# US 4,399,242 A · Aqueous epoxy-urethane dispersions > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 4,399,242 A - Document ID: US4399242A - Status: Granted - Kind: A - Application number: 06/355,979 - Filed: 1982-03-08 - Granted: 1983-08-16 - Earliest claimed: 1982-03-08 - Assignees: Celanese Corporation - Inventors: Hubert H. Fowler; Joe M. Hunter - Web page: https://patentgrep.com/patent/US4399242A ## CPC - C08J 3/03: in aqueous media - C08G 18/58: Epoxy resins {(C08G18/42, C08G18/48 take precedence; reaction products of epoxy resins with at least equivalent amounts of compounds containing active hydrogen C08G18/6407, with at least equivalent amounts of amines C08G18/6415; polymeric products of isocyanates or isothiocyanates with epoxy compounds having no active hydrogen C08G18/003)} - C08G 59/02: Polycondensates containing more than one epoxy group per molecule - C08G 59/066: {with chain extension or advancing agents} - C08G 59/226: {Mixtures of di-epoxy compounds} - C08J 2363/00: Characterised by the use of epoxy resins; Derivatives of epoxy resins - Y10T 428/31525: Next to glass or quartz - C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract Stable aqueous epoxy resin dispersions are made from a self-emulsifying epoxy resin film forming component which is the reaction product of a diglycidyl ether of a dihydric phenol, a dihydric phenol, a diglycidyl ether of a polyoxyalkylene glycol and a diisocyanate. The dispersion also contains a water-immiscible aliphatic monoepoxide and a water-miscible organic solvent. The dispersions will cure with epoxy resin curing agents to form coatings for industrial uses. ## Claims ### Claim 1 An epoxy dispersion composition comprising (1) an aqueous medium; (2) between about 50-70 weight percent of self-emulsifying epoxy resin which is the addition product of reactants comprising (a) 40-90 parts by weight of a diglycidyl ether of a dihydric phenol, (b) 5-35 parts by weight of a dihydric phenol, (c) 2-15 parts by weight of a diglycidyl ether of polyoxyalkylene glycol and (d) 2-6 weight percent based on the weight of (a), (b) and (c) of an organic diisocyanate which is aliphatic, cycloaliphatic or aromatic, and which contains no groups reactive with epoxy groups or hydroxyl groups other than isocyanate groups, wherein the molecular weight of the epoxy resin is in the range from about 800-20,000; (3) 1-25 weight percent, based on resin solids weight, of water-immiscible C.sub.8 -C.sub.20 aliphatic monoepoxide reactive diluent; and (4) 5-20 weight percent, based on resin solids weight, of water-miscible solvent selected from C.sub.2 -C.sub.10 glycols and glycol ethers. ### Claim 2 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein the diglycidyl ether of dihydric phenol in (a) is diglycidyl ether of 2,2-bis(4-hydroxyphenyl)propane and the dihydric phenol in (b) of 2,2-bis(4-hydroxyphenyl)propane. ### Claim 3 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein at least a portion of the diglycidyl ether of dihydric phenol in (a) is replaced with diglycidyl ether of 2,2-bis(4-hydroxycyclohexyl)propane. ### Claim 4 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein the diglycidyl ether of polyoxyalkylene glycol in (c) is diglycidyl ether of polyoxyethylene propylene glycol. ### Claim 5 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein the organic diisocyanate in (d) is tolylene diisocyanate. ### Claim 6 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein the organic diisocyanate in (d) is isophorone diisocyanate. ### Claim 7 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein the monoepoxide in (3) is a monoglycidyl ether of C.sub.8 -C.sub.20 aliphatic monohydric alcohols. ### Claim 8 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein the monoepoxide in (3) is a monoglycidyl ether of C.sub.8 -C.sub.10 aliphatic monohydric alcohols. ### Claim 9 (depends on 1) An epoxy dispersion in accordance with claim 1 wherein the solvent in (4) is the monoethyl ether of ethylene glycol. ### Claim 10 A water-borne paint composition comprising (A) an epoxy dispersion of (1) an aqueous medium; (2) between about 50-70 weight percent of self-emulsifying epoxy resin which is the addition product of reactants comprising (a) 40-90 parts by weight of diglycidyl ether of dihydric phenol, (b) 5-35 parts by weight of dihydric phenol, (c) 2-15 parts by weight of diglycidyl ether of polyoxyalkylene glycol and (d) 2-6 weight percent based on the weight of (a), (b) and (c) of an organic diisocyanate which is aliphatic, cycloaliphatic or aromatic, and which contains no groups reactive with epoxy groups or hydroxyl groups other than isocyanate groups, wherein the average molecular weight of the epoxy resin is in the range between about 800-20,000; (3) 1-25 weight percent, based on resin solids weight, of water immiscible C.sub.8 -C.sub.20 aliphatic monoepoxide reactive diluent; and (4) 5-20 weight percent, based on resin solids weight, of water-miscible solvent selected from C.sub.2 -C.sub.10 glycols and glycol ethers; in admixture with (B) polyamine curing agent, wherein the ratio of active amino hydrogens to epoxy groups is in the range between about 0.5-2:1. ### Claim 11 (depends on 10) A water-borne paint composition in accordance with claim 10 which contains pigment. ### Claim 12 (depends on 10) A process for providing a substrate surface with a protective coating which comprises applying a water-borne paint composition in accordance with claim 10 to the substrate surface, and thereafter allowing the substrate coating to cure under ambient conditions to form a continuous thermoset film.