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Phosphazene-Promoted Metal-Free Ring-Opening Polymerization of 1,2-Epoxybutane Initiated by Secondary Amides

Authors :
Philippe Guégan
Caroline Bray
Nicolas Illy
Sylvie Noinville
Laetitia Dentzer
Institut Parisien de Chimie Moléculaire (IPCM)
Institut de Chimie du CNRS (INC)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)
De la Molécule aux Nanos-objets : Réactivité, Interactions et Spectroscopies (MONARIS)
Université Pierre et Marie Curie - Paris 6 (UPMC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Chimie des polymères (LCP)
Université Pierre et Marie Curie - Paris 6 (UPMC)-Institut Parisien de Chimie Moléculaire (IPCM)
Institut de Chimie du CNRS (INC)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Université Pierre et Marie Curie - Paris 6 (UPMC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)
Source :
Macromolecules, Macromolecules, American Chemical Society, 2015, 48 (21), pp.7755--7764. ⟨10.1021/acs.macromol.5b01638⟩, Macromolecules, 2015, 48 (21), pp.7755--7764. ⟨10.1021/acs.macromol.5b01638⟩
Publication Year :
2015
Publisher :
American Chemical Society (ACS), 2015.

Abstract

The in situ generation of an anionic initiator X– obtained by the deprotonation of various secondary amides with tBuP4 phosphazene base was tested as possible way to initiate the polymerization of 1,2-epoxybutane. The initiation efficiency of different amide-containing molecules was investigated. Particular attention was given to the detection of eventual transfer or side reactions, especially due to nucleophilic attacks on the initiator moiety at the α-chain end. In all cases, the initiation of the polymerization by the amidate anion was effective. And in most cases, the polymerization proceeded in a controlled manner to afford amide end-capped poly(butylene oxide) with narrow molar mass distribution and expected molar masses.

Details

ISSN :
15205835 and 00249297
Volume :
48
Database :
OpenAIRE
Journal :
Macromolecules
Accession number :
edsair.doi.dedup.....90374fffafce1d8a4497bb7e95f1f8db
Full Text :
https://doi.org/10.1021/acs.macromol.5b01638