TW200918609A - Pigment dispersion assistant, pigment dispersion containing the same, and use of the pigment dispersion - Google Patents

Abstract

Disclosed is a novel pigment dispersion assistant which enables to maintain good fluidity and dispersion stability even in a case where an organic pigment is finely dispersed. This pigment dispersion assistant enables to realize high transparency and high contrast ratio in the fields of color filters and inkjet. Specifically disclosed is a pigment dispersion assistant composed of a compound represented by the following general formula (1) and/or general formula (2). (In the formulae, X and Y may be the same or different and each represents a phenyl group which may be substituted by F, Cl, Br, NO2, CH3 or OCH3; M represents H, Na, K, NH4 or NR1R2R3R4 (wherein R1, R2, R3 and R4 may be the same or different and each represents a saturated or unsaturated aliphatic hydrocarbon group having 1-10 carbon atoms which may be substituted by another substituent, or an aromatic hydrocarbon group having 6-10 carbon atoms which may be substituted by another substituent); and m represents an integer of not less than 1.)

Description

200918609 IX. Description of the Invention: [Technical Field] The present invention relates to a pigment dispersion auxiliary and its use, and more particularly to a pigment dispersion auxiliary agent and a use thereof, even if the pigment dispersion auxiliary agent is In the state in which the organic pigment is finely dispersed, good fluidity and dispersion stability can be maintained, whereby the obtained pigment dispersion is composed of a pigment-dispersed photoresist for printing inks, paints, and color filters. When it is used in a wide range of fields such as inks for inkjet inks, particularly when used in a pigment-dispersing photoresist composition for color filters, transparency or contrast can be increased to a higher level.

L-free technology J Organic pigments have been known as coloring agents since ancient times, and have been used in various inks or materials, and have been used in color filters or inkjet inks. In areas where high transparency or high contrast is required. In the past one year, the dispersion technology of these organic pigments has made remarkable progress;;;' Further, in order to realize the rationalization of manufacturing, the method of dispersing high pigment concentration, 隹~ freshly worked here. 'However, there is basically a problem that if the degree of volatility: the degree of mobility and dispersion stability will decrease. Outside 'in color filters or 喑 fastness and vivid color sound. In the field of Guangmo ^ recorded, it is required to make Gao Jiansan even more. έ It is necessary to make the strong high-grade organic pigments into the finer particle size, and the J-small blade is less stable than originally: 'Southern organic pigments and other pigments produce agglomeration, it is difficult to obtain (four): and the more refined, the easier it is to stabilize the dispersion. In order to solve this problem, the pigments of the pigment itself (200918609) have been developed, and the pigments have good moisture repellency (sucking properties, knife knives) The dispersion of organic pigments is stable and is still undergoing extensive research. For example, the medium + de-alkaline A sound method: I use the adsorption of two (four) table I powder when dispersing the acid pigments and use the affinity of the acid test Pigment Dispersion Sword Dedication: Wen 2 obtains good dispersion stability (for example, refer to the patent ^ dispersion). However, this kind of pigment with acid affinity is required for the realization of color filter 3 Ge inkjet printing. Higher penetration or contrast is not sufficient. ^ Therefore, some people are working on pigment dispersion aids that improve the pigmentation of pigments (4) and (4). For example, revealing a method, 21! A dispersing agent and a pigment dispersing aid containing a specific condensed azo having a rhein group to improve pigment dispersibility (for example, refer to Patent Document 3). It is considered to be a method for realizing the contrast or contrast in the field of color filters in the field of color dispersibility. q In the past, in order to be applied to color liquid crystal display devices for televisions and color liquid crystals for personal computers in recent years. The display device requires the transmittance and high contrast of visible light. In the case of using the red filter of red organic pigment, the transmittance or contrast performance of visible light largely depends on the performance of the color pigment dispersed in the film. However, it is difficult to achieve the desired performance by using a pigment, and it is proposed to be used in combination with other coloring pigments. For example, 'the pigment red 177 of the red main pigment is proposed and other red coloring pigments are used (for example, refer to Patent Document 4). Specifically, as a color pigment of 200918609, it can be exemplified by Pigment Red 5, Pigment Red 9, Pigment Red μ 17, Pigment Red 48, Pigment-Pigment-Pigment Red 48:3, Pigment Red 48:4, Pigment Red 52 : 2, Pigment Red 119, Pigment Red 166, Pigment Pigment Red 224, Pigment Red 226, which have the characteristics of maximum absorption in the wavelength range of 5 to 555 However, the (4) of the red pigments is limited in terms of the above-mentioned transmittance or contrast properties. ^ ^ For example, it is proposed to use other one-week color (pigment yellow 139) for the pigment red 254 of the red main pigment ( For example, refer to Patent Document 5 and Patent Document 6). However, the compatibility of the red main pigment and the yellow coloring pigment is insufficient, and the transmittance or contrast is improved, and further practice is considered. Microparticulation, but if the pigment is yellowed, the flowability or dispersibility may cause problems and the improvement in transmittance or contrast performance is limited.

丨月 j has been proposed in Pigment Red 242 of the main pigment and uses Pigment Red-Persons, 254 as a coloring pigment (for example, refer to Patent Document 7), and in Pigment Red 242 of the main pigment, and Pigment Red 254 is used. As a coloring matter pigment: the color tone is yellowish, so it is proposed to improve the situation in the main pigment, material, work 254 and use pigment red 242 as a coloring pigment system (for example, reference, patent #8) Wait. Further, it has been proposed to use the pigment red 254 as the main pigment, and the material 楱38 as the coloring matter (for example, refer to Patent Document 9). For example, it is also proposed to contain the pigment red 254 and the pigment red 254 to the = For a color filter of a red pigment (pigment k 177 or the like), a photosensitive composition (for example, see Patent Document 10), etc. 200918609 For these systems, the transmittance or contrast performance is improved to some extent. However, these systems have room for improvement in terms of fluidity or dispersion stability. Moreover, in recent years, the industry has demanded further improvement in penetration or contrast.

[Patent Document 1] Japanese Patent Laid-Open Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Patent Laid-Open Publication No. Hei. No. 209 632. Patent Document 6: Japanese Patent Laid-Open Publication No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei No. 1 〇 〇 〇 专利 专利 48 48 24 24 24 24 48 48 24 24 24 24 24 24 24 24 24 [Patent Document 8] Japanese Patent Laid-Open Publication No. Hei. No. 2002-372628 (Patent Document No. JP-A-2002-372628). Therefore, the subject of the present invention is to develop a novel pigment dispersion aid which maintains good fluidity and dispersion stability even in the state in which the organic pigment is finely dispersed. · Color filter or inkjet field that is difficult to achieve so far. Specifically, the present invention provides a 径 枓 枓 枓 辅助 , , , , , , , , 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 用于 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色In the middle, you can get the pigmentation of the skin, the mobility and the dispersion stability of the 令 日 堃 堃 堃 堃 堃 堃 堃 堃 堃 、 、 、 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃 堃The pigment dispersion of the light sheet 8 200918609 has a good fluidity and the present invention provides a color resist composition which is excellent in pigment content and excellent in contrast. Further, the present invention provides a dispersion stable pigment dispersion. Further, an astigmatism resist composition which can obtain a transmittance color filter and a light sheet. In order to solve the above problems, the research has been conducted on the subject of the above-mentioned problems. As a result, by using an auxiliary agent for introducing a sulfonic acid group into a specific monoazo pigment, or an amine salt or a metal salt thereof, The above problems can be completely solved, and the present invention has been completed. In other words, the present invention relates to (1) a pigment dispersion adjuvant which is characterized by being a compound represented by the following formula (1) and/or (7).

[X and Y in the gas are the same or different and represent a phenyl group which may be substituted by p, ci, Br, N02, CH3 or 〇Ch3. μ represents η, Na, K, NH4 or NR1R2R3r4.pl ^ , R, R3 and R4 are the same or different, indicating that the number of slaves which can be substituted by other 200918609 substituents is saturated or unsaturated with 丨~i 〇 A hydrocarbon group or an aromatic hydrocarbon group having a carbon number of 6 to 10 which may be substituted by another substituent. m represents an integer of 1 or more. Further, the present invention relates to (2) a pigment dispersion auxiliary agent which is a compound obtained by subjecting a compound represented by the following formula (31) and/or (32) to a sulfonation treatment.

(31) (32) [wherein, X and Y are the same or different and each represents a phenyl group which may be substituted by F, cn, Br, N〇2, CH3 or 〇ch3. Further, the present invention relates to the pigment dispersion auxiliary according to the above (1) or (2), wherein X is a 2,5-diphenylphenyl group and Y is a phenyl group. Further, the present invention relates to (4) a pigment dispersion comprising: an organic pigment, a pigment dispersant, the pigment dispersion auxiliary agent according to any one of the above items (1) to (3), and an organic Solvent. 200918609 wherein organic = is related to (5) the pigment dispersion as described in the above item (4), red = pigment "material is c丄 pigment red 166 and the coloring pigment is selected from the group consisting of cj pigment-type Λ 科 红 hong 242 and c·1. Red pigment (1) of at least one of the group consisting of Pigment Red 254; containing a group selected from CL Pigment Red 242, U Pigment Red 177, Kansem + Wide, and Long C.1. At least two red pigments (2);

Red pigment (3) composed of ci pigment orange 38, and CI,,,, 付, 254 and/or CI pigment red 66; or, by CI pigment red 177, and c I 颜 鈇 鈇Red coloring pigment (4) composed of red 166 and/or CI pigment orange 38. Further, the present invention relates to the pigment disintegrator according to the above (4) or (5), wherein the pigment dispersant has an intrinsic base. The present invention relates to (7) a pigment dispersion according to any one of the above-mentioned items (4) to (6), wherein the coloring pigment is a micronized pigment obtained by microparticulation, and the present invention relates to (8) The pigment dispersion according to the above item (7), wherein the micronized pigmented pigment is a colored pigment treated by salt milling (tetra) t mimng. The pigment dispersion according to any one of the above items (4) to (8), wherein the salt-milled pigment obtained by the following method is used: A kneading device that performs a revolving motion while rotating the purple leaf, and contains an inorganic salt and a water-soluble dispersion medium after containing a coloring pigment, a water-soluble inorganic salt, and a mixture of a water-soluble dispersion medium which does not dissolve the above-mentioned inorganic salt in essence 200918609 Remove.仃 混 , , 东 东 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 Divide things. Hereinafter, the pigment dispersion auxiliary agent of the present invention, the pigment dispersion containing the pigment dispersion auxiliary agent, and the use of the color filter resist composition, which are the use of the pigment dispersion aid, will be described in detail. Knife Policy <Pigment Dispersion Aid> First, the pigment dispersion adjuvant of the present invention will be specifically described. The pigment dispersion aid of the present invention is a compound represented by the above formula (1) and/or (7). In the above formulae (1) and (7), ... are the same or different, and it means that F, a, Br, N〇2, CH4〇CH^^4lM can be represented by hydrazine, Na, hydrazine, NH4 or . 3 ^ ^ "NI ^ RW" (M) in the above formula (1), (2), R 丨, r2, R and R are the same or different 'to indicate that the carbon number which can be substituted by other substituents is H0 saturation Or an unsaturated aliphatic nicotyl group or an aromatic hydrocarbon group having 6 to 10 carbon atoms which may be substituted by other substituents. Here, examples of the saturated or unsaturated aliphatic hydrocarbon group include a methyl group, an ethyl 'propyl group, an isopropyl group, a butyl group, an isobutyl group, a second butyl group, a third butyl group, and a pentyl group: hexyl group. , octyl, sulfhydryl and other bases; ethylene, dipropyl, i • butyl and other dilute base; two fast base: fast base such as propyl block. Examples of the aromatic hydrocarbon group include a benzoic acid group and the like. Examples of the other substituents include a hydroxyl group, a halogen group, a carboxyl group, an amine group, and a lower alkyl group (the carbon number is a ruthenium or the like. 12 200918609 Further, for the above R2 3 is substituted by another substituent, and may be substituted by one base of μ U. The two or more of them are substituted by other, and the "m" W in the above formula (1), (2) In the compound of the present invention (pigment dispersion auxiliary), the compound represented by the above formula (1) 1 is a compound type, and the tautomer of the compound represented by the above formula is included in the present invention. . That is, the pigment dispersion auxiliary (IV) of the present invention includes two cases: a case where the hydrazine is represented by the formula (1) or (7), and a case where both of the compounds represented by the formulas (1) and (7) are used. Dan x such a pigment dispersing aid system is a novel compound which has been previously known for the determination of a monoazo compound of the following formulas (7) to (10). For example, the powder of the monoazo compound of the formula (3) to (3G) is dissolved in concentrated sulfuric acid, fuming acid, chlorine acid or its like I, and then diluted with a large amount of water to obtain = sputum 'pair The suspension is filtered, washed with water, and the obtained filter cake is not pulverized, whereby a target pigment dispersion aid can be obtained. Furthermore, the continuation obtained by = can of course be neutralized by, for example, a gas-oxidized sodium 2 sulphate # inorganic test compound or an organic amine σ such as an organic amine, thereby preparing a sodium salt, Unload salt, money salt or organic salt. Therefore, as the pigment dispersion aid in the present invention, a product obtained by subjecting the compound represented by (32) to a stone yellowing treatment can also be used. In this case, the effects of the present invention can also be satisfactorily obtained. Further, "the product J obtained by the continuation treatment, of course, also includes the above-mentioned neutralization of the sulfonate obtained by the sulfonation treatment using the above-mentioned inorganic 13 200918609 wf biochemical 5 or organic basic compound. Sodium salt, etc. Further, the commercial product of such a pigment dispersion aid does not exist. 0 hn

14 200918609 h«c~^P) p>

15 200918609 f

16 200918609

Among the pigment dispersing aids, even if the organic pigment is finely dispersed, it has good fluidity and dispersion stability, and a color filter having a higher transparency or contrast can be obtained. From the viewpoint of the coloring composition, 5' is a compound represented by the following formula (33) in which X of the formula (1) and/or (7) is 2 dichlorobenzene mphenyl (using the monotype of the above formula (3) a compound represented by the above-mentioned production method or the like, and/or a compound represented by the following formula (34) (using the monoazo compound of the formula (), and using the above production method The compound obtained is ketone type). Moreover, in terms of money, η, and sinking, it is also appropriate that X of the formula (3 1) and/or (3 2 ) is 2 ς _ friend, and - phenyl phenyl is phenyl. The product obtained by the subsequent azo compound of the above formula (3) and/or (4) is subjected to a subsequent treatment. 17 200918609

<Pigment Dispersion> A pigment dispersion containing an organic pigment, a pigment dispersant, the above-described pigment dispersion aid J, and an organic solvent will be described. The amount of the pigment dispersion aid constituting the bulk material of the present invention is usually 30 parts by mass, preferably 0.1 to 20 parts by mass, based on 10 parts by mass of all the organic pigments. Even if the use of the pigment dispersing aid 1 exceeds the above range, the pigment dispersing effect does not tend to be further improved. As the organic pigment constituting the pigment dispersion of the present invention, at least one red pigment selected from the group consisting of printing oils, inks, paints, color filters, and inkjet printing, yellow pigments, yellow pigments, Orange ketone and purple pigment, etc., the above pigment group is composed of two complex, roll base pigment, dimercapto σ ratio ί4ί- ηι-μ >s pigment, condensed azo pigment, 吲哚 吲哚 琳18 200918609 Materials, perinone pigments, anthraquinone pigments, azo-based pigments with heterocyclic rings, benzimidazolone pigments, anthraquinone pigments, quinacridone pigments and dibromo It is composed of a pigment of dibr〇m〇anthanthr〇ne. Further, as a specific example, when the color index is represented by a generic name, the red pigment may be Pigment Red 9, Pigment Red 19, Pigment Red 38, Pigment Red 43, Pigment Red 48, Pigment Red 49, Pigment Red 52, and Pigment. Red 53, Pigment Red 57, Pigment Red 88, Pigment Red 97, Pigment Red 122, Pigment Red 123, Pigment Red 144, Pigment Red 146, Pigment Red 149, Pigment Red 155, Pigment Red 166, Pigment Red 168, Pigment Red m , Pigment Red 178, Pigment Red 179, Pigment Red 180, Pigment Red 185, Pigment Red 188, Pigment Pigment Red 217, Pigment Red 220, Pigment

Examples of the purple pigment include Pigment Red 190, Pigment Red 202, Pigment Red 2〇6, Pigment Red 2〇7, Pigment Red 2〇8, Pigment Red 209, Pigment Red 21 6 and Red Earth·ι. _ ... red 221, pigment pigment red 2 5 4, pigment yellow 1 3 8 , pigment dial 3 8 , material purple 23 and so on.

Bucket I is, κρ, that is, in the above red coloring composition,

C-Ι. Pigment Red 254 consists of a group of ingredients (〗). Further, in the present invention, the pigment having the highest ratio of addition is the most added in the amounts of 'C.I. Pigment Red 166, CJ 19 200918609 Pigment, .x 1 77, C.i Pigment Red 242 and ci Yan Jie & Red (6). In the case of 丄 枓 枓 254, the total amount of C.I. Pigment 166 • J Feed Red 242 is preferably 70% by mass or more based on all the organic pigments used. In the pigment dispersion containing the above red coloring pigment (1), in addition to the material (1), the effect of the present invention may not be impaired: other organic pigments may be added and mixed. As other organic pigments, for example, a red pigment other than the red color pigment (1), a yellow pigment, an orange pigment, etc., relative to CJ Pigment Red 166, CI Pigment Red m, C I. Pigment Red 242, and CU. Pigment Red 254 The total amount of f 1 〇〇 by mass of the other organic pigment is usually 30 parts by mass or less. When the pigment dispersion of the present invention is used as a red pigment dispersion for a color filter, it can be suitably used as the above organic pigment: containing c.i. Pigment Red 242, CI Pigment Red 254, and ci•Pigment Red π

A red coloring pigment (7) of at least two red pigments constituting the group. For example, for a pigment dispersion for notebook personal computer use, it is preferably a combination of CI·Pigment Red 242 and C I. Pigment Red 254, and the mixing ratio (Beri ratio) is preferably 99:1 to 1 : Range of 99, more preferably 95 ·· 5~51: 49 range. Further, for the coloring composition for television use, a combination of CI Pigment Red 242 and C.i_Pigment Red 177 or a combination of c丄 Pigment Red and c丄 Pigment, 'I77, C·1. Pigment Red 242 is preferred. The mixing ratio (mass ratio) with CI·Pigment Red 177 is preferably 99: 丨~丨: the range of 99 is more preferably 7〇: 3〇~3〇: 20 200918609 曰The range CI Pigment Red 254 and C_I, The mixing ratio (mass ratio) of Pigment Red 177 is preferably in the range of <:1 to 1:99, more preferably in the range of 95:50 to 51:49. On the upper red coloring pigment (2), ', > ~ upper frequency bamboo red, U.1· pigment 254, CI pigment red 177, the respective particle diameter is preferably 〇〇5~〇3 ^ 0.05-0.2 β In the above-mentioned red coloring pigment (2), the total amount of use of C 丄 pigment red 242, c 丄 pigment red, and CI pigment red m is 70% by mass or more of all organic pigments. In addition to the above-mentioned red color pigment (2), the pigment composition containing the red coloring pigment (7) may be blended with other pigments within a range not impairing the effects of the present invention. Examples of the other pigments include red pigments other than the above-mentioned red materials (7), yellow pigments, and orange pigments. In the organic pigment, the other pigment is usually used in an amount of 30 parts by mass to use the pigment dispersion of the present invention as a color filter for the use of the red pigment: the knife organic matter, and can be suitably used as CI; A red coloring pigment (3) composed of a plate 38 and C·1. Pigment Red 254 and/or CI·Pigment Red 166. For example, for pigment dispersions for flat panel displays, it is preferred to combine c, /.I. Pigment Orange 38 with CJ•Pigment Red 254, CI•Pigment Orange 38, >Material Red 254 and CI·Pigment Red 166 The combination. Mixing ratio (mass ratio) In the case of a combination of CL Pigment Orange 38 and c丄 Pigment Red 254, a preferred pigment lamp 38 · C·1. Pigment Red 254 = 90 : 10 to 2 : 98 range, 21 200918609 Better For the range of 80: 20~20: 8〇. In the case of a combination of C J. Pigment %, C^(4), and C.1. Pigment Red 16 6 <RTIgt;, preferably, at least 5 Bile% or more, more preferably 15% by mass or more. Each component. The above red coloring pigment (3) is preferably a total amount of C 丄 Pigment Orange 38, C J Pigment Red 254: Two Pigment Red 166, and is preferably 70% by mass of all the organic pigments used. /〇 above. In addition to the red color pigment (3), the pigment composition containing the red coloring pigment (3) may be added with other organic pigments in a range that does not impair the effects of the present invention. Examples of the other organic pigments include red pigments other than the colorless pigment (7), yellow pigments, and orange pigments. The amount of other organic pigments added is less than or equal to the mass fraction relative to the total of *1 〇〇 by mass of c.i. Pigment Orange 38, C I•Pigment Red 254, and c i. Pigment Red. Further, the pigment dispersion of the present invention is used as a color calender for red

In the case of the color pigment dispersion, as the above organic pigment, a red coloring pigment (4) composed of U pigment red m, c.l pigment red 166 and/or c丄 pigment orange 38 can be suitably used. When a specific red coloring pigment such as δHai is used in the right side, and the pigment dispersing agent having an intrinsic group described later and a specific pigment dispersing aid are used to disperse the pigments, excellent transmittance or contrast performance can be obtained. At the same time, good liquidity and dispersion are obtained. For example, for a pigment dispersion for color television use, it is preferred that C.I. Pigment Red 177 is combined with C I Pigment Red 166 and/or c丄 Pigment Lamp π. In the case where the mixing ratio (mass ratio) is a combination of c丄 pigment red 177 and CL pigment red 166 22 200918609 = color, it is preferably C·!·Pigment red ^. Pigment red 166 + C·1·Pigment orange 38 ) = 30 : 70~80 : 20 : in the range of "C.1. Pigment Red 166 and c.1. Use of Pigment Orange 38 to 6n ratio" is preferably C.1 · Yan Kehong 166: C丄Pigment Orange 38=4〇: 6〇~1: 99 range. (10) The total amount of use of 'c丄 pigment red 177, U•pigment red 撼 station 1 pigment orange 38 in the coloring pigment (4) is preferably 7% by mass or more of all the organic pigments used. In the pigment dispersion of the above red coloring pigment (4), in addition to the above-mentioned red color pigment (4), other organic pigments may be used without impairing the effects of the present invention. Examples of the other organic pigment include a red pigment other than the material (4), a yellow pigment, and a color shift; an amount of orange 38, a new color, a red pigment m, a CL pigment red 166, and a C.1 pigment mass portion are as follows: ρ. Bayer reading, the amount of other organic pigments is usually 30 钭 8 4: In the invention, the amount of the above organic pigment is, based on the total solid content of the above-mentioned Yankee dispersion, the total amount is preferably 5~ 8 〇 quality. The mass of the organic pigment used in the second/second 5' is more preferably in the range of 20 to 50% by mass. For the transmittance of the k-nan color light-emitting sheet or ink-jet printing and the organic pigment, it is preferably a microparticle-treated one. Further, it is more preferable that the following treatments are carried out by using a kneader or a three-piece leaf-cutting side = pigment grinding, a == kneading device, etc., and using an inorganic salt to make the organic fine. ", = grinding treatment so that the - sub-size of the organic pigment is more micro", preferably used so that the three stirring blades are respectively rotated from 23 200918609 - while the orbital movement is carried out, The sputum is placed in the organic dermatology of the 盐π. At this time, the salt grinding can be made more fine and evenly hooked. It will also make the 3 pieces of stirring-sub-granularity rotation-revolving movement In the case of the Trimix treatment, the salt grinding treatment is particularly referred to as the treatment described in the above-mentioned THmix treatment, etc. The international publication W〇06/〇9826i is eight-body and the above-mentioned Trimix treatment is borrowed. For example, the use of three pieces of 糌 狴 狴 A A : : 授 授 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨 桨^No: After mixing a mixture of the above-mentioned inorganic salt water-soluble dispersion medium (alkoxy alcohol, scaly, etc.), the inorganic salt and the above-mentioned water-soluble dispersion medium are removed. The pigment dispersion constituting the present invention The pigment dispersant is explained. As the above pigment For the powder, for example, a pigment having a basic base can be suitably used. As the pigment dispersant having a basic group, a pigment dispersion composition for printing inks, paints, and color calendering sheets, and inkjet printing can be used. The basic polymer pigment dispersant used in the ink, for example, may be exemplified as follows. The pigment dispersant is appropriately selected depending on the type of the organic pigment to be used or the type of the organic solvent to be described later. An amine group and/or an imine group of an amine compound (for example, a poly(lower enamine) such as polyallylamine, polyvinylamine or polyethylene polyimine) and a polyester selected from the group consisting of a polyester having a free carboxyl group and a polyamine a reaction product of at least one polymer of a group consisting of polyester decylamine (Japanese Patent Laid-Open Publication No. Hei. No. 2-599-6); 24 200918609 (2) having a side chain selected from a polyester side chain, a polyether side chain, and At least one side chain of a group consisting of polyacrylic acid side chains and at least one carbon bismuth imide type compound each containing a basic nitrogen group (International Publication No. WO 04/000950); (3) Poly(lower) olefin Amine (alk a reaction product of a low molecular weight amine compound such as a methylimine bis propylamine and a polyester having a free carboxyl group (Japanese Patent Laid-Open Publication No. SHO 54-37082, Japanese Patent Laid-Open No. Hei 01-311177 (4) The isocyanate group of the polyisocyanate compound is sequentially reacted with an alcohol such as methoxypolyethylene glycol or a caprolactone polyester having one base group and having 2 to 3 isocyanate groups. A reaction product formed by reacting a compound having a functional group, an isocyanate-reactive functional group, and an aliphatic or heterocyclic hydrocarbon compound having a tertiary amino group (Japanese Patent Application Laid-Open No. Hei 2-6丨2) (5) a reaction product formed by reacting a t-isocyanate compound and a smoke-based compound having an amine group with a polymer having an alcoholic hydroxyl group; (6) adding a poly-chain to a low-molecular amine a reaction product formed by a base compound; (7) a reaction product formed by reacting a compound having an amine group with a compound having an isocyanate group (Japanese Patent Laid-Open Publication No. Hei 4_21〇22〇); (8) having a free state Linear polymer A reaction product formed by reacting an organic amine compound having a secondary amine group with a polyepoxy compound (Japanese Patent Laid-Open Publication No. Hei 09-87537); octa (9) having a functional group reactive with an amine group at a single terminal a reaction product of a polycarbonate compound and a polyamine compound (Japanese Patent Laid-Open No. 09-194585 No. 25 200918609); (ίο) selected from methyl methacrylate, ethyl methacrylate, propyl methacrylate , butyl methacrylate, stearyl methacrylate, benzyl methacrylate, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, stearyl acrylate, benzyl acrylate, etc. At least one of an ester and an acrylate, and a base containing acrylamide, methacrylamide, N-hydroxymethyl decylamine, vinyl imidazole, vinyl pyridine, a monomer having an amine group and a polycaprolactone skeleton, and the like a copolymer of at least one of a polymerizable monomer of the group and at least one of the present ethylene, a styrene derivative, and another polymerizable monomer (Japanese Patent Laid-Open Publication No. Hei 01-164429); (11) An acrylic-based block copolymer composed of a block of a basic group such as a tertiary amino group or a quaternary ammonium salt group and a block having no basic g-energy group (Japanese Patent Laid-Open No. 2005-55814) (Description of the acrylic block copolymer described in the specification); (12) Dispersion of the pigment obtained by subjecting the poly(ε) acid vinegar compound to polyallylamine to a Michael addition reaction (Japanese Patent Laid-Open Publication No. Hei 09-194585); U3) a carbodiimide compound having at least one of a polybutadiene bond and a nitrogen-containing group (Japanese Patent Laid-Open Publication No. Hei 2-6-257243) (14) a group having at least one of a side chain having a mercaptoamine group and a base containing a basic nitrogen in the molecule (Japanese Patent Laid-Open Publication No. 2006-176657); 15) Polyurethane acetylated system having a structural unit containing an ethylene oxide chain and a propylene oxide chain and having a quaternized four-staged amine group 26 200918609 曰 Patent Patent Compound (Japanese Patent Laid-Open No. Hei 10_246812, No. 2008-16404). It is preferable that the amount of the pigment dispersant used in the present invention is 100 parts by mass, usually U00 parts by mass, based on all the parts by mass, preferably 1 part by mass, and sometimes 200 parts by mass of the pigment. . If the amount of the pigment dispersant used is not uniform, the dispersibility will decrease. On the other hand, if the developability exceeds, the developability will decrease. f

The organic solvent constituting the pigment dispersion of the present invention is not suitable for use in an organic solvent in the fields of inks, paints, color filters, and ink jets. Specifically, it can be exemplified by ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethylene glycol, and propylene glycol. Monoether ether, propylene glycol monoethyl ether, propylene glycol monobutyl _ ^ — C* diol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ether and other ether-based organic solvents; ethylene glycol monomethyl ether acetate Ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol, monoethyl acetate, acetic acid, and the like, an organic solvent; methyl isobutyl ketone, cyclohexanone , ketone organic solvents such as 2_heptanone, δ-butyrolactone; 2-hydroxypropyl propionate, 2-hydroxypropionate ethyl ester, 2-hydroxy-2-methyl propionate ethyl ester, 3·methyl _3_methoxybutyl propionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, 3-methoxypropionic acid, 3-ethoxypropionic acid An ester-based organic solvent such as ethyl ester, ethyl ethoxyacetate, glycolic acid ethyl acetate or n-amyl formate; an alcoholic solvent such as methyl leaven, ethanol, isopropanol or butanol; Ν-methylpyrrolidone, hydrazine, hydrazine - dimethyl carbamide, hydrazine, _ Dimethylacetamide nitrogen-containing organic solvents and the like. These organic solvents may be used alone or in combination of two or more. 27 200918609 The above organic solvent is appropriately selected depending on the use of the pigment dispersion or the desired physical properties. The pigment dispersion of the present invention may further contain a binder resin in advance. Examples of the above-mentioned binder resin include a thermosetting resin, a thermoplastic resin, a soluble resin, and a photopolymerizable compound (photopolymerizable resin, a monomer having one or more photopolymerizable unsaturated bonds in the molecule, an oligomer, etc.) Wait. These may be used alone or in combination of two or more. Among them, it is preferable that the adhesive resin having a transmittance of 8 Å or more in the entire wavelength range of 400 to 700 nm in the light-receiving region has a transmittance of preferably 95% or more. With respect to such a binder resin, the total amount of the binder resin used in the mass fraction of the total solid content of the pigment dispersion of the present invention is preferably 5 to 94% by mass, more preferably 20 to 50% by mass. The scope. Examples of the thermosetting resin or the thermoplastic resin include a butyral resin, a styrene-maleic acid copolymer, a vaporized polyethylene, a vaporized polypropylene, a polyvinyl chloride, and a vinyl chloride-vinyl acetate copolymer. 'polyvinyl acetate, polyurethane resin, phenol resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclized rubber, epoxy Resin, cellulose, polybutadiene, polyimide resin, benzoguanamine resin, melamine resin, urea resin, and the like. The photopolymerizable resin as the photopolymerizable compound can be introduced into a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group or an amine group through an isocyanate group, an aldehyde group or an epoxy group. A resin having a photocrosslinkable group such as an acrylic compound or cinnamic acid, or a (meth)acrylic compound having a hydroxyl group such as a hydroxyalkyl (meth)acrylate, may be used, and benzene 28 200918609 ethylene-cis-butene The enedic anhydride copolymer or the α-olefin-maleic anhydride copolymer 3 has a linear south molecule of sour liver and is a polymer obtained by semi-g. Examples of the monomer having one photopolymerizable unsaturated bond in the molecule of the photopolymerizable compound include methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, and acrylic acid. Alkyl methacrylate or alkyl acrylate such as decyl acrylate, butyl acrylate or 2-ethylhexyl acrylate; arylalkyl acrylate or propyl acrylate such as benzyl methacrylate or benzyl acrylate ^ 烧基自意; methacrylic acid butoxyethyl acrylate, butyl acrylate or other methacrylic acid alkoxyalkyl ester or acetoacetic acid alkoxyalkyl ester; hydrazino hydrazine, hydrazine - Aminoalkyl methacrylate or amide alkyl acrylate such as dimethylaminoethyl acrylate, hydrazine acrylate or hydrazine-dimethylaminoethyl ester; diethylene glycol diethyl ether, triethylene glycol butyl ether a methacrylate or acrylate of a polyalkylene glycol alkyl ether such as dipropylene glycol methyl ether; a methacrylate or acrylate of a polyalkylene glycol aryl ether such as hexaethylene glycol phenyl ether; an isobornyl methacrylate Ester or isobornyl propionate; glycerol methyl propionate or glycerol acrylate; methacrylate 2- Ethyl group or a 2-hydroxyethyl acrylate and the like. Examples of the monomer having two or more photopolymerizable unsaturated bonds in the molecule of the photopolymerizable compound include bisphenol fluorene dimethacrylate and 1,4-butanediol dimethacrylate; 3-butyl diferney dimercapto acrylate, diethylene glycol dimercapto acrylate, glycerin dimethacrylate, neopentyl glycol dimethacrylate, polyethylene glycol dimethacrylate, polypropylene glycol Dimercapto acrylate, tetraethylene glycol dimethacrylate, trishydroxypropyl propane tridecyl acrylate, pentaerythritol trimethacrylate, pentaerythritol tetradecyl acrylate, dipentaerythritol tetradecyl acrylate, two Pentaerythritol six 29 200918609 methacrylate, dipentaerythritol pentadecyl acrylate, bisphenol A dipropylene I ruthenium, 1,4-butanediol diacrylate, hydrazine, 3-butanediol diacrylate, diethyl Glycol diacrylate vinegar glycerin diacrylate vinegar, neopentyl glycol diacrylate vinegar, polyethylene glycol diacrylate, polypropylene glycol diacrylic acid vinegar, tetraethylene glycol diacrylate, trishydroxypropyl propane Acrylate, pentaerythritol tripropyl埽酉文酉日: pentaerythritol tetrapropyl acrylate, dipentaerythritol tetraacrylic acid vinegar, pentaerythritol, acrylic acid vinegar, diquaternic acid tetraacetic acid vinegar. The above-mentioned soluble resin will be described in detail below as a pigment dispersion used as a photo-light-shadowing method for the color light-shadowing W pigment-dispersing photoresist composition. The pigment dispersion of the present invention mainly consists of an organic pigment, a pigment dispersion back 1J, a pigment dispersion aid, and an adhesive component in a pigment dispersion. Generally: = constitutes 'the condition υ τ occupies 90 to 1 〇〇 quality%. Further, various additives can be used in accordance with the method for producing a photopolymerization initiator and a ruthenium polymer according to the wood private day + ti described later. With regard to the above photopolymerization initiator, for example, when the pigment dispersion of the present invention can be produced by the previous gossip, the production method of the first method can be used, for example, the following production method can be used to first obtain the organic pigment coarse dispersant. , organic solvent::: two kinds of pigment dispersion auxiliary agent high-speed stirring device, bead mill, ball mill: using roller mill, kneading machine, high-pressure dispersing machine and other dispersing machine pairs / mill, ultrasonic disperser, after The resulting /3⁄4 compound was kneaded and subjected to dispersion treatment at 30 200918609 to obtain a pigment dispersion. Method for producing a pigment dispersion having two or more kinds of organic pigments> 2' As a method for producing a pigment dispersion containing two or more kinds of organic pigments using the above materials, a person " .., v _ 3 has the above red An example of the coloring pigment (4) will be described. Further, when there are other red colored pigments (1) to (3) containing right, the organic pigments used are different and the same.卜, all with red pigment (4) [manufacturing method] f (added after the dispersion of the helmet - ^ 疋 pigment ratio): organic pigments obtained by salt grinding treatment cj • pigment red Μ Pigment dispersant, pigment dispersing aid, organic solvent, agent, get the complementary color pigment and other adding machine, high speed sandalwood, roller mill, kneading machine - factory, machine, ball mill, sand mill Various kinds of dispersions, such as ultrasonic sound splitting machine and inter-pressure dispersing machine, are subjected to dispersion treatment to obtain a mixture of CJ. In the same way; the pigment of β ~ red 177 is dispersed and composed - ==. 166 pigments...forms, pigments: 20%: 2 = containing * to add the obtained material dispersion composition and MCI shots 1 and · · pigment red 166 of the face to add adhesion (four), there are (four) m The product is obtained, and the pigment dispersion device of the present invention is obtained by using the medium-speed stirring and the red coloring 彡 _ 4 to carry out the filtration to obtain the pigment dispersion of the present invention containing the color affixing (4). In the above production method 31 200918609, the binder resin can be added when the pigment dispersion composition is produced. Further, it may be added after the preparation of the pigment dispersion composition and the preparation of the pigment dispersion. (co-dispersion) obtained by CJ•Pigment Red 177 obtained by salt milling treatment, c_i·Pigment Red 166 and/or c 乂I丄 Yankee Orange 38, pigment dispersant, pigment obtained by salt grinding treatment A mixture of a dispersing aid, an organic solvent, an optional binder resin, a complementary color-retaining pigment, and other additives. Various mixers such as a mill, a kneader, a high-speed mixing device, a bead mill, a ball mill, a sand mill, an ultrasonic disperser, and a high-pressure disperser are kneaded and dispersed to obtain a pigment dispersion. Composition. Then, the obtained pigments are divided into I έ, 'Gucun knife slab composition, as needed, adding adhesion: II. θ: solvent, other additives' using a stirring device such as a high-speed mixer, and then using a filter. A pigment dispersion of the present invention containing a red colored pigment (4) is obtained. In the above production method, it is added when the composition of the tree is dispersed, and also after the preparation of the pigment knife composition, when the pigment dispersion is produced. Addition of the above-mentioned pigment dispersion containing two or more kinds of organic pigments is more suitably described in the above method ("addition after being dispersed, to be a predetermined ratio of pigmentation" and "co-dispersion") The method is a method in which a pigment dispersant and a pigment dispersing agent are used together, and an organic pigment (CI, Eryan::1·pigment red 166, CJ·pigment dial 38) is dispersed. The treatment composition ' is then produced by dispersing the composition 77 of the obtained pigment. In this case, for example, the dispersion 32 200918609 is excellent in stability and fluidity as compared with the case where the dispersion treatment is carried out by using a pigment dispersant (without using a pigment dispersion aid), and high contrast and the like can be obtained. The pigment dispersion obtained in this manner is optionally used for printing inks, coatings, pigment dispersion photoresist compositions for color filters, and various binders, organic solvents, surfactants, and other various additives. In inkjet inks, inks for recording instruments, ribbon inks, liquid developers, and the like. <Pigment-dispersed photoresist composition for color filters>

As an example of a preferred use of the pigment dispersion of the present invention, a color filter 帛彦 sheet material dispersion resist composition will be described in more detail. The pigment-dispersing photoresist composition for the above-mentioned private color filter has an active energy ray-curable composition and can be tested as a photoresist composition, and in addition to the above-mentioned pigment dispersion, a soluble resin and light are appropriately contained. The polymerizable compound 'photopolymerization initiator' may optionally contain an organic solvent, a thermal polymerization inhibitor, a decane coupling agent or a titanate coupling agent for improving adhesion to a substrate, a UV absorbing agent, an antioxidant, and the like. additive. Regarding the amount of the organic pigment constituting the pigment-dispersed photoresist composition for color reduction η 7 bar/willing light sheet of the present invention, the total amount of the pigment-dispersed photoresist composition relative to the shirt color filter is relatively The quality of the solid part _ m Berry knife, the total amount of organic sputum used is preferably 5~80 詈%, the evaluation of the weight of the ΛΛ ΛΛ 负 更 更 更 更 更 更 更 更 更 0 0 0 0 0 0 0介冯 constitutes the hair of the hair, the source of the pigment, and the pigment-dispersing photoresist, which is soluble in the developing solution, and is particularly soluble in the developing solution. There is no special limit. Among them, a soluble resin having (4) is preferred, and 33 200918609 is particularly preferably a copolymer of an ethylenically unsaturated monomer having more than one carboxyl group and another copolymerizable ethylenically unsaturated monomer. Specific examples thereof include an ethylenically unsaturated monomer having a carboxyl group such as acrylic acid or methacrylic acid, and a styrene selected from the group consisting of copolymerizable with an ethylenically unsaturated monomer having a carboxyl group, 2-hydroxyethyl acrylate, and methyl group. 2-hydroxyethyl acrylate, allyl acrylate, allyl methacrylate, benzyl benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, (glycerol monoacrylate, glycerol methacrylate A copolymer of an ester, an N-phenyl maleimide, a styrene macromonomer, and a polymethylmethacrylate macromonomer to a group of ethyl women's unsaturated monomers. The acid value of the copolymer is preferably from 5 〇 to 300 mg K 〇 H / g. At this time, if the value of 2 is less than 50 mg KOH / g, there is a tendency that the composition of the photoresist decreases in the developer. On the other hand, if the acid value is exceeded, the postal deletion/§ has the following tendency: the solubility in the alkali developer becomes too large = when developing, the colored layer may easily fall off from the substrate: (- The film on the surface of the layer is thick. k _ Again, in this manual, acid It refers to the reason that the 暇 Λ * 杂 * * * * * 系 系 系 , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , The weight of the alkali-soluble resin l, 〇00~l〇n nnn ^ ^ J knife on the weight is usually 〇〇, 〇〇〇. The weight of the right alkali-soluble resin is 1,000, there is dissolution in the alkali developer The situation of sexual sheda. The problem of the reduction of the development characteristics of the foot + dandan is lower. (1) The viscosity of the photoresist composition becomes higher in the organic solvent and the viscosity of the photoresist composition becomes higher. 吟34 200918609 In the invention, the weight average molecular weight of the alkali-soluble resin is a polystyrene-equivalent weight average molecular weight obtained by GPC (Gel Permeation Chromatography). In the present invention, the apparatus uses Water 2690 (WAters). The column is made of PLgel 5 /i MIXED-D (manufactured by Polymer Laboratories). The amount of the alkali-soluble resin used in the present invention is usually 1 〇 with respect to 100 parts by mass of all the organic pigments used. 〗, 〇〇〇 quality The amount is preferably from 20 to 500 parts by mass. If the amount of the alkali-soluble resin is less than the parts by mass, for example, alkali developability may be lowered, or scum or residue may be generated on the substrate of the unexposed portion or on the light shielding layer. On the other hand, if the amount of the soluble resin used exceeds i'000 parts by mass, it may be difficult to achieve the target color density of the film due to the relative decrease in the concentration of the organic pigment. As the color filter for constituting the color filter of the present invention The photopolymerizable compound of the photoresist composition can be the same as the photopolymerizable compound described in the above pigment dispersion.

In the present invention, the amount of the photopolymerizable compound used is preferably from 3 to 50% by mass based on the mass fraction of the total solid content in the pigment-dispersed photoresist composition for a color filter of the present invention. The scope. The photopolymerization initiator which constitutes the pigment-dispersing photoresist composition for a color filter of the present invention is not particularly limited, and examples thereof include diphenyl fluorenone, n, n, _wethyl _4, 4·. _Diaminobenzonitrile, 4-methoxy-4-4,-dimethylaminodibenzophenone, benzoin, 2,2-diethoxyacetophenone, benzoin, benzoin ether, Benzoin isobutyl ether, styrene dimethyl ketal, hydroxy isobutyl ketone, thioxanthone, 2-chlorothioxanthone, hydrazine-hydroxycyclohexyl stylyl _, third 35 200918609 butyl hydrazine, 1 - gas, 2,3-dioxane, 3-gas-2-methylindole, 2_ethylhydrazine, M-naphthoquinone, 1,2-benzopyrene, ι,4·2 Methyl hydrazine, 2_phenyl hydrazine, 2-methyl-l[4-(indolylthio)phenylmorpholinylpropanone, a dioctopide photopolymerization initiator, and the like. These photopolymerization initiators may be used alone or in combination of two or more. In the present invention, the amount of the photopolymerization initiator to be used is preferably idO by mass based on the mass fraction of the total solid content in the pigment-dispersed photoresist composition for a color filter of the present invention. range. The organic granule constituting the pigment dispersion composition for a color filter of the present invention is the same as the above-mentioned water-soluble dispersion medium, and preferably has a boiling point of 1 〇〇 under ten pressure (1.013×102 kPa). 22〇t ester organic solvent, ether organic solvent, ether vinegar organic solvent, ketone organic solvent, aromatic hydrocarbon solvent, and nitrogen-containing organic solvent. As a preferred organic solvent, the organic solvent in the pigment dispersion of the present invention may be listed as the solubility and dispersibility in the organic solvent.

Barium acetate 7B 7 known: methyl ether, diethylene glycol methyl ether, ethylene glycol monomethyl ether ketone θ, propanol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ring (10), 2-gg _ 2, propyl acetoacetate, 3 - methyl: ester, ethyl 3-methoxypropionate, 3 η methoxy butyl propionic acid is more preferably propylene glycol monomethyl urate (four) W, formic acid pentane vinegar, etc. , coating = soluble solubility of soluble resin, pigment dispersibility, etc., etc., all organic solvents used in the dispersion of the photoresist composition of the present invention = 36 200918609 5 The mass % is more preferably 70% by mass or more on μ ^ . Further, if the right amount contains an organic solvent having a boiling point of more than 22 G ° C, it may be that the cloth is formed. (IV) The organic solvent is not sufficiently evaporated: the residual film (4) is caused to cause a decrease in heat resistance of the dried coating film. In addition, it is difficult to obtain a coating film having excellent surface smoothness when the white coating I has an organic solvent that does not reach the point of the earth. The main color of the Sun's 11-month-old color filter is composed of a pigment-dispersing photoresist composition. Wang Yao is made up of organic pigments, Weng thick eighti, Α soluble resin, and light-polymerized into: material dispersing aid, inspection It can be configured that the components are in the (four) first polymerization initiator and the organic solvent... "The color filter for the pigment dispersion photoresist composition usually accounts for 90 to 100 mass 〇 / 〇. ^ Invented color filter In the pigment dispersion-dispersing composition for a sheet, various additives such as other photopolymerizable compounds, thermal polymerization inhibitors, and line absorbers, antioxidants, etc. are suitably used. Material 8: t The above-mentioned constituent materials are used to manufacture the color filter of the present invention. The light sheet is described by the method of the composition of the knives of the knives. The preferred embodiment of the invention of the composition of the pigment dispersion agent for the color ray film is not limited to the present invention. Here, the 0-light sheet::: the constituent material described above for producing the color filter-dispersed photoresist composition of the present invention, can be obtained by using the following method: in the use of: photopolymerization = = pigment dispersion, The above photopolymerizable compound, pot hexa-alkali Soluble resin, an organic solvent and added as needed "add # Bu He and (iv)" Set # (iv) be mixed. 37 200918609 < 3 A method for producing a pigment-dispersed photoresist composition for a color filter having two or more kinds of organic pigments> Further, as a color filter containing a bismuth-shaped color containing two or more kinds of organic pigments using the above materials The method of dispersing the photoresist composition with a pigment for a light sheet, and the above-mentioned red coloring pigment (the case of the sentence is explained. Furthermore, the case of containing other red coloring pigments (1) to (3)' Other than the pigment, the others are the same as those in the case of containing the red coloring pigment (4). [Manufacturing method] (Additionally, the method is to add a predetermined pigment ratio) C_I_Pigment red obtained by salt-milling the organic pigment In the pigment of 177, a pigment dispersant, a pigment dispersing aid, an organic solvent, an alkali-soluble resin, and other additives are added to obtain a substance composed of the same, and a regrind machine, a kneader, and a fascinating device are used. , a bead mill, a 1 grinder, a sand mill, an ultrasonic disperser, a high-pressure disperser, and the like, which are obtained by mixing various kinds of dispersing fats, and are subjected to dispersion treatment to obtain a dispersion treatment. C丄, a pigment dispersion composition of Eosin 177. In the same manner, a pigment dispersion composition of 166, a pigment dispersion composition of 166, and a pigment dispersion composition of the pigment lamp 38 were obtained, and a pigment dispersion coloring composition of a complementary color pigment was obtained as needed. And the pigment dispersion color composition of the obtained ci μΓΓ7, the pigment dispersion of CL pigment red 166 and/or the pigment dispersion composition of CI 'Pigment Orange 38, as needed, in a predetermined pigment content, if necessary: color颜: Dou's pigment disperses the coloring composition, and adds a photopolymerizable compound = a polymerization initiator, a soluble resin as needed, an organic solvent, a ~~ additive, and a uniform mixing device such as a high-speed scrambler After 38, 2009, 18,609, a transition is made with a filter to obtain a pigment-dispersing photoresist d composition for a color filter. In the above manufacturing method, the soluble resin can be added at the time of & pigment dispersion composition... The pigment-dispersed composition is then added as a pigment-dispersing photoresist composition for color calendering. (Co-dispersion) Obtained by a salt-milling treatment. 177. C·!. Pigment Red 166 and/or CI•Pigment Dial 38 obtained by salt milling treatment, pigment dispersant, pigment dispersion aid, organic solvent, soluble resin as needed, and complementary color pigment as needed And a mixture of other additives. Using a roller mill, a kneader, a high-speed stirring device, a bead mill, a ball mill, a stone mill, an ultrasonic disperser, a high disperser, etc. The compound is kneaded and subjected to a dispersion treatment to obtain a colored composition. Then, a photopolymerizable compound, a photopolymerization initiator, an alkali-soluble resin, an organic solvent, and other additives are added to the obtained coloring composition, and After uniformly mixing by a stirring device such as a high-speed mixer, the H device is subjected to enthalpy, and a pigment dispersion light for color filter is obtained. In the above production method, the 'alkali-soluble resin can be added at the time of producing the color composition. Further, it may be added after the coloring composition is formed and when the coloring filter is used as a coloring agent for dispersing the photoresist composition. As a method for producing the pigment-dispersed photoresist composition for a color filter, it is preferable to use the above method ("addition of J and "co-dispersion" so as to become a predetermined pigment ratio after dispersion) In the method, the pigment dispersant and the pigment dispersing aid are used together to disperse the organic pigment (CI pigment red m, c 丄 pigment red 166, c 丄 pigment orange 38) 39 200918609 to obtain a pigment dispersion composition (coloring) a composition), and then mixing the other components in the obtained material component (coloring composition) to produce a force I: at this time, for example, using a pigment dispersant (without using a pigment dispersing aid) In the case of dispersion treatment, dispersion stability and fluidity are excellent, and high contrast and the like can be obtained. The pigment dispersion aid of the present invention has the above-mentioned compound, so that even in the state in which the fine pigment is dispersed in the organic pigment, the fluidity and dispersion of the Weicai Temple can be well applied to the color passage or the mouth. In the ink field, it can achieve higher transparency or contrast. [Embodiment] Hereinafter, the present invention will be described in more detail by way of examples, but the invention is not limited to the embodiments. In addition, "%" means "% by mass" and "parts" means "parts by mass" as long as there is no special declaration. <Pigment Dispersion Aid> (Pigment Dispersion Aid 1) ' 30 ml of concentrated sulfuric acid was added to a 〇〇ml conical flask, and 1 〇g of Pigment Red 2 was added while stirring with a magnetic stirrer (in the above formula) And/or (the compound represented by (a)), stirred at room temperature for 30 minutes. A mixture of 5 g of water and 50 g of ice was added to a 1 L beaker, and the above reactant was poured into the ice water and stirred with a magnetic stirrer. After 3 minutes, it was filtered and washed with water under reduced pressure, and the obtained solid was dried to obtain 12 g of a target [the compound represented by the above formula (33) and/or (34): M = H, m =1 or 2). <Organic Pigment> Preparation Example 1 (Trimix-treated Pigment Red 254) 200918609 750 parts by mass of CI Pigment Red 254, 7500 parts by mass of granules were added to a tank of Trimix ΤΧ-15 (trade name, manufactured by Inoue Seisakusho Co., Ltd.) It is 20 " m gasified sodium, 1800 parts by mass of diethylene glycol. Salt milling was carried out in a range of 70% of the rated current value of 9.3 A and kneading at 45 t for 3 hours. Then, 1300 parts by mass of the obtained kneaded product was added to 3 warm water, and heated to 7 (rc while stirring for 1 hour to form a slurry. After filtration and washing with water, sodium chloride and diethylene glycol were removed. ,to

After drying overnight at ° C, 95 parts by mass of Trimix-treated Pigment Red 254 (PR254) was obtained. Production Example 2 (Trimix-treated Pigment Red 177) Trimix-treated Pigment Red 177 (PR177) was obtained in the same manner as in Production Example 1, except that C.1·Pigment Red 177 was used instead of C.I. Pigment Red 254. Preparation Example 3 (Trimix-treated Pigment Red 242) Using CI Pigment Red 242 to replace the CI·Pigment Red 254, the same procedure as in Preparation Example 1 was carried out. Treatment of Pigment Red 242 (PR242). 'Preparation Example 4 (Trimix treatment Pigment Red 166) The same formula as in Preparation Example 1 was used except that CI Pigment Red 166 was used to connect τ*, instead of C.I. Pigment Red 2 5 4 . Trimix treated Pigment Red 166 (PR166) was paid. 'Preparation Example 5 (Trimix-treated Pigment Red 224) Using CI Pigment Red 224 to give you a dry τ ★ To replace CI·Pigment Red 254, except for the same formula as in Preparation Example 1. Red 41 200918609 224 (PR224) ° Preparation Example 6 (Trimix-treated Pigment Red 264) Trimix-treated Pigment Red was obtained in the same manner as in Preparation Example 1, except that C.I_Pigment Red 264 was used instead of CI Pigment Red 254. 264 (PR264) ° Preparation Example 7 (Trimix Process Pigment Orange 38)

Trimix treated pigment dial 38 (P038) was obtained in the same manner as in Preparation Example 1, except that C.I. Pigment Orange 38 was used instead of c.I. Pigment Red 254. Preparation Example 8 (Trimix-treated pigment dial 71) A Trimix-treated pigment lamp 71 (p〇71) was obtained in the same manner as in Production Example 1, except that C_I_Pigment Orange 71 was used instead of c.I. Pigment Red 254. Production Example 9 (Trimix-treated Pigment Yellow 139) Trimix-treated Pigment Yellow 139 (PY139) was obtained in the same manner as in Production Example 1, except that c.i. Pigment Yellow 139 was used instead of C. Pigment Red 254. Preparation Example l (Trimix treatment pigment yellow 15 〇)

Use CI Pigment Yellow 1 5 〇爽神娃 r T *5 ·ϊΗ Λ m A 朁 朁 CI Pigment Red 254, except for the same as in Preparation Example 1 - 'Luo Lu rp. · J Heart Type Trimix treated Pigment Yellow 150 (PY150) was paid. Preparation Example 1 l (Trimix-treated Pigment Violet 23) Trimix-treated Pigment Violet 23 (Pv2 Preparation Example) was obtained in the same manner as in Preparation Example 1, except that CI Pigment Violet 23 was used instead of C I. Pigment Red 254. 12 (Use of a salt mill to treat Pigment Red 254) In a tank of a kneading machine (trade name KHD-2, Inoue Works), add 42 200918609 into 100 parts by mass of CI Pigment Red 254, 1000 parts by mass. 2 〇 ym of gasified sodium, 240 parts by mass of diethylene glycol, at 75. Under the armpit mixing (7) hours for salt milling. Then, 300 parts by mass of the obtained kneaded material is added to 3 warm water, while heating After stirring for 7 hours while rc was stirred for 1.5 hours, it was filtered and washed with water to remove sodium chloride and diethylene glycol, and then dried at 40 ° C to obtain a salt-milling pigment of #95 f parts. Red 254 (kneading machine treatment of PR254). Preparation Example 13 (Polymer treatment of Pigment Red 177 using a kneader) A salt mill was obtained in the same manner as in Preparation Example 12 except that Pigment Red 177 was used instead of Pigment Red 254. Treatment of Pigment Red 177 (kneading machine treatment of PR177). Preparation Example i4 (Use In the same manner as in Preparation Example 12, the salt-milling treatment Pigment Red 242 (kneader treatment PR242) was obtained in the same manner as in Preparation Example 12 except that the salt-milling treatment pigment red 242 was used instead of the CI Pigment Red 254. Example 1 5 (Salt-Processing of Pigment River 166 using a kneading machine) In the same manner as in Preparation Example 12, a salt-milling treatment pigment red 166 (kneading) was obtained except that c丄Pigment Red 166 was used instead of CI•Pigment Red 254. Machine treatment PR166). Preparation Example 16 (Salt grinding treatment of pigment red 224 using a kneader)

In the same manner as in Preparation Example 12, CI Pigment Red 224 was used to obtain the salt red mill 224 (kneading machine treatment PR224) in the same manner as in Preparation Example 12. . Preparation Example 7 (Pigmentation of Pigment Red 264 by a salt mill using a kneader) 43 200918609 A salt-milled pigment red was obtained in the same manner as in Preparation Example 12 except that CI Pigment Red 264 was used instead of C I. Pigment Red 254. 264 (kneading machine processing PR264). Preparation Example 18 (Salt Mill Treatment Pigment Lamp 38 Using a Kneader) A salt mill treatment pigment dial 38 (kneading machine) was obtained in the same manner as in Production Example 12 except that CI Pigment Orange 38 was used instead of CI•Pigment Red 254. Process P038). Preparation Example 1 9 (Salt Milling Treatment Pigment Using a Kneader 7 j ) Salt-washing Treatment Pigment Orange 7 was obtained in the same manner as in Preparation Example 12 except that CL Pigment Orange 7 was used instead of Hydrazine Pigment Red.丨 (kneading machine processing P071). Preparation Example 20 (Salt-milling treatment of pigment scutellite 39 using a kneader) A salt-milling pigment yellow was obtained in the same manner as in Preparation Example 12 except that C_I.Pigment Yellow 139 was used instead of C.·Pigment Red 254.丨 39 (kneading machine processing PY13 9). Preparative Example 21 (Salt-milling treatment of pigment yellow 15 使用 using a kneader) In the same manner as in Preparation Example 12, a salt-milling treatment pigment jaundice 5 was obtained except that CI Pigment Yellow 150 was used instead of C I. Pigment Red 254. 〇 (kneading machine handles PY150). Preparation Example 22 (Polyester Violet Treatment of Salt Violet 23 by Salt Milling Using a Kneading Machine) In the same manner as in Preparation Example 12, a salt-milling pigment violet 23 (kneading machine) was obtained in the same manner as in Preparation Example 12 except that CI Pigment Violet 23 was used instead of CI•Pigment Red 254. Process PV23). Also, commercially available fine cj•Pigment Red 254, c丄Pigment Red 44 200918609 177, CI Pigment Yellow 139, CI Pigment Yellow 150 (commercially available fine PR254, commercially available fine PR177, commercially available fine PY139, commercially available fine) Ργ15〇) as a pigment. <Pigment dispersant having a basic group>

Disperbyk-2001 (DB-2001, acrylic-based block copolymer with basic basis, manufactured by BYK-Chemie) <alkali-soluble resin> BMA/MAA copolymer (benzyl methacrylate/mercapto-acrylic acid copolymer) Theoretical acid value: 120 mgKOH/g, weight average molecular weight: 25, 〇〇〇) <Photopolymerizable compound> DPEHA (dipentaerythritol hexaacrylate) <Photopolymerization initiator>

Irgacure 907 (manufactured by Ciba Specialty Chemicals, 2_methyl_1[4_(methylthio)phenyl]-2 -morphinylpropanone-1 ketone) &lt;organic solvent&gt; PGMEA (propylene glycol monomethyl) Ether acetate) f Examples 1 to 18 and Comparative Examples 1 to 1 ς &lt;Pigment Dispersion Composition&gt; Using the compositions of Tables 1 and 2, the beads were milled at a temperature of 40 to 501 for 3 hours. The pigment dispersion is obtained, and the value of the non-composition is the mass. &lt;Pigment-dispersing photoresist composition for color filter&gt; The above-mentioned pigment dispersion is mixed with other materials by a high-speed mixer in the form of Table 1 and Japanese, Shi, and Cheng, and the aperture is used. For the filter of 45 200918609, filter, 'obtain color filter, pigment dispersion photoresist grade for light film. Furthermore, the unit indicating the value of the composition is part by mass. (Evaluation method) The following evaluations were carried out, and the results are shown in Tables 3 to 4. &lt;Flowability&gt; The pigment-dispersing photoresist grades for color filters of the examples and the comparative examples were separately collected in a glass bottle, and the cap was stoppered and stored at room temperature for a day after use. A viscometer (manufactured by Tokimec Co., Ltd.) was measured 25. The turtle's degree is measured and the fluidity is evaluated. &lt;Dispersion stability&gt; The pigment-dispersion photoresist compositions for color filters of the examples and the comparative examples were collected in a glass bottle, respectively, and the bottle cap was stoppered, and measured using a B-type viscometer (manufactured by Tokimec Co., Ltd.). The viscosity at 25 t after i day was stored at room temperature, and the viscosity after storage for 7 days at 4 ° C. The viscosity (after γ days of storage at 4 ° C) was calculated / (viscosity after storage for 1 day at a temperature), and dispersion stability was evaluated. &lt;Contrast of pigment-dispersed photoresist composition for color filter&gt; The color filter of the examples and the comparative examples was dispersed by using a spin coater so that the film thickness became 丨.〇&quot; The photoresist composition was applied onto a glass substrate, prebaked at 100 ° C for 3 minutes, and then exposed with a high pressure mercury lamp, and then baked at 23 (after 3 minutes at TC. Then 2 pieces were used) A polarizing plate (manufactured by Nitto Denko Corporation, model: SEG1224DU) holds a glass substrate coated with a photoresist composition, and irradiates it with a fluorescent lamp (wavelength range of 380 to 78 〇 nm) while making the front side 46 200918609 The polarizing plate was rotated, and the intensity of light transmitted when the polarizing plate on the front side and the polarizing surface on the rear side were parallel to each other and at right angles were measured by a color luminance meter (manufactured by T〇pc〇n Co., Ltd., BM-5 A). The ratio of the brightness when the polarizing plate on the front side is parallel to the polarizing surface of the polarizing plate on the rear side and the brightness at the right angle to the polarizing surface of the polarizing plate on the front side and the polarizing plate on the rear side are evaluated as contrast. Contrast = (front Side polarizer and The brightness when the polarizing surface of the polarizing plate on the surface side is parallel and the polarizing plate on the surface side and the polarizing plate on the back side are at right angles to the polarizing surface of the polarizing plate on the rear side.) / <Color-dispersing photoresist composition for color light-receiving sheet Evaluation of color characteristics> The color characteristics of each of the photoresists of the examples and the comparative examples in which the film thickness was 1 〇&quot; m were measured by a spectrophotometer (manufactured by Shimadzu Corporation, UV_2500PC, C light source 2 field of view) (X , y, γ). In Examples 1 to 3 and Comparative Example 2, the chromaticity (X, y) = (0_578, 〇, 312) is obtained, and the brightness γ is obtained in Examples 4 to 5 and Example 3 The brightness (γ, y), (〇476, 〇263), the brightness γ, and the chromaticity (χ, y) = (〇455, 〇 267) in Example 6 and Comparative Example 4, In Examples 7 to 8 and Comparative Example 5, the luminosity γ under the chromaticity (χ, y) = (0.564, 0.357) was determined. 47 200918609 , Comparative Example 5 | 1 1 ί 1 I 1 1 15.0 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 — oo 1 76.0 II loo.o I 53.3 卜 tj- I 36.5 IO Example 8 I ! 1 1 1 1 1 1 1 15.0 I 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 «Λ — II — I 74.9 I loo .o 1 53.3 1 卜 Tf m I 36.5 ί o Example 7 I 1 I ! 1 1 1 15.0 I 1 1 1 1 1 ! 1 1 ί 1 1 1 1 1 1 1 ! 1 1 rt·· 1 74.9 ί I Loo.o I ! 53.3 I Γ- rn 1 36.5 Ι o Comparative Example 4 I 1 1 1 1 1 1 15.0 1 1 1 1 1 ! 1 1 1 i 1 ! 1 1 ( 1 1 1 1 1 1 ΙΛ oo Π*丨76,0 1 I loo.o I | 53.3 I r- iri rf rn —· Ι 36.5 I o Example 6 I 1 1 i ! 1 1 15.0 1 1 1 1 1 1 1 1 1 1 I 1 1 1 1 1 1 1 1 1 1 守' 2 L 74.9-i II loo.o I 1—53.3—1 I 卜 wS inch rn 2·1 36.5 : o Comparative example 3 I 1 1 1 1 L.15.0 J 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 inch · oo — L76-0 _J L loo 〇i L_53.3 J Γ'- »ri rn L. 36.5 ...J o Example 5 I 1 1 ! I |1^〇" 1 1 1 1 1 1 1 1 1 1 1 1 1 I 1 1 1 1 1 1 1 «η — 2 inches · 1 .74.9 j ! 100.0 J 53.3 | r-» Inch rn 2 1 36.5 ; o Example 4 I 1 1 1 15.0 | ( 1 1 1 1 1 1 1 ί 1 1 1 1 1 1 1 ί 1 1 1 1 «λ ΙΛ — 1 -74.9 1 1 loo.o | 1—53.3 | 卜«τί 守cn L 36.5” o Comparative Example 2 | 1 1 1 15.0 1 1 1 1 1 1 1 ! 1 1 1 1 1 1 1 1 1 1 I 1 ! 1 1 1 •rt inch· Oo «λ Tt* 1 76.0 | I loo.o | 1 j33 1 卜uS inch 1 36.5 1 o Example 3 | 1 1 15.0 Π 1 1 1 1 t 1 1 1 1 1 1 1 ! 1 1 1 1 1 1 1 1 1 ! — 00 o [Ί52__ \ I loo.o | I 53.3 | ΙΛ rn 2 1 36.5 ' o Comparative Example 11 1 1 15,0 1 1 1 1 1 1 1 1 1 1 ί 1 1 1 1 1 1 1 1 1 I 1 1 1 1 «τ» — oo 々· 1 76^] I loo.o | | 53.3 | iri rn 2 1 36.5 ι o Example 2 | 1 1 15.0 1 1 1 1 1 I 1 1 ί 1 1 1 1 1 1 1 1 1 1 ί 1 1 1 1 1 — 00 of 75.2 1 loo.o | L_53,3_j r- νΐ 呀rn 1 36.5 ' o Example 11 15.0 | 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 ! 1 1 1 1 ! 1 1 1 — oo *n 1 75.2 j 1 loo.o | L_53,3 J Bu >ri 1-36.5 J o Trimix Handling PR254 | 1 Kneading machine Treatment PR254 1 1 Commercially available fine PR254 | Trimix treatment PR177 | 1 kneading machine processing PR177 | I commercially available fine PR177 | Trimix processing PR242 | 2 CU shouting % | Trimix processing PR166 | 1 kneading machine processing PR166 1 S 2 CU shouting X ε 1 Kneader processing PR224 1 iTrimix processing PR264 | 1 kneading machine processing PR264 | ITrimix processing P03 8 | 00 cn 2 S! Shouting iTrimix processing PR071 1 1 kneading machine processing PR 071 1 ITrimix treatment PY139 | 1 kneading machine processing PY139 1 | commercially available fine ΡΥ 139 | ITrimix processing ΡΥ 150 1 1 kneading machine processing PY150 1 1 commercially available fine PY150 ITrimix processing PV23 I 1 kneading machine processing PV23 | lDB-2001 1 pigment dispersion aid Agent ί 1 trial i QQ Ipgmea ! &lt;0 1 above pigment dispersion 1 |bma/maa copolymer 1 Idpeha 1 卜 ί Ipgmea 1 Φ pigment dispersion pigment dispersion photoresist 剤 composition 00 inch 200918609 comparison gamma 15 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 f I lo.o I poo ο rn I 83.0 1 1 loo.o I 53.3 I Divination Ye 2 1 36.5 1 ο Implementation Example 18 1 1 1 1 1 1 I ( 1 ί 1 1 ii 1 1 1 1 ί 1 1 i 1 i I lo.o 1 1 o rf -- Ο cn I 82.0 1 loo.o I 53.3 Bu 136.5 ο Comparative example 14 1 1 I 1 1 1 1 1 ! 1 1 fi 1 1 1 t ! 1 1 1 1 i L_15l| 1 1 ir&gt; rf oo in — 176.0 I loo.o 1 153.3 卜tri on 一· U_6.5^ ο Example 17 1 1 ! 1 1 1 ί I 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 | 15.0 1 1 ΙΛ 00 o «λ inch' 1 75.2 1 loo.o Li3J Γ- wj m&quot; 36.5 ο Comparative Example 13 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 15.0 1 1 1 oo Vi — 1 76.0 1 loo.o | 53.3 rn | 36.5 ο Comparative Example 16 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 ί 1 1 Li5.〇_J 1 1 1 I «r&gt; O in 1 75.5 lioo.o | | 53.3 Divination cn |36.5^ ο fcb Comparative Example 12 1 1 1 1 1 1 1 ί 1 1 1 1 1 1 1 1 I 1 1 1 | 15.0 1 1 1 1 1 1 »n — od tn 1 76.0 lioo.o | 53.3 Bu•^· | 36.5 1 100 Example 15 1 ! 1 1 1 1 1 1 i 1 1 1 1 1 1 1 1 ii 1 ί—15Α 1 1 1 1 1 i — 00 o tr> · 1 1 1 loo.o I 1. 53j 1 卜 vs rn II | 36.5 ! ο Comparative Example 11 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 丨15,0 | 1 1 1 1 I 1 ΙΛ — oo in L76.〇_l 1 loo.o | LJ3-3J 卜TJ* rn II | 36.5 j ο Example 14 ! 1 ί 1 1 ! 1 1 1 1 i 1 1 i 1 1 1 1 1 15.0 1 1 1 1 1 1 1 1 V% 七 Seven I l9" I loo.o | 1 53.3 | ΓΛ ΓΛ ο Comparative Example 10 1 1 1 1 1 1 I 1 1 1 1 1 1 1 1 1 1 1 15.0 1 1 1 1 1 1 1 1 1 oo 1 76.0 | 100.0 | | 53.3 卜 * ri 5 2 136.5 ο Example 13 } 1 1 1 1 1 1 1 ί 1 II 1 1 1 t 1 ) 1 1 1 1 1 i 1 ui iA Tf 1 74.5 | 100.0 | | 53.3 rt rn —· 1 3 6.5 ο Comparative Example 9 1 1 1 1 f 1 i 1 1 1 1 1 f 1 1 Li5._〇J 1 1 1 1 1 [ i I ii V% Tf oo Seven [76-0.1 I loo.o | L 53.3卜々rn 1 36.5 ο Example 12 1 1 i ί 1 I 1 1 I 1 ί 1 1 ! 1 15.0 1 1 1 1 1 1 1 1 1 1 ί 1 WJ Tt 1 74.5 "100.0 i | 53.3 卜«τί Rn 2 f 36.5 ο Comparative Example 8 1 1 1 1 1 1 1 1 1 1 1 1 1 Γΐ5·〇Ί 1 1 ! 1 1 1 1 1 1 1 1 1 «η o 〇in 7 1 76.0 1 ΓΊοοόΊ M3.3卜 wS 1 36.5 1 ο Example 11 1 1 1 1 i 1 1 1 1 1 1 1 1 15.0] 1 f 1 1 ί 1 1 1 1 1 I 1 1 ντ» V% 1 74.5 j I ιοο.οΐ 1 53.3 ; ΐ~~· in inch ΓΟ 2·1 36.5 : ο Comparative Example 7 1 i 1 1 1 1 1 1 1 1 1 I 15-QJ 1 i 1 1 1 1 1 1 1 1 1 1 1 1 — oo «λ — 1 76.0 I loo.o | ί 53.3 卜 yri 啤酒 2 ί 36.5 ο Example 10 1 1 1 1 1 1 1 ί 1 i 丨15.0 1 1 1 1 1 1 I 1 1 1 1 1 1 1 1 1 « Τ» — oo «λ — vS I loo.o | 1 53.3 i Γ'- «Ί· 呀二Γ36.5 ο Comparative Example 6 1 1 l 1 ! 1 1 t 1 1 15,0. 1 1 lf 1 1 1 1 1 ( 1 t 1 l 1 1 1 — oo — 1 76.0 ΓΤοο^οΙ | 53.3 : Divination 1 36.5 ο Example 9 1 1 1 1 1 1 1 1 丨15.0 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 I 1 1 iri •n •η — 1 74.5 I loo.o ; | 53.3 Irj cn 2 1 36.5 ' ο Trimix treatment PR254 | Kneading machine processing PR254 1 Commercially available fine PR254 I Trimix processing PR177 | Kneading machine processing PR177 | -I win! Trimbc processing PR242 | Kneading machine processing PR242 1 Trimix processing PR 166 | Machine processing PR166 1 ITrimix processing PR224 | ! Kneader processing PR224 1 iTrimix processing PR264 | Machine processing PR264 1 丨Trimix processing P038 | [Kneading machine processing P038 1 iTrimix processing PR071 | [^ machine processing PR071 1 [Yrimix processing ΡΥΒ 9 | 1 Kneader treatment PY139 | Os Cu I ITrimix treatment PY150 | I kneader treatment PY150 1 沄 EI mildew ITrimix treatment PV23 | m Qlh eu ♦ lDB-2001 1 w Miao Ling t Ιβμα / μαα copolymer 1 Ipgmea \±Ά_i 1 above Pigment Dispersion Ιβμα/μαα Copolymer i Idpeha Γ- § I [PGMEA ' Pigment Dispersion Pigment Dispersion Resist Composition 200918609 1 Comparative Example 15 &gt; 1000 Gel cn o Example 18 20.0 1.10 ι〇宕Comparative Example 14 〇89.0 o 00 Example L.17 〇S 89.0 沄00 Comparative Example 1.13 _ &gt; 1000 Gel 89.0 o 00 Example 16 25.0 g 90.0 o Os Comparative Example 12 12.5 70.0 440 Example 15 〇p 70.4 450 Comparative Example 11 &gt;1000 Gel 60.9 400 Example 14 〇 1.00 70.2 o Comparative Example 10 &gt; 1000 Gel 37.0 400 ik 20.0 38.0 o «〇^ ο &gt; 1000 Gel 35.0 o Example 12 15.0 1.08 36.0 o § Comparative Example 8 &gt; 1000 Gel 17.6 400 Example 11 12.3 g 18.4 500 Comparative Example 7 〇 1.70 28.3 450 Example 10 Pair 0.98 28.5 O Comparative Example 6 &gt; 1000 s 32.4 o Example 9 〇 1.06 33.9 o Viscosity (mPa · S) Dispersion stability Y : brightness contrast 1蛱

Comparative Example 5 &gt; 1000 Gel, ― in 〇 0.564 0.357 Example 8 〇Η 1.03 37.4 750 0.564 0.357 Example 7 10.0 1.03 1 37.5 〇〇〇0.564 0.357 Comparative Example 4 &gt; 1000 Gel 23.9 700 0.455 0.267 Implementation Example 6 ο VO 1.00 24.5 800 0.455 0.267 Comparative Example 3 &gt; 1000 Gel 23.9 750 0.476 0.263 Example 5 οο Os 1.04 24.8 850 0.476 0.263 Example 4 10.0 1.04 24.8 900 0.476 0.263 Comparative Example 2 &gt; 1000 Gel 24.6 420 0.578 0.312 Example 3 0.98 25.6 500 0.578 0.312 Comparative Example 1 &gt; 1000 Gel 24.6 500 0.578 0.312 Example 2 'Ο 1.05 25.8 0.578 0.312 Example 1 ο ϊ&gt; 1.03 26.0 _1 〇0.578 0.312 丨 Viscosity (mPa.S) Dispersion Stability Y: Brightness Contrast X 200918609 It can be seen from the table that 'the use of the pigment dispersion aid is excellent. It has excellent grip and dispersion stability, and is excellent in contrast and color characteristics. On the other hand, in the comparative example in which the pigment dispersion auxiliary agent was not added, it was not possible to obtain all of the above characteristics. Than

—-~L^L &lt;Pigment dispersion of red coloring pigment (1)&gt; The composition of Table 5 was mixed by a bead mill at a temperature of 40 to 50 ° C for 3 hours to obtain a pigment dispersion 丨~" In addition, the unit of the numerical value of the composition is a part by mass. &lt;Pigment-dispersed photoresist composition for color filter> In the form of the composition of Table 6, the above-mentioned pigment dispersions 1-20 are used with a high speed mixer. After the other materials were uniformly mixed, the mixture was filtered through a filter having a pore size of 3 &quot;, and a pigment-dispersed photoresist composition for color filters of Examples 9 to 2 and Comparative Examples 16 to 19 was obtained. The unit of the numerical value of the composition is a part by mass. (Evaluation method) The following evaluations were carried out, and the results are shown in Tables 6 to 7. <Liquidity> The pigment dispersion resists for color filters of Examples and Comparative Examples were used. The composition of the agent was collected in a glass bottle, and the bottle cap was stoppered and stored at room temperature for 1 day, and the degree of liquidity at 25 ° C was measured using a Β-type viscometer (manufactured by Tokimec Co., Ltd.). Stability&gt; Color filter of the examples and comparative examples The pigment-dispersed photoresist grade 51 200918609 was separately collected in a glass bottle, and the bottle cap was stoppered, and the viscosity at 25° after the storage for 1 day at room temperature was measured using a B-type viscometer (manufactured by Tokimec Co., Ltd.). And the viscosity after 7 days of storage at 40 C. Determine the viscosity after 7 days of storage at 4 ° ° C / (viscosity after storage for 1 day at room temperature), and evaluate the dispersion stability. Contrast of pigment-dispersed photoresist composition for light sheet&gt; Examples and comparative examples were carried out by using a "coating machine" to make the film thickness 1.0 to 1.1 &quot; m (adjusting the film thickness to have the same chromaticity) The color filter is coated on the glass substrate with a pigment-dispersed photoresist composition, and pre-baked for 3 minutes at 1 ° C. After exposure with a high-pressure mercury lamp, it is baked at 230 for 30 minutes. Bake. Then, two polarizing plates (manufactured by Nitto Denko Corporation, model: SEG1224DU) were used to hold the glass substrate coated with the photoresist composition, and irradiated with a glory lamp (wavelength consumption of 380 to 780 nm). Color rotation meter (Topco) while rotating the front side polarizer BM-5 A) Measure the light intensity transmitted when the polarizing plate on the front side is parallel to the polarizing surface of the polarizing plate on the rear side and at a right angle. Polarization of the polarizing plate on the front side and the polarizing plate on the rear side The ratio of the brightness when the faces are parallel and the brightness of the polarizing plate on the front side at right angles to the polarizing surface of the polarizing plate on the rear side is evaluated as contrast. Contrast = (the polarizing plate on the front side is parallel to the polarizing surface of the polarizing plate on the rear side) Brightness/brightness when the polarizing plate on the front side is at right angles to the polarizing surface of the polarizing plate on the rear side.) <Evaluation of color characteristics of the pigment-dispersed photoresist composition for color filters> Using a spectrophotometer (manufactured by Shimadzu Corporation, UV-2500PC, C light source 2 ° field of view) The above-mentioned film thickness was measured as 1 · 〇 〜1 · 1 # m Example and comparison 52 200918609 Example of the color properties of each photoresist (χ, y , γ). In the examples and comparative examples, the chromaticity (x, y) of red required for the notebook type notebook is determined to be the brightness Y under (〇 585, 〇 35 〇). &lt;Coloring power&gt; The pigment dispersion resist composition for color filters of the examples and the comparative examples was applied onto a glass substrate by a spin coater so that the film thickness became 1 #m, at 100 Å After prebaking for 3 minutes at °c, exposure was carried out with a high pressure mercury lamp, and then baked at 23 (TC for 3 minutes). The absorbances of the examples and comparative examples were measured at 550 to 600 nm, and Comparative Example 16 was used. Benchmark (100) 'Comparatively evaluate the coloring power of the examples and comparative examples. 53 200918609 [S ΐ Pigment dispersion 1 1 1 1 1 1 15.0 in inch · 〇o 76.0 100.0 ο 1 1 1 1 1 1 15.0 00 o 75.2 100.0 〇〇1 1 1 1 1 15.0 1 inch · oo in inch · 76.0 100.0 卜 1 1 1 1 15.0 1 1 IT) — oo in 76.0 100.0 1 1 1 15.0 1 1 1 oo 76.0 100.0 in 1 1 1 1 1 15.0 1 in inch · 00 o iTi inch · 75.2 100.0 inch 1 1 1 1 15.0 1 1 in — 00 o in 75.2 100.0 1 1 1 15.0 1 1 1 74.5 100.0 CN 1 1 15.0 1 1 1 1 — iT) 74.5 100.0 '» &quot; ή y—t 1 1 15.0 1 1 1 1 tn o in 75.5 100.0 Ο 1 1 15.0 1 1 1 1 — 00 o inch 75.2 100.0 α\ ! ! 15.0 I 1 ! 1 Inch · oo in — 76.0 100.0 〇〇1 15.0 1 1 1 1 1 — ν—^ 74.5 100.0 Bu 1 15.0 1 1 1 1 1 inch · o inch · 75.5 100.0 1 15.0 1 1 1 1 1 00 c5 in τι1 75.2 100.0 1 15.0 1 1 1 1 1 in inch · oo 76.0 100.0 inch 15.0 1 1 1 1 1 1 ^Τϊ — 00 74.3 100.0 ΓΟ 15.0 1 1 1 1 1 1 — 00 o 75.2 100.0 (Ν 15.0 1 1 1 1 1 1 in Inch · 74.5 100.0 ι i 15.0 1 1 1 1 1 1 oo in 76.0 100.0 Trimix Process PR 166 Trimix Process PR242 Trimix Process PR254 Kneader Process PR166 Kneader Process PR242 Kneader Process PR254 Trimix Process PR177 DB-2001 Pigment Dispersion Aid 1 BMA/MAA Copolymer PGMEA Total - 200918609 [9 ί Example 〇 〇 Ν 166/177 1 = 97/3 I 151.7 I 1 1 1 II t I 1 I [ [ tt [ [ VO [ 卜寸 CO 36.5 1100.0 1 lio.o 1 Il_03 1 132.4 I |750 | o (Ν 166/254 1 1 =97/3 1 51.7 1 1 1 1 1 1 1 vq 1 i 1 1 1 1 1 1 1 1 Bu-inch cn 36.5 I 100.0 1 | 10.0 1 | 1.03 I 丨—32.4 I 1—7—50 I o Art 166/242/177 1 1 =50/45/5 1 1 26.7 I 1 1 1 | 24.0 ! 1 1 ii 1 i 1 1 1 1 1 1 vo CN 1 卜寸 C O 1_ 36.5 1 1 100.0 1 I 10.0 1 L 1-03 1 I 32.6 I 1___ 865 — s CN 166/242/254 1 1 =70/25/5 1 1 I 37.3 I 1 i 1 | —13.3 I 1 1卜(N 1 ! 1 1 1 1 1 1 1 卜寸ΓΛ 1 36.5 1 1 100.0 | 1 10.0 1 s I 32.9 | I 830 | H (Ν (Ν 166/242/254 | -50/40/10 1 1 1 1 1 1 1 1 ί ! 1 1 1 1 26.3 ι 1_2L3_1 CO to i 1 1 1 i iri 1 36.9 1 100.0 1 lo.o 1 丨1.04 ΓΛ CO I 800 : s &lt;Ν 166/242/254 | ι =50/40/10 1 1 1 1 Γ 26.3 1 1 1 i !_213______1 1 1 1 1 1 1 1 1 1 1 1 1&gt; vS cn 1_36^_I 1 100.0 1 o σ\ I 0.98 | cn I 865 s 166/242/254 | ι =50/40/10 1 1 1 ι_m_ι 1 I 1 1_ 21.3 1 1 1 1 t 1 1 I 1 1 1 1 1 卜»〇"r rn 1 36.5 1 100.0 1 20.0 | &lt;N CO »nv〇00 s Ον 166/242/254 | i============ 36.5 1 100.0 1 10.0 1 1.03 i cn cn I 865 s 1 pigment mixing ratio I &gt; -4 Rong Wei "Pigment Dispersion 2 | cn Φ 羝 Inch" Pigment Dispersion 5 I "Pigment Dispersion 6 Bu Φ 00实实埏〇 Φ ο 蓉 Φ实""Pigment Dispersion 12 1 rn 实羝2 埏^Ti Φ 埏 埏 埏 埏 羝〇〇 羝 羝 羝 玑丨 玑丨 玑丨 玑丨 20 20 20 20 20 20 20 20 20 20 20 20 GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM GM Parity ed si 1 lightness 1 contrast 丨 tinting strength 200918609 [Table 7] Comparative Example 16 17 18 19 Pigment mixing ratio 242/254 166/242/254 166/242/254 166/242/177 = 75/25 = 50/ 40/10 = 50/40/10 = 70/25/5 Pigment Dispersion 1 - 26.7 - 37.3 Pigment Dispersion 2 — — — — Pigment Dispersion 3 — — — — Pigment Dispersion 4 — — — — Pigment Dispersion 5 — 21.3 — 13.3 Pigment Dispersion 6 — — — — Pigment Dispersion 7 — — — — Pigment Dispersion 8 — — — — Pigment Dispersion 9 — 5.3 — — Pigment Dispersion 10 — — — — Pigment Dispersion 11 — — — ~ Pigment Dispersion 12 — — — — Pigment Dispersion 13 — — — Pigment Dispersion 14 — — — — Pigment Dispersion 15 — — — — Pigment Dispersion 16 — — 26.3 — Pigment Dispersion 17 40.0 — 21.3 — Pigment dispersions 18 13.3 — 5.3 — Pigment Dispersion 19 — — — — Pigment Dispersion 20 — One to 2.7 BMA/MAA Copolymer 5.7 5.7 5.7 5.7 DPEHA 3.4 3.4 3.4 3.4 Irgacure 907 1.1 1.1 1.1 1.1 PGMEA 36.5 36.5 36.9 36.9 Total 100.0 100.0 100.0 100.0 Evaluation of Viscosity (mPa · S) &gt;1000 &gt;1000 &gt;1000 &gt;1000 Dispersion Stability Gel Gel Gel Gel Lightness 32.5 32.0 32.0 32.5 Contrast 700 680 650 700 Tinting Force 100 105 103 100 56 200918609 It is known from the table that it contains the main The pigment is ci pigment red 166, and the coloring pigment is a red coloring pigment (1) selected from at least one red pigment of the group consisting of CI Pigment Red 177, CL Pigment Red 242, and C I. Pigment Red 254. In the examples of the dispersing aid, excellent fluidity and dispersion were obtained, and the brightness, contrast, and coloring power were excellent. On the other hand, in the comparative example in which the pigment dispersing aid was not added, it was not possible to obtain all of the properties as excellent as in the examples. , and the pigment dispersions of the red coloring pigments (2) are mixed with a bead mill at a temperature of 40 to 50 ° C for 3 hours to obtain pigment dispersions 21 to 37. . Further, the unit indicating the value of the composition is a part by mass. <Pigment Dispersion Resist Composition for Color Filters> After the above pigment dispersions 21 to 37 were uniformly mixed with other materials in a manner of a composition of Tables 9 to 12, the aperture was 3 to 01. The filters were filtered to obtain pigment-dispersed photoresist compositions for color filters of Examples 27 to 34 and Comparative Examples 2 to 24 for notebook personal computers, Examples 35 to 43 for TV, and Comparative Examples. The color filter of 25 to 30 is a pigment dispersion resist composition. Further, the unit indicating the value of the composition is part by mass. Evaluation method The following evaluation was carried out. The results are shown in Tables 9 to 12. &lt;Flowability&gt; The pigment-dispersed photoresist composition for color filters of Examples 27 to 34 and Comparative Examples 20 to 24 57 200918609 for notebook PCs, and Examples 35 to 43 for τν and comparison The pigment-dispersed photoresist composition for color filters of Examples 25 to 3 () was separately collected in a glass bottle to make a 'seal cap and was placed in a chamber, and measured using a Β-type viscometer (T() kimee company). Degree, evaluate liquidity. Viscosity &lt;Dispersion Stability&gt;, a pigment-dispersed photoresist composition for color filters of Examples (10) and Comparative Examples 2 to Μ for notebook computers, and Examples 3 to 43 for TVs and Comparative Example 25 to 30 Color 0y Tian Yu' The composition of the pigment dispersion photoresist used in the Zhimin/Lighting Sheet was collected on a glass ship towel, and the yf view, the m armor, the stopper bottle, and the B type viscosity were used. The meter (manufactured by Ding okimec Co., Ltd.) measures the viscosity at 25 lt. t after the i-day of the uterus, and the 疋 疋 至 under the fox, and 4 〇. (: Save 7 days of Dexi spot..x Ding, the viscosity of the big stupid. Find (viscosity after 4 days of storage under rc) / (Save at room temperature after 1 day) Viscosity), evaluation of dispersion stability. &lt;Contrast of pigment-dispersed photoresist composition for color filter> Using a spin coater to make Examples 27 to 34 and Comparative Examples 20 to 24 for a notebook computer The middle film thickness is the center, the embodiment 3543 and the comparative example 25 for τν, and the medium film thickness is i 8 to 2 Q to adjust the film thickness to have the same chromaticity), and the embodiment 27 to the notebook type personal computer And a pigment-dispersed photoresist composition for color light-receiving sheets of 4G to 24, and a pigment-dispersed photoresist composition for color filters of Examples 35 to 43 and Comparative Examples 25 to 3g of Tv. On the glass substrate, after pre-baking for 3 minutes, the film was exposed to a high-pressure mercury lamp, and then baked at 230 ° C for 30 minutes. 58 200918609 Then 'two polarizing plates (manufactured by Nitto Denko Corporation) , model: SEG1224DU) holds the glass substrate coated with the photoresist composition, one side The polarizing plate on the front side was rotated by a fluorescent lamp (wavelength range of 380 to 780 nm), and the polarizing plate on the front side and the polarizing plate on the rear side were measured by a color luminance meter (manufactured by Topcon Corporation, BM-5A). The intensity of light transmitted when the polarizing surfaces are parallel and at right angles, the brightness of the polarizing plate on the front side and the polarizing surface of the polarizing plate on the rear side, and the polarizing surface of the polarizing plate on the front side and the polarizing plate on the rear side The ratio of the brightness at the right angle is evaluated as the contrast. Contrast = (the parallel of the polarizing plate on the front side and the polarizing surface of the polarizing plate on the back side) / the polarizing surface of the polarizing plate on the front side and the polarizing plate on the rear side Brightness at right angles.) <Evaluation of color characteristics of pigment-dispersed photoresist composition for color filter> Using a spectrophotometer (manufactured by Shimadzu Corporation, uv_25〇〇pc, c light source 2 field of view) The above-mentioned film thickness is i. 1~丨·2 v claws for the notebook type personal computers 27 to 34 and comparative examples 2〇 to 24, and the film thickness is 18 to 2 〇 for the TV examples 35 to 43 and Comparative Example 25 to 3 〇 each photoresist Characteristics (X, y, Y). In Examples 27 to 34 and Comparative Examples 20 to 24 of the notebook type personal computer, the required chromaticity of red chromaticity was set to 0.600' in accordance with the optimum y value. In the examples 35 to 43 and the comparative examples 25 to 30 for τν, the X value of the required chromaticity of red was set to 0.65 〇, and the optimum y value was used to determine the brightness 59. 59 200918609

200918609

[6S inch cn 242/177 = 75/25 1 40.0 1 1 1 1 1 1 1 1 1 1 1 13.3 1 1 1 卜 inch cn 36.5 100.0 11.0 1.04 26.9 950 mm 242/254 = 30/70 1 16.0 1 1 37.3 1 1 1 1 1 1 1 1 1 1 1 1 〇wS inch 36.5 100.0 15.0 1.04 26.3 Ο 00 00 (N cn 242/254 = 55/45 1 29.3 1 1 24.0 1 1 1 1 1 1 1 1 1 1 1 1卜寸ΓΟ 36.5 100.0 14.0 1.04 27.5 ο os H 242/254 = 70/30 1 37.3 1 1 16.0 1 1 1 1 1 1 1 1 1 1 1 1 t&gt; in inch cn 36.5 I 100.0 10.5 1 1.00 29.5 930 o , 242/254 = 60/40 1 1 1 1 1 1 1 1 1 1 1 32.0 21.3 1 1 1 1 卜 in inch ΠΊ 36.5 100.0 13.0 〇28.3 Ο (Ν O 〇\ &lt;N 242/254 = 60/40 1 1 32.0 1 1 21.3 1 1 1 1 1 1 1 1 1 1 1 卜 rn VH 36.5 100.0 11.0 ! 0.98 28.0 Ο &lt;Ν Ο 00 (N 242/254 = 60/40 1 32.0 1 1 21.3 1 1 1 1 1 1 1 1 1 1 1 1 卜 in inch cn 36.5 100.0 12.0 | 1.00 28.0 920 242/254 = 60/40 32.0 1 1 21.3 1 1 1 1 1 1 1 1 1 1 1 1 1 卜寸 ro T—Η 36.5 100.0 12.2 1.05 28.0 920 AJ $ Solid Condensation 1-H cs Φ Kick m (N 赛 Φ 荽 荽 荽 荽 荽 荽 Φ Φ Φ 锻 锻 锻Φ Real (Ν ro 荽埏m CO * Forged forging ΓΟ 荽 凝 m Φ 实 P: 荽I 0Q DPEHA 卜 α&gt; S PGMEA it &lt;0 • a CL, B 禄Si k 1 brightness 丨 contrast 200918609 [Table 10] Comparative Example 20 21 22 23 24 Pigment mixing ratio 242/254 242/254 242/254 242/254 242/177 =60/40 = 70/30 = 55/45 = 30/70 = 75/25 Pigment Dispersion 21 — — — — — Pigment Dispersion 22 — — — — — Pigment Dispersion 23 — — — — — Pigment Dispersion 24 — — — — Pigment Dispersion 25 — — — — — Pigment Dispersion 26 — — — — — Pigment dispersion 27 — — — — — Pigment dispersion 28 — — — — — Pigment dispersion 29 — — — — — Pigment dispersion 30 32.0 37.3 29.3 16.0 40.0 Pigment dispersion 31 21.3 16.0 24.0 37.3 13.3 Pigment Dispersion 32 — — — — Pigment Dispersion 33 — — — — — Pigment Dispersion 34 — — — — — Pigment Dispersion 35 — — — — — Pigment Dispersion 36 — — — — — Pigment Dispersion 37 — — — — — BMA/MAA Polymer 5.7 5.7 5.7 5.7 5.7 DPEHA 3.4 3.4 3.4 3.4 3.4 Irgacure 907 1.1 1.1 1.1 1.1 1.1 PGMEA 36.5 36.5 36.5 36.5 36.5 Total 100.0 100.0 100.0 100.0 100.0 Evaluation viscosity (mPa · S) &gt;1000 &gt;1000 &gt;1000 &gt; 1000 &gt;1000 Dispersion Stability Gel Gel Gel Gel Gel Brightness 27.0 28.2 26.4 25.4 25.8 Contrast 700 720 650 500 750 62 200918609 / i \ Bud 100.0 l&gt; (N 〇II i 1 1 1 32.0 1 1 1 1 1 1 i 1 1 21.3 1 1 卜tri rn rn 1-H 36.5 14.0 q 18.1 ο 〇〇 (N inch 75/25 1 1 1 1 , 40.0 1 1 1 1 1 1 1 1 1 13.3 1 1 36.5 : 00.0 15.0 1.07 19.2 770 (N II 〇 00.0 r—&lt;1—&lt; 〇ON 1 1 1 1 48.0 1 1 1 1 1 1 i 1 1 m *n 1 1 卜»〇寸 CO 36.5 18.0 1.08 20.4 700 (N II o 242/177 = 40/60 1 i 1 1 1 1 1 21.3 1 ! 1 1 1 1 1 32.0 1 1 卜 yri inch 36.5 100.0 12.5 ' p Η g 00 cn 242/177 = 50/50 1 1 i 1 1 1 1 I 26.65 1 1 1 1 1 1 1 1 26.65 1 i 卜&gt;τϊ to cn 1 — | 36.5 | 100.0 1 12-5 | s 1 18·2 1 880 00 r〇242/177 | = 60/40 1 1 1 i 1 1 1 32.0 1 1 1 i 1 1 1 21.3 1 卜»η inch 1-^* 36.5 100.0 12.6 »/Ί p 19.3 880 t*-* 〇v〇cn ο r- inch p O) 1.05 (Ν 960 m rl II i CM 1 1 1 1 1 1 1 1 1 1 1 1 &lt;Ν mi 1 uS cn cn (Ν ψ—^ r〇242/177 = 50/50 1 | 26.65 1 I 1 1 1 1 1 1 1 ! ! 1 26.65 1 1 Cn 36.5 100.0 12.0 1.03 18.3 960 r 〇 rs 60/40 1 | 32.0 i 1 1 1 1 1 1 1 1 1 ! 1 21.3 1 1 卜&gt;λΪ inch CO 36.5 00.0 12.3 1.03 19.4 960 II r3 CN ΙΛ ( 00 00 CN cn (Ν ΓΛ m *Α cn V£&gt; ΓΛ 卜 m 〇3 荽者# #者蓉者• Si Μ Μ % ON a I Φ φ Φ Φ Φ Φ Φ Φ Φ ω t容实 It 实实实 tt 1 5 ο 6 &gt;n £ Upset forging 堪 堪 羝羝贱 羝 羝 羝 18 18 200918609 [Table 12] Comparative Example 25 26 27 28 29 30 Pigment mixing ratio 242/177 242/177 242/177 254/177 254/177 254 /177 = 60/40 -50/50 =40/60 = 90/10 = 75/25 = 60/40 Pigment Dispersion 21 — — — — — — Pigment Dispersion 22 — ~ — — — — Pigment Dispersion 23 — — — — — — Pigment Dispersion 24 — — — — — Pigment Dispersion 25 — — — — — Pigment Dispersion 26 — — — — — Pigment Dispersion 27 — — — — — — Pigment Dispersion 28 — — — — — — Pigment Dispersion 29 — ~ 一 一 — Pigment Dispersion 30 32.0 26.7 21.3 — — — Pigment Dispersion 31 — — — 48.0 40.0 32.0 Pigment Dispersion 32 — — — — — — Pigment Dispersion 33 — — — — — — Pigment Dispersion 34 — — — — — — Pigment Dispersion 35 — — — — — — Pigment Dispersion 36 — — — — — — Pigment Dispersion 37 21.3 26.7 32.0 5.3 13.3 21.3 BMA/MAA Copolymer 5.7 5.7 5. 7 5.7 5.7 5.7 DPEHA 3.4 3.4 3.4 3.4 3.4 3.4 Irgacure 907 1.1 1.1 1.1 1.1 1.1 1.1 PGMEA 36.5 36.5 36.5 36.5 36.5 36.5 Total 100.0 100.0 100.0 100.0 100.0 100.0 Evaluation viscosity (mPa · S) &gt;1000 &gt;1000 &gt;1000 &gt ;1000 &gt;1000 &gt;1000 Dispersion stability gel gel gel gel gel gel lightness 18.2 17.0 16.4 19.8 18.7 17.5 Contrast 700 720 750 600 620 630 It is known from the table that it has a color selected from CI Pigment Red 242. In the examples in which the red pigment (2) of at least two red pigments in the group consisting of CI Pigment Red 254 and CI Pigment Red 177 and the pigment dispersion aid are used, excellent fluidity and dispersion stability can be obtained, and Brightness and contrast are also excellent. On the other hand, in the comparative example in which the pigment dispersing aid was not added, it was not possible to obtain 64 200918609. All of the characteristics were excellent as in the examples. Old example <Red pigment pigment (3) pigment dispersion composition> The composition of Table 2 is made using a bead mill at 4 (four). The mixture was kneaded at a temperature of c of 3 small 4 to obtain a pigment dispersion of 38 to 44. In addition, all of the organic pigments have been subjected to a salt mill treatment using a kneader. The so-called "treatment PY139 (1)" refers to the kneader treatment PYJ39 obtained in the above Preparation Example 2, and the so-called "Occupation of the month" is 139 (2) "" means that the amount of sodium chloride in the salt mill treatment is "measured by the amount of f", and is more fine than that of the treated ργΐ39(1), the pigment of "Tian", and the "commercial dispersion aid" is a commercially available azo-based dispersion aid. The agent (a dispersing auxiliary agent other than the compound represented by the above formulas (1) and (7)) ° represents a unit of the numerical value of the composition as parts by mass. <Pigment-dispersed photoresist composition for color filter> In the manner of the composition of Tables 14 to 15, the above-mentioned pigment dispersions 38 to 44 are mixed with other materials using a high-speed spoiler, and the pore diameter is 3 The mixture was filtered through a filter to obtain pigment-dispersed photoresist compositions for color filters of Examples 44 to 5S, Comparative Examples 31 to 33, and Reference Examples 1 to 10. Further, 'the unit of the numerical value of the composition is part by mass. The following evaluations were carried out on the farmer's method, and the results are shown in Tables 1 3 to 15. &lt;Flowability&gt; Each of the pigment dispersions 38 to 44 was collected in a glass bottle, and the bottle cap was stoppered and stored at room temperature for one day, and then measured by using a B-type viscometer (manufactured by T〇kimec Co., Ltd.). (Viscosity under 3, evaluation of fluidity. 65 200918609 &lt;Dispersion stability&gt; The pigment dispersions 38 to 44 were separately collected in a glass bottle, and the bottle cap was stoppered, and a B-type viscometer (manufactured by T〇kimec Co., Ltd.) was used. The viscosity at 25 ° C after 1 day of storage at room temperature and the viscosity after 7 days of storage at 4 rc were determined. (Viscosity after 7 days of storage at 4 ° C) / (at room temperature) The viscosity after the preservation of the day is evaluated. 'Evaluation of the dispersion stability. &lt;Contrast of the pigment dispersion resist composition for color filter and light film&gt; Examples 44 to 55 and Comparative Example 3 1 to 1 using a spin coater 3 3 and the color filters of Reference Examples 1 to 10 were coated on a glass substrate with a pigment dispersion resist composition, prebaked at 100 ° C for 3 minutes, and then exposed with a high pressure mercury lamp, and further, at 23 (Bake after 30 minutes at TC. Then, use two polarizing plates (manufactured by Nitto Denko Corporation, model: SEG1224Du) to hold the glass substrate coated with the photoresist composition while using a fluorescent lamp (wavelength range) For the illumination of 3 80 to 780 nm), the polarizing plate on the front side is rotated, and a color luminance meter is used. (manufactured by T〇pc〇n, bm-5 A) The intensity of light transmitted when the polarizing plate on the front side is parallel to the polarizing surface of the polarizing plate on the rear side and at right angles is measured. The polarizing plate on the front side and the rear side are measured. The ratio of the brightness when the polarizing surfaces of the polarizing plates are parallel and the brightness when the polarizing plates on the front side are at right angles to the polarizing surfaces of the polarizing plates on the rear side is evaluated as contrast. Contrast = (polarizing plate on the front side and polarizing light on the rear side) The brightness when the polarizing surface of the plate is parallel/the brightness when the polarizing plate on the front side is at right angles to the polarizing surface of the polarizing plate on the rear side).

&lt;Comparison of color characteristics of pigment-dispersed photoresist composition for color filter&gt; The above Example 44 was measured using a spectrophotometer (manufactured by Shimadzu Corporation, UV-2500PC, C 66 200918609, 2 ° field of view) 55. Color characteristics (X, y, Y) of each of the photoresists of Comparative Examples 3 to 33 and Reference Examples 1 to 10. In Examples 44 to 55, Comparative Examples 3 to 33, and Reference Examples 1 to 10, with respect to the chromaticity of red required for a flat panel display, X was set to 0.580, and y was adjusted to the same density to obtain brightness. Y. 67 200918609 [£1嵴] Example Adding Pigment Dispersion 43 15.0 〇〇O IT) ^f· 75.3 〇CN 0.98 Pigment Dispersion 42 15.0 ID 00 〇75.3 o 00 1.00 Pigment Dispersion 41 15.0 00 o in 75.3 o 10.1 1.02 Comparative Example Addition of Pigment Dispersion 44 15.0 yn in 76.0 100 Gelation 1 Pigment Dispersion 40 15.0 in 76.0 100 Gelation 1 Pigment Dispersion 39 15.0 in — (N r —Η 74.8 〇25.0 Gelled Pigment Dispersion 38 15.0 IT) 00 ο iT) 75.3 100 Ο Q\ 1.01 Treatment PY139(1) Treatment ΡΥ 139(2) Treatment PR254 Treatment PR166 Treatment Ρ038 DB-2001 Pigment Dispersion Assist 1 Commercial Dispersion Assist BMA/MAA Copolymer PGMEA Total Fluidity (viscosity mPa. S) Dispersion stability (40°c/7d) viscosity increase rate 200918609 [Inch I ΐ Reference Example 4 CN 51.2 卜 inch cn 36.5 100.0 PR254/P038 two component range 〇96.0 0.580 0.322 27.8 § 0.96 Example 49 42.6, 10.7 Bu 36.5 100.0 80.0 20.0 0.580 0.322 28.0 1 700 S Reference Example 3 1—« 52.2 Bu 36.5 100.0 〇 (N 98.0 1 0.580 0.319 27. 4 680 1.00 Example 48 48.0 卜 to cn 36.5 100.0 90.0 10.0 0.580 j 0.319 27.5 1 700 S 1—^ Reference Example 2 F_H 36.2 卜 inch ΓΛ 1—-Η 36.5 100.0 32.0 68.0 0.580 1 0.359 32.7 丨540 0.84 Example 47 10.7 42.6 Bu Shou rn ♦-Η 36.5 100.0 20.0 80.0 0.580 0.359 34.6 丨700 1.36 Reference Example 1 24.5 28.8 Bu inch 1—4 36.5 100.0 46.0 ; 54.0 1 0.580 1 0.390 36.8 1 540 1 0.90 Example 46 1—^ 52.2 For rn rH 36.5 100.0 〇&lt;N 98.0 1 0.580 0.390 40.1 | 720 | 1.75 Example 45 13.3 26.7 L_____ 13.3 卜ir cn rH 36.5 1 ιοο.ο 1 25.0 25.0 50.0 0.580 0.353 33.5 700 1.01 Example 44 13.3 40.0 1_卜&gt;ri inch»—Η 36.5 100.0 25.0 75.0 0.580 0.353 33.5 700 1.30 Comparative Example 33 1 40.0 13.3 &gt; 〇 to rn 36.5 100.0 25.0 75.0 0.580 ] 0.353 33.0 400 1.29 Comparative Example 32 13.3 40.0 ι〇36.5 1 ιοο. 1 25.0 75.0 0.580 0.353 31.9 540 0.87 Comparative Example 31 14.4 38.9 Bu »ri Inch CO 36.5 1 ιοο.ο 1 27.0 7 3.0 "0.580 0.353 31.9 460 0.85 pigment dispersion 38 pigment dispersion 39 pigment dispersion 40 pigment dispersion 41 pigment dispersion 42 pigment dispersion 43 pigment dispersion 44 BMA/MAA copolymer DEPHA Irgacure 907 PGMEA total PY139 PR254 PR166 P038 XB Ratio 1 Film thickness (em) Toning ratio spectroscopic, optical characteristic 69 200918609 [π&lt;] Reference example 10 12.3 41.0 Bu-inch cn 36.5 100.0 PR254/P038/PR166 three-component range 22.0 78.0 0.580 0.345 30.9 540 0.86 Example 55 〇〇〇〇〇6 37.3 卜τΤ cn rH 36.5 100.0 15.0 70.0 15.0 0.580 0.345 32.0 700 1.13 | Reference Example 9 20.3 38.4 卜»〇对ΓΛiH 100.0 38.0 68.0 0.580 0.368 33.9 520 : 0.85 Example 54 〇〇〇37.3 〇00 卜 to cn 36.5 100.0 15.0 15.0 70.0 0.580 0.368 36.1 700 ' 1.50 Reference Example 8 cn 49.6 卜 CO TH 36.5 100.0 ο 卜 · 93.0 0.580 0.326 28.3 680 0.93 Example 53 37.3 〇00 〇00 卜 »ri 呀cn TH 36.5 1 100.0 70.0 15.0 15.0 0.580 0.326 28/7 700 ' Reference example 7 12.3 41.0 Bu m 36.5 L 100.0 23.0 77.0 0.580 0.347 «μ m 540 0.86 Example 52 卜CN 卜&lt;N 48.0 rf cn iH 36.5 loo.o | ο 90.0 ο 0.580 0.347 (N cn 700 1.20 Reference example 6 26.7 26.7 Bu Tf rn 36.5 100.0 50.0 50.0 0.580 0.385 36.1 520 0.88 Example 51 Bu (N 48.0 Bu Bu 36.5 100.0 ο &gt; r &gt; ο 90.0 0.580 0.385 39.2 700 1.69 Reference Example 5 (N 51.2 卜wi inchcn tH 36.5 100.0 ο cn 97.0 0.580 0.320 27.6 680 0.98 Example 50 48.0 卜&lt;N r- CN rt m&quot; 1-1 36.5 100.0 90.0 ο »ri ο 0.580 0.320 28.8 700 Pigment Dispersion 38 Pigment Dispersion 39 Pigment Dispersion 40 Pigment Dispersion 41 Pigment Dispersion 42 pigment dispersion 43 pigment dispersion 44 BMA/MAA copolymer DEPHA Irgacure 907 PGMEA total PY139 PR254 PR166 Ρ038 X &gt;* i contrast film thickness (//m) toning ratio spectroscopic, optical characteristics 200918609 Coloring pigment (3) (treatment p〇38 and treatment PR: 54 and/or 166) as a coloring pigment, and using a pigment dispersing agent having a tester base and a specific pigment dispersion aid Such a pigment dispersing agent of the fluidity and excellent dispersion stability can be obtained embodiment examples, and brightness, contrast is also excellent. On the other hand, in the comparative example and the reference example in which the processing PY139 (1) or (2) was used instead of the processing P038, it was not possible to obtain all of the characteristics as excellent as the examples. Further, when the pigment dispersing aid is not used and the pigment dispersing agent having a basic group is used for dispersion, the fluidity and dispersion stability are low, and the contrast is also poor. 2, 62, Comparative Example 34 to 44, Preparation Example π &lt; Pig Color Dispersing Composition of Red Colored Pigment (4) &gt; In the composition of Table 16, a bead mill was used to knead at a temperature of 4 〇 5 5 〇 β (: The pigment dispersions 45 to 53 were obtained in 3 hours. Further, all of the organic pigments were subjected to a salt mill treatment using a kneader, and a "commercial dispersion aid" was a commercially available azo-based dispersion aid (described above). a dispersing auxiliary agent other than the compound represented by the formula (1) or (2). The unit of the numerical value of the composition is a part by mass. <The pigment-dispersing photoresist composition for a color filter> to become S 17 to 18 &lt;Composition of the method, using the high-speed mixer to uniformly mix the pigment dispersions 45 to 53 with other materials, and then filtering using a filter having a pore size of 3 &quot; m to obtain Examples 56 to 62, Comparative Examples to μ and The pigment dispersion resist composition for the shirt color filter of Reference Example 11 is used. The unit of the numerical value indicating the composition is the mass part. The jf price method is subjected to the following evaluation'. The results are shown in Tables 16 to 18. 71 200918609 &lt;Flowability and dispersion stability of pigment dispersion&gt (Liquidity) The pigment dispersions 45 to 53 were separately collected in a glass bottle, and the bottle cap was stoppered and stored at room temperature for 1 day. Then, using a B-type viscometer (manufactured by Tokimec Co., Ltd.), it was measured at 25 ° C. Viscosity, evaluation of fluidity (dispersion stability) f

The pigment dispersions 45 to 53 were separately collected in a glass bottle, and the bottle cap was stoppered, and the viscosity at 25 ° C after storage for 1 day at room temperature was measured using a B-type viscometer (manufactured by Tokimec Co., Ltd.), and 4 〇. The viscosity after 7 days of storage was saved. The viscosity (storage after 7 days of storage at 40 C) / (viscosity after storage for 1 day at room temperature) was determined to evaluate the dispersion stability. &lt;Dispersion stability of pigment dispersion resist composition for color filter and light sheet> Red color pigment dispersion resist composition of color filters of Examples 56 to 62, Comparative Examples 34 to 44 and Reference Example i They were collected in a glass bottle, and the bottle cap was stoppered, and the state of the 纟 room temperature was evaluated according to the following evaluation criteria. A: No adhesion or sedimentation was found. B: Viscosity or sedimentation can be seen to a slight degree of oscillation, that is, reduction. It can be seen that the adhesion of the pigment-dispersed photoresist composition for the color filter is enhanced even if the strong vibration is not restored. > Using a spin coater, Jiang: Shen &amp; p, Examples 56-62 The color filters of Comparative Examples 34 to 44 and Reference Example 1 were also used for the thick color, _. Coating with a bismuth dispersing photoresist composition on a glass substrate

After being pre-baked at 10 ° C for 8 volts A 仃 3 knives, a high-pressure mercury lamp was used for 72 200918609 exposure and then baked at 230 ° C for 30 minutes. Then, the glass substrate coated with the photoresist composition was held by two polarizing plates (manufactured by Mindong Electric Co., Ltd., model: SEG1224DU), and irradiated with a fluorescent lamp (wavelength range of 380 to 780 nm). While rotating the polarizing plate on the front side, the intensity of light transmitted when the polarizing plate on the front side and the polarizing surface on the rear side were parallel to each other and at right angles were measured using a color luminance meter (manufactured by Topcon Corporation, BM-5A). The ratio of the brightness when the polarizing plate on the front side is parallel to the polarizing surface of the polarizing plate on the rear side and the brightness at the right angle to the polarizing surface of the polarizing plate on the rear side are evaluated as contrast. Contrast = (brightness when the polarizing plate on the front side is parallel to the polarizing surface of the polarizing plate on the rear side / brightness when the polarizing plate on the front side is at right angles to the polarizing surface of the polarizing plate on the rear side). &lt;Evaluation of color characteristics of pigment-dispersed photoresist composition for color filter&gt; Examples 56 to 62 and Comparative Examples 34 to 44 were measured using a spectrophotometer (manufactured by Shimadzu Corporation, Uv_2500PC, C light source 2 field of view). And the color characteristics (x, y, γ) of the respective photoresist compositions of Reference Example ^. In Examples 56 to 62, Comparative Examples 34 to 44, and Reference Examples, the chromaticity of the red color required for the flat panel display was set to (X, y) = (0.650, 〇 · 321) to determine the brightness γ. 73 200918609

2 8 1A9 荽w Comparative example φ ' 33.3 P 16.0 卜 inch | 36.5 I 100.0 I 62.5 1 in 30.0 U 0.650 | 0.321 I 500 Comparative example 43 29.1 CN 卜 inch ΓΟ 36.5 I 100.0 54.6 I 22.7 I 22.7 α 0.650 i I 0.321 I 17.4 ' 470 Comparative Example 42 I 23.6 23.8 tri tri tri 6.5 36.5 100.0 1 44.2 1 I 44.6 I 1 11.2 I 〇I 0.650 1 0.321 17.5 430 Comparative Example 41 33.8 15.6 ΓΟ m m 1 36.5 I 100.0 I 63.4 !_ 29.3 Rn U 0.650 0.321 1.17.5-I 470 Comparative Example 40, 30.4 11.5 I 11.5 Bu-inch ΓΛ 36.5 100.0 丨—57.0 I L21.5——” 1 21.5 —| U | 0.650 | | 0.321 | L 17.4 1 500 Comparative Example 39 I 33.8 Os cn I_ 15.6 卜 对1—1 1_36.5_I I loo.o | L.63.4 I 1&gt; 29.3 U 0.650 | 0.321 | 1I | 520 Comparative Example 38 35.4 | 17.9 !&gt; Inch ΓΛ iH i—H 1__36,5I | loo.o | 1 66.4 1 L 33.6 _ JU | 0.650 | | 0.321 | 11 | 550 1 Comparative Example 37, 28.8 24.5 兮ΓΛ | 36.5 | 100.0 54.0 46.0 U 0.650 I 0.321 | 1_17^7__I 410 Comparative Example 36 32.2 '10.6 10.6 Bu cn F—&lt; | 36 .5 | I loo.o | 60.4 119,8_I 1__1^8__1 〇"0.650 | | 0.321 | 18.0 ! 440 Comparative Example 35 27.9 25.4 卜»τΐ rr cn | 36.5 | i 100.0 152,31 丨47.7_I U 0.650 0.321 17.6 470 Comparative Example 34 36.9 16.4 Bu Shou cn | 36.5 | I loo.o | 1__6^2__ 1 30.8 ] U | 0.650 | | 0.321 1 111?I | 420 | Reference Example II 36.2 勺 spoon · cn | 36.5 | 100.0 68.0 1 32.0 1 &lt; 0.650 | 0.321 | 1iM_1 700 Pigment dispersion 45 Pigment dispersion 46 Pigment dispersion 47 Pigment dispersion 48 Pigment dispersion 49 Pigment dispersion 50 Pigment dispersion 51 Pigment dispersion 52 Pigment dispersion 53 BzMA/MAA copolymerization DPEHA 〇\ &lt;υ s £? PGMEA Total Toning Ratio Processing PY254 Processing PY177 Processing PR166 Processing Ρ038 Processing PY150 Dispersion Stability Spectroscopic, Optical Properties! X contrast sz. 200918609 [8 1 嵴 photoresist composition example 62 I 28.4 24.9 inch ΓΛ 36.5 100.0 53.3 46.7 &lt; 0.650 0.321 17.7 1000 Example 61 31.8 15.1 卜 inch ΓΟ τ—^ 36.5 100.0 59.6 28.3 CN &lt; 0.650 0.321 17.8 1150 Example 60 32.3 10.5 10.5 卜 in inch cn r - Η 36.5 100.0 60.6 19.7 19.7 &lt; 0.650 ! 0.321 18.0 1250 | Example 59 1 32.7 _ 12.4 CO 寸 寸 rn rH 36.5 100.0 61.3 15.5 23.2 &lt; 0.650 0.321 18.1 1350 Example 58 33.2 ι ι ΐ 寸 rn Η 1-Η 36.5 100.0 62.2 rn 26.4 &lt; 0.650 0.321 18.1 1430 Example 57 33.3 16.0 〇¥ 卜 in inch cn 36.5 100.0 62.5 30.0 &lt; 0.650 0.321 Π 18.1 1450 Example 56 27.6 25.7 Bu M* 36.5 100.0 51.7 48.3 &lt; 0.650 1 0.321 18.2 1500 ! 5 Φ Pigment Dispersion 46 荽Φ Real Forging 5 荽实埏客令实fN in 荽实璲^Ti 荽 囊Ν « DPEHA 卜〇 £? PGMEA Total &lt;3 W Processing ΡΥ Processing 177 Processing PR166 〇〇cn ο mt w Treatment PY150 Dispersion Stability Spectroscopic, Optical Properties Contrast 200918609 It can be seen from the table that red pigments (sentences (pRi77 and PR166 and/or P038) are used as organic pigments, and pigment dispersants and specific pigment dispersion aids are used in combination. In the examples in which the pigments are dispersed, excellent fluidity and dispersion stability are obtained, and the brightness and contrast are also excellent. In addition, the 'comparative examples and the reference shots, none (4), all of these characteristics are excellent as in the examples. For example, in the case where the red coloring pigment (4) is not used in combination (Reference Example 11 - Treatment of pR177 in combination with the treatment of PR254), even if the pigment dispersion agent having a basic color and a specific pigment dispersion aid are used together, the optical characteristics are superior. A comparative example in which a specific pigment dispersion aid was not used was used but was inferior to the examples. Further, in the case where a specific pigment dispersion aid was not used (Comparative Examples 34 to 44), dispersion stability, spectral separation, and optical characteristics were inferior. (Industrial Applicability) Color Filter and Ink Jet The pigment dispersion aid of the present invention can be used in applications in the field of color. [Simple description of the diagram] None [Key component symbol description] Benefit 77

Claims (1)

200918609 X. Patent application scope: 1. A pigment dispersion auxiliary agent, which is characterized by being a compound represented by the following formula (1) and/or (2). (1) (2) [wherein, x and γ are the same or different, and represent a phenyl group which may be substituted by F, cn, BΓ, No2, CH3 or OCH3; Μ represents Η, Na, K, NH4 or NR^ RUkR1, R2, r3 and R4 are the same or different, and the carbon number which can be substituted by other substituents is! ~! The saturated or unsaturated aliphatic hydrocarbon group of hydrazine or an aromatic hydrocarbon group having a carbon number of 6 to 取代 which is substituted by another substituent) m represents an integer of 1 or more]. The pigment dispersion auxiliary agent z. is characterized in that it is a compound represented by the following formula (31) and/or (32), and is obtained by a chemical treatment, and is obtained by a chemical treatment. 200918609 [wherein, the same or different 'is a phenyl group which may be substituted by F, cl, Br, N〇 CH3 or 〇CH3]. 2 3. The pigment dispersing aid X of the U 2 item of the patent application is 2,5-diphenylphenyl, and γ is a phenyl group. ^中 4. A pigment dispersion characterized by comprising: ί dispersant, application of the scope of claim 2 or 3 of the pigment = auxiliary: material and organic solvent. The thinner auxiliary agent is: 5. The pigment dispersion according to item 4 of the patent application scope, wherein the main pigment of the organic pigment is C_I. Pigment Red 166 and reddish "7." Pigment Red (4) and = Yan (4) Free CJ. Pigment锸 々 . . . . . 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 254 Red coloring pigment (7); red coloring pigment (3) composed of CI·Pigment Orange 38, 盥C 柘W ” UI. Pigment Red 254 and/or CI Pigment Red 79 200918609 166; or, by CI Pigment Red 177 The red coloring pigment (4) composed of the more CI phase % L4 /, Yan Yankehong 166 and/or CI·Pigment Orange 38. 6. A pigment dispersion according to the patent application No. 4啖5 八#μ〆, wherein the pigment knives are a base-based pigment dispersant. 7. For example, in the scope of patent application No. 4, 5 and the right blush, the pigment dispersion of the sixth item, the organic pigment is a microparticle-treated organic pigment. A pigment dispersion according to claim 7, wherein the microparticle-treated organic pigment is a salt-milled organic pigment. 9. If the pigment dispersions of ώ ΤΓ, +, ·* ϋ· 〆8 are used in the fourth and fifth patent applications, the salt-treated pigment obtained by the following method is used. β $ $们' 1 movement - a mixing device for performing a male spine movement, which contains a machine-like pigment and does not dissolve the water-soluble dispersion of the inorganic salt of the inorganic salt and substantially after the inorganic salt and the The water-soluble dispersion medium removes buckles, bundles, ., , , and 1. ·-Color diffuser for pigment dispersion; Reagents Patent application Nos. 4, 5, and 6, and 3, there are 8 or 9 pigment dispersions. Η一,图: None 80