Study on Process of Epoxycyclohexane Synthesized with Polystyrene-supported Molybdenum Dioxobis(2,4-pentanedione) as Catalyst

Molybdenum(Ⅵ)complex, namely molybdenum dioxobis(2,4-pentanedione)[ MoO 2 (acac) 2] used as epoxidation catalysis species, has been synthesized. It has been characterized by element analysis and infrared spectrum technique. Polystyrene-supported molybdenum dioxobis(2,4-pentanedione)[MoO 2(acac) 2] used as a catalyst in the process of synthesizing cyclohexane oxide has been obtained by phase transfer catalysis method. t- Butyl hydroperoxide (t-BuOOH) used as epoxidation agent has also been prepared. Effects of many factors on the reaction process of synthesizing epoxycyclohexane have also be discussed. In the presence of nitrogen, processes of epoxycyclohexane synthesized by reaction of cyclohexene and t-BuOOH with polystyrene-supported MoO 2(acac) 2 as catalyst, have been investigated. Analysis method of volume of Mo in polystyrene-supported MoO 2(acac) 2 catalyst and gas chromatogram (GC) method of epoxycyclohexane has been set up. Effects of mole ratio of cyclohexene to t-BuOOH and amounts of catalyst, solvent etc. on reaction yield have also been investigated by orthogonal experiment design. The optimum reaction condition has been obtained, that is, according to n(t-BuOOH) =0.1mol,n()∶n(t-BuOOH)=3∶1, volume of solvent is about 10ml, reaction temperature ～ 80℃, reaction time ～ 60 min, and weight of molybdenum in the catalyst is ～2.03×10 -2 g. In the condition, the yield of epoxycyclohexane calculated by amounts of t-BuOOH is over 99.5%, purity of epoxycyclohexan is about 99.9% by GC analysis.