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

FROIMOWICZ, PABLO; ISHIDA, HATSUO; HAN, LU; ARZA, CARLOS R.; GRAF, ROBERT

MACROMOLECULES

AMER CHEMICAL SOC

Lugar: Washington; Año: 2017 vol. 50 p. 9249 - 9256

0024-9297

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.