CN109725488A - Black matix pigment dispensing composition and containing its black matix with pigment disperse anti-corrosion agent composition - Google Patents
Black matix pigment dispensing composition and containing its black matix with pigment disperse anti-corrosion agent composition Download PDFInfo
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- CN109725488A CN109725488A CN201811252561.5A CN201811252561A CN109725488A CN 109725488 A CN109725488 A CN 109725488A CN 201811252561 A CN201811252561 A CN 201811252561A CN 109725488 A CN109725488 A CN 109725488A
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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
- G03F7/004—Photosensitive materials
- G03F7/0042—Photosensitive materials with inorganic or organometallic light-sensitive compounds not otherwise provided for, e.g. inorganic resists
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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
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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
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
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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
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
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- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Materials For Photolithography (AREA)
- Optical Filters (AREA)
Abstract
The issue of the present invention is to provide the high black matix pigment dispensing compositions of dispersion stabilization and light-proofness is good and reflectivity is low black matix pigment to disperse anti-corrosion agent composition.Specifically, it is to provide following black matix pigment dispensing composition, it contains carbon black, settleability barium sulfate, the pigment dispersing agent containing basic group, pigment derivative, alkali soluble resin, solvent, it is characterized in that, the containing ratio (carbon black/settleability barium sulfate) of carbon black and settleability barium sulfate is 95/5~65/35.
Description
Technical field
The present invention relates to the black matix pigment dispensing composition of the formation of the black matix for liquid crystal display and contain
The black matix of the black matix pigment dispensing composition disperses anti-corrosion agent composition with pigment.
Background technique
Make mostly in the image-displaying member of computer, colour television set, mobile phone, tablet device, game terminal machine etc.
Use crystal liquid mode.Liquid crystal image display element using formed the colored filter of each color pixel and the liquid crystal with fast gate action come
Image is shown on picture.
Secondly, colored filter is formed usually on the surface of the transparent substrates such as glass, plastic plate has striated or mosaic
The black matix (black matrix) of the opening portion of shape etc., then, on opening portion sequentially forms 3 kinds of red, green, blue etc. or more no
With the pixel of pigment.
Here, black matix inhibit assorted between colour mixture and prevent exposure to play the function of improving contrast.Therefore,
High light-proofness is needed, the evaporation film of high chromium for film light-proofness etc. is had used.However, the process for formation is multiple
The high such reason of miscellaneous and price utilizes the photoetching process (pigment method) containing pigment and photoresist recently.
For the pigment method, as black pigment, using carbon black etc. black pigment or several pigment be applied in combination make into
For black.
In turn, high light-proofness in order to obtain, it is also desirable to the contents of a large amount of cooperation pigment itself, but pigment concentration is higher, developability,
Other required performances such as resolution ratio, adherence, stability are lower, and there are limits on improving light-proofness.On the other hand, right
Seek filming in the film for forming colored filter, becomes and have to the high concentration of pigment come the case where reply.
But, recently in color liquid crystal display arrangement, display distinctness is directly related to the increase of device itself sale, and
The demand that distinctiveness improves is very strong.Therefore, eliminating, which becomes color, the colored filter, black of the reason of damaging distinctiveness such as spreads and sinks in out
The pattern of color base matter forms bad for very big project.
When forming black matix by photoetching process, firstly, black matix is coated on substrate with anti-corrosion agent composition.Thereafter,
It is exposed across the exposure mask with expected pattern and with ultraviolet light, makes the curing of coating of exposure portion.Also, by unexposed portion
Film removed with developer solution, thus formed as above-mentioned desired pattern black matix.At this point, good figure in order to obtain
Case needs anti-corrosion agent composition to have good pattern reproduction.Such as, it is desirable that do not develop in unexposed portion at the end of development
Residue, exposure portion have sufficient line reproducibility, can form the pattern etc. of sharp edge.
However, light-proofness height refers to that the light-proofness relative to ultraviolet light is also high as black matix.Therefore, in exposure portion
In point, even if film coated surface solidifies, ultraviolet light can not be by with uncured state residual near substrate.And
And generate following phenomenons: developed liquid is invaded and is tailed off at leisure for uncured and remaining part, final exposed portion whole quilt
It removes and black matix disappearance.
In this way, tailing off after being completely removed from portion unexposed first to exposure portion and being unable to get the rule as black matix
The time span of qualitative energy is referred to as development latitude (Development Latitude).The development latitude is due to not exposing less
Tailing off, disappearing for exposure portion immediately occurred in light part after being removed, so the opportunity that confirmation terminates development has difficulties.Especially
It is, for above-mentioned such anti-corrosion agent composition through high pigment levels, due to the uncured degree in exposure portion
It is easy to increase, so being unable to fully obtain development latitude, adherence is also reduced.Therefore, unexposed portion can not completely remove, or
Person's exposure portion tails off and performance as defined in being unable to get etc., becomes very big problem in terms of process management.
Therefore, it as the composition of black matix, from the perspective of never making the development in developing procedure that difficulty occur, also seeks
Seek the composition that can be realized enough high shading rates (OD value), antiradar reflectivity.Moreover, mobile phone etc. use on the way, from preventing
Also seek antiradar reflectivity on picture from the perspective of dazzle.
Existing technical literature
Patent document
Patent document 1: Japanese Unexamined Patent Publication 2014-157179 bulletin
Patent document 2: Japanese Unexamined Patent Publication 2015-138180 bulletin
Patent document 3: Japanese Unexamined Patent Publication 2015-102792 bulletin
Summary of the invention
Therefore, the issue of the present invention is to provide the high black matix pigment dispensing composition of dispersion stabilization and screenings
The black matix that photosensitiveness is good and reflectivity is low disperses anti-corrosion agent composition with pigment.
Present inventor has made intensive studies in order to solve the above problems, as a result, it has been found that by using carbon black and having specific
The settleability barium sulfate of average primary particle diameter can be fully solved the above subject, so as to complete the present invention.
That is, the present invention is as follows:
1. a kind of black matix pigment dispensing composition contains carbon black, settleability barium sulfate, the pigment dispersion containing basic group
Agent, pigment derivative, alkali soluble resin, solvent, which is characterized in that containing ratio, that is, carbon of carbon black and settleability barium sulfate
Black/settleability barium sulfate is 95/5~65/35.
2. the black matix pigment dispensing composition according to 1, which is characterized in that the pigment dispersion containing basic group
Agent is the carbamates macromolecule dispersing agent containing basic group with polyester chain, and the derivative is with sulfonic
Phthalocyanine derivates.
3. a kind of black matix disperses anti-corrosion agent composition with pigment, which is characterized in that used containing black matix described in 1 or 2
Pigment dispensing composition, alkali soluble resin, photopolymerizable compound and Photoepolymerizationinitiater initiater.
The present invention is following inventions: by becoming the black matix pigment dispensing composition that is made of specific composition and black
Color base matter disperses anti-corrosion agent composition with pigment, and can play following remarkable results: dispersion stabilization is excellent, and in resist pattern
Optical concentration and antiradar reflectivity are excellent when formation.
Specific embodiment
Hereinafter, to black matix pigment dispensing composition of the invention and containing black matix pigment dispersed combination
The black matix of object disperses anti-corrosion agent composition with pigment and is described in detail.
[black matix pigment dispensing composition]
Firstly, being illustrated to black matix of the invention with pigment dispensing composition.
Black matix pigment dispensing composition is to contain carbon black, settleability barium sulfate, the pigment dispersing agent containing basic group, face
Expect composition made of derivative, alkali soluble resin, solvent, black matix pigment point is obtained based on the composition
Dissipate anti-corrosion agent composition.
(carbon black)
As the carbon black for constituting black matix pigment dispensing composition of the invention, can be used in neutrality carbon black or acid carbon black
It is any or both can also be used.
As neutral carbon black, preferably pH is greater than 9, specifically, Orion Engineered Carbons company can be enumerated
The Printex 25 (average primary particle diameter 56nm, pH9.5) of system, Printex 35 (average primary particle diameter 31nm, pH9.5),
Printex 65 (average primary particle diameter 21nm, pH9.5), Mitsubishi Chemical Ind MA#20 (average primary particle diameter 40nm,
PH8.0), MA#40 (primary particle size 40nm, pH8.0), MA#30 (average primary particle diameter 30nm, pH8.0) etc..
As acid carbon black, preferably pH is 2~4 range, specifically, it is public to enumerate Columbian Chemicals
Take charge of Raven1080 (average primary particle diameter 28nm, pH2.4), the Raven1100 (average primary particle diameter 32nm, pH2.9), three of system
MA-8 (average primary particle diameter 24nm, pH3.0), the MA-100 (average primary particle diameter 22nm, pH3.5), MA# of water chestnut chemical company
The Special Black 250 of 70 (average primary particle diameter 24nm, pH3.0), Orion Engineered Carbons corporation
(average primary particle diameter 56nm, pH3.0), Special Black 350 (average primary particle diameter 31nm, pH3.0), Special
Black 550 (average primary particle diameter 25nm, pH4), NEROX2500 (average primary particle diameter 56nm, pH3.0), NEROX3500
(average primary particle diameter 31nm, pH3.0) etc..
PH is to be added to 1g carbon black in the 20ml distilled water (pH7.0) for eliminate carbonic acid to be made with magnetic stirring apparatus mixing
Standby aqueous suspension, and (German Industrial product standard specification DIN ISO 787/9) is measured at 25 DEG C using glass electrode.
Average primary particle diameter is the value by the average diameter of electron microscope observation.
And the pH of above-mentioned carbon black and average primary particle diameter are catalogue value.
(settleability barium sulfate)
The settleability barium sulfate for constituting black matix pigment dispensing composition of the invention can individually or two or more mixing makes
With.Accordingly, sealing intensity, development latitude, adherence improve.
The average primary particle diameter preferably 0.01 of settleability barium sulfate in black matix pigment dispensing composition of the invention~
0.08μm.When the average primary particle diameter of settleability barium sulfate is less than 0.01 μm, it is unable to fully obtain addition bring effect, it is another
Aspect has the tendency that dispersion stabilization reduction when more than 0.08 μm.
In order to make high OD value and antiradar reflectivity and deposit, the usage amount of settleability barium sulfate is carbon black/settleability sulphur relative to carbon black
The amount of sour barium=95/5~65/35.It is preferred that becoming carbon black/settleability barium sulfate=85/15~70/30 amount.Settleability sulfuric acid
When the amount of barium is less than 95/5, it is unable to get the effect of antiradar reflectivity, on the other hand, when being more than 65/35, existing can not become low
The trend that the film and dispersion stabilization of reflectivity reduce.
And in barium sulfate, especially need using settleability barium sulfate.It is heavy with not using by using settleability barium sulfate
The case where drop property barium sulfate, is compared, excellent by dispersibility and as the storage stability raising formed although reason is unknown
Possibility.
(pigment dispersing agent containing basic group)
As the pigment dispersing agent containing basic group for constituting black matix pigment dispensing composition of the invention, yin can be used
Ionic surfactant, the polyesters pigment dispersing agent containing basic group, the acrylic pigment dispersing agent containing basic group,
Carbamates pigment dispersing agent containing basic group, Carbodiimides pigment dispersing agent containing basic group etc..
The above-mentioned pigment dispersing agent containing basic group can be used alone, but and two or more be applied in combination.Wherein, from obtaining
From the perspective of good pigment-dispersing, preferably containing the polymer pigment dispersant of basic group.
As the polymer pigment dispersant with basic group, such as following substance can be enumerated.
(1) polyamino compound (for example, poly- (rudimentary) alkylene amines etc. of polyallylamine, polyvinylamine, polyethylene polyimides etc.)
Amino and/or imino group at least one kind of in polyester, polyamide and polyesteramide with free carboxy react raw
At object.
(2) it is respectively provided at least one side at least one kind of in polyester side chains, polyether lateral chain and polypropylene side chain in the molecule
The carbodiimides of chain and Basic nitrogen-containing groups.
(3) the low molecule ammoniate of the double propyl amine of poly- (rudimentary) alkylene imine, methyl-imino etc. with there is free carboxylic
The reaction product of the polyester of base.
(4) make the isocyanate group of polyisocyanate compounds successively with the alcohols of methoxy poly (ethylene glycol) etc., caprolactone polyester
Deng the polyesters with 1 hydroxyl, the compound with 2~3 isocyanate group reactive functional groups, there is isocyanates
Reaction product obtained by the reaction of the aliphatic or hetero ring type hydrocarbon compound of base reactive functional groups and tertiary amino.
(5) polymer with the acrylate of alcohol hydroxyl group and polyisocyanate compounds and the hydrocarbonylation with amino are closed
The reaction product of object reaction.
(6) make reaction product obtained by low molecule ammoniate addition polyether chain.
(7) reaction product obtained by reacting the compound with isocyanate group with the compound with amino.
(8) make polyepoxides and linear polymer with free carboxyl and organic aminated with 1 secondary amino group
Close the reaction product of object reaction.
(9) have the polycarbonate compound for the functional group that can be reacted with amino and reacting for polyamino compound raw in one-side ends
At object.
(10) methyl methacrylate, ethyl methyl acrylate, propylacrylate methyl esters, butyl methacrylate, tristearin are selected from
Base methyl acrylate, benzyl acrylic methyl esters, methacrylate, ethyl propylene acid esters, propyl acrylate, butylacrylic acid
In the methyl acrylate or acrylate of ester, sterylacrylic acid ester, benzyl acrylate etc. it is at least one kind of be selected from acryloyl
Amine, Methacrylamide, N- methylol amide, vinyl imidazole, vinylpyridine, the list with amino and polycaprolactone skeleton
It is at least one kind of and poly- selected from styrene, styrene derivative, others in the polymerizable monomer containing basic group of body etc.
At least one kind of copolymer in conjunction property monomer.
(11) third be made of the block that tertiary amino, quaternary ammonium base etc. have the block of basic group and do not have basic functionality
Olefin(e) acid based block copolymer etc..
(12) polyallylamine and polycarbonate compound is made to carry out pigment dispersing agent obtained from Michael addition reaction.
(13) carbodiimides of at least one polybutadiene chain and Basic nitrogen-containing groups are respectively provided with.
(14) it is respectively provided with the Carbodiimides of side chain and Basic nitrogen-containing groups of at least one with amide groups in the molecule
Close object.
(15) with the Component units containing ethylene oxide chain and propylene oxide chain and with quaternized by quaternizing agent
The polyurethanes compound of amino.
(16) following compound: make intramolecular that there is the isocyanate group and molecule of isocyanate compound of chlorinated isocyanurates ring
The active hydrogen-based reaction of interior active hydrogen-based and the compound with carbazole ring and/or azo benzene skeleton and obtain, in the chemical combination
The intramolecular of object is relative to the isocyanate group from the isocyanate compound with chlorinated isocyanurates ring and passes through isocyanic acid
Ester group reacts the total amount of urethane bond generated and urea bond, the number of carbazole ring and azo benzene skeleton with active hydrogen-based
It is 15~85%.
Among the above-mentioned polymer pigment dispersant containing basic group, more preferably containing the carbamates of basic group
Polymer pigment dispersant, the polyester-based polymer pigment dispersing agent containing basic group, the acrylic compounds high score containing basic group
Sub- pigment dispersing agent, more preferable amino-containing carbamates polymer pigment dispersant, amino-containing polyester-based polymer
Pigment dispersing agent, amino-containing acrylic polymer pigment dispersing agent.Particularly preferably containing the carbamates of basic group
Polymer pigment dispersant particularly preferably has at least one kind of containing alkalinity in polyester chain, polyether chain and polycarbonate chain
The carbamates polymer pigment dispersant of group (amino).Additionally, it is preferred that using dispersant B YK-161,167,182,
184 (Bi Ke chemical company systems).
Relative to 100 mass parts of carbon black, the usage amount of the dispersing agent containing basic group preferably 1~200 mass parts, more preferable 1~
60 mass parts.
(pigment derivative)
It, can be containing selected from containing acidic-group as the pigment derivative for constituting black matix pigment dispensing composition of the invention
Pigment derivative, at least one kind of in the pigment derivative containing acidic-group.
As containing acidic-group pigment derivative, containing the pigment derivative of acidic-group, the phthalein with acidic-group can be illustrated
Cyanines class pigment derivative, the Anthraquinones pigment derivative with acidic-group, naphthalenes pigment derivative with acidic-group etc..
Wherein, from the viewpoint of the dispersibility of carbon black, preferably there is sulfonic phthalocyanine pigment derivative.
Relative to 100 mass parts of carbon black, the usage amount of pigment derivative is 0~20 mass parts, preferably 0.5~10 mass parts.
(alkali soluble resin)
As the alkali soluble resin for constituting black matix pigment dispensing composition of the invention, can be used containing acidic-group
Copolymer resin, the polyester resin containing acidic-group, polyurethane resin containing acidic-group etc..
As the acidic-group of above-mentioned alkali soluble resin, carboxyl, sulfonic group, phosphate etc. can be enumerated.
Among above-mentioned alkali soluble resin, it will preferably contain at least one kind of monomer component in the monomer with acidic-group
10~300mgKOH/g of acid value (preferably 20~300mgKOH/g) obtained by progress free radical polymerization, weight average molecular weight 1,000~
100,000 copolymer resin containing acidic-group (particularly preferably containing the acrylic copolymer resin of acidic-group).Specifically
For, can be used by acrylic acid, methacrylic acid, itaconic acid, maleic acid, maleic anhydride, maleic acid mono alkyl ester, citraconic acid,
Citraconic anhydride, citraconic acid monoalkyl ester, methacrylic acid 2-ethanesulfonic acid ester, butylacrylamide sulfonic acid, ethyl methyl-prop
The unsaturated monomer ingredient containing acidic-group of olefin(e) acid ester etc. with selected from styrene, methyl styrene, 2- hydroxy ethyl methacrylate,
2- hydroxyethyl methyl esters, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl acrylic methyl esters,
At least one kind of list in methyl methacrylate, Group-capped Polystyrene Macromer, polymethyl methacrylate macromonomer etc.
Body ingredient carries out the obtained copolymer resin containing acidic-group of free radical polymerization.
And in the present invention, the weight average molecular weight of above-mentioned alkali soluble resin is based on the obtained polystyrene conversion of GPC
Weight average molecular weight.In the present invention, it is used using Water 2690 (Waters corporation) as chromatographic column as GPC device
5 μM of IXED-D of PLgel (Polymer Laboratories corporation).
Relative to 100 mass parts of carbon black, the usage amount of alkali soluble resin is 0.5~60 mass parts.
Black matix of the invention is with the carbon black that pigment dispensing composition is acid carbon black and/or neutral carbon black etc., sedimentation
Property barium sulfate, the pigment dispersing agent containing basic group, pigment derivative, alkali soluble resin, solvent mixture.It can will be above-mentioned
Mixture uses roller mill, kneader, high-speed mixer, ball mill, ball mill, sand mill, ultrasonic dispersing machine, good pressure distribution
Device etc. carries out decentralized processing to obtain black matix pigment dispensing composition.
The content of carbon black in black matix pigment dispensing composition of the invention preferably 3~70 mass %, it is more preferable 10~
50 mass %.When the content of carbon black is less than the range, the trend that light-proofness when existing to form black matix reduces, another party
Face disperses the trend become difficult there are pigment when being more than the range.
(solvent)
As the solvent for constituting black matix pigment dispensing composition of the invention, can to make the pigment stabilizer used point in the past
Dissipate, and the solvent of the pigment dispersing agent above-mentioned containing basic group, alkali soluble resin dissolution can be made, preferably normal pressure (1.013 ×
102KPa the boiling point under) has for 100~250 DEG C of based organic solvent, ether organic solvent, ether based organic solvent, ketone
Solvent, aromatic hydrocarbon organic solvent, nitrogenous class organic solvent etc..
As such solvent, specifically, ethylene glycol single methyl ether, ethylene glycol monomethyl ether, ethylene glycol list isopropyl can be illustrated
Base ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol list
Ethylether, glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether etc.
Ether organic solvent class;Ethylene glycol single methyl ether acetic acid esters, ethylene glycol monomethyl ether acetate, ethylene glycol monobutyl ether acetic acid
The ether based organic solvent class of ester, propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid esters etc.;Methyl-isobutyl
The organic solvent of ketone class of ketone, cyclohexanone, 2-HEPTANONE, δ-butyrolactone etc.;2 hydroxy propanoic acid methyl esters, 2 hydroxy propanoic acid ethyl ester, 2-
Hydroxy-2-methyl ethyl propionate, 3- methyl -3- methoxybutyl propionic ester, 3- methoxy methyl propionate, 3- methoxypropionic acid second
Ester, 3- ethoxypropanoate, 3- ethoxyl ethyl propionate, ethoxy ethyl acetate, glycolic acid esters, formic acid n- pentyl ester etc.
Based organic solvent class;The nitrogenous class of N-Methyl pyrrolidone, n,N-Dimethylformamide, n,N-dimethylacetamide etc. is organic
Solvent etc..These organic solvents may be used alone or as a mixture of two or more.
[black matix disperses anti-corrosion agent composition with pigment]
Then, disperse anti-corrosion agent composition with pigment to black matix of the invention to be illustrated.
Black matix of the invention disperses anti-corrosion agent composition in addition to above-mentioned black matix color compositions with pigment, mainly
It is made of alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater, solvent, further can suitably contain as needed
The various additives of polymerization inhibitor etc. obtain.
And black matix pigment disperses the carbon black in anti-corrosion agent composition and disperses anti-corrosion agent composition with black matix pigment
Solid component in quality % meter, preferably 30~80 mass %.
(alkali soluble resin)
The black matix of the invention as composition disperses the alkali soluble resin of anti-corrosion agent composition with pigment, such as preferably as follows
Alkali soluble resin containing carboxyl: make acrylic acid, methacrylic acid, itaconic acid, maleic acid, maleic anhydride, maleic acid mono alkyl ester,
The carboxylic unsaturated monomer ingredient of citraconic acid, citraconic anhydride, citraconic acid monoalkyl ester etc. be selected from styrene, 2- ethoxy
Acrylate, 2- hydroxyethyl methyl esters, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl third
E pioic acid methyl ester, glyceryl mono acrylic ester, glyceryl methyl acrylate, list (methyl) acrylic acid with bicyclopentadiene skeleton
At least 1 in ester, N-phenylmaleimide, Group-capped Polystyrene Macromer and polymethyl methacrylate macromonomer etc.
Kind carries out reacting obtained copolymer.From the viewpoint of film formative, alkali-developable, the preferred acid value of alkali soluble resin
For 20~300mgKOH/g, weight average molecular weight 1,000~200,000.According to required performance, alkali soluble resin can be appropriate group
Close one kind or two or more use.Weight average molecular weight is the weight average molecular weight of polystyrene conversion, with described containing acidic-group
The case where resin, is carried out similarly measurement.
Black matix forms the content black matix dispersible pigment dispersion of resin with the film that pigment disperses in anti-corrosion agent composition
Alkali soluble resin and black matix in composition disperse the alkali in the solid component in anti-corrosion agent composition with pigment
The quality % of the total amount of soluble resin is indicated, preferably becomes the range of 5~50 mass %.
(photopolymerizable compound)
As the black matix of the invention photopolymerizable compound of pigment dispersion anti-corrosion agent composition is constituted, can enumerate has
Monomer, oligomer of optical polymerism unsaturated bond etc..
Specifically, having the monomer of 1 optical polymerism unsaturated bond as intramolecular, such as methyl methacrylate can be used
Ester, butyl methacrylate, 2- ethylhexyl methyl acrylate, methacrylate, butyl propyleneglycol acid esters, 2- ethylhexyl third
The alkyl acrylic methyl esters or acrylate of olefin(e) acid ester etc.;The aralkyl propylene of benzyl acrylic methyl esters, benzyl acrylate etc.
Sour methyl esters or acrylate;The alkoxyalkyl acrylic acid of butoxyethyl group methyl acrylate, butoxyethyl group acrylate etc.
Methyl esters or acrylate;N, N- dimethylaminoethylacryl acid methyl esters, N, the ammonia of N- dimethyl amino ethyl acrylate etc.
Base alkyl acrylic methyl esters or acrylate;Diethylene glycol monoethyl ether, triethylene glycol monobutyl base ether, dipropylene glycol monomethyl ether
Deng pol yalkylene glycol monoalkyl ether methyl acrylate or acrylate;The polyalkylene two of six ethylene glycol list phenyl ethers etc.
The methyl acrylate or acrylate of alcohol list aryl ether;Isobornyl acid methyl esters or acrylate;Glyceryl acrylic acid first
Ester or acrylate;2- hydroxyethyl methyl esters or acrylate etc..
Monomer as intramolecular with 2 or more optical polymerism unsaturated bonds, such as bisphenol A dimethacrylate first can be used
Ester, 1,4-butanediol diacrylate methyl esters, 1,3-BDO diacrylate methyl esters, diethylene glycol diacrylate methyl esters, glyceryl
Diacrylate methyl esters, neopentyl glycol diacrylate methyl esters, polyethylene glycol diacrylate methyl esters, polypropylene glycol diacrylate methyl esters,
Tetraethylene glycol diacrylate methyl esters, trimethylolpropane tris methyl acrylate, three methyl acrylate of pentaerythrite, pentaerythrite four
Methyl acrylate, dipentaerythritol tetrapropylene acid methyl esters, six methyl acrylate of dipentaerythritol, five acrylic acid first of dipentaerythritol
Ester, bisphenol a diacrylate, 1,4-butanediol diacrylate, 1,3-BDO diacrylate, diethylene glycol diacrylate
Ester, glyceryl diacrylate, neopentylglycol diacrylate, polyethyleneglycol diacrylate, polypropyleneglycol diacrylate,
Tetraethylene glycol diacrylate, trimethylolpropane trimethacrylate, pentaerythritol triacrylate, pentaerythrite tetrapropylene acid
Ester, dipentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, Dipentaerythritol Pentaacrylate etc..
As the oligomer with the optical polymerism unsaturated bond, can be used oligomeric obtained by suitably polymerizeing the monomer
Object.Above-mentioned photopolymerizable compound can be used singly or two or more kinds in combination.
In the present invention, the total solid content in anti-corrosion agent composition is dispersed based on black matix of the invention pigment, it is described
The usage amount of the photopolymerizable compound preferably range of 3~50 mass %.
(Photoepolymerizationinitiater initiater)
As the black matix of the invention Photoepolymerizationinitiater initiater of pigment dispersion anti-corrosion agent composition is constituted, do not limit especially
It is fixed.For example, benzophenone, N, tetraethyl -4 N ' -, 4 '-diaminobenzophenones, 4- methoxyl group -4 '-dimethylamino can be used
Benzophenone, benzil, 2,2- diethoxy acetophenone, styrax, styrax methyl ether, benzoin isobutyl butyl ether, benzyl two
Methyl ketal, Alpha-hydroxy isobutyl group benzophenone, thioxanthones, 2-chlorothioxanthone, 1- hydroxycyclohexyl phenyl ketone, tert-butyl anthraquinone, 1- chlorine
Anthraquinone, 2,3- dichloroanthraquinone, 3- chloro-2-methyl anthraquinone, 2- ethyl hydrazine, 1,4-naphthoquinone, 1,2- benzo anthraquinone, Isosorbide-5-Nitrae-dimethyl
Anthraquinone, 2- phenyl anthraquinone, triazines Photoepolymerizationinitiater initiater, oxime esters Photoepolymerizationinitiater initiater etc..These Photoepolymerizationinitiater initiaters can be single
Solely or two or more merges use.
In the present invention, the usage amount of above-mentioned Photoepolymerizationinitiater initiater disperses resist group based on black matix of the invention pigment
Close the total solid content in object, the preferably range of 1~20 mass %.
(solvent)
As the solvent for constituting black matix of the invention with pigment and dispersing anti-corrosion agent composition, can be used with it is above-mentioned enumerate it is molten
The identical solvent of agent.Particularly preferably in normal pressure (1.013 × 102Based organic solvent that boiling point under kPa) is 100~250 DEG C,
Ether organic solvent, ether based organic solvent, organic solvent of ketone, aromatic hydrocarbon organic solvent, nitrogenous class organic solvent etc..
When being largely more than 250 DEG C of organic solvent comprising boiling point, when that will be coated with the film preliminary drying formed, organic solvent cannot sometimes
It sufficiently evaporates and remains in dry coating, so that the heat resistance of dry coating reduces.In addition, ought largely be less than containing boiling point
When 100 DEG C of organic solvent, it is difficult to sometimes without mottled and be equably coated with, to be unable to get the excellent painting of surface smoothness
Film.
As such solvent, specifically, have ethylene glycol single methyl ether, ethylene glycol monomethyl ether, ethylene glycol monoisopropyl ether,
Ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol list ethyl
The ether of ether, glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether etc.
Class organic solvent class;Ethylene glycol single methyl ether acetic acid esters, ethylene glycol monomethyl ether acetate, ethylene glycol monobutyl ether acetic acid esters,
The ether based organic solvent class of propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid esters etc.;Methyl iso-butyl ketone (MIBK), ring
The organic solvent of ketone class of hexanone, 2-HEPTANONE, δ-butyrolactone etc.;2 hydroxy propanoic acid methyl esters, 2 hydroxy propanoic acid ethyl ester, 2- hydroxyl-
2 Methylpropionic acid ethyl ester, 3- methyl -3- methoxybutyl propionic ester, 3- methoxy methyl propionate, 3- methoxypropionate, 3-
The ester of ethoxypropanoate, 3- ethoxyl ethyl propionate, ethoxy ethyl acetate, hydroxyl ethyl acetate, formic acid n- pentyl ester etc.
Class organic solvent class;The nitrogenous class of N-Methyl pyrrolidone, n,N-Dimethylformamide, n,N-dimethylacetamide etc. is organic molten
Agent class etc., these can individually or two or more is used in mixed way.
In these organic solvents, dissolubility, dispersibility, in terms of, preferably diethylene glycol dimethyl ether, two
Ethylene Glycol Methyl ethylether, ethylene glycol single methyl ether acetic acid esters, propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid
Ester, cyclohexanone, 2-HEPTANONE, 2 hydroxy propanoic acid ethyl ester, 3- methyl -3- methoxybutyl propionic ester, 3- methoxypropionate, 3-
Ethoxypropanoate, formic acid n- pentyl ester etc..Particularly preferred propylene glycol monomethyl ether.
In turn, dissolubility, pigment-dispersing, the coating etc. of resin are formed from above-mentioned pigment dispersing agent, alkali soluble resin, film
Aspect from the point of view of, these organic solvents above-mentioned black matix with pigment disperse anti-corrosion agent composition used in all it is organic molten
50 mass % or more, more preferable 70 mass % or more are preferably comprised in agent.
(additive)
It can also suitably be used as needed than that described above in black matix pigment dispersion anti-corrosion agent composition of the invention
The various additives of photopolymerizable compound, hot polymerization inhibitor, antioxidant etc..
The side that black matix of the invention disperses anti-corrosion agent composition with pigment is manufactured to the constituent material more than using
Method is illustrated.
It is the preferred embodiment of the present invention that black matix of the invention, which is manufactured, with the method that pigment disperses anti-corrosion agent composition
One example, but the present invention is not limited to this.For example, poly- using light is added in black matix pigment dispensing composition
Conjunction property compound, Photoepolymerizationinitiater initiater, alkali soluble resin, organic solvent as needed, other additives simultaneously use public affairs
The method that the agitating device etc. known is stirred mixing.
Moreover, carbon black mixes after can distinguishing monodisperse with settleability barium sulfate, in addition can also be divided into scattered.
Embodiment
Embodiment used below specifically describes the present invention, however, as long as not departing from purport and the scope of application of the invention
It is not limited to these embodiments.And in the case where no special declaration, " part " and " % " respectively indicates " matter in the present embodiment
Measure part " and " quality % ".In addition, embodiment 1 be will number 1 with No. 2 black matix pigment dispensing compositions with No. 1/2
Number=example that is mixed of 85/15 mass ratio.
(carbon black)
Raven1080 (average primary particle diameter 28nm, pH2.4, Columbia Chemicals corporation)
(settleability barium sulfate)
BF-20 (0.03 μm of average primary particle diameter, Sakai chemical industrial company system)
(dispersing agent)
BYK-167 (Bi Ke chemical company system)
(pigment derivative)
Solsperse5000 (Lubrizol Corp.'s system, phthalocyanine sulfonamides salt)
(alkali soluble resin)
BzMA (benzyl acrylic methyl esters)/MAA (methacrylic acid) copolymer, acid value 100mgKOH/g, weight average molecular weight 30000
(photopolymerizable compound)
Dipentaerythritol hexaacrylate
(Photoepolymerizationinitiater initiater)
1- [9- ethyl -6- (2- methyl benzoyl) -9H- carbazole -3- base]-ethyl ketone -1- (O- acetyl oxime) (BASF Japanese firm
System)
(levelling agent)
Megafac F554 (the fluorine-containing oligomer (DIC corporation) containing lipophilic group)
(organic solvent)
PGMEA (propylene glycol monomethyl ether)
<preparation of the black matix pigment dispensing composition of Examples 1 to 8 number>
In order to become the combination (usage amount of each material in table 1 is quality %) of table 1, a variety of materials are mixed and use ball mill
It is kneaded, thus the black matix pigment dispensing composition of preparation 1~8.
<Examples 1 to 5, comparative example 1~3 black matix with pigment disperse anti-corrosion agent composition preparation>
Using high-speed mixer, 1~No. 8 each black matix is uniformly mixed with pigment dispensing composition and other materials
After the composition (usage amount of each material in table 2 is quality %) of table 2, it is filtered with 0.5 μm of the filter in aperture, thus
Obtain each black matix pigment dispersion anti-corrosion agent composition of Examples 1 to 5, comparative example 1~3.
<evaluation test>
(initial viscosity, 40 DEG C save 7 days after viscosity)
By 1~No. 8 each black matix with initial viscosity of the pigment dispensing composition after just adjusting with protected in 40 DEG C thereafter
Consistency rotational viscosimeter (Dong Ji industry companies system, RE-215L) after depositing 7 days at 25 DEG C is measured.
<optical concentration (OD value) of resist pattern>
Each black matix of Examples 1 to 5, comparative example 1~3 is dispersed into anti-corrosion agent composition with pigment and uses sol evenning machine (spin
Coater it) is coated on glass substrate (Corning1737), so that film thickness is become 1 μm, and use high pressure after preliminary drying 3 minutes at 100 DEG C
Mercury lamp is exposed, and is further dried 30 minutes after 230 DEG C, is obtained the black anti-corrosion agent pattern only formed by portion on the spot.By institute
The optical concentration (OD value) of obtained each black anti-corrosion agent pattern in portion on the spot passes through Macbeth densimeter (Macbeth company
System, D-200I) it is measured.
(reflectivity)
Relative to the sample for determining above-mentioned OD value, by respectively reflection of the portion at each wavelength of 460nm, 560nm and 660nm on the spot
Rate is measured with reflectance meter (great Zhong electronics corporation system, photal MC-7300:SC).
Table 1
Table 2
Black matix pigment dispensing composition according to the present invention, by further cooperating the light for obtaining resist
Polymerizable compound, Photoepolymerizationinitiater initiater, alkali soluble resin can obtain viscosity change caused by there is no saving, dispersion surely
Qualitative excellent required black matix disperses anti-corrosion agent composition with pigment.
In turn, black matix according to the present invention disperses anti-corrosion agent composition with pigment, and high OD value and antiradar reflectivity can be obtained simultaneously
The film deposited.
In addition, according to mismatching barium sulfate or even if cooperating only a little remaining comparative example 1 and 2, it is enough being unable to get reflectivity
Low film.In turn, according to the comparative example 3 more than the use level for making barium sulfate, also still it is unable to get the sufficiently low film of reflectivity.
Claims (3)
1. a kind of black matix pigment dispensing composition contains carbon black, settleability barium sulfate, the pigment dispersion containing basic group
Agent, pigment derivative, alkali soluble resin, solvent, which is characterized in that containing ratio, that is, carbon of carbon black and settleability barium sulfate
Black/settleability barium sulfate is 95/5~65/35.
2. black matix pigment dispensing composition according to claim 1, which is characterized in that described containing basic group
Pigment dispersing agent be the carbamates macromolecule dispersing agent containing basic group with polyester chain, the derivative be with
Sulfonic phthalocyanine derivates.
3. a kind of black matix disperses anti-corrosion agent composition with pigment, which is characterized in that containing of any of claims 1 or 2 black
Color base matter pigment dispensing composition, alkali soluble resin, photopolymerizable compound and Photoepolymerizationinitiater initiater.
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JP7479189B2 (en) | 2020-05-07 | 2024-05-08 | サカタインクス株式会社 | Pigment dispersion composition for black matrix, and pigment dispersion resist composition for black matrix |
JP2023035083A (en) | 2021-08-31 | 2023-03-13 | 富士フイルム株式会社 | Composition, light-shielding film, solid-state imaging element, image display device, and cured film production method |
WO2023068201A1 (en) * | 2021-10-20 | 2023-04-27 | 三菱ケミカル株式会社 | Pigment dispersion, photosensitive resin composition, cured product, black matrix, and image display device |
JP2023128803A (en) | 2022-03-04 | 2023-09-14 | 富士フイルム株式会社 | Composition, light shielding film, solid imaging device, image display device, method of manufacturing cured film |
WO2023176899A1 (en) * | 2022-03-18 | 2023-09-21 | 三菱ケミカル株式会社 | Photosensitive resin composition, pigment dispersion, cured product, black matrix, and image display device |
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