Pigment dispersion composition and preparation method thereof, photoresist composition, photoresist and optical filter
By introducing a silsesquioxane compound of a specific structure into the pigment dispersion composition, the problem of poor heat resistance of pigments in the prior art is solved, and optical properties with high brightness and high contrast are achieved, and excellent heat resistance and stability are provided.
Patent Information
- Application Number
- CN202510509627.8
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-04-22
- Publication Date
- 2025-07-11
AI Technical Summary
The pixels of the conventional colored photosensitive resin composition containing polyhalogenated zinc phthalocyanine pigment have poor heat resistance, and it is difficult to meet the needs of high brightness and high contrast.
A siliconesquioxane compound with a specific structure forms multi-point chemical adsorption with the surface of the pigment particles to build a stable suspension system, and inhibit the agglomeration of pigment nanoparticles through polymer dispersants and silsquioxane to prepare a pigment dispersion composition with excellent heat resistance.
It achieves optical performance with high brightness and high contrast, and has excellent heat resistance to ensure uniform dispersion of pigments in photoresist and long-term stability.
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Figure CN120295057A_ABST
Abstract
Description
Technical Field
[0001] The present application relates to the field of photoresists, and in particular to a pigment dispersion composition and a preparation method thereof, a photoresist composition, a photoresist and a filter. Background Art
[0002] With the development of display technology, the market demand for high-quality displays is increasing, and there is a demand for the development of photoresist products that have high color reproduction and high light transmittance.
[0003] The current green pigment uses CI Pigment Green 58 containing a polyhalogenated zinc phthalocyanine pigment instead of CI Pigment Green 7 and CI Pigment Green 36 to achieve high brightness and high contrast and thus achieve high color reproduction.
[0004] However, the pixels obtained from the colored photosensitive resin composition containing the above-mentioned pigment have the problem of poor heat resistance. Based on this, it is urgent to provide a pigment dispersion composition with good heat resistance to solve the above-mentioned problem. Summary of the invention
[0005] The purpose of the present application is to provide a pigment dispersion composition and a preparation method thereof, a photoresist composition, a photoresist and a filter to solve the above problems.
[0006] To achieve the above objectives, the present application provides a pigment dispersion composition in a first aspect, wherein the raw materials thereof, measured by weight, include:
[0007] 3-7 parts of the first siloxane compound, 50-120 parts of the pigment, 50-160 parts of the dispersant, 50-150 parts of the first alkali-soluble resin and 15-320 parts of the organic solvent;
[0008] The first siloxane compound includes silsesquioxane.
[0009] Optionally, the general structural formula of the silsesquioxane is:
[0010]
[0011] The R group includes one or more of an epoxy group, an amino group, a carboxyl group, an alkenyl group, an alkyl group, a hydroxyl group and an aryl group; and the X group includes any one of an alkenyl group, an alkyl group, a hydroxyl group and an epoxy group.
[0012] Optionally, the pigment includes one or more of C.I. Pigment Green 58, C.I. Pigment Yellow 12, C.I. Pigment Yellow 13, C.I. Pigment Yellow 14, C.I. Pigment Yellow 17, C.I. Pigment Yellow 20, C.I. Pigment Yellow 24, C.I. Pigment Yellow 31, C.I. Pigment Yellow 55, C.I. Pigment Yellow 83, C.I. Pigment Yellow 93, C.I. Pigment Yellow 109, C.I. Pigment Yellow 110, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 153, C.I. Pigment Yellow 154, C.I. Pigment Yellow 155, C.I. Pigment Yellow 166, C.I. Pigment Yellow 168, C.I. Pigment Yellow 180, C.I. Pigment Yellow 211, and C.I. Pigment Yellow 219.
[0013] Optionally, the pigment dispersion composition satisfies at least one of the following conditions:
[0014] A. The dispersant includes one or more of cationic dispersants, anionic dispersants, nonionic dispersants, zwitterionic dispersants, and polymeric dispersants;
[0015] B. The alkali-soluble groups in the first alkali-soluble resin include one or more of carboxyl groups, hydroxyl groups, and acid anhydride groups;
[0016] C. The organic solvent includes one or more of ether organic solvents, ether ester organic solvents, ketone organic solvents, ester organic solvents, and nitrogen-containing organic solvents.
[0017] The second aspect of the present application provides a method for preparing the pigment dispersion composition, including:
[0018] Mixing the raw materials and zirconia beads to obtain a mixture; separating the solid and liquid of the mixture to obtain the pigment dispersion composition.
[0019] Optionally, the mass ratio of the zirconia beads to the pigment is 100 - 300:50 - 120.
[0020] The third aspect of the present application provides a photoresist composition, and its raw materials by weight include:
[0021] 50 - 60 parts of the pigment dispersion composition, 15 - 35 parts of the second alkali-soluble resin, 10 - 30 parts of the second siloxane compound, 1 - 3 parts of a photoinitiator, 4 - 7 parts of a monomer, and 0.05 - 0.1 part of a leveling agent.
[0022] Optionally, the photoresist composition satisfies at least one of the following conditions:
[0023] A. The alkali-soluble groups in the second alkali-soluble resin include one or more of carboxyl groups, hydroxyl groups, and acid anhydride groups;
[0024] The first alkali-soluble resin and the second alkali-soluble resin may be the same or different;
[0025] B. The second siloxane compound includes sesquisiloxane; the general structural formula of the sesquisiloxane is:
[0026]
[0027] Among them, the R group includes one or more of epoxy groups, amino groups, carboxyl groups, alkenyl groups, alkyl groups, hydroxyl groups, and aryl groups;
[0028] The X group includes any one of alkenyl groups, alkyl groups, hydroxyl groups, and epoxy groups;
[0029] The first siloxane compound and the second siloxane compound may be the same or different;
[0030] C. The photoinitiator includes one or more of benzophenone initiators, thioxanthone initiators, anthraquinone initiators, and triazine initiators;
[0031] D. The monomer includes methacrylate compounds and / or acrylic compounds containing more than 3 ethylenically unsaturated groups;
[0032] C. The leveling agent includes F-554.
[0033] The fourth aspect of the present application provides a photoresist prepared from the above-mentioned photoresist composition.
[0034] The fifth aspect of the present application provides a filter prepared from the above-mentioned photoresist.
[0035] Compared with the prior art, the beneficial effects of the present application include:
[0036] In the pigment dispersion composition provided by the present application, a sesquisiloxane compound with a specific structure is introduced during the preparation of the pigment composition. It forms multi-point chemical adsorption with the surface of the pigment particles through the three-dimensional porous cage structure in the molecule, constructs a stable suspension system with steric hindrance effect, can achieve high brightness and high contrast, and has excellent heat resistance.
[0037] The preparation method of the pigment dispersion composition provided by the present application is simple in operation and easy to obtain raw materials.
[0038] In the photoresist composition provided by the present application, by introducing a polymer dispersant and sesquisiloxane, the aggregation of pigment nanoparticles is effectively inhibited, ensuring uniform dispersion and long-term stability in the photoresist.
[0039] The photoresist and filter provided by this application have the characteristics of high brightness and excellent stability. Description of the Drawings
[0040] To more clearly illustrate the technical solutions of the embodiments of this application, the accompanying drawings required for the embodiments will be briefly introduced below. It should be understood that the following drawings only show some embodiments of this application and should not be regarded as limiting the scope of this application.
[0041] Figure 1 It is a physical diagram of the pigment dispersion composition prepared for Example 1. Detailed Description of the Embodiments
[0042] As used herein, the terms:
[0043] "Prepared from" is synonymous with "comprising". As used herein, the terms "comprising", "including", "having", "containing" or any other variation thereof are intended to cover non-exclusive inclusion. For example, a composition, step, method, article, or device containing the listed elements is not necessarily limited to those elements, but may include other elements not expressly listed or elements inherent to such composition, step, method, article, or device.
[0044] The connecting word "consisting of" excludes any unstated element, step, or component. If used in a claim, this phrase will render the claim closed, excluding materials other than those described, except for conventional impurities associated therewith. When the phrase "consisting of" appears in a clause of the claim body rather than immediately following the subject, it only limits the elements described in that clause; other elements are not excluded from the claim as a whole.
[0045] When an equivalent, concentration, or other value or parameter is expressed as a range, a preferred range, or a range defined by a series of upper preferred values and lower preferred values, it should be understood that all ranges formed by any pairing of any range upper limit or preferred value with any range lower limit or preferred value are specifically disclosed, regardless of whether the ranges are separately disclosed. For example, when the range "1 to 5" is disclosed, the described range should be interpreted as including the ranges "1 to 4", "1 to 3", "1 to 2", "1 to 2 and 4 to 5", "1 to 3 and 5", etc. When a numerical range is described herein, unless otherwise indicated, the range is intended to include its end values and all integers and fractions within the range.
[0046] In these embodiments, unless otherwise specified, the parts and percentages are by mass.
[0047] "Parts by mass" refers to the basic measurement unit indicating the mass ratio relationship of multiple components. One part can represent any unit mass, such as 1 g or 2.689 g, etc. If we say that the mass of component A is a parts by mass and the mass of component B is b parts by mass, it means the mass ratio of component A to component B is a:b. Or it means the mass of component A is aK and the mass of component B is bK (K is any number representing a multiple factor). It should not be misunderstood that, different from the number of parts by mass, the sum of the parts by mass of all components is not limited to 100 parts.
[0048] "And / or" is used to indicate that either one or both of the described situations may occur. For example, A and / or B includes (A and B) and (A or B).
[0049] In the first aspect of the present application, a pigment dispersion composition is provided. The raw materials, by weight parts, include:
[0050] 3 parts - 7 parts of a first siloxane compound, 50 parts - 120 parts of a pigment, 50 parts - 160 parts of a dispersant, 50 parts - 150 parts of a first alkali-soluble resin, and 15 parts - 320 parts of an organic solvent;
[0051] Optionally, for the raw materials of the pigment dispersion composition, by weight parts, the first siloxane compound can be 3 parts, 4 parts, 5 parts, 6 parts, 7 parts, or any value between 3 parts - 7 parts; the pigment can be 50 parts, 60 parts, 70 parts, 80 parts, 90 parts, 100 parts, 110 parts, 120 parts, or any value between 50 parts - 120 parts; the dispersant can be 50 parts, 60 parts, 70 parts, 80 parts, 90 parts, 100 parts, 110 parts, 120 parts, 130 parts, 140 parts, 150 parts, 160 parts, or any value between 50 parts - 160 parts; the first alkali-soluble resin can be 50 parts, 60 parts, 70 parts, 80 parts, 90 parts, 100 parts, 110 parts, 120 parts, 130 parts, 140 parts, 150 parts, or any value between 50 parts - 150 parts; the organic solvent can be 15 parts, 50 parts, 100 parts, 200 parts, 300 parts, 320 parts, or any value between 15 parts - 320 parts;
[0052] The first siloxane compound includes sesquisiloxane.
[0053] It should be noted that there is a significant synergistic effect between the silsesquioxane and the alkali-soluble resin, pigment particles and dispersant in the pigment composition: on the one hand, the silsesquioxane forms a chemical anchor with the surface of the pigment particles through its surface active silicon hydroxyl groups, and at the same time, the peripheral organic chain segments are associated with the dispersant molecules through hydrophobic interaction or hydrogen bonding to jointly construct a multi-level dispersion interface, significantly improving the pigment wettability and dispersion efficiency; on the other hand, in the high-temperature curing stage, the active end groups (such as vinyl, epoxy groups) of the silsesquioxane can chemically couple with the reactive functional groups in the resin matrix to form a three-dimensional interpenetrating network structure that penetrates the pigment-resin interface. This structure not only further inhibits pigment migration through the mechanical restraint effect, but also reduces the resin thermal shrinkage stress through the high thermal stability of the siloxane backbone, thereby synchronously enhancing the optical uniformity and mechanical durability of the system. In addition, the cage-like pore structure of the silsesquioxane can selectively adsorb dispersant molecules to optimize their spatial distribution density and avoid abnormal increase in the system viscosity caused by excessive dispersant.
[0054] In some embodiments, the structural general formula of the silsesquioxane is:
[0055]
[0056] Wherein, the R group includes one or more of epoxy group, amino group, carboxyl group, alkenyl group, alkyl group, hydroxyl group and aryl group;
[0057] The X group includes any one of alkenyl group, alkyl group, hydroxyl group and epoxy group.
[0058] It should be noted that introducing a silsesquioxane with a specific structure into the pigment dispersion composition forms multi-point chemical adsorption with the pigment surface through the three-dimensional porous cage-like structure in the molecule to construct a stable suspension system with steric hindrance effect. The specific manifestation of this mechanism is that the Si-O-Si rigid skeleton of the silsesquioxane forms a directional anchor with the pigment particles through the surface hydroxyl groups, and its peripheral organic functional groups produce a steric repulsion effect in the solvent to effectively maintain the nano-level dispersion state; in the subsequent baking process, the compound undergoes intermolecular cross-linking through heat induction to in-situ form a thermally stable siloxane network protective layer on the pigment surface. This protective layer can not only block the van der Waals force interaction between pigment particles at high temperature, but also inhibit the Ostwald ripening phenomenon by regulating the surface energy balance, thus breaking through the technical bottleneck of contrast deterioration and light transmittance decline caused by pigment thermal aggregation in the traditional process, and finally obtaining a high-contrast and high-brightness display material with excellent optical properties.
[0059] In some embodiments, the pigment includes one or more of C.I. Pigment Green 58, C.I. Pigment Yellow 12, C.I. Pigment Yellow 13, C.I. Pigment Yellow 14, C.I. Pigment Yellow 17, C.I. Pigment Yellow 20, C.I. Pigment Yellow 24, C.I. Pigment Yellow 31, C.I. Pigment Yellow 55, C.I. Pigment Yellow 83, C.I. Pigment Yellow 93, C.I. Pigment Yellow 109, C.I. Pigment Yellow 110, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 153, C.I. Pigment Yellow 154, C.I. Pigment Yellow 155, C.I. Pigment Yellow 166, C.I. Pigment Yellow 168, C.I. Pigment Yellow 180, C.I. Pigment Yellow 211, and C.I. Pigment Yellow 219.
[0060] In some embodiments, the pigment dispersion composition satisfies at least one of the following conditions:
[0061] A. The dispersant includes one or more of cationic dispersants, anionic dispersants, nonionic dispersants, zwitterionic dispersants, and polymeric dispersants;
[0062] Preferably, the dispersant includes a polymeric dispersant;
[0063] Preferably, the dispersant includes a block copolymer dispersant composed of a block having a pigment adsorption group on its side chain and a block having no pigment adsorption group on its side chain; Exemplarily, the pigment adsorption group includes one or more of amino, carboxyl, phosphonyl, quaternary ammonium, carbonate, and phosphate groups; The block having a pigment adsorption group on its side chain is, for example, composed of repeating units derived from acrylate (including methacrylate) having a pigment adsorption group.
[0064] In addition, the block having no pigment adsorption group on its side chain preferably has a chain-like, cyclic alkyl, aryl, aralkyl, polycaprolactone structure, or polyether structure, etc. on its side chain; The block having no pigment adsorption group on its side chain is, for example, composed of repeating units derived from acrylate having these functional groups or structures.
[0065] B. The alkali-soluble groups in the first alkali-soluble resin include one or more of carboxyl, hydroxyl, and acid anhydride groups;
[0066] C. The organic solvent includes one or more of ether organic solvents, ether ester organic solvents, ketone organic solvents, ester organic solvents, and nitrogen-containing organic solvents.
[0067] Exemplarily, the ether organic solvents include one or more of ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, and diethylene glycol methyl ethyl ether.
[0068] The ether ester organic solvents include one or more of ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, and propylene glycol monoethyl ether acetate.
[0069] The ketone organic solvents include one or more of methyl isobutyl ketone, cyclohexanone, 2-heptanone, and δ-butyrolactone.
[0070] The ester organic solvents include one or more of methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2-methylpropionate, 3-methyl-3-methoxybutyl propionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, ethyl hydroxyacetate, and n-amyl formate.
[0071] The alcohol solvents include one or more of methanol, ethanol, isopropanol, and butanol.
[0072] The nitrogen-containing organic solvents include one or more of N-methylpyrrolidone, N,N-dimethylformamide, and N,N-dimethylacetamide.
[0073] The second aspect of the present application provides a method for preparing the pigment dispersion composition as described above, including:
[0074] Mixing the raw materials and zirconia beads to obtain a mixture; performing solid-liquid separation on the mixture to obtain the pigment dispersion composition.
[0075] In some embodiments, the mass ratio of the zirconia beads to the pigment is 100-300:50-120.
[0076] Optionally, the mass ratio of the zirconia beads to the pigment can be 100:50, 200:50, 300:50, 100:100, 100:120, 300:120, or any value between 100-300:50-120.
[0077] The third aspect of the present application provides a photoresist composition, which, based on parts by weight of the raw materials, includes:
[0078] 50-60 parts of the pigment dispersion composition as described above, 15-35 parts of a second alkali-soluble resin, 10-30 parts of a second siloxane compound, 1-3 parts of a photoinitiator, 4-7 parts of a monomer, and 0.05-0.1 part of a leveling agent.
[0079] Optionally, by weight of the raw materials of the photoresist composition, the pigment dispersion composition can be 50 parts, 55 parts, 60 parts or any value between 50 parts and 60 parts, the second alkali-soluble resin can be 15 parts, 25 parts, 35 parts or any value between 15 parts and 35 parts, the second siloxane compound can be 10 parts, 20 parts, 30 parts or any value between 10 parts and 30 parts, the photoinitiator can be 1 part, 2 parts, 3 parts or any value between 1 part and 3 parts, the monomer can be 4 parts, 5 parts, 6 parts, 7 parts or any value between 4 parts and 7 parts, and the leveling agent can be 0.05 part, 0.06 part, 0.08 part, 0.1 part or any value between 0.05 part and 0.1 part.
[0080] In some embodiments, the photoresist composition satisfies at least one of the following conditions:
[0081] A. The alkali-soluble groups in the second alkali-soluble resin include one or more of carboxyl, hydroxyl and acid anhydride groups;
[0082] The first alkali-soluble resin and the second alkali-soluble resin are the same or different;
[0083] B. The second siloxane compound includes silsesquioxane; the structural general formula of the silsesquioxane is:
[0084]
[0085] Among them, the R group includes one or more of epoxy group, amino group, carboxyl group, alkenyl group, alkyl group, hydroxyl group and aryl group;
[0086] The X group includes any one of alkenyl group, alkyl group, hydroxyl group and epoxy group;
[0087] The first siloxane compound and the second siloxane compound are the same or different;
[0088] C. The photoinitiator includes one or more of benzophenone initiators, thioxanthone initiators, anthraquinone initiators, and triazine initiators;
[0089] Exemplarily, the photoinitiator includes one or more of 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-1-(O-acetyl oxime), benzophenone, N,N'-tetraethyl-4,4'-diaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, 2,2-diethoxyacetophenone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, α-hydroxyisobutyl benzophenone, thioxanthone, 2-chlorothioxanthone, 1-hydroxycyclohexyl phenyl ketone, tert-butyl anthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 2-ethylanthraquinone, 1,4-naphthoquinone, 1,2-benzquinone, 1,4-dimethylanthraquinone, 2-phenylanthraquinone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one;
[0090] D. The monomer includes a methacrylate compound and / or an acrylic acid compound containing more than 3 ethylenically unsaturated groups;
[0091] Exemplarily, the acrylic acid compound containing more than 3 ethylenically unsaturated groups includes one or more of pentaerythritol triacrylate, pentaerythritol tetraacrylate, sorbitol triacrylate, sorbitol tetraacrylate, sorbitol pentaacrylate, sorbitol hexaacrylate, trimethylolpropane triacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate; the methacrylate compound includes one or more of trimethylolpropane trimethacrylate, trimethylolethane trimethacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, dipentaerythritol hexamethacrylate, sorbitol trimethacrylate, sorbitol tetramethacrylate;
[0092] C. The leveling agent includes F-554.
[0093] The fourth aspect of the present application provides a photoresist prepared from the photoresist composition described above.
[0094] The fifth aspect of the present application provides a filter prepared from the photoresist.
[0095] The following will describe the implementation schemes of the present application in detail with reference to specific embodiments. However, those skilled in the art will understand that the following embodiments are only used to illustrate the present application and should not be construed as limiting the scope of the present application. For those not specified in the embodiments, they are carried out under conventional conditions or conditions recommended by the manufacturer. For reagents or instruments not specified by the manufacturer, they are all conventional products that can be obtained through commercial purchase.
[0096] Example 1
[0097] The first aspect of this example provides a pigment dispersion composition, and the raw materials include, by weight:
[0098] 4 parts of siloxane compound DS-201, 80 parts of pigment C.I. Pigment Green 58, 80 parts of dispersant, 80 parts of acrylic resin, and 180 parts of organic solvent propylene glycol methyl ether acetate;
[0099] Among them, the siloxane compound DS-201 is purchased from Donghua New Materials, and its structural general formula is:
[0100]
[0101] Among them, the R group is an alkyl group, and the X group is a hydroxyl group.
[0102] The acrylic resin is purchased from Shanghai Showa, model SPC-2000.
[0103] In the second aspect of this embodiment, a preparation method of a pigment dispersion composition is provided, including:
[0104] In a 500 mL PE bottle, add the above raw materials, and add 150 parts of zirconia beads with a particle size of 0.3 mm, stir for 3 hours, perform solid-liquid separation to obtain the pigment dispersion composition, and this pigment dispersion composition is as Figure 1 shown.
[0105] In the third aspect of this embodiment, a photoresist composition and its preparation method are provided, specifically:
[0106] Mix 50 parts of the above pigment dispersion composition, 15 parts of acrylic resin, 28.72 parts of siloxane compound DS-201, 1.2 parts of photoinitiator Irgacure OXE02, 5 parts of monomer DPHA, and 0.08 parts of leveling agent F-554 to prepare a photoresist composition;
[0107] Among them, the acrylic resin and the siloxane compound are the same as the raw materials of the pigment dispersion composition.
[0108] Example 2
[0109] The difference from Example 1 is that the raw materials of the pigment dispersion composition include, by weight:
[0110] 4 parts of siloxane compound DS-201, 70 parts of pigment C.I. Pigment Green 58, 80 parts of dispersant, 80 parts of acrylic resin, and 180 parts of organic solvent propylene glycol methyl ether acetate.
[0111] Example 3
[0112] The difference from Example 1 is that the raw materials of the pigment dispersion composition include, by weight:
[0113] 4 parts of siloxane compound DS-201, 90 parts of pigment C.I. Pigment Green 58, 80 parts of dispersant, 80 parts of acrylic resin, and 180 parts of organic solvent propylene glycol methyl ether acetate.
[0114] Comparative Example 1
[0115] The difference from Example 1 is that no siloxane compound is added.
[0116] Comparative Example 2
[0117] The difference from Example 1 is that the siloxane compound is replaced with a conventional silane coupling agent KBM-503.
[0118] Comparative Example 3
[0119] The difference from Example 1 is that the raw materials of the pigment dispersion composition include, by weight:
[0120] 4 parts of siloxane compound DS-201, 40 parts of pigment C.I. Pigment Green 58, 80 parts of dispersant, 80 parts of acrylic resin, and 180 parts of organic solvent propylene glycol methyl ether acetate.
[0121] The heat resistance performance of the photoresist compositions prepared in the above examples and comparative examples was tested, and the specific test results are shown in Table 1.
[0122] Heat resistance test: The photoresist compositions were respectively spin-coated on blank glass of 7 cm × 7 cm, and the film thickness was controlled to be about 2.2 μm by the rotation speed. Pre-baking was carried out at 100 °C for 3 min, full exposure was carried out with an exposure dose of 40 mj, and after development with an alkaline developer, the surface residual developer was washed away with water, and then placed in an oven at a set temperature of 230 °C and baked for 30 min to test the chromaticity value; baking was continued for an additional 60 min to test the chromaticity value, and the color difference △Eab was calculated. The evaluation criteria for △Eab are as follows:
[0123] △Eab < 3: Good heat resistance;
[0124] 5 > △Eab > 3: Slightly poor heat resistance;
[0125] △Eab > 35: Poor heat resistance.
[0126] Table 1 Heat resistance test
[0127]
[0128]
[0129] Analysis:
[0130] As can be seen from Table 1, after adding silsesquioxane in Examples 1-3, the color difference is less than 3 and the heat resistance is good. Compared with the comparative examples, the photosensitive resin composition without adding silsesquioxane has slightly worse heat resistance, and the photosensitive composition with less added pigment has a color difference greater than 5 and poor heat resistance. Finally, it should be noted that the above examples are only used to illustrate the technical solutions of the present application and are not intended to limit them; although the present application has been described in detail with reference to the foregoing examples, those of ordinary skill in the art should understand that they can still modify the technical solutions described in the foregoing examples, or perform equivalent replacements on some or all of the technical features; and these modifications or replacements do not cause the essence of the corresponding technical solutions to deviate from the scope of the technical solutions of the various examples of the present application.
[0131] In addition, those skilled in the art can understand that although some of the examples herein include certain features included in other examples rather than other features, the combination of the features of different examples means that it is within the scope of the present application and forms different examples. For example, in the above claims, any one of the claimed examples can be used in any combination. The information disclosed in this background art section is only intended to deepen the understanding of the overall background art of the present application and should not be regarded as an admission or any form of suggestion that this information constitutes prior art known to those skilled in the art.
Claims
1. A pigment dispersion composition, characterized in that, Its raw materials, by weight, include: 3 parts - 7 parts of a first siloxane compound, 50 parts - 120 parts of a pigment, 50 parts - 160 parts of a dispersant, 50 parts - 150 parts of a first alkali-soluble resin, and 15 parts - 320 parts of an organic solvent; The first siloxane compound includes silsesquioxane.
2. The pigment dispersion composition according to claim 1, wherein The structural general formula of the silsesquioxane is: Among them, the R group includes one or more of an epoxy group, an amino group, a carboxyl group, an alkenyl group, an alkyl group, a hydroxyl group, and an aryl group; The X group includes any one of an alkenyl group, an alkyl group, a hydroxyl group, and an epoxy group.
3. The pigment dispersion composition according to claim 1, wherein The pigment includes one or more of C.I. Pigment Green 58, C.I. Pigment Yellow 12, C.I. Pigment Yellow 13, C.I. Pigment Yellow 14, C.I. Pigment Yellow 17, C.I. Pigment Yellow 20, C.I. Pigment Yellow 24, C.I. Pigment Yellow 31, C.I. Pigment Yellow 55, C.I. Pigment Yellow 83, C.I. Pigment Yellow 93, C.I. Pigment Yellow 109, C.I. Pigment Yellow 110, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 153, C.I. Pigment Yellow 154, C.I. Pigment Yellow 155, C.I. Pigment Yellow 166, C.I. Pigment Yellow 168, C.I. Pigment Yellow 180, C.I. Pigment Yellow 211, and C.I. Pigment Yellow 219.
4. The pigment dispersion composition according to claim 1, wherein Satisfy at least one of the following conditions: A. The dispersant includes one or more of a cationic dispersant, an anionic dispersant, a nonionic dispersant, an amphoteric ion dispersant, and a polymer dispersant; B. The alkali-soluble groups in the first alkali-soluble resin include one or more of a carboxyl group, a hydroxyl group, and an acid anhydride group; C. The organic solvent includes one or more of an ether organic solvent, an ether ester organic solvent, a ketone organic solvent, an ester organic solvent, and a nitrogen-containing organic solvent.
5. A method for preparing the pigment dispersion composition according to any one of claims 1-4, characterized in that, Include: Mix the raw materials and zirconia beads to obtain a mixture; perform solid-liquid separation on the mixture to obtain the pigment dispersion composition.
6. The method for preparing the pigment dispersion composition according to claim 5, wherein The mass ratio of the zirconia beads to the pigment is 100 - 300:50 - 120.
7. A photoresist composition, characterized in that, Its raw materials, by weight, include: 50 parts - 60 parts of the pigment dispersion composition according to any one of claims 1 - 4, 15 parts - 35 parts of a second alkali-soluble resin, 10 parts - 30 parts of a second siloxane compound, 1 part - 3 parts of a photoinitiator, 4 parts - 7 parts of a monomer, and 0.05 parts - 0.1 part of a leveling agent.
8. The photoresist composition according to claim 7, characterized in that, Satisfy at least one of the following conditions: A. The alkali-soluble groups in the second alkali-soluble resin include one or more of a carboxyl group, a hydroxyl group, and an acid anhydride group; The first alkali-soluble resin and the second alkali-soluble resin are the same or different; B. The second siloxane compound includes silsesquioxane; the structural general formula of the silsesquioxane is: Among them, the R group includes one or more of an epoxy group, an amino group, a carboxyl group, an alkenyl group, an alkyl group, a hydroxyl group, and an aryl group; The X group includes any one of an alkenyl group, an alkyl group, a hydroxyl group, and an epoxy group; The first siloxane compound and the second siloxane compound are the same or different; C. The photoinitiator includes one or more of benzophenone initiators, thioxanthone initiators, anthraquinone initiators, and triazine initiators; D. The monomer includes a methacrylate compound and / or an acrylic acid compound containing more than 3 ethylenically unsaturated groups; C. The leveling agent includes F-554.
9. A photoresist, characterized in that, Prepared from the photoresist composition according to claim 7 or 8.
10. A filter, characterized in that, Prepared from the photoresist according to claim 9.