Catalytic Epoxidation of a Technical Mixture of Methyl Oleate and Methyl Linoleate in Ionic Liquids Using MoO(O2)2•2QOH (QOH = 8-quinilinol) as Catalyst and NaHCO3 as co-Catalyst

Abstract

The oxo-diperoxo molybdenum(VI) complex MoO(O2)2•2QOH (QOH = 8-quinilinol) was prepared and characterized by elemental analysis, IR and UV-Vis spectra. The ionic liquids (ILs) [bmim][BF4], [hydemim][BF4], and [bmim][PF6] were characterized by 1H-NMR and UV-Vis spectra. The epoxidation of a technical mixture of methyl oleate and methyl linoleate with H2O2, in [bmim][BF4], [hydemim][BF4] and [bmim][PF6], catalyzed by MoO(O2)2•2QOH (QOH = 8-quinilinol) and with NaHCO3 as co-catalyst has been studied for the first time. It was found that high conversions of methyl oleate and methyl linoleate to their respective oxidation products, as well as the total selectivity of their oxidation products to oxirane in [hydemim][BF4] were obtained. Also, the IL phases containing the Mo(VI) catalyst can be readily recycled by washing with diethyl ether and drying, and the Mo(VI) catalyst can be reused at least five times.

Keywords

• ionic liquids
• epoxidation of vegetable oil
• molybdenum
• hydrogen peroxide