Study on the epoxidation of olefins with H2O2 catalyzed by biquaternary ammonium phosphotungstic acid

doi:10.1016/j.cjche.2022.11.009

Abstract

Abstract: Selective epoxidation of olefins is an important field in chemical industry. In this work, we developed a new phosphotungstic acid catalyst {[(C₈H₁₇)(CH₃)₂N]₂(CH₂)₃}_1.5{PO₄[WO(O₂)₂]₄} with long carbon chain and biquaternary ammonium cation. Cyclohexene could be epoxidized to cyclohexene oxide in 96.3% conversion and 98.2% selectivity. The catalyst type, solvent type, catalyst loading, initial molar ratio, temperature, cycle performance and substrate extensibility were studied and optimized, the kinetic parameters about overall reaction and unit reaction were also calculated. Dynamic light scattering analysis was carried out to explain the different catalytic performance between catalysts with different carbon chain length. This novel catalyst and the corresponding dynamics and mechanism study could probably help the industrial application on the epoxidation of cyclohexene with H₂O₂.

Key words: Epoxidation of olefins, Phosphotungstic acid, Cyclohexene, Kinetic study

摘要： Selective epoxidation of olefins is an important field in chemical industry. In this work, we developed a new phosphotungstic acid catalyst {[(C₈H₁₇)(CH₃)₂N]₂(CH₂)₃}_1.5{PO₄[WO(O₂)₂]₄} with long carbon chain and biquaternary ammonium cation. Cyclohexene could be epoxidized to cyclohexene oxide in 96.3% conversion and 98.2% selectivity. The catalyst type, solvent type, catalyst loading, initial molar ratio, temperature, cycle performance and substrate extensibility were studied and optimized, the kinetic parameters about overall reaction and unit reaction were also calculated. Dynamic light scattering analysis was carried out to explain the different catalytic performance between catalysts with different carbon chain length. This novel catalyst and the corresponding dynamics and mechanism study could probably help the industrial application on the epoxidation of cyclohexene with H₂O₂.

关键词: Epoxidation of olefins, Phosphotungstic acid, Cyclohexene, Kinetic study

Zijie Zhang, Qianyu Zha, Ying Liu, Zhibing Zhang, Jia Liu, Zheng Zhou. Study on the epoxidation of olefins with H₂O₂ catalyzed by biquaternary ammonium phosphotungstic acid[J]. Chinese Journal of Chemical Engineering, 2023, 58(6): 146-154.

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Study on the epoxidation of olefins with H₂O₂ catalyzed by biquaternary ammonium phosphotungstic acid

Study on the epoxidation of olefins with H₂O₂ catalyzed by biquaternary ammonium phosphotungstic acid

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