Design, Synthesis, Characterization, and Polymerization of Fused-Ring Naphthoxazine Resins

Fused-ring naphthoxazine monomers are synthesized from 1-naphthols and cycloimines derived from piperidine and pyrrolidine. Their polymerization has been confirmed by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and Fourier transform infrared spectroscopy (FT-IR) as wel...

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Bibliographic Details
Published inMacromolecules Vol. 50; no. 23; pp. 9249 - 9256
Main Authors Arza, Carlos R, Froimowicz, Pablo, Han, Lu, Graf, Robert, Ishida, Hatsuo
Format Journal Article
LanguageEnglish
Published American Chemical Society 12.12.2017
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Summary:Fused-ring naphthoxazine monomers are synthesized from 1-naphthols and cycloimines derived from piperidine and pyrrolidine. Their polymerization has been confirmed by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and Fourier transform infrared spectroscopy (FT-IR) as well as by solution and solid-state 1H and 13C nuclear magnetic resonance spectroscopy (NMR). A polymerization reaction similar to the traditional benzoxazine monomers is found with oxazine ring disappearing and hydroxyl group forming by the nonisothermal FT-IR experiment. Fused-ring monomers, studied in this work, polymerize at significantly lower temperatures compared to the ordinary benzoxazine resins.
ISSN:0024-9297
1520-5835
DOI:10.1021/acs.macromol.7b00932