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United States Department of Agriculture

Agricultural Research Service

Title: Synthetic Lubricants from Epoxidized Soybean Oil and 2-Ethylhexyl Alcohol

Authors
item Hwang, Hong-Sik - INDIUM CORP, UTICA, NY
item Adhvaryu, Atanu - PENN STATE, UNIV PK, PA
item Erhan, Sevim

Submitted to: World Conference and Exhibition on Oilseed and Edible, Industrial and Speci
Publication Type: Abstract Only
Publication Acceptance Date: August 16, 2002
Publication Date: N/A

Technical Abstract: Economically adaptable bio-based synthetic lubricant basestocks were prepared from epoxidized soybean oil (ESO) and 2-ethylhexyl alcohol in the presence of catalytic sulfuric acid. 1H NMR has shown that the ring-opening reaction occurs first and then transesterification follows under the given reaction conditions. Other catalysts including p-toluenesufonic acid, boron trifluoride, and sodium methoxide were examined for the ring-opening reaction. Pour points of the ring-opened products were observed as low as 21C and 30C without and with 1% of PPD (pour point depressant), respectively. Effect of the esterification of hydroxy groups in the ring-opened products was investigated. Pour point depression of the products by adding poly alpha olefin (PAO) has been tested. Oxidative stability of the product has been examined using PDSC (pressurized differential scanning calorimetry) and compared with those of synthetic lubricant basestocks, PAO and a synthetic ester.

Last Modified: 8/27/2014
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