CN108089402B - Pigment dispersion system and preparation method thereof and colored photoresist - Google Patents
Pigment dispersion system and preparation method thereof and colored photoresist Download PDFInfo
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- CN108089402B CN108089402B CN201711484144.9A CN201711484144A CN108089402B CN 108089402 B CN108089402 B CN 108089402B CN 201711484144 A CN201711484144 A CN 201711484144A CN 108089402 B CN108089402 B CN 108089402B
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- pigment dispersion
- dye
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- dispersion system
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- 239000000049 pigment Substances 0.000 title claims abstract description 175
- 239000006185 dispersion Substances 0.000 title claims abstract description 95
- 229920002120 photoresistant polymer Polymers 0.000 title claims abstract description 83
- 238000002360 preparation method Methods 0.000 title abstract description 11
- 239000000975 dye Substances 0.000 claims abstract description 111
- 239000000178 monomer Substances 0.000 claims abstract description 86
- 238000000034 method Methods 0.000 claims abstract description 27
- 229920000642 polymer Polymers 0.000 claims abstract description 26
- 238000004519 manufacturing process Methods 0.000 claims abstract description 17
- 239000002245 particle Substances 0.000 claims description 62
- 150000001875 compounds Chemical class 0.000 claims description 45
- -1 alkyl methacrylate Chemical compound 0.000 claims description 36
- 239000011259 mixed solution Substances 0.000 claims description 35
- 239000003125 aqueous solvent Substances 0.000 claims description 32
- 239000004094 surface-active agent Substances 0.000 claims description 20
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 18
- 239000003999 initiator Substances 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 238000000197 pyrolysis Methods 0.000 claims description 14
- 238000002156 mixing Methods 0.000 claims description 12
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- 229920005989 resin Polymers 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 6
- 239000011324 bead Substances 0.000 claims description 6
- JOFCBGYIEPWOCC-UHFFFAOYSA-N butanedioic acid;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.OC(=O)CCC(O)=O JOFCBGYIEPWOCC-UHFFFAOYSA-N 0.000 claims description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 6
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 claims description 6
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 claims description 6
- RBVLUTAXWVILBT-UHFFFAOYSA-N ethyl prop-2-eneperoxoate Chemical class CCOOC(=O)C=C RBVLUTAXWVILBT-UHFFFAOYSA-N 0.000 claims description 6
- 238000000227 grinding Methods 0.000 claims description 6
- 229920001228 polyisocyanate Polymers 0.000 claims description 6
- 239000005056 polyisocyanate Substances 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 6
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 5
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000001000 anthraquinone dye Substances 0.000 claims description 4
- 239000000987 azo dye Substances 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 239000001003 triarylmethane dye Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000001018 xanthene dye Substances 0.000 claims description 4
- CBTWJMDUEJQTAG-UHFFFAOYSA-N 3-methylcyclobutane-1,2-dione Chemical compound CC1CC(=O)C1=O CBTWJMDUEJQTAG-UHFFFAOYSA-N 0.000 claims description 3
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 3
- 239000002250 absorbent Substances 0.000 claims description 3
- 230000002745 absorbent Effects 0.000 claims description 3
- TUVYSBJZBYRDHP-UHFFFAOYSA-N acetic acid;methoxymethane Chemical compound COC.CC(O)=O TUVYSBJZBYRDHP-UHFFFAOYSA-N 0.000 claims description 3
- 150000008062 acetophenones Chemical class 0.000 claims description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 3
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 230000003078 antioxidant effect Effects 0.000 claims description 3
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 3
- 150000008366 benzophenones Chemical class 0.000 claims description 3
- 150000001642 boronic acid derivatives Chemical class 0.000 claims description 3
- 125000000609 carbazolyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 229920006026 co-polymeric resin Polymers 0.000 claims description 3
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 claims description 3
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 claims description 3
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 claims description 3
- 150000002460 imidazoles Chemical class 0.000 claims description 3
- 150000002978 peroxides Chemical class 0.000 claims description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 3
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims description 3
- 229940116423 propylene glycol diacetate Drugs 0.000 claims description 3
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 3
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 claims description 3
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 claims description 3
- 150000003918 triazines Chemical class 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 2
- 238000012703 microemulsion polymerization Methods 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 2
- 239000008187 granular material Substances 0.000 abstract 5
- 230000005540 biological transmission Effects 0.000 abstract 1
- 230000006641 stabilisation Effects 0.000 abstract 1
- 238000011105 stabilization Methods 0.000 abstract 1
- 238000002834 transmittance Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000004530 micro-emulsion Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 2
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 238000012661 block copolymerization Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 238000005695 dehalogenation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical class [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241000530268 Lycaena heteronea Species 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 230000004931 aggregating effect Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical compound C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 238000000059 patterning Methods 0.000 description 1
- 229940067265 pigment yellow 138 Drugs 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
- C09B67/0085—Non common dispersing agents
- C09B67/009—Non common dispersing agents polymeric dispersing agent
-
- 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
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- General Physics & Mathematics (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Optics & Photonics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Optical Filters (AREA)
- Polymerisation Methods In General (AREA)
Abstract
The present invention provides a kind of pigment dispersion system and preparation method thereof and colored photoresist.The production method of pigment dispersion system of the invention uses microemulsion polymerization method to polymerize the polymerizable dyes monomer in molecular structure containing dye molecule around granules of pigments and forms chromogen bonded polymer network, to disperse to granules of pigments, pigment dispersion system is made；Since the pigment dispersion system realizes color of object using granules of pigments and dye molecule collective effect, therefore compared with the existing colored photoresist for realizing color of object only with granules of pigments, the usage amount of granules of pigments can be reduced using the colored photoresist of the pigment dispersion system, to improve light transmission rate.In addition, since dye molecule is present in chromogen bonded polymer network, therefore the pigment dispersion system is applied in colored photoresist, dye molecule is directly made an addition into the way in colored photoresist relative to existing, dye molecule has better dispersion stabilization in colored photoresist.
Description
Technical Field
The invention relates to the technical field of display, in particular to a pigment dispersion system, a manufacturing method thereof and a color photoresist.
Background
Color filters (Color filters) are important components for providing Color in Liquid Crystal Displays (LCDs) and white organic electroluminescent displays (WOLEDs). Generally, the color resistance layer of the color filter comprises a patterned red color resistance unit, a patterned green color resistance unit and a patterned blue color resistance unit, the backlight passes through the red color resistance unit, the green color resistance unit and the blue color resistance unit to form red light, green light and blue light respectively, and the liquid crystal display realizes target color by controlling different brightness combinations of the red light, the green light and the blue light. The patterned red, green and blue color resist units are usually made of color photoresist, and the common manufacturing process is to coat the color photoresist on a transparent substrate, to expose the color photoresist by using an ultraviolet lamp and a patterned photomask after pre-baking, to solidify the color photoresist to form a color photoresist film layer, to form a patterned red/green/blue color resist unit after a developing process, and to further solidify the color photoresist film layer by a post-baking process.
Generally, a color photoresist mainly comprises Pigment (Pigment), Monomer (Monomer), alkali-soluble resin (Polymer), photoinitiator (Initiator), additives and solvent, and the process of patterning the color photoresist by the yellow light process comprises: in the ultraviolet light exposure stage, the photoinitiator is activated to initiate the monomer to generate cross-linking polymerization reaction so as to solidify the color photoresist; a developing stage, wherein the uncured photoresist is dissolved by an alkaline developing solution to form a pattern; in the post-baking stage, the resin further undergoes a thermal curing reaction, so that the whole color photoresist film layer has better resistance.
The color-providing component of a color photoresist is mainly Pigment (Pigment), which is a Pigment molecular assembly having a specific chemical structure, which is insoluble in itself and generally dispersed in a specific organic solvent in the form of small particles. Since pigment particles have light blocking characteristics, the light transmittance of a color filter based on pigments is generally low, which means that backlight requires strong brightness, thereby inevitably increasing LCD power consumption; meanwhile, the pigment particles inevitably cause a small amount of light scattering, resulting in an increase in transmittance of the LCD in a dark state, resulting in a decrease in contrast. At present, one solution in the industry is: a mixed type (Hybrid) color photoresist is manufactured by incorporating a part of Dye molecules (Dye) into a pigment. The dye molecules are soluble pigment molecules, and light scattering can be reduced by doping a part of the dye molecules, so that the transmittance and the contrast of the color filter are improved. However, since the dye molecules are small molecular compounds, some problems are easily caused in the manufacturing process of the color filter, for example, "floating" due to the precipitation of the dye molecules from the color photoresist, and the adjacent film layer is contaminated due to the diffusion of the dye molecules through the thermal movement of the molecules in the thermal process of the color filter manufacturing process.
Disclosure of Invention
The invention aims to provide a preparation method of a pigment dispersion system, which adopts a microemulsion polymerization method to polymerize polymerizable dye monomers containing dye molecules in a molecular structure around pigment particles to form a color polymer network so as to disperse the pigment particles to prepare the pigment dispersion system.
The invention also aims to provide a pigment dispersion system, which is prepared by the preparation method of the pigment dispersion system, and the color photoresist using the pigment dispersion system has higher light transmittance and better quality.
The invention also aims to provide a color photoresist which adopts the pigment dispersion system to realize target color and has higher light transmittance and better quality.
In order to achieve the above object, the present invention provides a method for producing a pigment dispersion system, comprising the steps of:
step 1, providing pigment particles, and uniformly mixing the pigment particles with a surfactant and an aqueous solvent to obtain a first mixed solution;
step 2, providing a first polymerizable monomer, wherein the first polymerizable monomer comprises a polymerizable dye monomer with a molecular structure containing dye molecules, and uniformly mixing the first polymerizable monomer, a surfactant and an aqueous solvent to obtain a second mixed solution;
the sequence of step 1 and step 2 may be intermodulation;
step 3, providing a pyrolysis initiator, and uniformly mixing the first mixed solution, the second mixed solution and the pyrolysis initiator to obtain a third mixed solution;
and 4, simultaneously stirring, ultrasonically treating and heating the third mixed solution to enable the first polymerizable monomer in the third mixed solution to perform polymerization reaction to form a color polymer network dispersed around the pigment particles, so as to obtain a pigment dispersion system.
The structural formula of the polymerizable dye monomer is
Wherein,represents a dye molecule, the dye moleculeIs a xanthene dye compound, an indigoid dye compound, an azo dye compound, an anthraquinone dye compound, a dioxazine dye compound or a triarylmethane dye compound;
represents a polymerizable group.
In the step 1 and the step 2, the aqueous solvent is water or an alcohol solvent; the surfactant comprises one or more of polyvinylpyrrolidone, sodium dodecyl sulfate, sodium dodecyl benzene sulfonate and sodium dodecyl sulfate; in the step 3, the pyrolysis-based initiator includes one or more of azobisisobutyronitrile and peroxide.
The step 1 comprises the following steps:
step 11, providing pigment particles, adding grinding beads into the pigment particles for crushing and premixing, and filtering to remove the grinding beads after the premixing is finished;
step 12, uniformly mixing the premixed pigment particles with a surfactant and an aqueous solvent to obtain a first mixed solution;
in the step 4, if the pigment dispersion system needs to be applied to a color photoresist of an organic solvent system, the step 4 further includes a step of drying the pigment dispersion system to remove the aqueous solvent in the pigment dispersion system;
if the pigment dispersion is to be applied to a color photoresist in an aqueous solvent system, the step 4 does not include a step of drying the pigment dispersion.
In the step 1, pigment particles, a surfactant and an aqueous solvent are uniformly mixed by adopting an ultrasonic dispersion method, and the ultrasonic dispersion time is 60-180 minutes;
in the step 2, the first polymerizable monomer, the surfactant and the aqueous solvent are uniformly mixed by adopting an ultrasonic dispersion method, and the ultrasonic dispersion time is 60-180 minutes;
in the step 3, the first mixed solution, the second mixed solution and the pyrolysis initiator are uniformly mixed by adopting a method of simultaneously performing stirring and ultrasonic dispersion, and the stirring and ultrasonic dispersion time is 60-180 minutes.
In the step 2, the first polymerizable monomer further comprises a reactive monomer without dye molecules; the reactive monomers include one or more of styrene, acrylic acid, alkyl acrylate, alkyl methacrylate, aryl methacrylate, alcohol methacrylate, and alkylaryl methacrylate.
The invention also provides a pigment dispersion system prepared by the preparation method of the pigment dispersion system, which comprises pigment particles and a colored polymer network dispersed around the pigment particles, wherein the colored polymer network is formed by polymerizing first polymerizable monomers, and the first polymerizable monomers comprise polymerizable dye monomers with dye molecules in molecular structures.
The invention also provides a color photoresist which comprises the pigment dispersion system, the alkali-soluble resin, the second polymerizable monomer, the photoinitiator, the solvent and the additive.
In the color photoresist, the weight part of the pigment dispersion system is 4-10 parts; 5-8 parts of alkali-soluble resin; 5-8 parts of the second polymerizable monomer; the weight part of the photoinitiator is 0.2-0.6; 70-85 parts of solvent; the additive is 0.1-0.2 part by weight.
The alkali soluble resin comprises one or more copolymer resins formed from the polymerization of one or more of acrylic acid, alkyl methacrylate, aryl methacrylate, alcohol methacrylate, alkylaryl methacrylate, succinic acid methacrylate, ethoxy acrylate, aliphatic urethane acrylate, and aliphatic polyisocyanate;
the second polymerizable monomer comprises one or more of acrylic acid, alkyl methacrylate, aryl methacrylate, alcohol methacrylate, alkylaryl methacrylate, succinic acid methacrylate, ethoxy acrylate, aliphatic urethane acrylate and aliphatic polyisocyanate;
the photoinitiator comprises one or more of oxime ester compounds, acetophenone compounds, benzoin compounds, benzophenone compounds, thioxanthone compounds, triazine compounds, anthraquinone compounds, borate compounds, carbazole compounds and imidazole compounds;
the solvent comprises one or more of propylene glycol methyl ether acetate, propylene diketone methyl ether acetate, propylene glycol diacetate, ethyl 3-ethoxypropionate, 3-ethoxy-3-imine ethyl propionate, 2-heptane, 3-heptane, cyclopentanone and cyclohexanone;
the additive comprises one or more of a silane coupling agent, an antioxidant, an ultraviolet absorbent, a defoaming agent and a leveling agent.
The invention has the beneficial effects that: the preparation method of the pigment dispersion system adopts a microemulsion polymerization method to polymerize polymerizable dye monomers containing dye molecules in a molecular structure around pigment particles to form a color polymer network so as to disperse the pigment particles to prepare the pigment dispersion system; because the pigment dispersion system adopts the coaction of the pigment particles and the dye molecules to realize the target color, compared with the existing color photoresist which only adopts the pigment particles to realize the target color, the color photoresist which adopts the pigment dispersion system can reduce the use amount of the pigment particles, thereby improving the light transmittance. In addition, in the pigment dispersion system, the dye molecules exist in the color polymer network, so that the pigment dispersion system is applied to the color photoresist, and compared with the existing method of directly adding the dye molecules into the color photoresist, the dye molecules have better dispersion stability in the color photoresist, and the color filter manufactured by adopting the color photoresist has better quality. Compared with the existing color photoresist which only adopts pigment particles to realize the target color, the color photoresist reduces the use amount of the pigment particles, so that a color filter manufactured by adopting the color photoresist has higher light transmittance; compared with the existing color photoresist directly added with dye molecules, the color photoresist has stronger dispersion stability of the dye molecules, so that phenomena of floating color, mutual dyeing of adjacent film layers and the like caused by separation from the color photoresist are avoided, and the color filter manufactured by the color photoresist has better quality.
For a better understanding of the nature and technical aspects of the present invention, reference should be made to the following detailed description of the invention, taken in conjunction with the accompanying drawings, which are provided for purposes of illustration and description and are not intended to limit the invention.
Drawings
The technical solution and other advantages of the present invention will become apparent from the following detailed description of specific embodiments of the present invention, which is to be read in connection with the accompanying drawings.
In the drawings, there is shown in the drawings,
FIG. 1 is a flow chart of a method of making a pigment dispersion of the present invention;
FIG. 2 is a schematic view of a first embodiment of step 4 of the method of making the pigment dispersion of the present invention;
fig. 3 is a schematic view of a second embodiment of step 4 of the method of making the pigment dispersion of the present invention.
Detailed Description
To further illustrate the technical means and effects of the present invention, the following detailed description is given with reference to the preferred embodiments of the present invention and the accompanying drawings.
Referring to fig. 1, the present invention provides a method for preparing a pigment dispersion system, comprising the following steps:
step 1, providing pigment particles, and uniformly mixing the pigment particles with a surfactant and an aqueous solvent to obtain a first mixed solution.
Specifically, the step 1 includes:
step 11, providing pigment particles, adding grinding beads into the pigment particles for crushing and premixing, and filtering to remove the grinding beads after the premixing is finished;
and step 12, uniformly mixing the premixed pigment particles with a surfactant and an aqueous solvent to obtain a first mixed solution.
Specifically, in the step 1, the addition of the surfactant can promote the dissolution of the pigment particles in the aqueous solvent.
Specifically, in the step 1, pigment particles, a surfactant and an aqueous solvent are uniformly mixed by an ultrasonic dispersion method, and the ultrasonic dispersion time is 60-180 minutes.
And 2, providing a first polymerizable monomer, wherein the first polymerizable monomer comprises a polymerizable dye monomer with a molecular structure containing dye molecules, and uniformly mixing the first polymerizable monomer, a surfactant and an aqueous solvent to obtain a second mixed solution.
Specifically, the polymerizable dye monomer is a compound conforming to a specific structural general formula, and in the method for preparing the pigment dispersion system of the present invention, the polymerizable dye monomer may include one or more specific compounds.
Specifically, in the step 2, the addition of the surfactant can promote the polymerizable dye monomer to be dissolved in the aqueous solvent, so as to obtain the microemulsion.
Specifically, in the step 2, the first polymerizable monomer, the surfactant and the aqueous solvent are uniformly mixed by an ultrasonic dispersion method, and the ultrasonic dispersion time is 60-180 minutes.
Specifically, the sequence of step 1 and step 2 may be intermodulation.
And 3, providing a pyrolysis initiator, and uniformly mixing the first mixed solution, the second mixed solution and the pyrolysis initiator to obtain a third mixed solution.
Specifically, in the step 3, the first mixed solution, the second mixed solution and the pyrolysis initiator are uniformly mixed by adopting a method of simultaneously performing stirring and ultrasonic dispersion, and the stirring and ultrasonic dispersion time is 60-180 minutes.
Specifically, the microemulsion is obtained after the first mixed solution, the second mixed solution and the pyrolysis initiator are uniformly mixed.
And 4, simultaneously stirring, ultrasonically treating and heating the third mixed solution to enable the first polymerizable monomer in the third mixed solution to perform polymerization reaction to form a color polymer network dispersed around the pigment particles, so as to obtain a pigment dispersion system.
Specifically, in the step 4, if the pigment dispersion system needs to be applied to a color photoresist of an organic solvent system, the step 4 further includes a step of drying the pigment dispersion system to remove the aqueous solvent in the pigment dispersion system;
if the pigment dispersion system is required to be applied to a color photoresist in an aqueous solvent system, the step 4 does not include a step of drying the pigment dispersion system, and the pigment dispersion system containing an aqueous solvent can be directly mixed with other raw material components of the color photoresist to prepare the color photoresist.
Specifically, in the step 4, after the third mixed solution is heated, the first polymerizable monomer in the third mixed solution undergoes a micro-emulsion polymerization reaction to form a color polymer network dispersed around the pigment particles. When the first polymerizable monomer comprises two or more specific compounds, the first polymerizable monomer in the third mixed solution undergoes microemulsion block copolymerization to obtain a colored polymer network with a more complex structure, so as to adjust the color of the colored polymer network or increase the stability of the pigment dispersion system.
FIG. 2 is a schematic diagram of a first embodiment of step 4 of the method of making a pigment dispersion of the present invention, as shown in FIG. 2, wherein the polymerizable dye monomer comprises a specific compound and the first polymerizable monomer is subjected to a microemulsion polymerization reaction; fig. 3 is a schematic diagram of a second embodiment of step 4 of the method for making a pigment dispersion according to the present invention, as shown in fig. 3, wherein the polymerizable dye monomer comprises two specific compounds, the first polymerizable monomer undergoes microemulsion block copolymerization, and the two specific compounds are respectively identified as "polymerizable dye monomer 1" and "polymerizable dye monomer 2" in fig. 3.
Specifically, the colored polymer network in the pigment dispersion system can disperse pigment particles, prevent the pigment particles from aggregating and improve the dispersion stability of the pigment particles.
Specifically, the structural formula of the polymerizable dye monomer is shown as
Wherein,represents a dye molecule which is a Xanthene dye compound (Xanthene), an indigoid dye compound (Cyanine), an Azo dye compound (Azo), an Anthraquinone dye compound (Anthraquinone), a Dioxazine dye compound (Dioxazine) or a triarylmethane dye compound (Triphenylmethane).
Specifically, the Xanthene dye compound (Xanthene) is a dye compound with the following structural general formula or a derivative of the dye compound with the following structural general formula:
specifically, the indigoid dye compound (Cyanine) is a dye compound having the following structural formula or a derivative of the dye compound having the following structural formula:
specifically, the Azo dye compound (Azo) is a dye compound having the following structural formula or a derivative of the dye compound having the following structural formula:
specifically, the Anthraquinone dye compound (Anthraquinone) is a dye compound or a derivative of the dye compound with the following structural general formula:
specifically, the Dioxazine dye compound (Dioxazine) is a dye compound having the following structural formula or a derivative of the dye compound having the following structural formula:
specifically, the triarylmethane dye compound (Triphenylmethane) is a dye compound having the following structural formula or a derivative of the dye compound having the following structural formula:
in the structural general formulas of the dye compounds, R can be a proper substituent group, such as alkyl, aryl, alkaryl, sulfonic acid group, amino, cyano, or the like; x is halogen.
Specifically, suitable substituents, such as alkyl, aryl, alkaryl, carboxyl, sulfonic acid, halogen, hydroxyl, amino, cyano, etc., may be present on the aromatic ring of the dye molecule to adjust the color of the dye molecule, and improve the thermal stability, light stability, chemical stability, etc., of the dye molecule, which will not be described in detail herein.
Represents a polymerizable group, wherein R is not limited and may be any group.
Specifically, the preparation method of the polymerizable dye monomer comprises the following steps: hydroxyl, amido or halogen groups on the aromatic ring of the dye molecule are utilized to carry out arylamine, etherification, acylation and dehalogenation reactions, thereby introducing polymerizable groups on the dye molecule
Specifically, the invention takes the dehalogenation reaction with the participation of halogen group as an example, and lists a plurality of reaction formulas which respectively show that polymerizable groups are introduced on different dye moleculesThe process for preparing the polymerizable dye monomer comprises the following steps:
the polymerizable dye monomer obtained by the reaction formulaIn (1),representing dye moleculesRepresents a polymerizable group
The polymerizable dye monomer obtained by the reaction formulaIn (1),representing dye moleculesRepresents a polymerizable group
The polymerizable dye monomer obtained by the reaction formulaIn (1),representing dye moleculesRepresents a polymerizable group
The polymerizable dye monomer obtained by the reaction formulaIn (1),representing dye moleculesRepresents a polymerizable group
The above reactions can be carried out in the presence of a proper amount of KOH and N, N-Dimethylformamide (DMF), and after the heating reflux reaction, a proper amount of 20% diluted hydrochloric acid solution is added, and the polymerizable dye monomer is obtained after filtration, ethanol washing and drying.
Specifically, in the step 2, besides the polymerizable dye monomer, the first polymerizable monomer may further include a reactive monomer containing no dye molecule; the reactive monomer can be polymerized with a polymerizable dye monomer to form a colored polymer network, and the color of the colored polymer network can be adjusted or the stability of a pigment dispersion system can be increased by adjusting the ratio of the reactive monomer to the polymerizable dye monomer; the reactive monomer comprises one or more of styrene, acrylic acid, alkyl acrylate, alkyl methacrylate, aryl methacrylate, alcohol methacrylate and alkylaryl methacrylate; preferably, the reactive monomer comprises one or more of styrene, butyl acrylate and alkyl methacrylate.
Specifically, in the step 1, the material of the pigment particles is not particularly limited, and a known pigment used in the production of a color resist may be used. Specifically, the material of the pigment particles may include one or more of organic pigments such as red dipyrrolopyrrole (dipyrrolol) pigments, for example, c.i. pigment red 254, 255, 264, 270 and 272; or c.i. pigment red 177 and 89; green halogen-substituted copper phthalocyanine pigments such as c.i. pigment green 36 and c.i. pigment green 7; blue copper phthalocyanine pigments such as c.i. pigment blue 15:6, 15:1, 15:2, 15:3, 15:4, 15:5 and 16; yellow isoindoline-based pigments such as c.i. pigment yellow 139; yellow quinophthalone-based pigments, such as c.i. pigment yellow 138; yellow nickel complex pigments such as c.i. pigment yellow 150 and the like; the material of the pigment particles may be a mixture of one or more of the above pigments.
Specifically, in step 1 and step 2, the aqueous solvent is water or an alcohol solvent.
Specifically, in step 1 and step 2, the surfactant includes one or more of polyvinylpyrrolidone, sodium dodecyl sulfate, sodium dodecyl benzene sulfonate, and sodium dodecyl sulfate.
Specifically, in step 3, the pyrolysis-based initiator is used to polymerize the first polymerizable monomer in the microemulsion to form the colored polymer network, and the pyrolysis-based initiator includes one or more of azobisisobutyronitrile and peroxide.
The preparation method of the pigment dispersion system adopts a microemulsion polymerization method to polymerize polymerizable dye monomers containing dye molecules in a molecular structure around pigment particles to form a color polymer network so as to disperse the pigment particles to prepare the pigment dispersion system; because the pigment dispersion system adopts the coaction of the pigment particles and the dye molecules to realize the target color, compared with the existing color photoresist which only adopts the pigment particles to realize the target color, the color photoresist which adopts the pigment dispersion system can reduce the use amount of the pigment particles, thereby improving the light transmittance. In addition, in the pigment dispersion system, the dye molecules exist in the color polymer network, so that the pigment dispersion system is applied to the color photoresist, and compared with the existing method of directly adding the dye molecules into the color photoresist, the dye molecules have better dispersion stability in the color photoresist, and the color filter manufactured by adopting the color photoresist has better quality.
Based on the preparation method of the pigment dispersion system, the invention provides the pigment dispersion system which comprises pigment particles and a color polymer network dispersed around the pigment particles, wherein the color polymer network is formed by polymerizing first polymerizable monomers, and the first polymerizable monomers comprise polymerizable dye monomers containing dye molecules in molecular structures.
Specifically, the pigment dispersion system includes or does not include an aqueous solvent;
when the pigment dispersion system comprises an aqueous solvent, the pigment dispersion system can be applied to a color photoresist of the aqueous solvent system;
when the pigment dispersion does not include an aqueous solvent, the pigment dispersion may be applied to a color photoresist of an organic solvent system.
Specifically, the aqueous solvent is water or an alcohol solvent.
Specifically, the first polymerizable monomer may further include a reactive monomer that does not include a dye molecule.
The specific compounds from which the polymerizable dye monomers and reactive monomers are selected and the selection of the pigment particles are described above and not described herein.
Based on the pigment dispersion system, the invention also provides a color photoresist which comprises the pigment dispersion system, alkali-soluble resin, a second polymerizable monomer, a photoinitiator, a solvent and an additive.
Specifically, in the color photoresist, the pigment dispersion system is 4-10 parts by weight; 5-8 parts of alkali-soluble resin; 5-8 parts of the second polymerizable monomer; the weight part of the photoinitiator is 0.2-0.6; 70-85 parts of solvent; the additive is 0.1-0.2 part by weight.
Preferably, in the color photoresist, the solvent is 74-85 parts by weight.
Specifically, the alkali-soluble resin comprises one or more copolymer resins formed by polymerizing one or more of acrylic acid, alkyl methacrylate, aryl methacrylate, alcohol methacrylate, alkylaryl methacrylate, succinic acid methacrylate, ethoxy acrylate, aliphatic urethane acrylate, aliphatic polyisocyanate and other monomers.
Specifically, the second polymerizable monomer comprises one or more of acrylic acid, alkyl methacrylate, aryl methacrylate, alcohol methacrylate, alkylaryl methacrylate, succinic acid methacrylate, ethoxy acrylate, aliphatic urethane acrylate and aliphatic polyisocyanate.
Specifically, the photoinitiator comprises one or more of oxime ester compounds, acetophenone compounds, benzoin compounds, benzophenone compounds, thioxanthone compounds, triazine compounds, anthraquinone compounds, borate compounds, carbazole compounds and imidazole compounds.
Specifically, the solvent comprises one or more of propylene glycol methyl ether acetate, propylene diketone methyl ether acetate, propylene glycol diacetate, ethyl 3-ethoxypropionate, 3-ethoxy-3-imine ethyl propionate, 2-heptane, 3-heptane, cyclopentanone and cyclohexanone.
Specifically, the additive comprises one or more of a silane coupling agent, an antioxidant, an ultraviolet absorbent, a defoaming agent and a leveling agent.
Compared with the existing color photoresist which only adopts pigment particles to realize the target color, the color photoresist reduces the use amount of the pigment particles, so that a color filter manufactured by adopting the color photoresist has higher light transmittance; compared with the existing color photoresist directly added with dye molecules, the color photoresist has stronger dispersion stability of the dye molecules, so that phenomena of floating color, mutual dyeing of adjacent film layers and the like caused by separation from the color photoresist are avoided, and the color filter manufactured by the color photoresist has better quality.
In summary, the present invention provides a pigment dispersion system, a method for making the same, and a color photoresist. The preparation method of the pigment dispersion system adopts a microemulsion polymerization method to polymerize polymerizable dye monomers containing dye molecules in a molecular structure around pigment particles to form a color polymer network so as to disperse the pigment particles to prepare the pigment dispersion system; because the pigment dispersion system adopts the coaction of the pigment particles and the dye molecules to realize the target color, compared with the existing color photoresist which only adopts the pigment particles to realize the target color, the color photoresist which adopts the pigment dispersion system can reduce the use amount of the pigment particles, thereby improving the light transmittance. In addition, in the pigment dispersion system, the dye molecules exist in the color polymer network, so that the pigment dispersion system is applied to the color photoresist, and compared with the existing method of directly adding the dye molecules into the color photoresist, the dye molecules have better dispersion stability in the color photoresist, and the color filter manufactured by adopting the color photoresist has better quality. Compared with the existing color photoresist which only adopts pigment particles to realize the target color, the color photoresist reduces the use amount of the pigment particles, so that a color filter manufactured by adopting the color photoresist has higher light transmittance; compared with the existing color photoresist directly added with dye molecules, the color photoresist has stronger dispersion stability of the dye molecules, so that phenomena of floating color, mutual dyeing of adjacent film layers and the like caused by separation from the color photoresist are avoided, and the color filter manufactured by the color photoresist has better quality.
As described above, it will be apparent to those skilled in the art that other various changes and modifications may be made based on the technical solution and concept of the present invention, and all such changes and modifications are intended to fall within the scope of the appended claims.
Claims (9)
1. A method of making a pigment dispersion, comprising the steps of:
step 1, providing pigment particles, and uniformly mixing the pigment particles with a surfactant and an aqueous solvent to obtain a first mixed solution;
step 2, providing a first polymerizable monomer, wherein the first polymerizable monomer comprises a polymerizable dye monomer with a molecular structure containing dye molecules, and uniformly mixing the first polymerizable monomer, a surfactant and an aqueous solvent to obtain a second mixed solution;
the sequence of step 1 and step 2 may be intermodulation;
step 3, providing a pyrolysis initiator, and uniformly mixing the first mixed solution, the second mixed solution and the pyrolysis initiator to obtain a third mixed solution;
step 4, stirring, ultrasonic treating and heating the third mixed solution simultaneously to enable the first polymerizable monomer in the third mixed solution to perform polymerization reaction to form a color polymer network dispersed around the pigment particles, so as to obtain a pigment dispersion system;
in the step 1 and the step 2, the aqueous solvent is water or an alcohol solvent; the surfactant comprises one or more of polyvinylpyrrolidone, sodium dodecyl sulfate, sodium dodecyl benzene sulfonate and sodium dodecyl sulfate; in the step 3, the pyrolysis-based initiator includes one or more of azobisisobutyronitrile and peroxide.
2. The method of making a pigment dispersion according to claim 1 wherein the polymerizable dye monomer has the formula
Wherein,represents a dye molecule which is a xanthene dye compound, an indigoid dye compound, an azo dye compound, an anthraquinone dye compound, a dioxazine dye compound or a triarylmethane dye compound;
represents a polymerizable group.
3. The method of making a pigment dispersion according to claim 1, wherein step 1 comprises:
step 11, providing pigment particles, adding grinding beads into the pigment particles for crushing and premixing, and filtering to remove the grinding beads after the premixing is finished;
step 12, uniformly mixing the premixed pigment particles with a surfactant and an aqueous solvent to obtain a first mixed solution;
in the step 4, if the pigment dispersion system needs to be applied to a color photoresist of an organic solvent system, the step 4 further includes a step of drying the pigment dispersion system to remove the aqueous solvent in the pigment dispersion system;
if the pigment dispersion is to be applied to a color photoresist in an aqueous solvent system, the step 4 does not include a step of drying the pigment dispersion.
4. The method for preparing the pigment dispersion system according to claim 1, wherein in the step 1, pigment particles, the surfactant and the aqueous solvent are uniformly mixed by an ultrasonic dispersion method, and the ultrasonic dispersion time is 60 to 180 minutes;
in the step 2, the first polymerizable monomer, the surfactant and the aqueous solvent are uniformly mixed by adopting an ultrasonic dispersion method, and the ultrasonic dispersion time is 60-180 minutes;
in the step 3, the first mixed solution, the second mixed solution and the pyrolysis initiator are uniformly mixed by adopting a method of simultaneously performing stirring and ultrasonic dispersion, and the stirring and ultrasonic dispersion time is 60-180 minutes.
5. The method of making a pigment dispersion according to claim 1 wherein in step 2, the first polymerizable monomer further comprises a reactive monomer that does not contain a dye molecule; the reactive monomers include one or more of styrene, acrylic acid, alkyl acrylate, alkyl methacrylate, aryl methacrylate, alcohol methacrylate, and alkylaryl methacrylate.
6. A pigment dispersion obtained by the method for producing a pigment dispersion according to claim 1, comprising pigment particles and a colored polymer network dispersed around the pigment particles, wherein the colored polymer network is formed by polymerizing a first polymerizable monomer comprising a polymerizable dye monomer having a molecular structure containing dye molecules.
7. A color photoresist comprising the pigment dispersion system of claim 6, an alkali-soluble resin, a second polymerizable monomer, a photoinitiator, a solvent, and an additive.
8. The color photoresist of claim 7, wherein the pigment dispersion is present in an amount of 4 to 10 parts by weight; 5-8 parts of alkali-soluble resin; 5-8 parts of the second polymerizable monomer; the weight part of the photoinitiator is 0.2-0.6; 70-85 parts of solvent; the additive is 0.1-0.2 part by weight.
9. The color photoresist of claim 7, wherein the alkali soluble resin comprises one or more copolymer resins formed from the polymerization of one or more of acrylic acid, alkyl methacrylates, aryl methacrylates, alcohol methacrylates, alkyl aryl methacrylates, succinic acid methacrylate, ethoxy acrylates, aliphatic urethane acrylates, and aliphatic polyisocyanates;
the second polymerizable monomer comprises one or more of acrylic acid, alkyl methacrylate, aryl methacrylate, alcohol methacrylate, alkylaryl methacrylate, succinic acid methacrylate, ethoxy acrylate, aliphatic urethane acrylate and aliphatic polyisocyanate;
the photoinitiator comprises one or more of oxime ester compounds, acetophenone compounds, benzoin compounds, benzophenone compounds, thioxanthone compounds, triazine compounds, anthraquinone compounds, borate compounds, carbazole compounds and imidazole compounds;
the solvent comprises one or more of propylene glycol methyl ether acetate, propylene diketone methyl ether acetate, propylene glycol diacetate, ethyl 3-ethoxypropionate, 3-ethoxy-3-imine ethyl propionate, 2-heptane, 3-heptane, cyclopentanone and cyclohexanone;
the additive comprises one or more of a silane coupling agent, an antioxidant, an ultraviolet absorbent, a defoaming agent and a leveling agent.
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| CN111303663B (en) * | 2020-03-17 | 2021-09-24 | Tcl华星光电技术有限公司 | Preparation method of oligomer organic dye, color film photoresist and color film filter |
| CN111333830B (en) * | 2020-04-21 | 2022-06-17 | 山东凯瑞尔光电科技有限公司 | Synthesis method of blue color paste complex high-molecular red dye for color photoresist |
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Address after: 9-2 Tangming Avenue, Guangming New District, Shenzhen City, Guangdong Province Patentee after: TCL China Star Optoelectronics Technology Co.,Ltd. Address before: 9-2 Tangming Avenue, Guangming New District, Shenzhen City, Guangdong Province Patentee before: Shenzhen China Star Optoelectronics Technology Co.,Ltd. |