RADIATION CURABLE COATING COMPOSITION DERIVED FROM EPOXIDIZED VEGETABLE OILS
Various embodiments of a radiation curable coating compositions are provided. In one embodiment the radiation curable coating composition comprises an epoxidized vegetable oil oligomer made from the reaction of epoxidized vegetable oil (EVO) and at least one of a hydroxyl functional acrylate and a hydroxyl functional methacrylate, in the presence of an acid catalyst.
1 . A radiation curable coating composition comprising an epoxidized vegetable oil oligomer made from the reaction of epoxidized vegetable oil (EVO) and at least one hydroxyl functional acrylate or a hydroxyl functional methacrylate in the presence of an acid catalyst.
2 . The coating composition of claim 1 , wherein the epoxidized vegetable oil oligomer is made from the reaction of epoxidized vegetable oil and at least one hydroxyl functional acrylate selected from the group of butane diol mono-acrylate, hydroxy ethyl acrylate and mixtures thereof.
3 . The coating composition of claim 1 , wherein the epoxidized vegetable oil oligomer is made from the reaction of epoxidized vegetable oil and at least one hydroxyl functional methacrylate selected from the group of hydroxy propyl methacrylate, hydroxy ethyl methacrylate, and mixtures thereof.
4 . The coating composition of claim 1 , wherein the acid catalyst comprises a sulfonic acid.
5 . The coating composition of claim 4 , wherein the acid catalyst comprises a triflate salt of a metal of Group IIA, IIB, IIIA, IIIB or VIIIA of the Periodic Table of Elements (according to the IUPAC 1970 convention).
6 . The coating composition of claim 1 , wherein the acid catalyst is selected from the group of magnesium triflate, zinc triflate, cadmium triflate, lanthanum triflate, aluminium triflate, cobalt triflate and mixtures thereof.
7 . The coating composition of claim 1 , wherein the epoxidized vegetable oil is derived from an unsaturated fatty acid glycerides.
8 . The coating composition of claim 7 , wherein the unsaturated fatty acid glycerides comprise esters of glycerol and fatty acid having an alkyl chain of 12 to 24 carbon atoms.
9 . The coating composition of claim 1 , wherein the epoxidized vegetable oil is derived from glyceride oils comprising at least one of linoleic and linolenic fatty acids.
10 . The coating composition of claim 1 , wherein the epoxidized vegetable oil comprises corn oil, cottonseed oil, grapeseed oil, hempseed oil, linseed oil, wild mustard oil, peanut oil, perilla oil, poppyseed oil, rapeseed oil, safflower oil, sesame oil, soybean oil, sunflower oil, canola oil, and tall oil.
11 . The coating composition of claim 1 , wherein the epoxidized vegetable oil oligomer is derived from the reaction of an epoxidized vegetable oil comprising soybean oil and butane diol mono-acrylate.
12 . The coating composition of claim 1 , wherein the epoxidized vegetable oil oligomer is derived from the reaction of an epoxidized vegetable oil comprising soybean oil and hydroxy ethyl acrylate.
13 . The coating composition of claim 1 , wherein the epoxidized vegetable oil oligomer is further reacted with at least one of a di-isocyanates and a poly-isocyanate to produce an acrylic/urethane/EVO hybrid.
14 . The coating composition of claim 13 , wherein the epoxidized vegetable oil oligomer is made from the reaction of an epoxidized vegetable oil comprising soybean oil.
15 . The coating composition of claim 1 , further comprising at least one multifunctional acrylate.
16 . The coating composition of claim 14 , further comprising at least one multifunctional acrylate.
17 . A packaging comprising:
a metal substrate; and
a radiation curable coating composition disposed on the substrate, the coating composition comprising an epoxidized vegetable oil oligomer made from the reaction of epoxidized vegetable oil (EVO) and at least one hydroxyl functional acrylate or a hydroxyl functional methacrylate in the presence of an acid catalyst.
18 . The packaging of claim 17 , wherein the radiation curable coating composition directly contacts the metal substrate without a prime coat.
19 . The packaging of claim 18 , wherein the coating composition comprises an epoxidized vegetable oil oligomer is further reacted with at least one of a di-isocyanates and a poly-isocyanate to produce an acrylic/urethane/EVO hybrid.
20 . The packaging of claim 17 , wherein the epoxidized vegetable oil oligomer is made from the reaction of an epoxidized vegetable oil comprising soybean oil and compound selected from the group of butane diol mono-acrylate, hydroxy ethyl acrylate, hydroxy propyl methacrylate, hydroxy ethyl methacrylate, and mixtures thereof.