A straightforward double coupling of furan moieties onto epoxidized triglycerides: synthesis of monomers based on two renewable resources

The bulk reaction of 2-furfuryl amine with epoxidized linseed oil took place at both its ester moieties (aminolysis) and oxirane groups (ring opening) producing three fatty acid furan amides incorporating further furan heterocycles along their chains. These reactions were followed spectroscopically and the ensuing monomers used in Diels-Alder reversible polycondensations.