4.8 Article

Biobased Benzoxazine Derived from Daidzein and Furfurylamine: Microwave-Assisted Synthesis and Thermal Properties Investigation

Journal

CHEMSUSCHEM
Volume 11, Issue 18, Pages 3175-3183

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201801404

Keywords

polybenzoxazine; daidzein; furfurylamine; microwave chemistry; resins

Funding

  1. National Natural Science Foundation of China [51373194]
  2. National Key Technology Support Program [2015BAD15B08]
  3. Chinese MIIT Special Research Plan on Civil Aircraft [MJ-2015-H-G-103]

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A biobased benzoxazine resin (Dz-f) demonstrating excellent thermal properties was synthesized from daidzein and furfurylamine by using a microwave heating method. The chemical structure of synthesized benzoxazine monomer was identified by FTIR and NMR (H-1 and (CNMR)-C-13) before it was cured and its thermal properties evaluated by differential scanning calorimetry (DSC), TGA, and dynamic mechanical analysis (DMA). The cured resin p(Dz-f) exhibited a glass transition temperature (T-g) of 391 degrees C, a very high char yield of 68.7%, and outstanding thermal stability; the T-g value obtained was the highest thermal stability value ever reported for polybenzoxazine with a high biobased content. Moreover, Dz-f demonstrated a satisfying processability, which was rare for the high-performance thermosetting resins. This work provided us with a new strategy for the preparation of high biocontent resins with excellent thermal properties. In addition, the combination of biobased feedstocks with a microwave-assisted heating method as well as the potential application of this approach in high-end fields might perpetuate remarkable progress towards the sustainable development of the polymeric industry.

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