CN106019837A - Colored photosensitive resin composition, color filter and image display apparatus comprising same - Google Patents

Colored photosensitive resin composition, color filter and image display apparatus comprising same Download PDF

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Publication number
CN106019837A
CN106019837A CN201610178270.0A CN201610178270A CN106019837A CN 106019837 A CN106019837 A CN 106019837A CN 201610178270 A CN201610178270 A CN 201610178270A CN 106019837 A CN106019837 A CN 106019837A
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China
Prior art keywords
pigment
mentioned
photosensitive composition
color filter
weight portion
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Granted
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CN201610178270.0A
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Chinese (zh)
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CN106019837B (en
Inventor
朴径嬉
申奎澈
金�镐
金一镐
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Dongwoo Fine Chem Co Ltd
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Dongwoo Fine Chem Co Ltd
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007Filters, e.g. additive colour filters; Components for display devices
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Materials For Photolithography (AREA)
  • Optical Filters (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)

Abstract

The invention relates to a colored photosensitive resin composition, a color filter and an image display apparatus comprising the same. More specifically, the invention relates to a colored photosensitive resin composition for manufacturing a color filter with improved colorability and brightness. The colored photosensitive resin composition comprises a colorant, an alkali-soluble resin, a polymerization compound, a polymerization initiator and a solvent. The colorant comprises pigment that is C.I. pigment green 59 represented by the formula 1 shown in the description and further comprises one of phthalocyanine blue pigments.

Description

Photosensitive composition, color filter and possess its image display device
Technical field
The present invention relates to photosensitive composition, color filter and possess its image display device.
Background technology
Color filter is widely used in the various display devices such as capturing element, liquid crystal indicator (LCD), its Range of application expands the most rapidly.Above-mentioned color filter is by red (Red), green (Green) and blue (Blue) 3 kinds of colors Colored pattern is constituted, or by yellow (Yellow), pinkish red (Magenta) and the color-patch map of blue or green (Cyan) 3 kinds of colors Case is constituted.
Each colored pattern of above-mentioned color filter generally utilize comprise the coloring agent such as pigment or dyestuff, adhesive resin, The photosensitive composition of photopolymerizable compound, Photoepolymerizationinitiater initiater and solvent is formed.Utilize The colored pattern processing of above-mentioned photosensitive composition generally utilizes photoetching process to implement.
On the other hand, in recent years, the various display devices including solid-state image pickup element such as including digital camera, In order to improve manufacturability and quality, it is desirable to have high brightness and high coloring.
KR published patent the 10-2012-0113666th discloses use C.I. pigment Green 7 and C.I. pigment Huang 138 and the resin combination of Yellow azo dye, but there is the problem that cannot simultaneously meet high coloring.
Additionally, KR published patent the 10-2012-0158517th discloses and comprises C.I. pigment Green 7 and C.I. Pigment blue 15: the photosensitive composition of 3 or 15:4, but there is the problem that cannot meet high brightness.
Prior art literature
Patent documentation
Patent documentation 1: Korean Patent Publication No. 10-2012-0113666
Patent documentation 2: Korean Patent Publication No. 10-2012-0158517
Summary of the invention
Problem to be solved
It is an object of the invention to, by comprising the coloring agent of the pigment containing ad hoc structure, it is provided that brightness and The photosensitive composition that coloring is excellent.
It is further an object that, it is provided that comprise the color filter of above-mentioned photosensitive composition The image display device of high brightness and high coloring it is capable of with possessing it.
The method solving problem
For realizing the photosensitive composition according to an embodiment of the invention of above-mentioned purpose It is characterised by, comprises coloring agent, alkali soluble resins, photopolymerizable compound, Photoepolymerizationinitiater initiater and molten Agent, above-mentioned coloring agent comprises the i.e. C.I. naphthol green of the pigment represented by chemical formula 1 59, and comprises further 1 kind of phthalocyanine blue pigment.
[chemical formula 1]
In described chemical formula 1,
A1To A16The one being each independently in Cl, Br, H, A1To A16In, H is 1~6, Cl is 0~5, and Br is 7~13.
Additionally, it is a feature of the present invention that the color filter that manufactured by above-mentioned photosensitive composition and Comprise its image display device.
Invention effect
The photosensitive composition of the present invention comprises the coloring agent of the pigment containing ad hoc structure, thus There is brightness and the effect of coloring excellence.
Accompanying drawing explanation
Fig. 1 is the figure through spectrum representing the coloring agent mentioned by the present invention.
Detailed description of the invention
The present invention relates to photosensitive composition, color filter and possess its image display device, should Photosensitive composition comprises coloring agent, alkali soluble resins, photopolymerizable compound, photopolymerization are drawn Sending out agent and solvent, (below, above-mentioned coloring agent comprises the i.e. C.I. naphthol green of the pigment represented by chemical formula 1 59 Also referred to as " G59 "), and comprise a kind in phthalocyanine blue pigment further, thus brightness and coloring are excellent Different.
Hereinafter, will be explained in the present invention.
Coloring agent is to show redness, the face such as green and blue to manufacture the pattern with color of object The composition of color, according to the coloring agent of the present invention using the C.I. comprised as the pigment represented by chemical formula 1 Naphthol green 59 and ZnPc (Phthalocyanine Zinc (Zinc Phthalocyanine)) is basic structure.When coloring agent of the present invention When comprising the pigment i.e. C.I. naphthol green 59 represented by following chemical formula 1, the advantage with high color reproduction.
[chemical formula 1]
The A of above-mentioned chemical formula 11To A16The one being each independently in Cl, Br, H, A1To A16 In, H is 1~6, and Cl is 0~5, and Br is~13.
As required, choosing freely normally used pigment and dye set can be comprised according to the coloring agent of the present invention Become group in more than a kind as can show to manufacture the pattern with color of object red/green/ The composition of the colors such as green, it is also possible to make the form of mill base.In this case, about comprising according to this The coloring agent of the pigment of bright chemical formula 1, in CIE 1931 color space, can have y is 0.6 Time above, x is the chromaticity coordinates of 0.1~0.35, can have the color that x when y is 0.5~0.6 is 0.2~0.3 and sit Mark.
The pigment i.e. C.I. naphthol green 59 that above-mentioned coloring agent comprises represented by above-mentioned chemical formula 1 becomes as necessity Point, and a kind in phthalocyanine blue pigment can be comprised further.Now, about phthalocyanine blue pigment, more For body, can be by the color index (C.I.) such as C.I pigment blue 15,15:1,15:2,15:3,15:4,15:6 Number pigment be each used alone or in combination of two or more kinds, but be not limited to this.
C.I. naphthol green 58 (G58) has the advantage that brightness is high, but in order to realize high coloring, can increase face The content of material, if comprising more pigment like this in compositions, then developability reduces, and exists by compositions The peeling-off danger of pattern formed, and it may happen that the problem of sensitivity decrease.
But, the present invention use the pigment i.e. G59 represented by above-mentioned chemical formula 1 as coloring agent, thus Even if the content of pigment is few, it is also possible to realize the resist design of high color reproduction.
On the other hand, in the case of resin combination comprises C.I. pigment Green 7 (G7), even if reducing pigment Content, it is also possible to performance high coloring, is thus advantageous to use, but there is the problem that brightness is low.But, The pigment represented by the above-mentioned chemical formula 1 i.e. G59 that the photosensitive composition of the present invention is comprised Show similar with C.I. pigment Green 7 through spectrum and chromaticity coordinates, and by adding coloring phototonus tree Oil/fat composition and play the function of the excellent brightness of performance.From Fig. 1 it has been confirmed that represented by chemical formula 1 G59 Yu C.I. pigment Green 7 has through spectrum at wavelength 400nm to 610nm similarly.
In this manual, the meaning of Tmax is the wavelength during transmitance maximum of pigment, T50%The meaning Be pigment transmitance be wavelength during more than the 50% of maximum.
The Tmax of above-mentioned C.I. naphthol green 59 can be 500~530nm, in this case, from coloring It is preferred that excellent aspect is set out.
Additionally, the T of above-mentioned C.I. naphthol green 5950%Can be 445~580nm, in this case, from It is preferred that the aspect of color excellence is set out.
Further, it is possible to use green, yellow organic pigment or the inorganic pigment that this area generally uses.On State pigment and can use the various pigment used in printing-ink, ink for ink-jet printer etc., specifically, Water-soluble azo pigment, insoluble azo colour, phthalocyanine color, quinacridone pigment, iso-indoles can be enumerated Quinoline ketone pigment, isoindoline pigment, pigment, pyrene ketone (Perinone) pigment, twoPiperazine pigment, anthraquinone Pigment, DIANTHRAQUINONE base pigment, anthrapyrimidine (anthrapyrimidine) pigment, anthanthrone (anthanthrone) Pigment, indanthrene ketone (indanthrone) pigment, yellow anthrone pigment, pyranthrone (pyranthrone) pigment, Diketopyrrolo-pyrrole pigment etc..As above-mentioned inorganic pigment, metal-oxide or metallic complex salt etc. can be enumerated Metallic compound, specifically, can enumerate ferrum, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, The metal-oxide of antimony, white carbon black etc. or metal composite oxide etc..Especially, as above-mentioned organic pigment and nothing Machine pigment, specifically can enumerate color index (dyeing association of man (The society of Dyers and Colourists) Publish) in be categorized as the compound of pigment, more specifically can enumerate the pigment of following color index (C.I.) number, but It is not limited to this.
C.I. pigment yellow 13,20,24,31,53,83,86,93,94,109,110,117,125, 129,137,138,139,147,148,150,153,154,166,173,180 and 185
C.I. naphthol green 10,15,25,36,47 and 58
C.I pigment brown 28
C.I pigment blue 15: 3,15:4,15:6
Above-mentioned pigment can each be used alone or in combination of two or more kinds.
Especially, in foregoing illustrative yellow uitramarine, it may be preferred to use selected from C.I. pigment Yellow 12 9, C.I. face 1 kind in material yellow 185 with paint.
About the content of above-mentioned coloring agent, relative to the solid constituent 100 in photosensitive composition Weight portion, preferably comprises 5~70 weight portions, more preferably comprises 10~50 weight portions.
If the content of coloring agent is less than above-mentioned scope, then the color resolution of the pattern formed can reduce, If it exceeds above-mentioned scope, the then problem that residue residual or non-development etc. can occur because lithography performance reduces. Above-mentioned pigment is preferably used the scattered dispersible pigment dispersion of uniform particle sizes.As for making the uniform particle sizes of pigment divide Dissipate method in an example, can enumerate addition pigment dispersing agent to carry out the method etc. of dispersion process, according to this Method, it is possible to obtain the dispersible pigment dispersion of the most homodisperse state of pigment.
As the object lesson of above-mentioned pigment dispersing agent, can enumerate cation system, anion system, nonionic system, The surfactant etc. of both sexes, Polyester, polyamine system etc., they can each be used alone or combine 2 Plant used above.
As the commercially available product of above-mentioned pigment dispersing agent, the DISPERBYK-2001 of BYK company can be enumerated, But it is not limited to this.
Alkali soluble resins according to the present invention preferably have the monomer of carboxyl with can be with other of its copolymerization The copolymer of monomer.
Above-mentioned can other monomers of copolymerization be the monomer with carbon-to-carbon unsaturated bond, as its object lesson, The aromatic ethenyl compounds such as styrene, α-methyl styrene, vinyltoluene can be enumerated;Acrylic acid first Ester, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, metering system Acid butyl ester, acrylic acid 2-hydroxy methacrylate, 2-hydroxyethyl methacrylate, benzyl acrylate, methyl-prop The unsaturated carboxylic ester compounds such as olefin(e) acid benzyl ester;The unsaturated aminoalkylcarboxylate such as aminoethylacrylate Compound;The unsaturated glycidyl carboxylate compound such as glycidyl methacrylate;Vinyl acetate The vinyl carboxylic acid ester compounds such as ester, propionate;Acrylonitrile, methacrylonitrile, α-chloro-acrylonitrile etc. Vinyl cyanide compound;3-methyl-3-acryloyloxymethyl oxetanes, 3-methyl-3-methacryl Epoxide methy oxetane, 3-ethyl-3-acryloyloxymethyl oxetanes, 3-ethyl-3-methyl-prop Alkene pivaloyloxymethyl oxetanes, 3-methyl-3-acryloyl-oxyethyl oxetanes, 3-methyl-3- Methacryloxyethyl oxetanes, 3-ethyl-3-acryloyl-oxyethyl oxetanes, 3-second The unsaturated oxetanes carboxylate compound such as base-3-methacryloxyethyl oxetanes etc.. These monomers can each be used alone or in combination of two or more kinds.
The molecular weight distribution [weight average molecular weight (Mw)/number-average molecular weight (Mn)] of alkali soluble resins is preferably 1.5~6.0, more preferably 1.8~4.0.If the molecular weight distribution of alkali soluble resins is 1.5~6.0, then develop Property excellent, the most preferably.
Relative to solid constituent 100 weight portion in photosensitive composition, above-mentioned alkali soluble resins Preferably comprise 5~90 weight portions, more preferably comprise 10~70 weight portions.
Now, in the case of the content of alkali soluble resins is included in above-mentioned scope, the dissolubility in developer solution Fully, non-pixel portion is difficult on substrate produce development residue, and is not likely to produce exposure portion when developing The film of pixel portion reduces, and the defect of non-pixel portion is good.
Photopolymerization monomer according to the present invention is can be irradiated by light and be produced by Photoepolymerizationinitiater initiater The living radical of life, acid etc. carry out the monomer being polymerized.
As the object lesson of above-mentioned photopolymerization monomer, glycol diacrylate, triethylene glycol can be enumerated Diacrylate, 1,4 butanediol diacrylate, 1,6 hexanediol diacrylate, neopentyl glycol dipropyl Olefin(e) acid ester, pentaerythritol acrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, two Pentaerythritol diacrylate, dipentaerythritol triacrylate, Dipentaerythritol Pentaacrylate, two seasons Penta tetrol six acrylate, bisphenol a diacrylate, trimethylolpropane trimethacrylate, phenolic aldehyde ring Oxypropylene acid esters, ethylene glycol dimethacrylate, dimethacrylate, triethylene glycol two Methacrylate, dimethacrylate, 1,4-butanediol dimethylacrylate, 1,6-are own Diol dimethacrylate etc..
Relative to solid constituent 100 weight portion in photosensitive composition, photopolymerization monomer is excellent Choosing comprises 5~45 weight portions, more preferably comprises 10~35 weight portions.Content at above-mentioned photopolymerization monomer In the case of being included in above-mentioned scope, intensity or the flatness in pixel portion are good.
About the Photoepolymerizationinitiater initiater according to the present invention, as long as above-mentioned alkali soluble resins and optical polymerism can be made Compound polymerization, it is possible to use with being not particularly limited its kind.Especially, from polymerization property, efficiency of initiation, The viewpoints such as absorbing wavelength are set out, and oxime compound is preferably used.
As the object lesson of above-mentioned oxime compound, adjacent ethoxy carbonyl-α-epoxide imino group-1-benzene can be enumerated Compound etc. represented by base propane-1-ketone and following chemical formula 2~4.
[chemical formula 2]
[chemical formula 3]
[chemical formula 4]
As long as additionally, do not damage the degree of the effect of the present invention, it is also possible to mixing this area is usual further The Photoepolymerizationinitiater initiater in addition etc. that uses and use, as its example, have triazine based compound, 1-Phenylethanone. Based compound, bisglyoxaline based compound.
As the object lesson of above-mentioned triazine based compound, 2 can be enumerated, double (trichloromethyl)-6-(the 4-methoxyl group of 4- Phenyl)-1,3,5-triazine, double (trichloromethyl)-6-(4-methoxyl group the naphthyl)-1,3,5-triazine of 2,4-, the double (trichlorine of 2,4- Methyl)-6-piperonyl-1,3,5-triazine, double (trichloromethyl)-6-(4-the methoxyl-styrene)-1,3,5-triazine of 2,4-, Double (trichloromethyl)-6-[2-(5-methylfuran-2-base) the vinyl]-1,3,5-triazine of 2,4-, double (three chloromethanes of 2,4- Base)-6-[2-(furan-2-base) vinyl]-1,3,5-triazine, double (trichloromethyl)-6-[2-(the 4-diethylamino of 2,4- -2-aminomethyl phenyl) vinyl]-1,3,5-triazine, double (trichloromethyl)-6-[2-(3,4-Dimethoxyphenyl) second of 2,4- Thiazolinyl]-1,3,5-triazine etc..
As the object lesson of above-mentioned 1-Phenylethanone. based compound, diethoxy acetophenone, 2-hydroxyl-2-can be enumerated Methyl isophthalic acid-phenyl-propane-1-ketone, benzil dimethyl ketal, 2-hydroxyl-1-[4-(2-hydroxyl-oxethyl) phenyl]-2- Methylpropane-1-ketone, 1-hydroxycyclohexylphenylketone, 2-methyl isophthalic acid-(4-methylphenyl-sulfanyl)-2-morpholino propane -1-ketone, 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone, 2-hydroxy-2-methyl-1-[4-(1- Methyl ethylene) phenyl] propane-1-ketone, 2-(4-methyl-benzyl)-2-(dimethylamino)-1-(4-morphlinophenyl) Butane-1-ketone etc..
As the object lesson of above-mentioned bisglyoxaline based compound, 2 can be enumerated, double (the 2-chlorphenyl)-4,4', 5,5'-of 2'- Double (2,3-Dichlorobenzene base)-4,4', the 5,5'-tetraphenyl bisglyoxaline of tetraphenyl bisglyoxaline, 2,2'-, double (the 2-chlorobenzene of 2,2'- Base)-4,4', 5,5'-tetra-(alkoxyl phenyl) bisglyoxaline, double (2-chlorphenyl)-4,4', 5,5'-tetra-(the tri-alkoxy benzene of 2,2'- Base) bisglyoxaline, double (2,6-Dichlorobenzene base)-4,4 ' the 5,5 '-tetraphenyl-1,2 of 2,2-'-bisglyoxaline or the benzene of 4,4', 5,5' position The imidazolium compounds etc. that base is replaced by alkoxy carbonyl.Wherein, it is preferably used 2, double (the 2-chlorobenzene of 2'- Base)-4,4', 5,5'-tetraphenyl bisglyoxaline, 2,2'-double (2,3-Dichlorobenzene base)-4,4', 5,5'-tetraphenyl bisglyoxaline, 2,2- Double (2,6-Dichlorobenzene base)-4,4 ' 5,5 '-tetraphenyl-1,2 '-bisglyoxaline.
As other Photoepolymerizationinitiater initiaters, can enumerate as benzoin based compound, benzophenone based compound, Thiaxanthone based compound, anthracene based compound etc., they can each be used alone or in combination of two or more kinds.
As above-mentioned benzoin based compound, such as have benzoin, benzoin methyl ether, benzoin ethyl ether, Benzoin isopropyl ether, benzoin isobutyl ether etc..
As above-mentioned benzophenone based compound, such as, there are benzophenone, methyl o-benzoylbenzoate, 4- Phenyl benzophenone, 4-benzoyl-4'-methyldiphenyl thioether, 3,3', 4,4'-tetra-(tert-butyl hydroperoxide carbonyls) two Benzophenone, 2,4,6-tri-methyl benzophenone etc..
As above-mentioned thiaxanthone based compound, such as have ITX, 2,4-diethyl thioxanthone, 2,4-bis-clopenthixal ketone, 1-chloro-4-propoxythioxanthone etc..
As above-mentioned anthracene based compound, such as, have 9,10-dimethoxy anthracene, EDMO, 9,10-diethoxy anthracene, 2-ethyl-9,10-diethoxy anthracene etc..
Additionally, 2,4,6-trimethylbenzoyl diphenyl phosphine oxides, 10-butyl-2-chloro-acridine ketone, 2-can be enumerated EAQ, benzil, 9,10-phenanthrenequione, camphorquinone, phenylglyoxalates methyl ester, titanocenes compound etc. are made For other Photoepolymerizationinitiater initiaters.
In addition it is also possible to photopolymerization causes auxiliary agent combine with above-mentioned Photoepolymerizationinitiater initiater and use.If also Cause auxiliary agent with Photoepolymerizationinitiater initiater and photopolymerization, then the photosensitive polymer combination comprising them can have More high sensitivity and improve productivity.
Auxiliary agent is caused, it may be preferred to use choosing freely such as amines, carboxylic acid chemical combination as above-mentioned photopolymerization Thing, have mercapto organic sulfur compound composition group in more than a kind compound.
As the object lesson of above-mentioned amines, triethanolamine, methyl diethanolamine, three isopropyls can be enumerated The aliphatic amine compound such as hydramine, 4-dimethylaminobenzoic acid methyl ester, EDMAB, 4-dimethylaminobenzoic acid isopentyl ester, 4-dimethylaminobenzoic acid 2-Octyl Nitrite, benzoic acid 2-diformazan Base amino ethyl ester, N, N-dimethyl-p-toluidine, 4,4'-double (dimethylamino) benzophenone (common name: rice Chi Ketone), the aromatic amines compound such as double (diethylamino) benzophenone of 4,4'-.As amines, preferably make Use aromatic amines compound.
As the object lesson of above-mentioned carboxylic acid compound, phenyl acetic acid, aminomethyl phenyl sulfur can be enumerated for second Acid, ethylphenyl thiacetic acid., Methylethyl phenyl thiacetic acid., 3,5-dimethylphenyl thiacetic acid., methoxy Base phenyl acetic acid, dimethoxyphenylthio acetic acid, chlorophenylthio acetic acid, Dichlorobenzene base sulfur are for second Acid, N-phenylglycine, phenoxyacetic acid, naphthylthio acetic acid, N-naphthyl glycine, naphthoxy acetic acid Deng aromatic series miscellaneous acetic acid class.
As the object lesson of the above-mentioned organic sulfur compound with mercapto, can enumerate 2-mercaptobenzothiazole, 1,4-double (3-sulfydryl butyryl acyloxy) butane, 1,3,5-tri-(3-sulfydryl butoxyethyl group)-1,3,5-triazine -2,4,6 (1H, 3H, 5H)-triketones, trimethylolpropane tris (3-thiopropionate), tetramethylolmethane four (3-sulfydryl Butyrate), tetramethylolmethane four (3-thiopropionate), dipentaerythritol six (3-thiopropionate), tetrem two Alcohol double (3-thiopropionate) etc..
About the usage amount of above-mentioned Photoepolymerizationinitiater initiater, on the basis of solid constituent, relative to alkali soluble resins Preferably comprise 0.1~40 weight portions with total amount 100 weight portion of photopolymerizable compound, more preferably comprise 1~30 weight portions.In the case of above-mentioned Photoepolymerizationinitiater initiater comprises with above-mentioned scope, coloring phototonus tree Oil/fat composition high-sensitivity and make time of exposure shorten, therefore, it is possible to improve productivity, maintain high-resolution, And can surface smooth in use above-mentioned composition and the intensity in pixel portion that formed or this pixel portion Property becomes good.
Additionally, in the case of using above-mentioned photopolymerization to cause auxiliary agent, cause auxiliary agent about above-mentioned photopolymerization Usage amount, on the basis of solid constituent, relative to alkali soluble resins and the total amount of photopolymerizable compound 100 weight portions preferably comprise 0.1~50 weight portions, more preferably comprise 1~40 weight portions.
In the case of above-mentioned photopolymerization causes auxiliary agent to comprise within the above range, coloring phototonus resin combination The sensitivity of thing becomes higher, and can improve the productivity of color filter using said composition and formed.
About the solvent according to the present invention, as long as being comprised dispersing or dissolving photosensitive composition Other compositions effective, it is possible to use with being not particularly limited its kind, particularly preferred ethers, aromatic hydrocarbon Class, ketone, alcohols, esters or amide-type etc..
About above-mentioned solvent, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol list specifically can be enumerated The ethylene glycol monoalkyl ether class such as propyl ether, ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol The diethylene glycol dialkyl ether classes such as Anaesthetie Ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, first The ethylene glycol alkyl ether acetate esters such as base cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl The aklylene glycol alkyl such as ether acetic acid ester, propylene glycol monoethyl acetas, propylene glycol monopropyl ether acetas Ether acetic acid esters, the alkoxyalkyl acetate esters such as methoxybutyl acetas and methoxypentyl acetas, Benzene,toluene,xylene, sym-trimethylbenzene. etc. are aromatic hydrocarbon, methyl ethyl ketone, acetone, methyl amyl ketone, The ketone such as methyl iso-butyl ketone (MIBK), Ketohexamethylene, ethanol, propanol, butanol, hexanol, Hexalin, ethylene glycol, The alcohols such as glycerol, the esters such as 3-ethoxyl ethyl propionate, 3-methoxy methyl propionate, gamma-butyrolacton etc. is ring-type Esters etc..
In foregoing illustrative solvent, when considering coating and drying property aspect, preferably enumerating boiling point is 100 DEG C~the organic solvent of 200 DEG C, it may be more preferable to enumerate aklylene glycol alkylether acetates class, ketone, The esters such as 3-ethoxyl ethyl propionate or 3-methoxy methyl propionate, can further preferably enumerate propylene glycol list first Base ether acetic acid ester, propylene glycol monoethyl acetas, Ketohexamethylene, 3-ethoxyl ethyl propionate, 3-methoxyl group Methyl propionate etc..These solvents can each be used alone or in combination of two or more kinds.
Relative to photosensitive composition total amount, in the photosensitive composition of the present invention Solvent preferably comprises 60~90 weight %, more preferably comprises 70~85 weight %.Content at solvent is included in In the case of in above-mentioned scope, when utilizing roll coater, spin coater, slit spin coater, slit type coater When the apparatus for coating such as (otherwise referred to as die coater), ink-jet printer is coated, it is possible to make coating Become good.
In the photosensitive composition of the present invention, it is also possible to as required and use other producing high-moleculars The additives such as compound, firming agent, surfactant, closely sealed accelerator, antioxidant, anticoagulant.
As the object lesson of other macromolecular compounds above-mentioned, epoxy resin, maleimide tree can be enumerated The curable resins such as fat, polyvinyl alcohol, polyacrylic acid, polyalkylene glycol monoalkyl ether, poly-perfluoroalkyl acrylic The thermoplastic resins etc. such as ester, polyester, polyurethane.
Above-mentioned firming agent uses to improve deep cure and mechanical strength, concrete as firming agent Example, can enumerate epoxide, polyfunctional isocyanate compound, melamine compound, oxa-ring Butane compound etc..
In above-mentioned firming agent, as the object lesson of epoxide, can enumerate bisphenol-A system epoxy resin, Hydrogenated bisphenol A system epoxy resin, Bisphenol F system epoxy resin, A Hydrogenated Bisphenol A F system epoxy resin, phenolic aldehyde Type epoxy resin, other fragrance family epoxy resin, alicyclic ring family epoxy resin, glycidyl esters It is resin, glycidyl group amine system resin or the brominated derivative of these epoxy resin, epoxy resin and bromine Change the aliphatic beyond derivant, alicyclic or aromatic epoxy compound, butadiene (co) polymer epoxy Compound, isoprene (co) polymer epoxide, glycidyl (methyl) acrylate (co) polymer, Triglycidyl group isocyanuric acid ester etc..
In above-mentioned firming agent, as the object lesson of oxetane compound, carbonic ester dioxygen can be enumerated miscellaneous Tetramethylene., dimethylbenzene dioxygen azetidine, adipate ester dioxygen azetidine, terephthalate dioxygen are miscellaneous Tetramethylene., cyclohexane cyclohexanedimethanodibasic dioxygen azetidine etc..
Above-mentioned firming agent can be with solidification auxiliary compounds use, and described solidification auxiliary compounds can be with solidification Agent together makes the oxetanes scaffolds open polymerization of the epoxy radicals of epoxide, oxetane compound. About above-mentioned solidification auxiliary compounds, such as, there are polybasic carboxylic acid class, polybasic carboxylic acid anhydride, acid agent etc..On State polybasic carboxylic acid anhydride and can use the material commercially available with epoxy curing agent.Solid as above-mentioned epoxy resin The object lesson of agent, can enumerate trade name (ADEKA HARDENER EH-700) (ADEKA industry (strain) manufactures), trade name (RIKACID HH) (new Japan Chemical (strain) manufactures), trade name (MH-700) (newly Japan Chemical (strain) manufactures) etc..Foregoing illustrative firming agent can be used alone or mixes two or more and uses.
Above-mentioned surfactant can in order to make the tunicle formative of photosensitive polymer combination more improve and Use, preferably use fluorine system surfactant or silicone based surfactants etc..
About above-mentioned silicone based surfactants, such as, as commercially available product, there is the beautiful organosilicon in DOW CORNING east DC3PA, DC7PA, SH11PA, SH21PA, SH8400 etc. of company, have GE Toshiba organosilicon TSF-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460, TSF-4452 etc. of company. About above-mentioned fluorine system surfactant, such as commercially available product, You great Japanese ink chemical industrial company MEGAFAC F-470, F-471, F-475, F-482, F-489 etc..Foregoing illustrative surfactant Can each be used alone or in combination of two or more kinds.
As the object lesson of above-mentioned closely sealed accelerator, vinyltrimethoxy silane, vinyl three can be enumerated Ethoxysilane, vinyl three (2-methoxy ethoxy) silane, N-(2-amino-ethyl)-3-aminopropyl first Base dimethoxysilane, N-(2-amino-ethyl)-3-TSL 8330,3-aminopropyl three second TMOS, 3-glycidoxypropyltrime,hoxysilane, 3-glycidoxypropyl dimethoxy Silane, 2-(3,4-epoxycyclohexyl) ethyl trimethoxy silane, 3-chloropropylmethyldimethoxysilane, 3- R-chloropropyl trimethoxyl silane, 3-methacryloxypropyl trimethoxy silane, 3-mercaptopropyi front three TMOS, 3-isocyanates propyl trimethoxy silicane, 3-isocyanates propyl-triethoxysilicane etc..
Foregoing illustrative closely sealed accelerator can each be used alone or in combination of two or more kinds.Above-mentioned closely sealed Accelerator preferably comprises 0.01~10 weight relative to solid constituent 100 weight portion of photosensitive polymer combination Part, more preferably comprise 0.05~2 weight portions.
As the object lesson of above-mentioned antioxidant, 2 can be enumerated, 2'-thiobis (4-methyl-6-tert-butylphenol), 2,6-di-t-butyl-4-methylphenol etc..
As the object lesson of above-mentioned anticoagulant, sodium polyacrylate etc. can be enumerated.
The liquid crystal indicator of the present invention possesses the color filter of the present invention comprising substrate and color layers and constitute.
Above-mentioned liquid crystal indicator, in addition to possessing above-mentioned color filter, comprises the skill of the technical field of the present invention Art personnel are known to be constituted.
The present invention provides the color filter manufactured by photosensitive composition.The color filter of the present invention comprises Substrate and the colored pattern manufactured by above-mentioned photosensitive composition on aforesaid substrate.
Substrate is as transparent material, for the stability of color filter, uses and has sufficient intensity and support The material of power.Chemical stability excellent and intensity high glass can be preferably used.
Above-mentioned colored pattern is by being coated on substrate by above-mentioned photosensitive composition, and carries out Photocuring and development and manufacture.
The thickness of colored pattern is not particularly limited, such as, can be 1~6 μm.
Above-mentioned colored pattern such as can be formed by the following method.
First, above-mentioned composition is coated on substrate or be initially formed by photosensitive polymer combination solid become Divide on the layer formed, remove solvent etc. by prebake photosensitive polymer combination layer after coating and evaporate into Point, obtain the film smoothed.To the film so obtained, by the mask irradiation for forming target pattern Ultraviolet.Now, preferably exposure portion entirety is irradiated parallel rays equably, and use mask aligner Or the device such as stepper is to implement the exact position calibration of mask and substrate.Additionally, afterwards, made solid The film changed contacts with aqueous alkali, makes non-exposed portion dissolve, development, thus obtains target pattern shape.
About developing method, liquid feeding method, infusion process, nebulization etc..Additionally, during development, can be by Substrate is inclined to arbitrarily angled.As coating process, such as, by spin-coating method, sialorrhea rubbing method, roller coat Method, slit spin-coating method or slit coating method etc. are implemented.After coating, by heat drying (prebake) Or make the volatile ingredient volatilizations such as solvent at drying under reduced pressure post-heating, thus form coloring phototonus resin combination Nitride layer.Wherein, heating-up temperature is usually 70~200 DEG C, preferably 80~130 DEG C.After patterned exposure The developer solution used in development is the aqueous solution usually containing alkali compounds and surfactant.About alkalescence Compound, inorganic and organic basic compound.As the object lesson of inorganic alkaline compound, can example Lift sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium phosphate, ammonium dihydrogen phosphate, Potassium dihydrogen phosphate, sodium silicate, potassium silicate, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, boric acid Sodium, potassium borate, ammonia etc..
Additionally, as the object lesson of organic basic compound, Tetramethylammonium hydroxide, 2-hydroxyl can be enumerated Ethyl-trimethyl ammonium hydroxide, monomethyl amine, dimethyl amine, Trimethylamine, single isopropylamine, diisopropyl Base amine, ethanolamine etc..These inorganic and organic basic compounds can each be used alone or combine 2 kinds with Upper use.
The concentration of the alkali compounds in alkaline developer for example, 0.01~10 weight portion, more preferably 0.03~5 Weight portion.
About the surfactant in alkaline developer, can be nonionic system surfactant, anion system table Any one in face activating agent or cation system surfactant.Concrete as nonionic system surfactant Example, can enumerate polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkylaryl ether, in addition Polyoxyethylene deriv, oxygen ethylene/oxypropylene block copolymer, sorbitan fatty acid ester, polyoxy Ethylene sorbitan fatty acid ester, Polyoxyethylene Sorbitol Fatty Acid Esters, fatty acid glyceride, polyoxy second Alkene fatty acid ester, polyoxyethylene alkyl amine etc..
As the object lesson of anion system surfactant, sodium lauryl sulfate or oleyl alcohol sulphuric acid can be enumerated The higher alcohol sulfuric ester salts such as ester sodium;The alkylsurfuric acid salt such as sodium lauryl sulfate or ammonium lauryl sulfate;Ten The alkylaryl sulfonates classes such as dialkyl benzene sulfonic acids sodium or dodecyl sodium naphthalene sulfonate;Deng.As cation system The object lesson of surfactant, can enumerate the amine salt such as stearyl amine hydrochloride or lauryl trimethyl ammonium chloride; Quaternary ammonium salt;Deng.
These surfactants can be used alone or mix two or more and use.
The concentration of the surfactant in alkaline developer for example, 0.01~10 weight portion, preferably 0.05~8 Weight portion, more preferably 0.1~5 weight portions.
After development, wash, additionally, as required, it is also possible to implement 10~60 points at 150~230 DEG C The rear baking of clock.
Additionally, the present invention provides the image display device comprising above-mentioned color filter.Image as the present invention shows Showing device, specifically, is suitable for liquid crystal display (liquid crystal indicator;LCD), organic el display (has Machine EL display device), liquid crystal projection apparatus, display device for game computer, the portable terminal device such as portable phone is with aobvious The display devices such as showing device, digital camera display device, automobile navigation display device, are especially suitable for coloured silk Color display device.
Hereinafter, in order to contribute to the understanding of the present invention, it is provided that preferred embodiment, but these embodiments are only used In illustrating the present invention, do not limit appended claims scope, it should be apparent to a person skilled in the art that In the range of scope of the invention and technological thought, it is possible to embodiment is carried out diversified change and amendment, Such change and amendment also ought to belong to appended claims scope.Hereinafter, about " % " representing content " part ", as long as no specifically mentioned, is weight basis.
Pigment dispensing composition manufactures
< pigment dispensing composition M1 >
Utilize sand mill, using the C.I. naphthol green 59 of 12.0 weight portions, as pigment dispersing agent DISPERBYK-2001 (manufacture of BYK company) 4.0 weight portions, propylene glycol methyl ether acetic acid as solvent Ester 84 weight portion carries out 12 hours mixing/disperseing, thus the dispersion liquid M1 that makes paints.
< pigment dispensing composition M2 >
Utilize sand mill, using the C.I. pigment yellow 185 as pigment of 12.0 weight portions, disperse as pigment DISPERBYK-2001 (manufacture of BYK company) 4.0 weight portions of agent, the methyl proxitol as solvent Acetas 84 weight portion carries out 12 hours mixing/disperseing, thus the dispersion liquid M2 that makes paints.
< pigment dispensing composition M3 >
Utilize sand mill, using the C.I. pigment blue 15 as pigment of 12.0 weight portions: 3, disperse as pigment DISPERBYK-2001 (manufacture of BYK company) 4.0 weight portions of agent, the methyl proxitol as solvent Acetas 84 weight portion carries out 12 hours mixing/disperseing, thus the dispersion liquid M3 that makes paints.
< pigment dispensing composition M4 >
Utilize sand mill, using the C.I. pigment blue 15 as pigment of 12.0 weight portions: 4, disperse as pigment DISPERBYK-2001 (manufacture of BYK company) 4.0 weight portions of agent, the methyl proxitol as solvent Acetas 84 weight portion carries out 12 hours mixing/disperseing, thus the dispersion liquid M4 that makes paints.
< pigment dispensing composition M5 >
Utilize sand mill, using the C.I. naphthol green 58 as pigment of 12.0 weight portions, disperse as pigment DISPERBYK-2001 (manufacture of BYK company) 4.0 weight portions of agent, the methyl proxitol as solvent Acetas 84 weight portion carries out 12 hours mixing/disperseing, thus the dispersion liquid M5 that makes paints.
< pigment dispensing composition M6 >
Utilize sand mill, using the C.I. pigment Green 7 as pigment of 12.0 weight portions, as pigment dispersing agent DISPERBYK-2001 (manufacture of BYK company) 4.0 weight portions, methyl proxitol second as solvent Acid esters 84 weight portion carries out 12 hours mixing/disperseing, thus the dispersion liquid M6 that makes paints.
The synthesis of alkali soluble resins
< synthesis example 1 >
Put into the flask possessing agitator, thermometer, reflux condensing tube, Dropping funnel and nitrogen ingress pipe Propylene glycol monomethyl ether 120 weight portion, propylene glycol monomethyl ether 80 weight portion, AIBN 2 weight Part, acrylic acid 13.0 weight portion, benzyl methacrylate 10 weight portion, 4-methyl styrene 57.0 weight Part, methyl methacrylate 20 weight portion, n-dodecyl mercaptan 3 weight portion, and carry out nitrogen displacement. Afterwards, it is stirred, and makes the temperature of reactant liquor rise to 110 DEG C, carry out reaction in 6 hours.So close The solid constituent acid number of the alkali soluble resins become is 100.2mgKOH/g, GPC the Weight-average molecular measured Amount Mw is about 15110.
The manufacture of photosensitive composition
< embodiment 1 >
By the above-mentioned pigment dispensing composition M1 of 16.2 weight portions, the above-mentioned pigment discrete sets of 13.8 weight portions Compound M2, the above-mentioned pigment dispensing composition M3 of 7.5 weight portions, resin 4.1 weight portion of synthesis example 1, Dipentaerythritol acrylate (KAYARAD DPHA;Manufacturing company: Japan's chemical medicine (strain)) 4.1 weights Amount part, gorgeous good solid OXE01 (Irgacure OXE01, BASF AG manufactures) 0.8 weight portion, propylene glycol Monomethyl ether acetate 53.5 weight portion mixes, thus manufactures photosensitive composition.
< embodiment 2 >
By the above-mentioned pigment dispensing composition M1 of 16.9 weight portions, the above-mentioned pigment discrete sets of 13.1 weight portions Compound M2, the above-mentioned pigment dispensing composition M4 of 7.5 weight portions, resin 4.1 weight portion of synthesis example 1, Dipentaerythritol acrylate (KAYARAD DPHA;Manufacturing company: Japan's chemical medicine (strain)) 4.1 weights Amount part, gorgeous good solid OXE01 (BASF AG's manufacture) 0.8 weight portion, propylene glycol monomethyl ether 53.5 weight portion mixing, thus manufacture photosensitive composition.
< comparative example 1 >
By the above-mentioned pigment dispensing composition M1 of 31.0 weight portions, the above-mentioned pigment discrete sets of 6.5 weight portions Compound M2, resin 4.1 weight portion of synthesis example 1, dipentaerythritol acrylate (KAYARAD DPHA;Manufacturing company: Japan's chemical medicine (strain)) 4.1 weight portions, gorgeous good solid OXE01 (BASF AG's system Make) 0.8 weight portion, the mixing of propylene glycol monomethyl ether 53.5 weight portion, thus manufacture colored photosensitive Property resin combination.
< comparative example 2 >
By the above-mentioned pigment dispensing composition M5 of 19.3 weight portions, the above-mentioned pigment discrete sets of 10.7 weight portions Compound M2, the above-mentioned pigment dispensing composition M3 of 7.5 weight portions, resin 4.1 weight portion of synthesis example 1, Dipentaerythritol acrylate (KAYARAD DPHA;Manufacturing company: Japan's chemical medicine (strain)) 4.1 weights Amount part, gorgeous good solid OXE01 (BASF AG's manufacture) 0.8 weight portion, propylene glycol monomethyl ether 53.5 weight portion mixing, thus manufacture photosensitive composition.
< comparative example 3 >
By the above-mentioned pigment dispensing composition M6 of 19.8 weight portions, the above-mentioned pigment discrete sets of 10.2 weight portions Compound M2, the above-mentioned pigment dispensing composition M3 of 7.5 weight portions, resin 4.1 weight portion of synthesis example 1, Dipentaerythritol acrylate (KAYARAD DPHA;Manufacturing company: Japan's chemical medicine (strain)) 4.1 weights Amount part, gorgeous good solid OXE01 (BASF AG's manufacture) 0.8 weight portion, propylene glycol monomethyl ether 53.5 weight portion mixing, thus manufacture photosensitive composition.
Test example
(1) manufacture of color filter: embodiment 1 and comparative example 2
The photosensitive composition manufactured in above-described embodiment 1 and comparative example 2 is utilized to manufacture color filter.
Utilize spin-coating method, by the photosensitive composition of above-described embodiment 1 or comparative example 2 with coating Speed 200,300 and 400RPM is coated with on the glass substrate.Afterwards, place on hot plate, The temperature of 100 DEG C maintains 3 minutes.Then, as ultraviolet light source, use containing g, h, i line whole The high-pressure mercury-vapor lamp of 1kW with 100mJ/cm2Illumination be irradiated, add in the heated oven of 220 DEG C Heat 20 minutes, thus manufacture color filter.
(2) manufacture of color filter: embodiment 2 and comparative example 1,3
Utilize the photosensitive composition manufacture filter manufactured in above-described embodiment 2 and comparative example 1,3 Color device.
Specifically, by spin-coating method, above-mentioned each photosensitive composition is coated on 2 inches × On the glass substrate (Corning Incorporated manufactures, " EAGLE XG ") of 2 inches, it is then placed within heating plate, Maintain 3 minutes the temperature of 100 DEG C, form thin film.Then, on the above-mentioned films, place and have and make Cross rate 1 to 100% the pattern that changes step by step of scope and the examination of line/space pattern of 1 μm~50 μm Optometry mask, and with test photomask be spaced apart 100 μm irradiation ultraviolet radiations.Now, about purple Outer line source, uses the high-pressure mercury-vapor lamp of the 1kW whole containing g, h, i line with 100mJ/cm2Photograph Degree is irradiated, and does not use special optical filter.By above-mentioned irradiated ultraviolet thin film dipped The KOH aqueous development solution of pH 10.5 develops for 2 minutes.By the above-mentioned glass being coated with thin film After plate cleans with distilled water, blow and spray nitrogen and be dried, heat 25 minutes in the heated oven of 200 DEG C, Thus manufacture color filter.
(3) mensuration of developing powder, adaptation
Developing powder
When measuring development, non-exposed portion is dissolved completely in the time needed for developer solution, and is shown in table 1 below.
Adaptation
When evaluating formed pattern by optical microscope, enter with the breakaway phenomenon degree on following pattern Row is evaluated, and is shown in table 1 below.
Zero: on pattern, there is no breakaway
△: 1~3 breakaway on pattern
×: 4~9 breakaways on pattern
××: more than 10 breakaways on pattern
×××: fail to form pattern
[table 1]
Compositions Developing powder (sec) Adaptation
Embodiment 1 18
Embodiment 2 19
Comparative example 1 40 ××
Comparative example 2 35 ×
Comparative example 3 21
Knowable to above-mentioned table 1, belong to the embodiment 1 to 2 of the scope of the present invention compared with comparative example 1 to 3, Developing powder is fast, and pattern does not has breakaway, therefore excellent adhesion.
(4) colourity (chromaticity coordinates), brightness, film thickness and the mensuration of sensitivity
Colourity, brightness and film thickness
About colourity and film thickness, utilize in addition to not using test photomask as above-mentioned test example 2 The color filter that ground manufactures is measured.
About colourity (chromaticity coordinates) and brightness, colorimeter (Olympus Corp manufactures, OSP-200) is utilized to measure The color filter manufactured in the same manner as above-mentioned test example 2 in addition to not using test photomask, and it is shown in table 2.
Brightness evaluation benchmark
More than O:47.0, is suitable for
X: less than 47.0, be not suitable for
About film thickness, utilize surface profile (Surface Profile) analyzer (Veeco company manufacture, DEKTAK 6M) measure and manufacture in the same manner as above-mentioned test example 2 in addition to not using test photomask Color filter, and it is shown in table 2.
Sensitivity determination
Make transmitance 1 to 100% the pattern mask that changes step by step of scope, in addition, with upper State brightness measuring method similarly to carry out, by (film thickness after development membrane thickness prior/development) × 100%) >=90% Time minimum exposure amount be expressed as sensitivity, table 2 will be recorded according to the result of following metewand.
< metewand >
When sensitivity is less than 60 (mJ/cm2) and during residual pattern: zero
When sensitivity is 60 (mJ/cm2More than) during residual pattern: ×
[table 2]
Knowable to above-mentioned table 2, belong to the embodiment 1 to 2 of the scope of the present invention compared with comparative example 1 to 3, Brightness and highly sensitive.
(5) measure according to the chromaticity coordinates of coating RPM
Microspectrograph OSP-SP2000 is utilized to measure the color filter manufactured in the manufacture of above-mentioned (2) color filter The chromaticity coordinates of dyed layer, its result is recorded in Table 3 below.
[table 3]
From above-mentioned table 3 it has been confirmed that when comparing with comparative example 2, when embodiment 1 for, Under coating speed 300~500RPM, meet the preferred color scope of x=0.1 level being included Coordinate range, shows more excellent coloring.

Claims (8)

1. a photosensitive composition, it is characterised in that comprise coloring agent, alkali soluble resins, Photopolymerizable compound, Photoepolymerizationinitiater initiater and solvent,
Described coloring agent comprises the pigment i.e. C.I. naphthol green 59 represented by following chemical formula 1, and enters one Step comprises a kind in phthalocyanine blue pigment,
[chemical formula 1]
In described chemical formula 1,
A1To A16The one being each independently in Cl, Br, H, A1To A16In, H is 1~6, Cl is 0~5, and Br is 7~13.
Photosensitive composition the most according to claim 1, it is characterised in that
About described phthalocyanine blue pigment, by C.I pigment blue 15,15:1,15:2,15:3,15:4 and 15:6 Each it is used alone or in combination of two or more kinds.
Photosensitive composition the most according to claim 1, it is characterised in that
Relative to solid constituent 100 weight portion in described photosensitive composition, comprise 5~70 The described coloring agent of weight portion.
Photosensitive composition the most according to claim 1, it is characterised in that
Having x when y is more than 0.6 in CIE 1931 color space is the chromaticity coordinates of 0.1~0.35.
Photosensitive composition the most according to claim 1, it is characterised in that
It is the chromaticity coordinates of 0.2~0.3 when having x when y is 0.5~0.6 in CIE 1931 color space.
Photosensitive composition the most according to claim 1, it is characterised in that
Relative to gross weight 100 weight portion of described alkali soluble resins and photopolymerizable compound, become with solid It is divided into benchmark to comprise the described Photoepolymerizationinitiater initiater of 0.1~40 weight portions.
7. a color filter, it is characterised in that utilize the coloring according to any one of claim 1 to 6 Photosensitive polymer combination is formed.
8. an image display device, it is characterised in that comprise the color filter described in claim 7.
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