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 PDFInfo
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- 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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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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- 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
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.
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KR1020110104644A KR101952252B1 (en) | 2011-10-13 | 2011-10-13 | Photosensitive resin composition for color filter and color filter prepared by using the same |
PCT/KR2012/008316 WO2013055150A2 (en) | 2011-10-13 | 2012-10-12 | Photosensitive resin composition for color filter and color filter manufactured by using same |
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KR20140076320A (en) | 2012-12-12 | 2014-06-20 | 제일모직주식회사 | Photosensitive resin composition and black spacer using the same |
KR20150083384A (en) | 2014-01-09 | 2015-07-17 | 제일모직주식회사 | Photosensitive resin composition and color filter using the same |
KR101750462B1 (en) | 2014-05-12 | 2017-06-23 | 제일모직 주식회사 | Novel compound, novel mixture, photosensitive resin composition, and color fliter |
KR101819656B1 (en) | 2014-05-13 | 2018-01-17 | 제일모직 주식회사 | Photosensitive resin composition and color filter using the same |
KR20170010969A (en) * | 2015-07-20 | 2017-02-02 | 이리도스 주식회사 | A colorant compound, and a colorant material comprising the same |
KR102300331B1 (en) * | 2017-03-31 | 2021-09-09 | 동우 화인켐 주식회사 | Blue photosensitive resin composition, color filter and image display device produced using the same |
CN110007561B (en) * | 2018-01-04 | 2022-07-19 | 东友精细化工有限公司 | Green photosensitive resin composition, color filter and image display device |
KR102400637B1 (en) * | 2019-11-04 | 2022-05-23 | 주식회사 케이디파인켐 | Colorants for Heat Transfer Fluids and Compositions Comprising the Same |
KR20210073277A (en) * | 2019-12-10 | 2021-06-18 | 극동제연공업 주식회사 | Colorants for Heat Transfer Fluids and Compositions Comprising the Same |
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