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International Journal of Electrochemistry
Volume 2011, Article ID 485194, 9 pages
http://dx.doi.org/10.4061/2011/485194
Research Article

Selective Electrocatalytic Hydrogenation of Linolenic Acid on Pd/Al2O3 and Pd-Co/Al2O3 Catalysts

1Université de Sherbrooke, 2500 Boulevard de l'Université, Sherbrooke, Québec, Canada J1K 2R1
2Instituto de la Grasa, CSIC (Consejo Superior de Investigaciones Cientificas), Avenida Padre García Tejero, 4. 41012 Sevilla, Spain

Received 5 July 2010; Revised 19 October 2010; Accepted 22 November 2010

Academic Editor: Shen-Ming Chen

Copyright © 2011 Sylvie Breton et al. 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.

Linked References

  1. W. Normann, “Process for converting unsaturated fatty acids or their glycerides into saturated compounds,” Great Britain Patent no. 1515, 1903.
  2. E. S. Jang, M. Y. Jung, and D. B. Min, “Hydrogenation for low trans and high conjugated fatty acids,” Comprehensive Reviews in Food Science and Food Safety, vol. 4, no. 1, pp. 22–30, 2005. View at Publisher · View at Google Scholar
  3. I. Karabulut, M. Kayahan, and S. Yaprak, “Determination of changes in some physical and chemical properties of soybean oil during hydrogenation,” Food Chemistry, vol. 81, no. 3, pp. 453–456, 2003. View at Publisher · View at Google Scholar · View at Scopus
  4. D. Mozaffarian, M. B. Katan, A. Ascherio, M. J. Stampfer, and W. C. Willett, “Trans fatty acids and cardiovascular disease,” The New England Journal of Medicine, vol. 354, no. 15, pp. 1601–1613, 2006. View at Publisher · View at Google Scholar · View at Scopus
  5. M. B. Katan, “Health effects of trans fatty acids.,” European Journal of Clinical Investigation, vol. 28, no. 4, pp. 257–258, 1998. View at Google Scholar · View at Scopus
  6. E. N. Frankel, Lipid Oxidation, The Oil Press Lipid Library, 2005.
  7. P. N. Pintauro, M. P. Gil, K. Warner, G. List, and W. Neff, “Electrochemical hydrogenation of soybean oil with hydrogen gas,” Industrial & Engineering Chemistry Research, vol. 44, no. 16, pp. 6188–6195, 2005. View at Publisher · View at Google Scholar · View at Scopus
  8. R. R. Allen and A. A. Kiess, “Isomerization during hydrogenation: oleic acid,” Journal of the American Oil Chemists' Society, vol. 32, pp. 400–405, 1955. View at Google Scholar
  9. B. Drozdowski and E. Szukalska, “Effect of rapeseed oil hydrogenation conditions on trans isomers formation,” European Journal of Lipid Science and Technology, vol. 102, no. 10, pp. 642–645, 2000. View at Google Scholar · View at Scopus
  10. F. D. Gunstone, An Introduction to the Chemistry and Biochemistry of Fatty Acids and Their Glycerids, Chapman & Hall, London, UK, 1967.
  11. F. D. Gunstone, Fatty Acid and Lipid Chemistry, Aspen Publication, 1999.
  12. G. L. Hasenhuettl, Kirik-Othmer Encyclopedia of Chemical Technology, John Wiley & Sons, New York, NY, USA, 2005.
  13. J. W. Veldsink, M. J. Bouma, N. H. Schöön, and A. A. C. M. Beenackers, “Heterogeneous hydrogenation of vegetable oils: a literature review,” Catalysis Reviews-Science and Engineering, vol. 39, no. 3, pp. 253–318, 1997. View at Google Scholar · View at Scopus
  14. N. R. Widlak et al., Standard method AOCS, 2002.
  15. A. Bernas, P. Mäki-Arvela, N. Kumar, B. Holmbom, T. Salmi, and D. YU. Murzin, “Heterogeneously catalytic isomerization of linoleic acid over supported ruthenium catalysts for production of anticarcinogenic food constituents,” Industrial & Engineering Chemistry Research, vol. 42, no. 4, pp. 718–727, 2003. View at Google Scholar · View at Scopus
  16. Y. Kitayama, M. Muraoka, M. Takahashi et al., “Catalytic hydrogenation of linoleic acid on nickel, copper, and palladium,” Journal of the American Oil Chemists' Society, vol. 73, no. 10, pp. 1311–1316, 1996. View at Google Scholar · View at Scopus
  17. K. Warner, W. E. Neff, G. R. List, and P. Pintauro, “Electrochemical hydrogenation of edible oils in a solid polymer electrolyte reactor. Sensory and compositional characteristics of low trans soybean oils,” Journal of the American Oil Chemists' Society, vol. 77, no. 10, pp. 1113–1117, 2000. View at Google Scholar · View at Scopus
  18. W. An, J. K. Hong, and P. N. Pintauro, “Current efficiency for soybean oil hydrogenation in a solid polymer electrolyte reactor,” Journal of Applied Electrochemistry, vol. 28, no. 9, pp. 947–954, 1998. View at Google Scholar · View at Scopus
  19. J.-M. Chapuzet, A. Lasia, and J. Lessard, “Electrocatalytic hydrogenation of organic compounds,” in Electrocatalysis, J. Lipkowski and P. N. Ross, Eds., pp. 155–196, Wiley-VCH, New York, NY, USA, 1998. View at Google Scholar
  20. F. Laplante, L. Brossard, and H. Ménard, “Considerations about phenol electrohydrogenation on electrodes made with reticulated vitreous carbon cathode,” Canadian Journal of Chemistry, vol. 81, no. 3, pp. 258–264, 2003. View at Publisher · View at Google Scholar · View at Scopus
  21. W. W. Christie, “Mass spectrometry of fatty acid derivatives,” 2008, http://www.lipidlibrary.co.uk/ms/masspec.html.
  22. J. Fournier, H. Ménard, and L. Brossard, “Hydrogen evolution reaction on electrocatalytic materials highly dispersed on carbon powder,” Journal of Applied Electrochemistry, vol. 25, no. 10, pp. 923–932, 1995. View at Publisher · View at Google Scholar · View at Scopus
  23. C. M. Cirtiu, H. O. Hassani, N. A. Bouchard, P. A. Rowntree, and H. Ménard, “Modification of the surface adsorption properties of alumina-supported Pd catalysts for the electrocatalytic hydrogenation of phenol,” Langmuir, vol. 22, no. 14, pp. 6414–6421, 2006. View at Publisher · View at Google Scholar · View at Scopus
  24. W. W. Christie, Gas Chromatography and Lipids a Practical Guide, The Oily Press, Ayr, Scotland, 1989.
  25. D. L. Luthria and H. Sprecher, “2-alkenyl-4,4-dimethyloxazolines as derivatives for the structural elucidation of isomeric unsaturated fatty acids,” Lipids, vol. 28, no. 6, pp. 561–564, 1993. View at Google Scholar · View at Scopus
  26. N. A. Bouchard, R. Breault, F. Picard et al., “Dynamic adsorption isotherm for some hydrate active organic and selected degradation products with implication for gibbsite precipitation yields,” Light Metals, pp. 197–202, 2005. View at Google Scholar
  27. F. Laplante, N. A. Bouchard, P. Dubé, H. Ménard, and L. Brossard, “The adsorption of cyclohexanone on aluminum oxide—hydroxide powders in relation to its electrocatalytic hydrogenation,” Canadian Journal of Chemistry, vol. 81, no. 10, pp. 1039–1043, 2003. View at Publisher · View at Google Scholar · View at Scopus
  28. M. B. Katan, “Health effects of trans fatty acids.,” European Journal of Clinical Investigation, vol. 28, no. 4, pp. 257–258, 1998. View at Google Scholar · View at Scopus
  29. Y. Kitayama, M. Muraoka, M. Takahashi, T. Kodama, E. Takahashi, and M. Okamura, “Catalytic hydrogenation of linoleic acid over platinum-group metals supported on alumina,” Journal of the American Oil Chemists' Society, vol. 74, no. 5, pp. 525–529, 1997. View at Google Scholar · View at Scopus
  30. A. Sarkany, Z. Zsoldos, G. Stefler, J. W. Hightower, and L. Guczi, “Promoter effect of Pd in hydrogenation of 1,3-butadiene over Co-Pd catalysts,” Journal of Catalysis, vol. 157, no. 1, pp. 179–189, 1995. View at Publisher · View at Google Scholar · View at Scopus
  31. M. Skoglundh, H. Johansson, L. Löwendahl, K. Jansson, L. Dahl, and B. Hirschauer, “Cobalt-promoted palladium as a three-way catalyst,” Applied Catalysis B, vol. 7, no. 3-4, pp. 299–319, 1996. View at Google Scholar · View at Scopus
  32. J. Pokorný, “Analytical determination of trans unsaturated fatty acids,” European Journal of Lipid Science and Technology, vol. 102, no. 10, p. 650, 2000. View at Google Scholar · View at Scopus
  33. M. Adam, M. M. Mossoba, and T. Lee, “Rapid determination of total trans fat content by attenuated total reflection infrared spectroscopy: an international collaborative study,” Journal of the American Oil Chemists' Society, vol. 77, no. 5, pp. 457–462, 2000. View at Google Scholar · View at Scopus
  34. M. M. Mossoba, J. K. G. Kramer, V. Milosevic, M. Milosevic, and H. Azizian, “Interference of saturated fats in the determination of low levels of trans fats (below 0.5%) by infrared spectroscopy,” Journal of the American Oil Chemists' Society, vol. 84, no. 4, pp. 339–342, 2007. View at Publisher · View at Google Scholar · View at Scopus
  35. F. Priego-Capote, J. Ruiz-Jiménez, J. García-Olmo, and M. D. Luque de Castro, “Fast method for the determination of total fat and trans fatty-acids content in bakery products based on microwave-assisted Soxhlet extraction and medium infrared spectroscopy detection,” Analytica Chimica Acta, vol. 517, no. 1-2, pp. 13–20, 2004. View at Publisher · View at Google Scholar · View at Scopus