# US 10,119,046 B2 · Curing agent for epoxy coatings > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,119,046 B2 - Document ID: US10119046B2 - Status: Granted - Kind: B2 - Application number: 15/381,554 - Filed: 2016-12-16 - Published: 2017-05-18 - Granted: 2018-11-06 - Earliest claimed: 2014-12-19 - Assignees: Hexion Inc. - Applicants: Hexion Inc. - Inventors: David Flosser; Patricia Garcia; Larry Steven Corley; Bedri Erdem; Lucy Phan - Web page: https://patentgrep.com/patent/US10119046B2 ## CPC - C09D 163/00: Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins - C08G 59/02: Polycondensates containing more than one epoxy group per molecule - C08G 59/184: {with amines} - C08G 59/502: {Polyalkylene polyamines} - C08G 59/56: together with other curing agents - 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 Compositions, methods, and coating composition using a curing agent are provided herein. In one embodiment, a curing agent for epoxy resins may be prepared using a formulation including: (a) an adduct of: (i) a diglycidyl ether of a bisphenol, and (ii) a first polyamine; (b) a second polyamine; and (c) water; wherein the composition has an amine hydrogen equivalent weight, based on solids, of less than or equal to 105. ## Claims ### Claim 1 A coating formulation comprising the reaction product of: a curable epoxy resin; and a curing agent comprising a composition of: an adduct of: a diglycidyl ether of a bisphenol having an epoxy equivalent weight from about 200 to about 300, and a first polyamine; a second polyamine different than the first polyamine; and water; wherein the composition is a solution and wherein the composition has an amine hydrogen equivalent weight, based on solids, of less than 105. ### Claim 2 (depends on 1) The coating formulation of claim 1, wherein the curable epoxy resin is added in an amount from about 0.5 to about 2 epoxy equivalents per NH equivalent in the composition. ### Claim 3 (depends on 1) The coating formulation of claim 1, wherein the curing agent comprises from 1 wt. % to 99 wt. % of the coating formulation. ### Claim 4 (depends on 1) The coating formulation of claim 1, wherein the reaction product further comprises one or more components selected from the group consisting of acids, organic solvents, surfactants, fillers, defoamers, leveling agents, flow agents, wetting agents, cure rate accelerators, pigments, and combinations thereof. ### Claim 5 (depends on 4) The coating formulation of claim 4, wherein the one or more components comprise less than or equal to 60 wt. % of the weight percent of the coating formulation. ### Claim 6 (depends on 1) The coating formulation of claim 1, wherein the diglycidyl ether of the bisphenol has an epoxy equivalent weight from about 220 to about 285. ### Claim 7 (depends on 1) The coating formulation of claim 1, wherein the diglycidyl ether of the bisphenol has an epoxy equivalent weight from about 235 to about 263. ### Claim 8 (depends on 1) The coating formulation of claim 1, wherein the first polyamine has an amine hydrogen equivalent weight from about 7 to about 35. ### Claim 9 (depends on 8) The coating formulation of claim 8, wherein the first polyamine has an amine hydrogen equivalent weight from about 13 to about 27. ### Claim 10 (depends on 1) The coating formulation of claim 1, wherein the adduct has a weight average molecular weight less than or equal to 1150. ### Claim 11 (depends on 10) The coating formulation of claim 10, wherein the adduct has a molecular weight from about 580 to about 1000. ### Claim 12 (depends on 1) The coating formulation of claim 1, wherein the composition has an amine hydrogen equivalent weight, based on solids, from about 50 to about 98. ### Claim 13 (depends on 12) The coating formulation of claim 12, wherein the composition has an amine hydrogen equivalent weight, based on solids, of about 87 to about 96. ### Claim 14 (depends on 1) The coating formulation of claim 1, wherein the first polyamine is ethylene diamine and the second polyamine is a polyetheramine. ### Claim 15 (depends on 1) The coating formulation of claim 1, wherein the adduct is formed using an excess of first polyamine to epoxy at a ratio of epoxy equivalents to NH2 equivalents from about 1:8 to about 1:40. ### Claim 16 (depends on 1) The coating formulation of claim 1, wherein the composition comprises from about 10 wt. % to about 90 wt. % of the adduct; from about 10 wt. % to about 90 wt. % of the second polyamine; and about 1 wt. % to about 50 wt. % of water, wherein the total wt. % is 100 wt. %. ### Claim 17 (depends on 1) The coating formulation of claim 1, wherein the composition further comprises one or more components selected from the group consisting of acids, organic solvents, surfactants, fillers, defoamers, leveling agents, flow agents, wetting agents, cure rate accelerators, pigments, and combinations thereof. ### Claim 18 (depends on 1) The coating formulation of claim 1, wherein the second polyamine has an amine hydrogen equivalent weight from about 40 to about 120. ### Claim 19 (depends on 1) The coating formulation of claim 1, wherein the composition is free of surfactants, free of dispersing agents, or free of both.