Renewable Benzoxazine Monomer From Vanillin: Synthesis, Characterization, and Studies on Curing Behavior

A novel renewable based benzoxazine, 3-(furan-2-ylmethyl)-8-methoxy-3,4-dihydro-2H-1,3-benzoxazine-6-formyl (Va-Bz), has been synthesized from a lignin derived chemical vanillin without solvents. Poly (Va-Bz) has high Tg and excellent thermal and adhesive properties. A mechanism of cross-linking, due to electrophilic substitution at furan and decarboxylation of carboxylic group of benzene ring, is suggested. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 7-11