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Investigation of batch alkene epoxidations catalyzed by polymer-supported Mo(VI) complexes

journal contribution
posted on 19.06.2009, 09:20 by Krzysztof Ambroziak, Rene Mbeleck, Yue He, Basu Saha, David C. Sherrington
Polymer supported Mo(VI) catalysts (PBI.Mo and Ps.AMP.Mo) have been prepared and characterised. The activities of both of these catalysts in epoxidation of alkenes (e.g. cyclohexene; 1-octene; limonene; α-pinene) with dry tert-butyl hydroperoxide (TBHP) as oxidant have been studied under different reaction conditions in a batch reactor. The long-term stability and Mo leaching of each polymer catalyst was also assessed by recycling a sample in batch reaction using conditions that will form the basis of a continuous process. Both catalysts have been shown to be sufficiently stable to be considered as real candidates for use in such a process. In the case of the PBI.Mo catalyst the order of reactivity of the alkenes was found to be: cyclohexene>limonene>α-pinene>1-octene. “Wet” TBHP can also be used for cyclohexene epoxidation catalysed by PBI.Mo without any significant decrease in the final TBHP conversion. In the case of limonene epoxidation, however, the presence of water reduced the TBHP conversion and also affected the cis-trans ratio of the main product 1,2-limonene epoxide. The reusability studies with PBI.Mo revealed that the largest fall in the final TBHP conversion was observed for α-pinene epoxidation amongst the alkenes studied. For 1-octene epoxidation the loss of Mo from each support has been investigated by isolating any residue from the reaction supernatant solutions, following removal of the heterogeneous polymer catalyst, and then using the residues as potential catalysts in epoxidation reactions.

History

School

  • Aeronautical, Automotive, Chemical and Materials Engineering

Department

  • Chemical Engineering

Citation

AMBROZIAK, M....et al., 2009. Investigation of batch alkene epoxidations catalyzed by polymer-supported Mo(VI) complexes. Industrial and Engineering Chemistry Research, 48 (7), pp 3293–3302.

Publisher

© American Chemical Society

Version

AM (Accepted Manuscript)

Publication date

2009

Notes

This article is Restricted Access. It was published in the journal,Industrial & Engineering Chemistry Research [© American Chemical Society] and is available at: http://dx.doi.org/10.1021/ie801171s

ISSN

0888-5885

Language

en

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