# US 5,710,221 A · Thermosetting, powder coating system > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,710,221 A - Document ID: US5710221A - Status: Granted - Kind: A - Application number: 08/590,291 - Filed: 1996-01-23 - Granted: 1998-01-20 - Earliest claimed: 1995-07-12 - Assignees: EMS-Inventa AG - Inventors: Andreas Kaplan; Albert Reich; Rene Gisler - Web page: https://patentgrep.com/patent/US5710221A ## CPC - C09D 167/00: Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain (based on polyester-amides C09D177/12; based on polyester-imides C09D179/08); Coating compositions based on derivatives of such polymers - C08G 59/04: of polyhydroxy compounds with epihalohydrins or precursors thereof - C08G 59/42: Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof - C08G 63/914: {derived from polycarboxylic acids and polyhydroxy compounds} - C08G 63/916: {Dicarboxylic acids and dihydroxy compounds} - C09D 163/00: Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins - 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) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS ## Abstract A method for producing glycidic ether-containing amorphous and/or semi-crystalline copolyesters involves first producing a hydroxyl-functional amorphous or semi-crystalline copolyester, and then converting such hydroxyl-functional copolyester with an epihaloalkane to form the desired glycidic ether-containing copolyester. ## Claims ### Claim 1 A method for producing glycidic ether-containing amorphous or semi-crystalline copolyesters, characterized in that in a first step a hydroxyl-functional amorphous or semi-crystalline copolyester is produced and subsequently in a second step is converted with an epihaloalkane to form a glycidic ether-containing copolyester. ### Claim 2 (depends on 1) A method for producing glycidic either-containing copolyesters in accordance with claim 1, characterized in that the epihaloalkane is selected from the group consisting of 1-chloro-2,3-epoxy propane (epichlorohydrin), 1-chloro-2-methyl-2,3-epoxy propane, 1-chloro-2,3-epoxy butane and epibromohydrin. ### Claim 3 (depends on 1) A method in accordance with claim 1, characterized in that the conversion is performed in two stages wherein first the attachment of epihaloalkanes to the hydroxyl group is carried out in the presence of a Lewis acid and subsequently the dehydrohalogenation of the polyhalohydrin is carried out with lye. ### Claim 4 A method for producing glycidic ether-containing copolyesters, characterized in that a copolyester is converted with an epihaloalkane in a single stage in accordance with a phase transfer mechanism in the presence of a quaternary onium salt to form a glycidic ether-containing copolyester. ### Claim 5 (depends on 4) A method in accordance with claim 4, characterized in that, the onium salts are ammonium salts or phosphonium salts, selected from the group consisting of benzyltrimetyl-ammonium-bromide, tetramethyl ammonium bromide, benzyl trimethyl ammonium chloride, ethyl-triphenyl-phosphonium bromide and butyl triphenyl phosphonium chloride. ### Claim 6 (depends on 4) A method according to claim 4 wherein said epihaloalkane is epichlorohydrin. ### Claim 7 (depends on 1) A glycidic ether-containing copolyester, produced by the method of claim 1. ### Claim 8 (depends on 2) A glycidic ether-containing copolyester, produced by the method of claim 2. ### Claim 9 (depends on 3) A glycidic ether-containing copolyester, produced by the method of claim 3. ### Claim 10 (depends on 4) A glycidic ether-containing copolyester, produced by the method of claim 4. ### Claim 11 (depends on 5) A glycidic ether-containing copolyester, produced by the method of claim 5. ### Claim 12 A glycidic ether-containing amorphous or semi-crystalline copolyester having a molecular weight (Mn) of 300 to 10,000 and having an epoxide number of 0.018 to 0.510. ### Claim 13 (depends on 12) A glycidic ether-containing amorphous copolyester according to claim 12 containing components selected from the group consisting of terephthalic acid, isophthalic acid, adipic acid, trimellitic acid and anhydride, neopentyl glycol, ethylene glycol and trimethylol propane. ### Claim 14 (depends on 12) An amorphous glycidic ether-containing copolyester according to claim 12 containing up to 95 mol % of cyclohexane dicarboxylic acid, up to 95 mol % of isophthalic acid, and neopentyl glycol. ### Claim 15 (depends on 12) A semi-crystalline glycidic ether-containing copolyester according to claim 12 containing dodecane dicarboxylic acid and hexane diol.