Catalytic Epoxidation of cis-Cyclooctene over Vanadium-Exchanged Faujasite Zeolite Catalyst with Ionic Liquid as Cosolvent

Linlu Bai, Kaixin Li, Yibo Yan, Xinli Jia, Jong Min Lee, Yanhui Yang

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

Introducing ionic liquid (IL) 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([emim][NTf2]) into dimethylformamide (DMF) as a cosolvent remarkably promoted the catalytic epoxidation of cis-cyclooctene over vanadium-exchanged faujasite zeolite catalysts (V-X), using tert-butyl hydroperoxide (TBHP) as the oxidant. The XRD spectra and SEM images show a certain destructive effect of IL on the zeolite support, while the UV-vis and UV-Raman results revealed the preserved local coordination of vanadium sites of the V-X catalyst during the reaction. The 29Si MAS NMR along with ICP and XPS characterizations further illustrated the specific interaction between [emim][NTf2] and the zeolite support as well as the vanadium site. The enhanced catalytic performance was mainly attributed to the ability of [emim][NTf2] to form hydrogen bonds with byproduct t-butanol and consequently free the vanadium active sites for substrate adsorption during the reaction. It was also proposed that the activation energy of the kinetically relevant step was decreased in the weak acidic environment offered by the imidazolium cation of [emim][NTf2].

Original languageEnglish
Pages (from-to)437-444
Number of pages8
JournalACS Sustainable Chemistry and Engineering
Volume4
Issue number2
DOIs
StatePublished - 1 Feb 2016
Externally publishedYes

Keywords

  • Epoxidation
  • Hydrogen bonding
  • Ionic liquid
  • [emim][NTf]
  • cis-Cyclooctene

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