TW201239038A - Pigment composition for color filter, coloring composition and color filter - Google Patents

Abstract

Provided is a diketopyrrolopyrrole based pigment composition for color filter, which contains C. I. PIGMENT RED 254 and a diketopyrrolopyrrole pigment represent by formula (1) with a mass ratio of 97: 3 to 85: 3 (in the formula (1), A and B represent a hydrogen atom or a substituent, provided that at least one of A and B is -CON(R1)R2; R1 and R2 represent a hydrogen atom, an alkyl group having a carbon number of 1 to 20 or a phenyl group which may be substituted.)

Description

201239038 VI. [Technical Field] The present invention relates to a color filter for a color filter used in a color filter for use in a color liquid crystal display device, a color image tube device, or the like. A coloring composition and a color filter formed using the same. [Prior Art] The liquid crystal display device controls a display device that controls the amount of light passing through the second polarizing plate by controlling the degree of polarization of the light passing through the polarizing plate of the first sheet by the liquid crystal layer in the two polarizing plates. At present, the use of twisted nematic (TN) type liquid crystal has become the mainstream. By providing a color-transparent sheet between the two polarizing plates, it is possible to display in color. In recent years, since it has been used in televisions, personal computer monitors, etc., the color filter has been improved in brightness, high contrast, and high color reproducibility. The requirements are getting higher. The color filter is placed on the surface of a transparent substrate such as glass, and the stri pe-like filter segments (f丨1 ter segments) of two or more different hue are arranged in parallel or in a crosswise arrangement. The 遽 section is made up of a vertical and horizontal arrangement. Generally, 'more is formed by three color filter segments of red, green, and blue. The segments are fine to several to 100 and are neatly arranged in each hue with a predetermined arrangement. Configured. Generally, in a color liquid crystal display device, a transparent electrode for driving a liquid crystal is formed on a color filter by vapor deposition or deactivation, and further, an alignment film for aligning liquid crystals in a predetermined direction is formed thereon. In order to fully obtain the performance of such a transparent electrode and an alignment film, in the process of forming a color filter 324003 4 201239038, it is generally required to be treated at a high temperature of 20 (TC or more, preferably 230 ° C or higher. At present, a method called a pigment dispersion method in which a pigment excellent in light resistance and heat resistance is used as a coloring agent has become the mainstream of the method for producing a color filter. In the pigment dispersion method, the 'red filtration section is generally As a coloring agent, the diketone is more than the bismuth ((^1^1:(^71*1*〇1〇?71*1'〇16) pigment, 蒽 系 pigment, lanthanide pigment or Pigments excellent in light resistance and heat resistance, such as bisazo pigments, are used singly or in combination. Among the diketopyrrolopyrrole pigments, c. L Pigment Red 254 is particularly excellent in lightness. The pigment is suitable for use as a color filter. In recent years, the demand for high contrast of the color filter has become strong, and it is necessary to make the primary particle diameter of the diketopyrrolopyrrole pigment as fine as possible. , micronized diketopyrrolopyrrole The material 'by the intermolecular hydrogen bonding has a property of easy crystal growth, so that in the heating step at the time of forming the color filter, crystallization occurs, and there is a problem that impurities are generated. The ketone-based toluene-based pigment can be obtained by the production method disclosed in Patent Document 1 and Patent Document 2 (referred to as "such as "salt-synthesis method" by τ). In the case of the raw material, a method of correcting at least two kinds of structurally different bimodal ratios of the fluorene pigment is used, and the patent document i and the patent document 2' are disclosed in Patent Document 3. However, in these documents, 'the suitability for the use of the enamel sheet is not mentioned at all. In Patent Document 4, the amber compound is made of a nitrile compound of a specific specific knot of 324,003 5 201239038 as a raw material. According to the acid ester synthesis method, although at least two diketopyrrolopyrrole filter mixtures having different structures are used in the graft-color film, the usefulness in the use of the color filter is specifically described in the specification. Charge In the patent documents 5 and 6, it is disclosed that a diketopylpyrazole pigment (mainly CI Pigment Red 254) is used in combination with at least one kind of a dike group of a specific b 疋 structure. The pyrrolopyrrole compound is used to increase the contrast and to suppress the crystallization of the colored component for coloring by a heating step. In Patent Document 7, the ketone is used as a diketone group. In the coloring matter, the pigment dispersion composition is used. [PRIOR ART DOCUMENT] Patent Document 1: Japanese Patent Laid-Open Publication No. SHO-58-210084. Patent Document 4: Japanese Patent Application Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Contents [Problems to be Solved by the Invention] However, in the above-mentioned conventional technique, as a color filter, it is required to have brightness, contrast, and suppression of crystallization, but there is a problem that balanced performance cannot be obtained. 324003 6 201239038 An object of the present invention is to provide a pigment composition for a color filter, a coloring composition, and the like, which do not cause a crystal of a diketopyrrolopyrrole pigment to be crystallized by a heating step. Color filter. [Means for Solving the Problem] The present inventors reviewed the results of various combinations of CI Pigment Red 254 and other diketopyrrolopyrrole pigments, and found that certain specific pigment structures introduced into asymmetric substituents were introduced. The dibenylpyrrolopyrrole pigment and the pigment composition contained in a specific ratio to CI Pigment Red 254 can achieve the above problems very satisfactorily, and the present invention has been completed. That is, the present invention relates to a diketopyrrolopyrrole pigment containing CI Pigment Red 254 and having the following formula (1), which is characterized by CI Pigment Red 254 and a diketopyrrole represented by the following formula (1) The mass ratio of the pyrrole pigment is 97: 3 to 85: 15 for the color filter using a diketopyrrolopyrrole pigment composition.

In the formula (1), A and B each independently represent a hydrogen atom, a fluorine atom, a gas atom, a bromine atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, or the like. -CF3, or -COfKfOR2, at least one of A and B is 324003 7 201239038 -CONaDR2. R1 and R2 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or a phenyl group which may have a substituent Further, the present invention relates to a coloring composition for a color filter, which is a coloring composition containing a coloring agent, a binder resin, and an organic solvent, characterized in that the coloring agent contains the above diketone ratio. The ratio is a ratio of a pigment composition. Further, another aspect of the invention relates to a color filter characterized by comprising a filter segment formed of the coloring composition for a color filter as described above. [Effect of the Invention] According to the present invention, it is possible to provide a pigment composition for a color filter, a coloring composition, and the like which have high brightness and high contrast, and which do not cause crystal precipitation of a diketopyrrolopyrrole pigment through a heating step. Color filter. [Embodiment] Hereinafter, the present invention will be described in detail based on preferred embodiments. The following "C. I." refers to the color index (Colour Index; C. I.). C. I. Pigment Red 254 means 3,6-bis(4-chlorophenyl)-2,5-dihydroindole 0 each [3,4-〇]° ratio 11-1,4-di. 1. Diketoppyrrolopyrrole-based pigment composition The color filter according to the present invention is a diketone-based ratio of a rhodium-based pigment composition (hereinafter, "diketopyrrolopyrrole" is simply referred to as " DPP"), which is characterized by containing CI Pigment Red 254 and DPP pigment represented by the following formula (1) in a mass ratio of 97:3 to 85:15 (hereinafter, referred to as "specific heterodiketopyrrolopyrrole pigment" ", also referred to as "special miscellaneous DPP 324003 201239038 material").

As the specific hetero DPP pigment, a plurality of types may be used in combination. CI

(In the formula (1), A and B each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, -CF3 Or -COKRjR2, at least one of A and B is -CONCIOR2. R1 and R2 each independently represent a halogen atom, an alkyl group having 1 to 20 carbon atoms, or a phenyl group which may have a substituent. In the formula (1), in the case of A and B, the alkyl group having 1 to 4 carbon atoms may be linear or branched, and specific examples thereof include a methyl group, an ethyl group, a propyl group and a different form. Propyl, butyl, isobutyl, secondary butyl, tert-butyl. The alkoxy group having 1 to 4 carbon atoms may be linear or branched, and specific examples thereof include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, and a butoxy group. , isobutoxy, secondary butoxy, tertiary butoxy. In R1 and R2, the alkyl group having 1 to 20 carbon atoms may be linear or branched, and specific examples thereof include a mercapto group, an ethyl group, a propyl group, an isopropyl group, and a butyl group. Isobutyl, secondary butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, decyl, dodecyl, hexadecane, octagonal 324003 9 201239038 alkyl, two Decylene, 1,5-didecylhexyl, 1,6-dimethylheptyl, 2-ethylhexyl, etc., but are not limited thereto. Examples of the phenyl group which may have a substituent include a halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, a trifluoromethyl group, a nitro group, and an amine group. a phenyl group having one or more substituents such as a sulfhydryl group. The phenyl group may have two or more different kinds of substituents. More specifically, phenyl, p-nonylphenyl, 4-tert-butylphenyl, p-nitrophenyl, p-methoxyphenyl, p-oxyphenyl, 2-methyl 3-chlorophenyl, 2, 4-dichlorophenyl, 3-aminoformamidophenyl, 2-chloro-4-aminemethylguanidinophenyl, 2-methyl-4-aminecarbamyl Phenyl, 2-methoxy-4-amine nonylphenyl, 2-chloro-5-amine nonylphenyl, 2-mercapto-5-amine nonylphenyl, etc., but not limited This is the case. In a preferred embodiment, the specific hetero DPP pigment is at least one of the DPP pigments represented by the following formula (I) and the DPP pigments represented by the following formula (1-2).

Cl CI

Formula (1-1) Formula (1-2) 324003 10 201239038 (In the formulae (1-1) and (1-2), R1 and independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or A phenyl group which may have a substituent). The following is more specifically described as an example of a specific heterodiketopyrrolopyrrole pigment, but is not limited thereto. The following exemplified compounds also include compounds which are not contained in the above formula (1-1) and formula (1-2), and these are represented by the formulae (l-3a) to (l-3f).

(bla) (1-lb)

Cl

Cl

Cl

(Bu if) 324003 201239038

Cl

U-lg) c\

Formula (1-lh) (1-li)

324003 12 201239038

Cl

Formula (l-2a) formula (l-2b) α

Cl

Formula (l-2f) Formula (l-2d) Formula (l-2e) 324003 13 3 201239038

Cl ct

Formula (l-3c)

Cl

(l~3e) ci

2 doping DPP pigment, although having the formula (1_lb) j (i_ic), formula (b (8), formula (1_lf), formula (bu lg), formula (1_ih), formula (b 2b), formula (l-2c ), such as, for example, or a formula (Bu 2e), a carbon number of 4 or more, a sulfhydryl-substituted amine (tetra) group, or a precursor, a front amine, a base, but from the viewpoint of contrast and inhibition of crystallization precipitation In other words, R1 and R2 in the formula (1) are each an alkyl group having 4 to 2 carbon atoms or a phenyl group, and 324003 14 201239038 is more preferably a hydrogen atom. The ratio of the ratio of the CI Pigment Red 254 to the specific hetero DPP pigment is in the range of 97:3 to 85:15. When the ratio of the specific hetero DPP pigment exceeds 15% by mass, the effect of suppressing crystallization is obtained, but It becomes a good color tone which will damage CI Pigment Red 254. This is because the color tone of the specific hetero DPP pigment is worse than the color tone of CI Pigment Red 254. On the other hand, when the ratio of the specific hetero DPP pigment is less than 3% by mass, The effect of high contrast and inhibition of crystallization precipitation is not sufficient. Inhibition of crystallization precipitation is insufficient, in the heating step Light scattering occurs due to crystal impurities deposited on the surface of the coating film, and brightness and contrast are lowered. Thus, by using a DPP pigment composition in which a specific two pigments are mixed in the above mass ratio range, high brightness can be achieved. High contrast can suppress the crystallization of DPP pigments even after the heating step. (Manufacturing method of diketopyrrolopyrrole pigment composition) CI Pigment Red 254 can be produced by a succinic acid diester synthesis method. Relative to succinic acid diester 1 mole, using 4-gas benzoquinone 2 molar, in the presence of an alkali metal or metal oxide oxide in an inactive organic solvent such as tertiary pentanol, at 80 to 110° The condensation reaction is carried out at a high temperature of C to form an alkali metal salt of a DPP compound, and then the alkali metal salt of the DPP compound is protonated by using water, an alcohol, an acid or the like to obtain CI Pigment Red 254. The size of the primary particle obtained can be controlled by the type, ratio or amount of temperature, water, alcohol or acid in the protonation. The method for producing CI Pigment Red 254 is not limited to this method. Commercially available CI Pigment Red 254 can also be used. 324003 15 201239038 Specific hetero-DPP pigments can be synthesized, for example, by the methods described in Synth. Commun., 1988, 18, 1213 and Tetrahedron, 58 (2002) 5547-5565. The method for producing the specific hetero DPP pigment is not limited to this method. It is also possible to produce CI Pigment Red 254 and a specific hetero DPP pigment into a fine particle pigment composition. These are possible by the method of using at least two kinds of benzonitrile compounds having different structures in the succinic acid diester synthesis method (hereinafter, referred to as "succinic acid diester co-synthesis method"). Specifically, in the method described in the above Patent Document 5, the CI pigment can be produced by selecting the polybenzonitrile compound to be used from 4-gasbenzonitrile and the benzoquinone compound represented by the following formula (2). DPP-based pigment composition of red 254 and specific hetero-DPP pigments.

0 (2) (In the formula (2), A and B each independently represent a hydrogen atom, a fluorine atom, a gas atom, a bromine atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, At least j of cyano, -CF3, or -C0N(Rl)R2, a and β are -conoor2. ri R2 each independently represents a hydrogen atom, an alkyl group having a carbon number of 、, or may have a substituent. Phenyl). C. I. Pigment Red 254 and a specific hetero-Dpp pigment may be mixed with each other, but in terms of easiness of production, (4) a pigment composition is produced by simultaneously synthesizing both by the co-synthesis method. In the case of using a separate manufacturer, it is possible to simply mix the two types of the arbor, and 324003 16 201239038 may also be pulverized and mixed by a salt mil ling treatment. A method of synthesizing a pigment composition containing CI Pigment Red 254 and a specific hetero DPP pigment by a succinic acid diester co-synthesis method, and 4-cyclobenzonitrile and formula (2) with respect to succinic acid diester 1 molar A mixture of benzoquinone compounds is 2 molar reactions. At this time, the mass ratio of c. L Pigment Red 254 to the specific hetero DPP pigment in the resulting DPP pigment composition is attempted to be 97:3 to 85:15, and it is necessary to adjust the 4-gas benzoquinone and the formula ( 2) Mix ratio of benzoquinone compound (Mohr ratio). Since the reactivity differs depending on the type of the benzoquinone compound of the formula (2), the mixing ratio (mol ratio) of the 4-benzoquinonitrile to the benzoquinone compound of the formula (2) is changed. In order to make the mass ratio of the .Dpp pigment composition within a desired range, the mixing ratio (Mohr ratio) of the 4-gasbenzonitrile to the benzoquinone compound of the formula (2) is substantially as follows: 98: 2 in the range. In addition, in the ruthenium diacetate co-synthesis method, the benzoquinone compound of the formula (2) also produces 2 moles of reacted DPP pigment for the succinic acid diester 1 mole (ie, 'without the _ milk base The enthalpy of the enthalpy of the nth η is η each pigment)', but the mixing ratio of this range is small, so there is almost no bad influence. In the succinic acid diester co-synthesis method, the reaction ratio of the succinic acid diester to the benzoquinone compound is relative to the succinic diester 1 mol, and the compound is basically 2 moles but the succinic acid is The molar amount of the ester is about 25 mol% in excess of the necessary molar amount with respect to the clumsy nitrile compound, and the yield is improved. The mass ratio of pigment red 254 ^ aa · I. and temple doped DPP pigments in the pigment composition produced by the ausal (10) two-g co-synthesis method can be achieved by using 324003 17 201239038 TOF-MASS, FD-MASS Determined by LC-MASS or NMR analysis. Or, as disclosed in Japanese Laid-Open Patent Publication No. Hei 08-199085, a Dp^-based pigment composition, with di-tert-butyl dicarbonate and 4-didecylaminopyridine in a tetrahydrofuran chamber It can be obtained by stirring under temperature, and after conversion to a soluble DPP compound, it can also be determined by analysis using NMR, MASS or LC-MASS. Alternatively, the hydrogen of the NH group of the pyrrolopyrrole ring may be substituted with a halogenated alkyl group or the like to form an alkyl group, and the conversion to a soluble DPP may be determined by the above analysis. (Pigment Derivative) In the DPP pigment composition, a dye derivative can be used for the purpose of suppressing growth of pigment crystals and improving pigment dispersibility. That is, in one embodiment, the DPP pigment composition further contains a pigment derivative. Examples of the pigment derivative to be used include a quinophthalone derivative, a diketopyrrolopyrrole derivative, a benzisoindole derivative, an anthracene derivative, a diterpene derivative, and thiazine indig. 〇) derivatives, azo pigment derivatives, and quinophthalone street creatures. A plurality of pigment derivatives can also be used. The structure of the dye derivative can be represented by the following formula (3), but the pigment derivative is not limited to those shown by the formula. P-Lin Formula (3) In the formula (3), P is a quinophthalone residue and a diketone ratio. a specific residue, a benzoisoindole residue, an anthracene residue, a diterpene residue, a tidal indigo residue, an azo color residue, or a quinophthalone residue, m is 1 to 4 Integer, 324003 201239038 L each independently represents -OH; -S〇3H, -C00H, a monovalent to trivalent metal salt of such an acidic group, an alkylammonium salt; a phthalic acid which may have a substituent An amidino group; or a group represented by any one of the following formulas (a), (b), (c), (d), (e), and (f). R3 —X—Y —(CH2)„-N; R4 R5 R5 y~^( g—XN N—R9 5 r7 R5 R13 —X—Y-"^ ,N νΛ R” Formula (a) (b) Formula (c) Ο-2 H _ ~zhC/nh Formula (4) Formula (e) Formula (1) In the above formulas (a) to (f), X is -S〇2-, -C0_, _CH2-, -CH2NHCOCH2 ---CH2NHS〇2CH2-, or direct bonding, Y is -NH---0---S-, or direct bonding, η is an integer from 1 to 10, and R3 and R4 are each independently hydrogen. An atom, an alkyl group having 1 to 30 carbon atoms which may have a substituent, an alkenyl group having 2 to 30 carbon atoms which may have a substituent, or a combination of R3 and R4 may further contain nitrogen, oxygen or a sulfur atom. a heterocyclic group of the substituent, each of R5, R6, R7, R8 and R9 is independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, and an alkenyl group having 2 to 20 carbon atoms which may have a substituent. R1() is a substituent represented by formula (a) or formula (b), 324003 19 201239038

Ru is a chlorine atom, -OH, an alkoxy group, a substituent represented by the formula (a) or the formula (b), and Z is -C0NH-, -NHC0---S〇2NH-, or -NHS〇2- R12 is a hydrogen atom, -NH2, -NHCOCH3, -NHR13, or a substituent represented by the formula (c), wherein R13 is an alkyl group having 1 to 20 carbon atoms which may have a substituent, or may have a substitution An alkenyl group having 2 to 20 carbon atoms. In the L of the above formula (3), as the monovalent to trivalent metal, the following may be mentioned: sodium, potassium, lock, about, iron, or inscription. Examples of the alkylammonium salt include an ammonium salt of a long-chain monoalkylamine such as octylamine, laurylamine or stearylamine, or a palmitoyltrimethylammonium salt or dilauryldimethylamine. A grade 4 alkyl salt such as an ammonium salt or a distearyldimethylammonium salt. As the phenylenediamine fluorenyl group which may have a substituent, an alkyl group which may have a substituent, an alkenyl group which may have a substituent, or a substituent of a heterocyclic ring which may have a substituent, a halogen atom may be mentioned. , cyano group, nitro group, amine fluorenyl group, substituted amine fluorenyl group, amine sulfonyl group, N-substituted amine sulfonyl group, decyloxy group having 1 to 20 carbon atoms, alkyl sulfur having 1 to 20 carbon atoms Base, etc., but not limited to these. The alkyl group and the alkenyl group may be a straight chain or a branched chain. Pigment derivatives are continued by heating in sulfuric acid or fuming sulfuric acid

It is synthesized by a known method such as amination reaction. In order to form the substituents 324003 20 201239038 represented by the above formula (a), formula (b), and formula (c), examples of the amine component to be used include didecylamine and diethyl. Amine, methyl ethylamine, N,N-ethylisopropylamine, N,N-ethylpropylamine, N,N-decylbutylamine, N,N-decylisobutylamine, Ν, Ν-butyl ethylamine, hydrazine, hydrazine-tertiary butyl ethylamine, diisopropylamine, dipropylamine, hydrazine, hydrazine-secondary butyl propylamine, dibutylamine, Di-secondary butylamine, diisobutylamine, hydrazine, hydrazine-isobutyl secondary butylamine, dipentylamine, diisoamylamine, dihexylamine 'dicyclohexylamine, two (2) -ethylhexyl)amine, dioctylamine, ν, fluorenyl-decyl octadecylamine, decylamine, diallylamine, hydrazine, fluorenyl-ethyl-1,2-didecyl Propylamine, hydrazine, hydrazine-methylhexylamine, dioleylamine, distearylamine, hydrazine, hydrazine-didecylamino decylamine, hydrazine, fluorenyl-didecylaminoethylamine, Ν,Ν-dimethylaminopentylamine, hydrazine, hydrazine-dimethylaminobutylamine, hydrazine, hydrazine-diethylaminoethylamine, hydrazine, hydrazine-diethylamino Propylamine, hydrazine, hydrazine-diethylaminohexylamine, hydrazine, hydrazine-diethylaminobutylamine, ν, Ν-diethylaminopentylamine, hydrazine, hydrazine-dipropylamine Butylamine, hydrazine, hydrazine-dibutylaminopropylamine, hydrazine, hydrazine-dibutylaminoethylamine, hydrazine, hydrazine-dibutylaminobutylamine, hydrazine, hydrazine-diiso Butylaminopentylamine, hydrazine, fluorenyl-fluorenyl-laurylaminopropylamine, hydrazine, hydrazine-ethyl-hexylaminoethylamine, hydrazine, hydrazine-distearylaminoethylamine , hydrazine, hydrazine-dioleylaminoethylamine, hydrazine, hydrazine-distearate aminobutylamine, piperidine, 2-mercaptopiperidine (2-pipecoline), 3-methyl bottom Precipitate, 4-mercapto 0-bit, 2,4-dipetidine, 2,6-dimethylpyridinium, 3,5-didecylpyridinium, 3-position Pyridoxine, pipecolic acid, 4-piperidinic acid, 4-pinic acid vinegar, ethyl benzoate, 2-piperidineethanol, pyrrolidine, 3 - hydroxypyrrole, N-aminoethyl alkidine, N-aminoethyl-4-mercaptopiperidine, N-aminoethylmorpholine, N-aminopropyl 324003 21 201239038 piperidine, N -aminopropyl-2-mercaptopiperidine N-Aminopropyl-4-methylpiperidine, N-aminopropylmorpholine, N-decylpiperidine, N-butylpiperidin, N-methylhomopiperazine , but not limited to, 1-cyclopentylpyrazine, 1-amino-4-mercaptopiped, 1-cyclopentylpiped, and the like. In the case where a substituent is introduced into the azo dye, the substituent is introduced into a diazo component or a coupling component in advance, and then an azo dye derivative can be produced by performing a coupling reaction. A method of using a pigment derivative, except that a DPP pigment composition is dispersed in a pigment carrier (also referred to as a pigment composition carrier), that is, dispersed in a binder resin (in the case of using a resin type dispersant, it is bonded) In addition to the method of mixing the pigment composition with the pigment composition, a method of mixing with water or an organic solvent during the production of the pigment or a method of adding it during the salt milling treatment may be mentioned. When the pigment derivative is mixed with water or an organic solvent during the production of the pigment or a method of adding it during the salt milling treatment, it is found that the effect of suppressing the crystal growth of the DPP pigment is exhibited, but in order to exhibit the effect of suppressing crystal growth, The pigment derivative can be efficiently adsorbed on the surface of the DPP pigment without being easily desorbed. For this reason, many enamels have a case where a pigment derivative having a chemical structure similar to that of the pigment used is selected. For this reason, in the DPP-based pigment, a pigment derivative having a quinacridone structure, a DPP structure, a thioindigo structure, or a benzisoindole structure is effective. Further, in the case of using a dye derivative, the color tone of the DPP pigment composition must be kept as strong as possible. From the viewpoint of hue, a DPP derivative which exhibits yellow or orange color, a stupid isoindole derivative, a thiazide 324003 22 201239038 blue derivative, an azo dye derivative, or a ketazine derivative is used. ideal. In order to sufficiently exhibit the effect of suppressing the crystal growth, the pigment derivative is preferably used in an amount of 0.5 parts by mass or more, and more preferably used in an amount of 3 parts by mass or more, based on 100 parts by mass of the pigment. On the other hand, in order to maintain a good color tone of the DPP pigment, the amount of the pigment derivative is preferably 40 parts by mass or less, and more preferably 35 parts by mass or less based on 100 parts by mass of the pigment. Namely, the blending amount of the pigment derivative is preferably in the range of 0.5 to 40% by mass, more preferably in the range of 3 to 35% by mass based on 100% by mass of the pigment, based on 100% by mass of the pigment. Specific examples of the dye derivative are described below, but are not limited thereto. (Specific Example of Quinone Derivative) As the quinophthalone derivative, specifically, a compound represented by the following formula (4) can be used, but it is not limited thereto.

Formula (4) Formula (4-1) - OH m = 2 Formula (4-2) L = -COOH rn = 2 Formula (4-3) - m = 2 Formula (4-4) L Di-S〇2NH (CH2)4N(CH3)2 m=2 Formula (4-5) L = - so2n(c 咖(c2h5)2 m=2 Formula (4-6) L =? -ch2nhcoch?ch2n(ch3)2 m= 2 324003 23 201239038 Formula (4-7) L = -CH2NHCOCH2NHCH2N(C2H5)2 Formula (4-8) Formula (4-9) Formula (4-10)

m = 1 m = m = 1 (a specific example of each of the diketones and the ratio of the respective derivatives). As the DPP derivative, specifically, the following formula (5) or formula (6) can be used. Compounds, but are not limited to these.

Formula (5)

Formula (5_1) L=—COOH Formula (5-2) Formula (5-3) Formula (5-4) Formula (5-5) Formula (5-6) I = -S03H m=2 L = —SO2NH2 m =2 L = ~'S02NH(CH2j2N(C2H5)2 m-2 L=(1)(02)(2) 7) Formula (5-8) Formula (5-9) Formula (5-10) L = -CH2NHC0CH2NH{CH2)2N(CH3)2 L = -Sa2NH(CH2)3N(C2H5}2 m=2 Ο

L = 42-N^-C2H5 Ridge (6) tti=2

Formula (6-1) Formula (6-2) Formula (6-3) Formula (6-4) Formula (6-5) Formula (6-6) Formula (6-7) L = One OH m-2 L = —COOH m~2 L= 一SO3H m=2 L= ~~S02NH(CH2)2N(C2H5)2 m:2 L = -S〇2NH(CH2)3N(CH3)2 av;2 -GH2NHCOCH2N(C4H3 ) 2 -CH2NHCOCH2NH(CH 2)2N (CH 3)2 m=2 324003 25 201239038 Formula (6-8) Formula (6-9)

\_/ Formula (6-9) Formula (6-10) L = -S〇2NH(CH2)2N(CH3)2 (Specific example of benzindole derivative) As a benzindole derivative Specifically, a compound represented by the following formula (7) can be used, but is not limited thereto. 〇 nh2

Formula (7-1) L = —S02NHC3H6N(CH3)2 Formula (7-2) L=——Sp2NHe4H8N(CH3)2 Formula (7-3) L-一^02MHCH2N(CH3)2 Formula (7-4) L= —S02NHC2H4N(C2H5)2 Formula (7-5) L= —S02NHC2H4N(CH3)2 Formula (7-6) L = —S02NH(CH2)2N(CH3)(C2H5) Formula (7-7) L= —S02NH(CH2)2N(CH3)(n-G3H7) Formula (7-8) L= —S02NH(CHa)3N(C?H5)? Formula (7-9) L= —S02NH{CH2)3N(C4H9 )z 201239038 Formula (7-10) L= —·3Ο2ΝΗ(0Η2)4Μ(Ο2Η5}2 Equation (7-11) L = —S02NH(CH)(CH3)(CH2)N(CH3)2 Equation (7- 12) —S02NH(CH2)(CH)(CH3)N(CH3)2 Formula (7-13) L=1 SO^NH(CH2)2N (ι-〇3Η7)2 Formula (7-14) L= — S02NH(CH2)3N(G2H5)2 (Specific example of the oxime derivative) As the oxime derivative, a compound represented by the following formula (8) can be specifically used, but it is not limited thereto.

Formula (8) Formula (8-1) L = One OH Formula (8-2) L = -COOH Formula (8-3) L = One SO3H Formula (8-4) L = -S02NH2 Formula (8-5) L = one SO (CH2) 2N_5) 2 Equation (8-6) t = one $02NH(CH2)3N(C%)2 Equation (8-7) l = -ch2nhcoch2n (c4h also (8-8) L = -CH2NHCOCH2MH(CH2)2N(CH3)2 324003 27 201239038 ο

Ο , Η 2 Formula (8-9) L= —〇—Ν , , 〇 2 \ Formula (8-10) L = -S -Η N-C2H5 Ν_/ (Specific example of diterpene derivative) As the hydrazine derivative, specifically, a compound represented by the following formula (9) can be used, but it is not limited thereto.

Formula (9) Formula (9-1) L = -OH m=2 Formula (9-2) L = -GOOH m=2 Formula (9-3) L = One so3h m=2 Formula (9-4) L = —SO2NH2 m=2 Formula (9-5) L = -S02NH(CHa)2N{〇2H5)2 m=2 Equation (9-6) L = one so2nh(ch2)3n(ch3)2 m=2 (9-7) L = -CH2NHC0CH2N(C4H9)2 m=2 Formula (9-8) L = -CH2NHC〇CH2NH(CH2)^N(CH3)2 324003 28 201239038

(9-9) Formula (9-10) (Specific Example of Thio-indigo Indole Derivative) As the tiling indigo derivative, specifically, a compound represented by the following formula (10) can be used, but is not limited thereto. This is the case.

Formula (10) Formula (10-1) L = -S〇2NH(CH2)3N(C2H5)2 m=2 Formula (10-2) L = -S02NH(CH2)3N{(CH2)gCH3}2 m= 2 Formula (1〇-3) I, = ~S02NH(GH2)2N(Q2^5)2 γπ=2 Formula (10-4) L~§〇2N(CH3)2 γπ=2 Formula (10-5) L = ~S〇2N(C4H9)2 01=2: Formula (10-6) L = _S02NH(CH2)3N(C2H5)(CH3) m=2 Formula (10-7) L = -S02NH(CH2)3N (CH3)2 m=2 Formula (10-8) L = -S02NH(CH2)2N(CH3)2 m=2 324003 29 201239038 Formula (10-9)

(Specific Example of Azo Pigment Derivative) As the azo dye derivative, specifically, a compound represented by the following formula (11), formula (12) or formula (13) can be used, but it is not limited thereto. Wait.

Formula (11) Formula (11-1) L1= -OH -NH(CH2)4N(C2H5>2 Formula (11-2) -OH L2= -ΝΗ(〇Ν2)3Ν{〇4Η9)2 Formula (11- 3) L1^ -NH{CH2)3N(C2H5)2 l2= -NH(CH2)3N(C2H5)2 Formula (l Bu 4) l 1 = -nh{ch2)2N(C3h7)2 l 2 = —nh (Ch2)3n(c2h5}2 Formula (ll-5) L1 = —OH l2= ~NH(CH2)5—^ CONH.(CiH2)2-N N-CH.3 Formula (11-6) L2

-NH C0NH(CH2)r ΟΟΝΗ(〇Η2)2Ν(〇2Η4〇Η)2 CONH{CH2)2N(C2H4OH)2 324003 30 201239038

NH -ο- C〇NH(CH2)2N{CH(CH3)2}2 Formula (11-8)

L "One NH

CQNH(CH2)2N{CH{CH3)2}2 Formula (1b9) One NH(CH2)2N(CH3)2 l2=—NH(CH2)zN(CH3)2

NHCOCHCOCH, formula (12) (12-1)

CH 3 2. CONH(CH2)2N(C2H5)2 Formula (12-2), CH3 〇〇ΝΗ(α^3Νφ2Η5)2 Formula (12-3) -CH3 l2 = S02NH(CH2)2N{C2H5)2 Formula (12-4) -ch3 l2 S02NH(CH2}3N(C2H5)2 Formula (12-5)

L 〇CH3 l2= -CONH{CH2)2N(C2H5)2 Equation (12-6)

L och3 CONH(CH2)3N{C2H5)2 Equation (12-7). '〇ch3 L 2 = —$〇2nh(ch2}2n(c2h5>2 Equation (12-8) OCH3 l2= One so2nh(ch2) 3n(c2h5)2

Formula (12-9) L

NO 2 conh(ch2)2n(c2hs>2 Formula (12-10) n〇2 •CONH(CH2)3N{C2H5j2 Formula (12-11) N〇2 l2= -S〇2NH(CH2); 2N(02H5 2) (12-12) no2 S02NH(CH2)3N(C2H5)2 324003 31 201239038 Α /Ν;ΝΌ^3 Formula (13) \}-M V-nhcochcoch3 Formula (13-1) L1 = —GH3 - Cb3 - , C〇NH(CH2)2M(C2Hs)2 Formula (13-2) L^-ch3 l2 = ~CH3 l3=- -C〇NH(CH2j3N(C2Hs)2 Formula (13-3) L, — CH3. L2- -CH3 L ^ Z: —i ^O2NH(0H2)2N(C2H5)2 Formula (13_4) L1 = —ch3 L2- —CH3 L ?—— -S02NH(CH2)3N(C2H5)a 13-5) L, —$o3h L 21 -N〇2 t3= -~CONH{CH2)2N(C2H5)2 Equation (13_6) SQ3H L2: One M〇2 l3 = —G 0 NH (QH 2)jN (CjH 5)2 Equation (13-7) L1 = —S0.3H L2 = —N〇2 L3- —S02NH{CH2)2N(C2H5)2 Equation (13-8) L1 = -S03H L2 = —N〇 2 L 3 : a so2nh (ch 2) (C2Hs > 2 (specific example of an anthrone derivative) As a quinophthalone derivative, specifically, the following formula (14-1) to formula (14-) can be used. 13) The compound shown, but is not limited thereto.

CI

324003 32 201239038 Formula (14-2)

Formula (14-3) Formula (14-4) Formula (14-5) Formula (14-6) Formula (14-7)

/OC2H4N(C4H9)2 /=\ H

OC2H4N{PiH9)2 324003 33 201239038 Formula (14-8)

CONH

NHC2H4N{C^H5)2

Formula (14-9)

OH

Cl type (14-10)

Formula (14-11) (14-12)

324003 34 201239038

Formula (14-13) NHC3HfiN(CH3)2 NtfG3H6N{CH3)2 (Average primary particle diameter of pigment composition) The primary particle diameter of the DPP pigment composition related to the present invention is very fine 'and ideally the range of distribution Very narrow and has a sharp grain size knife. The average primary particle diameter (that is, the average primary particle diameter of each pigment particle (and a derivative) constituting the pigment composition) obtained by TEM (transmission electron microscope) of the DPP pigment composition is It is preferable to ensure the dispersibility of the organic solvent Z to be 5 nm or more, and it is preferable to make _ ^ or less in order to obtain sufficient contrast. For these reasons, a more desirable average primary chamber is in the range of 1 Π η, system, and 111 or more and nm or less. In the stage of the PP-based pigment composition by the above-mentioned synthesis method, the average primary particle diameter is on the surface. The chromium deficiency can be directly used, but in such a case, it is preferred to carry out fine treatment of the pigment by treatment or the like. And grading (gradin2). (Refinement of Pigment Composition) It is preferable to use a salt mill for the refinement of the pigment composition. The treatment consists of a mixture of a pigment composition and a water-soluble inorganic salt and a water-soluble inorganic agent, using a kneader, a two-roll mill, a kneading machine, a ball mill, and an attritor (attrit〇). r), Sandmill 324003 Water-soluble 2, heated while being mechanically kneaded, and washed with water to remove the inorganic salt and the water-soluble organic solvent. The water-soluble inorganic salt is 35 201239038. It is used as a crushing aid. In salt milling, the high hardness of the inorganic salt is used to cause the skin to be broken, and it is considered that the active surface is generated and crystal growth occurs. Thus, the pinch of the pigment and the growth of the crystal occur simultaneously at the time of kneading, and the primary particle diameter of the obtained pigment differs depending on the kneading condition. In order to promote crystal growth by heating, in order to promote the crystal growth of the colorant for color filter, the heating temperature is 35 to 15 (TC is preferable. The heating temperature is less than 35. (In the case of crystal growth) In the case where the shape of the pigment composition particles is close to amorphous, on the other hand, when the heating temperature exceeds 15 ° C, the crystal growth is excessive, and the primary particle diameter of the pigment composition becomes large, so that it becomes It is not suitable as a coloring agent for color filters. The kneading time of the salt milling treatment is preferably 2 to 24 hours from the viewpoint of the balance of the particle size distribution of the primary particles of the salt-treated pigment and the cost of the salt milling treatment. By optimizing the conditions for the salt composition of the pigment composition, it is possible to obtain a pigment composition having a very fine primary particle size and a narrow distribution with a precise particle size distribution. For the use of water-soluble inorganic salts, it is possible to use sodium carbonate, gasified hydrazine, potassium carbonate, sodium sulfate, etc., but from a price point of view, it is desirable to use chlorination. (Salt). From the two aspects of treatment efficiency and production efficiency, 'the total amount of the pigment is used as a reference (1 part by mass), and the water-soluble inorganic salt is preferably used in an amount of 50 to 2000 parts by mass, using 3〇〇. It is most preferably 1200 parts by mass. The water-soluble organic solvent is a wet pigment composition and a water-soluble inorganic agent 324003 36 201239038, as long as it is dissolved (mixed) in water and the inorganic salt used is substantially insoluble. However, since the temperature rises during salt milling, the solvent becomes easily evaporated, and from the viewpoint of safety, a high boiling point solvent having a boiling point of 120 ° C or higher is preferable. For example, it is possible to use: 2-methoxyethanol, 2-butoxyethanol, 2-(isopentyloxy)ethanol, 2-(hexyloxy)ethanol, diethylene glycol, diethylene glycol monoethyl ether, diethylene Alcohol monobutyl ether, triethylene glycol, triethylene glycol monodecyl ether, liquid polyethylene glycol, 1-decyloxy-2-propanol, 1-ethoxy-2-propanol, Dipropylene glycol, dipropylene glycol monodecyl ether, dipropylene glycol monoethyl ether, liquid polypropylene glycol, and the like. The soluble organic solvent is preferably used in an amount of 5 to 1000 parts by mass, and preferably 50 to 500 parts by mass, based on 1 part by mass of the pigment composition. In the case of salt grinding treatment, in order to improve kneading efficiency, In addition, the pigment derivative is very effective in refining and classifying the pigment composition. The pigment derivative is preferably used as the pigment derivative, but is not limited thereto. To the extent that the hue is not affected, that is, 1 part by mass relative to the pigment composition, in the 〇.  The range of 5 to 40 parts by mass is ideal. Further, at the time of salt grinding treatment, a resin may be added as needed. The type of the resin to be used is not particularly limited, and a natural resin, a modified natural resin, a synthetic resin, a synthetic resin modified with a natural resin, or the like can be used. The resin is preferably a solid at room temperature, preferably water-insoluble, and more preferably partially soluble in the above organic solvent. The amount of the resin to be used is preferably in the range of 5 to 200 parts by mass based on 100 parts by mass of the pigment composition. 324003 37 201239038 2. Coloring composition (containing photosensitive coloring composition) The DPP pigment composition according to the present invention can be used as a coloring composition by using a binder resin and an organic solvent in combination. It is particularly preferable to use the coloring composition as a color filter. .  That is, the colored composition contains a colorant, a binder resin, and an organic solvent, and the colorant is a DPP-based pigment composition according to the present invention. As the colorant, a coloring agent (other coloring agent) other than the above DPP pigment composition may be used in combination. (Other coloring agents) The other coloring agents are pigments or dyes other than the above DPP pigment composition, and may be used in combination as needed within the range of not impairing the effects of the present invention for the purpose of adjusting the chromaticity and the like. . A plurality of other colorants can also be used. For example, it can be cited: C.  I. Pigment red 7, 14, 4 48: 1, 48: 2, 48: 3, 48: 4, 57: Bu 8 Bu 81: Bu 81: 2, 81: 3, 81: 4, 122, 146, 168, 169, 176, 177, 178, 179, 184, 185, 187, 200, 202, 208, 210, 242, 246, 255, 264, 270, 272, 273, 274, 276, 277, 278, 279, 280, Red pigments such as 281, 282, 283, 284, 285, 286, or 287. Examples of the red dye include xanthene, azoketidone, barbituric acid, and metal complex, and bisazo and anthraquinone. Wait. Specifically, it can be enumerated: C.  I. A salt-forming compound of an acid xanthene-based acid dye such as acid red 52, 87, 92, 289 or 338. Can be used together, C.  I. Orange pigments such as pigment orange 43, 71, or 73, 324003 38 201239038 and / or C.  I. Pigment yellow 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: Bu 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 8 83, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 126, 127, 128, 129, 138, 139, 147, 150, 15 152, 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, Yellow pigments such as 194, 198, 199, 213, 214, 218, 219, 220 or 221. Examples of the orange dye and/or the yellow dye include a quinoline type, an azobispyridone type, a barbituric acid type, and a metal complex type), a disazo type, and a sulfhydryl type. As an ideal coloring agent, it can be cited as: C.  I. Pigment Red 177, 242, C.  I. Pigment yellow 139, 150, 185. In the case of using a coloring agent other than the DPP pigment composition in the coloring composition, the total amount of the coloring agent (the total amount of the DPP pigment composition and other coloring agents) (100% by mass) is sufficient to exhibit brightness and From the viewpoint of the excellent effect of the comparison, the DPP-based pigment composition is preferably in the range of 40% by mass to 100% by mass, more preferably in the range of 60% by mass to 1% by mass. (Binder Resin) As the binder resin contained in the coloring composition, a conventionally known thermoplastic resin and thermosetting resin are exemplified. It is also possible to use 324003 39 201239038 several kinds of adhesive resins. Examples of the thermoplastic resin include, for example, two acid resins, butyraldehyde resins, styrene-maleic acid copolymers, chlorinated polyethylene, chlorinated polypropylene, and polyvinyl chloride. ), vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, polyester resin, vinyl resin, alkyd resin, polystyrene resin, polyfluorene An amine resin, a rubber-based resin, a cyclized rubber-based resin, a cellulose, a polyethylene-based (HDPE, LDPE), a polybutadiene, and a polyimide resin. In the case of use as a coloring composition for a color filter, it is preferable that the spectral transmittance is preferably 80% or more and more preferably 95% or more in the entire wavelength region of 400 to 700 mn of the visible light region. In the case of being used in the form of a color development type color resist, it is preferred to use an alkali-soluble vinyl resin which copolymerizes an ethylenically unsaturated monomer having an acidic group. Further, in order to increase the photosensitivity, an energy ray-curable resin having an ethylenically unsaturated active double bond may also be used. The alkali-soluble resin which copolymerizes the ethylenic unsaturated monomer containing an acidic group, for example, is a resin which has an acidic group, such as a carboxyl group and a sulfonic acid group (sul f〇 gr〇叩). Specific examples of the alkali-soluble resin include an acrylic resin having an acidic group, an α-olefin/maleic acid (anhydride) copolymer, a stupid ethylene/styrenesulfonic acid copolymer, an ethylene/(meth)acrylic acid copolymer, or Isobutylene/maleic acid (anhydride) copolymerization. Things and so on. Among them, at least a resin selected from the group consisting of an acidic group-containing acrylic resin and a stupid ethylene/styrenesulfonic acid copolymer, particularly an acid-based acrylic resin, is suitable for heat resistance and transparency. 324003 40 201239038 Here, "(mercapto)acrylic acid" means both acrylic acid and methacrylic acid, and the same meaning is used in the derivative. As the energy ray-curable resin having a double bond of an ethylenically unsaturated activity, a polymer having a reactive substituent such as a hydroxyl group, a carboxyl group or an amine group, and an isocyanate group, a ligand, or an epoxy group can be used. A resin obtained by reacting a (meth)acrylic acid compound or a cinnamic acid with a reactive substituent, and introducing a photocrosslinkable group such as a (meth)acrylinyl group or a ethylidene group into the polymer. Further, an acid anhydride-containing polymer such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer may be used, and a thiol group such as a hydroxyalkyl (meth) acrylate may be used. ) Acrylic compound and semi-acetated. It is preferable that both the alkali-soluble energy and the energy ray-curing property are used as the coloring composition for a color filter as a thermoplastic resin. The following may be mentioned as a monomer constituting the above thermoplastic resin. A plurality of monomers can also be used in these. For example, (meth) methacrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, (a Isobutyl acrylate, tert-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, cyclohexyl (decyl) acrylate, stearyl (decyl) acrylate, ) Lauryl acrylate, tetrahydrofuran methyl (meth) acrylate, isobornyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, phenoxy (meth) acrylate Ethyl ester, phenoxy diethylene glycol (decyl) acrylate, decyloxy polypropylene glycol (meth) acrylate, or ethoxylated polyethylene glycol (meth) acrylate (mercapto) acrylate Class; 324003 41 201239038 (fluorenyl) acrylamide, N,N-dimercapto(fluorenyl) acrylamide, N,N-diethyl(meth) acrylamide, N-isopropyl (A Acrylamide, diacetone (mercapto) acrylamide, or acryloylmorpholine (mercapto) Ethylides; stupid vinyls such as styrene or α-methylstyrene; ethyl vinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, or isobutyl A vinyl ether such as a vinyl ether; or a fatty acid vinyl ester such as vinyl acetate or vinyl propionate. Or, cyclohexylmaleimide, phenylmaleimide, methyl maleimide, ethyl maleimide, 1,2-bismaleimide, 1 , 6-Bismaleimide hexane, 3-maleimidopropionic acid, 6,7-di-indenyldioxy-4-methyl-3-maleimide Bean, 4, 4'-bismaleimide diphenylmethane, bis(3-ethyl-5-methyl-4-maleimidophenyl)methane, hydrazine, hydrazine -1,3-phenylene dimaleimide, ν, Ν, -1, 4-extension base '-maleimine, amide) maleic imine, N-(2,4 , 6_ tri-gas phenyl) maleimide, N-(4-aminophenyl) maleimide, n-(4-nitrophenyl)maleimide, N-benzyl Malay, imine, N-dimethyl-2, 3-dichloromaleimide, N-succinimide-3-maleimidobenzoate, N-amber Amino-3-maleimidopropionate, N-succinimide-4-maleimidobutyrate, N-succinimide-6-maleimide Hexanoate, N-[4-(2-benzox-sialyl)phenyl]maleimide, 9-maleimide Acridine Ν- maleic acyl substituted imines. Examples of the thermosetting resin include epoxy resin, benzoguanamine resin, and rosin (r〇si η) modified maleic acid tree 324003 42 201239038 fat, rosin modified reverse Acetyic acid resin, melamine resin, urea resin, phenol resin, and the like. Among them, epoxy resin and melamine resin are more suitable for use from the viewpoint of improving heat resistance. The weight average molecular weight (Mw) of the binder resin is preferably in the range of 5,000 to 80,000, more preferably in the range of 7 Torr to 50,000, in order to preferably disperse the coloring agent. Further, the number average molecular weight (Mn) is preferably in the range of 25 Å to 40' 000, and the value of Mw / Mn is in the range of 1 Å or less. Here, the weight average molecular weight (10)) and the number average molecular weight (Mn) are in the Tosoh (τ_〇 metric 郷 层 layer (4) "Hlx_812〇Gpc", and the separation column is connected in series, and the filler is The TSK-GEL SUPER H_, the "_〇", the "Face" and the "H2_" mobile phase of the Tosoh Corporation are used to convert the polystyrene using the tetrahydropyrrole. The composition is used as a coloring composition for a enamel sheet. In the binder resin, 'as a pigment absorbing group and in the case of development, the solubility is soluble (action), and as an affinity group for the pigment carrier and the solvent. The balance of the azure-based aliphatic group and the aromatic group is important for pigment dispersibility and image development. In order to obtain suitable imaging properties, a fine pattern is used. The price is 2〇 to 3〇〇, the tree 2 of the leg ^. When the acid value is less than 20mgKOH/g, the solubility to the developing solution is deteriorated, and it is difficult to form a fine pattern (4). When it exceeds KOH/g, it is obvious. Like dry, I am afraid that there will be no fine patterns left. 324〇〇3, the s of the mixture resin is the total mass of the colorant. It is preferable that it is preferably 23 201239038 20 parts by mass or more in order to obtain film formability and various properties, and it is preferable to ensure the concentration and color characteristics of the pigment composition. 500 parts by mass or less. (Organic solvent) In the coloring composition, the pigment composition is sufficiently dispersed in the pigment composition carrier, and the thickness of the dried film is made 0 on a substrate such as a glass substrate. It is applied in the form of 2 to 5 #m, and contains an organic solvent in order to easily form a filtration section. The organic solvent is selected in addition to the coating property of the coloring composition, in consideration of the solubility of each component of the coloring composition, and further considering the safety. Examples of the organic solvent include ethyl lactate, benzofuran, 1,2,3-trichloropropene, 1,3-butanol, 1,3-butanediol, and 1,3-. Butanediol diacetate, 1,4-dioxane, 2-heptanone, 2-mercapto-1,3-propanediol, 3,5,5-trimethyl-2-cyclohexene-1 -ketone, 3,3,5-trimethylcyclohexanone, 3-ethoxypropionic acid ethyl acetate, 3-methyl-1,3-butanediol, 3-methylglycol-3-methyl 1-butanol, 3-decyloxy-3-mercaptobutyl acetate, 3-decyloxybutanol, 3-methoxybutyl acetate, 4-heptanone, m-xylene, and -diethylbenzene, m-dichlorobenzene, N,N-dimercaptoacetamide, N,N-dimethyldecylamine, n-butanol, n-butylbenzene, n-propyl acetate, o-di Toluene, o-chloropyrazine, o-diethylbenzene, o-dichlorobenzene, p-chlorotoluene, p-diethylbenzene, dibutylbenzene, tert-butylbenzene, butyrolactone, Isobutanol, isophorone. , ethylene glycol diethyl hydrazine, ethylene glycol dibutyl _, ethylene glycol monoisopropyl ether, ethylene glycol monoethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol single tertiary Butyl ether, ethylene glycol monobutyl ether, ethylene glycol monobutyl ether acetate, ethylene glycol monopropyl ether, ethylene glycol monohexyl ether, ethylene glycol monoterpenes 324003 44 201239038 ether, ethylene Alcohol monomethyl ether acetate, diisobutyl ketone, diethylene glycol diethyl ether, diethylene glycol didecyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monoethyl ether Acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, diethylene glycol monomethyl ether, cyclohexanol, cyclohexanol acetate, cyclohexanone, dipropylene glycol dioxime Ethyl ether, dipropylene glycol decyl ether acetate, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monodecyl ether, diacetone alcohol, triacetin , tripropylene glycol monobutyl ether, tripropylene glycol monodecyl ether, propylene glycol diacetate, propylene glycol phenyl ether, propylene glycol monoethyl ether, propylene glycol monoethyl ether acetate Propylene glycol monobutyl ether, propylene glycol monopropyl ether, propylene glycol monodecyl ether, propylene glycol monodecyl ether acetate, propylene glycol monodecyl ether propionate, benzoquinone, mercaptoisobutyl ketone, fluorenyl cyclohexane Alcohol, n-amyl acetate, n-butyl acetate, isoamyl acetate, isobutyl acetate, propyl acetate, dibasic acid ester, and the like. Among them, the solubility of each component of the coloring composition and the coating property of the coloring composition are good, and an aliphatic hydroxy acid ester such as ethyl lactate, propylene glycol monodecyl ether acetate, and propylene glycol monoethyl ether acetate are used. A glycol diol such as ethylene glycol monodecyl ether acetate or ethylene glycol monoethyl ether acetate, an aromatic alcohol such as benzoquinone or an alicyclic ketone such as cyclohexanone is preferred. These organic solvents may be used alone or in combination of two or more. The amount of the organic solvent to be blended is adjusted to a suitable viscosity to form a filter segment having a uniform uniform film thickness. When the total mass of the colorant is used as a standard (100 parts by mass), it is desirable to use An amount of 500 to 4000 parts by mass. 324003 45 201239038 (Pigment dispersion) The coloring composition is C. !. The pigment red 254 and the special (iv) pigment are contained in a specific ratio of the t DPP pigment composition in the colorant carrier formed of the above binder resin and an organic solvent; a kneader, a parental mill, and a third can be used. It is finely dispersed and produced by various dispersing means such as a pro-mill, a ball mill, a horizontal sanding machine, a vertical sand mill, a ring-shaped bead mill, or an attrition machine. Here, the Dpp pigment composition and other coloring agents may be simultaneously dispersed in the colorant carrier, or may be dispersed in the coloring material carrier. When the colorant is dispersed in the colorant carrier, a dispersing aid such as a suitable dye derivative, a resin type dispersant, or a surfactant may be contained. Since the dispersing aid has a large effect of preventing re-aggregation of the dispersing coloring agent, the dispersing aid is used to make the coloring agent dispersed in the coloring agent carrier, and the coloring composition is improved in viscosity stability. . (Resin-type dispersant and surfactant) The resin-type dispersant has a pigment affinity site which adsorbs a coloring agent, and has a site compatible with the colorant carrier, adsorbs the coloring agent, and causes the coloring agent to act on the coloring agent. The role of the dispersion of stability. As the resin type dispersant, specifically, polyamine phthalate, polyacrylate #polycarboxylate, unsaturated polyamine, polyacid, poly (re)acid (partial) amine salt, polycarboxylic acid can be used. Ammonium salt, polycarboxylic acid alkylamine salt, polyoxyalkylene oxide, long-chain polyamine guanamine ruthenate, hydroxyl-containing polycarboxylate, or the like, poly(lower alkylene) An amine) an oily dispersant such as a guanamine or a salt thereof formed by a reaction of a polyester having a free carboxyl group, (meth)acrylic acid benzophenone copolymer 324003 46 201239038, (mercapto)acrylic acid-(methyl) Water-soluble resin or water-soluble polymer compound such as acrylate copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone, polyester, modified polyacrylate, ethylene oxide/ A propylene oxide adduct, a phosphate ester, etc. may be used alone or in combination of two or more kinds, but it is not limited thereto. As a commercially available resin-type dispersing agent, Disperbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, manufactured by BYK Chemie Japan Co., Ltd. , 166, 170, 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2020, 2025, 2050, 2070, 2095, 2150, 2155, or Anti-Terra-U, 203, 204, or BYK-P104, P104S, 220S, 6919, or Lactimon, Lactimon-WS or Bykumen, etc.; SOLSPERSE 3000, 9000, 13000, 13240, 13650, 13940, 16000, 17000, 18000, 20000, manufactured by Lubrizol, Japan. 21000, 24000, 26000, 27000, 28000, 31845, 32000, 32500, 32550, 33500, 32600, 34750, 35100, 36600, 38500, 41000, 41090, 53095, 55000, 76500, etc.; Ciba Japan Co., Ltd. EFKA-46, 47, 48, 452, 4008, 4009, 4010, 4015, 4020, 4047, 4050, 4055, 4060, 4080, 4400, 44 (Π, 4402, 4403, 4406, 4408, 4300, 4310, 4320) , 4330, 4340 , 450, 45, 453, 4540, 4550, 4560, 4800, 5010, 5065, 5066, 5070, 7500, 7554, 11 (U, 120, 150, 1501, 1502, 1503, etc.; 324003 47 201239038 Ajinomoto FINE- AJISPERPA111, PB71, PB82, PB822, PB824, etc. manufactured by TECHNO Co., Ltd. As a surfactant, sodium lauryl sulfate, polyoxyethylidene ether sulfate, dodecahydrobenzoate sodium, Salt test of styrene-acrylic acid copolymer, sodium stearate, sodium alkylnaphthalene sulfonate, sodium alkyl diphenyl ether disulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate , anionic surfactants such as monoethanolamine stearate, monoethanolamine of styrene-acrylic acid copolymer, polyoxyethylene ether ether phosphate; polyoxyethyl ether oleyl ether, polyoxyl ethyl laurel Non-ionic such as ether, polyoxyethylidene phenyl ether, polyoxyethylidene ether phosphate, polyoxyethylene ethyl sorbitan monostearate, polyethylene glycol monolaurate Sexual surfactant; alkyl 4-grade ammonium or such Ethylene oxide adduct bound cationic surfactant; alkyl dimethyl amino acetic acid betaine and the like alkyl betaines, alkyl taste saliva Lin et amphoteric surfactant. These may be used singly or in combination of two or more kinds, but are not necessarily limited thereto. In the case where a resin type dispersant and/or a surfactant is added, the total amount of the colorant is used as a reference (100 parts by mass), and in order to obtain a compounding effect, it is formulated to be 0. The amount of 1 part by mass or more is preferably, and it is preferably used in an amount of 55 parts by mass or less in order to obtain appropriate dispersibility. That is, it is preferably from 1 to 55 parts by mass, more preferably 0.  1 to 45 parts by mass. 324003 48 201239038 The coloring composition of the present invention may further contain a photopolymerizable monomer and/or a photopolymerization initiator, and is used as a photosensitive coloring composition. In a preferred embodiment, the photosensitive coloring composition is a colored secondary product for a enamel sheet. (Photopolymerizable monomer) The photopolymerizable monomer to be used is a monomer or oligomer which is cured by ultraviolet rays or heat to form a transparent resin. These may be used alone or in combination. Use above. The total weight of the coloring agent is used as a reference (100 parts by mass), and the amount of the monomer is preferably 5 to 4 parts by mass, more preferably 1 from the viewpoint of photocurability and development. 〇 to the mass. Examples of the monomer or oligomer which is cured by ultraviolet light or heat to form a transparent resin include methyl (meth)acrylate, ethyl (meth)acrylate, and 2-hydroxyl (meth)acrylate. Ethyl ester, 2-hydroxypropyl (meth)acrylate, % hexyl (meth) acrylate, carboxyethyl acrylate, polyethylene glycol bis(indenyl) acrylate, 1,6- Hexanediol bis(indenyl) acrylate, triethylene glycol bis(indenyl) acrylate, tripropylene glycol bis(indenyl) acrylate, trishydroxypropyl propane bis(indenyl) acrylate, neopentyl Alcohol tris(mercapto) acrylate, neopentyl alcohol tetra(meth) acrylate, 1,6-hexanediol diepoxypropyl ether bis(indenyl) acrylate, bisphenol A diepoxypropyl Ethyl ether bis(indenyl) acrylate, neopentyl glycol diepoxypropyl ether bis(indenyl) acrylate, dipentaerythritol hexa(meth) acrylate, dipentaerythritol quinone Acrylate, tricyclodecyl acrylate (tricyclodecanyiheth) 324003 49 201239038 acrylate), vinegar acrylic , hydroxymethylated melamine (mercapto) acrylate, epoxy (meth) acrylate, urethane acrylate and other acrylates and mercapto acrylates; (meth) acrylic acid, stupid ethylene, vinyl acetate Ester, hydroxyethyl vinyl ether, ethylene glycol divinyl ether, neopentyl alcohol trivinyl ether, (meth) acrylamide, N-hydroxy decyl (meth) acrylamide, vinyl fluorene Amidoxime, acrylonitrile, etc., but are not necessarily limited to these. (Photopolymerization initiator) The photosensitive coloring composition is cured by ultraviolet irradiation, and a photopolymerization initiator is added by photolithography to adjust the solvent development type or The form of the alkali imaging type coloring resistant material. As a photopolymerization initiator, it is used: 4-ethyloxy-oxyethylene, 4-tributyl-diacetophenone, diethoxyacetophenone, 1-(4-isopropyl Phenyl)-2-hydroxy-2-ylpropanepropanone, 1-hydroxycyclohexyl phenyl ketone, 2-methylmethylthio)phenyl]-2-(N-morphinyl) Burning l-_, 2-(didecylamino)_2_[(4-nonylphenyl)indolyl]-l-[4-(4-morpholinyl)phenyl]-butanone, or Is an acetophenone-based compound such as 2-p-methyl-2-dimethylamino-1-(4-(indolyl-morpholino)phenyl)-butane-indole-ketone; benzoin a benzoin compound such as benzoin decyl ether, benzoin ethyl ether, benzoin isopropyl ether or benzyl dimethyl ketal; diphenyl ketone, benzoquinone Benzoic acid, phenyl benzoyl phthalate, 324003 50 201239038 4-phenyldiphenyl ketone, hydroxydiphenyl ketone, propylene diphenyl ketone, 4 phenyl fluorenyl-4'-fluorenyl Diphenyl sulfide, or a diphenyl ketone compound such as 3, 3, 4, 4'-tetrakis (tertiary butylperoxycarbonyl) diphenyl ketone; thioxanthone, 2-chloro Thiolone, 2- a thioxanthone compound such as thioxanthone, isopropyl thioxanthone, 2,4-diisopropylthiaxanone or 2,4-diethylthianone; 4,6-trichloro-allyl triterpene, 2-phenyl-4,6-bis(trimethylmethyl)-homo-trimium, 2-(p-methoxyphenyl)-4,6-bis ( Trimethyl sulfhydryl)---tris-trimium, 2-(p-phenylene)-4,6-bis(trimethyl)--three-plow, 2-piperidin-4,6-bis(dichloroform) 2-piperonyl-4, 6-bis (trichloromethyl)-s-triazine, 2,4-bis(trichloromethyl)-6-styryl-allotriazole, 2-( Naphthalene-l-yl)-4,6-bis(trichloroindenyl)-homo-trimium, 2-(4-decyloxy-naphthalen-1-yl)-4,6-bis(trichloromethyl) - each triterpenoid, 2,4-dimethyl fluorenyl-(piperidinyl)-6-triterpene, or 2,4-trichloromethyl-(4-methoxybenzylidene)_6-triterpene a three-D compound; 1,2-octanedione-1-[4-(phenylthio)-2-(0-benzoquinone)], or 0-(ethenyl) Anthracene-ester compound such as fluorene-(1-phenyl-2-oxo-2-(4,-decyloxy-naphthyl)ethylidene) hydroxyamine; bis(2, 4, 6-trimethyl) Benzophenyl)phenylphosphine oxide, a phosphine-based compound such as 2,4,6-trimercaptophenylphosphonium diphenylphosphine oxide; 9, an anthraquinone compound such as 10-phenanthrenequinone, anthracene or ethylhydrazine; a vinegar vinegar-based compound; a cardinal compound; a taste-spraying compound; or a titanocene-based compound. These photopolymerization initiators may be used alone or in combination of two or more kinds at a ratio of 324003 51 201239038 as needed. The photopolymerization initiator is preferably used in an amount of 2 to 200 parts by mass based on the total amount of the coloring agent in the photosensitive coloring composition, and is photocurable and developable. From the viewpoint of 3 to 150 parts by mass, it is more desirable. (Sensitizer) The photosensitive coloring composition may further contain a sensitizer. Examples of the sensitizer include unsaturated ketones represented by chalcone derivatives, dibenzoylacetones, and the like, and diphenylethylenedione (benzi 1). Or oxime, etc., represents a 1,2-diketone derivative, a benzoin derivative, an anthracene derivative, a naphthoquinone derivative, a brewing derivative, a xanthene derivative, a thioindole (th) i oxanthene) derivative, xanthone derivative, thioxanthone derivative, coumarin derivative, ketocoumarin derivative, cyanine derivative, merocyanin ( Merocyanine derivatives, oxonol derivatives, polydecyl sulfonium pigments, acridine derivatives, sputum derivatives, serotonin derivatives, oxazine derivatives, sputum Scared derivatives, azulene derivatives, indole derivatives, acridinium derivatives, porphyrin derivatives, tetraphenylporphyrin derivatives, triarylmethane derivatives, tetrabenzopyrene Derivative, tetra (N-° thiol) tetrapyrazinoporphyrazine derivative, phthalocyanine derivative Tetraazaporphyrazine derivative, tetraquinoxal inoporphyrazine derivative, naphthalocyanine derivative, subphthalocyanine, β Pyrylium derivative, rust 324003 52 201239038 (thiopyrylium) derivative, tetraphylline derivative, annulene derivative, spiropyran derivative, snail Spiroxazine derivative, thiospirol derivative, metal aromatic hydrocarbon complex, organic ruthenium complex, or Michler's ketone derivative, decyloxy ester, decyl phosphine oxide , phenyl phenylglyoxylate, diphenylethylenedione, 9,10 phenanthrenequinone, anthracene, ethyl hydrazine, 4, 4'-diethylisodiphenyl decanolactone 4, 4'-diethylisophthalophenone), 3, 3' or 4, 4'-tetrakis(tertiary butylperoxycarbonyl)diphenyl ketone, 4,4'-diethylaminodiphenyl ketone, and the like. In addition, the details are as follows: Dahe Yuanxin wrote "Pigment Handbook" (1986, talk company), Dahe Yuanxin wrote "Chemical Pigment Chemistry" (1981, CMC), and Chissen Chung San-lange "Special The sensitizer described in Functional Materials (CMC, 1986) is not limited thereto. Further, it may contain a sensitizer that exhibits absorption of light from the ultraviolet ray to the near-infrared ray region. Sensitizers may be used in combination at any ratio if necessary. The total amount of the photopolymerization initiator contained in the photosensitive coloring composition is used as a reference (100 parts by mass), preferably from 3 to 60 parts by mass, based on the amount of the sensitizer. From the viewpoint of photocurability and development, it is more preferably 5 to 50 parts by mass. (Amine compound) The coloring composition or the photosensitive coloring composition may contain an amine compound which functions to reduce dissolved oxygen. A plurality of amine compounds may also be used in combination. 324003 53 201239038 As such an amine compound, there may be mentioned: triethanolamine, methyldiethanolamine, triisopropanolamine, 4-dimethylaminobenzoate, and 4-didecylaminobenzoic acid. Ethyl ester, 4-didecylamino albantate, 2-dimethylaminoethyl bromide, 2-didecylamino 2,ethylhexyl, and N, N-dimethyl p-toluidine and the like. (Leveling agent) In the coloring composition or the photosensitive coloring composition, in order to improve the leveling property of the composition on the transparent substrate, it is preferred to add a leveling agent. As the leveling agent, a dimercapto oxane having a polyether structure or a polyester structure in the main chain is preferred. Specific examples of the dimethyloxane having a polyether structure in the main chain include fz-2122 manufactured by D〇w Corning Co., Ltd., BYK-333 manufactured by BYK Chemie Co., Ltd., and the like. Specific examples of the dimethyloxane having a polyester structure in the main chain include Βγκ Chemie BYK-310, Sheng 370 and the like. It is also possible to use a primary bond in combination with a dimethyl oxalate having a poly-form, and a dimethyl-wet-burning having a polyg structure in the main chain. The content of the leveling agent is usually, in the total weight (10) of the coloring composition or the photosensitive coloring composition (4), to use G. GG3 to 0. 5 mass% is ideal. Particularly preferred as a leveling agent is a surfactant having a hydrophobic group and a hydrophilic group in the molecule. Although there is a hydrophilic group, the dissolution of water is added to the coloring composition. The feature that the surface tension can be lowered is low. The latter can be listed as a moistening of the glass sheet even though the surface tension can be lowered, and the amount of the coating film defect due to the foaming beads can be sufficiently suppressed. Charger is suitable for use. As a leveling agent with such an excellent characteristic of 324003 54 201239038, it can be suitably used with an alkylene oxide unit of dimethylmethapone epoxy burning hydrocarbon (poly unit, (4) county w single s wire epoxy burning hydrocarbon stone (4) When there is a combination of poly(ethylene oxide) and G-based poly(θ), the combination of early 70 and dimethyl polyoxo-oxygen is 幵d, and the oxy-hydrocarbon unit is dimethyl-polymerized. Oxygen ρ σ 〜 11 to hang the vertical (1) type, and the dimethyl merging end = type Ϊ:: Γ 聚 _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ The dimethylpolysiloxane of the epoxy hydrocarbon unit can be exemplified by Dow Corning Co., Ltd., for example: FZ-2110, FZ-2122, FZ-213G, FZ-2166, FZ-2191, FZ-2203, FZ-2207, but not limited to this. In the leveling agent, an anionic, cationic, nonionic or amphoteric surfactant can be added in a supplementary manner. The surfactant can also be mixed in two or more types. As an anionic surfactant added in a leveling agent, it can be exemplified: polyoxyethylene sulfonate, dodecyl benzene Salt test of sodium benzoate, styrene-acrylic acid copolymer, sodium naphthoate, sodium dialkyl ether disulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, Stearic acid monoethanolamine, sodium stearate, sodium lauryl sulfate, styrene-acrylic acid copolymer monoethanolamine, polyoxyethylidene ethyl ether ether phosphonate, etc. as a supplementary addition in the leveling agent The cationic surfactant may, for example, be a calcined acid grade 4 salt or such an ethylene oxide calcined adduct. 324003 55 201239038 乍 is a nonionic surfactant which is added in a leveling agent in a supplementary manner. Can be listed I "oxyl extended ethyl oil based shout, polyoxyl extended ethyl lauryl = polyoxyl extended ethyl sulfhydryl base, polyoxyl extended ethyl ketone ether phosphonic acid s 曰 polyoxyl extended ethyl sorbitol An ether type or ester type surfactant such as an anhydride monostearic acid sulphate or polyethylene glycol monolaurate. Further, it is also possible to use a decylaminoglycolic acid beet test, etc. For amphoteric surfactants, gas or lanthanide surfactants can also be used. Agent, hardening accelerator) coloring, and the resultant or photosensitive coloring composition 'in order to assist the hardening of the thermosetting 曰" may contain a curing agent and/or a curing accelerator, etc., if necessary, and 乍 is a hardening agent. Although it is effective in various resins, amine compounds, acid liver, = raw 09, new-type compounds, and hybrid compounds, it is not limited, and v, it is necessary to react with thermosetting resin. In the case of using any of the hardenings, it is preferable to use a compound having two axial groups and an amine-based curing agent. These may be used one by one or two. The amount of the hardener is preferably from 3 to 1 part by mass based on the total amount of the thermosetting resin (1 part by mass). As the above-mentioned hardening accelerator, for example, an amine compound (for example, dicyandiamide, stupid methyl dimethylamine, 4-(dimethyl)~N,N-dimethylbenzyl can be used. Amine, 4-methoxy-N,N-dimethylbenzyl =-yl-N,N-dimethylbenzylamine, etc.), a 4-grade ammonium salt compound (eg, ethyl phenyl decyl ammonium) a vaporized compound, etc., a blocked isocyanate compound (for example, 324003 56 201239038 didecylamine, etc.), an imidazole derivative bicyclic guanidine compound, and a salt thereof (for example, imipenem, 2-mercaptopurine, 2-ethyl methine '2-Ethyl-4-methylimidol, 2-phenylimidazole, 4-phenylimidazole, 1-cyanoethyl-2-phenylimidazole, cyanoethyl)-2-ethyl-4 - mercapto imidazole, etc.), compound (such as triphenylphosphine, etc.), guanamine compound (such as melamine, guanamine, acetoguanamine, benzoguanamine, etc.), S-dimorphine derivative (eg 2,4-diamino-6-mercaptopropenyloxyethyl-S-three-pill, 2-vinyl-2,4-diamino-S-triphthol, 2-vinyl- 4, 6-Diamino-S-three tillage • Isocyanuric acid cyanate adduct, 2 , 4-diaminomethyl propyl decyl oxyethyl-S-triphthyl • isomeric cyanuric acid, etc.). These may be used alone or in combination of two or more. The content of the above-mentioned hardening accelerator is 0% with respect to the total amount (100 parts by mass) of the thermosetting resin.  01 to 15 parts by mass is desirable. (Other additive components) The coloring composition or the photosensitive coloring composition may contain a storage stabilizer in order to stabilize the viscosity. Further, it is also possible to contain a adhesion improving agent such as a decane coupling agent for the purpose of improving the adhesion between the substrate and the transparent substrate. As the storage stabilizer, for example, benzyl group: w bis-deniyl chloride, diethyl sulfhydryl chloride, etc.; lactic acid, oxalic acid, etc., acid and its mercapto ether; A catechin; tetraethyl phosphine, a tetra-organic organic phosphine; a phosphite. Taking the total amount of the colorant as a reference (relative to the colorant 1 enamel), the storage stabilizer can be used.  An amount of 1 to 10 parts by mass. As a adhesion enhancer, exemplified by: 324003 57 201239038 Vinyl sulfonate such as vinyl phenanthrene (vinyl methoxy ethoxy) decane, vinyl ethane, vinyl trimethoxy decane; 4 points r- Indole-based acryloyloxypropyltrimethoxy hydrazine, etc. (methyl & decanoic acid; soil) within /5-(3,4-epoxycyclohexyl)ethyltrimethoxylate , (epoxycyclohexyl) decyl tridecyloxydecane, no-(3,4~i裒 gas-based jja '4, ethyltriethoxydecane, cold-(3,4-epoxy ring) Hexyl) mercapto group = long hexyl) decane, r-glycidoxypropyltrimethoxy decane, r~epoxy propyl triethoxy decane, etc.; (Aminoethyl) y-aminopropyltrimethoxy oxime, n-ethyl)T-aminopropyltriethoxy zebra, N-y5 (kinecide (amylamine propyl) Mercapto diethoxy decane, aminopropyl triethylene gas is ~ r - aminopropyl trimethoxy decane, fluorenyl-phenyl-r-amino propyl urethane, decane, N-phenyl _ Amino-based fluorenyl-r-hydrothiopropyltrioxane such as r-aminopropyltriethoxydecane矽, _ _ thiopropyl ketone pits; _ base I and other sulfur-based Wei class; etc. Wei coupler. With the color of the color composition of the color _4 # for scale (relative to the quality of the colorant Part) 'The adhesion enhancer can be used. 01 to 1 part by mass, preferably 0.  An amount of 05 to 5 parts by mass. (Removal of coarse particles) In the coloring group, the silk loss is reduced, the texture is ==, the filter is filtered by a knot filter or a membrane filter, and the coarse particles having a human granule of 5 or more are compared with jl ^ Wang Hao 1 is more preferably m or more thicker than G·5, and the above coarse particles and “the dust are removed by 324003 58 201239038. Such a coloring composition is substantially free of bismuth. 5"m above the grain is better. Better is not. 3_large particles (〇 3_ is more ideal. 3. Color filter The color filter according to the present invention has a filter or a segment formed of a coloring composition or a photosensitive coloring composition containing the pigment of the present invention. That is, the filter color # of the present invention is provided with a red over-segment, a green smear section, and a blue over-stained section which is composed of a DPP-based pigment composition containing the present invention. A coloring composition or a photosensitive color composition is formed. The green filtration zone can be formed using a general green coloring composition containing any green pigment and any colorant carrier (adhesive resin and organic solvent, the same applies hereinafter). As a green pigment, for example, using c. 丨 Green, 7, 10, 36, 37, 58 and so on. The green coloring composition can be used in combination with a yellow pigment. As a yellow pigment that can be used in combination, it can be cited as: C.  I·Pigment Yellow, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 24, 3, 32, 34, 35, 35: Bu 36, 36: Bu 37 , 37: ; 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 126, 127, 128, 129, 138, 139, 147, 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, 324003 59 201239038 187 Yellow pigment such as 188, 193, 194, 198, 199, 213, 214, 218, 219, 220, or 221. It is also possible to use a salt-forming compound which exhibits yellow anionic dyes and acid dyes. The blue transition zone can be formed using a general blue coloring composition containing any blue pigment and any colorant carrier. As a blue pigment, 'for example, C.  I. Pigment Blue 15, 15 : 1, 15 : 2, 15 : 3, 15 : 4, 15 : 6, 16, 22, 60, 64, etc. The blue coloring composition can be used in combination with a purple pigment. As a purple pigment that can be used together, it can be enumerated: c.  L pigment purple cloth 19, 23, 27, 29, 30, 32, 37, 40, 42, 50 and other purple pigments. A salt-forming compound which exhibits a blue or violet basic dye or an acid dye can also be used. In the case of using a dye, the xanthene-based dye is desirable from the viewpoint of heat resistance and lightness. (Manufacturing Method of Color Filter) The color filter can be produced by a printing method or a photo etching method. The formation of the filtration section by the printing method is a method of manufacturing a color filter by repeating printing and drying as a coloring composition prepared by printing ink, and is a low-cost and excellent amount. Productivity. Further, by the development of printing technology, it is possible to perform printing of a fine pattern having high dimensional accuracy and smoothness. In order to carry out printing, on the printed plate or on the blanket, it is desirable to make the ink not dry and the curing method is ideal. Moreover, the control of the ink flow on the printing machine is also important, and can be dispersed. A dose or extender to adjust the ink viscosity. In the case where the field forms a filtering section by the photo-exposure method, the coloring composition prepared by the solvent-developing type or the image-forming coloring resisting material is sprayed by 324003 60 201239038 or (4) coated, Narrow job (slit (7) at): method to dry film thickness becomes 0. 2 to 1 type coating: = ==, UV exposure is carried out via contact or non-contact with the film: __. Liquid: After exposing or exposing the developing solution to a developing solution or removing the uncured portion to form a desired pattern, the same operation can be repeated to manufacture a color filter. Further, in order to polymerize the color resistant material, heating may be performed as needed. According to the Newcast method, it is possible to manufacture a color filter with higher precision than the above printing method. When it is used as a liquid developer, it is also possible to use a sodium carbonate or a water-repellent bath. It is also possible to use a test such as di-f-benzylamine or triethanolamine. Further, an antifoaming agent or a surfactant may be added to the developing solution. In order to improve the ultraviolet exposure sensitivity, the above-mentioned colored anti-resistance coating 7 can be dried, and the water-soluble or water-soluble resin, for example, a poly- or a soluble (tetra) acid resin, is coated and dried to prevent polymerization by oxygen formation. After the film is obstructed, ultraviolet exposure is performed. In addition to the above method, the color-changing sheet of the present invention can also be manufactured by electro-printing (4), and the coloring composition related to the present invention is a method of "light-color color grouping, which can be reduced. The transparent conductive film formed is pulled, and the filtering sections of the respective colors are electrically converted into the transparent conductive material W by electrophoresis of the colloidal particles (c〇u〇idai: tlcle). The transfer is (iv) an exchanging transfer. The method of transferring the surface of the sheet to the desired substrate after forming the surface of the sheet. 324003 61 201239038 Before forming the filter segments on the transparent substrate or the reflective substrate, A black matrix is formed. As the black matrix, a multilayer film of chromium or chromium/chromium oxide, an inorganic film such as titanium nitride, or a resin film in which a light shielding agent is dispersed is used, but it is not limited thereto. A color filter (TFT) can be formed on the transparent substrate or the reflective substrate to form a filter segment of each color. Further, on the color filter, a protective coating (overc〇at) film or a transparent film can be formed as needed. Conductive film, etc. Embodiment] Hereinafter, the embodiments of the present invention is described, it is not limited by this verse to the present invention. Examples and Comparative Examples, "parts" means "parts by mass" of the meaning. When a pigment composition or a coloring composition is produced, a DPP derivative of the formula (6-3), a stupid isoindole derivative of the formula (7-1), and a formula (8) are used as a pigment derivative. An anthracene derivative of -5) and a quinophthalone derivative of the formula (14-1). (Average primary particle diameter of the pigment composition) The average primary teaching of the pigment composition produced was measured (calculated) by the following method. Propylene glycol monomethyl sulphate was added to the powder of the pigment composition, and Disperbyk-161, which was a resin-type dispersant, was added to the powder, and the sample for measurement was adjusted by ultrasonic treatment for 1 minute. This sample was photographed by a through-beam (TEM) electron microscope, and three (three fields of view) photographs of more than 100 pigments were confirmed, and the size of each of the 100 under-particles was sequentially measured from the upper left corner. Specifically, the short axis diameter and the major axis diameter of each pigment primary particle are measured in nm units, and this average is regarded as one time of the pigment particle. 324003 62 201239038

The particle size is a distribution of 300 pixels from the 丄 and AJ degrees with 5 nm as the interval, and the central value of the 5 nm scale (for example, 6 nm in the case of b t Λ ^ , and 1 nm or less in the case of 8 nm) is regarded as this. The approximate particle size of the particles, the secret A, is calculated based on the respective particle diameters and their numbers to calculate the number average particle diameter. 1. A specific heterodiketopyrrolo. Production of a pyrrole pigment (Production of a compound formula (15)) A compound of the following formula (15) is synthesized by the method described in Tetrahedron, 58 (2002) 5547-5565.

CI

Formula (15) (Production of specific heterodiketo-pyrrolopyrrole pigment formula (1_la)) In the reaction barrage 1, 22 parts of tertiary pentyl alcohol was added, and 32 parts of 6 (10) NaH was added to the surface by cooling with a water bath. In 9 (rc, heating is scrambled. Secondly, in the reaction vessel 2, '2 pentane pentoxide is added, the compound of the above formula (15) is 93.0, and 4-aminoformylbenzonitrile is added. 54. 8 parts, heated in 8 °c 'this was diluted for 2 hours into the reaction vessel 1. After reacting at 120 ° C for 10 hours, 'cold part to 6 'c, adding sterol shed and acetic acid After 5 parts, 'filtering' is carried out by decyl alcohol washing and drying to obtain 58·3 parts of specific hetero DPP pigments represented by formula (b 1 a). (Method for identifying specific hetero DPP pigments) Identification was performed using Bruker Daltonics 324003 63 201239038 MALDI mass spectrometer autoflex II (hereinafter referred to as TOF-MS), and the molecular ion peaks of the obtained mass spectrum were identified by the agreement of the calculated masses. As a result of quality analysis by TOF-MS, the m/Z value was 365.09, which was identified as a specific hetero DPP pigment represented by the formula (Ι-la). The DPP compound was given the same specificity for the composition. (Production of the specific heterodiketopyrrolopyrrole pigment formula (Ι-lb)) In addition to the change of 4-amine-mercaptobenzonitrile 54.8 parts into 4-(butylamine-mercapto)benzonitrile was used in the same manner as in the production of the specific heteropoly DPP pigment of the formula (Ι-la) except for 75. 8 parts, and the specific formula (Ι-lb) was obtained. 6 parts of a heteropoly DPP pigment (manufactured by a specific heterodiketopyrrolopyrrole pigment formula (1-lc)) 200 parts of toluene in a reaction vessel with a reflux tube was placed under a nitrogen atmosphere. 99.4 parts of 4-cyanobenzhydryl chloride, heated and stirred at 90 ° C. Next, 7 parts of dibutylamine was dropped into the reaction vessel for 1 hour, and reacted at 100 ° C for 4 hours. After cooling to room temperature, 500 parts of ethyl acetate and 500 parts of 2N aqueous sodium hydroxide solution were added to extract, and 500 parts of saturated brine was added to the organic layer for extraction. Further, activated carbon was added to the obtained organic layer. The solution of the compound of the following formula (2-lc) is obtained by 135. 5 parts of a compound of the following formula (2-lc). 324003 64 201239038

In the reaction vessel 1, 220 parts of tertiary pentoxide was placed, and while cooling with a water bath, 32 parts of 60% NaH was added thereto, and the mixture was stirred under heating at 90 °C. Next, in the reaction vessel 2, 2 parts of the tertiary pentyl alcohol, 90.3 parts of the compound of the above formula (15), and the benzonitrile compound of the above formula (2-lc) 98. 2 parts and heated Dissolve 'this was dropped into the reaction vessel 1 for 2 hours. After reacting for 10 hours at i2 ° C, cool to 6 (TC, add 400 parts of decyl alcohol and 50 parts of acetic acid, filter, sterol wash and dry to obtain μ. 1 part by formula (1-lc Specific poly-DPP pigments indicated. (Production of specific heterodiketopyrrolopyrrole pigment formula (Ι-ld)) 200 parts of toluene was placed in a reaction vessel with a reflux tube under nitrogen atmosphere. 99.4 parts of 4-cyanobenzoquinone gasification, heating and stirring at ° C. Secondly, '5 parts of octylamine was spent in a drop container for 1 hour. After reacting for 4 hours at 10 ° C, cooling Into the chamber, w ~ 500 parts of ethyl acetate and 500 parts of 2N aqueous sodium hydroxide solution, extracting 500 parts of saturated brine into the organic layer for extraction. & Adding activated carbon to the obtained organic layer Sodium sulfate was used to remove the solvent with Shixiazao and 乂', and 127·9 parts of 4-(octylaminemethanyl) stupid was obtained. In the reaction vessel 1, 220 parts of tertiary pentanol was placed. Add 60% NaH 32 parts to the surface while cooling in a water bath, and heat up and recover thousands in 90 C. The second is owed in the reaction vessel 2 ' 200 parts of alcohol, 324003 65 201239038 of the above formula (15) 93.0 parts, and 4-(octylamine-methyl fluorenyl) benzonitrile 98. 2 parts and dissolved by heating, and the mixture was dropped for 2 hours. In the reaction vessel 1, after reacting at 120 ° C for 10 hours, cooling to 60 ° C, adding 400 parts of decyl alcohol and 50 parts of acetic acid, filtering, washing with methanol and drying to obtain 68.3 parts of the formula (Ι- Specific specific DPP pigment represented by ld) (manufacture of specific heterodiketopyrrolopyrrole pigment formula (Ι-lg)) 100 parts of toluene is placed in a reaction vessel with a reflux tube under nitrogen atmosphere, and added 3 parts of 4-cyanobenzhydryl-based gasification, heating and stirring at 90 ° C. Next, 5.6 parts of octadecylalkylamine was dropped into the reaction vessel for 1 hour. After reacting for 4 hours in C, the mixture was cooled to room temperature, and 400 parts of ethyl acetate and 400 parts of a 2N aqueous sodium hydroxide solution were added and extracted, and 4 parts of saturated brine was added to the organic layer to carry out extraction. The organic layer was added with activated carbon and sodium sulfate to filter with diatomaceous earth, and the solvent was removed to obtain 73.3 parts of 4-(octadecacarboamine oxime). In the reaction vessel 1, 66 parts of tertiary pentanol was placed, and while cooling on a water bath, 10 parts of 60% NaH was added, and the mixture was heated and stirred in 9 ° C. Next, in the reaction vessel 2 And a solution of 60 parts of a third-grade pentanol, a compound of the above formula (15), and a 4-(octadecylalkylaminomethane)benzonitrile, 45. 7 parts, and dissolved by heating, and the like. It took 2 hours to drip into the reaction vessel 1. After 12 hours of reaction in 12 "c", it was cooled to 6 (rc, 12 parts of decyl alcohol and 15 parts of acetic acid were added, filtered, washed with methanol and dried to obtain i9. 8 parts of a specific hetero DPP pigment represented by the formula O-lg). (Specific hetero-dione-based tree and repurchased by the manufacture of formula (1_ih)) 324003 66 201239038 In addition to the amine sulfhydryl carbonitrile 5.48, changed to 4-cyano-p-phenyl alumine 82 Except for 2 parts, the rest is operated in the same manner as in the manufacture of the special DPP pigment of the formula (1_la) to obtain 63. 4 parts of the specific hetero-ppp pigment represented by the formula (1) (specific heterodiketopyrrolopyrrole pigment type ( Manufacture of l-2c) ^ Under nitrogen atmosphere, 'in the reaction vessel with reflux tube, jfi is filled into 100 parts, '39.7 parts of 3 cyano alum base gas is added' heated at 90 ° C After stirring, 8 parts of dibutylamine was dropped into the reaction vessel for 1 hour. After reacting at 10 ° C for 4 hours, the chamber was cooled, and 500 parts of ethyl acetate and 2N aqueous sodium hydroxide solution were added.份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份份A compound of the following formula (2-2c).

110 parts of tertiary alcohol was placed in the reaction vessel 1, and 16 parts of 6 % NaH was added while cooling with a water bath, and the mixture was stirred under heating at 90 °C. Next, in the reaction vessel 2 +, 1 part of a third-order pentanol, 46.5% of the compound of the above formula (15), and 49.1 parts of the abbreviated nitrile compound of the above formula (2-2c) were placed and dissolved by heating. This was dropped into the reaction vessel 1 for 2 hours. After reacting for 10 hours at 120 t, cooling to 6 〇〇C, adding 200 parts of sterol and 25 parts of acetic acid, filtering, decyl alcohol washing and drying to obtain 26.1 parts 324003 67 201239038 by formula (l- 2c) indicates the specific hetero Dpp pigment. (Manufacture of specific heterodiketopyrrolopyrrole pigment formula (nd)) In a gas atmosphere, put 100 parts of fbenzene in a reaction vessel with a reflux tube, and add 3~cyanobenzamide gas. 49 parts of the compound, which was heated and transferred at 9 ° C. Next, 39 parts of octylamine was dropped into the reaction vessel for 1 hour. After reacting for 4 hours at 100 C, the mixture was cooled to room temperature, and 500 parts of ethyl acetate and 5 parts of a 2N aqueous sodium oxide solution were added thereto for extraction. 5 parts of saturated brine was added to the organic layer, and extraction was performed. Further, in the obtained organic layer, activated carbon and sodium sulphate were added to filter, and the solvent was removed, and to 65.2 parts of 3_(octylaminemethanyl)benzene. In the reaction masher, 110 parts of tertiary pentoxide was placed, and 6 G/ was added to the cold side of the water bath. 16 parts of NaH, stir-fed in 9 "c. Next, in the reaction vessel 2 t ', 1 part of pentaerythritol, 46.5 parts of the compound of the above formula (10), and 49.1 parts of 3-(octylamine-brenyl)benzonitrile were dissolved and dissolved. Wait for 2 hours to drip into the reaction vessel 1 t. After reacting at 12 ° C for 10 hours, 'cold part to 6 (TC, 2 parts of methanol and 25 parts of acetic acid, H was washed with methanol and 27.4 parts of specific impurities represented by formula (l-2d)). DPP pigment. (Specific heterogeneous base scale and singular _ formula (manufactured by Bu (6)) In addition to 4U parts of 4-aminoglycolic carbonitrile, changed to 3-cyano-N-phenylbenzamide 82. In addition to 2 copies, the rest with the formula (1

-la) The specific side of the heteropoly DPP pigment was operated in an invisible manner to obtain 57.3 parts of a specific hetero pigment represented by the formula (b 2e). 2. Manufacture of diketopyrrolopyrrole 324003 68 201239038 (Production of diketopyrrolopyrrole pigment formula (16)) 54.8 parts of 4-aminomercaptobenzonitrile was changed to 4-cyanobenzene In the same manner as in the production of the specific heteropoly DPP pigment of the formula (Ι-la), 65.6 parts of a DPP pigment represented by the following formula (16) is obtained.

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3. Production of a diketopyrrolopyrrole pigment composition <Example 1 &gt; (Production of Pigment Composition l (Rl)) 95% of CI Pigment Red 254 and a specific heteropoly DPP pigment of the formula (Ι-la) 100 parts of a /5 (mass ratio) mixture, 1000 parts of sodium chloride, and 120 parts of diethylene glycol were placed in a stainless steel 1-gallon kneader (manufactured by Inoue Co., Ltd.), and kneaded at 60 ° C for 10 hours. Next, the kneaded mixture was poured into warm water, heated at about 80 ° C, and stirred for 1 hour to become a slurry. After filtering and washing with water, the salt and diethylene glycol were removed, and dried at 80 t. All day, it was pulverized to obtain 97.1 parts of the pigment composition 1 (R-1). 5纳米。 The average primary particle size is 29. 5nm. <Example 2> (Production of Pigment Composition 2 (R-2)) 324003 69 201239038 In addition to changing the specific hetero DPP pigment of the formula (1-la) to a specific hetero DPP pigment of the formula (1-lb) The rest was carried out in the same manner as in the production of the pigment composition i (R1) to obtain 96.4 parts of the pigment composition 2 (R-2). 5纳米。 The average primary particle size is 27. 5nm. <Example 3> (Production of Pigment Composition 3 (R-3)) The ratio of the mixing ratio of CI Pigment Red 254 to the specific hetero DPP pigment of the formula (i-lc) was changed to 97/3 (mass ratio). The rest of the same operation as the preparation of the pigment composition l (Rl) was carried out to obtain 97. 2 parts of the pigment composition 3 (R-3). The average primary particle size is 3 〇. 2 nm. <Example 4> (Production of Pigment Composition 4 (R-4)) = The specific hetero Dpp pigment of the formula (1) a) was changed to a specific hetero DPP pigment of the formula (4), and the rest was mixed with the pigment. The production of the composition 1 (R1) was carried out in the same manner to obtain 95.8 parts of the pigment composition 4 (r_4). The average primary particle diameter was 26.9 nm. <Example 5> (Production of Pigment Composition 5 (R~5)) The manufacture of the material 1 (four) is carried out _, 795 _5). Average - her coffee, 2 = ... - <Example 6> (Production of Pigment Composition 6 (R~6)) 324003 70 201239038 In addition to the use of CI Pigment Red 254 and the specific (d-lc) specific hetero DPP pigment The same operation as in the production of the pigment composition l (R1) was carried out in the same manner as in the 85/15 (mass ratio) mixture of 100 parts to obtain 96.2 parts of the pigment composition 6 (R-6). 7纳米。 The average primary particle size is 27. 7nm. <Example 7> (Production of Pigment Composition 7 (R-7)) Except that the specific hetero DPP pigment of the formula (Ι-la) was changed to the specific hetero DPP pigment of the formula (1-ld), The pigment composition 1 (R1) was subjected to the same operation to obtain 97. 8 parts of the pigment composition 7 (R-7). 9纳米。 The average primary particle size is 25. 9nm. <Example 8> (Production of Pigment Composition 8 (R-8)) Except that the specific hetero DPP pigment of the formula (1-lc) was changed to the specific hetero DPP pigment of the formula (1-ld), Production of Pigment Composition 6 (R-6) was carried out in the same manner to obtain 95.7 parts of Pigment Composition 8 (R-8). 9纳米。 The average primary particle size is 28. 9nm. <Example 9> (Production of Pigment Composition 9 (R-9)) In addition to changing the specific hetero DPP pigment of the formula (Ι-la) to a specific hetero DPP pigment of the formula (1-lg), Production of Pigment Composition l (Rl) was carried out in the same manner to obtain 96.4 parts of Pigment Composition 9 (R-9). 5纳米。 The average primary particle size is 32. 5nm. <Example 10> (Production of Pigment Composition l〇(Rl〇)) 324003 71 201239038 In addition to the specific hetero DPP pigment of the formula (1-la), it is changed to the specific hetero DPP pigment of the formula (l-lh) And the rest of the pigment composition 1 (Rl) was subjected to the same operation to obtain 97. 2 parts of the pigment composition 10 (R-10). 5纳米。 The average primary particle size is 28. 5nm. <Example 11> (Production of Pigment Composition ll (R-ll)) Except that the specific hetero DPP pigment of the formula (Ι-lc) was changed to the specific hetero DPP pigment of the formula (1-lh), The pigment composition 6 (R-6) was subjected to the same operation to obtain 96.5 parts of the pigment composition ll (R-ll). 9纳米。 The average primary particle size is 26. 9nm. <Example 12> (Production of Pigment Composition 12 (R-12)) Except that the specific hetero DPP pigment of the formula (Ι-la) was changed to the specific hetero DPP pigment of the formula (1-2), Production of Pigment Composition l (Rl) was carried out in the same manner to obtain 95.9 parts of Pigment Composition 12 (R-12). 2mn。 The average primary particle size is 31. 2mn. <Example 13 &gt; (Production of Pigment Composition 13 (R-13)) Except that the specific hetero DPP pigment of the formula (Ι-la) was changed to the specific hetero DPP pigment of the formula (1-2d), The same operation as in the production of the pigment composition l (R1) was carried out to obtain 96.6 parts of the pigment composition 13 (R-13). The average primary particle size is 32. 7mn. <Example 14> (Production of Pigment Composition 14 (R-14)) 324003 72 201239038 Except that the specific hetero DPP pigment of the formula (1-la) was changed to the specific hetero DPP pigment of the formula (1_2e), The same operation as in the production of the pigment composition was carried out to obtain 97.3 parts of the pigment composition 14 (r_14). 9纳米。 The average primary particle size is 30. 9nm. <Example 15> (Production of Pigment Composition 15 (R-15)) 100 parts of a 95/5 (mass ratio) mixture of CI Pigment Red 254 and a specific hetero-pigment pigment of Formula (1-lc), and a formula (7_U of stupidity) 3.0 parts of a pigment derivative of an anthracene derivative, 1 part of 00 parts of sodium chloride, and 12 parts of diethylene glycol were placed in a stainless steel 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.) at 6 〇C. The mixture was kneaded for 10 hours. Next, the kneaded mixture was poured into warm water, and while heating at about 80 ° C, the mixture was stirred for 1 hour to form a slurry, and the salt and diethylene glycol were removed by filtration and washing, and then 80. (: Drying all day, pulverizing to give 99.8 parts of the pigment composition 15 (R-15). The average primary particle diameter is 24. lnm. <Example 16 &gt; (Pigment composition 16 (R-16) Manufacture) In a stainless steel reaction vessel with a return pipe, 200 parts of tertiary pentanol dehydrated by molecular sieve and 140 parts of tertiary pentane oxide are added in a nitrogen atmosphere, while stirring at i〇〇° Heating in c to prepare an alcoholate solution. On the other hand, in a glass flask, diisopropyl succinate 88 parts, 110 parts of 4-chlorobenzonitrile, and 11 parts of the benzonitrile compound of the formula (2-lc) are added, and the mixture is heated and dissolved in a crucible while stirring, and a solution of the mixture is prepared. The mixture is heated to a solution, and the mixture is vigorously stirred on the side of 324003 73 201239038. The flower is slowly dripped at a certain speed for 2 hours at a rate of 100. (: heated in the upper cerium alkoxide solution. After the end of the dropwise addition, at 90 ° C The mixture was heated and stirred for 2 hours to obtain an alkali metal salt of a DPP compound. Further, 600 parts of methanol, 600 parts of water, and 304 parts of acetic acid were added to a reaction vessel with a jacket made of glass. Cooling at -10 ° C. This cooled mixture was rotated at a speed of 4,000 rpm using a high-speed stirring disperser at a speed of 8 rpm, and a small amount was successively added and cooled to 75. A solution of an alkali metal salt of a previously obtained DPP compound. At this time, the temperature of the mixture of decyl alcohol, acetic acid, and water is always maintained at a temperature of -53⁄4 or less, and the DPP of 75 C is adjusted while being cooled. Alkali gold The addition rate of the salt was gradually added in a small amount over a period of about 120 minutes. After the addition of the alkali metal salt, red, 纟.aa was precipitated to form a red suspension. Then, the obtained red suspension was poured into 5 After washing with C in an ultrafiltration device, a red paste is obtained by filtration, and the paste is redispersed into a sterol milk mash which is cooled in the dying to form a sterol concentration of about 〇%. The turbid liquid was stirred for 3 hours in a crucible, and the particles were classified and washed with the crystal transfer. Next, the cement paste of the obtained DPP type compound was filtered by ultrafiltration 2, and dried in 8 (rc for 4 hours, and pulverized to obtain 11 〇·8 parts of a Dpp-based pigment composition. The obtained DPP-based pigment composition The specific mass ratio of CI•Pigment Red 254 and the specific poly-DPP pigment shown by using Ηριχ quantitative analysis=, 'β果, CI Pigment Red 254 and Formula (1~lc) is 94.1/5.9. Next, in the same manner as the production of the pigment composition 1 (R_1), except for the obtained DPP-based pigment composition, 324003 74 201239038, and the composition of the pigment composition 1 to 96. (R-16) ° average primary granules = 26. 5 nm. <Comparative Example 1> (Production of Pigment Composition 17 (R-17)) In addition to the use of specific hetero DFT pigments, 10 单独 was used alone. In the same manner as in the production of the pigment composition KR-1), 97. 3 parts of the pigment composition 1KR-17) was obtained. 9纳米。 The average primary particle size is 33.9 nm. <Comparative Example 2> (Production of Pigment Composition 18 (R-18)) Except that 100 parts of a 70/30 (mass ratio) mixture of CI Pigment Red 254 and a specific hetero DPP pigment of the formula (1-lc) was used, The rest was carried out in the same manner as in the production of the pigment composition l (R1) to give 95.1 parts of the pigment composition 18 (R-18). 9nra。 The average primary particle size is 29. 9nra. <Comparative Example 3> (Production of Pigment Composition 19 (R-19)) Except for 100 parts of a 30/70 (mass ratio) mixture of CI Pigment Red 254 and a specific (He) specific hetero Dpp pigment, The manufacture of the composition OM) was carried out as follows to obtain 95 parts of the pigment composition 19 (R-19). The average primary particle size is 38 8 nm. <Comparative Example 4> (Production of Pigment Composition 20 (R-20)) In addition to the specific hybrid Dpp pigment of the formula (1-10, the specific hybrid Dpp of 324003 75 201239038 was changed to the same formula, In addition to the pigments, the rest of the pigment composition 18 (R_18) was allowed to stand at 7 t to obtain 96.3 parts of the pigment composition 20 (R-20). The average hand-secondary particle diameter was 34.8 nm. <Comparative Example 5> (Production of Pigment Composition 2UR-21) μ#: The specific hetero DPP pigment of the formula (Mc) was changed to the formula (1-lh), the DPP pigment was mixed, and the rest was composed of the pigment. The preparation of the material 18 (R_18) was carried out to obtain 96·1 part of the pigment composition 21 (R-21). 7纳米。 The average primary particle size is 29. 7nm. <Comparative Example 6> (Production of Pigment Composition 22 (R-22)) The pigment composition KR was changed except that the specific hetero Dpp pigment of the formula (Ι-la) was changed to the DPP pigment of the formula (16). The production of -丨) was carried out in the same manner to obtain 95.9 parts of the pigment composition 22 (R-22). The average primary particle size was 29.4 nm. <Comparative Example 7> (Production of Pigment Composition 23 (R-23)) The pigment composition was changed to the specific composition of the formula (1-lc) except for the DPP pigment of the formula (16). The production of (R-6) was carried out in the same manner, and 96.6 parts of the pigment composition 23 (R-23) was obtained. The average primary particle size was 27.5 nm. The inner valleys of the DPP-based pigment compositions 1 to 23 (^4 to 23) which have been produced are shown in Table 1. The rpR 254" described in Table i means c. L Pigment Red 254. 324003 76 201239038 [Table 1] Pigment composition Diketopyrrolopyrrole pigment pigment derivative treatment (during salt milling) Average primary particle diameter (nm) Pigment 1 Mass ratio Pigment 2 Mass ratio Example 1 R-1 PR254 95 Formula O-la) 5 — 29· 5 Example 2 R-2 PR254 95 Formula (Bu lb) 5 - 27. 5 Example 3 R-3 PR254 97 Formula (1-lc) 3 - 30.2 Example 4 R-4 PR254 95 Formula (1-lc) 5 - 26.9 Example 5 R-5 PR254 90 Formula (1-lc) 10 - 25.2 Example 6 R-6 PR254 85 Formula (1-lc) 15 - 27.7 Example 7 R- 7 PR254 95 Formula (1-ld) 5-25.9 Example 8 R-8 PR254 85 Formula (1-ld) 15 - 28. 9 Example 9 R-9 PR254 95 Formula (1-lg) 5 - 32.5 Example 10 R-10 PR254 95 Formula (1-lh) 5 - 28.5 Example 11 R-11 PR254 85 Formula (Bu lh) 15 - 26.9 Example 12 R-12 PR254 95 Formula 〇 2c) 5 - 31. 2 Example 13 R-13 PR254 95 Formula (l-2d) 5 - 32.7 Example 14 R-14 PR254 95 Formula (l-2c) 5 - 30.9 Example 15 R-15 PR254 95 Formula (1-lc) 5 Formula (7 -1) 24. 1 Example 16 R-16 PR254 94.1 Formula (Bu lc) 5.9 - 26.5 Comparative Example 1 R-17 PR254 10 0 — — — 33.9 Comparative Example 2 R-18 PR254 70 Formula (1-lc) 30 A 29.9 Comparative Example 3 R-19 PR254 30 Formula (1-lc) 70 A 38.8 Comparative Example 4 R-20 PR254 70 Formula (1 -ld) 30 - 34.8 Comparative Example 5 R-21 PR254 70 Formula O-lh) 30 - 29.7 Comparative Example 6 R-22 PR254 95 Formula (16) 5 - 29.4 Comparative Example 7 R-23 PR254 85 Formula (16) 15 — 27.5 4. Manufacture of other pigments (manufactured by diterpene pigment UPR177-1) 77 324003 201239038 90 parts of diterpene pigment (c. Pigment Red 177), 900 parts of sodium vaporate, and diethyl 2 11 parts of the alcohol was placed in a stainless steel 1 kneading machine (manufactured by Inoue Seisakusho Co., Ltd.), and kneaded at 6 ° C for 10 hours. Next, the kneaded mixture is poured into warm water, heated at about 80 ° C while stirring for 1 hour to form a slurry, filtered and washed with water to remove salt and diethylene glycol, and dried at 80 ° C. Day, pulverization, and 85.0 parts of lanthanide pigment 1 (PR177-1) was obtained. 2纳米。 The average primary particle size is 38.2 nm. 5. Preparation of binder resin falling liquid (Preparation of acrylic resin solution 1) Put cyclohexanone in a separable 4-neck flask equipped with a thermometer, a cooling tube, a nitrogen introduction tube, a dropping tube, and a stirring device. 196 parts, the temperature was raised to 80, and the reaction vessel was replaced with gas. 'By the dropping tube, 37.2 parts of n-butyl decyl acrylate, 2.9 parts of 2-hydroxyethyl hydrazide hydrazine, methacrylic acid 12 〇 、 对 对 对 对 对 对 对 苯酚 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 The mixture took 2 hours to drip in. After the completion of the dropwise addition, the reaction was further continued for 3 hours to obtain a solution of an acrylic resin. After cooling to room temperature, about 2 parts of the resin solution was used as a sample, and dried at 18 〇ec for 20 minutes by heating, and the nonvolatile matter was measured, and the non-volatile content was 20% by mass in the previously synthesized resin solution. Adding oxypropyl acetate to prepare an acrylic resin solution, weight average molecular weight (Mw) s 26 〇〇〇 (modulation of acrylic resin solution 2). A separable 4-neck flask is equipped with a thermometer, a cooling tube, and a helium gas introduction tube. , in the reaction vessel of the drip tube and the spoiler device, put in the ring _ ^ 324003 78 201239038 and heat up to 80 ° C, after replacing the inside of the reaction vessel with nitrogen, 20 parts of mercapto acrylic acid is added by dropping technique. 20 parts of isopropyl phenyl phenol oxirane modified acrylate (Aronix M110 manufactured by Toagosei Co., Ltd.), 45 parts of thioglycolic acid, 8.5 parts of 2-hydroxyethyl methacrylate, and 2, 2,_Azobis^butyronitrile 1.33 parts of the mixture 彳b was added dropwise for 2 hours. After the completion of the dropwise addition, the reaction was further continued for 3 hours to obtain a copolymer resin solution. Next, for the total amount of the copolymer solution obtained, one side stops the injection of nitrogen gas and injects dry air for one hour, and after stirring, after cooling to room temperature, 2-mercaptopropanyloxyethyl isocyanate (Karenz M01, manufactured by Showa Denko) 6. A mixture of 5 parts, 0.08 parts of dibutyltin laurate and 26 parts of cyclohexanone was added dropwise in 7 (rc for 3 hours. After the completion of the dropwise addition), the reaction was continued for another hour. A solution of the acrylic resin is obtained. After cooling to room temperature, about 2 parts of the resin solution is taken as a sample, and dried at 180 ° C for 20 minutes, and then the non-volatile matter is measured, in the previously synthesized resin solution, so as not to The cyclohexanone-modulated acrylic resin solution 2 was added in such a manner that the volatile content was 20% by mass. The weight average molecular weight (mw) was 18,000. (Weight average molecular weight of the binder resin) The weight average molecular weight of the above acrylic resin was determined by Gpc (gel) Permeation chromatography) The weight average molecular weight in terms of polystyrene was measured. 6. Preparation of a coloring composition using a diketopyrrolopyrrole pigment composition <Example 17> (Production of coloring composition 1 (RP-1)) The mixture of the following composition was uniformly stirred and mixed, and 303003 79 201239038 zirconia bead having a diameter of 0·lmm was used, and dispersed by Pico 丨ι (manufactured by Asada Iron Works Co., Ltd.) for 8 hours, and then 5 The filter of /zm was used to prepare the coloring composition l (RP-l) 11. 0 parts 1· 〇 40. 0 parts 48. Dpart DPP pigment composition l (Rl) pigment derivative (14- 1) Acrylic resin solution 1 Propylene glycol monodecyl ether acetate <Examples 18 to 32> (Production of coloring compositions 2 to 16 (RP-2 to 16)) In addition to changing the pigment composition l (Rl) to the table In addition to the pigment composition described in 2, the coloring compositions 2 to 16 (RP-2 to 16) were produced in the same manner as in the coloring composition 1 (RP-1). <Example 33 &gt; (Production of Colored Composition 17 (RP-17)) The color composition 1 (RP-1) was similarly operated in the same manner as in the mixture of the composition shown below, and the coloring 纟, 考 (RP-17) was produced. And U. 0 parts, 1, 0 parts, 6.0 parts, 30% solution) 31. 0 parts 51. DPP-based pigment composition 4 (R-4) DPP pigment derivative of formula (6-3) Resin type dispersant BYK Chemie "BYK161 Acrylic Resin Solution 1 Propylene Glycol Monodecyl Ether Acetate <Comparative Examples 8 to 14> 324003 201239038 * (Production of Colored Compositions 18 to 24 (RP-18 to 24)) In addition to the pigment composition l (R1) was changed to the pigment composition described in Table 2, and the coloring composition 18 to 24CRP-18 to 24) was produced in the same manner as in the coloring composition 1 (RP-1). [Table 2] Colored composition Pigment composition Example 17 RP-1 R-1 Example 18 RP-2 R-2 Example 19 RP-3 R-3 Example 20 RP-4 R-4 Example 21 RP -5 R-5 Example 22 RP-6 R-6 Example 23 RP-7 R-7 Example 24 RP-8 R-8 Example 25 RP-9 R-9 Example 26 RP-10 R-10 Example 27 RP-11 R-11 Example 28 RP-12 R-12 Example 29 RP-13 R-13 Example 30 RP-14 R-14 Example 31 RP-15 R-15 Example 32 RP- 16 R-16 Example 33 RP-17 R-4 Comparative Example 8 RP-18 R-17 Comparative Example 9 RP-19 R-18 Comparative Example 10 RP-20 R-19 Comparative Example 11 RP-21 R-20 Comparison Example 12 RP-22 R-21 Comparative Example 13 RP-23 R-22 Comparative Example 14 | RP-24 R-23 81 324003 201239038 7. Preparation of other coloring compositions (production of coloring composition 25CRP-25) The coloring composition 25 (RP-25) for coloring was produced in the same manner as in the coloring composition 1 (RP-1) except that the mixture having the composition shown below was used. 10. 8 parts 1. 2 parts 40. 0 parts 48.0 parts of diterpene pigment (PR177-1) 蒽g Kun pigment derivative of formula (8-5) Acrylic resin solution 1 Propylene glycol monodecyl ether acetate 8. Preparation of photosensitive coloring composition <Example 34> (Production of photosensitive coloring composition 1 (RR-1)) A mixture of the following composition was uniformly mixed and then filtered with a filter of 1 μm. A photosensitive coloring composition l (RR-1) was produced. Coloring composition KRP-1) 38. 1 part of coloring composition 25 (RP-25) 3. 9 parts of acrylic resin solution 2 13. 2 parts of photopolymerizable monomer 2. 8 parts (Aronix M400 manufactured by Toagosei Co., Ltd.) 2 parts of ethylene glycol monodecyl ether acetate, a sensitizer ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.). 39. 6 parts <Examples 35 to 50> 324003 82 201239038 (Production of photosensitive coloring compositions 2 to 17 (rr-2 to ι7)) In addition to changing the coloring composition URP-D to the coloring composition 2 to the mouth ( RP-2 to 17) 'In addition, the ratio of the coloring compositions 2 to 17 (Rp_2 to I?) and the coloring composition 25 (RP-25) was changed (the ratio was changed within 42 parts of the total amount of the coloring composition) The photosensitive coloring compositions 2 to n (RR-2 to 17) were produced in the same manner as in Example 34 except for the operation. In addition, in the evaluation of the coating film, the coloring composition 2 to 17 (Rp_2 to 17) and the coloring composition 25 (RP) were changed so that the c light source satisfies the chromaticity of χ=〇64〇, y=0·336. -25) ratio. <Comparative Examples 15 to 21> (Production of Photosensitive Coloring Compositions 18 to 24 (RR-18 to 24)) In addition to changing the coloring composition 1 (RP-1) to the coloring compositions 18 to 24 (RP-18 to 24) Further, except for changing the ratio of the coloring compositions 18 to 24 (RP-18 to 24) to the coloring composition 25 (RP-25) (changing the ratio within 42 parts of the total amount of the coloring composition), The photosensitive coloring compositions 18 to 24 (RR-18 to 24) were produced in the same manner as in Example 34. Further, regarding the change ratio, when the coating film is evaluated, the coloring composition η to 24 (RP-18 to 24) and the coloring composition 25 (RP) are changed by the C light source in accordance with the chromaticity of x=0.640, y=0.336. -25) ratio. 9. The color characteristics of the red coating film produced by using the photosensitive coloring composition and the photosensitive coating composition obtained by using the photosensitive coloring composition (RR-1 to 24), and the evaluation of the crystal precipitation by heat are as follows. The method is carried out. Table 3 shows the types and evaluation results of the coloring composition in the photosensitive coloring composition. £ 324003 83 201239038 (Evaluation of color characteristics of coating film) On a glass substrate of 100 mm x 100 mm, 〇. 7 mm thickness, photosensitive coloring is applied as a film thickness of χ=0· 640 ' y=〇·336 in the c light source. After the composition was dried, ultraviolet rays of 3 〇〇mJ/cm 2 were irradiated with an ultrahigh pressure mercury lamp. Further, it was heated at 230 ° C for 60 minutes to obtain a red coating film. Then, the brightness (Y) of the obtained coating film was measured by a microspectrophotometer ("OSP-SP200" manufactured by 〇lympus Optics Co., Ltd.). (Comparative evaluation of the coating film) A method for determining the contrast of the coating film. The light emitted from the backlight unit for the liquid crystal display is polarized by the polarizing plate, and reaches the polarizing plate by the dried coating film ' of the colored composition applied on the glass substrate. If the polarizing plate is parallel to the polarizing surface of the polarizing plate, the light passes through the polarizing plate, but when the polarizing surface is vertical, the light is blocked by the polarizing plate. However, when the light polarized by the polarizing plate passes through the dried coating film of the coloring composition, scattering due to the pigment particles occurs, and if a deviation occurs in a part of the polarizing surface, the polarizing plate penetrates the polarizing plate when it is parallel. The amount of light is reduced, and when the polarizing plate is vertical, a portion of the light passes through the polarizing plate. The transmitted light was measured as the luminance on the polarizing plate, and the ratio of the luminance when the polarizing plates were parallel to the luminance at the vertical direction (contrast) was calculated. (Contrast) = (brightness in parallel) / (brightness in vertical direction) When the scattering due to the pigment in the coating film occurs, the brightness in the parallel direction decreases and the brightness in the vertical direction increases, so the contrast becomes low. A color luminance meter ("BM-5A" manufactured by Topcon Co., Ltd.) was used as a polarizing plate as a polarizing plate ("NPF-G1220DUN" manufactured by Nippon Denshi Co., Ltd.). In the measurement, in order to block the useless light, it is measured 324003 84 201239038

The Vs section opens the hole of the lcm square and is covered with a black mask. The red coating film obtained by the same method as in the evaluation of the color characteristics was used in the measurement of the contrast. (Evaluation of crystal precipitation on the surface of the coating film) On a glass substrate having a thickness of 10 μm nm x 100 μm and 0.7 mm, a photosensitive coloring composition was applied so as to have a film thickness of χ=0·640 in the C light source, and after drying, 'Ultra Super The high-pressure mercury lamp irradiates ultraviolet rays of 300 mJ/cm2. After heat treatment at 230 ° C for 6 minutes, the heat treatment was further repeated twice at 240 ° C for 60 minutes. The surface of the coating film of the substrate after the heat treatment was observed in an optical microscope, and the presence or absence of crystal precipitation was determined based on the following criteria. A: No crystal precipitation B was observed even after 23 (TC 60 minutes heat treatment, the first 24 ° C 60 minute heat treatment, and the second 240 ° C 60 minute heat treatment). Even at 230 ° C 60 After the minute heat treatment and the first 240 C 60 knives heat treatment, no crystals were precipitated (but the second 24 (TC 60 minute heat treatment has crystal precipitation) C · at 23 (TC 60 minutes heat treatment) Crystallization was precipitated, but the first time was 240. (: 60 minutes of heat treatment, crystal precipitation * &gt; · After 230 ° C heat treatment for 60 minutes, there was crystal precipitation 324003 85 201239038 [Table 3]

The type of the coloring composition of the photosensitive coloring composition, the evaluation result, the diketone, the ratio of the ratio of the ketone to the 0 color ratio (Y), the comparison of the crystallization, and the precipitation of Example 34 RR-1 RP-1 RP-25 21.5 5000 B Example 35 RR-2 RP-2 RP-25 21.5 5300 B Example 36 RR-3 RP-3 RP-25 21.5 5000 B Example 37 RR-4 RP-4 RP-25 21.5 5500 A Example 38 RR-5 RP-5 RP-25 21.3 6000 A Example 39 RR-6 RP-6 RP-25 21. 1 5900 A Example 40 RR-7 RP-7 RP-25 21.5 5500 A Example 41 RR - 8 RP-8 RP-25 21.1 5800 A Example 42 RR-9 RP-9 RP-25 21.5 5500 A Example 43 RR-10 RP-10 RP-25 21.4 5500 B Example 44 RR-11 RP-11 RP-25 21.1 5800 A Example 45 RR-12 RP-12 RP-25 21.3 5200 A Example 46 RR-13 RP-13 RP-25 21.4 5300 A Example 47 RR-14 RP-14 RP-25 21.3 5200 B Example 48 RR -15 RP-15 RP-25 21.2 5700 A Example 49 RR-16 RP-16 RP-25 21.4 5600 A Example 50 RR-17 RP-17 RP-25 21.1 5100 B Comparative Example 15 RR-18 RP-18 RP-25 21.5 1500 D Comparative Example 16 RR-19 RP-19 RP-25 20.6 4200 A Comparative Example 17 RR-20 RP-20 RP-25 20.0 2500 A Comparative Example 18 RR-2 1 RP-21 RP-25 20. 7 4000 A Comparative Example 19 RR-22 RP-22 RP-25 20.5 3900 A Comparative Example 20 RR-23 RP-23 RP-25 21.2 3800 c Comparative Example 21 RR-24 RP- 24 RP-25 20.9 4800 B 86 324003 201239038 The effect is known to be used in the formation of color filters at a specific ratio (quality 1 to 97:3 to 85:15) containing CI•Pigment Red 254 disc specific == The examples of the DPP pigment composition are particularly suitable for the precipitation of DPP pigments due to the heating step, especially in the comparative example. In the comparison of Example 34, Example 35, Example 37, Example 40, and Example 43, it was found that the alkyl group having a carbon number of 4 or more or the substituent having the base 4 having a substituent effect can be expected. It is effective in high contrast and inhibition of crystallization. On the other hand, the pigment combined with c. I·Pigment Red 254 is a DPP pigment containing the formula (16), and in the case of not being a specific hetero Dpp pigment, as shown in Comparative Examples 2 and 21, it is inferior in comparison, and The effect of suppressing crystallization is also low. In the comparison of Examples 36 to 39 and Comparative Examples 15 to 17, it was found that the higher the content ratio of the specific hetero DPP pigment of the formula (Ι-lc), the lower the brightness, but the tendency to suppress the crystallization precipitation tends to be large. And, as far as the comparison is concerned, as long as the ratio of the content of the specific miscellaneous DPP pigment is controlled, a balance between brightness and contrast can be obtained. Further, by comparing Example 37 with Example 48, it was found that the pigment derivative treatment had a high contrast effect. In the comparison between Example 37 and Example 49, 'the pigment composition produced by the succinic acid diester co-synthesis method was synthesized, and the CI pigment red 254 and the specific hetero DPP pigment were separately synthesized and mixed in the salt milling treatment. The same effect can be obtained with the pigment composition. 1〇·Color filter production The green photosensitive coloring composition used in the color filter production and 324003 87 201239038 blue photosensitive coloring composition were produced. In the red color, the above-mentioned photosensitive color composition 4 (RR-4) was used. (Preparation of green coloring composition l (GP-1)) The mixture of the composition shown below was uniformly stirred and mixed, and yttrium oxide beads having a diameter of 0.1 mm were used, and dispersed in a Pico mill for 8 hours, at 5 μm. The filter was filtered to prepare a green coloring composition l (GP-1). Green pigment (CI Pigment Green 36) 6. 8 parts of yellow pigment (CI Pigment Yellow 150) 5. 2 parts of resin type dispersant 1.0 part ("EFKA4300" manufactured by Ciba Specialty Co., Ltd.) Acrylic resin solution 1 30.5 parts of propylene glycol 52.0 parts of monomethyl ether acetate (Preparation of green photosensitive coloring composition 1 (GR-1)) The mixture of the following composition was uniformly stirred and mixed, and then filtered with a filter of 1 V m to prepare green photosensitive coloring. Composition l (GR-1). Green coloring composition l (GP-1) 42. 0 parts of acrylic resin solution 2 13. 2 parts of photopolymerizable monomer 2. 8 parts ("Aronix M400" manufactured by Toagosei Co., Ltd.) Photopolymerization initiator 2.0 parts (steam) "Irgacure 907" manufactured by Baline Co., Ltd.) Sensitizer ("EAB-F" manufactured by Hodogaya Chemical Industry Co., Ltd.) 0.4 parts of ethylene glycol monomethyl ether acetate 39.6 parts (blue coloring composition l (BP- i) Modulation) 324003 88 201239038 Diameter Heart - Beads = Blend Mix, use 7.2 parts 4.8 parts) 1 · 0 parts 35. 0 parts 52 · 0 parts of blue pigment 1 (BP one... purple pigment ( CI·Pigment Violet 23) Dispersing agent (Preparation of EFKA4300 Acrylic Resin Solution 1 Propylene Glycol Monodecyl Ether Acetate (Blue Photosensitive Coloring Composition UBR-1) by Ciba Japan Co., Ltd.) After mixing and mixing, the blue photosensitive coloring composition UBIM is prepared by i ^ m 。 遽. Blue coloring composition 1 (BIM) 34 15 15 · 2 parts 3. 3 parts 2 · 0 parts of acrylic acid Resin solution 2 Photopolymerizable monomer (Aronix M400 manufactured by Toagosei Co., Ltd.) Photopolymerization initiator (Irgacure 907, manufactured by Ciba Japan) 0.4 parts of 45.1 parts of sensitizer ("EAB_F" manufactured by Hodogaya Chemical Industry Co., Ltd.) Ethylene glycol monomethyl ether acetate. The black matrix pattern was processed on a glass substrate, and the substrate was sensitized by a spin coater. The coloring composition 4 (rr_4) was applied to have a film thickness of x=0·640, y=〇·336, and a colored film was formed. The film was irradiated with ultraviolet rays of 3 〇〇mJ/cm2 using an ultrahigh pressure mercury lamp through a mask. Next, by spraying an image of 324003 89 201239038 from an alkali developing solution of a 0.2% by weight aqueous solution of sodium carbonate, and removing the unexposed portion, it was washed with ion-exchanged water, and the substrate was heated at 230 ° C. Minutes, forming a red filter section. By the same method, the green photosensitive coloring composition 1 (GR-1) was used to form a blue photosensitive coloring composition l (BR- in a manner of a film thickness of x=0.300, y=0.600. l) A color filter is obtained by coating * forming a green over-cut section and a blue over-cut section respectively in a manner of a film thickness of x = 0.150 and y = 0.060. By using the photosensitive coloring composition 4 (RR-4), it is possible to produce a coloring sheet which is high in brightness and high in contrast and which does not crystallize and precipitate in the heating step. The disclosure of the present application is related to the subject matter described in Japanese Patent Application No. 2011-044576, filed on March 2, 2011, the entire disclosure of which is hereby incorporated by reference. Aid. It is to be noted that various modifications and changes can be added to the above-described embodiments without departing from the novel and advantageous features of the present invention. Therefore, all such modifications or changes are intended to be included in the scope of the appended claims. [Simple description of the diagram] None. [Main component symbol description] None. 324003 90

Claims (1)

201239038 % VII. Patent Application Range: 1. A diketopyrrolopyrrole pigment composition for color filter containing CI Pigment Red 254 and a diketopyrrolopyrrole pigment represented by the following formula (1), CI The pigment red 254 and the above-mentioned diketone 吼p represented by the following formula (1) have a mass ratio of each pigment of 97:3 to 85: 15, CI. (In the formula (1), hydrazine and hydrazine each independently represent: an argon atom, a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, At least one of CF3 or -COfKlOR2, A and B is -COKRDR2, and R1 and R2 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or a phenyl group which may have a substituent. 2. The diketopyrrolopyrrole pigment composition for a color filter according to the above aspect of the invention, wherein the diketone ratio of the formula (1) is a ratio of a pyrrole pigment It is any one containing at least a diketopyrrolopyrrole pigment represented by the following formula U-1) and a diketopyrrolopyp pigment represented by the following formula (1-2), 324003 1 201239038 Cl Cl Formula (1-1) Formula (1-2) (In the formulae (1-1) and (1-2), 'R1 and R2 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or a phenyl group having a substituent). 3. The color filter according to claim 1 or 2, wherein the substituent of the phenyl group is selected from a halogen atom, a carbon number of 1 to 4, and a diketopyrrole ratio. The alkyl group, the alkyl group having 1 to 4 carbon atoms, the cyano group, the trifluoromethyl group, the nitro group, the amine group, and the aminesulfonyl group are one or more groups in the group. The diketopoxime-pyrrole-based pigment composition for a color filter according to any one of claims 1 to 3, which further comprises a pigment derivative. 5. A coloring composition for a color filter comprising a coloring agent, a binder resin, and an organic solvent, wherein the coloring agent contains the diketone oxime ratio according to any one of claims 1 to 4. 0 each π ratio of the pigment pigment composition. 5. The coloring composition for a coloring sheet according to the invention of claim 5, which further comprises a photopolymerizable monomer and/or a photopolymerization initiator. 324003 2 201239038 鬌 7. A color filter comprising a filter segment formed by a coloring composition for a color filter as described in claim 5 or 6. 324003 3 201239038 ' IV. Designated representative map: (1) The representative representative of the case is: There is no schema in this case. (2) A brief description of the symbol of the representative figure: None. 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: Formula (1) 324003 3