ARS | Publication request: Synthesis and properties of phosphono-derivatives of methyl stearate

Submitted to: Society of Tribologists and Lubrication Engineers
Publication Type: Abstract Only
Publication Acceptance Date: December 15, 2011
Publication Date: May 6, 2012
Citation: Bantchev, G.B., Biresaw, G., Cermak, S.C. 2012. Synthesis and properties of phosphono-derivatives of methyl stearate [abstract]. Society of Tribologists and Lubrication Engineers Annual Meeting & Expo. p. 112.

Technical Abstract: A series of phosphono-derivatives of methyl stearate (PhDMS) were synthesized from methyl oleate and dialkyl H-phosphonates (dialkyl-phosphites). The alkyl groups in the phosphonates were methyl, ethyl, and butyl. The reaction can be carried to 98+% completion with a radical initiator. It is possible to initiate the reaction thermally, but then the rates are much slower. PhDMS were characterized with GC-MS, NMR, and IR, and were tested tribologicaly. PhDMS showed improved cold flow and anti-wear properties. No big difference was observed between the properties of derivatives with different alkyl groups. PhDMS were effective anti-wear additives even at the lowest concentration tested (0.06 wt. % phosphorus).