# US 12,595,376 B2 · Coatings > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,595,376 B2 - Document ID: US12595376B2 - Status: Granted - Kind: B2 - Application number: 17/650,673 - Filed: 2022-02-11 - Published: 2022-05-26 - Granted: 2026-04-07 - Earliest claimed: 2016-09-08 - Assignees: Jotun AS - Applicants: Jotun AS - Inventors: Ku-sik Jung; Hyun-ho Shin; Erik Risberg - Web page: https://patentgrep.com/patent/US12595376B2 ## CPC - C09D 5/002: {Priming paints (C09D5/08 takes precedence)} - C08G 59/226: {Mixtures of di-epoxy compounds} - C09D 7/63: organic - C09D 163/00: Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins - C08K 5/5419: containing at least one Si—C bond - 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 - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## Abstract An ultra-high solids content primer coating composition comprising: (i) 5.0 to 50 wt % of at least one bisphenol F epoxy resin; (ii) 1.5 to 12 wt % of at least one silane; (iii) 0 to 20 wt % of at least one hydrocarbon resin; (iv) 0 to 15 wt % of at least one reactive diluent; (v) at least one curing agent; wherein said composition has a solids content of at least 90 wt % according to ASTM D5201-05; wherein said composition has a viscosity of 200 to 800 cps at 23° C. and 50% RH (ASTM D4287); and wherein the ratio between hydrogen equivalents in the curing agent and epoxy equivalents of the coating composition is in the range 50:100 to 120:100. ## Claims ### Claim 1 An ultra-high solids content primer coating composition comprising: (i) 5.0 to 50 wt % based on the total weight of the composition of at least one bisphenol F epoxy resin; (ii) 1.5 to 12 wt % based on the total weight of the composition of at least one silane; (iii) 0 to 20 wt % based on the total weight of the composition of at least one hydrocarbon resin; (iv) 1.0 to 15 wt % based on the total weight of the composition of at least one polyfunctional reactive diluent; and (v) at least one curing agent; wherein said composition has a solids content of at least 90 wt % measured according to ASTM D5201-05; wherein said composition has a viscosity of 200 to 800 cps at 23° C. and 50% RH (ASTM D4287); and wherein the ratio between active hydrogen equivalents in the curing agent and epoxy equivalents of the coating composition is in the range 50:100 to 120:100. ### Claim 2 (depends on 1) The ultra-high solids content primer coating composition as claimed in claim 1 comprising: (i) 5.0 to 50 wt % based on the total weight of the composition of at least one bisphenol F epoxy resin; (ii) 1.5 to 12 wt % based on the total weight of the composition of at least one silane; (iii) 0.5 to 20 wt % based on the total weight of the composition of at least one hydrocarbon resin; (iv) 1.0 to 15 wt % based on the total weight of the composition of at least one polyfunctional reactive diluent; and (v) at least one curing agent; wherein said composition has a solids content of at least 90 wt % measured according to ASTM D5201-05; wherein said composition has a viscosity of 200 to 800 cps at 23° C. and 50% RH (ASTM D4287); and wherein the ratio between active hydrogen equivalents in the curing agent and epoxy equivalents of the coating composition is in the range 50:100 to 120:100. ### Claim 3 (depends on 1) The coating composition as claimed in claim 1 wherein said composition has viscosity of 300-600 cps at 5° C., and 50% RH. ### Claim 4 (depends on 1) The coating composition as claimed in claim 1 wherein the at least one bisphenol F epoxy resin (i) has an epoxy equivalent weight of 300 or less. ### Claim 5 (depends on 4) The coating composition as claimed in claim 4 wherein the at least one bisphenol F epoxy resin (i) has an epoxy equivalent weight of 100 to 300. ### Claim 6 (depends on 1) The coating composition as claimed in claim 1 wherein the at least one silane is an epoxy functional silane. ### Claim 7 (depends on 6) The coating composition as claimed in claim 6 wherein the epoxy functional silane is GLYMO. ### Claim 8 (depends on 1) The coating composition as claimed in claim 1 wherein said composition has a solvent content of less than 5 wt %. ### Claim 9 (depends on 1) The coating composition as claimed in claim 1 wherein the composition comprises 2.0 to 10 wt %, based on the total weight of the composition, of the at least one silane (ii) and/or 2 to 10 wt %, based on the total weight of the composition, of the at least one hydrocarbon resin (iii). ### Claim 10 (depends on 1) The coating composition as claimed in claim 1 wherein the at least one polyfunctional reactive diluent (iv) is 1,6-hexanediol diglycidyl ether or 1,4-butanediol diglycidyl ether. ### Claim 11 (depends on 1) The coating composition as claimed in claim 1 wherein coating composition has a solids content of at least 95%. ### Claim 12 (depends on 1) The coating composition as claimed in claim 1 wherein the at least one curing agent is phenalkamine or is a polyamine. ### Claim 13 (depends on 1) The coating composition as claimed in claim 1 wherein the at least one polyfunctional reactive diluent (iv) has a viscosity of 50 cPs or less. ### Claim 14 (depends on 1) The coating composition as claimed in claim 1 wherein the at least one polyfunctional reactive diluent (iv) is a difunctional aliphatic reactive diluent. ### Claim 15 (depends on 1) The coating composition as claimed in claim 1 having a pot life at 23° C. of more than 70 minutes. ### Claim 16 (depends on 1) The coating composition as claimed in claim 1 having a cone and plate viscosity below 500 cPs measured at 23° C. ### Claim 17 (depends on 1) The coating composition as claimed in claim 1 having a VOC of 100 g/L or less. ### Claim 18 (depends on 1) A kit for forming the coating composition as claimed in claim 1 comprising a component (A) and component (B): wherein component (A) comprises: (i) at least one bisphenol F epoxy resin; (ii) at least one silane; (iii) optionally of at least one hydrocarbon resin; and (iv) at least one polyfunctional reactive diluent; and a component (B) comprises at least one curing agent (v), wherein (i), (ii), (iii), and (iv) are present in component (A) and (v) is present in component (B) in amounts yielding the coating composition containing 5.0 to 50 wt % of (i), 1.5 to 12 wt % of (ii), 0 to 20 wt % of (iii) and 1.0 to 15 wt % of (iv), based on the total weight of the composition, along with the ratio of active hydrogen equivalents to epoxy equivalents of 50:100 120:100. ### Claim 19 (depends on 18) The kit as claimed in claim 18 wherein said hydrocarbon resin comprises the reaction product of formaldehyde with 1,3-dimethylbenzene. ### Claim 20 (depends on 1) A metal substrate having coated thereon a coating composition as claimed in claim 1. ### Claim 21 (depends on 20) A metal substrate as claimed in claim 20 wherein there is a single coating on the substrate. ### Claim 22 (depends on 20) A metal substrate as claimed in claim 20 wherein the coating composition forms a film on the substrate which has a dry film thickness of 100-500 μm. ### Claim 23 (depends on 1) A process comprising applying a coating composition as claimed in claim 1 to a substrate by air-spraying or by airless- or airmix-spraying at a pressure of 3 to 5 bars and ambient temperature, optionally without preheating the coating composition before spraying.