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Acyclic Triene Metathesis Oligo- and Polymerization of High Oleic Sun Flower Oil

  1. Ursula Biermann2,
  2. Jürgen O. Metzger2,3,
  3. Michael A. R. Meier1,*

Article first published online: 18 MAR 2010

DOI: 10.1002/macp.200900615

Issue

Macromolecular Chemistry and Physics

Macromolecular Chemistry and Physics

Volume 211, Issue 8, pages 854–862, April 15, 2010

Additional Information

How to Cite

Biermann, U., Metzger, J. O. and Meier, M. A. R. (2010), Acyclic Triene Metathesis Oligo- and Polymerization of High Oleic Sun Flower Oil. Macromolecular Chemistry and Physics, 211: 854–862. doi: 10.1002/macp.200900615

Author Information

  1. 1

    Institute of Chemistry, University of Potsdam, Karl-Liebknecht-Str. 24-25, 14476 Golm, Germany

  2. 2

    University of Oldenburg, Institute of Pure and Applied Chemistry, D-26111 Oldenburg, Germany

  3. 3

    abiosus e.V., D-26129 Oldenburg, Germany

*Institute of Chemistry, University of Potsdam, Karl-Liebknecht-Str. 24-25, 14476 Golm, Germany.

Publication History

  1. Issue published online: 13 APR 2010
  2. Article first published online: 18 MAR 2010
  3. Manuscript Received: 1 NOV 2009

Funded by

  • German Federal Ministry of Food, Agriculture and Consumer Protection. Grant Number: FKZ 2026905

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Keywords:

  • branched polymers;
  • olefin metathesis;
  • renewable resources

Graphical Abstract

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Due to depleting fossil resources and environmental concerns, the utilization of renewable feedstocks is one necessary step toward a sustainable development. Here, the direct use of high oleic sunflower oil, a commercially available plant oil, as a monomer (building block) for polymer synthesis is described. Applications possibilities are manifold and might include lubricants, reactive diluents, drug delivery systems, and many more.

Abstract

High oleic sunflower oil, a renewable raw material consisting of triglycerides with internal C[DOUBLE BOND]C-double bonds, was polymerized via acyclic triene metathesis (ATMET) to highly branched and functionalized polyesters. If the Hoveyda–Grubbs second generation catalyst was used and methyl acrylate was introduced as a chain stopper, the molecular weight of the obtained polymers could be tuned by varying the ratio of the triglyceride and methyl acrylate. Using the first generation Grubbs catalyst for the polymerization of high oleic sunflower oil, no cross-linking was observed, even without the use of a chain stopper. The resulting branched materials were characterized by GPC, 1H and 13C NMR, and ESI-MS.

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