Continuous Synthesis of Oleyl Oleate in Supercritical Carbon Dioxide using Solid p-Toluenesulfonic Acid as Catalyst

Document Type: Research Article

Authors

1 Department of Chemistry, Esfahan University of Technology, Zip code 84154, Esfahan, I.R. IRAN

2 Tohoku National Industrial Research Institute, 4-2-1 Nigatake, Miyagino-ku, Sendai, 983-0036, JAPAN

Abstract

Supercritical carbon dioxide (SC-CO2) was used as solvent to synthesize oleyl oleate as an analog of Jojoba oil from oleic acid and oleyl alcohol with high conversion (100%) of the acid into ester in a short time of 100 min. Utilizing a low cost solid catalyst, p-toluenesulfonic acid monohydrate (PTSA), the esterification reaction was performed, without any prior preparation step, in a flow mode, at a pressure of 147 bar and a temperature of 60 °C. This method seems industrially suitable for the production of oleyl oleate. The solubility of a mixture of oleyl alcohol and oleic acid in SC-CO2 were also measured to calculate the alcohol to acid ratio and the esterification yield.

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