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Aluminium-catalyzed terpolymerization of furfuryl glycidyl ether with epichlorohydrin and ethylene oxide: synthesis of thermoreversible polyepichlorohydrin elastomers with furan/maleimide covalent crosslinks

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Abstract

By using an alkylaluminium catalyst system i-Bu3Al/H3PO4/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), the random copolymerization and terpolymerization of furfuryl glycidyl ether (FGE) with epichlorohydrin (ECH) and ethylene oxide (EO) have been achieved for the first time to afford a new family of furan functionalized polyepichlorohydrin elastomers. The composition of the obtained FGE/ECH copolymers, FGE/EO copolymers and FGE/ECH/EO terpolymers coincided with the co-monomer feed ratio, and furan groups could be quantitatively and randomly incorporated into polyepichlorohydrin elastomers. Based on the Diels–Alder (DA) reaction of furan functionalized polyepichlorohydrin elastomers and 4,4′-methylenebis(N-phenylmaleimide), a new series of thermoreversible cross-linked polyepichlorohydrin elastomers was successfully synthesized. These thermoreversible DA cross-linked polyepichlorohydrin elastomers possess mechanical properties that can be tuned by adjusting the content of FGE units in the FGE/ECH/EO terpolymers. The mechanical properties of DA cross-linked polyepichlorohydrin elastomers were significantly better than those of traditional vulcanized polyepichlorohydrin elastomers, and they could be used as a structural material without reinforcing agents. More importantly, the DA cross-linked polyepichlorohydrin elastomers could be remolded and self-healed without loss of performance.

Graphical abstract: Aluminium-catalyzed terpolymerization of furfuryl glycidyl ether with epichlorohydrin and ethylene oxide: synthesis of thermoreversible polyepichlorohydrin elastomers with furan/maleimide covalent crosslinks

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Publication details

The article was received on 05 Sep 2017, accepted on 14 Nov 2017 and first published on 29 Nov 2017


Article type: Paper
DOI: 10.1039/C7PY01516J
Citation: Polym. Chem., 2018, Advance Article
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    Aluminium-catalyzed terpolymerization of furfuryl glycidyl ether with epichlorohydrin and ethylene oxide: synthesis of thermoreversible polyepichlorohydrin elastomers with furan/maleimide covalent crosslinks

    M. Deng, F. Guo, D. Liao, Z. Hou and Y. Li, Polym. Chem., 2018, Advance Article , DOI: 10.1039/C7PY01516J

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