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Issue 20, 2014
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Thermal and living anionic polymerization of 4-vinylbenzyl piperidine

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Abstract

Elevated temperatures that are often required for controlled radical polymerization processes lead to the thermal autopolymerization of 4-vinylbenzyl piperidine. In situ FTIR spectroscopy monitored 4-vinylbenzyl piperidine autopolymerization, and pseudo-first-order thermal polymerization kinetics provided observed rate constants (kobs). Arrhenius analysis determined the thermal activation energy (Ea) for 4-vinylbenzyl piperidine, revealing an activation energy requirement 80 kJ mol−1 less than styrene due to the presence of the piperidine ring. The similarities in chemical structure of styrene and 4-vinylbenzyl piperidine suggested a thermally initiated polymerization according to the Mayo mechanism; however, the piperidine substituent enabled a proposed cationic polymerization to enhance overall polymerization rates. In the absence of thermal polymerization, living anionic polymerization of 4-vinylbenzyl piperidine provided a viable strategy for achieving piperidine-containing polymers with predictable molecular weights and narrow polydispersities. This study also reports piperidine-containing polymeric precursors for subsequent alkylation to form novel piperidinium ionomers and polyelectrolytes.

Graphical abstract: Thermal and living anionic polymerization of 4-vinylbenzyl piperidine

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Publication details

The article was received on 31 May 2014, accepted on 01 Jul 2014 and first published on 02 Jul 2014


Article type: Paper
DOI: 10.1039/C4PY00763H
Citation: Polym. Chem., 2014,5, 6003-6011
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    Thermal and living anionic polymerization of 4-vinylbenzyl piperidine

    A. R. Schultz, C. Jangu and T. E. Long, Polym. Chem., 2014, 5, 6003
    DOI: 10.1039/C4PY00763H

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