CN103890658B - Photosensitive resin composition for color filter and color filter made by using the same - Google Patents

Photosensitive resin composition for color filter and color filter made by using the same Download PDF

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Publication number
CN103890658B
CN103890658B CN201280050041.0A CN201280050041A CN103890658B CN 103890658 B CN103890658 B CN 103890658B CN 201280050041 A CN201280050041 A CN 201280050041A CN 103890658 B CN103890658 B CN 103890658B
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methyl
acrylate
weight
parts
ethyl
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CN103890658A (en
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金吉来
金敬娥
朴正焕
金炳郁
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Dongjin Semichem Co Ltd
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Dongjin Semichem 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
    • G03F7/0005Production 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
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • G02B5/22Absorbing filters
    • G02B5/223Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • 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
    • 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
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/105Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images

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

Abstract

The present invention relates to a photosensitive resin composition for a color filter and a color filter manufactured using the same. The photosensitive resin composition for a color filter according to the present invention comprises a dye having specific spectral characteristics and a pigment, whereby the color filter manufactured using the composition has excellent light transmittance, brightness, contrast, and color purity, and has good heat resistance.

Description

For the photosensitive polymer combination of colored filter and using made of said composition Colored filter
Technical field
The present invention relates to a kind of photosensitive polymer combination for colored filter and using made of said composition Colored filter.
Background technology
Colored filter is used for light-filtering device of liquid crystal display, organic light emitting apparatus, video camera etc., also, color Colo(u)r filter is typically to utilize decoration method (staining), print process (printing), electrodeposition process (electrodeposition) it is, manufactured the methods of pigment dispersion method (pigment dispersion).
The most common practice of aforesaid pigments dispersion method be pigment is scattered in 200 to 400nm wave-length coverages have it is photosensitive Property composition in, recycle light shield etching method to manufacture colored filter.
Because aforesaid pigments dispersion method uses pigment, therefore it is stable to light or heat etc., so using relatively simple Single technique manufactures colored filter.Also, aforesaid pigments dispersion method can be scattered by the particle diameter and control that reduce pigment Spend to control brightness and contrast.
However, in pigment dispersion method, if increasing pigment content to improve colour purity, brightness may with contrast Relatively reduce, and foregoing problems can not be solved only by the particle diameter of control pigment.
Therefore, it is a kind of to substitute pigment using dyestuff as to overcome the method for the limitation of aforesaid pigments dispersion method Method has been suggested.
However, because dyestuff is insoluble in solvent, therefore the usable content of dyestuff is restricted.Although someone builds View, when dye content is high, is being dried for example, by improving the various methods for improving dye content such as colorant dissolubility Dyestuff may separate out after roasting or heat resistance may reduce, so that but being still had the problems such as reduction light transmittance.
The content of the invention
Therefore, a purpose of the invention is to provide a kind of photosensitive polymer combination, and it can manufacture a kind of with excellent Light transmittance, brightness, contrast and colour purity, and the colored filter with good heat resistance.
Another object of the present invention is to provide one kind to use colored filter made of foregoing.
According to one embodiment of the invention, there is provided a kind of photosensitive polymer combination for colored filter, it is included Binder resin;Reactive unsaturated compound;Blue pigment;Have 430 to 465nm wave-length coverages and be equal to or higher than 90% Light transmittance, and 495 to 505nm wave-length coverages have equal to or less than 55% light transmittance dyestuffs;Polymerisation rises Beginning agent;And solvent.
According to another embodiment of the present invention, there is provided a kind of photosensitive polymer combination for colored filter, it is wrapped Resin containing binder;Reactive unsaturated compound;Viridine green;Have 530 to 540nm wave-length coverages and be equal to or higher than 95% light transmittance, and in 580 to the 590nm wave-length coverages dyestuffs with the light transmittance equal to or less than 55%;Polymerization is anti- Answer initiator;And solvent.
In the composition of above-described embodiment, the dyestuff can be a kind of compound represented by following chemical formula 1:
[chemical formula 1]
In the chemical formula 1,
M is copper, cobalt, aluminium, zinc, nickel, platinum or chromium;
N is nitrogen;
R1To R16It is each independently hydrogen atom, halogen atom, carboxyl, hydroxyl, sulfonic group, the sulphur substituted by a heterocyclic radical Dialkylaminobenzoic acid, sulfonic acid hydroxyl, sulfonic acid alkoxy, sulfonic acid aryl, the alkyl of carbon number 1 to 20, the cycloalkyl of carbon number 3 to 20, carbon number 6 to 20 aryl, the miscellaneous alkyl of carbon number 1 to 20, the heteroaryl of the Heterocyclylalkyl of carbon number 3 to 20 or carbon number 3 to 20.
The dyestuff preferably can be a kind of compound represented by following chemical formula 2:
[chemical formula 2]
In the chemical formula 2,
M is copper, cobalt, aluminium, zinc, nickel, platinum or chromium;
N is nitrogen;
O is oxygen;
RaTo RhIt is each independently aryl, the carbon of the alkyl of carbon number 1 to 20, the cycloalkyl of carbon number 3 to 20, carbon number 6 to 20 The heteroaryl of the miscellaneous alkyl of number 1 to 20, the Heterocyclylalkyl of carbon number 3 to 20 or carbon number 3 to 20.
It is equal to or higher than 90% 430 to 465nm wave-length coverages light transmittance in addition, having, and 495 to 505nm ripples The dyestuff of spectral characteristic of the long scope light transmittance equal to or less than 55%, is preferably selected from eight (2- ethyl hexyl oxies) copper phthalocyanines (Octa (2-ethylhexyloxy) Cu Phthalocyanine), eight (2- ethyl hexyl oxies) cobalt phthalocyanine (Octa (2- Ethylhexyloxy) Co Phthalocyanine), eight (2- ethyl hexyl oxies) aluminium phthalocyanine (Octa (2- Ethylhexyloxy) Al Phthalocyanine), eight (2- ethyl hexyl oxies) ZnPc (Octa (2- Ethylhexyloxy) Zn Phthalocyanine), eight (2- ethyl hexyl oxies) nickel phthalocyanine (Octa (2- Ethylhexyloxy) Ni Phthalocyanine), eight (2- ethyl hexyl oxies) platinum phthalocyanine (Octa (2- Ethylhexyloxy) Pt Phthalocyanine) and eight (2- ethyl hexyl oxies) chromium phthalocyanine (Octa (2- Ethylhexyloxy) Cr Phthalocyanine) at least one of compound.
It is equal to or higher than 95% 530 to 540nm wave-length coverages light transmittance in addition, having, and 580 to 590nm ripples The dyestuff of spectral characteristic of the long scope light transmittance equal to or less than 55%, is preferably selected from eight (Isosorbide-5-Nitrae, 7,10- tetra- oxa- hendecanes Base) copper phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Cu Phthalocyanine), the eight (oxa-s of 1,4,7,10- tetra- Undecyl) cobalt phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Co Phthalocyanine), eight (1,4,7,10- Four oxaundecyls) aluminium phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Al Phthalocyanine), eight (1, The oxaundecyls of 4,7,10- tetra-) ZnPc (Octa (1,4,7,10-tetraoxaundecyl) Zn Phthalocyanine), eight (oxaundecyls of 1,4,7,10- tetra-) nickel phthalocyanine (Octa (1,4,7,10- Tetraoxaundecyl) Ni Phthalocyanine), eight (oxaundecyls of 1,4,7,10- tetra-) platinum phthalocyanines (Octa (1, 4,7,10-tetraoxaundecyl) Pt Phthalocyanine) and eight (oxaundecyls of 1,4,7,10- tetra-) chromium phthaleins At least one of cyanines (Octa (1,4,7,10-tetraoxaundecyl) Cr Phthalocyanine) compound.
Meanwhile the photosensitive polymer combination for colored filter of above-described embodiment, relative to the institute of 100 parts by weight Binder resin is stated, can be included:
The reactive unsaturated compound of 100 to 250 parts by weight;
The pigment of 5 to 150 parts by weight;
The dyestuff of 50 to 250 parts by weight;
The polymerization initiator of 5 to 50 parts by weight;And
The solvent of 100 to 500 parts by weight.
The binder resin can be a co-polymer, had by 10 to 40wt% at least one and be selected from (methyl) propylene Sour ((meth) acrylic acid), itaconic acid (itaconic acid), maleic acid (maleic acid), anti-butylene two Sour (fumaric acid), vinyl acetic acid (vinyl acetic acid), 2- acrylyl oxy-ethyl phthalandione hydrogen esters (2- Acryloyloxyethyl hydrogen phthalate) and 2- acryloxypropyl phthalandione hydrogen esters (2- Acryloyloxypropyl hydrogen phthalate) in ethene acidic group monomer, and at least the one of 60 to 90wt% Kind is selected from (methyl) isobutyl acrylate (isobutyl (meth) acrylate), (methyl) tert-butyl acrylate (tert- Butyl (meth) acrylate), (methyl) lauryl acrylate (lauryl (meth) acrylate), ste (methyl) aryl Acrylate (ste (meth) arylacrylate), (methyl) cyclohexyl acrylate (cyclohexyl (meth) acrylate), (methyl) isobornyl acrylate (isobonyl (meth) acrylate), (methyl) benzyl acrylate (bezyl (meth) Acrylate), (methyl) acrylic acid 2- hydroxy alkyl esters (2-hydroxyalkyl (meth) acrylate), (methyl) acrylic acid three Methoxybutyl (trimethoxybutyl (meth) acrylate), ethyl carbitol (methyl) acrylate (ethylcarbitol (meth) acrylate), (methyl) phenoxyethyl acrylate (phenoxyethyl (meth) Acrylate), (methyl) acrylic acid 4- hydroxyls butyl ester (4-hydroxybutyl (meth) acrylate), phenoxy group ethylene glycol (methyl) acrylate (phenoxyethyleneglycol (meth) acrylate), (methyl) HEA (2- Hydroxyethyl (meth) acrylate), (methyl) acrylic acid 2- hydroxypropyl esters (2-hydroxypropyl (meth) Acrylate), 2- acryloyl-oxyethyls 2- hydroxypropyls (methyl) phthalic acid ester (2-acryloxyethyl 2- Hydroxypropyl (meth) phthalate), 2- hydroxyl -3- phenoxy propyl (methyl) acrylate (2-hydroxy-3- Phenoxypropyl (meth) acrylate), triethyl group siloxy ethyl (methyl) methyl acrylate (triethylsiloxylethyl (meth) acrylate) and ethyl triethylene glycol (methyl) acrylate (methyl) acrylate monomer in (ethyltriglycol (meth) acrylate) is polymerized.
Also, the reactive unsaturated compound can be selected from ethylene glycol two (methyl) acrylate (ethyleneglycol di (meth) acrylate), (methyl) acrylate of diethylene glycol two (diethyleneglycol Di (meth) acrylate), triethylene glycol two (methyl) acrylate (triethyleneglycol di (meth) Acrylate), propane diols two (methyl) acrylate (propyleneglycol di (meth) acrylate), 1,4- butanediols Two (methyl) acrylate (1,4-butandiol di (meth) acrylate), 1,6-HD two (methyl) acrylate (1,6-hexanediol di (meth) acrylate), neopentyl glycol two (methyl) acrylate (neopentylglycol di (meth) acrylate), pentaerythrite two (methyl) acrylate (pentaerythritol di (meth) acrylate), season Penta tetrol three (methyl) acrylate (pentaerythritol tri (meth) acrylate), pentaerythrite four (methyl) third Olefin(e) acid ester (pentaerythritol tetra (meth) acrylate), pentaerythrite five (methyl) acrylate (pentaerythritol penta (meth) acrylate), pentaerythrite six (methyl) acrylate (pentaerythritol hexa (meth) acrylate), dipentaerythritol two (methyl) acrylate (dipentaerythritol di (meth) acrylate), dipentaerythritol three (methyl) acrylate (dipentaerythritol tri (meth) acrylate), dipentaerythritol four (methyl) acrylate (dipentaerythritol tetra (meth) acrylate), dipentaerythritol five (methyl) acrylate (dipentaerythritol penta (meth) acrylate), dipentaerythritol six (methyl) acrylate (dipentaerythritol hexa (meth) acrylate), bisphenol-A two (methyl) acrylate (bisphenol A di (meth) acrylate), trimethylolpropane tris (methyl) acrylate (trimethylolpropane tri (meth) Acrylate), epoxy novolac (methyl) acrylate (novolacepoxy (meth) acrylate), two seasons penta with carboxyl Tetrol five (methyl) acrylate (dipentaerythritol penta (meth) acrylate) derivative, oxirane third Triol trimethylolpropane tris (methyl) acrylate (ethyleneoxide glycerin trimethylolpropanetri (meth) acrylate), expoxy propane glycerine three (methyl) acrylate (propyleneoxide glycerin tri (meth) acrylate), epoxy (methyl) acrylate oligomer (epoxy (meth) acrylate oligomer), amido first Acid esters (methyl) acrylate oligomer (urethane (meth) acrylate oligomer), sulfydryl (methyl) acrylate Oligomer (thiol (meth) acrylate oligomer) and polyester (methyl) acrylate oligomer (polyester (meth) acrylate oligomer) at least one of compound.
According to another embodiment of the present invention, there is provided one kind uses colorized optical filtering made of above-mentioned photosensitive polymer combination Piece.
Because the photosensitive polymer combination for colored filter of the present invention includes the dye with certain spectroscopic characteristics Material and pigment, therefore using colored filter made of photosensitive resin combination have excellent light transmittance, brightness, Contrast and colour purity, and there is good heat resistance.
Brief description of the drawings
Fig. 1 a to Fig. 1 b and Fig. 2 a to Fig. 2 b are the face that display can be made an addition in composition according to embodiments of the present invention The spectrum character diagram of material and dyestuff.
Fig. 3 and Fig. 4 is special using the comparative spectrum of colored filter made of the composition of embodiment and comparative example Property figure.
Fig. 5 a to Fig. 5 b displays are shone using the outward appearance amplification of colored filter made of the composition of embodiments of the invention Piece.
Embodiment
Hereinafter, photosensitive polymer combination according to an embodiment of the invention will be illustrated and use the photoresist group Colored filter made of compound.
Unless otherwise indicated, the noun used in this specification is defined as below.
First, " (methyl) acrylic acid " typically refers to acrylic acid and/or methacrylic acid.
Also, " (methyl) acrylate " typically refers to acrylate and/or methacrylate.
Also, " alkyl " is defined as the alkyl for including carbon number 1 to 20;" cycloalkyl " is defined as the ring for including carbon number 3 to 20 Alkyl;" aryl " is defined as the aryl for including carbon number 6 to 20;" miscellaneous alkyl " is defined as the miscellaneous alkyl for including carbon number 1 to 20;It is " miscellaneous Cycloalkyl " is defined as the Heterocyclylalkyl for including carbon number 3 to 20;" heteroaryl " is defined as the heteroaryl for including carbon number 3 to 20. This, " miscellaneous " refers at least one carbon atom and substituted by an atom in oxygen, sulphur, nitrogen, phosphorus, silicon and combinations thereof.
Meanwhile inventor is in the research process card that the photosensitive polymer combination for colored filter is repeated Real, if the collocation pigment of the dyestuff with certain spectroscopic characteristics is used together, the photosensitive polymer combination can be made into can Excellent light transmittance, brightness, contrast and colour purity are shown, and the colored filter of good heat resistance can be shown.
According to one embodiment of the invention, there is provided a kind of photosensitive polymer combination for colored filter, it is included Binder resin;Reactive unsaturated compound;Blue pigment;Have 430 to 465nm wave-length coverages and be equal to or higher than 90% Light transmittance, and 495 to 505nm wave-length coverages have equal to or less than 55% light transmittance dyestuffs;Polymerisation rises Beginning agent;And solvent.
According to another embodiment of the present invention, there is provided a kind of photosensitive polymer combination for colored filter, it is wrapped Resin containing binder;Reactive unsaturated compound;Viridine green;Have 530 to 540nm wave-length coverages and be equal to or higher than 95% light transmittance, and in 580 to the 590nm wave-length coverages dyestuffs with the light transmittance equal to or less than 55%;Polymerization is anti- Answer initiator;And solvent.
Hereinafter, it will illustrate what the photosensitive polymer combination for colored filter according to embodiments of the present invention can include Various constituents.
Binder resin
Binder resin ensures the dispersion stabilization of pigment and dyestuff etc., while to be formed in developing process The pixel of required resolution ratio.
It is not particularly limited for binder resin, may be selected from the resin group for being used for colored filter in the art The binder resin that compound often uses.
According to one embodiment of the invention, the binder resin can be at least one monomer with ethene acidic group and extremely The co-polymer of few one kind (methyl) acrylate monomer.
The binder resin can be 10 to the 40wt% monomer and 60 to 90wt% (methyl) with ethene acidic group The co-polymer of acrylate monomer, preferably 20 to the 40wt% monomer and 60 to 80wt% (first with ethene acidic group Base) acrylate monomer co-polymer, more preferably 25 to the 35wt% monomer and 65 to 75wt% with ethene acidic group (methyl) acrylate monomer co-polymer.
Specifically, if content of the monomer with ethene acidic group in binder resin is less than 10wt%, feel Solubility of the photosensitive resin composition in alkaline developer may reduce.If the also, monomer with ethene acidic group Content in binder resin is higher than 40wt%, then bright spot may be produced in the developing process using alkaline developer (pattern loss) and tear phenomenon (tearing).If also, (methyl) acrylate monomer is in binder resin In content be less than 60wt%, then the adhesion with substrate in developing process may reduce, and cause the tear phenomenon of pattern The glacing flatness (straightness) for becoming pattern that is serious and being formed is deteriorated.If also, (methyl) acrylate monomer Content in binder resin is higher than 90wt%, then may increase the time required to development, so that reducing yield.
The monomer with ethene acidic group can be selected from (methyl) acrylic acid ((meth) acrylic acid), itaconic acid (itaconic acid), maleic acid (maleic acid), fumaric acid (fumaric acid), vinyl acetic acid (vinyl acetic acid), 2- acrylyl oxy-ethyl phthalandione hydrogen esters (2-acryloyloxyethyl hydrogen ) and 2- acryloxypropyl phthalandiones hydrogen ester (2-acryloyloxypropyl hydrogen phthalate) phthalate At least one of compound.
In addition, (methyl) acrylate monomer can be selected from (methyl) isobutyl acrylate (isobutyl (meth) Acrylate), (methyl) tert-butyl acrylate (tert-butyl (meth) acrylate), (methyl) lauryl acrylate (lauryl (meth) acrylate), ste (methyl) aryl-acrylic acid esters (ste (meth) arylacrylate), (methyl) third Olefin(e) acid cyclohexyl (cyclohexyl (meth) acrylate), (methyl) isobornyl acrylate (isobonyl (meth) Acrylate), (methyl) benzyl acrylate (bezyl (meth) acrylate), (methyl) acrylic acid 2- hydroxy alkyl esters (2- Hydroxyalkyl (meth) acrylate), (methyl) acrylic acid trimethoxy butyl ester (trimethoxybutyl (meth) Acrylate), ethyl carbitol (methyl) acrylate (ethylcarbitol (meth) acrylate), (methyl) acrylic acid Ethyl phenoxy (phenoxyethyl (meth) acrylate), (methyl) acrylic acid 4- hydroxyl butyl esters (4-hydroxybutyl (meth) acrylate), phenoxy group ethylene glycol (methyl) acrylate (phenoxyethyleneglycol (meth) Acrylate), (methyl) HEA (2-hydroxyethyl (meth) acrylate), (methyl) acrylic acid 2- Hydroxypropyl ester (2-hydroxypropyl (meth) acrylate), the adjacent benzene two of 2- acryloyl-oxyethyl 2- hydroxypropyls (methyl) Formic acid esters (2-acryloxyethyl 2-hydroxypropyl (meth) phthalate), 2- hydroxyl -3- phenoxy propyl (first Base) acrylate (2-hydroxy-3-phenoxypropyl (meth) acrylate), triethyl group siloxy ethyl (methyl) third E pioic acid methyl ester (triethylsiloxylethyl (meth) acrylate) and ethyl triethylene glycol (methyl) acrylate At least one of (ethyltriglycol (meth) acrylate) compound.
In addition, the dispersion stabilization etc. with the adhesion of substrate, adding ingredient is contemplated, it is preferable that the binder tree Fat has 5,000 to 50,000 weight average molecular weight (Mw).
Using the gross weight of photosensitive polymer combination as base Huaihe River, the content of the binder resin can be 5 to 15wt%.Tool For body, it is preferable that the content of the binder resin is equal to or higher than 5wt%, to show adding by binder resin The minimum dispersion stabilization that adds and have, film strength, heat resistance etc..It is if described also, the binder resin uses excessively The stickiness of photosensitive polymer combination can excessively increase and reduce the optical property of photosensitive polymer combination, physical property, with And process efficiency.In order to improve this problem, it is preferable that the content of the binder resin is equal to or less than 15wt%.
Reactive unsaturated compound
Reactive unsaturated compound is included according to the photosensitive polymer combination for colored filter of the present invention.Institute State the reactive unsaturated compound collocation binder resin and assign the photosensitive polymer combination stickiness and ensure Film strength.
Specifically, the reactive unsaturated compound may be selected from heat polymerization (thermal Polymerization) or photopolymerization reaction (photopolymerization) monomer, heat polymerization or photopolymerization reaction are few Polymers and its mixture.
Heat polymerization or the photopolymerization reaction monomer can be selected from ethylene glycol two (methyl) acrylate (ethyleneglycol di (meth) acrylate), (methyl) acrylate of diethylene glycol two (diethyleneglycol Di (meth) acrylate), triethylene glycol two (methyl) acrylate (triethyleneglycol di (meth) Acrylate), propane diols two (methyl) acrylate (propyleneglycol di (meth) acrylate), 1,4- butanediols Two (methyl) acrylate (1,4-butanediol di (meth) acrylate), 1,6-HD two (methyl) acrylate (1,6-hexanediol di (meth) acrylate), neopentyl glycol two (methyl) acrylate (neopentylglycol di (meth) acrylate), pentaerythrite two (methyl) acrylate (pentaerythritol di (meth) acrylate), season Penta tetrol three (methyl) acrylate (pentaerythritol tri (meth) acrylate), pentaerythrite four (methyl) third Olefin(e) acid ester (pentaerythritol tetra (meth) acrylate), pentaerythrite five (methyl) acrylate (pentaerythritol penta (meth) acrylate), pentaerythrite six (methyl) acrylate (pentaerythritol hexa (meth) acrylate), dipentaerythritol two (methyl) acrylate (dipentaerythritol di (meth) acrylate), dipentaerythritol three (methyl) acrylate (dipentaerythritol tri (meth) acrylate), dipentaerythritol four (methyl) acrylate (dipentaerythritol tetra (meth) acrylate), dipentaerythritol five (methyl) acrylate (dipentaerythritol penta (meth) acrylate), dipentaerythritol six (methyl) acrylate (dipentaerythritol hexa (meth) acrylate), bisphenol-A two (methyl) acrylate (bisphenol A di (meth) acrylate), trimethylolpropane tris (methyl) acrylate (trimethylolpropane tri (meth) Acrylate), epoxy novolac (methyl) acrylate (novolac epoxy (meth) acrylate), two seasons with carboxyl Penta tetrol five (methyl) acrylate (dipentaerythritol penta (meth) acrylate) derivative, oxirane Glycerine trimethylolpropane tris (methyl) acrylate (ethyleneoxide glycerin trimethylopropane Tri (meth) acrylate) and expoxy propane glycerine three (methyl) acrylate (propyleneoxide glycerin Tri (meth) acrylate) at least one of compound.
In addition, the heat polymerization or photopolymerization reaction oligomer can be selected from epoxy (methyl) acrylate oligomer (epoxy (meth) acrylate oligomer), amido formate (methyl) acrylate oligomer (urethane (meth) Acrylate oligomer), sulfydryl (methyl) acrylate oligomer (thiol (meth) acrylate oligomer), with And at least one of polyester (methyl) acrylate oligomer (polyester (meth) acrylate oligomer) oligomerization Thing.
Using the binder resin of 100 parts by weight as base Huaihe River, the content of the reactive unsaturated compound can be 100 To 250 parts by weight, preferably 150 to 250 parts by weight, more preferably 100 to 200 parts by weight.Specifically, in order to improve due to Caused by the low curing degree (curing degree) of photoresist the problem of being difficult to pattern, relative to 100 parts by weight The binder resin, it is preferable that the content of the reactive unsaturated compound is equal to or higher than 100 parts by weight.If in addition, The addition of the reactive unsaturated compound is excessive, and the curing degree of the photosensitive polymer combination can excessively increase, with It can become serious as the tear phenomenon of the pattern in development, and the glacing flatness of pattern can reduce.In order to improve this problem, relative to The binder resin of 100 parts by weight, it is preferable that the content of the reactive unsaturated compound is equal to or less than 250 weights Measure part.
Pigment
Pigment is included according to the photosensitive polymer combination of the present invention.
The pigment can be that the colored resin composition for colored filter in technical field often makes Blueness or viridine green.
The blue pigment can be the blue pigment based on copper phthalocyanine (copper phthalocyanine), preferably Compound is classified with the color index (color index) of pigment, and including color index alizarol saphirol (Color Index (C.I.)Pigment Blue)15、15:3、15:4、15:6th, the blue pigment such as 60.
The viridine green can be the green face based on halogenated phthalocyanines (halogenated phthalocyanine) Material, preferred compound are classified with the color index (color index) of pigment, and including color index naphthol green (Color Index (C.I.) Pigment Green) viridine greens such as 7,36,58.
The pigment can be added directly in the photosensitive polymer combination of the present invention in itself with its pigment, or to include The forms such as the dispersible pigment dispersion of dispersant or solvent are added in the photosensitive polymer combination of the present invention.
As the dispersant that can be included in the dispersible pigment dispersion, optionally using non-ionic dispersing agent, from Subtype dispersant or cationic dispersing agent, its specific embodiment may include polyolefin diols (polyalkyleneglycol) And its ester;Polyethylene glycol oxide (polyoxyalkylene);Polyol ester alkylene oxide adduct (multivalent alcohol ester alkylene oxide adduct);Alcohol alkylene oxide adduct (alcohol alkylene oxide adduct);Alkane Base amine (alkylamine) and combinations thereof.Also, relative to the pigment of 100 parts by weight, the content of the dispersant can be 10 To 20 parts by weight.
As the solvent that can be included in the dispersible pigment dispersion, glycol acetate (ethyleneglycol can be used Acetate), ethyl cellosolve (ethyl cellosolve), propylene glycol methyl ether acetate (propyleneglycol Methylether acetate), ethyl lactate (ethyl lactate), polyethylene glycol (polyethyleneglycol), ring Hexanone (cyclohexanone), propylene glycol monomethyl ether (propyleneglycol methylether) etc..Preferably, the solvent Content control be that to enable the pigment to the solid content of dispersion liquid be 5 to 30wt%.
Meanwhile the particle diameter of the pigment is considered dispersion stabilization and pixel resolution etc. and determined, and the pigment Number average particle size (number average particle diameter) can be 30 to 200nm.
On the basis of the binder resin of 100 parts by weight, the content of the pigment can be 50 to 150 parts by weight, excellent Elect 75 to 150 parts by weight, more preferably 75 to 125 parts by weight as.Specifically, the colour gamut (color using pigment is contemplated Gamut), pattern-forming (pattern formability), adhesion (adhesion), curability (curing Property) etc., the content of the pigment is preferably within the above range.
Dyestuff
Dyestuff is included according to the photosensitive polymer combination of the present invention.
In other words, photosensitive polymer combination of the invention include dyestuff (auxiliary dyestuff (auxiliary dye)) with Above-mentioned pigment (main pigments).According to the present invention, the dyestuff has unique spectral characteristic in specific wave-length coverage, and Controlled by the synergy (synergistic action) of the pigment with showing particular color by the photoresist The light transmittance and light breadth of penetration (light transmission width) for the colored filter that composition is formed, use and carry High colour purity, brightness and contrast etc..
According to one embodiment of the invention, if the pigment is blue pigment, the dyestuff represented by the chemical formula 1 can be With 430 to 465nm wave-length coverages light transmittance be equal to or higher than 90%, preferably 90 to 99%, more preferably 93 to 99%, And it is equal to or less than 55% 495 to 505nm wave-length coverages light transmittance, preferably 45 to 55%, more preferably 45 to 50% Spectral characteristic compound.
According to another embodiment of the present invention, if the pigment is viridine green, the dyestuff represented by the chemical formula 1 can For with 530 to 540nm wave-length coverages light transmittance be equal to or higher than 95%, preferably 95 to 99%, and 580 to 590nm wave-length coverages light transmittance is equal to or less than 55%, preferably 45 to 55%, more preferably 45 to 50% spectral characteristic Compound.
Dyestuff with above-mentioned spectral characteristic can be the compound represented by following chemical formula 1:
[chemical formula 1]
In the chemical formula 1,
M is copper, cobalt, aluminium, zinc, nickel, platinum or chromium;
N is nitrogen;
R1To R16It is each independently hydrogen atom, halogen atom, carboxyl, hydroxyl, sulfonic group, the sulphur substituted by a heterocyclic radical Dialkylaminobenzoic acid, sulfonic acid hydroxyl, sulfonic acid alkoxy, sulfonic acid aryl, the alkyl of carbon number 1 to 20, the cycloalkyl of carbon number 3 to 20, carbon number 6 to 20 aryl, the miscellaneous alkyl of carbon number 1 to 20, the heteroaryl of the Heterocyclylalkyl of carbon number 3 to 20 or carbon number 3 to 20.
Preferably, the dyestuff with above-mentioned spectral characteristic can be the compound represented by following chemical formula 2:
[chemical formula 2]
In the chemical formula 2,
M is copper, cobalt, aluminium, zinc, nickel, platinum or chromium;
N is nitrogen;
O is oxygen;
RaTo RhIt is each independently aryl, the carbon of the alkyl of carbon number 1 to 20, the cycloalkyl of carbon number 3 to 20, carbon number 6 to 20 The heteroaryl of the miscellaneous alkyl of number 1 to 20, the Heterocyclylalkyl of carbon number 3 to 20 or carbon number 3 to 20.
The compound represented by the chemical formula 1 or chemical formula 2 can be according to R1To R16Or RaTo RhStructure and substituent Length and differently show blueness or green.
According to one embodiment of the invention, the blue dyes for meeting above-mentioned spectral characteristic can be selected from eight (2- ethyl hexyl oxygen Base) copper phthalocyanine (Octa (2-ethylhexyloxy) Cu Phthalocyanine), eight (2- ethyl hexyl oxies) cobalt phthalocyanines (Octa (2-ethylhexyloxy) Co Phthalocyanine), eight (2- ethyl hexyl oxies) aluminium phthalocyanine (Octa (2- Ethylhexyloxy) Al Phthalocyanine), eight (2- ethyl hexyl oxies) ZnPc (Octa (2- Ethylhexyloxy) Zn Phthalocyanine), eight (2- ethyl hexyl oxies) nickel phthalocyanine (Octa (2- Ethylhexyloxy) Ni Phthalocyanine), eight (2- ethyl hexyl oxies) platinum phthalocyanine (Octa (2- Ethylhexyloxy) Pt Phthalocyanine) and eight (2- ethyl hexyl oxies) chromium phthalocyanine (Octa (2- Ethylhexyloxy) Cr Phthalocyanine) at least one of compound, but not limited to this.
In addition, according to one embodiment of the invention, the green colouring material that meets above-mentioned spectral characteristic can be selected from eight (Isosorbide-5-Nitrae, 7, The oxaundecyls of 10- tetra-) copper phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Cu Phthalocyanine), eight (oxaundecyls of 1,4,7,10- tetra-) cobalt phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Co Phthalocyanine), eight (oxaundecyls of 1,4,7,10- tetra-) aluminium phthalocyanine (Octa (1,4,7,10- Tetraoxaundecyl) Al Phthalocyanine), eight (oxaundecyls of 1,4,7,10- tetra-) ZnPcs (Octa (1, 4,7,10-tetraoxaundecyl) Zn Phthalocyanine), eight (oxaundecyls of 1,4,7,10- tetra-) nickel phthalocyanines (Octa (1,4,7,10-tetraoxaundecyl) Ni Phthalocyanine), eight (the oxa- hendecanes of 1,4,7,10- tetra- Base) platinum phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Pt Phthalocyanine) and eight (1,4,7,10- Four oxaundecyls) in chromium phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Cr Phthalocyanine) extremely A kind of few compound, but not limited to this.
On the basis of the binder resin of 100 parts by weight, the content of the dyestuff can be 50 to 250 parts by weight, excellent Elect 100 to 250 parts by weight, more preferably 100 to 200 parts by weight as.Specifically, in order to show addition dyestuff and it is caused most The spectral characteristic lifting effect of lower bound degree, on the basis of the binder resin of 100 parts by weight, the content of the dyestuff is preferred Equal to or higher than 50 parts by weight.If also, the dyestuff, using excessively, dyestuff may separate out after baking or heat resistance can It is able to can reduce, in order to improve this problem, on the basis of the binder resin of 100 parts by weight, the content of the dyestuff is preferred For 200 parts by weight.
Polymerization initiator
Polymerization initiator is included according to the photosensitive polymer combination for colored filter of the present invention.It is described poly- Closing reaction initiator can be activated by heat or light etc., described so as to trigger the polymerisation of above-mentioned reactive unsaturated compound The polymerization initiator often used in the art can be used in polymerization initiator.
According to one embodiment of the invention, the polymerization initiator may be selected from acetophenone-based compound (acetophenone-based compound), benzophenone-based compound (benzophenone-based compound), Thioxanthene keto compounds (thioxanthone-based compound), benzoin keto compounds (benzoin-based Compound), triazine-based compound (triazine-based compound), oximido compound (oxime-based Compound) and these compounds mixture.
Specifically, the polymerization initiator can be to include 2,2 '-diethoxy acetophenone (2,2 '- Diethoxyacetophenone), 2,2 '-dibutoxy acetophenone (2,2 '-dibutoxyacetophenone), (2- hydroxyls Base -2- Methylethyls) phenyl ketone ((2-hydroxy-2-methylethyl) phenylketone), p- three-level butyl trichlorine Acetophenone (p-t-butyltrichloroacetophenone), p- three-level butyl dichloroacetophenone (p-t- Butyldichloroacetophenone), 4- chloro-acetophenones (4-chloroacetophenone), 2,2 '-two chloro- 4- Metaphenoxy acetophenone (2,2 '-dichloro-4-phenoxyacetophenone), 2- methyl isophthalic acids-(4- (methyl mercapto) benzene Base) -2- Lin Ji -1- acetone (2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropan- Acetophenone-based compound 1-one) etc.;Including benzophenone (benzophenone), benzoylbenzoic acid (benzoylbenzoic acid), phenacyl benzoic acid (benzoyl methylbenzoic acid), 4- phenyl two Benzophenone (4-phenyl benzophenone), dihydroxy benaophenonel (hydroxy benzophenone), acroleic acid esterification two Benzophenone (acrylated benzophenone), 4,4 '-bis- (dimethyl amido) benzophenone (4,4 '-bis (dimethyl Amino) benzophenone), 4,4 '-bis- (diethyl amido) benzophenone (4,4 '-bis (diethyl amino) Benzophenone), 4,4 '-dichloro benzophenone (4,4 '-dichlorobenzophenone), 3,3 '-dimethyl -2- The benzophenone-based compound of methoxy benzophenone (3,3 '-dimethyl-2-methoxybenzophenone) etc.;Including Thioxanthones (thioxanthone), CTX (2-chlorothioxanthone), 2- methyl thioxanthones (2- Methylthioxanthone), isopropyl thioxanthone (isopropyl thioxanthone), 2,4- diethyl thioxanthones (2, 4-diethyl thioxanthone), 2,4- diisopropylthioxanthones (2,4-diisopropyl thioxanthone), 2- The thioxanthene keto compounds of clopenthixal ketone (2-chloro thioxanthone) etc.;Including diphenylhydroxyethanone (benzoin), two Benzyl carbinol ketone methyl ether (benzoin methyl ether), diphenylhydroxyethanone ether (benzoin ethyl ether), hexichol second Alcohol ketone isopropyl ether (benzoin isopropyl ether), diphenylhydroxyethanone isobutyl ether (benzoin isobutyl ether), The benzoin keto compounds of benzyl dimethyl ketal (benzyldimethylketal) etc.;It is chloro- including 2,4,6- tri- Double (the trichloromethyl)-s- triazines (2- of s- triazines (2,4,6-trichloro-s-triazine), 2- phenyl -4,6- Phenyl-4,6-bis (trichloro methyl)-s-triazine), 2- (3 ', 4 '-dimethoxy-styryl) -4, Double (trichloromethyl)-s- triazines (2- (3 ', the 4 '-dimethoxy styryl) -4,6-bis (trichloro of 6- Methyl)-s-triazine), double (the trichloromethyl)-s- triazines of 2- (4 '-methoxyl group naphthyl) -4,6- (2- (4 ' - Methoxy naphthyl) -4,6-bis (trichloromethyl)-s-triazine), 2- (p- methoxyphenyl) - Double (trichloromethyl)-s- triazines (2- (p-methoxy phenyl) -4,6-bis (trichloro the methyl)-s- of 4,6- Triazine), double (trichloromethyl)-s- triazines (2- (p-tolyl) -4,6-bis of 2- (p- tolyl) -4,6- (trichloromethyl)-s-triazine), double (the trichloromethyl)-s- triazines (2- of 2- diphenyl -4,6- Dipenyl-4,6-bis (trichloro methyl)-s-triazine), double (trichloromethyl) -6- styryls-s- Triazine (bis (trichloro methyl) -6-styryl-s-triazine), 2- (naphthols -1- bases) -4,6- double (three Chloromethyl)-s- triazines (2- (naphtho 1-yl) -4,6-bis (trichloro methyl)-s-triazine), 2- Double (trichloromethyl)-s- triazines (2- (the 4-methoxy naphtho 1- of (4- methoxynaphthol -1- bases) -4,6- Yl) -4,6-bis (trichloromethyl)-s-triazine), 2,4- trichloromethyls (piperonyl) -6- triazines (2,4- Trichloro methyl (piperonyl) -6-triazine), 2,4- trichloromethyls (4 '-methoxyl-styrene) - The triazine-based compound of 6- triazines (2,4-trichloro methyl (4 '-methoxy styryl) -6-triazine) etc.; Including 1,2- octanediones -1- (4- phenyls) phenyl -2- (o- benzoyl oximes) (1,2-octanedione- 1- (4-phenylthio) phenol-2- (o-benzoyloxime) and ethyl ketone -1- (9- ethyls) -6- (2- toluyls Base -3- bases) -1- (o-acetyl base oxime) (ethanone-1- (9-ethyl) -6- (2-methylbenzoyl-3-yl) -1- (o- )) etc. acetyloxime oximido compound;Or the mixture of these compounds.
In addition, click can be used to sit based compound (carbazole-based as the polymerization initiator Compound), diketone based compound (diketone compound), boric acid sulfonium based compound (sulfonium borate- Based compound), diazo compound (diazo-based compound), two miaows sit based compound Compounds such as (biimidazole-based compound).
Be contemplated because caused by unreacted initiator after polymerisation light transmittance reduce the problem of, the polymerisation rise The content of beginning agent with can fully initiated polymerization determined.According to the present invention, with the binder tree of 100 parts by weight On the basis of fat, the content of the polymerization initiator can be 5 to 50 parts by weight, preferably 10 to 50 parts by weight, be more preferably 10 to 40 parts by weight.
Solvent
Solvent is included according to the photosensitive polymer combination for colored filter of the present invention.
The solvent is added to control the solubility of composition contained in the composition etc. and stickiness, As long as the solvent does not react with mentioned component and has compatibility with mentioned component, just it is not particularly limited, can be used The solvent often used in the art.
According to one embodiment of the invention, the solvent can be such as methanol (methanol), ethanol (ethanol), different Propyl alcohol (isopropylalcohol), butanol (butylalcohol), phenmethylol (benzylalcohol), DAA Etc. (diacetonealcohol) alcohols;Such as dichloroether (dichloroethylether), n-butyl ether (n- Butylether), isoamyl ether (diisoamylether), methyl phenyl ether (methylphenylether), tetrahydrofuran Etc. (tetrahydrofurane) ethers;Such as glycol monoethyl ether (ethyleneglycol monomethylether), Glycol ether (glycol ether) class of ethylene glycol monoethyl ether (ethylene glycol monoethylether) etc.;Such as Methylcellosolve acetate (methyl cellosolve acetate), ethyl cellosolve acetate (ethyl cellosolve Acetate), the cellosolve acetate of ethylene glycol diethyl ether acetic acid esters (diethyl cellosolve acetate) etc. (cellosolve acetate) class;Such as Methylethyl carbitol (methylethyl carbitol), diethyl carbitol (diethyl carbitol), diethylene glycol monomethyl ether (diethylene glycol monomethylether), diethylene glycol Single ether (diethylene glycol monoethylether), diethylene glycol dimethyl ether (diethylene glycol Dimethylether), diethylene glycol ethylmethyl ether (diethylene glycol methylethylether), diethylene glycol two Carbitol (carbitol) class of ether (diethylene glycol diethylether) etc.;Such as propylene glycol methyl ethyl Acetate (propyleneglycol methylethyl acetate), propylene glycol methyl ether acetate (propyleneglycol Methylether acetate), propylene glycol propyl ether acetate (propyleneglycol propylether acetate) etc. Alkyl ether acetate (alkylether acetates) class;The virtue of toluene (toluene), dimethylbenzene (xylene) etc. Fragrant hydrocarbon (aromatic hydrocarbons) class;Such as methyl ethyl ketone (methylethylketone), cyclohexanone (cyclohexanone), 4- hydroxy-4-methyl-2-pentanones, (4-hydroxy-4-methyl-2-pentanone), first Base-n-propyl ketone (methyl-n-propylketone), methyl-normal-butyl ketone (methyl-n-butylketone), first Ketone (ketones) class of base-n- amyl ketones (methyl-n-amylketone), 2-HEPTANONE (2-heptanone) etc.;Such as Ethyl acetate (acetic acid ethyl), n-butyl acetate (acetic acid-n-butyl), isobutyl acetate (acetic Acid isobutyl) etc. representative examples of saturated aliphatic monocarboxylic acid Arrcostab (saturated aliphatic monocarboxylic Acid alkyl esters) class;Such as methyl lactate (lactic acid methyl), ethyl lactate (lactic acid ) etc. ethyl lactate (lactic acid ester) class;Such as fluoroacetic acid methyl esters (oxy acetic acid methyl), The fluoroacetic acid of fluoroacetic acid ethyl ester (oxy acetic acid ethyl), fluoroacetic acid butyl ester (oxy acetic acid butyl) etc. Arrcostab (oxy acetic acid alkyl ester) class;Such as methoxyimino acetic acid methyl esters (methoxy acetic acid Methyl), ethyl methoxyacetate (methoxy acetic acid ethyl), methoxyimino acetic acid butyl ester (mexhoty acetic Acid butyl), ethoxy methyl acetate (ethoxy acetic acid methyl), ethoxyacetate (ethoxy Acetic acid ethyl) etc. alcoxyl alkyl acetate (alkoxy acetic acid alkyl ester) class;Such as 3- oxygen methyl propionate (3-oxy propionic acid methyl), 3- oxygen ethyl propionate (3-oxy propionic acid ) etc. ethyl 3- oxygen alkyl propionates (3-oxy propionic acid alkyl ester) class;Such as 3- methoxies propionic acid Methyl esters (3-methoxy propionic acid methyl), 3- methoxies ethyl propionate (3-methoxy propionic Acid ethyl), 3- ethoxies ethyl propionate (3-ethoxy propionic acid ethyl), 3- ethoxy methyl propionates (3- Ethoxy propionic acid methyl) etc. 3- alkoxy propionic acids Arrcostab (3-alkoxy propionic acid Alkyl ester) class;Such as 2- oxygen methyl propionate (2-oxy propionic acid methyl), 2- oxygen ethyl propionates (2-oxy propionic acid ethyl), 2- oxygen propyl propionate (2-oxy propionic acid propyl) etc. 2- oxygen alkyl propionates (2-oxy propionic acid alkyl ester) class;Such as 2- methoxies methyl propionate (2- Methoxy propionic acid methyl), 2- methoxies ethyl propionate (2-methoxy propionic acid Ethyl), 2- ethoxies ethyl propionate (2-ethoxy propionic acid ethyl), 2- ethoxy methyl propionates (2- Ethoxy propionic acid methyl) etc. 2- alkoxy propionic acids Arrcostab (2-alkoxy propionic acid Alkyl ester) class;Such as 2- oxygen -2 Methylpropionic acid methyl esters (2-oxy-2-methyl propionic acid Methyl), the 2- of 2- oxygen -2 Methylpropionic acid ethyl ester (2-oxy-2-methyl propionic acid ethyl) etc. Oxygen -2 Methylpropionic acid ester (2-oxy-2-methyl propionic acid ester) class;Such as 2- methoxies -2- methyl Methyl propionate (2-methoxy-2-methyl propionic acid methyl), 2- ethoxies -2 Methylpropionic acid ethyl ester Single oxygen of the 2- alkoxies -2 Methylpropionic acid alkyl of (2-ethoxy-2-methyl propionic acid ethyl) etc. Monocarboxylic acid Arrcostab (monooxy monocarboxylic acid alkyl ester of 2-alkoxy-2-methyl Propionic acid alkyl) class;Such as 2 hydroxy propanoic acid ethyl ester (2-hydroxy propionic acid ethyl), 2- hydroxy-2-methyls ethyl propionate (2-hydroxy-2-methyl propionic acid ethyl), hydroxyacetic acid second Ester (hydroxyl acetic acid ethyl), 2- hydroxy-3-methyl methyl butyrates (2-hydroxy-3-methyl Butyric acid methyl) etc. ester (ester) class;The ketone of ethyl pyruvate (pyruvic acid ethyl) etc. Acid esters (ketonic acid ester) class;Or the mixture of these compounds.
In addition, the solvent may include N-METHYLFORMAMIDE (N-methylformamide), DMF (N, N-dimethylformamide), N- methyl formyl anilines (N-methylformanilide), N- methylacetamides (N- Methylacetamide), DMAC N,N' dimethyl acetamide (N, N-dimethylacetamide), N- N-methyl 2-pyrrolidone Ns (N- Methylpyrrolidone), dimethyl sulfoxide (DMSO) (dimethylsulfoxide), benzyl ether (benzylethylether), hexyl ether (dihexylether), acetylacetone,2,4-pentanedione (acetylacetone), isophorone (isophorone), caproic acid (caproic acid), sad (caprylic acid), 1- octanols (1-octanol), 1- nonyls Alcohol (1-nonanol), benzylated polyol (benzylalcohol), benzyl acetate (acetic acid benzyl), ethyl benzoate (benzoic acid ethyl), diethy-aceto oxalate (oxalic acid diethyl), diethyl maleate (maleic Acid diethyl), gamma-butyrolacton (gamma-butyrolactone), ethyl carbonate (ethylene carbonate), carbon Propyl propionate (propylene carbonate), ethylene glycol monophenyl ether acetate (phenyl cellosolve acetate), second two Alcohol acetate (ethyleneglycol acetate), ethyl cellosolve (ethyl cellosolve), ethyl lactate (ethyl Lactate), polyethylene glycol (polyethyleneglycol) etc..
Compatibility and reactivity is contemplated, it is preferable that use such as ethylene glycol monoethyl ether as the solvent Glycol ether (glycol ether) class of (ethylene glycol monoethyl ether) etc.;Such as (ethyl Cellosolve acetate) etc. cellosolve acetate (cellosolve acetate) class;Such as 2 hydroxy propanoic acid ethyl ester Ester (ester) class of (2-hydroxy propionic acid ethyl) etc.;Such as diethylene glycol monomethyl ether Carbitol (carbitol) class of (diethyleneglycol monomethyl ether);Such as propylene glycol methyl ether acetate (propyleneglycol methylether acetate), propylene glycol propyl ether acetate (propylene glycol Propyl ether acetate) etc. propylene glycol alkyl ether acetate (propylene glycol alkylether Acetate) class;Glycol acetate (ethyleneglycol acetate), ethyl cellosolve (ethyl cellosolve), The mixture of ethyl lactate (ethyl lactate), polyethylene glycol (polyethyleneglycol) or these compounds.
The content of the solvent considers the volatilization of the stickiness of the photosensitive polymer combination, coating and the solvent Property etc. is determined.According to the present invention, on the basis of the binder resin of 100 parts by weight, the content of the solvent can be 100 to 500 parts by weight, preferably 150 to 450 parts by weight, more preferably 200 to 400 parts by weight.
Other additives
It can further include in the art according to the photosensitive polymer combination for colored filter of the present invention Other conventional additives.
Such additive can be the storage stability or coating and bonding for improving photosensitive polymer combination The composition of property etc..According to the present invention, the additive can be epoxide (epoxy compound), malonic acid (malonic Acid), 3- amidos -1,2- propane diols (3-amino-1,2-propandiol), silylation (silane based) lotus root are closed Agent, silicon substrate or fluorine-containing smoothing agent, interfacial agent etc..In addition, the content of the additive according to the physical property to be controlled come Determine, be not particularly limited, as long as being not adversely affected to the physical property of photosensitive polymer combination.
Meanwhile according to another object of the present invention, there is provided one kind uses colored made of above-mentioned photosensitive polymer combination Optical filter.
The colored filter is in addition to using the photosensitive polymer combination of the present invention, using in the art The mode that often uses manufactures.
According to one embodiment of the invention, the colored filter can be by rotary coating (spin coating) or slit Be coated with (slit coating), the photosensitive polymer combination be coated with 1 to 5 μm on a substrate, irradiation to form pattern, Handled and manufactured with developer afterwards, and if necessary, baking process (baking process) can be carried out to be formed Need pattern.
Hereinafter, preferred embodiment is described to help to understand the present invention.However, following examples are only to illustrate the present invention, The scope of the present invention is not limited thereto.
[preparation embodiment]
Prepare embodiment 1
(preparation of binder)
33wt% methacrylic acids (methacrylic acid), 40wt% methyl-props are included relative to 100 parts by weight Olefin(e) acid benzyl ester (benzylmethacrylate), 11wt% ethyl triethylene glycol methacrylates (ethyltriglycol Methacrylate) and 16wt% HEMAs (2-hydroxyethylmethacrylate) monomer Compound, mix the polymerization initiator (azodiisobutyronitrile, azobisisobutyronitrile) and 55 of 4 parts by weight The solvent (dihydroxypropane single-ether, propyleneglycol monoethylether) of parts by weight, and polymerize to prepare weight Average molecular weight is 30,000 fluoropolymer resin.
Prepare embodiment 2-1
(the synthesis of blue dyes:Eight (2- ethyl hexyl oxies) copper phthalocyanines)
By the smelly benzene (1,2-Di (2- of about 12.8 grams of 1,2- bis- (2- ethyl hexyl oxies) -4,5- two Ethylhexyloxy) -4,5-dibromobenzene) and about 7.0 grams of copper cyanider (Copper cyanide) be added to solvent In dimethylformamide (Dimethylformamide) (about 130mL), aforementioned mixture is stirred at room temperature in nitrogen environment 5 hours.Afterwards, reduce pressure and obtain 1 to remove solvent, the smelly benzene (1,2-Di of 2- bis- (2- ethyl hexyl oxies) -4,5- bis- (2-ethylhexyloxy)-4,5-dibromobenzene)。
Then, by the smelly benzene (about 2 grams) of 1,2- bis- (2- ethyl hexyl oxies) -4,5- bis-, ammonia (about 2 grams) and sodium is (about 0.34 gram) it is added in solvent methanol (about 34mL), aforementioned mixture is stirred at room temperature about 5 hours to obtain 1,3- diimines Base -5,6- two (2- ethyl hexyl oxies) is different to draw diindyl (1,3-Diimino-5,6-di (2-ethylhexyloxy) isoindole)。
1,3- di-imidogens two (2- ethyl hexyl oxies) of -5,6- are different draws diindyl (about 1.19 grams) and copper (about 0.2 for mixing Gram), about 96 hours are reacted to obtain eight (2- ethyl hexyl oxies) copper phthalocyanines at about 270 DEG C of temperature.
Prepare embodiment 2-2
(the synthesis of blue dyes:Eight (2- ethyl hexyl oxies) cobalt phthalocyanines)
By two smelly benzene of about 12.8 grams of 1,2- bis- (2- ethyl hexyl oxies) -4,5- and about 7.0 grams of copper cyanider (Copper cyanide) is added in solvent dimethylformamide (Dimethylformamide) (about 130mL), aforementioned mixture It is stirred at room temperature in nitrogen environment 5 hours.Afterwards, reduce pressure and obtain 1 to remove solvent, (the 2- ethyl hexyls of 2- bis- Epoxide) two smelly benzene (1,2-Di (2-ethylhexyloxy) -4,5-dibromobenzene) of -4,5-.
Then, by the smelly benzene (about 2 grams) of 1,2- bis- (2- ethyl hexyl oxies) -4,5- bis-, ammonia (about 2 grams) and sodium is (about 0.34 gram) it is added in solvent methanol (about 34mL), aforementioned mixture is stirred at room temperature about 5 hours to obtain 1,3- diimines Base -5,6- two (2- ethyl hexyl oxies) is different to draw diindyl.
Mixing 1,3- di-imidogens two (2- ethyl hexyl oxies) of -5,6- are different to draw diindyl (about 2 grams) and hydroquinones is (about 0.215 gram), about 48 hours are reacted to obtain eight (2- ethyl hexyl oxies) dihydro phthalocyanine (Octa (2- at about 210 DEG C of temperature ethylhexyloxy)Dihydrogen Phthalocyanine)。
Afterwards, eight (2- ethyl hexyl oxies) dihydro phthalocyanines (about 1.0 grams) and cobaltous dichloride (about 0.363 gram) are mixed, About 24 hours are reacted at room temperature to obtain eight (2- ethyl hexyl oxies) cobalt phthalocyanines.
Prepare embodiment 2-3
(the synthesis of blue dyes:Eight (2- ethyl hexyl oxies) platinum phthalocyanines)
By two smelly benzene of about 12.8 grams of 1,2- bis- (2- ethyl hexyl oxies) -4,5- and about 7.0 grams of copper cyanider (Copper cyanide) is added in solvent dimethylformamide (Dimethylformamide) (about 130mL), aforementioned mixture Stirred at room temperature in nitrogen environment 5 hours.Afterwards, reduce pressure and obtain 1 to remove solvent, (the 2- ethyl hexyls of 2- bis- Epoxide) two smelly benzene (1,2-Di (2-ethylhexyloxy) -4,5-dibromobenzene) of -4,5-.
Then, by the smelly benzene (about 2 grams) of 1,2- bis- (2- ethyl hexyl oxies) -4,5- bis-, ammonia (about 2 grams) and sodium is (about 0.34 gram) it is added in solvent methanol (about 34mL), aforementioned mixture is stirred at room temperature 5 hours to obtain 1,3- diimines Base -5,6- two (2- ethyl hexyl oxies) is different to draw diindyl.
1,3- di-imidogens two (2- ethyl hexyl oxies) of -5,6- are different draws diindyl (about 1.5 grams) and platinous chloride for mixing (about 0.311 gram), about 48 hours are reacted to obtain eight (2- ethyl hexyl oxies) platinum phthalocyanines at about 270 DEG C of temperature.
Prepare embodiment 2-4
(the synthesis of blue dyes:Eight (2- ethyl hexyl oxies) dihydro phthalocyanines)
By two smelly benzene of about 12.8 grams of 1,2- bis- (2- ethyl hexyl oxies) -4,5- and about 7.0 grams of copper cyanider (Copper cyanide) is added in solvent dimethylformamide (Dimethylformamide) (about 130mL), aforementioned mixture It is stirred at room temperature in nitrogen environment about 5 hours.Afterwards, reduce pressure and obtain 1 to remove solvent, (the 2- ethyls of 2- bis- Hexyloxy) two smelly benzene (1,2-Di (2-ethylhexyloxy) -4,5-dibromobenzene) of -4,5-.
Then, by the smelly benzene (about 2 grams) of 1,2- bis- (2- ethyl hexyl oxies) -4,5- bis-, ammonia (about 2 grams) and sodium is (about 0.34 gram) it is added in solvent methanol (about 34mL), aforementioned mixture is stirred at room temperature about 5 hours to obtain 1,3- diimines Base -5,6- two (2- ethyl hexyl oxies) is different to draw diindyl.
Mixing 1,3- di-imidogens two (2- ethyl hexyl oxies) of -5,6- are different to draw diindyl (about 2 grams) and hydroquinones is (about 0.215 gram), aforementioned mixture reacts about 48 hours to obtain eight (2- ethyl hexyl oxies) dihydro phthalocyanines at about 210 DEG C of temperature (Octa(2-ethylhexyloxy)Dihydrogen Phthalocyanine)。
Prepare embodiment 3-1
(the synthesis of green colouring material:Eight (oxaundecyls of 1,4,7,10- tetra-) copper phthalocyanines)
By two smelly benzene of about 12.6 grams of 1,2- bis- (2- ethyl hexyl oxies) -4,5- and about 6.05 grams of copper cyanider (Copper cyanide) is added in solvent dimethylformamide (Dimethylformamide) (about 114mL), aforementioned mixture In nitrogen environment at 130 DEG C stir about 15 hours.Thereafter, reduce pressure with remove solvent so as to obtain 1,2- bis- (Isosorbide-5-Nitrae, The oxaundecyls of 7,10- tetra-) -4,5- dicyanobenzenes (1,2-Di (1,4,7,10-tetraoxaundecyl) -4,5- dicyanobenzene)。
Then, by 1,2- bis- (Isosorbide-5-Nitrae, 7,10- tetra- oxaundecyls) -4,5- dicyanobenzenes (about 3.55 grams), ammonia (about 2.0 grams) and sodium (about 0.39 gram) are added in solvent methanol (about 39mL), and aforementioned mixture is stirred at room temperature about 5 hours To obtain, 1,3- di-imidogens -5,6- two (oxaundecyls of 1,4,7,10- tetra-) is different to draw diindyl (1,3-Diimino-5,6- di(1,4,7,10-tetraoxaundecyl)isoindole)。
Mixing 1,3- di-imidogens two (oxaundecyls of 1,4,7,10- tetra-) of -5,6- it is different draw diindyl (about 1 gram) and Copper (about 0.140 gram), aforementioned mixture react about 18 hours to obtain eight (Isosorbide-5-Nitrae, 7,10- tetra- oxa-s ten at about 220 DEG C of temperature One alkyl) copper phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Cu Phthalocyanine).
Prepare embodiment 3-2
(the synthesis of green colouring material:Eight (oxaundecyls of 1,4,7,10- tetra-) cobalt phthalocyanines)
By two smelly benzene of about 12.6 grams of 1,2- bis- (2- ethyl hexyl oxies) -4,5- and about 6.05 grams of copper cyanider (Copper cyanide) is added in solvent dimethylformamide (Dimethylformamide) (about 114mL), aforementioned mixture Stir about 15 hours at 130 DEG C.Afterwards, reduce pressure and obtain 1,2- bis- (Isosorbide-5-Nitrae, 7,10- tetra- oxa-s to remove solvent Undecyl) -4,5- dicyanobenzenes (1,2-Di (1,4,7,10-tetraoxaundecyl) -4,5- dicyanobenzene)。
Then, by 1,2- bis- (Isosorbide-5-Nitrae, 7,10- tetra- oxaundecyls) -4,5- dicyanobenzenes (about 3.55 grams), ammonia (about 2.0 grams) and sodium (about 0.39 gram) are added in solvent methanol (about 39mL), and aforementioned mixture is stirred at room temperature about 5 hours To obtain, 1,3- di-imidogens -5,6- two (oxaundecyls of 1,4,7,10- tetra-) is different to draw diindyl (1,3-Diimino-5,6- di(1,4,7,10-tetraoxaundecyl)isoindole)。
1,3- di-imidogens two (oxaundecyls of 1,4,7,10- tetra-) of -5,6- are different draws diindyl (about 1.60 grams) for mixing And cobalt (about 0.419 gram), aforementioned mixture react about 17 hours to obtain eight (Isosorbide-5-Nitrae, 7,10- tetra- oxygen at about 280 DEG C of temperature Miscellaneous undecyl) cobalt phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Co Phthalocyanine).
Prepare embodiment 3-3
(the synthesis of green colouring material:Eight (oxaundecyls of 1,4,7,10- tetra-) platinum phthalocyanines)
By two smelly benzene of about 12.6 grams of 1,2- bis- (2- ethyl hexyl oxies) -4,5- and about 6.05 grams of copper cyanider (Copper cyanide) is added in solvent dimethylformamide (Dimethylformamide) (about 114mL), aforementioned mixture Stir about 15 hours at 130 DEG C.Afterwards, reduce pressure and obtain 1,2- bis- (Isosorbide-5-Nitrae, 7,10- tetra- oxa-s to remove solvent Undecyl) -4,5- dicyanobenzenes (1,2-Di (1,4,7,10-tetraoxaundecyl) -4,5- dicyanobenzene)。
Then, by 1,2- bis- (Isosorbide-5-Nitrae, 7,10- tetra- oxaundecyls) -4,5- dicyanobenzenes (about 3.55 grams), ammonia (about 2.0 grams) and sodium (about 0.39 gram) are added in solvent methanol (about 39mL), and aforementioned mixture is stirred at room temperature about 5 hours To obtain, 1,3- di-imidogens -5,6- two (oxaundecyls of 1,4,7,10- tetra-) is different to draw diindyl (1,3-Diimino-5,6- di(1,4,7,10-tetraoxaundecyl)isoindole)。
By 1,3- di-imidogens -5,6- two (oxaundecyls of 1,4,7,10- tetra-) it is different draw diindyl (about 1.5 grams) and Platinous chloride (about 0.250 gram) is added in dimethylformamide (about 3.0mL), and aforementioned mixture reacts about 24 hours at room temperature To obtain eight (oxaundecyls of 1,4,7,10- tetra-) platinum phthalocyanine (Octa (1,4,7,10-tetraoxaundecyl) Pt Phthalocyanine)。
[embodiment and comparative example]
Embodiment 1
Using the binder resin of the preparation embodiment 1 of 100 parts by weight as base Huaihe River;
Mix reactive unsaturated compound (the bisphenol epoxy acrylate oligomerization of about 50 parts by weight of about 175 parts by weight The dipentaerythritol acrylate of thing (bisphenol epoxy acrylate oligomer) and about 125 parts by weight (dipentaerythritol hexaacrylate));
Blue pigment dispersion liquid (the name of product of about 625 parts by weight:DJBLUE-01, manufacturer:MIKYNI, solvent:Third Glycol methyl ether acetate, the dispersion liquid containing 15wt% pigment, it is about 93.75 parts by weight when being converted to pigment content);
Polymerization initiator (the name of product OX-01 of about 6.25 parts by weight, the manufacturer of about 28.75 parts by weight: BASF, the name of product Irgacure-369 of about 15 parts by weight, manufacturer:BASF, and 4,4 '-bis- (the two of about 7.5 parts by weight Methylamino) diphenylketone (4,4 '-bisdiethylaminobenzophenone));
The solvent propylene glycol methyl ether acetate of about 316.25 parts by weight;And
Fluorine-containing smoothing agent (the name of product of about 0.05 parts by weight:F-474, manufacturer:DIC), also, aforementioned mixture exists Stir about 2 hours at room temperature, afterwards, use 1.2 μm of filter removal of impurity.
Using the binder resin of 100 parts by weight as base Huaihe River, by the preparation embodiment 2-1 of about 125 parts by weight dyestuff with it is upper Mixture mixing is stated, and gained mixture is stirred at room temperature about 2 hours to prepare photosensitive polymer combination.
Embodiment 2
In the same manner as in Example 1 and condition prepares photosensitive polymer combination, but will prepare embodiment 2-1 Dyestuff be substituted for identical addition preparation embodiment 2-2 dyestuff.
Embodiment 3
In the same manner as in Example 1 and condition prepares photosensitive polymer combination, but will prepare embodiment 2-1 Dyestuff be substituted for the dyestuff for preparing embodiment 2-3, and using the binder resin of 100 parts by weight as base Huaihe River, preparation embodiment 2-3 Dyestuff addition be about 100 parts by weight.
Comparative example 1
In the same manner as in Example 1 and condition prepares photosensitive polymer combination, but is added without preparation and implements Example 2-1 dyestuff.
Comparative example 2
In the same manner as in Example 1 and condition prepares photosensitive polymer combination, but will prepare embodiment 2-1 Dyestuff be substituted for identical addition preparation embodiment 2-4 dyestuff.
Embodiment 4
Using the binder resin of the preparation embodiment 1 of 100 parts by weight as base Huaihe River;
Mix reactive unsaturated compound (the bisphenol epoxy acrylate oligomerization of about 50 parts by weight of about 175 parts by weight The dipentaerythritol acrylate of thing (bisphenol epoxy acrylate oligomer) and about 125 parts by weight (dipentaerythritol hexaacrylate));
Viridine green dispersion liquid (the name of product of about 750 parts by weight:DJGREEN-01, manufacturer:Special Pigment, solvent:Propylene glycol methyl ether acetate, the dispersion liquid containing 15wt% pigment, it is about when being converted to pigment content 112.5 parts by weight);
Polymerization initiator (the name of product OX-01 of about 6.25 parts by weight, the manufacturer of about 28.75 parts by weight: BASF, the name of product Irgacure-369 of about 15 parts by weight, manufacturer:BASF, and 4,4 '-bis- (the two of about 7.5 parts by weight Methylamino) diphenylketone (4,4 '-bisdiethylaminobenzophenone));
The solvent propylene glycol methyl ether acetate of about 316.25 parts by weight;And
Fluorine-containing smoothing agent (the name of product of about 0.05 parts by weight:F-474, manufacturer:DIC), also, aforementioned mixture exists Stir about 2 hours at room temperature, afterwards, use 1.2 μm of filter removal of impurity.
Using the binder resin of 100 parts by weight as base Huaihe River, by the preparation embodiment 3-1 of about 187.5 parts by weight dyestuff with Said mixture is mixed, and gained mixture is stirred at room temperature into about 2 hours to prepare photosensitive polymer combination.
Embodiment 5
Photosensitive polymer combination is prepared with method and condition same as Example 4, but embodiment 3-1 will be prepared Dyestuff be substituted for identical addition preparation embodiment 3-2 dyestuff.
Embodiment 6
Photosensitive polymer combination is prepared with method and condition same as Example 4, but embodiment 3-1 will be prepared Dyestuff be substituted for the dyestuff for preparing embodiment 3-3, and using the binder resin of 100 parts by weight as base Huaihe River, preparation embodiment 3-3 Dyestuff addition be about 162.5 parts by weight.
Comparative example 3
Photosensitive polymer combination is prepared with method and condition same as Example 4, but is added without preparation and implements Example 3-1 dyestuff.
[experimental example]
Experimental example 1
(light transmittance that pigment and dyestuff are measured according to wave-length coverage)
Use colour measurement equipment (manufacturer:Otsuka, model:MCPD-3000) measure respectively makes in embodiment 1 to 3 In the spectral characteristic (Fig. 1 a) of blue pigment, the spectral characteristic (Fig. 1 b) of preparation embodiment 2-1 dyestuff, embodiment 4 to 6 The spectral characteristic (Fig. 2 a) of the viridine green used and prepare embodiment 3-1 dyestuff spectral characteristic (Fig. 2 b), and by its As a result it is shown in Fig. 1 and Fig. 2.
As shown in Figure 1 b, its susceptible of proof prepare embodiment 2-1 dyestuff 430 to 465nm wave-length coverages have be equal to or Light transmittance higher than 90%, and there is the light transmittance equal to or less than 55% 495 to 505nm wave-length coverages.
In addition, as shown in Figure 2 b, its susceptible of proof prepares embodiment 3-1 dyestuff to be had etc. 530 to 540nm wave-length coverages In or higher than 95% light transmittance, and 580 to 590nm wave-length coverages have equal to or less than 55% light transmittance.
Experimental example 2
The photosensitive polymer combination of embodiment and comparative example is coated with 2 μm with method of spin coating respectively and arrives glass substrate On (10 centimeters of 10X), and prebake conditions 2 minutes in 90 DEG C of heating plate, afterwards, cool down 1 minute at room temperature.Use exposure Device is with 100mJ/cm2After the light exposure of (365nm) is exposed, rear baking 30 minutes in 220 DEG C of draft furnace.
The each sample manufactured by the above method, measures its spectral characteristic, light transmittance, brightness, contrast in the following manner And heat resistance, and result is shown in table 1 to 2 and Fig. 3 to 5.
(light transmittance and observation outward appearance are measured according to wave-length coverage to colored filter)
Colored filter sample that photosensitive polymer combination using embodiment 2 and comparative example 1 is respectively prepared and The colored filter sample being respectively prepared using the photosensitive polymer combination of embodiment 5 and comparative example 3, uses colour measurement Equipment (manufacturer:Otsuka, model:MCPD-3000 light transmittance) and according to wave-length coverage is measured, and result is shown in Fig. 3 and Fig. 4.
In addition, the outward appearance for the colored filter being respectively prepared using embodiment 2 and embodiment 5 is exaggerated and observed, its As a result Fig. 5 a to 5b are shown in.
As shown in Figure 3 and 4, its susceptible of proof meets because use includes has unique spectrum in particular range of wavelengths The embodiment of the dyestuff of characteristic carrys out the perparation of specimen, and the light transmittance and light breadth of penetration of colored filter cooperate with by with pigment Effect is controlled, so as to improve colour purity.
(light transmittance measurement)
Use MCPD-3000 equipment (manufacturer:Otsuka the light transmittance (%) of substrate) is toasted after measuring, wherein blueness Pigment is that maximum transmission rate (Max%) is measured in 450 to 460nm wave-length coverage, and viridine green is 515 to 550nm Measurement maximum transmission rate (Max%) in wave-length coverage.
(measurement of brightness)
Use MCPD-3000 equipment (manufacturer:Otsuka) brightness (Y) of substrate is toasted after measuring, wherein, with specific Carry out comparison brightness on the basis of color coordinates, blue pigment is that 0.14, y is 0.06 to measure in x, and viridine green is 0.25, y in x Measured for 0.63.
(contrast measurement)
Use CT-1 equipment (manufacturer:TSUBOSAKA) measurement is according to the contrast of polarization, and wherein contrast is with naked The reference value 30,000 of state (Bare state):1 is measured.
(heat resistance measurement)
The substrate toasted after being heated in 240 DEG C of baking box 30 minutes, aberration (Δ Eab) is measured thereafter.
[table 1]
[table 2]
As shown in table 1 and table 2, its susceptible of proof uses the photonasty of comparative example 1 and comparative example 3 compared with embodiment Blue and green colored filter has relatively low light transmittance and brightness made of resin combination, and due to pigment KPT Scatter characteristic, and there is relatively low contrast.
Although in addition, use blue color filter made of the photosensitive polymer combination of comparative example 2 and embodiment phase Than with similar light transmittance, brightness and contrast, but there is relatively low heat resistance, therefore be not suitable for including hot place The manufacturing process of the liquid crystal display device of reason.
On the contrary, all had using colored filter sample made of the photosensitive polymer combination of embodiment 1 to 6 excellent Light transmittance, brightness and contrast, and in terms of heat resistance, also meet 3 or lower reference value needed for actual use.

Claims (5)

1. a kind of photosensitive polymer combination for colored filter, comprising:
The binder resin of 100 parts by weight;
The reactive unsaturated compound of 150 to 200 parts by weight;
The blue pigment of 75 to 125 parts by weight;
The dyestuff of 100 to 200 parts by weight, it has the light transmittance equal to or higher than 90% 430 to 465nm wave-length coverages, with And there is the light transmittance equal to or less than 55% 495 to 505nm wave-length coverages;
The polymerization initiator of 10 to 40 parts by weight;And
The solvent of 200 to 400 parts by weight;
Wherein, the dyestuff is selected from eight (2- ethyl hexyl oxies) copper phthalocyanines, eight (2- ethyl hexyl oxies) cobalt phthalocyanines and eight At least one of (2- ethyl hexyl oxies) platinum phthalocyanine compound.
2. a kind of photosensitive polymer combination for colored filter, comprising:
The binder resin of 100 parts by weight;
The reactive unsaturated compound of 150 to 200 parts by weight;
The viridine green of 75 to 125 parts by weight;
The dyestuff of 100 to 200 parts by weight, it has the light transmittance equal to or higher than 95% 530 to 540nm wave-length coverages, with And there is the light transmittance equal to or less than 55% 580 to 590nm wave-length coverages;
The polymerization initiator of 10 to 40 parts by weight;And
The solvent of 200 to 400 parts by weight;
Wherein, the dyestuff is selected from eight (Isosorbide-5-Nitrae, 7,10- tetra- oxaundecyls) copper phthalocyanines, eight (Isosorbide-5-Nitrae, 7,10- tetra- oxa-s Undecyl) at least one of cobalt phthalocyanine and eight (oxaundecyls of 1,4,7,10- tetra-) platinum phthalocyanines compound.
3. the photosensitive polymer combination according to claim 1 or 2 for colored filter, wherein, the binder Resin is a co-polymer, is had by 10 to 40wt% at least one selected from (methyl) acrylic acid, itaconic acid, maleic two In acid, fumaric acid, vinyl acetic acid, 2- acrylyl oxy-ethyl phthalandione hydrogen esters and 2- acryloxypropyl phthalandione hydrogen esters Ethene acidic group monomer, and 60 to 90wt% at least one be selected from (methyl) isobutyl acrylate, (methyl) acrylic acid uncle Butyl ester, (methyl) lauryl acrylate, ste (methyl) aryl-acrylic acid esters, (methyl) cyclohexyl acrylate, (methyl) propylene Sour isobornyl thiocyanoacetate, (methyl) benzyl acrylate, (methyl) acrylic acid 2- hydroxy alkyl esters, (methyl) acrylic acid trimethoxy butyl ester, Ethyl carbitol (methyl) acrylate, (methyl) phenoxyethyl acrylate, (methyl) acrylic acid 4- hydroxyls butyl ester, phenoxy group second Glycol (methyl) acrylate, (methyl) HEA, (methyl) acrylic acid 2- hydroxypropyl esters, 2- acryloxies Ethyl 2- hydroxypropyls (methyl) phthalic acid ester, 2- hydroxyl -3- phenoxy propyls (methyl) acrylate, triethyl group siloxy (methyl) acrylate monomer polymerization in ethyl (methyl) methyl acrylate and ethyl triethylene glycol (methyl) acrylate Form.
4. the photosensitive polymer combination according to claim 1 or 2 for colored filter, wherein, the reactivity Unsaturated compound is selected from ethylene glycol two (methyl) acrylate, diethylene glycol two (methyl) acrylate, triethylene glycol two (methyl) acrylate, propane diols two (methyl) acrylate, 1,4- butanediols two (methyl) acrylate, 1,6-HD two (methyl) acrylate, neopentyl glycol two (methyl) acrylate, pentaerythrite two (methyl) acrylate, pentaerythrite three (methyl) acrylate, pentaerythrite four (methyl) acrylate, pentaerythrite five (methyl) acrylate, pentaerythrite six (methyl) acrylate, dipentaerythritol two (methyl) acrylate, dipentaerythritol three (methyl) acrylate, two seasons penta 4 Alcohol four (methyl) acrylate, dipentaerythritol five (methyl) acrylate, dipentaerythritol six (methyl) acrylate, bis-phenol A bis- (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, epoxy novolac (methyl) acrylate, there is carboxylic Dipentaerythritol five (methyl) acrylate derivative, oxirane glycerine trimethylolpropane tris (methyl) acrylic acid of base Ester, expoxy propane glycerine three (methyl) acrylate, epoxy (methyl) acrylate oligomer, amido formate (methyl) third At least one in olefin(e) acid oligomer ester, sulfydryl (methyl) acrylate oligomer and polyester (methyl) acrylate oligomer Kind compound.
A kind of 5. colored filter, using made by photosensitive polymer combination according to claim 1 or 2.
CN201280050041.0A 2011-10-13 2012-10-12 Photosensitive resin composition for color filter and color filter made by using the same Active CN103890658B (en)

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