• Please log in or register to access this feature.

Article

You have free access to this content

Synthesis of enantiopure homo and copolymers by raft polymerization and investigation of their enantioselective lipase-catalyzed esterification

  1. Bahar Yeniad1,2,
  2. N. Oruç Köklükaya1,
  3. Hemantkumar Naik1,
  4. M. W. Martin Fijten1,
  5. Cor E. Koning1,2,
  6. Andreas Heise1,3,*

Article first published online: 14 AUG 2012

DOI: 10.1002/pola.26272

Issue

Journal of Polymer Science Part A: Polymer Chemistry

Journal of Polymer Science Part A: Polymer Chemistry

Volume 51, Issue 1, pages 84–93, 1 January 2013

Additional Information

How to Cite

Yeniad, B., Köklükaya, N. O., Naik, H., Fijten, M. W. M., Koning, C. E. and Heise, A. (2013), Synthesis of enantiopure homo and copolymers by raft polymerization and investigation of their enantioselective lipase-catalyzed esterification. J. Polym. Sci. A Polym. Chem., 51: 84–93. doi: 10.1002/pola.26272

Author Information

  1. 1

    Laboratory of Polymer Chemistry, Technische Universiteit Eindhoven, Den Dolech 2, P.O. Box 513, 5600 MB Eindhoven, The Netherlands

  2. 2

    Dutch Polymer Institute (DPI), P.O. Box 902, 5600 AX Eindhoven, The Netherlands

  3. 3

    School of Chemical Sciences, Dublin City University, Glasnevin, Dublin 9, Ireland

*Laboratory of Polymer Chemistry, Technische Universiteit Eindhoven, Den Dolech 2, P.O. Box 513, 5600 MB Eindhoven, The Netherlands

Publication History

  1. Issue published online: 24 NOV 2012
  2. Article first published online: 14 AUG 2012
  3. Manuscript Accepted: 15 JUL 2012
  4. Manuscript Received: 25 MAY 2012

SEARCH

SEARCH BY CITATION

ARTICLE TOOLS

View Full Article with Supporting Information (HTML) Get PDF (1036K)

Keywords:

  • chiral;
  • enzymes;
  • reversible addition fragmentation chain transfer (RAFT)

Abstract

Homo and copolymers were synthesized from enantionpure (R)- and (S)-1-(4-vinylphenyl)ethanol by reversible addition-fragmentation chain transfer polymerization. The polymerization conditions were optimized resulting in dioxane as the preferred reaction solvent. First-order polymerization kinetics and well-defined enantiopure homopolymers with low dispersities were obtained. In agreement with their enantiomeric composition, the (R) and (S)-polymers gave opposite optical rotation of light. Polymer analogous esterification of the chiral hydroxy groups catalyzed by enantioselective Candida antarctica Lipase B was strongly (R)-selective. Esterification on the homopolymer and copolymers could be achieved to a maximum of around 50 %. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

View Full Article with Supporting Information (HTML) Get PDF (1036K)