Coating compositions and methods
View Patent ↗The present invention provides coating compositions that include an epoxy-modified fatty acid ester resin, an oxirane-functional resin different from the epoxy-modified fatty acid ester resin, a carboxyl functional polyester resin, and an alkyl acid phosphate.
1. A coating composition comprising:
an epoxy-modified fatty acid ester resin;
an oxirane-functional resin different from the epoxy-modified fatty acid ester resin;
a carboxyl functional polyester resin; and
an alkyl acid phosphate.
2. The coating composition of claim 1 which is in two parts.
3. The coating composition of claim 1 wherein the epoxy-modified fatty acid ester resin is selected from the group consisting of epoxidized soybean oil, epoxidized tung oil, epoxidized linseed oil, octyl epoxytallate, epoxidized tall oil, and combinations thereof.
4. The coating composition of claim 3 wherein the epoxy-modified fatty acid ester resin is an epoxidized tall oil ester.
5. The coating composition of claim 1 wherein the epoxy-modified fatty acid ester resin is present in an amount of 25 to 60 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the oxirane-functional resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
6. The coating composition of claim 5 wherein the epoxy-modified fatty acid ester resin is present in an amount of 40 to 45 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the oxirane-functional resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
7. The coating composition of claim 1 wherein the oxirane-functional resin is an epoxy-functional acrylic resin.
8. The coating composition of claim 7 wherein the epoxy-functional acrylic resin is a polymer derived from epoxy-functional acrylate monomers selected from the group consisting of glycidyl acrylate, glycidyl methacrylate, beta-methylglycidyl acrylate, beta-methylglycidyl methacrylate, N-glycidyl acrylic acid amide, and combinations thereof, and optionally vinyl monomers selected from the group consisting of acrylic esters, fatty acids, styrene, substituted styrenes, and combinations thereof.
9. The coating composition of claim 7 wherein the epoxy-functional acrylic resin is a fatty acid-modified epoxy-functional acrylic resin.
10. The coating composition of claim 7 wherein the epoxy-functional acrylic resin is present in an amount of 5 to 25 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the epoxy-functional acrylic resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
11. The coating composition of claim 10 wherein the epoxy-functional acrylic resin is present in an amount of 15 to 17 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the epoxy-functional acrylic resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
12. The coating composition of claim 1 wherein the oxirane-functional resin is a phenolic polyglycidyl ether resin.
13. The coating composition of claim 12 wherein the phenolic polyglycidyl ether resin is selected from the group consisting of C 1 -C 28 alkyl-mono-phenol glycidyl ethers, C 1 -C 28 alkyl-poly-phenol glycidyl ethers, pyrocatechol polyglycidyl ethers, resorcinol polyglycidyl ethers, hydroquinone polyglycidyl ethers, 4,4′-dihydroxydiphenylmethane polyglycidyl ethers, bisphenol F polyglycidyl ethers, 4,4′-dihydroxy-3,3′-dimethyldiphenyl methane polyglycidyl ethers, 4,4′-dihydroxydiphenyldimethyl methane polyglycidyl ethers, 4,4′-dihydroxydiphenylmethyl methane polyglycidyl ethers, 4,4′-dihydroxydiphenyl cyclohexane polyglycidyl ethers, 4,4′-dihydroxy-3,3′-dimethyldiphenylpropane polyglycidyl ethers, 4,4′-dihydroxydiphenylsulfone polyglycidyl ethers, tris(4-hydroxyphyenyl)methane polyglycidyl ethers, novolac polyglycidyl ethers, diphenol polyglycidyl ethers, polyphenol polyglycidyl ethers, phenol novolac epoxy resins, cresol novolac epoxy resins, bisphenol A polyglycidyl ether resins, and combinations thereof.
14. The coating composition of claim 13 wherein the phenolic polyglycidyl ether resin is a bisphenol A polyglycidyl ether resin.
15. The coating composition of claim 14 wherein the bisphenol A polyglycidyl ether resin is a polymer of 4,4′-(1-methylethylidene)bis-phenol with 2,2′-[(1-methylethylidene) bis (4,1-phenylene oxymethylene)] bis[oxirane].
16. The coating composition of claim 12 wherein the phenolic polyglycidyl ether resin is present in an amount of 5 to 25 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the phenolic polyglycidyl ether resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
17. The coating composition of claim 16 wherein the phenolic polyglycidyl ether resin is present in an amount of 12 to 18 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the phenolic polyglycidyl ether resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
18. The coating composition of claim 1 wherein the carboxyl functional polyester resin is selected from the group consisting of linear or branched, polyols and poly-functional carboxylic acids.
19. The coating composition of claim 1 wherein the carboxyl functional polyester resin is present in an amount of 20 to 60 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the oxirane-functional resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
20. The coating composition of claim 19 wherein the carboxyl functional polyester resin is present in an amount of 36 to 42 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the oxirane-functional resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
21. The coating composition of claim 1 wherein the alkyl acid phosphate has 1 to 12 carbon atoms in the alkyl group.
22. The coating composition of claim 21 wherein the alkyl acid phosphate is a monoalkyl acid phosphate, or mixtures thereof, having an acid number of at least 4.
23. The coating composition of claim 22 wherein the alkyl acid phosphate has an acid number of no greater than 500.
24. The coating composition of claim 23 wherein the alkyl acid phosphate is 2-ethylhexyl acid phosphate.
25. The coating composition of claim 1 wherein the alkyl acid phosphate is present in an amount of 0.5 to 10 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the oxirane-functional resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
26. The coating composition of claim 25 wherein the alkyl acid phosphate is present in an amount of 1.2 to 2.0 weight percent, based on the total solids weight of the epoxy-modified fatty acid ester resin, the oxirane-functional resin, the carboxyl functional polyester resin, and the alkyl acid phosphate components.
27. The coating composition of claim 1 further comprising additives selected from the group consisting of dispersants, flow agents, defoamers, pigments, rheology modifiers, flatting agents, corrosion inhibitors, ultraviolet light absorbers and stabilizers, and combinations thereof.
28. A method of coating, the method comprising applying a coating composition to a substrate wherein the coating composition comprises:
an epoxy-modified fatty acid ester resin;
an oxirane-functional resin different from the epoxy-modified fatty acid ester resin;
a carboxyl functional polyester resin; and
an alkyl acid phosphate.
29. A coating preparable by the method of claim 28 .