Salt of a sulfur-containing, phosphorus-containing compound, and methods thereof

Abstract

There is disclosed a salt of a sulfur-containing, phosphorus-containing compound. There is also disclosed a method of making the salt.

1 . An oil-soluble compound of formula (III):  
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9  are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.  
       
     
     
         2 . The compound of  claim 1 , wherein R 3 , R 4 , R 5 , R 6 , R 7 , and R 8  are hydrogen, R 1  and R 2  are methyl, and, and R 9  is a tertiary C 12-14  alkyl group.  
     
     
         3 . A compound of formula (VI):  
       
         
           
           
               
               
           
         
         wherein n is an integer from 1 to 5; and  
         wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11  are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.  
       
     
     
         4 . The compound of  claim 3 , wherein R 1  and R 2  are methyl, R 3 , R 4 , R 5 , R 6 , R 7 , and R 8  are hydrogen; R 9  is a tertiary C 12-14  alkyl group; and R 10  and R 11  are alkyl groups comprising from about 1 to about 6 carbon atoms  
     
     
         5 . A process of preparing a salt of sulfur-containing, phosphorus-containing compound comprising: 
 providing a sulfur-containing compound, a nitrogen-containing compound and at least one compound of formula (I) and (IV):                          wherein n is an integer from 1 to 5; and    wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 10 , and R 11  are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.    
     
     
         6 . The process of  claim 5 , wherein in the compound of formula (I), R 3 , R 4 , R 5 , and R 6  are hydrogen; and R 1  and R 2  are methyl.  
     
     
         7 . The process of  claim 5 , wherein in the compound of formula (IV), R 1  and R 2  are methyl; R 3 , R 4 , R 5 , and R 6  are hydrogen; and R 10  and R 11  are alkyl groups comprising from about 1 to about 6 carbon atoms.  
     
     
         8 . The process of  claim 5 , wherein the sulfur-containing compound is chosen from elemental sulfur, polysulfide, and sulfurized olefin.  
     
     
         9 . The process of  claim 8 , wherein the sulfur-containing compound is elemental sulfur.  
     
     
         10 . The process of  claim 5 , wherein at least an equimolar equivalent or greater of the sulfur-containing compound is used.  
     
     
         11 . The process of  claim 5 , wherein the reaction temperature ranges from about 23° C. to about 90° C.  
     
     
         12 . The process of  claim 5 , wherein the salt of the sulfur-containing, phosphorus-containing compound is at least one of a compound of formula (III) and (VI):  
       
         
           
           
               
               
           
         
         wherein n is an integer from 1 to 5; and  
         wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11  are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.  
       
     
     
         13 . The process of  claim 12 , wherein in the formula (III), R 3 , R 4 , R 5 , R 6 , R 7 , and R 8  are hydrogen; R 1  and R 2  are methyl; and, and R 9  is a tertiary C 12-14  alkyl group.  
     
     
         14 . The process of  claim 12 , wherein in the formula (VI), R 1  and R 2  are methyl; R 3 , R 4 , R 5 , R 6 , R 7 , and R 8  are hydrogen; R 9  is a tertiary C 12-14  alkyl group; and R 10  and R 11  are alkyl groups comprising from about 1 to about 6 carbon atom.  
     
     
         15 . The process of  claim 5 , wherein the nitrogen-containing compound is an amine.  
     
     
         16 . The process of  claim 5 , wherein the nitrogen-containing compound is chosen from linear and branched amines.  
     
     
         17 . The process of  claim 16 , wherein the amine is a branched amine chosen from a mixture of C 8-16  tertiary alkyl primary amines and a mixture of C 14-24  tertiary alkyl primary amines.  
     
     
         18 . The process of  claim 16 , wherein the nitrogen-containing compound is a linear amine.  
     
     
         19 . The process of  claim 5 , wherein from about 0.05 to about 2 molar equivalents of the nitrogen-containing compound are used.  
     
     
         20 . The process of  claim 11 , wherein the process takes from about 1 to about 8 hours.  
     
     
         21 . A composition comprising a reaction product of a nitrogen-containing compound, a neopentyl glycol phosphite, and a sulfur-containing compound.