化学学报 ›› 2012, Vol. 70 ›› Issue (11): 1289-1294.DOI: 10.6023/A1111283 上一篇    下一篇

研究论文

MCM-41 负载席夫碱催化α,β-不饱和酮的环氧化反应研究

周广鹏, 余蕾, 惠永海, 解正峰   

  1. 新疆大学石油天然气精细化工教育部重点实验室 乌鲁木齐 830046
  • 收稿日期:2011-11-28 修回日期:2012-04-11 出版日期:2012-06-14 发布日期:2012-04-11
  • 通讯作者: 解正峰 E-mail:xiezhf72@yahoo.com.cn
  • 基金资助:

    国家自然科学基金(Nos. 20962018, 20862015, 20562011)资助项目.

Study on the Epoxidation of α,β-Unsaturated Ketones Catalyzed by MCM-41 Supported Schiff Base

Zhou Guangpeng, Yu Lei, Hui Yonghai, Xie Zhengfeng   

  1. Key Laboratory of Oil & Gas Fine Chemicals Ministry of Education, Xinjiang University, Urumqi 830046
  • Received:2011-11-28 Revised:2012-04-11 Online:2012-06-14 Published:2012-04-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20962018, 20862015, 20562011).

介孔分子筛MCM-41 依次与3-氯丙基三乙氧基硅烷、环己二胺和三唑醛反应, 得到席夫碱修饰的新型介孔分子筛MCM-41 催化剂. 通过傅里叶变换红外光谱(FTIR)和X 射线多晶衍射(XRD)等方法对所得催化剂进行表征. 以过氧化氢为氧源, 介孔分子筛MCM-41 负载的席夫碱为催化剂, 研究了α,β-不饱和酮的环氧化反应, 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, 在室温下乙腈溶剂中, α,β-不饱和酮的环氧化反应在短时间内均以很高的产率(高达99%)得到了相应的产物. 同时, 对催化剂的重复利用进行了研究, 发现重复使用四次, 仍能以较高产率得到环氧化产物.

关键词: α,β-不饱和酮, 环氧化, MCM-41, 席夫碱, 催化

The novel mesoporous molecular sieves MCM-41 supported Schiff base was prepared by MCM-41 and Schiff base, which was synthesized by 3-chloropropyltriethoxysilane, 1,2-cyclohexanediamine with 2-phenyl-2H-1,2,3-triazole-4-carbaldehyde. The catalyst was characterized by methods of Fourier transform infrared spectroscopy (FTIR) and X-ray diffraction (XRD). The epoxidation of α,β-unsaturated ketones catalyzed by MCM-41 supported Schiff base was studied in the presence of H2O2. The reaction conditions such as metal salts, different solvents, reaction temperature, the catalyst amount, and reaction time were investigated. It was found that the epoxidation of α,β-unsaturated ketones was easily obtained in excellent yields (up to 99%) using acetonitrile as the solvent at room temperature in short time. Especially, the heterogeneous catalyst can be reused four times without significant loss of its catalytic activity.

Key words: α,β-unsaturated ketone, epoxidation, MCM-41, Schiff base, catalysis