Location: Functional Foods Research Unit
Title: Thiol-ene Reaction of Vegetable Oils with Butanethiol: Sulfide Derivatized Vegetable Oils Authors
Submitted to: Meeting Abstract
Publication Type: Abstract Only
Publication Acceptance Date: May 19, 2010
Publication Date: June 1, 2010
Citation: Kenar, J.A., Bantchev, G.B., Biresaw, G. 2010. Thiol-ene Reaction of Vegetable Oils with Butanethiol: Sulfide Derivatized Vegetable Oils [abstract]. American Oil Chemists' Society. p. 78-79. Technical Abstract: Vegetable oils and their FA, renewable raw materials, are firmly established components in many industrial products, and their use continues to be of interest to many researchers. The development of new approaches to functionalize fatty ester compounds and to derive novel oleochemicals with unique chemical and physical properties is integral to extend the variety of compounds and uses obtainable from these oils. The carbon-carbon double bonds of vegetable oils were reacted with butyl thiol using a UV initiated thiol-ene reaction. The effects of temperature, reaction time, type of vegetable oil, thiol to vegetable oil ratio were investigated and it was found that both low temperature and high thiol to vegetable oil ratio increased the addition of thiol to the vegetable oil double bonds. Reaction products were analyzed by NMR, IR, and GC-MS methods. Optimized reaction conditions gave up to 90% conversion of soybean oil double bonds into sulfide linkages in isolated yields of 60%. This presentation will present aspects of this work.