Synthesis and characterization of highly fluorinated diamines and benzoxazines derived therefrom

A novel method for the synthesis of highly fluorinated benzoxazines in a high yield derived form a α,ω-diamine-polyfluoroalkane and α,ω-dianiline-polyfluoroalkane is described. The synthetic method increases the yield by 20% and reduces the reaction time by 90% in comparison to the currently known method, allowing synthesis of large quantity of highly fluorinated diamines. The diamines are used as the precursors for benzoxazine compounds. The diamines and benzoxazines are obtained in high yield and purity. The structures are characterized by nuclear resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FT-IR).

Graphical abstractA novel method for the synthesis of highly fluorinated benzoxazines in a high yield derived form a α,ω-diamine-polyfluoroalkane and α,ω-dianiline-polyfluoroalkane is described. The synthetic method increases the yield by 20% and reduces the reaction time by 90% in comparison to the currently known method, allowing synthesis of large quantity of highly fluorinated diamines. The diamines were used as the precursors for benzoxazine compounds. The diamines and benzoxazines are obtained in high yield and purity. The structures are characterized by NMR and FT-IR.Figure optionsDownload full-size imageDownload as PowerPoint slide