Lubricating Composition Containing Multifunctional Hydroxylated Amine Salt Of A Hindered Phenolic Acid

Abstract

Multi-functional additives which impart improved antioxidancy to lubricating oil compositions and frictional properties resulting in improved fuel economy in an internal combustion engine are disclosed. More particularly disclosed are lubricating oil compositions for internal combustion engines comprising a) a major amount of an oil of lubricating viscosity; and b) a minor amount of an oil soluble hydroxylated amine salt of a hindered phenolic acid, said salt having the general formula I: wherein A and Q are each independently C 2 -C 6 alkylene group; R is methyl, alkyl or alkenyl group having C 2 -C 24 carbon atoms; Y is hydrogen, C 1 -C 6 alkyl group or A-OH; x is an integer of 1 or 2; and z is an integer of 0 or 1.

1 - 17 . (canceled) 
     
     
         18 . A lubricating oil composition for internal combustion engines comprising:
 a) a major amount of an oil of lubricating viscosity; and   b) a minor amount of an oil soluble hydroxylated amine salt of a hindered phenolic acid, said salt having the general formula i) or ii):   
       
         
           
           
               
               
           
         
       
       wherein
 A and Q are each independently C 2 -C 6  alkylene group; R is methyl or an alkyl or alkenyl group having C 2 -C 24  carbon atoms; and Y is hydrogen, C 1 -C 6  alkyl group or A-OH; and z is zero. 
 
     
     
         19 . The lubricating oil composition of  claim 18  wherein the minor amount of an oil soluble hydroxylated amine salt of a hindered phenolic acid is selected from formula i) 
       
         
           
           
               
               
           
         
       
       wherein
 A and Q are each independently C 2 -C 6  alkylene group; R is methyl or an alkyl or alkenyl group having C 2 -C 24  carbon atoms; and Y is hydrogen, C 1 -C 6  alkyl group or A-OH; and z is zero. 
 
     
     
         20 . The lubricating oil composition of  claim 18  wherein the minor amount of an oil soluble hydroxylated amine salt of a hindered phenolic acid is selected from formula ii) 
       
         
           
           
               
               
           
         
       
       wherein
 A and Q are each independently C 2 -C 6  alkylene group; R is methyl or an alkyl or alkenyl group having C 2 -C 24  carbon atoms; and Y is hydrogen, C 1 -C 6  alkyl group or A-OH; and z is zero. 
 
     
     
         21 . The lubricating oil composition of  claim 18  wherein Q is selected from —CH 2 CH 2 —, —CH 2 CH(CH 3 )—, —CH 2 CH(CH 2 CH 3 )—, —CH 2 CH(CH 2 CH 2 CH 3 )—, —CH 2 CH 2 CH 2 —, and —CH 2 CH 2 CH 2 CH 2 —. 
     
     
         22 . The lubricating oil composition of  claim 18  wherein A is selected from the group consisting of ethylene, propylene and mixtures thereof. 
     
     
         23 . The lubricating oil composition of  claim 18  wherein R is an alkyl or alkenyl group having C 6  to C 24  carbon atoms and mixtures thereof. 
     
     
         24 . The lubricating oil composition of  claim 23  wherein R is an alkyl or alkenyl group having C 12  to C 18  carbon atoms and mixtures thereof. 
     
     
         25 . The lubricating oil composition of  claim 20  wherein R is an alkyl or alkenyl group having C 6  to C 24  carbon atoms and mixtures thereof. 
     
     
         26 . The lubricating oil composition of  claim 25  wherein R is selected from the group consisting of tetradecyl, pentadecyl, hexadecyl, octadecyl eisosyl, tereadecenyl, octadecenyl and mixtures thereof. 
     
     
         27 . The lubricating oil composition of  claim 25  wherein R is selected from the group consisting oleyl or stearyl. 
     
     
         28 . The lubricating oil composition of  claim 18  further comprising an ashless dispersant, a metal detergent, an anti-wear additive, and an antioxidant. 
     
     
         29 . A method for reducing friction in an internal combustion engine which comprises operating the internal combustion engine with a lubricating oil composition containing an effective amount of an oil soluble hydroxylated amine salt of a hindered phenolic acid, said salt having the general formula i) or ii):
 i)   
       
         
           
           
               
               
           
         
       
       wherein
 A and Q are each independently C 2 -C 6  alkylene group; R is methyl or an alkyl or alkenyl group having C 2 -C 24  carbon atoms; and Y is hydrogen, C 1 -C 6  alkyl group or A-OH; and z is zero. 
 
     
     
         30 . The method of  claim 29 , wherein the amount of the oil soluble hydroxylated amine salt of a hindered phenolic acid is in amount from 0.05 wt % to about 5 wt % based upon the total weight percent of the lubricating oil composition. 
     
     
         31 . The method of  claim 29 , wherein the amount of the oil soluble hydroxylated amine salt of a hindered phenolic acid is selected from formula i) 
       
         
           
           
               
               
           
         
       
       wherein
 A and Q are each independently C 2 -C 6  alkylene group; R is methyl or an alkyl or alkenyl group having C 2 -C 24  carbon atoms; and Y is hydrogen, C 1 -C 6  alkyl group or A-OH; and z is zero. 
 
     
     
         32 . The method of  claim 29 , wherein the amount of the oil soluble hydroxylated amine salt of a hindered phenolic acid is selected from formula ii) 
       
         
           
           
               
               
           
         
       
       wherein
 A and Q are each independently C 2 -C 6  alkylene group; R is methyl or an alkyl or alkenyl group having C 2 -C 24  carbon atoms; and Y is hydrogen, C 1 -C 6  alkyl group or A-OH; and z is zero. 
 
     
     
         33 . The method of  claim 29 , wherein the internal combustion engine is a diesel engine.