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Reaction of Cyclic Tetrathiophosphates with Carboxylic Acids as a Means to Generate Dithioesters and Control Radical Polymerization By RAFT

Authors

  • Alex Duréault Dr.,

    1. Laboratoire de Chimie des Polymères Organiques, ENSCPB - Université Bordeaux 1, 16 Avenue Pey-Berland, 33607 Pessac, France, Fax: (+33) 5-5684-8487
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  • Yves Gnanou Dr.,

    1. Laboratoire de Chimie des Polymères Organiques, ENSCPB - Université Bordeaux 1, 16 Avenue Pey-Berland, 33607 Pessac, France, Fax: (+33) 5-5684-8487
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  • Daniel Taton Dr.,

    1. Laboratoire de Chimie des Polymères Organiques, ENSCPB - Université Bordeaux 1, 16 Avenue Pey-Berland, 33607 Pessac, France, Fax: (+33) 5-5684-8487
    2. RHODIA, Centre de Recherches d'Aubervilliers, 52 rue de la Haie Coq, 93 308 Aubervilliers cedex, France
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  • Mathias Destarac Dr.,

    1. RHODIA, Centre de Recherches d'Aubervilliers, 52 rue de la Haie Coq, 93 308 Aubervilliers cedex, France
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  • Frédéric Leising Dr.

    1. RHODIA, Centre de Recherches d'Aubervilliers, 52 rue de la Haie Coq, 93 308 Aubervilliers cedex, France
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  • Financial support by Rhodia is gratefully acknowledged. RAFT=reversible addition fragmentation chain transfer.

Abstract

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Radical control: Controlled free-radical polymerization of styrene and methyl (meth)acrylate is achieved by using Davy reagents or P4S10 in conjunction with benzoic acid, which leads to in situ formation of dithioesters that act as chain-transfer agents and thus control the reaction. In the case of P4S10/PhCOOH, dithiobenzoic acid is the key intermediate in this process (see scheme).

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