CN102453354A - Pigment dispersion, preparation method thereof, pigment photoresist and color filter - Google Patents
Pigment dispersion, preparation method thereof, pigment photoresist and color filter Download PDFInfo
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- CN102453354A CN102453354A CN2010105250132A CN201010525013A CN102453354A CN 102453354 A CN102453354 A CN 102453354A CN 2010105250132 A CN2010105250132 A CN 2010105250132A CN 201010525013 A CN201010525013 A CN 201010525013A CN 102453354 A CN102453354 A CN 102453354A
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Abstract
The invention belongs to the field of liquid crystal display and provides pigment dispersion. The pigment dispersion comprises 5-50% of pigments, 2-25% of dispersing agents and 40-85% of solvents by weight percent. A preparation method of the pigment dispersion comprises the following steps: mixing the pigments, dispersing agents and solvents to obtain pigment premix solution; and then dispersing and disintegrating the pigment premix solution to obtain the pigment dispersion. The invention also provides a pigment photoresist. The pigment photoresist comprises 40-85% of pigment dispersion, 0.05-5% of photoinitiators and 10-50% of photosensitive resins by weight percent and is applied to a color filter.
Description
Technical field
The invention belongs to field of liquid crystal display, be specifically related to a kind of pigment dispersion, its preparation method, pigment photoresistor agent and colored filter that is applicable to colored filter.
Background technology
Colored filter is the key part and component that liquid-crystal display can colorize, and its technology and quality have fundamental influence to the display performance of liquid-crystal display.The preparation method of colored filter has multiple, as: staining, colo(u)rant dispersion method, print process, electrodip process, ink jet method etc.Wherein, The colo(u)rant dispersion method be with colo(u)rant dispersion in resin; The photoresist that will have color more is coated on the transparent glass substrate that prepares black matrix"; After photoetching processes such as overexposure, development, just can be made into the color layer of colored filter, it is simple that it has technology, and photostabilization, thermotolerance, chemical resistant properties is good and steady performance.
At present, the liquid-crystal apparatus of colored filter more uses at aspects such as notebook computer, tabletop display and large-scale LCD TVs.These liquid-crystal apparatus need high chroma and high correlated requirement,, need exist in the dispersion state of pigment dyestuff with minuteness particle in the preparation process for this reason.Yet, the pigment refinement, surface-area can increase, and makes that granules of pigments tends to reunite stability decreases.Although being arranged at present, report take dispersion agent and dispersion resin to improve the dispersing of pigments performance; But the kind of dispersion agent and dispersion resin and usage quantity have very big influence to the stability of photoresist; For adapting to the constantly performance requriements of upgrading of liquid-crystal display colored filter, press for granular colo(u)rant dispersion and the preparation of optimizing the pigment photoresistor agent.
Summary of the invention
The embodiment of the invention provides a kind of pigment dispersion, its preparation method, pigment photoresistor agent and colored filter that is applicable to colored filter, is intended to solve pigment particle size problem pockety in the prior art.
The embodiment of the invention is achieved in that a kind of pigment dispersion, comprising: weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent.
Another purpose of the embodiment of the invention is to provide a kind of preparation method of pigment dispersion, and it comprises the steps:
With weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent, the pigment premixed liquid;
Above-mentioned pigment premixed liquid is carried out dispersing and disintegrating handle, obtain said pigment dispersion.
Another purpose of the embodiment of the invention is to provide a kind of pigment photoresistor agent, comprising: weight percent is that 40～85% pigment dispersion, weight percent are that 0.05～5% light trigger and weight percent are 10～50% photoresists.
Another purpose of the embodiment of the invention is to provide a kind of preparation method of colored filter, and said method comprises the steps:
Spin coating pigment photoresistor agent on substrate forms the pigment photoresistor rete;
The pigment photoresistor rete is dried by the fire processing at high temperature;
Pigment photoresistor rete after the preceding baking processing is carried out exposure-processed with UV-light;
Adopt alkaline-based developer to carry out development treatment the pigment photoresistor rete after the exposure-processed;
Pigment photoresistor rete after developing is toasted under 200-250 ℃ of temperature condition, form required pixel graphics.
The embodiment of the invention is through choosing suitable dispersion agent and solvent; Proportioning to pigment, dispersion agent and solvent is optimized simultaneously; Through the solvency action of dispersion agent dissemination and solvent, obtain the pigment dispersion that dispersion particle size is little, particle size distribution is narrow; Satisfy the selection requirement of material spectral filter based on the pigment photoresistor agent of this pigment dispersion; Utilize the material spectral filter color saturation ratio of this pigment photoresistor agent preparation high, make colored filter quality be improved significantly.
Embodiment
In order to make the object of the invention, technical scheme and advantage clearer,, the present invention is further elaborated below in conjunction with case study on implementation.Should be appreciated that specific embodiment described herein only in order to explanation the present invention, and be not used in qualification the present invention.
Embodiments of the invention provide a kind of pigment dispersion, and it comprises:: weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent.
Pigment weight per-cent is preferably 10～20% in the said pigment dispersion, and the dispersion agent weight percent is 1/2 of a pigment weight per-cent.Wherein, the above particle of the particle diameter 1 μ m of pigment accounts for the sub-weight of wholegrain below 3%, and the particle of particle diameter 0.01～0.6 μ m accounts for more than 30% of the sub-weight of wholegrain.Pigment comprises red pigment, veridian and/or blue pigments.The viscosity of pigment dispersion is 3.0～60.0Pas, is preferably 3.0～30.0Pas, and its viscosity is the viscosity of dispersion temperature when being 25 ℃.
Red pigment of the present invention is that pyrene series pigments, anthraquione pigmentss are independent or one of them plants pigment and tetrazo is that yellow pigment or India's phosphorus are the mixture of yellow pigment, for example can select the red pigment of following trade(brand)name for use: Pigment red 7, Pigment red 14, pigment red 41, pigment red 4 8:1, pigment red 4 8:2, pigment red 4 8:3, pigment red 4 8:4, pigment red 146, Pigment red 177, Pigment red 178, Pigment red 184, Pigment red 185, Pigment red 187, Pigment red 200, Pigment red 202, Pigment red 208, pigment red 21 0, Pigment red 246, Pigment red 254, Pigment red 255, Pigment red 264, Pigment red 272 etc.For example can select the yellow ultramarine of following trade(brand)name for use: Pigment Yellow 73 1; Pigment Yellow 73 2; Pigment Yellow 73 3; Pigment Yellow 73 4; Pigment Yellow 73 5; Pigment Yellow 73 6; Pigment Yellow 73 10; Pigment Yellow 12; Pigment yellow 13; Pigment Yellow 14; Pigment Yellow 73 15; Pigment Yellow 73 16; Pigment yellow 17; Pigment Yellow 73 18; Pigment Yellow 73 24; Pigment Yellow 73 31; Pigment Yellow 73 32; Pigment yellow 34; Pigment Yellow 73 35; Pigment Yellow 73 35:1; Pigment Yellow 73 36; Pigment Yellow 73 36:1; Pigment Yellow 73 37; Pigment Yellow 73 37:1; Pigment Yellow 73 40; Pigment Yellow 73 42; Pigment Yellow 73 43; Pigment Yellow 73 53; Pigment Yellow 73 55; Pigment Yellow 73 60; C.I. Pigment Yellow 73 61; Pigment Yellow 73 62; Pigment Yellow 73 63; Pigment Yellow 73 65; Pigment Yellow 73 73; Pigment Yellow 73 74; Pigment Yellow 73 77; Pigment yellow 81; Pigment yellow 83; Pigment Yellow 73 93; Pigment Yellow 73 94; Pigment Yellow 73 95; Pigment Yellow 73 97; Pigment Yellow 73 98; Pigment Yellow 73 100; Pigment Yellow 73 101; Pigment Yellow 73 104; Pigment Yellow 73 106; Pigment Yellow 73 108; Pigment Yellow 73 109; Pigment Yellow 73 110; Pigment Yellow 73 113; Pigment Yellow 73 114; Pigment Yellow 73 115; Pigment Yellow 73 116; Pigment Yellow 73 117; Pigment Yellow 73 118; Pigment Yellow 73 119; Pigment Yellow 12 0; Pigment Yellow 12 6; Pigment Yellow 12 7; Pigment Yellow 12 8; Pigment Yellow 12 9; Pigment yellow 13 8; Pigment yellow 13 9; Pigment Yellow 73 150; Pigment Yellow 73 151; Pigment Yellow 73 152; Pigment Yellow 73 153; Pigment yellow 154; Pigment Yellow 73 155; Pigment Yellow 73 156; Pigment Yellow 73 161; Pigment Yellow 73 162; Pigment Yellow 73 164; Pigment Yellow 73 166; Pigment Yellow 73 167; Pigment Yellow 73 168; Pigment Yellow 73 169; Pigment yellow 17 0; Pigment yellow 17 1; Pigment yellow 17 2; Pigment yellow 17 3; Pigment yellow 17 4; Pigment yellow 17 5; Pigment yellow 17 6; Pigment yellow 17 7; Pigment yellow 17 9; Pigment Yellow 73 180; Pigment Yellow 73 181; Pigment Yellow 73 182; Pigment Yellow 73 185; Pigment Yellow 73 187; Pigment Yellow 73 191:1; Pigment Yellow 73 199 etc.
Veridian be the halogenated phthalocyanines series pigments separately or its pigment and tetrazo are that yellow pigment or India's phosphorus are the mixture of yellow pigment; Phthualocyanine pigment such as pigment green 36; Yellow ultramarine can be azo type pigment, azo condensed type pigment or heterocyclic pigment, or its combination.For example can select the yellow ultramarine of following trade(brand)name for use: Pigment Yellow 73 1, Pigment Yellow 73 2, Pigment Yellow 73 3, Pigment Yellow 73 4, Pigment Yellow 73 5, Pigment Yellow 73 6, Pigment Yellow 73 10, pigment Yellow 12, pigment yellow 13, pigment Yellow 14, Pigment Yellow 73 15, Pigment Yellow 73 16, pigment yellow 17, Pigment Yellow 73 18, Pigment Yellow 73 24, Pigment Yellow 73 31, Pigment Yellow 73 32, pigment yellow 34, Pigment Yellow 73 35, Pigment Yellow 73 35:1, Pigment Yellow 73 36, Pigment Yellow 73 36:1, Pigment Yellow 73 37, Pigment Yellow 73 37:1, Pigment Yellow 73 40, Pigment Yellow 73 42, Pigment Yellow 73 43, Pigment Yellow 73 53, Pigment Yellow 73 55, Pigment Yellow 73 60, C.I. Pigment Yellow 73 61, Pigment Yellow 73 62, Pigment Yellow 73 63, Pigment Yellow 73 65, Pigment Yellow 73 73, Pigment Yellow 73 74, Pigment Yellow 73 77, pigment yellow 81, pigment yellow 83, Pigment Yellow 73 93, Pigment Yellow 73 94, Pigment Yellow 73 95, Pigment Yellow 73 97, Pigment Yellow 73 98, Pigment Yellow 73 100, Pigment Yellow 73 101, Pigment Yellow 73 104, Pigment Yellow 73 106, Pigment Yellow 73 108, Pigment Yellow 73 109, Pigment Yellow 73 110, Pigment Yellow 73 113, Pigment Yellow 73 114, Pigment Yellow 73 115, Pigment Yellow 73 116, Pigment Yellow 73 117, Pigment Yellow 73 118, Pigment Yellow 73 119, pigment Yellow 12 0, pigment Yellow 12 6, pigment Yellow 12 7, pigment Yellow 12 8, pigment Yellow 12 9, pigment yellow 13 8, pigment yellow 13 9, Pigment Yellow 73 150, Pigment Yellow 73 151, Pigment Yellow 73 152, Pigment Yellow 73 153, pigment yellow 154, Pigment Yellow 73 155, Pigment Yellow 73 156, Pigment Yellow 73 161, Pigment Yellow 73 162, Pigment Yellow 73 164, Pigment Yellow 73 166, Pigment Yellow 73 167, Pigment Yellow 73 168, Pigment Yellow 73 169, pigment yellow 17 0, pigment yellow 17 1, pigment yellow 17 2, pigment yellow 17 3, pigment yellow 17 4, pigment yellow 17 5, pigment yellow 17 6, pigment yellow 17 7, pigment yellow 17 9, Pigment Yellow 73 180, Pigment Yellow 73 181, Pigment Yellow 73 182, Pigment Yellow 73 185, Pigment Yellow 73 187, Pigment Yellow 73 191:1, Pigment Yellow 73 199 etc., perhaps can use the mixture of one or more pigment.
Blue pigments is the independent or mixture of this pigment and dioxazines purple pigment of halogenated phthalocyanines series pigments; For example can select the blue pigments of following trade(brand)name for use: pigment Blue 15: 1, pigment Blue 15: 2, pigment Blue 15: 3, pigment Blue 15: 3, pigment Blue 15: 4, pigment Blue 15: 6, pigment blue 16, pigment blue 17, Pigment blue 21, Pigment blue 22, Pigment blue, Pigment blue 64, Pigment blue 76 etc., violet pigment is like pigment violet 19, pigment Violet 23.
The not special restriction of the solvent that pigment dispersion of the present invention is selected for use.Can be formic acid, acetate or chloroform, and ketone, ester, ether, aliphatic hydrocarbon, cycloalkane compound or some aromatic hydrocarbon solvent.Like hexanaphthene, ethyl acetate, glycol ether MEE, glycol dimethyl ether, glycol isopropyl ether, ethylene glycol ether acetate, propylene glycol monomethyl ether; N,N-DIMETHYLACETAMIDE, N-Methyl pyrrolidone, gamma-butyrolactone; Pimelinketone, ETHYLE ACETATE, N-BUTYL ACETATE, propyleneglycoles ester, Diethylene Glycol butyl ether; Methyllactic acid, lactic acid formicester, lactic acid, lactic acid second fat, Pyruvic Acid Ethyl ester, Pyruvic Acid Ethyl ester or N etc.The organic solvent of ether and ester bonded glucide; Possess hydrophilic property; Simultaneously good with the dyestuff consistency; Also can be used to do solvent, like cellulose acetate, Ucar 35,3-NSC 7300 butyl ester, 1-Methoxy-2-propyl acetate, ethylene glycol monomethyl ether acetate, ethylene glycol ether acetate, 3-ethoxyl ethyl propionate etc.Above-mentioned solvent can use in perhaps two or more separately combinations.The amount of solvent is not special to be limited, in view of with after state resin combination and cooperate easily, stably dispersing etc., the pigment weight percentage in the dispersion-s is 5～50%, is preferably 10～30%, more preferably 10～20%.
Dispersion agent involved in the present invention as long as it is just passable to be dissolved into above-mentioned solvent, does not limit.Dispersion agent in the main effect that pigment dispersion system prepares in the process is: wetting, dispersion, deflocculate and stable dispersion, reduction viscosity etc.Can select interfacial agents such as positively charged ion system, negatively charged ion system, nonionic system, both sexes, ZGK 5, fluorine system for use as dispersion agent; Comprise acylamide polymer, modification polyurethane polymkeric substance, the high-molecular block copolymer that contains close pigment group, modified polyorganosiloxane, organic silicon surfactant, modified polyurethane or carboxylicesters, or aforesaid combination.As: carboxylicesterss such as polyurethane(s), polyacrylic ester; Unsaturated polyester acid amides, poly carboxylic acid ammonium salt, ammonium carboxylate salt, alkyl-carboxylic acid ammonium salt, ZGK 5, vinylformic acid-styrene polymer, methacrylic ester, phenylethylene-maleic anhydride polymkeric substance; The alkali salt of Vinylpyrrolidone polymer, sodium lauryl sulphate, polyoxyethylene alkyl ether sulfate salt, X 2073, StNa, styrene-propene acid polymer; StNa, dodecyltriethanolamine sulfate (salt), ammonium lauryl sulfate, Triple Pressed Stearic Acid thanomin, StNa, sodium lauryl sulphate, Triple Pressed Stearic Acid monoethanolamine, StNa, sodium lauryl sulphate, styrene-propene acid polymer; ASs such as Voranol EP 2001; T 46155, polyoxyethylene nonylphenol, Voranol EP 2001 phosphoric acid salt, T 46155, the nonionogenic tenside of Vilaterm etc.; The both sexes interfacial agent of dimethylamino acetate trimethyl-glycine etc.The dispersion agent of the following trade(brand)name of also optional usefulness, the SOLSPERSE series of ABISHIA corporate system, the DISPER BYK series of Bikkukemi corporate system, the EFKA series of EFUKA company etc.The perhaps two or more mixing separately of above-mentioned dispersion agent.Dispersant dosage is very few, and granules of pigments is wetting abundant inadequately, and is low in the granules of pigments surface coverage, and unmasked portion is owing to the adelphotaxy between the particle gathers together; Dispersant dosage is too much, not with granules of pigments bonded dispersion agent each other the company of twining caused the flocculation of system.Therefore, suitable dispersant dosage is to the wetting of granules of pigments and to a certain extent dispersion system stable had important effect.The consumption of dispersion agent is 100 parts in pigment, and dispersion agent is preferably below 30 parts below 50 parts.As required, also can add the compound of known dispersion agent etc.The amine value of dispersion agent is preferably at 1～200mg KOH/g, more preferably, and 10～150mg KOH/g.After the dispersion, pigment particle size should be preferably 50～150nm at 30～300nm.Disperseing particle diameter is to measure the averaged particles footpath by laser granulometry.
The embodiment of the invention provides a kind of preparation method of pigment dispersion, and said method comprises the steps:
S11: with weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent, the pigment premixed liquid;
S12: above-mentioned pigment premixed liquid is carried out dispersing and disintegrating handle, obtain said pigment dispersion.
Among the step S11, the compound method of pigment premixed liquid does not have particular determination.During the conditioned pigment premixed liquid, need solvent, pigment and dispersion agent to mix each other.Pigment can carry out rosin and handle according to necessity, acidic treatment, and representational surface treatment mode such as basic treatment is handled.The method that rosin is handled is in the water-based slurry of pigment, to add the rosiny alkaline aqueous solution, with alkali earth metal salt or acid and long carbochain fatty amine etc. rosin is separated out on surface of pigments then.Concerning azo lake pigment, solubility azoic dyestuff and rosin solution are simultaneously by metallic lakesization, and the rosin of when pigment particles generates, separating out prevents the pigment crystalline growth and makes fine and distinct pigment.The rosiny treatment capacity is generally percentum to percent 20 of pigment, like this pigment particles when drying a little less than the cohesive force, mechanical dispersion is easy, and increased the oleophilicity of surface of pigments, improved the wellability to oiliness carrier.For pigment, can adopt centrifuge separator, sintered filter, membrane filters etc. are removed the above oversize particle of 1 μ m, preferably, the dust of removing the above particle of 0.6 μ m and sneaking into.
Dispersion agent is the intermediation compound of pigment and solvent, and pigment adsorption improves dispersing of pigments property on the dispersion agent surface.Wherein, for anthraquinone system, phthalocyanine system, metal phthalocyanine system, quinacridone; Azo chelating system, azo system, India phosphorus system, Piransron system, perylene system; Purple cyclic ketones system, quinophthalone system, isoindolinone system, quinacridone, dioxazines systems etc. are as the pigment dyestuff parent; Contain hydroxyl like introducing, sulfonic group, sulfa dispersion agent can improve its dispersing property.
Among the step S12, pigment and dispersion agent are sneaked into solvent, can disperse through ball mill, sand mill or dispersion machine, and in addition, also UW capable of using etc. disperses.Pigment dispersion adds grinding medium such as media such as granulated glass sphere, zirconium white granulated glass sphere, through being met the pigment dispersion of colored filter with the pigment photoresistor request for utilization after the sand mill grinding refinement.Pigment dispersion not only can take the mode of mechanical mill to carry out dispersion and fining; Also can be earlier with pigment dissolved in good solvent; Put into again in the poor solvent, in order to after method such as the pigment of trickle particle diameter being separated out and obtaining the granules of pigments of less and uniform grading, again with dispersion agent and solvent.Disperse insufficiently, disperse particle diameter big, filter insufficiently, can have influence on the quality of spectral filter.On the other hand, the dispersion liquid quilt excessively disperses, and it is poor to produce increase of dispersion liquid viscosity or dispersion stabilization, also can influence the coating of the thing of photoresist composition.
The embodiment of the invention provides a kind of pigment photoresistor agent, and it comprises: weight percent is that 40～85% pigment dispersion, weight percent are that 0.05～5% light trigger and weight percent are 10～30% photoresist.Said pigment dispersion comprises: weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent.
In pigment dispersion, add light trigger, photoresist.Can append solvent, said solvent is selected from the solvent of above-mentioned preparation pigment dispersion, and is different with perhaps with the solvent phase in the above-mentioned dispersion-s.Add the concentration that needs to, make that pigment photoresistor agent viscosity in the time of 25 ℃ is 3～20Pas.The dispersion of pigment photoresistor agent can be selected dispersion machines such as two roller mills, three-roll grinder, sand mill, vibrating machine for use.Pigment dispersion in the photoresist can be modulated in advance.The cooperation order of each composition does not limit, and blending means does not limit yet.
Light trigger is when illumination, can form radical or ionic activity base fast, so that crosslinking reaction takes place between photoresist.Light trigger can be selected radical photoinitiator or cationic photoinitiator for use, or the combination of radical photoinitiator and cation light initiator, is used to make corresponding component to issue living radical polymerization and/or cationic polymerization in the irradiation of UV-light.(250～420nm) have certain extinction ability to initiator molecule, and after directly or indirectly absorbing luminous energy, initiator molecule, also can continue to transit to excited triplet state through intersystem crossing to active excited singlet from ground state transition between ultraviolet region.At its excited singlet, also possibly be after excited triplet state experience unit molecule or bimolecular chemical action, generation can trigger monomer polymeric biologically active fragment, and these biologically active fragments can be radical, positively charged ion, negatively charged ion or ion radical.Different according to the biologically active fragment that is produced, light trigger can be divided into radical polymerization light trigger and cationoid polymerisation light trigger.Vinyl resin should use the radical polymerization light trigger, and epoxy resin then should use the cationoid polymerisation light trigger.Concrete; Light trigger can for alpha-amino group ketone, methyl-isobutyl phenylformic acid Benzoin ethyl ether, 4-benzoyl--4 '-the known light trigger of methyldiphenyl thioether, benzoin isobutyl butyl ether, 2-chlorothiaxanthenone, aromatic ketone, multinuclear quinone based compound, diazonium based compound etc., or aforesaid combination.
Photoresist has determined the fundamental property of product behind the photocuring, comprises hardness, snappiness, sticking power, optical property, ageing-resistant etc.Photoresist is the important component part in the photoresist.Under the effect of light trigger, the C=C key in the photoresist is opened and is become the C-C singly-bound, and crosslinking reaction takes place, and forms dense film, and the alkali soluble property resin of protection exposure region prevents that it is developed the liquid flush away.Select suitable photoresist that the last rete that becomes is had important meaning.Photoresist is made up of alkali soluble resin, ethylene unsaturated monomer and epoxy resin.The effect of alkali soluble resin be for flush away when developing not by the photoresist of exposure area.Use basic soln during owing to develop, thus require this resin to have certain acid number so as when to develop and alkaline-based developer react, thereby clean unexposed area.Alkali soluble resin requires to be dissolved in fully in the organic solvent, therefore will consider the intermiscibility between alkali soluble resin of selecting for use and the organic solvent of selecting for use.As: aromatic series or aliphatic category have the epoxy resin that contains a plurality of methylbenzene epoxide groups on acid anhydrides or the main chain of acid, hydroxyl of polyester acrylate, the hydroxyl of propenoate, vinylbenzene and copolymer-maleic anhydride, urethane acrylate, the hydroxyl of polyfunctionality, or the compsn of above-mentioned oligopolymer.Contain the resin that carboxyl is arranged, its video picture property is relatively good.These alkali soluble resin contents divide below 40% of total amount solid shape, preferably below 5～30%.15～30% addition is best.This addition is less than 5%, and substrate contacts density with portrait and descends, and weight surpasses 30%, and photosensitive property descends.Containing ethylene unsaturated monomer is the small molecules that contains polymerizable functional group, and polymerizable functional group is the two keys of C=C.How many monomers can be divided into simple function group monomer and polyfunctional monomer by the contained reactive group of its each molecule.Can only obtain line polymer behind the simple simple function group monomer polymerization, when having polyfunctional monomer, can obtain crosslinking polymer network, improve the physical and mechanical properties and the chemical property of filming.Under the effect of light trigger, the two keys of C=C become the C-C singly-bound, and crosslinking reaction takes place, and form dense film.The compound that contains the ethene property unsaturated group of or an above carboxyl specifically can be vinylformic acid, methylacrylic acid, 2-methacryloyl oxyethyl group succinate, butenoic acid, toxilic acid, maleic anhydride, fumaric acid etc., and this ethylene unsaturated monomer that contains one or an above carboxyl can be a kind of separately or be mixed multiple use.Ethylene unsaturated monomer also comprises: the epoxy resin that contains a plurality of methyl phenyl ring epoxide groups on the acid of the polyester acrylate of acrylic acid or the like epoxy ester, hydroxyl, urethane acrylate oligomer, hydroxyl, the acid anhydrides of hydroxyl or the main chain; Perhaps aforesaid combination.Specifically can be 2-butyl propylene glycol diacrylate, dipentaerythritol acrylate, Dipentaerythritol five propenoate, polyethers TriMethylolPropane(TMP), dihydroxy-benzene methyl acrylate, triethylene propenoate, diallyl fumaric acid, trevira, urethane (methyl) propenoate.When photopolymerization speed fast, acidic-group such as carboxyl and ethene property unsaturated double-bond etc. can make the photopolymerizable compound contain proportional increase and under atmospheric exposure polymerization velocity rise.Serious volumetric shrinkage phenomenon in the time of can alleviating the photoresist film forming through adding epoxy resin.Ethene property unsaturated double-bond is opened C=C participation polyreaction under action of evocating after, monomer molecule becomes a segment on the polymer molecular chain, compares the shared volumetric spaces of monomer and reduces to some extent; Usually volumetric shrinkage is 88% of a monomer volume; Therefore the volumetric shrinkage of rete, and appearance cracking, but the epoxy group(ing) in the interpolation epoxy resin molecule is in the initiated polymerization process; Because epoxide group is opened; Volumetric shrinkage has been alleviated the volumetric shrinkage that contains ethene property unsaturated double-bond resin less than 2% on certain degree, and the crosslinking reaction of epoxide group and hydroxy-acid group has increased the degree of crosslinking of rete molecule; Eliminate demixing phenomenon, increased the toughness of film.Epoxy resin can be selected bisphenol A type epoxy resin for use, bisphenol F epoxy resin, novolac epoxy, aliphatics or cycloaliphatic epoxy resin, epoxy resin dihydroxy-benzene etc.In order to obtain pigment photoresistor agent preferably, can add the identical or different solvent of preparation pigment dispersion, make that pigment photoresistor agent viscosity in the time of 25 ℃ is 3～20Pas.
The embodiment of the invention provides a kind of preparation method of pigment photoresistor agent, and said method comprises the steps:
S21: with weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent, the pigment premixed liquid;
S22: above-mentioned pigment premixed liquid is carried out dispersing and disintegrating handle, obtain said pigment dispersion;
S23:, make the pigment photoresistor agent with pigment dispersion, light trigger, light-cured resin uniform mixing.
Among the step S22,, add the granulated glass sphere media and use the sand mill refinement, make in the dispersion-s pigment particles particle diameter below 0.2 μ m pigment, dispersion agent and solvent.
Among the step S23, in pigment dispersion, add light trigger, light-cured resin.Can append solvent, said solvent is selected from the solvent of above-mentioned preparation pigment dispersion, and is different with perhaps with the solvent phase in the above-mentioned dispersion-s.Add the concentration that needs to, make that pigment photoresistor agent viscosity in the time of 25 ℃ is 3～20Pas.The dispersion of pigment photoresistor agent can be selected dispersion machines such as two roller mills, three-roll grinder, sand mill, vibrating machine for use.Pigment dispersion in the photoresist can be modulated in advance.The cooperation order of each composition does not limit, and blending means does not limit yet.
The embodiment of the invention provides a kind of preparation method with colored filter of above-mentioned photoresist, and said method comprises the steps:
S31: the above-mentioned pigment photoresistor agent of spin coating on substrate forms the pigment photoresistor rete;
S32: the pigment photoresistor rete is dried by the fire processing at high temperature;
S33: the pigment photoresistor rete after the preceding baking processing is carried out exposure-processed with UV-light;
S34: adopt alkaline-based developer to carry out development treatment the pigment photoresistor rete after the exposure-processed;
S35: the pigment photoresistor rete after will developing toasted 30-60 minute under 200-250 ℃ of temperature condition, can form required pixel graphics.
Among the step S31, spin coating pigment photoresistor agent on substrate forms the pigment photoresistor rete, become the homogeneity of pigment photoresistor film surface and resolving power and the precision that consistence directly influences pattern.Rotation gluing method is the most frequently used glue spreading method, and its advantage is a uniform film thickness, easily control.Substrate generally is a glass substrate, such as soda glass, and silica glass and have nesa coating and silicon substrate.The viscosity of photoresist and thixotropism will be at proper ranges.Specifically, with R type viscometer, the rotor turnover number is Y in the viscosity that 20rpm measures, and X/Y representes thixotropism, and is best between 0.7～1.7.Viscosity or thixotropism surpass above-mentioned scope, and film thickness distribution becomes big during coating, and defective takes place easily.Synthetic like this photosensitive resin constituent, as be applied on the substrate, colored pixels formed through photocuring and video picture.At first, this constituent on (normally glass substrate) on the transparency carrier that the light shield layer image is formed, is used metering bar coater, the spin coating appearance, and coatings such as slit type coater, heat drying obtains level and smooth desciccator diaphragm.At this moment, thickness below 3 μ m, is preferably 1～2 μ m usually.
Among the step S32, the main purpose of preceding baking is the solvent of removing in the pigment photoresistor rete.Preceding baking can be adopted hot plate or hot air circulation convection oven, and the temperature deviation that requirement is respectively cured a little is little.
Among the step S33; The light that exposure is used generally is ultraviolet ray, and at 340～460nm, the UV-light that normally produces with high voltage mercury lamp sees through mask; Make the pigment photoresistor rete generation photochemical reaction of exposure part, after developing, obtain the photoengraving pattern identical with mask.Exposure mode mainly contains contact exposure and proximity printing.The contact exposure mode can obtain the higher photoengraving pattern of resolving power, but mask contacts damage and the contamination that causes film easily with the direct of film, so this Exposure mode should not adopt.Proximity printing can reduce the damage and the contamination of film, but resolving power and precision can reduce.
Among the step S34, development is to manifest pattern putting into specific developing solution through the glass substrate that scribbles film of overexposure.To carry out rinsing after the development, its objective is and remove developing solution or some granule foreign that remains in film surface.Development and rinsing generally adopt spraying process effective.Alkaline-based developer is the aqueous solution of basic cpd and interfacial agent normally.Basic cpd is like sodium hydroxide, Pottasium Hydroxide, Sodium phosphate, dibasic, SODIUM PHOSPHATE, MONOBASIC, Secondary ammonium phosphate, primary ammonium phosphate, potassium primary phosphate, water glass, potassium silicate, yellow soda ash, salt of wormwood, sodium hydrogencarbonate, saleratus, Sodium Tetraborate, potassium borate, ammonia etc.These basic cpds can use in each perhaps two or more separately combinations.The best weight of alkalescence video picture neutral and alkali compound concentrations is preferably 0.05～5% within 0.01～10%.In addition; Interfacial agent is like the alkali salt of Voranol EP 2001, T 46155, sorbitan carboxylic esters, polyoxyethylene fatty acid ester, glycerol fatty acid ester, sodium lauryl sulphate, polyoxyethylene alkyl ether sulfate salt, X 2073, StNa, styrene-propene acid polymer, StNa, dodecyltriethanolamine sulfate (salt), ammonium lauryl sulfate, Triple Pressed Stearic Acid thanomin, StNa, sodium lauryl sulphate, Triple Pressed Stearic Acid monoethanolamine, StNa, sodium lauryl sulphate etc.Above-mentioned interfacial agent can use separately separately, or two or more combination is used.The concentration of the interfacial agent in the alkalescence phenomenon liquid, weight percent is 0.01～10%, is preferably 0.05～8%, more preferably 0.1～5%.
Among the step S35, be that the glass substrate after development, the rinsing is cured processing under higher temperature in 30-60 minute purpose of baking under the 200-250 ℃ of temperature condition with the pigment photoresistor rete after developing.Back baking can be removed all remaining solvents, makes film finer and close hard, further improves the sticking power of film and glass substrate.
Below in conjunction with specific embodiment concrete realization of the present invention is described in detail:
Embodiment one:
According to pigment (C.I pigment red254:C.I pigment yellow150=77:23) with weight percent 10%; 5% dispersion agent polyurethane(s), 80% propylene glycol monomethyl ether acetate is mixed, ultra-sonic dispersion 4 hours; The strainer of 1 μ m filters, and obtains red dispersion liquid.The above particle weight of 1 μ m accounts for below 10% in the above-mentioned pigment dispersion.The size distribution of pigment is used the laser particle analyzer analytical results in the red transparent resin, and median size is 0.08 μ m, 0.01～0.03 μ m particle diameter account for 97%.
With dispersible pigment dispersion 50g, propenoate (clear and polymer system) 4g, Dipentaerythritol six (methyl) propenoate (Japanese chemical drug system) 3g, 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butanone 1.2g, the system 0.2g of EAB-F Baotugu Chemical Industrial Co., Ltd, imidazole dimer 0.1g, ethyl propenoate 22g, 2-methylpropanol acetic ester 58g uniform mixing, get the pigment photoresistor agent.
To glass substrate FUSION#7059; Neutral lotion, pure water are cleaned the agent of back spin coating pigment photoresistor, form the pigment photoresistor rete; The about 1.1 μ m of thickness; The pigment photoresistor rete is dried by the fire 80 ℃ of bakings of processing 2 minutes at high temperature, the pigment photoresistor rete after preceding baking is handled carries out exposure-processed with extra-high-pressure mercury vapour lamp in air atmosphere, adopt KOH (weight percent 0.05%) alkaline-based developer to carry out development treatment the pigment photoresistor rete after the exposure-processed; Pigment photoresistor rete after developing was toasted 30-60 minute under 200-250 ℃ of temperature condition, can obtain required pixel graphics.
The stable on heating checking of transparency optical characteristics:
x y Y
Colourity 0.632 0.345 24.1 before burning till
240 ℃ of colourities after burning till 40 minutes 0.630 0.345 23.5
240 ℃ 80 minutes 0.630 0.345 23.5
240 ℃ 120 minutes 0.630 0.345 23.5
Transparency aspect, the Y value does not descend yet, and the tristimulus coordinates x of optical characteristic value and y do not have stress generation variable color yet, and film surface is also no abnormal aspect thermotolerance simultaneously.
Comparative example 1
According to pigment (C.I pigment red254:C.I pigment yellow150=77:23) with weight percent 10%; 5% dispersion agent polyurethane(s), 80% propylene glycol monomethyl ether acetate is mixed, ultra-sonic dispersion 1 hour; The strainer of 1 μ m filters, and obtains red dispersion liquid.The above particle weight of 1 μ m accounts for below 10% in the above-mentioned pigment dispersion.The size distribution of pigment is used the laser particle analyzer analytical results in the red transparent resin, and median size is 0.16 μ m, 0.01～0.03 μ m particle diameter account for 50%.
With dispersible pigment dispersion 50g, propenoate (clear and polymer system) 4g, Dipentaerythritol six (methyl) propenoate (Japanese chemical drug system) 3g, 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butanone 1.2g, the system 0.2g of EAB-F Baotugu Chemical Industrial Co., Ltd, imidazole dimer 0.1g, ethyl propenoate 22g, 2-methylpropanol acetic ester 58g uniform mixing, get the pigment photoresistor agent.
To glass substrate FUSION#7059; Neutral lotion, pure water are cleaned the agent of back spin coating pigment photoresistor, form the pigment photoresistor rete; The about 1.1 μ m of thickness; The pigment photoresistor rete is dried by the fire 80 ℃ of bakings of processing 2 minutes at high temperature, the pigment photoresistor rete after preceding baking is handled carries out exposure-processed with extra-high-pressure mercury vapour lamp in air atmosphere, adopt KOH (weight percent 0.05%) alkaline-based developer to carry out development treatment the pigment photoresistor rete after the exposure-processed; Pigment photoresistor rete after developing was toasted 30-60 minute under 200-250 ℃ of temperature condition, can obtain required pixel graphics.
The stable on heating checking of transparency optical characteristics:
x y Y
Colourity 0.632 0.345 23 before burning till
240 ℃ of colourities after burning till 40 minutes 0.630 0.345 22
240 ℃ 80 minutes 0.628 0.347 21.8
240 ℃ 120 minutes 0.627 0.347 21.7
Transparency aspect, the Y value descends, the tristimulus coordinates x of optical characteristic value and y deterioration, film surface is observed, and under opticmicroscope, can confirm projection.The surface inspection lamp can detect coating defects.
Comparative example 2
According to pigment (C.I pigment red254:C.I pigment yellow150=77:23) with weight percent 10%; 5% dispersion agent polyurethane(s), 80% propylene glycol monomethyl ether acetate is mixed, ultra-sonic dispersion 2 hours; The strainer of 1 μ m filters, and obtains red dispersion liquid.The above particle weight of 1 μ m accounts for below 10% in the above-mentioned pigment dispersion.The size distribution of pigment is used the laser particle analyzer analytical results in the red transparent resin, and median size is 0.16 μ m, 0.01～0.03 μ m particle diameter account for 75%.
With dispersible pigment dispersion 50g, propenoate (clear and polymer system) 4g, Dipentaerythritol six (methyl) propenoate (Japanese chemical drug system) 3g, 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butanone 1.2g, the system 0.2g of EAB-F Baotugu Chemical Industrial Co., Ltd, imidazole dimer 0.1g, ethyl propenoate 22g, 2-methylpropanol acetic ester 58g uniform mixing, get the pigment photoresistor agent.
To glass substrate FUSION#7059; Neutral lotion, pure water are cleaned the agent of back spin coating pigment photoresistor, form the pigment photoresistor rete; The about 1.1 μ m of thickness; The pigment photoresistor rete is dried by the fire 80 ℃ of bakings of processing 2 minutes at high temperature, the pigment photoresistor rete after preceding baking is handled carries out exposure-processed with extra-high-pressure mercury vapour lamp in air atmosphere, adopt KOH (weight percent 0.05%) alkaline-based developer to carry out development treatment the pigment photoresistor rete after the exposure-processed; Pigment photoresistor rete after developing was toasted 30-60 minute under 200-250 ℃ of temperature condition, can obtain required pixel graphics.
The stable on heating checking of transparency optical characteristics:
x y Y
Colourity 0.632 0.345 23.5 before burning till
240 ℃ of colourities after burning till 40 minutes 0.630 0.345 22.3
240 ℃ 80 minutes 0.628 0.347 22.2
240 ℃ 120 minutes 0.627 0.347 22.2
Transparency aspect, the Y value descends, and the tristimulus coordinates x and the y of optical characteristic value slightly change, and particle has projection under the opticmicroscope.It is better than comparative example 1 that the surface inspection lamp is observed coating.
Can learn that with Comparative Examples 1 and 2 jitter time is long more by embodiment 1, the particle diameter of pigment is more little in the pigment dispersion system of acquisition, and is evenly distributed narrow more.Pigment particle size is more little, and the performance of the spectral filter that obtains at last is also more excellent.Further, embodiment 1 is uniformly dispersed because pigment particle size is little, and the filter performance of processing is superior to the performance of the spectral filter that Comparative Examples 1 and 2 processes.
The above is merely preferred embodiment of the present invention, not in order to restriction the present invention, all any modifications of within spirit of the present invention and principle, being done, is equal to and replaces and improvement etc., all should be included within protection scope of the present invention.
Claims (10)
1. a pigment dispersion is characterized in that, comprising: weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent.
2. pigment dispersion as claimed in claim 1 is characterized in that, pigment weight per-cent is 10～20% in the said pigment dispersion, and the dispersion agent weight percent is 1/2 of a pigment weight per-cent.
3. pigment dispersion as claimed in claim 1 is characterized in that, the above particle of the particle diameter 1 μ m of said pigment accounts for the sub-weight of wholegrain below 3%, and the pigment particles of particle diameter 0.01～0.6 μ m accounts for more than 30% of the sub-weight of wholegrain.
4. pigment dispersion as claimed in claim 1; It is characterized in that; Said pigment comprises red pigment, veridian and/or blue pigments; Said red pigment is that pyrene series pigments, anthraquione pigmentss are independent or one of them plants pigment and tetrazo is that yellow pigment or India's phosphorus are the mixture of yellow pigment; Said veridian is that the halogenated phthalocyanines series pigments is independent or it is that yellow pigment or India's phosphorus are the mixture of yellow pigment with tetrazo, and said blue pigments is the independent or mixture of this pigment and dioxazines purple pigment of halogenated phthalocyanines series pigments.
5. pigment dispersion as claimed in claim 1 is characterized in that, the particle diameter of pigment is at 30～300nm in the said pigment dispersion, and the viscosity of said pigment dispersion is 3.0～60.0Pas in the time of 25 ℃.
6. the preparation method of a pigment dispersion, it comprises the steps:
With weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent, the pigment premixed liquid;
Above-mentioned pigment premixed liquid is carried out dispersing and disintegrating handle, obtain said pigment dispersion.
7. pigment photoresistor agent; It is characterized in that; Comprise: weight percent is that 40～85% pigment dispersion, weight percent are that 0.05～5% light trigger and weight percent are 10～50% photoresists, and said pigment dispersion comprises: weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent.
8. pigment photoresistor agent as claimed in claim 7 is characterized in that said photoresist comprises alkali soluble resin, ethylene unsaturated monomer and epoxy resin.
9. pigment photoresistor agent as claimed in claim 7 is characterized in that, said pigment photoresistor agent viscosity in the time of 25 ℃ is 3～20Pas.
10. the preparation method of a colored filter, said method comprises the steps:
Spin coating pigment photoresistor agent on substrate; Form the pigment photoresistor rete; Said pigment photoresistor agent comprises: weight percent is that 40～85% pigment dispersion, weight percent are that 0.05～5% light trigger and weight percent are 10～50% photoresists, and said pigment dispersion comprises: weight percent is that 5～50% pigment, weight percent are that 2～25% dispersion agent and weight percent are 40～85% solvent;
The pigment photoresistor rete is dried by the fire processing at high temperature;
Pigment photoresistor rete after the preceding baking processing is carried out exposure-processed with UV-light;
Adopt alkaline-based developer to carry out development treatment the pigment photoresistor rete after the exposure-processed;
Pigment photoresistor rete after developing is toasted under 200～250 ℃ of temperature condition, form required pixel graphics.
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| CN2010105250132A CN102453354A (en) | 2010-10-29 | 2010-10-29 | Pigment dispersion, preparation method thereof, pigment photoresist and color filter |
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|---|---|---|---|
| CN2010105250132A CN102453354A (en) | 2010-10-29 | 2010-10-29 | Pigment dispersion, preparation method thereof, pigment photoresist and color filter |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102816477A (en) * | 2012-07-19 | 2012-12-12 | 京东方科技集团股份有限公司 | Pigment dispersing liquid and preparation method thereof |
| CN102977359A (en) * | 2012-11-19 | 2013-03-20 | 京东方科技集团股份有限公司 | Fluorine-containing polymer, preparation method and use of the fluorine-containing polymer, pigment dispersion liquid, and preparation method of the pigment dispersion liquid |
| CN103483877A (en) * | 2013-09-10 | 2014-01-01 | 无为县荣华鬃刷制品有限公司 | Formula and preparation method of coloring agent for yellowing setae |
| CN105093829A (en) * | 2015-07-07 | 2015-11-25 | 合肥鑫晟光电科技有限公司 | Composite white pigment, photoresist material containing same and application of composite white pigment |
| CN114149612A (en) * | 2021-12-14 | 2022-03-08 | 石泰山 | Method for separating resin/pigment from color photoresist stripping waste liquid |
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2010
- 2010-10-29 CN CN2010105250132A patent/CN102453354A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102816477A (en) * | 2012-07-19 | 2012-12-12 | 京东方科技集团股份有限公司 | Pigment dispersing liquid and preparation method thereof |
| CN102816477B (en) * | 2012-07-19 | 2014-12-03 | 京东方科技集团股份有限公司 | Pigment dispersing liquid and preparation method thereof |
| US9376587B2 (en) | 2012-07-19 | 2016-06-28 | Boe Technology Group Co., Ltd. | Pigment dispersion and method for preparing same |
| CN102977359A (en) * | 2012-11-19 | 2013-03-20 | 京东方科技集团股份有限公司 | Fluorine-containing polymer, preparation method and use of the fluorine-containing polymer, pigment dispersion liquid, and preparation method of the pigment dispersion liquid |
| US9074109B2 (en) | 2012-11-19 | 2015-07-07 | Boe Technology Group Co., Ltd. | Fluorine-containing polymer, the preparation process and use thereof, pigment dispersion and the preparation process |
| CN103483877A (en) * | 2013-09-10 | 2014-01-01 | 无为县荣华鬃刷制品有限公司 | Formula and preparation method of coloring agent for yellowing setae |
| CN105093829A (en) * | 2015-07-07 | 2015-11-25 | 合肥鑫晟光电科技有限公司 | Composite white pigment, photoresist material containing same and application of composite white pigment |
| CN114149612A (en) * | 2021-12-14 | 2022-03-08 | 石泰山 | Method for separating resin/pigment from color photoresist stripping waste liquid |
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Application publication date: 20120516 |