Catalytic oxidation of styrene to benzaldehyde over a copper Schiff-base/SBA-15 catalyst

The amino-modified mesoporous material SBA-15 (NH2-SBA-15) was prepared via co-condensation of tetraethylorthosilicate with 3-aminopropyltriethoxysilane in the presence of an amphiphilic triblock copolymer as a pore-directing agent under acidic conditions. The SBA-15-supported Cu Schiff-base complex (Cu-SBA-15) was then synthesized by condensation of salicylaldehyde with NH2-SBA-15, followed by the addition of a solution of Cu(NO3)2. The supported complex was systematically characterized by elemental analysis, inductive coupled high frequency plasma atomic emission spectrometry, powder X-ray diffraction, Fourier transform infrared spectroscopy, ultraviolet-visible spectroscopy, field scanning electron microscopy, transmission electron microscopy, N2 absorption-desorption, and thermo gravimetric analysis, and was used as the catalyst for the selective oxidation of styrene to benzaldehyde. The influence of the reaction parameters was assessed. The maximum conversion of styrene was 84.4% and the selectivity for benzaldehyde was 83.9%, when the reaction was conducted with a 2:1 molar ratio of H2O2:styrene in the presence of 3.8 wt% catalyst at 100 °C for 8 h. The TOF was 261.1 h−1, and the catalyst could be used three times without significant loss of activity. The uniformly sized pore channels, high specific surface area, and well-distributed active centers of the catalyst may contribute to the high activity.

Graphical AbstractA Cu-SBA-15 catalyst was prepared by immobilizing a copper Schiff-base complex onto an amino-modified mesoporous material SBA-15, synthesized via a one-pot co-condensation method. The catalyst was used for the oxidation of styrene to benzaldehyde in an aqueous medium.Figure optionsDownload full-size imageDownload as PowerPoint slide