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Carbonation of Epoxidized Soybean Oil Improved by the Addition of Water

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Journal of the American Oil Chemists' Society

Abstract

Carbonated soybean oil was synthesized from epoxidized soybean oil and CO2 at atmospheric pressure and with tetrabutylammonium bromide (TBABr) as catalyst. Kinetic parameters, i.e., rate constants, activation energy and pre-exponential factors were determined. The effects of catalyst concentration and water content were studied. The reaction followed first-order kinetics with respect to epoxide at 100–140 °C. A steep increase in conversion (ca. 30 %) was obtained by increasing the amount of catalyst from 3 to 5 %. Further increasing the amount of catalyst to 7 % increased the conversion less than 10 %. The reaction proceeded faster when water was added; reaction times with water were ca. 70 % of the reaction times without water. Titration, FTIR and 1H-NMR analyses indicated ca. 90 % conversion and ca. 88 % selectivity towards the carbonate after 70 h at 120 °C with 5 % mol TBABr and 1:3 molar ratio of water to epoxide.

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Acknowledgments

The authors thank the “Departamento administrativo de ciencia, tecnología e innovación-COLCIENCIAS” and the “Universidad de Antioquia”.

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Authors and Affiliations

  1. Grupo Procesos Fisicoquímicos Aplicados, Sede de Investigación Universitaria, Universidad de Antioquia, Cra. 53 #61-30, Medellín, Colombia

    Paula Mazo & Luis Rios

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  1. Paula Mazo
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  2. Luis Rios
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Correspondence to Luis Rios.

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Mazo, P., Rios, L. Carbonation of Epoxidized Soybean Oil Improved by the Addition of Water. J Am Oil Chem Soc 90, 725–730 (2013). https://doi.org/10.1007/s11746-013-2214-3

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  • DOI: https://doi.org/10.1007/s11746-013-2214-3

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