Preparation, characterization, and polymerization of novel maleimidobenzoxazine containing carboxylic moiety and its cocuring behaviors with epoxy resin



A novel benzoxazine containing maleimide and carboxylic moieties, 1-[3-(4-carboxylphenyl)-3,4-dihydro-2H-benzo[e][1,3]-oxazin-6-yl]maleimide (Mal-Bz-Co), was synthesized and the structure was identified by 1H-NMR and FTIR. Mal-Bz-Co exhibited good solubility in common organic solvents. The cure behavior of Mal-Bz-Co and cocure behavior of Mal-Bz-Co with o-cresol formaldehyde epoxy resin were investigated by differential scanning calorimetry. Results indicated that Mal-Bz-Co showed a single curing exothermic peak at about 238.3°C. However, the maximum curing temperature (Tp) decreased to 146.1°C when Mal-Bz-Co cocured with o-cresol formaldehyde epoxy resin in the molar ratio of 1 : 1. The Tp was about 92°C lower than that of Mal-Bz-Co. Thermogravimetric analysis showed that high-decomposition temperature and char yield were observed for the cured resins of Mal-Bz-Co and Mal-Bz-Co/o-CFER. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010