Synthesis of renewable isosorbide-based monomer and preparation of the corresponding thermosets |
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Authors: | Bing-Tao Wang Fu-De Lu Feng Xu Yu-Zhan Li Michael R Kessler |
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Institution: | a Institute of Packaging Engineering, Ningbo Institute of Technology, Zhejiang University, Ningbo 315100, China;
b School of Mechanical and Materials Engineering, Washington State University, Pullman, WA 99164, United States |
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Abstract: | 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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Keywords: | Isosorbide Norbornenyl functionality ROMP Thermosets |
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