Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 4, 2014
Previous Article Next Article

Sulfur-containing fatty acid-based plasticizers via thiol–ene addition and oxidation: synthesis and evaluation in PVC formulations

Author affiliations

Abstract

A new family of sulfur-containing plasticizers derived from fatty acids has been developed. The synthetic approach is based on the thiol–ene addition of alkyl thiols to the double bond of technical oleic acid, followed by oxidation of the sulfide group to either sulfoxide or sulfone groups. It has been found that both sulfide and sulfoxide derivatives are not suitable as plasticizers due to their unpleasant odor and limited thermal stabilities. However, the sulfone derivatives are odorless, thermally stable, and show plasticizing properties similar to those of established PVC plasticizers such as cyclohexane-1,2-dicarboxylic acid diisononyl ester (ELATUR® CH) and diisononyl phthalate (VESTINOL® 9). A wide range of application tests is reported to support this conclusion. Furthermore, a mixture of fatty acids obtained from commercial rapeseed oil has been used as a cheap and readily available alternative source of oleic acid to obtain such plasticizers.

Graphical abstract: Sulfur-containing fatty acid-based plasticizers via thiol–ene addition and oxidation: synthesis and evaluation in PVC formulations

Back to tab navigation

Supplementary files

Article information


Submitted
21 Oct 2013
Accepted
14 Nov 2013
First published
15 Nov 2013

Green Chem., 2014,16, 1883-1896
Article type
Paper

Sulfur-containing fatty acid-based plasticizers via thiol–ene addition and oxidation: synthesis and evaluation in PVC formulations

L. Montero de Espinosa, A. Gevers, B. Woldt, M. Graß and M. A. R. Meier, Green Chem., 2014, 16, 1883
DOI: 10.1039/C3GC42172D

Social activity

Search articles by author

Spotlight

Advertisements