Friction modifiers and/or wear inhibitors derived from hydrocarbyl amines and cyclic carbonates

Abstract

A lubricating oil composition comprising a major amount of base oil of lubricating viscosity and a minor amount of an additive comprising the reaction product obtained by reacting a cyclic carbonate and a hydrocarbyl amine having the formula: R 1 R 2 NH in which R 1 is hydrogen, or a hydrocarbyl group containing 1 to 40 carbon atoms, and R 2 is a hydrocarbyl group containing 1 to 40 carbon atoms.

1 . A lubricating oil composition comprising a major amount of base oil of lubricating viscosity and a minor amount of an additive comprising the reaction product obtained by reacting a cyclic carbonate and a hydrocarbyl amine having the formula (I):
   R 1 R 2 NH   (I)   in which R 1  is hydrogen, or a hydrocarbyl group containing 1 to 40 carbon atoms, and R 2  is a hydrocarbyl group containing 1 to 40 carbon atoms.   
   
   
       2 . The lubricating oil composition of  claim 1  wherein R 1  is hydrogen, or a hydrocarbyl group containing 8 to 28 carbon atoms. 
   
   
       3 . The lubricating oil composition of  claim 2 , wherein said hydrocarbyl comprises a linear and/or branched, alkyl and/or alkenyl group. 
   
   
       4 . The lubricating oil composition of  claim 1  wherein R 2  is a hydrocarbyl group containing 8 to 28 carbon atoms. 
   
   
       5 . The lubricating oil composition of  claim 4 , wherein said hydrocarbyl comprises a linear and/or branched, alkyl and/or alkenyl group. 
   
   
       6 . The lubricating oil composition of  claim 1  wherein said hydrocarbyl amine is a primary amine. 
   
   
       7 . The lubricating oil composition of  claim 1  wherein said cyclic carbonate is selected from the group consisting of ethylene carbonate, propylene carbonate, and glycerol carbonate. 
   
   
       8 . The lubricating oil composition of  claim 1  further comprising at least one co-additive selected from: (a) an ashless dispersant; (b) an oxidation inhibitor; (d) a demulsifier; (e) an extreme pressure agent; (f) a multifunctional additive; (g) a viscosity index improver; (h) a pour point depressant; (i) a foam inhibitor; and (j) an emulsifier. 
   
   
       9 . The lubricating oil composition of  claim 1  wherein said reaction of said cyclic carbonate and said hydrocarbyl amine occurs at a molar ratio of hydrocarbyl amine to cyclic carbonate of 0.5:1 to 2:1 and at a temperature range of between 60° C. and 180° C. 
   
   
       10 . The lubricating oil composition of  claim 9  wherein said hydrocarbyl amine comprises oleylamine, and wherein said cyclic carbonate comprises glycerol carbonate. 
   
   
       11 . The lubricating oil composition of  claim 1  wherein said hydrocarbyl amine comprises 2-ethylhexylamine, and wherein said cyclic carbonate comprises ethylene carbonate. 
   
   
       12 . The lubricating oil composition of  claim 1  wherein said hydrocarbyl amine comprises oleylamine, and wherein said cyclic carbonate comprises glycerol carbonate. 
   
   
       13 . The lubricating oil composition of  claim 1  wherein said reaction product is formed prior to addition to said base oil of lubricating viscosity. 
   
   
       14 . The process of  claim 1  wherein said additive is a wear inhibitor or a friction modifier.