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Hydrogen-bonding characteristics and unique ring-opening polymerization behavior of Ortho-methylol functional benzoxazine


Monofunctional benzoxazine with ortho-methylol functionality has been synthesized and highly purified. The chemical structure of the synthesized monomer has been confirmed by 1H and 13C nuclear magnetic resonance spectroscopy (NMR), Fourier transform infrared spectroscopy (FT-IR) and elemental analysis. One-dimensional (1D) 1H NMR is used with respect to varied concentration of benzoxazines to study the specific nature of hydrogen bonding in both ortho-methylol functional benzoxazine and its para counterpart. The polymerization behavior of benzoxazine monomer has been also studied by in situ FT-IR and differential scanning calorimetry, experimentally supporting the polymerization mechanism of ortho-methylol functional benzoxazine we proposed before. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016