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Covalent anchoring of Mo(VI) Schiff base complex into SBA-15 as a novel heterogeneous catalyst for enhanced alkene epoxidation

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Abstract

Molybdenum(VI) Schiff base complexes modified mesoporous SBA-15 hybrid heterogeneous catalysts were synthesized by the reaction of MoO2(acac)2 with mesoporous SBA-15 functionalized by grafting procedures of 3-aminopropyl-triethoxysilane and salicylaldehyde, respectively. The physico-chemical properties of the as-synthesized catalysts were analyzed by ICP-AES, XRD, N2 adsorption–desorption, FT-IR, SEM, TEM and EDX. The as-synthesized catalysts were effective in the catalytic epoxidation of cyclohexene. The catalytic activity can be further enhanced by silylation of the residual Si–OH groups using Me3SiCl, which was largely due to the higher content of Mo active sites. The conversion and selectivity reached to 97.78 and 93.99 % using tert-butyl hydroperoxide as oxidant for Mo–CH3–SA–NH2–SBA-15, while 81.97 and 89.41 % in conversion and selectivity for Mo–SA–NH2–SBA-15. At the same time, the catalytic performances of the hybrid materials were further systematically investigated under various reaction conditions (solvent, oxidants and alkenes, etc.). Mo–CH3–SA–NH2–SBA-15 catalyst can be recycled effectively and reused four cycles with little loss in activity. In addition, the results from hot filtration demonstrated that the catalytic activity mostly resulted from the heterogeneous catalytic process.

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Acknowledgments

Thanks for the Fund by the Innovation Foundation in Jiangsu Province of China (BY2014023-08) and the National ‘‘Twelfth Five-Year’’ Plan for Science & Technology (2012BAD32B03).

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Correspondence to Pingping Jiang.

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Zhang, J., Jiang, P., Shen, Y. et al. Covalent anchoring of Mo(VI) Schiff base complex into SBA-15 as a novel heterogeneous catalyst for enhanced alkene epoxidation. J Porous Mater 23, 431–440 (2016). https://doi.org/10.1007/s10934-015-0097-4

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