Lubricants and lubricant additives: III. Performance characteristics of some thioacetate, phosphorodithioate, and hexachlorocyclopentadiene derivatives of stearic acid amides and esters

Abstract and Summary

A number of N-mono, N,N-disubstitured amides, and esters of substituted fatty acids have been prepared and evaluated as base lubricants and lubricant additives for paraffin (S-105) or diester (DOS) base oils. The effect of acetylthio, phosphorodithio, thio, chloro, and bromotrichloromethyl substituents, as well as hexachlorocyclopentadiene adducts upon performance as antiwear and extreme-pressure lubricants was investigated. Sulfurized 1,4-bis(pentachlorostearoyloxy)-2-butene was most effective in extreme-pressure (EP) tests, both neat and as an additive for S-105 and DOS base oils. Several of the phosphorodithio derivatives have good antiwear properties when formulated in one or both of the base oils, and were also fair EP additives. Of the addition compounds evaluated in this study, the phosphorodithio derivatives offer the most promise for development as antiwear additives for both paraffin and diester base oils. The sulfurized products offer the most promise as EP additives.