Chapter 12. Verdazyl-Mediated Polymerization of Styrene

  1. Prof. Dr. Michael Buback3,
  2. A. M. van Herk4
  1. Steven J. Teertstra1,
  2. Eric Chen1,
  3. Delphine Chan-Seng1,
  4. Peter O. Otieno2,
  5. Robin G. Hicks2,
  6. Michael K. Georges1

Published Online: 31 MAY 2007

DOI: 10.1002/9783527610860.ch12

Book Title

Radical Polymerization: Kinetics and Mechanism, Volume 248

Radical Polymerization: Kinetics and Mechanism, Volume 248

Additional Information

How to Cite

Teertstra, S. J., Chen, E., Chan-Seng, D., Otieno, P. O., Hicks, R. G. and Georges, M. K. (2007) Verdazyl-Mediated Polymerization of Styrene, in Radical Polymerization: Kinetics and Mechanism, Volume 248 (eds M. Buback and A. M. van Herk), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany. doi: 10.1002/9783527610860.ch12

Editor Information

  1. 3

    Institute of Physical Chemistry, Georg-August-University Göttingen, Tammannstrasse 6, D-37077 Göttingen, Germany

  2. 4

    Laboratory for Polymer Chemistry, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, PO Box 513, 5600 MB Eindhoven, The Netherlands

Author Information

  1. 1

    Department of Chemical and Physical Sciences, University of Toronto at Mississauga, 3359 Mississauga Rd. N., Mississauga, Ontario, L5L 1C6, Canada

  2. 2

    Department of Chemistry, Univeristy of Victoria, PO Box 3065, Victoria, BC, V8W 3V6, Canada

Publication History

  1. Published Online: 31 MAY 2007
  2. Published Print: 13 APR 2007

ISBN Information

Print ISBN: 9783527320561

Online ISBN: 9783527610860

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Keywords:

  • living-radical polymerization;
  • verdazyl radcials

Summary

Attempted controlled polymerizations of styrene, conducted in the presence of either 1,3,5-triphenyl-6-oxoverdazyl or 1,5-dimethyl-3-phenyl-6-oxoverdazyl radicals initiated with benzoyl peroxide or 1,1′-azobis(cyclohexanecarbonitrile) were universally unsuccessful regardless of the reaction temperature and the initiator/ verdazyl molar ratio. No improvement was observed using a verdazyl-terminated styrene initiator adduct prepared by an exchange reaction between a styrene-TEMPO alkoxyamine and a 1,3,5-triphenyl-6-oxoverdazyl radical. However, controlled polymerizations of styrene were achieved at 125 °C using a styrene-verdazyl adduct containing the 1,5-dimethyl-3-phenyl-6-oxoverdazyl radical. Polydispersity indexes remained low throughout the polymerizations and plots of number average molecular weight (M̄n) versus time were linear. However, the actual M̄n values were considerably lower than theoretical, an unexpected result that is under investigation.

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