Simple benzoxazines were mixed and
reacted with various phenolics such as phenol, p-nitrophenol, p-cresol, 1,3-dihyroxybenzene (resorcinol), 1,3,5-trihydroxybenzene
(phloroglucinol), and N-(2-hydroxyphenyl)benzamide.
The influence of these phenolic compounds on ring-opening polymerization
temperature of benzoxazines was examined by DSC analysis. The cresol-based
benzoxazine (C-a) and phenolics yielded polymers with molecular weight
of around 1500 Da. Interestingly, for C-a/resorcinol- and C-a/phloroglucinol-based
polymers, a second GPC trace was observed that corresponds to a few
million daltons for mixing ratios of 4:1 and 5:1. Moreover, the mixtures
of C-a and N-(2-hydroxyphenyl)benzamide gave
poly(benzoxazine–benzoxazole)s through a new methodology eliminating
the need of synthesis of ortho-amide benzoxazines.
The obtained polymers were soluble and characterized in detail by 1H NMR, 13C NMR, GPC, DSC, and TGA analyses.