Kinetics of Epoxidation of Vegetable Oils Catalyzed by Formic Acid, Peroxophosphatotungstate and Methyltrioxorhenium

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Abstract:

The kinetics of epoxidation of vegetable oils by traditional route (formic acid) or novel routes (peroxophosphatotungstate, methyltrioxorhenium) with hydrogen peroxide (H2O2, 30 wt. %) were investigated. The mathematical models describing the kinetics of epoxidation were developed. Using a linear fit method, kinetic parameters were estimated by fitting experimental data. The activation energy of the epoxidation reaction decreased in the following order: peroxophosphatotungstate > formic acid > methyltrioxorhenium. Other oils were also investigated under the same conditions. Results showed that the activation energy of epoxidation was in the order; rapeseed oil < fatty acid methyl ester < soybean oil < sunflower oil. Thermodynamic parameters of the epoxidation of vegetable oils were also obtained.

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Advanced Materials Research (Volumes 560-561)

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184-190

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August 2012

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© 2012 Trans Tech Publications Ltd. All Rights Reserved

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[1] J. van der Geer, J.A.J. Hanraads, R.A. Lupton, The art of writing a scientific article, J. Sci. Commun. 163 (2000) 51-59.

Google Scholar

[1] L.A. Rios, P. Weckes, H. Schuster, Mesoporous and amorphous Ti-silicas on the epoxidation of vegetable oils, J. Catal. 232 (2005) 19-26.

DOI: 10.1016/j.jcat.2005.02.011

Google Scholar

[2] M.R. Klaas, S. Warwel, Complete and partial epoxidation of plant oils by lipase-catalyzed perhydrolysis, Ind. Crops Prod. 9 (125-132) 1999.

DOI: 10.1016/s0926-6690(98)00023-5

Google Scholar

[3] U. Biermann, W. Friedt, S. Lang, New Syntheses with Oils and Fats as Renewable Raw Materials for the Chemical Industry, Angew. Chem. Int. Ed. 39 (2206-2204) 2000.

DOI: 10.1002/1521-3773(20000703)39:13<2206::aid-anie2206>3.0.co;2-p

Google Scholar

[4] M.A.R. Meier, J.O. Metzger, U.S. Schubert, Plant oil renewable resources as green alternatives in polymer science, Chem. Soc. Rev. 36 (2007) 1788-1802.

DOI: 10.1039/b703294c

Google Scholar

[5] P. Czub, Application of Modified Natural Oils as Reactive Diluents for Epoxy Resins, Macromol. Symp. 242 (60-64) 2006.

DOI: 10.1002/masy.200651010

Google Scholar

[6] G.D. Yadav, D.V. Satoskar, Kinetics of epoxidation of alkyl esters of undecylenic acid: Comparison of traditional routes vs. ishii-venturello chemistry, J. Am. Oil. Chem. Soc. 74 (1997) 397-407.

DOI: 10.1007/s11746-997-0097-x

Google Scholar

[7] P.P. Jiang, M. Chen, Y.M. Dong, Novel Two-Phase Catalysis with Organometallic Compounds for Epoxidation of Vegetable Oils by Hydrogen Peroxide, J. Am. Oil. Chem. Soc. 87 (2010) 83-91.

DOI: 10.1007/s11746-009-1469-1

Google Scholar

[8] M. Chen, P.P. Jiang, X. Ye, New Epoxidation Process of Biological Oils and Fats and Its Mechanism, Acta Chimica Sinica. 67 (2009) 1412-1416.

Google Scholar

[9] Y. Miyake, K. Yokomizo, N. Matsuzaki, Rapid determination of iodine value by 1H nuclear magnetic resonance spectroscopy, J. Am. Oil. Chem. Soc. 75 (1998) 15-19.

DOI: 10.1007/s11746-998-0003-1

Google Scholar

[10] F.D. Gunstone, The study of natural epoxy oils and epoxidized vegetable oils by 13C nuclear magnetic resonance spectroscopy, J.Am. Oil. Chem Soc. 70 (1993)1139-1144.

DOI: 10.1007/bf02632156

Google Scholar

[11] C. Frederick, J. Frostick, P.P. Benjamin, Synthesis of Some Epoxy Vinyl Monomers by Epoxidation with Peracetic Acid, J. Am. Chem. Soc. 81 (1959) 3350-3356.

DOI: 10.1021/ja01522a048

Google Scholar