# US 11,078,309 B2 · Vinyl alcohol-based polymer having olefin in side chain > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,078,309 B2 - Document ID: US11078309B2 - Status: Granted - Kind: B2 - Application number: 16/619,152 - Filed: 2018-06-05 - Published: 2020-05-21 - Granted: 2021-08-03 - Earliest claimed: 2017-06-05 - Assignees: Kuraray Co., Ltd. - Applicants: Kuraray Co., Ltd. - Inventors: Yuki Tachibana; Yusuke Amano; Kazuhiko Maekawa - Web page: https://patentgrep.com/patent/US11078309B2 ## CPC - C08F 16/06: Polyvinyl alcohol {; Vinyl alcohol} - C09D 129/04: Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids - C08F 8/12: Hydrolysis - C08F 8/16: Lactonisation - C08F 8/32: by reaction with amines - C08F 8/44: Preparation of metal salts or ammonium salts - C08F 216/06: Polyvinyl alcohol {; Vinyl alcohol} - C08F 299/00: Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers - C09J 129/04: Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids - C08F 218/08: Vinyl acetate - C08F 2800/10: as molar percentages - C08F 2810/30: leading to the formation or introduction of aliphatic or alicyclic unsaturated groups - C08F 2810/50: wherein the polymer is a copolymer and the modification is taking place only on one or more of the monomers present in minority - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - 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) ## Abstract There is provided a vinyl alcohol-based polymer having an olefin in side chain, comprising 0.001 to 10 mol % of a structural unit represented by Formula (1) based on the total amount of structural units, wherein the total carbon number of X, R1, R2, R3 and R4 is 2 or more. The vinyl alcohol-based polymer having an olefin in side chain has excellent storage stability, good solubility in water or an organic solvent even after thermal treatment, and excellent reactivity to high energy beam. In Formula (1), X represents an optionally substituted divalent aliphatic hydrocarbon group, an optionally substituted divalent alicyclic hydrocarbon group, an optionally substituted divalent aromatic hydrocarbon group, or a group consisting of two or more of these groups which are linked via at least one bond selected from the group consisting of an amide bond, an ester bond, an ether bond, and a sulfide bond; R1, R2, R3 and R4, independently of each other, represents a hydrogen atom, an optionally substituted aliphatic hydrocarbon group, an optionally substituted alicyclic hydrocarbon group, or an optionally substituted aromatic hydrocarbon group; and X, R1, R2, R3 and R4 can be arbitrarily combined to form a ring structure). ## Claims ### Claim 1 A vinyl alcohol-based polymer, comprising an olefin in a side chain which is not of an α,β-unsaturated type, and comprising 0.001 to 10 mol %, based on a total amount of structural units, of a structural unit represented by Formula (1): wherein X represents an optionally substituted divalent aliphatic hydrocarbon group, an optionally substituted divalent alicyclic hydrocarbon group, an optionally substituted divalent aromatic hydrocarbon group, or a group consisting of two or more groups selected from the group consisting of an optionally substituted divalent aliphatic hydrocarbon group, an optionally substituted divalent alicyclic hydrocarbon group, and an optionally substituted divalent aromatic hydrocarbon group, wherein the two or more groups are linked via at least one bond selected from the group consisting of an amide bond, an ester bond, an ether bond, and a sulfide bond; R1, R2, R3 and R4, independently of each other, represent a hydrogen atom, an optionally substituted aliphatic hydrocarbon group, an optionally substituted alicyclic hydrocarbon group, or an optionally substituted aromatic hydrocarbon group; and X, R1, R2, R3 and R4 optionally form a ring structure, and wherein a total carbon number of X, R1, R2, R3 and R4 is 2 or more. ### Claim 2 (depends on 1) The vinyl alcohol-based polymer of claim 1, wherein the total carbon number of X, R1, R3, R3 and R4 is 4 to 7. ### Claim 3 (depends on 1) The vinyl alcohol-based polymer of claim 1, wherein R1 is a hydrogen atom. ### Claim 4 (depends on 1) The vinyl alcohol-based polymer of claim 1, wherein X is an optionally substituted divalent aliphatic hydrocarbon group. ### Claim 5 (depends on 1) The vinyl alcohol-based polymer of claim 1, wherein R3 is a hydrogen atom and R4 is a hydrogen atom. ### Claim 6 A method for producing a vinyl alcohol-based polymer, comprising an olefin side chain which is not of an α,β-unsaturated type, and comprising 0.001 to 10 mol %, on a total amount of structural units, of a structural unit represented by Formula (1): wherein X represents an optionally substituted divalent aliphatic hydrocarbon group, an optionally substituted divalent alicyclic hydrocarbon group, an optionally substituted divalent aromatic hydrocarbon group, or a group consisting of two or more groups selected from the group consisting of an optionally substituted divalent aliphatic hydrocarbon group, an optionally substituted divalent alicyclic hydrocarbon group, and an optionally substituted divalent aromatic hydrocarbon group, wherein the two or more groups are linked via at least one bond selected from the group consisting of an amide bond, an ester bond, an ether bond, and a sulfide bond; R1, R2, R3 and R4, independently of each other, represent a hydrogen atom, an optionally substituted aliphatic hydrocarbon group, an optionally substituted alicyclic hydrocarbon group, or an optionally substituted aromatic hydrocarbon group; and X, R1, R2, R3 and R4 optionally form a ring structure, and wherein a total carbon number of X, R1, R2, R3 and R4 is 2 or more, the method comprising: addition-reacting a vinyl alcohol-based polymer comprising a structural unit represented by Formula (2) with an amine compound represented by Formula (3): wherein R5 represents a hydrogen atom or a methyl group; wherein X, R1, R2, R3 and R4 are as defined in Formula (1).