Catalytic Selective Hydrogenation of Soybean Oil for Industrial Intermediates

Kyu-Wan Lee; Bai Xue Mei; Quan Bo; Young-Wun Kim; Keun-Woo Chung; Yohan Han

Journal of Industrial and Engineering Chemistry, Vol.13, No.4, 530-536, July, 2007

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Catalytic Selective Hydrogenation of Soybean Oil for Industrial Intermediates

Kyu-Wan Lee^†, Bai Xue Mei, Quan Bo, Young-Wun Kim¹, Keun-Woo Chung¹, and Yohan Han²

Division of Biological & Chemical Engineering, Yanbian University of Science and Technology, Yanji, Jilin, 133000, China
¹Surfactant & Lubricant Research Team, Korea Research Institute of Chemical Technology, PO Box 107 Yuseong, Daejeon, Korea
²Research Center for Green Chemistry Catalyst, Korea Research Institute of Chemical Technology, PO Box 107 Yuseong, Daejeon, Korea

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The catalytic selective hydrogenation of soybean oil, which is a renewable, sustainable, and easily biodegradable natural substance, was carried out over 42 % Ra-Ni, 5 % Pt/C, and 23 % Ni/SiO2 catalysts for the preparation of industrial intermediates, such as lubricant base oils. The rate of reduction of each component in the oil, with a maximum formation of oleic acid and a minimum increase in the amount of stearic acid, over 23% Ni/SiO2 was traced quantitatively by means of 1H-NMR spectroscopy and capillary gas chromatography. The occurrence of trans fatty esters during the hydrogenation was confirmed using FT-IR spectroscopy, but the presence of trans-olefins could not be confirmed.

Keywords:soybean oil;lubricant;catalytic reduction;trans fatty ester;transesterification

[References]

Nohair B, Especel C, Lafaye G, Marecot P, Hoang C, Barbier J, J. Mol. Catal. A-Chem., 229, 117 (2005)
Balakos MW, Hernandez EE, Catal. Today, 35(4), 415 (1997)
Jeon JK, Koh ST, Park YK, Suh DJ, Ihm SK, J. Ind. Eng. Chem., 11(1), 83 (2005)
Abimanyu H, Yoo KS, Moon DJ, Ahn BS, Song J, J. Ind. Eng. Chem., 11(4), 502 (2005)
Gabrovska M, Krstic J, Edreva-Kardjieva R, Stankovic M, Jovanovic D, Appl. Catal. A: Gen., 299, 73 (2006)
Selim MM, Hamdy I, El-Maksoud A, Microporous Mesoporous Mater., 85, 273 (2005)
Weissebach H, Tenside, 3, 285 (1966)
Ullmann’s Encyclopedia of Industrial Chemistry, Vol. A10, p. 186 (1987)
Fernandez MB, Piqueras CM, Tonetto GM, Crapiste G, Damiani DE, J. Mol. Catal. A-Chem., 233, 133 (2005)
Bernardini E, Vegetable oils and fats processing, Volume I~III, Interstampa, Rome (1982-4)
Erickson DR, Pryde EH, Brekke OL, Mounts TL, Falb RA, Handbook of Soy Oil Processing and Utilization, American Soybean Association and the American Oil Chemists’ Society. St. Louis, Missouri and Champaign, Illinois (1980)
Coenen JWE, J. Am. Oil Chem. Soc., 52, 382 (1976)
Kummerow FA, J. Am. Oil Chem. Soc., 51, 255 (1974)
Breton E, Marchal O, Riv. Ital. Sobstanze Grasse, 47, 231 (1970)
Gonzalezmarcos MP, Gutierrezortiz JI, Deelguea CG, Delgado JA, Gonzalezvelasco JR, Appl. Catal. A: Gen., 162(1-2), 269 (1997)
Drozdowski B, Szukalska E, Eur. J. Lipid Sci. Technol., 102, 642 (2000)
Robert AR, J. Am. Oil Chem. Soc., 46, 552 (1969)
Baylin A, Siles X, Donovan-Palmer A, Fernandez X, Campos H, J. Food Compos. Anal., 20, 182 (2007)
Ylmaz I, Gegel U, Food Control, 18, 635 (2007)

[Referenced By]

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[1] Nohair B, Especel C, Lafaye G, Marecot P, Hoang C, Barbier J, J. Mol. Catal. A-Chem., 229, 117 (2005)

[2] Balakos MW, Hernandez EE, Catal. Today, 35(4), 415 (1997)

[3] Jeon JK, Koh ST, Park YK, Suh DJ, Ihm SK, J. Ind. Eng. Chem., 11(1), 83 (2005)

[4] Abimanyu H, Yoo KS, Moon DJ, Ahn BS, Song J, J. Ind. Eng. Chem., 11(4), 502 (2005)

[5] Gabrovska M, Krstic J, Edreva-Kardjieva R, Stankovic M, Jovanovic D, Appl. Catal. A: Gen., 299, 73 (2006)

[6] Selim MM, Hamdy I, El-Maksoud A, Microporous Mesoporous Mater., 85, 273 (2005)

[7] Weissebach H, Tenside, 3, 285 (1966)

[8] Ullmann’s Encyclopedia of Industrial Chemistry, Vol. A10, p. 186 (1987)

[9] Fernandez MB, Piqueras CM, Tonetto GM, Crapiste G, Damiani DE, J. Mol. Catal. A-Chem., 233, 133 (2005)

[10] Bernardini E, Vegetable oils and fats processing, Volume I~III, Interstampa, Rome (1982-4)

[11] Erickson DR, Pryde EH, Brekke OL, Mounts TL, Falb RA, Handbook of Soy Oil Processing and Utilization, American Soybean Association and the American Oil Chemists’ Society. St. Louis, Missouri and Champaign, Illinois (1980)

[12] Coenen JWE, J. Am. Oil Chem. Soc., 52, 382 (1976)

[13] Kummerow FA, J. Am. Oil Chem. Soc., 51, 255 (1974)

[14] Breton E, Marchal O, Riv. Ital. Sobstanze Grasse, 47, 231 (1970)

[15] Gonzalezmarcos MP, Gutierrezortiz JI, Deelguea CG, Delgado JA, Gonzalezvelasco JR, Appl. Catal. A: Gen., 162(1-2), 269 (1997)

[16] Drozdowski B, Szukalska E, Eur. J. Lipid Sci. Technol., 102, 642 (2000)

[17] Robert AR, J. Am. Oil Chem. Soc., 46, 552 (1969)

[18] Baylin A, Siles X, Donovan-Palmer A, Fernandez X, Campos H, J. Food Compos. Anal., 20, 182 (2007)

[19] Ylmaz I, Gegel U, Food Control, 18, 635 (2007)