# US 2020/0399503 A1 · Composition for forming hardcoat layer, hardcoat film, article and image display device having hardcoat film, and method for manufacturing hardcoat film > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2020/0399503 A1 - Document ID: US20200399503A1 - Status: Published application - Kind: A1 - Application number: 17/010,174 - Filed: 2020-09-02 - Published: 2020-12-24 - Earliest claimed: 2018-03-30 - Assignees: FUJIFILM Corporation - Applicants: FUJIFILM Corporation - Inventors: Tetsu KITAMURA; Akio TAMURA; Yuta FUKUSHIMA - Web page: https://patentgrep.com/patent/US20200399503A1 ## CPC - C09D 183/06: containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence) - B32B 27/00: Layered products comprising {a layer of} synthetic resin {(fibrous or filamentary layer made of a synthetic resin B32B5/02; particulate layer made of a synthetic resin B32B5/16; foamed layer made of a synthetic resin B32B5/18)} - C08G 77/14: containing silicon bound to oxygen-containing groups - G02B 1/14: Protective coatings, e.g. hard coatings - 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) - B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS ## Abstract A composition for forming a hardcoat layer includes a polyorganosilsesquioxane; and a polymerization initiator, in which the polyorganosilsesquioxane has, at least, a siloxane constitutional unit containing an oxetanyl group and a siloxane constitutional unit containing an epoxy group and is represented by the General Formula (1), in the General Formula (1), Ra represents a group containing an oxetanyl group; Rb represents a group containing an epoxy group; Rc represents a monovalent substituent; Ra, Rb, and Rc each have a structure including none of an amide bond, a urea bond, and a urethane bond; p and q represent an integer equal to or greater than 1; r represents an integer equal to or greater than 0; p/q is equal to or greater than 1.0 and less than 99. ## Claims ### Claim 1 A composition for forming a hardcoat layer, comprising: a polyorganosilsesquioxane; and a polymerization initiator, wherein the polyorganosilsesquioxane has, at least, a siloxane constitutional unit containing an oxetanyl group and a siloxane constitutional unit containing an epoxy group and is represented by the following General Formula (1), wherein, in the General Formula (1), Ra represents a group containing an oxetanyl group; Rb represents a group containing an epoxy group; Rc represents a monovalent substituent; Ra, Rb, and Rc each have a structure including none of an amide bond, a urea bond, and a urethane bond; p and q represent an integer equal to or greater than 1; r represents an integer equal to or greater than 0; p/q is equal to or greater than 1.0 and less than 99; in a case where each of p, q, and r is an integer equal to or greater than 2, a plurality of Ra's may be the same as or different from each other, a plurality of Rb's may be the same as or different from each other, and a plurality of Rc's may be the same as or different from each other; and in a case where r is an integer equal to or greater than 2, a plurality of Rc's may form a bond with each other. ### Claim 2 (depends on 1) The composition for forming a hardcoat layer according to claim 1, wherein, in the General Formula (1), (p+q)(p+q+r) is 0.5 to 1.0. ### Claim 3 (depends on 1) The composition for forming a hardcoat layer according to claim 1, wherein Ra in the General Formula (1) is a group represented by the following General Formula (1a), wherein, in the General Formula (1a), * represents a portion linked to Si in the General Formula (1), L1a represents a divalent linking group, R1a represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and L1a includes none of an amide bond, a urea bond, and a urethane bond. ### Claim 4 (depends on 2) The composition for forming a hardcoat layer according to claim 2, wherein Ra in the General Formula (1) is a group represented by the following General Formula (1a), wherein, in the General Formula (1a), * represents a portion linked to Si in the General Formula (1), L1a represents a divalent linking group, R1a represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and L1a includes none of an amide bond, a urea bond, and a urethane bond. ### Claim 5 (depends on 1) The composition for forming a hardcoat layer according to claim 1, wherein Rb in the General Formula (1) is a group having a condensed ring structure of an epoxy group and an alicyclic group. ### Claim 6 (depends on 2) The composition for forming a hardcoat layer according to claim 2, wherein Rb in the General Formula (1) is a group having a condensed ring structure of an epoxy group and an alicyclic group. ### Claim 7 (depends on 3) The composition for forming a hardcoat layer according to claim 3, wherein Rb in the General Formula (1) is a group having a condensed ring structure of an epoxy group and an alicyclic group. ### Claim 8 (depends on 4) The composition for forming a hardcoat layer according to claim 4, wherein Rb in the General Formula (1) is a group having a condensed ring structure of an epoxy group and an alicyclic group. ### Claim 9 (depends on 1) The composition for forming a hardcoat layer according to claim 1, wherein Rb in the General Formula (1) is a group having an epoxycyclohexyl group. ### Claim 10 (depends on 2) The composition for forming a hardcoat layer according to claim 2, wherein Rb in the General Formula (1) is a group having an epoxycyclohexyl group. ### Claim 11 (depends on 3) The composition for forming a hardcoat layer according to claim 3, wherein Rb in the General Formula (1) is a group having an epoxycyclohexyl group. ### Claim 12 (depends on 1) The composition for forming a hardcoat layer according to claim 1, wherein, in the General Formula (1), r is an integer equal to or greater than 2, a plurality of Rc's form a bond with each other, and r/(p+q+r) is 0.005 to 0.20. ### Claim 13 (depends on 2) The composition for forming a hardcoat layer according to claim 2, wherein, in the General Formula (1), r is an integer equal to or greater than 2, a plurality of Rc's form a bond with each other, and r/(p+q+r) is 0.005 to 0.20. ### Claim 14 (depends on 3) The composition for forming a hardcoat layer according to claim 3, wherein, in the General Formula (1), r is an integer equal to or greater than 2, a plurality of Rc's form a bond with each other, and r/(p+q+r) is 0.005 to 0.20. ### Claim 15 (depends on 1) The composition for forming a hardcoat layer according to claim 1, wherein a weight-average molecular weight of the polyorganosilsesquioxane is 2,000 to 20,000. ### Claim 16 (depends on 1) A hardcoat film comprising: a substrate; and a hardcoat layer which is on the substrate and formed of the composition for forming a hardcoat layer according to claim 1. ### Claim 17 (depends on 16) The hardcoat film according to claim 16, wherein the substrate is a plastic substrate. ### Claim 18 (depends on 16) An article comprising: the hardcoat film according to claim 16. ### Claim 19 (depends on 16) An image display device comprising: the hardcoat film according to claim 16 as a surface protection film. ### Claim 20 (depends on 1) A method for manufacturing a hardcoat film, comprising: (I) coating a substrate with the composition for forming a hardcoat layer according to claim 1 so as to form a coating film on the substrate; and (II) performing a curing treatment on the coating film so as to form a hardcoat layer.