Lubricating composition containing multifunctional borated 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 is a boron containing salt of an oil soluble hydroxylated amine and a hindered phenolic acid product prepared by: a) reacting an oil soluble hydroxylated amine of the general formula II: wherein A at each occurrence is each independently C 2 -C 6 alkylene group; R is methyl or an 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; with a boron containing compound under reactive conditions; and b) mixing the reaction product of step a) with a hindered phenolic acid.

1 - 19 . (canceled) 
     
     
         20 . A boron containing salt of an oil soluble hydroxylated amine and a hindered phenolic acid product prepared by:
 a) reacting an oil soluble hydroxylated amine of the general formula III or Formula IV:   
       
         
           
           
               
               
           
         
         wherein 
         z is zero, A at each occurrence is 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; with a boron containing compound under reactive conditions; and 
         b) mixing the reaction product of step a) with a hindered phenolic acid of the general formula 
       
       
         
           
           
               
               
           
         
         wherein Q is an alkylene group of 2 to 6 carbon atoms, to thereby form the boron containing salt of an oil soluble hydroxylated amine and a hindered phenolic acid. 
       
     
     
         21 . The product prepared by  claim 20 , wherein R is independently selected from C 6  to C 24  carbon atoms. 
     
     
         22 . The product prepared by  claim 21 , wherein R is independently selected from C 12  to C 24  carbon atoms. 
     
     
         23 . The product prepared by  claim 21 , wherein the hydroxylated amine is of the Formula III. 
     
     
         24 . The product prepared by  claim 23 , wherein the R groups are derived from the same moiety. 
     
     
         25 . The product prepared by  claim 20 , wherein the hydroxylated amine is of the Formula IV. 
     
     
         26 . The product prepared by  claim 20 , wherein A is selected from ethylene, 2-methyl ethylene or 2-ethylethylene. 
     
     
         27 . The product prepared by  claim 20 , wherein in step a) the amount of boron reactant to the amount oil soluble hydroxylated amine is based upon nitrogen atoms on the oil soluble hydroxylated amine to atoms of boron and selected having a N:B equivalents from 0.3:1 to 1.5:1. 
     
     
         28 . The product prepared by  claim 20 , wherein the equivalent ratio of hindered phenolic acid to the reaction product of step a) is from 0.3:1 to 1.7:1. 
     
     
         29 . The product prepared by  claim 20 , wherein Q is selected from —CH 2 CH 2 —, —CH 2 CH(CH 3 )—, —CH 2 CH(CH 2 CH 3 )—, —CH 2 CH 2 CH 2 —, and —CH 2 CH 2 CH 2 CH 2 —. 
     
     
         30 . A lubricating oil composition comprising an oil of lubricating viscosity and the product prepared by  claim 20 . 
     
     
         31 . 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 product prepared by  claim 20 . 
     
     
         32 . The method of  claim 31 , wherein the amount of boron containing salt of an oil soluble hydroxylated amine and a hindered phenolic acid product is in amount from 0.05 wt % to about 5 wt % based upon the total weight percent of the lubricating oil composition. 
     
     
         33 . The method of  claim 31 , wherein the internal combustion engine is a diesel engine.