyethyl benzyl diethyl ammonium chloride, etc. as a single introduction of the repeating unit (2) The body may, for example, be dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, (methyl) Diethylaminopropyl acrylate and the like. The repeating unit (1) may be obtained by polymerizing a monomer introduced into the repeating unit (2), reacting the polymer with a halogenated hydrocarbon compound such as benzyl chloride, and partially introducing the amine group into a quaternary step. Further, examples of the monomer to be introduced into the repeating unit (3) include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, and isopropyl (meth)acrylate. , (butyl) (meth) acrylate, 2-ethylhexyl (meth) acrylate, phenyl (meth) acrylate, cyclohexyl (meth) acrylate, dicyclopentanyl (meth) acrylate, ( Isodecyl methacrylate, benzyl (meth) acrylate, phenyl ethyl (meth) acrylate, and the like. The monomer to be introduced into the repeating unit (4) may, for example, be polyethylene glycol (n = 1 to 5) methyl ether (meth) acrylate or polyethylene glycol (n = 1 to 5) ethyl group. Ether (meth) acrylate, polyethylene glycol (η = 1 to 5) propyl ether (meth) acrylate, polypropylene glycol (n = 1 ~ 5) methyl ether (meth) acrylate, polypropylene glycol (n = 1 to 5) ethyl ether (meth) acrylate, polypropylene glycol (n = 1 to 5) propyl ether (meth) acrylate, and the like.

LS -19-201027243 - In the present invention, a specific dispersant and other dispersing agents can be used in combination. As other dispersing agents, for example, Disperbyk-161, Disperbyk-162, Disperbyk-16 5, Disperbyk-167,

Disperbyk-1 70 , Disperbyk-182 , D i sperbyk-2000 , Disperbyk-200 1 (above by Byk Chemie (BYK)), Soluspass 24000, Soluspass 765 00 (produced by Lubrizol), Aj i sp Er PB 8 2 1 , Ajisper PB822 ' Ajisper PB823 ' Ajisper PB824, Ajisper PB 8 2 7 (produced by Aj i η omoto Fine-Techno Co., Ltd.) and other commercial products. In the present invention, the content of the dispersing agent is not particularly limited, but is preferably 0.5 to 70 parts by mass, more preferably 5 to 50 parts by mass, even more preferably 5 to 30 parts by mass based on 100 parts by mass of the (A) coloring agent. Parts by mass. Further, the content ratio of the specific dispersing agent is preferably 25% by mass or more, and more preferably 50% by mass or more based on the total amount of the specific dispersing agent and the other dispersing agent. By containing the dispersant as described above, it is possible to obtain a coloring composition which can form a pixel having a high contrast ratio and which is excellent in storage stability and developability. (C) Resin for the binder (C) The binder for the binder of the present invention is not particularly limited, but is preferably a polymer having an acidic functional group such as a carboxyl group or a phenolic hydroxyl group. Among them, a resin for a binder containing a polymer having a carboxyl group (hereinafter sometimes referred to as a "carboxyl group-containing polymer") is preferable, and an ethylenically unsaturated monomer having one or more carboxyl groups is particularly preferable (hereinafter The copolymer of "unsaturated monomer (cl)") and other copolymerizable ethylenically unsaturated monomers (hereinafter sometimes referred to as "unsaturated monomer (c2)"). -20- 201027243 • Examples of the unsaturated monomer (C 1 ) include unsaturated monocarboxylic acids such as (meth)acrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid, maleic acid, and maleic anhydride. , fumaric acid, itaconic acid, itaconic anhydride, citraconic acid, citraconic anhydride, mesaconic acid and other unsaturated dicarboxylic acids or their anhydrides, succinic acid mono [2-(methyl) propylene oxiranylethyl a mono[(meth)acryloxyalkyl]ester of a divalent or higher polyvalent carboxylic acid such as an ester or a monothio[2-(methyl)acryloxyethyl)ester, G ω-carboxyl A mono(meth)acrylate or the like of a polymer having a carboxyl group and a hydroxyl group at both terminals, such as polycaprolactone mono(meth)acrylate. The unsaturated monomers (cl) may be used singly or in combination of two or more kinds. In the present invention, as the unsaturated monomer (cl), (meth)acrylic acid, succinic acid mono [2-(methyl) acryloxyethyl ester], ω-carboxypolycaprolactone mono ( Methyl) acrylate or the like is particularly preferably (meth)acrylic acid. In the copolymer of the unsaturated monomer (cl) and the unsaturated monomer (c2), the copolymerization ratio of the unsaturated monomer (cl) is preferably from 5 to 50% by mass, and more preferably from 10 to 40% by mass. By copolymerizing the unsaturated monomer (cl) in such a range, a coloring composition excellent in alkali developability and storage stability can be obtained. Further, as the unsaturated monomer (c2), for example, Malay Imine, N-phenylmaleimide, N-o-hydroxyphenylmaleimide, N-m-hydroxyphenylmaleimide, N-p-hydroxyphenylmaleimide, N -benzylmaleimide, N-cyclohexylmaleimide, N-succinimide-3-maleimidobenzoate, N-ammonium imino-4- Malay estimin- 21- [Si 201027243 - acid ester, N-succinimide-6-maleimido hexanoate, N-succinimide-3-malon N-substituted maleimide, such as imidopropionate, N-(acridinyl)maleimide, styrene, α-methylstyrene, o-vinyltoluene, m-vinyltoluene , p-vinyl toluene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylphenol, m-vinylphenol, p-vinylphenol, p-hydroxy- --methylstyrene, o-vinyl Methyl ether, m-vinylbenzyl methyl ether, p-vinylbenzyl methyl ether, o-vinyl vinyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl shrinkage An aromatic vinyl compound such as glyceryl ether, anthracene such as hydrazine or 1-methylhydrazine, methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, or (methyl) Isopropyl acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, n-butyl (meth)acrylate, butyl (meth)acrylate, 2-(meth)acrylate Ethylhexyl ester, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, ( 3-hydroxybutyl methacrylate, 4-hydroxybutyl (meth) acrylate, allyl (meth) acrylate, benzyl (meth) acrylate, cyclohexyl (meth) acrylate, (methyl) Phenyl acrylate, 2-methoxyethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, Methoxydiethylene glycol (meth) acrylate, methoxy triethylene glycol (meth) acrylate, methoxy propylene glycol (meth) acrylate, methoxy dipropylene glycol (meth) acrylate , isodecyl (meth) acrylate, tricyclo [5.0.1.02·6] decane-8-yl (meth) acrylate, 2-hydroxy-3-phenoxy-22 (2010) . Unsaturated carboxylic acid esters such as propyl ester, glycerol mono(meth)acrylate, 4-hydroxyphenyl (meth)acrylate, and ethylene oxide modified (meth)acrylate of p-cumylphenol. An unsaturated carboxylic acid glycidyl ester such as glycidyl (meth)acrylate, vinyl acetate such as vinyl acetate, vinyl propionate, vinyl butyrate or vinyl benzoate, vinyl methyl ether, ethylene Other unsaturated ethers such as ethyl ethyl ether, allyl glycidyl ether, etc., (meth)acrylonitrile, α-chloroacrylonitrile, acrylonitrile compounds such as vinylidene diacetate, (meth) acrylamide , α-chloropropenylamine, hydrazine 2-hydroxyethyl (meth) acrylamide, unsaturated decylamine, 1,3-butadiene , aliphatic conjugated diene such as isoprene and chloroprene, polymer molecular chains such as polystyrene, poly(methyl) acrylate, poly(meth) acrylate, polysiloxane The terminal has a mono(meth)acryloyl group-based macromonomer or the like. These unsaturated monomers (c2) may be used alone or in combination of two or more. In the present invention, as the unsaturated monomer (c2), it is preferred that the fluorene-substituted maleimine, the aromatic vinyl compound, the unsaturated carboxylic acid ester, and the terminal of the polymer molecular chain have a single (methyl) group. Acryl sulfhydryl macromonomer, particularly preferably N-phenylmaleimide, N-cyclohexylmaleimide, styrene, α-methylstyrene, p-hydroxy-α-methylbenzene Ethylene, methyl (meth)acrylate, n-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, (meth)acrylic acid-23-201027243-2-hydroxyethyl ester, (methyl) Alkenyl acrylate, benzyl (meth) acrylate, mono (meth) acrylate, 4-hydroxyphenyl (meth) acrylate, ethylene oxide modification of p- cumyl phenol (methyl Acrylate, polystyrene macromonomer, polymethyl methacrylate macromonomer. In the present invention, for example, Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. As disclosed in the publication, a carboxyl group-containing polymer having a polymerized unsaturated bond such as a (meth) acrylonitrile group in a side chain can be used as the binder resin. The Mw of the resin for a binder of the present invention, which is measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran), is usually from 1 to 45,000, preferably from 3,000 to 30,000. When the Mw is too small, the residual film ratio of the obtained film may be lowered, and the pattern shape, heat resistance, and the like may be impaired, or electrical characteristics may be deteriorated. On the other hand, if the film size is too large, the resolution may be lowered. The shape may be damaged, or it may be likely to cause dry foreign matter when coated by a slit nozzle. In addition, the ratio of the Mw of the binder resin in the present invention to the polystyrene-equivalent number average molecular weight (hereinafter referred to as "Μη") measured by gel permeation chromatography (GPC, elution solvent: tetrahydrofuran) (Mw) /Mn) is preferably from 1.0 to 5.0, more preferably from 1,0 to 3.0. The binder resin in the present invention can be, for example, an unsaturated monomer as a constituent component thereof, in a suitable solvent, 2,2,-azobisisobutyronitrile, 2,2'-azobis ( Polymerization in the presence of a radical polymerization initiator such as 2,4-dimethylvaleronitrile) or 2,2,-azobis(4-methoxy•2,4-dimethylvaleronitrile) - 201027243 . Ready. Further, the resin for a binder in the present invention can be produced, for example, as follows: each unsaturated compound as a constituent thereof is used in 2,2'-azobisisobutyronitrile, 2,2'-azobis (2) , 4-dimethylvaleronitrile, 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) and other radical polymerization initiators, and azosole-1-disulfide Cyanyl (dimethyl)methyl formate, benzyl pyrazole-1-dithiocarboxylate, tetraethylthiuram disulfide, bis(pyrazole-1-ylthiocarbonyl) disulfide, Bis(3-methyl-pyrazol-1-ylthiocarbonyl) disulfide, bis(4-methyl-pyrazole-mercaptothiocarbonyl) disulfide, bis(5-methyl-pyrazole) -1-ylthiocarbonyl)disulfide, bis(3,4,5-trimethyl-pyrazol-1-ylthiocarbonyl) disulfide, bis(pyrrol-1-ylthiocarbonyl)di In the presence of a molecular weight controlling agent such as a sulfide, dithiobenzimidyl disulfide or the like which is an inferer-inhibitor, the reaction temperature is usually from 0 to 15 (TC, preferably in an inert solvent). The living radical polymerization is carried out at 50 to 120 ° C, thereby preparing the present invention Further, the resin for a binder of the present invention can be prepared as follows: © each of the unsaturated monomers as a constituent thereof, the above-mentioned radical polymerization initiator and the polysulfide which acts as a chain transfer agent The resin for binders of the present invention is prepared by performing radical polymerization in a suitable solvent in the presence of an alcohol compound, wherein the polythiol compound refers to a compound having two or more thiol groups in one molecule. For example, tris(hydroxymethyl)propane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptopropionate), tetraethylene glycol di(3-mercaptopropane) Acid ester), dipentaerythritol hexa(3-mercaptopropionate), pentaerythritol tetrakis(mercaptoacetate), 1,4-bis(3-mercaptobutyloxy)butane ,新戊四-25- 201027243 - Alcohol tetrakis(3-mercaptobutyrate), 1,3,5-tris(3-mercaptobutoxyethyl)_i,3,5-three tillage-2,4 6(1^1, 311, 511)-trione or the like. The resin for a binder in the present invention may be obtained by radically polymerizing an unsaturated monomer as described above, and after using two or more kinds of polarities The solvent is reprecipitated and purified. That is, the insoluble impurities are removed by filtration or centrifugation of the solution in the good solvent after the polymerization, and then injected into a large amount (usually 5 to 10 times the volume of the polymer solution). In the amount of the precipitant (poor solvent), the copolymer is reprecipitated, thereby purifying the resin for the adhesive of the present invention. At this time, the impurities remaining in the polymer solution are soluble in the precipitant. The impurities in the liquid remain in the liquid phase and are separated from the resin for purifying the binder. As a combination of the good solvent/precipitant used in the reprecipitation method, for example, diethylene glycol monomethyl ether acetate can be mentioned. Ester/n-hexane, methyl ethyl ketone/n-hexane, diethylene glycol monomethyl ether acetate/n-heptane, methyl ethyl ketone/n-heptane, and the like. In the present invention, the content of the (C) binder resin is preferably from 10 to 1,000 parts by mass, particularly preferably from 20 to 50,000 parts by mass, per 100 parts by mass of the (A) colorant. In this case, when the content of the binder resin is less than 1 part by mass, for example, the developing property may be lowered, or there may be a residue or a floating stain on the substrate of the unexposed portion or the light shielding layer. When the amount exceeds 1000 parts by mass, the concentration of the colorant is relatively lowered, and it may be difficult to achieve the target color density as a film. - (D) Polyfunctional monomer - The (D) polyfunctional monomer in the present invention is a monomer having two or more polymerizable properties other than [S1 -26 - 201027243 - saturated bond. Examples of such a polyfunctional monomer include di(meth)acrylates of alkylene glycols such as ethylene glycol and propylene glycol, and dialkylene glycols such as polyethylene glycol and polypropylene glycol. Poly(meth) acrylate or a dicarboxylic acid modified product thereof, glycerin, tris(hydroxymethyl)propane, neopentyl alcohol, dipentaerythritol, etc. , epoxy resin, polyurethane resin, alkyd resin, organic eucalyptus rouge, spiro resin, and other oligomeric (meth) acrylate, both terminal hydroxyl poly-1,3-butadiene, two terminal hydroxyl polyisoprene Di(meth) acrylate of a terminal polymer such as a diene, tris[2-(methyl) propylene methoxyethyl] phosphate, oxidized ethylene oxide modified triacrylate, having an amine Poly(meth)acrylate of a carbamic acid ester structure, poly(meth)acrylate having a caprolactone structure, and the like. Among these polyfunctional monomers, poly(meth)acrylates of a trihydric or higher polyhydric alcohol or modified products thereof have a poly(methyl) group having a urethane-based structure. Acrylate and poly(meth)acrylate having a caprolactone structure. As the poly(meth)acrylate of a trihydric or higher polyhydric alcohol or a dicarboxylic acid modified product thereof, tris(hydroxymethyl)propane triacrylate or tris(hydroxymethyl)propane tris(methyl) is preferred. Acrylic acid ester, neopentyl alcohol triacrylate, neopentyl alcohol tris(methacrylic acid) ester, neopentyl alcohol tetraacrylate, neopentyl alcohol tetrakis(methacrylate), dipentaerythritol Acrylate, dipentaerythritol penta (methacrylic acid) ester, dipentaerythritol hexaacrylate, dipentaerythritol hexa(methacrylate), neopentyl alcohol triacrylate and acridine S] - 27- 201027243 Goose. Monoester of peric acid, monoester of pentaerythritol tris(methacrylate) and succinic acid, monoester of dipentaerythritol pentaacrylate and succinic acid, dipentane a monoester of tetrakis(pentamethacrylate) and succinic acid, especially tris(hydroxymethyl)propane triacrylate, neopentyl alcohol triacrylate, dipentaerythritol pentaacrylate, dipentane Tetraester hexaacrylate, neopentyl alcohol triacrylate and monoester of succinic acid and new Since the monoester of pentaerythritol pentaacrylate and succinic acid has high strength of the colored layer, the surface of the colored layer is excellent in smoothness, and it is difficult to cause floating, film residue, etc. on the substrate of the unexposed portion and the light shielding layer. And thus better. These polyfunctional monomers may be used singly or in combination of two or more kinds. The content of the (D) polyfunctional monomer in the present invention is preferably 5 to 500 parts by mass, particularly preferably 20 to 3 parts by mass, per 100 parts by mass of the (C) binder resin. In this case, when the content of the polyfunctional monomer is less than 5 parts by mass, the strength of the pixel or the surface smoothness tends to decrease. On the other hand, if it exceeds 500 parts by mass, for example, the alkali developability may be lowered or may be easily There is a tendency for floating or film to remain on the substrate or the light-shielding layer of the unexposed ❹W portion. Further, in the present invention, a part of the polyfunctional monomer may be replaced by a monofunctional monomer having one polymerizable unsaturated bond. The monofunctional monomer may, for example, be succinic acid mono [2-(methyl) propylene oxiranyl ethyl] ester or phthalic acid mono [2-(methyl) propylene methoxyethyl] a single [(meth)acryloxyalkylene] ester of a divalent or higher polycarboxylic acid such as an ester, or a single polymer having a carboxyl group and a hydroxyl group at both terminals, such as ω-carboxypolycaprolactone mono(meth)acrylate (Meth) acrylate or Ν-(meth) propylene-28- 201027243 - decylmorpholine, N-vinylpyrrolidone, N-vinyl-ε-caprolactam. In addition, as a commercial item, Μ-5600 (trade name 'East Asia Synthetic Co., Ltd. production) or the like can be mentioned. These monofunctional monomers may be used singly or in combination of two or more. The content ratio of the monofunctional monomer in the present invention is preferably 90% by mass or less, and more preferably 50% by mass or less based on the total amount of the polyfunctional monomer and the monofunctional monomer. At this time, if the use ratio of the monofunctional monomer exceeds 90% by mass, the strength of the pixel or the surface smoothness tends to decrease. - (E) Photopolymerization Initiator - The coloring composition can be imparted with radiation sensitivity by containing a photopolymerization initiator in the colored composition of the present invention. The term "radiation" as used herein refers to radiation including visible light, ultraviolet light, far ultraviolet light, electron rays, X-rays, and the like. The (E) photopolymerization initiator used in the present invention is exposed to radiation such as visible light, ultraviolet rays, far ultraviolet rays, electron rays, and X-rays, and the above-mentioned (D) polyfunctional monomer can be used and used as needed. A compound of a polymerized active species of a monofunctional monomer. Examples of such a photopolymerization initiator include a thioxanthone compound, an acetophenone compound, a biimidazole compound, a triterpenoid compound, a fluorenyl-fluorenyl compound, a gun salt compound, and benzene. An aramid-based compound, a benzophenone-based compound, a diketone-based compound, a polynuclear oxime-based compound, a diazo-based compound, an sulfhydrazine sulfonate-based compound, or the like. In the present invention, the "photopolymerization initiator may be used singly or in combination of two or more kinds of -29-201027243 - as a photopolymerization initiator, preferably selected from the group consisting of a sevotonone compound, an acetophenone compound, and a biimidazole. At least one of a compound, a tri-grain compound, and a ruthenium-based fluorene compound. In the preferred photopolymerization initiator of the present invention, specific examples of the thioxanthone-based compound include thioxanthone, 2-methylthioxanthone, 2-isopropylthioxanthone, and 4-isopropylidene. Thiophenone, 2-dodecylthioxanthone, 2,4.dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2 - chlorothioxanthone and the like. Among these thioxanthone compounds, 2-methylthioxanthone, 2-isopropylthioxanthone, 4-isopropylthioxanthone, and 2,4-diethylthioxanthone are preferred. The above thioxanthone-based compounds may be used singly or in combination of two or more kinds. Further, 'specific examples of the above acetophenone-based compound include 2-hydroxy-2-methyl-1·phenylpropanone and 2-methyl-indole-"methylmethylthio"phenyl]- 2 - morphine, propyl ketone, 1-keto-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-(4-methyl Benzyl)-2-(dimethylamino)·ι_(4-®morpholinophenyl)butan-1-one, 1·hydroxycyclohexyl-phenyl ketone, 2,2-dimethoxy -1,2-Phenylphenyl-1-ketone, 1,2-dienedione, etc. Among these acetophenone-based compounds, 2-methyl-1-[4-(methylthio) is particularly preferred. Phenyl]-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-(4 -Methylbenzyl)_2-(dimethylamino)morpholinophenyl)butan-1-one, etc. The above acetophenone-based compounds may be used singly or in combination of two or more kinds. 0 -30- 201027243 - Further, as a specific example of the above-mentioned biimidazole-based compound, 2,2'-bis(2-chlorophenyl)-4,4,5,5,-tetrakis(4-ethoxycarbonylphenyl) )-1,2'-biimidazole, 2,2'-bis(2-bromophenyl)-4,4,,5,5'- (4-ethoxycarbonylphenyl)-1,2'-biimidazole, 2,2,-bis(2-chlorophenyl)-4,4,5,5,-tetraphenyl-1, 2'-biimidazole, 2,2,-bis(2,4-dichlorophenyl)-4,4,5,5,-tetraphenyl-1,2'-biimidazole, 2,2 ,-bis(2,4,6-trichlorophenyl)-4,4,5,5,-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2-bromobenzene) -4,4,5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4-dibromophenyl)-4,4',5, 5'-tetraphenylphosphonium-1,2'-biimidazole, 2,2'-bis(2,4,6-tribromophenyl)-4,4,5,5,-tetraphenyl- 1,2'-biimidazole, etc. Among these bisimidazole compounds, 2,2,-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1 is preferred. , 2'-biimidazole, 2,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2, 2,-bis(2,4,6-trichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, etc., particularly preferably 2,2'-di (2-Chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole. The above biimidazole compounds may be used alone or in two In the present invention, when a biimidazole-based compound is used as the photopolymerization initiator, the following hydrogen donor is preferably used in combination from the viewpoint of further improving the sensitivity. A compound which can supply a hydrogen atom by exposure to a radical generated by a bisimidazole-based compound can be given. The hydrogen donor in the present invention is preferably a thiol compound or an amine compound as defined below. -31- 201027243 - The thiol compound includes a benzene ring or a heterocyclic ring as a core, and has one or more, preferably 1 to 3, and more preferably 1 to 2, ruthenium directly bonded to the mother nucleus. A compound of a group (hereinafter referred to as "thiol-based hydrogen donor"). The amine compound includes a compound having one or more, preferably 1 to 3, and more preferably 1 to 2, amine groups directly bonded to the mother nucleus, which is a nucleus of a benzene ring or a hetero ring (hereinafter referred to as "amine". Hydrogen donor"). Moreover, these hydrogen donors may have both a mercapto group and an amine group. The hydrogen donor will be more specifically described below. The thiol-based hydrogen donor may have one or more benzene rings or heterocyclic rings, and may have both a benzene ring and a hetero ring. When two or more of these rings are present, a condensed ring may or may not be formed. Further, when the thiol-based hydrogen donor has two or more mercapto groups, one or more of the remaining mercapto groups may be substituted with an alkyl group, an aralkyl group or an aryl group as long as at least one free mercapto group remains. Further, As long as at least one free thiol group remains, it may have a structure in which two sulfur atoms are bonded by a divalent organic group such as an alkyl group, or a structure in which two sulfur atoms are bonded in the form of a disulfide. unit. Further, the thiol-based hydrogen donor may be substituted with a carboxyl group, an alkoxycarbonyl group, a substituted alkoxycarbonyl group, a phenoxycarbonyl group, a substituted phenoxycarbonyl group, a nitrile group or the like at a site other than the fluorenyl group. Specific examples of such a thiol-based hydrogen donor include 2-mercaptobenzothiazole, 2-sulfenylbenzoxazole, 2-mercaptobenzimidazole, and 2,5-dimercapto-1. , 3,4-thiadiazole, 2-mercapto-2,5-dimethylaminopyridine, and the like. Among these thiol-based hydrogen donors, 2-mercaptobenzothiazole, 2-锍m-32-201027243. Benzobenzoxazole, particularly preferably 2-mercaptobenzothiazole, is preferred. Further, the amine hydrogen donor may have one or more benzene rings or heterocycles, and may have both a benzene ring and a hetero ring. When two or more of these rings are present, a condensed ring may or may not be formed. Further, in the amine hydrogen donor, one or more of the amine groups may be substituted by an alkyl group or a substituted alkyl group, and a carboxyl group, an alkoxycarbonyl group, a substituted alkoxycarbonyl group or a phenoxy group may be substituted at a site other than the amine group. Substituted by a carbonyl group, a substituted phenoxycarbonyl group, a nitrile group or the like. © Specific examples of such an amine hydrogen donor include 4,4'-bis(dimethylamino)benzophenone and 4,4'-di(diethylamino)benzophenone. Ketone, 4-diethylaminoacetophenone, 4-dimethylaminopropiophenone, ethyl-4-dimethylaminobenzoate, 4-dimethylaminobenzoic acid, 4- Dimethylaminobenzonitrile and the like. Among these amine hydrogen donors, preferred are 4,4'-bis(dimethylamino)benzophenone and 4,4'-di(diethylamino)benzophenone, particularly preferably 4,4'-bis(diethylamino)benzophenone. Further, the amine hydrogen donor functions as a sensitizer even in the case of a photopolymerization initiator other than the bisimidazole compound. In the present invention, the hydrogen donors may be used singly or in combination of two or more kinds, and it is preferable to use one or more kinds of sulfur from the viewpoint that the coloring layer is not easily peeled off from the substrate during development of the colored layer, and the strength and sensitivity of the colored layer are also high. The alcohol hydrogen donor is used in combination with one or more amine hydrogen donors. Specific examples of the combination of the thiol-based hydrogen donor and the amine-based hydrogen donor include 2-mercaptobenzothiazole/4,4'-bis(dimethylamino)benzhydryl [S]. 33- 201027243 • Ketone, 2-mercaptobenzothiazole/4,4'-di(diethylamino)benzophenone, 2-mercaptobenzoxazole/4,4'-di(dimethyl Alkyl) benzophenone, 2-mercaptobenzoxazole/4,4'-di(diethylamino)benzhydryl, etc., a further preferred combination is 2-mercaptobenzothiazole/ 4,4'-bis(diethylamino)benzophenone, 2-mercaptobenzoxazole/4,4'-di(diethylamino)benzophenone, especially good The combination is 2-mercaptobenzothiazole/4,4'-bis(diethylamino)benzophenone. The weight ratio of the thiol hydrogen donor to the amine hydrogen donor in the combination of the thiol hydrogen donor and the amine hydrogen donor is usually 1:1 to 1:4, preferably 1:1 to 1: 3. In the present invention, when the hydrogen donor and the biimidazole compound are used in combination, the total amount of the hydrogen donor is preferably 0.01 to 40 parts by mass based on the total amount of the (D) polyfunctional monomer. More preferably, it is 1 to 30 parts by mass, and particularly preferably 1 to 20 parts by mass. In this case, when the content of the hydrogen donor is less than 0.01 parts by mass, the effect of improving the sensitivity tends to be lowered. On the other hand, if it exceeds 40 parts by mass, the formed coloring layer may be easily peeled off from the substrate during development. trend. When a diimidazole-based compound such as an amine hydrogen donor or an acetophenone-based compound is used in combination with a photopolymerization initiator other than ® , it can function as a sensitizer. When the amine hydrogen donor is used as the sensitizer, the content thereof is usually 300 parts by mass or less, preferably 200 parts by mass or less, more preferably 100 parts by mass or less based on the photopolymerization initiator other than the bisimidazole-based compound. When the content is too small, it is difficult to obtain a sufficient effect, and the lower limit of the content is preferably 2 parts by mass, and more preferably 5 parts by mass. Further, specific examples of the above-mentioned triple well-based compound include 2,4,6-tris(trichloromethyl)-s-three tillage and 2-methyl-4,6-di(trichloromethyl). -s- •34- 201027243 • Three tillage, 2-[2-(5-methylfuran-2-yl)vinyl]·4,6-di(trichloromethyl)_s_ three tillage, 2-[2 -(furan-2-yl)vinyl]-4,6-di(trichloromethyl)-S-triterpene, 2-[2-(4-diethylamino-2-methylphenyl) Vinyl]-4,6.di(trichloromethyl)-s-trin, 2-[2-(3,4-dimethoxyphenyl)vinyl]-4,6-di(trichloro) Methyl)-s-tripper, 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triterpene, 2-(4-ethoxyphenylethyl) -4,6-bis(trichloromethyl)-s-triterpene, 2-(4-n-butoxyphenyl)-4,6-di(trichloromethyl)-s-three tillage, etc. Trihalide compound of halomethyl group · Among these three tillage compounds, 2-[2-(3,4-dimethoxyphenyl)vinyl]-4,6-di(trichloromethane) is particularly preferred. Base)-s-three tillage. The above three tillage compounds may be used singly or in combination of two or more. Further, 'specific examples of the above-mentioned 0-fluorenyl fluorene-based compound include, for example, 1,2-heptanedione, 1-[4-(phenylthio)phenyl]-, 2-(0·benzene醯基肟), 1,2-octanedione, 1-[4-(phenylthio)phenyl]-, 2-(0-benzylidenehydrazide), 1,2-octanedione, 1- [4-(Benzyl fluorenyl)phenyl]-, 2-(indolyl-benzhydrylhydrazine), ethyl ketone, hydrazine-!; 9-ethyl-6-(2-methylbenzhydryl) )-9Η-oxazol-3-yl]-, 1-(0-acetamidopurine), ethyl ketone, 1-[9-ethyl-6-(3-methylbenzhydryl)-9H- Carbazole-3-yl]-,l-(〇-acetamidoxime), ethyl ketone, 1-[9-ethyl-6-benzylidene- 9H-indazol-3-yl]-, 1 -(0-ethylhydrazine), ethyl ketone, 1-[9-ethyl-6-(2-methyl-4-tetrahydrofuranylbenzylidene)·9Η-isoxazole-3-yl]-, 1-(0-Ethyl hydrazine), ethyl ketone, 1-[9-ethyl-6-(2-methyl-4-tetrahydropyranylbenzylidene)-9H-indazole-3- Base]-, 1-(0-ethenylhydrazine), ethyl ketone, 1-[9-ethyl-6-(2-methyl-5-tetrahydrofuranylbenzylidene)·9Η·isoxazole-3 -yl]-,1_(0_acetamidoxime), b-m-35- 201027243 - ketone, l-[9-ethyl-6-(2-methyl-5-tetrahydropyranylbenzene) -9H-carbazol-3-yl]-, 1-(0-ethenylhydrazine), ethyl ketone, ι_[9·ethyl-6-{2-methyl-4-(2,2- Dimethyl-l,3-dioxolyl)benzimidyl}-9H-indazol-3-yl]-,l-(0-ethenylhydrazine), ethyl ketone, l_[9- Ethyl-6-(2-methyl-4.tetrahydrofurylmethoxybenzylidene)-9H-indazol-3-yl]-, 1-(0-ethenylhydrazine), ethyl ketone, 1 -[9-ethyl-6-(2-methyl-4-tetrahydropyranylmethoxybenzylidene)-9H-indazol-3-yl]-,l-(anthracene-ethenyl)肟), ethyl ketone, l-[9-ethyl-6-(2-methyl-5-tetrahydrofurylmethoxybenzylidene)_9H-carbazole-3-yl group]-, 1-(〇 -Ethyl hydrazide), ethyl ketone, 1-[9-ethyl-6.(2-methyl-5-tetrahydropyranylmethoxybenzylidene)-9H-indazol-3-yl ]-, 1-(0-ethylhydrazine), ethyl ketone, 1-[9-ethyl-6-{2-methyl-4-(2,2-dimethyl-1,3-dioxo) Heterocyclic pentyl) methoxybenzimidyl}-911-isoxazole-3-yl]-, 1-(0-ethenylhydrazine) and the like. Among these fluorene-fluorenyl fluorene compounds, particularly preferred are 1,2-octanedione, 1-[4-(phenylthio)phenyl]·, 2-(0-benzylidenehydrazine), ethyl ketone. , 1-[9-ethyl-6-(2-methylbenzomethyl)-9Η-oxazol-3-yl]-, 1-(0-ethenylhydrazine), ethyl ketone, 1-[ 9-Ethyl-6-(2-methyl-4-tetrahydrofuranylmethoxybenzhydrazinyl)-9H-indazol-3-yl]·, 1-(〇·乙醯基肟), B Ketone, ΐ_[9·ethyl_6·{2_methyl-4-(2,2-dimethyl-1,3-dioxolyl)methoxybenzylidene]-911-flavor Zyrom-3-yl]-, 1-(anthracene-ethenyl) and the like. The above fluorene-fluorenyl fluorene-based compounds may be used singly or in combination of two or more kinds. In the present invention, the content of the photopolymerization initiator is preferably from 0. 01 to 120 parts by mass, particularly preferably from 1 to 1 part by mass, based on 100 parts by mass of the (C) polyfunctional monomer. In this case, if the content of the photopolymerization initiator is less than 0.01 parts by mass, -36 to 201027243, the hardening by exposure is insufficient, and it may be difficult to obtain a color filter in which the pixel patterns are arranged in a predetermined arrangement. When it exceeds 120 parts by mass, the formed pixel pattern tends to be easily peeled off from the substrate during development. - (F) Solvent - The colored composition of the present invention contains the above components (A) to (D), and optionally added (E) component or an additive described later, and is usually prepared as a liquid composition in combination with a solvent. The above-mentioned solvent is appropriately selected as long as it is a solvent which disperses or dissolves the components (A) to (E) or an additive component described later and does not react with these components, and has appropriate volatility. As such a solvent, for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol monomethyl Ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, Propylene glycol monomethyl ether, w propylene glycol monoethyl ether, propylene glycol mono-n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, two Propylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl ether, etc. (poly)alkylene glycol monoalkyl ethers, ethylene glycol monomethyl ether acetate, ethylene glycol single ethyl Ethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3- Methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, etc. (poly)alkylene glycol mono[S] 37· 201027243 . alkyl ether acetates 'diethylene Alcohol dimethyl Other ethers such as diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, tetrahydrofurazan, etc. 'methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone, etc. Ketones, propylene glycol diacetate, 1,3-butanediol diacetate, 〗, diacetate such as 6-hexanediol diacetate, alkyl lactate such as methyl lactate or ethyl lactate , ethyl 2-hydroxy-2-methylpropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, 3-ethoxy Ethyl propyl acrylate, ethoxyacetic acid vinegar, transacetic acid ethyl acetate, methyl 2-hydroxy-3-methylbutanoate, n-propyl acetate, ethyl 3-methyl-3-methoxybutyl Propionic acid vinegar, ethyl acetate, isopropyl acid, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-butyl butyrate , methyl pyruvate, n-propyl butyrate, isopropyl butyrate, methyl acetate, methyl ketone, ethyl pyruvate, ethyl pyruvate ethyl acetate, 2 · oxybutyl Other esters such as ethyl acetate, aromatic hydrocarbons such as toluene and xylene, Ν-dimethylformamidine Amine, N, N-, upper, upper, -k 3 & T·1 5mt iK ΓΝ, IN · to sw. . . . such as decylamine or indoleamine such as methyl acetamide or N-methylpyrrolidone.

Ethylene glycol methyl ethyl ether, cyclohexanone, anthranone, 3-heptanone, 1,3-butanediol [S1 -38- 201027243 - diacetate, 1,6-hexanediol diethyl Acid ester, ethyl lactate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 3-methyl-3-methoxybutyl Acid ester, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, isopropyl butyrate, n-butyl butyrate, ethyl pyruvate Wait. These solvents may be used singly or in combination of two or more kinds. Further, the above solvent and benzyl ethyl ether, di-n-hexyl ether, acetone acetone, isophorone, caproic acid, octanoic acid, 1-octyl alcohol, 1-nonanol, benzyl acetate may also be used together. , high-boiling solvent such as ethyl benzoate, diethyl oxalate, diethyl maleate, butyrolactone, ethylene carbonate, propylene carbonate, ethylene glycol monophenyl ether acetate, etc. The solvent may be used singly or in combination of two or more. The content of the solvent is not particularly limited, but the total concentration of each component other than the solvent in the composition is usually preferably from 5 to 50% by mass in terms of coatability, stability, and the like of the obtained colored composition. , particularly preferably in an amount of 10 to 40% by mass. Stomach The colored composition of the present invention may further contain an additive as needed. In addition, examples of the additive include a chelating agent such as glass or alumina, a polymer compound such as polyvinyl alcohol or poly(fluoroalkyl acrylate), a nonionic surfactant, a cationic surfactant, and the like. Surfactants such as anionic surfactants, vinyl trimethoxy decane, vinyl triethoxy decane, vinyl tris(2-methoxyethoxy) decane, N-(2-aminoethyl) 3-aminopropylmethyldimethoxydecane, N-(2-aminoethyl-39-201027243-yl)-3-aminopropyltrimethoxydecane, 3-aminopropyltriethyl Oxydecane, 3-glycidoxypropyltrimethoxydecane, 3-glycidoxypropylmethyldimethoxydecane, 2-(3,4-ethoxycyclohexyl)ethyl Trimethoxydecane, 3-chloropropylmethyldimethoxydecane, 3·chloropropyltrimethoxydecane, 3-methylpropenyloxypropyltrimethoxydecane, 3-mercaptopropyltrimethoxy An adhesion promoter such as decane or the like, an antioxidant such as 2,2-thiobis(4-methyl-6-tertiary butylphenol) or 2,6-ditributyl phenol, 2-(3 -3) Butyl-5-methyl-2-hydroxyl Ultraviolet absorption agent such as phenyl)-5-chlorobenzotriazole or alkoxybenzophenone, deflocculant such as sodium polyacrylate, malonic acid, adipic acid, itaconic acid, citraconic acid , fumaric acid, mesaconic acid, 2-aminoethanol, 3-amino-1-propanol, 5-amino-1-pentanol, 3-amino-1,2-propanediol, 2-amino group a residue improving agent such as 1,3-propanediol or 4-amino-1,2-butanediol. In the present invention, the colored composition can be produced by a suitable method, for example, by mixing the components (A) to (D) with (F) a solvent or any other component added arbitrarily. As a preparation method of a more preferable coloring composition, it is possible to provide (A) a coloring agent in (F) solvent, (B) dispersing agent®, and a dispersing agent added as needed, as needed. A part of the component (C) is mixed and dispersed, for example, using a bead mill, a roll mill, or the like to form a colorant dispersion, and (C) to (D) components are added to the colorant dispersion. A method of preparing a solvent or other component which is further added as needed. The above-mentioned dispersing aid may, for example, be a pigment derivative or the like, and specific examples thereof include copper phthalocyanine, dioxapyrrolopyrrole and a sulfonic acid derivative of quinacone.

ί SI -40- 201027243 - Color filter The color filter of the present invention has a coloring layer formed of the coloring composition of the present invention. Hereinafter, a method of forming the color filter of the present invention will be described. As a method of forming a color filter, the following method is known. First, a light shielding layer (black matrix) is formed on the surface of the substrate as needed to divide a portion where a pixel is formed, and a liquid composition of a radiation-sensitive composition in which a red pigment is dispersed is applied onto the substrate, for example, and then prebaked. Prebake evaporates the solvent to form a coating film. Then, the coating film is exposed by a photomask, and then developed using a ruthenium developing solution to dissolve and remove the unexposed portion of the coating film, and then postbake, thereby forming a red pixel pattern in a predetermined arrangement. The pixel array. Then, using the liquid composition of each of the radiation-sensitive compositions in which the green or blue pigment is dispersed, coating, prebaking, exposing, developing, and post-supplying the respective liquid compositions are performed on the same substrate as described above. A green pixel array and a blue pixel array are sequentially formed, thereby obtaining a color light sheet on the substrate® having a pixel array of three primary colors of red, green, and blue. In the present invention, the order in which the respective color pixels are formed is not limited to the above-described order. Further, the black matrix may be formed using a black radiation-sensitive composition in the same manner as in the case of forming the above-described pixels. Examples of the substrate used for forming the pixel and/or the black matrix include glass, ruthenium, polycarbonate, polyester, aromatic polyamide, polyamidimide, and polyimine. -41- 201027243 - In addition, as appropriate, these substrates may be subjected to chemical reagent treatment, plasma treatment, ion ore casting, sputtering, gas phase reaction, vacuum distillation, etc., by a decane coupling agent or the like. deal with. When a liquid composition of a radiation-sensitive composition is applied onto a substrate, an appropriate coating method such as a spray coating method, a roll coating method, a spin coating method (spin coating method), a slit die coating method, or a bar coating method may be employed. Good for spin coating and slot die coating. The coating thickness is usually 0.1 to ΙΟ/zm, more preferably 0.2 to 8.0/zm, and particularly preferably 0.2 to 6.0/m, based on the film thickness after drying. As the radiation used for forming the pixels and/or the black matrix, for example, visible light, ultraviolet light, far ultraviolet light, electron beam, X-ray or the like can be used, but radiation having a wavelength in the range of 190 to 450 nm is preferable. The exposure amount of the radiation is usually preferably from 10 to 1 0000 J/m2. Further, as the above-mentioned hydrazine developing solution, sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline or 1,8-diazabicyclo-[5.4.0]-7-- An aqueous solution of f--carbene, 1,5-diazabicyclo-[4.3.0]-5-decene or the like. A water-soluble organic solvent such as methanol or ethanol or a surfactant may be appropriately added to the above alkali developing solution. Further, after alkali development, it is usually washed with water. As the development treatment method, a shower development method, a spray development method, a dip development method, a paddle development method, or the like can be applied. The developing conditions are preferably 5 to 300 seconds at normal temperature. In addition, as a second method of forming a color filter, various colors obtained by an inkjet method disclosed in Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. The method of pixels. The color filter of the present invention thus obtained is extremely useful in a color liquid crystal display element typified by TV because of its high contrast ratio. Color liquid crystal display element The color liquid crystal display element of the present invention has the color filter of the present invention. The color liquid crystal display element of the present invention can adopt a suitable structure. For example, the color filter may be formed on a substrate different from the substrate on which the thin film transistor (TFT) is disposed, and the substrate for driving and the substrate on which the color filter is formed may be opposed to each other with a liquid crystal layer interposed therebetween. The structure may further include a liquid crystal layer sandwiched between a substrate on which a color filter is formed on a surface of a driving substrate on which a thin film transistor (TFT) is disposed, and a substrate on which an ITO (tin-doped indium oxide) electrode is formed. And the opposite structure. The latter structure has an advantage that the aperture ratio can be remarkably improved to obtain a bright high-definition liquid crystal display element. [Examples] The embodiments of the present invention will be more specifically described below by way of examples. However, the invention is not limited by the following examples. Dispersant Analysis Dispersant B1 Dispersant B1 is a commercial product of pigment wet dispersant, and is a modified acrylic block copolymer of propylene glycol methyl ether acetate / butyl cellosolve = 1 / 1 (mass ratio) solution (solid content concentration: 40% by mass, acid 値 = 〇). By thermal decomposition GC-MS, FT-IRS!, and proton NMR, it was confirmed that the dispersant B1 was contained in -43-201027243. There was obtained from methacryloxyethyl benzyl dimethyl ammonium chloride and methyl group. A block of repeating units of dimethylaminoethyl acrylate, and having methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, benzyl methacrylate and triethyl methacrylate Block copolymer of the B block of the repeating unit of diol ethyl ether methacrylate (A/B = 3 8/62). Mw = 2 700. The copolymerization ratio of each repeating unit is methacryloxyethyl benzyl dimethyl ammonium chloride / dimethyl methacrylate methacrylate / methyl methacrylate / butyl methacrylate / methacrylic acid 2-ethylhexyl ester / benzyl methacrylate / triethylene glycol oxime ethyl ether methacrylate = 3 4 / 4 / 16 / 17/12/10 / 7 (mass ratio) Dispersant bl dispersion The agent b 1 is a commercial product of a pigment wetting dispersant, and is a propylene glycol methyl ether acetate / butyl cellosolve = 1 / 1 (mass ratio) solution of the modified acrylic block copolymer (solid content concentration of 40% by mass) , acid 値 = 0). It was confirmed by thermal decomposition GC-MS, FT-IR, proton NMR measurement that the dispersant bl was an A block containing a repeating unit derived from methacryloxyethyl benzyl dimethyl ammonium chloride, and had B block embedding of repeating units of methyl methacrylate, butyl methacrylate, ® 2-ethylhexyl methacrylate, benzyl methacrylate and triethylene glycol ethyl ether methacrylate Segment copolymer (A/B = 16/84). Mw is 4400. The copolymerization ratio of each repeating unit is methacryloxyethyl benzyl dimethyl ammonium chloride / methyl methacrylate / butyl methacrylate / 2-ethylhexyl methacrylate / methacrylic acid benzene Methyl ester / triethylene glycol ethyl ether methacrylate = 16/16/15/18/2 9/6 (mass ratio). Synthetic dispersant for dispersant B2 -44- 201027243 - AIBN (2,2'-diisobutyronitrile) 1. 〇 parts by mass and 186 parts of propylene glycol monomethyl ether acetate were added to a flask equipped with a cooling tube and a stirrer Then, 27 parts by mass of methyl methacrylate, 27 parts by mass of methacrylic acid, 21 parts by mass of 2-ethylhexyl methacrylate, 18 parts by mass of benzyl methyl methacrylate and cumene dithiobenzoate The base was 3.6 parts and replaced with nitrogen for 30 minutes. Then, stirring was slowly carried out to raise the temperature of the solution to 60 ° C, and the temperature was maintained for 24 hours to carry out radical polymerization. © Then, 1.0 part by mass of AIBN and dimethylaminoethyl acrylate were added to the reaction solution. 35 parts by mass of the ester was dissolved in 70 parts by mass of propylene glycol monoacetate and subjected to nitrogen radical displacement for 30 minutes to carry out living radical polymerization at 60 ° C for 24 hours to obtain a solution of the interpolymer. 50 parts by mass of benzyl chloride 25 mass propylene glycol monomethyl ether was added to the obtained block copolymer solution, and the solution containing the dispersing agent B2 was obtained by performing the reaction at 80 °C for 2 hours. The dispersion B2 is an A block comprising a repeating unit having a propylene methoxyethyl benzyl dimethyl ammonium chloride and a diaminoethyl methacrylate, and having a methyl methacrylate and a methyl group. A block copolymer of a B block of a repeating unit of butyl acrylate, 2-ethylhexyl methacrylate and benzyl methyl methacrylate. As a result of the proton measurement, the copolymerization ratio of each repeating unit was methacryloxybenzyl dimethyl dimethyl ammonium chloride / dimethyl methacrylate methacrylate / methyl methacrylate / butyl methacrylate / 2-ethylhexyl methacrylate / benzyl methacrylate = 34 / 4 / 1 8 / 1 8 / 14 / 12 (mass ratio). Azo mass butyl ester propylene mass reaction reactive methyl ether ί liquid, segment co-parts and should, self-methyl methacrylate NMR ethyl propyl propyl-45- 201027243 • dispersant b2 with cooling tube, mixer 1.0 parts by mass of AIBN and 186 parts by mass of propylene glycol monomethyl ether acetate were added to the flask, and then 27 parts by mass of methyl methacrylate, 27 parts by mass of butyl methacrylate, and 2-ethylhexyl methacrylate were added. 19 parts by mass, 16 parts by mass of benzyl methacrylate, 16 parts by mass of triethylene glycol ethyl ether methacrylate, and 3.6 parts by mass of cumyl dithiobenzoate were subjected to nitrogen substitution for 30 minutes. Then, stirring was slowly carried out to raise the temperature of the reaction solution to 60 ° C, and the temperature was maintained for 24 hours to carry out living radical polymerization. Then, to the reaction solution, 1.0 part by mass of AIBN and 54 parts by mass of dimethylaminoethyl methacrylate were dissolved in 108 parts by mass of propylene glycol monomethyl ether acetate, and nitrogen substitution was carried out for 30 minutes. The solution was subjected to living radical polymerization at 60 ° C for 24 hours, thereby obtaining a solution containing the dispersing agent b2. Dispersion b2 is an A block' comprising repeating units derived from dimethylaminoethyl methacrylate and having butyl methacrylate-methyl methacrylate and 2-ethylhexyl methacrylate a block copolymer of a B block of a repeating unit of benzyl methacrylate and triethylene glycol ethyl ether methacrylate. As a result of proton NMR measurement, the copolymerization ratio of each repeating unit was dimethylaminoethyl methacrylate/methyl methacrylate/butyl methacrylate/2-ethylhexyl methacrylate/methacrylic acid. Benzyl methacrylate/triethylene glycol ethyl ether methacrylate = 3 4/17/17/12/1 0/10 (mass ratio) Preparation of colorant dispersion Preparation Example 1 -46- 201027243 - Use as (A) 15 parts by mass of CI Pigment Red 254 (manufactured by Ciba Specialty Chemicals Co., Ltd., trade name BK-CF), and 3 parts by mass (calculated as solid content) of a specific dispersant as a dispersant (B) The solvent B1, a propylene glycol monomethyl ether acetate / propylene glycol monoethyl ether as a solvent = 90/10 (mass ratio) mixed solvent, wherein the mixed solvent is used in an amount such that the solid content concentration is 20% by mass, through the beads The mill was mixed and dispersed for 12 hours to prepare a colorant dispersion (M-1). Production Example 2 to 1 3 In the same manner as in Preparation Example 1, except that the coloring agent and the dispersing agent were changed as shown in Table 1, the coloring agent dispersion liquids (M-2) to (M-15) were prepared. 201027243

Colorant V23 CO CO B15:6 CM CM G36 σ>σ>σ> cn Y139 in iq Y150 CO CO <〇CO (Ο CD R177 CO CO R254 ΙΟ T—CSI CM T— 13.5 ΙΟ CM Csl 13.5 分散 Dispersant CO CO CO CO CO CO CO CO CO CO CO CO CO COLLECTION 〇CO Type ffl m ffl mmm CM m T-· S} Έ <〇2 Colorant Dispersion M-1 M-2 Μ—3 M- 4 M-5 (0 1 2 M—7 M-8 M-9 〇Τ Ι Έ T~ T- 1 M —12 CO 1 Έ M-14 M-15 Preparation Example 1 Preparation Example 2 Preparation Example 3 Preparation Example 4 Preparation Example 5 Preparation Example 6 Preparation Example 7 Preparation Example 8 Preparation Example 9 Preparation Example 10 Preparation Example 11 Preparation Example 12 Preparation Example 13 Preparation Example 14 Preparation Example 15 - 48 - 201027243 - In Table 1, "R254" refers to CI Pigment Red 254, "R177 j refers to CI Pigment Red 177, "Y150" refers to CI Pigment Yellow 150, "Y139" refers to CI Pigment Yellow 139, "G36" refers to CI Pigment Green 36, "B15: 6" refers to CI Pigment Blue 15:6, and "V23" refers to CI Pigment Violet 23. Preparation Example 16 Using 3.75 quality as (A) colorant Part of CI Pigment Red 254, 8.25 parts by mass of CI·Pigment Red 177, and 3 parts by mass of the guest represented by the above formula® (II) are specific pigments of melamine, and 3 parts by mass of (B) dispersant (by solid a specific dispersant of the component conversion, that is, a dispersant B1, a solvent of propylene glycol monomethyl ether acetate / propylene glycol monoethyl ether = 90/10 (mass ratio) mixed solvent, the mixed solvent is such that the solid content concentration is The pigment dispersion liquid (A-1) was prepared by mixing and dispersing for 12 hours by a bead mill to prepare an amount of 18% by mass. Preparation Example 17 Except that the dispersant B2 was used as the (B) dispersant in Preparation Example 16 A pigment dispersion liquid (A-2) was prepared in the same manner as in Preparation Example 16. Preparation Example 18 Using 6.75 parts by mass of CI Pigment Green as (A) colorant 7, 8.25 parts by mass of the object represented by the above formula (II) a specific pigment of melamine, 3 parts by mass of a specific dispersant (in terms of solid content), that is, dispersant B1, as a solvent, and ethyl 3-ethoxypropionate/propylene glycol monomethyl ether as a solvent =80/20 (mass ratio) mixed solvent, the mixed solution The pigment dispersion liquid (A-3) was prepared by mixing and dispersing 12 f S1 -49 to 201027243 -hour by a bead mill in an amount of 18% by mass of the solid content concentration. Preparation Example 1 9 Use as (A) 9.6 parts by mass of CI Pigment Green 36 of the coloring agent, 5.4 parts by mass of the guest represented by the above formula (II) is a specific pigment of melamine, and is a specific dispersion of 3 parts by mass (calculated as solid content) of the (B) dispersant. A solvent, that is, a dispersant B1, a solvent of propylene glycol monomethyl ether acetate / propylene glycol monomethyl ether = 90/10 (mass ratio) mixed solvent, and the mixed solvent is used in an amount of 18% by mass of the solid content. The pigment dispersion liquid (A-4) was prepared by mixing in a bead mill and dispersing for 12 hours. Preparation Example 20 Using 9.0 parts by mass of CI Pigment Green 58 as a coloring agent (A), 6.0 parts by mass of the specific compound of the above formula (II) is a melamine specific pigment, and 3 parts by mass of the (B) dispersant ( The specific dispersing agent in terms of solid content, that is, the dispersing agent B1, propylene glycol monomethyl ether acetate as a solvent, and the propylene glycol monomethyl ether acetate is used in an amount of 18% by mass of the solid content. The pigment separation liquid (A-5) was prepared by mixing and dispersing for 12 hours by a bead mill. Preparation Example 21 A pigment dispersion liquid (a-fluorene) was prepared in the same manner as in Preparation Example 16 except that the dispersing agent bl was used as the dispersing agent (B) in Preparation Example 16. Preparation Example 22 A pigment dispersion liquid (a-2) was prepared in the same manner as in Preparation Example 16 except that the dispersing agent b2 was used as the dispersing agent (B) in Preparation Example 16. Preparation 23 - 50- [201027243 In addition to the preparation of Example 16, using CI Pigment Red 254, CI Pigment Red 177 and CI Pigment Yellow 150 as (A) colorant, toning was carried out so that the chromaticity coordinates 値x = 〇. A pigment dispersion liquid (A-6) was prepared in the same manner as in Production Example 16 except that the chromaticity coordinates y of 650 were the same as those of the pigment dispersion liquid (A-1). Production Example 24 A pigment dispersion liquid (a-3) was prepared in the same manner as in Production Example 18 except that the dispersing agent bl was used as the dispersing agent (B) in Preparation Example 18. Production Example 2 5 颜料 A pigment dispersion liquid (a-4) was prepared in the same manner as in Production Example 18 except that the dispersing agent b2 was used as the dispersing agent (B) in Preparation Example 18. Preparation Example 26 Except that in Preparation Example 18, CI Pigment Green 7 and CI Pigment Yellow 150 were used as the coloring agent (A), and the chromaticity coordinates 値X and the pigment dispersion liquid having a chromaticity coordinate 値y = 0.600 were subjected to coloring ( A pigment dispersion liquid (A_7) was prepared in the same manner as in Production Example 18 except for the same. Production Example 2 7 A pigment dispersion liquid (a-5) was prepared in the same manner as in Production Example 19 except that the dispersing agent bl was used as the (B) dispersing agent in Preparation Example 19. Preparation Example 2 8 A pigment dispersion liquid (a-6) was prepared in the same manner as in Preparation Example 19 except that the dispersing agent b2 was used as the (B) dispersing agent in Preparation Example 19. Preparation Example 29 Except that in Preparation Example 19, CI Pigment Green 36 and CI·Pigment Yellow 15 were used as the (A) colorant, and the chromaticity coordinates of the chromaticity coordinates 値y = 0.600 • 51 - 201027243 - were carried out to make the chromaticity coordinates 値y = 0.600 • 51 - 201027243 - A pigment dispersion liquid (A-8) was prepared in the same manner as in Preparation Example 19 except that the 値X was equivalent to the pigment dispersion liquid (A-4). Preparation Example 30 A pigment dispersion liquid (a-7) was prepared in the same manner as in Production Example 20 except that the dispersing agent bl was used as the dispersing agent (B) in Preparation Example 20. Preparation Example 3 1 A pigment dispersion liquid (a-8) was prepared in the same manner as in Production Example 20 except that the dispersing agent b2 was used as the dispersing agent (B) in Preparation Example 20. © Preparation Example 32 Except that in Preparation Example 20, CI Pigment Green 58 and CI Pigment Yellow 150 were used as the (A) colorant, and the chromaticity coordinates 値X and the pigment dispersion which were toned to have a chromaticity coordinate 値y = 0.600 were carried out. A pigment dispersion liquid (A-9) was prepared in the same manner as in Production Example 20 except that (A-5). (C) Synthesis of Resin for Resin: Into a flask having a cooling tube and a stirrer, 2 parts by mass of 2,2'-azobisisobutylidene nitrile and 200 parts by mass of propylene glycol monomethyl ether acetate were added. Then, 15 parts by mass of methacrylic acid, 20 parts by mass of N-phenylmaleimide, 55 parts by mass of benzyl methacrylate, 10 parts by mass of styrene, and 2,4-diphenyl as a molecular weight modifier are added. 4-Methyl-1-pentene (manufactured by Nippon Oil & Fats Co., Ltd., trade name: Nofmer MSD), 3 parts by mass, was purged with nitrogen. Then, the mixture was slowly stirred, the temperature of the reaction solution was raised to 80 ° C, and the temperature was maintained for 5 hours to carry out polymerization, whereby a resin solution (solid content concentration = 33% by mass) was obtained. The obtained resin had Mw = 16,000 and Mn = 7 000. The tree m -52- 201027243 - fat solution is referred to as "resin solution (pi)". Example 1 Preparation of a coloring composition 100 parts by mass of a coloring agent dispersion (M-1), and 10 parts by mass of a resin solution (p1) of (c) a binder resin (in terms of solid content), D) 15 parts by mass of difunctional pentaerythritol hexaacrylate of a polyfunctional monomer, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl) as a photopolymerization initiator 4 parts by mass of butan-1-one and 1 part by mass of 4,4'-bis(diethylamino)benzophenone, and mixed with propylene glycol monomethyl ether acetate as a solvent (F), prepared A liquid mixture (CR1) having a solid content concentration of 22% by mass. The liquid composition (CR1) was evaluated in the following order. The evaluation results are shown in Table 2. Evaluation of chromaticity characteristics and contrast On a soda glass substrate having a Si 02 film on the surface where sodium ions are prevented from eluting, the liquid composition (CR1) is applied by a spin coater at a rotational speed of three sheets, and then a heating plate of 90 ° C is used. Prebaking was carried out for 4 minutes to form three ruthenium coating films having different film thicknesses. Then, after cooling the substrates to room temperature, the coating film was exposed to light at a wavelength of 400 J/xn2 using radiation of respective wavelengths of 365 nm, 405 nm, and 436 nm using a barium mercury lamp. Then, on these substrates, a developing solution of a 0.04 mass% potassium hydroxide aqueous solution at 23 ° C was discharged at a developing pressure of 1 kgf/cm 2 (nozzle diameter: 1 mm), thereby performing shower development for 1 minute. Then, the substrate was washed with ultrapure water, air-dried, and further baked in a clean oven at 22 ° C for 30 minutes to form a cured film for evaluation. -53- .201027243 - For the obtained three cured films, the color coordinates (MCPD2000 produced by Otsuka Electronics Co., Ltd.) were used to measure the chromaticity coordinates of the CIE color system under a C light source and a 2 degree field of view (x , y) and stimulating 値 (Y). Further, the substrate on which the cured film is formed is sandwiched between the two deflecting plates, and the deflecting plate on the front side is rotated by the fluorescent lamp (wavelength range of 380 to 780 nm) from the back side, and passed through a luminance meter LS-100 ( Minolta (manufactured by the company) measures the maximum enthalpy and minimum enthalpy of transmitted light intensity. Then, the maximum 値 is divided by the minimum 値 obtained as the contrast ratio. From the measurement results, the contrast ratio of chromaticity 〇 coordinate 値χ = 〇.650 was obtained. The evaluation results are shown in Table 2. Evaluation of storage stability The viscosity of the liquid composition (CR1) on the day of preparation was measured using an E-type viscometer manufactured by Tokyo Keiki. Further, the liquid composition (CR1) was placed in a light-shielding glass container, and after standing in a sealed state at 23 ° C for 14 days, the viscosity was measured again using an E-type viscometer manufactured by Tokyo Keiki. At this time, the increase rate of the viscosity after standing on the preparation date was calculated, and the case where the increase rate was less than 5% was evaluated as "〇", and 5% or more and less than 10% was evaluated as "△", 1 The case of 0% or more is evaluated as "X". The evaluation results are shown in Table 2. Examples 2 to 7 and Comparative Examples 1 to 8 Liquid compositions (CR2) to (CR1 5) were prepared in the same manner as in Example 1 except that the types of the colorant dispersion liquids were changed as shown in Table 2 in Example 1. Then, evaluation was carried out in the same manner as in Example 1 except that the liquid compositions (CR2) to (CR15) were used instead of the liquid composition (CR1). For red

t SI -54- 201027243 liquid compositions (CR2)~(CR4), (CR8)~(CR11) and (CR14) obtain the contrast ratio of chromaticity coordinates 値x = 〇.650 for green liquid compositions (CR5), (CR7), (CR12), and (CR15) obtain the contrast ratio of the chromaticity coordinate 値y = 0.600, and obtain the chromaticity coordinates y for the blue liquid compositions (CR6) and (CR 13). = 〇. 080 contrast ratio. The evaluation results are shown in Table 2. 【Table 2】

Liquid composition colorant dispersion contrast ratio storage stability Example 1 CR1 Μ — 1 2980 〇 Implementation of the first 2 CR2 Μ—2 3210 〇 Example 3 CR3 Μ-3 3070 〇 Example 4 CR4 Μ-4 2780 〇 〇 Example S CR5 Μ-5 4350 〇 Example 6 CR6 Μ-6 3100 〇 Example 7 CR7 Μ-7 7330 Δ Comparative Example 1 CR8 Μ-8 2150 X Comparative Example 2 CR9 Μ—9 2430 X Comparative Example 3 CR10 Μ- 10 2240 X Comparative Example 4 CR11 Μ-11 2020 X Comparative Example 5 CR12 Μ —12 3700 X Comparative Example 6 CR13 Μ-13 2800 Δ Comparative Example 7 CR14 Μ-14 2500 〇Comparative Example 8 CR15 Ν/Γ—1 5 3800 X ❹ Evaluation of developability The liquid compositions (CR1) to (CR15) were applied to a soda glass substrate having a SiO 2 film on the surface where sodium ions were prevented from eluting using a spin coater, and then subjected to a heating plate of 9 〇 ° C. The film was pre-baked in minutes to form a coating film having a film thickness of 2.5/xm. Then, after cooling the substrates to room temperature, the film was exposed by a high-pressure mercury lamp through a stripe-shaped mask using radiation having wavelengths of 3 65 nm, 4 〇 5 nm, and 436 nm at an exposure amount of 1000 J/m 2 . . Then, on the substrate, a developing solution of a 0.04 mass% potassium hydroxide aqueous solution at 23 ° C was discharged at a developing pressure of lkgf/cm 2 (nozzle diameter: 1 mm), thereby performing shower development for 1 minute. As a result, the liquid compositions (CR1) to (CR13) and (CR15) can form a striped pixel pattern on the substrate, and the liquid composition (CR4) produces development residue on the substrate of the unexposed portion, and cannot form a striped pattern. Plain pattern. Examples 8 to 16 and Comparative Examples 9 to 16 Liquid compositions (CR16) to (CR32) were prepared in the same manner as in Example 1 except that the species of the colorant dispersion was changed as shown in Table 3 in Example 1. ). In the same manner as in Example 1, three sheets of the cured film for evaluation were formed for each of the liquid compositions in the same manner as in Example 1 except that the obtained liquid composition was used, and the radiation exposure amount of the cured film for evaluation was set to 1 000 j/m 2 . Then, in the same manner as in Example 1, the stimuli Υ (Υ) and the contrast ratio of the chromaticity coordinate 値χ = 650 650 were obtained for the red liquid composition, and the chromaticity coordinates 値 y were obtained for the green liquid composition. 0.6 00 stimuli Υ (Υ) and contrast. The evaluation results are shown in Table 3. In addition, the storage stability was evaluated in the same manner as in Example 1 for the liquid compositions (CR16) to (CR3 2). The evaluation results are shown in Table 3. -56- 201027243 [ε<] Storage stability〇< 〇〇〇〇〇〇〇XXXXXXXX Contrast ratio 3200 3100 3500 4600 4800 2900 3000 4200 4400 3100 3000 3350 3200 4500 4300 4650 4550 | γ value | Μ9.0 丨18.7 50.3 | 53.0 | 1 58.6 1 118.5 I | 49.5 | 1 52.0 1 1 57.5 1 18.8 I 18.7 I 50·1 I 49.9 1 52.7 52.5 58.2 58.0 Coloring agent view R254/R177/Inventive. R254/R177/Specific pigment St VO S G58/Specific pigment R254/R177/Y150 G7/Y150 G36/Y150 G58/Y150 R254/R177/Specific pigment R254/R177/Specific pigment G7/^ Zhao G36/Specific pigment G36/Special material s 00 o G58/· 特赵料分散剂狮τ α] CVJ ffl τ— ffl r- m τ— ffl r~ ffl ffl r~ m ffl CVJ η i— 丄) CSJ τ— x> CSI Xi τ— CM Si colorant Dispersion Α-1 CSJ I < CO I < A-4 ΙΟ 1 < (0 I < A-7 00 1 < 0) 1 < a_1 a - 2 a - 3 a - 4 a - 5 A-6 a-7 a-8 liquid composition | CR16 | CR17 I CR18 I | CR19 | 1 CR20 i CR21 | CR22 | CR23 CR24 CR25 CR26 CR27 CR28 CR29 CR30 1 CR31 CR32 | Example 8 Example 9 Example 10 Example 11 Example 12 Example 13 Example 14 Example 15 Example 16 Comparison 9 Comparison Example ί Comparative Example 11 Tough 12 Comparative Example 13 Comparison 14 Comparison Example 15 Comparative Example 16

In Table 3, "R2 54" refers to CI Pigment Red 254, "RW7" refers to -57-201027243 • CI·Pigment Red 177, "G7" refers to G36" refers to CI Pigment Green 36," G58 Green 58, "Y150" means that the CI pigment yellow refers to the object represented by the above formula (Π) as melamine [Simplified illustration] None. [Main component symbol description] None. ◎ C.I. Pigment Green 7, “ ” refers to C.I. Pigment 150, “Specific Pigment _ according to the specific pigment. -58-

Claims (1)

201027243 . VII. Patent application scope: 1_—Coloring composition' is a coloring composition containing (A) coloring agent, (B) dispersant binder resin, and (D) polyfunctional monomer, (B) a dispersing agent comprising a repeating unit represented by the following formula (1) and a repeating unit represented by the following formula (3), ❹7 CH2-|+f Ο I v Ri,^~R3 In the formula (1), R1 to R3 each independently represent a hydrogen atom or a chain- or cyclic hydrocarbon group which may have a substituent, and two of R1 to R3 are bonded to each other to form a cyclic structure, R4 represents a hydrogen atom or a methyl group, represents a divalent linking group, and Y represents a pair of anions; (2) in the formula (2), R5 and R6 independently of each other represent a hydrogen atom, or may have a substituent a chain or cyclic hydrocarbon group, R5 and R6 may mutually be each other. (C) Its special element, which has a X-form, has a ring structure of -59-201027243, and R7 represents a hydrogen atom or a a group, z represents a divalent linking group; In the formula (3), R8 represents a chain or cyclic alkyl group which may have a substituent, an aryl group which may have a substituent, or an aralkyl group which may have a substituent, and R9 represents a hydrogen atom or a methyl group. 2. The colored composition of claim 1, wherein the copolymer has a repeating unit represented by the following formula (4). COO—(-R10〇}^~R11 In the formula (4), R1G represents an ethyl group or a propyl group, R 11 represents a group having 1 to 5 carbon atoms, and r12 represents a hydrogen atom or a methyl group 'η An integer of 1 to 2 Å. 3. The coloring composition of the first aspect of the invention, wherein the copolymer is a repeating unit having the above formula (1) and a repeating unit represented by the above formula (2) The A block and the block copolymer of the B block having the repeating unit represented by the above formula (1) and the repeating unit represented by the above formula (2) and having the repeating unit represented by the above formula (3). 4. The coloring composition of claim 3, wherein the B block further has a repeating unit represented by the above formula (4). -60 - 201027243 • 5. The coloring composition of the first item of the patent application has a host represented by the following formula (I) or a crystal compound of the guest represented by the following formula (Π), where (A) the colorant is a tautomer of the main compound (clathrate Ο) OH 1 RaHN (Π) In the formula (II), Ra to Re is independently an alkyl group having 1 to 4 carbon atoms substituted by a hydroxyl group. 6. The coloring composition of the fifth aspect of the patent application is melamine. 7. The coloring composition according to item 5 of the patent application scope further contains at least one selected from the group consisting of C.I. Pigment Red 177. 8. The coloring composition according to item 5 of the patent application scope further contains at least one selected from the group consisting of C.I. Pigment Green 7, C. Pigment Green 58. a hydrogen atom, or a oxime, wherein the compound of the formula (II), wherein (A) a colorant and a CI pigment red 254, wherein (A) a colorant I. Pigment Green 36 and CI-61-201027243 - 9 The coloring composition of claim 1, further comprising (E) a photopolymerization initiator. A color filter comprising a coloring layer formed using the coloring composition according to any one of claims 1 to 9. 11. A color liquid crystal display element having a color filter of claim 10th. 12. A coloring agent dispersion liquid containing a coloring agent, a dispersing agent, and a solvent coloring agent dispersion, characterized in that: as a dispersing agent, the repeating unit represented by the above formula (1), the above formula (2) a copolymer of the repeating unit shown and the repeating unit represented by the above formula (3). -62- 201027243, IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the component symbols of this representative figure: None. 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: None.