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Enzymatic Synthesis of Alkyds

Published online by Cambridge University Press:  21 February 2011

Shimona Geresh
Shimona Geresh*
Affiliation:
The Institutes for Applied Research, Ben-Gurion University of the Negev, P.O. Box 1025, Beer-Sheva 84110 Israel
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Abstract

This paper describes the application of lipase-catalyzed polytransesterification to the preparation of two series of unsaturated “all trans” polyesters (alkyds): in the first series the starting materials were diesters of fumaric acid and 1,4-butane diol, and in the second, bischloroethyl fumarate and aromatic diols (benzene dimethanol and derivatives of bisphenol A). Most of the reactions were carried out in tetrahydrofuran and acetonitrile. As opposed to the extensive isomerization which occurs during the synthesis of unsaturated polyesters by chemical polycondensation, no isomerization of the double bond was found under the mild conditions of enzymatic catalysis. The “all trans” character of our alkyds was determined by nmr spectroscopy, and average molecular weights and dispersivity were measured by gel permeation chromatography. The average molecular weight was found to vary with the solvent. In acetonitrile a relatively high-melting point alkyd was obtained (m.p. 106–108°C), with low solubility in conventional solvents. Powder X-ray diffraction and SEM analyses revealed crystaUinity and layer-type structures.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 174: Symposium R – Materials Synthesis Utilizing Biological Processes , 1989 , 209
Copyright
Copyright © Materials Research Society 1990

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