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Issue 45, 2016
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Vinyl monomers bearing a sulfonyl(trifluoromethane sulfonyl) imide group: synthesis and polymerization using nitroxide-mediated polymerization

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Abstract

A series of water-soluble styrene and propyl (meth)acrylate based monomers bearing a sulfonyl(trifluoromethane sulfonyl) imide (STFSI) group was prepared. These monomers were synthesized in good yield from the corresponding chloride sulfonyl monomer and trifluoromethanesulfonamide. Their chemical structures were further confirmed by HR-MS and NMR spectroscopy. Nitroxide-mediated polymerization of the prepared monomers was then performed in aqueous solution at 100 °C, 90 °C and 75 °C for acrylate, styrene and methacrylate derivatives, respectively. Controlled polymerization was successfully achieved as illustrated by the linearity of ln([M]0/[M]) vs. t2/3, the molar mass increase with conversion and the relatively low dispersity values for the resulting homopolymers. Compared to their neutral analogous polymers, the prepared anionic homopolymers exhibited a higher glass-transition temperature. This phenomenon was attributed to the electrostatic interactions between STFSI side groups along the polymer backbone.

Graphical abstract: Vinyl monomers bearing a sulfonyl(trifluoromethane sulfonyl) imide group: synthesis and polymerization using nitroxide-mediated polymerization

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Publication details

The article was received on 10 Jun 2016, accepted on 07 Sep 2016 and first published on 07 Sep 2016


Article type: Paper
DOI: 10.1039/C6PY01004K
Citation: Polym. Chem., 2016,7, 6901-6910
  • Open access: Creative Commons BY-NC license
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    Vinyl monomers bearing a sulfonyl(trifluoromethane sulfonyl) imide group: synthesis and polymerization using nitroxide-mediated polymerization

    T. N. T. Phan, A. Ferrand, H. T. Ho, L. Liénafa, M. Rollet, S. Maria, R. Bouchet and D. Gigmes, Polym. Chem., 2016, 7, 6901
    DOI: 10.1039/C6PY01004K

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