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2013 , Vol. 33 >Issue 08: 1734 - 1740

DOI: https://doi.org/10.6023/cjoc201302023

研究论文

聚对氨基苯酚微球负载钯配合物的制备及其对Heck反应的催化性能

  • 聂广瑞 ,
  • 张磊 ,
  • 崔元臣
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  • a 河南大学化学化工学院 开封 475004;
    b 河南大学特种功能材料重点实验室 开封 475004

收稿日期: 2013-02-28

  修回日期: 2013-04-08

  网络出版日期: 2013-04-17

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Synthesis of Poly(p-aminophenol) Microsphere-Supported Palladium Complex and Evaluation of Its Catalytic Performance for Heck Reaction

  • Nie Guangrui ,
  • Zhang Lei ,
  • Cui Yuanchen
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  • a College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004;
    b Key Laboratory of Ministry of Education for Special Functional Materials, Henan University, Kaifeng 475004

Received date: 2013-02-28

  Revised date: 2013-04-08

  Online published: 2013-04-17

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摘要

以对氨基苯酚为单体, 采用酶催化的模板聚合法, 首先制得了直径在2 μm左右的聚对氨基苯酚微球(PNP), 然后通过负载-还原的方法得到聚对氨基苯酚微球负载钯配合物(Pd-PNP), 利用IR, XRD, XPS, SEM, TG等手段对其进行了表征. XPS分析证实了催化剂中钯的存在, 并且呈现出零价. SEM分析表明催化剂的制备过程没有破坏微球的形貌, 钯团簇随机的分布在聚对氨基苯酚微球表面. Pd-PNP在无溶剂的条件下就能够有效的催化苯乙烯、丙烯酸与芳基碘的Heck反应, 并且对于含有取代基的芳基溴和乙烯基化合物的反应也具有理想的催化效果. 对于碘苯和丙烯酸的反应, Pd-PNP重复使用5次, 产率仍然有92%, 显示出了良好的重复使用性.

关键词： 酶催化; 聚对氨基苯酚微球; 负载; 钯; Heck反应

本文引用格式

聂广瑞 , 张磊 , 崔元臣 . 聚对氨基苯酚微球负载钯配合物的制备及其对Heck反应的催化性能[J]. 有机化学, 2013 , 33(08) : 1734 -1740 . DOI: 10.6023/cjoc201302023

Abstract

Poly(p-aminophenol) microspheres were prepared by template polymerization of p-aminophenol in the presence of horseradish peroxidase as bio-enzyme catalyst. The average size of poly(p-aminophenol) microsphere is about 2 μm. Further, poly(p-aminophenol) microspheres as obtained were loaded with palladium to generate poly(p-aminophenol) microsphere-supported Pd complex. Resultant Pd complex catalyst supported by poly(p-aminophenol) microsphere was characterized by means of IR, XRD, XPS, SEM, TG etc. XPS confirms the presence of zerovalent palladium. Poly(p-aminophenol) microsphere maintains their configuration after coordination with palladium chloride, while a large number of fine Pd particulates are uniformly adsorbed on poly(p-aminophenol) microspheres. The complex is an efficient catalyst for Heck arylation of acrylic acid, styrene with aryl iodide under solvent-free condition and it also exhibits catalytic activity for activated bromobenzene. Yield of cinnamic acid was 92% for Heck reaction of acrylic acid with iodobenzene even though the complex was used 5 times.

Key words： enzymatic; poly(p-aminophenol) microsphere; supported; palladium; Heck reaction

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