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. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 7–11 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 the furan and decarboxylation of the carboxylic group of the benzene ring, is suggested.