Dimercaptothiadiazole-derived, organic esters, amides and amine salts as multifunctional antioxidant/antiwear additives
AssigneeMobil Oil Corporation
InventorsRobert H. Davis, Liehpao O. Farng, Andrew G. Horodysky
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Abstract
Reaction products of Dimercaptothiadiazole-derived alcohols and alkenyl succinic anhydrides and their subsequent amine reaction products have been found to be effective antiwear/antioxidant multifunctional additives for lubricants.
Claims36
A product of reaction having multifunctional antiwear/antioxidant characteristics when admixed with various lubricating media prepared by reacting (1) a dimercaptothiadiazole with an epoxide to form dimercaptothiadiazole-derived alcohols which are thereafter (2) reacted with hydrocarbyl succinic anhydrides to form succinic acid esters which are thereafter (3) reacted with hydrocarbyl amines to produce the desired ammonium salt/amine/ester/acid derivative and wherein the reaction temperatures vary from about 50 to about 300.degree. C., the pressure varies from ambient to slightly higher and the reaction time varies from about 0.5 to about 10 hours or more.
A lubricant composition comprising a major amount of and oil of lubricating viscosity or grease prepared therefrom and a minor amount of a product of reaction by reacting (1) a dimercaptothiadiazole with an epoxide to form dimercaptothiadiazole-derived alcohols which are then (2) reacted with hydrocarbyl succinic anhydrides to form succinic acid esters which are thereafter (3) reacted with suitable amines to produce the desired ammonium salt/amine/ester/acid derivatives.
A product of reaction prepared by reacting (1) a dimercaptothiadiazole with an alkylene oxide to form dimercaptothiadiazole-derived alcohols which are thereafter (2) reacted with alkenyl succinic anhydrides to form succinic acid esters which are thereafter (3) reacted with suitable amines to produce the desired ammonium salt/amine/ester/acid derivative as generally described below:
- ##STR4## or:
- R'OH and HO--R'--OH ##STR5## where R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, or C.sub.1 to about C.sub.30 hydrocarbyl and optionally contain additional sulfur, oxygen or nitrogen, and where R' represents the dimercaptothiadiazole-derived moiety, where R.sub.5 to R.sub.8 are independently hydrogen or hydrocarbyl, aralkyl, or cycloakyl groups of C.sub.1 to about C.sub.10 and R.sub.9 is a hydrocarbon based group of C.sub.1 to about C.sub.60 and where R.sub.10, R.sub.11 are independently hydrogen or hydrocarbyl, aralkyl, aryl, or cycloalkyl groups of C.sub.1 to about C.sub.60, or hydrocarboxy hydrocarbylene groups.
Dependencies are inferred from the claim text.