Abstract

In this study a new type of bifunctional phenolic compound based on a double-decker silsesquioxane (DDSQ-BP) was synthesized from phenyltrimethylsilane and then reacted (Mannich condensation) with allylamine and CH2O to form a bis-allyl benzoxazine DDSQ derivative (DDSQ-BZ). The structures of these DDSQ derivatives were confirmed using Fourier transform infrared and nuclear magnetic resonance spectroscopy and MALDI-TOF mass spectrometry. Highly thermally stable, transparent, and flexible polybenzoxazine prepolymers were obtained after hydrosilylation of DDSQ-BZ with polydimethylsiloxane (PDMS) as the flexible segment; these materials were characterized using differential scanning calorimetry, thermogravimetric analysis, microtensile testing, and UV–vis spectroscopy. The char yield of DDSQ-BZ-PDMS was 73 wt %, significantly higher than that of a typical polybenzoxazine; in addition, DDSQ-BZ-PDMS displayed high flexibility and transparency after thermal curing.

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