Citation for published version (APA): Jonker, G. H. (1999). Hydrogenation of edible oils and fats Groningen: s.n.

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1 University of Groningen Hydrogenation of edible oils and fats Jonker, Geert IMPORTANT NOTE: You are advised to consult the publisher's version (publisher's PDF) if you wish to cite from it. Please check the document version below. Document Version Publisher's PDF, also known as Version of record Publication date: 1999 Link to publication in University of Groningen/UMCG research database Citation for published version (APA): Jonker, G. H. (1999). Hydrogenation of edible oils and fats Groningen: s.n. Copyright Other than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons). Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim. Downloaded from the University of Groningen/UMCG research database (Pure): For technical reasons the number of authors shown on this cover page is limited to 10 maximum. Download date:

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4 Gut, G.; Kosinka, J.; Prabucki, A.; Schuerch, A Kinetics of the liquid-phase hydrogenation and isomerization of sunflower seed oil with nickel catalysts. Chem. Eng. Sci. 1979, 34, Hashimoto K.; Muroyama, K.; Nagata, S. Kinetics of the hydrogenation of fatty oils. J. Am. Oil Chem. Soc. 1971, 48, Haynes, H. W. The experimental evaluation of catalyst effective diffusivity. Catal. Rev.-Sci. Eng. 1988, 30, Haynes Jr., H. W.; Sarma, P. N. A. Model for the application of gas chromatography to measurements of diffusion in bidisperse structured catalysts. AIChE J. 1973, 19, Heertje, I; Boerma, H. Selectivity and monoene isomerization in the catalytic hydrogenation of polyenoic fatty acid methyl esters. J. Catal. 1971, 21, Heertje, I.; Koch, G. K.; Wösten, W. J. Mechanism of heterogeneous catalytic cis trans isomerization and double-bond migration of octadecenoates. J. Catal. 1974, 32, Hejtmánek, V.; Schneider, P. Diffusion of large molecules in porous glas. Chem. Eng. Sci. 1994, 49, Horiuti, J.; Polanyi, M. Exchange reactions of hydrogen on metallic catalysts. Trans. Faraday Soc. 1934, 30, Johnson, A. D.; Daley, S. P.; Utz, A. L.; Ceyer, S. T. The chemistry of bulk hydrogen: reaction of hydrogen embedded in nickel with adsorbed methyl. Science 1992, 257, Jonker, G. H.; Hoffmann, A. C.; Beenackers, A. A. C. M. Classification mechanism of the chute, a liquid phase removal of fines in the micron range from a batch of particles. Powder Techn. 1997, 90, Katan, M. B.; Zoch, P. L.; Mensink, R. P. Trans fatty acids and their effects on lipoproteins in humans. Ann. Rev. Nutr. 1995, 15, Kinza, H.; Paseka, I.; Popova, N. M. Activity and physical properties of Ni/SiO 2 hydrogenation catalysts. Coll. Czech. Chem. Commun. 1985, 50, Komiyama, H.; Smith, J. M. Intraparticle mass transport in liquid-filled pores. AIChE J. 1974, 20, Konvalinka, J. A., van Oeffelt, P. H., Scholten, J. J. F. Temperature programmed desorption of hydrogen from nickel catalysts. Applied Catal 1981, 1, Le Page, J.-F.; Cosyns, J.; Courty, P.; Freund, E.; Franck, J.-P. and others. Applied heterogeneous catalysis. Design, manufacture and use of solid catalysts. Éditions Technip, Paris, Leyva-Ramos, R.; Geankoplis, C. J. Diffusion in liquid-filled pores of activated carbon. I. pore volume diffusion. Can. J. Chem. Eng. 1994, 72, Lidefelt, J.-O. Adsorption equilibrium constants of methyl oleate and methyl linoleate in vapor phase on supported copper and nickel catalysts. J. Am. Oil Chem. Soc. 1983, 60, Lidefelt, J.-O.; Magnusson, J.; Schöön, N.-H. Vapor-phase hydrogenation of methyl oleate in the presence of a supported nickel catalyst. J. Am. Oil Chem. Soc. 1983, 60, Lin, Y. S.; Ma, Y. H. A comparative chromatographic study of liquid adsorption and diffusion in microporous and macroporous adsorbents. Ind. Eng. Chem. Res. 1989, 28, Lin, Y. S.; Ma, Y. H. Analysis of liquid chromatography with nonuniform crystallite particles. AIChE J. 1990, 36, Litchfield, C.; Lord, J. E.; Isbell, A. F.; Reiser, R. Cis trans isomerization of oleic, linoleic and linolenic acids. J. Am. Oil Chem. Soc. 1963, 40, Ma, Y. H.; Lin, Y. S. Adsorption and diffusion of liquids in Silicate using HPLC. AIChE Symposium series 1987, 83 (no. 259), Machiels, C. J.; Anderson, R. B. Hydrogenolysis of isopentane on Nickel. J. Catal. 1979, 60,

5 Magnusson, J. Competition for active sites between hydrogen and methyl esters of fatty acids in vapor phase on α-al 2 O 3 -supported copper and nickel catalysts. Ind. Eng. Chem. Res. 1987a. 26, Magnusson, J. H 2 /D 2 exchange as a model reaction for studying hydrogen adsorption on α- Al 2 O 3 -supported copper and nickel catalysts. Ind. Eng. Chem. Res. 1987b, 26, Marangozis, J.; Keramidas, O. B.; Paparisvas, G. Rate and mechanism of hydrogenation of cottonseed oil in slurry reactors. Ind. Eng. Chem., Process Des. Dev. 1977, 16, McGreavy, C; Draper, L.; Kam, E. K. T. Methodologies for the design of reactors using structured catalysts: modelling and experimental study of diffusion and reaction in structured catalysts. Chem. Eng. Sci. 1994, 49, Mendioroz, S.; Muñoz, V. Effect of the method of preparation on the activity of nickelkieselguhr for vegetable oil hydrogenation. Appl. Cat. 1990, 66, Mikahilenko, S. D.; Khodareva, T. A.; Leongardt, E. V.; Lyashenko, A. I.; Fasman, A. B. The effect of redox treatment on the structural, adsorptive and catalytic properties of Raney Nickel. J. Catal. 1990, 141, Mills, A. K.; Hockey, J. A. Selective adsorption of methyl esters of n-fatty acids at the Silica/Benzene and Silica/Carbon tetrachloride interface. part 1: Adsorption isotherms and part 2. Heats of adsorption. Trans. Faraday Soc. 1975, 71, Münzing, M. Kinetische untersuchungen zur selektiven hydrierung und isomerisierung pflanzlicher Öle an Kupferchromit. PhD thesis. E.T.H. Zürich, Münzing, M.; Kut, O. M.; Gut, G. Kinetik der Fetthärtung und Vergleich verschiedener Katalysatoren. Fette, Seifen, Anstrichm. 1986, 88, Niklasson, C.; Andersson, B.; Schöön, N.-H. Influence of hydrogen pressure on selectivity in consecutive hydrogenation reactions. Ind. Eng. Chem. Res. 1987, 26, Nielsen, K.; Hansen, H. J. M.; Nielsen, V. R. Selectivity in the hydrogenation of oleic-linoleic acid oils with commercial nickel catalysts. J. Am. Oil Chem. Soc. 1960, 37, Park, S. H.; Kim, Y. G. The effect of chemical reaction on effective diffusivity within biporous catalysts, Chem. Eng. Sci, 1984, 39, (I) and (II). Parfitt, G. D.; Rochester, C. H. Adsorption of small molecules. From: Adsorption from solution at the solid/liquid interface. Pihl, M.; Schöön, N.-H. Rate factors in liquid phase hydrogenation. I. Kinetics of the hydrogenation of cottonseed oil in the presence of a solid catalyst. Acta Polytech. Scand. Chem. Ind. Met. Ser. 1971, 100, Prairie, M. R; Bailey, J. E. Experimental and modelling investigations of steady-state and dynamic characteristics of ethylene hydrogenation on Pt/Al 2 O 3. Chem. Eng. Sci. 1987, 42, Press, W. H.; Flannery, B. P.; Teukolsky, S. A.; Vetterling, W. T. Numerical Recipes, Cambridge University Press, Reid, R. C.; Prausnitz, J. M.; Poling, B. E. The properties of gases and liquids. 4th ed. McGraw-Hill, New York, Ray, J. D. and Carr, B.T. Emperical modeling of soybean oil hydrogenation. J. Am. Oil Chem. Soc. 1985, 62, Rodrigo, M. T.; Daza, L.; Mendioroz, S. Nickel supported on natural silicates. Activity and selectivity in sunflower seed oil hydrogenation. App. Catal. 1992, 88, Rogers, D. W.; Hoyte, O. P. A.; Ho, R. K. C. Heats of hydrogenation of large molecules. Part 2-six unsaturated and polyunsaturated fatty acids. J. Chem. Soc. Faraday Trans , 74, Ruthven, D. M. Principles of adsorption and adsorption processes. John Wiley&Sons, Satterfield, C. N.; Colton, C. K.; Pitcher, Jr., W. H. Restricted diffusion in liquids within fine pores. AIChE J. 1973, 19, Stenberg, O.; Schöön, N.-H. Aspects of the graphical determination of the volumetric masstransfer coefficient (k l a) in liquid-phase hydrogenation in a slurry reactor. Chem. Eng. Sci. 1985, 40,

6 Stefanovic, S.; Albright, L. F. Catalyst studies for hydrogenation of vegetable oils. J. Am. Oil Chem. Soc. 1969, 46, Stefanovic, S.; Price, R. H.; Albright, L. F. Hydrogenation and isomerization of methyl 9- octadecenoates. Fette, Seifen, Anstrichmittel 1978, 80, Susu, A. A.; Ogunye, A. F. Nickel-catalyzed hydrogenation of soybean oil: I. Kinetic, equilibrium and mass transfer determinations. J. Am. Oil Chem. Soc. 1981, 58, Susu, A. A.; Ogunye, A. F.; Onyegbado, C. O. Kinetics and mechanism of nickel-catalysed palm oil hydrogenation. J. Appl. Chem. Biotechn. 1978, 28, Tumer, H. V.; Feugo, R. O.; Ward, T. L.; Cousins, E.R. Relative reactivity toward hydrogenation of the oleoyl group in the 2- and 1,3 positions of triglycerides. J. Am. Oil Chem. Soc. 1964, 6, Tsuto, K.; Harriott, P.; Bischoff, K. B. Particle mass transfer effects and selectivity in the palladium-catalyzed hydrogenation of methyl linoleate. Ind. Eng. Chem. Fundam. 1978, 17, Van der Plank, P. Isomerization phenomena during hydrogenation of methyl oleate and methyl elaidate over nickel-silica catalysts. J. Am. Oil Chem. Soc. 1972a, 49, Van der Plank, P. A criterion for detecting mass transport effects on double bond migration during the hydrogenation of methyl oleate using nickel-on-silica catalysts. J. Catal. 1972b, 26, Van der Plank, P.; Van Oosten, H. J. Study of the mechanism of double-bond isomerization in methyl 9-octadecenoates. J. Catal. 1975, 38, VandenHeuvel, F. The kinetics of the hydrogenation of pure fatty esters. I. Mono-olefinic systems: methyl oleate. J. Am. Oil Chem. Soc. 1956, 33, Veldsink, J. W.; Bouma, M. J.; Schöön, N.-H.; Beenackers, A. A. C. M. Heterogeneous hydrogenation of vegetable oils: a literature review. Cat. Rev.-Sci. Eng. 1997, 39, Wakeham, H.; Magne, F. Viscosities and densities of hydrogenated cottonseed oils. Ind. Eng. Chem. 1946, 36, Weller, S. W. Kinetics of heterogeneous catalysed reactions. Catal. Rev.-Sci. Eng. 1992, 34, Westerterp, K. R.; Van Swaaij, W. P. M.; Beenackers, A. A. C. M. Chemical reactor design and operation. John Wiley & Sons: New York, Wisniak, J.; Albright, L. F. Hydrogenating cottonseed oil at relatively high pressure. Ind. Eng. Chem. 1961, 53, Zwicky, J. J.; Gut, G. Kinetics, poisoning and mass transfer effects in liquid-phase hydrogenations of phenolic compounds over a palladium catalyst. Chem. Eng. Sci. 1978, 33,

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