Abstract
A continuous process for the glycerolysis of soybean oil with pure and crude glycerol, the co-product from the transesterification of soybean oil, was investigated in a pilot plant. The process was equipped with a static and a high-shear mixer. The experimental studies explored the effects of variations in mixing intensity, temperature, reactant flow rates, and reactant stoichiometry on the formation of MG and DG. The developed process resulted in high conversion of TG to MG. The most favorable conditions were 230°C, 40 mL/min total flow, 25 min of reaction time, 2.5∶1 molar ratio of glycerol/soybean oil, and 3600 rpm for the reactions involving crude glycerol where the concentrations of MG and DG in the product were about 56 and 36 wt%, respectively. Under similar conditions, glycerolysis of pure glycerol resulted in 58% MG and 33% DG. In general, higher temperatures and mixing intensities favored the conversion of TG to MG and DG. Reaction temperature had a greater influence on the extent of the reaction than mixing. The formation of MG approached equilibrium for nearly all cases under investigation.
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References
Meffert, A., Technical Uses of Fatty Acid Esters, J. Am. Oil Chem. Soc. 61:255–258 (1984).
Lauridsen, J.B., Food Emulsifiers: Surface Activity, Edibility, Manufacture, Composition, and Application, 53:400–407 (1976).
Sonntag, N.O.V., Glycerolysis of Fats and Methyl Esters: Status, Review, and Critique, 59:795A-802A (1982).
Cao, S.G., X.G. Gao, and K.E. Zhang, Enzymatic Preparation of Monoglycerides via Glycerolysis of Fats and Oils Catalyzed by Lipase from Pseudomonas Species, Ann. NY Acad. Sci. 799:670–677 (1996).
Noureddini, H., and S.E. Harmeier, Enzymatic Glycerolysis of Soybean Oil, J. Am. Oil Chem. Soc. 75:1359–1365 (1998).
Elfman-Borjesson, I., and M. Harrod, Synthesis of Monoglycerides by Glycerolysis of Rapeseed Oil Using Immobilized Lipase, 76:701–708 (1999).
Rendon, A., A. Lopez-Munguia, and A. Castillo, Solvent Engineering Applied to Lipase-Catalyzed Glycerolysis of Triolein, 78:1061–1066 (2001).
Jackson, M.A., and J.W. King, Lipase-Catalyzed Glycerolysis of Soybean Oil in Supercritical Carbon Dioxide, 74:103–106 (1997).
Krustanov, P., I. Marinchevski, R. Chobanova, and N. Pekhlivanov, Technology for the Production of Monoglyceride Emulsifiers (abstract), Maslo-Sapunena Prom. 87:203382v (1974).
Birnbaum, H., and J. Lederer, Process for Producing Monoglycerides of Fatty Acids, U.S. Patent 3,102,129 (1963).
Demmering, G., and G. Effey, Continuous Production of Fatty Acid Monoglycerides, German Patent 3,020,566 (1981).
Allen, R.R., and R.L. Campbell Jr., Process for the Manufacture of Fatty Acid Esters, U.S. Patent 3,313,834 (1967).
Chang, S.S., and L.H. Wiedermann, Continuous Manufacture of Monoglycerides, U.S. Patent 3,079,412 (1963).
Official Methods and Recommended Practices of the American Oil Chemists’ Society, 4th edn., edited by D. Firestone, AOCS Press, Champaign, 1993, Method Ca 5a-40.
Noureddini, H., D. Harkey, and V. Medikonduru, A Continuous Process for the Conversion of Vegetable Oils into Methyl Esters of Fatty Acids, J. Am. Oil Chem. Soc. 75:1755–1783 (1998).
Noureddini, H., and V. Medikonduru, Glycerolysis of Fats and Methyl Esters, 74:419–425 (1997).
Brandner, J.D., and R.L. Birkmeier, Relative Esterification of the Primary and Secondary Hydroxyl Groups of Glycerol, 37:390–396 (1960).
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Noureddini, H., Harkey, D.W. & Gutsman, M.R. A continuous process for the glycerolysis of soybean oil. J Amer Oil Chem Soc 81, 203–207 (2004). https://doi.org/10.1007/s11746-004-0882-y
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DOI: https://doi.org/10.1007/s11746-004-0882-y