TW201214030A - Red-coloring composition for color filter and color filter - Google Patents

Abstract

The red-coloring composition for the color filter of the present invention comprises a colorant and a resin binder. The colorant comprises a xanthene acid dye, a halogenated product of a compound containing a cation radical, and a red pigment.

Description

201214030 VI. Description of the Invention: [Technical Field] [0001] The present invention relates to a color filter used for manufacturing a color filter for a color liquid crystal display device, a color image sensor device, or the like, which is colored with red A composition, and a color filter having a filter segment formed using the same. Here, the red coloring composition can be applied to a color filter for red or magenta. [0002] 彳 [Previous 彳 】] The liquid crystal display device controls the degree of polarization of light passing through the first polarizing plate by the liquid crystal layer sandwiched by the two polarizing plates, and controls the passing of the second polarizing plate. A display device that displays light amount, and the mainstream thereof uses a type of twisted nematic (TN) liquid crystal. The liquid crystal display device can perform color display by providing a color filter between two polarizing plates. Therefore, the application of liquid crystal display devices to television or personal computer monitor applications is increasingly advanced. 100113570 Other representative liquid crystal display devices are displayed by: providing a pair of electrodes on one substrate and applying a plane of electrolysis to the parallel direction of the substrate. Switching (IPS) mode; vertical alignment (VA) mode in which the nematic liquid crystal having negative dielectric anisotropy is vertically aligned; or optically compensating the optical axes of the uniaxial retardation film to be orthogonal to each other Optical compensation bending (OCB) method, etc.; each method has been put into practical use. Generally, a color filter is formed on a surface of a transparent substrate such as glass, and a red filter layer (R), a green filter layer (G), and a blue filter layer (B) are arranged in parallel or in a crosswise manner. The fine-strip (striped) filter segments (pixels) are composed of fine filter segments arranged in a vertical and horizontal arrangement. The filter segments are from a few micrometers to hundreds of micrometers, and the form number A0101 page 3/108 pages 1003215110-0 201214030 is fine, and is arranged neatly in a specific arrangement for each color phase. For use in a color filter of a color liquid crystal display device, a transparent electrode for driving a liquid crystal is generally formed by evaporation or sputtering, and an alignment film for aligning the liquid crystal in a certain direction is formed thereon. In order to sufficiently obtain the properties of the transparent electrode and the alignment film, the formation step is generally carried out at a temperature of 2 ° ° ° C, more preferably 230 ° C or higher. For the quality items required for color filters, the contrast ratio and brightness can be cited. If a color filter with a low contrast ratio is used, the degree of polarization controlled by the liquid crystal is disordered, and when light is blocked (closed state), light is leaked, or when light is required to be transmitted (on state), the transmitted light is attenuated. , so the picture becomes blurred. Therefore, in order to realize a high quality liquid crystal display device, a high contrast ratio is indispensable. Further, when a color filter having a low luminance is used, since the transmittance of light is low, the screen is dim. In order to make the screen bright, the number of backlights as a light source must be increased. Therefore, from the viewpoint of suppressing power consumption, high luminance of color filters has been a trend. Further, as described above, since the color liquid crystal device is used for a television or a personal computer monitor or the like, it is required for a color filter, in addition to requiring a high contrast ratio, two twists, and a wide color reproduction area or high. Reliability requirements are also increasing. Also, C-MOS (Complementary Metal Oxide Semiconductor), CCD (Charge)

A color camera element represented by a Coupled Device (charge coupled device) or the like is generally disposed on a light receiving element thereof, and is provided with a red filter layer (R), a green filter layer (G), and a blue filter. The layered layer (B) is mixed with the color grading sheet of the primary color traverse section, and is subjected to color division 100113570 Form No. A0101 Page 4 / 108 pages 100321511 (H) 201214030 Solution. Moreover, in order to obtain a higher sensitivity than the color filter of the primary color, a color filter having a filter segment corresponding to a complementary color of red, green, and blue, that is, cyan, magenta, and yellow (CMY) is often used. . The color filter of the complementary color is mostly used in a camera that is difficult to use an auxiliary light source such as a flash. In recent years, for color filters used for color image sensor elements, requirements for high transmittance, that is, brightness and reliability have also increased. The method for producing a color filter includes a dyeing method using a dye, a halogenated dye as a coloring agent, a dye dispersion method, or a pigment dispersion method using a pigment as a colorant, a printing method, an electroplating method, an inkjet method, and the like. Among them, the coloring agent of the dyeing method or the dyeing and dispersing method is a dye, and therefore has a disadvantage of being slightly inferior in heat resistance or light resistance. Therefore, most of the color filter coloring agents utilize pigments having good heat resistance or light resistance, and the manufacturing method mostly uses the pigment dispersion method in consideration of the accuracy or stability of the formation method. In the pigment dispersion method, a pigment particle dispersed as a colorant is dispersed in a resin, and a photosensitive agent, an additive, or the like is mixed and mixed, thereby making it a color resist, and a coating device such as a spin coater is applied to the substrate. , 形成 forming the color resist into a coating film, and selectively exposing the mask by means of an alignment machine or a stepper, performing alkali development, heat hardening, and patterning, by repeating the operation The method of making a color filter. In general, the pigment particles are subjected to a refining treatment to produce a pigment dispersion in which the finely pigmented pigment has reached the limit of the primary particles, thereby suppressing light scattering by the pigment, and a high contrast ratio can be achieved. Further, since the transparency of the dispersion is also enhanced, the spectral spectrum of the dispersion has a high transmittance and can achieve high luminance. By using the dispersion 100113570 Form No. A0101 Page 5 / 108 pages 1003215110-0 201214030, a color filter with high contrast 'high brightness' can be obtained. Conventionally, as a coloring agent for forming a red filter segment (pixel) or a magenta filter segment (pixel), a diketopyrrolopyrrole pigment and a ruthenium which are excellent in tolerance and color tone are generally used. A pigment, a quinophthalone pigment, a naphthol pigment, an azo pigment, or the like. In the conventional display device such as a liquid crystal display device using a cold cathode tube type backlight, a combination of a diketopyrrolopyrrole pigment, an anthraquinone pigment, and a quinacrene pigment can be achieved by a red filter segment. High brightness and wide color display area. Further, in the case of the magenta filter segment, a quinophthalone pigment, a rose red lake pigment or the like is used. However, as described above, a color reproduction region requiring further high luminance and width is required for the color filter system. In order to meet the requirements, there has been proposed a technique in which a dye is dissolved in a resin or the like as a coloring agent (see, for example, Japanese Patent Application Laid-Open No. Hei 6-75375). Further, an ink for color filter for magenta has been reviewed, which contains a red pigment, a red acid dye, and a sulfhydryl amine compound having a rosin structure. However, although the color rendering property is good, heat resistance and light resistance are not good, and it is not usable (for example, Japanese Patent Laid-Open Publication No. Hei No. Hei No. Hei No. _ 18 9 7 3 3). SUMMARY OF THE INVENTION [0003] The problem to be solved by the present invention is to provide a color filter which is excellent in color characteristics, heat resistance, light resistance, and grain resistance, and does not cause a foreign matter to be stabilized on a coating film. The light sheet is colored with a red color, and a color filter which is excellent in heat resistance, light resistance, and solvent resistance by using the color characteristics thereof and the resistance of 1003215110-0 Form No. A0101. Means for Solving the Problems The present inventors have earnestly accumulated research in order to solve the above problems, and as a result, found that a halogenated product (A) is formed by using a compound containing a xanthene-based acid dye and a compound having a cationic group. And a coloring agent for red pigments, which is used as a coloring agent for a red coloring composition of a color filter, which can realize a high-brightness and a wide color reproduction region, and also has no foreign matter on the coating film, and is good in tolerance. The present invention has been completed in accordance with this discretion. That is, a red coloring composition for a color filter according to the present invention is characterized in that it comprises a coloring agent and a resin binder; the coloring agent comprises: a xanthene-based acid dye and a cationic group. The halogenated product (A) of the compound and the red pigment. In the present invention, the compound having a cationic group includes a quaternary ammonium salt compound and a resin having a cationic group in a side chain. In one or more aspects of the present invention, the molecular weight of the cation moiety (the portion excluding the counter anion) of the quaternary ammonium salt compound is in the range of from 190 to 900. In one or more aspects of the present invention, the quaternary ammonium salt compound is represented by the following general formula (1-1); general formula (1-1):

(In the general formula (1-1), 匕~!?, each independently represents a carbon number of 1 to 20 1 Form No. A0101 Page 7 / 108 pages 201214030 Has 5 to 20 alkyl or benzyl groups, At least 2 carbon atoms in \, , , \, Y represents an inorganic or organic anion). In the one or more aspects of the present invention, the resin having a cationic group in the side chain is represented by the general formula (1-2); the general formula (1 to *2):

R8 γ- (in the general formula (b 2), '% means a hydrogen atom, or a substituted or unsubstituted hospital group. w independently represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group. Or substituted or unsubstituted aryl group, two of Re~\ are combined with each other to form a ring. Q represents a sub-dottyl group, an arylene group, -C_-R9- or a sub-hospital group. Υ&quot; indicates inorganic Or an organic anion). Further, in the case of one or more of the present invention, the hydrazine (10) acid dye is classified into C.I. acid red. Further, in one or more aspects of the present invention, the (4) acid dye is from CI Acid Red (C. I. Acid Red) 52, CI Acid Red 87, CI Acid Red 92, CI Acid Red 289. And at least one of the group selection consisting of CI Acid Red 388. Further, in the aspect t of one or more of the present invention, the red pigment is a dipyrrolopyrrole pigment and/or an anthraquinone pigment and/or a monoazo or diazo pigment. Further, in the case of one or more of the present invention, the red pigment is from 100113570 Form No. A0101 Page 8/Total 1 Page 8 1003215110-0 201214030 CI Pigment Red 254, CI Pigment Red 177, c·I. At least one selected from the group consisting of Pigment Red 48: 1, 166, CI Pigment Red 220, CI Pigment Red 242, and CI Pigment Orange 38. Further, in one or more aspects of the invention, the coloring agent further contains a yellow pigment. Further, in one or more aspects of the present invention, a photopolymerizable monomer and/or a photopolymerization initiator is further contained. In addition, a color filter according to another aspect of the present invention is characterized in that it has at least one red filter segment, at least one green filter-light segment, and at least one blue filter. The at least one red matte sheet segment is formed of the red coloring composition of the color filter of the present invention. EFFECTS OF THE INVENTION In the present invention, by using a color filter formed of a red coloring composition by a color filter, a color reproduction region having high luminance and a wide color can be obtained, and is formed by halogenation. a color filter whose tolerance is also good Q; and the color filter of the above-mentioned color filter uses a red coloring composition system, and the 'colorant' contains a smear-based acid dye and a cationic sulfhydryl group. The tooth-forming product (A) and the red pigment; and the resin and the color filter of the present invention, the red colored group yarn is formed by reducing the coloring agent containing the cationic surface and the coloring agent. The second heart is called (4) is the color of the pigment and the heart-wake pigment (4) The light sheet is colored with the coloring form No. A0I01 100113570 590~6__ to maintain the high transmittance of the spectroscopic spectrum. Therefore, for many backlights such as cold cathode tubes The peak value of the wavelength _~65_near 1003215110-0 page 9/108 page 201214030 is effective, and high brightness can be obtained. [Embodiment] [0004] 100113570 Hereinafter, the present invention will be described in detail. "C. I." recorded under the Department of mean color index number (C. I.). The red coloring composition for a color filter of the present invention comprises: a resin binder; a coloring agent comprising: a red pigment; and a halogenated product (A) of a xanthene-based acid dye and a compound having a cationic group. <Colorant> The coloring agent for the red coloring composition of the color filter of the present invention comprises: a halogenated product (A) of a xanthene-based acid dye and a compound having a cationic group; and a red pigment. By using the halogenated product (A) and the red pigment at the same time, as described above in the vicinity of the characteristic peak wavelength of many backlights of 600 to 650 nm, the transmittance of the spectroscopic spectrum can be high, and the diketone ratio can be combined with the conventional one. And the color filter of the σ-series pigments and the lanthanide pigments achieves higher brightness and broad color reproducibility. Further, by halogenating the xanthene-based acid dye, it is possible to simultaneously have high heat resistance, light resistance, and solvent resistance. The chemical dye consisting of an acid dye and a quaternary ammonium salt compound is a red, purple, and dye form. The red and purple dyes are direct dyes such as C. I. acid red, C. I. acid purple acid dye, C. I. direct red, C. I. acid violet. Here, the direct dye has a sulfonic acid group 5 and is therefore considered synonymous with an acid dye in the present invention. In other words, the halogenated product (A) is a four-stage salt compound which acts as a counter-ion as an acid dye (also including an acid dye), and a compound salt as a counter ion. Form No. A0101 Page 10 / 108 pages 1003215110- 0 201214030 Halogenated, modified toothed dye. 11 Occupy acid dyes Description Acid dyes for xanthene dyes. As the acid dye of the xanthene dye, CI Acid Red 51 (erythro red (food red No. 3)), C. I · acid red 5 2 (acid rose red), C · I. acid red 8 7 (曙) can be used. Red G (edible red 103)), CI acid red 92 (acidic oleander red PB (edible red 104)), CI acid red 289, CI acid red 388, tiger red B (edible red No. 5), acid rose Red G, CI Acid Violet 9, CI Acid Violet 9, CI Acid Violet 30. Among them, C. I. Acid Red 5 2, C. I. Acid Red 8 7 , C. I. Acid Red 92, C. I. Acid Red 289, C. I. Acid Red 388 are particularly suitable. The xanthene acid dye used in the present invention has a transmittance of preferably 90% or more in the 650 nm region and a transmittance of 75% or more in the region of 650 nm in the transmittance spectrum in the region of 650 nm. It is preferably 5% or less, and in the 400 nm region, the transmittance is preferably 70% or more. In the 650 nm region, the transmittance is more preferably 95% or more. In the 60 Onm region, the transmittance is more preferably 80% or more, the transmittance at 550 nm is preferably 10% or less, and the transmittance at 400 nm is more preferably 75. %the above. Further, as a xanthene-based acid dye, a rose-red acid dye is preferably used from the viewpoint of good color rendering properties. In the present invention, the compound having a cationic group with the xanthene-based acid dye-forming product includes a quaternary ammonium salt compound and a resin having a cationic group in a side chain. First, the description will be given regarding the quaternary ammonium salt compound. Preferred form of the quaternary ammonium salt compound of the cationic component of the halogenated product (A) 100113570 Form No. A0101 Page 11 of 108 1003215110-0 201214030 The state is colorless or white. Here, the colorless or white color means a transparent state, which is defined as a state in which the transmittance is 95% or more, more preferably 98% or more, in the entire wavelength region of 400 to 700 nm in the visible light region. That is, it is necessary not to hinder the coloration of the dyeing component, and does not cause color change. The molecular weight of the cationic portion of the quaternary ammonium salt compound is preferably in the range of from 190 to 900. Here, the cation moiety refers to a moiety other than the counter anion of the quaternary ammonium salt compound, and corresponds to, for example, a moiety of (nww) 1 of the quaternary salt compound represented by the following general formula (1-1). When the molecular weight of the cationic portion is less than 190, the light resistance and heat resistance are lowered, and the solubility in a solvent is lowered. Further, when the molecular weight of the cationic moiety is more than 900, the ratio of the coloring component in the molecule is lowered, the color rendering property is lowered, and the brightness is also lowered. The more suitable cationic moiety has a molecular weight in the range of from 240 to 850, and the cationic moiety has a molecular weight in the range of from 350 to 800. When the molecular weight of the cationic portion is from 350 to 800, the solvent solubility is good, and when used together with the red pigment, heat resistance, light resistance, and solvent resistance are good. Here, the molecular weight of the cationic moiety is calculated according to the structural formula, and the atomic weight of C is set to 12, the atomic weight of cerium is set to 1, and the atomic weight of N is set to 14 to calculate the molecular weight. In one or more aspects of the present invention, the quaternary ammonium salt compound is represented by the following general formula (1-1). General formula (1-1): 100113570

Form No. 1010101 Page 12/108 Page 1003215110-0 201214030 20 of 20 (in the general U-1) ' Ri~R4 respectively represent the carbon number or the base, \, %, %14 At least 2 of them have 5 to 5 carbon atoms. Y_ represents an inorganic or organic anion).

At least two of R ^ have 5 to 2 carbon atoms, whereby the solubility of the solution becomes good. If the number of carbon atoms is less than 5, the solubility of the solvent is deteriorated, and the foreign matter is likely to be coated. If there is a thiol group in which the number of C exceeds 20, the coloring property of the chemical product is deteriorated (A)

Specifically, as the quaternary money salt compound, it is preferred to use tetramethyl gasification (the molecular weight of the cationic moiety is 74), tetraethylammonium vapor (the molecular weight of the cationic moiety is 122), and mono-hard (tetra) methylated gas. (The molecular weight of the cationic moiety is 312), the methyl sulphate of the distearyl hydrazine (the molecular part of the cationic moiety is 550), the tristearic acid monothiol ammonium hydride (the molecular weight of the cationic moiety is 788), sixteen two Methyl vaporized ammonium (molecular weight of the cationic moiety is M4) Ο , trioctylmethyl ammonium chloride (molecular weight of the cationic moiety is 368), dioctylmethyl ammonium halide (the molecular weight of the cationic moiety is 27 〇), Monolaurylmethylammonium hydride (molecular weight of the cationic moiety is 382), trilaurylmethylammonium hydride (molecular weight of the cationic moiety is 536), and triamine benzyl gasification (the molecular weight of the cationic moiety is 318) , trihexylbenzylammonium vapor (molecular weight of the cationic moiety is 360), trioctylbenzylammonium vaporized (the molecular weight of the cationic moiety is 444), and trilaurylbenzylammonium vaporide (the molecular weight of the cationic moiety is 612) , benzyl dinonyl stearin gasification (The molecular weight of the cationic moiety is 388), and benzyldimethylmethylammonium vaporized (the molecular weight of the cationic moiety is 248), and the dialkyl (alkyl is CH~C18) dinonyl ammonium halide (hardened tallow) (The molecular weight of the cationic moiety is 438 to 550) and the like. If the anion Y_ is an inorganic or organic anion, it should be halogen 100113570 Page 13 of 108 Form No. 1010101 201214030 Prime, generally gas. The specific quaternary ammonium salt compound product can be exemplified by Kao Corporation.

QUARTAMIN 24P&gt; QUARTAMIN 86P C0NC ' QUARTAMIN

60W 'QUARTAMIN 86W ' QUARTAMIN D86P &gt;SANISOL C , SANIS0L B-50 , etc. ARQUAD 210-80E, 2C-75, 2HT-75, 2HT FLAKE, 20-751, 2HP-75, 2HP made by LION

FLAKE, etc., especially QUARTAMIN D86P (distearyldithiocarbamate), ARQUAD2HT-75 (dialkyl (alkyl is c~C)

14 V methyl ammonium hydride is preferred. Next, a resin having a cationic group in a side chain will be described. The preferred form of the resin having a cationic group in the side chain of the cationic component of the halogenated product (A) is colorless or white. Here, the colorless or white color means a transparent state, which is defined as a state in which the transmittance is 95% or more, more preferably 98% or more, in the entire wavelength region of 400 to 700 nm in the visible light region. That is, it must not interfere with the coloration of the dyed components and does not cause color changes. The resin which has a cationic group in the side chain of the halogenated product (A) is not particularly limited as long as it has at least one salt-recording group in the side bond, and is suitable as a rust salt structure. The viewpoint of obtaining difficulty is preferably ammonium salt, iodized salt, sulfur salt, diazonium salt and scale salt. If it is preserved - qualitative (thermal stability), it is preferably ammonium salt, iodized salt and scale salt. It is more appropriate to use salt. As the resin having a cationic group in the side chain, a vinyl-based resin containing a structural unit represented by the following formula (1-2) can be used; General formula (1-2): 100113570 Form No. A0101 1003215110-0 201214030

R© - N - R8 % γ - in the general formula (1-2), represents a hydrogen atom, or a substitution or no substitution

D burnt base. The alkyl group shown may, for example, be a methyl group, an ethyl group, a propyl group, a η-butyl group, an i-butyl group, a t-butyl group, an η-hexyl group or a cyclohexyl group. The alkyl group is preferably an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, and a alkyl group having 1 to 4 carbon atoms is particularly suitable. When the alkyl group has a substituent group, the substituent group may, for example, be a hydroxyl group or an alkoxy group. R, most preferably a hydrogen atom or a methyl group.

D in the general formula (1-2), each independently represents a hydrogen atom, a substituted or alkyl group having no substitution, a substituted or unsubstituted alkenyl group, or a substituted or unsubstituted aryl group. Here, Re~R. The alkyl group shown may, for example, be a linear alkyl group (fluorenyl group, carboxy group, n-propyl group, n-butyl group, n-decyl group, n-octyl group, n-dodecyl group, n-tetradecyl group, orthenium group). Hexyl, n-octadecyl, etc., branched alkyl (isopropyl, isobutyl, secondary butyl, tert-butyl, isopentyl, neopentyl, tertiary pentyl, isohexyl, 2- Ethylhexyl and 1,1,3,3-tetradecylbutyl, etc., cycloalkyl (cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, etc.), and bridged cyclic alkyl (norborn Base, adamantyl and fluorenyl). The alkyl group is preferably an alkyl group having 1 to 18 carbon atoms, and more preferably an alkyl group having 1 to 8 carbon atoms.

Examples of the dilute group represented by Re to RQ include a linear or branched fluorenyl group (vinyl anthracene, allyl group, 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butene group). Base 100113570 Form No. A0101 Page 15 of 108 1003215110-0 201214030, 3-butenyl, 1-methyl-1 -propenyl, 2-methyl-2-propenyl, 2-methyl-1-propenyl And a 2-methyl-2-propenyl group or the like, a cycloalkenyl group (2-cyclohexenyl group, 3-cyclohexenyl group, etc.). The alkenyl group is preferably an alkyl group having 2 to 18 carbon atoms, and is preferably an alkyl group having 2 to 8 carbon atoms. Examples of the aryl group represented by R6 to R8 include a monocyclic aryl group (phenyl group, etc.), a condensed polycyclic aryl group (naphthyl group, anthryl group, phenanthryl group, anthracenyl group, anthracenyl group, and naphthylquinoline). And the like, and an aromatic heterocyclic hydrocarbon group (thienyl group (derived from thiophene)) 'furanyl (base derived from furan), pipenyl (group derived from piper), pyridyl (from a pyridine-derived group), a 9-carbonylxanthene group (a group derived from xanthene), and a 9-carbonylthioxanyl group (a group derived from thioxanthene, etc.). With respect to Re%, when the alkyl group, the alkenyl group, and the aryl group have a substituent group, the substituent group may, for example, be a halogen atom, a trans group, an alkoxy group, an aryloxy group, an alkenyl group, a decyl group or an alkane. A selected substituent such as an oxycarbonyl group, a carbonyl group or a phenyl group. The substituent group is preferably a halogen atom, a hydroxyl group, an alkoxy group or a phenyl group. From the viewpoint of stability, % to % is preferably a substituted or unsubstituted alkyl group, and is more preferably a non-substituted alkyl group. Further, two of R6 to R8 may be bonded to each other to form a ring. In the general formula (1-2), the q group linking the vinyl group and the ammonium salt group means an alkylene group, an alkylene group, -CONH-Rg- or -C00-R9-, and Rg represents an alkylene group. In particular, Q is preferably a C0NH-Rr or -COO-%- from the viewpoint of the polymerizability of a monomer containing a vinyl-based resin having a structural unit represented by the general formula (1_2) and the difficulty of obtaining it. Further, it is more preferably a methyl group, an ethane group, a propane group or a butylene group, and particularly preferably an ethane group. 100113570 The γ-(trans-anion) in the general formula (1-2) may be an inorganic or organic anion. The counter anion may be any conventional one, and specifically, the form number Α0101, page 16 / total 1 〇 8 pages 1003215110-0 201214030: halogenation of hydroxide ions, vapor ions, bromide ions, iodide ions, etc. Ion ions; acid ions such as formic acid ions and acetic acid ions; inorganic acid ions such as carbonate ions, hydrogen carbonate ions, nitrate ions, sulfate ions, sulfite ions, chromic acid ions, dichromic acid, mineral ions, and acid ions. The cyanide ion; further, a complex ion such as an iron (III) hexanoate ion can be mentioned. From the viewpoint of synthetic suitability or stability, it is preferably an i-ion ion and a carboxylic acid ion, and is most preferably a _ cation ion. When the counter anion is an organic acid ion such as a carboxylic acid ion, the organic acid ion is bonded to the resin skeleton, and the organic acid ion may form a cationic group or an intramolecular salt of the side chain. The vinyl resin containing the structural unit represented by the general formula (1-2) is generally a copolymer resin. In order to obtain such a copolymer resin, not only a method of copolymerizing an ethylenically unsaturated monomer having an amine group with an oligomer but also copolymerizing an ethylenically unsaturated monomer having an amine group with an oligomer can be obtained. It is obtained by a method in which a copolymer resin having an amine group is obtained by reacting with a gasification agent and ammonium gasification.

The following is shown to obtain an ethylenically unsaturated monomer which can be used for the ethylene-based resin containing the structural unit represented by the general formula (1_2). In addition, in the present specification, when it is said that "either acryl or methyl propyl" or both, it may be described as "(methyl) propyl county". Similarly, when either or both of "acrylonitrile and/or methyl propylene" are used, "(meth) acrylamide" may be described. The ethylenically unsaturated monozide having a 4-stage salt base may, for example, be (meth)acryloyloxyethyltrimethylammonium halide, (meth)acryloyloxyethyltriethylammonium chloride, Methyl) propylene oxime oxyethyl dimethyl ammonium hydride, (methyl) propylene oxime oxyethyl ketone, gasification, etc., etc., alkyl (meth) acrylate vinegar, grade 4, 100113570 Form No. A0101 Page 17 / Total 1 〇 8 pages 1 〇〇 321511 〇 - 〇 201214030 Ammonium salt; (methyl) acrylamide propyl trimethyl sulfonate, (methyl) propylene amine ethyl triethyl ethane Derivatives, (methyl)-glucagon, ethyl dimethyl sulfhydryl, gasification, etc., leukoyl (methyl) propylamine, grade 4, salt; dimethyldiallyl fluorenyl sulphate Salt; and tridecyl vinyl stupid chlorinated money. The ethylenically unsaturated monomer having an amine group may, for example, be dimethylaminoethyl (meth) acrylate, diethylaminoethyl (mercapto) acrylate, or dipropylaminoethyl. (fluorenyl) acrylate, diisopropylamine ethyl (meth) acrylate, dibutylamine ethyl (meth) acrylate, diisobutylamine ethyl (meth) acrylate, two or three Grade-butylamine ethyl (meth) acrylate, dimethylaminopropyl (decyl) acrylate, diethylamine ethyl (meth) acrylate, diethylaminopropyl (methyl) Propionamide, dipropylaminopropyl (mercapto) acrylamide, diisopropylamine propyl (meth) acrylamide, dibutylamine propyl (decyl) decylamine, diiso Butylamine propyl (meth) propylene hydrazide or the like having a dialkylamino group (mercapto) acrylate or the like Alkyl amide; and styrenes having a dialkylamine group such as dimercaptoamine styrene and dimethylamine methyl styrene; a dienylamine, a dienamine, etc. Enamine Thereof; of N_ vinyl pyrrolidine, N- vinylpyrrolidone, N- vinyl carbazole, etc. The amine group-containing aromatic vinyl monomers. Examples of the rust gasifying agent include alkyl sulfuric acid such as dimethylsulfuric acid, diethylsulfonic acid or dipropylsulfuric acid; sulfonic acid esters such as methyl p-toluenesulfonic acid or methyl sulfonate; and decane bromide; An alkyl bromide such as brominated ethane bromide or octyl bromide; or benzyl chloride or benzyl bromide. The reaction of the ethylenically unsaturated monomer having an amine group with the hydrazine gasifying agent can generally be carried out by dropping a solution of an ethylenically unsaturated monomer having an amine group with a rust gasifying agent of less than the molar amount with respect to the amine group. get on. When the ammonium gasification reaction is 100113570 Form No. A0101 Page 18 / Total 1 〇 8 pages 1003215110-0 201214030 The temperature is below 90 °C, especially when the vinyl monomer is ammonium vaporized, preferably 30 ° C Hereinafter, the reaction time is about 1 to 4 hours. Further, an alkoxycarbonylalkyl halide can also be used as the gasification agent. The alkoxycarbonylalkyl halide can be represented by the following general formula (2). Z-R10-COORn General formula (2) (In general formula (2), Z is a halogen such as gas or bromine, preferably bromine; R1() has a carbon number of 1 to 6, preferably 1 to 5, more preferably It is a sub-alkyl group of 1 to 3; R11 is a lower alkyl group having a carbon number of 1 to 6, preferably 1 to 3. The reaction of the ethylenically unsaturated monomer having an amine group with the alkoxycarbonylalkyl A compound can be carried out in the same manner as the above-mentioned gasification agent by using an alkoxycarbonylalkyl halide having an amine group or less with respect to the amine group. After the reaction, C00R11 is hydrolyzed and converted into a carboxylic acid ion (-(:0), whereby an ethylenically unsaturated monomer having a carbonyl betaine structure and having an ammonium salt group can be obtained. The copolymer resin obtained by copolymerizing an ethylenically unsaturated monomer having an amine group with another ethylenically unsaturated monomer can be reacted with a phosphonium salt gasifying agent in the same manner as described above to obtain a 4-grade ammonium salt. The copolymerizable resin may be an ethylenically unsaturated monomer. The ethylenically unsaturated monomer is preferably, for example, a (mercapto) acrylate, a crotonate, a vinyl ester, or a maleic acid. Diesters, fumaric acid diesters, itaconic acid diesters, (meth) acrylamides, vinyl ethers, vinyl alcohol esters, stupid vinyls, (meth) acrylonitrile, etc. Specific examples of such vinyl monomers (comonomers) can be For example, the following compounds are mentioned. Examples of the (fluorenyl) acrylates include (meth)acrylic acid methyl, (mercapto)acrylic acid ethyl, (mercapto)acrylic acid n-propyl, (decyl)acrylic acid 100113570 Form No. A0101 Page 19 of 108 1003215110-0 201214030 Propyl, n-butyl (fluorenyl) acrylate, isobutyl (meth) acrylate, secondary butyl (meth) acrylate, (methyl) ) n-hexyl acrylate, cyclohexyl (meth) acrylate, tert-butylcyclohexyl (meth) acrylate, 2-ethylhexyl (decyl) acrylate, tridecyl octyl acrylate (fluorenyl) decyl acrylate, (decyl) octadecyl octadecyl, (meth) propyl decyl ethoxide, phenyl (meth) acrylate, 2-hydroxy (hydroxy) acrylate Ethyl, 2-methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, 2-(2-methoxyethoxy) ethyl (meth) acrylate, Mercapto) 3-phenoxy-2-hydroxypropyl, benzyl (meth)acrylate, di(ethylene glycol) dimethacrylate Mercaptoether, (meth)propionic acid diethylene glycol monoethyl ether, (meth)acrylic acid triethylene glycol monodecyl ether, (meth)acrylic acid triethylene glycol monoethyl ether, (A Poly(ethylene glycol) monomethyl ether, (meth)acrylic acid polyethylene glycol monoethyl ether, (mercapto)acrylic acid b-phenoxyethoxyethyl, (meth) propyl acrylate Phenoxy ethoxy polyethylene glycol, dicyclopentene oxyethyl (meth) acrylate, trifluoroethyl (meth) acrylate, octyl fluoride (meth) acrylate, (meth) acrylic acid Fluorooctylethyl, dicyclopentyl (mercapto) acrylate, tribromophenyl (meth) acrylate, tribromophenoxyethyl (meth) acrylate, etc. Examples of crotonates include crotonic acid Examples of the ethyl ketone ester such as butyl group and crotonate hexyl group include ethyl acetoacetate, ethylene acetonate, ethylene butyl ketone, ethylene methoxyethyl ester, and benzoic acid ethylene. Examples of the maleic acid diesters include dimethyl maleic acid, diethyl maleate, and dibutyl maleate. Examples of the fumaric acid diesters include dimethyl fumarate, diethyl fumarate, and dibutyl fumarate. 100113570 Form No. A0101 Page 20 of 108 1003215110-0 201214030 Examples of itaconic acid diesters include diamyl itaconate, diethyl itaconate, and dibutyl itaconate.

Examples of the (meth)acrylamides include (mercapto) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, and N-propyl ( Methyl) acrylamide, N-isopropyl (meth) acrylamide, N-n-butyl (meth) acrylamide, N-tertiary butyl (meth) acrylamide, N-ring Hexyl (meth) acrylamide, N-(2-methoxyethyl)(fluorenyl) acrylamide, N,N-dimethyl(meth) decylamine, n,N-diethyl ( Methyl) acrylamide, N-phenyl (meth) acrylamide, N-benzyl (fluorenyl) acrylamide, (meth) propylene morpholine, diacetone acrylamide, and the like.

Examples of the vinyl ethers include methyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, and methoxyethyl vinyl ether. Examples of the styrenes include styrene, methyl styrene, dimercapto styrene, tridecyl styrene, ethyl styrene, isopropyl styrene, butyl styrene, hydroxystyrene, and oxime. Styrene, butoxystyrene, ethoxylated styrene, fluorostyrene, difluorostyrene, bromostyrene, fluoromethylstyrene, which can be removed by acidic substances (for example The third-stage B〇c, etc.) is protected by a styrene group, a vinyl benzoic acid sulfhydryl group, and a-methyl styrene. Further, the ethylenically unsaturated monomer as a comonomer may have an acid group. Examples of the ethylenically unsaturated monomer having an acid group include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, a-aluminoxylic acid, and cinnamic acid, and maleic acid and maleic anhydride. , unsaturated fatty acids such as fumaric acid, itaconic acid, itaconic anhydride, citraconic acid, rubic anhydride, mesaconic acid or anhydrides thereof; unsaturated polyvalent carboxylic acids having three or more valences or anhydrides thereof Category; succinic acid mono(2-propenyloxyethyl), succinic acid monomethacryloyloxyethyl), phthalic acid mono(2-propylene oxyethyl), phthalic acid mono 2-A 100113570 1003215110-0 Form No. A0101 Page 21 / Total 1 〇 8 pages 201214030 Acryl oxime Oxyethyl) A monovalent or higher polyvalent carboxylic acid mono-[(methyl) propylene oxime] Vinegar; w-derivative-polyhexyl vinegar monoacrylic acid g, w-succinyl-polycaprolactone monodecyl acrylate, and the like, a mono(carboxy) acrylate polymer or the like. A method of obtaining an ethylene-based resin containing a structural unit represented by the general formula (1-2) can be carried out by a conventional method such as anionic polymerization, living anionic polymerization, cationic polymerization, living cationic polymerization, radical polymerization, and living radical polymerization. . Among them, radical polymerization or living radical polymerization is preferred. In the case of living radical polymerization, a polymerization initiator is preferably used. Examples of the polymerization initiator which can utilize the azo compound and the organic peroxide quinone azo compound include 2,2'-azobisisobutyronitrile and 2,2,-azobis(2-indenyl). Butyronitrile) '1,1'-azobis(cyclohexane-1-carbonitrile) '2,2,-azobis(2,dimethylvaleronitrile), 2,2,_azobis (2 , 4-dimercaptomethoxyvaleronitrile, dimercapto 2,2'-azobis(2-methylpropionate), 4,4'-azobis(4-cyanovaleric acid), 2,2,-azobis(2-hydroxymethylvaleronitrile) and 2,2'-azobis[2-(2-imidazolin-2-yl)propane]. Examples of the organic peroxides include benzammonium peroxide, tertiary hydrogen peroxide butadiene, diisopropyl peroxycarbonate, di-n-propyl peroxycarbonate, and di(2-ethoxyethyl) Peroxycarbonate, tertiary butyl peroxy neoacetate, (3,5,5-trimethylhexyl Si) peroxide, dipropyl peroxide, and diethyl hydrazine peroxide. These polymerization initiators may be used singly or in combination of two or more. The polymerization temperature is preferably 40 to 15 (TC, more preferably 50 to 11 (TC, the polymerization reaction time is preferably 3 to 3 hours, more preferably 5 to 2 hours. The living radical polymerization method suppresses the general freedom) The sub-reverse 100113570 which occurs in the polymerization of the base should be 'in turn, due to the average growth of the polymerization, it can be easily synthesized. Form No. A0101 Page 22 / Total 1 Page 8 1003215110-0 201214030 Block polymer or resin with the same molecular weight. The atomic mobile radical polymerization method using an organic halide or a halogenated sulfone compound as a starting agent and a transition metal complex as a catalyst can be adapted to a wide range of monomers, and can be adapted to existing equipment. The polymerization temperature is preferable. The atomic mobile radical polymerization method can be carried out by the methods described in the following References 1 to 8. (Reference 1) Fukuda et al.

Prog. Polym. Sci. 2004, 29, 329 (Reference 2) Matyjaszewski et al., Chem. Rev. 2001, 101, 2921 (Reference 3) Matyjaszewski et al., • Am. Chem. Soc. 1995, 117, 5614 (Reference 4) Macromolecules 1995, 28, 7901,

Science, 1996, 272, 866 (Reference 5) W096/030421 (Reference 6) WO97/018247 (Reference 7) Japanese Patent Laid-Open No. 9-20861 No. 6 (Reference 8) 曰本特开平8-41117号It is preferable to use an organic solvent in the above polymerization. The organic solvent is not particularly limited, but for example, ethyl acetate, n-butyl acetate, isobutyl acetate, toluene, xylene, acetone, ketone, methyl ethyl ketone, cyclohexanone, propylene glycol monomethyl ether B can be used. Ester, dipropylene glycol monomethyl ether ethyl ester, ethylene glycol monoethyl ether ethyl ester, ethylene glycol monobutyl ether ethyl ester, diethylene glycol monoethyl ether ethyl ester or ethylene glycol monobutyl ether Ester and the like. These polymerization solvents may be used in combination of two or more kinds. The amount of cationic base present in the resin having a cationic group in the side chain is 100113570. Form No. A0101 Page 23 / 108 pages 1003215110-0 201214030 ... Not specifically limited, the cation salt price of the resin is preferably ίο~ 200mgKOH /g, more Xuan is 20~130mgK〇H/g. The cation salt price is expressed as the rust salt price, the fourth-order salt price, and the amine salt price. The amount of the salt base and the amine salt group present in the ethyl group-based resin containing the structural half position represented by the general formula (1-2), and the ammonium salt price and the amine salt price of Sun Yuanshu are also preferably 1〇. 〜200 mgKOH/g, more preferably 20 to 130 mgKOH/g. In the present invention, the ammonium salt valence is, for example, weathered by the same amount of silver acid as the total amount of the acid base in 1 gram of the ethylene-based resin containing the structural unit represented by the general formula (1-2). The number of milligrams of the clock (KOH) is expressed. Further, the amine salt value is, for example, a hydrogenation clock (KOH) equivalent to the desired hydrochloric acid in the total amine salt group of 1 gram of the vinyl resin containing the structural unit represented by the general formula (1-2). The number of milligrams is expressed. When the cation salt value is less than 10 mgKOH/g, the concentration of the pigment derived from the pout acid dye is low, and the resin component is increased, so that it does not function as a colorant component. Further, when it is more than 200 mgKOH/g, the dye becomes more and the solvent solubility is lowered. The molecular weight of the ethylene-based resin containing the structural unit of the general formula (1-2) used in the present invention is not particularly limited, but is determined by a gel permeation chromatography apparatus λ. 1 〇0 0 〜 (GPC) The converted weight average molecular weight is determined to be 'i alkenyl resin 500,000, more preferably 3,000 to 150, and '°' contains the structural formula of the general formula (1-2). The solution is soluble in a Xu film which is widely used in color filters. Especially better suited to the characteristics of the solvent. Thereby, it is possible to obtain hydrazine monomethyl ether ethyl ester without generating foreign matter. ^ ν, the general formula (1-2) in the resin with a cationic group in the side chain, by > _ &amp; 丨, but the side chain has a total content of 1003215110 - no structural unit is not special Restriction 100113570 Form bat number A0101 Page 24 / 108 pages 201214030 When the total structural unit contained in the cationic resin is 100% by mass, from the viewpoint of solvent solubility and coloring power of the functional product, The total content of the structural unit represented by the general formula (1-2) is preferably 5% by mass or more, more preferably 10 to 50% by mass. Halogenation The halogenated product used in the present invention can be obtained by reacting a xanthene-based acid dye with a compound having a cationic group to form a salt. The dentate product of the 咕 咕 酸性 acid dye and the quaternary ammonium salt compound can be synthesized by a conventionally known method. The specific method is disclosed in Japanese Laid-Open Patent Publication No. Hei 1-72969. ❹ For example, after dissolving xanthene acid dye in water, a quaternary ammonium salt compound is added and the reaction is carried out while stirring. Here, the salt (tooth formation product) in which the acid group (-s〇3h, -s〇3Na) portion of the xanthene-based acid dye is bonded to the ammonium group (NH/) portion of the quaternary ammonium salt compound . Further, decyl alcohol or ethanol may be used instead of water as a solvent. Next, a functional product of a xanthene-based acid dye and a resin having a cationic group in a side chain can be easily stirred or vibrated to cause a resin having a cationic group in a side chain, an aqueous solution dissolved in an anionic dye, or It is obtained by mixing a resin having a cationic group in a side chain with an anionic dye under stirring or shaking. In the aqueous solution, the cationic group of the resin and the anionic group of the dye are ionized, and these ions are ionically bonded to form a salt which is insoluble in water and precipitates. On the contrary, since the counter anion of the resin and the counter cation of the anionic dye are water-soluble, they can be removed by washing with water or the like. The (four) side: the resin having a cationic group and the anionic dye are each used in a single type or in a plurality of types having different structures. 100113570 Form No. A0101 Page 25 / Total 1 〇 8 pages ^03215110-0 201214030 Used in the formation of (4) (4) (4) Resin with a cationic group in the side chain, dissolved in the stagnation (10), _, village water and water-soluble organic A mixed solution of solvents. Tangential organic solvent "alcohol, ethanol, n-propanol, isopropanol, &quot; oxygen I propanol, ethoxylated 2-propanol, n-butyryl, iso-alcohol, 2, oxymethoxy) ethanol , 2-butoxyethanol, 2-(isopropoxy)ethanol, 2-(hexyloxy)ethanol, ethanol, diethylene glycol, diethylene glycol monomethyl-, diethylene glycol Ethyl alcohol monobutyl bond, triethylene glycol, triethylene glycol monomethyl ether, polyethylene glycol, glycerin, tetraethylene glycol, dipropylene glycol, acetone, dipropylamine, aniline, (d), ethyl acetate, ethyl acetate Base, methyl ethyl _ 'U-dimethylmethyl _, dimethyl sub-sector, tetrahydro-bite (thf), two smoldering, 2-scale burning _, 2-methyl network, N _Methyl-2 砒嗔 ketone, 1,2-hexanediol, 2,46-hexanetriol, tetra-biting methanol, [methoxy-4pentadium. Nucleate (4) (4) Total weight of the solution As a standard, it is preferably used in a ratio of 5 to 5 % by weight, and is preferably used in a ratio of 5 to 20% by weight. The ratio of use of the red pigment to the southern product (1) is based on 100 parts by weight of the red pigment, and the halogenated product (A) should be 丨~80 weights, more preferably 5~60 When the amount of addition of the toothed product (A) is less than the weight of the crucible, the reproducible chromaticity region is narrowed, and when it exceeds 8 Å, the hue changes, which is not preferable. The substance (A) exhibits good characteristics by being used together with the red pigment, and this is because the halogenated product (A) is adsorbed to the red pigment while being dissolved in the solvent. [Red pigment> 100113570 The red pigment of the red coloring composition of the invention can be used in the past form number A0101, page 26 / total 1 page 8 page 1003215110-0 201214030

Use the red color pigment of the following color index number. Including CI Pigment Red 7, 14, 41, 48 : 1, 48 : 2 ' 48 : 3 , 48 : 4 ' 57 : 1 ' 81 , 81 : 1 , 81 : 2 ' 81 : 3 , 81 : 4, 97, 122, 123, 146, 149, 166, 168, 169, 176, 177, 178, 180, 184, 185, 187, 192, 200, 202, 208, 209, 210, 215, 216, 217, 220, 223, 224, 226, 227, 228, 240, 242, 246, 254, 255, 264, 270, 272, 273, 276, 277, 278, 279, 280, 281, 282, 283, 284, 285, 286 and 287, etc. Further, for example, C. I. Pigment Orange 13, 34, 36, 38, 43, 51, 55, 59, 61, 71 and 73 can be used. These red pigments may be used singly or in combination of two or more. Among these, the red pigment used in the red coloring composition of the present invention is preferably a diketopyrrolopyrrole pigment and/or an anthraquinone pigment and/or a monoazo or diazo pigment. In particular, if it contains bis-D-Bilo and 0-pyro pigment, high brightness can be achieved, which is very suitable as a red pigment in this point. Specifically, the diketopyrrolopyrrole pigment is preferably c. 〗. Pigment Red 254 255, etc., the lanthanide pigment is preferably c. 丨. Pigment Red 177. The monoazo or diazo pigment is preferably C.I. Pigment Red 166, 22〇, 242 and c. 丨·Pigment Orange 38. When the combination of the halogenated product (A) and the red pigment is used, it is less likely to cause a coating film foreign matter, which is excellent in heat resistance, light resistance, and solvent property, and further, in terms of high brightness, the function of CI-containing acid red 52 is obtained. The combination of the product (1) and C·I. Pigment Red 254 or the combination of the chemical product (A) and CI Pigment Red 242 containing cj acid red 52 is very suitable. 100113570 Form No. A0101 Page 27 / Total 1 Page 8 1003215110-0 201214030 The coloring agent used in the red coloring composition of the present invention may be in addition to the halogenated product (A) and the red pigment described so far. Contains yellow pigments. For the yellow pigment, for example, Pigment Ye 1 low 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 20, 24' 31, 32, 34, 35, 35 : 1 ' 36, 36 : 1, 37, 37 : 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166 '167, 168, 169, 170, 171, 172, 173, 174, 175 '176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, and 199, and the like. Among them, C. 1_Pigment Yellow 138, 139, 150 and 185 are preferred. In addition to the coloring agent composed of the halogenated product (A) and the red pigment, the hue can be adjusted by using a yellow pigment as a complementary color. Fineness of the pigment The red pigment used in the red coloring composition of the present invention and, if appropriate, the pigment used should be subjected to a salt milling treatment to be refined. From the viewpoint of good dispersion in the colorant carrier (resin binder), the pigment-secondary particle diameter is preferably 2 Onm or more. Further, it is considered that the primary particle diameter of the pigment is preferably 1 〇 0 ηηη or less from the filter section in which the contrast ratio can be formed. Particularly suitable pigments have a primary particle size ranging from 25 to 85 nm. Furthermore, the primary particle size of the pigment is measured directly from the electron micrograph of 100113570 1003215110-0 Form No. A0101, page 28 / 108 pages 201214030 by TEM (transmission electron microscope) of the pigment. The method to carry out. Specifically, the minor axis diameter and the major axis diameter of the primary particles of each pigment are measured and averaged as the particle diameter of the pigment particles. Next, for 100 or more pigment particles, the volume of each particle is determined by approximating the cube of the obtained particle diameter, and the volume average particle diameter is defined as the average primary particle diameter. Salt grinding treatment refers to the use of a mixing machine such as a kneader, a 2-roll mill, a 3-roll mill, a ball mill, an attritor, and a sand mill to paint the pigment on one side.

The mixture of the water-soluble inorganic salt and the water-soluble organic solvent is heated, and after mechanically mixing and mixing, the water-soluble inorganic salt and the water-soluble organic solvent are removed by washing with water. The water-soluble inorganic salt functions as a pulverization aid. In salt milling, the high hardness of the inorganic salt is used to pulverize the pigment. By optimizing the conditions under which the pigment is subjected to salt milling, a pigment having a very fine particle size or a narrow distribution range and a clear particle size distribution can be obtained.水溶性 As the water-soluble inorganic salt, for example, sodium chloride, gasified hydrazine, gasification or sodium sulphate can be used. From the price point of view, it is advisable to use sodium vapor (salt). The water-soluble inorganic salt is preferably used in an amount of from 50 to 2000% by weight, and most preferably from 300 to 1,000% by weight, based on the total weight of the pigment (100% by weight). The water-soluble organic solvent functions as a wet pigment and a water-soluble inorganic salt, and is not particularly limited as long as it is dissolved (mixed) in water and substantially not dissolved in the inorganic salt to be used. However, in the case of salt milling, the temperature rises and the solvent evaporates. Therefore, from the viewpoint of safety, it is preferred to use a high boiling point solvent having a boiling point of 120 °C or higher. For example, 2-(methoxymethoxy)ethane, 2-butoxyethane, 2-(isopropoxy)ethane, 2-(hexyloxy 100113570), and 2-(hexyloxy) can be used. Ethyl, diethylene glycol, diethylene glycol, single form number A0101, page 29 / 108 pages 1003215110-0 201214030 base ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether , triethylene glycol, triethylene glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propane, 1-ethoxy-2-propane, dipropylene glycol, dipropylene glycol monomethyl Alkyl ether, dipropylene glycol monoethyl ether or liquid polypropylene glycol. When the water-soluble organic solvent is based on the total weight of the pigment (100% by weight), it is preferably used in an amount of 5 to 1000% by weight, and most preferably 50 to 500% by weight. When the pigment is subjected to salt milling, the resin may be added as needed. The kind of the resin to be used is not particularly limited, and for example, a natural resin, a modified natural resin, a synthetic resin or a synthetic resin modified from a natural resin can be used. The resin to be used is preferably solid at room temperature, is insoluble in water, and is partially soluble in the above organic solvent. The amount of the resin to be used is preferably from 5 to 200% by weight based on the total weight of the pigment (100% by weight). <Resin Adhesive> The resin binder is a thermoplastic resin or a thermosetting resin, which is a material which disperses the functional product, or dyes or permeates the halogenated product. The resin binder is preferably in a wavelength range of 400 to 700 nm in the visible light region, and has a spectral transmittance of 80% or more, more preferably 95% or more. Further, in the case of the alkali-developing type coloring resist, an alkali-soluble vinyl-based resin obtained by copolymerizing an ethylenically unsaturated monomer containing an acidic group is preferably used. Further, in order to further enhance the light sensitivity, an active energy ray-curable resin having an ethylene-unsaturated double bond may also be used. In particular, an active energy ray-curable resin in which a side chain has an ethylenic unsaturated double bond is used for an alkali-developing resist for a color filter, and a coating film obtained by applying a halogenated product (A) does not generate foreign matter. 100113570 in the resist material Form No. A0101 Page 30 / Total 108 Page 1003215110-0 201214030

It is preferable that the stability of the D halogenated product (A) is improved. When a linear resin binder having no side chain of ethylenic unsaturation is used, 'in the liquid mixed with the resin binder and the dye, the dye is not easily captured by the resin binder, and the degree of freedom is easy, so that the dye component is easily aggregated. Precipitation, but by using an active negative t-line curable resin having an ethylenic unsaturated double bond in the side chain as a resin binder, the dye is easily captured by the resin binder in a liquid mixed with a resin binder and a dye. Therefore, the dye component is less likely to aggregate and precipitate, and when the film is further exposed by the active energy ray to form a film, the resin binder is fixed by the 3 dimensional bridge to fix the dye molecules, and it is presumed that the dye component is not easily agglomerated even after the solvent is removed in the subsequent development step. • Precipitation. The weight average molecular weight (Mw) of the resin binder is preferably in the range of from 10,000 to 1,00,000 in order to suitably disperse the colorant, and more preferably in the range of from 〇〇〇 to 80,000. Further, the number average molecular weight (Mn) is preferably in the range of 5, 〇〇〇 to 50,000, and the value of Mw/Μη is preferably 10 or less. ❹ When a resin is used as a photosensitive coloring composition for a color filter, it is considered as an alkali-soluble group from the viewpoint of dispersibility, permeability, developability, and heat resistance of the pigment and the halogenated product. The balance between the carboxyl group, the colorant carrier, and the aliphatic group and the aromatic group which act as an affinity group for the solvent, and the dispersibility, permeability, and developability of the pigment and the halogenated product, and further durability Sex is very important' It is preferable to use a resin binder having an acid value of 20 to 300 mgKOH/g. When the acid value is less than 2 〇 mgK 〇 H / g, the solubility in the developer is poor. It is difficult to form a fine pattern. If the acid value of the resin binder exceeds SOOmgKOH/g, a fine pattern cannot be left. From the viewpoints of film formation properties and various tolerances, resin binder 100113570 Form No. A0101 Page 31 / 108 pages 1003215110-0 201214030 When using the total weight of the colorant as a reference (100% by weight), When 30% by weight or more is used, since the colorant concentration is high, 玎 exhibits good color characteristics. Therefore, it is preferably used in an amount of 500% by weight or less. The thermoplastic resin used as the resin binder for the thermoplastic resin may, for example, be an acrylic resin, a butyral resin, a styrene-maleic acid copolymer, a vaporized polyethylene, a vaporized polypropylene, a polyethylene gas, or an ethylene-ethylene- Vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, polyester resin, ethylene base resin, alkyd resin, polystyrene resin, polyamide resin, rubber resin, cyclized rubber resin, cellulose, Polyethylene (HDPE (High Density Polyethylene), LDPE (Low Density Polyethylene)), polybutadiene, and polyimide resin. The vinyl-based alkali-soluble resin obtained by copolymerizing the above-mentioned acidic group-containing ethylenically unsaturated monomer may, for example, be a resin having an acidic group such as a carboxyl group or a mercapto group. Specifically, the alkali-soluble resin may be an acrylic resin having an acidic group, an a-olefin-(anhydride) maleic acid copolymer, a styrene-styrenesulfonic acid copolymer, or a styrene-(meth)acrylic acid. Copolymer or isobutylene-(anhydride) maleic acid copolymer or the like. Among them, at least one type of resin selected from the group consisting of an acrylic resin having an acidic group and a stupid ethylene/stupidyl sulfonic acid copolymer is used, and in particular, an acrylic resin having an acidic group is heat-resistant and transparent. The active energy ray-curable resin having a double bond of ethylenic unsaturation may, for example, be a resin in which an unsaturated ethylenic double bond is introduced by the method (a) or (b) shown below. [Method (a)] 100113570 As the method (a) Form No. A0101 includes, for example, by using an epoxy group-containing unsaturated ethylene page 32/108 page 1003215110-0 201214030 monomer and one or more other monomers Copolymerizing, in the side chain cyclic thiol group of the obtained copolymer, an additional reaction of the carboxyl group of the unsaturated monovalent acid having an unsaturated ethylenic double bond, and further reacting the generated hydroxyl group with the polyvalent acid anhydride to A method of introducing an unsaturated ethylenic double bond and a carboxyl group. Examples of the ethylenically unsaturated monomer having an epoxy group include a glycidyl (meth)acrylate, a methyl epoxypropyl (meth)acrylate, and a 2-epoxypropoxy group (A). Acrylate, 3,4 epoxybutyl (meth) acrylate and 3, 4 epoxy cyclohexyl (meth) acrylate. These may be used alone or in combination of two or more. From the viewpoint of reactivity with an unsaturated monovalent acid in the next step, it is preferred that the epoxy propyl (fluorenyl) acrylate is used as the unsaturated monovalent acid, and examples thereof include (meth)acrylic acid and crotonic acid. And mono-carboxylic acid such as 〇_, m- or P-vinylbenzoic acid and (meth)acrylic acid, such as α-halogenane, alkoxy, halogen, nitrate, cyanide replacement, and the like. These may be used alone or in combination of two or more. Examples of the polyvalent acid anhydride include tetrahydrophthalic anhydride, phthalic anhydride, hexahydrophthalic anhydride, succinic anhydride, and maleic anhydride. These may be used alone or in combination of two or more. If necessary, the number of carboxyl groups may be increased, and a tricarboxylic acid anhydride such as trimellitic anhydride or a tetracarboxylic dianhydride such as pyromellitic dianhydride may be used, or the residual anhydride group may be hydrolyzed or the like. Further, as the polyvalent acid anhydride, if tetrahydrophthalic anhydride or maleic anhydride having an unsaturated ethylenic double bond is used, the unsaturated ethylenic double bond can be further increased. As a method similar to the method (a), for example, by copolymerizing an unsaturated ethylenic monomer having a carboxyl group with one or more other monomers, 100113570, Form No. A0101, Page 33/108, 1003215110- 0 201214030 A part of the carboxyl group of the side chain of the copolymer, which is subjected to an additional reaction of an ethylenically unsaturated ethylenic monomer to introduce an unsaturated ethylenic double bond and a carboxyl group. [Method (b)] As the method (b), comprising using an unsaturated ethylenic monomer having a hydroxyl group, copolymerizing with another unsaturated monovalent acid having a carboxyl group or other monomer, on the side of the obtained copolymer A method of reacting a chain hydroxyl group with an isocyanate group of an unsaturated ethylenic monomer having an isocyanate group. Examples of the ethylenically unsaturated ethylenic monomer having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2- or 3-hydroxypropyl (decyl) acrylate, 2 • or 3- or 4-hydroxyl A hydroxyalkyl (mercapto) acrylate such as butyl (meth) acrylate, glycerol (meth) acrylate or cyclohexane dimethanol mono (meth) acrylate. These may be used alone or in combination of two or more. Further, it can also be used in the above-mentioned hydroxyalkyl group (methyl acrylate), and polyether mono(meth)acrylic acid obtained by additionally polymerizing an ethylene peroxide, a propylene peroxide, and/or a butyl peroxide. Ester, or (poly)r-valerolactone, (poly)ε-caprolactone and/or (poly)12-hydroxystearic acid (poly)S, mono(indenyl)propane roasting acid g From the viewpoint of suppressing the foreign matter of the coating film, it is preferably 2-hydroxyethyl (decyl) acrylate or glycerol (mercapto) acrylic acid vinegar. The unsaturated ethyl hydrazide monomer having an isocyanate group can be mentioned. 2 _(methyl) propylene oxiranyl ethyl isocyanate or 1,1-bis[(fluorenyl) propylene oxy oxy] ethyl isocyanate, etc., but it is not limited to these, and it is also possible to use two or more types simultaneously. The thermosetting resin used as the resin binder may, for example, be epoxy resin 100113570 grease, styrene amine resin, rosin modified maleic acid resin, rosin modified form No. A0101, page 34 / 108 pages 1003215110-0 201214030 Fumaric acid resin, melamine resin, urea resin and phenol resin, etc. 2〜5&quot; 形成形成的滤的过滤的The light sheet section 〇 as the solvent may, for example, be ethyl lactate, benzyl alcohol, 1,2,3-trimethylpropane, 1,3-butanediol, 1,3-butanediol, or 1,3-butyl Glycol diacetate, 1,4-dioxane, 2-heptanone, 2-methyl-1,3-propanediol, 3,3,5-trimercapto-2-cyclohexene-1-one, 3,5,5 trimethylcyclohexanone, ethyl 3-ethoxypropionate, butyl 3-methoxy-3-mercaptoacetate, 3-methoxybutanol, 3-methoxyacetic acid Butyl ester, 4-heptanone, m-xylene, m-diethylbenzene, m-dichlorobenzene, N,N-dimethylacetamide, n-butylbenzene, n-propyl acetate, N-pyrrolidone, o-xylene , o- toluene, o-diethylbenzene, o-di-benzene, p-toluene, p-diethylbenzene, dibutylbenzene, tertiary butylbenzene, isophorone, ethylene glycol diethyl ether, ethylene glycol dibutyl ether , ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether, ethylene glycol monobutyl Ether acetate, ethylene glycol monopropyl ether, diisobutyl ketone, cyclohexanol acetate, dipropylene glycol dimethyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol monobutyl ether, diacetone alcohol, propylene glycol diacetate, Propylene glycol phenyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoterpene ether propionate, phenyl alcohol, mercapto isobutyl ketone, methyl cyclohexanol, And n-butyl acetate, n-butyl acetate, isoamyl acetate, isobutyl acetate, propyl acetate, divalent acid ester, etc., wherein the pigment and the halogenated product (A) of the present invention are dispersed and dissolved well. From the point of view, it is advisable to use ethyl lactate, propylene glycol monodecyl ether acetate 100113570 Form No. A0101 Page 35 / 108 pages 1003215110-0 201214030 Ester, propylene glycol monoethyl ether acetate, ethylene glycol monodecyl ether acetate And an alcoholic acid ester such as ethylene glycol monoethyl ether acetate or an aromatic alcohol such as benzyl alcohol or a ketone such as cyclohexanone. The solvent may be used alone or in combination of two or more. Further, since the solvent can adjust the coloring composition to an appropriate viscosity to form a desired coloring layer having a uniform film thickness, it is preferably 800 to 4000% by weight based on the total weight of the coloring agent (10% by weight). The amount to use. <Method for Producing Colored Composition> The red colored composition of the present invention can be obtained by dissolving or dispersing a coloring agent containing a red pigment and a halogenated product (A) in the above-mentioned resin binder and a solvent as needed. Manufactured in a color carrier. In the case of dispersion production, it is preferably dispersed and produced together with various dispersing means such as a three-roll mill, a two-roll mill, a sand mill, a kneader, and an attritor together with a dispersing aid such as a pigment derivative. Further, the red coloring composition of the present invention may be obtained by separately dissolving or dispersing other coloring agents such as a halogenated product (A) and a red pigment in a colorant carrier and mixing them. Dispersing aid When the coloring agent is dispersed in the coloring agent carrier, a dispersing aid such as a pigment derivative, a resin type pigment dispersing agent, and a surfactant can be suitably used. The dispersing aid has a good ability to disperse the coloring agent, and the effect of preventing re-coagulation of the dispersing coloring agent is very large. Therefore, when a dispersing aid is used to disperse the coloring agent in the coloring agent carrier, the coloring composition can be obtained. A color filter with high penetration. In the present invention, the halogenated product (A) can also function as a red pigment dispersing aid, so that a suitable combination of acridone or a triazine pigment derivative can be exemplified by an organic pigment, 蒽醌100113570 Form No. A0101 Page 36 / 108 pages 1003215110-0 201214030 , a compound having a basic substituent, an acidic substituent or a phthalimidomethyl group which may also have a substituent is introduced. In the present invention, the dye derivative is preferably a pigment derivative, and its structure is a compound represented by the following general formula (2). P-(L) Formula (2) η (In general formula (2), lanthanide means an organic pigment residue, an anthracene skeleton, an acridone skeleton or a triazine skeleton, and the L system represents a basic substituent and an acid substitution. Or an ortho-phthaliminium group which may have a substituent group, and η is an integer of from 1 to 4. The organic pigment constituting the residue of the organic pigment of ruthenium may, for example, be a ratio of °. Bis-dione-based pigments; azo-based pigments such as azo, disazo, polyazo; copper phthalocyanine, copper halide phthalocyanine, phthalocyanine-free pigments such as metal-free phthalocyanine; amine onion, diamine and onion Anthraquinone pigments such as anthraquinone, pyridoxine, xanthone, indolinone, standard reduction blue, furanone, anthrone violet dye; quinophthalone pigment; dithiazine pigment; anthraquinone pigment; anthraquinone pigment Thiazinium blue pigment; isoindane pigment; isoindolinone pigment; quinophthalone pigment; durene pigment; and metal complex pigment. For the pigment derivative, for example, Japanese Patent Laid-Open No. 63-3051 73, Japanese Special Public Show No. 57-1 5620, Japanese Special Public Show No. 59-401 72, Japanese Special Public Show No. 63-1 71 02, and Japanese Special Fair 5-9469 The materials described in the above, etc., may be used singly or in combination of two or more. When the amount of the dye derivative is based on the total amount of the colorant (100% by weight), it is preferably 1% by weight or more, and most preferably 3% by weight or more. Moreover, it is preferable that it is 40 weight% or less, and it is preferable that it is 35 weight% or less from the viewpoint of a heat| 100113570 Form No. Α0101 Page 37 of 108 1003215110-0 201214030 Resin-type dispersant has a pigment affinity site adsorbed to the pigment and a site compatible with the pigment carrier, and has a coloring agent adsorbed thereon. The effect of the colorant on the dispersion stabilization of the pigment carrier. The specific resin type dispersant may be a polycarboxylate such as polyurethane or polyacrylate, an unsaturated polyamine, a polycarboxylic acid, a polycarboxylic acid (partial) amine salt, a polycarboxylic acid ammonium salt, or a polycarboxylic acid alkylamine salt. , polyoxyalkylene oxide, long-chain polyamine decylamine phosphate, hydrocarbon-containing polycarboxylate or the like, by reacting with a polyester having a polymerization (lower pyrimine) and a free radical An oily dispersant such as a brewing amine or a salt thereof, a (mercapto)acrylic acid-(meth)acrylate copolymer, a styrene-maleic acid copolymer, a polyethylene glycol, a polyethylene π ratio a hafnol 4 water-soluble resin, a water-soluble polymer compound, a polyester-based dispersant, a modified polyacrylate-based dispersant, an o-oxide oxide/acrylic oxide-added compound, a phthalate-based dispersant, etc. They may be used singly or in combination of two or more, but it is not necessarily limited to these. Commercially available resin-type dispersing agents are per3-perbyk-101, 103' 107' 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, which are manufactured by BYK-Chemie Co., Ltd. 165, 166, 170, 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2020, 2090, 2091, 2164 or 2163, Anti-Terra-U, 203 and 204, BYK - P104, P104S, 220S and 6919, Lactimon, Lactimom-WS, and Bykumen, SOL本 Lubrizol, SOLSPERSE-3000, 9000, 13240, 13650, 13940, 17000, 18000, 20000, 21000, 24000, 26000 '27000, 28000, 31845 , 32000 ' 32500 ' 32600 ' 34750 ' 36600 ' 38500 , 41000 , 41090 , 53095 , 55000 and 76500 , Japan Chiba 100113570 Form No. A0101 Page 38 / 108 Page 1003215110-0 201214030 EFKA-46, 47 , 48, 452, LP4008, 4009, LP4010, LP4050, LP4055, 400, 401, 402, 403, 450, 451 '453 ' 4540, 4550, 4560, 4800, 5010, 5065, 5066, 5070, 7500, 7554, 1101 , 120, 150, 1501, 1502, and 1503 AJISPER-PA111, PB71, PB82, PB822, PB824, etc., manufactured by Ajinomoto Fine-Techno Co., Ltd., as a surfactant, may be exemplified by polyethylene oxide ether sulfate, sodium dodecylbenzenesulfonate, and styrene-acrylic acid copolymer. Acrylate, sodium alkylnaphthalene sulfonate, sodium alkyl diphenyl ether disulfonate, ethanolyl lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, ethanolamine stearate, ammonium stearate, lauryl Anionic surfactants such as sodium sulphate, styrene-acrylic acid copolymer ethanolamine, polyethylene oxide ether phosphate ether; polyethylene oxide oleyl ether, polyethylene oxide lauryl ether, polyepoxy decyl phenyl ether, a cationic surfactant such as polyoxyethylene ether phosphate, polyethylene oxide sorbitan glycerol stearic acid, or the like; an alkyl 4-grade ammonium salt or the like a surfactant; an alkyl quaternary ammonium carboxylate such as a carboxylic acid inner salt; or an amphoteric surfactant such as an alkyl imidazoline may be used singly or in combination of two or more kinds. However, it is not necessary to limit it to this. When the resin-type dispersant or the surfactant is added, the amount thereof is preferably 0.1 to 55% by weight, and more preferably 0.1 to 45% by weight based on the total amount of the coloring agent (1% by weight). When the amount of the resin-type dispersant or the surfactant is less than 0.1% by weight, it is difficult to obtain an effect of addition, and when the amount is more than 55% by weight, excessive dispersion may affect the dispersion. 100113570 Form No. A0101 Page 39/Total 1 Page 8 1003215110-0 201214030 The red coloring composition of the present invention may further contain a photopolymerizable monomer and/or a photopolymerization initiator to be used as a color filter for photosensitivity. Coloring the composition to use. Photopolymerizable monomer The photopolymerizable monomer may be used alone or in combination of two or more kinds of monomers or oligomers which are formed by curing with ultraviolet rays or heat. The amount of the monomer to be added is preferably from 5 to 400% by weight based on the total weight of the colorant, and is preferably from 10 to 300% by weight from the viewpoint of photocurability and developability. . Examples of the monomer or the condensed polymer which forms a transparent resin by curing by ultraviolet rays or heat, for example, mercapto (mercapto) acrylate, ethyl (meth) acrylate, 2-hydroxyethyl (methyl) Acrylate, 2-hydroxypropyl (meth) acrylate, cyclohexyl (meth) acrylate, s-carboxy (indenyl) acrylic acid S 曰, polyethylene glycol mono(indenyl) acrylic acid 1,6-hexanedi(di)(meth)acrylate, triethylene glycol di(meth)acrylate, tripropylene glycol di(decyl)acrylate, trimethylolpropane (meth)acrylate, Neopentyl alcohol (mercapto) acrylate, neopentyl alcohol tetrakis(meth) acrylate, dipentaerythritol penta (methyl) acrylate, diterpene tetraol hexa (meth) acrylate , 1,6-butanediol diglycidyl ether, bisphenol a diglycidyl ether, neopentyl glycol glyceryl ether, methylolated melamine, and the like, various acrylates and mercapto acrylates, (methyl Acrylic acid, styrene, vinyl acetate, hydroxyethyl vinyl ether, ethylene glycol diethyl ether, neopentyl Alcohol trivinyl ether, (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, N-vinyl carbamide, acrylonitrile, etc., but not necessarily limited to such luminescent polymerization initiators 100113570 Form No. A0101 Page 40 of 108 1003215110-0 201214030 In the coloring composition for a color filter of the present invention, the composition is cured by ultraviolet irradiation, and a filter segment is formed by photolithography. In this case, a photopolymerization initiator or the like may be added and adjusted in the form of a solvent developing type or an alkali developing type colored resist material. The amount of the photopolymerization initiator to be used is preferably from 5 to 2% by weight based on the total amount of the coloring agent, and is preferably from 1 to 15 in terms of photocurability and developability. 〇% by weight The photopolymerization initiator can be used, for example, 4-phenoxydiacetoacetophenone, 4-t-butyldithioacetophenone, diethoxyacetophenone, 1 _-different

Propylphenyl)-2-hydroxymethylpropan-1-one, 1-hydroxycyclohexylbenzophenone, 2-benzyldimethylamine-1 -(4-morpholinylphenyl)-butane-1- An acetophenone compound such as a ketone; a benzo compound such as benzo, benzoxanthene, benzoethyl ether, isopropyl isopropyl ether or benzyl dimethyl ketal; benzophenone, benzoquinone benzoic acid, stupid Benzoic acid methyl, 4-phenyl dibenzoic acid I, hydroxybenzophenone, acrylated benzophenone, 4-benzoquinone-4 mercapto diphenyl sulfide, 3,3',4 , a di-m-methyl ether compound such as 4'-tetrakis (t-butylperoxycarboxy)benzophenone; thioxanthone, 2-oxethione, 2-mercaptothioxanthone, isopropylthioxan a thioxanthone compound such as a ketone, 2,4-diisopropylthioxanthone or 2,4-diethylthioxanthone; 2,4,6-tris-o-triazine, 2-phenyl-4 ,6-bis(trichloroindenyl)-o-triazine, 2-(p-methoxyphenyl)_4,6-bis(trimethylsulfonyl)-o-triazine, 2-(p-tolyl)-4 ,6-bis(trishydrazinyl)-o-triazine, 2-piperidin-4,6-bis(trimethylsulfonyl)-o-triazine, 2,4-bis(tris)--6 Styryl-o-three , 2-(naphtho-1-yl)_4' 6-bis(trimethylmethyl)-o-triazine, 2-(4-methoxynaphthen-1-yl)-4,6-bis(trichloromethane) Base)-orthotriazine, 2,4-dioxamethyl-(Hu-Ji)- 6_3. Qin, 2, 4_ 二气曱100113570 Form No. A0101 Page 41/Total 1〇8 页1003215110-0 201214030 Base (4,··methoxystyryl)-6-triazine and other triazine compounds; 1,2-octanediene, 1-[4-(phenylthio)-, 2(0-benzopyrene)], 0-(ethylhydrazine)-N (1-phenyl-2 carbonyl-2) An oxime ester compound such as (4, _ methoxy-naphthyl)ethylene)hydroxylamine; bis(2,4 6 -tridecylbenzo)epoxyphenylphosphine, 2,4,6-trimercaptobenzene Further, a phosphine compound such as epoxidized phenylphosphine; an anthraquinone compound such as 9,10-phenanthrenequinone, camphorquinone or ethylhydrazine; a borate ester compound; an oxazole compound; or an imidazole compound. These photopolymerization initiators may be used alone or in combination of two or more kinds in any ratio as needed. The photopolymerization initiator is preferably from 5 to 200% by weight, based on the total weight of the coloring agent in the red coloring composition of the color filter, from photohardenability and The viewpoint of developability is more preferably 10 to 150% by weight. In the case of the sensitizing agent, the color filter of the color filter of the present invention may further contain a sensitizer. The sensitizer may, for example, be an unsaturated ketone represented by a flavonoid derivative or a dibenzylidene propyl group, or the like represented by benzyl or camphorquinone, a 2-di derivative, a benzo derivative, or an anthracene. Derivatives, naphthoquinone derivatives, anthracene derivatives. Tons of derivatives, thioxanthene derivatives, xanthone derivatives, thioxanthone derivatives, coumarin derivatives, coumarin derivatives, cyanine derivatives, merocyanine derivatives, Polyacetylene dyes such as cyanine derivatives, acridine derivatives, azabenzene derivatives, diene tert-derivatives, oxazine derivatives, porphyrin derivatives, molybdenum derivatives, and cerium salt derivatives 100113570 rust salt derivative, porphyrin derivative, tetraphenylporphyrin derivative triarylmethane derivative, tetrabenzoporphyrin derivative 'tetrapyrazine porphyrin derivative, phthalocyanine form No. A0101 Page 42 of 1 〇8 pages 1003215110-0 201214030 Derivatives, tetrazolium derivative, tetralinium derivative, naphthalocyanine derivative, phthalocyanine derivative, pyridinium salt derivative, thiopyridinium Salt derivatives, tetraterpene derivatives, squally derivatives, spirulina derivatives, spiro 11 oxime derivatives, thiopyrazine ratios • southern derivatives, metal aromatic hydrocarbon complexes, organic ruthenium complexes , Michler's ketone derivative, α-methoxyl ether, decyl phosphide hydroxide, fluorenyl phenylglyoxylic acid, benzyl-9 , 10 - phenanthrene, diterpene, camphor, ethyl hydrazine, 4, 4'-diethyl phenol ketone, 3, 3' or 4, 4' - tetra (tertiary butyl peroxy carboxyl) Phenyl ketone, 4,4 '-dimethylamine dibenzophenone, and the like. Specifically, the "Pigment Handbook" (1 986, Kodansha), Dahe Yuanxin, etc., "Chemistry of Functional Pigments" (1981, CMC), and Chisen-Sang Sanlang, etc. The sensitizer described in "Special Functional Materials" (1986, CMC) compiled by the person is not limited to these. Further, it may contain a sensitizer which exhibits absorption of light from the ultraviolet to the near-infrared region. It is also possible to use two or more sensitizers at any ratio as needed. When the sensitizer is used, the amount is preferably from 3 to 60% by weight, based on the total weight of the photopolymerization initiator contained in the coloring composition, from photocurability and development. Sexual point of view, more preferably 5 to 50% by weight. Amine-based compound Further, in the red colored composition for a color filter of the present invention, an amine-based compound having a function of reducing dissolved oxygen may be contained. The amine-based compound may, for example, be triethanolamine, methyldiethanolamine, triisopropanolamine, 4-dimethylamine benzoic acid sulfhydryl, 4-didecylamine benzoic acid ethyl, 4-dimethylamine. Benzoic acid 2-ethylhexyl and N,N-dimercapto 100113570 Form No. A0101 Page 43 / 108 pages 1003215110-0 201214030 For a stupid amine. The leveling agent is used on the substrate of the red colored composition of the present invention, and is preferably used to improve the composition in a transparent centering agent. The leveling agent preferably has a methyl oxane in the main chain. Specific examples of the dimethyloxoxime D〇wr 疋 having a polyether structure in the main chain include, for example, Fz_ 2 t 2122 manufactured by TORAY·D〇w Corning Co., Ltd. and BYK-=spring manufactured by BYK Corporation. As a dimethyl (tetra) nucleus having a _ structure in the main chain, for example, Βγκ, which is manufactured by Zan Company, and βγκ jing can also be used in the main chain to have a polyether structure, a fluorenyl oxane and a main 003〜0. 5重量。 0. 003〜0. 5重量。 The weight of the dimethyl phthalate is generally 0. 003~0. 5 weight %. Particularly suitable is a compound having a hydrophobic base group in the molecule (10), which is a type of a so-called surfactant, which has hydrophilicity and low solubility in water, and is added to a red colored composition. The surface tension reducing ability (4) is characterized by low surface tension reducing ability, but it is very useful for the goodness of the glass sheet, and should be sufficiently suppressed in the amount of coating defects caused by no foaming. Chargeable material. A leveling agent having such suitable characteristics should preferably use a dimethyl 7 New 1 epoxy material having a polyepoxy firing unit, including a polyethylene oxide oxime-like oxygen (four) unit; It can also have both polyethylene oxide unit and polyepoxy propylene unit. The combination of 'polyepoxy burning unit and dimethyl oxalate can be any of the following types. Polyepoxy unit in dimethyl The repeating unit of Shixia Hospital is 100113570 combined with the pendant type; the polyalkylene oxide unit is combined with the end-modification type of the diterpene oxyfluoride end form number A0101, page 44/108, 1003215110-0 201214030; Feed level and dimethyl A linear block copolymer type which is repeatedly and repeatedly bonded to each other. A dimethyl siloxane having a polyepoxy burning unit is commercially available from Τ0ΜΥ · D〇wc〇rning, for example, FZ-211〇, FZ- 2122, fz_213〇, fz_2i66 fz_ 2191, FZ-2203, FZ-2207, but not limited to these. The leveling agent may also be auxiliaryly added with anionic, cationic, nonionic or amphoteric surfactants. It is also possible to use a mixture of two or more kinds of surfactants. The anionic surfactant of lion-like addition to the leveling agent can be exemplified by poly orbital (4) "salt, twelfth lysine, stupid (four) _ propylene Acetate of acid copolymer, sodium sulphonate, sodium sulphonate, sodium lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, ethanolamine stearate Ammonium, sodium lauryl sulfate, styrene-acrylic acid copolymer monoethanolamine and polyethylene oxide (tetra) acid mystery, etc. The cationic surfactant of the auxiliary leveling agent may be an alkyl 4-grade ammonium salt and It is equivalent to the epoxy Ethylene addendum.

Q. Non-ionic surfactants which are auxiliaryly added to the leveling agent include polyethylene oxide oleyl ether, polyethylene oxide lauryl ether, polyethylene oxide decyl ether, and polyethylene oxide ether phosphate. , such as polyethylene oxide sorbitan glyceryl stearic acid, polyethylene glycol monolauryl ester, alkyl dimethylamine acetic acid quaternary ammonium carboxylate inner salt, alkyl quaternary ammonium carboxylate inner salt and alkyl imidazoline A surfactant, and a fluorine- or sulfhydryl surfactant. Further, in order to assist the hardening of the thermosetting resin, the hardening agent and the hardening accelerator may contain a hardening agent and a hardening accelerator 100113570 in the red coloring composition of the present invention. Form No. A0101 Milkpaste/Total 1〇 8 pages 1003215110-0 201214030 and so on. The hardening agent to be used is a benzene-based resin, an amine-based compound, an acid anhydride, an active s-reaction, an acid-removing compound, or a continuous acid-based compound, but is not particularly limited thereto, and may be reacted with a thermosetting resin. Use any hardener. In addition, among these, a compound having two or more phenolic hydroxyl groups in one molecule and an amine-based curing agent are particularly preferable. The hardening accelerator may, for example, be an amine compound (for example, dicyandiamide, benzyldimethylamine, 4-(dimethylamine)-oxime, fluorene-dimercaptobenzylamine, 4-methoxy- N,N-dimercaptobenzylamine and 4-methyl-N,N-dimethylbenzylamine, etc.; 4-grade ammonium compound (for example, triethylbenzylammonium vaporate, etc.); blocked isocyanate a compound (for example, a decylamine or the like); an imidazolyl derivative bicyclic hydrazine compound and a salt thereof (for example, imidazolyl, 2-mercaptoimidazolyl, 2-ethylimidazolyl, 2-ethyl-4-methyl Imidazolyl, 2-phenylimidazolyl, 4-phenylimidazolyl, cyanoethyl-2-phenyl sigmine. Sodium and 1-(2-(ethyl)ethyl)-2-ethyl-4- - methylimidazolyl or the like; a phosphorus compound (for example, triphenylphosphine, etc.); a guanamine compound (for example, melamine, guanamine, acetamide, benzoguanamine, etc.); and an S-triazine derivative (for example, 2) , 4-diamine-6-mercaptopropenyloxyethyl 5- 5-triazine, 2-vinyl-2,4-diamine-6-triazine, 2-vinyl-4,6-diamine- S-triazine·isocyanate acid addenda and 2,4-diamine-6-methylpropenyloxyethyl-S-triazine·isocyanate acid Wait). These may be used alone or in combination of two or more. The content of the hardening accelerator is preferably 0.01 to 15% by weight based on the total amount of the thermosetting resin. 其他 <Other additive components> In the coloring composition of the present invention, in order to stabilize the viscosity of the composition over time, Contains a storage stabilizer. Further, in order to improve the adhesion to the transparent substrate, a adhesion promoter such as a decane coupling agent may be contained. 100113570 Form No. A0101 Page 46 / 108 pages 1003215110-0 201214030 Storage stabilizers include, for example, 4-grade ammonium chlorides such as T-based trimethyl chloride and dimercaptohydroxylamine; organic acids such as lactic acid and oxalic acid and Ethyl ether; tertiary butyl pyrocatechol; organic phosphines such as tetraethylphosphine and tetraphenylphosphine; and phosphite. The storage stabilizer is preferably used in an amount of 0.1 to 10% by weight based on the total amount of the colorant (100% by weight). The adhesion promoter may be exemplified by the following decane coupling agents: ethylene tris (such as ethylene tris(methoxy-methoxy) decane, ethylene ethoxy decane, and ethylene tridecyloxy decane; r-methacryloxy group; (meth)acrylic acid decane such as propylene trimethoxydecane; /5 - (3, 4-epoxycycloalkyl)ethyltrimethoxy I1 decane, lutene-(3,4-epoxycycloalkyl) fluorene Tris-methoxydecane, S-(3,4-epoxycycloalkyl)ethyltriethoxydecane, cold-(3,4-epoxycycloalkyl)methyltriethoxydecane, T - epoxy decanes such as glycidoxypropyl trimethoxy decane, T-glycidoxypropyl triethoxy decane; N-/S (amine ethyl) r-aminopropyl trimethoxy Baseline, N-/?(aminoethyl)r-aminopropyltriethoxydecane, N-stone (amineethyl)r-aminopropylmethyldiethoxydecane, r-aminopropyltri Amino decane such as ethoxy decane, τ-aminopropyltrimethoxy decane, N-phenyl-r-aminopropyltrimethoxydecyl decane, N-phenyl-τ-aminopropyltriethoxydecane And 7-mercaptopropyltrimethoxydecane, T-mercaptopropyltrimethylethene, etc. Thiodecanes and the like. The adhesion-improving agent can be used in an amount of 0.01 to 10% by weight, preferably 0.05 to 5% by weight, based on the total amount of the coloring agent in the red colored composition (100% by weight). <Removal of coarse particles> From the red coloring composition of the present invention, a coarse particle of 5 μm or more, more preferably a coarse particle of 1 /zm or more, is further used, by a mechanism such as a centrifugal separation, a sintered filter, or a membrane filter. 0. 5 / Z m coarse particles and mixed 100113570 Form No. A0101 Page 47 / 108 pages 1003215110-0 201214030 Remove the dust. Thus, the red coloring composition is preferably substantially free of particles of 〇 5 A m or more. More preferably 〇.3em or less. <Color Filter> Next, a color filter relating to the present invention will be described. The color filter of the present invention comprises at least one red filter segment, at least one green filter £# and at least one blue 溏' optical segment, and at least one red filter and optical segment The color filter of the present invention is formed using a red colored composition. The green filter segments can be formed using a generally green colored composition comprising a green pigment and a pigment carrier. Green pigments can be used, for example, Pigment Green 7, 10, 36, 37, 58, etc. Further, the green coloring composition can be used simultaneously with the yellow pigment. The yellow pigment which can be used at the same time is, for example, CI Pigment Yellow (?? 81116111; 丫61-low) 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18 , 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63 '65, 73, 74 , 77, 81, 83, 93, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113 '114, 115, 116, 117, 118, 119, 120, 123, 126, 127 , 128, 129, 138, 147, 150, 151, 152, 153, 154 ' 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176 Yellow pigments such as 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 198, 199, 213, 214, 218, 219, 220 or 221. Further, it is also possible to use a yellow dye-based dye and an acid dye. 100113570 Form No. A0101 Page 48 of 108 1003215110-0 201214030 The blue filter section can be formed using a general blue tinted composition containing a blue pigment and a vehicle carrier. As the blue pigment, a phthalocyanine-based pigment and/or a triarylmethine-based coloring matter pigment or the like is used. The pigments of the family are preferably those which use copper emerald blue pigment.

100113570 Copper phthalocyanine blue pigment can be cited CI pigment blue i5, c.〗 Pigment Blue 15: i, CI Pigment Blue 15: 2, C · I · Pigment Blue 15 : 3, c 丨 Pigment Blue 15 : 4, CI Pigment blue 15 : 6 and other pigments. Among them, a copper phthalocyanine blue pigment having a 6-type and a-type structure is particularly preferable. Specifically, such a suitable pigment is c. I. Pigment Blue 15: 6 and c. I. Pigment Blue 15: 1. The triarylmethane-based lake pigment can be exemplified by C·丨. Pigment Blue! , the same j: 2, the same 1 · 3, CI pigment blue 2, the same 2: 1, the same 2: 2, c. I. Pigment Blue 3, CI Pigment Blue 8, CI Pigment Blue 9, CI Pigment Blue 1〇, Same as 1〇: 1, CI Pigment Blue 11, c. I. Pigment Blue 12, c. I. Pigment Blue 18, CI Pigment Blue 19, CI Pigment Blue 24, Same 24: 1, C. I·Pigment Blue 53, CI Pigment Blue 56, same as 56: 1, CI Pigment Blue 57, CI Pigment Blue 58, CI Pigment Blue 59, CI Pigment Blue 61, CI Pigment Blue 62, and the like. Among these, the blue pigment is preferably C. I. Pigment Blue 15:6. Further, in addition to the blue pigment described above, it is preferable to use a purple, red, oxazine-based pigment, an anthracene-based pigment, an azo-based pigment, or an anthracene. Lanthanide pigment. Among them, it is preferable to use a dioxazine-based pigment at the same time, and a C.I. Pigment Violet 23 is preferably used as the dioxazine-based pigment. By using the bisoxazine-based pigment together with the blue coloring composition of the present invention, it is possible to obtain a high-quality blue coloring composition which is more excellent in heat resistance, light resistance and solvent resistance and which is stable. <Method of Manufacturing Color Filter> The color filter of the present invention can be produced by a printing method or photolithography. Form No. A0101 Page 49 / 108 pages 1003215110-0 201214030 When the filter segment is formed by the printing method, only the printing and drying of the coloring composition prepared by the printing ink are repeated, and the patterning can be completed. The manufacturing method of the color filter is low in cost and good in mass productivity. Further, by the development of printing technology, it is possible to perform printing with a fine pattern having high dimensional accuracy and smoothness. When printing, it is preferable that the ink does not dry and solidify on the printing plate or on the felt cloth. Moreover, the control of the fluidity of the ink on the printing press is also important, and the viscosity of the ink can be adjusted by a dispersing agent or a body pigment. When the filter segment is formed by the photolithography method, the solvent development type or the alkali development type coloring resistance is applied to the transparent substrate by a coating method such as spray coating or spin coating, slit coating or roll coating. The coloring composition prepared by the etchant material is applied to a dry film thickness of 〜. 2 to 5"m. The film which is dried as needed, is provided with a specific pattern by contact or non-contact with the film. The cover is exposed to ultraviolet light. Thereafter, it is dipped in a solvent or an alkali developer, or the developer is sprayed by a sprayer or the like to remove the uncured portion to form a desired pattern, and the same color is repeated for the other colors. The color filter can be manufactured by operation, and in order to promote the polymerization of the coloring resist material, heating can be performed as needed. If the light lithography method is used, color filter development with higher precision than the above printing method can be manufactured. In the case of using an aqueous solution such as sodium carbonate or sodium hydroxide, an organic base such as dimethyl benzylamine or triethanolamine may be used as the developer. Further, an antifoaming agent may be added to the developer or Further, in order to increase the ultraviolet exposure sensitivity, after drying and drying the coloring resist, a water-soluble or alkali-soluble resin such as polyvinyl alcohol or a water-soluble acrylic resin may be applied to form an oxygen barrier. Polymer 100113570 Form No. A0101 Page 50 / 108 pages 201214030 film, UV exposure. Ο In addition to the above methods, the color filter of the present invention may also be by electrodeposition, transfer, inkjet, etc. In order to manufacture, the coloring composition of the present invention can be used in any method. Further, the electrodeposition method uses a transparent conductive film formed on a substrate to filter the respective colors on the transparent conductive film by electrophoresis of colloidal particles. a method of manufacturing a color filter by forming a sheet segment by electrodeposition. Further, the transfer method is applied to the surface of the peeling transfer substrate, and a filter segment is formed in advance, and the filter segment is formed. A method of transferring to a desired substrate. The inkjet method is a method of printing and manufacturing a filter segment by an inkjet method. Forming various colors on a transparent substrate or a reflective substrate A black matrix may be formed in advance before the sheet section. The black matrix is a multilayer film of chromium or road/chromia, an inorganic film such as vaporization, or a resin film in which an opacifier is dispersed, but is not limited thereto. A thin film transistor (TFT) may be formed on the transparent substrate or the reflective substrate, and then each color filter segment may be formed. Further, on the color light-emitting sheet of the present invention, a film and transparent conductive may be formed as needed. Membrane and the like.

[Examples] Hereinafter, the present invention will be described based on examples, but the present invention is not limited thereto. In addition, unless otherwise specified, "part" means "weight". In addition, the weight average molecular weight (Mw) of the acrylic resin is converted into a weight average molecular weight of polystyrene, which is a TSKgel column (manufactured by TOSOH Co., Ltd., manufactured by GPCCT0S0H, equipped with an RI detector, HLC-8120GPC). It was measured using THF as a developing solvent. First, an acrylic resin (resin binder) solution used in the examples and comparative examples, a resin having a cationic group in a side chain, a fine pigment, and a halogenated 100113570 Form No. A0101 Page 51 / 108 pages 1003215110-0 201214030 Product Description of the production method of (A), 烦 ° annoying compound, pigment dispersion, resin solution containing halogenated product, blue resist material, and green anti-residue material. <Preparation of Acrylic Resin Solution 1 to 4> Acrylic Resin Solution 1 In a separate four-stage flask equipped with a thermometer, a cooling tube, a nitrogen gas introduction tube, a dropping tube, and a stirring device, 207 parts of cyclohexanone were placed, and the temperature was raised to 80°. I. 3 parts, 4.6 parts of 2-hydroxyethyl methacrylate, 3.4 parts of methacrylic acid, 3 parts of butyl methacrylate, A mixture of 7.4 parts, 2, 2'-azobisisobutyronitrile, 0.4 parts of cumyl phenol oxirane modified acrylate ("ARONIX M110" manufactured by Toagosei Co., Ltd.). After the completion of the dropwise addition, the reaction was further continued for 3 hours to obtain a solution of an acrylic resin having a weight average molecular weight (Mw) of 26,000. After cooling the solution to room temperature, the resin solution was sampled to about 2 g, heated at 180 ° C for 20 minutes to dry it, and the non-volatile components were measured. According to the measurement results, oxime propyl acetate was added to the previously synthesized resin solution. The vinegar was made into an acrylic resin solution 1 so that the nonvolatile content became 20% by weight. The acrylic resin solution 2 was placed in a separate four-piece flask equipped with a thermometer, a cooling tube, a nitrogen gas introduction tube, a dropping tube, and a stirring device, and placed in a loop of hexanone 70. 0, and the temperature was raised to 80 ° C to replace the reaction vessel with gas. After that, 20 parts of methacrylic acid and 20 parts of p-cumyl epoxide ethylene oxide modified acrylate ("ARONIX M110" manufactured by Toagosei Co., Ltd.) and thiol methacrylate 45 were dropped by dropping the tube over 2 hours. a mixture of 8.5 parts of 2-hydroxyethyl decyl acrylate and 5.3 parts of 2, 2'-azobisisobutyronitrile. After the completion of the dropping, further 100113570 Form No. A0101 Page 52 of 108 1003215110-0 201214030 The reaction was continued for 3 hours to obtain a resin solution. Then, the supply of nitrogen gas was stopped, and for the total amount of the resin solution obtained above, the surface was allowed to stand for 1 hour while stirring, and then cooled to room temperature. In the cooled resin solution, 2-methylpropanol oxyethyl isocyanate was added dropwise at 7 〇〇c for 3 hours (5 parts made by Showa Denko Co., Ltd., dibutyl tin laurate. 〇8 parts and rings) a mixture of 26 parts of ketone.

The obtained resin solution was sampled by about 2 g, heated at 18 Torr for 2 〇 minutes to dry it, and the non-volatile component was added. According to the measurement result, cyclohexene was added to the previously synthesized resin solution, so that the non-volatile component was obtained. It was made into a propionate resin solution 2 by the weight %. The weight average molecular weight (Mw) of the acrylic resin was 18,000. Acrylic acid resin solution 3

The four flasks equipped with a thermometer, a cooling tube, a nitrogen gas guiding tube, a dropping tube, and a mixing device were placed in the m portion of cyclohexanone, and the temperature was raised to 峨', and the reaction vessel was replaced with nitrogen, and then the tube was dropped. 20 parts of methacrylic acid were dropped over 2 hours, and the acrylic acid vinegar was modified with acetyl acetonate ("AR〇NIX MU〇j" manufactured by Toagosei Co., Ltd.), methyl methacrylate 45 parts, 8 parts of glycerin monomethyl acrylate vinegar and a mixture of 2, 2, _ bis bis isobutyronitrile 1.33. After dropping the knot, the reaction was further continued for 3 hours to obtain a resin solution. Then, the supply of the total amount of the resin solution obtained above was stopped, and the surface was poured into the dry air for one hour, and then cooled to room temperature. The resin solution was cooled to 7 (the rc was dropped for 2 hours in 2 hours). A mixture of 5 parts of acryloyloxyethyl isophthalic acid, ursyl sulphate u8 and cyclohexanone. The sampled resin solution is sampled for about 2g, and the sail is heated for 2 minutes to make 100113570 Form No. A0101 Page 53 / Total 1 〇 8 Page 1003215110-0 201214030 Then 疋 does not volatilize into According to the measured value, cyclohexanone was added to the previous synthesis = tree w liquid so that the non-volatile component became 2 G weight % to prepare a propionic acid resin solution 3. The weight of the acrylic resin ♦ the average molecular weight (Mw) was 19,000. The acid resin solution 4 is placed in a separate four-stage flask equipped with a thermometer, a cooling tube, a nitrogen gas introduction tube, a dropping tube, and a stirring device, and placed in a loop of -370 parts, heated to 8 ° C, and replaced with a nitrogen gas in a reaction container. 18 pieces of cumyl phenol oxirane modified acrylate (Atomic Synthetic Co., Ltd. gas ARONIX M110) were dropped by pipe for 2 hours, and the base methacrylate vinegar 1 缩 glycidyl methacrylate was added. 2, a mixture of 2 parts, 25 parts of methacrylic acid methyl group and 2, 2'-azobisisobutyronitrile 2. After the mixture was dropped, the reaction was further carried out at 1 °c for 3 hours, and then added. Azobisisobutyronitrile, a solution of 50 parts of cyclohexanone, was further reacted for 1 hour. Then, the container was placed in air and placed in the above container. 9.3 acrylic acid (100% of glycerol base), trimethylamine The reaction of the solid component with an acid value of 0.5 to complete the reaction to obtain a solution of the acrylic resin, followed by the addition of four, to the phenolphthalein, and the second portion of the phenolphthalein. 5 parts of argon phthalic anhydride (1% by weight of the generated hydroxyl group) and 2.5 parts of diethylamine were reacted at 12 0 C for 3-5 hours to obtain a solution of acrylic acid resin. After the obtained acrylic resin solution was cooled to room temperature, it was sampled by about 2 g, heated at 180 ° C for 20 minutes to be dried, and the nonvolatile component was measured, and cyclohexanone was added to the above acrylic resin solution according to the measured value. The non-volatile component was made 20% by weight to prepare an acrylic resin solution 4. The weight average molecular weight (Mw) of the acrylic resin was 1 9000. 1003215110-0 100113570 Form No. A0101 Page 54 / Total 1 Page 8 201214030 <Preparation of Resin with Cationic Group in Side Chains> Resin 1 with a cationic group in the side chain. It is equipped with a thermometer, a stirrer, a distillation tube, and cooling. 4 separate flasks were placed in 67.3 portions of mercaptoacetone, and the temperature was raised to 75 ° C under a nitrogen stream. 0部。 0. 0 parts, methyl methacrylate ethyl methacrylate 0. 0 parts, methyl methacrylate ethyl methacrylate 0. 0 , 2, 2'-azobis(2,4-dimethylvaleronitrile

After the 5. part and the methyl ethyl ketone 25.1, the obtained mixture was placed in a dropping funnel, and the dropping funnel was attached to the above four separate flasks, and the mixture was dropped over 2 hours. Two hours after the end of the dropwise addition, the polymerization yield was confirmed to be 98% from the solid component, the weight average molecular weight (Mw) was 6830, and it was cooled to 50 °C. The cooled reaction mixture was further heated to a vaporized sulfhydryl group of 3.2 parts and ethanol of 22.0 parts. After reacting at 50 ° C for 2 hours, the mixture was heated to 80 ° C over 1 hour, and further reacted for 2 hours. Thus, the resin 1 having 47% by weight of the resin component and having a cationic group in the side chain was obtained. The ammonium salt of the obtained resin had a valence of 34 mg K0H/g.

Here, the weight average molecular weight (Mw) of the resin having a cationic group in the side chain is determined by a gel permeation chromatography (GPC) using polystyrene as a standard substance. Further, the ammonium salt value of the resin having a cationic group in the side chain is determined by using a 5% potassium chromate aqueous solution as an indicator and titrating with a 0. in silver nitrate aqueous solution to determine the amount of silver nitrate required for neutralizing the ammonium salt group. After that, it is converted into the equivalent value of potassium hydroxide, which represents the price of the solid salt. The resin 2 having a cationic group in the side chain was placed in four separate flasks equipped with a thermometer, a stirrer, a distillation tube, and a cooler, and placed in an amount of 62.4 parts of isopropyl alcohol, and the temperature was raised to 75 ° under a nitrogen gas flow. In addition, uniformly mixed decyl methacrylate 32. 1 part, n-propyl propionate methyl vinegar 100113570 1003215110-0 Form No. A0101 Page 55 / Total 1 〇 8 pages 201214030 25 · 1 part, methyl lauryl acrylate 25. 1 part, methacrylamide propylamino-methylammonium oxide 17.7, 2, 2'-azobis(2,4-dimethylvaleronitrile) 5. 7 parts, and ethyl ethyl ketone丨5. After the 6th part, the mixture obtained was placed in a dropping funnel. The dropping funnel was attached to the above-mentioned four separate flasks, and the mixture was dropped over 2 hours. After the completion of the dropping for 2 hours, the polymerization was confirmed from the solid content. The ratio was 98%, the weight average molecular weight (Mw) was 7,020, and was cooled to 50 t. 72 parts of isopropyl alcohol was added to the cooled reaction mixture to obtain a resin component of 4% by weight and a cationic group in the side chain. Resin 2. The obtained ammonium salt of the resin has a valence of 45 mg K 〇 H / g. It has cationicity in the side chain. Resin 3 was placed in 6 separate flasks equipped with a thermometer, a mixer, a steaming tube, and a cooler, and placed in a portion of methyl ether ketone 67.3, and the temperature was raised to 75 ° C under a nitrogen stream. 5部,2, 2', Methyl acrylate 27.5, benzyl acrylate vinegar 25.0, 2-ethylhexyl acrylate 2.7. 5, N, N-dimethylamine decyl styrene 20. 0, 2, 2' - azobis(2,4-dimethylvaleronitrile) 6·7 and methyl ethyl ketone 25.1 parts, placed in a dropping funnel, and mounted in 4 separate flasks, which were dripped for 2 hours. After the end of 2 hours, the polymerization yield was confirmed to be 98%, the weight average molecular weight (mw) was 6770, and was cooled to 5 (TC. The reaction mixture after cooling, additional gasification of benzyl 15.7, Ethanol 22.0, obtained by further reacting for 5 hours after 2 hours of TC reaction, and heating to 801 ' for 1 hour. Thus obtained as a resin having 50% by weight of the resin component and having a cationic group in the side chain The ammonium salt value of the resin is 6 〇 mg KOH, / g. The resin having a cationic group in the side chain 4 is provided with a thermometer, a stirrer, and a steaming tube. 'Cooler 4 separate flasks were placed in 62.4 parts of isopropanol and heated to 751 under a nitrogen stream. Another 100113570 Form No. A0101 Page 56 / 108 pages 1003215110-0 201214030 Externally mixed yttrium methacrylate 25. 0 parts, stearic acid methyl acrylate 20. 〇, methyl cyclohexyl acrylate 2 〇. 〇, BLEMMER PE90C oil company, diethylene glycol monomethyl methacrylate) 15. 0, Ν-vinyl砒 烷 _20. 0, 2, 2' - azobis (2, 4-dimethylvaleronitrile) 4. 7 parts, and isopropanol 15. 6 parts after the 'mixed mixture Dropping the funnel 'The dropping funnel was attached to the above four separate flasks, and the mixture was dropped over 2 hours. Two hours after the end of the dropwise addition, the polymerization yield was confirmed to be 98% from the solid content, and the weight average molecular weight (Mw) was 7,550, and was cooled to 50. (:. After the cooling of the reaction mixture, additional gasification of methyl group 9. 〇 part 'isopropyl alcohol 22. 〇, 5 (TC reaction 2 hours, after 1 hour, warmed to 80, further reaction for 2 hours Thereafter, 5 parts of isopropyl alcohol was added to obtain a resin 4 having a resin component of 44% by weight and a cationic group in the side chain. The obtained resin had an ammonium salt value of 92 mgKOH/g. It had a cationic group in the side chain. The resin 5 was placed in four separate flasks equipped with a thermometer, a stirrer, a distillation tube, and a cooler, and 82.0 parts of methyl ethyl ketone was placed, and the temperature was raised to 75 ° C under a nitrogen stream. 23. 5, 3 butyl acrylate

J methyl ester 22.0, methyl lauryl acrylate 25.0, KAYAMAR PM- 21 (manufactured by Nippon Kayaku Co., Ltd., e-caprolactone 1 molar plus 2-hydroxyethyl methacrylate phosphate) 10. Part 0, Part 2, diethylaminopropyl acrylate, 17. 5 parts, 2, 2'-azobis(2,4-dimethylvaleronitrile) 6.0, and methyl ethyl ketone 25. 6 Thereafter, the obtained mixture was placed in a dropping funnel, and the dropping funnel was attached to the above-mentioned four separate flasks, and the mixture was dropped over 2 hours. Two hours after the end of the dropwise addition, the polymerization yield was confirmed to be 98% from the solid content, the weight average molecular weight (Mw) was 7010, and it was cooled to 50 °C. Thus obtained 48% by weight of the resin component and cationic in the side chain 100113570 Form No. A0101 Page 57 of 108 1003215110-0 201214030 Base Tree 爿曰5. The obtained salt price of the resin was 49 mg K 〇 H / g. Here, the amine valence of the resin having a cationic group at the side bond is determined by the potentiometric titration method using a hydrochloric acid aqueous solution of 〇. 1N to determine the amount of hydrochloric acid required for neutralization, and is converted to the equivalent of potassium hydroxide. <Preparation of fine pigments> Red fine pigment 1 Two dyes of red diketone pyrrole pyrrole C. 颜料. Pigment Red 254 ("IRGAZIN RED 2030" manufactured by Chiba Corporation, Japan), and 14 parts of sodium chloride And the 360 parts of the diethylene glycol fermentation was placed in a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) and mixed at 80 ° C for 6 hours. Next, the mixed scrambled material was placed in 8 liters of warm water, heated to 80 ° C, and stirred for 2 hours to form a slurry. After repeated filtration and washing with water to remove sodium and diethylene glycol, After drying at 8 ° C for one day and night, 19 parts of red fine pigment 1 were obtained. The red micronized pigment 1 has a relative surface area of 70 m 2 /g. Red micronized pigment 2 Placed onion red pigment C. I · Pigment Red 17 7 ("CHROMOPHTAL RED A2B" manufactured by Chiba Specialty Chemical Co., Ltd.), sodium chloride 14 〇〇 and diethylene glycol 360 A 1 gallon kneader made of stainless steel (manufactured by Inoue Seisakusho Co., Ltd.) was mixed and stirred at 80 ° C for 6 hours. Next, the kneaded material was placed in 8 liters of warm water, heated to 80 ° C, and stirred for 2 hours to form a slurry. The mixture was repeatedly filtered and washed with water to remove sodium and ethylene glycol, and then 85. After drying at °C for a day and night, 190 red fine pigments 2 were obtained. The red micronized pigment 2 has a relative surface area of 80 m 2 /g. Red micronized pigment 3 Red pigment CI Pigment Red 242 ("Sen\^0卩-ERM SCARLET 4RF" by Clariant) 200 parts, sodium hydride vapor 1400 and diethylene glycol 100113570 Form No. A0101 Page 58 / Total 108 pages 1003215110-0 201214030 The 360-section was placed in a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.), and mixed and stirred at go °C for 6 hours. Next, the kneaded material was placed in 8 liters of warm water and heated to 80. (:, while stirring for 2 hours, it was made into a slurry, and it was repeatedly filtered, washed with water to remove sodium chloride and diethylene glycol, and dried over 85 〇 to obtain 19 parts of red fine pigment 3. Red fine Chemical Pigment 4 Red pigment CI Pigment Orange 38 ("NOVOPERM RED HFG" by Clariant Co., Ltd.) 200 parts, sodium gasification 14 〇〇 part and diethylene glycol 360 part

A stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) was placed, and the mixture was stirred at 8 ° C for 6 hours. Then, the mixture was placed in 8 liters of warm water and heated to 8 (TC' while stirring for 2 hours to form a slurry. After repeated filtration and washing with water to remove sodium and ethylene glycol, 85 〇cdrying for a day and night', obtaining 19 parts of red fine pigment 4. Red fine pigment 5 Red pigment CI Pigment Red 166 ("Cromophtal Scarlet RN" manufactured by BASF Corporation) 200 parts, 1400 parts of sodium chloride and two Glycol 360

A stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) was placed in an amount of 8 inches. (: mixing and mixing for 6 hours. Then, the mixture was placed in 8 liters of warm water'-surface heated to 80 ° C, stirred for 2 hours to form a paddle, repeated filtration, water washing to remove sodium vaporized After diethylene glycol, it was dried at 85 ° C for one day and night to obtain 190 red fine pigments 5. Red fine pigment 6 Red pigment CI Pigment Red 220 ("Cromophtal Red G" manufactured by BASF Corporation), 1400 parts of sodium vapor and 360 parts of diethylene glycol were placed in a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.), and the mixture was stirred and mixed at 80 ° C for 6 hours. Then, the mixture was placed in 8 liters of warm water. A 100113570 Form No. A0101 Page 59 / 108 pages 1003215110-0 201214030 The surface is heated to 80 ° C, stirred for 2 hours to form a slurry, repeated filtration, water washing to remove sodium and diethylene glycol, After drying at 85 ° C for one night, 190 red fine pigments were obtained. Red fine pigment 7 Red pigment CI pigment red 48 : 1 ("LI0N0L RED TT-4801G" manufactured by Toyo Ink Co., Ltd.) 200 parts , gasification of sodium 1400 and diethylene glycol 360 The stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) was placed and mixed and stirred at 80 ° C for 6 hours. Then, the mixture was placed in 8 liters of warm water and heated to 80 ° C for 2 hours. After being slurried, repeatedly filtered, washed with water to remove sodium chloride and diethylene glycol, and dried at 85 ° C for one night to obtain 190 red fine pigments 7 〇 yellow fine pigment 1 200 yellow pigments CI Pigment Yellow 150 ("E-4GN" manufactured by LANXESS Co., Ltd.), 1400 vaporized sodium and 360 parts of diethylene glycol were placed in a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) at 80°. C, the mixture was stirred for 6 hours. Then, the mixture was placed in 8 liters of warm water, heated to 80 ° C, and stirred for 2 hours to form a slurry. The filtration and washing were repeated to remove sodium and diethyl carbonate. After the diol was dried at 85 ° C for one day and night to obtain 190 yellow fine pigments 1. The relative surface area of the yellow fine pigment 1 was 65 m 2 /g. Yellow fine pigment 2 nickel complex yellow pigment CI pigment Huang 150 ("Taiyang Ink Manufacturing Co., Ltd." 200 parts of ONOGEN YELLOW DT1 200"), 1400 parts of sodium gasification and 360 parts of diethylene glycol were placed in a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.), and mixed and stirred at 80 ° C for 6 hours. Next, the 100113570 form was used. No. A0101 Page 60 / 108 pages 1003215110-0 201214030 Mix the mixture into 8 liters of warm water, heat to 80 ° C, stir for 2 hours to make a slurry, repeat filtration, water wash to remove sodium chloride After diethylene glycol, it was dried at 85 ° C for one day and night to obtain 190 yellow fine pigments 2 . Blue micronized pigment 1 200 pieces of CI Pigment Blue 15 : 6 ("Lionol Blue ES" by Toyo Ink Co., Ltd.), 1400 parts of sodium hydride, and 360 parts of diethylene glycol are placed in the phthalocyanine blue pigment. The stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) was mixed and stirred at 80 ° C for 6 hours. Next, the mixture was placed in 8 liters of warm water, heated to 80 ° C, and stirred for 2 hours to form a slurry, which was repeatedly filtered and washed with water to remove sodium chloride and diethylene glycol. After drying at 85 ° C for one day and night, 190 blue fine pigments 1 were obtained. The relative surface area of the blue fine pigment 1 was 80 m 2 /g. Purple micronized pigment 1 20 parts of CI Pigment Violet 23 ("LIONOGEN VIOLET RL" manufactured by Toyo Ink Co., Ltd.), 140 parts of sodium chloride, and 360 parts of diethylene glycol were placed in stainless steel. A 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) was prepared and mixed and stirred at 80 ° C for 6 hours. Next, the kneaded material was placed in 8 liters of warm water, heated to 80 ° C, and stirred for 2 hours to form a slurry. The mixture was repeatedly filtered and washed with water to remove sodium chloride and diethylene glycol, and then 85. After drying at °C for a day and night, 190 purple fine pigments 1 were obtained. The purple micronized pigment 1 has a relative surface area of 9 5 m 2 /g. Green micronized pigment 1 200 pieces of CI Pigment Green 36 ("Lionol Green 6YK" manufactured by Toyo Ink Co., Ltd.), 1400 parts of sodium hydride, and 360 parts of diethylene glycol were placed in stainless steel. A gallon kneader (produced by Inoue 100113570, Form No. A0101, page 61/108, 1003215110-0, 201214030) was mixed and stirred at 80 ° C for 6 hours. Next, the kneaded material was placed in 8 liters of warm water, heated to 80 ° C, and stirred for 2 hours to form a slurry. The mixture was repeatedly filtered and washed with water to remove sodium chloride and diethylene glycol, and then 85. After drying at °C for a day and night, 190 green fine pigments 1 were obtained. The green micronized pigment 1 has a relative surface area of 7 5 m 2 /g. <Production of halogenated product (A)> Halogenated product (A-1) The following procedure was carried out to prepare CI Acid Red 52 and distearyl dimethyl ammonium chloride (01^打41〇?^1) A halogenated product (A-1) consisting of 86?) (molecular weight of the cationic moiety: 5 50). In 7~15 mol% sodium hydroxide solution, dissolve CI Acid Red 52, mix thoroughly and stir, heat to 70~90 °C, then drop QUARTAMIN D86P one by one (again, QUARTAMIN D86P dissolves in water) It can also be used as an aqueous solution). After dropping QUARTAMIN D86P, the mixture was stirred at 70 to 90 ° C for 60 minutes to sufficiently carry out the reaction. The end point of the reaction was confirmed by dropping the reaction liquid on the filter paper, and the end point was not bleed, and the halogenated product was judged to be obtained. Thereafter, the obtained reaction mixture was stirred while being allowed to cool to room temperature, and then subjected to suction filtration. After washing with water, the halogenated product remaining on the filter paper was removed by a dryer and dried to obtain CI Acid Red 52 and II. A halogenated product of a stearin quinone-based vaporized ammonium (halogenated product (A-1)). Halogenated product (A-2) A halogenated product (A-2) consisting of C. I. Acid Red 52 and distearyl bismuthyl ammonium chloride (molecular weight of cation portion 382) was prepared by the following procedure. In 7~15 mol% sodium hydroxide solution, make C. I. Acid red 52 dissolve 100113570 Form No. A0101 Page 62 of 108 1003215110-0 201214030 Fill the knife to do this. Stir and heat to *70~90. (: After that, one by one, the next hard month, the brewing of methyl carbamide (in addition, the diste sulphur dimethyl dimethylated gas is dissolved in water and used as an aqueous solution). Methyl vaporized money n9 (rc_6G minutes to fully carry out the reaction, and, at the point where the reaction solution is dropped on the filter paper, the end point is not bleed, it can be judged to obtain the chemical product. After obtaining the reaction mixture, the surface is allowed to cool and then subjected to suction filtration. After washing with water, the dryer will remove the water from the self-chemical residue remaining on the money. ◎ Drying 'O' 彳 丨. Acid Red 52 and II Halogenated product of stearyl dimethyl carbamide (halogenated product (a_2)). Halogenated product (A-3) The following procedure was used to prepare mosquito mites. Acid red 52 and tristearate monomethyl Halogenated product (A-3) consisting of vaporized ammonium (molecular weight of cation part 788). 7~15 mol% of oxyhydroxide solution towel, so that e.[acid red anti-missing solution] is fully mixed After mixing, after heating to 7 () ~ 9 generations, successively drip the tri-hard fat to make dimethyl vaporized money (again, tri-hard fat 醯 single armor The base gas can be dissolved in water and used as an aqueous solution.) The tristearate methylated woven fabric is dripped in 7Q~9 for 6 minutes, and the reaction is fully carried out. The confirmation of the end point of the reaction is based on the drop of the I paper. The money, when it does not seep, is the end point, and it can be judged that the self-forming product is obtained. Thereafter, the surface of the reaction mixture obtained in the surface (4) is allowed to cool to room temperature, and then the adsorption transition is carried out. After washing, the residue is left in the dryer. The self-chemical product on the filter paper is dehydrated and dried to obtain a halogenated product (halogenated product (a_3)) of c. I. acid red 52 and tristearate monomethylammonium halide. Halogenated product (A) -4) 100113570 Form No. A0101 Page 63 / Total 1 〇 8 Page 1003215110-0 201214030 The following procedure was used to prepare the acid red 289 and distearyl hydrazine (QUARTAMIN D86P) (cationic part) _Chemical product (A-4) having a molecular weight of 550). Dissolve CI Acid Red 289 in 7~15 mol% sodium hydroxide solution, mix thoroughly, stir, and heat to 70~90 °C After that, drop the QUARTAMIN D86PC one by one, and the QUARTAMIN D86P dissolves in It can also be used as an aqueous solution. After dropping QUART AMIN D86P, it is stirred at 70 to 90 ° C for 60 minutes to fully carry out the reaction. The end of the reaction is confirmed by dropping the reaction solution on the filter paper, and the end point is not allowed to bleed. After obtaining the reaction product, the obtained reaction mixture is stirred and allowed to cool to room temperature, and then suction-filtered, and after washing with water, the toothed product remaining on the filter paper is removed by a dryer and dried. A halogenated product (halogenated product (A-4)) of CI Acid Red 289 and distearyl dimethylammonium halide was obtained. Halogenated product (A-5) The following procedure was used to prepare an i-formed product consisting of CI Acid Red 87 and distearyl dimethylammonium hydride (QUARTAMIN D86P) (molecular weight of 550). -5). Dissolve c. 丨. Acid Red 87 in 7~15 mol% sodium hydroxide solution, mix thoroughly and stir, heat to 7〇~9〇〇c, and then drop QUARTAMIN D86P one by one (again, QUARTAMIN D86P is dissolved in water and can be used as an aqueous solution). After the qUARTAMIN D86p was dropped, the mixture was stirred at 70 to 90 C for 60 minutes to sufficiently carry out the reaction. The confirmation of the end point of the reaction is the dropping of the reaction liquid on the filter paper, and the end point is not bleed, and it is judged that the _ chemical product is obtained. Thereafter, the obtained reaction mixture was stirred while being allowed to cool to room temperature, and then subjected to suction filtration, and after washing with water, dried 100113570 Form No. A0101 Page 64 / Total 1 〇 8 pages 1003215110-0 201214030 The dryer would remain in ^ On the halogenated bio-mystery to remove moisture to dry, = C.!. Acidic tons and distearyl dimethylated gas "products (halogenated products (A_5: 〇. 卣化products (A~ 6) The following procedure was used to produce a chemical product CA-6 consisting of acid red 92 and tristearyl monomethyl alcohol (molecular weight of the cationic moiety 612).

In 7~15 mol% sodium hydroxide solution, dissolve CI Acid Red 92, fully mix and stir, heat to 70~9 (after TC, drop three hard dimethyl dimethylated gas one by one) The tristearyl alcohol monomethylammonium oxide is dissolved in water and used as an aqueous solution. After the tri-hard fat is added to the monomethylammonium vapor, the mixture is stirred at 70 to 9 (rc for 6 minutes) to sufficiently carry out the reaction. The end point of the reaction is confirmed by dropping the reaction solution on the filter paper, and the end point is not bleed, and it is judged that the halogenated product is obtained. Thereafter, the obtained reaction mixture is allowed to be surface-released, and then allowed to cool to room temperature, and then subjected to suction filtration. After washing with water, the self-chemical product remaining on the filter paper is removed by a dryer and dried to obtain a halogenated product of c. I·acid red 92 and tristearate monomethylammonium halide (halogenated product ( A_6W. Halogenated product (A-7) The following procedure was used to prepare a halogenated product consisting of CI Acid Red 388 and distearyl hydrazide ammonium chloride (QUARTAMIN D86P) (molecular weight of the cationic moiety: 55 Å). (A-7) 100113570 sodium hydroxide at 7~15 mol% In the solution, dissolve c. 丨. Acid Red 388, mix thoroughly and mix, heat to 7〇~9〇°c, and then drop QUARTAMIN D86P one by one. (In addition, qUARTAMIN D86P is dissolved in water and used as an aqueous solution. Yes. After dropping qUARTAMIN D86P, page 65 / total 1 page 8 form number A0101 1003215110-0 201214030, stir for 70 minutes at 70~9〇r, fully react. The end of the reaction is confirmed by dropping the reaction solution on the filter paper, not When it bleeds, it is the end point, and it can be judged that the chemical product is obtained. Thereafter, the obtained reaction mixture is stirred while being allowed to cool to room temperature, and then suction-filtered, washed with water, and left on the filter paper by a dryer. The product was dried by removing moisture, and the halogenated product (halogenated product (A-7)) recorded by &quot;CI Acid Red 388 and distearyl dimethyl gasification was obtained. Halogenated product (A-8) The following procedure was used to prepare a halogenated product consisting of CI Acid Red 52 and a dialkyl (alkyl group C14 to C18) diammonium chloride (Arquad 2HT-75) (the amount of the cation portion of the knife 438 to 550). Product (A-8). 7 to 15 mol% In the sodium hydroxide solution, dissolve CI Acid Red 52, mix thoroughly and stir, and heat to 7〇~9 (after TC, drop Arquad 2HT-75 one by one. In addition, Arquad 2HT-75 is dissolved in water and used as an aqueous solution. After the Arquad 2HT-75 was dropped, the mixture was stirred at ～90 ° C for 60 minutes to carry out the reaction sufficiently. The end of the reaction was confirmed by dropping the reaction solution on the filter paper, and the end point was not bleed, and the obtained product was judged to be obtained. . Then, while stirring the obtained reaction mixture, the mixture was allowed to cool to room temperature, and then suction-filtered, and after washing with water, the residue of the southern product remaining on the filter paper was removed by a dryer to obtain a C. I. acidity. The halogenation of red 52 with a dialkyl (alkyl group C14 to C18) dimercaptoalkylammonium oxide (Arquad 2HT-75) to form a physicochemical product (A-8)). Halogenated product (A-9) was prepared by the following procedure: c. 丨. Acid red 289 and dialkyl (alkyl group C14~C18) dimethyl ammonium chloride (ArqUad 2HT-75) (cationic part) The toothed product (A-9) composed of a molecular weight of 438 to 550). 100113570 Form No. A0101 Page 66/108 Page 1003215Π0Ό 201214030 In 7~15 mol% sodium hydroxide solution, let c.丨. Acid red 289 dissolve 'fully mix and stir, heat to 70~9 (TC After that, Arquad 2HT-75 was added dropwise (again, Arquad 2HT-75 was dissolved in water and used as an aqueous solution). After dropping Arquad 2HT-75, it was stirred at 7 〜 to 9 ° C for 60 minutes to fully react. The confirmation of the end point of the reaction is the end point of the filter paper when the reaction liquid does not bleed, and it can be judged that the halogenated product is obtained. Thereafter, the obtained reaction mixture is stirred while being allowed to cool to room temperature. After suction filtration, after washing with water, the _ chemical product remaining on the filter paper is removed by a dryer and dried to obtain C. L acid red 289 and a dialkyl (alkyl group C14 to C18) dimethyl vaporized ammonium ( Halogenated product of ArqUad 2HT_75) (I product (a_9)) Halogenated product (A-10) The following procedure was used to prepare c. 丨. acid red 52 and monolauryl trimethylated gas (cation) Part of the molecular weight 228) of the self-chemical product (A-1 〇) 〇

1 100113570 Xingdou Shu sodium hydroxide solution in 'c. L acid red anti-capacitance, charge ^ mixing / stirring, heating to 7G ~ order, after a few drops of single lauryl diketone gasification money (again , single lauryl trimethylammonium dissolved wealth (four) from the time of dissolution, can be). After dripping glyceryl trimethylated gas, 7G~9(rc(4)6Q minutes, charging: The confirmation of the end point of the reaction is based on the reaction solution under the drip, and the end point is not considered to be the end point, and it can be judged that the (four) chemical product is obtained. Thereafter, the reaction mixture is _ faceted, and the surface is allowed to cool to room temperature, and then subjected to suction filtration. After washing with water, the self-chemical product on the rail (4) rail is dried to obtain acid red 52. With the single laurel base gas form number dirty page 67 / 108 pages τ 丞 100 100 1003215110-0 201214030 ammonium halogenated product (halogenated product (A_1 〇)). Halogenated product (A-11) The following procedure , producing a halogenated product (a-11) consisting of CI Acid Red 52 and tetraethylammonium vaporate (molecular weight of the cationic moiety 122). In 7 to 15 mol% of sodium hydroxide solution, let c.酸性. Acid red 52 is dissolved, fully mixed and stirred, heated to 7〇~9 (after TC, a little bit of tetraethylammonium vapor is added dropwise (again, 'tetraethylammonium vapor is dissolved in water and used as an aqueous solution) ()) After dropping tetraethylammonium vaporate, mix with 7〇~9〇°c for 60 minutes, fully anti- The end point of the reaction is confirmed by the filter paper dropping the reaction liquid, which is the end point when it does not bleed, and it can be judged that the functionalized product is obtained. Thereafter, the obtained reaction mixture is stirred while being allowed to cool to room temperature, and then attracted. After filtration and washing with water, the i-formed product remaining on the filter paper is removed by a dryer and dried to obtain a halogenated product of c I acid red 52 and tetraethylammonium vapor (halogenated product (A — i J ). 〇 Halogenated product (A-12) A halogenated product is obtained in the same manner as the halogenated product (A-8) except that the CI acid red 52 of the halogenated product (A-8) is changed to CI acid red 87. A-12) Halogenated product (A-13) Halogenation is obtained in the same manner as the halogenated product (A-8) except that the CI acid red 52 of the halogenated product (A-8) is changed to CI acid red 92. Product (A-13) Halogenated product (A-14) In addition to changing the CI acid red 52 of the halogenated product (A-8) to c. I. Acid red 388, both with the halogenated product (A-) 8) Obtain the same halogenated raw 100113570 Form No. A0101 Page 68 / 108 pages 1003215110-0 201214030 (A-14) Halogenated product (A2-1) A halogenated product (A2-1) composed of c. Acid red 52 and a resin having a cationic group of a side bond was produced by the following procedure. The resin 1 having a cationic group in the side chain is added to the water 2000, and the mixture is stirred and mixed, and then heated to 6 〇. (:. Further, it is prepared in 90 parts of water, and the CI acid red 52 of 1 part is dissolved. The aqueous solution was dropped several times in the previous resin solution. After dropping, the mixture was stirred at 60 ° C for 120 minutes to sufficiently carry out the &gt; reaction. The end point of the reaction was confirmed by dropping the reaction solution on the filter paper, and the end point was not bleed, and it was judged that the tooth formation product was obtained. Thereafter, the obtained reaction mixture was stirred while being allowed to cool to room temperature, and then subjected to a suction transition. After washing with water, the toothed product remaining on the filter paper was removed by a dryer and dried to obtain 32 parts of C I . The halogenated product of the acid red 52 and the resin 1 having a cationic group in the side chain (halogenated product (Ah&quot;) 〇 halogenated product (A2-2)) was produced by C. 丨. Acid Red 52. And a halogenated product (A2_2) composed of a resin 2 having a cationic group in a side chain. To the inside of a 10% methanol aqueous solution, 88 parts of a resin having a cationic group having a side chain of 88 were added, and the mixture was stirred and mixed, and then heated to 6 Torr. Further, a water-repellent solution prepared by dissolving 90 water towels and dissolving G·h acid red 52 in the 1 () portion was successively dropped in the previous resin solution. After dripping, mix the reaction with 6 (rc for 120 minutes). The anti-secret point is determined by dropping the reaction solution on the paper, and it is the end point when it does not seep. It can be judged that the toothed product is obtained. The obtained reaction mixture was stirred, and after being allowed to cool at a temperature of 1003215110-0 to room temperature, it was suction-filtered, washed with water, and then left to be dried on a dry paper machine to form a halogenated product on a filter paper of 100113570 Form No. A0101, page 69 / 108 pages 201214030. The moisture is removed by the removal of water, and the halogenated product (halogenated product (A2-2)) of the resin 2 having a cationic group of 43 is obtained, and the halogenated product (A2-2) is obtained. The procedure 'produces a halogenated product (A2-3) consisting of C. I. Acid Red 52 and a resin having a cationic group in a side chain. 10 parts of N,N-dimercaptomethylamine aqueous solution 2000 Adding 46.7 parts of the resin having a cationic group in the side chain 3' is stirred and mixed, and then heated to 7 (TC. In addition, it is prepared in 90 parts of water to dissolve the 1 part of the CI acid red 52 , after a few drops of the previous resin solution. After dropping, to 70 C was stirred for 120 minutes, and the reaction was sufficiently carried out. The end of the reaction was confirmed by dropping the reaction liquid on the filter paper, and the end point was not bleed, and it was judged that the halogenated product was obtained. Thereafter, the obtained reaction mixture was stirred while being cooled. After the reaction to room temperature, the mixture is subjected to suction filtration, and after washing with water, the halogenated product remaining on the filter paper is removed by a dryer to remove moisture, and a halogenated product of 29 parts of CI acid red 52 and a side chain having a cationic group is obtained. (halogenated product (A2-3)). The product (A2-4) is produced by the following procedure to produce a halogenated product consisting of CI acid red 52 and a resin having a cationic group in the side chain (A2- 4) A solution prepared by dissolving a resin having a cationic group in a side chain in 1 000 parts, and stirring and mixing, heating to 7 〇t. In addition, it is prepared in 90 parts of water to make 10 parts of CI The aqueous solution prepared by dissolving the acid red 52 was dripped successively in the previous resin solution. After the dropping, the mixture was stirred at 60 ° C for 120 minutes to fully carry out the reaction. The end of the reaction was confirmed to be the reaction liquid under the filter paper drop 100113570' When it does not bleed, it is the end point. It can be judged that the toothing generation form bat No. A0101 page 70/108 page 1003215110-0 201214030 $ is obtained. Thereafter, the obtained reaction mixture is stirred while being cooled to the branch for attraction. After filtration and washing with water, the moisture of the chemically-formed silk remaining on the paper was dried by a dryer to obtain 19 chemically red 52 and a chemically-based resin 4 of the side enthalpy (halogenated product) (A2-4)) Halogenated product (A2-5) A halogenated product (A2-5) composed of e. L acid red 52 and a resin having a cationic group of a side bond was produced by the following procedure. 20/acetic acid 2 〇〇〇 added 63. The side bond of the 2 part has a cationic group. The tree 曰 5 ' is fully (four) mixed, heated to the order, and the side chain 3 grade amine group is gasified. In addition, it is prepared in the water of the 9G part, so that the CI of the 1Q part is acidic and 52 scales, and the water is mixed in the previous solution. After the dropwise addition, the mixture was stirred for 6 minutes at rc, and the reaction was sufficiently carried out. The reaction was carried out by dropping the reaction solution on the paper, and the end point was not bleed, and the self-forming product was obtained. Thereafter, - Surface _ obtained reaction mixture ... surface is allowed to cool to room temperature, after suction and filtration water washing, 'drying the _ chemical product remaining on the filter paper to remove moisture, to obtain 38 parts of c. Acid red 52 Tooth formation product (_chemical product (A2-5)) of the resin 5 having a cationic group with a side chain. Halogenated product (A2-6) The following procedure was carried out to prepare CI Acid Red 52 and Disperbyk-200. The toothed product (A2_6) consisting of (available from KBYK Chemie japan, modified acrylic block copolymer, and a salt salt price of 61 mgKOH/g) was placed on water 2000. [5 added go. 9 parts of j) iSperbyk - 2000, fully mixed and heated to 60 ° C. In addition, the water is prepared in 90 parts, and the first part is 100113570. The form number is Α0101 1003215110-0. The first page/total 108 pages. The liquid solution of C. I. Acid Red 5 2 is dissolved in the previous resin solution. After the dropwise addition, the mixture was stirred at 60 ° C for 120 minutes to sufficiently carry out the reaction. The end point of the reaction was confirmed by dropping the reaction liquid on the filter paper, and the end point was not bleed, and it was judged that the halogenated product was obtained. Thereafter, the obtained reaction mixture was stirred while being allowed to cool to room temperature, and then suction-filtered, and after washing with water, the halogenated product remaining on the filter paper was removed by a dryer to remove water, and 31 parts of CI acid red were obtained. 52 and 013_ perbyk- 2000 _ product (halogenated product (A2-6)). Halogenated product (A2-7) A halogenated product (A2-7) composed of C. I. Acid Red 289 and a resin having a cationic group in a side chain was produced by the following procedure. A resin having a cationic group of 51 side chains was added to the water 2000, and the mixture was stirred and mixed, and then heated to 60 °C. Further, an aqueous solution prepared by dissolving 10 parts of C. I. Acid Red 289 in water of 90 parts was successively dropped in the previous resin solution. After dropping, the mixture was stirred at 60 ° C for 120 minutes to sufficiently carry out the reaction. The confirmation of the end point of the reaction is the dropping of the reaction liquid on the filter paper, and the end point is not bleed, and it is judged that the functionalized product is obtained. Thereafter, the obtained reaction mixture was stirred while being allowed to cool to room temperature, and then suction-filtered, and after washing with water, the halogenated product remaining on the filter paper was removed by a dryer to remove moisture, and 32 pieces of CI acid red were obtained. 289 A halogenated product (halogenated product (A2-7)) of a resin 1 having a cationic group in a side chain. Halogenated product (A 2 - 8) A halogenated product (A2-8) composed of C. I. Acid Red 388 and a resin having a cationic group in a side chain was produced by the following procedure. Add 51 parts of the resin with a cationic group on the side of the water 2000, charge 100113570 Form No. A0101 Page 72 of 108 1003215110-0 201214030 After mixing and mixing, heat to 60 °C. Further, an aqueous solution prepared by dissolving 10 parts of C. I. Acid Red 388 in water of 90 parts was successively dropped in the previous resin solution. After dropping, the mixture was stirred at 60 ° C for 120 minutes to sufficiently carry out the reaction. The end point of the reaction was confirmed by dropping the reaction liquid on the filter paper, and it was the end point when it did not bleed. Thereafter,

While stirring the obtained reaction mixture, the mixture was allowed to cool to room temperature, and then subjected to suction filtration. After washing with water, the functional product remaining on the filter paper was removed by a dryer and dried to obtain 32 CI red 388 and The chemical conversion product (dentification product (Α2_8)) of the resin 1 having a cationic group in the side chain. Halogenated product (Α2-9) A halogenated product (Α2-9) composed of C. I. Acid Red 87 and a resin having a cationic group of a side bond was produced by the following procedure. A resin having a cationic group of 51 side chains was added to the water 2000, and the mixture was stirred and mixed, and then heated to 6 (TC. In addition, it was prepared in 90 parts of water.

An aqueous solution obtained by dissolving 10 parts of C. I. Acid Red 87 was successively dropped in the previous resin solution. After dropping, 'by 60. The mixture was stirred for 120 minutes and the reaction was sufficiently carried out. The end point of the reaction was confirmed by dropping the reaction liquid on the filter paper, and the end point was not bleed, and it was judged that the halogenated product was obtained. Then, while stirring the obtained reaction mixture, the mixture was allowed to cool to room temperature, and then subjected to suction filtration. After washing with water, the _ chemical product remaining on the filter paper was removed by a dry machine and dried to obtain 32 CIs. The halogenated product (tooth formation product (A2-9)) of the acid red 87 and the resin 1 having a cationic group in the side chain. Halogenated product (A2-10) The following procedure was used to produce a halogenated product consisting of CI Acid Red 92 and a side chain having a cationicity 100113570 Form No. A0101 Page 73 / Total 1 Page 8 1003215110-0 201214030 Product (A2-10). A resin having a cationic group of 51 side chains was added to the water 2000, and the mixture was stirred and mixed, and then heated to 60 °C. In addition, an aqueous solution prepared by dissolving 10 parts of C. I. Acid Red 92 in water of 90 parts was successively dropped in the previous resin solution. After the dropwise addition, the mixture was stirred at 60 ° C for 120 minutes to carry out the reaction sufficiently. The end point of the reaction was confirmed by dropping the reaction liquid on the filter paper, and the end point was not bleed, and it was judged that the halogenated product was obtained. Thereafter, the obtained reaction mixture was stirred while being allowed to cool to room temperature, and then suction-filtered. After washing with water, the i-formed product remaining on the filter paper was removed by a dryer and dried to obtain 32 CI acidity. Red 92 and a chemical compound (the tooth formation product (A2-10)) having a cationic group in the side chain. Halogenated product (A2-11) A halogenated product (A2-11) composed of C. I. Acid Red 289 and a resin having a cationic group in a side chain was produced by the following procedure. The resin 5 having a cationic group in the side chain of 63.2 parts of 20% acetic acid was added to the mixture, and the mixture was stirred and mixed, and then heated to 60 ° C to carry out ammonium vaporization of the tertiary amine group of the side chain. Further, an aqueous solution prepared by dissolving 10 parts of C. I. Acid Red 289 in water of 90 parts was successively dropped in the ammonium chlorinated resin solution. After the dropwise addition, the mixture was stirred at 60 ° C for 120 minutes to carry out the reaction sufficiently. The end point of the reaction was confirmed by dropping the reaction liquid on the filter paper, and the end point was not bleed, and it was judged that the halogenated product was obtained. Thereafter, the obtained reaction mixture was stirred while being cooled to room temperature, and then suction-filtered. After washing with water, the halogenated product remaining on the filter paper was removed by a dryer to remove moisture, and 38 CI acidity was obtained. Red 289 and halogenated product of resin 5 having a cationic group in the side chain (halogenated product 100113570 Form No. A0101, page 74/108, 1003215110-0 201214030 (A2-11)). <Method for Producing Xanthene Compound> Xanthene Compound (C-1) CI Acid Red 52 is sulfonated and chlorinated by a usual method, and then reacted with a theoretical equivalent of dodecylamine in dioxane. A sulfonium compound (xanthene compound (C-1)) of CI Acid Red 52 was obtained (as described in JP-A-6-1-148828). . Oxygenated compound (C-2)

By chemically sulfonating CI Acid Red 289 with sulfonium sulfonate, it is reacted with theoretical equivalent of dodecylamine in dioxane to obtain sulfonate compound of CI Acid Red 289 (xanthene compound (C-2) )) (According to the Japanese Patent Publication No. 6-1 94828). <Method for Producing Pigment Dispersion> Pigment Dispersion (DP-1)

After the mixture was stirred and mixed uniformly, the cerium oxide beads having a diameter of 0.5 mm were dispersed by an IGER mill ("Mini Model M-250 MKII" manufactured by Iger Japan Co., Ltd.) for 5 hours, and then 5.0/zm. The pigment dispersion (DP-1) was prepared by filtration through a vessel. Red micronized pigment 1 (CI pigment red 254) : 1 1. 0 part acrylic resin solution 1: 40.0 parts propylene glycol monoethyl ether ethyl ester (PGMAC): 48. 0 resin type dispersant ("KAKA4300" manufactured by Chiba Corporation, Japan ”: The same applies to the pigment dispersion (DP-1) except that the red fine pigment 1 and the acrylic resin solution 1 are changed to the fine pigment and the acrylic resin solution shown in Table 1. Pigment dispersion (DP-2~11, 14~17). 100113570 Form No. A0101 Page 75/108 Page 1003215110-0 201214030 [0005] Table i: Pigment Dispersion 髅 Micronized Pigment Fabric Acrylic Resin Solution DP-1 Red Micronized Pigment 1 Upper Soil ^^ Red 254 Ether Resin Solution 1 DP-2 Red micronized pigment 2 Red 177 Acrylic resin solution 1 DP-3 Decolorized micronized pigment 1 Raw 150 Acrylic deer solution 1 DP-4 Blue micronized pigment 1 Blue 15 : 6 Acrylic resin solution 1 DP - 5 Purple Micro*»Chemical Pigment 1 Alumina Counterfeit Violet 23 Alkyd Resin Solution 1 DP-6 Green Micronized Pigment 1 L·1. Pigment Green 36 Acrylic Resin Solution 1 DP-7 Red Micronized Pigment 3 Red 242 Acrylic resin solution 1 DP-8 Red micro-intelligence pigment 4 Orange 38 Acrylic resin solution 1 DP-9 Red micronized pigment 5 Wide τ - U.·颧 Red 166 4 olefin resin solution 1 DP-10 ^Color micro-face Pigment 6 Soil · gjl Red 220 Acrylic resin solution 1 DP-11 Red mold refining pigment 7 pi. Thin. Red 48: 1 Acrylic resin solution 1 DP-14 Yellow enamel fine pigment 2 C-1.杳150 Acrylic resin solution 1 DP-15 Red micronized pigment 3 -9·1-color ft Red 24 2 Acrylic resin solution 2 DP-16 Red micronized pigment _ material 3 Red 242 Acrylic resin solution 3 DP-17 Red micronized pigment 3 CL pigment red 242 Acrylic resin solution 4 <Resin solution containing functionalized product and containing bismuth Manufacture of Resin Solution of Tons of Compounds> Resin Solution Containing Halogenated Product (DA-i) The following mixture was stirred and mixed uniformly, and then filtered through a filter of 5.0/% to produce a resin solution containing a halogenated product. (DA-1). Halogenated product (A-1) : 11. 0 part acrylic acid resin solution 1: 40. 0 propylene glycol monoethyl ether ethyl ester (PGMAC): 49.0 resin solution containing halogenated product (DA-2 to 17) ) Resin solution containing a xanthene-based compound (DC-1, 2) In addition to changing the halogenated product (A-1) to a halogenated product or a xanthene-based compound shown in Table 2-1 below, an acrylic resin is used. A resin solution containing a halogenated product (DA-2 to DA-17) was produced in the same manner as the resin solution (DA-1) containing a halogenated product, except that the solution 1 was changed to the acrylic resin solution shown in Table 2-1. ), and a resin solution (DC-1, DC-2) containing a mocking compound. 100113570 Form No. A0101 Page 76 / Total 1 Page 8 1003215110-0 201214030 Table 2-1: Resin Solution Containing Colorant Deuterated Salt (A) or Lanthanide Compound Acrylic Solution DA-1 Deuterated (A-1) Acrylic resin solution 1 DA-2 Deuterated salt (A-2) Acrylic resin solution 1 DA-3 Tooth formation product (A-3) Acrylic resin solution 1 DA-4 Product (A-4) Acrylic resin solution 1 DA-5 *Chemicals (Α-5) Propionic acid resin solution 1 DA-6 Tooth formation product (Α-6) Acrylic resin solution 1 DA-7 tooth Chemical product (Α-7) Acrylic resin solution i DA-8 i product (Α-8) Acrylic resin solution 1 DA-9 *Chemical product (A-9) Acrylic resin solution i DA-10 i generation (A-10) Acrylic resin solution 1 DA-1I _Chemical salt (A-11) Acrylic acid solution 1 DA-12 Tooth formation product (A-12) Acrylic resin solution 1 DA-13 i Salty (A-13) Acrylic resin solution 1 DA-14 Tooth formation product (A-14) Acrylic resin solution 1 DA-15 i product (A-8) Acrylic tree deer solution 2 DA-16 i Salty (A-8) Acrylic Deer solution 3 DA-17 i product (A-8) Acrylic tree solution 4 DC-1 xanthene compound (C-1) Propionate resin solution 1 DC-2 xanthene compound (C-2) Acrylic resin solution 1

Production of a resin solution (DA2-1 to DA2-11) containing a halogenated product: a resin solution (DA2-1) containing a halogenated product. The following mixture was stirred and mixed uniformly, and then filtered by a filter of 5.0 μm to produce a resin solution. A resin solution (DA2-1) of a halogenated product. Halogenated product (A2-1): 11. 0 part acrylic resin solution 1: 40. 0 part propylene glycol monoethyl ether ethyl ester (PGMAC): 49. 0 part resin solution containing halogenated product (DA2-2~11) The halogenated product (A2-1) was changed to the halogenated product shown in the following Table 2-2, and the halogenated product was produced in the same manner as the resin solution (DA-1) containing the halogenated product. Resin solution (DA2-2 to DA2-11). 100113570 Form No. A010.1 Page 77 of 108 1003215110-0 201214030 Table 2-1: Halogenated product of the deer solution containing colorant (A) Acrylic resin solution DA2-1 Halogenated product (A2-1) Acrylic acid Resin solution 1 DA2-2 Halogenated product (A2-2) Acrylic resin solution 1 DA2-3 Halogenated product (A2-3) Acrylic resin solution 1 DA2—4 Halogenated product (A2-4) Acrylic resin solution 1 DA2- 5 Halogenated product (A2-5) Acrylic resin solution 1 DA2-6 Halogenated product (A2-6) Acrylic resin solution 1 DA2-7 Halogenated product (A2-7) Acrylic resin solution 1 DA2-8 i chemical product (A2-8) Acrylic resin solution 1 DA2-9 Halogenated product (A2-9) Acrylic resin solution 1 DA2-10 Halogenated product (A2-10) Acrylic resin solution 1 DA2-11 Halogenated product (A2-11) Acrylic Resin Solution 1 <Method for Producing Blue and Green Resist Material> Blue Residual Agent Material The following mixture was stirred and mixed uniformly, and then filtered through a 1.0 μm filter to obtain a blue anti-reagent material. Pigment dispersion (DP-4): 50. 0 pigment dispersion (DP-5): 10. 0 part acrylic resin solution 1: 11.0 trimethylolpropane triacrylate: 4. 2 (Xinzhongcun Chemical "NK ester ATMPT" manufactured by the company) Photopolymerization initiator: 1.2 parts (IRGACURE 907, manufactured by Chiba Corporation, Japan) Sensitizer ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.): 0.4 ethylene glycol monomethyl ether Ethyl ester: 23.2 parts of green resist material The following mixture was stirred and mixed uniformly, and then filtered with a filter of 1.0/zm to obtain a green anti-residue material. Pigment dispersion (DP-6): 45. 0 Pigment Dispersion (DP-3) : 15. 0 Part 100113570 Form No. A0101 Page 78 / Total 108 Page 1003215110-0 201214030 : U· 0 Part: 4. 2 Parts: 1. 2 Parts: 0. 4 Parts: 23 2 parts·· 3. 8 parts: 7. 2 parts of acrylic resin solution 1 Trimethylolpropane triacrylate vinegar (“NK ester ATMPT” manufactured by Shin-Nakamura Chemical Co., Ltd.) Photopolymerization initiator (manufactured by Sakamoto Chiba Co., Ltd.) IRGACURE 907" sensitizer ("Εαβ -ρ" manufactured by Hodogaya Chemical Co., Ltd.) Ethylene glycol monomethyl ether B. Examples 1 to 22, Comparative Examples 1, 2 &gt;

Example 1: Filtering of coloring composition (DB-1) 〇#ηι The following mixture was stirred and mixed uniformly, and then a mixed coloring composition was produced. Resin solution (DH) containing toothed product (DH) pigment dispersion (DP-1) Acrylic resin solution 1: 40. 〇:49· 〇, 2~13, and propylene glycol early ether shouting from PGmac Examples 2 to 22, Comparative Examples 1, 2: Colored composition 〇) B DB2-1 to DB2-11)

A coloring composition was prepared in the same manner as the coloring composition (DB-1) except that the resin solution (DA_1) containing the subtractive product was changed to the resin solution containing the chemical conversion product shown in Table 3 below. DB_2~13 and PB2-1~2-11). Among them, the pigment dispersion (DP-oxime) was also used in the same manner as in Example 1 in Examples 2 to 22 and Comparative Examples 1 and 2. <Coating film foreign matter test> Dry film on a transparent substrate The coating composition was applied in an oven at about 2. 〇μm, and heated at 230 ° C for 20 minutes to obtain a test substrate. A metal microscope ("BX60") made by Olympus Systems Inc. was entered into 100113570 Form No. A0101 No. 79 Page/Total 1〇8 页201214030 The surface of the dried coating film is observed. The magnification is set to 500 times, and the number of particles that can be observed is calculated by penetrating and any five fields of view. Among the following evaluation results, ◎ and 〇 are good. △ is a layer with a large amount of foreign matter but does not pose a problem in use, and X is unevenly coated due to foreign matter (spot) ° ◎: The number of particles is less than 5 〇: the number of particles is 5 or more and less than 20 △: number of particles 20 or more and less than 100 X: The number of particles is 100 or more in Table 3 - and the results are described. 100113570 Form No. A0101 Page 80 / Total 108 Page 1003215110-0 201214030

L0006J

Table 3: Resin solution containing A, chemical product or resin explosive coating film foreign matter containing xanthene compound Example 1 DB-1 DA-1 ◎ Example 2 DB-2 DA-2 ◎ Implementation Example 3 DB-3 DA-3 Example 4 DB-4 DA-4 〇 Example 5 DB-5 DA-5 〇 Example 6 DB-6 DA-6 〇 Example 7 DB-7 DA-7 〇 Example 8 DB-8 DA-8 ◎ Example 9 DB-9 DA-9 〇 Example DB-10 DA-10 △ Example 11 DB-11 DA-11 △ Example 12 DB2-1 DA2 - 1 ◎ Example 13 DB2-2 DA2-2 Example 14 DB2-3 DA2-3 〇 Example 15 DB2-4 DA2-4 〇 Example 16 DB2-5 DA2-5 △ Example 17 DB2-6 DA2-6 Δ Example 18 DB2 -7 DA2-7 ◎ Implementation of inverted 19 DB2-8 DA2-8 〇 Example 20 DB2-9 DA2-9 〇 Example 21 DB2-I0 DA2-10 △ Example 22 DB2-11 DA2-11 △ Comparative Example 1 DB2 -12 DC—1 X Comparative Example 2 DB2-13 DG-2 X

When the halogenated product (A) was used, the foreign matter (undissolved foreign matter) was small in the evaluation of the substrate, and when the xanthene-based compound (C-1, C-2) was used, the foreign matter was extremely large. From this, it was found that the halogenated product brought about a good result as compared with the substitution of the organically synthesized cyclamate compound. Further, when the halogenated product is a halogenated product containing the quaternary ammonium salt compound of the formula (1-1), the alkyl chain system of the quaternary ammonium salt portion of the cationic portion is compared with Examples 1 to 9 In Example 10, there is only one alkyl chain having a C number (carbon number) of 5 or more, and the C number of the four alkylene chains of Example 11 is less than 5, since 100113570 Form No. A0101 Page 81 / 108 pages 1003215110- 0 201214030 Although the examples 10 and 11 are tolerable, when compared with the examples 1 to 9, the results are slightly inferior. As a result, the chain of the quaternary ammonium salt is preferably two or more chains having a C number of 5 to 20. <Example 2 3 to 3 5, Comparative Example 3 to 5 &gt; Example 23: Filter of the resist material (R-1) / zm by a filter (total of 60. 0 parts): 21. 0 parts: 3 9. 0 parts: 11. 0 parts: 4. 2 parts: 1. 2 parts The following mixture was stirred and mixed uniformly, and the alkali-developable resist material (R-1) was obtained by 1. Resin solution containing a halogenated product (DA-1) Pigment dispersion (DP-1) Acrylic resin solution 1 Trimethylolpropane triacrylate ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.) Photopolymerization Starting agent (IRGACURE 907, manufactured by Chiba Corporation, Japan) Part 4: 2 3. Two sensitizers ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.) Ethylene glycol monomethyl ether ethyl ester Example 2 4 ~3 5. Comparative Examples 3 to 5: Anti-surname materials (R-2 to R-16) In addition to changing the colorant dispersion to the colorant dispersion shown in Table 4-1 (pigment dispersion, containing i In addition to the type and amount of the resin solution of the product or the resin solution containing the xanthene compound, the other development resist type resist material (R - 2 to R) was obtained in the same manner as the resist material (R -1 ). -16). Two or more colorant dispersions (pigment dispersion, resin solution containing i-formation product or resin solution containing xanthene-based compound) are simultaneously used in the resist material, but the colorant is dispersed. The total amount of the body is 60 parts of all anti-agent materials. 100113570 Form No. A0101 No. 82 / Total 108 201 214 030 1003215110-0

LUUUYJ Ο Table 4-1 : Resist material anti-surname material 1 Bud color 剤 Dispersion blending amount Resin solution containing colorant (colorant dispersion) Dispensing amount Colorant dispersion 逋 Dispensing amount Coloring Dispersing ceremony Example 23 R-1 DA-1 21 part DP-1 39 parts _ _ Example 24 Example 25 R-2 DA-2 21 parts DP-1 39 parts — —. R-3 DA-3 21 parts DP -1 Part 39 - Example 26 R-4 DA-4 Part 21 DP-1 Part 39 - Example 27 R-5 DA-5 Part 21 DP-1 Part 39 - One Example 28 R-6 DA-6 21 Part DP-1 39 - Example 29 R- 7 DA-7 21 DP-1 39 - _ Example: j〇R-8 DA-8 21 DP-1 39 - Example 31 R -9 DA-9 21 DP'l 39--Example 32 R-10 DA-1 21 DP-1 39--Example 33 R-11 DA-1 21 DP-1 39-part implementation Example 34 R-12 DA-1 12 DP-1 36 DP-2 12 Part 35 R-13 DA-1 30 DP-1 21 Ό¥~3 9 Comparative Example 3 R-14 DC -10 21 parts DP-1 39 parts - - Comparative example 4 R-15 DC-10 21 parts DP-1 39 parts - Comparative example 5 R-16 DP-12 30 parts DP-1 30 parts - - Example 36~ 41: resist material (R-17~R-22)

An alkali-developing resist material R-17, R- was obtained in the same manner as the resist material (R_l〇) except that the acrylic resin solution 1 of Example 32 was changed to the acrylic resin solutions 2, 3, and 4. 18, R-19. Further, in the same manner as the resist material (R_U), the alkali-developing resist materials R-20, R-21, and R were obtained, respectively, except that the acrylic resin solution 1 of Example 33 was changed to the acrylic resin solutions 2, 3, and 4. -twenty two. <Examples 42 to 54 and Comparative Examples 6 and 7 (R2-1 to R2-15)> Example 42: Resist material (R2-1) The following mixture was mixed and mixed uniformly, and then 1. 〇/ / m filter transition to obtain alkali-developed resist material (R2-1) » Resin solution containing halogenated product (DA2-1): 21. Partial pigment dispersion (DP-1) : 39. 0 Acrylic resin solution 1: 11.0 part 100113570 Form No. A0101 Page 83 of 108

201214030 Trihydrocarbylmethylpropane triacrylate 4. Part 2 ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.) Photopolymerization initiator 1. 2

(IRGACURE 907, a sensitizer manufactured by Chiba Corporation, Japan) "EAB-F: 0. 4 ethylene glycol monodecyl ether ethyl ester: 23.2 Examples 43 to 54 except for the colorant dispersion Changed to the type and amount of the colorant dispersion (the pigment dispersion, the resin solution containing the halogenated product or the resin solution containing the xanthene compound) shown in Table 4-2, and the other is the resist material ( R2-1) An alkali-developing resist material (R2-2 to R2-15) is obtained in the same manner. Two or more colorant dispersions (pigment dispersions, containing halogenation generation) are simultaneously used in the resist material system. a resin solution or a resin solution containing a ruthenium compound, but the total amount of the colorant dispersion is 60 parts for all resist materials. 100113570 Form No. A0101 Page 84 of 108 1003215110-0 201214030 iwm \ ο Table 4-2: Resist material Resist body material i Dispensing agent dispersion amount Resin solution containing colorant (colorant dispersion) Formulation amount Colorant dispersing amount of colorant dispersion Dosing amount Example 42 R2-1 DA2-1 Part 31 DP-1 29 Part One Embodiment 43 R2-2 DA2-2 27 Part DP 1 Part 33 _ Example h R2-3 DA2-3 Part 23 DP-1 37 Part _ _ Example 45 R2-4 ΏΑ2-4 18 parts DP-1 42 part one_Example 46 R2-5 DA2-5 27 part DP-1 33 part one embodiment 47 R2-6 DA2-6 23 part DP 1 37 __ Example 48 R2-7 DA2-7 18 DP-1 42 Part 1 - Example 49 R2-8 DA2-8 15 DP-1 45 Dietary Example 50 R2-9 DA2-9 24 DP -1 36 parts_Example 51 R2-10 DA2-10 19 parts DP-1 41 part one. One example 52 R2-11 DA2-11 15 parts DP-1 45 parts _ _ Example 53 R2-12 PA2 -8 24 DP-1 29# DP-2 7-part implementation 54 R2-13 DA2-8 36 DP-1 21 DP-3 3 Comparison Example. 6 R2-14 DC-1 12 DP-1 48 parts _ Comparative Example 7 R2-I5 DC-2 9 parts DP-1 51 parts - - Examples 55 to 60: Resist material (R2-16 to R2-21) ❹ In addition to the acrylic resin solution of Example 51 In the same manner as the resist material (R2_1〇), the alkali developing type anti-residual materials R2-16, R2-17, and R2-18 were obtained, respectively, except that the acrylic resin solutions 2, 3, and 4 were changed. Further, the acrylic resin solution 1 of Example 52 was changed to the acrylic resin solutions 2, 3, and 4, and alkali-developing anti-surname materials R2-19, R2-20, and R2-21 were obtained in the same manner as the resist materials, respectively. <Evaluation of Resist Material> The chromaticity, foreign matter, heat, light resistance, and solvent solubility of the coating materials of the anti-residue materials (R-1 to 22 and R2-1 to R2-21) were measured by the following methods. Each test. The test results are shown in Tables 5-1 and 5-2. The coating film foreign matter was tested on a transparent substrate, and the coloring composition was applied in a manner of drying the coating film to about 2.5. In an oven, heating at 230 C for 20 minutes to obtain an evaluation base 100113570 Form No. A0101 Page 85 of 108 1003215110-0 201214030 board. The surface of the dried coating film was observed using a metal microscope ("BX60") manufactured by Olympus Systems. The magnification is set to 5 times, and the number of particles that can be observed is calculated by penetrating and taking any five fields of view. Among the following evaluation results, ◎ '〇 is good, △ is a foreign matter, but it does not pose a problem in use, and X is unevenly coated due to foreign matter. ◎: The number of particles is less than 5 〇: The number of particles is 5 or more and less than 2 Δ: The number of particles is 20 or more and less than 10 00 X: The number of particles is 100 or more The results are shown in Table 5-1 and Table 5-2. Evaluation of color characteristics On a glass substrate, the resist material was applied to have a film thickness of \=0.64 〇1 = 〇.315 under a c light source. The substrate was 23 Å. (: Heating was performed for 2 minutes. Thereafter, the brightness (γ) of the obtained substrate was measured by a microspectrophotometer ("OSP-SP200" manufactured by y1 ympus Optics Co., Ltd.). Table 5-1 and Table 5-2 The results are shown. The film heat resistance test dium is applied on a transparent substrate, and the anti-butter material is coated as a dry film, and a mask having a specific pattern is interposed to perform ultraviolet exposure, and then spray the Wei developer to remove the unhardened portion to form a desired pattern. Then, in the oven, after heating for 2 G minutes at 23 rc, after cooling, the color difference of the obtained coating film under C light source was measured by a microscopic spectrophotometer (manuscript sp, milk (10), manufactured by 01ympus Optics Co., Ltd.). UL*(1), a*(1)"/b*(l)) and then in the oven as a heat-resistance test, heated by 2 mail for 2 hours, measuring the chromaticity of the source 2 (l gas, b*(2) )). ... 100113570

Form No. A0UU Page 86 of 108 1003215110-0 201214030 The color difference A Eab* was calculated by the following calculation formula using the measured color difference value, and the heat resistance of the coating film was evaluated in the following four stages. AEab*=^((L*(2)-L*(l))2+(a*(2)-a*(l))2-Kb*(2)-b*(l))2) ◎ The AEab is less than 1. 5 〇: AEab* is 1. 5 or more, less than 3. 0 △ : AEab* is 3. 0 or more, less than 5. 0 X : △ Eab* is 5. 0 or more in Table 5-1 And Table 5-2 shows the results. Film coating light resistance test

The test substrate was prepared by the same procedure as the film heat resistance test, and the chromaticity 1 under the C light source (L*(1), a* was measured by a microscopic spectrophotometer ("SP-SP200" manufactured by Olympus Optics Co., Ltd.). (i), b*(l)). Thereafter, the substrate was placed in a light resistance tester ("SunTEST CPS+" manufactured by T0Y0SEIKI Co., Ltd.), and left for 500 hours. After the substrate was taken out, the chromaticity 2 (L*(2), a*(2), b*(2)) under the c-light source was measured, and the color difference AEab* was calculated in the same manner as the coating film heat resistance test, and the heat resistance was the same. The benchmark evaluates the lightfastness of the film. The results are shown in Table 5-1 and Table 5-2. The solvent resistance test of the coating film was carried out by the same procedure as in the heat test, and the chromaticity 1 under the C light source was measured by a microscopic spectrophotometer ("sp_sP200" manufactured by Olympus Optical Co., Ltd.) (L*(1), a*(l), b*(i)). Thereafter, the substrate was immersed in N-quinone-based carbitol. After the substrate was taken out, the chromaticity 2 (L*(2), a*(2)'b*(2)) under the c-light source was measured, and the color difference AEab* was calculated in the same manner as the coating film heat resistance test, and the heat resistance was the same. The benchmark evaluates the solvent resistance of the film. 100113570 Form No. A0101 Page 87 of 108 ιηι 201214030 Table 5_1 and Table 5_2 show the results. Table 5-1: Resist material X y Y (brightness) Coating film foreign matter heat resistance Light resistance Solvent resistance Example 23 R-1 0.640 0.315 20.2 ◎ ◎ ◎ ◎ Example 24 R-2 0.640 0.315 20.0 〇 ◎ ◎ ◎ Example 25 R-3 0.640 0.315 20.1 ◎ ◎ ◎ Example 26 R-4 0.640 0315 19.5 〇〇〇〇 Example 27 R-5 0.640 0.315 19.1 〇〇0 〇 Example 28 R-6 0.640 0.315 19.0 〇 Example 29 R-7 0.640 0.315 18.9 〇〇〇〇 Example 30 R-8 0.640 0.315 20.0 ◎ ◎ ◎ ◎ Example 31 R-9 0.640 0.315 19.4 〇〇〇〇 Example 32 R-10 0.640 0.315 20.1 Δ ◎ ◎ ◎ 实施 Na R-11 0.640 0.315 19.9 Δ ◎ ◎ ◎ Example 34 R-12 0.640 0.315 19.2 ◎ ◎ ◎ ◎ Example 35 R-13 0.640 0.315 19.1 〇 Δ Δ Δ Example 36 R-17 0.640 0.315 20.1 〇 ◎ ◎ 例 Example 37 R-18 0.640 0.315 20.1 ◎ ◎ ◎ ◎ Example 38 R-19 0.640 0315 20.1 ◎ ◎ ◎ ◎ Example 39 R-20 0.640 0.315 19.9 〇 ◎ ◎ ◎ Example 40 R- 21 0.640 0.315 19.9 ◎ ◎ ◎ ◎ Real Example 41 R-22 0.640 0.315 19.9 ◎ ◎ ◎ Comparative Example 3 R-14 0.640 0.315 19.8 X 〇〇〇 Comparative Example 4 R-15 0.640 0.315 19.2 X △ Δ Δ Comparative Example 5 R-16 0.640 0.315 18.1 ◎ ◎ ◎ ◎ 100113570 Form No. A0101 Page 88/108 List 1003215110-0 201214030 L_9” Ο Table 5-2:

Implementation system 52 H7-ir 0.640 0:315 TolT

The resist materials of Examples 23 to 34 and 36 to 41 and 14 to 19) were excellent in light resistance. Further, the resist material (r_i3) of Example 35 had good color characteristics, and as a result, heat resistance, light resistance, and solvent resistance were slightly inferior, but the color filter did not pose a problem in quality. Further, the resist materials of Examples 42 to 60 - R2_16 to R2 2i) were also excellent in light resistance. On the other hand, the resist materials (R-14, R-15, R2-14, and R2-15) of Comparative Examples 3, 4, 6, and 7 have many foreign matters and are difficult to use. The luminance (Y) of the anti-reagent material (R-16) of Comparative Example 5 was lower than that of Examples 23 to 41 and Example 4 2 to 60. Further, from the results of the resist materials (R-17 to R-22) of Examples 36 to 41 and Examples 55 to 60 (R2-16 to R2-21), it is understood that the use of the ethylenic unsaturated double Combined with the active energy ray hardening resin, the foreign matter of the coating film can be further reduced. 100113570 Form No. A0101 Page 89/108 List 1003215110-0 201214030 <Examples 61 to 98, Comparative Examples 8 to 12> Example 61: Color filter (CF-1) and Pan a B .. u sigh The crystal display device is fabricated on a color substrate on a color substrate, and the black matrix is patterned. On the substrate, a red anti-material (Μ) is applied by a spin coater, and the coating is X = 〇.64G. , y = G.315 film thickness, forming a color film. In the coating film, an ultraviolet ray of 3 mm/cm 2 was irradiated with a super high-rise mercury lamp by interposing a photomask. Next, the sprayed silk (four) light portion was prepared by a developer solution of G.2% by weight of carbonic acid, and then (iv) sub-exchange water was washed, and the substrate was heated at 230 ° C for 20 minutes to form a red calender sheet section. . By applying the green resist material in the same manner, the coating is applied to have a film thickness of x-0.300 and y = 0.600, and the blue resist material is coated to have χ = 0·150, y = 〇. The film thickness of 060 forms a green filter segment, a blue filter, and a light film segment, and a color filter (Cf-1) is obtained. The liquid crystal display device forms an Iτο transparent electrode plate on the obtained RGB color filter, and a polyimine alignment layer is formed thereon. A polarizing plate is formed on the other surface of the glass substrate. Further, a TFT array and a pixel electrode were formed on one surface of the other (second) glass substrate, and a polarizing plate was formed on the other surface. In this way, the two glass substrates that are prepared are disposed so that the electrode layers face each other, and the spacers are used to position the two substrates while maintaining a certain distance therebetween, leaving the liquid crystal composition injection opening portion and sealing. The agent seals around. After the liquid crystal composition is injected from the opening, the opening is sealed. The liquid crystal display device thus fabricated was combined with a three-wavelength CCFL light source of a backlight unit to fabricate a color display device. Example 6 2 to 7 9. Comparative Example 8 to 1 〇100113570 Form, No. A0101 Page 90 of 108 〇〇1 201214030 In addition to replacing the red resist material with the red resistance shown in Table 6-1 The color filters (CF-2 to CF-22) of Examples 62 to 79 and Comparative Examples 8 to 10 and the color display device were produced in the same manner as in Example 61 except for the etching agent. Examples 80 to 98 and Comparative Examples 11 to 12 Example 80 was produced in the same manner as in Example 61 except that the red anti-surname material was replaced with the red anti-reagent material shown in Table 6-2. ～98, color filters (CF2-1 to CF2-21) of Comparative Examples 11 to 12, and a color display device. In the color display devices obtained in Examples 61 to 98 and Comparative Examples 8 to 12, the light source was caused to emit light, and a color image was displayed, and each color filter was measured by a microspectrophotometer ("OSP-SP200" manufactured by Olympus Optical Co., Ltd.). The brightness of the slice section. The results are shown in Tables 6-1 and 6-2. 100113570 Form No. A0101 Page 91 of 108 1003215110-0 201214030 100113570 Table 6-1: Brightness of the color filter red resist filter section White display light Tablet material Red green blue brightness 宭 Μ 61 CF -1 R-1 202 59.2 6.1 28.5 Shen Chong" CF-2 R-2 2W 59.2 6.1 28.5 Beryllium Copper 63 CF-3 R-3 20.0 59.2 6.1 28.4 Clan Tree 64 CF-4 R-4 19.5 59.2 6.1 28.3 Example 65 CF-5 R-5 19.1 59.2 6.1 28.1 Pronunciation family 66 CF-6 R-6 19.0 592 6.1 28.1 宭 彻 67 67 CF-7 R-7 18.9 59.2 6.1 28.1 眚 Μ Μ 68 CF-8 R-8 20.0 59.2 6.1 28.4 Extravagant "69 CF- 9 R-9 19.4 59.2 6.1 28.2 Converse #! 70 CF-10 R-10 20.1 592 6.1 28.5 Clarence 71 CF-11 R-11 19.9 592 6.1 28.4音音彻72 CF-12 R-12 19.2 59.2 6.1 28.2 73 CF-13 R-13 19.1 59.2 6.1 28,1 74 CF-17 Κ-17 20.1 59.2 6.1 28.5 Converse "75 CF -18 R-18 20.1 59.2 6.1 28.5 宭婊 key 76 CF-19 R-19 20J 59.2 6.1 28.5 enamel paint. Che 77 CF-20 R-20 19.9 59.2 6.1 28.4 Acoustic capsules 78 CF - 21 R-21 19.9 59.2 6.1 28.4 膂佑.Μ 79 CF-22 R-22 19.9 59.2 6.1 28.4 Comparative Example 8 C F-14 R-14 19.8 59.2 6.1 28,4 Comparative Example 9 CF-15 R-15 19.2 59.2 6.1 28.2 Comparative Example 10 CF-16 R-16 18.1 59.2 6.1 27.8 Form No. A0101 Page 92 of 108 1003215110- 0 201214030 Color filter red resist material filter section brightness white display brightness red green blue blue 眚 Μ 80 CF2-1 R2-1 20.2 59.2 6.2 28.5 音族 you I 81 CF2-2 R2- 2 20.1 59.2 6,2 28.5 Shenwei like 82 CF2-3 R2-3 20.0 592 6,2 28.5 Shen _ 钿 钿 CF2-4 R2-4 20.2 59.2 62 28.5 Luxury Su. Che 84 CF2-5 R2-5 20.0 59.2 62 28.5 宭故彻 85 CF2-6 R2-6 20.1 59.2 6.2 28*5 86 CF2-7 R2-7 19.5 59.2 6,2 28.3 Example 87 CF2-8 R2-8 18.9 59.2 6.2 28.1 Eucalyptus 88 CF2 -9 R2-9 19.1 59.2 6.2 28,2 Extravagant 钿89 CF2-10 R2-10 19.0 59.2 6.2 28.1 奁族彻90 CF2-11 R2-11 19-4 59.2 6.2 28,3 Caution you. You 丨91 CF2 -12 R2-12 19.0 59.2 6,2 28.1 Tone. Chess Q2 CF2-13 R2-13 19.1 59.2 6.2 28.2 Extravagant 'milk CF2-14 R2-16 20.0 59.2 6.2 28.5 Extravagant. Μ 94 CE2-15 R2 -I7 20.1 59.2 6.2 28.5 Extravagant knee. Like Μ CF2-16 R2-18 20.0 59.2 62 28.5 96 CF2-17 R2-19 18.9 59.2 62 28.1 Cautious 97 FC2-18 R2-20 18.9 59.2 6.2 28J Extraordinary M 9S OF2-19 R2-21 18.8 59.2 6.2 28.1 Comparative Example 11 CT2-20 R2-14 20.1 59.2 6.2 28.5 Comparative Example 12 CF2- 21 R2-15 19.5 59.2 6,2 28.3 L0010” ^6~2:

When Comparative Examples 61 to 98 and Comparative Example 10 (color filter (CF-16)) were compared, the white display showed a ratio of _° to 由° as compared with the conventional one. A color filter (color filter, light film (CF-16)) formed of a resist material of a biloba pigment and an anthraquinone pigment, and the invention comprising a red pigment and a halogenated product (Α) A color filter (color filters (CF-1 to 13, CF-17 to 22, CF2-1 to CF2-19)) formed of a resist material can obtain high luminance. In Comparative Examples 6, 7, 11, and 12 (color filters (CF-14, CF-15, CF2-20, CF2-21)), although the brightness is high, many foreign matters are generated as described above, so that it is practically difficult to use. . <Examples 99 to 113, Comparative Examples 13 to 18> Example 99 100113570 Form No. Α0101 Page 93 of 108 1003215110-0 201214030 The following mixture was stirred and mixed uniformly, and filtered with a filter of 5. O/zm. A red colored resin composition was produced. Pigment dispersion (DP-7): 7.2 Resin solution containing halogenated product (DA-8): 3. 8 parts of acrylic resin solution 1: 40. 0 propylene glycol monoethyl ether ethyl ester (PGMAC): 49.0 parts Example 100 In addition to changing the pigment dispersion (DP-7) to the pigment dispersion (DP-8), the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted to be the same color as in Example 99. A red colored resin composition was obtained in the same manner as in Example 99 except for the others. Example 101 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-9), the ratio of the pigment dispersion to the resin solution containing the chemical conversion product was adjusted to be the same color as in Example 99. A red colored resin composition was obtained in the same manner as in Example 99 except for the others. Example 102 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-10), the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted to be the same as that of Example 99. Further, a red colored resin composition was obtained in the same manner as in Example 99. Example 103 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-11), the ratio of the pigment dispersion to the resin solution containing the i-formation product was adjusted so that it became the same color as in Example 99. A red colored resin composition was obtained in the same manner as in Example 99 except for the others. 100113570 Form No. A0101 Page 94/108 1083215110-0 201214030 Example 104 In addition to changing the pigment dispersion (DP-8) to a pigment dispersion (DP-12), the pigment dispersion and the resin containing the halogenated product were adjusted. A red colored resin composition was obtained in the same manner as in Example 99 except that the ratio of the solution was the same as that of Example 99. Example 105 In addition to changing the pigment dispersion (DP-8) to a pigment dispersion (DP-13), the ratio of the pigment dispersion to the resin solution containing the i-formation product was adjusted to have the same color as in Example 99. A red colored resin composition was obtained in the same manner as in Example 99. Example 106 In addition to changing the pigment dispersion (DP-8) to a pigment dispersion (DP-9), the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted to be the same as that of Example 99. Further, a red colored resin composition was obtained in the same manner as in Example 99. Example 107 In addition to changing the pigment dispersion (DP-8) to a pigment dispersion (DP-14), the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted to be the same color as in Example 99. A red colored resin composition was obtained in the same manner as in Example 99 except for the others. Example 108 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-8), the resin solution (DA-8) containing a halogenated product was changed to a resin solution containing a halogenated product (DA-13) The red colored resin composition 100113570 was obtained in the same manner as in Example 99 except that the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted to be the same as that of Example 99. Form No. A0101 Page 95 / 108 pages 1003215110-0 201214030 Example 10 9 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-8), the resin solution (DA_8) containing a halogenated product was changed to contain a halogenated product. In the resin solution (DA-14), the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted to be the same as that of Example 99, and the red colored resin composition was obtained in the same manner as in Example 99. Example 110 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-ίο), a pigment dispersion (DP-14) was further added to adjust the pigment dispersion and the resin containing the halogenated product. The ratio of liquid, it becomes the same chromaticity Example 99, other were obtained in the same manner as in Example red colored resin composition 99. Example 111 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (Dp_15), the resin solution (DA_8) containing the halogenated product was changed to a resin solution (DA-15) containing a halogenated product, and C was The dilute acid resin solution 1 was changed to the acrylic resin solution 2', and the ratio of the pigment dispersion to the resin solution containing the i-formation product was adjusted to obtain the same color chromaticity as in Example 9, except that the same procedure as in Example 99 was obtained. Red colored resin composition. Example 112 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (dp-16), the resin solution (DA_8) containing the halogenated product was changed to a resin solution (DA-16) containing a halogenated product, Changing the acrylic resin solution 1 to the acrylic resin solution 3' adjusts the ratio of the pigment dispersion to the tree containing the chemical product 100113570 Form No. A0101, page 96 / total page 81003215110-0 201214030, making it a A red colored resin composition was obtained in the same manner as in Example 99 except that the same chromaticity of Example 99 was used. Example 113 In addition to changing the pigment dispersion (Dp-7) to a pigment dispersion (DP-17), the resin solution (DA-8) containing a halogenated product was changed to a resin solution containing a halogenated product (DA-17). The acrylic resin solution 1 was changed to an acrylic resin solution 4', and the ratio of the pigment dispersion to the resin solution containing the A product was adjusted to be the same as that of Example 99, and the other was carried out. In Example 99, a red colored resin composition was obtained in the same manner. Comparative Example 13 In addition to changing the pigment dispersion (DP-7) to the pigment dispersion (DP-1), the resin solution (DA-8) containing the dentate product was changed to the pigment dispersion (DP 2) 'adjusting pigment The red colored resin composition was obtained in the same manner as in Example 99 except that the ratio of the dispersion was the same as that of the Example. Comparative Example 14 Ο In addition to changing the pigment dispersion (DP-8) to the pigment dispersion (DP-2), the ratio of the pigment dispersion was adjusted to be the same as that of Example 99. Similarly, a red colored resin composition was obtained. Comparative Example 15 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-9), the resin solution (DA-8) containing the tooth formation product was changed to pigment dispersion. The red colored resin composition was obtained in the same manner as in Example 99 except that the ratio of the pigment (DP-2) 'adjusted pigment dispersion' was the same as that of Example (10). 100113570 Form No. A0101 Page 97 of 108 1003215110-0 201214030 Comparative Example 1 6 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-10), a resin solution containing a halogenated product (DA) -8) A red colored resin composition was obtained in the same manner as in Example 99 except that the pigment dispersion (DP-2) was changed to the ratio of the pigment dispersion to the same color as in Example 99. Comparative Example 17 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-11), the resin solution (DA-8) containing the halogenated product was changed to a pigment dispersion (DP-2), and the pigment was adjusted. A red colored resin composition was obtained in the same manner as in Example 99 except that the ratio of the dispersion was the same as that of Example 99. Comparative Example 18 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-8), the resin solution (DA-8) containing a halogenated product was changed to a pigment dispersion (DP-2), and the pigment was adjusted. A red colored resin composition was obtained in the same manner as in Example 99 except that the ratio of the dispersion was the same as that of Example 99. <Examples 114 to 118, Comparative Examples 19 to 24> Example 114 0 #m of a transition apparatus: 7.2 parts: 3.8 parts: 40. 0 parts: 49.0 parts 1003215110-0 The following mixture was stirred. After the mixture was uniformly mixed, a red colored resin composition was produced at 5. Pigment dispersion (DP-7) Resin solution containing halogenated product (DA2-1) Acrylic resin solution 1 Propylene glycol monoethyl ether ethyl ester (PGM AC) 100113570 Form No. A0101 Page 98 of 108 201214030 c Example 115 The ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted except that the resin solution (DA2-1) containing the halogenated product was changed to the dendrimer containing the ghost product (DA2-9). A red colored resin composition was obtained in the same manner as in Example 114 except that the same color chromaticity as in Example 1A was used. Example 11 6 In addition to changing the resin solution (DA2-1) containing a halogenated product to a resin solution (DA2-10) containing a dentate product, the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted so that A red colored resin composition was obtained in the same manner as in Example 114 except that the same color chromaticity as in Example 114 was obtained. Example 11 7 The ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted so that the resin solution (DA2-1) containing the halogenated product was changed to the resin solution (DA2-7) containing the halogenated product. A red colored resin composition was obtained in the same manner as in Example 114 except that the same chromaticity as in Example 114 was obtained. Example 118 In addition to changing the resin solution (DA2-1) containing a halogenated product to a resin solution (DA2-8) containing a halogenated product, the ratio of the pigment dispersion to the resin solution containing the halogenated product was adjusted to become A red colored resin composition was obtained in the same manner as in Example 114 except for the same chromaticity as in Example 114. Comparative Example 19 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-1), 100113570 Form No. A0101, page 99/108, 1003215110-0 201214030, a resin solution containing a halogenated product (DA 2 ) -1) A red colored resin composition was obtained in the same manner as in Example 114 except that the pigment dispersion (DP-2) was changed to the ratio of the pigment dispersion to the same color as in Example 114. Comparative Example 2 0 The ratio of the pigment dispersion was adjusted to be the same as that of Example 114 except that the resin solution (DA2-1) containing the halogenated product was changed to the pigment dispersion (DP-2). A red colored resin composition was obtained in the same manner as in Example 114. Comparative Example 21 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-8), the resin solution (DA2-1) containing the halogenated product was changed to a pigment dispersion (DP-2), and the pigment was adjusted. A red color resin composition was obtained in the same manner as in Example 114 except that the ratio of the dispersion was the same as that of Example 114. Comparative Example 2 2 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-9), the resin solution (DA2-1) containing the halogenated product was changed to a pigment dispersion (DP-2), and the adjustment was made. A red colored resin composition was obtained in the same manner as in Example 114 except that the ratio of the pigment dispersion was the same as that of Example 114. Comparative Example 2 3 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-10), the resin solution (DA2-1) containing the halogenated product was changed to a pigment dispersion (DP-2), and the adjustment was made. The coloring resin composition was obtained in the same manner as in Example 114 except that the ratio of the pigment dispersion was the same as that of Example 114. Red 100113570 Form No. A0101 Page 100/108 Page 1003215110-0 201214030. Comparative Example 2 4 In addition to changing the pigment dispersion (DP-7) to a pigment dispersion (DP-11), the resin solution (DA2-1) containing the halogenated product was changed to a pigment dispersion (DP-2), and the adjustment was made. A red colored resin composition was obtained in the same manner as in Example 114 except that the ratio of the pigment dispersion was the same as that of Example 114. The red colored resin compositions obtained in Examples 99 to 118 and Comparative Examples 13 to 24 were spin-coated on a transparent substrate to have a film thickness of 2.0 Å, dried at 60 ° C (pre-baked) for 5 minutes, and then 230. The film was heated to a temperature of 20 minutes (baked after exposure) to prepare a coated substrate. The brightness (Y) of the produced coating film substrate was measured by a microspectrophotometer ("0SP - SP200" manufactured by Olympus Optics Co., Ltd.). Table 7-1: Pigment dispersion 树脂 Resin solution containing a compound compound Acrylic resin solution Y Example 99 DP-7 DA-8 1 19.37 Example 100 DP-8 DA-8 1 19.01 Example 101 DP-9 DA-8 1 18.82 Example 102 DP-10 DA-8 1 18.64 Example 103 DP-11 DA-8 1 18.73 Example 104 DP-7 DA-12 1 19.28 Example 105 DP-7 DA-13 1 19.42 Example 106 DP -7 DA-9 1 19.24 Example 107 DP-7 DA-14 1 19.44 Example 108 DP-8 DA-13 1 19.02 Example 109 DP-8 DA-14 1 19.06 Example 110 DP-10 + DP-14 DA-8 1 18.66 Example 111 DP-15 DA-15 2 19.39 Example 112 DP-16 DA-16 3 19.35 Example 113 DP-17 DA-17 4 19.37 Comparative Example 13 DP-1 + DP-2 - 1 18.10 Comparative Example 14 DP-7 + DP-2 - 1 16.74 Comparative Example 15 DP-9+ DP-2 - 1 16.83 Comparative Example 16 DP-10 + DP-2 - 1 17.92 Comparative Example 17 DP-11 + DP-2 - 1 17.29 Comparative Example 18 DP-8 + DP-2 - 1 16.65 [0011] 100113570 Form No. A0101 Page 101 of 108 1003215110-0 Table 7-2: Pigment Dispersion Resin Solution Containing 4 Compounds Acrylic Resin Solution Y 贲 Example 114 DP-7 DA2-1 1 19 39 Example 115 DP-7 DA2-9 1 19 29 Example 116 DP-7 DA2-10 1 19 44 Example 117 DP-7 DA2-7 1 19.26 Example 118 DP-7 DA2-8 1 19 46^ Comparative Example 19 DP-1 + DP-2 - 1 18.10 Comparative Example 20 DP-7+ DP-2 — 1 16.74 Comparative Example 21 DP-8+ DP-2 — 1 16 65 Comparative Example 22 DP-9+ DP-2 - 1 16.83 Comparative Example 23 DP-10 + DP-2 - 1 17 92 丨Comparative Example 24 DP-11 + DP-2~ L_____zZZJ 1 17.29 ~ As shown in Tables 7-1 and 7-2, in Examples 99 to 118 The red colored resin composition was compared with the red colored resin composition of Comparative Examples 13 to 24 to obtain a red coating film having a high luminance. At this time, in Table 8, it was shown that the difference in luminance difference between the pre-bake/exposure roasting did not occur, and the tolerance was maintained. 201214030 [0012] Table 8:

Example 119 After the following mixture was uniformly mixed, it was filtered with a 1 Mm filter to obtain an alkali-developable red resist material. 21. 0 Part 39. 0 Resin solution containing halogenated product (DA-8)

Pigment dispersion (DP-O: 11.0 parts 4. 2 parts)

Acrylic resin solution 1 bis-methacrylonitrile triacrylate ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.) Photopolymerization initiator 100113570 Form No. A0101 Page 102 / Total 1 〇 8 pages 1003215110-0 201214030 (曰本千叶"IRGACURE 9〇7" sensitizer ("eab-f" manufactured by Hodogaya Chemical Co., Ltd.) ethylene glycol monomethyl ether ethyl ester Example 120: 4, 23. 2

After the following mixture was stirred and mixed uniformly, the developed red anti-money agent material was obtained by hydrazine, hydrazine. Resin solution containing halogenated product (DA2-1) Pigment dispersion (DP-7) Acrylic resin solution 1 Trihydrocarbyl propane triacrylate ("Nippon Nippon Chemical Co., Ltd." "NK ester ATMPT") Filter filtration: 21 〇部:39. 〇部:1. 0 Department: 4. 2 photopolymerization initiators (IRGACURE 907 sensitizer manufactured by Sakamoto Chiba Co., Ltd. (EAB-F, manufactured by Hodogaya Chemical Co., Ltd.) Alcohol monomethyl ether ethyl ester Comparative Example 2 5 : 1. 2 parts. 〇 · 4 parts: 23. 2 parts Ο In addition to the pigment dispersion (DP-7) and the halogenated product-containing tree solution (DA) -8), the pigment dispersion (DP-1) and the pigment dispersion (DP-2) were changed, and the ratio of the pigment dispersion was adjusted to have the same color chromaticity as in Example 119, and the others were the same as in Example 119. The etched red resist material obtained in Examples 119-120 and Comparative Example 25 was turned into a red resist material on a transparent substrate to a film thickness of 2. 5 / / ' to 60 °c Dry (pre-baked) for 5 minutes, then heated at 230eC for 20 minutes (baked after exposure) to prepare a coated substrate, which was determined as described previously. Brightness (Y) of the produced coated substrate. 100113570 Form No. A0101 Page 103 of 108 1003215110-0 201214030 The results are shown in Table 9. [0013] Table 9: Solution Y of red pigment dispersion containing i compound Example 119 DP-7 DA-8 19.28 Example 120 DP-7 DA-1 19.28 Comparative Example 2 5 DP-1 + DP-2 - 18.10 As shown in Table 9, the alkali-developed red anti-resistance of Examples 119 to 120 The etching agent material can obtain a red coating film having a higher brightness than the material of the development type red anti-reagent material of Comparative Example 25. [Simplified description of the drawing] [0014] None [Explanation of main component symbols] [0015] No. 100113570 Form No. A0101 Page 104 / 108 Page 1003215110-0

Claims (1)

201214030 VII. Patent application scope: 1. A red coloring composition for a color filter, characterized by comprising a coloring agent and a resin binder; the coloring agent comprises: halogenation of a xanthene-based acid dye and a compound having a cationic group The product (A) and the red pigment. 2. The red coloring composition for a color filter according to claim 1, wherein the compound having a cationic group is a quaternary ammonium salt compound. 3. The color filter of claim 2, wherein the molecular weight of the cationic portion of the quaternary ammonium salt compound is in the range of from 190 to 900. 4. The red coloring composition for a color filter according to claim 2 or 3, wherein the quaternary ammonium salt compound is represented by the general formula (1-1) represented by the following general formula (1-1) : (In the general formula (1-1), 匕~!?, each independently represents an alkyl group or a benzyl group having 1 to 20 carbon atoms, and at least two of R2, R3 and R4 + have 5 to 20 carbon atoms. Y_ represents an inorganic or organic anion). 5. The red coloring composition for a color filter according to the first aspect of the invention, wherein the compound having a cationic group is a resin having a cationic group in a side chain. 6. The red coloring composition for a color filter according to claim 5, wherein the resin-based vinyl resin having a cationic group in a side chain comprises the following general formula (1-2) The constructed unit; 100113570 Form number Α0101 Page 105 / 108 pages 1003215110-0 201214030 General formula (1-2): (in the general formula G-2), '% means a hydrogen atom, or a substituted or unsubstituted burnt group, which means a hydrogen atom, a substitution or a replacement without a burn group or The unsubstituted alkenyl group or the substituted or unsubstituted aryl group 'R6 to R8' may be bonded to each other to form a ring. Q represents an alkylene group, an arylene group, -CONH-R9- or -CO. '-, indicates a sub-burning base. Γ- represents an inorganic or organic anion). The color filter of any one of the items (1) of the patent application is a red colored composition, wherein the (4) acid dye is classified as C. 1_acid red. 8. The color illuminating sheet of any of the items in the item (1) of the patent application is red colored composition'. The group consisting of c. I. Acid Red 52, c. I. Acid Red 87, c Acid Red 92, CI Acid Red 289 and C. I·Acid Red 388 Choose at least one of them. &amp; Medium μ patent fc The color filter of any of items 1 to 8 is red, and the red pigment is a diketone 1 and the D is a pigment and/or A pigment and/or a monoazo or diazo pigment. 10. The red color of the color filter of any one of the items in the above-mentioned patent range (1), wherein the red pigment is from CI Pigment Red 254, C. I, Pigment Red 177, C, I·Pigment 100113570 Form bat number A0101 Page 106 / 108 pages 1003215110-0 201214030 11 12 Red ^ small ^ 丄 pigment red (four) 乂 factory pigment red (4) and c * I. pigment orange 38 At least one of the group selections. The color filter according to any one of the above-mentioned items of the present invention is a red coloring composition, wherein the coloring agent further contains a yellow pigment. The color filter according to any one of claims 1 to 11, wherein the color filter is a red coloring composition, further comprising a photopolymerizable monomer and/or a photopolymerization initiator. a color filter comprising at least one red filter segment, at least one green tear patch segment, and at least one blue filter segment; the at least one red filter region The color filter of any one of the claims 1 to 1 is formed of a red colored composition. 100113570 Form No. A0101 Page 107 of 108 1003215110-0