Smart latent catalyst containing o-trifluoroacetamide functional benzoxazine: Precursor for low temperature formation of very high performance polybenzoxazole with low dielectric constant and high thermal stability

HATSUO ISHIDA; LU HAN; KAN ZHANG; PABLO FROIMOWICZ

New Orleans

Simposio; Third International Symposium on Polybenzoxazines: Towards Diamond Jubilee of Benzoxazine Chemistry; 2018

A novel difunctional benzoxazine with ortho-trifluoroacetamide functionality has been synthesized via Mannich condensation. The chemical structure of synthesized monomer has also been confirmed by H nuclear magnetic resonance spectroscopy (NMR), 13C NMR, 19F NMR and Fourier transform infrared spectroscopy (FT-IR). The ring opening polymerization and benzoxazole formation behaviors of benzoxazine monomer are studied by FT-IR and differential scanning calorimetry (DSC). In addition to the advantage of low polymerization temperature as other reported ortho-amide benzoxazines, the ortho-trifluoroacetamide benzoxazine also exhibits an unexpected lower benzoxazole formation temperature. Furthermore, the resulting fluorinated polybenzoxazole derived from the benzoxazine monomer possesses the combined excellent properties of facile synthesis, easy processability, low dielectric constant and high thermal stability, suggesting its potential applications in microelectronic industries, aerospace and other high-performance areas.