应用化学 ›› 2010, Vol. 27 ›› Issue (09): 1021-1025.DOI: 10.3724/SP.J.1095.2010.90803

• 研究论文 • 上一篇    下一篇

三相相转移催化法制备二氧化双环戊二烯

王永珊,章亚东*,王振兴   

  1. (郑州大学化工与能源学院 郑州 450001)
  • 收稿日期:2009-12-02 修回日期:2010-01-22 出版日期:2010-09-10 发布日期:2010-09-10
  • 通讯作者: 章亚东,男,教授,博士生导师; E-mail:zhangyadong@zzu.edu.cn; 研究方向:精细化工
  • 作者简介:王永珊(1984-),女,河南辉县人,郑州大学应用化学专业07级硕士研究生,师从章亚东教授,E-mail:wangyshnxx@163.com
  • 基金资助:
    河南省高校科技创新人才计划(2010HASTIT037)

Preparation of Dicyclopentadiene Dioxide via a Tri-Phase Phase Transfer Catalysis

WANG Yong-Shan, ZHANG Ya-Dong*, WANG Zhen-Xing   

  1. (School of Chemical Engineering and Energy,Zhengzhou University,Zhengzhou 450001)
  • Received:2009-12-02 Revised:2010-01-22 Published:2010-09-10 Online:2010-09-10
  • Contact: Wang Zhen-Xing
  • About author:Wang Yongshan is a master student of School of Chemical Engineering and Energy, Zhengzhou University. Supervisor is Prof. Zhang Yadong and major is Applied Chemistry. E-mail:wangyshnxx@163.com.

摘要:

以氯甲基化大孔聚苯乙烯-二乙烯基苯交联树脂(PS)接枝N-苄基-N,N-二甲基十二烷基季铵磷钨杂多酸盐为三相相转移催化剂,质量分数为50%的工业双氧水为氧化剂,制备了二氧化双环戊二烯(DCPDDO)。 采用FTIR和1H NMR对产物进行表征。 考察了溶剂和催化剂用量、物料摩尔比、反应温度和时间对环氧化反应的影响。 采用正交试验法获得的最佳反应条件为(以0.05 mol双环戊二烯(DCPD)计):1,2-二氯乙烷18 mL,催化剂2.25 g,n(DCPD)∶n(H2O2)=1∶2.75,反应温度60 ℃,反应时间12 h。 在此条件下,DCPDDO的收率可达89%以上,催化剂回收方便且重复使用7次未见活性明显降低。

关键词: 三相相转移催化, 二氧化双环戊二烯, 双环戊二烯, 环氧化, 双氧水

Abstract:

Preparation of dicyclopentadiene dioxide(DCPDDO) by the epoxidation of dicyclopentadiene(DCPD) with 50% industrial hydrogen peroxide as oxidant and the macroporous crosslinked polystyrene resin(PS) grafted N-benzyl-N,N-dimethyl-N-dodecyl quaternary ammonium phosphor tungsten heterpoly acid salts as tri-phase phase transfer catalyst was reported. The product was characterized by FTIR and 1H NMR. Effects of the volume of solvent, the amount of catalyst, the molar ratio of reactants, reaction temperature and reaction time on the reaction were studied. The optimal reaction conditions obtained by means of orthogonal test were (based on 0.05 mol DCPD): dichloroethane 18 mL, catalyst 2.25 g, n(DCPD)∶n(H2O2)=1∶2.75, reaction temperature 60 ℃, reaction time 12 h. Under these conditions, the yield of DCPDDO can reach 89%. The catalyst can be easily recycled and no significant decrease in terms of catalytic activity could be observed after seven recycles.

Key words: tri-phase phase transfer catalysis, dicyclopentadiene dioxide, dicyclopentadiene, epoxidation, hydrogen peroxide

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