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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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
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- 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
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- 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
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
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- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Optics & Photonics (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 present invention relates to field of display technology more particularly to a kind of pigment dispersion system and preparation method thereof and colored photoetching
Glue.
Background technique
Colored filter (Color Filter) is liquid crystal display (LCD) and white light organic electroluminescence display
(WOLED) important component of color is provided in.The color blocking layer of usual colored filter includes patterned red color resistance unit, green
Color color blocking unit and blue color blocking unit, backlight by the red, green with feux rouges, green is respectively formed after blue color blocking unit
Light and blue light, liquid crystal display are combined by control feux rouges, green light brightness different with blue light and realize object color component.This pattern
Red, the green of change make with blue color blocking unit usually using colored photoresist, and common production process is by colored photoetching
Glue is coated on transparent underlay substrate, after prebake conditions, using ultraviolet radiator cooperation patterned photomask to colored photoresist
Be exposed, colored photoresist made to be formed by curing colored photoresist film layer, using formed after developing manufacture process it is patterned it is red/
Green/blue resistance unit, solidifies colored photoresist film layer further finally by rear baking processing procedure.
In general, colored photoresist mainly includes pigment (Pigment), monomer (Monomer), alkali soluble resin
(Polymer), the components such as light initiator (Initiator), additive and solvent carry out colored photoresist using yellow light technique
The process of patterned process includes: the ultraviolet photoetching stage, and light initiator is activated, and initiation monomer, which crosslinks polymerization reaction, to be made
Colored photoresist solidification；Development phase, alkaline-based developer dissolve uncured photoresist to form pattern；After toast the stage,
Resin further occurrence heat cure reaction, so that entire colour photoresist film layer has better patience.
The ingredient that color is provided in colored photoresist is mainly pigment (Pigment), and pigment is to construct with special chemical
Pigment molecular aggregate, itself is insoluble, is generally dispersed in specific organic solvent with small particles form.Due to pigment
Particle has light-blocking property, therefore the light transmission rate of the colored filter based on pigment is generally lower, it means that backlight needs
Stronger brightness, to inevitably promote LCD energy consumption；Meanwhile granules of pigments inevitably results in a small amount of light scattering,
LCD dark-state transmitance is caused to rise, so that contrast declines.Currently, a kind of solution of industry are as follows: mix one in pigment
Some dyes molecule (Dye) is fabricated to the colored photoresist of mixed type (Hybrid).Dye molecule is soluble pigment molecular, is passed through
Light scattering can be reduced to promote the transmitance and contrast of colored filter by mixing a part of dye molecule.But due to dye
Material molecule is small molecule compound, is easy to appear some problems in the manufacturing process of colored filter, for example, dye molecule from
Being precipitated in colored photoresist leads to " loose colour ", and dye molecule is transported by molecule heat in the hot processing procedure of colored filter manufacturing process
Dynamic diffusion, cause adjoining film layer contaminated etc..
Summary of the invention
The purpose of the present invention is to provide a kind of production method of pigment dispersion system, made point using microemulsion polymerization method
Polymerizable dyes monomer in minor structure containing dye molecule polymerize around granules of pigments forms chromogen bonded polymer network, with right
Granules of pigments is dispersed, and pigment dispersion system is made.
The object of the invention is also to provide a kind of pigment dispersion systems, using the production method of above-mentioned pigment dispersion system
It is made, colored photoresist light transmission rate with higher and preferable quality using the pigment dispersion system.
The object of the invention is also to provide a kind of colored photoresists, realize aim colour using above-mentioned pigment dispersion system
Coloured silk, light transmission rate with higher and preferable quality.
To achieve the above object, the present invention provides a kind of production method of pigment dispersion system, includes the following steps:
Step 1 provides granules of pigments, and granules of pigments is uniformly mixed with surfactant and aqueous solvent, obtains first
Mixed liquor；
Step 2 provides the first polymerisable monomer, and first polymerisable monomer includes containing dye molecule in molecular structure
Polymerizable dyes monomer, first polymerisable monomer is uniformly mixed with surfactant and aqueous solvent, obtains second
Mixed liquor；
The sequence of the step 1 and step 2 can be with intermodulation；
Step 3 provides pyrolysis initiator, and the first mixed liquor, the second mixed liquor are uniformly mixed with pyrolysis initiator, obtained
Third mixed liquor；
Step 4 is stirred third mixed liquor, ultrasonic and heat treatment simultaneously, makes first in third mixed liquor can
Polymerization reaction occurs for polymerized monomer, forms the chromogen bonded polymer network being scattered in around granules of pigments, obtains pigment dispersion system.
The structural formula of the polymerizable dyes monomer is
Wherein,Indicate that dye molecule, the dye molecule are oxa anthracenes dye composition, indigoids class dyestuff
Compound, azo dyes compound, anthraquinone dyes compound, dioxazine dye composition or triarylmethane compound dyestuff
Close object；
Indicate polymerizable groups.
In the step 1 and step 2, the aqueous solvent is water or alcohols solvent；The surfactant includes poly- second
One or more of alkene pyrrolidone, dodecyl sodium sulfate, neopelex, lauryl sodium sulfate；Institute
It states in step 3, the pyrolysis class initiator includes one or more of azodiisobutyronitrile and peroxide.
The step 1 includes:
Step 11 provides granules of pigments, and grinding pearl is added in the granules of pigments and carries out crushing premix, premix is completed
After be filtered to remove grinding pearl；
The granules of pigments for completing premix is uniformly mixed by step 12 with surfactant and aqueous solvent, and it is mixed to obtain first
Close liquid；
In the step 4, if the pigment dispersion system needs in the colored photoresist applied to organic solvent system,
Then the step 4 further includes the steps that the pigment dispersion system is dried, to remove in the pigment dispersion system
Aqueous solvent；
If the pigment dispersion system needs in the colored photoresist applied to aqueous solvent system, the step 4
Do not include the steps that the pigment dispersion system is dried.
In the step 1, granules of pigments is mixed with surfactant and aqueous solvent using the method for ultrasonic disperse
Even, the ultrasonic disperse time is 60-180 minutes；
In the step 2, using the method for ultrasonic disperse by first polymerisable monomer and surfactant and aqueous
Solvent is uniformly mixed, and the ultrasonic disperse time is 60-180 minutes；
In the step 3, the method that is carried out simultaneously with ultrasonic disperse using stirring by the first mixed liquor, the second mixed liquor with
It is pyrolyzed initiator to be uniformly mixed, stirring is 60-180 minutes with the ultrasonic disperse time.
In the step 2, first polymerisable monomer further includes the reactive monomer without dye molecule；The reaction
Property monomer includes styrene, acrylic acid, alkyl acrylate, alkyl methacrylate, aryl methacrylate, methyl-prop
One of olefin(e) acid alcohol ester, methacrylate aromatic ester are a variety of.
The present invention also provides a kind of dispersions of pigment made from production method using pigment dispersion system as described above
System, including granules of pigments and the chromogen bonded polymer network being scattered in around granules of pigments, the chromogen bonded polymer network is by
One polymerisable monomer is polymerized, and first polymerisable monomer includes the polymerizable dyes in molecular structure containing dye molecule
Monomer.
The present invention also provides a kind of colored photoresist, including pigment dispersion system as described above, alkali soluble resin,
Second polymerisable monomer, photoinitiator, solvent, additive.
In the colour photoresist, the parts by weight of the pigment dispersion system are 4~10 parts；The alkali soluble resin
Parts by weight are 5~8 parts；The parts by weight of second polymerisable monomer are 5~8 parts；The parts by weight of the photoinitiator be 0.2~
0.6 part；The parts by weight of the solvent are 70~85 parts；The parts by weight of the additive are 0.1~0.2 part.
The alkali soluble resin includes one or more copolymer resins, and the copolymer resin is by acrylic acid, methyl
Alkyl acrylate, aryl methacrylate, methacrylic acid alcohol ester, methacrylate aromatic ester, succinic acid methyl-prop
One of olefin(e) acid ester, ethoxy acrylate, aliphatic urethane acrylate and aliphatic polymeric isocyanate are a variety of poly-
It closes and is formed；
Second polymerisable monomer includes acrylic acid, alkyl methacrylate, aryl methacrylate, methyl-prop
Olefin(e) acid alcohol ester, methacrylate aromatic ester, succinic acid methacrylate, ethoxy acrylate, aliphatic polyurethane third
One of olefin(e) acid ester and aliphatic polymeric isocyanate are a variety of；
The photoinitiator includes oxime ester compound, acetyl benzene-like compounds, styrax class compound, Benzophenones
Close object, thioxanthene ketone class compound, compound in triazine class, anthraquinone analog compound, boric acid ester compound, carbazole compound, miaow
One of azole compounds are a variety of；
The solvent includes propylene glycol methyl ether acetate, propanedione methyl ether acetate, propylene-glycol diacetate, ethyl group 3-
One of ethoxy propionic ester, 3- ethyoxyl -3- imines ethyl propionate, 2- heptane, 3- heptane, cyclopentanone and cyclohexanone are more
Kind；
The additive includes one of silane coupling agent, antioxidant, ultraviolet absorber, defoaming agent and levelling agent or more
Kind.
Beneficial effects of the present invention: the production method of pigment dispersion system of the invention is made point using microemulsion polymerization method
Polymerizable dyes monomer in minor structure containing dye molecule polymerize around granules of pigments forms chromogen bonded polymer network, with right
Granules of pigments is dispersed, and pigment dispersion system is made；Since the pigment dispersion system uses granules of pigments and dye molecule
Collective effect realize color of object, therefore with the existing colored photoresist phase that color of object is realized only with granules of pigments
Than the usage amount of granules of pigments can be reduced using the colored photoresist of the pigment dispersion system, to improve light transmission rate.Separately
Outside, in the pigment dispersion system, dye molecule is present in chromogen bonded polymer network, therefore the pigment dispersion system is answered
For dye molecule directly to be made an addition to the way in colored photoresist, dye molecule relative to existing in colored photoresist
There is better dispersion stabilization in colored photoresist, had using the colored filter of colour photoresist production better
Quality.Colored photoresist of the invention realizes object color component using above-mentioned pigment dispersion system, with existing only with pigment
Grain realizes that the colored photoresist of object color component is compared, and reduces the usage amount of granules of pigments, therefore use the colour photoresist system
The colored filter of work has higher light transmission rate；Compared with the existing colored photoresist for directly adding dye molecule, this
The dispersion stabilization of dye molecule is stronger in the colored photoresist of invention, therefore will not be precipitated from colored photoresist and cause loose colour
And adjacent film layers phenomena such as mutually contaminating, so that there is better quality using the colored filter of colour photoresist production.
For further understanding of the features and technical contents of the present invention, it please refers to below in connection with of the invention detailed
Illustrate and attached drawing, however, the drawings only provide reference and explanation, is not intended to limit the present invention.
Detailed description of the invention
With reference to the accompanying drawing, by the way that detailed description of specific embodiments of the present invention, technical solution of the present invention will be made
And other beneficial effects are apparent.
In attached drawing,
Fig. 1 is the flow chart of the production method of pigment dispersion system of the invention；
Fig. 2 is the schematic diagram of the first embodiment of the step 4 of the production method of pigment dispersion system of the invention；
Fig. 3 is the schematic diagram of the second embodiment of the step 4 of the production method of pigment dispersion system of the invention.
Specific embodiment
Further to illustrate technological means and its effect adopted by the present invention, below in conjunction with preferred implementation of the invention
Example and its attached drawing are described in detail.
Referring to Fig. 1, the present invention provides a kind of production method of pigment dispersion system, include the following steps:
Step 1 provides granules of pigments, and granules of pigments is uniformly mixed with surfactant and aqueous solvent, obtains first
Mixed liquor.
Specifically, the step 1 includes:
Step 11 provides granules of pigments, and grinding pearl is added in the granules of pigments and carries out crushing premix, premix is completed
After be filtered to remove grinding pearl；
The granules of pigments for completing premix is uniformly mixed by step 12 with surfactant and aqueous solvent, and it is mixed to obtain first
Close liquid.
Specifically, addition surfactant can promote granules of pigments to be dissolved in aqueous solvent in the step 1.
Specifically, in the step 1, using the method for ultrasonic disperse by granules of pigments and surfactant and aqueous solvent
It is uniformly mixed, the ultrasonic disperse time is 60-180 minutes.
Step 2 provides the first polymerisable monomer, and first polymerisable monomer includes containing dye molecule in molecular structure
Polymerizable dyes monomer, first polymerisable monomer is uniformly mixed with surfactant and aqueous solvent, obtains second
Mixed liquor.
Specifically, the polymerizable dyes monomer is a kind of compound for meeting specific structure general formula, in face of the invention
In the production method for expecting dispersion, the polymerizable dyes monomer may include one or more particular compounds.
Specifically, addition surfactant can promote polymerizable dyes monomer to be dissolved in aqueous solvent in the step 2
In, obtain microemulsion.
Specifically, in the step 2, using the method for ultrasonic disperse by first polymerisable monomer and surfactant
And aqueous solvent is uniformly mixed, the ultrasonic disperse time is 60-180 minutes.
Specifically, the sequence of the step 1 and step 2 can be with intermodulation.
Step 3 provides pyrolysis initiator, and the first mixed liquor, the second mixed liquor are uniformly mixed with pyrolysis initiator, obtained
Third mixed liquor.
Specifically, in the step 3, the method that is carried out simultaneously with ultrasonic disperse using stirring is by the first mixed liquor, second
Mixed liquor is uniformly mixed with pyrolysis initiator, and stirring is 60-180 minutes with the ultrasonic disperse time.
Specifically, first mixed liquor, the second mixed liquor and pyrolysis initiator obtain microemulsion after mixing.
Step 4 is stirred third mixed liquor, ultrasonic and heat treatment simultaneously, makes first in third mixed liquor can
Polymerization reaction occurs for polymerized monomer, forms the chromogen bonded polymer network being scattered in around granules of pigments, obtains pigment dispersion system.
Specifically, in the step 4, if the pigment dispersion system needs the colourama applied to organic solvent system
In photoresist, then the step 4 further includes the steps that the pigment dispersion system is dried, to remove the pigment dispersion
Aqueous solvent in system；
If the pigment dispersion system needs in the colored photoresist applied to aqueous solvent system, the step 4
Do not include the steps that the pigment dispersion system is dried, the pigment dispersion system containing aqueous solvent can directly with coloured silk
Other raw material components of coloured light photoresist mix to prepare colored photoresist.
Specifically, after the heat treatment of third mixed liquor, first in the third mixed liquor can gather in the step 4
It closes monomer and micro-emulsion polymerization reaction occurs, form the chromogen bonded polymer network being scattered in around granules of pigments.When described first can
The first polymerisable monomer hair when polymerized monomer includes two or more particular compound, in the third mixed liquor
Raw microemulsion block copolymerization reaction, obtains the more complicated chromogen bonded polymer network of structure, to adjust the face of chromogen bonded polymer network
Color or the stability for increasing pigment dispersion system.
Fig. 2 is the schematic diagram of the first embodiment of the step 4 of the production method of pigment dispersion system of the invention, such as Fig. 2
Shown, in the first embodiment, the polymerizable dyes monomer includes a kind of particular compound, the first polymerisable monomer hair
Raw micro-emulsion polymerization reaction；Fig. 3 is the signal of the second embodiment of the step 4 of the production method of pigment dispersion system of the invention
Figure, as shown in figure 3, the polymerizable dyes monomer includes two kinds of particular compounds, and described first can gather in the second embodiment
Close monomer occur microemulsion block copolymerization reaction, both particular compounds in Fig. 3 respectively with " polymerizable dyes monomer 1 " with
" polymerizable dyes monomer 2 " is identified.
Specifically, the chromogen bonded polymer network in the pigment dispersion system can disperse granules of pigments, prevent
Pigment particles aggregate improves the dispersion stabilization of granules of pigments.
Specifically, the structural formula of the polymerizable dyes monomer is
Wherein,Indicate dye molecule, the dye molecule be oxa anthracenes dye composition (Xanthene),
Indigoids class dye composition (Cyanine), azo dyes compound (Azo), anthraquinone dyes compound
(Anthraquinone), dioxazine dye composition (Dioxazine) or triarylmethane compound dye composition
(Triphenylmethane)。
Specifically, the oxa anthracenes dye composition (Xanthene) is the dye composition for having the following structure general formula
Or have the following structure the derivative of the dye composition of general formula:
Specifically, the indigoids class dye composition (Cyanine) be have the following structure general formula dye composition or
Person has the following structure the derivative of the dye composition of general formula:
Specifically, the azo dyes compound (Azo) is the dye composition or tool for having the following structure general formula
Just like the derivative of the dye composition of flowering structure general formula:
Specifically, the anthraquinone dyes compound (Anthraquinone) is the dyestuff for having the following structure general formula
It closes object or has the following structure the derivative of the dye composition of general formula:
Specifically, the dioxazine dye composition (Dioxazine) is the dyestuff chemical combination for having the following structure general formula
Object or have the following structure general formula dye composition derivative:
Specifically, the triarylmethane compound dye composition (Triphenylmethane) is to have the following structure general formula
Dye composition or have the following structure general formula dye composition derivative:
In the general structure of above a variety of dye compositions, R can be suitable substituent group, such as alkyl, aryl, alkane virtue
Base, sulfonic group, amido or cyano etc.；X is halogen.
Specifically, may exist suitable substituent group on the aromatic ring of the dye molecule, such as alkyl, aryl, alkaryl, carboxylic
Base, sulfonic group, halogen, hydroxyl, amido, cyano etc., to adjust the color of dye molecule, promoted dye molecule thermal stability,
Photostability, chemical stability etc., do not describe in detail herein.
Indicate polymerizable groups, wherein R can be any group without limitation.
Specifically, the polymerizable dyes monomer the preparation method comprises the following steps: using on dye molecule aromatic ring hydroxyl, amido or
Halogen group carries out aryl amination, etherificate, acylation, dehalogenation reaction, to introduce polymerizable groups on dye molecule
Specifically, the present invention by taking the dehalogenation reaction that halogen group participates in as an example, enumerates multiple reaction equations, shown respectively not
With introducing polymerizable groups on dye moleculeIt is specific as follows to prepare the process of polymerizable dyes monomer:
The polymerizable dyes monomer that above-mentioned reaction equation obtainsIn,Indicate dyestuff
MoleculeIndicate polymerizable groups
The polymerizable dyes monomer that above-mentioned reaction equation obtainsIn,Indicate dye moleculeIndicate polymerizable groups
The polymerizable dyes monomer that above-mentioned reaction equation obtainsIn,Indicate dye moleculeIndicate polymerizable groups
The polymerizable dyes monomer that above-mentioned reaction equation obtainsIn,Indicate dye moleculeIndicate polymerizable groups
Above multiple reactions can carry out under the conditions of suitable KOH is existing with n,N-Dimethylformamide (DMF),
After heating reflux reaction, suitable 20% dilute hydrochloric acid solution is added, obtains polymerizable dyes after filtering, ethanol washing, drying
Monomer.
Specifically, other than polymerizable dyes monomer, first polymerisable monomer can also include in the step 2
Reactive monomer without dye molecule；The reactive monomer can form chromogen bonded polymer with polymerizable dyes monomer polymerization
Network, and chromogen bonded polymer network can be adjusted by adjusting the ratio of the reactive monomer and polymerizable dyes monomer
Color or the stability for increasing pigment dispersion system；The reactive monomer includes styrene, acrylic acid, acrylic acid alkyl
Ester, alkyl methacrylate, aryl methacrylate, methacrylic acid alcohol ester, one in methacrylate aromatic ester
Kind is a variety of；Preferably, the reactive monomer includes one of styrene, butyl acrylate, alkyl methacrylate
Or it is a variety of.
Specifically, the material of the granules of pigments is not specially limited in the step 1, production colourama can be used
Well known pigment in photoresist.Specifically, the material of the granules of pigments may include one of organic pigment and inorganic pigment
Or it is a variety of, the organic pigment is, for example, red two pyrrolopyrroles (dipyrrolopyrrol) pigment, such as C.I. paratonere
254,255,264,270 and 272；Or C.I. paratonere 177 and 89；The copper phthalocyanine that the halogen of green replaces, such as C.I.
Pigment green 36 and C.I. pigment Green 7；The copper phthalocyanine of blue, such as C.I. pigment blue 15: 6,15,15:1,15:2,15:3,15:
4,15:5 and 16；The isoindoline base pigment of yellow, such as C.I. pigment yellow 13 9；The quinophthalone base pigment of yellow, such as C.I.
Pigment yellow 13 8；The nickel composite pigment of yellow, C.I. pigment yellow 150 etc.；More than the material of the granules of pigments can be
The mixture of one or more of pigment.
Specifically, the aqueous solvent is water or alcohols solvent in the step 1 and step 2.
Specifically, the surfactant includes polyvinylpyrrolidone, dodecyl sulphur in the step 1 and step 2
One or more of sour sodium, neopelex, lauryl sodium sulfate.
Specifically, the pyrolysis class initiator is for polymerizeing the first polymerisable monomer in microemulsion in the step 3
Chromogen bonded polymer network is formed, the pyrolysis class initiator includes one of azodiisobutyronitrile and peroxide or more
Kind.
The production method of pigment dispersion system of the invention makes to contain dyestuff in molecular structure using microemulsion polymerization method
The polymerizable dyes monomer of molecule polymerize around granules of pigments forms chromogen bonded polymer network, to divide granules of pigments
It dissipates, pigment dispersion system is made；Since the pigment dispersion system realizes mesh using granules of pigments and dye molecule collective effect
Color is marked, therefore compared with the existing colored photoresist for realizing color of object only with granules of pigments, using the pigment point
The colored photoresist of granular media system can reduce the usage amount of granules of pigments, to improve light transmission rate.In addition, the pigment dispersion
In system, dye molecule is present in chromogen bonded polymer network, therefore the pigment dispersion system is applied to colored photoresist
In, dye molecule is directly made an addition into the way in colored photoresist relative to existing, dye molecule is in colored photoresist
With better dispersion stabilization, the colored filter using colour photoresist production has better quality.
Based on the production method of above-mentioned pigment dispersion system, the present invention provides a kind of pigment dispersion system, including pigment
Grain and the chromogen bonded polymer network being scattered in around granules of pigments, the chromogen bonded polymer network are polymerize by the first polymerisable monomer
It forms, first polymerisable monomer includes the polymerizable dyes monomer in molecular structure containing dye molecule.
Specifically, the pigment dispersion system includes or does not include aqueous solvent；
When the pigment dispersion system includes aqueous solvent, the pigment dispersion system can be applied to aqueous solvent system
Colored photoresist in；
When the pigment dispersion system does not include aqueous solvent, the pigment dispersion system can be applied to organic solvent body
In the colored photoresist of system.
Specifically, the aqueous solvent is water or alcohols solvent.
Specifically, first polymerisable monomer can also include the reactive monomer without dye molecule.
The selection of particular compound and the granules of pigments that the polymerizable dyes monomer and reactive monomer are selected from
It is described above, does not introduce herein.
Based on above-mentioned pigment dispersion system, the present invention also provides a kind of colored photoresist, including above-mentioned pigment dispersion system,
Alkali soluble resin, the second polymerisable monomer, photoinitiator, solvent, additive.
Specifically, the parts by weight of the pigment dispersion system are 4~10 parts in the colour photoresist；The alkali is solvable
Property resin parts by weight be 5~8 parts；The parts by weight of second polymerisable monomer are 5~8 parts；The weight of the photoinitiator
Part is 0.2~0.6 part；The parts by weight of the solvent are 70~85 parts；The parts by weight of the additive are 0.1~0.2 part.
Preferably, in the colored photoresist, the parts by weight of the solvent are 74~85 parts.
Specifically, the alkali soluble resin includes one or more copolymer resins, the copolymer resin is by propylene
Acid, alkyl methacrylate, aryl methacrylate, methacrylic acid alcohol ester, methacrylate aromatic ester, succinic acid
In the monomers such as methacrylate, ethoxy acrylate, aliphatic urethane acrylate and aliphatic polymeric isocyanate
One or more polymerizations are formed.
Specifically, second polymerisable monomer includes acrylic acid, alkyl methacrylate, methacrylic acid aryl
Ester, methacrylic acid alcohol ester, methacrylate aromatic ester, succinic acid methacrylate, ethoxy acrylate, aliphatic
One of urethane acrylate and aliphatic polymeric isocyanate are a variety of.
Specifically, the photoinitiator includes oxime ester compound, acetyl benzene-like compounds, styrax class compound, two
Benzene ketone compounds, thioxanthene ketone class compound, compound in triazine class, anthraquinone analog compound, boric acid ester compound, carbazoles
Close one of object, glyoxaline compound or a variety of.
Specifically, the solvent include propylene glycol methyl ether acetate, propanedione methyl ether acetate, propylene-glycol diacetate,
One in ethyl group 3- ethoxy propionic ester, 3- ethyoxyl -3- imines ethyl propionate, 2- heptane, 3- heptane, cyclopentanone and cyclohexanone
Kind is a variety of.
Specifically, the additive includes in silane coupling agent, antioxidant, ultraviolet absorber, defoaming agent and levelling agent
It is one or more.
Colored photoresist of the invention realizes object color component using above-mentioned pigment dispersion system, with existing only with pigment
Particle realizes that the colored photoresist of object color component is compared, and reduces the usage amount of granules of pigments, therefore use the colour photoresist
The colored filter of production has higher light transmission rate；Compared with the existing colored photoresist for directly adding dye molecule,
The dispersion stabilization of dye molecule is stronger in colored photoresist of the invention, therefore will not be precipitated from colored photoresist and cause to float
Phenomena such as color and adjacent film layers mutually contaminate, so that there is better quality using the colored filter of colour photoresist production.
In conclusion the present invention provides a kind of pigment dispersion system and preparation method thereof and colored photoresist.Of the invention
The production method of pigment dispersion system makes the polymerizable dyes in molecular structure containing dye molecule using microemulsion polymerization method
Monomer polymerize around granules of pigments forms chromogen bonded polymer network, and to disperse to granules of pigments, pigment dispersion is made
System；It is and existing since the pigment dispersion system realizes color of object using granules of pigments and dye molecule collective effect
Realize that the colored photoresist of color of object is compared only with granules of pigments, using the colored photoresist of the pigment dispersion system
The usage amount of granules of pigments can be reduced, to improve light transmission rate.In addition, dye molecule is deposited in the pigment dispersion system
It is in chromogen bonded polymer network, therefore the pigment dispersion system is applied in colored photoresist, relative to existing straight
Connect way dye molecule made an addition in colored photoresist, dye molecule has better stably dispersing in colored photoresist
Property, the colored filter using colour photoresist production has better quality.Colored photoresist of the invention is using above-mentioned
Pigment dispersion system realizes object color component, compared with the existing colored photoresist for realizing object color component only with granules of pigments,
Reduce the usage amount of granules of pigments, therefore is penetrated using the colored filter of colour photoresist production with higher light
Rate；Compared with the existing colored photoresist for directly adding dye molecule, point of dye molecule in colored photoresist of the invention
It is stronger to dissipate stability, therefore phenomena such as causing loose colour and adjacent film layers mutually to contaminate will not be precipitated from colored photoresist, so that using
The colored filter of colour photoresist production has better quality.
The above for those of ordinary skill in the art can according to the technique and scheme of the present invention and technology
Other various corresponding changes and modifications are made in design, and all these change and modification all should belong to the claims in the present invention
Protection scope.
Claims (9)
1. a kind of production method of pigment dispersion system, which comprises the steps of:
Step 1 provides granules of pigments, and granules of pigments is uniformly mixed with surfactant and aqueous solvent, obtains the first mixing
Liquid；
Step 2, provide the first polymerisable monomer, first polymerisable monomer include in molecular structure containing dye molecule can
First polymerisable monomer is uniformly mixed with surfactant and aqueous solvent, obtains the second mixing by polymeric dye monomer
Liquid；
The sequence of the step 1 and step 2 can be with intermodulation；
Step 3 provides pyrolysis initiator, and the first mixed liquor, the second mixed liquor are uniformly mixed with pyrolysis initiator, obtain third
Mixed liquor；
Step 4 is stirred third mixed liquor, ultrasonic and heat treatment simultaneously, keeps first in third mixed liquor polymerizable
Polymerization reaction occurs for monomer, forms the chromogen bonded polymer network being scattered in around granules of pigments, obtains pigment dispersion system；
In the step 1 and step 2, the aqueous solvent is water or alcohols solvent；The surfactant includes polyethylene pyrrole
One or more of pyrrolidone, dodecyl sodium sulfate, neopelex, lauryl sodium sulfate；The step
In rapid 3, the pyrolysis class initiator includes one or more of azodiisobutyronitrile and peroxide.
2. the production method of pigment dispersion system as described in claim 1, which is characterized in that the polymerizable dyes monomer
Structural formula is
Wherein,Indicate that dye molecule, the dye molecule are oxa anthracenes dye composition, indigoids class dyestuff chemical combination
Object, azo dyes compound, anthraquinone dyes compound, dioxazine dye composition or triarylmethane compound dyestuff chemical combination
Object；
Indicate polymerizable groups.
3. the production method of pigment dispersion system as described in claim 1, which is characterized in that the step 1 includes:
Step 11 provides granules of pigments, and grinding pearl is added in the granules of pigments and carries out crushing premix, mistake after the completion of premix
Filter out grinding pearl；
The granules of pigments for completing premix is uniformly mixed by step 12 with surfactant and aqueous solvent, obtains the first mixed liquor；
In the step 4, if the pigment dispersion system needs in the colored photoresist applied to organic solvent system, institute
Step 4 is stated to further include the steps that the pigment dispersion system is dried, it is aqueous in the pigment dispersion system to remove
Solvent；
If the pigment dispersion system needs in the colored photoresist applied to aqueous solvent system, the step 4 is not wrapped
Include the step of pigment dispersion system is dried.
4. the production method of pigment dispersion system as described in claim 1, which is characterized in that in the step 1, using ultrasound
Granules of pigments is uniformly mixed by the method for dispersion with surfactant and aqueous solvent, and the ultrasonic disperse time is 60-180 minutes；
In the step 2, using the method for ultrasonic disperse by first polymerisable monomer and surfactant and aqueous solvent
It is uniformly mixed, the ultrasonic disperse time is 60-180 minutes；
In the step 3, by the first mixed liquor, the second mixed liquor and it is pyrolyzed using the method that stirring carries out simultaneously with ultrasonic disperse
Initiator is uniformly mixed, and stirring is 60-180 minutes with the ultrasonic disperse time.
5. the production method of pigment dispersion system as described in claim 1, which is characterized in that in the step 2, described first
Polymerisable monomer further includes the reactive monomer without dye molecule；The reactive monomer includes styrene, acrylic acid, propylene
Acid alkyl ester, alkyl methacrylate, aryl methacrylate, methacrylic acid alcohol ester, methacrylate aromatic ester
One of or it is a variety of.
6. pigment dispersion system made from a kind of production method using pigment dispersion system as described in claim 1, special
Sign is, including granules of pigments and the chromogen bonded polymer network being scattered in around granules of pigments, the chromogen bonded polymer network by
First polymerisable monomer is polymerized, and first polymerisable monomer includes the polymerizable dye in molecular structure containing dye molecule
Material list body.
7. a kind of colour photoresist, which is characterized in that including pigment dispersion system as claimed in claim 6, alkali-soluble tree
Rouge, the second polymerisable monomer, photoinitiator, solvent, additive.
8. colour photoresist as claimed in claim 7, which is characterized in that in the colour photoresist, the pigment dispersion
The parts by weight of system are 4~10 parts；The parts by weight of the alkali soluble resin are 5~8 parts；The weight of second polymerisable monomer
Part is 5~8 parts；The parts by weight of the photoinitiator are 0.2~0.6 part；The parts by weight of the solvent are 70~85 parts；It is described to add
The parts by weight for adding agent are 0.1~0.2 part.
9. colour photoresist as claimed in claim 7, which is characterized in that the alkali soluble resin includes one or more total
Copolymer resin, the copolymer resin is by acrylic acid, alkyl methacrylate, aryl methacrylate, methacrylic acid
Alcohol ester, methacrylate aromatic ester, succinic acid methacrylate, ethoxy acrylate, aliphatic polyurethane acrylic acid
One of ester and aliphatic polymeric isocyanate a variety of polymerize formation；
Second polymerisable monomer includes acrylic acid, alkyl methacrylate, aryl methacrylate, methacrylic acid
Alcohol ester, methacrylate aromatic ester, succinic acid methacrylate, ethoxy acrylate, aliphatic polyurethane acrylic acid
One of ester and aliphatic polymeric isocyanate are a variety of；
The photoinitiator includes oxime ester compound, acetyl benzene-like compounds, styrax class compound, Benzophenones chemical combination
Object, thioxanthene ketone class compound, compound in triazine class, anthraquinone analog compound, boric acid ester compound, carbazole compound, imidazoles
One of class compound is a variety of；
The solvent includes propylene glycol methyl ether acetate, propanedione methyl ether acetate, propylene-glycol diacetate, ethyl group 3- ethoxy
One of propionic ester, 3- ethyoxyl -3- imines ethyl propionate, 2- heptane, 3- heptane, cyclopentanone and cyclohexanone are a variety of；
The additive includes one of silane coupling agent, antioxidant, ultraviolet absorber, defoaming agent and levelling agent or a variety of.
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| CN110850679B (en) * | 2018-08-21 | 2022-05-03 | 北京鼎材科技有限公司 | Macromolecular dye with high transmission and high solubility, color photosensitive resin composition and color filter |
| 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 |
| CN116554708B (en) * | 2023-05-11 | 2024-02-23 | 宇昂科技有限公司 | Micron-sized pigment particles and preparation method and application thereof |
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