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离子液体中芳烃侧链分子氧催化氧化反应研究

刘耀华1,2, 崔鹏1, 孙靖1, 杨帆1, 汤杰1   

    1. 华东师范大学化学系, 上海 200062;
    2. 太原师范学院化学系, 太原 030002
  • 收稿日期:2005-12-16 修回日期:1900-01-01 出版日期:2006-12-10 发布日期:2006-12-10
  • 通讯作者: 杨帆

Catalytic Oxidation of Alkylbenzenes with Molecular Oxygen in Ionic Liquids

LIU Yao-Hua1,2, CUI Peng1, SUN Jing1, YANG Fan1, TANG Jie1   

    1. Department of Chemistry, East China Normal University, Shanghai 200062, China;
    2. Department of Chemistry, Taiyuan Teacher's College, Taiyuan 030002, China
  • Received:2005-12-16 Revised:1900-01-01 Online:2006-12-10 Published:2006-12-10
  • Contact: YANG Fan

摘要: 分别以离子液体[Hex-mim]BF4, [Bmim]BF4, [Bmim]PF6和[Omim]BF4为溶剂, Co(Ⅱ), Mn(Ⅱ)或Ni(Ⅱ)/NHPI(AIBN)为复合催化剂, 考察了不同离子液体-催化剂体系中常压分子氧氧化芳烃侧链烷基的反应. 在[Hex-mim]BF4中, Co(Ⅱ)或Mn(Ⅱ)/NHPI可有效地催化芳烃侧链烷基的分子氧氧化. 在优化条件下, 乙苯、正丙苯和正丁苯分别以高达90%, 94%和93%的收率得到相应的芳香酮; 甲苯和对位取代甲苯以32%~47%的收率被氧化为相应的芳香酸. 离子液体及金属催化剂体系在减压下除水后, 可循环使用.

关键词: 离子液体, 催化氧化, 分子氧, 烷基苯

Abstract: Using ionic liquid [Hex-mim]BF4, [Bmim]BF4, [Bmim]PF6, and [Omim]BF4 as the solvent, respectively, the oxidation of alkylbenzenes by molecular oxygen was investigated under atmospheric pressure with Co(Ⅱ), Mn(Ⅱ), or Ni(Ⅱ)/NHPI (or AIBN) as the catalysts. The [Hex-mim]BF4/Co2+(or Mn2+)/NHPI system was demonstrated efficient for the oxidation of alkylbenzene. Under the optimized condition, ethylbenzene, n-propylbenzene, and n-butylbenzene were oxidized to the corresponding aromatic ketone with yields up to 90%, 94%, and 93%, respectively, toluene and p-substituted toluene were oridized to benzoic acid and the corresponding p-substituted benzoic acid with yields of 32%—47%. The ionic liquid and metal catalyst could be reused by removing water from them under a reduced pressure.

Key words: Ionic liquid, Catalytic oxidation, Molecular oxygen, Alkylbenzene

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