Co-Condensation Assisted Preparation of MoVI Schiff Base Modified Mesoporous Silica Catalyst for Enhanced Epoxidation of Olefins

Jian Zhang; Pingping Jiang; Yirui Shen; Guohu Zhao; Weijie Zhang; Gang Bian

doi:10.1071/CH16030

RESEARCH ARTICLE

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Co-Condensation Assisted Preparation of Mo^VI Schiff Base Modified Mesoporous Silica Catalyst for Enhanced Epoxidation of Olefins

Jian Zhang ^A ^B , Pingping Jiang ^A ^C , Yirui Shen ^A , Guohu Zhao ^B , Weijie Zhang ^A and Gang Bian ^A

+ Author Affiliations

- Author Affiliations

^A The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, China.

^B Key Laboratory for City Environmental Pollution Control, School of Chemistry and Environmental Science, Lanzhou City University, Lanzhou 730070, China.

^C Corresponding author. Email: ppjiang@jiangnan.edu.cn

Australian Journal of Chemistry 69(8) 817-825 https://doi.org/10.1071/CH16030
Submitted: 23 October 2015 Accepted: 4 February 2016 Published: 29 February 2016

Abstract

An organic–inorganic catalyst was prepared by the reaction of p-salicylidine aminobenzoic acid with mesoporous silica modified with 3-chloropropyl groups. The hydrolysis and co-condensation of tetraethylorthosilicate (TEOS) and 3-chloropropyltrimethoxysilane (CPTES) took place during the preparation process. MoO₂(acac)₂ was then introduced into the mesoporous silica functionalized with a Schiff base ligand. The structural properties of the prepared catalysts were investigated by a series of techniques, such as elemental analysis, X-ray diffraction (XRD), Fourier transform infrared (FT-IR) spectra, scanning electron microscopy (SEM), transmission electron microscopy (TEM), N₂ adsorption/desorption curves, and thermogravimetric analysis (TGA). The results demonstrated that the Mo^VI Schiff base complex was successfully tethered on the silica support, and the hexagonally ordered mesoporous structure of the SBA-15-type silica was well retained after the anchoring reaction. The heterogeneous catalyst showed good catalytic activities in the liquid-phase epoxidation of olefins with t-BuOOH as the oxygen source in 1,2-dichloroethane solvent at 80°C. Several important factors, including oxidant-to-substrate ratio, solvent, and catalyst reusability, were investigated. Under the optimum reaction conditions, using this heterogeneous catalyst for the cyclohexene epoxidation reaction, a high conversion of 97.20 % and selectivity of >99 % was achieved after 4 h, while the catalytic activity nearly remained unchanged over four runs.

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Co-Condensation Assisted Preparation of MoVI Schiff Base Modified Mesoporous Silica Catalyst for Enhanced Epoxidation of Olefins

Abstract

References

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Co-Condensation Assisted Preparation of Mo^VI Schiff Base Modified Mesoporous Silica Catalyst for Enhanced Epoxidation of Olefins