Mixed esters of xanthogenic acids containing carbonyl, dithiocarbamine and thiocyane group and their research as additives improving tribological characteristics

Abstract

On the basis of environmentally friendly raw materials of glycerol, by its interaction with monochloroacetic acid, 1,2,3-(trichloroacetyl)triglyceride was synthesized, which is used for further syntheses of xanthogenic acid derivatives containing a number of functional groups  dithiocarbamic, thiocyanic. The reaction of 1,2,3-(trichloroacetyl) triglyceride with potassium alkylxanthate in a ratio of 1:1 and 1:2 gave 1-butylxanthogenatoacetoxy-2,3-(dichloroacetoxy) propane and 1,3-di(alkylxanthogenatoacetoxy)-2-chloroacetoxypropane. Mixed esters of xanthogenic acid containing dithiocarbamic and thiocyanic groups were synthesized by the interaction of 1,2,3-(trichloroacetyl) triglyceride in the corresponding sequence, first with sodium diethyl dithiocarbamate, with potassium butylxanthate, as a result 1-butylxanthogenatoacetoxy-2-chloracetoxy-3-(diethyldithiocarbamatoacetoxy) propane. Sequential reaction of 1,2,3-(trichloroacetyl) triglyceride with potassium rhodanide with potassium butylxanthate gave 1-butylxanthogenatoacetoxy-2-chloroacetoxy-3-(thiocyanatoacetoxy)propane. The structure of the synthesized compounds has been proven by IR spectroscopy. The compounds have been tested as additives to improve the tribological characteristics of oils and have been shown to be effective.