Chain transfer of vegetable oil macromonomers in acrylic solution copolymerization

  1. Micah Black1,
  2. Jamie Messman2,3,
  3. James Rawlins1,*

Article first published online: 29 NOV 2010

DOI: 10.1002/app.31546

Issue

Journal of Applied Polymer Science

Journal of Applied Polymer Science

Volume 120, Issue 3, pages 1390–1396, 5 May 2011

Additional Information

How to Cite

Black, M., Messman, J. and Rawlins, J. (2011), Chain transfer of vegetable oil macromonomers in acrylic solution copolymerization. J. Appl. Polym. Sci., 120: 1390–1396. doi: 10.1002/app.31546

Author Information

  1. 1

    School of Polymers and High Performance Materials, University of Southern Mississippi, Hattiesburg, Mississippi 39406

  2. 2

    Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831

  3. 3

    Center for Nanophase Materials Sciences, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831

*School of Polymers and High Performance Materials, University of Southern Mississippi, Hattiesburg, Mississippi 39406

Publication History

  1. Issue published online: 3 FEB 2011
  2. Article first published online: 29 NOV 2010
  3. Manuscript Accepted: 10 SEP 2009
  4. Manuscript Received: 29 MAY 2009

Funded by

  • Cooperative State Research, Education, and Extension Service (U.S. Department of Agriculture). Grant Numbers: 2001-38202-10424, 2006-38202-16954

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Keywords:

  • macromonomers;
  • copolymerization;
  • renewable resources

Abstract

The use of vegetable oil macromonomers (VOMMs) as comonomers in emulsion polymerization enables good film coalescence without the use of solvents that constitute volatile organic compounds (VOCs). VOMMs are derived from renewable resources and offer the potential of post-application crosslinking via auto-oxidation. However, chain transfer reactions of VOMMs with initiator and/or polymer radicals during emulsion polymerization reduce the amount of allylic hydrogen atoms available for primary auto-oxidation during drying. Vegetable oils and derivatives were reacted with butyl acrylate and methyl methacrylate via solution polymerization, and the polymerization was monitored using in situ infrared spectroscopy to determine the extent of chain transfer. 1H NMR spectroscopy was used to determine the loci of chain transfer and the molecular weight characteristics of the polymers were characterized by SEC. Solution polymerization was utilized because this limited temperature fluctuations and insolubility of the polymer. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2011

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