CN113646342A - Black photosensitive resin composition, cured product thereof, and display device provided with masking layer formed from cured product - Google Patents
Black photosensitive resin composition, cured product thereof, and display device provided with masking layer formed from cured product Download PDFInfo
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- CN113646342A CN113646342A CN202080025911.3A CN202080025911A CN113646342A CN 113646342 A CN113646342 A CN 113646342A CN 202080025911 A CN202080025911 A CN 202080025911A CN 113646342 A CN113646342 A CN 113646342A
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F20/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
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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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- 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
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
- C08K2003/265—Calcium, strontium or barium carbonate
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Abstract
Providing: a black photosensitive resin composition which maintains covering properties and insulating properties and has excellent hardness and adhesion of a cured product. [ solution ] A black photosensitive resin composition comprising at least (A) a photosensitive resin, (B) a photopolymerization initiator, (C) a black pigment, and (D) a filler, wherein the photosensitive resin (A) comprises an acrylate compound having a bonding part to which at least 2 (meth) acryloyl groups are bonded, wherein the at least 2 (meth) acryloyl groups are bonded to the bonding part via a linking part, wherein the linking part is at least 1 selected from the group consisting of a caprolactone group, an ethylene oxide group, and a propylene oxide group, and the total number of carbon atoms and oxygen atoms in one linking part is 3 to 15, and the filler (D) comprises calcium carbonate.
Description
Technical Field
The present invention relates to a black photosensitive resin composition, and more particularly, to: a black photosensitive resin composition which can be suitably used for masking a glass substrate of a display device, a cured product thereof, and a display device comprising a masking layer formed from the cured product.
Background
In recent years, displays having a touch panel function are also used in display devices having liquid crystal elements, light emitting diode elements, organic electroluminescence elements, and the like, in which ITO wiring patterns are formed in an image display region and metal wiring patterns are formed around the ITO wiring patterns. For example, in the type (OGS type) in which a touch panel layer is directly formed on a cover glass, in order to prevent a metal wiring pattern and the like from being visually recognized, a cover layer is formed around the cover glass, and then ITO and a metal wiring pattern are formed. Therefore, the light-shielding layer is required to have high light-shielding properties for shielding the wiring lines and high insulation properties for preventing malfunction of the panel due to current conduction between the wiring lines. Further, in recent years, a higher Optical Density (OD) has been required as a capping layer.
The masking layer as described above has conventionally been operated as follows: a black film is attached to a desired portion of the surface of the protective glass, or a black ink is repeatedly applied until a hiding property is obtained, but an operation of forming a hiding layer using a black photosensitive resin is gradually performed (for example, patent document 1).
Further, as a masking material used for black ink, carbon black or the like is gradually used, but since carbon black is a conductive material, it has been proposed to use an inorganic filler such as talc or illite in combination with carbon black in order to satisfy masking properties and insulating properties (patent document 2).
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open publication No. 2018-35219
Patent document 2: japanese laid-open patent publication No. 10-316904
Disclosure of Invention
Problems to be solved by the invention
In the photosensitive resin as described above, when the amount of the masking material is increased in order to improve the light-shielding property, light is less likely to transmit therethrough, and therefore, an exposure failure occurs, and as a result, the adhesiveness of the cured product to the cover glass becomes insufficient. Therefore, at present, a photosensitive resin composition having excellent insulation reliability and adhesion to glass while maintaining covering properties has not been realized.
Accordingly, an object of the present invention is to provide: a black photosensitive resin composition which maintains covering property and has excellent insulation reliability and adhesion with glass.
Another object of the present invention is to provide: a cured product obtained by curing a black photosensitive resin composition, and a display device provided with a capping layer formed from the cured product.
Means for solving the problems
The present inventors have obtained the following findings: by using an ethylenically unsaturated group-containing compound having a specific modified site as a photosensitive resin and using a specific inorganic filler in combination with a black pigment, insulation reliability and adhesion to glass can be improved while maintaining hiding properties. The present invention is based on the above findings.
That is, the black photosensitive resin composition of the present invention is characterized by comprising at least (A) a photosensitive resin, (B) a photopolymerization initiator, (C) a black pigment, and (D) a filler,
the photosensitive resin (A) contains an acrylate compound having a bonding part and at least 2 (meth) acryloyl groups bonded to the bonding part via a linking part, wherein the linking part is at least 1 selected from the group consisting of a caprolactone group, an ethylene oxide group and a propylene oxide group, and the total number of carbon atoms and oxygen atoms in one linking part is 3 to 15,
the aforementioned filler (D) contains calcium carbonate.
In an embodiment of the present invention, the total number of carbon atoms and oxygen atoms in all the linking parts of the acrylate compound is preferably 6 to 165.
In an embodiment of the present invention, it is preferable that the filler (D) further contains talc.
In an embodiment of the present invention, the filler (D) is preferably contained in an amount of 30 to 50 mass% based on the resin component.
In an embodiment of the present invention, the black pigment (C) is preferably carbon black.
Further, a cured product according to another embodiment of the present invention is obtained by curing the black photosensitive resin composition.
In addition, a display device according to another embodiment of the present invention includes at least:
a glass substrate; and
and a cover layer provided on at least a part of one surface of the glass substrate and formed of the cured product.
ADVANTAGEOUS EFFECTS OF INVENTION
According to the present invention, a black photosensitive resin composition having excellent insulation reliability and adhesion to glass while maintaining hiding performance can be provided by using an ethylenically unsaturated group-containing compound having a specific modified site as a photosensitive resin and using a specific inorganic filler in combination with a black pigment.
Still another aspect of the present invention provides: a cured product obtained by curing a black photosensitive resin composition, and a display device provided with a capping layer formed from the cured product.
Detailed Description
[ Black photosensitive resin composition ]
The black photosensitive resin composition of the present invention comprises (A) a photosensitive resin, (B) a photopolymerization initiator, (C) a black pigment, and (D) a filler as essential components, wherein the photosensitive resin (A) comprises an acrylate compound having a bonding portion to which at least 2 (meth) acryloyl groups are bonded, wherein the at least 2 (meth) acryloyl groups are bonded to the bonding portion via a linking portion, wherein the linking portion is at least 1 selected from the group consisting of a caprolactone group, an ethylene oxide group, and a propylene oxide group, and the total number of carbon atoms and oxygen atoms in one linking portion is 3 to 15, and the filler (D) comprises calcium carbonate. Hereinafter, each component constituting the black photosensitive resin composition of the present invention will be described in detail.
(A) photosensitive resin
The photosensitive resin (A) contained in the black photosensitive resin composition of the present invention contains an acrylate compound having a bonding part and at least 2 (meth) acryloyl groups bonded to the bonding part, wherein the at least 2 (meth) acryloyl groups are bonded to the bonding part via a linking part, wherein the linking part is at least 1 selected from the group consisting of a caprolactone group, an ethylene oxide group and a propylene oxide group, and the total number of carbon atoms and oxygen atoms in one linking part is 3 to 15. By using such a specific acrylate compound as the photosensitive resin in combination with calcium carbonate described later as a filler, the insulating property and adhesion to glass can be improved while maintaining the covering property even in a black photosensitive resin composition containing carbon black. The reason is not clear, but it is considered that: the black photosensitive resin composition is not likely to have deep light upon exposure and is likely to have insufficient adhesion to a glass substrate, but by using a specific acrylate compound as described above as the photosensitive resin, adhesion to glass can be improved.
As the specific acrylate compound, an acrylate compound in which at least 2 (meth) acryloyl groups are bonded to a bonding portion via a linking portion of any 1 or more of a caprolactone group, an ethylene oxide group, and a propylene oxide group (i.e., a modified polyfunctional (meth) acrylate) is suitably used, but the total number of carbon atoms and oxygen atoms in one linking portion must be 3 to 15. When the total number of carbon atoms and oxygen atoms in one linking portion is less than 3, the modified polyfunctional acrylate has insufficient adhesion to a glass substrate, while when it exceeds 15, the cured film has insufficient hardness. The preferable range is 3-10. In the present specification, (meth) acryloyl group means a term collectively referring to acryloyl group and methacryloyl group, and (meth) acrylate means a term collectively referring to acrylate, methacrylate and a mixture thereof, and the same applies to other similar expressions.
Caprolactone-modified (meth) acrylates can be prepared, for example, by reacting polyols with (meth) acrylic acid and epsilon-caprolactone. In the present invention, the (meth) acrylate may be a caprolactone-modified urethane (meth) acrylate obtained by subjecting a caprolactone-modified (meth) acrylate and a polyisocyanate compound to a urethanization reaction, a caprolactone-modified polyester (meth) acrylate obtained by subjecting a caprolactone-modified (meth) acrylate and a polycarboxylic acid compound to an esterification reaction, or a caprolactone-modified (meth) acrylate obtained by subjecting a compound in which a part or all of hydroxyl groups of a polyol are modified with caprolactone groups to an esterification reaction with a (meth) acrylic acid.
Examples of the polyol used for caprolactone modification include, but are not limited to, trimethylolethane, ditrimethylolethane, trimethylolpropane, ditrimethylolpropane, pentaerythritol, dipentaerythritol, tripentaerythritol, glycerol, diglyceride, and trimethylolmelamine.
Examples of the polyisocyanate compound used in the caprolactone-modified urethane (meth) acrylate include, but are not limited to, aromatic diisocyanate compounds such as toluene diisocyanate, diphenylmethane diisocyanate, m-xylene diisocyanate, and m-phenylene bis (dimethylmethylene) diisocyanate, aliphatic or alicyclic diisocyanate compounds such as hexamethylene diisocyanate, lysine diisocyanate, 1, 3-bis (isocyanatomethyl) cyclohexane, 2-methyl-1, 3-diisocyanatocyclohexane, 2-methyl-1, 5-diisocyanatocyclohexane, 4' -dicyclohexylmethane diisocyanate, and isophorone diisocyanate. In addition, as the polyisocyanate compound, there can be used: a prepolymer having an isocyanate group obtained by addition reaction of the diisocyanate compound with a polyol, a compound having an isocyanurate ring obtained by cyclotrimerization of the diisocyanate compound, a polyisocyanate compound having an urea bond or a biuret bond obtained by reaction of the diisocyanate compound with water, and the like. These polyisocyanate compounds may be used alone in 1 kind, or may be used as a mixture of 2 or more kinds.
Examples of the polycarboxylic acid compound used in the caprolactone-modified polyester (meth) acrylate include, but are not limited to, aliphatic polycarboxylic acid compounds such as malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, sebacic acid, and maleic acid, and aromatic polycarboxylic acid compounds such as phthalic acid and trimellitic acid. Further, as the polycarboxylic acid compound, there can be used: and a prepolymer having a carboxyl group obtained by reacting the above-mentioned polycarboxylic acid compound with a polyhydric alcohol.
The (meth) acrylate may be either monofunctional or polyfunctional, but polyfunctional (meth) acrylates can be suitably used from the viewpoint of the hardness of the cured product.
Examples of the monofunctional (meth) acrylate include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, pentyl acrylate, hexyl acrylate, heptyl (meth) acrylate, octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, benzyl (meth) acrylate, cresol (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, phenyl (meth) acrylate, phenoxyethyl (meth) acrylate, 7-amino-3, 7-dimethyloctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and the like, Ethyl diethylene glycol (meth) acrylate, dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, lauryl (meth) acrylate, polyurethane mono (meth) acrylate, polyepoxy mono (meth) acrylate, polyester mono (meth) acrylate, and the like, and 1 kind thereof may be used alone or a mixture of 2 or more kinds may be used.
Specific examples of the 2-functional (meth) acrylate include 1, 4-butanediol di (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, 1, 4-cyclohexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, glycerol 1, 3-di (meth) acrylate, neopentyl glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, neopentyl glycol hydroxypivalate di (meth) acrylate, tricyclodecanediyldimethylenedi (meth) acrylate, bisphenol A di (meth) acrylate, hydrogenated bisphenol A di (meth) acrylate, and the like, Bisphenol F di (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, polycarbonate di (meth) acrylate, or polyalkylene oxide adducts, polycaprolactone adducts, polycarbonate adducts, polyurethane di (meth) acrylates, polyepoxy di (meth) acrylates, polyester di (meth) acrylates, and the like of these monomers, and 1 kind may be used alone or a mixture of 2 or more kinds may be used.
Specific examples of the 3-functional (meth) acrylate include trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, polyurethane tri (meth) acrylate, polyepoxy tri (meth) acrylate, and polyester tri (meth) acrylate, and 1 kind of these may be used alone or a mixture of 2 or more kinds may be used.
Specific examples of the 4-or more-functional (meth) acrylate include: examples of the functional group include di (trimethylolpropane tetra (meth) acrylate, pentaerythritol tetra (meth) acrylate, polyepoxy tetra (meth) acrylate, polyester tetra (meth) acrylate, penta (meth) acrylates such as dipentaerythritol penta (meth) acrylate and tripentaerythritol penta (meth) acrylate, hexa (meth) acrylates such as dipentaerythritol hexa (meth) acrylate and tripentaerythritol hexa (meth) acrylate, hepta (meth) acrylates such as tripentaerythritol hepta (meth) acrylate, octa (meth) acrylates such as tripentaerythritol octa (meth) acrylate, 4-or more-functional polyurethane poly (meth) acrylates, 4-or more-functional polyepoxy poly (meth) acrylates, and 4-or more-functional polyester poly (meth) acrylates. Further, there may be mentioned modified products such as polyalkylene oxide-modified adducts, polycaprolactone-modified adducts and polycarbonate-modified adducts of these 4-or more functional (meth) acrylate monomers, 4-or more functional polyurethane poly (meth) acrylates, 4-or more functional polyepoxy poly (meth) acrylates and 4-or more functional polyester poly (meth) acrylates, and 1 kind thereof may be used alone or as a mixture of 2 or more kinds thereof.
Commercially available caprolactone-modified polyfunctional (meth) acrylates may also be used, and examples thereof include KAYARAD DPCA-20, KAYARAD DPCA-30, KAYARAD DPCA-60, KAYARAD DPCA-120 and the like (all of Japan chemical Co., Ltd.).
Examples of the acrylate modified with an ethylene oxide group or a propylene oxide group include trimethylolmethane tri (meth) acrylate, trimethylolpropane polyethoxy tri (meth) acrylate, trimethylolpropane polypropoxy tri (meth) acrylate, glycerol polyethoxy tri (meth) acrylate, glycerol polypropoxy tri (meth) acrylate, bisphenol a polyethoxy di (meth) acrylate, bisphenol a polypropoxy di (meth) acrylate, dipentaerythritol polyethoxy hexa (meth) acrylate, and dipentaerythritol polypropoxy hexa (meth) acrylate.
The black photosensitive resin composition of the present invention may contain a photosensitive resin other than the modified polyfunctional (meth) acrylate compound as the photosensitive resin (a). For example, a (meth) acrylate that is not modified with the above caprolactone may be used without limitation. Among them, from the viewpoint of insulation and hardness, there are bisphenol a type epoxy (meth) acrylate resin synthesized by the reaction of bisphenol a with epichlorohydrin and (meth) acrylic acid, bisphenol S type epoxy (meth) acrylate resin synthesized by the reaction of bisphenol S with epichlorohydrin and (meth) acrylic acid, bisphenol F type epoxy (meth) acrylate resin synthesized by the reaction of bisphenol F with epichlorohydrin and (meth) acrylic acid, phenol novolac type epoxy (meth) acrylate resin synthesized by the reaction of phenol novolac with epichlorohydrin and (meth) acrylic acid, and the like, and 1 kind may be used alone or a mixture of 2 or more kinds may be used.
When the photosensitive resin (a) contains another photosensitive resin in addition to the above-mentioned modified polyfunctional (meth) acrylate, the amount of the modified polyfunctional (meth) acrylate blended is preferably 5 to 45% by mass, more preferably 15 to 35% by mass, based on the photosensitive resin component, from the viewpoint of curability of the cured product and adhesion to glass.
< (B) photopolymerization initiator
Specific examples of the photopolymerization initiator include: bis- (2, 6-dichlorobenzoyl) phenylphosphine oxide, bis- (2, 6-dichlorobenzoyl) -2, 5-dimethylphenylphosphine oxide, bis- (2, 6-dichlorobenzoyl) -4-propylphenylphosphine oxide, bis- (2, 6-dichlorobenzoyl) -1-naphthylphosphine oxide, bisacylphosphine oxides such as bis- (2, 6-dimethoxybenzoyl) phenylphosphine oxide, bis- (2, 6-dimethoxybenzoyl) -2,4, 4-trimethylpentylphosphine oxide, bis- (2, 6-dimethoxybenzoyl) -2, 5-dimethylphenylphosphine oxide, and bis- (2,4, 6-trimethylbenzoyl) -phenylphosphine oxide; monoacyl phosphine oxides such as 2, 6-dimethoxybenzoyldiphenylphosphine oxide, 2, 6-dichlorobenzoyldiphenylphosphine oxide, methyl 2,4, 6-trimethylbenzoylphenylphosphinate, 2-methylbenzoyldiphenylphosphine oxide, isopropyl pivaloylphenylphosphine oxide and 2,4, 6-trimethylbenzoyldiphenylphosphine oxide; hydroxybenzophenones such as ethyl phenyl (2,4, 6-trimethylbenzoyl) phosphonate, 1-hydroxy-cyclohexylbenzophenone, 1- [4- (2-hydroxyethoxy) -phenyl ] -2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1- {4- [4- (2-hydroxy-2-methyl-propionyl) -benzyl ] phenyl } -2-methyl-propan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one, and the like; benzoins such as benzoin, benzil, benzoin methyl ether, benzoin ethyl ether, benzoin n-propyl ether, benzoin isopropyl ether, and benzoin n-butyl ether; benzoin alkyl ethers; benzophenones such as benzophenone, p-methylbenzophenone, Michler's ketone, methylbenzophenone, 4 ' -dichlorobenzophenone, and 4,4 ' -bisdiethylaminobenzophenone; acetophenones such as acetophenone, 2-dimethoxy-2-phenylacetophenone, 2-diethoxy-2-phenylacetophenone, 1-dichloroacetophenone, 1-hydroxycyclohexyl phenone, 2-methyl-1- [4- (methylthio) phenyl ] -2-morpholino-1-propanone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1, 2- (dimethylamino) -2- [ (4-methylphenyl) methyl) -1- [4- (4-morpholino) phenyl ] -1-butanone, and N, N-dimethylaminoacetophenone; thioxanthones such as thioxanthone, 2-ethylthioxanthone, 2-isopropylthioxanthone, 2, 4-dimethylthioxanthone, 2, 4-diethylthioxanthone, 2-chlorothioxanthone and 2, 4-diisopropylthioxanthone; anthraquinones such as anthraquinone, chloroanthraquinone, 2-methylanthraquinone, 2-ethylanthraquinone, 2-tert-butylanthraquinone, 1-chloroanthraquinone, 2-amylanthraquinone, and 2-aminoanthraquinone; ketals such as acetophenone dimethyl ketal and benzil dimethyl ketal; benzoic acid esters such as ethyl 4-dimethylaminobenzoate, 2- (dimethylamino) ethyl benzoate, and ethyl p-dimethylaminobenzoate; oxime esters such as {1- [4- (phenylthio) -2- (O-benzoyloxime) ] }1, 2-octanedione, 1- [ 9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl ] -1- (O-acetyloxime) ethanone, and the like; titanocenes such as bis (. eta.5-2, 4-cyclopentadien-1-yl) -bis (2, 6-difluoro-3- (1H-pyrrol-1-yl) phenyl) titanium, bis (cyclopentadienyl) -bis [2, 6-difluoro-3- (2- (1-pyrrol-1-yl) ethyl) phenyl ] titanium, and the like; phenyl disulfide 2-nitrofluorene, butyroin, anisoin ethyl ether, azobisisobutyronitrile, tetramethylthiuram disulfide, etc., and they may be used alone in 1 kind or as a mixture of 2 or more kinds.
Commercially available products of α -aminoacetophenone-based photopolymerization initiators include Omnirad 907, 369E, and 379 manufactured by IGM Resins, inc. Further, examples of commercially available acylphosphine oxide photopolymerization initiators include Omnirad TPO and 819 manufactured by IGM Resins. Examples of commercially available oxime ester photopolymerization initiators include Irgacure OXE01 and OXE02 manufactured by BASF Japan Ltd, N-1919, ADEKA ARKLES NCI-831 and NCI-831E manufactured by ADEKA, Inc., and TR-PBG-304 manufactured by Changzhou Strong Electron New Material Ltd.
Examples of the carbazole oxime ester compounds include those described in Japanese patent laid-open Nos. 2004-359639, 2005-097141, 2005-220097, 2006-160634, 2008-094770, 2008-509967, 2009-040762, and 2011-80036.
The amount of the photopolymerization initiator to be added is preferably 5 to 20 parts by mass, more preferably 7 to 15 parts by mass per 100 parts by mass of the photosensitive resin (a) component in terms of solid content. When the amount is 7 parts by mass or more, the photocurability of the resin composition becomes good, and the hardness and adhesion of the cured product become further good. Further, if the amount is 15 parts by mass or less, an effect of reducing outgassing can be obtained, and the deep curing property is not easily lowered.
A photoinitiator aid or sensitizer may be used in combination with the photopolymerization initiator (B). Examples of the photoinitiator aid or sensitizer include benzoin compounds, anthraquinone compounds, thioxanthone compounds, ketal compounds, benzophenone compounds, tertiary amine compounds, xanthone compounds, and the like. Particularly, thioxanthone compounds such as 2, 4-dimethylthioxanthone, 2, 4-diethylthioxanthone, 2-chlorothioxanthone, 2-isopropylthioxanthone and 4-isopropylthioxanthone are preferably used. By containing the thioxanthone compound, deep curability can be improved. These compounds may be used as a photopolymerization initiator in some cases, but are preferably used in combination with a photopolymerization initiator. Further, the photoinitiator aid or sensitizer may be used alone in 1 kind, or may be used in combination in 2 or more kinds.
Since these photopolymerization initiators, photoinitiator aids, and sensitizers absorb a specific wavelength, the sensitivity may be lowered depending on the case, and these photopolymerization initiators, photoinitiators aids, and sensitizers may function as ultraviolet absorbers. However, they are not used only for the purpose of improving the sensitivity of the resin composition. The light of a specific wavelength is absorbed as required, the photoreactivity of the surface is improved, the line shape and the opening of the resist pattern are made vertical, tapered, and inverted, and the accuracy of the line width and the opening diameter can be improved.
(C) Black pigment
The black pigment may be an inorganic pigment or an organic pigment, and examples thereof include inorganic pigments such as carbon black, ferroferric oxide, black titanium oxide, copper manganese black, copper chromium black and cobalt black, and organic pigments such as cyanogen black and aniline black, and 1 kind of the black pigment may be used alone or a mixture of 2 or more kinds may be used. In addition, a pigment mixture in which red, blue, green, yellow, and the like pigments are mixed to form black is also included in the black pigment. In addition, the black pigment may be used in combination with other pigments, dyes, and other coloring agents within a range not impairing the effects of the present invention.
Among the above, carbon black is preferable from the viewpoint of adhesion to glass. Further, by using carbon black, a masking layer having high smoothness and no stripes or orange peel pattern can be formed. Further, if carbon black is used, the OD value of the shielding portion can be set to a range of 3 to 6 by adding a small amount of carbon black, and the shielding property can be further improved while maintaining the insulation property. The OD value is measured, for example, by using a transmission densitometer (Video Jet X-Light Co., Ltd., manufactured by Ltd., X-Rite 361T (V)).
Examples of the carbon black include channel black, oil furnace black, gas furnace black, thermal black, acetylene black, and bone black. Among them, from the viewpoint of insulation, it is desirable to use carbon black having an undeveloped graphite structure and a large resistance value in combination.
As the black pigment, commercially available products can be used, and examples thereof include MA-100, MA-100R, MA-600, #25, #3230, 33250 (both manufactured by Mitsubishi Chemical Corporation), REGAL99R (manufactured by Cabot Corporation), Raven860U, Raven780ULTRA (both manufactured by Colombian Chemicals), Prix 25 (manufactured by Degusa Corporation), HTC #100 (manufactured by Nitttsu Chemical & Materials Co., Ltd.).
The amount of the black pigment to be blended is preferably 3.5 to 7.5% by mass based on the entire composition from the viewpoints of covering properties, hardness of a cured product, and adhesion to glass. By setting the amount of the black pigment to 3.5% by mass or more, the optical density can be maintained high and the covering property can be made sufficient. Further, when the amount is 7.5% by mass or less, deep exposure is sufficient, and a cured product having satisfactory adhesion and hardness can be obtained.
(D) Filler
The black photosensitive resin composition of the present invention contains calcium carbonate as a filler. As described above, the black photosensitive composition has a problem of insufficient deep curing at the time of exposure, but in the present invention, the modified polyfunctional (meth) acrylate compound is used as the photosensitive resin and calcium carbonate is used as the filler, whereby the adhesion to glass and the insulation reliability can be improved while maintaining the covering property. Conventionally, silica, talc, barium sulfate, and the like have been added as fillers to black photosensitive compositions in some cases, but if the above-mentioned specific modified polyfunctional (meth) acrylate is used in combination with calcium carbonate, it has been unexpectedly found that insulation reliability and adhesion to a glass substrate can be both achieved. The reason is not clear, but it is considered that: when a resin composition having an OD value of such a degree that the hiding property can be maintained is formed by using a specific modified polyfunctional (meth) acrylate in combination with calcium carbonate, both insulation reliability and adhesion to glass can be achieved with a high degree of dimension.
In the present invention, it is preferable that the filler contains talc in addition to calcium carbonate. The effect of the present invention can be further remarkable by using 2 specific fillers.
The compounding ratio of calcium carbonate to talc is preferably 1: 9-9: from the viewpoint of enabling both of the characteristics of calcium carbonate and talc to be exhibited, 1, 2: 1-1: from the viewpoint of adhesion to glass, particularly preferably from 1: 1-1: 2.
the average particle diameter of the calcium carbonate and talc is preferably 10 μm or less, more preferably 0.1 to 5 μm. In the present specification, the average particle diameter is defined as: the number average particle diameter was calculated as the arithmetic average of the major axis diameters of 20 inorganic fillers randomly selected by an electron microscope.
The major axis diameter of the average primary particle diameter of the calcium carbonate and talc is preferably 10 μm or less, more preferably 1 to 5 μm. On the other hand, the minor axis diameter is preferably 10 μm or less, more preferably 0.1 to 1 μm. In the present specification, the average particle diameter is defined as: the major axis diameter and the minor axis diameter of 20 inorganic fillers randomly selected by an electron microscope were measured, and the number average particle diameter was calculated as the arithmetic average of the major axis diameter and the minor axis diameter.
The total amount of the filler containing calcium carbonate is preferably 30 to 60 parts by mass, more preferably 40 to 50 parts by mass, in terms of solid content, per 100 parts by mass of the photosensitive resin (a) component, from the viewpoint of insulation properties and adhesion.
In the present invention, in addition to the calcium carbonate and talc, other fillers may be contained within a range not to impair the effects of the present invention, and examples thereof include known and commonly used fillers such as barium sulfate, barium titanate, silica powder, fine-powder silica, amorphous silica, clay, magnesium carbonate, alumina, and mica powder.
< other ingredients >
The black photosensitive resin composition may further contain components such as an adhesion promoter, an antioxidant, an ultraviolet absorber, and a dispersant, if necessary. As these, those known in the art of black photosensitive ink can be used. Further, at least one of known and commonly used additives such as at least 1 of silicone-based, fluorine-based, polymer-based defoaming agents and leveling agents, imidazole-based, thiazole-based, and triazole-based silane coupling agents, rust inhibitors, and fluorescent whitening agents may be blended.
In the present invention, an organic solvent may be used for the preparation of the black photosensitive resin composition and the viscosity adjustment. Examples of such organic solvents include ketones, aromatic hydrocarbons, glycol ethers, glycol ether acetates, esters, alcohols, aliphatic hydrocarbons, petroleum solvents, and the like. More specifically, ketones such as methyl ethyl ketone and cyclohexanone; aromatic hydrocarbons such as toluene, xylene, and tetramethylbenzene; glycol ethers such as cellosolve, methyl cellosolve, butyl cellosolve, carbitol, methyl carbitol, butyl carbitol, propylene glycol monomethyl ether, dipropylene glycol diethyl ether, and triethylene glycol monoethyl ether; esters such as ethyl acetate, butyl acetate, dipropylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol butyl ether acetate, diethylene glycol monoethyl ether acetate (carbitol acetate), and diethylene glycol monobutyl ether acetate; alcohols such as ethanol, propanol, ethylene glycol, and propylene glycol; aliphatic hydrocarbons such as octane and decane; petroleum solvents such as petroleum ether, petroleum naphtha, hydrogenated petroleum naphtha, and solvent naphtha. Such an organic solvent may be used alone in 1 kind, or may be used as a mixture of 2 or more kinds.
In the black photosensitive resin composition of the present invention, a machine such as a three-roll mill or a stirrer is used for kneading and dispersing the essential components and optional components. The black photosensitive resin composition having the respective components dispersed therein can be applied to a glass substrate such as cover glass by a suitable application method such as screen printing, bar coater, and blade coater, and exposed to light to form a cured product. The exposure can be carried out by using a conventionally known exposure apparatus (UV exposure apparatus, etc.), for example, 1000 to 1500mJ/cm2The black photosensitive resin composition can be cured by irradiating ultraviolet rays with the exposure amount of (3).
From the viewpoint of hiding properties, the OD value of a cured product formed from the black photosensitive resin composition of the present invention is preferably in the range of 3 to 6, and more preferably in the range of 3 to 4. In the present invention, as a condition for measuring the OD value, a cured film having a thickness of 10 μm was measured as a cured product. The OD value is a value obtained by measuring the amount of transmitted light by a transmission concentration meter, and can be calculated based on the following equation:
OD value ═ log10(T/100)
(in the formula, T represents transmittance (%)).
The masking layer formed from a cured product formed from the black photosensitive resin composition of the present invention has sufficient masking properties as described above, and is excellent in insulation reliability and adhesion to a glass substrate, and therefore, a glass substrate having a masking layer provided on at least a part of one surface thereof can be suitably used as a cover glass for a display device.
Examples
The present invention will be specifically described below by way of examples and comparative examples, but the present invention is not limited to the following examples. The following "parts" and "%" are all by mass unless otherwise specified.
< preparation of Black photosensitive resin composition >
Each black photosensitive resin composition described in the same table was obtained by mixing and kneading the components described in table 1 below with a three-roll mill.
In the tables, the symbols "1" to "14" are as follows.
1, 1: DPCA-60: caprolactone-modified dipentaerythritol hexaacrylate (manufactured by Nippon Kabushiki Kaisha)
A, 2: m-360: trimethylolpropane EO (ethylene oxide) -modified triacrylate (manufactured by Toyo Synthesis Co., Ltd.)
3, a: SP 4010-9: novolac-type epoxy acrylate (available from Showa Denko K.K.)
4, v: DPHA: dipentaerythritol hexaacrylate (manufactured by Nippon Kabushiki Kaisha)
5, a step of: VR-77-11: bisphenol type epoxy acrylate (manufactured by Nippon Kabushiki Kaisha)
V6: acryl Ester HO: 2-hydroxyethyl methacrylate (manufactured by Mitsubishi Chemical Corporation)
7, a: omnirad TPO: diphenyl (2,4, 6-trimethylbenzoyl) phosphine oxide (manufactured by IGM Resins Co., Ltd.)
8, V: MA-100: carbon black (manufactured by Mitsubishi Chemical Corporation)
＊9：Keishitsu CaCO3: calcium carbonate (average primary particle diameter (major axis diameter): 2 μm, and minor axis diameter): 0.4 μm, manufactured by pill Tail calcium Co., Ltd.)
10, a: LMP-100 talc/FG 105: talc (Fuji Talc manufactured by Fuji Talcum Industrial Co., Ltd.)
10, 11: FUSELEX WX: silica (manufactured by Lorson corporation)
12, a: b-30: barium sulfate (made by Sakai chemical industry Co., Ltd.)
13, a: KAYAMER PM-2: caprolactone-modified 2-hydroxyethyl methacrylate phosphate (manufactured by Nippon Kagaku Co., Ltd.)
10, 14: BYK-9077: dispersant (BYK Chemie Japan Co., manufactured by Ltd.)
< evaluation >
(1) Evaluation of adhesion to glass
After degreasing one surface of a glass substrate (made of soda glass, having a length of 160mm, a width of 110mm, and a thickness of about 2.0mm) with alcohol, each of the black photosensitive resin compositions obtained as described above was applied to the entire degreased surface by a screen printing method (300 mesh) so that the thickness of the cured coating film became 10 μm, thereby forming a coating film. The coating film was exposed to ultraviolet light at an exposure rate of 1200mJ/cm in an exposure apparatus (UV conveyer belt furnace)2The coating film was cured by exposure to light, and a cured film was formed on the glass substrate. The exposure amount was measured by UV-351 from ORC.
Subsequently, the cured film formed on the glass substrate was subjected to a treatment in accordance with JIS K5600-5-6: 1999(ISO 2409: 1992), a cross-cut tape peeling test was performed. The adhesion between the glass substrate and the cured film was evaluated according to the following evaluation criteria.
Very good: a substance belonging to JIS K5600-5-6: 19998.3 classification 0 or 1 of table 1.
O: a substance belonging to JIS K5600-5-6: 19998.3 classification 2 of table 1.
And (delta): a substance belonging to JIS K5600-5-6: 19998.3 classification 3 of table 1.
X: a substance belonging to JIS K5600-5-6: 19998.3 classification 4 or 5 of table 1.
The evaluation results are shown in table 1 below.
After the glass substrate on which the cured film was formed was left to stand at 121 ℃ and 97% humidity for 82 hours (PCT treatment), adhesion between the glass substrate and the cured film was evaluated in the same manner as described above. The evaluation results are shown in table 1 below.
(2) Evaluation of insulation reliability
In the above (1) evaluation of glass adhesion, a cured film was formed in the same manner except that a glass epoxy substrate having a comb-shaped electrode with an L/S of 100 μm/100 μm provided on one surface was used instead of the glass substrate. Then, the insulation reliability of the cured film was measured with an insulation deterioration evaluation tester (MIG-8600B, manufactured by IMV corporation) for measuring the insulation resistance value with time by applying a voltage of 30V under an environment of 121 ℃ and 97% humidity. The insulation resistance value was measured to be 1X 106The insulation reliability was evaluated according to the following criteria for the elapsed time at Ω or less.
Very good: until it becomes 1X 106The elapsed time of not more than Ω is not less than 70 hours
O: until it becomes 1X 106The elapsed time of not more than 40 hours and less than 70 hours
And (delta): until it becomes 1X 106An elapsed time of not more than 15 hours and less than 40 hours
X: until it becomes 1X 106The elapsed time of not more than omega is less than 15 hours
The evaluation results are shown in table 1 below.
(3) Evaluation of covering Property
The OD value of the glass substrate on which the cured film was formed was measured by a transmission densitometer (Video Jet X-Light Co., Ltd., manufactured by Ltd., X-Rite 361T (V)). The measurement results are shown in table 1 below. In Table 1, "-" indicates that no measurement was performed.
Further, the glass substrate on which the cured film was formed was visually observed, and as a result, when the black photosensitive resin compositions of examples 1 to 5 were used, the covering property with respect to the substrate was good.
[ Table 1]
As shown in table 1, it is understood that the black photosensitive resin compositions of examples 1 to 5 include, as the photosensitive resin, a modified polyfunctional (meth) acrylate compound (i.e., DPCA-60, M-360) having 3 to 15 total carbon atoms and oxygen atoms in the connecting portion, and also include calcium carbonate as a filler, so that excellent covering properties are maintained, and good adhesion to a glass substrate and insulation properties can be obtained.
On the other hand, it is found that even when a modified polyfunctional (meth) acrylate compound having 3 to 15 total carbon atoms and oxygen atoms in the connecting portion is used as the photosensitive resin, when an inorganic filler such as talc, silica, or barium sulfate is used alone as the filler, it is difficult to achieve both adhesion to the glass substrate and insulation reliability (comparative examples 1,3, and 4).
It is also found that when an unmodified general polyfunctional (meth) acrylate compound (i.e., DPHA) is used as the photosensitive resin, it is difficult to achieve both adhesion to a glass substrate and insulation reliability even when calcium carbonate is used as a filler (comparative example 2).
Claims (7)
1. A black photosensitive resin composition comprising at least (A) a photosensitive resin, (B) a photopolymerization initiator, (C) a black pigment, and (D) a filler,
the photosensitive resin (A) contains an acrylate compound having a bonding part and at least 2 (meth) acryloyl groups bonded to the bonding part via a linking part, wherein the linking part is at least 1 selected from the group consisting of a caprolactone group, an ethylene oxide group and a propylene oxide group, and the total number of carbon atoms and oxygen atoms in one linking part is 3 to 15,
the (D) filler comprises calcium carbonate.
2. The black photosensitive resin composition according to claim 1, wherein the total number of carbon atoms and oxygen atoms in all the linking parts of the acrylate compound is 6 to 165.
3. The black photosensitive resin composition according to claim 1 or 2, wherein the (D) filler further comprises talc.
4. The black photosensitive resin composition according to any one of claims 1 to 3, wherein the filler (D) is contained in an amount of 30 to 50% by mass based on the resin component.
5. The black photosensitive resin composition according to any one of claims 1 to 4, wherein the black pigment (C) is carbon black.
6. A cured product obtained by curing the black photosensitive resin composition according to any one of claims 1 to 5.
7. A display device is characterized by comprising at least:
a glass substrate; and the combination of (a) and (b),
a capping layer provided on at least a part of one surface of the glass substrate and formed from the cured product according to claim 6.
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| PCT/JP2020/014077 WO2020203791A1 (en) | 2019-03-29 | 2020-03-27 | Photosensitive black resin composition, cured article produced from same, and display device equipped with shielding layer comprising cured article |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011209710A (en) * | 2010-03-11 | 2011-10-20 | Toyo Ink Sc Holdings Co Ltd | Photosensitive coloring composition and color filter |
| CN102786640A (en) * | 2011-05-17 | 2012-11-21 | 日本化药株式会社 | Energy ray curable resin composition for optical lens sheet, cured object thereof and optical lens sheet |
| WO2014204173A1 (en) * | 2013-06-17 | 2014-12-24 | 주식회사 엘지화학 | Photocurable and thermosetting resin composition and dry film solder resist |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06192387A (en) * | 1992-12-24 | 1994-07-12 | Toagosei Chem Ind Co Ltd | Curable resin with activation energy |
| JPH06220145A (en) * | 1993-01-29 | 1994-08-09 | Sekisui Chem Co Ltd | Resin composition for coating in mold |
| JP3001050B2 (en) * | 1996-07-17 | 2000-01-17 | 旭化成工業株式会社 | Photoinjection photosensitive resin composition |
| JP3425061B2 (en) | 1997-05-19 | 2003-07-07 | アルプス電気株式会社 | Composition for forming black matrix and color liquid crystal display device having black matrix using the same |
| JP2002167526A (en) * | 2000-12-01 | 2002-06-11 | Showa Highpolymer Co Ltd | Putty or primer surfacer composition and its curing method |
| JP4562761B2 (en) * | 2007-09-21 | 2010-10-13 | 日本化薬株式会社 | Novel unsaturated group-containing polycarboxylic acid resin, resin composition and cured product thereof |
| JP5803583B2 (en) * | 2011-11-07 | 2015-11-04 | 株式会社リコー | Photopolymerizable inkjet ink |
| JP2018002957A (en) * | 2016-07-07 | 2018-01-11 | Dic株式会社 | Active energy ray-curable printing ink and printed matter of the same |
| JP6905790B2 (en) | 2016-08-29 | 2021-07-21 | 株式会社タムラ製作所 | Black photosensitive composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2011209710A (en) * | 2010-03-11 | 2011-10-20 | Toyo Ink Sc Holdings Co Ltd | Photosensitive coloring composition and color filter |
| CN102786640A (en) * | 2011-05-17 | 2012-11-21 | 日本化药株式会社 | Energy ray curable resin composition for optical lens sheet, cured object thereof and optical lens sheet |
| WO2014204173A1 (en) * | 2013-06-17 | 2014-12-24 | 주식회사 엘지화학 | Photocurable and thermosetting resin composition and dry film solder resist |
Cited By (1)
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|---|---|---|---|---|
| CN114656837A (en) * | 2022-01-07 | 2022-06-24 | 惠州市百时达化工有限公司 | High-covering-capacity high-insulation black ink and preparation method thereof |
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| JPWO2020203791A1 (en) | 2021-04-30 |
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