TW201003148A - Coloring composition for forming red pixel, color filter and color liquid crystal display element - Google Patents

Abstract

The present invention provides coloring composition capable of reproducing thick color phase closing to CRT and forming red pixel containing high contrast. A coloring composition for forming red pixel is coloring composition containing (A) coloring agent, (B) binder resin, and (C) multi-functional monomer, wherein (A) coloring agent containing C. I. pigment Red 177 and at least one selected from the group consisting of C. I. pigment Red 242 and C. I. pigment Orange 38, and determined CIE chromaticity coordinate is at range of 0.61 ≤ x ≤ 0.67, 0.31≤ y ≤ 0.35 by C-illuminant at the visual field of 2 DEG.

Description

201003148 VI. Description of the Invention: [Technical Fields of the Invention] The color liquid crystal display of a sheet formed of a red pixel color composition of a transmissive or anti-use type by a color filter, and a color field, in order to be able to The present invention is directed to a red color CIE color proposed by the color computer internal processing number error (EBU) adopted by the United States, for example, in the present invention, the colored light sheet for forming a red pixel, and a color liquid crystal display device. More specifically, a coloring composition used in the production of a color liquid crystal device, a color image sensor element, or the like, a color filter having the pixel, and the color filter element. [Prior Art] With the liquid crystal display elements of digital cameras and Hi-Vision TVs, color filters need to be enlarged to display dark blue and bright red sunsets like the winter sea. The color reproduction field of components is set on the basis of CRT. As the standard color reproduction field of CRT, it can be listed in the color space defined by the Television Standards Committee (NTSC), the US and Japanese TV systems, the standard color space sRGB for Internet and personal bitmap images, the European broadcast S color space, etc. . In addition, the coordinates of these standard color reproduction areas are as follows: NTSC : X = 0. 670 1 y = 0. 330 sRGB, EBU: x = 0. 640 > y = 0. In addition, in the display of the above-mentioned dark phase, if the "black" of the black display portion cannot be clearly displayed, a picture with a blurred outline is generated, and therefore it is necessary to have a high contrast while expanding the field of color reproduction. 201003148 pixels. Various proposals have been made for the coloring composition for forming red pixels in order to improve the color performance. For example, in Patent Document 1 and Patent Document 2, it is proposed to introduce C. I. Pigment Red 254 and C. I. A scheme in which Pigment Red 177 is used in combination with various yellow pigments. However, in such a pigment combination, it is not good enough to obtain a red pixel having high contrast. Further, in Patent Document 3 and Patent Document 4, it is proposed to use C. I.  Pigment Red 242 is the main pigment, with C. I. Pigment Red 254, C. I. Pigment red 177 or the like is used in combination as a coloring pigment. However, in such a pigment composition, there is a case where the reproduction of the red reproduction field of the above CRT standard is difficult in itself, and it is not good enough to obtain a red pixel having high contrast. In contrast, in Patent Document 5, it is disclosed by C. I.  Pigment Red 254 is the main pigment, with C. I. Pigment Red 242 is used in combination with a coloring pigment to achieve improved color properties, however, in such a pigment composition, it is still not good enough to obtain a red pixel having high contrast. Further, in Patent Documents 6 to 8, it is disclosed that C is used.  I. Pigment Red 2 5 4 and C.  I·Pigment Orange 3 8 is used in combination. However, in such a pigment combination, it is not good enough to obtain a red pixel having high contrast, and there is also a case where reproduction of the red reproduction field of the above C R T standard itself is difficult. Due to the above background, there is an urgent need to develop a colored composition capable of reproducing a dark phase close to a CRT and capable of forming a red pixel having high contrast. [Patent Document 1] _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. [Patent Document 8] JP-A-2006-30674 SUMMARY OF THE INVENTION An object of the present invention is to provide a dark phase that can reproduce a CRT and can be formed. A colored composition of red pixels with high contrast. Another object of the present invention is to provide a color filter having a red pixel formed of the above colored composition, and a color liquid crystal display element having the color filter. The inventors focused on the results of the study and found that by C. I. Pigment red 177 and selected from C. I. Pigment Red 242 and C. I. The above problem can be solved by using at least one of the group consisting of Pigment Orange 38 as a coloring agent, thereby completing the present invention. That is, the present invention, first, provides a colored composition for forming a red pixel, which is a colored resin composition containing (A) a colorant, (B) a binder resin, and (C) a polyfunctional monomer. A) coloring agent containing C. I. Pigment red 177, selected from C. I. Pigment Red 242, C. I. At least one of the groups consisting of the pigment orange 38, the CIE chromaticity coordinate measured by the C light source in the 2 degree field of view falls at 0. 61sxs0. 67,0. 31sys0. 35 range. 201003148 The present invention, in a second aspect, provides a color filter having a red pixel formed using the above colored composition. The third aspect of the invention provides a color liquid crystal display element having the above color filter. The coloring composition of the present invention is capable of reproducing a dark phase close to a CRT and capable of forming a red pixel having high contrast. Further, the red pixel formed by using the colored composition of the present invention is excellent in solvent resistance. Therefore, the coloring composition of the present invention can be suitably used for the manufacture of various color filters typified by color filters for color liquid crystal display devices in the electronic industry and color filters for color separation of solid-state imaging elements. . [Embodiment] Hereinafter, the present invention will be described in detail. Coloring composition for red pixel formation - (A) Colorant - The coloring agent of the present invention is characterized by containing a color index (C. I. ; The Society of Dyers and Colourists is issued. C. in the same below) I. Pigment red 177 and selected from C. I. Pigment Red 242 and C. I. At least one of the group consisting of Pigment Orange 38. It is disclosed in Japanese Laid-Open Patent Publication No. H10-227911, the Japanese Patent Publication No. Hei. I. The coloring composition of Pigment Red 177 as the main pigment is considered to be unsuitable for the formation of red pixels due to low luminance (light transmittance). In contrast, the inventors have found that by using the red pigment with C 丄 pigment red 2 4 2 and / or C · I. The pigment orange 3 8 is combined to perform coloring, and it is possible to form a dark phase which can reproduce the CRT with 201003148, and the contrast is high, and the brightness (light transmittance) is not inferior to the previous red pixel. The coloring composition of the present invention is for forming a red pixel. It may further contain other red, yellow or orange pigments (hereinafter also referred to as "other pigments") other than the above pigments. The red, yellow or orange pigments are not particularly limited, but color filters are preferably organic pigments because of high color purity and high light transmittance and heat resistance. As the red organic pigment in the above other pigments, for example, a compound classified as a pigment in a color index can be cited, and specifically, it can be listed as having the following color index (C. I. ) numbered pigments. C.  I · Pigment Red 1, C.  I. Pigment red 2, C.  I. Pigment Red 5, C, I. Pigment red 17, C. I. Pigment Red 31, C. I. Pigment Red 32, C. I. Pigment Red 41, C. I. Yan Hong 122, C. I. Pigment red 123, C. I. Pigment Red 144, C. I. Pigment Red 149, C. I. Pigment Red 166, C. I. Pigment Red 168, C. I. Pigment Red 170, C. I. Pigment Red 171, C. I. Pigment Red 176, C. I. Pigment Red 178, C. I. Pigment red Π 9, C. I. Pigment Red 180, C. I. Pigment Red 185, C. I. Pigment Red 187, C. I. Pigment Red 202, C. I. Pigment Red 206, C. I. Pigment Red 207, C. I·Pigment Red 2_09, C. I. Pigment Red 214, C. I. Pigment Red 220, C. I. Pigment Red 221, C. I. Pigment Red 224, C. I. Pigment Red 243, C. I. Pigment Red 25 4, C. I. Pigment Red 255, C. I. Pigment Red 262, C. I. Pigment Red 264, C. I. Pigment red 272. Further, as the yellow organic pigment in the above other pigments, for example, a compound classified as a pigment in a color index can be listed, and specifically, the following color index can be cited (C. I. ) numbered pigments. 201003148 C. 1. Pigment Yellow 12, C. 1. Pigment Yellow B, (:. 〗·Pigment Yellow 14, c丄yan Yellow, 17, C. I. Pigment Yellow 20, C. I. Pigment Yellow 24, C I Pigment Yellow 31, C. I. Pigment Yellow 55, C. I. Pigment Yellow 83, C I. Pigment Yellow 93, c. 〗 Pigment Yellow 1〇9, C丄 Pigment Yellow 110, (Μ. Pigment Yellow 138, c τ Pigment Yellow 139, c丄 Pigment Yellow 150, C. I. Pigment Yellow 153, C I Pigment Yellow l54, c. 〗 Pigment Yellow 155, C. I. Pigment Yellow 166, C. I. Pigment yellow pigment yellow i80, c. I· Pigment Yellow 2 1 1. Further, as the orange organic pigment in the above other pigments, for example, a compound classified as a pigment in a color index can be listed, and specifically, the following color index can be cited (C. 〗. ) numbered pigments. C. I. Pigment Orange 5, C. I_Pigment Orange 丨3, (:·Ι. Pigment Orange 14, (: 丄 Pigment Orange 24, C. I. Pigment Orange 34, C. I. Pigment Orange 36, C. I. Pigment Orange 40, C. I.  Pigment Orange 43, C. I. Pigment Orange 46, C. I. Pigment Orange 49, C. I. Pigment Orange 61, C. I. Pigment Orange 64, C. I. Pigment Orange 68, C. I. Pigment Orange 70, C. I. Pigment Orange 71, C. I. Pigment Orange 72, C. I. Pigment Orange 73, C. I. Pigment Orange 74. Among the above other pigments, from the viewpoint of being able to achieve a dark phase and high contrast which are close to the CRT, it is preferably selected from C. I. Pigment Red 166, C. I.  Pigment Red 224, C. I·Pigment Orange 71, C. I. Pigment Yellow 83, C. I_Pigment Yellow 138, C. I. Pigment Yellow 139, C. I. Pigment Yellow 150 and C. I. At least one of the groups consisting of Pigment Yellow 180, particularly preferably selected from the group consisting of C. I. Pigment Yellow 139, C_I_ Pigment Yellow 150 and C. I. At least one of the group consisting of pigment yellow 180. The above other pigments may be used singly or in combination of two or more. In the present invention, from the viewpoint of being able to achieve a dark phase and high contrast which is close to c R τ , it is preferred that the entire colorant contains 30 to 80% of the mass of the product. I. Pigment red 177, 1 to 49% by mass selected from C. I. Pigment Red 242 and C. I. At least one of the group consisting of Pigment Orange 38 is particularly preferably containing 50 to 70% by mass of C. I. Pigment red 177, 10~49% by mass selected from C. I. Yan Hong 242 and C. I. At least one of the group consisting of Pigment Orange 38. Further, in the present invention, when other pigments are used, the content ratio thereof is preferably from 1 to 50% by mass, particularly preferably from 1 to 40% by mass, based on the entire coloring agent. Here, the entire colorant is meant to include C. I. Pigment Red 177, C. I. Pigment Red 242, C. I.  Pigment orange 38 and all pigments of other pigments. Therefore, the content ratio in the entire colorant means the content ratio in all the pigments. In addition, C. I. Pigment Red 177 (A1) and selected from C. I. Pigment Red 242 and C. I.  The mass ratio (Α1··Α2) of at least one of the groups (A2) composed of the pigment orange 38 is preferably from 30:70 to 90:10, more preferably from 50:50 to 80:20. And, in the entire colorant C. I. Pigment red 177 and selected from C. I. Pigment Red 242 and C. I.  The total content of at least one of the groups of the pigment oranges 38 is preferably from 60 to 100% by mass, more preferably from 75 to 100% by mass. By using such a color former, it is possible to reproduce a dark color, a phase close to the CRT, and to form a red pixel having a high contrast. In the present invention ' C. I. Pigment Red 177, C. I. Pigment Red 242, C. I. The pigment orange 38 and other pigments can be purified by a recrystallization method, a reprecipitation method, a solvent washing method, a sublimation method, a vacuum heating method, or the like, as needed, and then used. In the present invention, the above various pigments may be modified by using a polymer to modify the surface of the particles as needed. Examples of the polymer of the surface of the modified pigment granules include a polymer described in JP-A No. Hei 08-258978, or a commercially available polymer for dispersing a pigment, or a oligo%. In the present invention, the coloring composition can be prepared by a suitable method, for example, by mixing the component (A) and the following components (B) to (D) with a solvent and an additive, preferably by using a pigment. In a solvent, in the presence of a dispersing agent and a dispersing aid to be added as needed, a pulverizer, a roller mill or the like is used for pulverization, mixing and dispersion together with a component of the component (B), and a pigment dispersion liquid is prepared. Further, a component (B) to (D) and a solvent and an additive which are further added as needed are added and mixed. As the dispersing agent, for example, a suitable dispersing agent such as a cationic type, an anionic type, a nonionic type or an amphoteric type can be used, and it is preferred that the polymer be dispersed ([. Specifically, a modified acrylic copolymer or an acrylic system is mentioned. a copolymer, a polyurethane, a polyester, an alkylammonium salt or a phosphate ester of a polymer copolymer, a cationic comb-type graft polymer, etc. Here, the cationic comb-type graft polymer means having 1 molecule A polymer of a structure in which a graft structure of two or more branched polymers is grafted on a main chain polymer of a plurality of basic groups (cationic functional groups) may, for example, be a polyethyleneimine or a branched polymerization of a main chain polymer portion. The material is a polymer composed of a ring-opening polymer of ε-caprolactone. Among these dispersing agents, a modified acrylic copolymer, a polyurethane, a cationic comb-type graft polymer is preferred. Commercially available, for example, as a modified acrylic polymer, DISPERBYK-2000, DISPERBYK-2001 (above produced by BYK Chemie (BYK)), and as a polyurethane, DISPER can be cited. B YK-1 6 1 , DISPERB YK-1 62 , DISPERB YK-1 65 , -10- 201003148 DISPERBYK-167 ' DISPERB YK-1 70, DI S PER BYK -1 8 2 (above BYK Chemie (B YK) The company produces), SOLSPERSE 76500 (manufactured by IUBRIZ0L (^), as a cationic comb-type graft polymer' can be used for SOLSPERSE 24000, SOLSPERSE 37500 (manufactured by LUBRIZOL Co., Ltd.), AJISPER PB821, AJISPER PB822 AJISPER PB 8 80 (produced by AJIN〇MOT〇FINE-TECHNO Co., Ltd.), etc. These dispersants may be used singly or in combination of two or more. The content of the dispersant is relative to 100 masses from the viewpoint of improving developability. The pigment is usually 100 parts by mass or less, preferably 0. 5 to 100 parts by mass, more preferably 1 to 70 parts by mass, particularly preferably 10 to 50 parts by mass. In addition, examples of the solvent used in the preparation of the pigment dispersion liquid include the same solvents as those exemplified for the liquid composition of the coloring composition described below. The content of the solvent in the preparation of the pigment dispersion is usually from 200 to 1 part by mass, preferably from 300 to 1 part by mass, per 100 parts by mass of the pigment, from the viewpoint of dispersibility of the pigment. For example, a blue pigment derivative or a yellow pigment derivative may be used as the dispersing aid to be used for the preparation of the pigment dispersion liquid. Specific examples thereof include a copper phthalocyanine derivative. - (B) Binder Resin The (B) binder resin in the present invention is not particularly limited, and is preferably a polymer having an acidic functional group such as a carboxyl group or a phenolic hydroxyl group. Among them, a polymer having a carboxyl group is preferred, and particularly an ethyl b-11-201003148 ethylenically unsaturated monomer having one or more carboxyl groups (hereinafter referred to as "carboxyl-containing unsaturated monomer") and other copolymerizable ethylene. A copolymer of a monounsaturated monomer (hereinafter referred to as "copolymerizable unsaturated monomer") (hereinafter referred to as "carboxyl-containing copolymer"). Examples of the carboxyl group-containing unsaturated monomer' include unsaturated monocarboxylic acids such as (meth)acrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid; maleic acid, maleic anhydride, fumaric acid, itaconic acid, and the like. Unsaturated carboxylic acid such as itaconic anhydride, citraconic acid, citraconic anhydride, mesaconic acid or its anhydride; succinic acid mono [2-(methyl) propylene methoxyethyl] ester, phthalic acid mono [2] - [(Methyl)-propyl ethoxylate] vinegar of 2 or more polycarboxylic acids such as (meth) propylene methoxyethyl] ester; ω-carboxypolycaprolactone mono (methyl) A mono(meth)acrylate or the like of a polymer having a carboxyl group and a hydroxyl group at both terminals such as an acrylate. The above carboxyl group-containing unsaturated monomers may be used singly or in combination of two or more kinds. In the present invention, as the carboxyl group-containing unsaturated monomer, (meth)acrylic acid, succinic acid mono[2-(methyl)acryloxyethyl ester], ω-carboxypolycaprolactone mono ( Methyl) acrylate or the like is particularly preferably (meth)acrylic acid. The copolymerization ratio of the carboxyl group-containing unsaturated monomer in the carboxyl group-containing copolymer is preferably from 5 to 50% by mass, more preferably from 10 to 40% by mass. When the copolymerization ratio is too small, the solubility of the obtained colored composition in the alkali developing solution tends to be small. On the other hand, if the copolymerization ratio is too large, the solubility in the alkali developing solution is too large, and it is easy to develop in the alkali developing solution. This causes a tendency for the pixel to fall off the substrate and cause film cracking on the surface of the pixel. Further, examples of the copolymerizable unsaturated monomer include, for example, Malay 醯-12-201003148 imine; N-phenylmaleimide, N-o-hydroxyphenylmaleimide, N-m-hydroxybenzene Kamalyimide, N-p-hydroxyphenylmaleimide, N-benzylmaleimide, N-cyclohexylmaleimide, N-ammonium imino-3-arm醯imine benzoate, N-succinimide-4-maleimine butyrate, N-succinimide-6-maleimide caproate, N-amber N-substituted maleimine such as quinone imido-3-maleimide propionate or 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-α-methylstyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, p-vinylbenzyl methyl ether, o-vinylbenzyl glycidol Base ether, m-vinylbenzyl shrinkage An aromatic vinyl compound such as oleyl ether or p-vinylbenzyl glycidyl ether; anthracene such as hydrazine or 1-methylhydrazine; methyl (meth) acrylate, ethyl (meth) acrylate, (methyl) N-propyl acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, second butyl (meth) acrylate, third butyl (meth) acrylate Ester, 2-ethylhexyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, allyl (meth)acrylate, (methyl) Benzyl acrylate, cyclohexyl (meth) acrylate, phenyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, (methyl) -13 - 201003148 2-phenoxy acrylate Ethyl ester, methoxy diglycol (meth) acrylate, methoxy triethylene glycol (meth) acrylate, ( Yl) acrylate, methoxy propylene glycol (meth) acrylate, methoxy dipropylene glycol (meth) acrylate Be ester, (meth) acrylate, tricyclo [5. 2. 1. 02·6]decane-8-yl ester, 2-hydroxy-3-phenoxypropyl (meth)acrylate, glycerol mono(meth)acrylate, 4-hydroxyphenyl (meth)acrylate An unsaturated carboxylic acid ester such as an ethylene oxide-modified (meth) acrylate of p-nonylphenol; a glycidyl ester of an unsaturated carboxylic acid such as glycidyl (meth)acrylate; vinyl acetate; a vinyl carboxylate such as vinyl propionate, vinyl butyrate or vinyl benzoate; an unsaturated ether such as vinyl methyl ether, vinyl ethyl ether or allyl glycidyl ether; such as (meth) propylene A vinyl cyanide compound such as nitrile, α-chloroacrylonitrile or divinyl cyanoethylene; (meth) acrylamide, α-chloropropenylamine, Ν-2-hydroxyethyl (meth) acrylamide, etc. Saturated decylamine; aliphatic conjugated diene such as 1,3-butadiene, isoprene, chloroprene; polystyrene, poly(methyl) methacrylate, poly(methyl) acrylate A macromonomer having a mono(meth)acrylonitrile group at the end of a polymer molecular chain such as an ester or a polyoxyalkylene. These copolymerizable unsaturated monomers may be used singly or in combination of two or more. In the present invention, as the copolymerizable unsaturated monomer, yttrium-substituted; -14-201003148 of maleidinide, aromatic vinyl compound, unsaturated carboxylic acid ester, and polymer molecular chain terminal have a single ( Methyl) acrylonitrile-based macromonomers, etc., particularly preferably N-phenylmaleimide, N-cyclohexylmaleimide, phenylethene, α-methylstyrene, p-hydroxy- Α-methylstyrene, methyl (meth)acrylate, n-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, (a) Allyl acrylate, benzyl (meth) acrylate, glycerol mono (meth) acrylate, 4-hydroxyphenyl (meth) acrylate, ethylene oxide modified p-nonyl phenol (Meth) acrylate, polystyrene macromonomer, polymethyl methacrylate macromonomer, and the like. In the present invention, for example, a copolymer obtained by copolymerizing a copolymerizable unsaturated monomer having a hydroxyl group such as 2-hydroxyethyl (meth)acrylate, and 2-(meth)acryloxyethyl isocyanate may be used. A carboxyl group-containing copolymer having a polymerizable unsaturated bond in a side chain obtained by reacting an unsaturated isocyanate compound is used as a binder resin. The polystyrene-equivalent weight average molecular weight (hereinafter also referred to as "Mw") measured by a gel permeation chromatography (GPC, elution solvent: tetrahydrofuran) of the adhesive resin in the present invention is preferably from 1 to 45,000. , especially good for 3000~ 30000. Further, the ratio (Mw/Mn) of Mw to Μη of the adhesive resin in the present invention is preferably from 1 to 5, more preferably from 1 to 4. When the Mw is too small, the residual film ratio of the obtained film is lowered, and the pattern shape, heat resistance, and the like are impaired, and electrical properties may be deteriorated. On the other hand, if the size is too large, the resolution is lowered to impair the pattern shape. And -15-201003148 and the risk of drying foreign matter is likely to occur when coating by a slit nozzle method. The binder resin in the present invention can be, for example, made a constituent unsaturated monomer in a suitable solvent, in 2,2'-azobisisobutyronitrile, 2,2'-azobis (2,4- It is prepared by polymerization in the presence of a radical polymerization initiator such as dimethyl valeronitrile or 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile). The binder resin in the present invention can be produced by radically polymerizing an unsaturated monomer as described above, and then refining by using two or more organic solvents having different polarities. In other words, the 'solution' of the good solvent Φ after the polymerization is removed by filtration or centrifugation as needed, and then a large amount (usually 5 to 1 times the volume of the polymer solution) is poured. In the dinamide (poor solvent), the copolymer is reprecipitated and purified. At this time, #Μ牧! Among the impurities remaining in the solution, impurities soluble in the precipitant remain in the liquid phase and are separated from the refined binder resin. Examples of the combination of the good solvent/precipitant used in the reprecipitation method include diethylene glycol monomethyl ether acetate/n-hexane, methyl ethyl ketone/n-hexan, and diethylene glycol monomethyl ether acetate. Ester/n-heptane, methyl ethyl ketone/n-heptane, and the like. Further, the adhesive resin in the present invention can also be formed into a saturated monomer by the above-mentioned radical polymerization initiator and pyrazole-1-dithioresoric acid cyano (dimethyl)methyl ester, pyrazole. Benzyl 1-dithiocarboxylate, tetraethylthiuram disulfide, bis(pyrazole-1-ylthiocarbonyl) disulfide, bis(3-methyl-pyrazole-1 _ Thiocarbonylcarbonyl)disulfide, bis(4-methyl-D-pyridin-1-ylthiocarbonyl)disulfide, bis(5-methyl-pyrazole-indole-ylthiodene) Sulfide, bis(3,4,5-trimethyl-pyrazole-fluorenylthiocarbonyl) disulfide-16-201003148, bis(pyrrole-:l-ylthiocarbonyl)disulfide, two In the presence of a molecular weight modifier such as thiobenzimidyl disulfide which initiates the action of a transfer terminator, it is usually carried out in an inert solvent at a reaction temperature of 〇15 (TC, preferably 50 to 120 °C). Further, it is produced by living radical polymerization. Further, the adhesive resin in the present invention may be a polysulfide which acts on the above-mentioned radical polymerization initiator and its chain transfer agent. In the presence of an alcohol compound, it is produced by radical polymerization in a suitable solvent. Here, the polythiol compound refers to a compound having two or more mercapto groups in one molecule, and examples thereof include trimethylolpropane. (3-mercaptopropionate), neopentyl sterol oxime (3_mercaptopropionate), tetraethylene glycol bis(3_mercaptopropionate), dipentaerythritol tert-(3-mercapto) Propionate), neopentyl quinone oxime (thioglycolate), 1,4-bis(3-mercaptobutoxy)butane, pentaerythritol bismuth (3-mercaptobutyrate) ), i, 3,5 - cis(3-indenylbutoxyethyl)-1,3,5-tri-trap-2,4,6-(111,311,511)trione, etc. In the present invention The binder resin may be used singly or in combination of two or more. In the present invention, the content of the binder resin is usually 10 to 1,000 parts by mass, preferably 20 to 500 parts by mass, per 100 parts by mass of the (A) colorant. When the content of the binder resin is too small, for example, the alkali developability is lowered, and the storage stability of the obtained colored composition is lowered. On the other hand, if the content is too large, the pigment concentration is relatively small. As the film, there is a risk that it is difficult to achieve the target color density. - (c) Polyfunctional monomer - The polyfunctional monomer in the present invention is a monomer having two or more polymerizable unsaturated bonds. -17- 201003148 Examples of such a polyfunctional monomer include bis(meth)acrylate of an alkanediol such as ethylene glycol or propylene glycol; and di(meth) of a polyalkylene glycol such as polyethylene glycol or polypropylene glycol. Acrylate; poly(meth) acrylate of a trihydric or higher polyhydric alcohol such as glycerin, trimethylolpropane, neopentyl alcohol or dipentaerythritol or a dicarboxylic acid modified product thereof; polyester, epoxy Oligomeric (meth) acrylate such as resin, polyurethane resin, alkyd resin, fluorenone resin, spiro resin; hydroxy poly-1,3-butadiene at both ends, hydroxypolyisoprene at both ends, such as Di-(meth) acrylate of a two-terminal hydroxyl polymer such as hydroxypolycaprolactone at both ends; gin[2-(methyl) propylene oxyethyl] phosphate or isocyanuric acid oxirane A tri-propionate; a poly(meth)acrylate having an urethane structure; and the like. Among these polyfunctional monomers, poly(meth)acrylates of a trihydric or higher polyhydric alcohol and modified dicarboxylic acids thereof, and poly(meth)acrylates having an urethane structure . The poly(meth)acrylates of the trihydric or higher polyhydric alcohols and the dicarboxylic acid modified products thereof are preferably trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, and neopentane. Tetraol triacrylate, neopentyl alcohol trimethacrylate, neopentyl alcohol tetraacrylate, neopentyl alcohol tetramethacrylate, dipentaerythritol pentaacrylate, dipentaerythritol penta Acrylate, dipentaerythritol hexaacrylate, dipentaerythritol hexamethacrylate, pentaerythritol triacrylate and monoester of succinic acid, pentaerythritol trimethacrylate and amber Acid monoester, dipentaerythritol pentaacrylate and monoester of succinic acid, dipentaerythritol-18- 201003148 pentamethylpropionate esterate and monoester of succinic acid, from colored layer The strength is large, the surface smoothness of the colored layer is excellent, and it is difficult to produce stains and residual films on the unexposed portion of the substrate and the light shielding layer, and is particularly preferable. Trimethylol propyl tripropionate, neopentyl alcohol triacrylate, dipentaerythritol pentaacrylate vinegar, dipentaerythritol hexaacrylate, pentaerythritol triacrylate and succinic acid Monoesters and monoesters of dipentaerythritol pentaacrylate with succinic acid. The above polyfunctional monomers may be used singly or in combination of two or more. The content of the polyfunctional monomer in the present invention is preferably from 1 to 500 parts by mass, more preferably from 11 to 400 parts by mass, per 100 parts by mass of the (B) binder resin. When the content of the polyfunctional monomer is too small, the solvent resistance of the pixel tends to decrease. On the other hand, if the content is too large, for example, the alkali developability is lowered, and stains are likely to occur on the unexposed portion or on the light shielding layer. The tendency of residual film or the like. In the present invention, a part of the polyfunctional monomer may also be replaced with a monofunctional monomer having one polymerizable unsaturated bond. The monofunctional monomer may, for example, be mono[2-(methyl)propenyloxyethyl] succinate or mono[2-(methyl)propenyloxyethyl] phthalate. Single [(meth) propylene decyloxyalkyl] ester of a divalent or higher polycarboxylic acid; ω-carboxypolycaprolactone mono (meth) acrylate, a polymer having a carboxyl group and a hydroxyl group at both ends (Meth) acrylate, Ν-vinyl succinimide, Ν-vinyl pyrrolidone, Ν-vinylphthalimide, Ν-vinyl-2-piperidone, Ν-ethylene Base-ε-caprolactam, N-vinylpyrrol, Ν-vinylpyrrolidine, Ν-vinylimidazole, Ν-vinyl imidazoline, -19- 201003148 N-vinyl anthracene, N- Vinyl porphyrin, N-vinylbenzimidazole, N-vinylcarbazole, N-vinylpiperidine, N-vinylpiperazine, N-vinylmorpholine, N-vinylmorphine trap, etc. - a vinyl-containing nitrogen-containing heterocyclic compound; N-(methyl) propylene sulfenyl porphyrin, and other commercially available products, M-5400, M-5600 (trade name 'East Asia Synthetic Co., Ltd.) Wait. 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 proportional to the polyfunctional monomer from the viewpoint of improving the strength of the pixel and the surface smoothness.  The total amount of the functional monomers is preferably 90% by mass or less, more preferably 50% by mass or less. - (D) Photopolymerization Initiator - In the coloring composition of the present invention, the coloring composition can be made into a radiation-sensitive property by blending a photopolymerization initiator. The term "ray" as used herein refers to a ray containing visible light, ultraviolet light, far ultraviolet light, electron beam, X-ray or the like. The photopolymerization initiator in the present invention is a compound which is capable of generating an active seed which is polymerized by radiation exposure to initiate polymerization of the above (C) polyfunctional monomer and, if necessary, a monofunctional monomer. Examples of such a photopolymerization initiator include a thioxanthone-based compound, an acetophenone-based compound, a diimidazole-based compound, a tri-grain-based compound, a fluorene-based fluorene-based compound, and a key salt-based compound benzoin-based system. A compound, a benzophenone-based compound, an α-diketone-based compound, a polynuclear oxime-based compound, an anthranone-based compound, a diazo-based compound, or the like. In the present invention, the photopolymerization initiator may be used alone or in combination of two or more -20 to 201003148. The photopolymerization initiator in the present invention preferably contains at least one selected from the group consisting of a swainketone-based compound, an acetophenone-based compound, a diimidazole-based compound, a triterpenoid compound, and an anthracene-based fluorene-based compound. In the photopolymerization initiator of the present invention, specific examples of the thioxanthone-based compound include thioxanthone, 2-chlorothioxanthone, 2-methylpyranone, and 2-isopropylthioxene. Ketone, 4-isopropylthioxanthone, 2,4-dichlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropyl Ket-ketone and the like. Further, specific examples of the acetophenone-based compound include 2-methyl-1-[4-(methylthio)phenyl]-2-zolylpropan-1-one and 2-benzyl- 2-Dimethylamino-1-(4-carbophenyl)butan-1-one, 2-(4-methylbenzylidene)-2-(dimethylamino)-1- (4-glyphosylphenyl) butan-1-one and the like. Further, specific examples of the above diimidazole-based compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-diimidazole. 2,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-diimidazole, 2,2'-bis (2,4, 6-Trichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-diimidazole and the like. Further, when a diimidazole-based compound is used as the photopolymerization initiator, it is preferably used in combination with a hydrogen donor from the viewpoint of improving sensitivity. The term "hydrogen donor" as used herein refers to a compound which can supply a hydrogen atom to a radical generated by a diimidazole-based compound by exposure. Examples of the hydrogen donor include a mercaptan hydrogen donor such as 2-mercaptobenzothiazole or 2-mercaptobenzoxazole, and 4,4′-bis(dimethylamino)benzophenone. An amine-based hydrogen donor such as 4'-bis(diethylamino)benzophenone. In the present invention, the hydrogen donor may be used singly or in combination of two or more. From the viewpoint of further improving the sensitivity, it is preferred that 21-201003148 one or more kinds of thiol-based hydrogen donors and one or more kinds of amine-based hydrogens. The donor is used in combination. Further, specific examples of the above-mentioned three-tillage compound include 2,4,6-para(trichloromethyl)-s-tripper, 2-methyl-4,6-bis(trichloromethyl)- S-triterpene, 2-[2-(5-methylfuran-2-yl)vinyl]-4,6-bis(trichloromethyl)-s-triterpene, 2-[2-(furan- 2-yl)vinyl]-4,6-bis(trichloromethyl)-s-tripper, 2-[2-(4-ethylamino-2-methylphenyl)ethyl bromide]_4 ,6-bis(trichloromethyl)-5-three tillage, 2-[2-(3,4-dimethoxyphenyl)vinyl]-4,6-bis(trichloromethyl)-s -Tri-trap, 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-S-tripper, 2-(4-ethoxystyryl)-4,6- Bis(trichloromethyl)-S-three-pill, 2-(4-n-butoxyphenyl)-4,6-bis(trichloromethyl)-s-three-plowing, etc. Well-like compound. Further, as a specific example of the 0-fluorenyl fluorene compound, for example, 1,2-octanedione 1-[4-(phenylthio)phenyl]-, 2-(0-benzhydrylhydrazine) can be used. Ethyl ketone ' 1-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]-, 1-(anthracene-ethyl), ethyl ketone, 1-[9-Ethyl-6-(2-methyl-4-tetrahydrofurylmethoxybenzylidene)-9H-indazol-3-yl]-, 1-(0-ethylindenyl) Ethylketone, bp-ethyl-6-{2-methyl-4-(2,2-dimethyl-1,3-dioxolanyl)methoxybenzylidene}·9Η-咔Zyrid-3-yl]·, 1-(0-ethenylhydrazine) and the like. In the present invention, when a photo-radical generator other than a diimidazole-based compound such as an acetophenone-based compound is used, a sensitizer may be used in combination. As such a sensitizer, for example, 4,4'-bis(dimethylamino)benzophenone, 4,4,-bis(diethylamino)benzophenone, 4-diethylamino group can be mentioned. Acetophenone, 4-dimethylaminophenylpropanoid, 4-dimethylaminobenzoic acid ethyl acetate, 4-dimethylaminobenzoic acid 2-ethylhexyl ester, 2,5-bis(4-di Ethyl benzylidene)cyclohexanone, 7-diethylamine-22- 201003148 bis-(4-diethylaminobenzimidyl)coumarin, 4-(diethylamino) Ear ketone and the like. In the present invention, the content of the photopolymerization initiator is usually 〇 with respect to 100 parts by mass of the (C) polyfunctional monomer. The 〇 is 1 to 120 parts by mass, preferably 1 to 100 parts by mass. When the content of the photopolymerization initiator is too small, exposure curing is insufficient, and it is difficult to obtain a color filter having a colored layer pattern arranged in a predetermined layout. On the other hand, if it is too large, the formed pixel is in development. The tendency to easily fall off the substrate. - Other Additives - The colored composition of the present invention contains the above components (A) to (D), and may further contain other additives as needed. Examples of the other additives 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 an anion. Surfactant such as surfactant; vinyl trimethoxy decane, vinyl triethoxy decane, vinyl ginseng (2-methoxyethoxy) decane, N-(2-aminoethyl)- 3-aminopropylmethyldimethoxydecane, N-(2-aminoethyl)-3-aminopropyltrimethoxydecane, 3-aminopropyltriethoxydecane, 3- Glycidoxypropyltrimethoxydecane, 3-glycidoxypropylmethyldimethoxydecane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane, 3 - an adhesion promoter such as -chloropropylmethyldimethoxydecane' 3-chloropropyltrimethoxydecane, 3-methacryloxypropyltrimethoxydecane, 3-mercaptopropyltrimethoxydecane; An antioxidant such as 2,2-thiobis(4-methyl-6-tert-butylphenol) or 2,6-di-t-butylphenol; 2-(3-tert-butyl-5-methyl- 2-hydroxy-23- 201003148 Ultraviolet absorbers such as phenyl)-5-chlorobenzotriazole and alkoxybenzophenone; anticoagulants such as sodium acrylate; malonic acid, adipic acid, itaconic acid, citraconic acid fumaric acid, An alkali solubility improving agent such as meconic acid. - Solvent - The colored composition of the present invention contains the above components (A) to (c) and optionally added component (D) and other additives, and is usually mixed with a solvent to prepare a liquid composition. The solvent is appropriately selected and used as long as it can disperse or dissolve the components (A) to (D) constituting the coloring composition and other additive components, and does not react with these and has moderate volatility. Such a solvent may, for example, be ethylene glycol monomethyl ether, ethylene diethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol monoether, 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, propylene glycol ethyl ether, propylene glycol mono-n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monoether, (poly)alkylene glycol alkyl ethers such as dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl ether; ethylene glycol monomethyl ether acetate, Ethylene glycol monoethyl ether acetate, dimannyl monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether ethyl ester, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetic acid Ester, 3-methylmethoxybutyl acetate, etc. Alkyl ether acetates; diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether tetrahydrofuran and other ethers; polymorphism component sterol methyl monomethyl ortho-alcohol-24- -3- 201003148 Ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone; alkyl lactate such as methyl lactate or ethyl lactate; 2-hydroxy-2-methylpropane Ethyl acetate, methyl 3-methoxypropionate, ethyl propyl propionate, methyl 3-ethoxypropionate, ethyl ethoxyacetate 3-ethoxypropionate, ethyl hydroxyacetate, 2 -Hydroxy-3-methylbutyric acid 3-methyl-3-methoxybutylpropionate, ethyl acetate, isopropyl n-propionic acid acetate, n-butyl acetate, isobutyl acetate, n-pentyl formate Isoamyl acrylate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl vinegar, acetamidine acetate Other esters such as methyl vinegar, ethyl acetate, 2-oxobutane; aromatic hydrocarbons such as toluene and xylene; N,N-dimethylformamide, hydrazine, hydrazine-dimethylacetamide And decylamine such as N-methanone or indoleamine. Among these solvents, from the viewpoints of solubility, pigment dispersibility, and coatability, propylene glycol monoformic acid 'ethylene glycol monocarboxylic acid acetate, alcohol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and 3 are preferable. _ methoxy acid ester, diglyme, diethylene glycol methyl ethyl ether, cyclohexanone, 3-heptanone, ethyl lactate, ethyl 3-methoxypropionate, 3_B Oxymethyl ester, ethyl 3-ethoxypropionate, n-butyl 3-methyl-3-methoxybutylpropanoacetate, isobutyl acetate, n-amyl formate, n-butyl acetate isotanoate, Ethyl butyrate, isopropyl vinegar, n-butyl succinate, ethyl acetate, and the like. The above solvents may be used singly or in combination of two or more. 3-methoxy ester, ethyl ester, ester, ethyl ester, ethyl, butyrate, ethyl pyruvate, etc., propylene glycol, 2 heptyl propionate, ester, propionate-25 - 201003148 In addition, benzyl ethyl ether, di-n-hexyl ether, acetone acetone, isophorone, hexanoic acid, octanoic acid, octanoicol, diterpene alcohol, benzyl acetate, benzoic acid may be combined with the above solvents. High boiling point solvents such as ethyl ester, diethyl oxalate, diethyl maleate, T-butyrolactone, ethylene carbonate, propylene carbonate, ethylene glycol monophenyl ether acetate. The above high boiling point solvents may be used singly or in combination of two or more. The content of the solvent is not particularly limited, and from the viewpoints of coatability and stability of the obtained colored composition, it is generally recommended that the total concentration of each component other than the solvent of the composition is 5 to 50% by mass. Preferably, it is an amount of 10 to 40% by mass. Color Filter The coloring composition of the present invention is suitable for forming red pixels in the red reproduction field which can reproduce the above CRT standard. Specifically, it is suitable for forming a CIE chromaticity coordinate measured by a C light source measured at a 2 degree field of view at 0. 61 S X S 0. 67,0. 31 S y S 0. 35 range of red pixels, especially falling in 〇. 63 S xS 0_67’ 0. 32S 0. 34 range of red pixels. The color filter of the present invention has a red pixel formed of the colored composition of the present invention. As a method of forming a color filter, first, it is known that a coating film of a color ray-sensitive composition is formed on a substrate or a substrate on which a light-shielding layer of a predetermined pattern is formed in advance, and a ray is irradiated through a reticle having a predetermined pattern. A method of exposing 'and developing to dissolve out unexposed portions, and then post-baking to obtain pixels of respective colors. Specifically, first, on the surface of the substrate, a light-shielding layer which is to be formed into a pixel portion is formed as needed, and then a dispersion of the red pigment of the present invention having a radiation sensitivity is applied on the substrate by coating -26-201003148. After the liquid composition of the composition, 'prebaking is performed to evaporate the solvent to form a coating film. Next, the coating film was exposed through a photomask, and developed with an alkali developing solution to dissolve and remove the unexposed portion of the coating film, followed by post-baking to form a pixel array in which a red pixel pattern was arranged in a predetermined layout. Then, 'liquid composition of each coloring composition in which green or blue pigment is dispersed' is applied, and coating, prebaking, exposure, development, and post-baking of each liquid composition are performed in the same manner as above, and red is sequentially formed on the same substrate. A pixel array and a blue pixel array are used to produce a color filter in which pixel arrays of three primary colors of red, green, and blue are disposed on a substrate. However, in the present invention, the order in which the pixels of the respective colors are formed is not limited to the above order. Examples of the substrate used in forming the pixel include glass, sand, polycarbonate, polyester, aromatic polyamide, polyamidimide, and polyimide. Further, these substrates may be subjected to a chemical treatment such as a decane coupling agent, a plasma treatment, an ion plating, a sputtering, a gas phase reaction method, or a vacuum deposition, as appropriate. When the liquid composition of the coloring composition is applied to the substrate, a spray coating method, a roll coating method, a spin coating method (spin coating method), a slit die coating method, a bar coating method, an inkjet method, or the like may be employed. The coating method is particularly preferably a spin coating method. The thickness of the coating is usually 0. 1 to 10/zm, preferably 0. 2~8. 0// m’ is especially good. 2 to 6, 0/zm. As the ray used for forming the pixel, for example, a visible light -27 - 201003148 line, an ultraviolet ray, a far ultraviolet ray, an electron beam, an X ray or the like can be used, and a ray in the range of 190 to 450 nm is preferable. The exposure amount of the rays 'is usually 1 〇 1 〇〇〇〇 J/m 2 . When the coloring composition of the present invention is used, an exposure amount of 800 I/m 2 or less and an exposure amount of 600 I/m 2 or less can form an excellent solvent resistance. Further, as the above alkali developing solution, for example, sodium carbonate, sodium, potassium hydroxide, tetramethylammonium hydroxide, choline or 1,8-diaza [5. 4·0]-7-undecene, 1,5-diazabicyclo[4. 3. 0]-5-pinene and other solutions. For example, an appropriate amount of methanol, a water-soluble organic solvent, a surfactant, or the like may be added to the alkali developer. Further, after alkali development, water washing 8 is carried out as a development treatment method, and a rinsing development method, a spray scouring (immersion) development method, a coating method (liquid method), or the like can be employed. The developing conditions are preferably 5 to 300 seconds under development. Further, as a second method of forming a color filter, a method of producing pixels of respective colors by an inkjet method in Japanese Patent Laid-Open Publication No. Hei. No. Hei. The color filter 'of the present invention thus produced can reproduce a dark phase with a CRT and has a high contrast'. Therefore, it is very expensive for a liquid crystal display device having a wide reproduction field represented by TV. Color liquid crystal display element The color liquid crystal display element of the present invention has a color wavelength invention of the present invention or even a normal method such as a hydroxyl alcohol such as oxyhydroxide, and a color furnace light -28-201003148 which is open to the outside of Japan at a normal temperature. The color liquid crystal display element of the present invention can take an appropriate configuration. For example, a color filter may be formed on a substrate other than the driving substrate on which the thin film transistor (TFT) is provided, and the driving substrate and the substrate on which the color filter is formed may face the liquid crystal layer, and A substrate in which a color filter is formed on the surface of the driving substrate on which the thin film transistor (TFT) is provided and a substrate on which an ITO (tin-doped indium oxide) electrode is formed may be employed, and the liquid crystal layer may be opposed to each other. . The latter structure can significantly increase the aperture ratio and has the advantage of being able to produce a bright, high-definition liquid crystal display element. [Examples] Hereinafter, embodiments of the present invention will be more specifically described by way of examples. However, the invention is not limited to the following embodiments. Preparation of Pigment Dispersion Preparation Example 1 As a coloring agent (A), 7. 2 parts by mass C. I. Pigment red 242, 7. 8 mass parts C. I. Pigment Red 177, 5 parts by mass of AJISPER PB 880 (manufactured by AJINOMOTO FINE-TECHNO Co., Ltd.) as a dispersing agent, and 80 parts by mass of propylene glycol monomethyl ether acetate as a solvent were mixed and dispersed in a ball mill for 12 hours to prepare a pigment dispersion. Liquid (M-1). Preparation Examples 2 to 17 In the preparation example 1, the pigment dispersion liquids (M-2) to (M-17) were prepared in the same manner as in the preparation example except that the colorants were replaced with those shown in Table 1. Modulation Example 1 8 -29- 201003148 9 parts by mass of C as a coloring agent (A). I. Pigment Orange 38, C. I_Pigment Red 177, 5 parts by mass of PB822 as a dispersing agent (AJIN〇MOTO FINE-TECHNO Co., Ltd.: 80 parts by mass of propylene glycol monomethyl ether acetate as a solvent was dispersed by a ball for 12 hours to prepare a pigment dispersion liquid ( M-18). In the preparation example 19, the pigment dispersion liquid (M-19) 6 parts by mass of AJISPER was prepared in the same manner as in the preparation example 18 except that the coloring agent was replaced with the coloring agent. Mixing with g machine - shown as -(M-33)° -30- 201003148 R254 1 1 1 III 1 1 1 3. 75 3. 75 12. 75 00 K 1 Y180 1 1 1 1 I 1 1 1 1 Y150 1 1 1 1 I 1 1 1 m Y139 1 1 1 1 1 m 1 1 m 1 Y138 1 1 1 1 1 1 1 1 1 Y83 1 1 1 1 1 1 1 1 1 071 1 1 1 1 1 1 1 1 1 R224 1 1 1 1 1 1 1 1 Coffee R166 1 1 1 1 1 1 1 1 1 R177 00 00 m vd 〇〇 inch od inch od inch od 2 2 m 8. 25 8. 25 卜 in R242 CN 卜 (Ν卜 in in 1 t 1 2. 25 (N 00 od pigment dispersion, 1 M-2 Μ-3 Μ-4 Μ-5 M-6 M-7 M-8 M-9 M-10 1_ M-ll M-12 M-13 M- 14 M-15 M-16 M-17 Modulation example 1 Modulation example 2 Modulation example 3 Modulation example 4 Modulation example 5 Modulation example 6 Modulation example 7 Modulation example 8 Modulation example 9 Modulation example 10 Modulation example 11 Modulation example 12 Modulation example 13 Modulation Example 14 Modulation Example 15 Modulation Example 16 Modulation Example 17 201003148 R254 1 1 1 1 1 1 1 1 1 1 1 (N 3. 75 3. 75 12. 75 2. 25 Y180 1 1 1 1 1 1 m 1 1 Y150 1 1 1 1 1 m 1 m Y139 1 1 1 1 m 1 ro 1 Y138 1 1 1 yn 1 1 1 1 Y83 1 1 in 1 1 1 1 1 071 1 1 1 1 1 1 1 R224 in 1 1 1 1 1 1 1 R166 2. 25 1 1 1 1 i 1 1 1 R177 00 ON 6. 75 6. 75 6. 75 8. 25 8. 25 ON 8. 25 8. 25 038 (N 6. 75 6. 75 5. 25 5. 25 m m CO 1 1 1 2. 25 12. 75 Pigment Dispersion M-18 M-19 M-20 M-21 M-22 M-23 M-24 M-25 M-26 M-27 M-28 M-29 M-30 M-31 M-32 M -33 Modification Example 18 Modification Example 19 Modulation Example 20 Modulation Example 21 Modulation Example 22 Modulation Example 23 Modulation Example 24 Modulation Example 25 Modulation Example 26 Modulation Example 27 Modulation Example 28 Modulation Example 29 Modulation Example 30 Modulation Example 31 Modulation Example 32 Modulation Example 33 201003148 In Tables 1 and 2, for example, "R242" means C. I. Pigment Red 242, “ 〇 3 8 ” means C · I. Pigment Orange 3 8, "Y 8 3" means C.  I. Pigment Yellow 8 3. (B) Synthesis of alkali-soluble resin Synthesis Example 1 In a flask equipped with a condenser and a stirrer, 2,2'-azobisisobutyronitrile was added. 5 parts by mass and 200 parts by mass of propylene glycol monomethyl ether acetate, 15 parts by mass of methacrylic acid, 20 parts by mass of N-phenylmaleimide, 55 parts by mass of benzyl methacrylate, and styrene 10 were continuously added. In parts by mass and 2 parts by mass of neopentyl pentoxide (3-mercaptopropionate) (manufactured by Sigma Chemical Industry Co., Ltd., trade name: PEMPII-20P), which was used as a molecular weight regulator, was purged with nitrogen. Then, the mixture was slowly stirred, the temperature of the reaction solution was raised to 80 ° C, and polymerization was carried out at this temperature for 5 hours to obtain a resin solution (solid content concentration = 3 3. 3 mass %). The obtained resin had Mw = 25,000 and Mn = 12,000. This resin solution was referred to as "resin solution (B-1)". Example 1 100 parts by mass of the pigment dispersion liquid (M-1) as the coloring agent (A), and 10 parts by mass of the resin solution (B1) as the (B) alkali-soluble resin (in terms of solid content), as (C) 15 parts by mass of dipentaerythritol ter acrylate of a polyfunctional monomer, 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl) as (D) photopolymerization initiator 4 parts by mass of butane-anthracene and 1 part by mass of 4,4'-bis(diethylamino)benzophenone, and propylene glycol monomethyl ether acetate as a solvent are mixed to prepare a solid content concentration It is a 25% liquid composition (R-1). The liquid substrate (R-1) was prepared and evaluated in the following order. The evaluation results are shown in Table 3. -33- 201003148 The substrate was fabricated by using a spin coater with a rotation speed as a variable, and the liquid composition (R-1) was applied to three soda lime glasses on the surface to form a Si 〇 2 film for preventing sodium ion elution. The substrate was then prebaked on a hot plate at 90 ° C for 4 minutes to form three coating films having different film thicknesses. Then, after cooling the substrates to room temperature, the coating film was exposed to light having wavelengths of 365 nm, 405 nm, and 436 nm at a exposure amount of 400 J/m 2 using a high pressure mercury lamp. Then, it will be 0 by 2 3 °C. A 04% by mass aqueous potassium hydroxide solution developer solution was sprayed onto these substrates under a developing pressure of 1 kgf/cm 2 (nozzle diameter 1 mm) for rinsing and development, and then post-baked at 220 ° C for 30 minutes to form a developing solution. A substrate for evaluation of a red cured film. Evaluation of chromaticity performance For the obtained substrate, a color analyzer (MCPD 20 00 manufactured by Otsuka Electronics Co., Ltd.) was used, and a chromaticity coordinate 値 (X, in the CIE chromaticity space) was measured by a C light source in a 2 degree field of view. y) and stimuli (Y). Further, the film thickness of the obtained cured film was measured by Alpha-Step IQ manufactured by KLA-Tencor. From the measurement results, the chromaticity coordinate 値X is determined to be 0. 630, 0. 650, 0. The chromaticity coordinates 値y and stimuli (Y) at 670 hours. The evaluation results are shown in Table 3. The larger the stimulus Y (Y), the higher the light transmittance (brightness). Evaluation of Contrast The substrate obtained by the above evaluation of the chromaticity performance was sandwiched between two polarizing plates, and the front side was irradiated with a fluorescent lamp (wavelength range of 380 to 780 nm) from the back side. The polarizing plate was rotated, and the maximum 透过 of the transmitted light intensity and the minimum --34-201003148 were measured on a luminance meter LS-100 (manufactured by Minolta). Further, the maximum enthalpy divided by the minimum enthalpy was evaluated as the contrast. From the measurement results, the chromaticity coordinate 値X is determined to be 0. 630, 0. 65 0, 0. Contrast at 670 hours. The evaluation results are shown in Table 3. Evaluation of Solvent Resistance After the liquid composition (R-1) was applied onto a soda lime glass substrate having a Si 〇 2 film for preventing sodium ion elution by a spin coater, it was 90. (: The pre-bake on the heating plate for 4 minutes, and the film thickness after pre-baking is 2. 5 coat film. Then, after the substrates were cooled to room temperature, exposure to light having wavelengths of 365 nm, 405 nm, and 43 6 nm was performed by a mask using a high-pressure mercury lamp at a exposure amount of 400 μm/m 2 through a mask. Then, it will be 0. A 04% by mass aqueous potassium hydroxide solution developer solution was sprayed onto these substrates at a developing pressure of 1 kgf/cm2 (nozzle diameter 1 mm) for rinsing and development, and then post-baked at 220 ° C for 30 minutes on the substrate. A red pixel pattern of 200 x 200 ym is formed. The obtained substrate was immersed in N-methylpyrrolidone at 60 °C for 30 minutes, and the dot pattern before and after the immersion was observed by a scanning electron microscope. When a pattern having a good boundary shape is formed, and the thickness ratio before and after the immersion (film thickness after immersion) When the film thickness of <100/pre-impregnation is 95% or more, it is evaluated as 〇, and when the film thickness ratio before and after immersion is less than 95%, or when a part of the pattern is defective, it is evaluated as Δ'. When detached from the substrate, it was evaluated as X. The evaluation results are shown in Table 3. Examples 2 to 2 and Comparative Examples 1 to 1 1 In the first embodiment, the liquid composition was prepared in the same manner as in Example 1 except that the pigment dispersion was replaced by the one shown in Table 3 and Table -35-201003148. U_2) ~ (R-38). Then, evaluation was carried out in the same manner as in Example 1 except that the liquid compositions (R-2) to (R-38) were used instead of the liquid composition (R-1). The evaluation results are shown in Tables 3 and 4. Further, in the evaluation of the solvent resistance of Example 丨6, it was observed that a film remained in the unexposed portion of the substrate. -36- 201003148 ilfe 铤* 〇 〇 〇 〇 〇 〇 〇 〇

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Inl-LA 3S, 201003148 Solvent resistance 〇〇〇〇〇〇〇〇〇〇〇XXXX < x = 0.670 Contrast 3800 3910 3950 3650 3760 | 3670 1 3760 3650 3900 1 3920 1 3840 2670 2880 3070 2260 2500 18.5 17.4 16.6 17.3 17.2 17.4 17.2 rH 17.3 17.2 17.3 16.9 16.9 18.3 21.8 0.331 0.323 0.318 0.325 0.323 0.324 0.325 0.324 0.324 0.323 0.324 0.324 0.324 0.323 0.329 0.351 x=0.650 Contrast 3950 4060 4100 3800 3900 3800 3900 3800 4050 4100 4000 2800 3000 3200 2350 2560 20.6 19.5 18.7 19.4 19.3 19.5 19.3 19.2 19.2 19.4 19.3 19.4 19.0 19.0 20.4 24.5 0.335 0.327 0.322 0.329 0.327 03⁄4 0.329 0.328 0.328 0.327 0.328 0.328 0.328 0.327 0.333 0.355 X=0.630 Contrast 4070 4180 4200 3900 4020 3900 4020 3920 4180 4220 4120 2860 3100 3270 2420 2650 22.5 21.3 20.6 21.3 21.2 21.4 21.2 21.1 (Ν 21.3 21.2 ! 21.3 20.9 20.9 22.3 28.2 0.337 0.328 0.324 0.331 0.329 0.330 0.331 0.330 0.330 0.329 0.330 0.330 0.330 0.329 0.335 0.365 B/C (parts by mass) 10/15 10/15 10/15 10/15 10/15 10/15 10/15 10/15 10 /15 10/15 10/15 10/15 10/15 10/15 10/15 10/15 Liquid composition R-23 R-24 R-25 R-26 R-27 R-28 R-29 R-30 R-31 R-32 R-33 R-34 R-35 R-36 R-37 R-38 Pigment Dispersion M-18 M-19 M-20 M-21 M_22 M-23 M-24 M-25 Μ -26 Μ-27 Μ-28 Μ-29 Μ-30 Μ-31 Μ-32 Μ-33 Example 17 Example 18 Example 19 Example 20 Example 21 Example 22 Example 23 Example 24 Example 25 Example 26 Example 27 Comparative Example 7 Comparative Example 8 Comparative Example 9 Comparative Example 10 Comparative Example 11 oo cn 201003148 In Tables 3 and 4, "B/C (part by mass)" means (B) alkali-soluble resin and (C) Content (parts by mass) of the polyfunctional monomer. As can be seen from Tables 1 to 4, if CI Pigment Red 177 and (:·Ι.Pigment Red 24 2 or CI Pigment Orange 38 are used as the colorant, a dark phase close to the CRT can be reproduced, and high contrast can be obtained. In contrast, it can be seen that CI Pigment Red 25 4 and CI Pigment Red 177 are used as colorants, and if a hue close to CRT is reproduced, the contrast is low (Comparative Examples 1 and 7), even if further coloring is performed using a yellow pigment, contrast Also not good enough, and the stimulating enthalpy (Y) also decreased (Comparative Examples 2, 3, 8, and 9). In addition, it is understood that when CI Pigment Red 254 and CI Pigment Red 2 42 or CI Pigment Orange 38 are used as a coloring agent, The stimulating enthalpy (γ) is high, but if CI Pigment Red 254 is used as the main pigment, the contrast is low (Comparative Examples 4, 5, and 10), and if CI Pigment Red 242 or CI Pigment Orange 38 is used as the main pigment, the contrast is not good enough. At the same time, it is difficult to reproduce the hue close to the CRT itself (Comparative Example 6, 1 1 is more surprisingly 'Pixel pattern formed by the colored composition of the present invention' and coloring using CI Pigment Red 254 which was mainly used before. Composition Compared to the pixel pattern further understood more excellent solvent resistance. [] None drawings briefly described. The main element symbol square DESCRIPTION te -39-

Claims (1)

201003148 VII. Patent application scope: 1. A colored composition for forming red pixels, which comprises (A) a coloring agent, (B) a binder resin, and a colored composition of a polyfunctional monomer, as (A) The colorant 'containing at least one of CI Pigment Red 177 and a group selected from the group consisting of CI Pigment Red 242 and CI Pigment Orange 38, and the CIE chromaticity coordinate measured by the c light source at a 2 degree field of view falls at 0.6 Uxs0. 67. The range of 0.3I sys 〇.35. 2 The coloring composition of claim 1, wherein the entire coloring agent contains 30 to 80% by mass of cI pigment red 177, and 1 to 49% by mass of the selected one is selected from the group consisting of At least one of the group consisting of CI Pigment Red 242 and CI Pigment Orange 38. 3. The color composition of claim 1 or 2, as a colorant, further comprising a color selected from CI Pigment Red 166, CI Pigment Red 224, at least one of the group consisting of CI Pigment Orange 71, CI Pigment Yellow 83, CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 1 50, and C. I. Pigment Yellow 1 800 4. A colored composition as claimed in any one of claims 1 to 3, (C) The content of the polyfunctional monomer is from 100 to 500 parts by mass based on 100 parts by mass of the (B) binder resin. 5. The colored composition according to any one of claims 1 to 4, Further comprising (D) a photopolymerization initiator. 6. A color filter having a color composition formed according to any one of claims 1 to 5, which is formed by a C light source in a 2 degree field of view. The measured CIE chromaticity coordinates fall in the red pixel in the range of 〇.61: sxs 〇 .67 '0.31 sys 0.35. -40- 201003148 7. A color liquid crystal display element having color as in item 6 of the patent application scope -41 - 201003148 IV. Designation of representative drawings: (1) The representative representative of the case is: No. (2) The symbol of the symbol of the representative figure is simple: Μ 、 5. If there is a chemical formula in this case, please reveal the most A chemical formula that shows the characteristics of the invention: