# US 10,370,555 B2 · Curable film-forming compositions containing hydroxyl functional acrylic polymers and bisurea compounds and multilayer composite coatings > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,370,555 B2 - Document ID: US10370555B2 - Status: Granted - Kind: B2 - Application number: 15/596,127 - Filed: 2017-05-16 - Published: 2018-11-22 - Granted: 2019-08-06 - Earliest claimed: 2017-05-16 - Assignees: PPG Industries Ohio, Inc. - Applicants: Ppg Industries Ohio, Inc. - Inventors: Jason Ryan Lewis; Hongying Zhou; Matthew S. Luchansky; Shanti Swarup; John W. Burgman; Justin Jones; Danielle Kirby - Web page: https://patentgrep.com/patent/US10370555B2 ## CPC - C09D 133/066: {containing -OH groups} - B05D 7/576: {each layer being cured, at least partially, separately} - C09D 7/44: Combinations of two or more thickening agents - C09D 7/65: macromolecular (C09D7/41-C09D7/48 take precedence) - C09J 133/066: {containing -OH groups} - 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) - B05D: PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL (conveying articles or workpieces through baths of liquid B65G, e.g. B65G49/02) - 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 A curable film-forming composition is provided, comprising: (a) an acrylic polyol prepared from a monomer mixture comprising a hydroxyl functional monomer, wherein the hydroxyl functional monomer comprises a hydroxyalkyl group with an alkyl chain of at least four carbon atoms; (b) a rheology modifier comprising: (1) a non-aqueous dispersion of an internally crosslinked organic polymer; and (2) a reaction product of an amine and an isocyanate; and (c) a curing agent comprising functional groups that are reactive with hydroxyl functional groups. Also provided are a multi-component composite coating that includes the curable film-forming composition described above and methods for forming a composite coating on a substrate. ## Claims ### Claim 1 A curable film-forming composition comprising: (a) an acrylic polyol prepared from a monomer mixture comprising a hydroxyl functional monomer, wherein the hydroxyl functional monomer comprises a hydroxyalkyl group with an alkyl chain of at least four carbon atoms and wherein the acrylic polyol demonstrates a glass transition temperature less than 15° C.; (b) a rheology modifier comprising: (1) a non-aqueous dispersion of an internally crosslinked organic polymer; and (2) a reaction product of an amine and an isocyanate; and (c) a curing agent comprising functional groups that are reactive with hydroxyl functional group; wherein the reaction product (2) is dispersed in a second acrylic polyol prepared from a monomer mixture comprising: (i) a beta-hydroxy ester functional monomer prepared from an ethylenically unsaturated acid functional monomer and an epoxy compound containing at least 5 carbon atoms; (ii) hydroxyethyl methacrylate; (iii) styrene; (iv) 2-ethylhexyl acrylate. ### Claim 2 (depends on 1) The curable film-forming composition of claim 1, wherein the acrylic polyol demonstrates a weight average molecular weight of 3000 to 10,000. ### Claim 3 (depends on 1) The curable film-forming composition of claim 1, wherein the hydroxyl functional monomer comprising a hydroxyalkyl group with an alkyl chain of at least four carbon atoms is present in the monomer mixture in an amount of 5 to 25 percent by weight, based on the total weight of monomers in the monomer mixture. ### Claim 4 (depends on 1) The curable film-forming composition of claim 1, wherein the internally crosslinked organic polymer is prepared from a monomer mixture comprising: (i) methyl methacrylate; (ii) butyl acrylate; (iii) styrene; and (iv) ethylene glycol dimethacrylate. ### Claim 5 (depends on 1) The curable film-forming composition of claim 1, wherein the reaction product (2) comprises hexamethylene diisocyanate at least partially capped with benzylamine. ### Claim 6 (depends on 1) The curable film-forming composition of claim 1, wherein the curing agent (c) comprises an aminoplast that is at least 80% alkylated. ### Claim 7 (depends on 1) The curable film-forming composition according to claim 1, wherein at least a portion of the acrylic polyol (a) is further reacted with a lactide prior to incorporation into the curable film-forming composition. ### Claim 8 (depends on 1) The curable film-forming composition of claim 1, further comprising a carbamate functional polyester polyol. ### Claim 9 (depends on 8) The curable film-forming composition according to claim 8, wherein the polyester polyol is prepared from a reaction mixture comprising: (i) hexahydrophthalic anhydride; (ii) 2-ethyl-2-hydroxymethyl-1,3-propanediol; (iii) trimethylpentanediol; and (iv) dimethylpropanediol. ### Claim 10 (depends on 1) The curable film-forming composition of claim 1, wherein the composition has a solids content of at least 52 percent by weight, based on the total weight of resin solids in the curable film-forming composition. ### Claim 11 (depends on 1) A multi-component composite coating comprising a first film-forming composition applied to a substrate to form a colored base coat layer, and a second transparent film-forming composition applied on top of the base coat to form a clearcoat layer, wherein the transparent film-forming composition comprises the curable film-forming composition of claim 1. ### Claim 12 (depends on 11) The multi-component composite coating according to claim 11, further comprising a primer composition applied to the substrate prior to application of the first film-forming composition. ### Claim 13 (depends on 1) A method for forming a composite coating on a substrate comprising: (A) applying a first film-forming composition to a substrate to form a colored base coat layer; and (B) applying a second, transparent film-forming composition to at least a portion of the colored base coat layer formed in step (A) prior to substantially curing the colored base coat, to form a clearcoat layer thereon, wherein the transparent film-forming composition comprises the curable film-forming composition of claim 1. ### Claim 14 (depends on 13) The method according to claim 13, further comprising a step of forming a primer coating upon the surface of the substrate prior to applying the first coating composition of step (A), wherein the first coating composition is applied directly onto the primer coating. ### Claim 15 (depends on 14) The method according to claim 14, wherein the primer coating is cured prior to applying the first coating composition of step (A). ### Claim 16 (depends on 14) The method according to claim 14, further comprising: (C) holding the substrate at a temperature and for a time sufficient to substantially cure the multi-component composite coating after all coating compositions have been applied to the substrate.