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Catalysts 2017, 7(7), 215; doi:10.3390/catal7070215

Mo(VI) Complexes Immobilized on SBA-15 as an Efficient Catalyst for 1-Octene Epoxidation

Chemical & Environmental Engineering Group, Universidad Rey Juan Carlos, C/Tulipán s/n., Móstoles, 28933 Madrid, Spain
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Received: 13 June 2017 / Revised: 8 July 2017 / Accepted: 11 July 2017 / Published: 18 July 2017
(This article belongs to the Special Issue Mesostructured Materials and Their Catalytic Applications)
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Abstract

SBA-15 materials were functionalized through a post-synthetic methodology with molybdenum-Schiff bases to provide catalytic activity in epoxidation reactions. Thus, glycidoxypropyl functionalities were first attached to the surface of the mesostructured silica, followed by the reaction of the immobilized oxirane groups with 2-amino propyl pyridine. This reaction allowed the obtaining of (hydroxypropyl)-2-aminomethyl pyridine ligands, directly tethered to the surface of the mesoporous silica-based SBA-15, which resulted in excellent chelating ligands to immobilize dioxo molydenum species by a reaction with MoO2(acac)2. This investigation comprises a thorough characterization of the process for building the immobilized molybdenum-Schiff base complexes, as well as the use of the obtained materials in 1-octene oxidation in the presence of organic hydroperoxides. These materials displayed high intrinsic catalytic activity in the epoxidation of 1-octene with organic hydroperoxides under a wide variety of conditions, although both the reaction solvent as well as the nature of the organic hydroperoxide, exerted a dramatic influence on the catalytic activity of these heterogeneous oxidation catalysts. Thus, whereas nonpolar solvents provided good epoxide yields with high efficiency in the use of the oxidant, polar solvents depressed the catalytic activity of the supported Mo-Schiff bases. These results have been ascribed to the competition with the solvent, when polar, for binding to the metal sites, thus avoiding the formation of the hydroperoxo-metal cycle and the epoxidation of the olefin. The catalysts presented here show good reusability with low catalytic activity decay after the first reuse. View Full-Text
Keywords: epoxidation; heterogeneous catalysts; molybdenum; Schiff base; tethering epoxidation; heterogeneous catalysts; molybdenum; Schiff base; tethering
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Moreno, J.; Iglesias, J.; Melero, J.A. Mo(VI) Complexes Immobilized on SBA-15 as an Efficient Catalyst for 1-Octene Epoxidation. Catalysts 2017, 7, 215.

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