TW201042368A - Coloring photo-sensitive resin composition and color filter - Google Patents

Abstract

This invention provides coloring photo-sensitive resin composition that includes coloring agent(A), alkali-soluble resin (B), photopolymerized compound (C), photopolymerization initiator (D) and solvent (E), characterized by the coloring agent (A) including both dye (A-1) and pigment (A-2), and the solvent (E) including two or more kinds of hydroxyl group-containing solvents.

Description

[Technical Field] The present invention relates to a colored photosensitive resin composition and a color filter using the colored photosensitive resin composition. [Prior Art] In recent years, the pursuit of high-definition, high-definition, and high-contrast color filters has been pursued. In order to achieve this, the high color purity of the color filter is progressing, and it is seen that the concentration of the pigment in the photosensitive resin composition tends to increase. However, when the pigment is increased in height, since the pigment has a certain particle diameter, light is scattered, and it is difficult to increase the resolution of the colored photosensitive resin composition containing the high u concentration pigment, so that it is not suitable for achieving high definition of the color filter. Further, problems such as color unevenness caused by coarse particles of the pigment occur. Here, a technique in which a dye is used as a coloring agent and a combination of ethyl lactate and propylene glycol monoterpene ether is used as a solvent to produce a color filter or a light sheet is disclosed (Patent Document 1). [Practical Technical Literature]

[Patent Document] Japanese Laid-Open Patent Publication No. 2005-92002, the first embodiment of the present invention [Problems to be Solved by the Invention] However, color filters and light are obtained even if the resin composition specifically disclosed in the patent document is used. The heat resistance of the sheet is not the same as that of the above. In view of the above problems, the present invention is provided by the combination of - ice, to provide a coloring photosensitive resin composition, and H color = resin composition can be provided. The color of the financial assets, that is, the present invention provides the following [^~[^]. %'-light film [1]· A color-sensitive photosensitive resin composition, including: = fat (8), Linhe touch reduction), find shouting = bath 201042368, agent (A) contains dyeing (A - 】) and Both of the pigments (A-2) and the agent (E) are solvents containing two or more kinds of solvents containing a hydroxyl group. (2) The composition of the photosensitive resin according to (1), wherein the fraction is in the form of a filament (10) 5 - f 5 ^ (E) # Solvents, which is a group of solvents, wherein, '容南 ίίϋ [^~(4) The coloring sensitization of any one of the compositions is a solvent containing ethyl lactate and propylene glycol monomethyl. Lin ^ Dyes! Two-component photosensitive tree composition, of which 1 :: 1 ° I R3

The dye (Α-1) is a dye composition of the above-mentioned color, and is a dye of the formula (1). (1) J inverse; family 2^6: the hydrogen number 2Hr contained in the south atom, the -r6, -〇Η 曰· group is produced by the number 6~ =; 4_CW ' -SOsR^ ^ ^~S〇2N(R8) RrS〇3 ^ 'S〇3^ -S〇3 ^-s〇2NSR9S〇〇r ^ ^s〇3fI' 'SM' -c〇2H . ^c〇2R6 ^ _s〇3R, also;; An integer of ~5 - when the integer is 2 or more, the plural _ can be Κ; ί atom. a represents an integer of 0 or 1. (1) base of 1 to 1G. The carbon number is 1 to 10 and the fullness of the 201042368 atom or the oxy group. 〜30的环,ρ就+独ΐ表虱 atoms, carbon number 1~10 alkyl, carbon number 3 ΟΗ, halogen original:. = and the hydrogen atom of Τ姆 can also be replaced by - base -CH Bu, also 4 mouth = 'or 'the = and the ring burnt two ' π and π can also be combined with each other to form a carbon number -= Qing -, m Substituents can also be substituted for -R6, HQ. 1 (a) of the _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Or Μ denotes a sodium atom or a potassium atom. However, the formula (the number of + charges in the compound shown in υ - 』). The coloring of the pigment (A-2) according to any one of (1) to m includes C. I. · Pigment blue 15 : 6 pigments. 〃, 中 ["]. [1] [6] in the color-sensitive photosensitive tree month destination, today (A-1) contains the formula (2) a dye for the compound.

Θ D1 (2) [In the formula (2), "separately, it represents a gas atom, a desert atom, a thief of a carbon number of 1 to 5, and a filament-like lacto-S〇2 NHRd21 or a COORd21. , 201042368 of the hexyl group, _—C0—0—Rd32 〜R<m_0—c〇_R two 2 215 alkoxyalkyl groups, —Rd31 work i of the two-dimensional table, methyl, B Base or amine group. And c·redundant material, the group formed by A: .1. Pigment Red 242 Face Group Secret ^彡^ '#, Axis]~[1_—Nu Coloring Sensitive=Two S Colors ί光1: Contains [11 ] The color pattern. [141 color, the light film, is formed by the light lithography method. month. An inter-liquid crystal display device comprising the (10) or (10) H-gloss coating machine [Embodiment] [Formation of the invention] Tree, test solubility: A-13 and Yan and Rongqing. Can be used with a variety of dyes. In addition, the warfare coloring photosensitive tree is used to make choices. Further, the color grease composition cap of the mask can be made to have a sufficient solubility, for example, in 201042368, such as a compound represented by the formula (1). In addition, although the number of carbon atoms varies depending on the carbon number, the substituents described below are the same as described above unless otherwise specified. Further, it may have both a straight chain and a branched shape, and includes both a straight chain and a branched shape.

(1) Ο ❹ can be two = original 氮 Nitrogen atoms contained in the smoky group, also rnu 二Γ υίί, —〇R, —s〇3—, —s〇3h, —s〇3m, C〇2H, :C〇 2R, -S〇3R6, or ~s〇2N(R8)R9. Alternatively, when the integer °m of 0 to 5 is an integer of 2 or more, the plural R5 may be the same. a represents an integer of G or 1. Containing the lang of the Wei 1~10 and the smoke base package ... each, H 〇 炫 methoxy. 〜30的环烧基或—Q, a carbon number of 1 to 10, a carbon number of 30H, a dentate atom, —QQ and a hydrogen atom of a cyclofilament may be substituted with a —d-, or Substituting nfH—= 'Weiyl and the ring 垸—, R8 and R9 may also be bonded to each other, and the form II, II or ~NR6 may also be substituted with a heterocycle of -r6, mQ, and the hydrogen OH of the ring. The argon atoms of R6, 〇R6, -N〇2, -CH, and 土s can be replaced by _ Μ to represent a nano or potassium atom. 2. —(3)=(10)6 or a fang atom. However, the number of + charges in the compound represented by the formula (1) is the same as the number of charges. (Under 201042368, the same is true for the compounds contained in formula (1)). In the formula G), an aromatic hydrocarbon group, for example, a phenyl group or a naphthyl group. I lit a carbon atom having 6 to 10 carbon atoms, for example, phenyl, naphthalene dimethylphenyl, trif-phenylphenyl, ethylphenyl, hexylphenyl, % benzyl, chlorophenyl, Bromophenyl, neophenyl, decyloxyphenyl, benzyl 2-phenyl, hexyloxyphenyl, decyloxyphenyl, trifluoromethyl, homing, the base of this temple 〇2N(rs)R9 substituted group. 6~1〇, the substituent of the fragrant base, with ethyl, propyl, phenyl, [ISί; or - good. Here, the base of the - face 8 is preferably a base having a carbon number of from 3 to 30, and the carbon number is from 1 to 10 1 ^. The branched base of the 6 to 8 is more preferable, 2-ethylhexyl. optimal. = "Atom, for example: fluorine atom, chlorine atom and bromine atom, etc. 昱石ΐΐ ί" Oxygen f, 士士°: methoxy, ethoxy, n-propoxy, [oxygen f dibutoxy , a third butoxy group, a n-pentyloxy group, a positive number - ethylhexidine, a decyloxy group, an alkoxy group, and the like.昱丄丁: A saturated hydrocarbon group of valent, for example: methyl, ethyl, propyl, butyl*I-pentyl, isopentyl, neopentyl, hexyl, heptyl, JI-based fluorenyl, 壬f, zealaki ; cyclopropyl, cyclobutyl, cyclopentanyl is a ring-like group such as ii, ΐ, ΐ octyl, tricyclotetrayl, etc., and also as such, thiol-substituted ring of 5 combinations Record, replace the olefin oxime group, ring wire, alkyl group, ship base, cyclofilament-alkyl group, its Si8 and burnt group with carbon number 1~10, Weiji ==2〇, burning ^% The county and the city base are woven into carbon number 4~3Q, and the aromatic Wei hydrocarbon group is a carbon number aryl group, for example, a phenyl group, a naphthyl group, a diphenyl group, a hydrazine group, an aryl group, for example, a benzyl group, a phenyl group, Soil, base, naphthalene ethylene, etc. The ethylidenepropyl group, the tris-methyl group, and the naphthylenealkyl-aryl group may be optionally combined with the above substituents. 201042368 , which may also have a heterocyclic group which is not aromatic and forms R, and may be aromatic having an aromatic heterocyclic group. For example:

Non-aromatic heterocycles such as:

= Set again, the bond of the miscellaneous county may be any other than the above-mentioned positions, and R8 and R may combine with each other and form a heterocyclic ring with the nitrogen atom of the scale, for example:

_Oxocarbonyl, hexyloxycarbonyl, ring: iso, =, neopentyloxycarbonyl, octyloxy, 2-ethylhexyl i, heptyl, cycloheptyloxy, tricyclic oxime, f Alkyloxy group, fluorenyloxycarbonyl group, ethyl group, ethylhexyloxypropoxycarbonyl group, oxyhexoxypropane reduction, S0sR6 > oxysulfonyl group, and the like. Bauxite, ethoxylate xanthine, hexoxite xanthine, lysue 201042368 -, N9 in R9 is a hydrogen atom group, for example: amine Guji Ή ί (ethyl) sulfonamide, (C Amine sulfonyl, fluorenyl-(:yl)amine, hydrazine-(isobutyl)amine, yellow wine, hydrazine, hydrazide, hydrazine

Bis(4)^yl, Ν-(hexyl)amine sulfonyl, fluorenyl-(cyclohexyl)amine-heptyl)amine, hydrazine-(cycloheptyl)amine heteroalkyl, anthracene-(octyl)amine Stone-based, Ν-(2-ethylhexyl)amine sulfonyl, Ν-(1,5-didecyl I (cyclooctyl5 fluorenyl), fluorenyl-(fluorenyl)amine Vr Kwai 2 = soil: N (tricyclic Cai Ke) amine stone xanthine, N-(methoxypropyl) amine stone brain Sn, propyl propyl amine surface, N-(propoxypropyl) amine tartaric acid Base, N—(iso) soil amine base, N-(hexyloxypropyl)amine hetero group, N—(2_decylhexyloxymethyl) 3⁄4 tartaric acid group, N—(methoxyethyl) And an amine group, n-(3-phenyl-dipropyl) sulfonyl group, etc. R9 is a group of money in τ - j )R, and is represented by the following formula; X represents a dentate atom. χ3 represents a methoxy group of γ^3 having a carbon number of 1 to 3. 'The hydrogen atom of the silk and the alkoxy group may also be a ruthenium material or a ruthenium group having a Wei 1 to 3 , the alkoxy group of Wei 1~3, the atom of the acne atom, the money of the silk and the silk base can also be replaced by Zisuxuan. For example, the all-atomic substituted ketone group having a carbon number of 1 to 3 is in addition to the above-mentioned glare group. Outer, ethoxy Number of generations breaking 1~3 burning group ', for example: methoxy, NHSOn NHS02 NHSOo w〇 NHS〇2 \ nhso2' .2 γχΑ ΛΛ nhs〇2

NHSO,

nhL

Nhso2

XX NHS02 10 201042368

Nhso2 nhso2

nhL2

NHS〇2

2

Nhso2

HO HO"

, NHSO

^nhso2

I, nhs〇2

Nhso2 ^OH H〇〆 .NHSO〇 NHSO〇 HO^-^NHSOs H0

I HO 八 八八 NHS〇2 nhso2 OH

11 201042368

Me〇-NHS02 /〇n-/XNHS〇2

Y^X/XNHS〇2 cx

〇 X1/X^NHS02 x1-^^nh^〇.

Me〇·

Nhso2

j 〇 NHS〇2 nhso2 cf3ch2nhso2 cf3(cf2)7ch2nhso2

Cl

Nhso2 12 201042368 nhso2rV, NHS〇2 NHS〇2 ίί Xp3 NHS〇2

Ο

13 201042368 When both R8 and R9 are other than a hydrogen atom, one S〇2N(R8)R9, for example, a group represented by the following formula.

A heterocyclic ring in which R8 and R9 are bonded to each other and is bonded to the nitrogen atom to which they are bonded, for example, a group having the following formula.

14 201042368

S 〇 2 R 8 and R 9 are preferably a branched alkyl group having 6 to 8 carbon atoms, a cycloalkyl group having 5 to 7 carbon atoms, an allyl group, a phenyl group, an aralkyl group having 8 to 10 carbon atoms, and a carbon number of 2 to a hydroxyl group-containing alkyl group and an aryl group or an alkoxy group-containing alkyl group or aryl group having 2 to 8 carbon atoms, more preferably a branched alkyl group having 6 to 8 carbon atoms, most preferably 2-ethyl group Heji. Preferably, at least one of R1 and R2 or at least one of R3 and R4 is an alkyl group having 1 to 4 carbon atoms or an aromatic hydrocarbon having 6 to 5 carbon atoms which may be substituted. Preferably, the ruler is: and at least R2, and only 3 and #^ are at least an alkyl group having 1 to 4 carbon atoms or an aromatic hydrocarbon group having 6 to 1 carbon atoms which may be substituted. More preferably, R1 and R2 are at least one of R1 and R2, and an aromatic hydrocarbon group having a number of δ to 10 which may be substituted in R3 and γ. The leader is

15 201042368 [In the formula (1) to (1^4), R11 to R14 are each independently: a red aromatic hydrocarbon group. The number of the disc β = wind atom, - 6 feet or carbon number 6 ~ 1 〇! The valence is a halogen atom, and H = 1 〇 ^f is a hydrogen atom contained in the aromatic hydrocarbon group. 2|f, -(10)6, r6, -, ,, R, R represents a hydrogen atom, and ςη^ S (MRR. R16 represents -sor 〇3, -S〇3H or -s〇2N(r8)r9. Π24 each independently hydrocarbyl group. The carbon number is 6~1〇 atom, -R or carbon number 6~ aromatic atom, -R26,-0H The chlorine atom contained in the group can be replaced by a singular element ~S〇3l^, -S(W or 2, 27.3, -S〇3Na, -(10)...C〇2R6, R is not S〇3, Γ\ρ. SO2NHR28 〇, s〇3Na, —c〇2H, one (10)6, ~s〇3H or R28 represents a hydrogen atom, a ~6 hydrocarbon group, the carbon number 6~ι〇 or carbon number 6~10 The monovalent aromatic group is substituted with 0R6. The hydrogen atom contained in the aromatic hydrocarbon group may be 4 or R31 and R32 are each independently, preferably a phenyl group. The aromatic group 1, an aromatic hydrocarbon group, a sub- R6, -OR6, -0^ group 5 = Atom can also be substituted with halogen original P33. _ L〇2R, -S〇3R6 or -S〇2NHR28. 34 Table I 〇3~ or -s〇2匪R28. 5 means 4, atom, "or -S0.R28. and R are independent" means carbon number 6~1 〇1 ##a=^ ° The object shouts that Pei Xuanke replaces ^^ or represents a S0:T or a SOAHR28. R, R8, R9, m, X and a have the same meaning as the above.] In the case of the formula (1-4) Preferably, the number of charges in the compound represented by the formula (la) to the formula (lf) is the same as the number of charges in the compound represented by the formula (1). 16 201042368

Wherein Rb and Rc are each independently represented by a hydrogen atom, -s〇3-, -c〇2H or a S〇2NHRa.

Rd, Re, and Rf are each independently represented by -S0 plant, -s〇3Na, or one s〇2NHRa. R, R and R are each independently represented by a hydrogen atom, -$〇3, _s〇3h or ―S(MHRa.

Ra represents a linear or branched alkyl group of 1 to 10, preferably 2-ethylhexyl.

X and a have the same meaning as the above.]. The compound represented by the formula (lb) is a tautomer of the compound represented by the formula (ib-1). Wherein ' is further preferred by the formula (le) and the formula (if). The compound represented by the formula (1) can be produced by, for example, chlorinating a dye or a dye intermediate having -S〇3H in a usual manner, and the obtained one has a - pigment, a pigment intermediate and an R8- NH2 shows the amine obtained by reaction. In addition, it can be obtained by the reaction of the pigments of one of the methods described in the upper right barrier to the lower left column of the 32nd page of the 32nd page, and the reaction is reduced and touched. The dye (A_1), for example, a compound represented by the formula (2). 17 (2) 201042368

A D1 decyl bromide ^^^Vi~Rd18 each independently 'represents a nitrogen atom, a gas atom, a gas atom, a direct bond or a branched alkyl group, a nitro group, a phenyl group, a -S〇2NHRd2 group, a carbon number 1~8 secret bribe base, cyclohexyl, burning base X: - a cyclohexyl group, a calcined alkyl group having 2 to 15 carbon atoms, -Rd31 to Rd31 # - 0 - C0 - Rd32, or an aralkyl group having 7 to 10 carbon atoms. ^ 1 " 2 ^ ^d32 ton of 4 ionic or derived from an aliphatic hydrocarbon group having a pseudo-speech number 1 to 8, · propyl, n-propyl, isopropyl, n-butyl, hydrazine, methyl, N-hexyl, n-heptyl, n-octyl, ortho-butyl, n-pentyl,

Alkyl butyl, 1,5-di-indenyl hexyl, \ 广 乂 、, 匕 1,3, 3-tetra-T 1,1,5, 5-tetramethylhexyl. The carbon number of the soil, the 2-ethylhexyl group and the alkyl moiety is 丨~4, 2-ethylcyclohexyl, 2-positive: 2-methylcyclohexylbutylcyclohexyl, 4-methyl Cyclohexyl H f 3 propylcyclohexyl, 2-H Cyclohexyl, 4-n-butyl-n-propylcyclohexyloxy-n-propyl, methoxy-n-butyl H-methyl, methoxy Ethyl, r-mercapto-n-pentyl, 1-ethoxyl 18 201042368 1-n-propyl, 2-ethoxy-n-propyl--isopropyl, 1-isopropoxy-n-propyl, = Base, 2-ethoxypropoxy-isopropyl, 2-isopropyloxypropane, -n-propyl, 1-isoethoxy-n-propyl, 3-(2-ethyl), octyl Oxy-n-propyl, 3-oxy-n-propyl, octyloxy 1 -; -, the other side, such as: 1-ethylhexyloxy) propyl and the like. Ethyl propyl-n-propyl, 3-(2 - - 俨 1-C0 - 〇 - 浐 2 and - Rd3I - 〇 8 of the two-valent aliphatic hydrocarbon group, Rd32 R (R table (four) number 1 ~ by With read group = i _ aliphatic hydrocarbon group) 〜 〜 8 of the fat is difficult to take the carbon number of the wire 1 or, by having a hydroxy mei to mouth ~ 8: /, with the ester bond carbon number 4 ~ 10 bases of 2 to 9 aliphatic hydrazine "water: ? aliphatic hydrocarbon base and ketone bond with a carbon number of the silk. 俨 1 - C0 1 butyric acid, 舻 Θ Θ 曰 曰 才 才 才 烃For example: acetic acid, propionic acid, butyric acid, ^ valeric acid, caproic acid, heptanoic acid (e-operating coffee (four), octanoic acid (ca (tetra) lc L Λΐ: rgonic acid) # ^ ^ ^ "i An aliphatic hydrocarbon having a carbon number of 1 to 8 of a propyl group, for example, methanol, ethanol, n-butanol, isobutanol, decyl alcohol; =, ethanol, n-propanol, isopropanol, hydrazine, hydrazine The fat-tobacco base having a carbon number of 1 to 8 is, for example, removed from the above-mentioned aliphatic hydrocarbon having a base number of 8 to remove the hydrazine-rich hydrogen atom. The monthly miscellaneous gas will be described as having a carbon number of 2 to 9 a hydrocarbon group having a carbon number of 4 with an ester bond obtained by dehydration condensation of a group of: 10 乙i 酉 酉 ^ ^ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ ΐ夂-day soil, heptanoic acid butyrate, octyl butyrate, methyl valerate, pent 19 201042368 acid ethyl ester, isopropyl valerate, isobutyl valerate, amyl valerate , hexyl valerate, decyl decanoate, decanoic acid hexanoate, ethyl hexanoate, hexyl hexanoate, butyl hexanoate, hexyl hexanoate, bismuth decanoate Ester group, ethyl heptanoate, isopropyl heptate, isobutyl heptanate, amyl heptanoate, decyl octoate, ethyl octylate, propyl octyl, isopropyl octyl, Butyl octyl acrylate, isobutyl octoate, decyl decanoate, ethyl decanoate, propyl citrate, isopropyl citrate, etc., preferably propyl acetate, butyl acetate , ethyl butyrate, butyl butyrate, amyl butyrate, ethyl sulfonium sulfonate, hydrazine valerate, hydrazine, ethyl valerate, isopropyl valerate, valeric acid Dingxi base. Also, the carbon number of the carboxyl group is 2~9. In the aliphatic hydrocarbon group or the aliphatic hydrocarbon having a carboxyl group having 2 to 9 carbon atoms, the carboxyl group is substituted with a (3)-C1 group, whereby an aliphatic hydrocarbon having a carbon number of 1 to 9 having a hydroxyl group or a carbon number having a hydroxyl group is obtained. The hydrocarbyl group is subjected to dehydrochlorination condensation to obtain a group having a carbon number of 4 to 1 fluorene having an ester bond, and an aralkyl group having a carbon number of 7 to 10, for example, a benzyl group, a phenethyl group, and a fluorenyl group. The metal secret of the 1st price of the potassium cation pillow, such as the pure cation, the sodium cation cation, and the cation derived from the compound having the _ 喔 skeleton represented by D1+, such as the cation represented by the formula (2').

[In the formula (2,), L y τ κ 〜 R are each independently 'representing a hydrogen atom, # 叙, 曰 = base or substituted or unsubstituted carbon number (four) of aromatic two ~ 6 - J number An aliphatic hydrocarbon group, for example, an f group, an ethyl group, or a positive amidine group]. Butyl, butyl, dibutyl, tert-butyl, n-pentyl, 2:subunit propyl 20 201042368, 3-mercapto-n-butyl, 2,2-dimethyl-n-propyl Base, n-hexyl, 2-indenyl-n-pentyl, 3-indenyl-n-decyl, methyl-n-pentyl, 1,1,2-decyl-n-butyl, 1,2-diyl n-Butyl, 1,3,2-diyl-n-butyl, 2,2-diindolyl-n-butyl, 2,3-dimethyl-n-butyl, 3,3,2-diyl-n-butyl Base, work = ethyl-n-butyl, 2-ethyl-n-butyl, 3-ethyl-n-butyl, hydrazine, hydrazine, 2-dimethyl-n-propyl, 1,2, 2-three Methyl-n-propyl or the like is preferably an anthracenyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a second butyl group, a tert-butyl group, a benzyl group or a n-hexyl group.笑 Laughing or unsubstituted hydrocarbons of Wei 6~10, such as phenyl, o-methylmethyl, m-toluene, p-toluene, naphthyl and the like. In the formula (2'), 1^22 C>d26-^丫立/人, is a 氲 atom Pd23 d75 can be thought, and s ' but preferably for example: Rd22 and Rd24

So2nh2 ❹ H2N〇2s Λ 〇

n=n 〇

No7

Θ

H Θ

H Θ 21 201042368

22 201042368 Colorant (A) 'In addition to the dye (h), the pigment (A-2) is an organic pigment, for example: c. 4, 15.6, 60, the color of the color-seeking pigment; α丨·pigment 36, 38, etc. Purple pigment; C. !. pigment* if丄29 32, 17^0^4^1^3^3.86,93,94^09^^.^; 16' 128, 137, 138, 139, 147, 呦, 153, then ^ 214 and other yellow pigment; CI pigment dial 13, 31, 36, 3 9 55, 59, 61, 64, 65, 7 b 73 and other orange 51 C. LM ^ 9, 97, 105, 122, m, 144 Ο 176 176, 177, 1 δ 〇, 192, 9, 215, 216, 224, Μ ^ Hall and other red pigments, C. L pigment green 7, 36, 58 #, green H to contain selected from c. ί.Pigment red purple 23, c. t•Pigment blue π: 3丄1 less pigment ^ ' Especially good contains c.!.Pigment blue 15 : 6 = Grease composition' contains selected from C. 丨. Pigment red purple 23, c. L-face ^=3 first = 6 light Because the transmission of the color-sensing age-aged sneak peek is better, it is better, and it is better. The red photosensitive resin composition is preferably c. L pigment 138, 13 CI pigment red 177, 209, 242, 254, more preferably C. Ϊ pigment red 17 is preferably α ΐ. pigment yellow 138, two: organic Extinction can be carried out on the surface of the surface of the pine, the material of the material, the material of the material, the pigment of the earth, the surface of the material, the grafting of the polymer material, the granulation method, etc. === agent or water Wait for the cleaning treatment, ion exchange method, plasma dispersion / 4 machine should be -. By making it contain the secret dispersing ship, it can be divided into two parts, such as trousers, _ sub-system, miscellaneous liquid acryl-clear surface, which can be used alone or in 201042368. When using pigment dispersant, it is less than 1 part by mass, better A. ^质量质量。 The use of the pigment, the pigment (A-2), the mass of the powder is preferably used as a front chest: upper Q. 5 parts by mass or less. The tendency of the pigment to be divided is preferred. , & , the pigment dispersion having a uniformly dispersed state is divided into two parts by mass. The solid content in the colored photosensitive resin composition is more preferably H) ~ mass ^ 5 to 6 () mass %, more preferably It is 8~55 fine, and the component which removes the solvent in the composition means that the color of the photosensitive resin is sufficient, and the strength of the color is sufficient, and the strength of the film is sufficient, so that it is more suitable for the formation of the _, ,, The content of good ^ 丨) is 3 to 80% in terms of the amount of f, and is 1%, more preferably 3 to 5 (% by mass). ± /· ΐ color M (A) of the pigment (A-2) content, by mass ratio Shi 10A 刈 Q7 〇 / preferably 3 GH age, more preferably 5G ~ 97 f amount% sheep shot 2G ~ 97 %, ~, material (A-2) content ratio (mass ratio) is more appropriate 1:99 The ratio is set at ΐίΛ~(9):4Q 'better 5: 95~ cent·60. With ΐ, L = f, because the transmission spectrum is optimized for simplicity, high contrast is obtained, and the ten-knife is good. Moreover, heat resistance and chemical resistance are good. 50 Zhuo Li, its material blue 15: 6 and dye (Α-υ mass ratio of 97: 3~50: 97. 颜料 Pigment Blue 15: 6 fine (1) indicates the mass ratio of the compound is again, red photosensitive resin Preferably, the composition is selected from the group consisting of c. 〖. Pigment red, at least one of the dyes (A-1) has a mass ratio of 97:3, and is selected from C. I. Pigment Red 177, 242 And the mass ratio of at least one of the groups consisting of 254 and the compound represented by the formula (2) is 97: 3 to 30: 70 is preferable, 97: 3 to 40: 60 is better '80: 20 to 50: 50 is even better '80 : 20~6〇: 4 (Γ is the best. The color sensitive resin composition of this electric brightener contains soluble resin (Β). It can be tested 24 201042368 Ο soluble resin (Β), there is no special limit Any resin may be used. For example, the soluble resin (Β) contains a constituent unit derived from (meth)acrylic acid. Here, (meth)acrylic acid means acrylic acid and/or methacrylic acid. The age of the material, the level of the structure is (8), 16 40 ΓΐϋΓ. The content of the constituent unit derived from (?) propylene fo while acid, if ΐιΐί, when developing, non-pixel The solubility of the portion is good. Further, the non-pixel portion after development tends to be less likely to remain in the residue, and is preferably "(meth)acrylic acid", which is selected from the group of acrylic acid. At least one of the following: "(Meth) acrylonitrile" and (meth) acrylate" also represent the same meaning. 1 Soil" The structure derived from the (meth) acrylate of soluble resin (8) [Alkenylation preparation; St., ^ Regulations ^ 夂 基 基 烧 酯 不 不 不 不 不 不 不 不 杂 杂 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 : ~ The internal nitrile compound, the unsaturated saponin amine 'unsaturated quinone imine' is a unit of difficulty and the unit represented by the formula (ΙΠ)

G

, R54 (ID

(III) [in the formula (II) and the formula (III), r5: methyl group. R54 and R56. They are independent: 矣 and ^, each independently, indicating a hydrogen atom or a soluble contact (8), a subunit or a carbon number of 1 to 6]. Ethylic acid ester copolymer, methyl ^ 5 'preferably H-acrylic acid / methyl propyl, r-based acryl-based, styrene copolymer, methacrylic acid / phenethyl hydrazine / = isocanyl methyl Acrylate copolymer cloth/methacrylic acid ester phenyl maleimide 25 201042368 Copolymer, mercaptoacrylic acid / constituent represented by formula (II) (here, here, in formula (π) ', R53 R. represents a methyl group, R54 represents a hydrogen atom.) / benzyl methacrylate copolymer, and a component represented by the formula (II). However, in the formula (II), R53 represents a methyl group, and R54 represents a hydrogen atom. / benzyl methacrylate copolymer, methacrylic acid / constituent represented by the formula (III) (herein, in the formula (IH), R55 represents a methyl group, and R56 represents a ruthenium atom.) / styrene copolymerization /methacrylic acid tricyclic sunflower g-copolymer. Further, for example, an alkali-soluble resin (B) represented by the formula (IV). The alkali-soluble tree cerium is preferred from the viewpoint of hardenability and developability.

The soluble resin (B) having a constituent component represented by the formula (II), for example, a constituent component represented by the methacrylic acid formula (π) (however, in the formula (11), pa is not a sulfhydryl group, R54 The hydrogen atom and the copolymer are obtained in the following manner. The methacrylic acid and the mercaptopropyl acrylate are polymerized to obtain a polymer, and the polymer of the two components is v) The compound of Table * (here, in the formula (V), R57 represents a hydrogen atom) is obtained by a reaction.

(V) [In the formula (V), R represents an oxygen atom or a carbon group having 1 to 6 carbon atoms]. I acrylic acid 'is a constituent represented by the formula (111) (here, in the formula (111), R represents a methyl group, and f represents a gas atom. v benzene is large (^ ester methyl acrylate, tricyclic wei The monounyl group of the skeleton is reacted with the copolymer: ring: from the copolymerization of methyl methacrylate and propylene. 26 201042368 Copolymerization is generally carried out using a polymerization initiator in a solvent. The agent 'for example: 2,2'-azobisisobutyronitrile or 2,2,- vinegar) azo compounds, peroxy:dibutyl peroxides, etc., soil X, Li Yidi one- ΐ Media; \ To be able to understand each monomer, for example: ethylene glycol mono (tetra) acetate, ester, propylene glycol mono (tetra) acetate vinegar, propylene glycol monoethyl acetonitrile diol ether esters, described later Solvent (Ε), solvent, etc. Determine the temperature of the polymer yarn, consider the decomposition of the temperature, dissolve the ship, etc.

Further, the side chain of the copolymer obtained in this manner may be modified with a polymerizable compound to form a photosensitive alkali-soluble resin. In this case, a catalyst for introducing a polymerizable group into the resin may be added. Catalyst, for example, tris((diguanyl)methyl)benzoquinone. Further, an additive for = side reaction can be added. Additives such as hydroquinone (hydrumquinquinne) and the like. Examples of the alkali-soluble resin (B) include the following copolymers [K1] to [K4]. [κι]Unsaturated carboxylic acid and/or unsaturated carboxylic acid anhydride (Β1) (hereinafter sometimes referred to as (Β1)”) and a monomer having a ring number structure of 2 to 4 carbon atoms (Β2) (hereinafter) The copolymer may be formed by polymerization only by "(2)". [Κ2] (Β1) and (Β2) are polymerized with a monomer (Β3) to form a copolymer. Here, the monomer (Β3) (hereinafter sometimes referred to as "(Β3)") may be a monomer which is copolymerizable and/or (Β2) copolymerizable, instead of (Β1) and/or (Β2) a copolymer of ', [Κ3] (Β1) and (Β3) by reacting a moiety derived from a group of (Bi) with a cyclic ether structure of a carbon number of 2 to 4 derived from (Β2) And the obtained copolymer. [Κ4] (Β1) and (Β3) copolymer. ^ Among them, at least the copolymer of (B1) and (B2) is preferably copolymerized. (B1) 'For example, aliphatic unsaturated a slow acid and/or an aliphatic unsaturated slow anhydride, etc. Specifically, for example, an unsaturated monocarboxylic acid such as acrylic acid, mercaptoacrylic acid or crotonic acid; maleic acid, fumaric acid, citraconic acid, mesaconic acid, clothing Unsaturated dicarboxylic acid such as Kang acid 27 201042368

Anhydrous of such unsaturated carboxylic acids; succinic acid mono [2-(indenyl) propyl sulfoxide oxyethyl], phthalic acid mono [2- (indenyl) propylene oxiranyl] The above polycarboxylic acid unsaturated mono[(methyl)propyl fry oxyalkyl]g is intended to be; 5 -carboxybicyclo[2. 2.1]gly-2-ene, 5,6-dicarboxybicyclo[ 2. 2.1] Geng-2, dilute, 5-carboxy-5-fluorenylbicyclo[2.2. 1]gly-2-ene, 5-carboxy-5-ethylbicyclo[2. 2.1]g- 2- Alkene-5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, 5-carboxyl-6-ethylbicyclo[2.2.1]gly-2-ene, 5,6-dicarboxyl Bicyclo [2. 2.1] Glycidyl 2-alkenyl [HIMIC Anhydride] and other bicyclic rings containing oxyl or carboxylic anhydride [2. 2.1] Glycol-2-ene; « — Acrylic acid is equal to an unsaturated acrylate such as a hydroxyl group and a carboxyl group in the same molecule. Among them, 'acrylic acid, methacrylic acid, maleic anhydride, and the like are preferred from the viewpoints of copolymerization reactivity and solubility in an alkaline aqueous solution. . The Hai specials are used alone or in combination of two or more. In addition, in the present specification, a compound (B2j, for example, has a cyclic ether structure selected from a carbon number of 2 to 4), alone or in combination of two or more exemplified compounds (components, agents, etc.) For example, at least one group of the group of epoxy B (〇Χ Γ amp amp amp 、 环氧 环氧 环氧 环氧 环氧 环氧 环氧 四 四 四 四 , , , , , , , , , , , The monomer having a cyclic ether having 2 to 4 carbon atoms and an ethylenic carbon-carbon unsaturated bond is more preferably a monomer having a carbon number of 2 to 4 and a (meth)propoxy group. H such as a monomer having an epoxy group, a monomer having an oxetane, a monomer having a tetrahydrofuran group, etc. a monomer of a group, for example, having one selected from an aliphatic epoxy group And a polymerized person of the group consisting of a group of known milk bases. The monomer has at least one selected from the group consisting of 'group epoxy groups and lipid groups, and has a binary carbon-saturation bond. 201042368 The purpose of the month, epoxy oxime refers to the structure of a chain-hydrocarbon group having an epoxy group. "A compound having a sulfhydryl group, specifically, for example, a base. Ethyl ester, 10,000-methyl epoxypropyl (meth) acrylate acid, ., propyl (meth) acrylate, epoxy propyl vinyl ether (. point b f clothing oxygen: Bent - R62 (VI) -(CH2OCH2CH-CH2)m1 ❹ 〇 In the formula (^), 'R~R is an independent hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and m is an integer of 1 to 5]卞 1 1 υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ υ N-pentyl, methyl-n-butyl, 2 propyl =-n-butyl, I dimethyl-n-propyl, "2-dimethyldi 3,-2-2-yl-methyl-n-propyl , n-hexyl, cyclohexyl, etc. Earth, and 'details' in any chemical structure, because of the difference in carbon number, the substituents, etc., the same applies to this specification; body t is a straight bond or 77 In the same day, any of them is included. The compound represented by 'e.g., o-vinylbenzyl epoxidized propyl ether, propyl ether, ethyl phenyl epoxide epoxide _, "-methyl-o- 曱 曱 斜 斜 斜-Ethyl phenyl ketone epoxidized ether, Bulk gamma 2,3-bicyclopropoxymethyl Phenylethylene, 2,4 -ίΐϊ ii styrene, 2,5-diepoxypropoxyphenyl phenyl hydrazine, 2,6-% propylene styrene, 2, 3, 4 - 3 Epoxy propoxy oxime II, = methyl styrene, 2,3,6-trisuccinyloxy-benzene, K 5 -phenylbenzene, and 2,4,6-triepoxypropoxide Phenyl styrene. Subtracted, refers to a group having an epoxy-modified cyclic structure. /, a monomer having a fluorene ring epoxy group, for example, having an aliphatic monocyclic epoxy group 29 201042368 The precursor of the precursor having an aliphatic polycyclic epoxy epoxy group has a polymerizable compound containing a perylene-containing monocyclic group. Further, it is a semi-earth-earthing cyclic olefin structure having a ruthenium containing a polyepoxy group; These groups having an epoxy group have a composition of a polyoxy group ==:; a polyaliphatic epoxy t-oxyl group and a compound. , / /, (τ-based) propylene oxime, the above-mentioned monocyclic cyclic olefin Cyclopanning and the like. Among them, the combination of carbon number 5~7; ^,. The soil has been unloaded, the city, the ring, for example, Essence® ωχπ)Ε2_; industry (=)f) ff, 己^ (eg acrylate (eg CYCLMER A400; Daicel Chemist filial (::) iSSf coffee) Er m(10), = chemical olefinic cyclic olefin, diligent: bicyclic stalk, tricyclic ketene, halo-cyclohexene, etc. Among them, the compound having a carbon number of 8~12 is more than 2. -cyclopolycyclic The monomer of the epoxy group, for example, is selected from the group consisting of 3,4-epoxysuccinyl acrylate vinegar, the formula (m), and the compound represented by the formula (VI 10). At least 1 of

^2〇=〇-~C — 〇—X72 (νπΐ)

R71〇u ^ I II H2c = c—C—ο—χ71 (VII) [In the formula (ΉΙ) and (VIII), Rn and R′ are each independently, and represent a carbon which may be substituted or unsubstituted by a nitrogen atom or a hydroxyl group. A number of 1 to 4 alkyl groups. 30 201042368 -χϋΐ - Each / key 'The number of the discs 1 to 6 is extended or - (CH2)s, indicating. ~ R7i and β72, and the body is β β —6]. Base, n-butyl, ί; methyl, ethyl, n-propyl, isopropyl-based 2, yl, 1-propanyl propyl, 3 - butyl, q-π ΐ ί -1_ a hydroxy-substituted alkyl group such as methyl ethyl, hydroxybutyl, 2 ιί J diyl or 4-hydroxybutyl. Ο Ο base. More methyl, methyl, diethyl, 2, B, etc., specifically, for example: single bond; methylene, ethyl, propyl and #5 „: oxygen „, 娜基伸A filament or the like containing a hetero atom. Father, Furnace 2, A, Oxygen-extended ethyl, Oxygen-extended propyl, Thio-indenyl, Sulfur-extended B, M-methyl, Imino-ethyl, Imino-propyl, etc. . Further, it is preferably a single bond, a methylene group, an ethyl group, an oxymethylene group or an oxygen-extended ethyl group. More preferably, it is an early bond and an oxygen-extended ethyl group. Selecting at least one compound in the group from the compound represented by the formula (VII) and the compound represented by the formula (VIII), preferably selected from the following compounds I and = The compound represented by mr) constitutes at least one of the compounds of the group. R71'0

The same meaning. The compound represented by the formula (VII), for example, a compound represented by the formula (vi 1-1) to the formula (vi 1-15). Preferred are the formula (VII-1), the formula (VII-3), the formula (VII-5), 31 201042368, the formula (VII-7), the formula (VII-9), the formula (VII-11) to the formula (VII). —15). More preferably, it is a formula (VII-1), a formula (VII-7), a formula (VII-9), and a formula (VII-15).

〇 II

〇 II

〇 II

〇II h2c=ch-co h2c=ch-c—〇一ch2 H2C=CH-C-〇—C2H4 h2c=ch—c—o—c2h4-〇ch3o I II Η2〇=0—C—0 CH3〇I II H2C=C — C-0-CH2 ch3 o I II h2c=c——CO-C2H4

C2h5〇 I II H2C—cTM··C—0 CH2〇H O H2〇=C-C-0 〇 〇

CH30 I 11 HjC = C—C —0 —C2H 4—S

CH30 I II H H2C—C—C—0—C2H4—N

(VH-10)

CH30 / II H2C=C—〇—〇—C2H4—〇 (Vn-13) C2H4OH 0 I II \~\fi-C-c-o

The compound represented by the formula (VIII), for example, a compound represented by the formula (VIII-1) to the formula (VIII-15). Preferred are formula (VIII-1), formula (VIII-3), formula (VIII-5), formula (VIII-7), formula (VIII-9), formula (VIII-11)~ formula (VIII-15) ). More preferably, it is a formula (VIII-1), a formula (VIII-7), a formula (VIII-9), and a formula (VIII-15). 32 201042368 Π Η2^ = ΟΗ-〇-〇 H2〇=CH-C-〇—Q^_j ο

(νπι-ι) h2c :ch_c~〇~c2h4

ο II Ο (VHI-.3) H2C=CH-C-〇-q2H4__〇9^3 ο I II h2c=c~c~〇ch3〇I II H2c=c—c—〇—CH CH3〇H2C= :C—C—〇—

吆4丨-丨 ch2〇h o H2P=C--c-o H2C=CH-C-ο-C2H4 — S ο H2C=CH-C-〇-C2H4-N CH30 II a c—o—c2h4-s

II H H2c=c—C—O—C2Kt_W c2h5〇 h2C=C—c—o

^H3 0 H2C=C—O'-Ο- 'CjHj—〇

C2H4OH o ^2^=0—-c—o (VIH-15)

(Vni-14) 化合物 A compound selected from the group consisting of a compound represented by the formula (vn) and a compound represented by the formula (vin) can be used singly. Further, the mixing ratio may be arbitrarily proportional to the molar ratio, preferably the formula (νπ): formula, ϋ.95 to 95:5', more preferably 10:90 to 90:10, most preferably 20 : 80 has a single system of the above-mentioned epoxy butyl (Qxetanyl), for example, a compound having a body. A compound having an oxime butyl group (〇xet_) which is monounzene and having an unsaturated bond is preferred, and an oxetanyl group is preferred, and a compound having a (meth) propyl oxime oxy group is more preferred. Monomer of oxetanyl, specifically, for example, 3 US-31-based propylene oxime oxy-based butyl butyl hydride (Note: Epoxy butyl styrene, ◦ 継 継), ^ 33 201042368

The monomer having a tetrahydrofuran group, specifically, a compound having a tetrahydro group, and having a compound having an unsaturated bond, and a compound having a (fluorenyl) acryloxy group are preferable. Ester (for example, Viscoat V#150, tetrahydrofurfuryl acid ester, etc. ^, specifically, for example, tetrahydrofurfuryl acrylate based in Osaka Organic Chemical Industry Co., Ltd.), methacrylic acid ruthenium copolymerizable monomer ( B3), for example: (mercapto) acetoacetic acid vinegar, (meth)acrylic acid vinegar, (mercapto) n-butyl acrylate, (meth) acrylate second butyl ester, (fluorenyl) (Meth)acrylic acid alkyl esters such as acrylic acid, third butyl vinegar, etc.; ^ (mercapto) acrylic acid cyclohexanoic acid, (mercapto) acrylic acid 2-methylcyclohexyl ester, tricyclic [5. 2.1. 2'6]Cai-8-yl (meth)acrylic acid (commonly known as dicyclopentyl (meth)acrylate), dicyclopentyloxyethyl (meth)acrylate, (fluorenyl) a (meth)acrylic acid cyclic alkyl ester such as isopropyl vinegar or the like; an (aryl) (meth) acrylate such as phenyl (meth) acrylate or benzyl (meth) acrylate; maleic acid Diethyl dicarboxylate such as diethyl ester, diethyl fumarate or dimethyl itaconate; (meth) propylene, 2-hydroxyethyl acid, 2-hydroxyl (meth) acrylate C Hydroxyalkyl esters such as esters; bicyclo [2. 2.1] hept-2-ene, 5-nonylbicyclo[2. 2.1] hept-2-ene, 5-ethylbicyclo[2. 2.1]g 2-ene, 5-hydroxybicyclo[2,2.1]hept-2-ene, 5-hydroxyindolebicyclo[2·2. 1]gly-2-ene, 5-(2,1-hydroxyethyl Bicyclo[2.2. 1] hept-2-ene, 5-oxooxy-ring [2. 2.1] hept-2-ene, 5-ethoxybicyclo 34 201042368 [1-22:1] heptane-ene , 5, 6-dihydroxybicyclo[2. 2. Geng~ [cyclohexylglycan-2-ene, 5,β-di(2,-hydroxyethyl aryl ring (3) hept-2-baked, 5-^ Two (2) ring [2 2 η洛 9 gas A garment 2.2.1 Geng - 2 - fine, third butoxy-oxyl 2 Lv'i g ~ 2 - unloaded, 5-cyclohexyloxybicyclo 2 [2 2. 1] Glysin-2-ene, 5 Ο Ο [2HH-based 1 Ϊ Ϊ 2.1] —- 2 ene, 5, 6-di (t-butoxycarbonyl) bicyclo dioxin Entertainment base) Second ring [2.2.1] Geng-2, amine, etc. 'Curry-propyl mala 醯 sub-Lm horse ^ imine, ν-cyclohexine surface _, ν-cyclooctyl equestrian 酉 blood Amine-cycloalkyl-maleimide of the amine temple; ring-based imine, Ν-降纽咖_Ν.. bridge carbon, base malayan Et-[||-aryl-maleimide; Ν-aralkyl-maleimide, such as Ν-benzyl-maleimide; Λ------ Ester, 4-maleic acid imide 1 gt 4 imidate, 6-maleimide caproate bismuth-succinimide, 3 amine^"3 propionic acid N-bromo urethane, N-(9-° bite base) a carbonyl quinone imine derivative of Ma Yunyue Temple; f benzene thin, toluene, m-methyl styrene, p-toluene, vinyl = m-benzene Ethylene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, τ-based acrylamide, ethylene phthalate, hydrazine, 3-butadiene, pentylene, 2, 3-dimethyl Base one 1,3 - butadiene and the like. f styrene, N-phenyl maleimine, N-cyclohexylmaleimine, maleic imine, bicyclo [2. 2.1] heptane-2, etc., in the copolymerization reaction In terms of properties and alkali locusability, it is preferred that the copolymer [K1]~ can be referred to the following literature _ 造, for example, as described in essay 35 201042368 "Experimental method for polymer synthesis" (Dajin Longhang #行所(Shares) Chemicals, the first edition of the first edition of the method of the first brush, issued on March 1, 1972) and the cited documents cited in the literature. Specifically, 'the monomers (B1) and (B2) constituting the copolymer and the selective addition of the blood (No. 10), the polymerization initiator and the solvent are filled into the reaction vessel to replace the oxygen, In the absence of oxygen, the polymer can be obtained by stirring, heating, and heat preservation. The polymerization conditions such as the reaction temperature and time can be appropriately adjusted in consideration of the manufacturing equipment and the heat generation of the polymerization. / i This = polymerization starting weaving solvent, any of the commonly used in the field can also be used. For example, a polymerization initiator, a solvent, and the like described later can be used. , 曲 =丝 if ' can be used directly after the reaction solution, can also be used can also be used to re-sink the solids (powder), the first two use & by using the latter as a solvent, after the reaction The solution can be used directly, simplifying the manufacturing steps. In the copolymer [K1], the total number of moles of the respective monomers is, in terms of the molar fraction, in the following (Bl) 5 to 95 mol%, preferably 1 Torr. ~9〇% by mole, (B2) 5~95% by mole, preferably 1Q~9Q% by mole. The rate of the single ί, (10) 灭 共聚物 copolymer [K2] (10) 2 ~ 4 (ΐ ίί t ear rate meter, in the following range is better. 〇 〇 耳 is preferably 5 to 35 mol%, = 2 ~ 95 Molar%, preferably 5 to 8 mol%, (f) 1 to 65 mol%, preferably 1 to 60 mol%. = material_中' can be produced by a two-stage process. By the same method as described above, (10) and (10) are copolymerized to obtain a total number of moles of the monomer constituting the resin, mol%, preferably "~45 mol%, 〜95 mol% m 55~90 mol%. 36 9 201042368 Therefore, the burning of the ambient gas is replaced by nitrogen, and the inhibitor is placed in the flask, and the reaction of the second example is continued. The filling method, the reaction temperature and The reaction conditions such as time can be appropriately adjusted in consideration of the clothing & equipment or the calorific value due to polymerization. The number of moles of (B2) at this time is preferably 5 to 8 with respect to the number of moles of (10). Deafness/〇, preferably 10 to 75 mol%, more preferably 15 to 7 mol%.

Instead, the catalyst is preferably used, for example, as a reaction catalyst which reacts with a carboxyl group and an epoxy group, a butyl group or a tetrahydrofuran group. Specifically, it is a trisylmethyl)phenol or the like. The amount of the reaction catalyst used is, for example, about 5% to about 5% based on the total amount of (B1) to (B3). The polymerization inhibitor ' is for example: p-benzoquinone. The amount of the polymerization inhibitor used is, for example, about 001 to 5% by mass based on the total amount of (B1) to (B3). In the copolymer [K4], the ratio of each monomer is preferably in the following range based on the molar fraction with respect to the number of the combined liquid moles of the mono-constituting the copolymer [K4]. (Bl) 2 to 40 mol%, preferably 5 to 35 mol% (Β2) 60 to 98 mol%, preferably 65 to 95 mol%. The polystyrene-equivalent weight average molecular weight of the copolymer Κ1]~[Κ4] is preferably 3, 〇〇〇~100,000, more preferably 5,000 to 50, 〇〇〇. 〜1. More preferably 1. 2~6. 〜1. 〜1. 〜1. 〜2. 〜1. 4. 0. The polystyrene-equivalent weight average molecular weight of the alkali-soluble resin (B) is usually from ^000 stomach to 35, 〇〇〇, preferably β, 〇〇〇~3〇, 〇〇〇, and particularly preferably 7, q〇〇 ~28, 〇〇〇. In the case of the above-mentioned range, the hardness of the coating film is increased, the residual film ratio is also high, the solubility in the developing solution of the unexposed portion is good, and the resolution tends to be improved, which is preferable. The acid value of the soluble resin (B) is usually 50 to 15 Å, preferably 6 Å to 1%, 37 201042368, · itH35. Here, the acid is compensated by the neutralization of the acrylic polymer ig, and the _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ The pattern, and the resolution of the resolution and the residual film rate are increased. The polymeric mouthfeel product contains a photopolymerizable compound (C). Light x ” negative I port r stone anti-stone anti-unsaturated bond compound, etc. Synthetic light f ϊ compound (C), polyfunctional photopolymerization of 3 or more functional identities Compounds, for example: pentaerythritol II, pentaerythritol tetramethyl __, dipentaerythritol penta-propionic acid, alcohol, olefin, dipentaerythritol hexaacrylate, dipentaerythritol; = photopolymerization The compound (C), "the content of the solid or the combination of the solids alone is preferably from 7 to 65 f%, more preferably from 13 to 60, more preferably from 1 to 60, based on the ratio of the coloring photosensitive resin composition.仏 is 17~55. The content of the photopolymerizable compound (c) ί ϊ ΐ ΐ : : : : : : : : : : : : : : : : : : : : : 硬化 : 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化 硬化Production ===;_)' For example: phenethyl phthalate, active free description of acetophenone-based compounds, such as: diethoxyacetophenone, 2__mercapto- 2~^----- 04— Methylthienyl)propan-1-one, 2-hydroxy-2-ylindolyl-I stupyl-propyl-1: fluorene, benzyl dimethyl condensate, 2-hydroxy-2-indenyl hydrazine-[ 4 2-Phenylethoxy) phenyl] propionyl ketone, butylcyclohexyl phenyl group, 2 - 38 f 201042368 thiol 2-methyl-1 1 [4-(1-methylethyl) ) phenyl]propan-1-one oligomers, etc. 'Chef Jia 2 - 曱 一 2 2 - 琳 琳 1 - (4-methyl π thiophene) propyl 1 酉 equivalent. Freedom of activity The radical generating agent generates active radicals by irradiation. The above-mentioned living radical generating agent is, for example, a benzoin compound, a diphenylketone compound, a thioxanthone compound, a triazine compound, and a month. A benzoin-based compound, for example, benzoin, benzoin squama, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, etc. The aforementioned diphenyl ketone compound, for example, diphenyl ketone, orthophthalic acid oxime Benzoic acid oxime ester, 4-phenyldiphenyl ketone, 4-benzylidene fluorenyl 4'- fluorenyl diphenyl sulphide, 3, 3, 4, 4 - tetra (t-butylperoxy Diphenyl ketone, 2, 4, 6-tridecyldiphenyl ketone, etc. The aforementioned thioxanthone-based compound, for example, 2-isopropylthioxanthone, 4-isopropylidene oxime, 2, 4 - diethyl sinone, 2, 4 - dichloro sulphate, 1 chloro-4-tetrapropoxy thioxanthone, etc. The aforementioned two beer compounds, for example: 2, 4 Bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-three tillage, 2,4-bis(trichloroindenyl)-6-(4-monodecyloxynaphthyl) Base) 1,3,5-three, 2,4-bis(trichloromethyl)-6-(4-monooxyphenylethenyl)-1,3,5-three tillage, 2, 4-bis(trichloroindenyl)-6-[2-(5-fluorenylfuran-2-yl)ethylene ) 1,3,5 - three tillage, 2, 4 double (trichloroindenyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-three tillage, 2, 4-bis(trichloroindenyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1, 3, 5-three tillage, 2, 4-double (two Chloromethyl)- 6-[2-(3,4-dioxaoxyphenyl)vinyl]-1,3,5-three-clock, etc. The aforementioned monthly-deficient compound, for example: 0-branched hydrazine a compound, and specific examples thereof are as follows: 1-(4-phenylsulfanyl-phenyl)-butane-1,2-diketone-2-indole-1-benzoic acid, 1 (4-phenylthio) Pyridyl-phenyl)-octyl-1,2-dione 2-month-deoxy- 0-benzoate, 1-[9-ethyl-6-(2-methylphenyl)- 9H- Carbazole-3-yl] Ethylketone 1-0-acetate, 1-[9-ethyl-6-(2-indolyl- 4-(3,3-two 39 201042368 '9'ίο-r: ; m 1:1 〇 - butyl 2- 2 chloroacridine, 2-ethyl hydrazine, i, former servant, phenyl ethyl vinegar, titanium ferrocene compound. 4-_丝1-生_ ', for example, 4 - phenyl dimethyl p-toluene, sour broth, benzene " τ a 3 c: salt: acetophenoxy dimethyl hydrazine i, triphenyl Hexafluoroantimonic acid, diphenyl-p-toluene decanoic acid, toluene, acidity, salt, 'stone, fresh, toluene, her purpose, benzoin, and glutinous rice, as a compound of active radical generator, still There is a compound which simultaneously produces an acid generator, such as a tri-photopolymerization initiator, which can also be used as a content, compared with the soluble resin (8) and the photopolymerizable mouth (the total amount of the product) The fractional meter is more than ί ί 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 The composition may further comprise a photopolymerization start lion _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Diethanolamine, triisopropanol dimethylaminobenzoic acid methyl vinegar, 4-dimethylaminobenzoic acid ethyl ester, 4- Diterpenal version of basic isonic acid formate, benzoic acid 2-dimethylaminoethyl vinegar, 4-dimethylhexyl benzoic acid 2-ethylhexanoic acid, hydrazine, hydrazine-dimercapto-p-toluidine, 4,4, one Bis(dimethylamino)diphenyl ketone (commonly known as Michler's ketone), 4, 4, bis(diethylamino)diphenyl hydrazine, 4, 4, 40 201042368 A pair (ethylmethylamino) II Phenyl ketone or the like, wherein 4, 4, mono bis(diethylamino)diphenyl _ is preferred. The alkoxy oxime compound, for example, 9,1 〇-dimethoxy fluorene, 2 - Ethyl-9,=dioxahydrazine, 9,10-diethoxyanthracene, 2-ethyl-9,1,2-diethoxyanthracene, 9,10-dibutoxyanthracene, 2 —Ethyl-9,1,1,2-butoxy oxime, etc. The above-mentioned pout ketone-based compound, for example, 2-isopropylpyrone, 4-isopropylthioxanthone, 2, 4-12 The thioxanthone, the 2,4-dichlorothioxanthone, the fluorene-chloro-4-cyclopropoxy ketone, etc. The photopolymerization start aid (F) may be used singly or in combination of two or more. Further, as the photopolymerization initiation aid (F), a commercially available product, a commercially available photopolymerization starter 00, may be used. : The product name "EAB - F" (manufactured by Hodogaya Chemical Industry Co., Ltd.), etc. The yellow photosensitive resin composition of the present invention, a combination of a photopolymerization initiator 3) and a photopolymerization initiation aid (F) , for example: diethoxyacetophenone / 4,4, bis (diethylamino) diphenyl ketone, 2-methyl -2- phenoline - 1 - (4-mercaptothiophenyl) 1-ketone/4,4-bis(diethylamino)diphenyl ketone, 2-amino group 2-methyl-1-phenylpropene, 1-ketone/4, 4, one pair (two Amino)diphenyl ketone, benzyldimercapto ketal/4,4-bis(diethylamino)diphenyl|iso, 2-hydroxy-2-methyl-; [- [4-( 2-hydroxyethoxy)phenyl)propan-1-one/4,4, mono-(diethylamino)diphenyl ketone, 1-hydroxycyclohexyl phenyl ketone/4, 4, one pair (two Ethylamino)diphenyl ketone, 2-indolyl hydroxy- 2-methyl-l-[1][4-mono-1-ylvinyl)phenyl]propanone; [- ketone oligos /4, 4 — Bis(diethylamino)diphenyl ketone, 2-benzyl-2-oxanylamino-1 = (tetrazolinylphenyl)butan-1-one/4,4,-bis(diethylamine base) Phenyl ketone or the like, preferably 2-mercapto-2-indenoline-1-(4-mercaptothiophenyl)propan-1-one/4,4-bis(diethylamino)diphenylanthracene with. When the photopolymerization initiation aid (F) is used, it is used in an amount of 1 mol relative to the photopolymerization initiator (D), preferably 〇. 01~1〇莫耳, more preferably 〇. 〇 1 to 5 moles. The colored photosensitive wax composition of the present invention contains a solvent (E). The solvent (E) is a solvent containing two or more kinds of solvents containing a hydroxyl group. The solvent containing a hydroxyl group means a solvent containing a compound having 1 or more hydroxyl groups. When the solvent (E) is a solvent containing two or more kinds of solvents containing a hydroxyl group, the solubility of the dye (A-1) and the coloring photosensitive resin of 41 201042368 can be made good. The coating property of the warfare material and the solvent containing the radical group may be, for example, an ester (including a simple solvent (including a solvent of -Q-), a solvent other than Lai), an vinegar agent, and the like. It is selected and used among other alcohols and the like. ^硪(containing a C0-soluble ester, such as: decyl lactate, decyl acetobutyrate, etc.. 1) The above ethers, such as _, B! S single; ether. diol monoethyl ether, Ethylene glycol butyl acrylate, 2-hydroxy propyl propylene, ethylene glycol monobutyl hydrazide monotop, ethylene glycol monomethyl hydrazine, propylene glycol if glycol monoethyl ether, di-ol monobutyl ether, 3- Methoxybutanol '3-methoxydiene, propylene glycol monopropyl ether, the aforementioned ketones, for example: 4-carbyl-4-mercapto-3, methylbutanol, etc. B. The aforementioned alcohols, for example, methanol, Ethanol, propylene glycol, glycerol, glycerol, glycerol, etc. Known, hexanol, cyclohexanol, solvent containing the solvent, preferably selected from _, and _. Solvents are better = Solvents of methyl ether are preferred. Condensation of ethyl hydrazine and propanol are as early as possible. The content of solvent containing secret is 10 詈 100 100 ^ ^ 701 相对 ^ relative to total solvent (E) Γ The solvent contains a different solvent for the cerium-containing agent. For example, 嶋, ^, 醇, 萨 萨 萨 萨 萨 加以 加以 加以 加以 加以 加以 加以 加以 选择 选择 选择 选择 选择 选择 选择 选择 选择 选择Use. _ members, for example: tetrahydroanion, tetrachloroethylene diethylene glycol diethyl ether, diethylene glycol methyl ethyl ketone, ester, ether glycol monomethyl ether acetate, propylene glycol monoethyl ether acetic acid shout, phenylhexyl ether酉 其 ' ' 卡 卡 卡 乙酸 乙酸 乙酸 丁基 丁基 丁基 其 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 42 , diphenyl benzene,), 3, 5, 1-3, g g g g 4: 2-butyl, 2-heptanone, 3-heptanone, 4 resistant (iv) pentyl ketone, cyclohexanone, isophorone Wait. _, methyl oxyacetate, methyl acetate, ethyl butyrate, butyl butyrate, ethyl acetoxyacetate 7 ethyl lactate, methoxy ethyl 3-methyl gas ketone ethyl acetate, 3 - methoxypropionic acid vinegar, Ο 〇 2-methoxypropionic acid 1: : f ethoxy propionate acetaminophen, silk - 2 ~ methyl propionate ethyl ester, C, C: i 3 Weibutyric acid Ethyl acetate, 3-methoxybutyl acetate, 3-methyl-in _, dimethylmethyl, «-dimethyletheneamine, and the like may be used alone or in combination of two or more. use. Older propylene glycol monomethionate, 3-ethoxypropionate ethyl ester, cyclohexyl diol 峨 峨 峨 自 自 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳 较佳The content of the composition of the color-sensitizing tree is preferably 5 to 30% by mass, preferably 8 to 25% by mass based on the coloring sensitivity 43 201042368% by mass. When the content of the solvent (E) is in the above range, the flatness at the time of application is good, and since the color filter is not formed when the color filter is formed, the display property tends to be good, which is preferable. The colored photosensitive resin composition of the present invention may further comprise a surfactant (G). The surfactant (G) is, for example, at least one selected from the group consisting of an anthrone-based surfactant, a fluorine-based surfactant, and an anthrone-based surfactant having a fluorine atom. 8. The above-mentioned anthrone-based surfactant, for example, a surfactant having a decane bond. Specifically, TORAY, O. cerevisiae DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SHPA29, SH30PA, polyether modified eucalyptus SH8400 (trade name; Dow Corning Toray Si 1 icones), KP321, KP322, KP323, KP324, KP326 KP340, KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF444G, TSF4445, TSF-4446, TSF4452, TSF4, etc. (made by MOMENTIVE PERFROMANCE MATERIALS JAPAN Co., Ltd.). The fluorine-based surfactant is, for example, a surfactant having a fluorocarbon chain. Specifically, Fluorad (trade name) FC430, FC431 (Sumitomo 3M (share) system), MEGAFAC (product name) F142D, F171, F172, F173, F177, F183, R30 (DIC (share) system), EFT0P (product Name) EF301, EF303, EF351, EF352 (MitSUbishi

Materials Electronic Chemicals (share) system, SURFL0N (trade name) 8381, 8382, 8 (: 10 Bu 8 (: 105 (Asahi Glass Co., Ltd.), £5844 (〇^11 (called "1116"

Chemical Institute (share) system, BM-1, BM-1100 (all are trade names: bm

Chemie company) and so on. The uranium has a fluorine atom-based surfactant, and is, for example, a surfactant having an anthracycline bond and a fluorocarbon chain. Specifically, MEGAFAC (registered trademark) R〇8, BL20, F475, F477, F443 (made by DIC) and the like. These surfactants may be used singly or in combination of two or more. The content of the surfactant (G) is δ 10 with respect to the coloring photosensitive resin composition, and the car is preferably 〇. 00001~〇. 1% by mass, more preferably 〇·00005~〇. quality%. When the content of the surfactant (G) is in the above range, flatness tends to be good, and it is preferred. The colored photosensitive resin composition of the present invention can be applied to a color filter or coloring. 44 201042368 Color density, brightness, contrast, sensitivity Good color pattern and color filter of the temple. In addition, the heat resistance of the image is used for the recording of such color light, and the display device such as the film and/or the array substrate is displayed on the display device, the optical device, the organic EL device, the image pickup device, and the like. . A method for forming a color filter or a potting method for the colored photosensitive tree of the present invention, for example, using the method of the present invention, for example, using the method of the present invention. ίϊίίΓ resin layer (for example: ф : 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 ί ί ί ί ί ί ί ί ί ί ί ί ί ί ί ί ί 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先 事先A method for coating a colored photosensitive resin composition, for example, squeezing, > ^^, ^^ (dlrect gravure coatlng), reverse gravure c〇ating method, αρ coating method, mold coating Method (10) (4) coater (10), bar coater plus H i) & coater, slit and spin coater (Siit & Spin Coater), narrow H (also known as die coater, Coating by a coater such as a jet coater (Gu η Η (10) 1 T) 1 a spin-type coater. In the beans, coating using a spin coater is preferred. /, removal / drying of the media 'for example: natural drying ^, temperature, about right and left, 25~1 〇. . = 仏. Heating %• between 10 seconds to 6 minutes is more appropriate, 3 seconds to 3 is better. Drying, for example, under the force of 5〇~15〇Pa, at 2 f

The temperature range is left and right. U According to the present invention, a coating film having high heat resistance and low coating unevenness, and a coloring film can be obtained. <Examples> In the examples, "% and "n are described in more detail in the present invention. Unless otherwise specified, the dyes are combined in weight% by weight and parts by weight. 5 ΑΟ^! parts, one side in dimethyl dimethyl amide 8.9 parts. After the end of the addition, liter, 4 = ^ f - while adding sulphur gas 10 9

After cooling the money. c. Second, after i f5 hours to make it react, on the eve..., A 卩 反应 反应 — - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - The mixture of ethylamine 22. i parts /. Thereafter, the mixture was stirred at the same temperature for 5 hours to cause a reaction. Next, the obtained reaction mixture was sent to a vaporization-de-solvent vessel, and a small amount (four) was added and vigorously mixed. The mixture was added to a mixed solution of 3 parts by weight of ion-exchanged water while stirring to precipitate crystals. The precipitated crystals were separated by filtration, washed thoroughly with ion-exchanged water, and dried under reduced pressure at 60 C to give 11.3 parts of dye A1 (mixed dye of dye Ai - 丨 - Hua A1 - 8). $ A0-1

Rg

R' [In the formula (A1), Rg, Rh, and γ are each independently, and represent one s〇3 • S〇3H or one S〇2NHRa. Ra represents 2-ethylhexyl]. 46 201042368 o h%s-

Ra-HN〇2S— A1-1

S〇2NH-Ra A1'3

SQzNH-Ra A1-5

A1-7 ©

© e〇2NH-Ra A1-2

Grab 4 HO3S

S〇3e S02NH-Ra

Ra-HN〇2$-

Ra:HN02S· A1-6

S02NH-Ra S〇2NH-Ra

Ra = Dye Synthesis Example 2 €) In addition to Rose Red B (manufactured by Tokyo Chemical Industry Co., Ltd.), 2 parts of anhydrous chloroform (manufactured by Kanto Chemical Co., Ltd.), 200 parts, camphorsulfonic acid (made by Aldrich Co., Ltd.) 1 5 parts, 4—(Ν, Ν一一甲甲)°°°6 parts (1豕6 parts of Dongyu Chemical Industry Co., Ltd.), 11.1 parts of ethanol (Tokyo Chemical Industry Co., Ltd.), stirring about 30 minute. 0份。 After adding [[ethyl] 3 - (3 - diamine, propyl) carbodiimide hydrochloride (Wako Pure Chemical Industries Co., Ltd. | ^) 14. 5 parts of anhydrous chloroform added 55.3 parts After slowly adding the pre-dissolved solution, it was stirred at room temperature for about 2 hours. After two times of liquid separation operation with 15 parts of 1N aqueous hydrochloric acid solution, the organic layer was washed twice with 150% of 1% salt water. Then, 43 parts of anhydrous sulfuric acid was added, and after about 30 minutes, the desiccant was filtered, and the solvent was removed, and 23.1 parts (yield: 87%). To the training) The formulation of the compound represented by the formula (g-2) 47 201042368 (mass analysis) ionization mode = ESI+: m/z = 471.2 [M-Cr] +

Exact Mass · 506. 2

The compound represented by the formula (2a) (Orasol Red 3GL; manufactured by Ciba Japan Co., Ltd.) was added in 3 parts of methanol (600 parts) to prepare a solution (si). Further, a methanol solution was added to 20.6 parts of the rosin compound in the formula (S-2) to prepare a solution (ΐΐ). The solution (si) was then mixed with the solution (tl) at room temperature, and after about 1 hour of scramble, it was poured into 15 parts of water. The red solid obtained by filtration was purified by distillation under reduced pressure to give 40 (yield) of the compound (yield A3) of formula (2b). 6

(2b) 48 201042368 Resin Synthesis Example 1

In a 1 L flask of a reflux condenser, a dropping funnel, and a stirrer, 0 〇 2 L Π "Nitrate nitrogen" was used as a nitrogen atmosphere, and 22 parts of lactic acid was added thereto, and the mixture was heated to 70 ° C while mixing. 84 parts of methyl methacrylate, 3, 4-epoxytricyclo[5. 2. h q2. 6 ] propyl gallate (compounds and formulas represented by formula (VII-1)

^ , 50 : 50 &gt; ^) 33B ^ bath ί, which took 4 hours to make this secret unfortunately drunk in a flask that was warmer than 赃.

On the other hand, the polymerization initiator 2,2,-azobis(2,4-f)30, and the solution obtained by dissolving 95 parts of ethyl acetate vinegar's use other drops: 2 hours on the 2nd day Into the flask. After the solution of the polymerization initiator is finally dropped, it is cooled to room temperature at _tm4 to obtain a weight average molecular weight, which is uxl (/, , is 2.5, the solid content is all, and the acid value is (4).

(ΜΜ) Measurement of polystyrene-equivalent weight average molecular weight of the above resin The GPC method was carried out under the following conditions. ", using device: HLC-812GGPC (made by Tosoh Co., Ltd.) Column: TSK-GELG2000HXL Tube temperature · · 40 ° C Solvent: THF Flow rate: 1. OmL / min Liquid concentration of the test solution: 0.001~0.01 %

Injection volume: 50/zL 49 201042368

Detector: RI

Standards for calibration: TSK STANDARD POLYSTYRENE F — 40, F — 4, F —: 1, A-2500, A—500 (made by Tosoh Corporation). [Example 1] [Preparation of coloring photosensitive resin composition 1] 20 parts 5 parts 142 parts 3.5 parts 65 parts 31 parts 9.3 parts 136 parts 255 parts (A-2) coloring agent: c. I .Pigmentin 15:6 Acrylic pigment dispersant propylene glycol monomethyl ether acetate mixed, using a bead mill to fully disperse the pigment, then, (A-1) colorant: dye A1 (B) resin: resin solution B1 (C) Photopolymerizable compound: dipentaerythritol hexaacrylate (manufactured by Sakamoto Chemical Co., Ltd.) (D) Photopolymerization initiator: 0χΕ—〇1 (manufactured by Chiba Speciality Chemicals Co., Ltd.) (E) Solvent: Lactic acid Ethyl ester (E) solvent: propylene glycol monoterpene_mixed to obtain a colored photosensitive resin composition j. <Formation of Pattern> On the glass substrate (Eagie®; manufactured by Corning Co., Ltd.), use 旋 ΐ: after the enthalpy 1 is obtained, at 1 〇〇. ° Pre-bake for 3 minutes. Cooling ί! ίίίit The substrate of the raw resin composition and the quartz with the pattern broken

Usk is divided into 1〇〇_, using exposure machine (10)-150RSKJOPCON (monthly), in the atmosphere, (365nm reference) illumination. Zhaoguang 徭, spleen μ, +. 泠睹 recognize people ^ υ υ υ / (: ηι exposed nine mile, 丨 n two, η will reach the coating film containing non-ionic interface for a second, after washing in the oven, 9η : ML/夂Λ C was baked for 20 minutes after exposure. The film thickness of the cold straightening pattern was measured using a film thickness measuring device (DEKTAK3; manufactured by Nisshin Vacuum Technology Co., Ltd.)), which was 2 2//m . <Evaluation of heat resistance> 50 201042368 The light is made into a hardened coating film by performing "exposure 2: f! without using a photomask". The resulting glass is divided into ί color machine (osp-sp-; 01 just s (share) system) ίr吏ί source color matching function to determine the CIE χγζ color system in the sun time ^ ϋ ϊ ϊ, 明 ^ γ . The above pattern is placed in a box of 23 ° C for heating 2 small * The chromaticity coordinates and brightness are measured, and the color difference before and after heating is determined. When the two-two Eab* is 5 or less, it is determined as 〇, and when it is more than 5, it is determined as x. If AEab* is underarm, it can be judged that the heat resistance is good. The results are shown in Table 1. <Sensitivity evaluation> ο ο In the condition of Fig. It is light-irradiated with an exposure amount of 8〇mJ/cm2 without a mask, and then, if it is not developed, the film is corrected by 2 For the ugly secret case, the color film iUciE^XYZ# ί ΐί η = xy chromaticity coordinates (x, y) and lightness in the color , will be used to calculate the coating film, case, Mab*. When Δ_ is 3 or less, it can be judged that the sensitivity is sufficient, and it is represented by 〇 in Table 1. <Evaluation of Coating Property> The colored photosensitive resin composition was applied onto a glass substrate (Eagle 2000; manufactured by Corning Incorporated) of 2 square meters by spin coating, and then prebaked for 3 minutes at 1 Torr. After cooling, the surface of the coating film was visually confirmed under a white fluorescent lamp. When it is confirmed that the unevenness is determined to be x, it is almost impossible to confirm the unevenness. [Examples 2 to 4] The coloring photosensitive resin composition was obtained and evaluated in the same manner as in Example 以外 except that the content of the solvent was changed to the amount shown in Table 1. The knot is shown in Table 1. [Comparative Example 1] [Comparison of Comparative Colored Photosensitive Resin Composition 1] (A-1) Dyes: Valifast Blue 2620 20 parts 3.5 parts (manufactured by Orient Chemical Industry Co., Ltd.) (A-1) Dyes A1 201042368 (B) Resin: Resin solution Bi 69 parts (C) Photopolymerizable compound: dipentaerythritol hexaacrylate (manufactured by Sakamoto Chemical Co., Ltd.) 33 parts (D) Photosynthetic start back 丨 J. 0ΧΕ — 01 (manufactured by Ciba Japan Co., Ltd.) (E) Solvent: ethyl lactate 136 parts (E) Solvent: propylene glycol monomethylate 255 parts (E) Solvent: propylene glycol monomethyl ether acetate 142 parts of this combination 'to obtain comparative coloring sensitivity The resin composition 1 was evaluated in the same manner as in Example 1. The results are shown in Table 1. 1] Example 1 Example 2 Example 3 Example 4 Comparative Example 1 Solvent t _ EL 136 250 136 250 136 (parts) PGME 255 142 _ 255 EP —. 255 142 PGMEA 142 142 142 142 14? Financial property - 〇 〇〇〇丄 Sensitivity --- 〇〇〇〇A Coating 〇〇〇X ------- -- 〇〇EL : Ethyl lactate: propylene glycol monomethyl ether ethoxy propanol (alias: propylene glycol Single E (6) WMEA: propylene glycol monoterpene ether acetate CHN. Cyclohexanthene and ==cutting means the solvent of the _ grease solution. s The solvent composition ratio of the solvent derived from the resin solution is as follows 2 is shown. 52 201042368 1*2]

EL Example 1 Example 2 30 50 Solvent (°/〇)

PGME 45 25

EP

PGMEA 25 25 ^5_ 25 Example 3 ——---. 30 Example 4 Comparative Example 1 50 30 —— 45 — 25 — — 25 25 Ο It is confirmed that the heat resistance and coating property of the examples are good [Examples] 5 and 6] The ratio of the content of θ to the content of the pigment (A-2) was changed as shown in Table 3 = the exception was carried out in the same manner as in Example i, and the colored photosensitive resin composition of the colored photosensitive resin group '4 was obtained. The formed coating film has [Table 3] Examples 1 to 4 (A-1): (A-2) 15 : 85 Heat resistance coating property _ Example 5 Example 6 1 : 99 μ 99 : 1 ——〇 〇〇〇

Also in the same manner as in Example 1 and the like, it has excellent smear resistance and coatability. [Example 7]: Film [Preparation of coloring photosensitive resin composition 7] (A-2) pigment: CI Pigment Blue 15 : 6 bismuth acrylate pigment dispersant propylene glycol monoterpene ether acetate cyclohexanone Mixing, using a bead mill to fully disperse the pigment, (A-1) dye A1 (B) Resin: Resin solution B1 (C) Photopolymerizable compound: dipentaerythritol hexaacrylate 20 parts 6 parts Π 5 parts 40 parts 3. 5 parts, 58 parts, 53 201042368 (manufactured by Sakamoto Chemical Co., Ltd.) (D) Photopolymerization initiator: 〇χΕ-〇1 (manufactured by Ciba Japan Co., Ltd.) (E) Solvent: Ethyl lactate (E) Solvent: The propylene glycol monoterpene ether was mixed to obtain a colored photosensitive resin composition 7. 28 parts 8.4 parts 96 parts 120 parts [Table 4] The coloring photosensitive resin composition 7 of Example 7 and the solvent composition ratio of the solvent derived from the resin solution in the same manner as in Example 1 and the like ------_.— Example 7 Solvent* (%) — EL 31 PGME 30 PGMEA 29 CHN 10 Heat resistance 〇 〇 〇 〇 · EL · Lactic acid 酉 PGME: propylene glycol monoterpene _ PGMEA: propylene glycol Monomethyl-acetate CHN: cyclohexanone It was confirmed that the colored photosensitive resin composition of Example 7 had excellent heat resistance, sensitivity, and coatability. [Example 8] Coating film formed by 7 [Preparation of coloring photosensitive resin composition 8] (Α-2) pigment: CI pigment red 177 Acrylic pigment dispersing agent propylene glycol monoterpene ether acetate was mixed, and beads were used. The mill thoroughly disperses the pigment, followed by 20 parts of 10 parts of 124 parts of 54 201042368 (Α-1) dye A2: a compound represented by formula (2a) (Orasol Red 3GL; manufactured by Ciba Japan Co., Ltd.) 12 parts (B Resin: Resin solution B1 44 parts (C) Photopolymerizable compound: dipentaerythritol hexaacrylate (manufactured by Sakamoto Chemical Co., Ltd.) 21 parts (D) Photopolymerization initiator: OXE-01 (Ciba Japan) 6.4 parts (E) Solvent: ethyl lactate 160 parts (E) Solvent: n-butoxyethanol 37 parts (E) Solvent: propylene glycol monoterpene ether acetate 25 parts mixed to obtain a coloring photosensitive resin composition Matter 8.

[Example 9] [Preparation of coloring photosensitive resin composition 9] (A-2) pigment: CI Pigment Red 242 49 parts of acrylic pigment dispersant 26 parts of propylene glycol monoterpene ether acetate 247 parts were mixed, using beads The mill sufficiently disperses the raw material, and then, (A-1) dye A3 16 parts (B) Resin: Resin solution B1 68 parts (C) Photopolymerizable compound: Dipentaerythritol hexaacrylate (Sakamoto Chemical Co., Ltd.) 49 parts (D) Photopolymerization initiator: OXE-01 (manufactured by Ciba Japan Co., Ltd.) 17 parts (E) Solvent: ethyl lactate 60 parts (E) Solvent: n-butoxyethanol 20 parts (E) solvent : 365 parts of propylene glycol monoterpene ether (E) solvent: 83 parts of propylene glycol monoterpene ether acetate was mixed to obtain a colored photosensitive resin composition 9. [Example 10] [Preparation of coloring photosensitive resin composition 10] (A-2) pigment: CI pigment red 254 61 parts of polyacetic acid pigment dispersing agent 13 parts 55 201042368 Propyl alcohol monomethyl|j|acetic acid vinegar 372 parts 21 parts 66 parts 48 parts 16 parts 11 parts 392 parts 10 parts mixed, using a bead mill to fully disperse the raw materials, followed by (A-1) dye A3 (B) resin: resin solution Bi (C) photopolymerization Compound: dipentaerythritol hexaacrylate (manufactured by Sakamoto Chemical Co., Ltd.) (9) Photopolymerization initiator: 眺-OKCiba · manufactured by japan) (E) Solvent: ethyl lactate (E) &gt; Propylene glycol monoterpene (E) solvent: propylene glycol monomethyl ether acetate was mixed to obtain a colored photosensitive resin composition 10. Solvent solvent [Table 5' ------^] *----- Example 8 Example 9 Solvent * EL ~——----- 40 4 6 (%) PGME I - 53 47 BG 10 2 ................................._ —-------- PGMEA 50 41 ΛΟ Coatingability -—— --------- 〇〇___ ............................___ 〇〇 〇ΓΛ : ethyl lactate-----... PGME: propylene glycol mono- _ BG: n-butoxyethanol (alias PGMEA: ethylene glycol mono-n-butyl ether) propylene glycol monomethyl ether acetate w8~10 color sensitization The resin composition was evaluated in the same manner as in Example 1 and the like. The content contained in the resin solution was included, and the ratio and evaluation results are shown in Table 5.

I = coloring sensitivity using Examples 8 to 1G Good heat resistance and (four) properties. (4) %成涂fe, ^Industrial Applicability&gt; Less Coating According to the present invention, it is possible to provide a colored photosensitive resin composition capable of obtaining a film having high heat resistance and uneven coating, 201042368 film, coloring pattern, color filter, and light film. . The colored photosensitive resin composition of the present invention is suitably used for forming a colored image of a color filter used in a liquid crystal display device or an image capturing device. [Simple diagram description] None [Main component symbol description] None

57

Claims (1)

201042368 VII. Shenqing Patent Circumference: A species of ΐ 感 纽 纽 , , , , , , , , , , , , , , , , , , 托 托 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽 纽- υ and the pigment (A-2), and the solvent (8) is a solvent containing two or more kinds of sulfonic acid-based solvents, and the coloring photosensitive tree composition of the first item of the patent range is established. (4) The coloring photosensitive composition is a composition of the lyophilic component, which is 8 to 25% by mass relative to 2% by mass of the product. (10) Nine 〖 Μ Μ Μ ΐ ϋ ϋ ϋ ϋ ϋ ϋ ϋ ϋ ϋ ϋ ϋ ϋ ϋ 感光 感光 感光 感光 感光 感光The 彳(8) constituting H is a solvent containing three or more kinds of solvents. The object 3 is 5======================================================================== The solvent of the ethyl lactate. The coloring photosensitive resin composition of any one of the items 1f4 of the product, and the solvent containing the ethyl lactate and the propylene glycol monomethyl ether. To the color of the five items of the towel - the composition of the resin: 9; 99 ': the ratio of the content of t D to the content of the pigment (Α 2) is 1, 1 to 6 regret - of the colored photosensitive resin composition wherein the dye (Α-υ system comprising a dye represented by the following formula of compound ⑴ (1) Each of them is independent, indicating a hydrogen atom, a r6 or a carbon number of 6~ι〇Qn Μ 〇Η, ~〇R6, —s〇- not-s〇3, -s〇3H, -s〇n〇2H, —(10) -SOsH 1 shell of Fangxiangzhi light base; the stone farmer number 6~ scorpion can also be replaced by a dentate atom, -RS, a square hydrocarbon-free A-form s〇3r6 58 201042368 or a 〇 2N(Rs)r9; same, an integer of the same 5; when m is an integer of 2 or more, the plural r5 may be a phase; a represents an integer of G or 1; a saturated hydrocarbon group of 1 to 10 valence; 1~1{) 0H, helium atom, -Q, and, the oxygen atom of the group can also be substituted with a Ο 的 group -CH can be 4fHQ=GH2; Wei group and the ring-burning, R8 β P9" -0---S---C0---ΝΗϋ can also be substituted with -°Rf phase to form a heterocyclic ring with a carbon number of 1 to 10, and the hydrogen atom of the ring can be substituted with the monovalent of the ig-membered ring. -GH, t = group and; f.% group contains a halogen atom of a gas atom; ^01=(:3⁄4, a CH=CHR6 or Μ represents a sodium atom or a potassium atom; +f in a compound represented by the formula (1) The number of the charge is 8. If the scope of the patent application (5) is ―° 丄ί;: Θ Θ , , , , , 5) Table private composition Rd6 Rd5 N /K Rdf Dd3 v_——C / V ) Rd12 Rd13 Rd2〇)dl (2) [Rdl8 in equation (2) is independent of each other, indicating hydrogen atom, fluorine atom, and chlorine source 59 201042368 5 number 1 to 5 of thief branched, burnt, phenyl, - S 〇2 NHR or one C〇〇Rd21; eight hydrogen atoms, an aliphatic hydrocarbon group having 1 to 8 carbon atoms, a cyclohexyl group, a decyl group having a base of m2 to 4, and a calcination group having a hindrance of 2 to 15, -俨—CQ—R, or an aromatic group of the domain 7~1〇; a divalent aliphatic hydrocarbon group of 1 represents a carbon number of 1 to 8 independently, representing a hydrogen atom, a sulfhydryl group, and a t-hydrogen ion (hydron), a metal cation of a valence or a monovalent cation derived from a compound having a xanthene skeleton]. ', the color-sensitive photosensitive resin composition of the above-mentioned patent scopes 1 to 6 and 9, wherein the pigment (Α2) is selected from c. ί• pigment red 177, c J pigment red At least 丨 kinds of pigments in the group consisting of 242 and CI Pigment Red 254. .. ——11. The coloring pattern is formed by using the coloring photosensitive resin composition of the first to the ninth, the term of the patent. , 12, a color filter, including the formation of the scope of the patent application ί 如 如 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 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色 彩色The crystal age device is equipped with a towel, please specialize in the third or your color filter, light film. [Abandoning a rigorous ί! The use of the composition of the raw tree is to form a coating film using a spin coater to apply the colored photosensitive composition of the first to the ninth of the patent range. ^ Eight, schema: 60