Abstract
Transesterification of soybean oil with methanol was investigated. Three stepwise and reversible reactions are believed to occur. The effect of variations in mixing intensity (Reynolds number=3,100 to 12,400) and temperature (30 to 70°C) on the rate of reaction were studied while the molar ratio of alcohol to triglycerol (6:1) and the concentration of catalyst (0.20 wt% based on soybean oil) were held constant. The variations in mixing intensity appear to effect the reaction parallel to the variations in temperature. A reaction mechanism consisting of an initial mass transfer-controlled region followed by a kinetically controlled region is proposed. The experimental data for the latter region appear to be a good fit into a second-order kinetic mechanism. The reaction rate constants and the activation energies were determined for all the forward and reverse reactions.
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References
Freedman, B., R.O. Butterfield, and E.H. Pryde, Transesterification Kinetics of Soybean Oil, J. Am. Oil Chem. Soc. 63:1375–1380 (1986).
Freedman, B., E.H. Pryde, and T.L. Mounts, Variables Affecting the Yield of Fatty Esters from Transesterified Vegetable Oils, Ibid.:1638–1643 (1984).
Ahn, E., E. Koncar, M. Mittelbach, and R. Marr, A Low-Waste Process for the Production of Biodiesel, Sep. Sci. Tech. 30:2021–2033 (1995).
Kusy, P.F., Transesterification of Vegetable Oils for Fuels, Proceedings of the International Conference on Plant and Vegetable Oils as Fuels, ASAE, St. Joseph, MI, 1982, pp. 127–137.
Tanaka, Y., A. Okabe, and S. Ando, Method for the Preparation of a Lower Alkyl Ester or Fatty Acid, U.S. Patent 4,303,590 (1981).
Sankaran, V., Transesterification of Triglycerides, U.S. Patent 4,966,876 (1990).
Farkas, L., O. Schachter, and B.H. Vromen, On the Rate of Acid-Catalyzed Transesterification of Butyl Alcohol and Ethyl Acetate, J. Am. Chem. Soc. 71:1991–1994 (1949).
Davies, B., and G.V. Jeffreys, Continuous Transesterification of Ethyl Alcohol and Butyl Acetate in a Sieve Plate Column. II. Batch Reaction Kinetics Studies, Trans. Inst. Chem. Eng. 51:271–274 (1973).
Sridharan, R., and I.M. Mathai, Transesterification Reactions, J. Sci. Ind. Res. 33:178–187 (1974).
Dufek, E.J., R.O. Butterfield, and E.N. Frankel, Esterification and Transesterification of 9(10)-Carboxystearic Acid and Its Methyl Esters. Kinetic Studies, J. Am. Oil Chem. Soc. 49:302–306 (1972).
Solov’ev, V.V., B.N. Bychkov, G.N. Koshel, and L.A. Rodivilova, Kinetics of Esterification of C18 Unsaturated Fatty Acids by Methyl Alcohol, Zhurnal Prikladoni Khimii 62:2128–2131 (1989).
Erciyes, A.T., L. Dandik, and O.S. Kabasakal, The Kinetics of the Esterification Reaction Between Castor Oil and Oleic Acid, J. Am. Oil Chem. Soc. 68:639–641 (1991).
Yong, Y.P., W.R. Murphy, and E. Robinson, Esterification Using an Immobilized Enzyme on Porous Polymeric Supports, ChemE Res. Event:474–476 (1994).
Moore, S.R., and J. Davies, The Kinetics of Lipase-Catalyzed Interesterification of Fats and Oils, Ibid.:526–528 (1994).
Method Ca 5a-40. Sampling and Analysis of Commercial Fats and Oils for Free Fatty Acids, in Official Methods and Recommended Practices of the American Oil Chemists’ Society, 4th edn., edited by W.E. Link, Champaign, American Oil Chemists’ Society, 1989.
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Noureddini, H., Zhu, D. Kinetics of transesterification of soybean oil. J Amer Oil Chem Soc 74, 1457–1463 (1997). https://doi.org/10.1007/s11746-997-0254-2
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DOI: https://doi.org/10.1007/s11746-997-0254-2