# US 2017/0283584 A1 · Photocurable resin composition

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- Number: US 2017/0283584 A1
- Document ID: US20170283584A1
- Status: Published application
- Kind: A1
- Application number: 15/513,578
- Filed: 2015-07-10
- Published: 2017-10-05
- Earliest claimed: 2014-09-29
- Assignees: Three Bond Co., Ltd.
- Applicants: Three Bond Co., Ltd.
- Inventors: Yuko TAKEO; Naoya OTSUKI
- Web page: https://patentgrep.com/patent/US20170283584A1

## CPC

- C08F 220/1811: {C10or C11-(Meth)acrylate, e.g. isodecyl (meth)acrylate, isobornyl (meth)acrylate or 2-naphthyl (meth)acrylate}
- C08F 2/44: Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
- C08F 2/50: with sensitising agents
- C08K 5/1545: Six-membered rings
- C08K 5/17: Amines; Quaternary ammonium compounds
- C08K 5/375: containing six-membered aromatic rings {(C08K5/3725 takes precedence)}
- C08K 5/42: Sulfonic acids; Derivatives thereof
- C09D 4/00: Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16}
- C09D 7/40: Additives
- C09D 7/41: Organic pigments; Organic dyes
- C09D 7/63: organic
- C09J 4/00: Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16}
- C09J 11/06: organic
- C09K 3/10: {Materials in mouldable or extrudable form} for sealing or packing joints or covers (filling pastes C09D5/34)
- G03F 7/027: Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence)
- G03F 7/029: Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
- G03F 7/031: Organic compounds not covered by group G03F7/029
- G03F 7/038: Macromolecular compounds which are rendered insoluble or differentially wettable (G03F7/075 takes precedence; macromolecular azides G03F7/012; macromolecular diazonium compounds G03F7/021)
- G03F 7/105: having substances, e.g. indicators, for forming visible images
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- 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 (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- 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; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G)

## Abstract

An object of the present invention is to provide a photocurable resin composition having excellent thick-film curability and further excellent storage stability, and a cured product of the photocurable resin composition has a high concealing effect. The present invention is a photocurable resin composition containing components (A) to (E): a component (A): a leuco dye; a component (B): a photoacid generator; a component (C): a radical polymerizable compound (except for a (meth)acrylate having a tertiary amine skeleton); a component (D): a photoradical polymerization initiator; and a component (E): a tertiary amine compound.

## Claims

### Claim 1

A photocurable resin composition comprising components (A) to (E):
a component (A): a leuco dye;
a component (B): a photoacid generator;
a component (C): a radical polymerizable compound (except for a (meth)acrylate having a tertiary amine skeleton);
a component (D): a photoradical polymerization initiator; and
a component (E): a tertiary amine compound.

### Claim 2 (depends on 1)

The photocurable resin composition according to claim 1, wherein
the component (E) is at least one member selected from the group consisting of N-phenyl diethanolamine, N-methyl diethanolamine, p-methylphenyl diethanolamine, N-ethyl diethanolamine, N-propyl diethanolamine, N-butyl diethanolamine, triethanolamine, tributanolamine, triisopropanolamine, N-methyl-diethanolamine, N-methyl-dimethanolamine, trimethylamine, triethylamine, tributylamine, N,N-dimethyl-p-toluidine, N,N-dimethyl-aniline, N,N-(dimethylamino)ethyl-methacrylate, N,N-dimethylamino acetophenone, N,N-dimethylamino benzophenone, N,N-diethylamino benzophenone, N-methylpiperidine, N-ethylpiperidine, N,N-dimethylbenzylamine, N,N-dimethylcyclohexylamine, acryloyl morpholine, morpholinoethyl (meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl(meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate, and N,N-dimethylaminopropyl (meth)acrylate.

### Claim 3 (depends on 1)

The photocurable resin composition according to claim 1, comprising 0.01 to 200 parts by mass of the component (E) based on 100 parts by mass of the component (C).

### Claim 4 (depends on 1)

The photocurable resin composition according to claim 1, comprising 0.01 to 100 parts by mass of the component (E) and 0.01 to 10 parts by mass of the component (B) based on 100 parts by mass of the component (C).

### Claim 5 (depends on 1)

The photocurable resin composition according to claim 1, wherein
the component (C) comprises an oligomer and a monomer.

### Claim 6 (depends on 1)

The photocurable resin composition according to claim 1, wherein
the component (D) comprises at least one of an acetophenone-based photoradical polymerization initiator and an acylphosphine oxide-based photoradical polymerization initiator.

### Claim 7 (depends on 1)

The photocurable resin composition according to claim 1, wherein
the component (B) is an onium salt-based photoacid generator.

### Claim 8 (depends on 1)

The photocurable resin composition according to claim 1, wherein
the component (B) is an aryl sulfonium salt.

### Claim 9 (depends on 1)

The photocurable resin composition according to claim 1, wherein
a cured product is a black color.

### Claim 10 (depends on 1)

The photocurable resin composition according to claim 1, wherein
the photocurable resin composition is a photocurable resin composition for a casting resin, a sealing agent, a potting agent, an adhesive agent, or a coating material.