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Hydrolysis of Epoxidized Soybean Oil in the Presence of Phosphoric Acid

  • Original Paper
  • Published:
Journal of the American Oil Chemists' Society

Abstract

Ring-opening hydrolysis of epoxidized soybean oil in the presence of phosphoric acid was studied under varying experimental conditions. The influence of type and amount of solvents, phosphoric acid content and water content on the rate of ring-opening reactions and the characteristics of the derived products were studied. The soy-polyols prepared were characterized by determination of hydroxyl content, viscosity measurements, determination of average molecular weight and polydispersity index (GPC). The structural confirmation was done by FT-IR and 1H-NMR spectroscopy. The study shows that under the reaction conditions employed, a substantial degree of oligomerization due to oxirane-oxirane, and/or oxirane-hydroxyl reaction takes place. It is possible to synthesize soy-polyols having varying hydroxyl content and phosphate-ester functionality by controlling the type and amount of polar solvent and phosphoric acid content.

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Acknowledgments

The authors would like to acknowledge the United Soybean Board for the financial support for this research project.

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Authors and Affiliations

  1. Institute for Environmental and Industrial Science, Texas State University, San Marcos, TX, 78666, USA

    Yinzhong Guo, Jon H. Hardesty, Vijay M. Mannari & John L. Massingill Jr

  2. The Dow Chemical Co., Midland, MI, 48674, USA

    Yinzhong Guo

  3. Eastern Michigan University, Ypsilanti, MI, USA

    Vijay M. Mannari

Authors
  1. Yinzhong Guo
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  2. Jon H. Hardesty
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  3. Vijay M. Mannari
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  4. John L. Massingill Jr
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Correspondence to John L. Massingill Jr.

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Guo, Y., Hardesty, J.H., Mannari, V.M. et al. Hydrolysis of Epoxidized Soybean Oil in the Presence of Phosphoric Acid. J Am Oil Chem Soc 84, 929–935 (2007). https://doi.org/10.1007/s11746-007-1126-5

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  • DOI: https://doi.org/10.1007/s11746-007-1126-5

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