ARS | Publication request: Synthesis and characterization of sulfide modified vegetable oils

Submitted to: American Chemical Society National Meeting
Publication Type: Abstract Only
Publication Acceptance Date: November 22, 2010
Publication Date: March 27, 2011
Citation: Bantchev, G.B., Biresaw, G., Kenar, J.A. 2011. Synthesis and characterization of sulfide modified vegetable oils [abstract]. American Chemical Society National Meeting. p. 42.

Technical Abstract: Butanethiol was used in ultraviolet-initiated thiol-ene reaction with canola and corn oils to produce sulfide-modified vegetable oils (SMVO). The crude SMVO product was successfully purified by solvent extraction, vacuum evaporation, and silica gel chromatography. The SMVO products were characterized by NMR and FTIR. Further product characterization and analysis was conducted using GC and GC-MS on the fatty acid methyl esters obtained by the transesterification of the SMVO products. Investigation of the effect of reaction conditions showed that high yield and high conversion of double bonds into thiol were favored at low reaction temperatures and high butanethiol/vegetable oil ratios. Canola and corn oils gave similar double-bond conversions and yields of the desired SMVO product. The SMVO products were tested as lubricants. They showed improved low-temperature properties and acted as antioxidant additives. The friction and anti-wear properties were essentially the same as the ones of the starting vegetable oils.