Abstract
Crambe seed (Crambe abyssinica) is an excellent, recently established source of high-erucic acid oil. Erucic acid has a number of important and potential applications. To develop this potential, a rapid bench-scale method was desired whereby purified erucic acid in up to several 100-g quantities could be produced from crambe seed. Using the method developed, oil was expressed from dried, intact seed; clarified, degummed, and bleached; and saponified and acidified to obtain the free fatty acids. Analysis by inductively coupled plasma of the free fatty acids showed negligible levels of phosphorus and most minerals. Erucic acid was twice crystallized from 95% ethanol at −14°C, resulting in a purity of 87.1%. This process yielded 365 g erucic acid crystals per kg bleached oil. Nuclear magnetic resonance analysis showed that the prepared erucic acid had an excellent pattern of correlation with a commercial standard. The time needed to convert 1 kg of crambe seed to erucic acid is about 48 h. Crystal filtration and drying stages under the current process conditions require 30% of the overall time. The method is suitable for producing adequate quantities of erucic acid for use in studies of its bench-scale conversion. There is obviously, still, a fruitful field of work to be explored in the formalization of refining procedures for crambe oil. It seems that crambe is destined to continue expansion into the high-erucic acid oil markets.
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References
McNeill, G.P., Enzymatic Process for the Isolation of Erucic Acid from Vegetable Oils, U.S. Patent 5,633,151 (1997).
Lazzeri, L., O. Leoni, L.S. Conte, and S. Palmieri, Some Technological Characteristics and Potential Uses of Crambe abyssinica Products, Ind. Crops Prod. 3:103–112 (1994).
Gardner, J.C., Crambe: New Routes from Farm to Market, INFORM 7:986–989 (1996).
Mikolajczak, K.L., T.K. Miwa, F.R. Earle, and I.A. Wolff, Search for New Industrial Oils. V. Oils of Cruciferae, J. Am. Oil Chem. Soc. 38:678–681 (1961).
Massoura, E., J.M. Vereijken, P. Kolster, and J.T.P. Derksen, Isolation and Functional Properties of Proteins from Crambe abyssinica Oil Seeds, in Progress in New Crops, edited by J. Janick, ASHS Press, Alexandria, VA, 1996, pp. 322–327.
Carlson, K.D., J.C. Gardner, V.L. Anderson, and J.J. Hanzel, Crambe: New Crop Success, Ibid.,, edited by J. Janick, ASHS Press, Alexandria, VA, 1996, pp. 306–322.
Golz, T., Crambe, North Dakota State University, Fargo, ND, Alternative Agriculture Series, Number 4, January 1993, p. 2.
Chapman, P., HEAR Oil Supply Crimp Affecting Erucic Users, Chemical Marketing Reporter, Schnell Publishing Co., New York, NY, May 6, 1996, p. 10.
Dolack, P., HEAR Oil Prices Higher Due to Supply Tightness, Ibid., March 4, 1996, p. 10.
Sibi, Mukund P., P. Boudjouk, and J. Ji, Method for Preparation of Carboxylic Acids, U.S. Patent 5,596,111 (1997).
Hagemann, J.W., K.L. Mikolajczak, and I.A. Wolff, Purification of Erucic Acid by Low-Temperature Crystallization, J. Am. Oil Chem. Soc. 39:196–197 (1962).
Taufel, K., K.O. Heims, and C. Franzke, Zur Darstellung von Erucasaure aus Rubol mit Hilfe der Tieftemperatur-Kristallisation, Fette Seifen Anstrichm. 64:1023–1026 (1962).
Chobanov, D., M. Agova, A. Popov, E. Chooparova, and C. Hadjikolev, Preparation of Pure Erucic Acid, Chem. Ind., April 3, 1965, p. 606.
Approved Methods of the American Association of Cereal Chemists, American Association of Cereal Chemists, St. Paul, 1983, AACC Methods 30–25, 44-19.
Nilsson-Johansson, L., U. Brimberg, and G. Haraldsson, Experience of Prerefining of Vegetable Oils with Acids, Fat Sci. Technol. 90: 447–451 (1988).
Official Methods and Recommended Practices of the American Oil Chemists’ Society, 4th edn., American Oil Chemists’ Society, Champaign, 1989, Methods Cc 8b-52, Cd 3-25.
Metcalfe, L.D., and C.N. Wang, Rapid Preparation of Fatty Acid Methyl Esters Using Organic Base-Catalyzed Transesterification, J. Chromatogr. Sci. 19:530–535 (1981).
Havlin, J.L., and P.N. Soltanpour, A Nitric Acid Plant Tissue Digest Method for Use with Inductively Coupled Plasma Spectrometry, Commun. Soil Sci. Plant Anal. 11:969–980 (1980).
Statistical Analysis System, SAS/STAT User’s Guide, Version 6, 4th edn., Vol. 2, SAS Institute, Cary, 1990.
Hvolby, A., Removal of Nonhydratable Phospholipids from Soybean Oil, J. Am. Oil Chem. Soc. 48:503–509 (1971).
Segers, J.C., Superdegumming, a New Degumming Process and Its Effect on the Effluent Problems of Edible Oil Refining, Fette Seifen Anstrichm. 84:543–546 (1982).
Segers, J.C., Possibilities and Limitations for Decreasing the Environmental Load from the Refining of Edible Oils and Fats, Ibid.:541–543 (1985).
Thompson, J.C., and C.L. Peterson, An Automated Small Scale Oil Seed Processing Plant for Production of Fuel for Diesel Engines, Vegetable Oil Fuels, ASAE Publication No. 4-82, ASAE, St. Joseph, MI, 1982, pp. 260–268.
Kirschenbauer, H.G., Fats and Oils: An Outline of Their Chemistry and Technology, 2nd edn., Reinhold Publishing Co., New York, 1960, p. 115.
Othmer, K., Carboxylic Acids, in Encyclopedia of Chemical Technology, 4th edn., Vol. 5, edited by J.I. Kroschwitz, John Wiley & Sons, Inc., New York, 1993, p. 170.
Timms, R.E., Crystallization of Fats, in Developments in Oils and Fats, edited by R.J. Hamilton, Blackie Academic & Professional, New York, p. 205.
Sonntag, N.O.V., Composition and Characteristics of Individual Fats and Oils, in Bailey’s Industrial Oil and Fat Products, 4th edn., Vol. 1, edited by D. Swern, John Wiley & Sons, New York, 1979, p. 423.
Formo, M.W., Physical Properties of Fats and Fatty Acids, in Ibid., 4th edn., Vol. 1, edited by D. Swern, John Wiley & Sons, New York, 1979, p. 195.
Wineburg, J.C., and D. Swern, NMR Chemical Shift Reagents in Structural Determination of Lipid Derivatives: II. Methyl Petroselinate and Methyl Oleate, J. Am. Oil Chem. Soc. 49:267–273 (1972).
McGinley, L., Analysis and Quality Control for Processing and Processed Fats, in Analysis of Oilseeds, Fats and Fatty Foods, edited by J.B. Rossell and J.L.R. Pritchard, Elsevier Applied Science, New York, 1991, pp. 444–475.
Patterson, H.B.W., Important Tests Relating to Bleaching, in Bleaching and Purifying Fats and Oils: Theory and Practice, American Oil Chemists’ Society Press, Champaign, 1992, pp. 217–218.
Daun, J.K., and D.I. McGregor, Glucosinolates in Seeds and Residues, in Ibid., American Oil Chemists’ Society Press, Champaign, 1992, p. 191.
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Vargas-Lopez, J.M., Wiesenborn, D., Tostenson, K. et al. Processing of crambe for oil and isolation of erucic acid. J Amer Oil Chem Soc 76, 801–809 (1999). https://doi.org/10.1007/s11746-999-0069-4
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DOI: https://doi.org/10.1007/s11746-999-0069-4