The physicochemical and tribological properties of oleic acid based triester biolubricants

Currently, increasing pollutants in the environment lead to an increase in the use of plant oil based biolubricants. These products could lead to a significant reduction in environmental pollution and thus contribute to the discovery of a replacement for petroleum-based lubricants. Plant oils are advantageous because they are rapidly biodegradable, renewable, excellent lubricants and inexpensive to produce. However, these oils show poor stability to oxidation and unfavorable properties at low temperatures. Thus, this work outlines modifications in the epoxidation, oxirane ring opening, esterification and acylation reactions used to produce oleic acid based triester derivatives. These products have improved physicochemical and tribological properties that make them good biolubricant base stock candidates. Octyl 9-(lauroyloxy)-10-(behenoxy)octadecanoate 22 has the lowest pour point (-45 degrees C) while octyl 9-(lauroyloxy)-10-(octyloxy)octadecanoate 16 has the highest onset temperature. Based on the results, an increase in mid chain substituent length improves the pour point and anti-wear properties but conversely lowers the onset temperature. (C) 2011 Elsevier B.V. All rights reserved.