Compositions comprising estolide compounds and methods of making and using the same

Abstract

Provided herein are compositions comprising at least one estolide compound of formula:in which n is an integer equal to or greater than 0; m is an integer equal to or greater than 1; R1, independently for each occurrence, is selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; R2 is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R3 and R4, independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched. Also provided are uses of the compositions described herein.

1 - 128 . (canceled) 
     
     
         129 . A composition comprising:
 at least one estolide compound; and   at least one polymethacrylate.   
     
     
         130 . The method according to  claim 129 , wherein said composition exhibits an EN that is an integer or fraction of an integer selected from about 1.0 to about 2.0. 
     
     
         131 . The method of  claim 130 , wherein the EN is less than 1.2. 
     
     
         132 . The method according to  claim 129 , wherein the at least one estolide compound is selected from compounds of Formula I 
       
         
           
           
               
               
           
         
       
       wherein
 x is, independently for each occurrence, an integer selected from 0 to 20; y is, independently for each occurrence, an integer selected from 0 to 20; n is an integer selected from 0 to 12; 
 R 1  is an optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and 
 R 2  is an optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; 
 wherein each fatty acid chain residue of said at least one compound is independently optionally substituted. 
 
     
     
         133 . The method according to  claim 132 , wherein
 x is, independently for each occurrence, an integer selected from 0 to 14; y is, independently for each occurrence, an integer selected from 0 to 14; n is an integer selected from 0 to 8;   R 1  is an optionally substituted C 1  to C 22  alkyl that is saturated and branched or unbranched; and   R 2  is an optionally substituted C 1  to C 22  alkyl that is saturated and branched or unbranched,   wherein each fatty acid chain residue is unsubstituted.   
     
     
         134 . The method according to  claim 132 , wherein x+y is, independently for each chain, an integer selected from 13 to 15, and n is an integer selected from 0 to 6. 
     
     
         135 . The method according to  claim 133 , wherein x+y is 15 for at least one chain. 
     
     
         136 . The method according to  claim 132 , wherein R 2  is a branched C 1  to C 20  alkyl that is saturated. 
     
     
         137 . The method according to  claim 135 , wherein R 2  is selected from C 5  to C 12  alkyl. 
     
     
         138 . The method according to  claim 136 , wherein R 2  is 2-ethylhexyl. 
     
     
         139 . The method according to  claim 132 , wherein R 1  is an unbranched C 1  to C 20  alkyl that is saturated. 
     
     
         140 . The method according to  claim 138 , wherein R 1  is saturated. 
     
     
         141 . The method according to  claim 138 , wherein R 1  methyl. 
     
     
         142 . The method according to  claim 132 , wherein x is 10. 
     
     
         143 . The method according to  claim 141 , wherein y is 5. 
     
     
         144 . The method according to  claim 141 , wherein y is 0. 
     
     
         145 . The method of  claim 132 , wherein n is 0. 
     
     
         146 . The method according to  claim 129 , wherein the polymethacrylate comprises 0.1 to 3 wt. % of the composition. 
     
     
         147 . The method of  claim 145 , wherein the composition exhibits a pour point of about −30 to about −40° C.