Simple access to alkoxysilyl telechelic polyolefins from ruthenium-catalyzed cross-metathesis depolymerization of polydienes
| Autor: | Jean-François Carpentier, Frédéric Simon, Stéphane Fouquay, Xiaolu Michel, Jean-Michel Brusson, Guillaume Michaud, Sophie M. Guillaume |
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| Přispěvatelé: | Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), BOSTIK S.A, BOSTIK, TOTAL S.A., Financial support of this research by Bostik and Total Cies (Ph.D. grant to X.M.) is gratefully acknowledged., Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2017 |
| Předmět: |
Materials science
Polymers and Plastics Rheological analysis End-functionalization General Physics and Astronomy chemistry.chemical_element Low-viscosity liquids Ring opening polymerization 02 engineering and technology 010402 general chemistry Metathesis 01 natural sciences Ring-opening polymerization Ruthenium Ruthenium catalysts Polymer chemistry Materials Chemistry Salt metathesis reaction Chain transfer agents [CHIM]Chemical Sciences Reactivity (chemistry) Chemoselectivity Nuclear magnetic resonance spectroscopy Operating condition Viscosity Depolymerization Organic Chemistry Liquids Polyolefins ROMP 021001 nanoscience & nanotechnology Metathesis reactions Polybutadienes Metathesis polymerization 0104 chemical sciences chemistry Viscosity of liquids 0210 nano-technology |
| Zdroj: | European Polymer Journal European Polymer Journal, Elsevier, 2017, 96, pp.403-413. ⟨10.1016/j.eurpolymj.2017.09.027⟩ European Polymer Journal, 2017, 96, pp.403-413. ⟨10.1016/j.eurpolymj.2017.09.027⟩ |
| ISSN: | 0014-3057 1873-1945 |
| Popis: | 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) 3 Si(CH 2 ) 3 NHC(O)OCH 2 CH ] 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. |
| Databáze: | OpenAIRE |
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