Photocurable composition

Abstract

The invention discloses a photocurable composition which comprises the following components dispersed in a solvent in parts by mass: 5-50 parts of alkali-soluble resin, 5-60 parts of a photopolymerizable compound, 1-15 parts of a photoinitiator, 5-70 parts of a coloring agent and a proper amount of an additive. The photocurable composition provided by the invention has the characteristics of high adhesiveness, high resolution and high chemical resistance.

Description

Technical Field

[0001] The present invention relates to the technical field of light display materials, and specifically refers to a photocurable composition. Background Art

[0002] In the field of displays, photosensitive resin compositions are used to form various photocured patterns such as photoresists, insulating films, protective films, black matrices, and column spacers. Specifically, the photosensitive resin composition is selectively exposed and developed through a photolithography process to form a desired photocured pattern, and the pattern on the mask plate is transferred onto the substrate. Color photoresists are widely used in fields such as liquid crystal displays and organic light-emitting diode displays for manufacturing key components such as color filters.

[0003] Traditional color photoresists usually need to be cured at a relatively high temperature (>200 °C), which not only increases energy consumption but also may damage some substrate materials that are not heat-resistant, limiting their scope of application. In addition, existing color photoresists also have certain deficiencies in terms of adhesion, chemical resistance, and resolution, and it is difficult to meet the requirements of high-end display products. Therefore, it is of great practical significance to develop a color photoresist with low-temperature (<120 °C) curing performance and at the same time having high adhesion, high resolution, and high chemical resistance. Summary of the Invention

[0004] The object of the present invention is to provide a photocurable composition with the characteristics of high adhesion, high resolution, and high chemical resistance.

[0005] The present invention can be realized through the following technical solutions:

[0006] A photocurable composition of the present invention comprises the following parts by mass dispersed in a solvent: 5 - 50 parts of an alkali-soluble resin, 5 - 60 parts of a photopolymerizable compound, 1 - 15 parts of a photoinitiator, 5 - 70 parts of a colorant, and an appropriate amount of an additive.

[0007] Furthermore, the alkali-soluble resin contains any repeating unit in Chemical Formula 1 below:

[0008]

[0009] In Chemical Formula 1, R1 is hydrogen or methyl, and R2 is an alkylene group with 1 - 5 carbon atoms

[0010] Furthermore, the alkali-soluble resin contains a repeating unit containing a carboxyl group, and the repeating unit containing a carboxyl group is a structure derived from a monomer selected from the group consisting of unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, unsaturated tricarboxylic acids, and polycarboxylic acids having 2 or more carboxyl groups.

[0011] Further, the acid value of the alkali-soluble resin is 30 to 150 mgKOH / g.

[0012] Further, the alkali-soluble resin contains a repeating unit having an acrylate group.

[0013] Further, the monomer used for the photopolymerizable compound is one or more of a monofunctional monomer, a difunctional monomer, and a polyfunctional monomer.

[0014] Further, the photoinitiator is one or more of free acetophenone compounds, benzophenone compounds, triazine compounds, biimidazole compounds, oxime compounds, and thioxanthone compounds; the acetophenone compounds are one or more of diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylethenyl)phenyl]propan-1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one; the benzophenone compounds are one or more of benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone;

[0015] The triazine compounds are one or more of 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine; the biimidazole compounds are one or more of 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, and imidazole compounds in which the 4,4',5,5' positions of the phenyl group are substituted with alkoxycarbonyl groups.

[0016] Furthermore, the coloring agent is an organic pigment and / or an inorganic pigment; the organic pigment is printing ink and / or inkjet ink, and the printing ink and inkjet ink are one or more of water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, isoindoline pigments, perylene pigments, violanthrone pigments, dioxazine pigments, anthraquinone pigments, dianthraquinone pigments, anthrapyrimidine pigments, anthanthrone pigments, flavanthrone pigments, perinone pigments, diketopyrrolopyrrole pigments; the inorganic pigment is a metal compound, and the metal oxide is an oxide of iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, carbon black, etc., or a composite metal oxide.

[0017] Furthermore, the additive is one or more of a leveling agent, an antioxidant, an ultraviolet light absorber, an inorganic filler, and a high refractive index material, and the dosage of the additive is 0.1 - 50 parts.

[0018] Furthermore, the solvent is one or more of alkylene glycol monoalkyl ethers, alkylene glycol alkyl ether acetates, aromatic hydrocarbons, ketones, lower and higher alcohols, and cyclic esters.

[0019] The present invention relates to a photocurable composition, which has the following beneficial effects:

[0020] The present invention relates to a low-temperature color photoresist and the resin used to prepare it. Its characteristic is that it contains a cyclic sulfur functional group on the side chain of the alkali-soluble resin. The cyclic sulfur functional group can initiate a ring-opening reaction in the presence of a cationic photoinitiator, and the ring-opening reaction generates a mercapto group. The mercapto group reacts with the carboxyl group in the alkali-soluble resin, the double bond in the photopolymerizable compound, etc. When the resin composition contains a thermally unstable photoinitiator, such as an oxime ester or a bisimidazole photoinitiator, these initiators will slowly decompose to generate free radicals under low-temperature (<120 °C) conditions, accelerating the reaction between the mercapto group and the double bond. Therefore, the curing degree is excellent even at low temperatures, and the adhesion to the substrate and the chemical resistance after curing are excellent. This color photoresist can be cured under low-temperature conditions and has the advantages of high adhesion, high resolution, and high chemical resistance. Detailed implementation mode

[0021] In order to enable those skilled in the art to better understand the technical solution of the present invention, the products of the present invention will be further described in detail below in conjunction with examples.

[0022] The present invention relates to a photocurable composition, which includes the following parts by mass dispersed in a solvent: 5-50 parts of an alkali-soluble resin, 5-60 parts of a photopolymerizable compound, 1-15 parts of a photoinitiator, 5-70 parts of a colorant, and an appropriate amount of an additive.

[0023] In the present invention, the photoinitiator can generate active species that initiate free radical and cationic polymerization under light irradiation, and initiate free radical and cationic photopolymerizable compounds.

[0024] Furthermore, the alkali-soluble resin contains any one of the repeating units in the following Chemical Formula 1:

[0025]

[0026] In Chemical Formula 1, R1 is hydrogen or methyl, and R2 is an alkylene group with 1-5 carbon atoms. Through the functional groups contained in the above compounds, the mercapto group formed after cationic photopolymerization reacts with the carboxyl group in the alkali-soluble resin, the double bond in the photopolymerizable compound, etc. When the resin composition contains a thermally unstable photoinitiator, such as an oxime ester or a bisimidazole photoinitiator, these initiators will slowly decompose to generate free radicals under low-temperature (<120 °C) conditions, accelerating the reaction between the mercapto group and the double bond. Therefore, the curing degree is excellent even at low temperatures, and the adhesion to the substrate and the chemical resistance after curing are excellent. In the case of the above-mentioned dosage range, the developability, imaging accuracy, and low-temperature polymerization performance are effectively balanced, thereby obtaining a preferred copolymer.

[0027] In the present invention, the content of the alkali-soluble resin is appropriately adjusted in consideration of the resolution and pattern uniformity of the photocured pattern formed therefrom. When the content is within the above range, the solubility in the developer is sufficient and the developability becomes excellent, and a photocured pattern having excellent mechanical properties can be formed.

[0028] Furthermore, the alkali-soluble resin contains a repeating unit containing a carboxyl group, and the repeating unit containing a carboxyl group has a structure derived from a monomer selected from the group consisting of unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, unsaturated tricarboxylic acids, and polycarboxylic acids having two or more carboxyl groups.

[0029] The alkali-soluble resin contained in the photosensitive resin composition of the present invention is a component that imparts solubility to the alkaline developer used in the development process and is a component that imparts adhesion to the substrate and can form a coating film. In order to ensure alkali solubility, the alkali-soluble resin of the present invention may further contain a repeating unit containing a carboxyl group. The repeating unit containing a carboxyl group can be formed by using monomers known in the art without limitation. For example, the repeating unit containing a carboxyl group may have a structure derived from a monomer selected from the group consisting of unsaturated monocarboxylic acids, or polycarboxylic acids having two or more carboxyl groups in the molecule such as unsaturated dicarboxylic acids or unsaturated tricarboxylic acids. Examples of the above unsaturated monocarboxylic acids include acrylic acid, methacrylic acid, crotonic acid, etc. Examples of the above unsaturated polycarboxylic acids include maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, etc. The above polycarboxylic acids may also be acid anhydrides, and examples of the above unsaturated polycarboxylic acid anhydrides include maleic anhydride, itaconic anhydride, citraconic anhydride, etc. In addition, the above unsaturated polycarboxylic acids may also be their mono(2-methacryloyloxyalkyl) esters, and examples thereof include succinic acid mono(2-acryloyloxyethyl) ester, succinic acid mono(2-methacryloyloxyethyl) ester, phthalic acid mono(2-acryloyloxyethyl) ester, phthalic acid mono(2-methacryloyloxyethyl) ester, etc. The above unsaturated polycarboxylic acids may also be mono(meth)acrylates of their two-terminal dicarboxyl polymers, and examples thereof include ω-carboxypolycaprolactone monoacrylate, ω-carboxypolycaprolactone monomethacrylate, etc. In addition, the above unsaturated polycarboxylic acids may also be unsaturated acrylates containing a hydroxyl group and a carboxyl group in the same molecule, and examples thereof include acrylic acid α-(hydroxymethyl) ester, etc. Among them, from the viewpoint of high copolymerization reactivity, it is preferable to use acrylic acid, methacrylic acid, maleic anhydride, etc.

[0030] Furthermore, the acid value of the alkali-soluble resin is 30 to 150 mgKOH / g. When the acid value of the alkali-soluble resin satisfies the above range, the development rate of the colored photosensitive resin composition can be sufficiently ensured, the adhesion to the substrate is increased, thereby suppressing the occurrence of pattern short circuits, and the compatibility problem and storage stability problem can be improved. The weight average molecular weight of the alkali-soluble resin is not particularly limited, but from the aspects of improving the reactivity of the photosensitive resin composition under low temperature conditions and improving chemical resistance, it can be 3,000 to 100,000, preferably 5,000 to 50,000. When the weight average molecular weight is within the above range, film reduction hardly occurs during development, and there is a good tendency for the defectiveness of the non-pixel part during development, so it is preferred.

[0031] Furthermore, the alkali-soluble resin contains a repeating unit having an acrylate group. The repeating unit containing an acrylate group can be formed using monomers known in the art without particular limitation. For example, it can be a structure derived from the following monomers, but is not limited thereto. The monomers are selected from unsubstituted or substituted alkyl ester compounds of unsaturated carboxylic acids such as methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxy-o-phenylphenolpropyl acrylate, aminoethyl (meth)acrylate, etc., cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate, cycloheptyl (meth)acrylate, cyclooctyl (meth)acrylate, menthyl (meth)acrylate, cyclopentenyl (meth)acrylate, cyclohexenyl (meth)acrylate, cycloheptenyl (meth)acrylate, cyclooctenyl (meth)acrylate, menthadiene (meth)acrylate, isobornyl (meth)acrylate, pinanyl (meth)acrylate, adamantyl (meth)acrylate, norbornyl (meth)acrylate, pinene (meth)acrylate and other unsaturated carboxylic acid ester compounds containing alicyclic substituents, monosaturated carboxylic acid ester compounds of dihydric alcohols such as oligoethylene glycol monoalkyl (meth)acrylate, unsaturated carboxylic acid ester compounds containing substituents having an aromatic ring such as benzyl (meth)acrylate, phenoxy (meth)acrylate, aromatic vinyl compounds such as styrene, α-methylstyrene, vinyltoluene, vinyl carboxylates such as vinyl acetate, vinyl propionate, vinyl cyanide compounds such as (meth)acrylonitrile, α-chloropropionitrile, maleimide compounds such as N-cyclohexylmaleimide, N-phenylmaleimide, and unsaturated alicyclic compounds such as norbornene.

[0032] Furthermore, the monomer used for the photopolymerizable compound is one or more of a monofunctional monomer, a difunctional monomer, and a polyfunctional monomer.

[0033] In the photosensitive resin composition of the present invention, the photopolymerizable compound can increase the crosslinking density during the manufacturing process and enhance the mechanical properties of the photocured pattern. The polymerizable compound can be any substance used in the art without particular limitation. For example, monofunctional monomers, difunctional monomers, and polyfunctional monomers, and their types are not particularly limited. Examples thereof include the following compounds. Specific examples of monofunctional monomers include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone, and the like. Specific examples of difunctional monomers include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, and the like. Specific examples of polyfunctional monomers other than those mentioned above include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and the like. It also includes acrylate monomers into which chain segments such as ethoxy groups and propoxy groups are introduced on the basis of the above monomers. In addition, it also includes cationic photopolymerizable monomers, and commonly used are cationic polymerizable compounds of alkenyl ether compounds and / or epoxyethane compounds and / or aziridine compounds and / or oxetane compounds, which can be in the form of monomers or resins (including oligomers or prepolymers). In addition, compounds having both a cationic polymerization functional group and a (meth)acrylic acid alkyl ester structure can also be mentioned. Among them, polyfunctional monomers having two or more functional groups are preferably used. The content of the above polymerizable compound is not particularly limited. When the polymerizable compound is included in the above content range, excellent durability can be achieved and the developability of the composition can be improved.

[0034] Further, the photoinitiator is one or more of free acetophenone compounds, benzophenone compounds, triazine compounds, benzimidazole compounds, oxime compounds and thioxanthone compounds; the acetophenone compounds are one or more of diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylethenyl)phenyl]propan-1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one; the benzophenone compounds are one or more of benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone;

[0035] The triazine compounds are one or more of 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine; the biimidazole compounds are one or more of 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, imidazole compounds in which the 4,4',5,5'-positions of the phenyl group are substituted with alkoxycarbonyl. Among the above biimidazole compounds, preferably useful are 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, and 2,2-bis(2,6-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole. Specific examples of the oxime compounds may include: o-ethoxycarbonyl-α-oximino-1-phenylpropan-1-one, etc., and their commercially available products, such as OXE01 and OXE02 (purchased from BASF). Examples of the thioxanthone compounds include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4-propoxythioxanthone, etc. And photoinitiators of iodonium salt compounds, sulfonium salt compounds, and triazine compounds that can initiate cationic photopolymerization, preferably iodonium salt compounds and sulfonium salt compounds. In order to improve the photopolymerization performance, amine compounds, carboxylic acid compounds, organic sulfur compounds having a mercapto group, and photo-base generators, etc., can also be added.

[0036] Further, the coloring agent is an organic pigment and / or an inorganic pigment; the organic pigment is a printing ink and / or an inkjet ink, and the printing ink and the inkjet ink are one or more of a water-soluble azo pigment, an insoluble azo pigment, a phthalocyanine pigment, a quinacridone pigment, an isoindolinone pigment, an isoindoline pigment, a perylene pigment, a violanthrone pigment, a dioxazine pigment, an anthraquinone pigment, a dianthraquinone pigment, an anthrapyrimidine pigment, an anthraquinonaphthacene pigment, an indanthrone pigment, a flavanthrone pigment, a perinone pigment, and a diketopyrrolopyrrole pigment; the inorganic pigment is a metal compound, and the metal oxide is an oxide of iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, carbon black, etc., or a composite metal oxide.

[0037] Regarding the pigment, preferably a pigment dispersion solution in which pigment particles are uniformly dispersed is used. Examples of methods for uniformly dispersing pigment particles may include dispersion treatment using a pigment dispersant, whereby a pigment dispersion solution in which the pigment is uniformly dispersed in the solution can be obtained. Specific examples of the pigment dispersant may include: cationic surfactants, anionic surfactants, nonionic surfactants, amphoteric surfactants, polyester surfactants, polyamine surfactants, etc., and they can be used alone or in combination of two or more. Dyes can be used without limitation as long as they are soluble in an organic solvent. Preferably useful are dyes that are soluble in an organic solvent and can ensure solubility in an alkaline developer, as well as reliability such as heat resistance and solvent resistance. The dyes can be selected from acid dyes having acidic groups such as sulfonic acid or carboxylic acid, salts of acid dyes and nitrogen-containing compounds, sulfonamide products of acid dyes and their derivatives, and can also be selected from azo acid dyes, xanthene acid dyes, phthalocyanine acid dyes and their derivatives.

[0038] Further, the additive is one or more of a leveling agent, an antioxidant, an ultraviolet absorber, an inorganic filler, and a high refractive index material, and the amount of the additive is 0.1 - 50 parts.

[0039] Further, the solvent is one or more of alkylene glycol monoalkyl ethers, alkylene glycol alkyl ether acetates, aromatic hydrocarbons, ketones, lower and higher alcohols, and cyclic esters. More specifically, examples of the solvent include alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; alkylene glycol alkyl ether acetates such as methoxyethyl acetate, ethoxyethyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, and methoxypentyl acetate; aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene; ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerol; esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate; and cyclic esters such as γ-butyrolactone, one or more of which are used.

[0040] In the present invention, for the pigment, the preparation of its pigment dispersion composition is specifically described as follows:

[0041] <Pigment dispersion composition B-1>

[0042] Pigment dispersion solution B-1 is prepared by mixing / dispersing 12.0 parts by mass of C.I. Pigment Blue 15:6 as the pigment, 4.0 parts by mass of DISPERBYK-2001 (purchased from BYK) as the pigment dispersant, and a solvent composed of 44 parts by mass of propylene glycol methyl ether acetate and 40 parts by mass of propylene glycol in a ball mill for 12 hours.

[0043] <Pigment dispersion composition G-1>

[0044] Pigment dispersion solution G-1 is prepared by mixing / dispersing 12.0 parts by mass of C.I. Phthalocyanine Green G58 as the pigment, 4.0 parts by mass of DISPERBYK-2001 (purchased from BYK) as the pigment dispersant, and a solvent composed of 44 parts by mass of propylene glycol methyl ether acetate and 40 parts by mass of propylene glycol in a ball mill for 12 hours.

[0045] In the present invention, the alkali-soluble resin can be synthesized in the manner of Synthesis Examples 1-4:

[0046] Synthesis Example 1

[0047] 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 20 parts of M-1 (as shown in the following formula), 25 parts of methyl methacrylate, 45 parts of benzyl methacrylate, 10 parts of methacrylic acid, and 3 parts of n-dodecyl mercaptan were added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping dispenser, and a nitrogen supply tube, and the inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 °C, and the reaction was carried out for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The acid value of the solid content of the alkali-soluble resin thus synthesized was 67.2 mgKOH / g, and its weight-average molecular weight (Mw) measured by gel permeation chromatography (GPC) was about 13,800, obtaining alkali-soluble resin A-1.

[0048] Synthesis Example 2

[0049] 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 20 parts of M-2 (as shown in the following formula), 25 parts of methyl methacrylate, 45 parts of benzyl methacrylate, 10 parts of methacrylic acid, and 3 parts of n-dodecyl mercaptan were added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping dispenser, and a nitrogen supply tube, and the inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 °C, and the reaction was carried out for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The acid value of the solid content of the alkali-soluble resin thus synthesized was 67.5 mgKOH / g, and its weight-average molecular weight (Mw) measured by gel permeation chromatography (GPC) was about 12,600, obtaining alkali-soluble resin A-2.

[0050] Synthesis Example 3

[0051] 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 20 parts of M-3 (as shown in the following formula), 25 parts of methyl methacrylate, 45 parts of benzyl methacrylate, 10 parts of methacrylic acid, and 3 parts of n-dodecyl mercaptan were added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping dispenser, and a nitrogen supply tube, and the inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 °C, and the reaction was carried out for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The acid value of the solid content of the alkali-soluble resin thus synthesized was 67.3 mgKOH / g, and its weight-average molecular weight (Mw) measured by gel permeation chromatography (GPC) was about 15,300, obtaining alkali-soluble resin A-3.

[0052] Synthesis Example 4

[0053] 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 35 parts of methyl methacrylate, 55 parts of benzyl methacrylate, 10 parts of methacrylic acid and 3 parts of n-dodecyl mercaptan were added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping dispenser and a nitrogen supply tube, and the inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 °C, and the reaction was carried out for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The acid value of the solid content of the alkali-soluble resin thus synthesized was 67.8 mgKOH / g, and its weight average molecular weight (Mw) measured by gel permeation chromatography (GPC) was about 14,200, obtaining alkali-soluble resin A-4.

[0054] Examples 1 to 6 and Comparative Examples 1 to 2:

[0055] The following examples specifically illustrate the present invention, but the present invention is not limited to these examples. It should be noted that, unless otherwise specified, "parts" hereinafter refers to parts by weight.

[0056] This example is a photosensitive resin composition, which mainly includes the following components: alkali-soluble resin, photopolymerizable monomer, photoinitiator, colorant, solvent and other materials. After adding the above materials to a beaker, the photosensitive resin composition is manufactured by uniformly mixing through stirring. The composition components are as shown in Table 1 below.

[0057] Table 1 Specific Examples

[0058]

[0059] The raw materials used in the examples are listed as follows:

[0060] (B) Photopolymerizable compound: 1-[4-(phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime) (OXE01, purchased from BASF); 4,4'-dimethylphenyl iodonium hexafluorophosphate (PAG-30101, purchased from Changzhou Qiangli); 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-diimidazole (HABI-101, purchased from Changzhou Qiangli).

[0061] (C) Photopolymerizable monomer: dipentaerythritol hexaacrylate (DPHA, purchased from Nippon Kayaku).

[0062] In order to effectively evaluate the technical effect of the present invention, a 2-inch glass substrate (Eagle 2000, manufactured by Corning) was cleaned with a neutral detergent, water and ethanol in sequence and then dried. The photosensitive resin composition prepared in the above-mentioned embodiment and comparative example was spin-coated on the glass substrate, and then pre-baked at 80°C for 120 seconds using a hot plate. After the pre-baked substrate was cooled to room temperature, the interval with the quartz glass photomask was set to 150μm, and light was irradiated with an exposure amount of 60mJ / cm2 (365nm reference) using an exposure machine (UX-1100SM, manufactured by Ushio Co., Ltd.). After light irradiation, the coating film was immersed in an aqueous developer containing 0.12% of a nonionic surfactant and 0.042% of KOH at 25°C for 60 seconds for development, and after washing with water, it was post-baked in an oven at 90°C for 1 hour. The physical properties of the obtained pattern were evaluated as follows, and the results are shown in the following Table 2.

[0063] After the photocurable coating is prepared by the above method, the performance of the photocurable coating is evaluated. The performance evaluation method is as follows. The test results are listed in Table 2:

[0064] (1) Adhesion test

[0065] The adhesion of the sample was tested using the 100-grid method. A cutting tool was used to cut the inkjet ink coating to the surface of the substrate to form a grid-shaped scratch. The 3M tape was then pasted and torn off to observe the coating shedding. The adhesion of the coating was then evaluated.

[0066] The adhesion evaluation criteria are as follows: high adhesion without any coating peeling;

[0067] ▲: Average adhesion, with slight corner loss but no flakes falling off;

[0068] ×: Adhesion is poor and coating peeling is obvious.

[0069] (2) Resolution evaluation

[0070] Resolution of test photoresists using 10, 20, 30, 40, 50 μm line / space patterns. The smaller the line size, the higher the resolution.

[0071] (3) Evaluation of chemical resistance

[0072] The color filter manufactured in the same manner as in Test Example 1 was immersed in an NMP solution at room temperature for 30 minutes, washed with ultrapure water and dried on a hot plate heated to 120° C. for 2 minutes, and its color was evaluated before and after the immersion. Thus, the case where the color change (ΔE*ab) was 3.0 or less was judged as O, and the case where the color change was 3.0 or more was judged as X.

[0073] Table 2 Performance Test Results

[0074] Adhesion Resolution Chemical resistance Example 1 ● 20 0 Example 2 ● 20 0 Example 3 ● 20 0 Example 4 ● 30 0 Example 5 ● 20 0 Example 6 ● 20 0 Example 7 ● 20 0 Comparative Example 1 ▲ 50 × Comparative Example 2 × 50 ×

[0075] The above embodiments are only specific embodiments of the present invention, and the description thereof is relatively specific and detailed, but it should not be construed as a limitation on the scope of the patent of the present invention. It should be noted that for those of ordinary skill in the art, without departing from the concept of the present invention, several modifications and improvements can be made, and these obvious replacement forms all belong to the protection scope of the present invention.

Claims

1. A photocurable composition, characterized in that The invention comprises the following parts by mass dispersed in a solvent: 5-50 parts of an alkali-soluble resin, 5-60 parts of a photopolymerizable compound, 1-15 parts of a photoinitiator, 5-70 parts of a colorant and an appropriate amount of additives.

2. The photocurable composition according to claim 1, characterized in that: The alkali-soluble resin comprises any repeating unit of the following chemical formula 1: In Chemical Formula 1, R1 is hydrogen or methyl, and R2 is an alkylene group having 1 to 5 carbon atoms.

3. The photocurable composition according to claim 1, characterized in that: The alkali-soluble resin includes a repeating unit containing a carboxylic acid group, and the repeating unit containing a carboxylic acid group has a structure derived from a monomer selected from the group consisting of unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, unsaturated tricarboxylic acids, and polycarboxylic acids having two or more carboxyl groups.

4. The photocurable composition according to claim 1, characterized in that: The acid value of the alkali-soluble resin is 30 to 150 mgKOH / g.

5. The photocurable composition according to claim 1, characterized in that: The alkali-soluble resin contains repeating units having an acrylate group.

6. The photocurable composition according to claim 1, characterized in that: The monomer used in the photopolymerizable compound is one or two or more of a monofunctional monomer, a bifunctional monomer, and a polyfunctional monomer.

7. The photocurable composition according to claim 1, characterized in that: The photoinitiator is one or more of free acetophenone compounds, benzophenone compounds, triazine compounds, biimidazole compounds, oxime compounds and thioxanthone compounds; The acetophenone compound is one or more of diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, benzyl dimethyl ketal, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropane-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropane-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butane-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane-1-one, and 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butane-1-one; The benzophenone compound is one or more of benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetrakis(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; The triazine compounds are 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methyl)phenyl]-1,3,5-triazine, One or more of 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine; The biimidazole compound is one or more of 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, and imidazole compounds in which the 4,4',5,5' positions of the phenyl group are substituted with alkoxycarbonyl groups.

8. The photocurable composition according to claim 1, characterized in that: The coloring is an organic pigment and / or an inorganic pigment; The organic pigment is a printing ink and / or an inkjet ink, and the printing ink or inkjet ink is one or more of a water-soluble azo pigment, an insoluble azo pigment, a phthalocyanine pigment, a quinacridone pigment, an isoindolinone pigment, an isoindolinone pigment, a perylene pigment, a perinone pigment, a dioxazine pigment, anthraquinone pigment, a dianthraquinone pigment, anthrapyrimidine pigment, anthraquinone pigment, indanthrone pigment, flavanthrone pigment, pyranthrone pigment, and a diketopyrrolopyrrole pigment; The inorganic pigment is a metal compound, and the metal oxide is an oxide of iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, carbon black, etc., or a composite metal oxide.

9. The photocurable composition according to claim 1, characterized in that: The additive is one or more of a leveling agent, an antioxidant, an ultraviolet light absorber, an inorganic filler, and a high refractive index material, and the dosage of the additive is 0.1-50 parts.

10. The photocurable composition according to claim 1, characterized in that: The solvent is one or more of alkylene glycol monoalkyl ethers, alkylene glycol alkyl ether acetates, aromatic hydrocarbons, ketones, lower and higher alcohols, and cyclic esters.

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