Simple access to alkoxysilyl telechelic polyolefins from ruthenium-catalyzed cross-metathesis depolymerization of polydienes

Abstract : The first functional cross-metathesis (CM) depolymerization of commercial (co)polydienes using a ruthenium catalyst and an acyclic bis(trialkoxysilyl) difunctionalized chain-transfer agent (CTA), [(EtO)3Si(CH2)3NHC(O)OCH2CH[dbnd]]2 (1), towards the synthesis of low viscosity liquid α,ω-bis(trialkoxysilyl) telechelic (co)polydienes is reported. The reactivity of three commercial grades of liquid (co)polydienes (P1–P3, polybutadienes (PBDs) or poly(butadiene-co-isoprene) (P(BD-co-IP))) differing in their end-functionalization, in the amount of 1,2-vinyl and in their dispersity, was explored. Operating conditions for effective production of α,ω-bis(trialkoxysilyl) telechelic PBDs or P(BD-co-IP)s with high chemoselectivity (80–90 wt%) and catalytic productivity (non-optimized TON up to 24 000) were established. The chemoselectivity of this tandem metathesis reaction was assessed in particular through detailed 2D NMR analyses. An original approach combining the CM depolymerization of PBD with the ring-opening functional metathesis polymerization (ROMP) of a cycloolefin in the presence of CTA 1 has also been next implemented affording low viscosity liquid α,ω-bis(trialkoxysilyl) telechelic copolydienes. The viscosity of the (co)polyolefins was investigated by rheological analyses. © 2017 Elsevier Ltd
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Article dans une revue
European Polymer Journal, Elsevier, 2017, 96, pp.403-413. 〈10.1016/j.eurpolymj.2017.09.027〉
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01639683
Contributeur : Laurent Jonchère <>
Soumis le : lundi 20 novembre 2017 - 15:13:18
Dernière modification le : jeudi 11 janvier 2018 - 06:24:35

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X. Michel, S. Fouquay, G. Michaud, F. Simon, J.-M. Brusson, et al.. Simple access to alkoxysilyl telechelic polyolefins from ruthenium-catalyzed cross-metathesis depolymerization of polydienes. European Polymer Journal, Elsevier, 2017, 96, pp.403-413. 〈10.1016/j.eurpolymj.2017.09.027〉. 〈hal-01639683〉

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