# US 7,608,676 B2 · Coatings comprising the reaction product of a terpene, an acrylic monomer and a phenolic compound > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 7,608,676 B2 - Document ID: US7608676B2 - Status: Granted - Kind: B2 - Application number: 11/564,552 - Filed: 2006-11-29 - Published: 2008-05-29 - Granted: 2009-10-27 - Earliest claimed: 2006-11-29 - Assignees: PPG Industries Ohio, Inc. - Inventors: David R. Fenn; Simion Coca - Web page: https://patentgrep.com/patent/US7608676B2 ## CPC - 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: 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) ## Abstract Coatings comprising the reaction product of a terpene, an acrylic monomer and a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group are disclosed. ## Claims ### Claim 1 A coating comprising the reaction product of: (i) a terpene, (ii) an acrylic monomer and (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group. ### Claim 2 (depends on 1) The coating of claim 1, wherein component (iii) introduces 2 or more epoxy groups to the reaction product. ### Claim 3 (depends on 1) The coating of claim 1, wherein the terpene comprises β-pinene. ### Claim 4 (depends on 1) The coating of claim 1, wherein the terpene comprises turpentine. ### Claim 5 (depends on 1) The coating of claim 1, wherein the acrylic monomer comprises a hydroxy functional acrylic monomer. ### Claim 6 (depends on 1) The coating of claim 1, wherein component (iii) comprises Bisphenol A. ### Claim 7 (depends on 1) The coating of claim 1, wherein component (iii) comprises bisphenol A diglycidyl ether. ### Claim 8 (depends on 1) The coating of claim 1, wherein the reaction product comprises 10 to 60 wt % of the coating, based on total solids weight. ### Claim 9 (depends on 1) The coating of claim 1, wherein the coating is an electrodepositable coating. ### Claim 10 (depends on 9) The coating of claim 9, wherein the coating is a cationic electrodepositable coating. ### Claim 11 (depends on 1) The coating of claim 1, wherein the coating comprises a colorant. ### Claim 12 (depends on 1) The coating of claim 1, wherein the coating is substantially clear. ### Claim 13 A coating comprising the reaction product of: (i) a terpene, (ii) an acrylic monomer and (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group and a urea; wherein the urea is formed from a reaction mixture comprising an isocyanate-functional component and an amine-functional component, wherein the ratio of equivalents of isocyanate groups to equivalents of amine groups is greater than 1 and the isocyanate-functional component and the amine-functional component can be applied to a substrate at a volume mixing ratio of 1:1. ### Claim 14 (depends on 1) A method for preparing the coating of claim 1, wherein the reaction product is formed by first reacting the terpene and the acrylic monomer and then reacting component (iii). ### Claim 15 (depends on 2) The coating of claim 2, wherein at least some of the epoxy groups are reacted with salt-forming compounds. ### Claim 16 (depends on 15) The coating of claim 15, wherein the salt-forming compounds are cationic salt-forming compounds. ### Claim 17 A coating comprising the reaction product of: (i) a terpene; (ii) an acrylic monomer; and (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group, wherein component (iii) introduces 2 or more epoxy groups to the reaction product. ### Claim 18 (depends on 17) The coating of claim 17, wherein the coating is an electrodepositable coating. ### Claim 19 A coating comprising the reaction product of: (i) a terpene, (ii) an acrylic monomer comprising a hydroxy functional acrylic monomer; and (iii) a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and/or the reaction product of a phenolic compound containing at least one unsubstituted carbon atom ortho or para to a phenolic group and a compound containing a phenolic reactive group and an epoxy group. ### Claim 20 (depends on 19) The coating of claim 19, wherein the coating is an electrodepositable coating.