Synthesis of cyclic carbonates from epoxides and CO2 catalyzed by potassium halide in the presence of β-cyclodextrin

Abstract

Development of efficient, cheap and non-toxic catalysts for cycloaddition of CO2 with epoxides to produce five-membered cyclic carbonates under greener reaction conditions is still a very attractive topic. In this work, cycloaddition of CO2 with propylene oxide (PO) to propylene carbonate (PC) catalyzed by potassium halide (KCl, KBr, and KI) in the presence of β-cyclodextrin was studied at various conditions. It was discovered that potassium halide and β-cyclodextrin (β-CD) showed excellent synergetic effect in promoting the reactions, and KI-β-CD catalytic system was the most efficient among them. The optimal temperature for the reaction was around 120 °C, and the reaction rate reached maximum at about 6 MPa at this temperature. The reaction could be completed in 4 h with very high selectivity. The decrease of the yield of PC was not noticeable after KI-β-CD was reused five times, indicating that the catalyst was very stable. KI-β-CD catalytic system was also very active and selective for cycloaddition of CO2 with other epoxides, such as glycidyl phenyl ether, epichlorohydrin, and styrene oxide. The mechanism for the synergetic effect is discussed.