TW200829965A - Color filter, liquid crystal display device and CCD device - Google Patents

Abstract

The present invention provides a color filter having a high optical resistance and high contrast (ratio), and the said color filter can enhance an image performance of display device and inhibit the degradation of the image performance. Further, a liquid display device and CCD device using the said color filter and having excellent image performance are also provided. The color filter is consisted of dispersion of organic pigment fine particles that the residual pigments are 60 to 95 % after 150 hours irradiation of 100000 lux xenon in air, and has pixel of 5000 or more of contrast before xenon irradiation.

Description

200829965 IX. OBJECTS OF THE INVENTION: TECHNICAL FIELD The present invention relates to a shirt color filter, and a liquid crystal display device and a CCD device using the same, particularly regarding a residual image having high contrast and suppressing image display. A color filter having high display quality that causes display failure, a liquid crystal display device and a CCD device using the same. [Prior Art] In recent years, with the improvement of image quality such as liquid crystal display (LCD), CRT (Braun tube), which is a popular display, is being replaced for a wide range of applications. Therefore, it has evolved to require performance improvement that further improves the color reproduction domain and brightness. In response to this requirement, color filters are the key component materials. Since the color filter has a function of imparting coloration to a display image such as an LCD panel or a CCD device, it directly affects the color characteristics of the LCD panel or the CCD device, and has a great influence on basic display performance.

The required characteristics regarding the color filter include, for example, transmittance, color purity, contrast, low reflection, and the like. In particular, if the transmission or contrast is low, the light will attenuate causing the display to darken or cause light and darkness to be noticeable. Therefore, high transmittance is required. On the other hand, it is also required that the color reproduction domain obtained by combining RGB is broad, and the purity of each color is high. On the other hand, if it is only necessary to increase the transmittance of the color filter, the particle diameter of the pigment may be set small. However, in this case, when it is used as a display panel, it is easy to increase the number of cases in which display defects such as residual images are caused. That is, simply improving the transparency and contrasting guidelines is inconsistent with ensuring that the features of 200829965 are displayed. If further consideration is given to light resistance or color unevenness, the color filters to date cannot meet the requirements anyway. On the other hand, the pigment is applied to the color filter because of its vivid color tone, high tinting strength, light resistance, and the like. Among the pigments, they are practically important, and most of them are fine particles. The reason for this is to prevent the agglomeration of the pigment and to refine it to obtain a vivid color tone and high coloring power which is desired. However, for example, when the pigment is made fine by a physical method such as salt milling, the stability of the light resistance or the like is likely to be deteriorated due to an increase in the surface area. In order to improve the problems to obtain a pigment dispersion or a coloring photosensitive composition having superior fluidity and dispersibility, it is known to apply a surface treatment of an organic pigment (see, for example, Patent Documents 1 and 2), or to use various dispersions. The measure of the agent (see, for example, Patent Documents 3 and 4). Further, there is a method of using a reprecipitation method in which a sample dissolved in a good solvent is injected into a poor solvent to obtain fine particles, which has been disclosed in Patent Documents 5 and 6. However, if such a pigment is to be used for coloring In the case of a photosensitive composition, the layer is usually extremely thin, and it is required to exhibit a high coloring concentration with a thin thickness. Therefore, it is necessary to disperse the finely divided organic pigment therein at a high concentration, for example, in an organic solvent. Since the stabilization as described above is more difficult due to the high concentration, it has not been provided until now that a pigment which satisfies such requirements and a color filter using the same have not been provided. Further, regarding the light resistance of the organic pigment, although it contains yellow pigment 200829965, not only the light resistance is deteriorated, but also the display characteristics are significantly impaired, so that a satisfactory color filter cannot be obtained. Accordingly, the present invention has an object of providing a color filter which can coexist with both high light resistance and high contrast (ratio) and can improve the image display performance of a display device and suppress degradation of high display performance. Further, a liquid crystal display device and a C C D device which can exhibit superior image display performance using the high-quality color filter are also provided.

[Technical method for solving the problem] The technical problem as described above can be achieved by the following method: (1) A color filter characterized by having a light amount of 100,000 lux by irradiation in air The xenon light (xenon) is formed by a dispersion of organic pigment fine particles having a pigment residual ratio of 60 to 95% after 150 hours, and a contrast of 5,000 or more before the irradiation of the calendering. (2) The color filter according to Item (1), wherein the organic pigment particles are composed of a red pigment. (3) The color filter according to Item (1) or (2), wherein the pigment residual ratio is from 7 5 to 90%. (4) The color filter as described in any one of (1) to (3), which has a contrast of 1 〇 or more before irradiation of calendering. (5) The color filter of any one of the items (1) to (4), wherein the contrast of the red color of the color filter before the irradiation of the light is 10,0 0 or more . (6) A liquid crystal display device, which is characterized in that the color filter according to any one of (1) to (5, 200829, 965). (7) The liquid crystal display device of (6), wherein the liquid crystal display device is in a VA mode. (8) A CCD device characterized by the color filter according to any one of (1) to (5). [Effect of invention]

The color filter of the present invention can achieve both high contrast and light resistance of more than 5,000, and when used in a display device, it can exhibit high display performance and suppress display performance due to residual images. Degradation. Further, the liquid crystal display device and the C C D device having the above-described superior color filters can realize vivid color image display and suppress occurrence of display unevenness. [Embodiment] [Best Embodiment of the Invention] The present invention will be described in detail below. The coloring layer (pixel) of the color filter of the present invention contains organic pigment particles having a pigment residual ratio of 60 to 95 after 150 hours of irradiation with light in an amount of 100 lux in air. %, preferably a residual ratio of 70 to 90%, more preferably a residual ratio of 75 to 90%, and particularly preferably a residual ratio of 80 to 90%. Here, the "pigment residual ratio" means: (〇) Measure the absorption spectrum of the color filter or the specified pixel before exposure, and specify the peak derived from the pigment, and calculate the area of the peak, ( Ii) Next, 'the color filter or the specified pixel is exposed (in the air, the amount of light irradiated is 1 10,000 lux is irradiated by the glass substrate side 200829965), and is calculated as described above. The same peak area derived from the absorption spectrum of the pigment, (ni) is then divided by the "peak area after exposure" by the "peak area before exposure".

The pigment residual ratio can be obtained by, for example, the light resistance test as described below using a pixel-forming color filter. That is, in the case of performing a test on a color filter formed by forming a pixel on a glass substrate and providing a ruthenium electrode, the glass substrate is removed by a hydrofluoric acid solution in order to enable measurement under air. The pigment residual ratio can be calculated from the ratio of the optical concentrations of the respective pixels before and after the irradiation of the phosphor. In the present invention, the thickness of the colored layer (pixel) is preferably from 0.5 to 5 // m, and more preferably from 1 to 3 // m. Further, the size of one pixel is preferably from 400 to 90,000 / / m 2 , and more preferably from 1,000 to 15,000 / zm 2 . The color filter of the present invention can be used as a superior contrast. In the present invention, the "contrast" is a ratio representing the amount of transmitted light when the polarization axes are parallel and perpendicular to each other between two polarizing plates (see, Ueki, Koseki, Fukunaga). ("Color Filter for 512 color display 10.4"-size TFT-LCD"), 7th, "Yamanaka" and others published "512-color display size 10.4" TFT-LCD color filter ("Color Filter for 512 color display 10.4"-size TFT-LCD") Sub-color optical begging (1 990), etc.). The contrast of the red pixel alone is to use a small cold cathode light source in the backlight unit, and to measure the area of about 60 m using the microscopic spectrometry system TFCAM-7000 (trade name) manufactured by Lambda Vision Inc., and only detect the transmission. The light portion of the red pixel in the color filter is calculated in the same manner as described in the above-mentioned -10- 200829965. The contrast between the so-called color filter or its pixel is high, which means that the range of recognition of light and dark when combined with liquid crystal can be expanded, and it is very important to be able to replace the CRT with a liquid crystal display. . Irradiation of the color resistance test of the color filter of the present invention as described above

The contrast before dawn is 5,000 or more, more preferably 10,000 or more, and particularly preferably 1 5,0 0 or more. Further, the color filter of the present invention preferably has a contrast of 5,000 or more, more preferably 10,000 or more, and particularly preferably 15,000 or more, even if it is red β # individually. . The organic pigment fine particles of the color filter of the present invention are preferably a dispersion of M m organic pigment fine particles, and the organic pigment fine particles are produced by a gas phase method, a honing pulverization method, a reprecipitation method. In the method such as the laser grinding method, a suitable method is appropriately selected depending on the type of the pigment or the performance of the target. However, from the viewpoint of producing a pigment fine particle having a fine particle size distribution and having excellent dispersion stability, it is preferred to use a microparticle precipitation method as described later. In the color filter of the present invention, among the organic pigments, it is preferred to use a ketone oxime ratio diketopyrrolopyrrole compound pigment. a pyrrolopyrrole compound pigment represented by CI Pigment Red 254, 25 5, 264, which has an absorption domain suitable for improving the color purity of the red pixel constituting the color filter, thereby expanding the color reproduction domain, and thus I am trying to apply it to color filters. However, as far as the pigments are concerned, the requirements for color purity or contrast have not been met. -11-200829965, for example, by the method of inkjet inkjet, bead dispersion or salt milling, as disclosed in Japanese Laid-Open Patent Publication No. 2003-336001, A good color filter could not be produced.

According to the present invention, it is possible to produce nano-sized pyrrolopyrrole compound pigment particles in a state in which the particle size distribution is sharp. At the same time, when the pigment particles are used for a color filter, both the purity of the desired color and the high contrast can be coexisted, and the light resistance is excellent and the residual image can be suppressed. Further, the liquid crystal display device in which the color filter is disposed has an excellent black density and a red resolution, and can suppress display unevenness. Among the diketopyrrolopyrrole compound pigments as described above, CI Pigment Red 254 (a compound represented by the following formula (Z)), 255 (a compound represented by the following formula (W)), and 264 (below) are preferable. The compound represented by the formula (V)) is more preferably C. I. Pigment Red 2 5 4 from the viewpoint of absorption spectrum. In addition, C.I. Pigment Red 254 is available in Irgaphor Red B-CF (Ciba Specialty Chemicals)

Inc.), Cromophtal DPP Red BO, Irgazin DPP Red BO, Mi c role n DPP RED BP, etc.; C.I. Pigment Red 25 5 Shell [J can be used

Cromophtal Coral Red C, Irgazin DPP Red 5G, etc.; C.I. Pigment Red 264 can use Hostapeperm Rubin D3B LP2 615,

Irgazin DPP Rubin TR, etc. (any one is a trade name). Formula (Z)

-12- 200829965

Specific examples of "organic pigments" which can be used include, for example, perylene, perynone, quinacridone, quinacridonequinone, anthraquinone, Ant th ant ant (anthanthrone), benzimidazolone, condensed disazo 'disazo, azo, indanthrone (standard reduction blue) Indanthrone), phthalocyanine, triaryl carbonium, dioxazine, aminoanthraquinone, thioindigo, isoindoline , iso D-indolinone (isoindolinone), d-pyranthrone, or iso-violanthrone compound pigment, or a mixture thereof or the like. More specifically, it includes, for example, CI Pigment Red 190 (CI No. 71 140 ), CI Pigment Red 224 (CI·No. 71 127 ), CI Pigment Violet 2 9 (C. I. Number 7 1 1 2 9 "茈 茈 compound pigment"; C · I · Pigment Orange 43 (CI number 71 105), or CI·Pigment Red 194 (CI number-13- 200829965 71 100), etc. "anthrone compound pigment"; C· 〗·Pigment Violet 19 (C I. No. 7 3 90 0 ), CI Pigment Violet 42, Cl Pigment Red 122 (C I. No. 7 3 9 1 5 ), CI·Pigment Red • Pigment Red 2〇2 ((: i. number

73 907 ), CI·Pigment Red 207 (CI number 73 900, 7 3 9〇6 ), or C · I. Pigment Red 2 0 9 (C · I · No. 7 3 9 0 5 ) Ketone compound renewal"; CI Pigment Red 206 (CI number 73 900/73 920), CL Pigment Orange 48 (CI number 73 900/73 920), or C · I · Pigment Orange 4 9 (c. I · No. 73 900/7 3 920 ) "Quinone oxime compound pigment"; CI • Pigment Yellow 147 (CI·No. 60645), etc. "蒽醌 compound pigment"; CI, Pigment Red 1 6 8 (C · I · Number 5 9 3 0 0 ), etc. "Cockrole Ketone Compound Pigment"; C · I · Pigment Brown 2 5 (C · I · Number 1 2 5 1 0 ), C. I. Pigment Violet 3 2 ( CI·No. 12517), CI·Pigment Yellow 180 (CI·No. 2 1 290), CI·Pigment Yellow 1 8 1 (CI·No. 1 1 777 ), CI·Pig Orange 62 (CI No. 1 1 7 7 5 ) , or C. I. Pigment Red 1 8 5 (C.I. No. 1 2 5 1 6 ), etc., "benzimidazolone compound pigment"; CI Pigment Yellow 93 (CI·No. 207 1 0 ), CI·Pigment Yellow 94 (CI number 2003 8), CI·Pigment Yellow 95 (CI number 20034), C. I·Pigment Yellow 128 (CI number 2003 7 ), C · I. Pigment Yellow 1 6 6 (C · I. No. 2 0 〇 3 5 ), C · I. Pigment Orange 3 4 (C · I. No. 2 1 1 1 5 ) , C · I. Pigment Orange 1 3 (C. I. No. 2 1 1 1 〇), C, I · Pigment Orange 3 1 (C. I. No. 2 0 0 5 0 ) , C · I Pigment Red 1 4 4 (C.I · Number 2 0 7 3 5 ), C. I · Pigment Red 1 6 6 (C · I · Number 2 0 7 3 0 ), C. I · Pigment Red 220 (CI · Number 2005 5 ) , CI·Pigment Red 221 (CI number 20065), CI·Pigment Red 242 (CI number 20067), C·1. Pigment Red 248, C · I · Pigment Red 2 6 2, or c · I .Pigment Brown 2 3 (C.1 · No. 2 0 0 6 0 ) et al. 200829965 Diazo condensed compound pigment"; CI Pigment Yellow 13 (CI number 21100), CI·Pigment Yellow 83 (CI• 21108), Or "diazo compound pigment" such as CI·Pigment W 1 8 8 (C.I. No. 2 1 0 9 4 ); C. I · Pigment Red 1 8 7 (C · I. No. 1 2 4 8 6 ), C · I. Pigment Red 1 70 (C. I.

No. 1 2 4 7 5 ) , C · I. Pigment Yellow 7 4 (C. I. No. 1 1 7 1 4 ), C · I. Pigment Yellow 1 5 0 (C. I. No. 4 8 5 4 5 ) , C · I · Pigment Red 4 8 (C. I. No. 1 5 8 6 5 ), C · I · Pigment Red 5 3 (C · I · Number 1 5 5 8 5 ), C · I · Pigment Orange 6 4 ( C . I · 5 Tiger Code 1 2 7 6 0 ), or C · I · Pigment Red 2 4 7 (C · I · Number 1 5 9 1 5 ) and other "azo compound pigments"; c · · "Indanthrone (standard reduction blue) compound pigment" such as Pigment Blue 6 〇 (c · I. No. 69 8 00); _ — 〃 yl · ! · Pigment Green 3 6 Q c . I · No. 74265 ) CI·Pigment Green 37 (CI•No. 7425 5 ), ci. Pigment Blue 1 6 (C · I · Number 7 4 1 0 0 ), c I 鲔Μ Qi:, c , ^ Yan Weijian 75 (CI·Number 74 1 60:2 ), CI Pigment Blue 15:6 (CI number ••• number 7 4 1 6 0 ), or c · I. Pigment Blue 15:3 -15- 200829965 Orange 6 1 (C · I, number 1 1 2 9 5) etc. "Isoindolinone Compound Pigment"; CI·Pigment Orange 40 (CI No. 5 9700), or cj. Pigment Red 216 ( c. 1. 5 Tiger Code 5 9 7 1 0 )卩 蒽 蒽 蒽 化Pigments "; C 138 · Xi〗 Pigment etc." quinophthalone pigment ";", or C. I. Pigment Violet 31 (6〇〇1〇) etc. isoviolanthrone compound pigment. " In the present invention, a solid solution of two or more kinds of organic pigments or organic pigments may be used in combination, and it may be used in combination with a general dye. In the color filter of the present invention, the content of the organic pigment is preferably from 10 to 70% by mass, and more preferably from 3 Å to 60% by mass, based on the total solid content in the coloring layer. The dispersion of the coloring layer (pixel) as described above for forming the color filter of the present invention is preferably composed of an organic pigment, a monomer or oligomer having a polymerizable group, and water-soluble as described above. A polymerized cured product obtained by polymerizing the polymerizable monomer or oligomer in the pigment dispersion of the polymer. Here, a binder, a polymerization initiator or a polymerization initiator is preferred.

A pigment dispersion contained in a pigment dispersion. The monomer or oligomer having a polymerizable group is preferably one having two or more ethylenically unsaturated double bonds and capable of undergoing addition polymerization by irradiation with light. It is a compound which has at least one ethylenic unsaturation in the molecule and which has a boiling point of 1 〇〇 ° C or more at normal pressure. Examples thereof include, for example, dipentaerythritol hexa(meth)acrylate, ethylene glycol mono(meth)acrylate, propylene glycol mono(meth)acrylate, and phenoxy (meth)acrylate "Monofunctional acrylate or monofunctional methacrylate" such as ethyl ester: polyethylene glycol di(meth)acrylate, poly-16-200829965 propylene glycol di(meth)acrylate, trishydroxyl triacrylate Base ethyl ester, trimethylolpropane tris(meth)acrylate, trimethylmethyl propane diacrylate, neopentyl glycol di(meth)acrylate, neopentyl tetra(methyl)propionate Tetraol ester, neopentyl glycol tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, dineopentaerythritol penta(meth)acrylate, dihexyl (meth)acrylate Alcohol ester, trimethylolpropane tris(propionyloxypropyl)ether, tris(methacryloxyethyl)isocyanate, trimerization

Cyanic acid di(propyl decyloxyethyl) ester, glycerol tri(meth) acrylate; polyfunctional alcohol such as tri-methyl propyl hydrazine or glycerol and ethylene oxide or propylene oxide After the addition reaction, a "polyfunctional acrylate or polyfunctional methacrylate" obtained by a (meth)propionic acid ester or the like is added. Further, it is also suitable to use a compound obtained by addition reaction of a polyfunctional alcohol with ethylene oxide or propylene oxide, followed by (meth) acrylated, etc., for example, in Japanese Patent Publication No. The general formulae (i) and (2) disclosed in Japanese Patent Publication No. Hei-629-86. Further, the system further includes, for example, Japanese Patent Application Laid-Open No. 48-41708, Japanese Patent Application No. Sho. No. 5-6-34, and Japanese Invention Patent Laid-Open No. 5 1 - 3 7 1 The urethane acrylates disclosed in the Japanese Patent Laid-Open No. 48-64183, the Japanese Patent Publication No. Sho 49-43191, and the Japanese Invention Patent No. Sho 52-43191 A "polyfunctional acrylate or methacrylate" such as an epoxy acrylate of the reaction product of an epoxy resin and (meth)acrylic acid, and a polyester acrylate or a methacrylate. Among these, 'preferably trimethylolpropane tris(meth)acrylate•17-200829965, neopentyl tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, And pentaerythritol penta(meth)acrylate. In addition, as described above, "polymerizable compound B" as disclosed in Japanese Laid-Open Patent Publication No. Hei No. Hei. These polymerizable monomers or oligomers preferably have a molecular weight of from 200 to 1,000, and may be used singly or in combination of two or more.

The amount of t of the polymerizable monomer or oligomer in the color filter of the present invention is not particularly limited, but is usually from 5 to 50% by mass, preferably from 5 to 50% by mass, based on the total solid content in the colored layer. It is 10 to 40% by mass. If the content is too large, control of developability becomes difficult and may cause problems in manufacturing suitability. If the content is too small, the hardening force at the time of exposure becomes insufficient. The water-soluble polymer is preferably one in which the solubility in pure water of 25% is 1% by mass or more. Further, it is preferable that the color filter is hardly affected, and the state in the aqueous solution is neutral. Specifically, synthetic polymer compounds such as polyvinyl alcohol, polyvinylpyrrolidone, polypropylene decylamine, polyethylene glycol, polyethylene oxide, and the like, and these copolymers can be used. Among these polymer compounds, polyvinylpyrrolidone is particularly preferred. These water-soluble polymers may be used singly or in combination of two or more. The molecular weight of the water-soluble polymer is not particularly limited, but the number average molecular weight (?η) thereof is preferably from 1, 〇〇〇 to 2,000,000, more preferably from 5,000 to 1, 〇〇〇, 〇〇〇 ' further More preferably from 10,000 to 500,000, and particularly preferably from 10,000 to 1 〇〇, 〇〇〇. -18-

200829965 The content of the water-soluble polymer is preferably more than or equal to 1% by mass, more preferably 1% by mass or more, and even more preferably 5% by mass or more, based on the total solid content. The binder is preferably a binder having an acidic group, and may also be added when the ink is inked or the photosensitive resin composition is colored. It is also possible to microinject the pigment dispersion as described later or in the formation of a pigment as described later. It is also possible to add an additive to either or both of the organic pigment solution and the poor solvent used to dissolve the organic pigment to form the pigment fine particles. Alternatively, the binder solution may be added to form a pigment particle in another system. The binder is preferably an alkali-soluble polymer having a polar group such as a carboxylic acid group or a salt group in its side chain. Examples thereof include, for example, Japanese Laid-Open Patent Publication No. 59-446-15, Japanese Patent Publication No. 54-3 4 3 2, and Japanese Invention Patent No. 5 8 - 1 2 5 77, Japanese Patent Application Laid-Open No. 5 4-25 9 5, Japanese Laid-Open Patent Publication No. 59-53836, and Japanese Laid-Open Patent Publication No. Hei No. 7- 048 Acrylic acid copolymer, acrylic polymer, itaconic acid copolymer, crotonic acid copolymer, cis-denier copolymer, and partially esterified maleic acid copolymer. Further examples include: a fibrous organism having a carboxylic acid group or a carboxylate group in its side chain. In addition to the above, it is also suitable to use a product obtained by subjecting a cyclic acid anhydride to a polymer having a hydroxyl group. In addition, specific examples thereof include, for example, benzyl (meth)acrylate and (meth) propyl _ 0.1 as disclosed in U.S. Patent No. 4,1,3,9,91. The amount of % is sprayed as a granule when the solution is added to the carboxylic acid. The carboxylic acid is issued by the Pharmacy; 59-acid co-diacid, which is well-added, indicating the acid -19- 200829965 copolymer, and (a A polyfluorene copolymer of benzyl acrylate, (meth)acrylic acid, and any other monomer. This temple has a very base-based binder. The polymer is used alone or in combination with a general film-forming polymer. The amount thereof is usually 10 to 200 parts by mass, preferably 25 to 1 part by mass, per 1 part by mass of the pigment fine particles.

Further, in order to improve the crosslinking efficiency, a polymerizable group may be provided in the side chain, and a UV curable resin or a thermosetting resin may be useful. Examples of the polymer containing the polymerizable group are as follows, but are not limited as long as they contain an alkali-soluble group of a COOH group, an OH group, an ammonium group, or the like, and a carbon-carbon unsaturated bond. As described below. For example, one which is composed of a monomer having an anthracene group such as 2-hydroxyethyl acrylate, a C Ο fluorenyl group such as methacrylic acid, an acrylic or vinyl compound copolymerizable therewith, or the like can be used. The copolymer obtained by reacting a compound having an epoxy ring reactive with a mercapto group and a compound having a carbon-carbon unsaturated bond group, for example, a glycidyl acrylate compound. As the compound reactive with a mercapto group, a compound having an acryloyl group, an acid anhydride, and an isocyanate group may be used instead of the epoxy ring. In addition, a compound having an epoxy ring and an unsaturated one may be used, for example, as disclosed in Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. A reaction product obtained by reacting a compound obtained by a reaction of a carboxylic acid (for example, acrylic acid) with a saturated or unsaturated polybasic acid anhydride. Examples of compounds having both an alkali-soluble group (for example, C Ο fluorenyl group) and a carbon-carbon unsaturated group are included, for example, DIANAL NR series -20- 200829965 (Mitsubishi Rayon Co., Ltd.) ·, Ltd.) Manufactured; Photomer 6173 (Polyurethane acrylic oligomer containing COOH group, manufactured by Diamond Shamrock Co., L td.); VI SCO AT R- 2 6 4, KS RE SIST 106 (all manufactured by Osaka Organic Chemical Industry, Ltd.); CYCLOMER P series, PRAXEL CF200 series 歹! J (all are D ai ce 1 Chemical Industry Co., Ltd.)

(D ai c e 1 Chemical I n du s t r i e s, L t d ·) Manufactured; Ebecryl 3800 (Daicel-UCB Co., Ltd. (Da icel-UCB Company Ltd.)). Further, the binder resin is an organic macromolecular polymer which can be used in a part of the side chain to have a water-soluble atomic group. Preferably, the binder resin is a linear organic macromolecular polymer which is compatible with the monomer and is soluble in an organic solvent and an alkaline solution (preferably a developer which can be used as a weak alkaline solution). Examples of such "alkali-soluble resins" include: a polymer having a carboxylic acid in a side chain, for example, Japanese Patent Laid-Open No. 59- 4 4 6 1 5, Japanese Patent No. 54-34327 No. Japanese Patent No. 5 8- 1 2577, Japanese Invention Patent No. 54-2 5 9 5 No., Japanese Invention Patent No. 5 9 - 5 3 8 3 6 , Japanese Invention Patent A methacrylic acid copolymer, an acrylic acid copolymer, an itaconic acid copolymer, a crotonic acid copolymer, a maleic acid copolymer, and a portion disclosed in Japanese Laid-Open Patent Publication No. 59-71048 A portion of an esterified maleic acid copolymer or the like. An acidic cellulose derivative having a carboxylic acid in a side chain can also be used. In addition, a polymer having a hydroxyl group added with an acid anhydride or the like can also be used as the alkali-soluble resin. Among these, specifically, 'particularly a copolymer of benzyl (meth)acrylate/(meth)acrylic acid and benzyl (meth)acrylate/(meth)acrylic acid and other monomers a multi-component copolymer. As the alkali-soluble resin, a copolymer C composed of at least one of the following components may be used hereinafter, sometimes referred to as "copolymer A") (i) at least one acid component monomer is From: maleic anhydride

(MAA), acrylic acid (AA), methacrylic acid (MA), and fumaric acid (FA); and (ii) poly(meth)acrylic acid oxyethylene alkyl ester; and (iii) (methyl) Benzyl acrylate. Regarding the combination of the components in the copolymer A as described above, (i) the acid component monomer, (ii) the poly(meth)acrylic acid oxyalkylalkyl ester (Acr(EO)n : CH3(OC2H4)nOCOC The composition weight of (R) = CH2) and (iii) (benzylidene methacrylate) (Bz(M)A) is preferably 10 to 25/5 to 25/50 to 85, and more preferably 15 to 15 20/5~20/60~80. Further, as described above, the weight average molecular weight (Mw) in terms of polystyrene according to GPC is preferably in the range of from 3,000 to 50,000, and more preferably in the range of from 5,000 to 30,000. . If the composition weight ratio of the (i) acid component monomer is in the range as described above, the alkali solubility and the solubility property to the solvent hardly decrease. Further, if the compositional weight ratio of (Π) poly(meth)acrylic acid oxyalkylalkyl ester (Acr(EO)n : CH3(OC2H4)nOCOC(R) = CH2 ) is in the range as described above, the composition The solution of the substance is easily diffused on the substrate, and the dispersibility of the colorant is hardly lowered. Therefore, the effects of the present invention can be effectively achieved. If the composition weight ratio of (iii) benzyl (meth)acrylate-22-200829965 (B z (Μ) A ) is in the range as described above, the dispersion stability of the colorant, and in the composition The solubility and the alkali developing suitability of the coating film hardly decrease.

The number n of repeating units of polyoxyethylene (EO) n in (ii) poly(ethylene) ethoxide alkylate (Acr(EO)n: CH3(OC2H4)nOCOC(R) = CH2) is preferred It is from 2 to 15, more preferably from 2 to 10, and particularly preferably from 4 to 10. When the number η of the repeating units is in the range as described above, almost no development residue is generated after development with an alkaline developing solution. It is also possible to prevent coating unevenness due to a decrease in fluidity which the coating liquid of the composition should have. Therefore, the uniformity of the coating film thickness and the reduction of the saving of liquid can be prevented. The binder polymer having such a polar group can be used alone or in a state of being used in combination with a general film-forming polymer. The amount thereof is usually 10 to 100 parts by mass of the pigment fine particles. 200 parts by weight, preferably 2 5 to 100 parts by mass. When the binder is a polymer compound, the amount of the acidic group in the polymer compound is not particularly limited, but if the number of the repeating units contained in one molecule is 100, it is preferably The repeating unit having an acidic group is 5 to 1 Torr, and more preferably 1 Torr to 1 Torr. Further, if (1) a repeating unit derived from a compound having a carboxyl group is represented by a polymerization ratio of a repeating unit derived from a compound having a carboxylate group as described above (2), it is preferably heavy. The covering unit (1) has a molar percentage of 5 to 40, the repeating unit (2) is preferably 40 to 90, and the repeating unit other than the repeating units (1) and (2) is 25 or less. Further, the alkali-soluble -23-200829965 binder polymer compound having an acidic group preferably has a molecular weight of 3,000 to ι, οοο, οοο, more preferably 4,000 to 200,000, and particularly preferably 5,000 to 80,000. The content of the binder in the color filter of the present invention is not particularly limited, but in the colored layer, it is usually 15 to 50% by mass, preferably 20 to 45% by mass based on the total solid content. If the amount is too large, the viscosity of the composition will be too high to cause a problem in manufacturing suitability. If it is too small, it causes a problem in the formation of a coating film.

The photopolymerization initiator or the photopolymerization initiator (in the present invention, the "photopolymerization initiator system" is an example of a polymerization initiation composition which exhibits a photopolymerization initiation function by a combination of several compounds). The vicinal polyketaldonyl compound disclosed in the specification of U.S. Patent No. 2,367,660, the acetoin ether compound disclosed in the specification of U.S. Patent No. 2,44,828, and the U.S. Patent No. 2,7 2 2 The aromatic acycing compound substituted with an alpha-hydrocarbon as disclosed in the specification of the specification No. 5, No. 2, the disclosure of the specification of the U.S. Patent No. 3,046,1, and the specification of the U.S. Patent No. 2,951,75, a multi-nuclear ruthenium compound, a combination of a triaryl imidazole dimer and a p-amino ketone as disclosed in the specification of U.S. Patent No. 3,549,357, in Japanese Patent Publication No. 5 1 - 4 8 5 1 The benzothiazole compound and the trihalomethyl-s-trinitrogen compound disclosed in the No. 6 publication, the trihalo-methyl disclosed in the specification of the U.S. Patent No. 4,23,8,500 Base-triazine trap And trihalomethyl invention in U.S. Patent No. 1 2,976 4,2 specification fathoms of exposing said oxadiazole compound. Specifically, a trihalomethyl-s-triazine, a trihalomethyloxadiazole, and a triaryl imidazole dimer are preferred. -24 - 200829965 In addition, other preferred examples are the "polymerization initiator C" and the employment system disclosed in Japanese Laid-Open Patent Publication No. 1 1 - 13 3 600. For example, 1-phenyl-1,2-propanedione-2-(o-ethoxycarbonyl), 0-benzylidene-4,-(benzohydrothio)benzimidyl-hexyl- Ketoester, 2,4,6-trimethylphenylcarbonyl-diphenylphosphine oxide, and hexafluorophosphonyl-trialkylphenyl scale salt. Lit #1 polymerization initiator or photopolymerization initiator can be individually made

It is used in combination with two or more kinds thereof, but it is particularly preferable to use it in combination of two or more. When at least two kinds of photopolymerization initiators are used, the display characteristics can be made 'in particular, the display can be made uneven. The content of the photopolymerization initiator or the photopolymerization initiator in the color filter of the present invention is not particularly limited, but is usually 0. 5 in the colored layer relative to the total solid content. It is up to 20% by mass, preferably from 1 to 15% by mass. If the content is too large, the exposure sensitivity becomes too large and it is difficult to control. If the content is too small, the exposure sensitivity will become too low. In addition to the components as described above, an organic solvent can be further used. There are no particular restrictions regarding the organic solvent. Examples of the "organic solvent" include "esters" such as ethyl acetate, n-butyl acetate, isobutyl acetonate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, Isopropyl butyrate, ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate, methyl hydroxyacetate, ethyl hydroxyacetate, butyl hydroxyacetate, methyl methoxyacetate , methoxyethyl acetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-hydroxypropionate, 3 - 25-200829965 ethyl hydroxypropionate, etc. "Alkyl 3-hydroxypropionate"; methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate Ester, methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, propyl 2-hydroxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, 2-methoxy Propyl propyl propionate, methyl ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-hydroxy-2-methylpropanoate, ethyl 2-hydroxy-2-methylpropionate, 2-methoxy

Methyl methacrylate, ethyl ethoxy-2-methylpropionate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoxyacetate, ethyl acetoxyacetate Ester, methyl 2-ketobutyrate, ethyl 2-ketobutyrate, etc.; "ethers" such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol Ethyl ether, methyl sarbutazone acetate, ethyl sarbutazone acetate, diethylene glycol monomethyl ether, propylene glycol methyl ether acetate, etc.; "ketones" such as methyl ethyl ketone, methyl Isobutyl ketone, cyclohexanone, cyclohexanol, 2-heptanone, 3-heptanone, etc., and "aromatic hydrocarbons" such as toluene, xylene, and the like. Among these solvents, those which can be suitably used in the present invention as a solvent are preferably methyl 3-ethoxycyanopropionate, ethyl 3-ethoxypropionate, ethyl celecoxib acetate, ethyl acetate, acetic acid. Butyl ester, methyl 3-methoxypropionate, 2-hexanone, cyclohexanone, ethyl acetoacetate, butyl acetate, propylene glycol methyl vinegar, and the like. These solvents may be used singly or in combination of two or more kinds thereof. Lit It is also possible to use a solvent having a boiling point of from i8 (rc to 25 0 C. Examples of "high boiling solvent" include, for example, diethylene glycol monobutyl ether, 3, 5, 5 - three Methyl-2-cyclohexene-diethylene glycol monoethyl ether ester, diethylene glycol monoethyl ether ketone, butyl lactate, dipropylene glycol acetate-26- 200829965 methyl ether ester, propylene glycol monomethyl ether acetate Ester, propylene glycol diacetate, propylene glycol-n-propyl ether acetate, diethylene glycol diethyl ether, 2-ethylhexyl acetate, 3-methoxy-3-methylbutyl acetate, r-butyl A lactone, a propylene glycol propylene glycol methyl ethyl ester, a dipropylene glycol acetate-n-butyl ester, a propylene glycol phenyl ether acetate, a 1,3-butylene glycol diacetate, etc. In a color layer of a color filter The content of the solvent is not particularly limited, but is preferably from 1 Torr to 95% by mass based on the total solid content.

Conventional color filters are intended to achieve high color purity, and the color of each element has evolved to a deeper level. As a result, the film thickness non-uniformity of the pixels is considered to directly affect the color unevenness. problem. In view of this, it is required to suppress variations in film thickness which directly affect the film thickness of the pixel. In the color filter of the present invention, it is preferable to use inkjet printing for color filters from the viewpoint of effectively controlling the uniform film thickness and preventing color unevenness due to variations in film thickness. The ink contains a suitable surfactant. The surfactants which are suitably used in the present invention include, for example, those disclosed in Japanese Laid-Open Patent Publication No. 2003-313074, and Japanese Laid-Open Patent Publication No. Hei. The content of the surfactant is not particularly limited, but is preferably 5% by mass or less based on the total solid content in the colored layer. In the color filter of the present invention, it is preferred to contain a thermal polymerization inhibitor. Examples of the "thermal polymerization inhibitor" include, for example, hydroquinone, hydroquinone monomethyl ether, p-methoxyphenol, di-tertiary-butyl-p-cresol, gallic phenol, tertiary- Butyl catechol, benzoquinone, 4,4'-thiobis(3-methyl-6--27-200829965 tertiary-butylphenol), 2,2'-methylenebis(4-methyl Base-6-tertiary-butylphenol), 2-hydrothiobenzimidazole, and thiophene. The content of the thermal polymerization inhibitor in the colored layer is not particularly limited, but is preferably 1% by mass or less in the colored layer. The color filter of the present invention may contain an ultraviolet absorber as needed. The ultraviolet absorbing agent includes, in addition to the compounds disclosed in Japanese Laid-Open Patent Publication No. Hei No. 5-72 2 224, for example, salicylate, benzophenone, and benzotriazole. A cyanoacrylate system, a nickel chelate compound system, a hindered amine system, and the like. Specifically, it includes, for example, phenyl ruthenate, 4-phenyl-tert-butyl phenyl salicylate, phenyl-3,5,-di-tertiary-4,-hydroxybenzoic acid 2,4 -di-tertiary-butyl ester, 4-tert-butyl phenyl salicylate, 2,4-dihydroxybenzophenone, 2-transyl-4-methoxybenzophenone, 2-way 4--4-n-oxybenzophenone, 2-( 2'-transyl-5,methylphenyl)benzotriazole, 2· ( 2, ·hydroxy_3,·

Tertiary-butylmethylphenyl)-5-chlorobenzotriazole, ethyl 2-cyano-3,3-diphenylacrylate, 2,2,-hydroxy-4-methoxybenzophenone , dibutyl nickel dithiocarbamate, bis(2,2,6,6-tetramethyl-4-pyridine)-sebacate, 4-tris-butyl phenyl salicylate, phenyl salicylate , 4_hydroxy-2,2,6,6-tetramethyl hydrazine, IfS compound, bis-bis(2,2,6,6·tetramethyl-4-indolyl)-ester, 2-[2-hydroxy-3,5-bis(indole-3-ylphenylmethyl)phenyl]_211_benzotriazine, and 7 - {[ 4 -chloro-6 - (diethyl) Amino)-5-triazane-2-yl]amino}-3-phenylcoumarin. The content of the ultraviolet absorber is not particularly limited, but is preferably 5% by mass or less based on the total solid content in the colored layer. -28- 200829965 In the color filter of the present invention, when a pixel is formed, it is suitable to use the pigment dispersion as an inkjet ink. The ink jet ink used for the color filter which can be used in the present invention will be described later in detail. Further, the pigment dispersion liquid as described above can form a coating film as a coloring photosensitive resin composition. Although the thickness thereof can be appropriately determined, it is preferably from 0.5 to 5.0/m, and more preferably from 1.0 to 3.0/m. In the coating film formed using the colored photosensitive resin composition, a polymer film of a colored photosensitive resin composition can be formed by polymerizing a polymerizable monomer or oligomer contained in the composition. Thereby, two kinds of color filters having the polymer film (for the production method of the color filter) will be manufactured. The polymerization having a polymerizable monomer or oligomer is carried out by causing a photopolymerization initiator or a photopolymerization initiator to act by irradiation with light.

In addition, the coating film as described above can be formed by applying a colored photosensitive resin composition by a conventional coating method and drying it, but it is preferably used by using the portion in the discharge liquid. A slit-shaped nozzle having a slit-like hole is applied. In particular, it is preferable to use the Japanese Patent Laid-Open Publication No. 2004-8 9 85 1 , Japanese Patent Laid-Open No. 2004-17〇43, and Japanese Patent Laid-Open No. 2003-1 70098. Japanese Laid-Open Patent Publication No. 2003-1647, Japanese Patent Laid-Open Publication No. 2003-107767, Japanese Patent Application Laid-Open No. 2002-79 No. 63-63, and Japanese Invention Patent No. 200 A slit nozzle and a slit coater disclosed in Japanese Laid-Open Patent Publication No. Hei No. 1-310147. Regarding a method of coating a colored photosensitive resin composition on a substrate, base -29-

200829965 A film of 1 to 3 m can be uniformly coated with high precision. It is excellent in rotary coating, so it can be widely used in the manufacture of color filters. However, in recent years, as the device has been enlarged and mass-produced, it is desired to further improve the manufacturing and manufacturing costs, and a color filter has been used which is more suitable for wide and large areas than a rotary cloth. In addition to the slit coating of the coating of the substrate, from the viewpoint of liquid-saving property, the slit coating is a rotary coating, and a uniform coating amount can be obtained to obtain a uniform coating. On the other hand, the base plate is preferably a transparent substrate which can be used in a soda lime glass plate having a hafnium oxide film, a low expansion glass, and a quartz glass plate. Further, a resin film of polyethylene terephthalate, cellulose, polystyrene, or polycarbonate may also be used. * "Slit coating" is a coating nozzle having a slit having a width of ten micrometers at the front end (gap, and having a length corresponding to a rectangular substrate, and making the substrate and/or coating nozzle The step of moving at a relative speed while maintaining a distance between the substrate and the coating head (gap) of several tens to several hundreds of micrometers, and applying a coating liquid having a predetermined discharge amount from the slit to the substrate or the like The advantage of applying the slit coating is that (1) the liquid loss is less than the coating; (2) the amount of the workload during the net processing can be reduced because there is no scattering of the coating liquid; ) there is no contamination caused by the scattered liquid into the coating film; (4) the production interval can be shortened because there is no need for the pause time of rotation; and (5) large substrates are required, etc. Based on these advantages, The slit coating is a suitable method for rotationally coating the liquid crystal display efficiency. In addition to being superior to the spin coating film, the triacetate degree of the surface plate or the like is a method of supplying a certain width of the gauge. Rotary washing and remixing start and easy coating It is used to make * -30- 200829965 color filter and light film for large-screen LCD display devices. It has been expected that slit coating is a coating method that can be used to reduce the amount of coating liquid. Coating is a coating film that can form a much larger area than a spin coater. Therefore, when the coating liquid is discharged from the wide slit outlet, it is required to maintain a certain between the coater and the object to be coated. For a reason, for the fluidity, the width of the slit of the nozzle is kept constant. The application of the slit coating method to the slit coating is particularly to the coating of the substrate. If the fluidity of the coating liquid and the liquid of the liquid are required to be excellent, it is necessary to cause uneven coating properties when the liquid properties of the coating properties are not sufficient from the application of the coating properties, etc., so that coating unevenness is likely to occur. The coating thickness in the coating width direction is not easily maintained. The unevenness of the coating results in a problem that a uniform coating film cannot be obtained. In view of this, a uniform coating film having no unevenness has been obtained. Have a promise

Many attempts are being made to improve the fluidity or viscoelastic properties of the coating liquid. However, as described above, for example, proposals have been made to reduce the molecular weight of the polymer, to select a polymer having excellent solubility in a solvent, to select various solvents to control the evaporation rate, and to use a surfactant. These methods still fail to adequately improve the problems described above. The gastro-resin resin transfer material can be produced by providing a coloring photosensitive resin composition as described above, and is preferably used in the Japanese Patent Laid-Open Publication No. 5-72724. The photosensitive resin transfer material described above is an integral film. An example of the constitution of the integral film is to include a temporary support/thermoplastic resin layer/intermediate layer/photosensitive resin layer/protection-31-

200829965 The film is laminated in this order. The temporary support must be flexible, and even if it is not subjected to deformation, shrinkage or such temporary support even under pressure and heat, examples include: polyethylene terephthalate film, triacetate fiber Film, polystyrene film, and polycarbon. Among these, a polyparaphenylene ester film which is biaxially stretched is particularly preferred. The component to be used in the thermoplastic resin layer is preferably one selected from the group consisting of the organic polymer material disclosed in Japanese Laid-Open Patent Publication No. 5-72724, which is selected from the following according to the Vicat method (V icatmeth 〇d, according to the United States) The organic high score of the softening point of the material test method ASTM D 1 23 5 is about 80 ° C or less, and specific examples thereof include polyolefin vinyl acetate such as polyethylene or polypropylene, or the like. Ethylene copolymer of saponified product; vinyl ester or saponified product thereof; polyvinyl chloride; vinyl chloride copolymer of chloroethylene and vinyl acetate saponified; polyvinylidene chloride; partial polymer; polystyrene; Styrene copolymer of styrene and (meth) acrylate; polyvinyl toluene copolymer (meth) acrylate of polyvinyl toluene; vinyl methyl acrylate or its saponified product; (methyl) (meth)acrylate copolymer of butyl acrylate and acetic acid; organic copolymerization of vinyl acetate, copolymerization of nylon, N-alkoxymethylated nylon, and polyamine resin such as N-dimethyl nylon Polymer. In the photosensitive resin transfer material, it is intended to prevent the application of pressure or elongation. Glycol ester thin acid ester film Formic acid ethylene bismuth. The substance) (specific molecular softener substance; ethylene and acrylate and its vinyl chloride or its soap toluene and (combination; polyvinyl ester equivalent nylon Nylon-based coating -32- In the case of the mixing of the components in the case of the layering of the layer of the invention, in the case of the layering of the coating, etc., it is preferred to provide an intermediate layer. The intermediate layer is preferably used in the Japanese Patent Laid-Open Publication No. 5-72724. The oxygen blocking film which has the oxygen blocking function as the "separating layer" is disclosed, and in this case, the sensitivity at the time of exposure can be improved, the time load of the exposure machine can be reduced, and the productivity can be improved. Preferably, it can exhibit low oxygen permeability and can be dispersed or dissolved in water or an aqueous solution, and can be suitably selected from those of ordinary people. Among them, 'preferably a polyvinyl alcohol and polyvinylpyrrole. A combination of a ketone ketone. A thin protective film is preferably provided on the photosensitive resin layer to protect the photosensitive resin layer from contamination or damage during storage. The protective film may comprise the same or similar material as the temporary support. but Can be easily separated from the photosensitive resin layer of the protective film material is preferably a ketone, for example, silicone paper, polyolefin or polytetrafluoroethylene sheet.

The photosensitive resin transfer material is a coating liquid (coating liquid for a thermoplastic resin layer) which can be coated with an additive for dissolving a thermoplastic resin layer on a temporary support, and dried to set a thermoplastic resin layer; Applying a solution containing an intermediate layer material which does not dissolve the solvent of the thermoplastic resin layer to the thermoplastic resin layer, and drying; then, coating a solvent containing the intermediate layer without dissolving, and drying to set a photosensitive resin layer or the like To manufacture. Further, another possible method is to prepare a sheet having a thermoplastic resin layer and an intermediate layer on the temporary support as described above, and a sheet having a photosensitive resin layer disposed on the protective film, and the sheets are mutually Lamination 33-200829965 is manufactured by bringing an intermediate layer and a photosensitive resin layer into contact with each other; further, by preparing a sheet having a thermoplastic resin layer disposed on the temporary support as described above, and having a protective film A sheet of the photosensitive resin layer and the intermediate layer is disposed, and the sheets are bonded to each other such that the thermoplastic resin layer and the intermediate layer are in contact with each other to be produced.

In the photosensitive resin transfer material, the film thickness of the photosensitive resin layer is preferably from 1.0 to 5.0/zm', more preferably from 1.0 to 4.0/m, and particularly preferably from 1.0 to 3.8 h. Further, although there is no particular limitation, with respect to the preferable film thickness of the other layers, in general, it is preferable that the temporary support is from 15 to 1.0 m / m, and the thermoplastic resin layer is from 2 to 30 / zm in the middle. The layer is 〇·5 to 3.0//m, and the protective film is 4 to 40/zm. Further, the coating in the above-described manufacturing method can be carried out by a general coating device, but is preferably carried out by a coating device (slit coater) using a slit nozzle. . A preferred embodiment of the slit coater is the same as described above. The color filter of the present invention is one which has only one single hue or has three different hue such as red, blue and green depending on the end use. Further, there is no particular limitation on the pattern of the coloring layer (pixel) on the substrate and the method of forming the same. The color filter of the present invention can be used as a superior contrast. The term "contrast" as used in the specification of the present invention means the ratio of the amount of transmitted light when the polarization axes are parallel and perpendicular to each other between the two polarizing plates (see, for example, the 7th color optics in 990). (7th Color Optics Conference; Ueki, Xiaoguan, Fuyong, Shanzhong) -34- 200829965 et al. "The color of 512 color display is ΐ〇·4" TFT-LCD color filter ( "Color Filter for 512 color display 10.4,,-size TFT-LCD',)"). The color filter with high contrast means that when the color filter is combined with the liquid crystal, the recognition of light and dark can be improved. Therefore, high contrast is a very important performance that is required to replace CRT with a liquid crystal display device.

When used as a television set, the color filter of the present invention uses all the monochromatic chromaticity of each of red (R), green (G), and blue (b) of the F 10 light source. Preferably, the difference (Δ E ) between the following (hereinafter referred to as "target chromaticity" in the present invention) is within 5, more preferably within 3, and particularly preferably Within the range of 2. X y YR 0.656 0.336 2 1.4 G 0.293 0.634 52.1 B 0.146 0.088 6.90 The chromaticity in the present invention is determined by a microspectrophotometer (manufactured by Olympus Optics; OSP 100 or 200), and is calculated by the field of view The xyY xy of the xyz color system obtained by the result of the F10-light source at an angle of 2 degrees is expressed. In addition, the difference from the target chromaticity is expressed by the "color difference" of the La*b* color system. The color filter of the present invention can be repeated by, for example, repeating the number of times according to the number of colors: forming a photosensitive resin layer on the substrate, and exposing and developing the photosensitive resin layer until the color layers are provided. Manufacturing. A black matrix may be introduced as needed to distinguish the boundary of the photosensitive resin layer from 35 to 200829965. In the manufacturing method as described above, the method of forming the photosensitive resin layer on the substrate includes, for example, a method of applying (a) each of the colored photosensitive resin compositions described above by using a general coating device. And (b) using a method in which a photosensitive resin transfer material as described above is attached by a laminator or the like.

In the production of the color filter of the present invention, although a general coating apparatus can be used for the application of the colored photosensitive resin composition, a slit coater as described above is particularly suitable. Further, preferred examples of the slit coater and the like are the same as those described above. When the photosensitive resin layer is formed by coating, the film thickness thereof is preferably from 1 · 〇 to 3.0 // m, more preferably from 1 〇 to 2.5 / zm, and particularly preferably from 1.5 to 2.5 / zm. By using a photosensitive resin transfer material, the photosensitive resin layer formed into a film shape is pressed or heated by using a heated or/or pressurized roller or flat plate as described later, thereby being attached thereto. On the substrate. In particular, Japanese Patent Publication No. 7-110575, Japanese Patent Application Laid-Open No. Hei No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. The laminating machine and the laminating method disclosed in Japanese Laid-Open Patent Publication No. 2002-148794, but it is preferably disclosed in Japanese Laid-Open Patent Publication No. Hei. method. In the color filter of the present invention, when a photosensitive resin layer is formed by applying a colored photosensitive resin composition, an oxygen blocking film can be further provided on the photosensitive resin layer, whereby the color filter can be improved. Exposure sensitivity. -36- 200829965 For the oxygen barrier film, the same as described above can be used. Further, although there is no particular limitation, the film thickness of the oxygen barrier film is usually preferably from 0.5 to 3 · 0 // m.

The color filter of the present invention can be repeated by, for example, repeating the number of times according to the number of colors: a specific mask is disposed over the photosensitive resin layer formed on the substrate as described above; The mask, the thermoplastic resin layer, and the intermediate layer are exposed to expose the photosensitive resin layer from above the mask, and then the photosensitive resin layer is developed with a developing solution until the respective color layers are provided. Here, the light source for exposure is suitably selected from a light source capable of emitting light in a wavelength range (e.g., 3 6 5 nm, 4500 nm, etc.) which can harden the photosensitive resin layer. Specific examples thereof include, for example, an ultrahigh pressure mercury lamp, a high pressure mercury lamp, a metal halide lamp, and the like. The exposure amount is usually from about 5 to 200 mJ/cm 2 , and preferably from about 10 to 1 μm J/cm 2 . Further, the developing solution as described above is not particularly limited, and a developing solution of a general type as disclosed in Japanese Laid-Open Patent Publication No. Hei. No. 5-7722. Further, the developer is preferably a developer which develops in a developing mode for the photosensitive resin layer during development, and for example, preferably contains a pKa at a concentration of 5 to 5 m/liter. A developer of a compound of 7 to 13. Further, the developer may contain a small amount of an organic solvent which is miscible with water. Examples of the "organic solvent having water-miscibility with water" include, for example, methanol, ethanol, 2-propanol, 1-propanol, butanol, diacetone alcohol, ethylene glycol monomethyl ether, and ethylene glycol. Ethyl ether, ethylene glycol mono-n-butyl ether, benzo-37-200829965 alcohol, acetone, methyl ethyl ketone, cyclohexanone, ε-hexinexi b 丨 J 0 曰, γ _ butyrolactone , dimethylformamide, dimethylacetamide, hexamethylphosphoniumamine, ethyl lactate, methyl lactate, ε-caprolactam, and Ν-methylpyrrole. The concentration of the organic solvent is preferably from 质量1% by mass to 30% by mass. In addition, in the developer as described above, I am adding a surfactant like a surfactant. The concentration of the surfactant is preferably from Q · Q 1% by mass to 10% by mass.

The development method is a method such as usable, immersion development, spray development, spray and rotary development, or immersion development. The shower development in the manner of development as described above is explained below. The unhardened portion is removed by spraying a developing solution on the exposed photosensitive resin layer with a spray and a shower. Further, it is preferred to spray a test solution having a low solubility to the photosensitive resin layer by a shower or the like before the development to remove the thermoplastic resin layer, the intermediate layer, and the like. Further, after development, it is preferred to use a shower to spray a detergent or the like while wiping the surface with a brush or the like to remove the development residue. The liquid temperature of the developer is preferably from 20 ° C to 40 ° C, and the ρ Η of the developer is preferably from 8 to 13. Further, in the production of the color filter of the present invention, it is preferable to use the Japanese Patent Publication No. 11-24 8 92 1 and the Japanese Invention Patent No. 3 2 from the viewpoint of cost reduction. 5 5 1 〇 号 〇 ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' A method of dividing the protrusions for aligning the alignment to form a spacer. -38- 200829965 When the colored photosensitive resin composition is stacked by sequential coating, the film thickness will be thinned by each lamination due to the leveling of the coating liquid. For this reason, it is preferable to stack four colors of κ (black). R.G.B and to provide protrusions for division and alignment thereon. On the other hand, when a transfer material having a thermoplastic resin layer is used, since the thickness is kept constant, it is preferably two or three colors stacked.

Further, the size of the substrate is preferably 2 5 // m X from the viewpoint of preventing deformation of the photosensitive resin layer when laminating by laminating the transfer material and maintaining a certain thickness. 2 5 // m or more, and particularly preferably 3 0 //mx30/zm or more. In the color filter of the present invention, the pixel (colored layer) preferably contains pigment particles, and the particles are more preferably an organic pigment solution by dissolving an organic pigment in a basic solvent. It is a solvent which is compatible with the good solvent, but is a poor solvent for the organic pigment (hereinafter, this solvent is sometimes referred to as "a poor solvent of an organic pigment" or simply a "poor solvent"). Particles formed (precipitated). (In the following, this method is sometimes referred to as "particle precipitation method"). Further, the combination of the good solvent and the poor solvent as described above, although it is required that the solubility of the organic pigment can exhibit a sufficient difference, and it is necessary to match the pigment to select an appropriate one, as long as they can achieve the steps as described above, Any combination of solvents can be chosen. The "poor solvent" of the organic pigment is not particularly limited as long as it is compatible with or can be uniformly mixed with a good solvent for dissolving the organic pigment. Regarding the poor solvent of the organic pigment, the solubility of the organic pigment is preferably -39 - 200829965 0.02% by mass or less, and more preferably 0.01% by mass or less. There is no particular lower limit for the solubility of organic pigments. However, in consideration of conventional organic pigments, the solubility is o.oooool mass% or more in practical applications. The solubility can also be the solubility when dissolved in the presence of an acid or a base. In addition, the compatibility or uniform mixing between the good solvent and the poor solvent is

The amount of the solvent to be dissolved in the poor solvent is preferably 3 〇 by mass or more, and more preferably 50% by mass or more. Although there is no particular upper limit for the amount of good solvent to be dissolved in a poor solvent, in practical applications, the solvent can be mixed with each other at any ratio. Examples of the poor solvent include, for example, an aqueous solvent (for example, water, aqueous alcohol, hydrochloric acid, or aqueous sodium hydroxide), an alcohol compound solvent, a ketone compound solvent, an ether compound solvent, an aromatic solvent, a carbon disulfide solvent, and a fat. a compound solvent, a nitrile compound solvent, a halogen-containing compound solvent, an ester compound solvent, an ionic liquid, a mixed solvent thereof, etc.; preferably an aqueous solvent, an alcohol compound solvent, a ketone compound

The solvent, the ether compound solvent, the ester compound solvent, or a mixture thereof is preferably an aqueous solvent, an alcohol compound solvent, or an ester compound solvent.

Examples of the "alcohol compound solvent" include, for example, methanol, ethanol, isopropanol, n-propanol, 1-methoxy-2-propanol and the like. Examples of the "ketone compound solvent" include, for example, acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone and the like. Examples of the "ether compound solvent" include, for example, dimethyl ether, diethyl ether, tetrahydrofuran, and the like. Examples of the "aromatic solvent" include, for example, benzene, toluene, and the like. Examples of the "aliphatic compound solvent" include, for example, a house and the like. Examples of the "nitrile compound solvent" -40-200829965 include, for example, acetonitrile and the like. Examples of the "halogen-containing compound solvent" include, for example, dichloromethane, trichloroethylene, and the like. Examples of the "ester compound solvent" include, for example, ethyl acetate, ethyl lactate, 2-(1-methoxy)propyl acetate, and the like. Examples of the "ionic liquid" include, for example, '1 - butyl-3 - methyl methacrylate D and a salt of p F oxime. The "good solvent" is not included as long as it is capable of dissolving the organic pigment used and is compatible with the poor solvent as described above or uniformly mixed.

Special restrictions. The solubility of the organic pigment in the organic solvent is preferably 0.2% by mass or more, and more preferably 0.5% by mass or more. There is no particular upper limit for the solubility of an organic pigment in a good alkaline solvent. However, in consideration of a conventional organic pigment, the solubility in a practical application is 50% by mass or less. The solubility can also be the solubility when dissolved in the presence of an acid or a base. The preferred range of compatibility or uniform mixing between the poor solvent and the good solvent is as described above. Examples of the "good solvent" include, for example, an aqueous solvent (for example, water, aqueous alcohol, hydrochloric acid, or aqueous sodium hydroxide), an alcohol compound solvent, a guanamine compound solvent, a ketone compound solvent, an ether compound solvent, and an aromatic compound. A solvent, a carbon disulfide solvent, an aliphatic compound solvent, a nitrile compound solvent, an anthraquinone compound solvent, a halogen-containing compound solvent, an ester compound solvent, an ionic liquid, or a mixed solvent thereof. Among these, an aqueous solvent, an alcohol compound solvent, a ketone compound solvent, an ether compound solvent, an anthraquinone compound solvent, an ester compound solvent, a guanamine compound solvent, or a mixture thereof; preferably an aqueous solvent or an alcohol compound is preferred. Solvent, ester compound solvent, hydrazine compound solvent or guanamine compound solvent; further preferably -41-

200829965 is an aqueous solvent, an ytterbium compound solvent or a guanamine compound solvent; it is an yttrium compound solvent or a guanamine compound solvent. Examples of the "amidium compound solvent" include, for example, diterpene, diethyl anthracene, hexamethylene azine, and cyclobutyl. Examples of the "guanamine solvent" include, for example, N,N-dimethylformamide, 2-pyrrolidone, 2-pyrrolidone, 1,3-dimethyl-2-imidazolidinone Ketone, ε · caprolactam, formamide, N-methylformamide, ethyl N-methylacetamide, hydrazine, hydrazine dimethyl acetamide, N-methylpropane hexamethyl Phosphorus tridecylamine and the like. Further, the organic pigment dissolved in the good solvent to dissolve the organic pigment is preferably in the range of about 1 / 10 of the concentration of the organic pigment in the case of dissolution. The preparation conditions of the organic pigment solution are not particularly limited, and are usually under pressure to subcritical and supercritical conditions. It is -10 to 150 ° C under normal pressure, more preferably -5 to 130 ° C, and particularly preferably 0.

Here, the examples cited as good solvents are common to the above-mentioned types of agents, but they are not selected at the same time as a combination of a good solvent and a poor solvent. The solubility of the organic substance used in the good solvent is sufficiently higher than that in the poor solvent, for example, the difference in solubility is preferably 0.2% by mass or more, and more preferably % or more. The upper limit of the difference in solubility between the good solvent and the poor solvent, but the upper limit of the application is 50% by mass or less when considering the organic material generally used. And the saturation of the concentration of the special methyl sub-compound 1 -methyl-, 2-pyridylamine, amine, and the like is preferably from .100 °C 丨 poor solution solvent to the I material display ί, i 0.5 质^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ In general, if the pigment has a group which can be dissociated under basic conditions in its molecule, an alkaline solvent can be used; if the organic pigment does not have a group which can be dissociated under alkaline conditions in its molecule In the case, however, when there are many nitrogen atoms in the molecule which are easy to bond protons, an acidic solvent is used. For example, quinophthalone, diketopyrrolopyrrole, and a diazo condensed compound pigment are dissolved under alkaline conditions; however, the anthraquinone compound pigment is in acidic conditions.

When the solution is dissolved under alkaline conditions, examples of the "base" which can be used include, for example, "inorganic alkali" such as lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide or barium hydroxide. Or an "organic base" such as a trialkylamine, diazabicycloundecene (DBU) or a metal alkoxide: preferably an inorganic test. The amount of the base to be used is not particularly limited as long as the base can uniformly dissolve the pigment. In the case of an inorganic base, the amount thereof is preferably from 1.0 to 30 mol equivalents, more preferably from 1.0 to 25 mol equivalents, and still more preferably from 1 to 20 mol equivalents, relative to the organic pigment. In the case of an organic base, the amount thereof is preferably from 1 · 〇 to 1 〇〇 molar equivalent, more preferably from 5.0 to 1 〇〇 molar equivalent, and still more preferably from 20 To 1 〇〇 molar equivalent. In the case of being dissolved in an acid state, examples of the acid to be used include "inorganic acid" such as sulfuric acid, hydrochloric acid, or pity acid; or acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, or trifluoromethane. "Organic acid" such as sulfonic acid -43-

200829965, but is preferably a mineral acid, and particularly preferably sulfuric acid. The amount of the acid to be used is not particularly limited as long as it can uniformly dissolve the organic pigment. In many cases, the amount is greater than or greater than the amount of base. Whether the acid type is inorganic acid or 'the amount of acid used is preferably from 3 to 5 Å relative to the organic pigment', more preferably from 10 to 500 mole equivalents, and further preferably: up to 20 0 moles. equivalent. When a base or an acid is mixed with an organic solvent and used as a good solvent for the organic pigment, a solvent such as water or a solvent having a high solubility to a base or an acid may be added to the organic solvent water or the base or the acid may be completely dissolved. The amount of the lower alcohol is less than or equal to the mass%, and more preferably 30% by mass or less based on the total amount of the organic pigment solution. Specifically, for example, the conditions of water, methanol, ethanol, n-propanol, isopropanol, butanol, etc., which are poor solvents when forming pigment particles are limited, and may be selected from atmospheric conditions to subcritical or Supercritical strips. The temperature at normal pressure is preferably -3 0 to 100 ° C, more preferably -1 0 , and particularly preferably 〇 to 30 ° C. The viscosity of the pigment microparticles is preferably in the range of 0.5 to 80.0 mPa.s, and more preferably in the range of from 1.0 to 50. When the organic pigment solution is mixed with a poor solvent, it may be mixed by adding any solvent to the organic pigment solution, and it is also preferred that the poor solvent is in a state of being stirred. The stirring speed is preferably from 1 Torr to 10, rpm, 150 to 8,000 rpm, and particularly preferably from 200 to 6,000 rpm. The amount of acid added is the acid used in the organic acid. The molar is specially used in 30 doses to make the alcohol. The I is 50 and can be used 〇 No special parts to 60. . It is better to add two to the bad from 0 mPa·s. For the extra time, -44 - 200829965 can use the pump or similar equipment, or it can not be used. Further, although it may be added to the liquid or added externally, it is preferably added in a liquid. In the present invention, it is preferred to continuously supply the liquid into the liquid via a supply pipe. The inner diameter of the supply pipe is preferably from 0.1 to 200 mm, and more preferably from 0. 2 to 100 mm. The rate of supply from the supply tube to the liquid is preferably from 1 to 1 Torr, 〇〇〇ml/min, and more preferably from 5 to 5,000 cc/min.

The mixing ratio of the organic pigment solution to the poor solvent (good solvent/poor solvent ratio in the pigment microparticles) is preferably from 50 to 2/3, more preferably from 1/40 to 1/2, by volume. Good for 1/20 to 3/8. The concentration of the pigment microparticles is not particularly limited as long as it can form organic fine particles, but the organic fine particles are preferably in the range of 10 to 40,000 mg per 1 ml of the dispersion solvent. More preferably, it is in the range of 20 to 30,000 mg, and particularly preferably in the range of 50 to 25,000 mg. Further, the ratio of the preparation in the preparation of the pigment fine particles is not particularly limited, but the mixing amount of the poor solvent is preferably a modulation ratio of 10 to 2,0 0 liter, and more preferably 50 to 1,0 〇. The modulation ratio of the liters. Regarding the particle size of the organic fine particles, although there has been a method of numerically expressing the average size of the group by the measurement method, the most commonly used method includes: the "most frequent path" indicating the maximum distribution of the distribution, and the corresponding "Medium diameter" in the center of the integral distribution curve, various "average diameters" (quantity average, length average, area average, mass average, volume average, etc.), etc., but in the present invention, unless otherwise specified In addition, the so-called "average particle diameter" is a number average diameter. Average of pigment particles (primary particles) -45- 200829965 Particle size 2 to or not, except for the amount) 1.0]

Micromirror, motion method, sweep method

LTD Powder or powder or powder. The treatment is preferably from 1 nm to 1 μm, and more preferably from 1 to 200 nm, more preferably from 100 nm, and particularly preferably from 5 to 80 nm. The pigment particles may be crystalline plasmid crystal plasmids, or mixtures of such. Further, in the present invention, the index for indicating the monodispersity of the fine particles is not specifically added, and the ratio of the volume average particle diameter (Mv) to the number average particle diameter (?η) (Μν/Μη) is used. The pigment microparticles (monodispersity of primary particles, that is, Μ ν / Μ η is preferably 1. 〇 to 2 · 0, more preferably g 1.8 , and particularly preferably 1.0 to 1.5. Method for measuring particle diameter of organic fine particles Examples include, for example, sensitization, gravimetric method, light scattering method, light shielding method, electric resistance method, and acoustic light scattering method. Among them, microscopic method and dynamic light dispersion are particularly preferable. Examples of the microscope to be used include, for example, a tracing electron microscope and a transmission electron microscope. Examples of the microparticle measuring device according to the dynamic optical dispersion include: for example, manufactured by Nikkei Co., Ltd. Nanotrac UPA-EX150 Dynamic Light Scattering Meter manufactured by OTSUKA ELECTRONICS CO., • DLS - 700 series. When preparing the dispersion of pigment particles as described above, it is better to divide The step of using the dispersant is not particularly limited, and it is preferred to add the dispersant to either of the organic pigment solution and the poor solvent. Further, it is preferred to modulate the pigment particles. The separating solution is added in a manner separate from the two solution systems as described above. It is also preferred to use pigment particles which have been previously treated with a dispersing agent; and the pigment particles are applicable to promote the dispersing agent.颜-46- 200829965 Surface treatment of adsorption on fine particles. The dispersant has (1) fast adsorption on the surface of the precipitated pigment, and the formation of fine nanoparticles & (2) can prevent such particles The function of re-aggregation, etc. Dispersing agents which can be used are, for example, anionic, cationic, bismuth, nonionic, or pigment derivative type low molecular or polymeric dispersing agents. The water-soluble polymer, in addition to the molecular weight of the 'high# sub-dispersant, as long as it is uniformly soluble in the solution'

It can be used without particular limitation, but preferably has a molecular weight of from 1000 to 2,000,000, more preferably from 5,000 to 1,000,000, still more preferably from 10, from 500 to 10,000, and particularly preferably from 10,000 to 100. , 〇〇〇. Specific examples of the "polymer dispersant" include, for example, polyvinylpyrrolidine, polyvinyl alcohol, polyvinyl methyl ether, polyethylene oxide, polyethylene glycol polypropylene glycol, polypropylene decylamine, Vinyl alcohol-vinyl acetate copolymer, polyvinyl alcohol-partial formaldehyde, polyvinyl alcohol-partial butyralate, ethyl pyrrolidone-vinyl acetate copolymer, polyethylene oxide/ Propylene oxide block copolymer, polyacrylate, polyvinyl sulfate, poly(4-vinylpyridine) salt, polyamine, polyallylamine salt, condensed naphthalene sulfonate, cellulose derivative And starch derivatives. Further, "natural polymer" may be used, and examples thereof include: alginate, gelatin, albumin, casein, gum arabic, tragacanth gum, and ligninsulfonic acid salt. ) and other natural polymers. Among these, it is preferred to use any of the water-soluble polymers as described above, and it is more preferred to use polyvinylpyrrolidone. These polymers may be used singly or in combination of two or more kinds thereof. These dispersants can be used alone or in combination -47- 200829965. Regarding the dispersant for dispersing pigments, in the "Pigment Dispersion Stabilization and Surface Treatment Technology and Evaluation" (Japanese Society for Chemical Information (japan Association for International Chemical Information), published in December 12th) The page has been described in detail. An example of an anionic dispersant (anionic surfactant)

Is included, for example, 'N-branched-N-homo-based bovine mineralate, fatty acid salt, sulfonate, alkyl benzene sulfonate, alkylnaphthalene sulfonate, dialkyl sulfo-acid Salt, alkyl phosphate salt, naphthalenesulfonic acid/formaldehyde condensate, and polyoxyethylene alkyl sulfate salt, and the like. Among them, particularly preferred is N-fluorenyl-N-alkyl taurate. The N-mercapto-N-alkyl taurate is preferably those disclosed in the specification of Japanese Patent Laid-Open No. Hei. These anionic dispersing agents may be used singly or in combination of two or more kinds thereof. Examples of the "cationic dispersant (cationic surfactant)" include, for example, a quaternary phosphonium salt, a polyoxylated polyamine, an aliphatic amine polyglycol ether, an aliphatic amine, derived from an aliphatic amine, and Diamines and polyamines of aliphatic alcohols; imidazolines derived from fatty acids; and salts containing such cationic substances. These cationic dispersants may be used singly or in combination of two or more kinds thereof. The "two-ionic dispersing agent" is an anionic group having both an anionic group portion in the molecule of the anionic dispersing agent as described above and a molecule of the cationic dispersing agent as described above. a dispersing agent for the cationic base portion. Examples of the "nonionic dispersing agent (nonionic surfactant)" include, for example, polyoxyethylene alkyl ether, polyoxyethylene alkylaryl-48-200829965 ether, polyoxyethylene b-fatty acid ester, Dehydrated sorbitol fatty acid ester, polyoxyethylene dehydrated sorbitol fatty acid ester, polyoxyethylene alkylamine, and glycerin fatty acid ester. Among these, a polyoxyethylene alkyl aryl ether is preferred. These nonionic dispersing agents may be used singly or in combination of two or more kinds thereof.

The "pigment derivative type dispersant" is defined as a dispersant derived from an organic pigment as a parent substance, and is a pigment derivative type dispersant produced by chemically modifying a matrix structure, or by A pigment derivative-type dispersing agent obtained by a pigment forming reaction of a chemically modified pigment precursor. Examples of the "pigment derivative type dispersant" include, for example, a sugar-containing pigment derivative type dispersant, a piperidinyl group-containing pigment derivative type dispersant, a naphthalene or anthracene-derived pigment derivative type dispersant, a pigment derivative type dispersant having a functional group bonded to a pigment matrix structure by a methylene group, a pigment precursor structure modified by a polymer chemical, a pigment derivative type dispersant having a sulfonic acid group, and a sulfonamide A pigment derivative-type dispersant, φ a pigment derivative-type dispersant having an ether group, and a pigment derivative-type dispersant having a carboxylic acid group, a carboxylate group, or a carboxy guanamine group. When the organic pigment solution dissolved in a good solvent is prepared, it is preferred that the pigment-dispersing agent containing an amine group be present at the same time. The "amino group" includes: a primary amino group, a secondary amino group, and a tertiary amino group, and the number of the amine groups may be one or several. It may be a pigment derivative compound which introduces a substituent having an amine group into a pigment skeleton, or may be a polymer compound which uses a monomer having an amine group as a polymerization component. Examples of such compounds include: Japanese Laid-Open Patent Publication No. 2000-239554, Japanese Patent No. 49-200829965, Japanese Patent Laid-Open No. 2 0 0 3 - 9 6 3 2 9 , Japanese Hair Bow 2 0 0 1 - 3 1 8 8 5, Japanese Laid-Open Patent Publication No. 5, and Japanese Patent No. 5 - 7 2 9 4 No. 3, the present invention is not limited to the above-mentioned The dispersing agent is preferably at least one selected from the group consisting of the selected formula (D1), (D3), or (D4). g 〇 as disclosed in Japanese Patent Laid-Open No. 10-339949

<1. A compound represented by the formula (D 1 )> Formula (D 1)Α—Ν=Ν—X— In the formula (D1), Α represents a component which can be combined with an X dye. The component A can be arbitrarily selected as long as the compound of the diazonium compound can be coupled. Specific examples of the component A are as follows. The invention is not limited to such compounds. A gamma-forming azo component is shown in the form of an azo dye with diazonium, but

-50- 200829965

COCHCONH

Equation 1 - 4

COCHCONH type 1 - 3

OH OH

Equation 1-6 Equation 1-7 Formula 1 - 5

-51 - 200829965 〇I〇

OH CONH

OH

H type 1 - 9 type 1 - 8

Formula 1-10 Formula 1-11 Formula 1 -12 In the formula (D 1 ), X represents a single bond or is selected from the structural formulae of the general formulae (i) to (v) described below. The basis of the divalent linkage.

C0NH—Formula (1)—〇>-CONH-Formula (ii) 'S02NH—Formula (iii) ^〇&quot;s〇2nh-—Qr ο— Formula (iv) Formula (V) In Formula (Dl), Y is a group represented by the formula (D2) shown below. General formula (D2)

(CONH-Z-NR^a -52-

200829965 In the formula (D2), Z represents a lower alkylene group. The change f is denoted by -(CH2)b-, wherein b represents from 1 to 5' and preferably represents 2 or 3. In the formula (D2), a NR21 lower alkylamino group or a 5- or 6-membered saturated heterocyclic group containing a nitrogen atom. Where gf - NR2 1 is a lower alkylamine group, it may be represented by N(CrH2r+1)2, wherein the oxime represents an integer from i to 4 and represents 1 or 2. In the case where the one NR21 is a 5-saturated heterocyclic group representing a nitrogen atom, the heterocyclic group is preferably any heterocyclic group represented by the formula shown below. r, the integer of Z is a structure if it is shown as a preferred or 6 member

Slightly steep ring

_ steep ring

Morpholine ring

In the above formula (D2), each of Z and an NRm has a substituent of a lower alkyl group or an alkoxy group. In the formula, 'a' represents 1 or 2, and preferably 2. A specific example of the compound represented by the formula (D 1 ) is as in '', but the invention is not limited thereto. As shown in the visual requirement (D2) -53- 200829965 och3 coch3 2.

Cl-H^^)~NHCOCH-N-NH^Q^-CONH(CH2)3N(CH3)2 och3 och3 ^〇CH3 CONH(CH2)3N(C2H5)2 Ct^〇/--NHCOCH-N=N --&lt;〇) OCH3 CONH(CH2)3N(C2H5>2 3.

H coch3 NHCOCH-N= CONH(CH2)3N(C2H5)2

HH COCH3 NHCOCH - M=N "〇5. ?0CH3 g human MHCOCH,=N-{〇) 6. coch3 , CONH(CH2)2N(C2H5)2 &gt; CONH(CH2)2N(C2H5)2 /C0NH( CH2)3N(C2H5)2 &gt; CONH(CH2)3N(C2H5)2 CONH(CH2)2N(C2H5)2 NHCOCH-N=N 普 conhH^Q) C0NH(CH2)2N(C2H5&gt;2 〇=&lt;

COCH3 CONH(CH2)3N(C2H5)2 NHCOCH-N=N General CONH(CH2)3N(C2H5)2 -54- 200829965 8. 〇=&lt;yd\ ^ NHCOCH- N= S02NH 乂〇) 9. &lt; ,CONH(CH2)3N(C2H5>2 CONH(CH2)3N(C2H5)2

H

11. 12.

NHCOCH- N=N*H is more fN conh(ch2)3n(c2h5)2 -conh-(Q) CONH(CH2)3N(C2H5)2

rCONH{CH2)3N(CH3)2 13. och3

_ COCH3 _ _v Cl—(〇V- NHCOCH- N= N-^〇V~ C〇m-\Q CONH(CH2)3N(CH3)2 ,CONH(CH2)3- o 0CH3

CONH(CH2)3-NO-55- 200829965 14*-PCH3 COCH3 Ql~NHCOCH~N- OCH3 ,C〇NH(CH2)2-CONH(CH2)2~\^l 15. /〇CH3 COCH3 Cl—^ 〇y-NHCOCH-N=N 乂〇CONHiCH^- OCH3 G〇NH(CH2)3&quot; oo 16.

〇=&lt;

COCH3 nhcoch-n=n-

-CONH

CONH(CH2)3^N 17.

o=K

〒och3 NHCOCH-N=1

•CONH

CONH(CH2)3~ CONH(CH2)3- o 18.

o=K

COCH3 nhcoch-n=n

19.

CONH(CH2)3- o ,CONH(CH2)4N(C2H5)2 CONH(CH2)4N(C2H5)2 P〇NH(CH2)5N(CH3)2

o=K

COCH3 NHCOCHrN=

CONH

CONH(CH2)5N(CH3)2 -56 - 200829965 20.

OH, Ν

iCONH(CH2)3N(C2H5)2 CONH(CH2)3N(C2Hs)2

CONH 21.

CONH(CH2)3N(C2H5)2, CONH(CH2)3N(C2H5)2 22.

CONH

P0NH(CH2)3N(C2H5)2 CONH(CH2)3N(C2H5)2 Ό I—J· . =^_普 ο

The compound represented by the formula (D 1 ) can be synthesized by a method disclosed in, for example, Japanese Laid-Open Patent Publication No. 2 000-23 95 54. <2. A compound represented by the formula (D 3 )> Formula (D3)

In the formula (D 3 ), Q represents a compound selected from the group consisting of: an anthraquinone compound dye, an azo compound dye-57-200829965 material, an anthraquinone compound dye, a quinophthalone compound dye, a di Df compound dye, and an anthracene. Pyrimidine compound dyes, anthrone dyes, indanthrone dyes, flavo anthrone compound dyes, indolone dyes, anthrone dyes, anthraquinone dyes, and sulphur indigo dyes Organic dye residue. Among them, an azo compound dye or a diterpene compound dye is preferred, and an azo compound dye is more preferred.

Χι is a representative -CO-, -CONH-Y2-, a S02NH-Υ2 - , or -CH2NHCOCH2NH - Υ2 -, preferably -CO- or -c〇NH-γ2 - 〇Υ2 are representative of each which can be substituted The base of the yard or the base. Among these groups, a phenyl group, a tolyl group and a hexyl group are preferred, and a phenyl group is more preferred.

Rn and R12 each independently represent a substituted or unsubstituted or substituted R12 group to form a heterocyclic group containing at least a nitrogen atom. Among these groups, a methyl group, an ethyl group, a propyl group, and a pyrrolidinyl group having a nitrogen atom are preferred, and an ethyl group is more preferred. Is the representative - NH - or a 0 -. Ζι is a hydroxyl group or a group represented by the formula (D3a), but if the nl is 1, the Zi may be an NH-X-q. It is an integer representing the numbers 1 to 6, and preferably 2 to 3 ° nl is an integer representing 丨 to 4, and preferably 1 to 2. General formula (D3a) /Ru -Y3—(CH2)3\

R -58- 12 200829965 In the formula (D3a), Υ3 represents an NH-, or a Ο-, and ml, Rn and R12 have the same meanings as those in the formula (D3). Specific examples of the compound represented by the formula (D3) are represented by the formula shown below.

•59- 200829965 ___ N I Q--CONH^-NHT^

Rn

Rig

Rn

Rx* Formula (D3-1) m Q- /=\ /NvNH(CH2)mrN, ^H0NHV RuRl2 NH - (CHiL〆 Rn

Q-fCHzNHCOCHiNH

NHCCHa^^ NH-(CHt)mrNv General formula (D3-2) m

Rll

Ru

Kn, Ru

Rn formula (D3-3) m

-SOiNHCCH2)sNH N 〇-(CH2)m,1

Rn

Rn R« general formula (D3-4)

•SO^NH

OH .NFKCfUVN,

Rn formula (D3-5)

, NH(CH2)OTrN,

RlJ Formula (D3-6) m -60 200829965 Further, in the general formulae (D3-1) to (D3-6), Q, ml, nl,

Rm and R12 have the same meanings as those in the general formula (D3). Specific examples of the compound represented by the formula (D3) are exemplified below, but the invention is not intended to be limited thereto. Further, Cu-Pc in the formula represents a copper anthraquinone. (a)

Cu-Pcr ΜΗ

Nx.NH(CH2)3N;

Χ2Η5 ^2η5

NH(CH2)3N /C2h5, c2h5 1~3 (b)

•c 咖咖^&lt;s^N C2H5

NH(CH2)3&lt;C2HS (c) 〇2H5

^ - N= N—CONH· 〇κΝτη

Nynh(ch2)3&lt; [^ people nhcochcoch3 ΝΗ·

NH(CH2)3N: c2h5 c2h5, c2h5 (d)

n /-n〇2oo:OH '(CH2)3N[ (e) ΝγΝ yCz^5 liH(〇H2)3N^Q2H5 c2h5 c2h5

Cu - Per N^O-(OH2)2N: /C2h5 -CONH(CH2)2NH·

, c2h5 /C4H9 nh, (ch2)3n C4H9 -61 200829965

The compound represented by the formula (D3) is an intermediate product obtained by, for example, reacting an amine compound having R12 and an alcohol compound having R12 with a halogen triazine compound, and a dye compound. The reaction is carried out to obtain, and in addition, it is also referred to in the specification of Japanese Patent Application Laid-Open No. 5-72943. <3. Pigment Dispersant Containing Graft Copolymer> When the pigment fine particles as described above are prepared by a deposition method, it is also preferred to use a graft copolymer having an amine group and an ether group, And optionally containing dispersing agents of other ingredients as appropriate. The graft copolymer as described above has at least an amine group and an ether group, and may also contain other monomers or the like as a copolymer unit. The mass average molecular weight of the graft copolymer as described above is preferably from -62 to 200829965 3,000 to 100,000, and more preferably from 5,000 to 50,0 Å. If the mass average molecular weight is less than 3,000, there is a possibility that the aggregation of the pigment particles is not easily prevented, and sometimes the viscosity is increased. If it exceeds 100,000, there is a possibility that the solubility in an organic solvent may become insufficient, and sometimes the viscosity may increase. The grafted copolymer as described above preferably contains at least (1) at the end

a polymerizable oligomer having an ethylenically unsaturated double bond, a monomer having a fl-based group and an ethylenically unsaturated double bond, and (iii) a polymerizable monomer having an ether group as a total The polymerization unit may, if necessary, also contain (iv) other monomers as copolymerization units. The content of each of the copolymer units in the graft copolymer as described above is as follows: (i) The content of the polymerizable oligomer is preferably from 15 to 98% by mass, and more preferably from 25 to 90. (%) The content of the amino group-containing monomer is preferably from 1 to 40% by mass, and more preferably from 5 to 30% by mass; and (iii) the polymerizable monomer having an ether group as described above The content is preferably from 1 to 70% by mass, and more preferably from 5 to 60% by mass. When the content of the polymerizable oligomer as described above is less than 15% by mass, it is possible that the steric repulsion effect which should be achieved by the dispersing agent is hardly obtained, and as a result, it is difficult to prevent aggregation of the pigment particles; When it exceeds 98% by mass, the ratio of the monomer containing an amine group may relatively decrease, and as a result, the adsorption ability to the organic fine particles may be lowered, and the dispersibility may sometimes become insufficient. If the content of the nitrogen-containing monomer as described above is less than 1% by mass, there is a possibility that the dispersibility sometimes becomes insufficient due to a decrease in the adsorption capacity for the organic fine particles -63-200829965; When it exceeds 40% by mass, there is a possibility that the ratio of the polymerizable polymerase is relatively decreased, and as a result, the steric repulsion effect which should be achieved by the dispersing agent is hardly obtained, making it difficult to sufficiently prevent the pigment particles from agglutinating. Case. When the content of the polymerizable monomer having an ether group is less than 1% by mass as described above, there is a possibility that the developmental suitability at the time of producing a color filter or the like may sometimes become insufficient; if it exceeds 70 When the mass is %, there is a possibility that the ability to be used as a dispersing agent sometimes decreases. ^ (i) Polymerizable oligomers Polymeric oligomers (herein sometimes referred to as "macromonomers") as described above are groups having an ethylenically unsaturated double bond at their ends. Oligomer. In the present invention, among the polymerizable oligomers, it is preferred that only one end of both ends of the oligomer is a group having the pseudo-unsaturated double bond. The "oligomer" as described above generally includes, for example, selected from the group consisting of alkyl (meth)acrylate, hydroxyalkyl (meth)acrylate, styrene, acrylonitrile, vinyl acetate, and dibutyl. A single polymer or a copolymer formed by at least one of the monomers in the olefin. Among these, a single polymer or copolymer of hydroxyalkyl (meth) acrylate, polystyrene or the like is preferable. In the present invention, the oligomers may be substituted with a substituent which, although not particularly limited, includes, for example, a halogen atom or the like. The group having an ethylenically unsaturated double bond as described above preferably includes, for example, a (meth) acrylonitrile group, a vinyl group or the like. Among these, a (meth)acrylonitrile group is particularly preferred. The polymerizable oligomer wipe as described above in the present invention is preferably an oligomer represented by the formula (E 6 ) as described in the following -64 - 200829965. R61 Fjl63 H2C=C—C—O—R62—S—(CH 2 —CH) g −Η Formula (Ε6) Ο In the above formula (Ε6), R61 and R63 represent a hydrogen atom or a methyl group. R62 is an alkylene group which may be substituted with an alcoholic hydroxyl group having 1 to 8 carbon atoms, and preferably represents an alkylene group having 2 to 4 carbon atoms. Y6 is a phenyl group representing a phenyl group, an alkyl group having 1 to 4 carbon atoms, or -c〇OR 64 (wherein R64 represents an alcoholic hydroxyl group or a halogen atom having 1 to 6 carbon atoms) An alkyl group, a phenyl group, or an aralkyl group having 7 to 10 carbon atoms; and preferably a phenyl group or a COOR64 (wherein R64 represents a carbon atom of 1 to 4 and the group may be alcoholic) An alkyl group substituted with a hydroxyl group). q is representative of 2 0 to 2 0 0.

Specific examples of the "polymerizable oligomer" as described above include, for example, poly(methyl) methacrylate, polystyrene, poly(methyl) methacrylate, poly(methyl). a n-butyl acrylate, a poly(butyl) methacrylate, and a copolymer of such monomers. Among these, a polymer having a (meth)acryl fluorenyl group bonded to one end of the molecule is preferred. The "polymerizable oligomer" as described above may be obtained from a commercially available commercial grade product or may be suitably synthesized. Examples of the commercially available commercial grade product include, for example, a single-end methacryl oxime-based polystyrene oligomer (Μη = 6,0 00, trade name: AS-6, East Asia Synthetic Chemical Industry Co., Ltd. ( TOAGOSEI CO·, LTD·)); single-end methacryloyl thiolated polymethyl methacrylate oligomer (Μη = 6,000, trade name: AΑ-6, manufactured by East Asia Synthetic Chemical Co., Ltd.); Terminal A-65- 200829965 propyl acrylated poly-n-butyl acrylate oligomer (Μη = 6,000, trade name: AB-6 'manufactured by Toago Chemical Co., Ltd.); single-end methacrylic acid group Polymethyl methacrylate/2-hydroxyethyl methacrylate oligomer (Μη = 7,0〇0, trade name: AA-714, manufactured by Toagosei Chemical Co., Ltd.); single-end methacryl oxime Polybutyl methacrylate/2-hydroxyethyl methacrylate oligomer (Μη = 7,000 'trade name: 707 S, manufactured by East Asia Synthetic Chemical Co., Ltd.)

; and single-end methacryl-methylated poly(2-ethylhexyl methacrylate)/methylpropanoic acid 2-ethylidene ethyl ester oligomer (Μη = 7,000, trade name: AY-707 S, AY- 714 S, manufactured by East Asia Synthetic Chemical Industry Co., Ltd.). Preferred specific examples of the "polymerizable oligomer" as described above in the present invention include, for example, a polymer selected from an alkyl (meth)acrylate, and an alkyl (meth)acrylate. At least one oligomer in the copolypolymer with polystyrene' and an oligomer having a number average molecular weight of 1, 〇〇〇 to φ 2,000, and an oligo group having a (meth) acrylonitrile group at the terminal Polymer. (ϋ) Amino group-containing monomer A preferred example of the amino group-containing monomer as described above includes, for example, at least one selected from the group consisting of compounds represented by the following formula (Ε2). H2C=C-(C)m-(NHR22)-X2 Formula (E2) Ο In the above formula (Ε2), R21 represents a hydrogen atom or a methyl group - 66 - 200829965. R22 represents an alkylene group having 1 to 8 carbon atoms, and among them, 'are preferably an alkylene group having 1 to 6 carbon atoms, and particularly preferably an alkylene group having 2 to 3 carbon atoms. . X2 represents -N(R23) (R24), - R25N(R26) (R27). Wherein R23 and R24 represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group. R25 represents an alkylene group having 1 to 6 carbon atoms, and 1126 and 27 are a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group.

In the above, R23 and R24 in -N(R23)(R24) are preferably a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a phenyl group, and a R25-N(R26) (R27). R25 is preferably a stretching group having 2 to 6 carbon atoms, and R26 and R27 are preferably an alkyl group having 1 to 4 carbon atoms. M2 and n2 represent 1 or 〇, preferably m2 = 1 and n2 = 1, or m2 = 1 and n2 = 〇 (i.e., corresponding to the general formula (Ε 3 ), (Ε 4) as described below ) the monomer represented). In the present invention, among the monomers represented by the formula (Ε 2 ), it is preferably selected from at least one of the monomers represented by the formulae (Ε3) and (Ε4) described below. body. General formula (Ε3) h2c=c-c-nhr32-x3 ο In the above formula (Ε3), R31 has the same meaning as R21. R32 has the same meaning as R22. X3 has the same meaning as X2. -67- 200829965 Formula (E4) h2c=c-c-x* (E4) where R X2 is the same, R41 has the same meaning as R21, and preferably a n(r43) is as defined above.

Examples include, for example, dimethyl(methyl)propenamide, diethyl(meth)acrylamide, diisopropyl(meth)acrylamide, mono-n-butyl (methyl) ) acrylamide, di-iso-butyl (methyl) propyl hydrazine, morpholinyl (meth) acrylamide, piperidinyl (meth) acrylamide, N-methyl-2-pyrrole Pyridyl (meth) acrylamide, and N,N-methylphenyl (meth) acrylamide (above "(meth) acrylamide"); and 2- (N, N-di Methylamino)ethyl(meth)acrylamide, 2_(N,N-diethylamino)ethyl(meth)acrylamide, 3·(Ν,Ν-diethylamino) Propyl (meth) acrylamide, 3-(decyl, hydrazine-dimethylamino)propyl (meth) acrylamide, 1-(anthracene, fluorenyl-dimethylamino)-1,1 - dimethylmethyl (meth) acrylamide, and 6-(Ν, Ν-diethylamino) hexyl (meth) acrylamide (above "aminoalkyl (meth) propylene oxime) Amines" and so on. (iii) a polymerizable monomer having an ether group as described above, and an ether group-containing polymerizable monomer, preferably selected from the group consisting of: -68-200829965, as in the following formula (E 1 ) At least one of the monomers represented. H2c=c 11 General formula (Ε 1) -C-COR12)^1 Ο In the above formula (El), R11 represents a hydrogen atom or a

base. R12 represents an alkylene group having 1 to 8 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, and more preferably an alkylene group having 2 to 3 carbon atoms. X1 represents -OR13 or -OCOR14, wherein R13 is a phenyl group which represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a phenyl group, or an alkyl group having 1 to 18 carbon atoms. The R 1 4 represents an alkyl group having 1 to 18 carbon atoms. Further, m3 represents 2 to 200, preferably 5 to 100, and particularly preferably 10 to 100. The polymerizable monomer having an ether group as described above is not particularly limited as long as it has an ether group and is polymerizable, and the monomer is appropriately selected from conventionally known monomers. . Examples thereof include, for example, poly(ethylene) methacrylate, poly(meth)acrylic acid propylene glycol, poly(meth)acrylic acid ethylene glycol-propylene glycol ester, poly-methacrylic acid tetra Methyl glycol ester and the like. These may be commercially available or may be suitably synthesized. Examples of such commercially available products include, for example, polymethoxyethylene glycol methacrylate [trade name: NKESTERM-40G, M-90G, M-23 0G (above is manufactured by East Asia Chemical Industry Co., Ltd.) Product Name: BLENMER PME-100, PME-200, PME-400, PME-1 000, PME-2000, PME-4000 (The above is Nippon Oil &amp; Fats Co., Ltd.) Manufacture)]; polyethylene monomethacrylate (trade name: BLENMER PE-90, PE-200, -69 - 200829965

PE - 3 5 0, manufactured by Nippon Oil & Fat Co., Ltd.; propylene glycol monomethacrylate (trade name: BLENMER PP- 5 00, ΡΡ·8〇〇, PP-1 〇〇〇, 曰本油股份有限公司Manufactured: Polymethyl methacrylate ethylene glycol _ propylene glycol ester (trade name: BLENMER 70ΡΕΡ-3 7 0Β 'made by Nippon Oil 3 Co., Ltd.); polymethyl methacrylate-tetramethylene Glycol ester (trade name: BLENMER 55ΡΕΤ-800, manufactured by Nippon Oil & Fat Co., Ltd.): and poly(methacrylic acid propylene glycol-tetramethylene glycol ester (trade name: BLENMER ΝΗΚ-500), Japanese fat (iv) Other monomers The graft copolymer group as described above may further contain other monomers as described above as the copolymer unit, and the other monomers are not particularly limited. And they may be appropriately selected depending on the purpose. Examples of other monomers include, for example, aromatic vinyl compounds (for example, styrene, α-methylstyrene, and vinyltoluene); (meth)acrylic acid Alkyl esters (eg ' Methyl)methyl acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, and isobutyl butyl (meth) acrylate; alkyl aryl (meth) acrylate (eg, ( Methyl (meth)acrylate); glycidyl (meth)acrylate; vinyl carboxylate (eg, vinyl acetate and vinyl propionate); vinyl cyanide (eg, (meth)acrylonitrile and alpha- Chloroacrylonitrile), and aliphatic conjugated dienes (for example, 1,3-butadiene and isoprene): and (meth)acrylic acid, etc. Among them, unsaturated carboxylic acids are preferred. , (meth)acrylic acid alkyl ester, alkyl (meth) acrylate, and vinyl carboxylate. -70- 200829965 The content of the other monomer in the graft copolymer as described above, For example, it is preferably from 5 to 70% by weight. If the content is less than 5% by weight, the physical properties of the coating film may not be controlled, and if it exceeds 70% by weight, the dispersion may not be sufficiently exhibited. The preferred embodiment of the grafted copolymer as described above is a package. Including: for example,

(11) 3-(N,N-Dimethylamino)propyl acrylamide/poly(methyl)propionic acid ethylene glycol/terminal methyl propyl-thiolated poly(methyl a copolymer of methyl acrylate; (12) 3-(N,N-dimethylamino)propyl acrylamide/poly(ethylene) methacrylate/terminal methacryloyl thiolation Polystyrene copolymer; (13)

3-(N,N-Dimethylamino)propyl acrylamide/poly(methyl) acrylate/methyl (meth) acrylate/terminal methacryl thiolated polystyrene Copolymer; 3-(N,N-dimethylamino)propyl acrylamide/poly(ethylene) methacrylate/terminal methacryl oxime (meth) acrylate a copolymer of an ester and a copolymer of 2-hydroxyethyl methacrylate; 3-(N,N-dimethylamino)propyl acrylamide/poly(ethylene) methacrylate/ a copolymer of a terminally polymerized methyl methacrylate methyl methacrylate and a 2-hydroxyethyl methacrylate copolymer; -71- 200829965 (16) 3-(N,N-dimethylamino group a copolymer of propyl acrylamide/poly(meth) acrylate/terminated methacryl oxime methyl methacrylate and 2-hydroxyethyl methacrylate copolymer; (17) 3-(N,N-Dimethylamino)propyl acrylamide/poly(meth)acrylic acid propylene glycol/terminal methacryl oxime-based poly(methyl) acrylate polymer;

(18) 3-(N,N-Dimethylamino)propyl acrylamide/poly(meth)acrylic acid ethylene glycol-propylene glycol/terminal methacryl oxime-based poly(meth)acrylic acid Methyl ester copolymer; (19) 3-(N,N-dimethylamino)propyl acrylamide/poly(meth)acrylic acid ethylene glycol-tetramethylene glycol ester/end A a copolymer of a polyacrylic acid methylated methyl (meth) acrylate; (20) 3-(N,N-dimethylamino)propyl acrylamide/poly(meth)acrylic acid propylene glycol- A tetramethylene glycol ester/terminated methacryl-methylated poly(methyl) acrylate copolymer or the like. Among these copolymers, (1 1 ), (1 4 ), (18), and more preferably a compound represented by the following formula (D4). In the formula (D4), Me represents a methyl group. Formula (D4) CONHC3H6NMe2 :b : ch3 -CH〇-C— 15:20:65 (weight ratio) 0〇2(〇2 latch 4〇)23^6

i 9H co2c2h4s-(ch2-c

C02Me/6〇 The graft copolymer as described above can be obtained by radically polymerizing a component constituting each of the above-mentioned copolymer units, for example, in a solvent. -72-200829965. When the radical polymerization is carried out, a radical polymerization initiator can be used. Further, a chain transfer agent (for example, 2-hydrothioethyl alcohol, and dodecyl mercaptan) can also be further used. The pigment dispersant containing a graft copolymer can also be produced by referring to the one disclosed in Japanese Laid-Open Patent Publication No. 2001-301-8.

In order to further improve the uniform dispersibility and storage stability of the pigment particles, the content of the dispersant is preferably in the range of 〇. i to 1, 〇〇〇 by mass, more preferably in terms of 100 parts by mass of the pigment. It is in the range of 1 to 500 parts by mass 'and further more preferably in the range of 5 to 20 parts by mass. If the amount is less than 〇·ι, the dispersion stability of the pigment particles may not be observed to be improved. Further, the dispersing agent may be used singly or in combination of several kinds thereof. In order to further improve the uniform dispersibility and storage stability of the organic fine particles, the content of the dispersant is preferably in the range of 0.1 to 1,000 parts by mass, more preferably in the range of from 0.1 to 10,000 parts by mass, per 100 parts by mass of the organic fine particles. The range of 00 parts by mass, and further more preferably in the range of 5 to 20 parts by mass. If it is less than 01 parts by mass, the dispersion stability of the pigment particles may not be observed to be improved. [Concentration] The concentrate of the pigment fine particle dispersion as described above can be desalted and concentrated, whereby a concentrate suitable for a color filter coating liquid or an ink jet type ink can be produced on an industrial scale. There is no particular limitation on the concentration method as long as the pigment fine liquid can be concentrated by this method. An example of a preferred concentration method is -73-200829965: for example, a mixed extraction solvent is added to the pigment microparticle dispersion, the pigment microparticles are concentrated and extracted into the extraction solvent phase, and the concentrated extract is filtered by a filter or the like. a method of preparing a concentrated nanoparticle liquid; a method of concentrating the pigment particles by centrifugation; a method of desalting and concentration by ultrafiltration; and a method of concentrating the solvent by vacuum freeze drying; and A method of drying a solvent under heating or reduced pressure to concentrate it. Another possible and excellent method is to use a combination of these methods.

The concentration of the pigment fine particles after concentration is preferably from 1 to 1% by mass, more preferably from 5 to 100% by mass, and particularly preferably from 10 to 1% by mass. The extraction solvent used in the concentration and extraction is not particularly limited, and is preferably a solvent which is substantially incompatible (immiscible) with a dispersion solvent (for example, an aqueous solvent) of the pigment microparticle dispersion. In the invention, the term "substantially incompatible" means that the compatibility is low, and the amount of dissolution is preferably 50% by mass or less, and more preferably 30% by mass or less; although the amount of dissolution is not When the solubility in a general solvent is considered, the amount is 1% by mass or more, and the solvent which forms an interface after the extraction solvent and the dispersion solvent are mixed is left. In addition, the extraction solvent is preferably a solvent which causes weak agglomeration to allow the pigment particles to be redispersed in the extraction solvent (in this context, the so-called "weak redispersibility agglutination" means No high shear forces are applied, such as redispersible flocculation by honing or high speed agitation). It is preferable in such a state because it can prevent strong agglomeration which may cause a change in particle size, and can swell the desired pigment particles with an extraction solvent, in addition to dispersing a solvent such as water. It can also be easily and quickly removed by filter filtration from -74 to 200829965. The extraction solvent is preferably an ester compound solvent, an alcohol compound solvent, an aromatic compound solvent, or an aliphatic compound solvent; more preferably an ester compound solvent, an aromatic compound solvent, or an aliphatic compound solvent; Particularly preferred are ester compound solvents.

Examples of the "ester compound solvent" include, for example, 2-(1-methoxy)propyl acetate, ethyl acetate, ethyl lactate, and the like. Examples of the "alcohol compound solvent" include, for example, n-butanol, isobutanol and the like. Examples of the aromatic compound solvent include, for example, benzene, toluene, xylene, and the like. Examples of the aliphatic compound solvent include, for example, n-hexane, cyclohexane, and the like. Further, the extraction solvent may be one of the preferred solvents as described above, and it may also be a mixed solvent of several solvents. The amount of the extraction solvent is not particularly limited as long as the solvent is an extractable pigment fine particle, but if it is considered that concentrated extraction is required, the amount of the extraction solvent is preferably less than the amount of the pigment fine particle dispersion. When the ratio of the volume φ is expressed and the pigment fine particle dispersion is assumed to be i , , the amount of the extraction solvent added is preferably in the range of 1 to 100, more preferably in the range of 10 to 90, and particularly preferably In the range of 20 to 80. If it is too much, it will lead to an increase in the concentration time. However, if it is too small, the extraction may be insufficient to allow the nanoparticles to remain in the dispersion solvent. After the extraction solvent is added, it is preferably thoroughly stirred and mixed so as to be sufficiently in contact with the dispersion. Stirring mixing can be carried out using any conventionally used method. The temperature at the time of addition and mixing of the extraction solvent is not particularly limited, but is preferably in the range of from 5% to 60 °C. -75- 200829965 Any device can be used as long as it can appropriately carry out the steps of adding and mixing the extraction solvent, for example, a device of a separatory funnel type can be used to carry out the case of exceeding the Shanghai', which is suitable for use in silver halide The method used for desalting/concentration of the emulsifier. Examples of such methods are disclosed in the study (

Research Disclosure, Issue 10, page 208 (1 972), 13th issue, page 122 (1 975), and 16th issue, page 351 (1, 977). The important pressure difference or flow rate in the operating conditions can be found in the "Membrane Utilization Technique Handbook" by Haruhiko Oya, published by Saiwai Shobo, (1978). The characteristic curve disclosed on page 275 is selected 'but for the treatment of the target pigment particle dispersion, it is necessary to find the optimum conditions to inhibit the aggregation of the particles. Further, as for the method for replenishing the solvent lost due to the permeation of the membrane, although there is a fixed volume type in which the solvent is continuously added, and a batch type in which the solvent is intermittently added, in the present invention, it is preferred that the desalting treatment time is relatively Shorter volumetric formula. The solvent supplemented as described above is usually pure water obtained by ion exchange or distillation. The dispersant or dispersant may be mixed with the poor solvent in pure water, or the dispersant or dispersant may be directly added to the pigment fine particle dispersion with the poor solvent. About "Ultrafiltration Membrane", separators that have been used in flat, spiral, cylindrical, hollow fiber, hollow fiber, etc. are commercially available in grades from Asahi Chemical Co., Ltd. (Asahi Chemical Co., Ltd.) Industry Co·,Ltd.), Daicel Chemical Industry Co., Ltd., East-76-

200829965 Toray Industries, Inc., NITTO DENKO CORP., etc., but from the viewpoint of product or detergency, it is preferably a spiral type or a hollow fiber. The index molecular weight as a threshold for the substance permeable to the separator must be determined according to the molecular weight of the dispersant to be used, preferably having a fractional molecular weight of 5, 〇0 or more, 5 0,0 0 0 , and more preferably It is 5,000 or more and 15,000 or less. In order to be able to extract and disperse the dispersion solvent of the pigment fine particle dispersion, it is preferred to filter by using a filter. Regarding the filter filtration, a device such as pressure filtration can be used. Preferred filters are, for example, nano filters, ultrafilters, and the like. Preferably, the residual dispersion solvent is removed by a filter, and the pigment in the concentrated extract is further concentrated to obtain a concentrated nanoparticle liquid. The method of freeze-drying is not particularly limited, and a method can be employed as long as it is available to the industry. The example of the freeze-drying method includes, for example, a direct refrigerant expansion method, a multiple 're-freezing heat medium circulation method, a triple heat exchange method, and an indirect heating freeze, etc., and preferably a direct refrigerant expansion method and an indirect addition method. More preferably, the indirect heating freezing method is employed. In each method, freeze-drying is preferably carried out after the pre-freezing is carried out. There is no special limitation on the pre-freezing, but it must be uniformly frozen to be freeze-dried. The apparatus for "indirect heating and freezing method" includes, for example, a knot dryer, an FTS freeze dryer, and a LYOVAC freeze-dried East Electrician total membrane surface type. The classification, but the following methods for separating the liquid include: the method and method of filtering any method of moving the particles. In the case of hot freezing, the sample is small frozen i, the experimental -77-200829965 freeze dryer, the freeze dryer for research, the triple heat exchange vacuum freeze dryer, the single-cooling freeze dryer, and the HULL freeze dryer Wait. Among these, a small freeze dryer, an experimental freeze dryer, a freeze dryer for research, and a single-cooling freeze dryer are preferred; a small freeze dryer and a single-cooling freeze dryer are more preferably used. Although the temperature of the freeze-drying is not particularly limited, it is, for example, -190 to -4 ° C, preferably about -120 to -20 ° C, and more preferably about -80 to -60.

°C. The pressure of freeze-drying is also not particularly limited, and may be appropriately selected by those skilled in the art, but it is recommended to be, for example, about 0.1 to 35 Pa, preferably 1 to 15 Pa, and more preferably about 5 Implemented under pressure of 10 Pa. The freeze-drying time is, for example, about 2 to 48 hours, preferably about 6 to 36 hours, or more preferably about 16 to 26 hours. However, such conditions are suitably selected by those skilled in the art. For the freeze-drying method, see, for example, the Pharmaceutical Machinery and Engineering Handbook: JAPAN SOCIETY OF PHARMACEUTICAL MACHINERY AND EN G IN EE RIN G, edited by the local library (Chijinshokan Co., Ltd.), pp. 120-129 (September 2000); Vacuum Handbook: Editor of Japan Vacuum Technology Co., Ltd. (ULVAC, Inc.), Ohmsha, Ltd. Publication, pp. 3 28-331 (1992); and Freezing and Drying workshop paper: published by Koji Ito et al., No. 15, pp. 82 (1965) and so on. -78- 200829965 The centrifugal separator used for concentrating the pigment fine particles by centrifugal separation may be any apparatus as long as the pigment fine particles in the pigment fine particle dispersion liquid (or the pigment fine particle concentrated extract liquid) can be sedimented. Examples of the centrifugal separator include, for example, in addition to the general-purpose device, including a function of removing the scum (that is, a function of pumping the upper liquid layer to the outside of the system when the system is rotated), or A continuous centrifugal separator or the like which can continuously discharge solid matter.

Regarding the conditions of the centrifugal separation, the centrifugal force (that is, representing that the applied centrifugal acceleration is several times the acceleration of gravity) is preferably from 50 to 10,000', more preferably from 100 to 8,000, and particularly preferably 150. To 6,000. The temperature at the time of centrifugation depends on the kind of the solvent of the dispersion, but is preferably -10 to 80 ° C, more preferably -5 to 70 ° C, and particularly preferably 0 to 60 ° C. The apparatus used for concentrating the pigment fine particles by the vacuum drying method is not particularly limited as long as the solvent in the pigment fine particle dispersion (or the pigment fine particle concentration φ extract) can be evaporated. Examples of devices that can be used include, for example, a general-purpose vacuum dryer and a rotary pump; a device capable of heating and decompressing a liquid while stirring a liquid; and a tube capable of depressurizing the liquid by heating A device that continuously performs drying or the like. The temperature under heating and drying under reduced pressure is preferably from 30 to 23 ° C, more preferably from 35 to 200 ° C, and particularly preferably from 40 to 180 ° C. The pressure at the time of pressure reduction is preferably from 100 to 100,000 Pa, more preferably from 300 to 90,000 Pa, and particularly preferably from 500 to 80,000 Pa. According to the concentration method as described above, the pigment particles can be efficiently obtained from the pigment particles - 79- 200829965 Concentrate concentrate pigment particles. With respect to the concentration ratio, for example, when the concentration of the nanoparticles in the pigment microparticle dispersion as a raw material is 1, the concentration in the concentrated pigment microparticle paste can be concentrated to preferably about 1 to 3, 〇〇〇 It is preferably '500' to 2,0 0 times. [fine dispersion]

When the pigment fine particles are in agglomerated state by concentration or the like as described above, it is preferred to finely disperse the aggregate. (In the specification of the present invention, the term "finely dispersed" means a step for releasing the particles in the dispersion from the agglomerated state, thereby enhancing the degree of dispersion thereof.) The extraction solvent is as described above. The organic fine particles contained in the organic fine particle liquid which are concentrated by centrifugation, drying, etc. are usually aggregated by concentration. In order to allow rapid filtration and to obtain a superior dispersion state, it is preferred to obtain pigment microparticles as described above for flocs. The so-called "floc" is an aggregate in which fine particles are weakly condensed and re-dispersible (soft agglomerated). By forming the pigment fine particles into φ flocs, it is possible to rapidly separate the organic pigment fine particles precipitated in the aqueous mixed solution by, for example, filtration from the medium. Moreover, it is effective to form a color filter which is dispersed in an organic solvent (non-aqueous dispersion composition) by redispersing the separated floc (soft aggregate) in an organic solvent. Pigment dispersion composition. In other words, when the mixed solvent of the good solvent and the poor solvent is an aqueous solvent, the dispersion solvent (continuous phase) can be changed by efficiently replacing the aqueous solvent with a third solvent composed of an organic solvent. The average particle diameter of the floc is not particularly limited, but if the filtration efficiency as described above is considered, it is preferably from 0.5 to 500 / zm, and more preferably from 5 to 100 #m, from -80 to 200829965. Further, in the present invention, a solvent different from any of the above-described good solvent (first solvent) and the aforementioned poor solvent (second solvent) is collectively referred to as "third solvent". Further, in the case where some of the fine particles are insufficiently sufficient to sufficiently disperse the fine particles by a general dispersion method, it is necessary to carry out a method having a higher finening efficiency. Even if these organic particles are present

In a strongly agglomerated state, a method of introducing a polymer compound having a number average molecular weight of 1,0 0 or more into agglomerated organic fine particle liquid can also be a dispersion in which the organic fine particles are appropriately finely and dispersedly dispersed. liquid. (In the present invention, the term "aggregated organic fine particles" means an aggregate of organic particles collected by a secondary force, such as an aggregate; if it is a primary particle of a nanometer-sized particle size, then The term "aggregated nanoparticle" is also referred to as "aggregated nanoparticle". (In the present invention, the term "aggregated organic microparticle" means a liquid containing agglomerated organic microparticles, and the liquid may be, for example, a Φ dispersion, a concentrate, a paste or a slurry, as long as the liquid contains aggregated organic fine particles.) More specifically, when a mixed solution containing a good solvent and a poor solvent is precipitated, an excellent fineness can be obtained by adding a polymer compound. Dispersibility (that is, uniform and fine particle size characteristics) and excellent dispersion stability (that is, properties that maintain uniformity and fine particle size over a long period of time), even when the medium is changed to be suitable for color filters After the organic solvent is dispersed, the fine particles are dispersed in the medium to maintain uniformity, thereby realizing a high-performance color filter. In addition, the polymer compound can further improve color by interacting with the coloring property of the organic pigment particles without deteriorating the optical characteristics and other characteristics of the color filter. -81 - 200829965 Characteristics of filters and liquid crystal display devices. The polymer compound ' as described above is preferably a polymer compound represented by the following formula (1). (A1-R^-R1-(p1)m Formula (1) In the formula (1) as described in the above, A1 represents an organic group selected from an acidic group, a nitrogen-containing atom, a urea group, an amine group A a "monovalent organic group" of an acid ester group, a group containing a coordinating oxygen atom, a hydrocarbon group having 4 or more carbon atoms, an alkoxyalkyl group, an epoxy group, an isocyanate group, and a hydroxyl group; or The organic dye structure having a substituent or the "monovalent organic group" of the heterocyclic ring may be the same or different. In particular, although Α1 is not particularly limited, it is as described above. Examples of the organic group having an acidic group include, for example, a "monovalent organic group" having a decanoic acid group, a sulfonic acid group, a monosulfate group, a phosphoric acid group, a monophosphate group, and a φ boric acid group. In addition to the above, examples of the "monovalent organic group having a basic group having a nitrogen atom" as described above include, for example, a one-valent organic group having an amine group (monofluorene) and having a substituted group. An imido group (a NHR8, - NR9R1{)) a monovalent organic group (wherein R8, R9 and R1G each independently represent a carbon atom) An alkyl group having 1 or more and 20 or less, an aryl group having 6 or more and 20 or less carbon atoms, or an aralkyl group having 7 or more and 3 or less carbon atoms, and having the following formula (a 1 ) "In the general formula (al), Ral and Ra2 each independently represent an alkyl group having 1 or more and 2 or less carbon atoms, and the carbon number is -82-200829965. 6 or more and 20 or less aryl groups, or an aralkyl group having 7 or more and 30 or less carbon atoms, and having a "monovalent organic group having a fluorenyl group" represented by the following formula (a 2 ) [in the formula ( In a2), Ra3 and Ra4 each independently represent an alkyl group having 1 or more and 20 or less carbon atoms, an aryl group having 6 or more and 20 or less carbon atoms, or an aromatic group having 7 or more and 30 or less carbon atoms. Wait.

Ra3—N

Examples of the "monovalent organic group having a urea group" as described above include, for example, a NHCONHR15 (wherein R15 is a hydrogen atom or an alkyl group having 1 or more and 20 or less carbon atoms, and the number of carbon atoms is 6 or more and 20 or less aryl groups, or an aralkyl group having 7 or more and 30 or less carbon atoms), etc., as described above, the "monovalent organic group having a urethane group" is as follows: -NHCOOR16, an OCONHR17 (wherein R16 and R17 each independently represent an alkyl group having 1 or more carbon atoms, a aryl group having 6 or more and 20 or less carbon atoms, or a carbon number of 7 or more 3 An aralkyl group of 0 or less). Examples of the "having an organic group having a "coordinating oxygen atom-containing group" as described above include, for example, a group having an acetaminophen fluorenyl group, a group having a crown ether, and the like. Examples of the "monovalent organic group having a hydrocarbon group having 4 or more carbon atoms" as described above include: an alkyl group having 4 or more carbon atoms (for example, -83 to 200829965), pyridine, and oxime Porphyrin, 卩比Π定, 二噚茂院 (di ο X ο 1 ane ), azole, pyrazoline, pyrazole, imidazole, oxazole, thiazole, oxadiazole, triazole, thiadiazine,暧 卩, 卩 p 定 、, D D D, 曙 曙 , , , , , , , , , , , , , , , , , , , , , , , , , 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌 哌Imidazolone, amber imine, phthalimide, naphthyl imine, carbendazim, hydrazine, quinoline, oxazole, acridine, acridone, and hydrazine.

Further, the "organic dye structure or heterocyclic ring" as described above may have a substituent T, and examples of the "substituent T" include, for example, a methyl group, an ethyl group or the like having 1 to 20 carbon atoms. a carbon atom having an alkyl group, a phenyl group, a naphthyl group or the like having 6 to 16 carbon atoms, an ethoxy group or the like having 1 to 6 carbon atoms such as a methoxy group, a methoxy group or an ethoxy group. The alkoxy group having 1 to 6 alkoxy group, a halogen atom such as chlorine or bromine, a methoxycarbonyl group, an ethoxycarbonyl group, a cyclohexylhydroxycarbonyl group or the like, an alkoxycarbonyl group having 2 to 7 carbon atoms, a cyano group, or the like A carbonate group such as a tertiary butyl carbonate, a hydroxyl group, an amine group, a carboxyl group, a sulfonylamino group, and an N-sulfonylamino group. Further, A1 as described above may be represented by the following formula (4): \ Bl/^rRl8&quot; Formula (4) In the above formula (4), B 1 is represented by an acidity selected from the group consisting of a basic group containing a nitrogen atom, a urea group, a urethane group, a group having a coordinating oxygen atom, a hydrocarbon group having 4 or more carbon atoms, an alkoxyalkyl group, an epoxy group, an isocyanate group And a hydroxyl group or the like; or a substituent having the substituent -85-200829965 organic dye structure or a heterocyclic ring, and R18 is a linking group representing a single bond or an a-valent organic or inorganic group. Al is representative of 1 to 5, and al is ι which may be the same or different. The preferred mode among the groups represented by the general formula (4) is synonymous with A1 as described above. R is a single bond, or a 1 + 1 valent linker, a 1 is a representative of 1 to a linker R18 is contained! Up to 100 carbon atoms, 〇 to 1〇

The nitrogen atom, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms may be unsubstituted or may have a substituent. R 18 is preferably an organic linking group. Specific examples of R18 include, for example, structural units as described below, or a group composed of a combination of the structural units. In addition to this, the linking group R18 may have a "substituent T" as described above. —ί 宫-0—s——^——^——^——Λ——|一—write(t-1) (t-2) (t-3) (t-4) (t-5) (t-6) (t-7) (t-8) (t-9) (t-10) (t-11) (t-12) - (ii) one - -0»?- (t-17) ( T-18) (t-19) oo 〇o -o but -N-6-N- -NCCN-

^ Η Η H (t-13) (t-14) (t-15) (t-16) Η Η HH ^ -&lt;t) (t - 20) (t - 21) (t - 22) (t - 23) (t - 24) (t-25) (t - 26)

(t-27) (t-28) (t-29) (t-30) (t-31) (t-32) (t-33) (t-34) General formula (1) In the formula, R1 is a linking group representing a (m + n) valence. m + n is in the range of 3 to 10. -86- 200829965 The linking group of (m + n ) valence represented by R1 is composed of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 〇 to 50 oxygen atoms, and 1 to 200 The hydrogen atom and the sulfonium to a sulfur atom of 2, and may be unsubstituted or may have a substituent. R! is preferably an organic linking group.

Specific examples of R 1 include a group of (t - 1 ) to (t _ 3 4 ) as described above, or a group composed of a plurality of combinations thereof (which may also form a ring structure). If the linking group R1 as described above is a substituent, an example of the substituent is a substituent T as described above. R2 represents a single bond or a divalent linking group. R2 is composed of a carbon atom having 1 to 1 unit, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 20 to 12 sulfur atoms. The group is constituted, and may be unsubstituted or may have a substituent. A specific example of R2 is a group consisting of a combination of t-3 to 5, 7 to 18, 22 to 26, 32, 34, or a combination thereof, as described above. R2 preferably has a sulfur atom at a position to be bonded to R1. If R2 is a substituent as described above, examples of the substituent include a substituent T° as described above in the above formula (1), and m is a group of 1 to 8, And m is preferably from 1 to 5, more preferably from 1 to 3, and particularly preferably from 1 to 2°. Further, η represents 2 to 9, and η is preferably from 2 to 8', more preferably from 2 to 7, and Very good for 3 to 6. In the above formula (1), hydrazine 1 represents a polymer skeleton, and may be appropriately selected from a general polymer. Among these polymers, if it is desired to form a polymer skeleton, it is better -87- 200829965

It is selected from a polymer or a copolymer of a vinyl monomer, an ester compound copolymer, an ether compound copolymer, a urethane compound copolymer, a guanamine compound copolymer, an epoxy compound copolymer, a polyxanthene compound. Copolymers, and such modifiers, or copolymers (including, for example, polyether/polyurethane copolymers, and polyether/vinyl monomer polymer copolymers, etc.) The isopolymer may be at least one of the group consisting of a random copolymer, a block copolymer, and a graft copolymer; and more preferably selected from a vinyl monomer. At least one of a polymer or a copolymer, an ester compound copolymer, an ether compound copolymer, a urethane compound copolymer, and a modified or copolymerized group; and particularly preferably ethylene a polymer or copolymer of a monomer. Besides, it is preferred that the copolymer is soluble in an organic solvent. When the affinity with an organic solvent is low, when it is used as a pigment dispersing agent, for example, the affinity with a dispersion medium may become weak, and it is difficult to ensure sufficient sufficient for dispersion stabilization. Adsorption layer

Further, it has a sulfur atom at a position to be bonded to R1. Among the polymer compounds represented by the above formula (1), a polymer compound represented by the formula (2) as described below is more preferred (a2-r^s^r3^s- RiLP2)y General formula (2) In the above formula (2), A2 has the same meaning as A1 in the above formula (1), and its specific preferred mode Also -88- 200829965 is the same. Further, A2 may have a substituent, and an example thereof includes the substituent T as described above. In the above formula (2), R3 is a linking group representing a (χ + y) valence. R3 has the same meaning as R1, and the preferred range is also

the same. If the case where R 3 is a linking group representing a (X + y ) valence, the enthalpy of X and a preferred range thereof have the same meaning as those of e in the general formula (1), and the y値 and its preferred range have the same meaning as m and the χ + y and its preferred range have the same meaning as m + r. The linking group represented by R is preferably an organic linking group, and preferred specific examples of the organic linking group are as described below, but the present invention is not limited thereto.

- 89- 200829965 〇(r-1) π , J - CH2 - CH2 - 0ΚΗ2, h3c-ch^ O II ^ch2-oc-ch2-ch2— &quot;ch2- o- c- ch2- ch2— (r- 2)

CH 〇 I! •c-o-ch2, H3C - CH$

cC o II ch2 - oc - ch2 - ch2-oc-ch2 - 〇(r -3) i? (r -4) (r-5) -CH2 - CH2 - N H- C - o- CH2, (h3c- CH^ 〇ii -CH厂CH2- Ο Ο O- CH2, σ h3c-ch^ ' (r~6) O it 〆03⁄4 - 〇_ ό- NH- CH2— CH2 -, CH2 - 0- ΜΗ- CH2 - CH2- 〇〇II -CH2 - 〇- 0ϋΗ2 - CH2— , ch2- 0 亨 o- ch2 - ch2—ο

Ch2~ch2 ΟγΝγΟ -ch2-*ch2x n Y n&quot;ch2-ch2- 〇 (r-7) i? ch2- ch2- n- c- 0- ch2- ch2—Vr H 〇

II N Μ II ch2-ch2-ocn-ch2-ch, 丫ch2-ch2-nco-ch2-ch2-H o H (r-8) (r-9), CH2W〇, G_, 9H2 〇, r~〇 Λ /CH2, 〇 (T〇, CHrCH2, Π 〇 / CH2, CIVN,

CH卜-90- 200829965 (卜10) -ch2-ch2 ο ο II I! -c- ο- ch2, 〆gh2-ο- ο ch2 — ch2- (r_11) -CH2 — CH2 - gO-CHfo 〇 It CH2-〇jCH2—CH2· 0

II , GH2 - 0 - 0 Qin CHg, 0, CHf (r-12)

• CH2-C-OGHf^ tl ^ 〇〇II ch2-oc-ch2-II 2 〇i? _ CH2-CH2-NH-C 〇CH1, 〆CH2-0-C-NH-CH2-CH2- (M3)

-CH2- CH2 — NH- C- 0- CH$ 2 II 2o 〇II a ch2- CH2·&quot; 〇~ 0, -~ch2-ch2-o-co ^ ch2- o- c~ nh- ch2- ch2 -o

-呢 〇- CH^— CH2~ •ch2-ch2— o — c. •CH2 - ch2-〇- f

&gt;o-oh2-ch2 co-ch2-oh2- n 〇(M4)-CH2-CH2-〇f (r-15>-ΟΗ2-〇Η2ν ^GH2-CH2-CH2-CH2, into the long-CH2-CHa ^NN N&quot;CH2- - ch2—

(r-16) II ch2 — ch2- c-och2, /CH2〆-CH2—CH2—C*~〇-CH2, /CH2· II , ch2-oc-ch2-ch2- &quot;ch2~oc*-ch2 -ch2- •CH2 — CH2—O0-CHf 2 2 II 2o &quot;ch2~oc-ch2~ch2-o 〇(r-17) 0 o

II II a ch2-c- O CH2, 〆CHf o- 〇CH2- ί?, CH2-〇-C-CH2- one CH2-C_〇-CH2, /CH2-〇^ ^ a CH2-C-〇- CHf&quot;, CH2- 〇-C-GH2— oo 200829965 The availability of raw materials, as described above,

From the viewpoint of easiness of synthesis, it is preferably the group of (b 1 ), ( r-l 1 ), (b 16 ) and (r-17) as described above.

In the case of having a substituent, an example in which R5 is an independently substituted group is a substituent including the above-mentioned substituent. In the above formula (2), R4 and

The "divalent linking group" represented by R is preferably a linear, branched, or cyclic alkyl group, an extended aryl group, or a aryl group which may have a substituent as described above for R4 and R5. alkyl,

The valence group (wherein 'R19 and r2G are each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms). Among these groups, an organic linking group is preferred. With respect to R4 as described above, a straight or branched alkyl or aralkyl group, or a 0-, a C(=0)-, -N(R19)-, -S02_, a C02-, or -N(R2G) s〇2-, or a divalent group formed by combining such a group of rain or more; and particularly preferably a linear or branched alkyl group or An aralkyl group, or a monovalent, a C (= 〇) -, an N (R19) -, or a C 〇 2 - or a combination of two or more of these groups formed by the bivalent base. With respect to R5, a single bond, a straight chain or a branched alkyl group or a aryl-92-200829965 alkyl group, or -0-, a c(=0)-, -N(R19)-,- S〇2-, —co2—, or a N(R2Q) so2— or a divalent group formed by combining two or more such groups; and particularly preferably a linear or branched extension An alkyl or aralkyl group, or a 〇, -C(=0) -, an N(R19)-, or -C02-, or a divalent form formed by combining two or more of these groups The basis.

Further, as described above, if R4 or R5 is a substituent, an example of the substituent includes the substituent T as described above. Further, P2 in the formula (2) represents a polymer skeleton, and may be appropriately selected from a general polymer. The preferred mode of the polymer has the same meaning as p 1 in the above formula (1), and the preferred mode thereof is also the same. Among the polymer compounds represented by the above formula (2), it is particularly preferred that R3 is (r-ι), (:r-2), (r-10), (r) as described above. Specific examples of -1 1 ) , ( r-16 ), or (r-1 7 ); R 4 is a φ single bond, a straight or branched alkyl or aralkyl group, or a 〇-, a C ( =0) -, - N ( R19 ) -, or a C 〇 2 - or a divalent organic group formed by combining two or more such groups; R5 is a single bond, an ethyl group a propyl group, or a linking group represented by the following formula (sa ) or (sb ); P 2 is a polymer or copolymer of a vinyl monomer, an ester compound polymer, an ether compound polymer, a urethane compound polymer, or a modified compound of such polymers; y is 1 to 2; and X is a polymer compound of 3 to 6. Further, in the following groups, R2 1 represents a hydrogen atom or a methyl group; and 1 represents a 1 or 2. -93- 200829965

The polymer compound as described above has a weight average molecular weight of 1,000 or more, but preferably 3,000 to 100,000, more preferably 5,000 to 80,000, and particularly preferably 7,000 to 60,000, based on the mass average molecular weight. When the weight average molecular weight is within the range as described above, a plurality of functional groups at the terminal end of the introduced polymer can sufficiently exert their effects, and thus can be adsorbed on a solid surface, and micelles (micelle) It exhibits excellent properties in terms of formability, interface activation, and the like, whereby excellent dispersibility and dispersion stability can be achieved. Specific examples of the compound represented by the formula (1) are as follows. However, the present invention is not limited to such specific examples. v (C-1) H02C/^Y^%i H〇2〇•R3· (n=5,m=1) C02 i02CH3 r3== one CH2 - 疒〇-C-CH2 - ch2 - II ^ heart- 〇, &lt;, CHr〇-{f-CH2-CHr-ch2-ch2 -Λ -CH2-CH2-C'*〇-CH2 2 °-^-ch2- -CHo -94- 200829965 (C-3) f π P -ch2— ch2—c- o~ οη2\^ ch2~o- c- ch2—ch2- 〆, CH2-〇-p-CH2-CH2- o /〇ηΓ \ /&lt;CH2—0 \ — Ch2—ch2-co-ch2 ch2-oc-ch2-ch2· \ 〇0 -CH2—CH2~* c- 〇- c

H〇2C*^Y^S--r3--sW^-HO2C . η J CO2CH2CH2OH (π=5, m=1) co2ch2ch2ch2ch3 (C-4) ho2c. (C-5) •R3' (n 2 , mFl)

s^r C02CH3J R3= i? I? A CH2_CH2_ C-〇- CH2, c〆CH2 一〇- 0- CH2— CH2_ i? ^CH2-〇-C-CH2-CH2- -CH2-CH2-C -〇-CH2x. ^ch2-o &quot; -ch2— ch2*^- o- CHf, ch2- o-ch2- ch2- oo IIo —ch2_ ch2-co-ch2,〆ch2- o- c-ch2-&gt ; ch2- II /CH Guang, CH2-〇-C-CH2-CH2- -CH2-CH2-C-0-CH2, c/CH2-0 g •*ch2-ch2-co-chJ^ ^ch2-oc- Ch2-ch2—oo ...HOi i ] y7 (n=5, m=1) co2ch2ch2oh co2ch2ch2ch2ch3 -ch2-o- c- ch2- ch2- CC-6) ho2c ho2c --R3- -S^ _ n co2ch3· — Ch2 — ch2 — o o — CH2, cl? /CH〆'CH2-〇-C-CH2_CH2_ -CH2-CH2-C-〇-CH2, c/CH2-. b -ch2- ch2- c- o- ^ ch2~ o- c- ch2- ch2-oo (π^-5, ϊτρΙ ) -95- 200829965 (C-7) R3= I! —ch2-ch2-co- Ch2, CH2- oc-ch2-ch2-I?/CHf, ch2-oc-ch2-ch2--CH2-CH2-C-〇**CH2, /CH2_0 丨丨—ch2-ch2-〇0·ΟΗ" ,ch2-oc-ch2-ch2- 0 〇

HO-P-O^^ OH O^Y^S'-R3- (n=5, m=1) s*^(^ co2ch3 (C-8) ho3s〇^nA^s- -R3- H n co2ch3.

Ch2—ch2 - co-ch2, CH2~CH2~C-〇-CH^ ch2 — ch2—co-ch2, CH〆- ch2_ o- c- ch2—ch2-ch2-o〆ch2-〇-c-ch2- Ch2· o CH2-〇-C-CH2-CH2~ (n=5, m=t) (C - 9) _ ch2- ch2- c- o- CH2, c〆ch2- o c- ch2_ c h2-i ? /CHr&quot;,ch2-oc-ch2-ch2--CH2-CH2-C-〇-CH2,c,CH2-〇11 -rw_- rw_- r- n- r.M_ '£ —· -e. jr —~· ·£,o ΠΗ-- ...一··ί—· -C Ο II Ο IO person T^S· -R3* I Π ^ C02CH3e (η=5, mFl)

(C -10) —ch factory ch2 ο o- c h2, c〆CH2- 〇- C- CH2-ch2-i? /CH 广,CH2 - 0_C_CH2_CH2_ _CH2_CH2_C-0-CH2, /CH2-o ^ —ch2 — ch2-反- O CHr, ch2-o- ch2-ch2—oo

J n co2ch2ch2ch2ch3 (n-5, m-1) -96- 200829965 (C-11) ch2-ch2-L-ch2. .ch2-〇- --R3- -n . co2ch3_ rf?. ^ -ch2- ch2 -c- o- ch2, 〆ch2- o- c- ch2- ch2-^ch2-oc-ch2-ch2--ch2~ ch2- c- o- ch^ c h2- o- c- ch2- ch2- ° o (n=5, m=1) (C-12) VN^Y^S--R3- = ni? 〇— ch2- ch2- c- 〇-CH2\^ ch2- 〇- c- ch2- c h2 - II .CH2^CH2- o- c- ch2- ch2- _ch2 - CH2-C-〇-CH2, c/CH2-〇^ o -CH2-CH2-C~〇-CHr, CH2-〇-C-CH2 ~CH2— co2ch2ch2oh co2ch2ch2ch2ch3 (n=5, ITF1) (C-13)

CH2-CH2 — C-〇_CH2, /CH2-oc-ch2-ch2-il /CH, CH2-oc-ch2-ch2-CH2-CH2-C-〇-CH2, /GH2-0 ^ ch2- Ch2-co-ch^ ^ch2-oc-ch2-ch2-- oo co2ch3 (n=5, m=1) r3= ui? —ch2- ch2-co- ch2. 〆 ch2-o- c- ch2- ch2- f? /CHf, CH2-〇-C-GH2-CH2- (CM 4) -ch2-CH2 - C- 0-CH2, c〆 ch2-. -ch2-ch2-co-ch^ &quot;&quot;ch2-oc-ch2-ch2— oo co2ch2ch2oh n C02CH2CH2CH2CH3 (n=5, m=1) -97- 200829965 (C-15) R3= li HOzC'^Y ^S- H02C (n=3, m=1) -R3- -CH2-CH2 - C-〇-CH2, c/CH2 - oc-ch2—ch2' -ch2- ch2- c- o- ch^ ^ch2 - o- c- ch2- ch2-o o (C-16) r3= i? a ch2 — ch2 — c- 〇 _ ch2. M -ch2 - ch2—c- 〇_ ch2, ch2- o -ch2-ch2 -coc 丨2. Hey. %-' if ~ch2-o-c-ch2-ch2-0 ch2 — o-c-ch2-ch2-ch2-o-c-ch2-ch2· H02C&quot;^Y^S' ho2c (C-17) -R3-

3 life ^〇H C02CH3 (n=5,m=1) Cx:y=9:t)

Co2ch3 —οπι2-(ί;Ηΐ2一ί '^CH2-〇~C~CH2-CH2-CH2-CH2-C-〇-CH2, /CH2-〇I* CH Factory CH2~C— 0_CH Guang, CH2-〇 - c- CH2 — CH2—oo

-98- 200829965

?? i? CH2- CH2~ c- o- CH2 v. ch2- o- c- ch2- ch2- CHf&quot;, CH2-〇-g_CH2-CH2-O ^CH2-0 (C-19)

Co2ch2ch2oh c〇2ch2ch2ch2ch3 (0-20) •CH2-CH2-C-〇-CH2,c〆 -CH2-CH2-g-〇-CHr^,CH2-〇-C-CH2-CH2· 〇 o

(C-21)

(n=5, m=1)

S——R3——(C-22)

Ch2 — ch2-co-ch2, CH2-CH2 - CO-CHf o C02CH2CH2CH2CH3 co2ch2ch2oh ff -〇Η2~ GHz—G-〇-CH2^ 〆CH2〇—C-~CH2—CHj· /CHf, CH2-〇- C-CH2_CH2-εΗ2, ^Η2-〇/ 2 2 A 2 2 ch2-oc-ch2-ch2- oo II -ch2- ch2-c- 0- ch2-.οηΓ -CH2-CH2—C-〇-CH2 /CH2- 〇_ -ch2— ch2- c- o- CHf&quot; ^ch2- 〇-* c- ch2- ch2· ch2- ol οη2-〇η2-ch2—oc-ch2-ch2-o

(n=5.m=1) -99- 200829965

R — II II (C-23) —ch2—CH2 — c- 〇-CH2, c〆ch2— o- c-ch2- ch2- f? /〇1广,CH2-〇-C-CH2_CH2·&quot; - Ch2- ch2- c- o- ch2^ ^ ch2- o ^

OO -r3--sW^ co2ch2ch2oh co2ch2ch2ch2ch3 (n=5, m=1) (C-24) ii n ch2 — ch2- o 〇-C H2, ch2- o- c- ch2- ch2-j] one /CH广,CH2-〇-C-CH2-CH2-

S--R3-- (C-25) ch2-ch2- c- o- ch2, c〆 ch2- 0〆 /, CH2-〇-j^-CH2-CH2. 〇 -ch2-ch2-c-o o co2ch3.

-ch2- ch2-c- o- CH2, 〆 ch2- o* o o

II -ch2-ch2 - c-o-ch2, ,CHi ^ch2-o-c-ch2-ch2-,ch2— 0~ p ch2- CH2-o ch2~o~ c~ ch2— ch2··o (C—26)

I co2ch2ch2ch2ch3

-ch2- ch2_ co- CH2, c〆ch2- o- c- ch2- ch2- /CH2 CH2~ 〇~ C~ CH2-- ΟΗ2~ CH2- CH2- c- o- CH2, 〆CH2- O Jij CH2- CH2-C-〇-CH^ ''vCH2~〇-C-CH2-CH2— oo co2ch2ch2oh -100 - 200829965 (C-27) -s- -R3- -s^fr L 〇J n . c〇2ch3 ( n=5, m=1)

〇*-ch2-ch2-co-ch2^c^ch2-oc-ch2-ch2-ii /CHf,ch2-oc-ch2-ch2_CH2-CH2—C-〇-CH2,/CH2-0 ^CH2-Chl2 -C-OCHr \CH2~〇-C-CH2-ch2— oo (C-28)

s—R3——Cn—5, in—1) (G-29)

HV (n=5, m=l) (G-30)

;—R3— - co2ch2ch2oh C02CH2CH2CH2CH3 (n=5r m=〇ti &quot; CH2- o- c- CHo- CH2- _ ch2- ch2- c- 〇-CH2, c/CH2- 0 ^ -ch2— ch2- C - O-CH~ ch2- oc- ch2- ch2— oo co2ch2ch2oh C02CH2CH2CH2CH3 •ch2—ch2 - co-ch2 ,ch2-oc-ch2 a ch2 -CK2—CH2—C—〇-CH2\^CH2_〇/ -CH2 — CH2-〇〇-CHr, CH2-〇-C-CH2-CH2· oo ch2-oc-ch2-ch2- o COoCH. 3”m

C H2— C H2 — c- 〇- CH;2· CH2 — CH2 — gO-CHj· o —ch2-ch2-co- il ch2-oc-ch2~ch2-_ ,ch2- o- p - ch2 - ch2 · CH2, CH wide

cC i2-〇-c-ch2-ch2- o -101- 200829965 (C-31) Γ Hx 1 N-f Qr^y^s- _r3_ a · n co2ch3. (rF5_ m=1)

CH2 — CH2 — CO-CH: OO Η II CH2 — CH2_ C- 0- CH2, C〆C H2-Ο O CH2- CH 2_ 〆, ch2- oc-ch2-ch2- o cn2-a /CHf CH2-CH2 -C-〇-CHrC::CH2-〇-C-CH2-CH2- (C-32) [H, j〇1 〇乂v/^s- —R3— . Π Cn=5, m=1)

Ch2-ch2-co-ch2, ch2—ch2 - co-ch^&quot; oi? oII -ch2 — ch2-co-ch2 r^CH2-, ch2 i2-oc-ch2-ch2- o ch2 — oc-ch2- Ch2-ch2 — o- c- ch2 — c h2-o

Co2ch2ch2oh i2ch2ch2ch3 (C-33)

II

Clx

Cl N- -R3· (n=4.5, m=1.5) (C-34)

(n=4. 5, m=1. 5) —CH2~CH2~C-〇-CH2^^CH2-〇-C-CH2-CH2' li /CH 广,ch2-oc-ch2-ch2--CH2 -CH2—C-〇-CH2, zCH2-0 丨丨-CH2- CH2- co- CHf, ch2- oc- ch2- ch2- ooo

C02CH3J

It -ch2- ch2—c- o- ch2, ch2- o- c- ch2- ch2- /CHf, CH2-〇-C-CH2-CH2-ch2 - CH2-C-〇~CH2, c, CH2-〇 ^ -CH2 — CH2- c- o- CHf, ch2- o- c- ch2_ ch2— oof?

Mr co2c 32CH2CH2〇H co2ch2ch2ch2ch3 -102- 200829965

(C-35)

As the polymer compound having a weight average molecular weight of 1,000 or more as described above, the following polymer compound having an acidic group (hereinafter, this compound is also simply referred to as "acid group-containing polymer compound") can be used. As the polymer compound, a polymer having a carboxyl group is preferred.

The compound, and more preferably a copolymerized compound containing (A) at least one repeating unit derived from a compound having a carboxyl group and (B) at least one repeating unit derived from a compound having a carboxylate group. The repeating unit (A) derived from the compound having a carboxyl group as described above is preferably a repeating unit represented by the following general formula (I), and more preferably a repeating unit derived from acrylic acid or methacrylic acid; Further, as described above, (B) a repeating unit derived from a compound having a carboxylate group is preferably a repeating unit represented by the following formula (II), more preferably represented by the following formula (IV); Repeatedly, it is especially derived from benzyl acetate, benzyl methacrylate, phenylethyl acrylate, phenylethyl methacrylate, propylene-103- 200829965 acid 3-phenylpropyl ester Or a repeating unit such as 3-phenylpropyl methacrylate

tCH2-C

COOH General formula (I) (I is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms

An alkyl group of the formula (II). R3 is a representative (r2 represents a hydrogen atom or a number of carbon atoms of 1 to a group represented by the following formula (III).)

General formula (III) / ϊ°

C--R (R4 is an alkyl group representing a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a hydroxyl group, a hydroxyalkyl group having 1 to 5 carbon atoms, or an aryl group having 6 to 20 carbon atoms. R5 and R6 is a number each representing a hydrogen atom or an alkyl group having 1 to 5 carbon atoms representing 1 to 5.

The formula (IV) (R7 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. It is a group represented by the following formula (V).)

Formula (V) / Rio, -104- 73⁄4 200829965 (R9 represents an alkyl group having 2 to 5 carbon atoms or an aryl group having 6 to 20 carbon atoms. R1() and Ru represent a hydrogen atom or carbon The number of atoms is from 1 to 5, and j is a number representing from 1 to 5. Further, with respect to (A) a repeating unit derived from a compound having a carboxyl group and (B) derived from a compound having a carboxylate group The ratio (%) of the repeating unit (A) to the total number of repeating units is preferably from 3 to 40' and more preferably from 5 to 35.

In the present invention, the "molecular weight" of the so-called local molecule means "mass average molecular weight" unless otherwise specified. Examples of the method for measuring the amount of the scorpion of the polymer include a chromatography method, a viscosity method, a light scattering method, and a sedimentation velocity method. However, in the present invention, the "mass average molecular weight" measured by gel permeation chromatography (carrier: tetrahydrofuran) in terms of polystyrene is used unless otherwise specified. The polymer compound may be either water-soluble or oil-soluble, or may be water-soluble and oil-soluble. The method of adding the polymer compound may be added in a solution dissolved in an aqueous solvent or an organic solvent, or may be added in a solid state or a combination thereof. An example of a method of adding a polymer compound in a state of being dissolved in a solvent includes, for example, a method of adding a polymer compound to agglomerated organic fine particle liquid in a state of being dissolved in the same solvent as the agglomerated organic fine particle liquid. And a method of adding the polymer compound to the agglomerated organic fine particle liquid in a state of being dissolved in a different solvent compatible with the solvent of the aggregated organic fine particle liquid. When the polymer compound is added in a state of being dissolved in a solvent, the concentration of the polymer compound is not particularly limited, but the concentration is preferably from 1 to 70% by mass, more preferably 2. It is up to 65 mass%, and particularly preferably from 3 to 60 mass%. The addition of the polymer compound may be added at or after the precipitation of the pigment particles, before or after the concentration, after the concentration or after the concentration and aggregation of the organic particles, or after the completion of the steps, or It is also possible to divide the total amount into several parts and add them in several times. In the production method of the present invention, the mass average molecular weight can be made higher than 1,000

The molecular compound is contained in the composition as a binder as described above. For example, it is preferably added after the concentrated pigment fine particles are precipitated, and then the fine particles of the aggregated organic fine particles are dispersed. When the amount of the polymer compound is 100 parts by mass, it is preferably 0.1 to 1,000 parts by mass, 5 to 500 parts by mass, and particularly preferably 10 to 300 parts by mass. The polymer compound having a molecular weight of 1, or more, in addition to the compound as described above, includes, for example, polyvinylpyrrolidone, polyvinyl alcohol, polyvinyl methyl ether, polyethylene oxide, Polyethylene glycol, polypropylene glycol, polypropylene decylamine, vinyl alcohol-vinyl acetate copolymer, polyvinyl alcohol-partial formaldehyde, polyvinyl alcohol-partial butyral, vinyl pyrrolidone-acetic acid Vinyl ester copolymers, polyethylene oxide/propylene oxide block copolymers, polyamines, cellulose derivatives, and starch derivatives. Other natural macromolecular compounds such as alginate, gelatin, albumin, casein, gum arabic, tragacanth, and lignosulfonate may also be used. Further, examples of the "polymer compound having an acidic group" include polyvinylsulfuric acid, condensed naphthalenesulfonic acid and the like. -106- 200829965 Examples of the "polymer compound having a carboxyl group" include, for example, polyacrylic acid, polymethacrylic acid, and a cellulose derivative having a carboxyl group in a side chain. Examples of the copolymer containing (A) at least one repeating unit derived from a compound having a carboxyl group and (B) at least one repeating unit derived from a compound having a carboxylate group include, for example, a Japanese invention patent Japanese Patent Laid-Open No. 5 9-446 1 5, Japanese Invention Patent No. 54-3 43 27, Japanese Invention Patent No. 58- 1 25 77, and Japanese Invention Patent No. 54 -25 95, the methacrylic acid copolymer, which is disclosed in Japanese Laid-Open Patent Publication No. 59-53-8-3, and Japanese Laid-Open Patent Publication No. 59-7 No. Acrylic copolymer, itaconic acid copolymer, crotonic acid copolymer, maleic acid copolymer, and partially esterified maleic acid copolymer. In addition to the above, the preferred examples of the co-polymer include: for example, the alginate-acrylate copolymer disclosed in the specification of U.S. Patent No. 4,1,3,3,9, Acrylic acid-acrylate copolymer, acrylic acid-glycol methacrylate copolymer, methacrylic acid-methacrylate copolymer, and containing propionic acid or methacrylic acid and acrylate or methacrylate, And other multi-copolymers of B-based compounds. Examples of the B-based compound include, for example, styrene or substituted styrene (e.g., vinyl toluene, vinyl ethyl benzene), vinyl hydride or substituted vinyl naphthalene, acrylamide, meth Acrylamide, acrylonitrile, methacrylonitrile, and the like. Among these, styrene is preferred. The polymer compound having a molecular weight of 1,000 or more may be used alone or in combination of two or more thereof, or may be used in combination with a compound having a molecular weight of less than -107 to 200829965 1, 〇 〇. The dispersion of the pigment fine particles as described above preferably contains 60% by mass or more of the organic solvent' and more preferably 65 mass%. /〇 above. The organic solvent is not particularly limited and may be appropriately selected from general solvents. For example, an ester compound solvent, an alcohol compound solvent, an aromatic compound solvent, an aliphatic compound solvent, and a ketone compound solvent are preferable; and an ester compound solvent and a ketone compound solvent are particularly preferable. The solvents may be alone or in combination

The combination on the top is used. Examples of the "ester compound solvent" include, for example, 2-(1-methoxy)propyl acetate, ethyl acetate, ethyl lactate, and the like. Examples of the "alcohol compound solvent" include, for example, n-butanol, isobutanol and the like. Examples of the "aromatic compound solvent" include, for example, benzene, toluene, xylene, and the like. Examples of the "aliphatic compound solvent" include, for example, n-hexane, cyclohexane, and the like. Examples of the "ketone compound solvent" include, for example, methyl ethyl ketone, acetone, cyclohexanone and the like. The pigment fine particles as described above can be used, for example, in a state of being dispersed in a vehicle. In the case of a paint as an example, the above "vehicle" means a portion of a medium for dispersing a pigment when the paint is in a liquid state, which is liquid and contains a bond for bonding with a pigment as described above. To cure the part of the coating film (adhesive) and the component (organic solvent) used to dissolve it and dilute it. Further, in the present invention, the binder used in forming the nanoparticles and the binder used in the redispersion may be identical or different from each other, and sometimes they are separately referred to as " A binder for forming nanoparticles and a "re-dispersion binder". -108- 200829965

After the redispersion, the concentration of the pigment fine particles in the dispersed composition of the pigment fine particles can be appropriately determined depending on the purpose of use thereof, but the total amount of the pigment fine particles relative to the dispersed composition is preferably 2 to 30% by mass. More preferably, it is 4 to 20% by mass, and particularly preferably 5 to 15% by mass. In the case where the vehicle is dispersed as described above, the amount of the binder and the dissolved diluent component may be appropriately determined depending on, for example, the type of the organic pigment, but the binder is preferably used with respect to the total amount of the dispersed composition. It is 1 to 3 〇 mass%, more preferably 3 to 20 mass%, and particularly preferably 5 to 15 mass%. The dissolved diluent component is preferably from 5 to 80% by mass, and more preferably from 10 to 70% by mass. /〇. For the concentrated extracted nanoparticulate liquid as described above, as described above, in order to allow rapid filter filtration, it is preferred to concentrate the pigment particles by concentration, and preferably by centrifugation. It is separated or dried to be concentrated to agglomerate. Examples of the method for finely dispersing the aggregated nanoparticles include, for example, a method of dispersing ultrasonic waves and a method of applying physical energy. The ultrasonic illuminating device which can be used is preferably a device having a function of applying an ultrasonic wave of 10 kHz or more, and examples thereof include, for example, an ultrasonic homogenizer, an ultrasonic cleaner, and the like. If the liquid temperature is increased at the time of ultrasonic irradiation, thermal agglomeration of the nanoparticles is caused (see Non-Patent Document 1). Therefore, it is preferred to set the liquid temperature at 1 to 10 0 °C, and more preferably 5 to 60 °C. The temperature is controlled by, for example, adjusting the temperature of the dispersion or adjusting the temperature of the temperature adjustment layer for controlling the temperature of the dispersion. -109 - 200829965

In the dispersing machine which can be used by applying physical energy, there is no special such as a kneading machine, a roll mill, a vertical pulverizer, a dissolving dispersing machine, a homomixer, and a high-pressure dispersing method and method are also suitable. . The fine particle-dispersed composition and the pigment fine particles contained as described later are concentrated by the production method as described above and further divided into nanometer-sized sizes (for example, 10, if used for a color filter, In addition, the pigment particles contained in the pigment particle dispersion group can be made to have a high film thickness even if they have a thin film thickness, such as a thin layer of a color filter. In addition, when it is used to have a pigment dispersion composition, it can be used as a color correction material. Further, each pigment particle dispersion can be dissolved in alkaline water and developed to be used. When the colored pigment particles are dispersed when forming the colored image, the limitation is, and examples thereof include: a dispersion machine such as a stirring ball mill, an ultrafine powder honing machine, and a sand mill, etc. This is dispersed by using minute beads. Then, it can be diffused, for example, in each pigment-colored photosensitive resin composition, even though they have a minute particle diameter of 100 nm. Therefore, it is possible to obtain a color tone having a high optical density, a high contrast, and a reduced image noise or coloring photosensitive composition, and uniformly finely dispersing, thereby achieving a color tone and a high coloring power. In the case of a pigment-colored photosensitive resin composition, an image forming material such as a positive color filter or a coloring photosensitive resin is used as a binder to make it compatible with an alkaline developing solution for exposure: -110- 200829965 , each component is in compliance with the requirements of environmental protection. In the case of a fat agent, the viscous light of the inclusion polymer is as small as 20, and the pigment fine particle dispersion composition and the coloring photosensitive tree composition can also be used as an organic solvent having a moderate drying property. (Dispersion medium for pigments), therefore, the required performance can be satisfied from the viewpoint of drying after application. [Inkjet ink for color filter] Inkjet ink used in the color filter of the present invention (hereinafter

The term "inkjet ink for color filter of the present invention" is preferably contained in (a) precipitated pigment fine particles and (b) polymerizable monomer and/or polymerizable oligomer" and more preferably contains (a) depositing pigment fine particles, (b) a polymerizable single and/or polymerizable oligomer, (c) a binder, and (d) a photopolymerization initiating or photopolymerizing initiator; further preferably comprising (1) a solution of a pigment dissolved in a good solvent in the presence of a binder (A), a poor solvent compatible with the agent, and the pigment is formed into fine particles of precipitated pigment particles, (2) a binder (B), (3) a monomer or oligomer, and (4) a φ polymerization initiator or a photopolymerization initiator. However, (A) and (B) may be the same or different. The components (a) to (d) described above in the ink jet ink for color filter of the present invention are explained below. (a) Pigment Particles The method for producing pigment particles has been described in detail above. The content of the pigment particles is relative to the total solid content of the inkjet ink for the color filter (the so-called "total solid content" in the present invention means the total of the components other than the organic solvent /), preferably 3 It is up to 90% by mass, more preferably 80% by mass, and still more preferably 25 to 60% by mass. If the amount -111 - 200829965 is too large, there is a possibility that the viscosity of the dispersion rises, which may cause problems in manufacturing suitability. If it is too small, the tinting strength is not enough. The pigment fine particles which function as a coloring agent preferably have a particle diameter of 〇 · 1 μ m or less, and particularly preferably have a particle diameter of 0 · 〇 8 // m or less. Further, it can also be used in combination with a general pigment for coloring. The pigment is an organic pigment as described above. (b) polymerizable monomer and/or polymerizable oligomer

The polymerizable monomer and/or polymerizable oligomer which may be included in the inkjet ink for color filter of the present invention, preferably must have two or more ethylenically unsaturated double bonds, and is The addition polymerization occurs by irradiation of light. Such a compound is a compound comprising at least one ethylenically unsaturated group which can be subjected to addition polymerization in a molecule and having a boiling point of 100 ° C or more at normal pressure. Examples thereof include: dipivalaerythritol hexa(meth)acrylate, ethylene glycol mono(meth)acrylate, propylene glycol mono(meth)acrylate, and phenoxyethyl (meth)acrylate. Such as "monofunctional acrylate or monofunctional methacrylate"; polyethylene glycol di(meth)acrylate, propylene glycol poly(meth)acrylate, trimethylolethane triacrylate, three ( Trimethylolpropane methyl methacrylate, trimethylolpropane diacrylate, neopentyl glycol di(meth)acrylate, neopentyl glycol tetra(meth)acrylate, tris(meth)acrylic acid Pentaerythritol ester, dipivalaerythritol hexa(meth)acrylate, dineopentaerythritol penta(meth)acrylate, hexanediol di(meth)acrylate, trimethylolpropane tri Propylene methoxypropyl)ether, tris(propylene methoxyethyl) isocyanurate, tris(propylene methoxyethyl) cyanurate, glycerol tri(meth)acrylate; 112- 200829965 can be treated with a polyfunctional alcohol such as trimethylolpropane or glycerol After the addition reaction of propylene oxide, and then be (meth) acrylated like obtained by the "polyfunctional acrylate or polyfunctional methacrylate." Further, it is also suitable to use a compound obtained by an addition reaction of a polyfunctional alcohol with ethylene oxide or propylene oxide, followed by a (meth) acrylated one, for example, a Japanese patent for special opening. The general formulae (1) and (2) disclosed in the Japanese Patent Publication No. 10_629-8.

Further, the system further includes, for example, Japanese Patent Application Laid-Open No. 48-41708, Japanese Patent Application No. Sho. No. 5-6-34, and Japanese Invention Patent Laid-Open No. 5 1 - 3 7 1 The urethane acrylates disclosed in the Japanese Patent Laid-Open No. 48-64 1 83, the Japanese Patent Publication No. Sho 49-43191, and the Japanese Invention Patent A polyfunctional acrylate or methacrylate such as an epoxy acrylate such as an epoxy acrylate of a reaction product of an epoxy resin and (meth)acrylic acid, as disclosed in Japanese Patent Publication No. 52-3 0490; . Among these, trimethylolpropane tris(meth)acrylate, neopentyl tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and penta (A) are preferred. Base) dipentaerythritol acrylate. In addition, as described above, "polymerizable compound B" as disclosed in Japanese Laid-Open Patent Publication No. iii 3 3600, is also preferably used. These polymerizable monomers and/or polymerizable oligomers preferably have a molecular weight of from 20,000 to 1,0 0, and may be used alone or in combination of two or more thereof, and inkjet for color filters. The content of the ink is usually from 5 to -113 to 200829965 5 0 % by mass, preferably from 1 Torr to 40% by mass, based on the total solid content. If the amount is too large, control of developability is made difficult to cause problems in manufacturing suitability. If it is too small, it will result in insufficient hardening force during exposure. (c) binder

The redispersible binder which can be used for the redispersion preferably has an acidic base, that is, it is suitable for use in the paragraph of the [adhesive agent] as described above, preferably with the formation of pigment particles. The added pigment particles form a compound having a structure similar to that of an alkali-soluble binder, and it is preferable that the two are the same. The content of the redispersible alkali-soluble binder (or the total content of the pigment-soluble particles if it is formed by the alkali-soluble binder) is generally the total solid content of the inkjet ink with respect to the color filter. 15 to 50% by mass, preferably 20 to 45% by mass. If the amount is too large, the viscosity of the composition will be too high to cause problems in manufacturing suitability. If it is too small, there is a problem in the formation of a coating film. (d) A photopolymerization initiator or a photopolymerization initiator may be included in the photopolymerization initiator or photopolymerization initiator system of the inkjet ink for color filter of the present invention (in the present invention, the so-called "photopolymerization" The "initiator" is a mixture of a plurality of compounds which exhibits a function of photopolymerization initiation, and examples thereof include: a vicinal polyketaldonyl compound disclosed in the specification of U.S. Patent No. 2,367,660, in the United States. The affinity ether compound disclosed in the specification of the invention patent No. 2,448,828, and the aromatic acyloin compound substituted with α-hydrocarbon as disclosed in the specification of the U.S. Patent No. 2,72 2,5 1 2 U.S. Patent No. 3,046,127 and U.S. Invention Patent No. 2,951,758-114-200829965

The polynuclear ruthenium compound disclosed in the specification, the combination of the triaryl imidazole dimer and the p-amino ketone disclosed in the specification of the U.S. Patent No. 3, 5, 49, 317, and the invention patent in Japan The benzothiazole compound and the trihalomethyl-s-triazine well compound disclosed in Japanese Patent Publication No. 5 1 - 4 8 5 1 6 , in the United States Patent No. 4, 2 3 9, 8 5 0 The trihalomethyl-trinitrogen compound disclosed in the specification, and the dihalomethylindole π-seat compound and the like disclosed in the specification of U.S. Patent No. 4,212,976. Specifically, trihalomethyl-s-trinitrogen, trihalomethyloxadiazole, and triaryl imidazole dimer are preferred. In addition, as another preferred example, the "polymerization initiator C" and the lanthanide series, such as 1-phenyl-, are disclosed in Japanese Laid-Open Patent Publication No. Hei 1-133600. 1,2-propanedione-2-(o-ethoxycarbonyl)anthracene, 0-benzylidene-4'-(benzohydrothio)benzimidino-hexyl-ketooxime, 2,4 , 6-trimethylphenylcarbonyl-diphenylphosphine oxide, and hexafluorophosphonyl-trialkylphenyl rust salt. These photopolymerization initiators or photopolymerization initiators may be used singly or in combination of two or more kinds thereof, and it is particularly preferred to use two or more kinds. When at least two kinds of photopolymerization initiators are used, display characteristics, in particular, display unevenness can be reduced. The content of the inkjet ink for the color filter is usually from 0.5 to 20% by mass based on the total solid content of the photopolymerization initiator or the photopolymerization initiator. /. It is preferably from 1 to 15% by mass. If the amount is too large, it will result in too high sensitivity making control difficult. If too little, the exposure sensitivity will be too low-115 200829965 (Other additives) [Solvent] In the inkjet ink for color filter of the present invention, in addition to the components described above, organic can be further used. Solvent. Examples of the organic solvent, although not particularly limited, include: "esters" such as ethyl acetate, n-butyl acetate, isobutyl acetate, amyl acetate, acetic acid

Isoamyl ester, isobutyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate, methyl hydroxyacetate, glycolic acid Ethyl ester, butyl hydroxyacetate, methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-hydroxypropionate 3, "3 - hydroxypropionate alkyl ester" such as ethyl hydroxypropionate; methyl 3-methoxypropionate, ethyl 3-methoxypropionate, 3-ethoxypropionic acid Ester, ethyl 3-ethoxypropionate, methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, propyl 2-hydroxypropionate, methyl 2-methoxypropionate, 2-methoxy Ethyl propyl propionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-hydroxy-2-methylpropionate, 2 -Hydroxy-2-methylpropionic acid ethyl ester, 2-methoxy-2-methylpropanoic acid methyl ester, 2-ethoxy-2-methylpropionic acid ethyl ester, methyl pyruvate, pyruvic acid Ester, propyl pyruvate, methyl acetoxyacetate, ethyl acetoxyacetate, methyl 2-ketobutyrate And 2-ketobutanoic acid ethyl ester; etc.; "ethers" such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl acetate Ester, ethyl sarbutazone acetate, diethylene glycol monomethyl ether, propylene glycol methyl ether acetate, etc.; "ketones" such as methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, ring Hexanol, 2-heptanone, 3-heptanone, etc.; and 200829965 "Aromatic hydrocarbons" such as toluene, xylene, and the like. Among these solvents, those suitable as the solvent of the present invention are preferably methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl celecoxib acetate, ethyl lactate, and butyl acetate. Ester, methyl 3-methoxypropionate, 2-terpene, cyclohexanone, ethyl acetate, ethyl butyl acetate, propylene glycol methyl ether acetate, and the like. These solvents may be used singly or in combination of two or more kinds thereof.

A solvent having a boiling point of from 180 ° C to 250 ° C can also be used as needed. The high boiling point solvents can be exemplified as follows: diethylene glycol monobutyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether, 3,5,5-trimethyl-2-cyclohexene · 1-ketone, butyl lactate, dipropylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol diacetate, propylene glycol-n-propyl ether acetate, diethylene glycol diethyl ether, acetic acid 2-ethylhexyl ester, 3-methoxy-3-methylbutyl acetate, r-butyl lactone, trimethyl propylene glycol methyl ethyl acetate, dipropylene glycol acetate-n-butyl ester, propylene glycol phenyl acetate Ether ester, 1,3-butylene glycol diacetate, and the like. The content of the solvent is preferably from 10 to 95% by mass based on the total amount of the inkjet ink for the color filter. [Interfacial Agent] The color filter used so far has been directly recognized because the color of each pixel has evolved to become rich in order to achieve high color purity, resulting in unevenness of the film thickness of the pixel. The problem of color unevenness. Therefore, it has been demanded to improve the film thickness variation which directly affects the film thickness of the pixel. In the color filter of the present invention, from the viewpoint of being able to uniformly control the film thickness and effectively preventing the film thickness from being uneven, the color unevenness is considered. A suitable surfactant is included in the inkjet ink for sheet. The surfactant is preferably used in the interface activity disclosed in Japanese Laid-Open Patent Publication No. 2-3-3:3 7424, Japanese Patent Application Laid-Open No. H-13-13. Agent. The content of the surfactant is preferably 5% by mass or less based on the total amount of the resin composition. [thermal polymerization inhibitor]

The ink jet ink for color filter of the present invention preferably contains a thermal polymerization inhibitor. Examples of the "thermal polymerization inhibitor" include, for example, hydroquinone, hydroquinone monomethyl ether, p-methoxyphenol, di-tertiary-butyl-p-cresol, gallic phenol, tertiary- Butyl catechol, benzoquinone, 4,4, _ thiobis(3 _methyl-6-tertiary-butyl phenol), 2,2, _methylene bis (methyl-6 _ third -butylphthalide), 2-hydrothiobenzimidazole, and thiophene trap. The content of the thermal polymerization inhibitor is preferably 1% by mass or less based on the total amount of the inkjet ink for the color filter. φ [Auxiliary Dyes, Pigments] The inkjet ink for color filters of the present invention can be used in addition to the coloring agents (pigments) as described above, without damaging the effects of the present invention. 'Additional colorants (dyes, pigments) can be added. When a pigment is used in a colorant, it is preferable to uniformly disperse it in an inkjet ink for a color filter. Therefore, the particle diameter is preferably 〇·i #m or less, and particularly preferably 0.08 //m below. Dye··Pigment·Specifically, the pigment as described above is suitable for use. Japanese Patent Application Laid-Open No. 2005-1776 No. 2005 No. [〇〇38-118-

200829965 〕 to the color material disclosed in [0040], or in the Japanese Patent No. 200 5 -3 6 1 447, paragraph number [006 8] to [0072, the pigment, or in the Japanese invention patent special opening 2005 -17521 The coloring agent disclosed in the numbers [0080] to [〇〇88]. The content of the dye or pigment is preferably 5% by weight or less based on the ink jet of the color filter. [Ultraviolet absorber] In the inkjet ink for color filter of the present invention, an ultraviolet absorber is required. In addition to the compounds disclosed in Japanese Laid-Open Patent Publication No. Hei-5---------------------------------------------------------------- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - a system, a sterically hindered amine system, etc. Specifically, it includes, for example, phenyl ruthenate, benzene-tert-butyl ester, phenyl-3 ', 5,-di-tertiary-4,- Hydroxybenzoic acid grade - butyl ester, 4-phenyl-tert-butyl phenyl salicylate, 2,4-di-di-di-di- 2 -yl-4-methoxybenzophenone, 2·hydroxy-4- positive -octyloxy, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(2,di-butyl-5'-methylphenyl)-5-chlorobenzene And three squats, arid cyano-3,3-diphenyl ester, 2,2'-trans--4-yl benzophenone carboxylic acid dibutyl nickel, double (2,2,6,6 _Tetramethyl-4-pyridine)-Phenylphenyl-sulphate 4-tertiary-butyl ester, phenyl salicylate, 4-cyano-2,2,6 piperidine condensate, succinic acid bis (2,2 6,6-Tetramethyl-4-piperidine 2-[2-hydroxy-3,5-bis(indenyl:5〇-dimethylbenzyl)phenyl-triazole, and 7-{[4 - Chloro-6-(diethylamino)-5-triazalide open] The total amount of ink used in the bulletin section may contain 7 2 7 2 4", which is a mixture of 4-2,4-di-benzophenone, benzophenone-hydroxy-3'-acid. Ethyl-2-, dithiodiamine, 6-tetramethyl)-ester, -2H-phenylglycin-2-yl]-119-

200829965 Amino}-3-phenylcoumarin and the like. The content of the ultraviolet absorber is preferably 5% by mass or less based on the total amount of the inkjet ink for the relative color filter. Further, in the inkjet ink for color filters of the present invention, in addition to the above-mentioned additives, it may be included in the Japanese Patent Laid-Open Publication No. Hei. No. 1 1 - 13 3 0 0 0. Next, an auxiliary agent, or other agents. Further, in the inkjet ink for color filter of the present invention, the "adhesive agent" disclosed in Japanese Laid-Open Patent Publication No. 11-133600, Or other agents. In the ink jet ink for color filters of the present invention, it is preferred to control the ink temperature so that the viscosity thereof has a variation range of ± 5 % or less. The injection viscosity is preferably from 5 to 25 mPa · s, more preferably from 8 to 22 mPa · s, particularly preferably from 1 2 to 20 mP a · s (viscosity in the present invention, unless otherwise noted, Then it is at 2 5 °C). In addition to the temperature setting as described above, the viscosity adjustment can also be adjusted by controlling the type of the component to be inked in the ink and the amount of addition thereof. The viscosity can be measured using a device such as a conical plate type rotary viscometer or an E-type viscometer. In addition, from the viewpoint of improving the flatness of the pixels, the surface tension of the ink at the time of ejection is 15 to 40 mN/m (the surface tension in the present, unless otherwise specifically added, For 2 at 2 3 °C). The surface tension is more preferably 20 to 35 mN/m, and most preferably 30 mN/m. The g-period of the surface tension can be added by adding a surfactant to the color, such as when the flat is added, and the other is the preferred invention 25 to, and -120- 200829965 The type of solvent is adjusted. The surface tension is according to a platinum plate method using, for example, a surface tension measuring device (CBVP-Z'f rib and Kyowa Interface Science Co., Ltd.), and A self-balanced electronic surface tension meter ESB-V (manufactured by Kyowa Science Co., Ltd.) or the like is measured by a conventional measuring instrument. [Painting of inkjet inks for color filters]

A method for spraying a pigment dispersion as described above as an ink jet ink for a color filter, which can be controlled by an electric field by continuously jetting a charged ink; intermittent printing using a piezoelectric element a method of ink; and various methods such as a method of intermittently ejecting ink by heating bubbles generated by ink. Further, as for the inkjet method used for forming each pixel, any general method such as a method of thermally hardening the ink, a method of photohardening, and a transparent image forming layer on the substrate may be used. After the method of dropping, etc. Regarding the ink jet head (hereinafter, also simply referred to as "nozzle"), a general nozzle such as a continuous type, instant dot printing head can be used. In the instant dot printing type, it is preferable to use a thermal head, for example, a movable valve for discharge which is disclosed in Japanese Laid-Open Patent Publication No. Hei 9-323420. For the piezo head, for example, a shower head as disclosed in European Patent No. A277,703, European Patent No. A27 8,5 90, and the like can be used. The showerhead preferably has a temperature-adjusting function that makes it easy to control the temperature of the ink. Specifically, it is preferable to set the injection temperature so as to be 5 to 25 mPa · s at the time of injection - 121 - 200829965 degrees, and control the ink temperature so that the viscosity is within %. Further, the driving frequency is preferably operated at 1 to 500 kHz. Further, after each pixel is formed, it is possible to provide a heating step for performing a heat treatment (so-called "baking treatment"). That is, the substrate having the layer which is photopolymerized by light irradiation is heated in a heater such as an electric furnace or a drying oven, or the substrate is heated by an infrared lamp.

To illuminate. The temperature and time of heating are determined depending on the composition of the photosensitive coloring composition or the thickness of the layer formed, but from the viewpoint of obtaining sufficient solvent resistance, alkali resistance, and ultraviolet light absorption, Preferably, the heating is carried out at a temperature of from about 1 20 ° C to about 250 ° C for from about 1 Torr to about 120 minutes. The pattern shape of the color filter formed thereby is not particularly limited, and it may be a stripe shape, a lattice shape, or a triangular arrangement of a general black matrix shape. In the present invention, it is preferred to use a partition wall in advance before the pixel forming step of using the ink jet ink for the color filter as described above, and then supply the ink to the portion surrounded by the partition wall. Manufacturing method. The partition wall may be of any type. However, in the case of manufacturing a color filter, it is preferable to use a partition having a function of a black matrix and a light blocking property (hereinafter, simply referred to as "partition"). This partition wall can be manufactured by the same material and method as the general color filter using a black matrix. The system includes, for example, the paragraph numbers [002 1] to [0074] of the Japanese Patent Application Laid-Open No. 2 0 0 5 - 3 8 6 1 . and the Japanese Patent Publication No. -122-

200829965 2004-24003 Paragraph No. 9 of the bulletin No. [0012] The black matrix, or the paragraph number of the Japanese Invention Patent Special Notice [0 0 15] to [0 0 2 0], Special Open 20 06-1 0 8 No. 75, paragraph number [the black matrix for inkjet described in the above. <Liquid crystal display device> The liquid crystal display device of the present invention is a liquid crystal display device which is suitable for use as a large screen for a notebook computer display, since it has a color filter and has excellent black color. Regarding the liquid crystal display device, it has been disclosed in the example of the technology (Inner Martin, edited, industrial survey |

Publishing, Inc.) 19 published in 1994)

The color filter inkjet ink, the color filter, and the display device are not particularly limited, and can be applied to various liquids in the liquid crystal display technology of the example, especially for a color TFT (thin film transistor) side. It is effective. The liquid crystal display of the color TFT method is, for example, "Color TFT liquid crystal display (Total Shuppan Co., Ltd.) published in 1996). The horizontal electric field driving split vertical alignment such as IPS (in-plane switching) (the liquid crystal display method of expanding the viewing angle such as the multi-domain vertical pixel division method has been disclosed in, for example, "EL, PDP, LCD" to [0021] Japanese Patent No. 2006-17980 and Japanese Invention Patent No. 0009] to [0044] superior contrast resolution of the present invention such as concentration or TV monitor, etc., such as "Second Generation Liquid Crystal Display (Kogyo Chosakai for the application of the present invention) The liquid crystal manufacturing method of the liquid crystal is disclosed in the "secondary crystal display device." The liquid crystal display device of the formula (the display device has been disclosed in Yuli Publishing (Kyoritsu is further applicable, MVA (Multi-domain Alignment)) Wait for the device. About these devices - technology and market

-123- 200829965 The latest developments - (Toiray Research Center (Intoray Research Center, 2001)" on page 43.

The liquid crystal display device is composed of various components such as an electrode substrate, a polarizing film, a retardation film, a backlight, a spacer, and a viewing angle security film, in addition to the color filter. The black matrix of the present invention is applicable to a liquid crystal display device composed of such general components. The components of these are disclosed in, for example, "'94 LCD Peripherals and Chemicals Markets (Shima Kentaro, CMC Publishing C0., LTD., published in 1994) and "2003 LCD-related market status" Outlook for the future (2nd volume) (Former Liangji, Fuji Chimera (Fuji)

Chimera Research Institute, Inc.), published in 2003). Further, the liquid crystal display device of the present invention is preferably in the VA mode. [CCD device] The CCD device of the present invention is constructed by arranging the color filters as described above. Hereinafter, the C C D device of the present invention will be described in detail. (Alkali-soluble resin) An alkali-soluble resin which is used in a CCD device, preferably a linear organic polymer, which is soluble in an organic solvent and which can be developed by a weak alkali aqueous solution. The # linear organic cylinder molecular polymer includes a polymer having a carboxylic acid in a side chain, for example, in Japanese Patent Laid-Open No. 5 9 - 4 4 6 1 5, Japanese Invention Patent No. 5 - 4 - 3 4 3 2 7 , Japanese invention patent No. 5 8- 1 25 77, Japanese invention patent special public notice No. 54-25 95 7 , 曰 invention patent special opening 5th 5 9 _ 5 3 8 3 6 No., Japanese Patent Application Laid-Open No. 59-71048, methacrylic acid copolymer, C-124 - 200829965 olefinic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, Maleic acid copolymer, partially esterified maleic acid copolymer, and the like. Further, an acidic cellulose derivative having a carboxylic acid in the side chain is also included.

Alternatively, a polymer having a hydroxyl group by addition of an acid anhydride or the like may be used. Among these, particularly suitable are benzyl (meth)acrylate/(meth)acrylic acid copolymers, or benzyl (meth)acrylate/(meth)acrylic acid/ and other monomers. Copolymer. In addition, as the water-soluble polymer, 2-hydroxyethyl methacrylate, polyvinylpyrrole D-butanone, polyethylene oxide, polyvinyl alcohol or the like is also suitably used. In addition, the (meth)acrylic acid 2_'hydroxypropyl ester/polystyrene macromonomer/methyl methacrylate/methacrylic acid disclosed in Japanese Patent Laid-Open No. Hei 7, No. 4, No. 654, is also included. Copolymer, 2-hydroxyphenoxypropyl acrylate/polymethyl methacrylate macromonomer/benzyl methacrylate/methacrylic acid copolymer, 2-hydroxyethyl methacrylate/polystyrene Giant monomer / methyl methacrylate / methacrylic acid copolymer, 2-hydroxyethyl methacrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymer, etc. The amount of the alkali-soluble resin to be added to the curable composition is preferably from 5 to 90% by mass, and more preferably from 10 to 60% by mass (polymerizable monomer), based on the total weight of the composition. The polymerizable monomer is preferably a compound having at least one ethylenically unsaturated group capable of addition polymerization and having an ethyl group having a boiling point of 100 ° C or more under normal pressure. Having at least one addition polymerization Ethylenically unsaturated group' and boiling point -125- 200829965 at normal pressure is 1 〇〇 °c The above-mentioned compound includes "monofunctional acrylate" such as poly(ethylene) methacrylate, poly(meth) propylene glycol acrylate, and phenoxyethyl (meth) acrylate. Or methacrylate"; polyethylene glycol di(meth)acrylate, trimethylolethane tris(meth)acrylate, neopentyl glycol di(meth)acrylate, tris(methyl) Neopentyl acrylate, neopentyl tetra(meth)acrylate

Alcohol ester, dipentaerythritol hexa(meth)acrylate, hexanediol (meth)acrylate, trimethylolpropane tris(propylene methoxypropyl)ether, isomeric isocyanuric acid The methoxyethyl ester is obtained by reacting a polyfunctional alcohol such as glycerin or trimethylolethane with ethylene oxide or propylene oxide, followed by (meth)acrylation. Japanese Invention Patent No. 4 8 - 4 1 7 8 8 , Japanese Invention Patent Special Public Show No. 5 0 - 6 0 3 4, 曰 This invention patent special opening 5th - 3 7 1 9 3 The urethane acrylates disclosed in the respective publications; Japanese Patent Application Laid-Open No. 4 8 - 6 4 1 8 3, and the present invention patent No. 4 9 - 4 3 1 9 1 "Polyester acrylates as disclosed in Japanese Laid-Open Patent Publication No. 5 2-3 049 0; "Epoxy acrylates such as epoxy acrylates of reaction products of epoxy resins and (meth)acrylic acid" Ester or methacrylate." Further, it can also be used as a photocurable monomer and oligomer as described in 接着本下协会, vol. 20, No. 7, pp. 300-108. Further, a compound represented by the formula (B-1) or (B-2) shown below can also be used. -126- 200829965 Formula (B-l) οη2-ο-(Β)π-χ οη2-ο-(Β)„-χ

X - {Β)η-OCIV 〒CHCH〇-CH2 — ?-CH2-〇-(B)n-X CH2-〇-(B)nX CH2-〇,n—X General formula (B-2) Pm-x

X~(B)m-OCHr C-CH2-0- (B)m-X CH2-〇-(B)-X {S(B-l), (B-2), B is independently representative of one

Any one of (CH2CH20)-, and one (CH2CH(CH3)0)-; X is each independently representing any one of an acryloyl group, a methacryloyl group, and a hydrogen atom; In B-1), the total of the acryl fluorenyl group and the methacryl fluorenyl group is 5 or 6, and in the formula (B-2), it is 3 or 4; η is independently represented by 〇 to An integer of 6 and the total of each η is from 3 to 24; m is an integer representing each independently from 0 to 6, and the total of each m is from 2 to 16. }.

When a polymerizable monomer such as a polymerizable monomer can form a coating film having an adhesive property by irradiation with radiation, it can be used in any ratio. The amount thereof is usually from 5 to 90% by mass, preferably from 10 to 50% by mass based on the total solid content of the composition. /〇. (Colorant) The colorant can be used by mixing one or a mixture of two or more kinds of dyes, inorganic pigments, or organic pigments conventionally known. The dye is not particularly limited, and conventional dyes which have hitherto been used as color filters can be used. For example, Japanese Laid-Open Patent Publication No. SHO-64-90403, Japanese Patent Laid-Open No. 64-91102-127-200829965

Japanese Unexamined Patent Publication No. Hei No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei No. Hei No. No. 6-1 1 161, Japanese Patent No. 6-1 1 161, Japanese Patent No. 25 92207, and No. 4 808 5 No. 0 No. 1 specification, U.S. Patent No. 5,567,920, U.S. Patent No. 5,059,050, U.S. Patent No. 5,676,920, Japanese Patent No. 5-3 3 3 207, Japan The pigments disclosed in Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. As the chemical structure, a pyrazole azo type, an anilino azo type, a triphenylmethane type, an anthraquinone type, a benzylidene type, an OXONOL type, a pyrazole triazole azo type, a pyridone azo type, etc. can be used. A dye such as a sin-ning, a thiophene-trap, or a pyrrolopyrazole azomethine-based. In particular, since the curable composition can be hardened at a relatively low temperature, even a dye which is inferior in heat resistance to the pigment is subjected to post-baking which is required to impart durability to the cured film, even when exposed to At high temperatures, problems such as decomposition can also be reduced. The inorganic pigment is a metal compound represented by a metal oxide, a metal-missing salt or the like. Specifically, it includes, for example, metal oxides of iron, cobalt, cadmium, lead, copper, titanium, magnesium, chromium, zinc, cerium, and the like, and metal composite oxides as described above. Examples of "organic pigments" include: for example, C. I. Pigment Yellow (

Pigment Yellow) 11, 24, 31, 53, 83, 85, 99, 108, 109, 110, 138, 139, 150, 151, 154, 167, 185; CI·Pigment O r an ge 3 6 , 3 8 , 4 3 , 7 1 ; C. I. Pigment Red ( -128- 200829965

Pigment Red) 105, 122, 149, 150, 155, 171, 175, 176, 177, 209, 224, 242, 254; Pig Pigment Violet 19, 23, 32, 39, CI·Pigment (Pigment) Blue) 1, 2, 15, 16, 22, 60, 66, 15:3, 15:6; CI Pigment Green (

Pigment Green ) 7, 36, 37; C.I. Pigment Brown 25, 28; C.I. Pigment Black 1, 7; carbon black and the like. These organic pigments can be used in various combinations, either alone or for improved color purity. Specific examples thereof are as follows: The red pigment is a mixture of at least one of a lanthanoid pigment, an lanthanoid pigment alone or the like and a diazo-based yellow pigment or an iso- porphyrin-based yellow pigment. For example, CI·Pigment Red 177 can be used for the lanthanoid pigment; cI Pigment Red 155 can be used for the lanthanoid pigment; but from the viewpoint of color reproducibility, it is preferably C. I. Pigment Yellow 8 3 or C. I. . Mixture of Pigment Yellow 1 3 9 . The weight of the red pigment and the yellow pigment is preferably 1 0 0 : 5 to 1 0 〇 : 5 0. If it is in this range, the light transmittance from 400 nm to 500 nm can be suppressed, whereby the color purity can be improved, which is preferable.

The green pigment is a mixture of a halogenated anthraquinone pigment alone or a diazo yellow pigment, a quinophthalone yellow dye, or an isoporphyrin yellow pigment, preferably C. I. • Mixing of Pigment Green 7, 3 6, 3 7 and C · I · Pigment Yellow 8 3, 1 3 8 , 1 3 9 . The weight of the green pigment and the yellow pigment is preferably 1 〇 0 : 5 to 1 0 0 : 1 〇 〇. If it is within this range, the light transmittance from 400 nm to 450 nm can be suppressed, whereby good color purity can be obtained. The blue pigment is a mixture of anthraquinone-based pigment alone or in combination with a diterpene-based purple pigment, preferably, for example, C.I. Pigment Blue 15:6 and C.I. Pigment Violet-129-

200829965 2 3 mix. The weight of blue pigment and purple pigment is 1 00:50. If it is within this range, the light transmittance from 4 〇〇 can be suppressed, whereby the color purity can be improved. Further, by using a powdery processed pigment such as a pigment acid resin, a maleic acid resin, a vinyl chloride-acetate or an ethyl cellulose resin as described above, the dispersibility and dispersion stability are good. Pigment-containing photosensitive resin. In addition, the pigment for the black matrix is carbon, oxygen, alone, or a mixture thereof, preferably in the case of mixing carbon and oxygen, preferably in the range of from 100:5 to 100:40, and then having a long wavelength. The light transmittance is small and the dispersion is stable. (Solvent) The "solvent" includes, for example, "esters", such as acetic acid-n-butyl ester, isobutyl acetate, amyl formate, isobutyl acetate, propionic acid. Butyl ester, isopropyl butyrate, ethyl phthalate, alkyl esters, methyl lactate, ethyl lactate, ethyl hydroxyacetate, butyl hydroxyacetate, methyl methoxyacetate, methoxy Alkyl acetates such as butyl acetate, methyl ethoxyacetate, esters, methyl 3-hydroxypropionate, ethyl 3-hydroxypropionate, etc.; methyl 3-methoxypropionate, 3-methyl Methyl oxyethoxypropionate, ethyl 3-ethoxypropionate, 2-ethyl 2-hydroxypropionate, propyl 2-hydroxypropionate, 2-methoxy-2-methoxypropionic acid Ethyl ester, propyl methoxypropionate, 2. ester, ethyl 2-ethoxypropionate, 2-hydroxy-2-methylpropionic acid is preferably 1 〇〇: 0 to 4 2 0 nm Dispersed in propylene vinyl ester copolymerization Points obtained titanium, titanium iron oxide of the case. . It is also good if it is in this range. Such as ethyl acetate, isoamyl acetate, acetate, methyl butyrate, hydroxyl, methoxyacetic acid ethoxyacetic acid ethyl 3-hydroxypropionic acid propionate, methyl 3-propylpropionate , methyl propyl propionate, methyl ethoxy propionate, 2-hydroxy--130- 200829965 2-ethyl methacrylate, methyl 2-methoxy-2-methylpropionate, 2 Ethyl ethoxy-2-methylpropionate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoxyacetate, ethyl acetoxyacetate, 2 o-oxybutyric acid Methyl ester, 2-ethyloxyethyl butyrate, etc.; "ether" such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl acetate赛路苏酯, ethyl celecoxib acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol methyl ether acetate, vinegar

Acid propylene glycol ethyl ether ester, propylene glycol propyl ether acetate, etc.; "ketones" such as methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone, etc.; and "aromatic hydrocarbons", For example, toluene, xylene, and the like. Among these, 'preferably using methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl celecoxib acetate, ethyl lactate, diethylene glycol dimethyl ether, acetic acid Butyl ester, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl acetate, ethyl butyl acetate, propylene glycol methyl ether acetate, and the like. In the composition, the solvent is usually added in an amount of from 60 to 90% by mass, preferably from 70 to 90% by mass. These solvents may be used singly or in combination of two or more kinds thereof. Further, a "sensitizer" may be further used, and specific examples thereof include, for example, 9-fluorenone, 2·chloro-9-fluorenone, 2-methyl-9-fluorenone, 9-fluorenone, 2-bromo- 9-fluorenone, 2-ethyl-9-fluorenone, 9,10-fluorene, 2-ethyl-9,10-fluorene, 2-tris-butyl-9,10·蒽醌, 2 ,6-Dichloro-9,10-anthracene, diphenylethylenedione (benzil), dibenzylideneacetone, p-(dimethylamino)phenylstyryl ketone, p-- Methylamino)phenyl-p-methylstyryl ketone, benzoxanthone, etc., or benzene disclosed in Japanese Laid-Open Patent Publication No. Sho-No. 5 1 - 4 8 5 6 - 131-200829965 And a thiazole compound or the like. The main component as described above, together with other additives used as needed, may be mixed and dispersed using various mixers and dispersing machines, whereby it may be prepared.

A general manufacturing method of a color filter used in a CCD device is as follows. Sequentially: a step of applying and drying the composition of the present invention (color resist liquid) on a substrate, and performing the pattern on the dried coating film obtained by an i-ray stepper or the like a step of exposing, a step of performing alkali development after exposure; secondly, a step of heat treatment, and repeating the steps to produce a hardened film of each color (three or four colors), thereby obtaining color filter sheet. More specifically, when the curable composition as described above is applied to a suitable substrate by a spin coater or the like to be dried, the film thickness is usually 0.1 to 5 // m, preferably 0.2 to 2 μ. m, then, placed in an oven at 85 ° C for 2 minutes, whereby a smooth coating film was obtained. The substrate is not particularly limited, but includes a substrate such as a glass plate, a plastic plate, an aluminum plate, an electronic component such as a wafer for an image sensor, and a transparent resin plate, a resin film, and a Braun tube. a display surface, a light receiving surface of a camera tube, a wafer forming a solid-state image sensor such as a CCD, BBD, CID, or BASIS, a close-contact image sensor using a thin film semiconductor, a liquid crystal display surface, and a photosensitive electrophotographic photosensitive material , electroless color (EC: Electro-chromic) display device substrate, and the like. Further, it is preferable to apply a high-density treatment for improving the adhesion of the substrate to the color filter layer. Specifically, a pattern of a curable composition is formed by applying a thin coating of -132 to 200829965 to a substrate in advance with a decane coupling agent or the like, or a decane coupling agent may be contained in the curable composition in advance.

In addition, when there is a step on the substrate, the curable composition of the present invention can be applied by coating a flattening film on the substrate for eliminating the step so that the coated surface is smooth. For example, an image sensor such as a CCD is composed of a photoelectron conversion unit (photodiode) that generates electrons based on the amount of received light on a germanium substrate, and a read gate portion for outputting electrons generated therefrom, but If the light is irradiated to the read gate portion, the cause of the noise will be such that the correct data cannot be output. Therefore, a light shielding film layer is formed on the upper portion of the read gate portion, so that it may be caused with or without a light shielding film layer. A step is generated between the photodiodes. If a color resist is applied to such a step to directly form a color filter, the length of the optical path will increase to make the image dark, and also cause poor light collection. In order to improve this problem, it is particularly preferable to form a transparent planarizing film between the C CD and the color filter for the purpose of complementing the step. The material of the planarizing film is, for example, a photocurable photoresist liquid, an acrylic resin, an epoxy resin or the like which is used in the present invention. After the photocurable composition is applied, in order to evaporate the solvent to obtain a dried coating film, general prebaking is applied. The prebaking method is dried under reduced pressure, dried by a combination of high-temperature air or the like, and dried by direct heating (about 80 to 140 ° C, 50 to 200 seconds) by a hot plate or the like. Further, in order to obtain a pattern obtained after development, it is sufficiently hardened and mechanical strength is increased to perform post-baking as a permanent film. For example, when a three-color color filter is manufactured, the first formed pattern is coated, exposed, and developed by two other -133-200829965 color resist liquids. Here, post-baking must be carried out so as not to cause a color mixture with the applied photoresist, and a pattern peeling due to exposure or development. This post-baking is performed in the same manner as the prebaking, but is carried out at a temperature higher than the prebaking conditions and for a long period of time. For example, in the case of indirect heating using an oven, it is carried out at about 180 to 250 ° C and for about 5 to 2 hours, and in the case of direct heating using a hot plate, it is carried out at about 180 to 25 0 ° C, and about 2 to 10 minutes.

The light source for exposure is not particularly limited, but a light source which provides significant efficacy with respect to pattern formation is an i-ray of a mercury lamp. The present invention is characterized in that it is particularly advantageous when it is manufactured using a color filter for an i-ray image sensor which uses one of the linear spectra of a mercury lamp due to the appropriateness of the process, but it can of course be used. Used in LCD. The developing solution used for developing the curable composition is not particularly limited, and conventionally known developing solutions can be used. Among them, an organic base-based developing solution of a quaternary ammonium salt such as tetramethylammonium hydroxide (TMAH) is preferred for the purpose of the present invention. (Polymerization Initiator) A general "photopolymerization initiator" can be used as the polymerization initiator. Specifically, it includes, for example, the vicinal polyketolaldonyl compound disclosed in the specification of U.S. Patent No. 2,3,67,6,60, and U.S. Patent Nos. 2,3,67,66, and 2, The α-carbonyl compound disclosed in the specification of the Japanese Patent No. 2,448,82, and the specification of the U.S. Patent No. 2,722,515. The aromatic acyloin compound substituted with an alpha-hydrocarbon is disclosed in the specification of U.S. Patent No. 3,046,127, the disclosure of which is incorporated herein by reference. The combination of the triallyl carbazole dimer/p-aminophenyl ketone disclosed in the specification of the U.S. Patent No. 3,5,49,3,67, The benzothiazole-based compound/trihalomethyl-s-di-E cultivating compound described in Japanese Patent Publication No. 51-4 8 5 1 6 and the like.

The content of the photopolymerization initiator (including the general photopolymerization initiator as described above) in the dye-containing negative-type hardenable composition is preferably 0.0 with respect to the solid content (mass) of the radical polymerizable monomer. 1 to 50% by mass, more preferably 1 to 30% by mass, and particularly preferably 1 to 20% by mass. If the content is in the range as described above, sufficient polymerization hardening can be achieved without causing difficulty in polymerization, or the polymerization rate is increased but the molecular weight is lowered to cause the film strength to be weakened. Further, a sensitizer or a light stabilizer may be used for the photopolymerization initiator as described above. Specific examples thereof include, for example, benzoin, benzoin methyl ether, 9-fluorenone, 2-chloro-9-fluorenone, 2-methyl-9-codone, 9-fluorenone, 2- Bromo-9-fluorenone, 2-ethyl-9-fluorenone, 9,10-fluorene, 2-ethyl-9,l〇-蒽醌, 2-tris-butyl-9,10-蒽醌, 2,6-dichloro-9,10-蒽醌, xanthone, 2-methyl D ketone, 2-methoxy B ketone, 2-ethoxy oxanone, oxygen Thiophylline [Ixonthone], 2,4-diethyloxysulfide P hawthorn, ketone ketone, 10-butyl-2-chloro ketone, diphenylethylenedione, diphenyl Acetone, p-(dimethylamino)phenylstyryl ketone, p-(dimethylamino)phenyl-p-methylstyrylone, benzophenone, p-(dimethyl Aminophenone) or benzophenone (or Michler's ketone), p-(di-135-200829965 ethylamino) benzophenone, benzofluorenone, etc. A benzothiazole-based compound, such as TINUVIN 1130, TINUVIN 400, etc., as disclosed in Japanese Patent Publication No. 5 1 - 4 8 5 1 6 . [Embodiment] The present invention will be explained in more detail based on the following examples, but the present invention is not limited to the embodiments. [Example 1 - Comparative Example 1]

<G weekly system of pigment dispersion composition A> (modulation of pigment dispersion)

In 2,0 ml of dimethyl phthalate (manufactured by Wako Pure Chemical Industries, Ltd.), 100.0 ml of sodium methoxide in 28% methanol solution was added. 100 g of pigment CI Pigment Red 254 (Irgaphor Red BT-CF (trade name), manufactured by Steam Batt Chemical Co., Ltd.), and 170.0 g of polyvinylpyrrolidone (K-30 (trade name), and light pure Pharmaceutical Industry Co., Ltd.) to prepare pigment solution A. Use the Viscomate VM-10A-L for the pigment solution A (trade name, CBC)

As a result of measuring the viscosity, the liquid temperature of the pigment solution A was 25.0, and the viscosity at this time was 18,4 mPa·s. Separately, 2,500 ml of water containing 16 ml of 1 mol/liter hydrochloric acid (manufactured by Wako Pure Chemical Industries, Ltd.) was prepared as a poor solvent. Then, the temperature was controlled at 25 ° C, and the mixture was stirred at 500 rpm by a GK-0222-10 type Ramond Stirrer (trade name, manufactured by Fujisawa Pharmaceutical Co., Ltd.). -136 - 200829965 2,500 ml of water as a poor solvent'. Use the NP-KX-500 large-capacity pulseless pump (trade name, manufactured by Nippon Precision Chemical Co., Ltd.) through the flow path. For example, a liquid feed pipe of 8 mm was injected at a flow rate of 100 ml/min to form 1 〇〇ml to form organic pigment particles, thereby preparing a pigment dispersion A. The pigment dispersion was measured by using Nanotrac UPA-EX150 (trade name, manufactured by Nikkiso Co., Ltd.). The number average particle diameter Μη and the monodispersity (Mv/Mn) were Μη: 28

Nm, Μν/Μη: 1.29. The pigment nanoparticle dispersion prepared by the method described above was produced using a H-122 centrifugal filter manufactured by Kokusan Co., Ltd. and Shikishima Canvas Co., Ltd. The P89C filter cloth was concentrated at 3,000 rpm for 100 minutes, and the obtained pigment nanoparticle concentrated paste was recovered. The pigment content of the paste was measured by using an 84 5 3 spectrophotometer manufactured by Agilent Technologies Corporation, and as a result, it was 15.9% by weight. A solution of 0.3 g of the pigment dispersant A and 14 g of the polymer compound of the compound C-1 synthesized in accordance with Japanese Patent Laid-Open Publication No. 2000-23 9554 was added to 50.0 cc of ethyl lactate to the solution of the polymer compound of Example C-1. 1 5 · 0 g of the pigment nanoparticle preparation paste as described above, and stirred by a dissolving disperser at 1,500 rpm for 60 minutes, then adding 25.0 cc of ethyl acetate, and then using a dissolving disperser at 500 rpm After stirring for 10 minutes, it was filtered using a FP - 0 1 〇 type filter manufactured by Sumitomo Electric Fine Polymer Inc. to obtain a paste-like concentrated pigment liquid A (nano pigment concentration was 3 4 · 3 mass%). -137- 200829965 <Preparation of Pigment Dispersion Composition A> Using the paste as described above, a pigment dispersion composition of the composition shown below was prepared: A 8.8 g 45.6 g

• Paste-like concentrated pigment liquid A as described above • 1,3-butylene glycol diacetate

The pigment dispersion of the composition as described above was dispersed at a peripheral speed of 9 m/s for 1 hour by using a motor min M_50 (manufactured by Eigar Japan Co., Ltd.) and a chrome bead having a diameter of 0.65 mm. <Preparation of Pigment Dispersion Composition B> Except for the preparation of the pigment dispersion composition A as described above, the injection flow rate at the time of injecting the pigment solution A as described above was changed to 45 ml/min, and the rest was The pigment dispersion composition B was prepared in the same manner. The measured average particle size Μη and monodispersity (Mv/Mn) were Μη • 35 nm, Μν/Μη: 1.36. <Preparation of Pigment Dispersion Composition C> In addition to the preparation of the pigment dispersion composition A as described above, the flow path of the liquid supply pipe when &amp; the pigment solution A as described above is changed to 2·20 The pigment dispersion composition C was prepared in the same manner except that the injection flow rate was changed to 4 〇〇ml/min. The measured average particle diameter Μη and monodispersity (Μν/Μη) were Μη : 27 nm, Μν/Μη :1·22. &lt;Preparation of Pigment Dispersion Composition D> In addition to the preparation of the pigment dispersion composition as described above, the flow path of the liquid supply pipe when the pigment solution a as described above is changed to -138-200829965 The pigment dispersion composition D was prepared in the same manner except that the injection flow rate was changed to 5 ml/min. The measured average particle size Μη and monodispersity (Mv/Mn) were Μη: 61 nm and Mv/Mn: 1.46. <Preparation of Pigment Dispersion Composition Ε> The pigment dispersion composition of the composition shown below was prepared using a bead mill disperser as follows: Pigment (Pigment Red 2 5 4 ) Pigment Dispersant A Polyvinylpyrrolidone exemplified Polymer compound C-1 methacrylic acid/benzyl methacrylate copolymer* (*Mo Erbi: 2 8/72, weight average molecular weight: 30,000, 40% of 1-methoxy-2 acetate) -propyl ester solution) 1,3-butylene glycol diacetate 6.43 g 0.81 g 10.90 g 6.47 g 14.9 g 3 5.8 0 g <Preparation of pigment dispersion composition F> As shown below, the preparation is as follows Composition of pigment dispersion composition F: Pigment (Pigment Red 2 5 4 ) 6.43 g Sodium chloride 64.0 g Pigment Dispersant A 0.8 1 g Illustrative polymer compound C -1 6·47 g Sodium chloride, pigment (pigment Red 25 4) Powder, methacrylic acid / -139- 200829965 Benzyl methacrylate copolymer is fed into a double wrist type kneader in 1,3-dibutyl acrylate solution, and at 8 Kneading at 0 °C for 6 hours. After kneading, the mixture was taken out and transferred to a solution of 8 (0 parts by weight of TC in 1% aqueous hydrochloric acid, and then stirred for 1 hour, then filtered, washed with hot water, dried and honed and pulverized. Then Relative to every 1 gram

The ground pulverized material was added to 2 · 4 g of 1,3 -butylene glycol diacetate and mixed. The pigment composition as described above was dispersed by using a motor mill M-50 (manufactured by Eigar Japan Co., Ltd.) and a zirconium bead having a diameter of 0.65 mm at a peripheral speed of 9 ni/s for 1 hour to obtain a pigment. Disperse the composition F. <Preparation of Pigment Dispersion Composition G> In the preparation of the pigment dispersion composition F as described above, the pigment dispersion composition G was obtained in the same manner except that the kneading time was changed to 20 hours. <Manufacturing of Color Filter> φ [Production of Photosensitive Transfer Material] On a temporary support of a polyethylene terephthalate film having a thickness of 75/m, the application using a slit nozzle is as follows The coating liquid for a thermoplastic resin layer composed of the formulation Η 1 shown is dried. Next, a coating liquid for an intermediate layer composed of the formulation Ρ 1 shown below was applied and dried. Further, the light-shielding resin composition Κ 1 composed of the composition shown in Table 1 below was applied and dried, and a thermoplastic resin layer having a dry film thickness of 15 // m was provided on the temporary support. The inner layer having a dry film thickness of 1.6 m and the resin layer having a light-shielding property of -2.4 m of a dry film thickness of -2.4·200829965' were then crimped with a protective film (a polypropylene film having a thickness of 12/zm). A photosensitive resin transfer material having a temporary support, a thermoplastic resin layer, an intermediate layer (oxygen barrier film), and a light-shielding resin layer is produced in the above manner, and the sample name is photosensitive. Sexual tree printing material K1. % Coating solution for thermoplastic resin layer: Formula Η 1 Sex tree is a fat transfer

• Methanol • Propylene glycol monomethyl ether acetate • Methyl ethyl ketone 11.1 mass 6.4 mass 52.4 parts by mass • Methyl methacrylate / 2-ethylhexyl acrylate / benzyl methacrylate / methacrylic acid Copolymer (copolymerization composition ratio (mole ratio) = 55/11·7/4·5/28·8, molecular weight = 10 parts per million, Tg and 70 °C) 5.83 mass

Styrene/acrylic acid copolymer (copolymerization composition ratio (mole ratio) = 63/3 7, molecular weight = 10,000, Tg and 10 (TC) 3.6 parts by mass n c.) 2, 2-double [4-(Methethyloxypolyethoxy)phenyl]propane (manufactured by Shin-Nakamura Chemical Co., Ltd.) 9.1 Mass surfactant 1 0.54 interface The composition of Active Agent 1 (Megafac F-7 80-F (Dainippon Ink &amp; Chemicals, manufactured by Dies Ink &amp; Chemicals, -141-200829965) is as follows: • C6F13CH2CH2OCOCH = CH2: 40 parts by mass, H(OCH( CH3)CH2)7OCOCH = CH2: 55 parts by mass, and H(OCH2CH2)7OCOCH = CH2: 5 parts by mass of copolymer (molecular weight: 30,000) 30 parts by mass • 70 parts by mass of methyl ethyl ketone

Formulation of coating liquid for intermediate layer (oxygen barrier layer): P 1 • Polyvinyl alcohol (PVA205 (saponification ratio = 88%); Kuraray Co., Ltd. (

Kuraray Co., Ltd.) 32.2 parts by mass • Polyvinylpyrrolidone (PVP, K-30; manufactured by ISP Japan Ltd.) 14.9 parts by mass • 429 parts by mass of methanol • Distilled water 5 2 4 parts by mass Table 1 Composition K畺 (parts by mass) K pigment dispersion 1 (carbon black) 25 propylene glycol monomethyl ether acetate 8.0 methyl ethyl ketone 53 binder 1 9.1 hydroquinone monomethyl ether 0.002 DPHA liquid 4.2 polymerization initiator A 0.16 interface activity Agent 1 0.044 The modulation of the light-shielding resin composition κ 1 shown in Table 1 above is explained below. The resin composition K1 having a light-shielding property is first weighed as K pigment dispersion 1 and propylene glycol monomethyl ether acetate in an amount of -142 - 200829965 as shown in Table 1, at a temperature of 24 C (± 2 ° C). Mix and stir at 150 rpm for 10 minutes, then weigh the amount of cyclohexanone, binder 1, hydroquinone monomethyl as shown in Table 1.

Ether, DPHA solution, polymerization initiator a (2,4-bis(trichloromethyl)_6_[4'-(N,N-diethoxycarbonylmethyl)amino-3'-tribromophenyl] -s_triazo trap), surfactant 1, and added in this order at 25 ° C (± 2 ° C), then at 150 ° C at 40 ° C (± 2 ° C) Mix for 30 minutes, which can be obtained. In addition, in the composition shown in Table 1: * Composition of K pigment dispersion 1: • Carbon black (manufactured by Degussa, trade name 13.1 parts by mass 6. 6 5 parts by mass 6.7 2 mass 7 9.5 3 parts by mass 27 parts by mass 7 3 parts by mass

Special Black 250) • Pigment Dispersant A (Compound 7 represented by Formula D 1) as described above • Polymer (Benzyl methacrylate/methacrylic acid = 72/28 molar ratio) Syndiotactic polymer, molecular weight is 37,000) • Composition of propylene glycol monomethyl ether acetate binder 1: • Polymer (benzyl methacrylate / methacrylic acid = 78/2 2 Mobi ratio random) Copolymer, molecular weight 4禺) • Composition of propylene glycol monomethyl ether ester DPHA solution: -143- 200829965 • Dipentaerythritol hexaacrylate (containing 500 ppm polymerization inhibitor ME HQ, Nipponization) Manufactured by Nippon Kayaku Co., Ltd., trade name: KAYARAD DPHA) 76 parts by mass • 24 parts by mass of propylene glycol monomethyl ether acetate

In addition, the surfactant 1 is the same as the surfactant 1 used in the coating liquid layer 1 for a thermoplastic resin layer as described above. (Formation of the partition wall having a light-shielding property) For the alkali-free glass substrate, the glass detergent liquid adjusted to 25 ° C is sprayed by a shower for 20 seconds, and simultaneously washed with a rotating brush having nylon hair. After washing with pure water spray, a 0.3% by mass decane coupling solution (N-no (aminoethyl)r-aminopropyltrimethoxydecane aqueous solution, trade name: KBM603, Shin-Etsu Chemical Industry Co., Ltd. The company (manufactured by 311丨11-Etsu Chemical Co., Ltd.) was sprayed with a shower for 20 seconds, and washed with pure water spray. Then, the substrate was heated at 100 ° C for 2 minutes using a substrate preheating apparatus. After peeling off the protective film of the photosensitive resin transfer material K1 as described above, a laminator (manufactured by Hitachi High-Technologies Corp. (Lamic II type)) was used, and the rubber roll temperature was 130. The layer was laminated on a substrate heated at 1 (10) ° C for 2 minutes as described above under a condition of a line pressure of 1 〇〇 N/cm and a conveying speed of 2.2 m/min. After the temporary support is peeled off, the proximity type exposure machine with ultra-high pressure mercury lamp (Hitachi Hi-Tech Electronic Engineering Co., Ltd. (Hitachi -144- 200829965

High-Tech Electronics Engineering Co., Ltd.), in which the substrate and the mask (the quartz exposure mask having the image pattern) are erected in a vertical state, and the exposure mask surface and the thermoplastic resin layer are set. The distance was 200/zm, and pattern exposure was performed at an exposure amount of 100 mJ/cm2. The mask shape is a lattice shape, and is set to 0.6 μm when the curvature radius of the corner corresponding to the light-shielding partition wall side corresponding to the boundary between the pixel and the partition wall having the light-shielding property is set.

Next, using a triethanolamine-based developing solution (containing 30% of triethanolamine, the product name: T-PD2 (manufactured by Fuji Photo Film Co., Ltd.) was diluted 12 times with pure water ( Spray-developing at a temperature of 30 ° C for 50 seconds and a flat nozzle pressure of 0.04 MPa to remove the thermoplastic resin layer and a solution of 1 part of T-PD2 and 11 parts of pure water) Intermediate layer (oxygen barrier). Next, a sodium carbonate-based developer (containing sodium sulphate/sodium hydrogen carbonate, 0.47 mol/liter sodium carbonate, 5% dibutylnaphthalene sulfonate, anionic surfactant, a foaming agent and a stabilizer; a product having a trade name of T-CD 1 (manufactured by Fuji Photo Film Co., Ltd.) diluted 5 times with pure water) at 29 ° C for 30 seconds and a cone nozzle pressure of 0.15 MPa Spray development is carried out under conditions to develop a light-blocking resin layer, whereby a patterned paint wall can be obtained (a partition pattern having a light-shielding property, followed by using a detergent (via the trade name "T- SD3 (manufactured by Fuji Photo Film Co., Ltd.)" diluted 10 times with pure water), at -3 °C for 20 seconds, and the cone nozzle pressure is 〇.〇2 MPa, make -145- 200829965 The residue was removed by a shower and a rotating brush with nylon wool to obtain a partition having a light-shielding property. Then, for the substrate, an ultrahigh pressure mercury lamp was used for one side of the resin layer at a light of 500 mJ/cm2. After post-exposure, heat treatment at 250 ° C for 50 minutes [Mall Plasma Water Repellent Treatment] Thereafter, the plasma water repellent treatment was carried out in the following manner.

A substrate-parallel flat-plate type plasma processing apparatus is used to form a substrate having a light-shielding partition as described above, and a plasma repellent treatment is applied under the following conditions: Gas: CF4 gas flow rate: 80 seem pressure :40 Pa

RF (Radio Frequency) power: 50 W Processing time: 30 seconds (modulation of inkjet ink for color filter) Refer to Example 1 of Japanese Laid-Open Patent Publication No. 2002-201387, and as shown below The formula modulates the ink. -146- 200829965 Table 2

Component content (parts by mass) R Ink 1 R Ink 2 R Ink 3 R Ink 4 R Ink 5 R Ink 6 R Ink 7 G Ink 1 B Ink 1 - Pigment Dispersion Composition A 51 One pigment dispersion composition B 51 - Pigment dispersion composition C 51 - Pigment dispersion composition D 51 - Pigment dispersion composition E 51 Pigment dispersion composition F 51 Pigment dispersion composition G 51 G Pigment (CIPG36) 6.0 B Pigment ( CIPB 15:6) 6.0 Polymer dispersant (SOLSPERSE 24000 manufactured by AVECIA) 2.2 2.2 2.2 2.2 2.2 2.2 2.2 2.0 2.0 Adhesive (benzyl methacrylate·methacrylic acid copolymer)' 4.6 4.6 Pentaacrylate II Pentaerythritol 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 Tripropylene propylene glycol 4.5 4.5 4.5 4.5 4.5 4.5 4.5 5.0 5.0 2-methyl·1-[4-(methylthio)phenyl]-2- Morpholinylpropane)-1-one 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 Diethylene glycol monobutyl ether acetate, 29.9 dyn/cm 44 44 44 44 44 44 44 80 80 About the ingredients shown in Table 2 above It Together, first, a pigment and a polymer dispersant fed into a solvent to one part; Π force to mix, so that once Quarters three-roll mill and milling beads (beads-mill) with stirring to modulate a pigment dispersion. On the other hand, other mixed ingredients are fed to the rest of the solvent.

And stirring to disperse and disperse to prepare a binder solution. Then, when the pigment dispersion or the pigment dispersion composition is added to the binder solution a small amount each time, it is sufficiently stirred by a dissolving dispersing machine, thereby modulating the ink filter ink for the color filter. [Pixel Formation] The piezoelectric ink nozzle 1 is used by the R ink 1, G ink 1, B ink 1 prepared as described above, and first, the ink is dripped in the manner described below. a recess surrounded by a light-shielding partition. Further, the color filter A of the present invention is obtained by the following method. The nozzle has 318 -147 - 200829965 nozzles with a nozzle density of 150 nozzles per 25.4 mm, and is fixed by disposing the two nozzles in the direction of the nozzle row by 1 / 2, so that the nozzles can be arranged on the substrate. Drip 300 drops every 2 5.4 mm in the direction. The nozzle and the ink are controlled by the warm water circulation in the nozzle to control the temperature in the vicinity of the discharge portion to become 50 ± 0.5 °C.

The discharge of the ink from the head is controlled by the piezoelectric driving signal given to the head, and each drop can be discharged 6 to 42 pi, and in the present embodiment, when the glass substrate is transported 1 mm below the head, simultaneously The nozzle is dripping. The transport speed can be set in the range of 50 to 200 mm/s. In addition, the piezoelectric drive frequency is up to 4.6 KHz, and the amount of drip can be controlled by these settings. The transfer speed and the drive frequency are controlled such that the R, G, and B pigment coating amounts are 1.1, 1.8, and 0.75 g/m2, respectively, so as to correspond to R, G, and The concave portion of B drops the ink of R, G, and B. The dripped ink is transferred to the exposure section and then exposed to ultraviolet light emitting diodes (UV-LEDs). UV-LED is NCCU033 manufactured by Nichia Corporation. This LED is capable of outputting ultraviolet light at a wavelength of 365 nm from a wafer and, when energized to a current of approximately 500 mA, emits approximately 1 〇〇 mW of light from the wafer. By arranging them in a plurality of intervals of 7 mm, a power of 0.3 W/cm 2 can be obtained on the surface. The time from exposure to exposure and the exposure time can be changed by the transport speed of the medium and the distance between the head and the direction in which the LEDs are transported. After the shot, it is dried at 100 ° C for 10 minutes, and then exposed to 200829965. According to the distance and the setting of the transport speed, the exposure energy on the medium can be between 至·〇1 to 15 J/cm2. Adjustment. Here, the exposure energy is adjusted at the transport speed. The exposure power and the exposure energy were measured using a spectroradiometer URS-40D manufactured by USHIO INC, and integrated using a wavelength between 22 0 nm and 400 nm. value.

The dripped glass substrate was baked in an oven at 30 ° C for 30 minutes to completely cure the light-blocking partition walls and the respective pixels at the same time. (Formation of ITO electrode) The glass substrate on which the color filter was formed was placed in a sputtering apparatus, and full vacuum evaporation was performed at 1 ° C to form ITO (indium tin oxide) having a thickness of 1,300 A. ). Then, annealing was carried out at 240 ° C for 90 minutes to crystallize the ITO. Thereby, an ITO transparent electrode was formed and used as the color filter A. The color filters B to G are manufactured in exactly the same manner as the color filter A except that the R 1 ink used in the color filter A is changed to R2 to 7. The comparison of the red pixels of the color filter of the present invention obtained as described above was measured by the measurement method described below. The results are shown in Table 3 〇 [Measurement method of comparison (ratio)] The backlight unit is used in a cold cathode tube light source (used in a liquid crystal TV LC-22 GD3 manufactured by SHARP) to provide a diffusion plate. Two polarizing plates (a polarizing plate POLAX-149-200829965 1 5 N manufactured by Lueco CO·, LTD.) are provided with a color furnace sheet' and the polarizing plate is set to be flat nichol (parallel Nichol) The contrast of the chromaticity of the passing light is divided by the Y 値 of the chromaticity of the light that is passed through the crossed Nichol. The chromaticity was measured using a color luminance meter (BM-5 A manufactured by Topcon Techno House Corporation).

The two polarizing plates, the color filter, and the color brightness meter are disposed at a position behind the backlight to set a polarizing plate and a test sample, and the transmitted light is passed through a polarizing plate disposed before the color brightness meter to be set. The color luminance meter at the position of 500 mm was measured. The measurement angle of the color luminance meter is set at 2°. The amount of backlight light is set to maximum. The comparison of the red pixels alone was performed by using a small cold cathode tube light source by a backlight unit, and using a microscopic spectrometry system TFCAM-7000 (trade name) manufactured by Lambda Vision Inc. to measure about 60 / The area of /m is only implemented by detecting the light of the red pixel in the color filter. The calculation of the comparison is carried out in the same manner as described above. [Light resistance test method] After immersing the measured color filter as described above in a 1% hydrogen fluoride solution for 1 minute to remove the glass substrate, TFCAM-7000 manufactured by Lambda Vision Inc. was used for 100 R The pixels were measured for their transmission absorption spectra in a random manner and averaged. The measured color filter is exposed by calendering on one side of the glass substrate, and after exposure, is also subjected to transmission absorption spectroscopy in the same manner as before exposure -150-200829965, and according to before and after exposure The ratio of the peak areas of the respective pigments obtained from the absorption spectrum was calculated to calculate the residual ratio of the pigment. If the pigment is used in two or more types, the waveform separation is carried out by calculation based on a known absorption spectrum, whereby the residual ratio of the individual pigments is calculated.

The exposure was performed using a Merry-go-round type polar color tester manufactured by Eagle Engineering Aerospace Company, and the light of the near-infrared light was cut by a hot wire absorption filter (HA50) at 1 million lux. Under the conditions of 150 hours. As shown in Table 3, the color filters (A to C) of the present invention are those having a contrast ratio of 5,000 or more and a pigment residual ratio after calender irradiation of 60 to 95%, that is, achievable Make both high contrast and lightfastness coexist. Table 3 Comparison of pigment dispersion composition R inkjet ink color filter color filter Residual ratio after calendering AR ink 1 A 9,800 85 BR ink 2 B 14,000 69 CR ink 3 C 7,500 91 DR Ink 4 D 3,500 99 EE 2,600 97 FR Ink 6 F 5,500 89 GR Ink 7 G 7,000 48 [Example 2 ·Comparative Example 2] (Production of Liquid Crystal Display Device) Using Example 1 - Comparative Example 1 A color filter is manufactured to manufacture a liquid crystal display device to evaluate display characteristics. (Formation of a spacer) The spacer is in the same manner as the spacer formation method disclosed in [Example 1] of Japanese Laid-Open Patent Publication No. 2004-240335-151-200829965, by The prepared ιτο transparent electrode is formed. (Formation of protrusions for liquid crystal alignment control) A liquid crystal alignment control protrusion is formed on an ITO transparent electrode on which a spacer as described above is formed by using a coating liquid for a positive photosensitive resin layer as described below. However, the exposure, development, and baking steps are based on the following methods.

The proximity type exposure machine (manufactured by Hitachi High-Tech Electronics Co., Ltd.) is configured such that a specific photomask is located at a distance of 100 // m from the surface of the photosensitive resin layer, and an ultrahigh pressure mercury lamp is used at 150 mJ/cm 2 . Irradiation energy is transmitted through the reticle to perform proximity exposure. Next, a 2.38% aqueous solution of tetramethylammonium hydroxide is sprayed on the substrate at 3 3 ° C by using a shower-type developing device. φ development is performed in 0 seconds. In this way, an unnecessary portion (exposed portion) of the photosensitive resin layer is removed by development. By this, a substrate for a liquid crystal display device in which a liquid crystal alignment control projection having a photosensitive resin layer having a desired shape is formed can be obtained on the color filter side substrate. Then, the liquid crystal display device substrate on which the liquid crystal alignment control projections are formed is baked at 23 ° C for 30 minutes, whereby the cured liquid crystal alignment control projections can be formed on the liquid crystal display device substrate. <Formulation of Coating Solution for Positive Photosensitive Resin Layer> -152- 200829965 • Positive Photoresist (FH-2413F, manufactured by FUJIFILM Electronic Materials Co., Ltd.) : 53 ·3 parts by mass • Methyl ethyl ketone: 46.7 parts by mass • Megafac F-780F (manufactured by Dainippon Ink Chemical Industry Co., Ltd.): 0.04 parts by mass

(Manufacturing of Liquid Crystal Display Device) On the substrate for a liquid crystal display device obtained thereby, an alignment film made of polyimine was further provided. Then, the MVA (Multi-Domain Split Vertical Alignment) mode is dropped by printing the sealant of the epoxy resin at a position corresponding to the outer frame of the black matrix set in such a manner as to surround the pixel group of the color filter of the package 1 After bonding the liquid crystal to the counter substrate, the bonded substrate is subjected to heat treatment to cure the sealant. A polarizing plate HLC 2-2518 manufactured by Sanritz Corporation was attached to both sides of the liquid crystal cell obtained thereby. Next, a backlight having a three-wavelength cold cathode tube light source (FWL18EX-N (trade name), manufactured by Toshiba Lighting &amp; Technology Corporation) is disposed, and is disposed in the polarizing plate. The back side of the liquid crystal cell. Thereby, the liquid crystal display device A° can be obtained, except that the color filter A used for manufacturing the liquid crystal display device A is changed to the color filters B to G, respectively, and the rest is identical to the liquid crystal display device A. Way to manufacture liquid crystal display device B to G° <Evaluation of liquid crystal display device> -153- 200829965 - 1. Evaluation of residual image failure - As for the liquid crystal display device produced, by the invention patent in Japan 2000 The method of seeking the optimum sharing voltage for the minimum flicker as shown in Fig. 4B of the '275645, and measuring the residual DC voltage generated in the liquid crystal cell, is used as an indicator of residual image failure.

In addition, the residual image failure is measured and used to indicate that the smaller the residual DC voltage is, the more it can be suppressed. Here, if the residual DC voltage is lower than 80 mV, it is regarded as "no residual image will occur"; if it is less than 1 〇〇m V, it is regarded as "a slight residual image will occur"; When the residual DC voltage is 1 〇〇m V or more, it is regarded as "residual image will occur" and evaluated. The results are shown in Table 4. - 2. Evaluation of the characteristic characteristics - The display characteristics of each liquid crystal display device obtained are (i) the concentration of black, (2) the resolution of red, and (3) the presence or absence of red when displaying a single color. The assessment of the non-uniformity is assessed by the participants of the public discussion session. The average of 10 people assessed according to the following rating criteria is shown in Table 4. As is apparent from Table 4, the liquid crystal display devices A to C of the present invention are both capable of having both light resistance and high contrast, and can also improve the display characteristics when used as a display panel, and are comparable to those of Comparative Examples D to G. In comparison, the system can show the superior performance of overwhelming superiority. (1) Black concentration 5: Black concentration is excellent; 4: Black concentration is no problem (good); -154- 200829965 3: Black is slightly gray (normal); 2: Black looks gray (slightly not Good); 1 : The reproducibility of black is bad (very bad). (2) Red resolution 5: Excellent red resolution; 4: Red resolution is no problem (good); 3: Red resolution is slightly unsatisfactory (general)

2 : The red image is unsatisfactory (slightly bad) 1 : The red color reproduction is bad (very bad). (3) Red color unevenness 5: Red unevenness is completely invisible; 4: Red unevenness is not problematic (good); 3: A little red unevenness (normal); 2 : The unevenness of red can be clearly recognized (slightly bad); 1 : The unevenness of red can be noticeably observed (very bad). Table 4 Pigment Dispersion Composition Inkjet Ink Liquid Crystal Display Device Residual Image Black Concentration Red Solution Red Inhomogeneity AR Ink 1 A No 4.8 5.0 5.0 BR Ink 2 B 5.0 4.8 4.7 CR Ink 3 C Μ 4.6 4.8 5.0 DR ink 4 D ώΐί Μ 3.2 2.2 4.4 ER ink 5 E 4rrp Μ 2.7 1.9 3.2 FR ink 6 F slightly 3.1 2.5 1.9 GR ink 7 G 4.5 3.5 2.1 [Example 3 · Comparative Example 3 The pigment dispersion composition A as described above and other components were mixed to have the composition shown in the following Table 5-1 to prepare a coloring photosensitive resin composition A for a color filter. -155- 200829965 Table 5-1 Component Content (Parts by mass) Pigment Dispersion Composition A 44.5 Propylene Glycol Monomethyl Ether Ether 7.6 Methyl Ethyl Ketone 37 Adhesive Agent 11 0.7 DPHA Solution 3.8 2-Trichloromethyl-( P- Styrylstyryl-1,3,4-oxadiazole 0.12 Polymerization Initiator A 0.05 Morphine I® Ploughing 0.01 Surfactant 2 0.06 <Adhesive Agent 1 1>

• Polymer (benzyl methacrylate / methacrylic acid / methyl methacrylate = 3 8 / 2 5 / 3 7 molar ratio of random copolymer, molecular weight 27 parts by mass ^ 曰 / eight &quot; Shell weight 1 knives, 76 parts by mass 24 parts by mass 30 parts by mass 7 〇 parts by weight 40,000) • Propylene glycol propylene glycol monomethyl ether ester <DPHA liquid> Dipentaerythritol hexaacrylate (containing 500 ppm polymerization) Inhibitor MEHQ, manufactured by Nippon Kayaku Co., Ltd., trade name: KAYARAD DPHA) • Propylene glycol monomethyl ether acetate <surfactant 2> • Compound 1 as shown below • Methyl ethyl ketone 200829965 Compound 1 one ( CH2 - ?H)4〇—一(CH2&quot;CH)x—(CH2—CH); — o=co=co=c

OCH2CH2CnF2n+1 0(PO)7H 〇(EO)7H (n = 6, x = 55, y = 5,

Mw = 33940, Mw / Mn = 2.55 PO: propylene oxide, EO: ethylene oxide)

In addition to the pigment dispersion composition A being replaced by using the pigment dispersion compositions B to G, respectively, the coloring photosensitive resin composition B for color filters is separately prepared in the same manner as described above. Production of a filter (by a slit-shaped nozzle coating method) (Formation of a black (K) image) The alkali-free glass substrate is washed with a UV cleaning device, and then washed with a brush using a detergent. Clean, then perform ultrasonic cleaning with ultrapure water. The substrate was heat-treated at 120 ° C for 3 minutes to stabilize the surface state. The substrate was cooled and the temperature was controlled at 23 ° C. In addition to replacing the surfactant 1 with the surfactant 2 and the binder 1 with the binder 2, a coating machine for a glass substrate equipped with a slit nozzle was used. (manufactured by FAS Japan Corp., trade name: ΜΗ-1600) The colored photosensitive resin composition Κ 1 having the composition shown in Table 1 as described above was applied. Then, a part of the solvent was dried using a VCD (Vacuum Drying Apparatus, manufactured by Tokyo Ohka Co., Ltd.) for 30 seconds, thereby eliminating the fluidity of the coating layer. . Then, at 1 2 (TC pre-baking lasts 3 minutes, whereby a film thickness of 2.4 // m can be obtained -157-200829965

Resin layer κ 1. The coloring photosensitive resin composition Κ1 is obtained by first weighing κ pigment dispersion 1, propylene glycol 〜methyl group, and then mixing at a temperature of 24 ° C (d: 2 ° C) according to the following, and at 〖5 It lasted 1 minute. Then, weigh the methyl ethyl ketone, the binder 2 methyl ether, the D Ρ Η A solution, the polymerization initiator A, and the surfactant at a temperature of 25 ° C (soil 2), and then add them in this order, and then ] Soil 2 ° C), stirred at 150 rpm for 30 minutes. Method: Ether ester, then rpm stirring 'hydrogen brewing a 1, and at t 4 0 ° C (<K pigment dispersion 1 &gt; • CARBON BLACK (carbon black) (trade name)

:Nipex 35, manufactured by Degussa Japan Co., Ltd.) Dispersant (Compound 2 J shown below) Polymer (Benzyl methacrylate/methacrylic acid = 72/2 8 Mobi ratio) Polymer, molecular weight is 30,000,000) propylene glycol monomethyl ether acetate mass parts by mass parts by mass Η

N(C2H5)2

n(g2h5)2

Compound 2J -158- 200829965 <Adhesive 2> • Polymer (benzyl methacrylate/methacrylic acid = 7 8/22 molar ratio of random copolymer, molecular weight of 38,000) 27 parts by mass • 73 parts by mass of propylene glycol monomethyl ether acetate, followed by a proximity type exposure machine equipped with an ultra-high pressure mercury lamp (Hitachi

High-Tech Electronics Engineering Co., Ltd.), setting the distance between the exposure mask surface and the photosensitive resin layer to 200 in a state where the substrate and the mask (the quartz exposure mask having the image pattern) are erected vertically. // m, and pattern exposure is performed at an exposure of 300 mJ/cm2. Next, pure water is sprayed with a shower nozzle to uniformly wet the surface of the photosensitive resin layer K1, and then a KOH-based developer (a developer containing KOH and a nonionic surfactant (trade name··CDK-) is used. 1, Fuji Photo Film Electronic Materials Co., Ltd.) diluted to 1 〇〇 solution) sprayed at 23 ° C for 80 seconds, and the flat nozzle pressure is 〇 · 〇 4 MPa Thereby, a patterned image can be obtained. Then, ultra-pure water was sprayed at a pressure of 9.8 MPa using an ultra-high pressure washing nozzle to remove the residue, whereby a black (K) image K was obtained. Next, heat treatment was carried out at 220 ° C for 30 minutes. [Formation of Red (R) Alizarin] On the substrate on which the image K as described above is formed, a heat-treated pixel R is obtained by using the colored photosensitive resin composition A as described above, and It is formed in the same steps as the formation of the black (K) image as described above. The film thickness of the photosensitive resin layer R1 and the coating amount of the pigment are as shown in the following -159 - 200829965. Further, the order of preparation of the colored photosensitive resin composition A is the same as that of the colored photosensitive resin composition κ 1 . Photosensitive resin film thickness (# π Ο 1.60 Pigment coating amount (g/m2) 1.00 C.I.P.R. 254 Coating amount (g / m2 ) 0.80 [Formation of green (G) pixels]

On the substrate on which the image κ and the pixel R as described above are formed, a heat-treated pixel G is a colored photosensitive resin composition G 1 which is constituted by using the composition shown in the following Table 5.4. And formed by the same steps as the formation of the black (K) image as described above. The film thickness of the photosensitive resin layer G1 and the amount of the pigment applied are as follows. Further, the order of preparation of the colored photosensitive resin composition G 1 is the same as that of the colored photosensitive resin composition K1. Photosensitive resin film thickness (μ m ) 1.60 Pigment coating amount (g/m2) 1.92 CIPG 36 Coating amount (g/m2) 1.34 C . I. P . Y . 1 50 Coating amount (g/m2 0.58 Table 5-4 Component Content (parts by mass) G Pigment Dispersion 1 (CIPG36) 28 Y Pigment Dispersion 1 (CIPY150) 15 Propylene Glycol Monomethyl Ether Ether 29 Methyl Ethyl Ketone 26 ~-Cyclohexanone 1.3 Adhesive 2 Ϊ 3 ' DPHA liquid 3.5 2-dichloromethyl-(p-styryl phenylethyl) · 1,3,4- 二 二 哇 0.12 Polymerization initiator A — 005^' morphine 0.01 &quot; Surfactant 2 0.07 -160- 200829965 <G pigment dispersion i> "Product name: GT-2" manufactured by Fuji Photo Film Electronic Materials Co., Ltd. <Y pigment dispersion 1> "Product name: CFYellow-EX3393" manufactured by Mikuni Color Ltd. [Formation of blue (B) pixels] On a substrate φ which forms the image K, pixel R and pixel G as described above, 'a heat-treated pixel B is used by using the following Table 5 - The colored photosensitive resin composition B1 composed of the composition shown in Fig. 5 was formed in the same manner as the formation of the black (K) image as described above to obtain the intended color filter AA. The film thickness of the photosensitive resin layer B 1 and the amount of the pigment applied are as follows. Further, the coloring photosensitive resin composition G 1 is modulated in the same order as the colored photosensitive resin composition K 1 .

Photosensitive resin film thickness (// m ) 1.60 Pigment coating amount (g/m2) 0.75 CIPB 15: :6 coating amount (g/m2) 0.705 CIPV 23 Coating amount (g/m2) 0.045 Table 5-5 Component Content (parts by mass) B Pigment Dispersion 1 (CIPB15:6) 8.6 B Pigment Dispersion 2 (CIPB 15:6 + CIPV 23 ) 15.0 Propylene Glycol Monomethyl Ether Ether 28 Methyl Ethyl Ketone 26 Adhesive 3 17.2 DPHA solution 4.0 2-trichloromethyl-(p-styrylstyryl)-1,3,4-oxadiazole 0.17 morphine trap 0.02 surfactant 2 0.06 -161- 200829965 <B pigment dispersion 1> "Product name: CF Blue-EX3 3 5 7" manufactured by Yuki Co., Ltd. <B Pigment Dispersion 2> "Product Name: 〇?611^-EX3 3 8 3 j Manufactured by Yuki Pigment Co., Ltd. <Adhesive 3>

Polymer (benzyl methacrylate / methacrylic acid / methyl methacrylate = 36/22 / 42 molar ratio of random copolymer, molecular weight of 38,000) 2 7 parts by mass • Propylene glycol acetate Monomethyl ether ester 7 3 parts by mass

In the method of producing the color filter AA, except that the colored photosensitive resin composition A is substituted, and the colored photosensitive resin compositions B to G are used, the color filters AB to AG are produced in the same manner.

The contrast and light resistance were measured for each color filter in the same manner as in Example 1 and Comparative Example 1. As a result, the color filters (AA to AC) of the present invention belong to the range of 5,000 or more and the pigment residual ratio after the irradiation of calendering is in the range of 60 to 95%, and the comparative example (AD to In comparison with AG), it is possible to coexist with both high contrast and light resistance [Example 4·Comparative Example 4] [Manufacturing and evaluation of liquid crystal display device] -162 - 200829965 Using color filters AA to AG A liquid crystal display device was fabricated and evaluated for display characteristics. (Formation of ITO electrode) The glass substrate on which the color filter was formed was placed in a sputtering apparatus, and subjected to full vacuum evaporation at 100 ° C to form ITO (indium tin oxide) having a thickness of 1,300 A. Then, a cold treatment was performed at 240 ° C for 90 minutes to crystallize the ITO. Thereby, an ITO transparent electrode was formed.

(Formation of a spacer) In the same manner as the spacer formation method disclosed in [Example 1] of Japanese Patent Laid-Open Publication No. 2004-2403 35, by the above A spacer is formed on the ITO transparent electrode. (Formation of protrusions for liquid crystal alignment control) A liquid crystal alignment control protrusion is formed on an ITO transparent electrode on which a spacer as described above is formed by using a coating liquid for a positive photosensitive resin layer as described below. However, the exposure, development, and baking steps were carried out in accordance with the following methods. The proximity type exposure machine (manufactured by Hitachi High-Tech Electronics Co., Ltd.) is configured such that a specific photomask is located at a distance of 100 // m from the surface of the photosensitive resin layer, and an ultrahigh pressure mercury lamp is used at 150 mJ/cm 2 . The illuminating energy is transmitted through the reticle to perform the proximity exposure. Next, development was carried out by spraying a 2.38% aqueous solution of tetramethylammonium hydroxide on the substrate at 30 ° C for 30 seconds using a shower type developing device. In this way, an unnecessary portion of the photosensitive resin layer (exposed portion -163 to 200829965) is removed by development. By this, a liquid crystal display device substrate on which a liquid crystal alignment control protrusion having a photosensitive resin layer having a desired shape is formed can be obtained on the color filter side substrate. Then, the substrate for a liquid crystal display device on which the projection for liquid crystal alignment is formed is baked at 30 ° C for 30 minutes, thereby forming a liquid crystal alignment control for curing on a substrate for a liquid crystal display device. Protrusion. <Formulation of Coating Solution for Positive Photosensitive Resin Layer>

• Positive photoresist (Fuji Photo Film Electronic Materials)

FH-2413F manufactured by Co., Ltd. ··· 5 3 · 3 parts by mass • Methyl ethyl ketone: 46.7 parts by mass • Megafac F-7 8 0F (Manufactured by Dainippon Ink Chemical Industry Co., Ltd.): 〇.〇 4 parts by mass (manufacture of a liquid crystal display device) On the substrate for a liquid crystal display device obtained thereby, an alignment film made of polyimide is further provided. Then, the MVA (Multi-domain division vertical alignment) mode liquid crystal is dropped by printing the sealant of the epoxy resin at a position corresponding to the outer frame of the black matrix provided so as to surround the pixel group surrounding the color filter. After bonding to the opposite substrate, the bonded substrate is subjected to heat treatment to harden the sealant. A polarizing plate HLC2-25 1 8 manufactured by Sanritz Corporation was attached to both sides of the liquid crystal cell obtained thereby. Next, a backlight having a three-wavelength cold cathode tube light source (FWL18EX-N (trade name), manufactured by Toshiba Lighting Technology Co., Ltd.) is constructed, and is disposed on the back of the liquid crystal cell on which the polarizing plate of the -164 - 200829965 has been disposed. side. Thereby, a liquid crystal display device can be obtained. For the liquid crystal display devices AA to AG, evaluation of display characteristics was performed in the same manner as in Example 2 and Comparative Example 2. As a result, it was confirmed that the liquid crystal display device using the color filters AA to AC of the present invention can exhibit a superior black density with respect to the liquid crystal display device using the color filters AD to AG of the comparative example. And red resolution, and no display characteristics such as unevenness.

[Example 5: Comparative Example 5] (Production of Color Filter (Production Using Multilayer Photosensitive Resin Transfer Material)) The photosensitive resin transfer material K1 was prepared in the same manner as in Example 1 and Comparative Example 1. To form a black (K) image. Further, the colored photosensitive resin compositions R 1 〇1, G 1 0 1 , and B 1 0 1 which are composed of the compositions shown in the following Tables 5-6 to 5-8 are prepared to produce various colors. Picture. Table 5-6 <Coloring photosensitive resin composition Ri〇l> Composition content (parts by mass) Pigment dispersion composition A 40.0 R Pigment dispersion 2 (CIPR177) 4.5 Propylene glycol propylene glycol monomethyl ether ester 7.6 Methyl ethyl ketone 37 Adhesive 1 0.8 DPHA liquid 4.4 2-trichloromethyl-(p-styrylstyryl)-1,3,4·oxadiazole 0.14 Polymerization initiator A 0.06 morphine trap 0.01 Additive 1 0.52 Interfacial activity Agent 2 0.06 - 165- 200829965 Table 5-7 <Coloring photosensitive resin composition G1 01> Component content (parts by mass) G pigment dispersion 1 (CIPG36) 28 Y pigment dispersion 1 CCIPY150) 15 Propylene glycol monomethyl acetate Ether ester 29 methyl ethyl ketone 26 cyclohexanone 1.3 binder 2 3.0 DPHA liquid 4.3 2-trichloromethyl-(p-styrylstyryl)-1,3,4-oxadiazole 0.15 polymerization initiation Agent A 0.06 morphine trap 0.01 Surfactant 2 0.07 Table 5 - 8 <Coloring photosensitive resin composition B 1 0 1> Composition (parts by mass) B Pigment Dispersion 1 (CIPB 15:6) 8.6 B Pigment Dispersion 2 ( CIPB 15:6 + CEPV 23 ) 15.0 Propylene glycol monomethyl ether acetate 28 methyl ethyl ketone 26 Coalescent 3 18.5 DPHA solution 4.3 2-trichloromethyl-- (p - styrylstyryl) -1,3,4-oxadiazole 0.17 fathoms coffee thiazol coax surfactant 2 0.02 0.06 <1 Additives>

Phosphate ester-based special active agent (manufactured by Kusumoto Chemicals, Ltd., trade name: HIPLAADED152). [Red (Formation of IO pixels) The photosensitive resin transfer material R 1 0 1 ' as described above is used and the same steps as in the photosensitive resin transfer material K 1 described above are used. The heat-treated red (R) pixel R. However, the exposure amount was 40 mJ/cm2, and the development using the sodium carbonate-based developing solution was 35 ° C for 3 seconds. -166 - 200829965 Photosensitive resin layer The film thickness of R1 〇1 and the coating amount of the pigment (CIPR· 2 54 and IPR 177) are as follows. Photosensitive resin film thickness (V η 〇 2.00 pigment coating amount (g/m 2 ) 1.00 CIPR 254 coating Amount ( g/m2 ) 0.80 CIPR 177 Coating amount ( g/m2) 0.20

The substrate on which the image Κ and the pixel R are formed is again washed with a brush as described above and washed with pure water spray, and transferred to the substrate preheated without using the sartane coupling solution. Device. [Formation of green (G) pixel] The photosensitive resin transfer material G 1 0 1 as described above was used, and the same procedure as the photosensitive resin transfer material R 1 〇1 described above was used. This produced a heat-treated green (G) pixel G. However, the exposure amount was 4 〇 m J / c m 2. The developing shell using the sodium carbonate-based developing solution was 3 4 ° C for 4 seconds. The film thickness of the photosensitive resin layer G101 and the coating amount of the pigment (c.i.p.G. 36 and C.I.P.Y.150) are as follows. Photosensitive resin film thickness (# m ). 2. 00 Pigment coating amount (g/m2) 1 · 92 CIPG 36 Coating amount (g/m2) 1 · 34 CIPY 150 Coating amount (g/m2) 0. 58. The substrate on which the image κ, the pixel R, and the halogen G are formed is washed with a brush as described above, and washed with pure water spray, and transferred without using the chopping coupling liquid. To the substrate preheating device. [Formation of Blue (B) Element] -167- 200829965 The photosensitive resin transfer material B丨〇1 as described above is used, and the same steps as the photosensitive resin transfer material R1 01 as described above are used. In order to obtain a heat-treated Β (Β) Β Β. However, the exposure amount was 3 〇 mJ/cm 2 , and the developing shell using the sodium carbonate-based developing solution was 3 6 ° C for 40 seconds. The film thickness of the photosensitive resin layer Β 101 and the coating amount of the pigment (c · ; [ · p . B · i 5 : 6 and C.I. P. V. 23) are as follows. Photosensitive resin film thickness (M m) 2 〇〇

Pigment coating amount (g/m2) 〇75 CIPB· 15:6 Coating amount (g/m2) 〇7〇5 CIPV 23 Coating amount (g/m2) 〇〇45 The formed pixel R, painting The substrate of the element G, the pixel, and the image K was baked at 240 ° C for 50 minutes, thereby producing a color filter A1. In the method of producing the color filter A 1 as described above, the pigment dispersion composition A is changed to the pigment dispersion compositions B to G, respectively, to produce the color filters Β 1 to G 1 . The color filter A1 to G1 prepared and the light resistance were measured in the same manner as in the third embodiment and the comparative example 3, and the color filter of the present invention was found to have a comparison of 5,000 or more. The pigment residual ratio after irradiation of calendering is in the range of 60 to 95%, and the contrast is extremely high and has excellent light resistance. [Example 6 and Comparative Example 6] [Manufacturing and Evaluation of Liquid Crystal Display Device] Using the color filters A1 to G1, a liquid crystal display device was produced by the same method as in Example 2 - Comparative Example -168-200829965 2 Display the evaluation of the characteristics. As a result, it was confirmed that the liquid crystal display device using the color filters A1 to C1 of the present invention can exhibit superior black color as compared with the liquid crystal display device using the color filters D1 to G1 of the comparative example. The concentration and the resolution of the red 'have no good display characteristics such as unevenness of display. [Example 7 · Comparative Example 7] [Comparative Example]

[Manufacture of CCD device] (Production of pigment dispersion liquid for CCD) The pigment dispersion liquid (1) green G, (2) blue was produced by using the pigment dispersion composition F as described above in the formulation shown below. Color B, (3) Red R.

Pigment Dispersion (1 ) • CIPG 36 • CIPG, 7 • PLAAD ED15 1 (manufactured by Nanben Chemical Co., Ltd.) • Benzyl methacrylate/methacrylic acid copolymer (copolymerized molar ratio 70:30, Weight average molecular weight is 30,000) • Propylene glycol propylene glycol monomethyl ether ester 95 parts by mass 3 〇 parts by mass 4 5 parts by mass 20 parts by mass 25 parts by weight 625 parts by mass - 169 - 200829965 Pigment dispersion (2 ) 1 2 5 mass 2 parts by mass, 40 parts by mass, 25 parts by mass, 790 parts by mass • CIPB 15:6 • CIPV 23 • PLAAD ED151 (manufactured by Nanben Chemical Co., Ltd.) • Benzyl methacrylate/methacrylic acid

Polymer (copolymerized molar ratio 70:30, weight average molecular weight 30,000) • Propylene glycol propylene glycol monomethyl ether ester dispersion (3)

• Pigment Dispersion Composition F • Dispersant C -1 6 of the present invention • Benzyl methacrylate/methacrylic acid copolymer (copolymerized molar ratio of 70:30, weight average molecular weight of 3 10,000) propylene glycol monomethyl ether acetate (preparation of a colored resin composition) 600 parts of 40 parts of 25 parts by mass of 345 parts by mass each of 200 parts by mass of each color pigment dispersion liquid obtained as described above Each of the compositions shown below was uniformly kneaded by a stirrer to prepare a colored resin composition for a color filter for each color. -170- 200829965 <Composition>

• Benzyl acrylate/methacrylic acid copolymer (copolymerized molar ratio = 70/30, weight average molecular weight of 30,000) • Dipentaerythritol pentaacrylate • Propylene glycol monomethyl ether acetate • 3 -Ethyl ethoxypropionate • Halogenated methyl trinitrogen based initiator (photopolymerization initiator; product name TAZ107, manufactured by Midori Kagaku Co., Ltd.) (Color filter) And Manufacture of CCD device) 3 5 parts by mass of 3 8 parts by mass of 120 parts by mass of 40 parts by mass of 4 parts by mass The composition shown below was mixed with a stirrer to prepare a photoresist for planarizing film.

<Composition> • Benzyl acrylate/methacrylic acid copolymer (copolymerized molar ratio = 70/30, weight average molecular weight: 30,000) • Dipentaerythritol pentaacrylate • Propylene glycol monomethyl ether acetate • Ethyl 3-ethoxypropionate • Halogenated methyl trinitrogen based initiator (photopolymerization initiator; product name TAZ1 07, manufactured by Midori Chemical Co., Ltd.) 1 6 5 parts by mass 6 5 parts by mass 1 3 8 parts by mass of 1 2 3 parts by mass of 3 parts by mass - 171 - 200829965 The resulting photoresist for planarization was uniformly applied by spin coating on a 6-inch ruthenium wafer on which a photodiode was formed. In addition, the rotary coating adjusts the number of coating rotations so that after coating, the surface temperature of the coating film is heated at 1000 ° C for 120 seconds using a hot plate. After that, the film thickness can be made to about 1.5.

Then, it was placed in an oven at 220 ° C for 1 hour to harden the coating film, thereby forming a planarizing film by covering the surface of the photodiode formed on the tantalum wafer in the same manner. Next, for each color, in the order of G, R, and B, 100 parts by mass of the colored resin composition for a color filter is applied to the flattening film with respect to the photoresist solution for planarizing film described above, And drying (prebaking), pattern exposure, alkali development, washing, and hardening drying (prebaking) are applied to form a colored resin film to produce a color filter on a wafer with a photodiode. In addition, the pattern exposure is separated by a 2//m mask pattern, and an i-ray stepper (trade name: FPA-3 000i5+, manufactured by CANON, INC.) is used at 500 mJ/ Cm2 to implement. In addition, for the alkali development, a 40% by mass aqueous solution of an organic alkaline developing solution (trade name: CD-20 00, manufactured by Fuji Photo Film Electronic Materials Co., Ltd.) was used, and after immersion development for 60 seconds at room temperature, rotation was used. The spray was applied with pure water for 20 seconds and then washed with pure water. Thereafter, the water droplets were blown off by high-temperature air, and then the substrate was naturally dried to obtain a pattern, and post-baking treatment was carried out on a hot plate at a surface temperature of 200 ° C for 5 minutes. -172- 200829965 A CCD device manufactured as described above is disposed on a digital camera, and an image of a gray scale-attached color chart manufactured by KODAK under the same light source is observed on a monitor. As a result, an image sway or a red color unevenness was observed.

The C CD device manufactured in the same manner is disposed in a digital camera, and the same evaluation is performed, except that the pigment dispersion composition F is replaced with the pigment dispersion composition F as described above. An image with less sway and even smoothness. Further, even if the pigment dispersion compositions B and C' were changed, it was confirmed that an image having less sway was obtained.

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Claims (1)

200829965 X. Patent application scope: 1 · A color filter characterized by having a pigment residual ratio of 60 to 95% after 150 hours of exposure to light of 100,000 lux in air. The dispersion of the organic pigment fine particles is formed, and the contrast before the irradiation of the calender is 5,000 or more. 2. The color filter of claim 1, wherein the organic pigment particles are composed of a red pigment. 3. A color filter according to claim 1 or 2, wherein the pigment residual ratio is 75 to 90%. The color filter according to any one of claims 1 to 3, wherein the contrast before the irradiation of the light is 10 or more. 5. A color filter according to any one of claims 1 to 4, wherein the contrast of the red pixels of the color filter before the illuminating is 1 〇, 〇 以上 0 or more. A liquid crystal display device characterized by arranging a color filter according to any one of claims 1 to 5. 7. The liquid crystal display device of claim 6, wherein the liquid crystal display device is in a VA mode. A CCD device characterized by arranging a color filter according to any one of claims 1 to 5. -174- 200829965 VII. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the symbol of the representative figure: 8. If there is a chemical formula in this case, please reveal the chemical formula that best shows the characteristics of the invention.