Submitted to: Surfactants in Tribology
Publication Type: Book / Chapter
Publication Acceptance Date: 3/30/2012
Publication Date: 3/20/2013
Citation: Doll, K.M., Biswas, A. 2013. A biobased nitrogen-containing lubricant additive synthesized from expoxidized methyl oleate using an ionic liquid catalyst. In: Biresaw, G., Mittal, K.L., editors. Surfactants in Tribology. Volume 3. Boca Raton, FL: CRC Press. p. 131-145.
Technical Abstract: Utilizing an epoxidation route, an aniline adduct was synthesized from methyl oleate. An ionic liquid, 1-methylimidazolium tetrafluoroborate, was found to be the key for this catalytic system. The reaction produces a product with the aniline incorporated into the fatty chain, at the 9(10) position, and fatty amide is not produced. The product is an effective antiwear additive in polyalphaolefin lubricants, reducing the measured wear of a friction and wear test from 0.51 mm to below 0.47 mm. The material also improved the oxidation onset temperature of the lubricant solution by more than 25 deg C.