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

doi:10.1016/j.cjche.2022.11.009

中国化学工程学报 ›› 2023, Vol. 58 ›› Issue (6): 146-154.DOI: 10.1016/j.cjche.2022.11.009

• Full Length Article • 上一篇下一篇

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

Zijie Zhang, Qianyu Zha, Ying Liu, Zhibing Zhang, Jia Liu, Zheng Zhou

School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China

收稿日期:2022-05-31 修回日期:2022-11-07 出版日期:2023-06-28 发布日期:2023-08-31
通讯作者: Jia Liu,E-mail:liujia1@nju.edu.cn;Zheng Zhou,E-mail:zhouzheng@nju.edu.cn
基金资助:
This research was supported by Natural Science Foundation of Jiangsu Province (BK20210185), National Natural Science Foundation of China (21776122).

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

Zijie Zhang, Qianyu Zha, Ying Liu, Zhibing Zhang, Jia Liu, Zheng Zhou

School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China

Received:2022-05-31 Revised:2022-11-07 Online:2023-06-28 Published:2023-08-31
Contact: Jia Liu,E-mail:liujia1@nju.edu.cn;Zheng Zhou,E-mail:zhouzheng@nju.edu.cn
Supported by:
This research was supported by Natural Science Foundation of Jiangsu Province (BK20210185), National Natural Science Foundation of China (21776122).

摘要/Abstract

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

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

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]. 中国化学工程学报, 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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