Thermal and living anionic polymerization of 4-vinylbenzyl piperidine

Alison R. Schultz, Chainika Jangu, Timothy E. Long

Research output: Contribution to journalArticlepeer-review

5 Scopus citations


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.

Original languageEnglish (US)
Pages (from-to)6003-6011
Number of pages9
JournalPolymer Chemistry
Issue number20
StatePublished - Oct 21 2014
Externally publishedYes

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry


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