# US 5,708,117 A · Coating agents and use thereof as primers and/or fillers in the production of multilayer lacquer coatings > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,708,117 A - Document ID: US5708117A - Status: Granted - Kind: A - Application number: 08/613,918 - Filed: 1996-03-11 - Granted: 1998-01-13 - Earliest claimed: 1993-05-20 - Assignees: Herberts GmbH - Inventors: Heinz Dietholf Becker; Gerhard Bremer; Fritz Sadowski; Werner Stephan - Web page: https://patentgrep.com/patent/US5708117A ## CPC - C08G 18/6258: {the acid groups being esterified with polyhydroxy compounds or epoxy compounds during or after polymerization} - C08G 18/0885: {using additives, e.g. absorbing agents} - C08G 18/4081: {Mixtures of compounds of group C08G18/64 with other macromolecular compounds} - C08G 18/622: {Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids} - C09D 175/04: Polyurethanes - Y10T 428/12181: Composite powder [e.g., coated, etc.] - Y10T 428/1259: Oxide - Y10T 428/12611: Oxide-containing component - Y10T 428/31551: Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.] - Y10T 428/31565: Next to polyester [polyethylene terephthalate, etc.] - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON 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) - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract The description relates to coating agents for use as primers and fillers in the manufacture of multilayer lacquer coatings, more particularly in the motor-vehicle sector. The coating agent contains a binder mixture of A) 60-75 wt. % of a hydroxy-functional copolymer with an OH number of 110 to 170 mg KOH/g, obtainable from a) 5-60 wt. %, preferably 10-30 wt. % of at least one diester of an alpha, beta-olefinically unsaturated dicarboxylic acid with saturated monohydric alcohols containing 1-8 carbon atoms, b) 10-70 wt. %, preferably 35-60 wt. % of one or more vinyl aromatic hydrocarbons, c) 0-30 wt. %, preferably 0-15 wt. % of one or more glycidyl esters of aliphatic saturated monocarboxylic acids branched in the alpha position, d) 25-50 wt. % of at least one hydroxy alkyl ester or a mixture of at least one alkyl ester and one hydroxyl alkyl ester of an alpha, beta-olefinically unsaturated monocarboxylic acid, and e) 0-10 wt. % of one or more alpha, beta-unsaturated monocarboxylic acids, B) 1-6 wt. % of ester-soluble nitrocellulose, C) 0.5-1.8 wt. % calcium oxide and D) 25-35 wt. % of one or more divalent or polyvalent polyisocyanates. ## Claims ### Claim 1 A coating composition comprising: (A) 60 to 75 weight percent of a hydroxyl-functional copolymer with an OH number of 110 to 170 mg KOH/g prepared by polymerizing (a) 5 to 60 weight percent of a diester of an alpha, beta-olefinically unsaturated dicarboxylic acid with a saturated alcohol having 1 to 8 carbon atoms; (b) 10 to 70 weight percent of a vinyl aromatic hydrocarbon; (c) 0 to 30 weight percent of a glycidyl ester of an aliphatic saturated monocarboxylic acid branched at the alpha position; (d) 25 to 50 weight percent of a hydroxyl alkyl ester of an alpha, beta-olefinically unsaturated monocarboxylic acid or a mixture of an alkyl ester and an hydroxyl alkyl ester of alpha, beta-olefinically unsaturated monocarboxylic acids; and (e) 0 to 10 weight percent of an alpha, beta-unsaturated monocarboxylic acid, (B) 1 to 6 weight percent of an ester-soluble nitrocellulose, (C) 0.5 to 1.8 weight percent calcium oxide, and (D) 25 to 35 weight percent of a polyisocyanate crosslinker; wherein the coating composition can be applied to a substrate and is curable at relatively low temperatures. ### Claim 2 (depends on 1) A coating composition as defined in claim 1, wherein the hydroxyl-functional copolymer is prepared by polymerizing (a) 10 to 30 weight percent of a diester of an alpha, beta-olefinically unsaturated dicarboxylic acid with a saturated alcohol having 1 to 8 carbon atoms; (b) 35 to 60 weight percent of a vinyl aromatic hydrocarbon; (c) 0 to 15 weight percent of a glycidyl ester of an aliphatic saturated monocarboxylic acid branched at the alpha position; (d) 25 to 50 weight percent of a hydroxyl alkyl ester of an alpha, beta-olefinically unsaturated monocarboxylic acid or a mixture of an alkyl ester and an hydroxyl alkyl ester of alpha, beta-olefinically unsaturated monocarboxylic acids; and (e) 0 to 10 weight percent of an alpha, beta-unsaturated monocarboxylic acid. ### Claim 3 (depends on 1) A coating composition as defined in claim 1, further containing at least one agent selected from the group consisting of pigments, fillers, organic solvents, and lacquer adjuvants. ### Claim 4 (depends on 2) A coating composition as defined in claim 2, further containing at least one agent selected from the group consisting of pigments, fillers, organic solvents, and lacquer adjuvants. ### Claim 5 A method of preparing a multilayer lacquer coating on a substrate, said method comprising (1) applying a plurality of layers of a coating composition to the substrate and (2) curing the applied layers at a relatively low temperature, wherein the coating composition comprises: (A) 60 to 75 weight percent of a hydroxyl-functional copolymer with an OH number of 110 to 170 mg KOH/g prepared by polymerizing (a) 5 to 60 weight percent of a diester of an alpha, beta-olefinically unsaturated dicarboxylic acid with a saturated alcohol having 1 to 8 carbon atoms; (b) 10 to 70 weight percent of a vinyl aromatic hydrocarbon; (c) 0 to 30 weight percent of a glycidyl ester of an aliphatic saturated monocarboxylic acid branched at the alpha position; (d) 25 to 50 weight percent of a hydroxyl alkyl ester of an alpha, beta-olefinically unsaturated monocarboxylic acid or a mixture of an alkyl ester and an hydroxyl alkyl ester of alpha, beta-olefinically unsaturated monocarboxylic acids; and (e) 0 to 10 weight percent of an alpha, beta-unsaturated monocarboxylic acid, (B) 1 to 6 weight percent of an ester-soluble nitrocellulose, (C) 0.5 to 1.8 weight percent calcium oxide, and (D) 25 to 35 weight percent of a polyisocyanate crosslinker. ### Claim 6 (depends on 5) A method as defined in claim 5, wherein the hydroxyl-functional copolymer is prepared by polymerizing (a) 10 to 30 weight percent of a diester of an alpha, beta-olefinically unsaturated dicarboxylic acid with a saturated alcohol having 1 to 8 carbon atoms; (b) 35 to 60 weight percent of a vinyl aromatic hydrocarbon; (c) 0 to 15 weight percent of a glycidyl ester of an aliphatic saturated monocarboxylic acid branched at the alpha position; (d) 25 to 50 weight percent of a hydroxyl alkyl ester of an alpha, beta-olefinically unsaturated monocarboxylic acid or a mixture of an alkyl ester and an hydroxyl alkyl ester of alpha, beta-olefinically unsaturated monocarboxylic acids; and (e) 0 to 10 weight percent of an alpha, beta-unsaturated monocarboxylic acid. ### Claim 7 (depends on 5) A method as defined in claim 5, wherein the coating composition further contains at least one agent selected from the group consisting of pigments, fillers, organic solvents, and lacquer adjuvants. ### Claim 8 (depends on 6) A method as defined in claim 6, wherein the coating composition further contains at least one agent selected from the group consisting of pigments, fillers, organic solvents, and lacquer adjuvants. ### Claim 9 (depends on 5) A method as defined in claim 5, wherein the substrate is a motor vehicle. ### Claim 10 (depends on 6) A method as defined in claim 6, wherein the substrate is a motor vehicle. ### Claim 11 (depends on 5) A method as defined in claim 5, wherein a primer is first applied to the substrate and the coating composition is then applied to the primer-treated substrate. ### Claim 12 (depends on 6) A method as defined in claim 6, wherein a primer is first applied to the substrate and the coating composition is then applied to the primer-treated substrate. ### Claim 13 (depends on 5) A method as defined in claim 5, wherein the coating composition also acts as a filler in layers up to a total thickness of about 250 .mu.m. ### Claim 14 (depends on 6) A method as defined in claim 6, wherein the coating composition also acts as a filler in layers up to a total thickness of about 250 .mu.um. ### Claim 15 A method of preparing a multilayer lacquer coating on a substrate, said method comprising (1) applying at least one primer or filler layer of a coating composition to the substrate, (2) curing the applied primer or filler layer at a relatively low temperature, (3) applying at least one lacquer layer to the cured primer or filler layer, and (4) curing the applied lacquer layer, wherein the coating composition comprises: (A) 60 to 75 weight percent of a hydroxyl-functional copolymer with an OH number of 110 to 170 mg KOH/g prepared by polymerizing (a) 5 to 60 weight percent of a diester of an alpha, beta-olefinically unsaturated dicarboxylic acid with a saturated alcohol having 1 to 8 carbon atoms; (b) 10 to 70 weight percent of a vinyl aromatic hydrocarbon; (c) 0 to 30 weight percent of a glycidyl ester of an aliphatic saturated monocarboxylic acid branched at the alpha position; (d) 25 to 50 weight percent of a hydroxyl alkyl ester of an alpha, beta-olefinically unsaturated monocarboxylic acid or a mixture of an alkyl ester and an hydroxyl alkyl ester of alpha, beta-olefinically unsaturated monocarboxylic acids; and (e) 0 to 10 weight percent of an alpha, beta-unsaturated monocarboxylic acid, (B) 1 to 6 weight percent of an ester-soluble nitrocellulose, (C) 0.5 to 1.8 weight percent calcium oxide, and (D) 25 to 35 weight percent of a polyisocyanate crosslinker. ### Claim 16 (depends on 20) A method as defined in claim 20, wherein the hydroxyl-functional copolymer is prepared by polymerizing (a) 10 to 30 weight percent of a diester of an alpha, beta-olefinically unsaturated dicarboxylic acid with a saturated alcohol having 1 to 8 carbon atoms; (b) 35 to 60 weight percent of a vinyl aromatic hydrocarbon; (c) 0 to 15 weight percent of a glycidyl ester of an aliphatic saturated monocarboxylic acid branched at the alpha position; (d) 25 to 50 weight percent of a hydroxyl alkyl ester of an alpha, beta-olefinically unsaturated monocarboxylic acid or a mixture of an alkyl ester and an hydroxyl alkyl ester of alpha, beta-olefinically unsaturated monocarboxylic acids; and (e) 0 to 10 weight percent of an alpha, beta-unsaturated monocarboxylic acid. ### Claim 17 (depends on 16) A method as defined in claim 16, wherein the coating composition further contains at least one agent selected from the group consisting of pigments, fillers, organic solvents, and lacquer adjuvants. ### Claim 18 (depends on 16) A method as defined in claim 16, wherein the coating composition further contains at least one agent selected from the group consisting of pigments, fillers, organic solvents, and lacquer adjuvants. ### Claim 19 (depends on 15) A method as defined in claim 15, wherein the substrate is a motor vehicle. ### Claim 20 (depends on 16) A method as defined in claim 16, wherein the substrate is a motor vehicle.