Abstract:

A solvent-free process was developed to synthesize 1,2-epoxycyclopentane(CPEO) from cyclopentene(CPE) using hydrogen peroxide as green oxidant, KCl as cocatalyst and polystyrene-divinylbenzene(PS-DVB) grafted quaternary ammonium phosphor tungsten heterpoly acid salts as tri-phase phase transfer catalysts. Effects of the amount of catalyst and cocatalyst, reaction temperature, reaction time and the molar ratio of CPE to hydrogen peroxide on the product yield were investigated. The suitable reaction conditions with solvent-free were obtained as follows(based on 0.056 mol H2O2):catalyst 1.0 g, cocatalyst 0.025 g, reaction temperature 40 ℃, reaction time 5 h, n(CPE)∶n(H2O2)=2.1∶1.0. Under these conditions, the average yield of CPEO was about 96%. The catalysts can be recovered and even reused for six times without significant decrease of catalytic activity.

Key words: cyclopentene, epoxycyclopentane, hydrogen peroxide, solvent-free, tri-phase phase transfer catalysis