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Research on Chemical Intermediates

, Volume 41, Issue 11, pp 8735–8745 | Cite as

Reaction of butyraldehyde formation from ethylene and ethylene oxide on ZSM-5 surface

  • Mikhail V. Parfenov
  • Sergei E. Malykhin
  • Larisa V. Pirutko
  • Alexander S. Kharitonov
  • Eugeny V. StarokonEmail author
Article

Abstract

A recently discovered surface reaction of ethylene oxide (EO) with ethylene yielding butyraldehyde (BA) was studied on ZSM-5 zeolites with different contents of Al, Na, and Fe in the temperature range of −25 to 100 °C. Products formed on a zeolite as a result of EO and ethylene transformations were extracted from the surface and identified using gas chromatography, gas chromatography–mass spectrometry, and nuclear magnetic resonance. In addition to BA, the other major reaction products are acetaldehyde and dioxane. Product distribution strongly depends on the composition of the zeolite samples and experimental conditions. Varying of the Al content in the zeolites as well as their temperature pretreatment showed that a key role in the formation of BA play dehydroxylated Al-contained sites. Possible transformations of EO and ethylene on the zeolite were analyzed by quantum-chemical calculations.

Keywords

Butyraldehyde formation Ethylene oxide Ethylene ZSM-5 zeolite Product extraction 

Notes

Acknowledgments

We thank V.A. Utkin and I.E. Soshnikov for the GC–MS and 1H NMR analyses, G.I. Panov and Bedilo A.F. for useful discussions. The work was supported by RFBR Project No. 14-03-31402 mol_a.

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Copyright information

© Springer Science+Business Media Dordrecht 2015

Authors and Affiliations

  • Mikhail V. Parfenov
    • 1
  • Sergei E. Malykhin
    • 1
    • 2
  • Larisa V. Pirutko
    • 1
  • Alexander S. Kharitonov
    • 1
  • Eugeny V. Starokon
    • 1
    Email author
  1. 1.Boreskov Institute of CatalysisNovosibirskRussia
  2. 2.Novosibirsk State UniversityNovosibirskRussia

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