席夫碱修饰的MCM-41介孔分子筛与碳酸钾共同催化查尔酮的环氧化反应

doi:10.3724/SP.J.1095.2013.30061

摘要/Abstract

摘要： 将介孔分子筛MCM-41依次与3-氯丙基三乙氧基硅烷、二氨基硫脲和水杨醛反应,得到席夫碱修饰的介孔分子筛MCM-41催化剂，以过氧化氢为氧源，研究了其与K2CO3共同催化α,β-不饱和酮的环氧化反应。化合物的结构经1H NMR和IR分析确认。考察了金属盐、溶剂、催化剂用量、反应时间等因素对环氧化反应的影响。结果表明，室温下α,β-不饱和酮的环氧化反应在短时间内均以较高的产率(最高达93%)得到了相应的产物。同时,对催化剂的重复利用进行了研究,发现重复使用4次,仍能以较高产率得到环氧化产物。

关键词: 席夫碱键合MCM-41, 碳酸钾, 共催化剂, alpha,&, beta,-不饱和酮环氧化反应, 过氧化氢

Abstract: Mesoporous molecular sieves MCM-41 supported Schiff base was prepared from MCM-41, 3-chloropropyltriethoxysilane, dis-thiocarbohydrazone and salicylide. Both as-prepared supported catalyst and K2CO3 were used to catalyze the epoxidation of α,β-unsaturated ketones in the presence of H2O2. All products from these oxidations were characterized by 1H NMR and IR. The effects of reaction conditions such as metal salts, solvents, reaction temperature, the loading of catalyst, and reaction time on the oxidation reaction were investigated. It was found that the epoxidation products of α,β-unsaturated ketones were easily obtained with excellent yields(up to 93%) at room temperature in a short time. Especially, the heterogeneous catalyst can be reused four times without significant loss of its catalytic activity.

Key words: MCM-41 supported Schiff base, hydrogen peroxide, catalytic composite,epoxidation of &, alpha,&beta-unsaturated ketones, potassium carbonate

中图分类号:

O643.3

张维东, 何军, 宫海伟, 张鹏, 解正峰. 席夫碱修饰的MCM-41介孔分子筛与碳酸钾共同催化查尔酮的环氧化反应[J]. 应用化学, DOI: 10.3724/SP.J.1095.2013.30061.

ZHANG Weidong, HE Jun, GONG Haiwei, ZHANG Peng, XIE Zhengfeng. Epoxidation of α,β-Unsaturated Ketones Catalyzed by Schiff Base Functionalized MCM-41 and Potassium Carbonate[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.30061.

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