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Journal of the American Oil Chemists’ Society

, Volume 73, Issue 2, pp 229–232 | Cite as

Ethenolysis of esters of vegetable oils: Effect of B2O3 addition to Re2O7/SiO2.Al2O3-SnBu4 and CH3ReO3/SiO2.Al2O3 metathesis catalysts

  • Dalmo Mandelli
  • Marcelo J. D. M. Jannini
  • Regina Buffon
  • Ulf Schuchardt
Article

Abstract

Impregnation of SiO2.Al2O3 (24.3% Al2O3 with 6% B2O3 increases the activity of supported Re2O7 in the ethenolysis of methyl oleate, but reduces the activity of CH3ReO3 on the same support. Re2O7/SiO2.Al2O3/B2O3-SnBu4 is shown to be an effective catalyst for the ethenolysis of methyl linoleate and of the methyl esters of olive oil, and can be recycled after calcination at least five times without loss of activity.

Key Words

B2O3 addition ethenolysis metathesis methyltrioxorthenium rhenium oxide silica-alumina vegetable oils 

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References

  1. 1.
    Streck, R., Olefin Metathesis in Industry—A Status Report,J. Mol. Catal. 46:305–316 (1988).CrossRefGoogle Scholar
  2. 2.
    Xiaoding, S., P. Imhoff, G.C.N. van den Aardweg, and J.C. Mol, Mixed-Oxide Catalysts for the Metathesis of Functionalized Alkenes,J. Chem. Soc., Chem. Commun., 273–275 (1985).Google Scholar
  3. 3.
    Xiaoding, X., C. Boelhouwer, J.I. Benecke, D. Vonk, and J.C. Mol, Re2O7/Al2O3.B2O3 Metathesis Catalyst,J. Chem. Soc., Faraday Trans. 1 82:1945–1953 (1986).CrossRefGoogle Scholar
  4. 4.
    Sibeijn, M., R. Spronk, J.A.R. van Veen, and J.C. Mol, IR Studies of Re2O7 Catalysts Supported on Alumina and Phosphated Alumina,Catal. Lett. 8:201–208 (1991).CrossRefGoogle Scholar
  5. 5.
    Xiaoding, X., and J.C. Mol, Re2O7/SiO2.Al2O3-SnR4 or-PbR4, a Highly Active Catalyst for the Metathesis of Function-alized Alkenes,J. Chem. Soc., Chem. Commun., 631–633 (1985).Google Scholar
  6. 6.
    Warwel, S., and H.G. Jägers, Middle Chain Fatty Acid Esters from Palm Oil by Olefin Metathesis,Proceedings of the World Conference on Oleochemicals, American Oil Chemists’ Society, Champaign, 1991, pp. 319–322.Google Scholar
  7. 7.
    Xiaoding, X., C. Boelhouwer, and J.C. Mol, Surface Acidity of Some Re2O7-Containing Metathesis Catalysts.J. Chem. Soc., Faraday Trans. 1/82:2707–2718 (1986).Google Scholar
  8. 8.
    Herrmann, W.A., J.G. Kuchler, J.K. Felixberger, E. Herdtweck, and W. Wagner, Methylrhenium Oxides: Synthesis from Re2O7 and Catalytic Activity in Olefin Metathesis,Angew. Chem., Int. Ed. Engl. 27:394–396 (1988).CrossRefGoogle Scholar
  9. 9.
    Herrmann, W.A., W. Wagner, U.N. Flessner, Y. Volkhardt, and H. Komber, Methyltrioxorhenium as Catalyst for Olefin Metathesis,30:1636–1638 (1991).CrossRefGoogle Scholar
  10. 10.
    Warwel, S., M. Harpersheid, and H.G. Jägers, Rheniumkatalysatoren für die Metathese von Olefinen und funktionalisierten Olefinen, Ger. Offen. DE 4, 107, 056 (1992).Google Scholar
  11. 11.
    Buffon, R., A. Auroux, F. Lefebvre, M. Leconte, A. Choplin, J.M. Basset, and W.A. Herrmann, A Surface Organometallic Approach to the Synthesis of Rhenium-Based Catalysts for the Metathesis of Olefins: CH3ReO3/Nb2O5,J. Mol. Catal. 76:287–295 (1992).CrossRefGoogle Scholar
  12. 12.
    Schuchardt, U., and O.C. Lopes, Novos Catalisadores para Transesterificação de Óleos Vegetais,Proceedings of the II Seminário Brasileiro de Catálise, Brazil, 1983, pp. 207–219.Google Scholar
  13. 13.
    Herrmann, W.A., J.G. Kuchler, G. Weichselbaumer, E. Herdtweck, and P. Kiprof, Mehrfachbindungen zwischen Hauptgruppenelementen und Übergangsmetallen. LXIV. Methyl(trioxo)rhenium: Basenaddukte und Basenreaktionen. Kristallstruktur von [Natrium(benzo-15-krone-5)]-perrhenat,J. Organomet. Chem. 372:351–370 (1989).CrossRefGoogle Scholar
  14. 14.
    Box, G.E.P., W.G. Hunter, and J.S. Hunter,Statistics for Experimenters: An Introduction to Design, Data Analysis, and Model Building, John Wiley & Sons, New York, 1978.Google Scholar
  15. 15.
    Johnson, O., Acidity and Polymerization Activity of Solid Acid Catalysts,J. Phys. Chem. 59:827–831 (1955).CrossRefGoogle Scholar
  16. 16.
    Sibeijn, M., and J.C. Mol, Activity of Supported Re2O7 Catalysts for the Metathesis of Methyl Oleate,Appl. Catal. 67:279–295 (1991).Google Scholar
  17. 17.
    Sibeijn, M., and J.C. Mol, Ethenolysis of Methyl Oleate over Supported Re-Based Catalysts,J. Mol. Catal. 76:345–358 (1992).CrossRefGoogle Scholar
  18. 18.
    Ahamad, F.B.H., M.A. Yarmo, and A. Alimuniar, Co-Metathesis Reaction of Methyl Linoleate with Ethene over WCl6 Catalyst,,89:357–364 (1994).CrossRefGoogle Scholar

Copyright information

© AOCS Press 1996

Authors and Affiliations

  • Dalmo Mandelli
    • 1
  • Marcelo J. D. M. Jannini
    • 1
  • Regina Buffon
    • 1
  • Ulf Schuchardt
    • 1
  1. 1.Instituto de QuimicaUniversidade Estadual de CampinasCampinasBrazil

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