Citation: Bing-Tao Wang,  Fu-De Lu,  Feng Xu,  Yu-Zhan Li,  Michael R. Kessler. Synthesis of renewable isosorbide-based monomer and preparation of the corresponding thermosets[J]. Chinese Chemical Letters, ;2016, 27(6): 875-878. doi: 10.1016/j.cclet.2016.01.030 shu

Synthesis of renewable isosorbide-based monomer and preparation of the corresponding thermosets

  • Received Date: 20 October 2015
    Revised Date: 25 December 2015

    Fund Project: The authors gratefully acknowledge the National Natural Science Foundation of China (No. 51503181), Foundation of Educational Committee of Zhejiang Province of China (No. Y201225071), and Ningbo Natural Science Foundation of China (Nos. 2013A610135, 2015A610092, 2015A610100) for financial support.

  • Two kinds of difunctionalized isosorbide derivatives containing norbornene groups were designed and synthesized by a facile one-step reaction under mild conditions. 1 H NMR spectroscopy confirmed the chemical composition and differential scanning calorimetry (DSC) revealed the distinct curing behaviors between conventional petroleum-based dicyclopentadiene (DCPD) and synthesized renewable isosorbided-based monomer (ISN). In contrast to DCPD, ISN was low viscous liquid at room temperature and had even higher reactivity to perform ring-opening metathesis polymerization (ROMP) in the presence of Grubbs' catalyst. Due to the presence of flexible and elastic Si-C long chains, the cured poly(ISN) thermosets not only had good mechanical properties but also exhibited much higher storage modulus at the rubbery state in comparison with traditional poly(DCPD).
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