Acta Phys. -Chim. Sin. ›› 2011, Vol. 27 ›› Issue (02): 322-328.doi: 10.3866/PKU.WHXB20110218

• THEORETICAL AND COMPUTATIONAL CHEMISTRY • Previous Articles     Next Articles

Reaction Mechanism and Solvent Effects of Styrene Epoxidation with Hydrogen Peroxide

WANG Zhi-Qiang, SUN Wen-Jing, CHU Wei, YU Liang-Jun   

  1. School of Chemical Engineering, Sichuan University, Chengdu 610065, P. R. China
  • Received:2010-08-25 Revised:2010-12-13 Published:2011-01-25
  • Contact: CHU Wei E-mail:chuwei65@yahoo.com.cn
  • Supported by:

    The project was supported by the National Key Basic Research Program of China (973) (2011CB201202).

Abstract:

In this paper, styrene epoxidation with hydrogen peroxide was used as a model reaction. The Dmol3 implementation in the Materials Studio Software was used to simulate the mechanism of the model reaction. Solvent effects in the reaction were also studied using the conductor-like screening model (COSMO) as a part of the continuum model in three solvents: water, ethanol, and tert-butyl alcohol. To investigate the micro-process wherein the solvent molecules react with the solute molecules directly, the discrete model was employed to simulate the impact of a single molecule of water, ethanol and tert-butyl alcohol on the reaction. Consistent results were obtained for the two different solvent models. Reaction activity was most favorable for the tert-butyl alcohol followed by ethanol. Protic solvent molecules promote the heterolytic cleavage of hydrogen peroxide and form active oxygen species, which can reduce the reaction barrier.

Key words: Density functional theory, Styrene, Hydrogen peroxide, Epoxidation reaction, Solvent effect

MSC2000: 

  • O641