Research Paper

Esters of calendula oil and tung oil as reactive diluents for alkyd resins

  1. Ursula Biermann1,*,
  2. Werner Butte1,
  3. Ralf Holtgrefe2,
  4. Willi Feder2,
  5. Jürgen O. Metzger1,3

Article first published online: 25 JAN 2010

DOI: 10.1002/ejlt.200900142

Issue

European Journal of Lipid Science and Technology

European Journal of Lipid Science and Technology

Special Issue: Oil and fats as renewable resources for the chemical industry

Volume 112, Issue 1, pages 103–109, No. 1 January 2010

Additional Information

How to Cite

Biermann, U., Butte, W., Holtgrefe, R., Feder, W. and Metzger, J. O. (2010), Esters of calendula oil and tung oil as reactive diluents for alkyd resins. Eur. J. Lipid Sci. Technol., 112: 103–109. doi: 10.1002/ejlt.200900142

Author Information

  1. 1

    University of Oldenburg, Department of Pure and Applied Chemistry, Oldenburg, Germany

  2. 2

    biopin, Jever, Germany

  3. 3

    abiosus e.V., Oldenburg, Germany

*University of Oldenburg, Department of Pure and Applied Chemistry, 26111 Oldenburg, Germany. Fax: +49 798 193718

Publication History

  1. Issue published online: 25 JAN 2010
  2. Article first published online: 25 JAN 2010
  3. Manuscript Accepted: 5 OCT 2009
  4. Manuscript Received: 25 JUN 2009

Funded by

  • Deutsche Bundesstiftung Umwelt

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Keywords:

  • α-Eleostearic acid esters;
  • Calendic acid esters;
  • Calendula oil;
  • Reactive diluent;
  • Renewable raw material;
  • Tung oil

Abstract

A simple protocol for the transesterification of highly unsaturated vegetable oils such as calendula oil and tung oil, catalyzed by sodium methoxide, is described. Calendula oil contained about 59–65% of calendic acid (8,10-trans,12-cis-octadecatrienoic acid) (1a), and tung oil about 84% of α-eleostearic acid (9-cis,11,13-trans-octadecatrienoic acid) (2a). Transesterifications of calendula oil with alcohols such as methanol, ethanol, and isopropanol give the respective calendula oil esters, which were tested as reactive diluents for alkyd resins in coating formulations. Especially ethyl and isopropyl calendula oil esters showed good properties, including low viscosity and good drying performance. Furthermore, a shortening of the drying time of about 35–40% compared to conventionally prepared formulations was achieved. Analogously, the respective esters of tung oil were synthesized and used as reactive diluent.

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