Two novel and renewable benzoxazine monomers that include structures of vanillin and phenol were synthesized by Mannich reaction using (5,5'-methylenebis(furan-5,2-diyl)) dimethanamine (DFDA) obtained by coupling furfurylamine using formaldehyde. Both benzoxazine monomers show low melting temperature (about 100°C) and low cure onset temperature (about 150°C). Polybenzoxazines that were cured at 200°C have a glass transition temperatures of ~250°C, and 62% char yield at 800°C in Argon atmosphere. In addition the chemorhelogical behavior of these systems was investigated using dynamic mechanical analysis (DMA) and dynamic viscosity measurements. The molten benzoxazine monomers have low viscosity and a broad temperature and time processing window allowing for facile molding and infusion.

Bio-based benzoxazine monomers derived from di-furan-amine, vanillin, and phenol

2019 Spring National Meeting

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