SCI和EI收录∣中国化工学会会刊

中国化学工程学报 ›› 2019, Vol. 27 ›› Issue (8): 1851-1856.DOI: 10.1016/j.cjche.2018.10.014

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Selective oxidation of cyclopentene with H2O2 by using H3PW12O40 and TBAB as a phase transfer catalyst

Yaling Luo1,2, Changjun Liu1, Hairong Yue1, Siyang Tang1, Yingming Zhu1, Bin Liang1   

  1. 1 Low-carbon Technology and Chemical Reaction Engineering Laboratory, School of Chemical Engineering, Sichuan University, Chengdu 610065, China;
    2 School of Chemical Engineering, Northwest Minzu University, Lanzhou 730000, China
  • 收稿日期:2018-07-19 修回日期:2018-10-11 出版日期:2019-08-28 发布日期:2019-11-16
  • 通讯作者: Bin Liang
  • 基金资助:
    Supported by the National Natural Science Foundation of China (21406146).

Selective oxidation of cyclopentene with H2O2 by using H3PW12O40 and TBAB as a phase transfer catalyst

Yaling Luo1,2, Changjun Liu1, Hairong Yue1, Siyang Tang1, Yingming Zhu1, Bin Liang1   

  1. 1 Low-carbon Technology and Chemical Reaction Engineering Laboratory, School of Chemical Engineering, Sichuan University, Chengdu 610065, China;
    2 School of Chemical Engineering, Northwest Minzu University, Lanzhou 730000, China
  • Received:2018-07-19 Revised:2018-10-11 Online:2019-08-28 Published:2019-11-16
  • Contact: Bin Liang
  • Supported by:
    Supported by the National Natural Science Foundation of China (21406146).

摘要: The selective oxidation of cyclopentene by aqueous H2O2 using H3PW12O40 and tetrabutyl ammonium bromide (TBAB) as a phase transfer catalyst has been investigated. The results show that the presence of TBAB significantly improved the oxidation selectivity of cyclopentene. The effects of the reaction conditions on the conversion of cyclopentene were investigated in detail. The optimal reaction conditions are as follows:the H3PW12O40 to TBAB molar ratio, 1:1-1:3; H3PW12O40 to cyclopentene molar ratio, 0.54:100-0.64:100; and molar ratio of H2O2 to cyclopentene, 1.6:1. The conversion reached to 59.8% in 4 h at 35.0℃, while the selectivity of glutaraldehyde was 38.0% and the selectivity of 1,2-cyclopentanediol was 55.6%. In addition, a route for oxidation of cyclopentene by aqueous H2O2 using a heteropoly acid and quaternary ammonium salt as a phase transfer catalyst was proposed.

关键词: Glutaraldehyde, Cyclopentene oxidation, Phase-transfer, Heteropoly acid

Abstract: The selective oxidation of cyclopentene by aqueous H2O2 using H3PW12O40 and tetrabutyl ammonium bromide (TBAB) as a phase transfer catalyst has been investigated. The results show that the presence of TBAB significantly improved the oxidation selectivity of cyclopentene. The effects of the reaction conditions on the conversion of cyclopentene were investigated in detail. The optimal reaction conditions are as follows:the H3PW12O40 to TBAB molar ratio, 1:1-1:3; H3PW12O40 to cyclopentene molar ratio, 0.54:100-0.64:100; and molar ratio of H2O2 to cyclopentene, 1.6:1. The conversion reached to 59.8% in 4 h at 35.0℃, while the selectivity of glutaraldehyde was 38.0% and the selectivity of 1,2-cyclopentanediol was 55.6%. In addition, a route for oxidation of cyclopentene by aqueous H2O2 using a heteropoly acid and quaternary ammonium salt as a phase transfer catalyst was proposed.

Key words: Glutaraldehyde, Cyclopentene oxidation, Phase-transfer, Heteropoly acid