Study on the Ring-Opening Polymerization of Benzoxazine
through Multisubstituted Polybenzoxazine Precursors
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Abstract
To
discuss the mechanism of ring-opening polymerization (ROP) of
benzoxazine, a bisphenol A/diaminodiphenylmethane-based polybenzoxazine
precursor (PBz-0M), <i>o</i>-dimethylbisphenol A/diaminodiphenylmethane-based
polybenzoxazine precursor (PBz-2M), and <i>o</i>-dimethylbisphenol
A/<i>o</i>-tetramethyldiaminodiphenylmethane-based polybenzoxazine
precursor (PBz-6M) were prepared. Among the polybenzoxazine precursors,
free ortho positions to the O of oxazine are available for PBz-0M.
No free ortho or para position to the O of oxazine is available for
PBz-2M, but free ortho position to the N of oxazine is available.
No free ortho positions to the O or N of oxazine are available for
PBz-6M. According to DSC, IR, and thermal analysis, we found that
the ROP of PBz-2M can be carried out even though no free ortho or
para position to the O of oxazine is available. We conclude that the
ROP is carried out through the ortho position to the N of oxazine
and propose a reaction mechanism to explain the polymerization