CN101592862A - Cured composition for color - Google Patents

Cured composition for color Download PDF

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Publication number
CN101592862A
CN101592862A CNA200910145554XA CN200910145554A CN101592862A CN 101592862 A CN101592862 A CN 101592862A CN A200910145554X A CNA200910145554X A CN A200910145554XA CN 200910145554 A CN200910145554 A CN 200910145554A CN 101592862 A CN101592862 A CN 101592862A
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compound
methyl
acid
color
cured composition
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秋山裕次
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Sumitomo Chemical Co Ltd
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Sumitomo Chemical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/20—Exposure; Apparatus therefor

Abstract

Cured composition for color is provided, contains dyestuff (A), polymerizable compound (B), adhesive resin (C); This adhesive resin (C) be contain the formation unit that is derived from the compound (C0) that possesses carbon-to-carbon unsaturated double-bond and cyclic ether structure and be derived from unsaturated carboxylic acid and unsaturated carboxylic acid anhydrides at least a kind the multipolymer of formation unit of compound (C2).

Description

Cured composition for color
Technical field
The present invention relates to cured composition for color.
Background technology
Cured composition for color is used for making the employed color filters of display device such as LCD panel, electroluminescent panel, plasma display panel.In known this cured composition for color,, use pigment or dyestuff (non-patent literature 1) as colorant.
[technical literature in the past]
[non-patent literature]
[non-patent literature 1] ょ く ゎ か Ru liquid crystal デ ィ ス プ レ ィ ご I Ru ま ご P112 (the 2nd printing distribution of Nikkan Kogyo Shimbun's first edition on March 31st, 2005)
Summary of the invention
The cured composition for color that the purpose of this invention is to provide the color filter that can form the solvent resistance excellence.
People of the present invention by having found cured composition for color after studying, have finished the present invention for solving above-mentioned problem.
That is, the present invention is following invention.
1. cured composition for color,
Contain dyestuff (A), polymerizable compound (B), adhesive resin (C);
This adhesive resin (C) is the multipolymer that contains the formation unit that is derived from compound (C0) and be derived from the formation unit of compound (C2), described compound (C0) possesses carbon-to-carbon unsaturated double-bond and cyclic ether structure, and described compound (C2) is selected from least a kind in unsaturated carboxylic acid and the unsaturated carboxylic acid anhydrides.
2. as 1 described cured composition for color, wherein, the cyclic ether structure is an aliphatics polycycle epoxy construction.
3. as 1 or 2 described cured composition for color, wherein, the compound (C0) that possesses carbon-to-carbon unsaturated double-bond and cyclic ether structure is, is selected from least a kind compound in the compound of the compound of formula (C1-1) expression and formula (C1-2) expression.
Figure A20091014555400051
[the alkyl of the carbon number 1～4 that in formula (C1-1) and the formula (C1-2), R represents separately independently, hydrogen atom or available hydroxyl replace.
The alkylidene that X represents separately independently, singly-bound maybe can contain heteroatomic carbon number 1～6.]
4. any described cured composition for color as in 1～3, wherein, dyestuff (A) is for containing the dyestuff of the dyestuff that possesses carboxyl.
5. any described cured composition for color as in 1～4, wherein, polymerizable compound (B) is for containing the monomer or the oligomer of carboxyl.
As preceding 1～5 in any described cured composition for color, also contain pigment.
7. one kind is used the pattern that any described cured composition for color forms with photolithograph method or ink-jet method in 1～6.
8. a color filter contains above-mentioned 7 described patterns.
9. a liquid crystal indicator possesses above-mentioned 8 described color filters.
Embodiment
(A) is not particularly limited as dyestuff, can use known dyestuff, for example can enumerate the amine salt of oil-soluble dyes, acid dyes, acid dyes or the sulfamide derivative of acid dyes etc.
As above-mentioned dyestuff, for example can enumerate, be categorized as the compound of dyestuff among the Color Index (The Society of Dyers and Colourists publication), or the known dyestuff of dyeing Note (look dyes society) record, specifically can enumerate, C.I. solvent yellow-4 (statement of following omission C.I. solvent yellow only indicates numbering), 14,15,23,24,38,62,63,68,82,94,98,99,162, C.I. solvent red 45,49,125,130, C.I. solvent orange 2,7,11,15,26,56, C.I. solvent blue 35,37,59,67, C.I. solvent green 1,3,4,5,7,28,29,32,33,34,35 etc.In addition, as the C.I. acid dye, can enumerate C.I. acid yellow 1,3,7,9,11,17,23,25,29,34,36,38,40,42,54,65,72,73,76,79,98,99,111,112,113,114,116,119,123,128,134,135,138,139,140,144,150,155,157,160,161,163,168,169,172,177,178,179,184,190,193,196,197,199,202,203,204,205,207,212,214,220,221,228,230,232,235,238,240,242,243,251, C.I. sour red 1,4,8,14,17,18,26,27,29,31,34,35,37,42,44,50,51,52,57,66,73,80,87,88,91,92,94,97,103,111,114,129,133,134,138,143,145,150,151,158,176,182,183,198,206,211,215,216,217,227,228,249,252,257,258,260,261,266,268,270,274,277,280,281,195,308,312,315,316,339,341,345,346,349,382,383,394,401,412,417,418,422,426, C.I. bitter orange 6,7,8,10,12,26,50,51,52,56,62,63,64,74,75,94,95,107,108,169,173, C.I. acid blue 1,7,9,15,18,23,25,27,29,40,42,45,51,62,70,74,80,83,86,87,90,92,96,103,112,113,120,129,138,147,150,158,171,182,192,210,242,243,256,259,267,278,280,285,290,296,315,324:1,335,340, C.I. sour royal purple 6B, 7,9,17,19, C.I. sour green 1,3,5,9,16,25,27,50,58,63,65,80,104,105,106,109 dyestuffs such as grade.In addition, as the C.I. direct dyes, can enumerate, C.I. is Huang 2 directly, 33,34,35,38,39,43,47,50,54,58,68,69,70,71,86,93,94,95,98,102,108,109,129,136,138,141, C.I. directly red 79,82,83,84,91,92,96,97,98,99,105,106,107,172,173,176,177,179,181,182,184,204,207,211,213,218,220,221,222,232,233,234,241,243,246,250, C.I. direct orange 34,39,41,46,50,52,56,57,61,64,65,68,70,96,97,106,107, C.I. direct blue 57,77,80,81,84,85,86,90,93,94,95,97,98,99,100,101,106,107,108,109,113,114,115,117,119,137,149,150,153,155,156,158,159,160,161,162,163,164,166,167,170,171,172,173,188,189,190,192,193,194,196,198,199,200,207,209,210,212,213,214,222,228,229,237,238,242,243,244,245,247,248,250,251,252,256,257,259,260,268,274,275,293, C.I. direct royal purple 47,52,54,59,60,65,66,79,80,81,82,84,89,90,93,95,96,103,104, C.I. direct green 25,27,31,32,34,37,63,65,66,67,68,69,72,77,79,82 dyestuffs such as grade.In addition, as the C.I. mordant dye, can enumerate C.I. matchmaker's Huang 5,8,10,16,20,26,30,31,33,42,43,45,56,61,62,65, C.I. the matchmaker red 1,2,3,4,9,11,12,14,17,18,19,22,23,24,25,26,30,32,33,36,37,38,39,41,43,45,46,48,53,56,63,71,74,85,86,88,90,94,95, C.I. matchmaker's orange 3,4,5,8,12,13,14,20,21,23,24,28,29,32,34,35,36,37,42,43,47,48, C.I. matchmaker's indigo plant 1,2,3,7,8,9,12,13,15,16,19,20,21,22,23,24,26,30,31,32,39,40,41,43,44,48,49,53,61,74,77,83,84, C.I. matchmaker's royal purple 1,2,4,5,7,14,22,24,30,31,32,37,40,41,44,45,47,48,53,58, C.I. the matchmaker green 1,3,4,5,10,15,19,26,29,33,34,35,41,43,53 dyestuffs such as grade.
In addition, in the dyestuff (A), for example can enumerate formula (i)～(the vii) amine salt of Biao Shi acid dyes and formula (viii)～(ix) sulfamide derivative of Biao Shi acid dyes.
D-(SO 3 -) m(C nH 2n+1N +H 3) m (i)
D-(SO 3 -) m{(C nH 2n+1) 2N +H 2} m (ii)
D-(SO 3 -) m{(C nH 2n+1) 3N +H} m (iii)
D-(SO 3 -) m{(C nH 2n+1) 4N +} m (iv)
D-(SO 3 -) m(C eH 2e+1OC fH 2fN +H 3) m (v)
D-(SO 3 -) m{(C nH 2n+1)(PhCH 2) 2N +H} m (vi)
D-(SO 3 -) m{(C nH 2n+1)Py +} m (vii)
D-[{SO 2NH(C nH 2n+1)} p][(SO 3L) q] (viii)
D-[{SO 2NH(C eH 2e+1OC fH 2f)} p][(SO 3L) q] (ix)
[in the formula (i)～(ix), D represents to be derived from the group of pigment.
M represents the integer more than 1, below 20.
N represents the integer more than 1, below 20.
E and f are independent separately, the integer of expression more than 1, below 10.
Ph represents phenyl.
Py represents by nitrogen-atoms and C nH 2n+1The group of formula (I) expression that links to each other.
Figure A20091014555400071
(in the formula (I), R aThe expression methyl.m aThe integer of expression 0 or 1.)
P represents the integer more than 1, below 8.
Q represents the integer more than 0, below 8.
L represents the kation of hydrogen atom or monovalence.]
As D, specifically can enumerate, be derived from the group of azo dyes, anthraquinone dye, kiton colors, xanthene dye and phthalocyanine dye.
M preferably represents the integer more than 1, below 10, more preferably represents the integer more than 1, below 8.
N preferably represents the integer more than 1, below 10, more preferably represents the integer more than 1, below 8.
E and f are independent separately, preferably represent the integer more than 1, below 8, more preferably represent the integer more than 1, below 6.
The group of Py preferred formula (I-1) expression.
Figure A20091014555400081
P preferably represents the integer more than 1, below 6, more preferably represents the integer more than 1, below 5.
Q preferably represents the integer more than 0, below 6, more preferably represents the integer more than 0, below 5.
As the monovalent cation among the L, for example can enumerate lithium ion, sodion, potassium ion, (C 2H 5) 3HN +Deng quaternary ammonium ion etc., preferred sodion.
As above-mentioned azo dyes, for example can enumerate the dyestuff of formula (1)～(4) expression.
[in the formula (1), R 1Expression: the alkyl of carbon number 2～20, alkyl chain carbon atomicity are that 2～12 cyclohexyl alkyl, alkyl chain carbon atomicity are 1～4 alkyl-cyclohexyl, the alkyl of the alkoxy carbonyl alkyl of the alkyl carboxyl alkyl of the alkyl of the carbon number 2～12 that replaced by the alkoxy of carbon number 2～12, formula (1-1) expression, formula (1-2) expression, the phenyl that is replaced by the alkyl of carbon number 1～20 or the carbon number 1～20 that replaced by phenyl.
L 1-CO-O-L 2- (1-1)
L 3-O-CO-L 4- (1-2)
(in the formula (1-1), L 1The alkyl of expression carbon number 2～12.
L 2The alkylidene of expression carbon number 2～12.
In the formula (1-2), L 3The alkyl of expression carbon number 2～12.
L 4The alkylidene of expression carbon number 2～12.)
R 2～R 5Alkyl, carboxyl or the halogen atom of expression hydrogen atom, carbon number 1～4.]
As the alkyl of carbon number 2～20, can enumerate ethyl, n-pro-pyl, isopropyl, n-hexyl, n-nonyl, positive decyl, dodecyl, 2-ethylhexyl, 1,3-dimethylbutyl, 1-methyl butyl, 1,5-dimethyl hexyl and 1,1,3,3-tetramethyl butyl etc.
As the alkyl chain carbon atomicity is 2～12 cyclohexyl alkyl, can enumerate cyclohexyl ethyl, 3-cyclohexyl propyl group and 8-cyclohexyl octyl group etc.
As the alkyl chain carbon atomicity is 1～4 alkyl-cyclohexyl, can enumerate 2-ethyl cyclohexyl, 2-propyl group cyclohexyl and 2-normal-butyl cyclohexyl etc.
As the alkyl of the carbon number 2～12 that is replaced by the alkoxy of carbon number 2～12, can enumerate 3-ethoxy n-pro-pyl, propoxyl group propyl group, 4-propoxyl group normal-butyl, 3-methyl just own oxygen base ethyl and 3-(2-ethyl hexyl oxy) propyl group etc.
As the phenyl that is replaced by the alkyl of carbon number 1～20, can enumerate o-isopropyl phenyl etc.
As the alkyl of the carbon number 1～20 that is replaced by phenyl, can enumerate DL-1-phenylethyl, benzyl and 3-phenyl normal-butyl etc.
As the alkyl of the carbon number among L1 and the L3 2～12, can enumerate ethyl, propyl group, n-hexyl, n-nonyl, positive decyl, dodecyl, 2-ethylhexyl, 1,3-dimethylbutyl, 1-methyl butyl, 1,5-dimethyl hexyl and 1,1,3,3-tetramethyl butyl etc.
As the alkylidene of the carbon number among L2 and the L4 2～12, can enumerate dimethylene and hexa-methylene etc.
R 2～R 5Alkyl, carboxyl or the halogen atom of expression hydrogen atom, carbon number 1～4.As R 2～R 5Can enumerate, hydrogen atom, methyl, ethyl, n-pro-pyl, normal-butyl, isopropyl, sec-butyl, the tert-butyl group, carboxyl, fluorine atom, chlorine atom, bromine atoms and iodine atom etc., preferred hydrogen atom, methyl, ethyl, n-pro-pyl, normal-butyl, isopropyl, sec-butyl, the tert-butyl group, fluorine atom or chlorine atom.
In addition, in the dyestuff of formula (1) expression,, specifically can enumerate the compound of formula (5) expression as preferred dyestuff.
As the dyestuff that has from the group of anthraquinone dye, for example can enumerate the compound of formula (6) expression.
As the dyestuff that has from the group of kiton colors, for example can enumerate the compound of formula (7) expression.
As the dyestuff that has from the group of xanthene dye, for example can enumerate the compound of formula (8) expression.In addition,, for example can enumerate the compound of formula (9) expression etc. as the dyestuff that has from the group of phthalocyanine dye.
Figure A20091014555400101
As dyestuff (A), owing to have and cyclic ether StructureReact, improve the tendency of solvent resistance, therefore preferably contain the dyestuff of carboxylic dyestuff.
As carboxylic dyestuff, be not particularly limited, can use known substances, for example can enumerate the dyestuff of formula (10)～formula (20) expression etc.
Figure A20091014555400111
Figure A20091014555400121
These dyestuffs can cooperate solubleness to solvent, fast light fading property and spectrophotometric spectra when using the cured composition for color that contains this dyestuff to form the pattern of color filter, suitably select.
The content of dyestuff (A) is, for the solid constituent of cured composition for color, and in mass fraction, preferred 5～65 quality %, more preferably 8～60 quality %, preferred especially 10～55 quality %.
In addition, when containing carboxylic dyestuff in the dyestuff (A), its content is, for dyestuff (A), and in mass fraction, preferred 1～100 quality %, more preferably 5～100 quality %, preferred especially 10～100 quality %.
Herein, the solid constituent in this instructions refers to the one-tenth subtotaling amount of having removed behind the contained solvent of cured composition for color.
Cured composition for color of the present invention preferably except dyestuff (A), also contains pigment.
As pigment, specifically can enumerate, Color Index (The Society of Dyers and Colourists publication) is categorized as the compound of pigment.Specifically can enumerate, for example, yellow uitramarine such as C.I. pigment yellow 1,3,12,13,14,15,16,17,20,24,31,53,83,86,93,94,109,110,117,125,128,137,138,139,147,148,150,153,154,166,173,194,214;
C.I. pigment orange 13,31,36,38,40,42,43,51,55,59,61,64,65,71, orange pigments such as 73;
C.I. Pigment Red 9,97,105,122,123,144,149,166,168,176,177,180,192,209,215,216,224,242,254,255,264, red pigments such as 265;
C.I. pigment blue 15,15:3,15:4,15:6, blue pigments such as 60;
C.I. bluish violet pigment such as pigment royal purple 1,19,23,29,32,36,38;
C.I. pigment Green 7,36, viridine greens such as 58;
C.I. brown pigments such as bistre 23,25;
C.I. black pigment such as pigment black 1,7 etc.
Wherein, preferred C.I. pigment yellow 13 8,139,150, C.I. paratonere 177,209,242,254, C.I. pigment royal purple 23, C.I. pigment blue 15: 3,15:6 and C.I. pigment Green 7,36,58.
When cured composition for color contains dyestuff (A) and pigment, the content of pigment is, for the total amount of dyestuff in the cured composition for color (A) and pigment, and preferred 2～98 quality % of mass fraction, more preferably 5～95 quality %, preferred especially 10～95 quality %.
Above-mentioned pigment as required, can carry out dispersion treatment existing under the situation of spreading agent, the dispersible pigment dispersion that is dispersed in the state in the solution as pigment uses.
As above-mentioned spreading agent, for example can enumerate, the surfactants of cationic, anionic species, nonionic class, both sexes, polyesters and polyamine class etc. etc. can be used singly or two or more kinds in combination.
Example as this surfactant, can enumerate, the polyoxyethylene alkyl ether class, the polyoxyethylene alkyl phenyl ether class, the polyethylene glycol di class, the sorbitan fatty acid ester class, fatty acid modified polyesters, the tertiary amine modified polyurethane, polyethyleneimine: amine etc., also have in addition, product is called KP (manufacturing of chemical industrial company of SHIN-ETSU HANTOTAI), Port リ Off ロ one (manufacturing of common prosperity chemical company), ェ Off ト ッ プ (manufacturing of ト one ケ system プ ロ ダ Network ッ company), メ ガ Off ァ ッ Network (big Japanese ィ Application キ chemical industrial company make), Off ロ ラ one De (manufacturing of Sumitomo ス リ one ェ system company), ァ サ ヒ ガ one De, サ one Off ロ Application (above make for Asahi Glass company), ソ Le ス パ one ス (manufacturing of ゼ ネ カ company), EFKA (manufacturing of EFKACHEMICALS company) and PB821 (manufacturing of monosodium glutamate company) etc.
When using spreading agent, its use amount is, for pigment 100 quality %, and in mass fraction, preferred 0.1～100 quality %, more preferably 5～50 quality %.The use amount of spreading agent has trend to obtain uniform dispersion liquid in above-mentioned scope, and is therefore comparatively desirable.
As polymerizable compound (B), can use by heat or light or the two monomer that is cured or oligomer, but also both also use.As this monomer or oligomer, can use known substances.
Object lesson as monomer, can enumerate pentaerythrite four (methyl) acrylate, dipentaerythritol five (methyl) acrylate, dipentaerythritol six (methyl) acrylate, carboxylic dipentaerythritol five (methyl) acrylate derivative, oxirane glycerine three (methyl) acrylate, oxirane trimethylolpropane tris (methyl) acrylate and epoxypropane glycerine three (methyl) acrylate etc.
As oligomer, can enumerate, epoxy (methyl) acrylate, urethanes (methyl) acrylate and polyester (methyl) acrylate etc., for example, 18 pages of the status and prospects (シ one ェ system シ one publish) that can use the UVEB curing technology are to the oligomer of 20 pages of records etc.
The content of polymerizable compound (B) is, with respect to the adhesive resin in the cured composition for color (C), and in mass fraction, preferred 10～90 quality %, more preferably 20～80 quality %, preferred especially 30～70 quality %.
As polymerizable compound (B),, therefore preferably contain carboxylic monomer or oligomer owing to have with the cyclic ether structural response, improve the tendency of solvent resistance.
As the example of monomer that contains carboxyl or oligomer, can enumerate (methyl) acrylate of hydroxyl and the ester of polybasic carboxylic acid, (methyl) acrylate of hydroxyl and the ester of polybasic acid anhydride etc.
As the multicomponent methacrylate of above-mentioned hydroxyl, for example can enumerate trimethylolpropane two (methyl) acrylate, glycerine two (methyl) acrylate, pentaerythrite three (methyl) acrylate, dipentaerythritol five (methyl) acrylate etc.
As above-mentioned polybasic carboxylic acid, for example can enumerate phthalic acid, 3,4-dimethyl benzene dioctyl phthalate, m-phthalic acid, terephthalic acid (TPA), Pyromellitic Acid, trimellitic acid, 1,4,5,8-naphthalene tetracarboxylic acid, 3,3 ', 4, the aromatic series polybasic carboxylic acid class of 4 '-benzophenone tetrabasic carboxylic acid etc.;
Succinic acid, glutaric acid, hexane diacid, 1,2,3, the aliphatics polybasic carboxylic acid class of 4-BTCA, maleic acid, fumaric acid, itaconic acid etc.;
Hexahydro-phthalic acid, 3,4-dimethyl tetrahydro phthalic acid, hexahydro m-phthalic acid, hexahydroterephthalic acid, 1,2,4-cyclopentane tricarboxylic acids, 1,2,4-cyclohexane tricarboxylic acids, cyclopentane tetrabasic carboxylic acid, 1,2,4, the aliphatics polybasic carboxylic acid class of 5-cyclohexane tetrabasic carboxylic acid etc. etc.
As above-mentioned polybasic acid anhydride class, for example can enumerate phthalic anhydride, pyromellitic dianhydride, trimellitic anhydride, 3,3 ', 4, the aromatic series polybasic acid anhydride class of 4 '-benzophenone tetracarboxylic dianhydride etc.;
Itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic succinic anhydride, tricarballylic acid acid anhydride, maleic anhydride, 1,2,3, the aliphatics polybasic acid anhydride class of 4-butane tetracarboxylic acid dianhydride etc.;
Hexahydro-phthalic acid, 3,4-dimethyl tetrahydro phthalic anhydride, 1,2,4-cyclopentane tricarboxylic acid anhydride, 1,2,4-cyclohexane tricarboxylic acid anhydride, cyclopentane tetracarboxylic dianhydride, 1,2,4, the alicyclic polybasic acid anhydride class of 5-cyclohexane tetracarboxylic dianhydride, carbic anhydride (HIMICanhydride), interior methylene THPA (nadic anhydride) etc.;
The carboxyanhydrides that contains ester group of ethylene glycol bisthioglycolate benzenetricarboxylic acid (ト リ メ リ テ ィ ト), glycerine three benzenetricarboxylic acid acid anhydrides etc. etc.
Object lesson as carboxylic monomer or oligomer, can enumerate the succinate of the succinate of the phthalic ester of trimethylolpropane two (methyl) acrylate, glycerine two (methyl) acrylate, the phthalic ester of pentaerythrite three (methyl) acrylate, pentaerythritol triacrylate, the phthalic ester of dipentaerythritol five (methyl) acrylate, the succinate of dipentaerythritol five (methyl) acrylate etc.
As polymerizable compound (B), when using carboxylic monomer or oligomer, its content is, with respect to polymerizable compound (B), and in mass fraction, preferred 1～100 quality %, more preferably 5～100 quality %, preferred especially 10～100 quality %.
Adhesive resin (C) is the resin with alkali dissolution, is the multipolymer that contains the formation unit that is derived from compound (C0) (below be sometimes referred to as " (C0) ") and be derived from the formation unit of compound (C2) (below be sometimes referred to as " (C2) ").Above-claimed cpd (C0) possesses carbon-to-carbon unsaturated double-bond and cyclic ether structure, and compound (C2) is selected from least a kind in unsaturated carboxylic acid and the unsaturated carboxylic acid anhydrides.
As the cyclic ether structure of (C0), for example can enumerate epoxy construction, ethoxymethyl (oxetanyl) structure and tetrahydrochysene furil structure.
As epoxy construction, can enumerate aliphatic epoxy structure, aliphatics monocyclic epoxy construction and aliphatics polycycle epoxy construction, special preferred aliphat polycycle epoxy construction.
As the compound that contains carbon-to-carbon unsaturated double-bond and aliphatic epoxy structure, specifically can enumerate, diglycidyl (methyl) acrylate, Beta-methyl diglycidyl (methyl) acrylate, β-ethyl diglycidyl (methyl) acrylate, glycidyl vinyl ether, spy open the compound that the following formula of flat 7-248625 communique record represents etc.
Figure A20091014555400161
(in the formula, R 11～R 13The alkyl of independent separately expression hydrogen atom or carbon number 1～10, m is 1～5 integer.)。
The compound of representing as following formula, for example can enumerate, adjacent vinyl benzyl glycidyl ether, between the vinyl benzyl glycidyl ether, to the vinyl benzyl glycidyl ether, the adjacent vinyl benzyl glycidyl ether of Alpha-Methyl, vinyl benzyl glycidyl ether between Alpha-Methyl, Alpha-Methyl is to the vinyl benzyl glycidyl ether, 2,3-titanium dioxide glycidyl methyl styrene, 2,4-titanium dioxide glycidyl methyl styrene, 2,5-titanium dioxide glycidyl methyl styrene, 2,6-titanium dioxide glycidyl methyl styrene, 2,3,4-three oxidation glycidyl methyl styrenes, 2,3,5-three oxidation glycidyl methyl styrenes, 2,3,6-three oxidation glycidyl methyl styrenes, 3,4,5-three oxidation glycidyl methyl styrenes and 2,4,6-three oxidation glycidyl methyl styrenes.
The compound that contains carbon-to-carbon unsaturated double-bond and aliphatics monocyclic epoxy construction is the compound that has epoxy radicals on the ring of aliphatics monocyclic compound.
As the compound that contains carbon-to-carbon unsaturated double-bond and aliphatics monocyclic epoxy construction, for example can enumerate, the single oxidation 1 of vinyl cyclohexene, the 2-epoxy-the 4-vinyl cyclohexane (for example, セ ロ キ サ ィ De 2000, the manufacturing of ダ ィ セ Le chemical industrial company), acrylic acid-3,4-epoxycyclohexyl methyl ester (for example, サ ィ Network ロ マ one A400, the manufacturing of ダ ィ セ Le chemical industrial company), methacrylic acid-3,4-epoxycyclohexyl methyl ester (for example, サ ィ Network ロ マ one M100, ダ ィ セ Le chemical industrial company makes) etc.
Containing the compound (C1) (below be sometimes referred to as " (C1) ") of carbon-to-carbon unsaturated double-bond and aliphatics polycycle epoxy construction, is the compound that has epoxy radicals on the ring of aliphatics polycyclic compound.As the aliphatics polycyclic compund, can enumerate two cyclopentane, tristane etc.
As (C1), for example can enumerate, acrylic acid-3,4-epoxy norborneol ester, methacrylic acid-3, the compound of the compound of 4-epoxy norborneol ester, formula (C1-1) expression and formula (C1-2) expression, at least a kind of compound selecting in the compound of the compound of preferred formula (C1-1) expression and formula (C1-2) expression.
Figure A20091014555400171
[in formula (C1-1) and the formula (C1-2), R is the independently alkyl or the hydrogen atom of the expression carbon number 1～4 that can be replaced by hydroxyl separately.
X represents independently that separately singly-bound maybe can contain the alkylidene of heteroatomic carbon number 1～6.]
Alkyl as the carbon number 1～4 that can be replaced by hydroxyl, specifically can enumerate, hydrogen atom, methyl, ethyl, n-pro-pyl, isopropyl, normal-butyl, sec-butyl, the tert-butyl group, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxyl n-pro-pyl, 2-hydroxyl n-pro-pyl, 3-hydroxyl n-pro-pyl, 1-hydroxyl isopropyl, 2-hydroxyl isopropyl, 1-hydroxyl normal-butyl, 2-hydroxyl normal-butyl, 3-hydroxyl normal-butyl, 4-hydroxyl normal-butyl etc., preferable methyl, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, more preferably methyl.
As R, preferred hydrogen atom, methyl, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, more preferably hydrogen atom, methyl.
As the heteroatoms of the alkylidene that can contain heteroatomic carbon number 1～6, can enumerate oxygen atom, sulphur atom and nitrogen-atoms.In addition, the heteroatoms number is not contained in the carbon number.
As the alkylidene that can contain heteroatomic carbon number 1～6, can enumerate, methylene, ethylidene, propylidene, oxygen methylene, oxygen ethylidene, oxygen propylidene, thio-methylene, sulfo-ethylidene, sulfo-propylidene, aminomethylene, amino ethylidene and amino propylidene etc., preferred methylene, ethylidene, oxygen methylene or oxygen ethylidene, more preferably oxygen ethylidene.
As X, preferred singly-bound, methylene, ethylidene, oxygen methylene or oxygen ethylidene, more preferably singly-bound or oxygen ethylidene.
Compound as formula (C1-1) expression, can enumerate, the compound of formula (C1-1-1)～formula (C1-1-15) expression etc., the compound of preferred formula (C1-1-1), formula (C1-1-3), formula (C1-1-5), formula (C1-1-7), formula (C1-1-9), formula (C1-1-11)～formula (C1-1-15) expression, the more preferably compound of formula (C1-1-1), formula (C1-1-7), formula (C1-1-9) or formula (C1-1-15) expression.
Compound as formula (C1-2) expression, can enumerate, the compound of formula (C1-2-1)～formula (C1-2-15) expression etc., the compound of preferred formula (C1-2-1), formula (C1-2-3), formula (C1-2-5), formula (C1-2-7), formula (C1-2-9), formula (C1-2-11)～formula (C1-2-15) expression, the more preferably compound of formula (C1-2-1), formula (C1-2-7), formula (C1-2-9) or formula (C1-2-15) expression.
Figure A20091014555400191
Be selected from least a kind of compound in the compound of the compound of formula (C1-1) expression and formula (C1-2) expression, can use separately separately.In addition, they also can mix with arbitrary ratio.During mixing, its mixture ratio formula (C1-1): the mol ratio of formula (C1-2), preferred 5: 95～95: 5, more preferably 10: 90～90: 10, preferred especially 20: 80～80: 20.
As (C2), for example can enumerate the unsaturated monocarboxylic class of acrylic acid, methacrylic acid, butenoic acid etc.;
Unsaturated dicarboxylic classes such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid;
The acid anhydrides of above-mentioned unsaturated dicarboxylic class;
Unsaturated list [(methyl) acryloxyalkyl] the ester class of the polybasic carboxylic acids more than 2 yuan such as succinic acid list [2-(methyl) acryloxy ethyl] ester, phthalic acid list [2-(methyl) acryloxy ethyl] ester;
Contain unsaturated esters of acrylic acid of hydroxyl and carboxyl etc. in the such same a part of acrylic acid α-(hydroxymethyl) ester.
Wherein, based on copolyreaction, dissolubility in aqueous alkali, preferred acrylic acid, methacrylic acid, maleic anhydride.They can be used alone or in combination.
Adhesive resin (C) is to contain from the formation unit of (C1) with from the multipolymer of the formation unit of (C2), from the formation unit of (C1) with from the ratio of the formation unit of (C2), total molal quantity with respect to the formation unit of above-mentioned formation multipolymer, in the words of mole fraction in following scope, since possess the good tendency of storage stability, thermotolerance and physical strength, therefore comparatively desirable.
Formation unit from (C1): 2～98 moles of %
Formation unit from (C2): 2～98 moles of %
In addition, the ratio of above-mentioned formation unit is in following scope, and is based on the angle of development and solvent resistance, desirable more.
Formation unit from (C1): 40～85 moles of %
Formation unit from (C2): 15～60 moles of %
Above-mentioned adhesive resin (C) but the manufacturing reference example as, document " experimental method of Polymer Synthesizing " (big Tianjin grand row work sale room company chemistry is with the 1st edition the 1st printing distribution on March 1st, 1972 of people) method of record and the citing document of document record.
Concrete, with a certain amount of (C1) and (C2), polymerization initiator and solvent pack in the reaction vessel,, under the situation that does not have oxygen,, obtain multipolymer by stirring, heating, being incubated by the nitrogen replace oxygen.In addition,, can directly use reacted solution, also can use the solution that concentrates or dilute, also can pass through again method taking-up solid (powder) uses such as precipitation for the multipolymer that obtains.
In addition, adhesive resin (C) is except containing the formation unit and the formation unit from (C2) from (C1), also contain can with (C1) and (C2) (C3) the formation unit of (below be sometimes referred to as " (C3) ") of the compound of copolymerization (still, (C1) and (C2) except).
(C3) as above-mentioned can enumerate, (methyl) alkyl-acrylates of (methyl) methyl acrylate, (methyl) ethyl acrylate, (methyl) n-butyl acrylate, (methyl) sec-butyl acrylate, (methyl) tert-butyl acrylate etc.;
The alkyl-acrylates of methyl acrylate, isopropyl acrylate etc.;
(methyl) cyclohexyl acrylate, (methyl) acrylic acid-2-methyl cyclohexane ester, (methyl) acrylic acid three ring [5.2.1.0 2,6] (methyl) acrylic acid cyclic alkyl ester class of decane-8-base ester (in this technical field, trivial name is called (methyl) acrylic acid two cyclopentyl esters (ジ シ Network ロ ペ Application ニ Le (メ ) ァ Network リ レ one ト)), (methyl) acrylic acid two cyclopentyloxy ethyl esters (ジ シ Network ロ ペ Application ニ Le ォ キ シ ェ チ Le (メ ) ァ Network リ レ one ト), the different boron carbonyl of (methyl) acrylic acid ester etc.;
Cyclohexyl acrylate, acrylic acid-2-methyl cyclohexane ester, acrylic acid three ring [5.2.1.0 2,6] the acrylic acid cyclic alkyl ester class of decane-8-base ester (in this technical field, trivial name is called acrylic acid two cyclopentyl esters (ジ シ Network ロ ペ Application ニ Le ァ Network リ レ one ト)), acrylic acid two cyclopentyloxy ethyl esters (ジ シ Network ロ ペ Application ニ Le ォ キ シ ェ チ Le ァ Network リ レ one ト), different boron carbonyl acrylate etc.;
(methyl) acrylic acid aryl ester class of (methyl) phenyl acrylate, (methyl) benzyl acrylate etc.;
The acrylic acid aryl ester class of phenyl acrylate, benzyl acrylate etc.;
The dicarboxylic diester of diethyl maleate, DEF, diethyl itaconate etc.;
The hydroxyalkyl acrylate class of (methyl) 2-Hydroxy ethyl acrylate, (methyl) acrylic acid-2-hydroxy propyl ester etc.;
Two ring [2.2.1] hept-2-ene"s, 5-methyl bicyclic [2.2.1] hept-2-ene", 5-ethyl two ring [2.2.1] hept-2-ene"s, 5-hydroxyl two ring [2.2.1] hept-2-ene"s, 5-carboxyl two ring [2.2.1] hept-2-ene"s, 5-hydroxymethyl two ring [2.2.1] hept-2-ene"s, 5-(2 '-hydroxyethyl) two ring [2.2.1] hept-2-ene"s, 5-methoxyl two ring [2.2.1] hept-2-ene"s, 5-ethoxy two ring [2.2.1] hept-2-ene"s, 5,6-dihydroxy two ring [2.2.1] hept-2-ene"s, 5,6-dicarboxyl two ring [2.2.1] hept-2-ene"s, two 5.6-(hydroxymethyl) two ring [2.2.1] hept-2-ene"s, 5,6-two (2 '-hydroxyethyl) two ring [2.2.1] hept-2-ene"s, 5,6-dimethoxy two ring [2.2.1] hept-2-ene"s, 5,6-diethoxy two ring [2.2.1] hept-2-ene"s, 5-hydroxy-5-methyl base two ring [2.2.1] hept-2-ene"s, 5-hydroxyl-5-ethyl two ring [2.2.1] hept-2-ene"s, 5-carboxyl-5-methyl bicyclic [2.2.1] hept-2-ene", 5-carboxyl-5-ethyl two ring [2.2.1] hept-2-ene"s, 5-hydroxymethyl-5-methyl bicyclic [2.2.1] hept-2-ene", 5-carboxyl-6-methyl bicyclic [2.2.1] hept-2-ene", 5-carboxyl-6-ethyl two ring [2.2.1] hept-2-ene"s, 5,6-dicarboxyl two ring [2.2.1] hept-2-ene" acid anhydrides (carbic anhydride), 5-tert-butoxycarbonyl two ring [2.2.1] hept-2-ene"s, 5-cyclohexyl oxygen carbonyl two ring [2.2.1] hept-2-ene"s, 5-phenyloxycarbonyl two ring [2.2.1] hept-2-ene"s, 5,6-two (tert-butoxycarbonyl) two ring [2.2.1] hept-2-ene"s, the two ring unsaturated compound classes of 5-6-two (cyclohexyl oxygen carbonyl) two ring [2.2.1] hept-2-ene"s etc.;
N-phenyl maleic anhydride imines, N-cyclohexyl maleic anhydride imines, N-benzyl maleic anhydride imines, the heavy amido of N-succinyl-3-maleic anhydride imines benzoic ether, the heavy amido of N-succinyl-4-maleic anhydride imines butyric ester, N-succinimide-6-maleic anhydride imines capronate, N-succinimide-3-maleic anhydride the contract dicarbapentaborane imide derivative class of imines etc. of imines propionic ester and N-(9-acridinyl) maleic anhydride that contracts that contracts that contracts that contracts that contracts that contracts that contracts;
Styrene, α-Jia Jibenyixi, between methyl styrene, p-methylstyrene, vinyltoluene, to methoxy styrene, vinyl cyanide, methacrylonitrile, vinyl chloride, dichloroethylene, acrylamide, Methacrylamide, vinyl acetate, 1, the 3-butadiene, isoprene, 2,3-dimethyl-1, the 3-butadiene, glycidyl acrylate, glycidyl methacrylate, the α-Yi Jibingxisuan ethylene oxidic ester, α-n-pro-pyl glycidyl acrylate, α-normal-butyl glycidyl acrylate, acrylic acid-3,4-epoxy butyl ester, methacrylic acid-3,4-epoxy butyl ester, acrylic acid-6,7-epoxy heptyl ester, methacrylic acid-6,7-epoxy heptyl ester, α-Yi Jibingxisuan-6,7-epoxy heptyl ester, adjacent vinyl benzyl glycidyl ether, between vinyl benzyl glycidyl ether and to vinyl benzyl glycidyl ether etc.In this instructions, (methyl) acrylate represents to be selected from least a kind in acrylate and the methacrylate.In addition, (methyl) acrylic acid represents to be selected from acrylic acid and the methacrylic acid at least a kind.
Wherein, contract imines, N-cyclohexyl maleic anhydride contract imines, N-benzyl maleic anhydride contract imines, two ring [2.2.1] hept-2-ene"s etc. of preferred benzyl acrylate, styrene, N-phenyl maleic anhydride.
Above-mentioned (C3) can be used alone or in combination.
When containing (C3), from the ratio of the formation unit of (C1)～(C3), preferably for the mole fraction of the total molal quantity of the formation unit of above-mentioned formation multipolymer in following scope.
Formation unit from (C1): 2～97 moles of %
Formation unit from (C2): 2～97 moles of %
Formation unit from (C3): 1～96 mole of %
Contain the adhesive resin (C) of above-mentioned (C1)～(C3), its manufacturing can be the same.
In addition; as the formation unit in the above-mentioned adhesive resin (C); the words that contain the macromonomer class that end contains single acryloyl group or monomethyl acryloyl group, the unit of formula (21) expression and the unit of formula (22) expression etc.; from the angle of pattern tack, solvent resistance, comparatively desirable.
Figure A20091014555400221
(in formula (21) and the formula (22), R 8And R 9The alkyl of independent separately expression hydrogen atom or carbon number 1～6.)
Contain the adhesive resin (C) of the formation unit of formula (21) expression, can followingly obtain: make (C1), (C2), (C3) copolymerization obtain 3 compositions Multipolymer, with 3 compositions that obtain MultipolymerAnd the compound of formula (23) expression, obtain at the carboxy moiety that contains (C2) or anhydride group partial reaction.
Figure A20091014555400222
Contain the adhesive resin of the constituent of formula (22) expression, can followingly obtain: make (C1), (C2) and (C3) copolymerization obtain 3 compositions Multipolymer, with 3 compositions that obtain MultipolymerAnd glycidyl methacrylate, react in the same manner and obtain by for example opening 2005-189574 communique record method with the spy.
The weight-average molecular weight of the polystyrene conversion of adhesive resin (C), preferred 3,000～100,000, more preferably 5,000～50,000.The weight-average molecular weight of adhesive resin (C) has the good tendency of coating in above-mentioned scope, is not prone to film during development and reduces, and the good tendency of removal of non-pixel portion is arranged when developing, and is therefore comparatively desirable.
The molecular weight distribution of adhesive resin (C) [weight-average molecular weight (Mw)/number-average molecular weight (Mn)], preferred 1.1～6.0, more preferably 1.2～4.0.Molecular weight distribution has the tendency of development excellence in above-mentioned scope, and is therefore comparatively desirable.
The content of adhesive resin (C), for the solid constituent in the cured composition for color, in mass fraction, preferred 10～35 quality %, more preferably 15～30 quality %.The content of adhesive resin (C) is in the words of above-mentioned scope, its dissolubility in developer solution is abundant, be not prone to the development residue on the substrate of non-pixel portion, and the film that is not prone to the pixel portion of exposure part when developing reduces, and the removal of non-pixel portion is good, and is therefore comparatively desirable.
Cured composition for color of the present invention, can also contain melamine compound with and/or guanamine compound (D).As melamine compound with and/or the guanamine compound be not particularly limited, can use Japanese patent laid-open 9-166870, Japanese patent laid-open 10-48834, Jap.P. spy to open that 2000-47378, Jap.P. spy open 2001-242624, the Jap.P. spy opens the known substances of records such as 2007-169607.
As above-mentioned melamine compound, specifically can enumerate the monomethylol melamine, the dihydroxymethyl melamine, trimethylol melamine, the tetra methylol melamine, pentamethylol melamine, hexamethylolmelamine, compound or its potpourri that 1～6 methylol of hexamethylolmelamine is obtained by methoxyization, compound or its potpourri that 1～6 methylol of hexamethylolmelamine is obtained by ethoxyl methylization, compound or its potpourri that 1～6 methylol of hexamethylolmelamine is methylated and obtains by propoxyl group, the compound that 1～6 methylol of hexamethylolmelamine is obtained by butoxymethylization or its potpourri etc.
As above-mentioned guanamine compound, for example can enumerate the monomethylol guanamine, the dihydroxymethyl guanamine, the trihydroxy methyl guanamine, the tetra methylol guanamine, compound or its potpourri that 1～4 methylol of tetra methylol guanamine is obtained by methoxyization, compound or its potpourri that 1～4 methylol of tetra methylol guanamine is obtained by ethoxyl methylization, compound or its potpourri that 1～4 methylol of tetra methylol guanamine is obtained by butoxymethylization, the compound that 1～3 methoxy of tetramethoxy methyl guanamine is obtained by butoxymethylization or its potpourri etc.
Melamine compound with and/or guanamine compound (D) can be independent separately, also can be more than 2 kinds and use.
Melamine compound with and/or the content of guanamine compound (D), with respect to the solid constituent in the cured composition for color, in mass fraction, preferred 0.5～50 quality %, more preferably 1～40 quality %, preferred especially 1～35 quality %.
Cured composition for color of the present invention can also contain thermal polymerization (E).As thermal polymerization (E), can enumerate, organic peroxide or azo-compound etc. can use Japanese patent laid-open 9-241339, Jap.P. spy to open the known substances that 2002-348344, Jap.P. spy open records such as 2006-013000.
As organic peroxide, for example can enumerate, isobutyl peroxide, 2,4-dichloro-benzoyl superoxide, the Alpha-Methyl benzoyl peroxide, the hydrogen peroxide diisopropyl benzene, hydrogen phosphide cumene, tert butyl hydroperoxide, 1,1,3,3-tetramethyl butyl hydroperoxides, 2,5-dimethyl-2,5-two (tert-butyl peroxide) hexane, 1,3-two (tert-butyl hydroperoxide isopropyl) benzene, the diisopropyl superoxide, di-tert-butyl peroxide, hydrogen peroxide is to alkane in the Meng, tert-butyl group isopropyl superoxide, two uncle's hexyl superoxide, the tert-butyl hydroperoxide acetic acid esters, 2,4,4-tri-methyl-amyl peroxidating phenoxyacetic acid ester, tert butyl peroxy benzoate, 2,2-two (tert-butyl peroxide) butane, two-3-methoxyl butyl peroxyization, two carbonic esters, two-2-ethylhexyl peroxy dicarbonate and diisopropyl peroxydicarbonate etc., preferred hydrogen peroxide diisopropyl benzene, hydrogen phosphide cumene, tert butyl hydroperoxide, 1,1,3,3,-tetramethyl butyl hydroperoxides, 2,5-dimethyl-2,5-two (tert-butyl peroxide) hexane, the diisopropyl superoxide, di-tert-butyl peroxide, hydrogen peroxide is to alkane in the Meng, tert-butyl group isopropyl superoxide, two uncle's hexyl superoxide, the tert-butyl hydroperoxide acetic acid esters, tert butyl peroxy benzoate or 2,2-two (tert-butyl peroxide) butane, more preferably diisopropyl superoxide, two uncle's hexyl superoxide, tert-butyl group isopropyl superoxide, di-tert-butyl peroxide, hydrogen peroxide is to alkane in the Meng, the hydrogen peroxide diisopropyl benzene, 1,1,3,3 ,-tetramethyl butyl hydroperoxides, or hydrogen phosphide cumene.
As azo-compound, for example can enumerate 1,1 '-azo bicyclohexane-1-nitrile, 2,2 '-azo two (2, the 4-methyl pentane nitrile), 2,2 '-azo two (2, the 4-methyl pentane nitrile), 2,2 '-azo two (4-methoxyl-2,4-methyl pentane nitrile), 2,2 '-azo two (methyl isobutyrate), 2,2 '-azo two (isobutyronotrile), 4,4 '-azo two (4-cyano group valeric acid (acid of シ ァ ノ バ レ ィ Application)) etc.Have 2 for example, 2 '-azo two (2, the 4-methyl pentane nitrile), 2,2 '-azoisobutyronitrile and 1,1 '-azo two-(1-cyclohexanenitrile) etc.
These thermal polymerizations (E) can use separately, can more than 2 kinds and use.
When using thermal polymerization (E), its content is, with respect to adhesive resin (C), and in mass fraction, preferred 0.01～20 quality % scope, more preferably 0.02～10 quality % scope.
Cured composition for color of the present invention can also contain Photoepolymerizationinitiater initiater (F).As above-mentioned Photoepolymerizationinitiater initiater, can enumerate, compound in triazine class, acetophenone compounds, bisglyoxaline compounds, living radical produce agent and acid producing agent etc.
As above-mentioned compound in triazine class, for example can enumerate, 2,4-two (trichloromethyl)-6-(4-methoxyphenyl)-1,3, the 5-triazine, 2,4-two (trichloromethyl)-6-(4-methoxyl naphthyl)-1,3, the 5-triazine, 2,4-two (trichloromethyl)-6-(4-methoxyl-styrene)-1,3, the 5-triazine, 2,4-two (trichloromethyl)-6-[2-(5-methylfuran-2-yl) vinyl]-1,3,5-triazines, 2,4-two (trichloromethyl)-6-[2-(furans-2-yl) vinyl]-1,3, the 5-triazine, 2,4-two (trichloromethyl)-6-[2-(4-diethylamino-2-aminomethyl phenyl) vinyl]-1,3, the 5-triazine, 2,4-two (trichloromethyl)-6-[2-(3, the 4-Dimethoxyphenyl) vinyl]-1,3,5-triazine and 2,4-two (trichloromethyl)-6-piperonyl-1,3,5-triazine etc., preferred 2,4-two (trichloromethyl)-6-(4-methoxyphenyl)-1,3, the 5-triazine, 2,4-two (trichloromethyl)-6-(4-methoxyl naphthyl)-1,3,5-triazines, 2,4-two (trichloromethyl)-6-(4-methoxyl-styrene)-1,3,5-triazine or 2,4-two (trichloromethyl)-6-piperonyl-1,3, the 5-triazine, more preferably 2,4-two (trichloromethyl)-6-piperonyl-1,3, the 5-triazine.
As above-mentioned acetophenone compounds, for example can enumerate, diethoxy acetophenone, 2-methyl-2-morpholine-1-(4-methyl thio-phenyl) propane-1-ketone, 2-hydroxy-2-methyl-1-phenyl-propane-1-ketone, benzyl dimethyl ketal, 2-hydroxy-2-methyl-1-[4-(2-hydroxyl-oxethyl) phenyl] propane-1-ketone, the 1-hydroxycyclohexylphenylketone, 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone, 2-(4-methyl-benzyl)-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone and 2-hydroxy-2-methyl-1-[4-(1-methyl ethylene) phenyl] oligomer etc. of propane-1-ketone, preferred 2-methyl-2-morpholine-1-(4-methyl thio-phenyl) propane-1-ketone, 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone or 2-(4-methyl-benzyl)-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone, more preferably 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone or 2-(4-methyl-benzyl)-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone.
As above-mentioned bisglyoxaline compounds, for example can enumerate 2; 2 '-two (2-chlorphenyl)-4,4 ', 5; 5 '-tetraphenyl bisglyoxaline; 2,2 '-two (2-chlorphenyl)-4,4 '; 5,5 '-four (4-ethoxycarbonyl phenyl) bisglyoxaline; 2,2 '-two (2-chlorphenyls)-4; 4 ', 5,5 '-four (4-bromophenyl) bisglyoxaline; 2; 2 '-two (2-chlorphenyl)-4,4 ', 5; 5 '-four (2, the 4-dichlorophenyl) bisglyoxaline; 2,2 '-two (2-bromophenyls)-4; 4 ', 5,5 '-tetraphenyl bisglyoxaline; 2; 2 '-two (2, the 4-dichlorophenyl)-4,4 '; 5,5 '-tetraphenyl bisglyoxaline; 2,2 '-two (2-chlorphenyls)-4; 4 ', 5,5 '-four (m-methoxyphenyl) bisglyoxaline; 2; 2 '-two (2, the 3-dichlorophenyl)-4,4 '; 5; 5 '-tetraphenyl bisglyoxaline; 2,2 '-two (2, the 6-dichlorophenyl)-4; 4 '; 5,5 '-tetraphenyl bisglyoxaline; 2,2 '-two (2-nitre phenyl)-4; 4 ' 5; 5 '-tetraphenyl bisglyoxaline and 2,2 '-two (2-aminomethyl phenyl)-4,4 '; 5; 5 '-tetraphenyl bisglyoxaline etc., preferred 2,2 '-two (2-chlorphenyls)-4; 4 '; 5,5 '-tetraphenyl bisglyoxaline or 2,2 '-two (2; the 3-dichlorophenyl)-4; 4 ', 5,5 '-tetraphenyl bisglyoxaline.
Living radical produce agent by rayed after, produce living radical.Produce agent as above-mentioned living radical, for example can enumerate styrax compounds, benzophenone compound, thioxanthones compounds and oxime compound etc.
As above-mentioned styrax compounds, for example can enumerate styrax, styrax methyl ether, styrax ethylether, benzoin isobutyl propyl group ether and benzoin isobutyl butyl ether etc.
As above-mentioned benzophenone compound, for example can enumerate, benzophenone, methyl o-benzoylbenzoate, 4-phenyl benzophenone, 4-benzoyl-4 '-methyldiphenyl base sulfide, 3,3 ', 4,4 '-four (tert-butyl hydroperoxide carbonyl) benzophenone and 2,4,6-tri-methyl benzophenone etc.
As above-mentioned thioxanthones compounds, for example can enumerate 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-two clopenthixal ketones and 1-chloro-4-propoxyl group thioxanthones etc.
As above-mentioned oxime compound; for example can enumerate; adjacent acyl group oxime compound; object lesson has; 1-(4-phenyl sulfanilyl radical-phenyl) butane-1; 2-diketone-2-oxime o-benzoate, 1-(4-phenyl sulfanilyl radical-phenyl) octane-1,2-diketone-2-oxime o-benzoate, the adjacent acetic acid esters of 1-(4-phenyl sulfanilyl radical-phenyl) octane-1-ketoxime and the adjacent acetic acid esters of 1-(4-phenyl sulfanilyl radical-phenyl) butane-1-ketoxime etc.
Produce agent as the living radical beyond the above-mentioned illustration, for example can use, 2,4,6-trimethylbenzene formyl diphenyl phosphine oxide, 10-butyl-2-chloro-acridine ketone, 2-EAQ, benzyl, 9-10-phenanthrenequione, camphorquinone, phenyl glyoxalic acid methylester, two cyclopentadiene titanium compounds etc.
As above-mentioned acid producing agent, for example can enumerate salt or toluenesulfonic acid nitrobenzyl ester (or salt) class, styrax tosylate (or salt) class etc. of 4-hydroxyphenyl dimethyl sulfonium tosilate, 4-hydroxyphenyl dimethyl sulfonium hexafluoro antimonate, 4-acetoxyl group phenyl dimethyl sulfonium tosilate, 4-acetyloxy phenyl methyl-benzyl sulfonium hexafluoro antimonate, triphenylsulfonium tosilate, triphenylsulfonium hexafluoro antimonate, diphenyl iodine tosilate, diphenyl iodine hexafluoro antimonate etc.
In addition, produce agent as above-mentioned living radical, in above-mentioned compound, acidic compound when producing living radical is arranged also, for example, triazine is birdsed of the same feather flock together and initiating agent also can be used as acid producing agent.
When using Photoepolymerizationinitiater initiater (F), its content is, with respect to the total amount of polymerizable compound (B) and adhesive resin (C), and in mass fraction, preferred 0.1～25 quality %, more preferably 1～20 quality %.
In the cured composition for color of the present invention, can also contain photopolymerization and cause auxiliary agent (G).Photopolymerization causes that auxiliary agent (G) is general to be used in combination with Photoepolymerizationinitiater initiater (F), is to be used for the compound of promotion by the optical polymerism compound polymerization of Photoepolymerizationinitiater initiater (F) initiated polymerization.
Cause auxiliary agent (G) as photopolymerization, can enumerate aminated compounds, alkoxy anthracene compounds and thioxanthones compounds etc.
As above-mentioned aminated compounds, for example can enumerate, triethanolamine, methyldiethanolamine, triisopropanolamine, 4-dimethylaminobenzoic acid methyl esters, 4-dimethylaminobenzoic acid ethyl ester, 4-dimethylaminobenzoic acid isopentyl ester, benzoic acid 2-dimethylamino ethyl ester, 4-dimethylaminobenzoic acid 2-Octyl Nitrite, N, the N-dimethyl-p-toluidine, 4,4 '-two (dimethylamino) benzophenone, 4,4 '-two (diethylamino) benzophenone and 4,4 '-two (ethylmethylamino) benzophenone etc., preferred 4,4 '-two (diethylamino) benzophenone.
As above-mentioned alkoxy anthracene compounds, for example can enumerate, 9,10-dimethoxy anthracene, 2-ethyl-9,10-dimethoxy anthracene, 9,10-diethoxy anthracene and 2-ethyl-9,10-diethoxy anthracene etc.
As above-mentioned thioxanthones compounds, for example can enumerate 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-two clopenthixal ketones and 1-chloro-4-propoxyl group thioxanthones etc.
Photopolymerization causes auxiliary agent (G) and can be used singly or two or more kinds in combination.In addition, cause auxiliary agent (G), can use the commercially available prod as photopolymerization, cause auxiliary agent (G) as commercially available photopolymerization, for example can enumerate, commodity are called EAB-F, and (hodogaya chemical industrial group makes, 4,4 '-two (diethylamino) benzophenone) etc. organic amine compound etc.
When using photopolymerization to cause auxiliary agent (G) among the present invention, cause the combination of auxiliary agent (G) as Photoepolymerizationinitiater initiater (F)/photopolymerization, for example can enumerate, 2,4-two (trichloromethyl)-6-piperonyl-1,3,5-triazine/4,4 '-two (diethylamino) benzophenone, diethoxy acetophenone/4,4 '-two (diethylamino) benzophenone, 2-methyl-2-morpholine-1-(4-methyl thio-phenyl) propane-1-ketone/4,4 '-two (diethylamino) benzophenone, 2-hydroxy-2-methyl-1-phenyl-propane-1-ketone/4,4 '-two (diethylamino) benzophenone, benzyl dimethyl ketal/4,4 '-two (diethylamino) benzophenone, 2-hydroxy-2-methyl-1-[4-(2-hydroxyl-oxethyl) phenyl] propane-1-ketone/4,4 '-two (diethylamino) benzophenone, 1-hydroxycyclohexylphenylketone/4,4 '-two (diethylamino) benzophenone, 2-hydroxy-2-methyl-1-[4-(1-methyl ethylene) phenyl] oligomer/4 of propane-1-ketone, 4 '-two (diethylamino) benzophenone, 2-benzyl-2-(dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone/4,4 '-two (diethylamino) benzophenone, 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone/4,4 '-two (diethylamino) benzophenone and 2-(4-methyl-benzyl)-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone/4,4 '-two (diethylamino) benzophenone etc., preferred 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone/4,4 '-two (diethylamino) benzophenone, 2,4-two (trichloromethyl)-6-piperonyl-1,3,5-triazine/4,4 '-two (diethylamino) benzophenone or 2-(4-methyl-benzyl)-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone/4,4 '-two (diethylamino) benzophenone.
When using these photopolymerization to cause auxiliary agent (G), its use amount is, for the Photoepolymerizationinitiater initiater (F) of 1 mass parts, preferred 0.01～10 mass parts, more preferably 0.01～5 mass parts.
As cured composition for color of the present invention, can also contain solvent (H).As solvent (H), for example can enumerate ethers, aromatic hydrocarbon based, ketone, alcohols, ester class and amide-type etc.
As above-mentioned ethers, for example can enumerate, tetrahydrofuran, oxinane, 1, the 4-diox, the glycol monomethyl methyl ether, ethylene glycol monomethyl ether, the glycol monomethyl propyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, TC, the diethylene glycol single-butyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, the diethylene glycol dipropyl ether, the diethylene glycol dibutyl ethers, propylene glycol monomethyl ether, propylene glycol list ethylether acetic acid esters, propylene glycol list propyl ether acetic acid esters, methylcellosolve acetate, ethyl cellosolve acetate, the ethyl carbitol acetic acid esters, acetate of butyl carbitol, methyl proxitol acetate, methoxy butyl acetate, acetate methoxyl pentyl ester, methyl phenyl ethers anisole, phenetol, methylbenzene methyl ether etc.
As above-mentioned aromatic hydrocarbon based, for example can enumerate benzene,toluene,xylene and trimethylbenzene etc.
As above-mentioned ketone, for example can enumerate acetone, 2-butanols, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2 pentanone, cyclopentanone, cyclohexanone and 4-hydroxy-4-methyl-2 pentanone etc.
As above-mentioned alcohols, for example can enumerate methyl alcohol, ethanol, propyl alcohol, butanols, hexanol, cyclohexanol, ethylene glycol, diacetone alcohol and glycerine etc.
As above-mentioned ester class, for example can enumerate ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl isobutyrate, ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate, hydroxy methyl acetate, hydroxyl ethyl acetate, the glycolic acid butyl ester, methoxy menthyl acetate, the methoxyacetic acid ethyl ester, the methoxyacetic acid butyl ester, ethoxy acetate, ethoxy ethyl acetate, the 3-hydroxy methyl propionate, 3-hydracrylic acid ethyl ester, 3-methoxypropionic acid methyl esters, 3-methoxy propyl acetoacetic ester, 3-ethoxy-propionic acid methyl esters, the 3-ethoxyl ethyl propionate, the 2 hydroxy propanoic acid methyl esters, the 2 hydroxy propanoic acid ethyl ester, the 2 hydroxy propanoic acid propyl ester, 2-methoxypropionic acid methyl esters, 2-methoxy propyl acetoacetic ester, 2-methoxy propyl propyl propionate, 2-ethoxy-propionic acid methyl esters, the 2-ethoxyl ethyl propionate, 2-hydroxy-2-methyl methyl propionate, 2-hydroxy-2-methyl ethyl propionate, 2-methoxyl-2 Methylpropionic acid methyl esters, 2-ethoxy-2 Methylpropionic acid ethyl ester, methyl pyruvate, ethyl pyruvate, Propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, 2-carbonyl methyl butyrate, 2-carbonyl ethyl butyrate, acetate-3-methoxyl butyl ester, acetate-3-methyl-3-methoxyl butyl ester and gamma-butyrolacton etc.
As above-mentioned amide-type etc., for example can enumerate N, dinethylformamide and N,N-dimethylacetamide etc.
As other solvent (H), for example can enumerate N-Methyl pyrrolidone and dimethyl sulfoxide (DMSO) etc.
Solvent (H) as other can be used singly or two or more kinds in combination separately.
As above-mentioned solvent (H), preferred propylene glycol monomethyl ether, propylene glycol monomethyl ether, ethyl lactate or diacetone alcohol.
The content of solvent (H), for cured composition for color, in mass fraction, preferred 70～90 quality %, more preferably 75～88 quality %.
In addition, cured composition for color of the present invention can also contain surfactant (I).As surfactant (I), can enumerate silicon class surfactant, fluorine class surfactant and silicon class surfactant with fluorine atom.
As above-mentioned silicon class surfactant, can enumerate, contain the surfactant of siloxane bond etc.Specifically can enumerate, commodity are called ト one レ シ リ コ one Application DC3PA, same SH7PA, same DC11PA, same SH21PA, same SH28PA, same 29SHPA, same SH30PA, polyether modified silicon oil SH8400 (manufacturing of ト one レ シ リ コ one Application company), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (the シ リ コ of SHIN-ETSU HANTOTAI one Application manufacturing), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, TSF4460 (manufacturing of ジ one ィ one シ リ コ one Application company of Toshiba) etc.
As above-mentioned fluorine class surfactant, can enumerate, have the surfactant of carbon fluorine chain etc.Specifically can enumerate, commodity are called Off ロ ラ one De FC 430, with FC 431 (manufacturing of Sumitomo ス リ one ェ system company), メ ガ Off ァ ッ Network F142D, same F171, same F172, same F173, same F177, same F183, same F470, same F475, same R30 (big Japanese ィ Application キ chemical industrial company make), ェ Off ト ッ プ EF301, same EF303, same EF351, same EF352 (the new autumn fields company that changes into makes), サ one Off ロ Application S381, same S382, same SC101, same SC105 (manufacturing of Asahi Glass company), E5844 (manufacturing of company of ダ ィ キ Application Off ァ ィ Application ケ ミ カ Le research institute), BM-1000, BM-1100 (manufacturing of BM Chemie company) etc.
As above-mentioned silicon class surfactant with fluorine atom, can enumerate, have the surfactant of siloxane bond and carbon fluorine chain etc.Specifically can enumerate, commodity are called メ ガ Off ァ ッ Network R08, same BL20, same F475, same F477, same F443 (big Japanese ィ Application キ chemical industrial company make) etc.
These surfactants can be used singly or two or more kinds in combination.
In the cured composition for color of the present invention, can contain the organic acid of molecular weight below 1,000.As above-mentioned organic acid, for example can enumerate, the spy opens the disclosed organic acid of flat 5-343631 communique.Specifically can enumerate, malonic acid, ethane diacid, succinic acid, glutaric acid, hexane diacid, benzoic acid, phthalic acid, m-phthalic acid, terephthalic acid (TPA), citraconic acid, itaconic acid, mesaconic acid, fumaric acid, phthalic acid, acrylic acid and methacrylic acid, preferred malonic acid, ethane diacid, fumaric acid or phthalic acid.
In the cured composition for color of the present invention, can also contain adjuvants such as in addition macromolecular compound of filling agent, adhesive resin (C), adhesion promoter, antioxidant, ultraviolet light absorber, anti-agglutinant, organic amine compound, hardening agent.
As above-mentioned filling agent, for example can enumerate the particulate of glass and aluminium oxide etc.
As above-mentioned adhesive resin (C) macromolecular compound in addition, for example can enumerate polyvinyl alcohol (PVA), polyacrylic acid, polyalkylene glycol monoalkyl ether and poly-fluoroalkyl acrylate etc.
As above-mentioned adhesion promoter, for example can enumerate, vinyltrimethoxy silane, vinyltriethoxysilane, vinyl three (2-methoxy ethoxy) silane, N-(2-amino-ethyl)-3-aminopropyl methyl dimethoxysilane, N-(2-amino-ethyl)-3-TSL 8330, the 3-aminopropyltriethoxywerene werene, the 3-glycidoxypropyltrime,hoxysilane, 3-glycidoxy methyl dimethoxysilane, 2-(3, the 4-epoxycyclohexyl) ethyl trimethoxy silane, the 3-chloropropylmethyldimethoxysilane, the 3-r-chloropropyl trimethoxyl silane, 3-methacryloxypropyl trimethoxy silane and 3-sulfydryl propyl trimethoxy silicane etc.
As above-mentioned antioxidant, for example can enumerate, 4,4 '-sulfo--two (6-tert-butyl group-3-methylphenol, triethylene glycol-two [3-(the 3-tert-butyl group-5-methyl-4-hydroxy phenyl) propionic ester], 1,6-hexanediol-two-[3-(3, the 5-di-tert-butyl-hydroxy phenyl) propionic ester], [3-(3 for pentaerythrite base-four, the 5-di-tert-butyl-hydroxy phenyl) propionic ester], octadecyl-3-(3, the 5-di-tert-butyl-hydroxy phenyl) propionic ester, 1,3,5-trimethyl-2,4,6-three (3, the 5-di-tert-butyl-4-hydroxyl benzyl) benzene, 2, the 6-di-tert-butyl-4-methy phenol, 2,6-di-t-butyl-4-ethyl-phenol, 2,2 '-methylene two (4-methyl-6 tert-butyl phenol), 4,4 '-sulfo--two-(3-methyl-6 tert-butyl phenol), 4,4 '-butylidene-two (3-methyl-6 tert-butyl phenol), 1,1,3-three (2-methyl-4-hydroxyl-5 tert-butyl-phenyl) butane, 1,3,5-three (4-hydroxybenzyl) benzene and four [methylene-3-(3,5 '-di-t-butyl-4 '-hydroxy phenyl propionic ester)] methane etc.
As above-mentioned ultraviolet light absorber, for example can enumerate the benzotriazole of 2-(the 2-hydroxyl-3-tert-butyl group-5-aminomethyl phenyl)-5-chlorobenzotriazole etc.;
The benzophenone of 2-hydroxyl-4-octyl group dihydroxy benaophenonel (2-hydroxy-4-octyloxybenzophenone) etc.;
2,4-di-tert-butyl-phenyl-3, the benzoates of 5-di-tert-butyl-4-hydroxybenzoic acid ester etc.;
2-(4,6-diphenyl-1,3,5-triazines-2-yl)-5-hexyl hydroxyl phenol (2-(4,6-diphenyl-1,3,5-triazine-2-yl)-5-hexyloxyphenol) triazines of Denging; Deng.
As above-mentioned anti-agglutinant, for example can enumerate sodium polyacrylate etc.
As above-mentioned organic amine compound, for example can enumerate the monoalkyl amine of n-propylamine, isopropylamine, n-butylamine, isobutyl amine, sec-butylamine, tert-butylamine, n-amylamine, n-hexylamine, positive heptyl amice, n-octyl amine, positive nonyl amine, n-Decylamine, n-undecane amine, n-dodecane amine etc.;
The monocycle alkyl amine of cyclohexylamine, 2-methyl cyclohexylamine, 3-methyl cyclohexylamine, 4-methyl cyclohexylamine etc.;
The dialkyl amine of Methylethyl amine, diethylamine, methyl n-propylamine, ethyl n-propylamine, di-n-propylamine, diisopropylamine, di-n-butylamine, di-iso-butylmanice, two-sec-butylamine, two tert-butylamines, two n-amylamines, two n-hexylamines etc.;
The monoalkyl monocycle alkyl amine of methyl cyclohexylamine, ethyl cyclohexylamine etc.;
The bicyclic alkyl amine of dicyclohexyl amine etc.;
The trialkyl amines of dimethylethyl amine, methyl diethylamide, triethylamine, dimethyl n propyl group amine, diethyl n-pro-pyl amine, methyl di-n-propyl amine, ethyl di-n-propyl amine, three n-pro-pyl amine, triisopropylamine, tri-n-butyl amine, triisobutyl amine, three sec-butylamine, tri-tert amine, three n-pentyl amine, three n-hexyl amine etc.;
The dialkyl group monocycle alkyl amine of dimethylcyclohexylam,ne, diethyl cyclo-hexylamine etc.;
The monoalkyl bicyclic alkyl amine of methyl bicyclic hexyl amine, ethyl dicyclohexyl amine, thricyclohexyl amine etc.;
The monoalkanolamine class of 2-ethylaminoethanol, 3-amino-1-propyl alcohol, 1-amino-2-propyl alcohol, 4-amino-1-butanols, 5-amino-1-amylalcohol, 6-amino-1-hexanol etc.;
The mononaphthene alcamines of 4-amino-1-cyclohexanol etc.;
The dialkanol amine of diethanolamine, two n-propanol amine, diisopropanolamine, two normal butyl alcohol amine, two isobutyl hydramine, two n-amyl alcohol amine, two n-hexyl alcohol amine etc.;
The two cyclic alkanol amines of two (4-cyclohexanol) amine etc.;
Three alkanol amines of triethanolamine, three n-propanol amine, triisopropanolamine, three normal butyl alcohol amine, three isobutyl hydramine, three n-amyl alcohol amine, three n-hexyl alcohol amine etc.;
The three cyclic alkanol amines of three (4-cyclohexanol) amine etc.;
3-amino-1,2-propylene glycol, 2-amino-1, ammediol, 4-amino-1,2-butylene glycol, 4-amino-1,3-butylene glycol, 3-dimethylamino-1,2-propylene glycol, 3-diethylamino-1,2-propylene glycol, 2-dimethylamino-1, ammediol, 2-diethylamino-1, the amino-alkane glycols of ammediol etc.;
4-amino-1,2-cyclohexanediol, 4-amino-1, the amino loop chain alkane glycols of 3-cyclohexanediol etc.;
The cycloaliphatic ketone methyl alcohol class that contains amino of 1-amino cyclopentyl ketone methyl alcohol, 4-amino cyclopentyl ketone methyl alcohol etc.;
The loop chain alkane methyl alcohol class that contains amino of 1-aminocyclohexane methyl alcohol, 4-aminocyclohexane methyl alcohol, 4-dimethylamino cyclopentane methyl alcohol, 4-diethylamino cyclopentane methyl alcohol, 4-dimethylamino cyclohexane methanol, 4-diethylamino cyclohexane methanol etc.;
The aminocarboxylic acids of Beta-alanine, the amino butyric acid of 2-, the amino butyric acid of 3-, the amino butyric acid of 4-, the amino different acetate of 2-, the amino different acetate of 3-, 2-aminovaleric acid, 5-aminovaleric acid, 6-aminocaprolc acid, 1-1-aminocyclopropane-1-carboxylic acid, 1-aminocyclohexane carboxylic acid, 4-aminocyclohexane carboxylic acid etc.;
Aniline, o-toluidine, a methylaniline, to methylaniline, to ethylaniline, to n-propylbenzene amine, cumidine, to n-butyl aniline, p-tert-butyl-aniline, 1-naphthylamine, 2-naphthylamine, N, accelerine, N, the N-diethylaniline, to methyl-N, the aromatic amine of accelerine etc.;
Adjacent aminobenzyl alcohol, an aminobenzyl alcohol, to aminobenzyl alcohol, to dimethylamino benzylalcohol, to the aminobenzyl alcohol class of diethylamino benzylalcohol etc.;
O-aminophenol, m-aminophenol, para-aminophenol, to dimethylamino phenol and to the amino phenols of diethylamino phenol etc.;
Gavaculine, p-aminobenzoic acid, ESCAROL 507 and to aminobenzoic acids of diethyl amino yl benzoic acid etc. etc.
As above-mentioned hardening agent, for example can enumerate, by heating, make the epoxy ring-opening polymerization in the adhesive resin (C) and the compound that obtains etc.As above-claimed cpd, for example can enumerate polybasic carboxylic acid class and polybasic acid anhydride class etc.
As above-mentioned polybasic carboxylic acid class, for example can enumerate phthalic acid, 3,4-dimethyl phthalic acid, m-phthalic acid, terephthalic acid (TPA), Pyromellitic Acid, trimellitic acid, 1,4,5,8-naphthalene tetracarboxylic acid, 3,3 ' 4, the aromatic series polybasic carboxylic acid class of 4 '-benzophenone tetrabasic carboxylic acid etc.;
Succinic acid, glutaric acid, hexane diacid, 1,2,3, the aliphatics polybasic carboxylic acid class of 4-BTCA, maleic acid, fumaric acid, itaconic acid etc.;
Hexahydro-phthalic acid, 3,4-dimethyl tetrahydro phthalic acid, hexahydro m-phthalic acid, hexahydroterephthalic acid, 1,2,4-cyclopentane tricarboxylic acids, 1,2,4-cyclohexane tricarboxylic acids, cyclopentane tetrabasic carboxylic acid, 1,2,4, the alicyclic polybasic carboxylic acid class of 5-cyclohexane tetrabasic carboxylic acid etc. etc.
As above-mentioned polybasic acid anhydride class, for example can enumerate phthalic anhydride, pyromellitic dianhydride, trimellitic anhydride, 3,3 ', 4, the aromatic series polybasic acid anhydride class of 4 '-benzophenone tetracarboxylic dianhydride etc.;
Itaconic anhydride, succinic anhydride, citraconic anhydride, dodecenyl succinic anhydride, tricarballylic acid acid anhydride, maleic anhydride, 1,2,3, the aliphatics polybasic acid anhydride class of 4-butane tetracarboxylic acid dianhydride etc.;
Hexahydro phthalic anhydride, 3,4-dimethyl tetrahydro phthalic anhydride, 1,2,4-cyclopentane tricarboxylic acid anhydride, 1,2,4-cyclohexane tricarboxylic acid anhydride, cyclopentane tetracarboxylic dianhydride, 1,2,4, the alicyclic polybasic acid anhydride class of 5-cyclohexane tetracarboxylic dianhydride, carbic anhydride, interior methylene THPA etc.;
The carboxyanhydrides that contains ester group of ethylene glycol bisthioglycolate benzenetricarboxylic acid, glycerine three benzenetricarboxylic acid acid anhydrides etc. etc.
As above-mentioned carboxyanhydrides, can use commercially available prod as epoxy curing agent.As above-mentioned epoxy curing agent, for example can enumerate commodity by name ァ デ カ Ha one De Na one EH-700 (Asahi Electro-Chemical Co. Ltd's manufacturings), リ カ シ ッ De HH and MH-700 (be new Japanese physics and chemistry company manufacturing) etc.
Above-mentioned hardening agent can be used singly or two or more kinds in combination.
As using cured composition for color of the present invention, form the method for patterning of color filter, for example can enumerate, cured composition for color of the present invention (for example is coated on substrate or other resin bed, earlier at other cured composition for color layers that form on the substrate etc.) on, remove volatile ingredient such as desolvate, form dyed layer, see through photomask, make this dyed layer exposure, develop, as required, add the thermosetting pattern again, it is so-called photolithograph method, or the use ink discharge device, cured composition for color is coated on substrate or other resin bed, remove volatile ingredient such as desolvate, form dyed layer, at least a being cured by in heating or the exposure forms pattern, promptly so-called ink-jet method.
The color filter that so obtains has pattern, by using above-mentioned color filter, can obtain suitable liquid crystal indicator.
By cured composition for color of the present invention, can form the color filter of solvent resistance excellence.
Embodiment
By the following examples the present invention is further specified.
Synthesis example 1
Synthesizing of＜dyestuff (A-2) 〉
In the 4-aminobenzoic acid of 5.0 parts formulas (24) expression, add 25 parts water, then, under ice-cold, be adjusted to pH7～8 with 30% sodium hydrate aqueous solution.Below operate in and carry out under ice-cold.The sodium nitrite that adds 7.6 parts stirred 30 minutes.A small amount of 35% hydrochloric acid that repeatedly adds 22.8 parts, become brown solution after, stirred 2 hours.In reaction solution, add the aqueous solution that obtains at 69 parts water by 6.9 parts acid amides sulfuric acid dissolution, stir, obtain containing the suspension of diazo salt.
Figure A20091014555400331
In 1-(2-the ethylhexyl)-3-cyano group-4-methyl-6-pyridone-2-ketone of 10.5 parts formulas (25) expression, add 105 parts N-Methyl pyrrolidone and 53 parts water, then, under ice-cold, be adjusted to pH8～9 with 30% sodium hydrate aqueous solution.
Figure A20091014555400332
Below operate in and carry out under ice-cold.Stir above-mentioned pyridone aqueous solution, behind the solution that becomes colorless, with 30% sodium hydrate aqueous solution be adjusted to pH8～9 on one side, dripped with pump with 2 hours and contain the suspension of diazo salt in one side.Dropping liquid stirred 2 hours after finishing again, obtained the brown suspension.The yellow solid that filtration is obtained is 60 ℃ of dryings under reduced pressure, obtain the azo-compound (yield 73%) of 10.9 parts formula (10) expression.
1H-NMR, 13The structure of C-NMR and quality analysis decision azo-compound (10).The NMR device uses ECA-500 (Japanese beam split company make), quality analysis apparatus to use Agilent1100 HP LC/MSD (manufacturing of ァ ジ レ Application ト テ Network ノ ロ ジ one company).
1H-NMR (500MHz, δ value (ppm, TMS benchmark), DMSO);
13C-NMR (125MHz, δ value (ppm, TMS benchmark), DMSO);
Quality analysis:
TIC＝ESI+、Fr＝50V：[M+H]m/z＝411
TIC＝ESI-、Fr＝50V：[M-H]m/z＝409
The azo-compound that obtains (10) of 0.35g is dissolved in the ethyl lactate, and making volume is 250cm 3, 2cm wherein 3With the ethyl lactate dilution, making volume is 100cm 3(concentration: 0.028g/L), use spectrophotometer [quartzy box, box length are 1cm], measure absorption spectrum.Absorbance is shown as 1.97 (arbitrary units) under this compound λ max=431nm.
Synthesis example 2
In the 4-aminobenzoic acid of 5.0 parts formulas (24) expression, add 25 parts water, then, under ice-cold, be adjusted to pH7～8 with 30% sodium hydrate aqueous solution.Below operate in and carry out under ice-cold.The sodium nitrite that adds 7.6 parts stirred 30 minutes.A small amount of 35% hydrochloric acid that repeatedly adds 22.8 parts, become brown solution after, stirred 2 hours.In reaction solution, add the aqueous solution that obtains at 69 parts water by 6.9 parts acid amides sulfuric acid dissolution, stir, obtain containing the suspension of diazo salt.
In the 1-[3 '-propyl group of 12.9 parts formulas (26) expressions (2 "-ethylhexyl oxygen base)]-3-cyano group-4-methyl-6-pyridone-2-ketone in; adds 129 parts N-Methyl pyrrolidone and 64 parts water;, be adjusted to pH8～9 with 30% sodium hydrate aqueous solution at ice-cold time.
Figure A20091014555400341
Below operate in and carry out under ice-cold.Stir above-mentioned pyridone aqueous solution, behind the solution that becomes colorless, with 30% sodium hydrate aqueous solution be adjusted to pH8～9 on one side, dripped with pump with 2 hours and contain the suspension of diazo salt in one side.Dropping liquid stirred 2 hours after finishing again, obtained the brown suspension.The yellow solid that filtration is obtained is 60 ℃ of dryings under reduced pressure, obtain the azo-compound (yield 73%) of 12.5 parts formula (12) expression.
Figure A20091014555400342
The structure of quality analysis decision azo-compound (12).Quality analysis apparatus uses Agilent1100 HP LC/MSD (manufacturing of ァ ジ レ Application ト テ Network ノ ロ ジ one company).
TIC＝ESI+、Fr＝50V：[M+H]m/z＝469
TIC＝ESI-、Fr＝50V：[M-H]m/z＝467
The azo-compound that obtains (12) of 0.35g is dissolved in the ethyl lactate, and making volume is 250cm 3, 2cm wherein 3With the ethyl lactate dilution, making volume is 100cm 3(concentration: 0.028g/L), use spectrophotometer [quartzy box, box length are 1cm], measure absorption spectrum.Absorbance is shown as 1.89 (arbitrary units) under this compound λ max=431nm.
Synthesis example 3
Synthesizing of＜resin (C-1) 〉
Possess reflux cooler is arranged, in the flask of the 1L of tap funnel and stirring machine, with 0.02L/ minute feeding nitrogen, become nitrogen environment, add the 3-methoxyl-1-butanols of 200 mass parts and the acetate 3-methoxyl butyl ester of 100 mass parts, be heated to 70 ℃ while stir.Then, with the methacrylic acid of 54 mass parts, the acrylic acid 3 of 180 mass parts, 4-epoxy three ring [5.2.1.0 2.6] last of the ten Heavenly stems ester (compound of formula (C1-1-1) expression and the compound of formula (C1-2-1) expression are mixed with mol ratio at 50: 50.) and the N-cyclohexyl maleic anhydride of the 67 mass parts imines that contracts, being dissolved in the 3-methoxyl-1-butanols of 140 mass parts, modulation solution use the dropping liquid pump, and it is in 70 ℃ the flask that this lysate extremely is incubated with 4 hours dropping liquids.On the other hand, with the polymerization initiator of 20 mass parts promptly 2,2 '-azo two (2, the 4-methyl pentane nitrile) is dissolved in the acetate 3-methoxyl butyl ester of 240 mass parts, with other dropping liquid pump, with this solution with 4 hours dropping liquids to flask.After the dropping liquid of the solution of polymerization initiator finished, 70 ℃ kept 4 hours, were cooled to room temperature then, obtained the solution of the multipolymer (resin C-1) of solid constituent 32.6 quality %, acid value 34.3mg-KOH/g.The weight-average molecular weight Mw of the resin C-1 that obtains is 9000, and dispersion degree is 1.9.
Synthesis example 4
Synthesizing of＜resin (C-2) 〉
Possess reflux cooler is arranged, in the flask of the 1L of tap funnel and stirring machine, with 0.02L/ minute feeding nitrogen, become nitrogen environment, add the 3-methoxyl-1-butanols of 200 mass parts and the acetate 3-methoxyl butyl ester of 100 mass parts, be heated to 70 ℃ while stir.Then, with the methacrylic acid of 68 mass parts, the acrylic acid-3 of 150 mass parts, 4-epoxy three ring [5.2.1.0 2.6] last of the ten Heavenly stems ester (compound of formula (C1-1-1) expression and the compound of formula (C1-2-1) expression are mixed with mol ratio at 50: 50.) and the styrene of 82 mass parts, being dissolved in the 3-methoxyl-1-butanols of 140 mass parts, modulation solution use the dropping liquid pump, and it is in 70 ℃ the flask that this lysate extremely is incubated with 4 hours dropping liquids.On the other hand, with the polymerization initiator of 20 mass parts promptly 2,2 '-azo two (2, the 4-methyl pentane nitrile) is dissolved in the acetate-3-methoxyl butyl ester of 240 mass parts, with other dropping liquid pump, with this solution with 4 hours dropping liquids to flask.After the dropping liquid of the solution of polymerization initiator finished, 70 ℃ kept 4 hours, were cooled to room temperature then, obtained the solution of the multipolymer (resin C-2) of solid constituent 27.1 quality %, acid value 44.2mg-KOH/g.The weight-average molecular weight Mw of the resin C-2 that obtains is 7000, and dispersion degree is 1.7.
Synthesis example 5
Synthesizing of＜resin (C-3) 〉
Reflux cooler is arranged, in the flask of the 1L of tap funnel and stirring machine, feed nitrogen with 0.02L/ minute possessing, become nitrogen environment, add the diethylene glycol methyl ethyl ether of 300 mass parts, be heated to 70 ℃ while stir.Then, with the contract polymerization initiator promptly 2 of imines and 37 mass parts of the N-cyclohexyl maleic anhydride of the glycidyl methacrylate of the methacrylic acid of 46 mass parts, 95 mass parts, 84 mass parts, 2 '-azo two (2, the 4-methyl pentane nitrile) is dissolved in the diethylene glycol methyl ethyl ether of 225 mass parts, this solution extremely is incubated in 70 ℃ flask with 1 hour dropping liquid.After dropping liquid finished, 70 ℃ kept 4 hours, were cooled to room temperature then, obtained the solution of the multipolymer (resin C-3) of solid constituent 30.0 quality %, acid value 39.0mg-KOH/g.The weight-average molecular weight Mw of the resin C-3 that obtains is 10700, and dispersion degree is 2.74.
Synthesis example 6
Synthesizing of＜resin (C-4) 〉
Possess reflux cooler is arranged, in the flask of the 1L of tap funnel and stirring machine, with 0.02L/ minute feeding nitrogen, become nitrogen environment, add 3-methoxyl-1-butanols of 200 parts and 105 parts acetate-3-methoxyl butyl ester, be heated to 70 ℃ while stir.Then, be dissolved in 60 parts methacrylic acid, 240 parts acrylic acid-3,4-epoxy three ring [5.2.1.0 2.6] last of the ten Heavenly stems ester (compound of formula (C1-1-1) expression and the compound of formula (C1-2-1) expression are mixed with mol ratio at 50: 50.) and the acetate-3-methoxyl butyl ester of 140 mass parts, modulation solution use the dropping liquid pump, and it is in 70 ℃ the flask that this lysate extremely is incubated with 4 hours dropping liquids.On the other hand, with 30 parts polymerization initiators promptly 2,2 '-azo two (2, the 4-methyl pentane nitrile) is dissolved in 3-methoxyl-1-butanols of 90 parts and 135 parts acetate-3-methoxyl butyl ester, with other dropping liquid pump, with this solution with 4 hours dropping liquids to flask.After the dropping liquid of the solution of polymerization initiator finished, 70 ℃ kept 4 hours, were cooled to room temperature then, and obtaining weight-average molecular weight Mw is 7.5 * 10 3, dispersion degree is 2.5, the solution of the multipolymer (resin C-4) of solid constituent 33 quality %, acid value 34mg-KOH/g.
The mensuration of weight-average molecular weight of above-mentioned adhesive resin (Mw) and number-average molecular weight (Mn) is used the GPC method, is undertaken by following condition.
Device: K2479 (manufacturing of company of Shimadzu Seisakusho Ltd.)
Post (chromatogram): SHIMADZU Shim-pack GPC-80M
Post (chromatogram) temperature: 40 ℃
Solvent: THF (tetrahydrofuran)
Flow velocity: 1.0mL/min
Detector: RI
The ratio of the weight-average molecular weight of the above-mentioned polystyrene conversion that obtains and number-average molecular weight is dispersion degree (Mw/Mn).
(A-1) dyestuff: the compound (manufacturing of Neptun Yellow 075:BASF company) of formula (5) expression
(A-2) dyestuff: the compound of the formula that synthesis example 1 obtains (10) expression
(A-3) dyestuff: the compound of the formula that synthesis example 2 obtains (12) expression
Dispersible pigment dispersion: the acrylic compounds pigment dispersing agent of 58,3.4 parts of 14 parts C.I. naphthol greens, 82.6 parts propylene glycol monomethyl ether are mixed, use sand mill, fully dispersed color obtains dispersible pigment dispersion
(B-1) optical polymerism compound: カ ャ ラ De DPHA (make: the potpourri of dipentaerythritol five acrylate and dipentaerythritol acrylate) by Japanese chemical drug corporate system
(B-2) optical polymerism compound: TO-2349 (Xin Zhong village chemical industrial company makes: the potpourri of the potpourri of dipentaerythritol acrylate and dipentaerythritol five acrylate and the butanedioic acid derivative of dipentaerythritol five acrylate, acid value 67.8mg/KOH/g)
(C-1) adhesive resin: the resin that synthesis example 3 obtains (C-1) (solid constituent 32.6 quality %)
(C-2) adhesive resin: the resin that synthesis example 4 obtains (C-2) (solid constituent 27.1 quality %)
(C-3) adhesive resin: the resin that synthesis example 5 obtains (C-3) (solid constituent 30.0 quality %)
(C-4) adhesive resin: the resin that synthesis example 6 obtains (C-4) (solid constituent 33.0 quality %)
(F-1) Photoepolymerizationinitiater initiater: 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone
(F-2) Photoepolymerizationinitiater initiater: 2,4-two (trichloromethyl)-6-piperonyl-1,3,5-triazines
(G-1) photopolymerization causes auxiliary agent: 4,4 '-two (diethylamino) benzophenone
(H-1) solvent: propylene glycol monomethyl ether
(H-2) solvent: 3-ethoxyl ethyl propionate
(I-1) surfactant: メ ガ Off ァ ッ Network F475 (big Japanese ィ Application キ chemical industrial company make)
Embodiment 1
[modulation of cured composition for color 1]
With (A-1) 40.6 mass parts
(B-1) 21.8 mass parts
(C-1) 83.4 mass parts (solid constituent scaled value: 27.2 mass parts)
(F-1) 8.9 mass parts
(G-1) 1.5 mass parts
(H-1) 334.8 mass parts
(H-2) 16.7 mass parts
(I-1) 0.004 mass parts
Obtain cured composition for color 1 after the mixing.
[formation 1 of coated film]
Then use spin-coating method, go up the above-mentioned cured composition for color that obtains of coating at glass (manufacturing of #1737: コ one ニ Application グ company) and made the volatile ingredient volatilization in 1,100 ℃, 3 minutes, form the cured composition for color film.After the cooling, to this cured composition for color film irradiation i line (wavelength 365nm), exposure.The i line source uses extra-high-pressure mercury vapour lamp, shines after making directional light.The irradiation light quantity is 500mJ/cm 2Then, carry out 220 ℃, 20 minutes back baking, obtain the cured composition for color film of thickness 2 μ m.
[estimating 1] solvent resistance estimates 1
Measure the colourity of the cured composition for color film that obtains with colour examining machine (manufacturing of OSP-SP-200:OLYMPUS company).
Then, with the cured composition for color film immersion that obtains in remaining on 23 ℃ excessive propylene glycol monomethyl ether 30 minutes, the same colourity of measuring the cured composition for color film behind the dipping was tried to achieve the aberration before and after the dipping, Δ Eab *=1.8.
As the metewand of aberration, Δ Eab *Below 5, then thinking does not have form and aspect to change basically, demonstrates the good characteristic of color filter, Δ Eab *Surpass 5,10 below, can find some form and aspect variations, but no problem in the practicality of color filter, Δ Eab *More than 10, can confirm tangible form and aspect and change, be problematic as color filter.
[estimating 2] solvent resistance estimates 2
Use colour examining machine same as described above to measure the colourity of the cured composition for color film that obtains.
Then, with the cured composition for color film immersion that obtains in remaining on excessive N-N-methyl-2-2-pyrrolidone N-of 23 ℃ 30 minutes, the same colourity of measuring the cured composition for color film behind the dipping was tried to achieve the aberration before and after the dipping, Δ Eab *=6.5.
[formation 2 of coated film]
Use spin-coating method, go up the above-mentioned cured composition for color that obtains of coating at glass (manufacturing of #1737: コ one ニ Application グ company) and made the volatile ingredient volatilization in 1,100 ℃, 3 minutes, form the cured composition for color film.After the cooling, see through photomask to this cured composition for color film irradiation i line (wavelength 365nm), exposure.The i line source uses extra-high-pressure mercury vapour lamp, shines after making directional light.The irradiation light quantity is 500mJ/cm 2As photomask, be used to form the photomask of the wire color pixel of live width 3 μ m, 4 μ m, 5 μ m, 6 μ m, 7 μ m, 8 μ m, 9 μ m, 10 μ m, 20 μ m, 30 μ m, 40 μ m, 50 μ m and 100 μ m.
Then, in containing the water class developer solution of nonionic class surfactant 0.12% and potassium hydroxide 0.04%, 25 ℃ of dipping developments after 60 seconds are down cleaned with pure water then, obtain being carved with the glass substrate of line and line gap pattern (line and space pattern).
[estimating 3] development residue is estimated
Use above-mentioned identical colour examining machine, the spectrophotometric spectra of the non-exposed portion of the glass substrate that is carved with line and line gap pattern that the mensuration aforesaid operations obtains, the transmitance of the light of wavelength 550nm is 99.98%.
Metewand as the development residue, the transmitance of the light of wavelength 550nm is more than 99.90%, and the residue that do not develop substantially demonstrates the good characteristic of color filter, the transmitance less than 99.90% of the light of wavelength 550nm is problematic as color filter.
Embodiment 2～6
The composition of the constituent of cured composition for color is changed to shown in the table 1, in addition, obtain cured composition for color 2～6 in the same manner with embodiment 1.
Estimate the cured composition for color 2～6 that obtains in the same manner with embodiment 1, the result is as shown in table 2.
[table 1]
Figure A20091014555400391
Table 2
Figure A20091014555400401
The industry utilizability
According to the present invention, can provide the cured composition for color of the colour filter that can form the solvent resistance excellence. This colour filter Can be used in the display unit such as LCD panel, electroluminescent panel, plasma display panel.

Claims (9)

1. cured composition for color,
Contain dyestuff (A), polymerizable compound (B), adhesive resin (C);
This adhesive resin (C) is the multipolymer that contains the formation unit that is derived from compound (C0) and be derived from the formation unit of compound (C2), described compound (C0) possesses carbon-to-carbon unsaturated double-bond and cyclic ether structure, and described compound (C2) is selected from least a kind in unsaturated carboxylic acid and the unsaturated carboxylic acid anhydrides.
2. the described cured composition for color of claim 1, wherein, the cyclic ether structure is an aliphatics polycycle epoxy construction.
3. cured composition for color as claimed in claim 1 or 2, wherein, the compound (C0) that possesses carbon-to-carbon unsaturated double-bond and cyclic ether structure is at least a kind compound in the compound of the compound that is selected from formula (C1-1) expression and formula (C1-2) expression
The alkyl or the hydrogen atom of the carbon number 1～4 that in formula (C1-1) and the formula (C1-2), R represents separately independently, available hydroxyl replaces,
The alkylidene that X represents separately independently, singly-bound maybe can contain heteroatomic carbon number 1～6.
4. as any described cured composition for color in the claim 1～3, wherein, dyestuff (A) is for containing the dyestuff of the dyestuff that possesses carboxyl.
5. as any described cured composition for color in the claim 1～4, wherein, polymerizable compound (B) is for containing the monomer or the oligomer of carboxyl.
6. as any described cured composition for color in the claim 1～5, wherein, also contain pigment.
7. one kind is used the pattern that any described cured composition for color forms with photolithograph method or ink-jet method in the claim 1～6.
8. a color filter contains the described pattern of claim 7.
9. a liquid crystal indicator possesses the described color filter of claim 8.
CNA200910145554XA 2008-05-30 2009-05-27 Cured composition for color Pending CN101592862A (en)

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