US2016304807A1PendingUtilityA1

Low interfacial tension surfactants for petroleum applications

61
Assignee: SOANE ENERGY LLCPriority: Dec 10, 2009Filed: Mar 21, 2016Published: Oct 20, 2016
Est. expiryDec 10, 2029(~3.4 yrs left)· nominal 20-yr term from priority
C07C 235/74C09K 8/524C07C 235/76C07C 217/42C11D 1/72C09K 8/584C07C 69/73C09K 8/604C07C 69/593C10G 31/08C10G 21/16C10G 2300/206C02F 1/00C10G 1/04C10G 1/047
61
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Claims

Abstract

The invention relates to a class of novel surfactants that have utility in the recovery and/or extraction of oil.

Claims

exact text as granted — not AI-modified
1 . A compound having the Formula (I): 
       
         
           
           
               
               
           
         
         wherein A is an alkyl, alkenyl, alkadienyl, alkynyl, cycloalkyl, or cycloalkenyl, each optionally substituted; 
         p is 1 or 2; 
         each m and n are independently 0, 1, 2, 3, 4, or 5; 
         each of G 1  and G 2  are independently absent, O, S, NR 2 , C(O)O, OC(O), C(O), C(O)NR 2 , or NR 2 C(O), wherein at least one of G 1  and G 2  is present; 
         each R 2  is independently H or a lower alkyl; 
         G 3  is absent, (CH 2 ) q  or G 1 ; 
         each q is independently 1, 2, 3, 4 or 5; 
         R is a hydrophilic group; and 
         R 1  is a saturated or unsaturated hydrophobic aliphatic group. 
       
     
     
         2 . The compound of  claim 1 , wherein G 1  is selected from the group consisting of O, S, NR 2 , C(O)O, OC(O), C(O), C(O)NR 2 , and NR 2 C(O). 
     
     
         3 . The compound of  claim 1 , wherein A is an alkyl or cycloalkyl, each optionally substituted. 
     
     
         4 . The compound  claim 3 , wherein A is an optionally substituted C 3 -C 8  alkyl, optionally substituted cyclopentyl or optionally substituted cyclohexyl. 
     
     
         5 . (canceled) 
     
     
         6 . (canceled) 
     
     
         7 . The compound of  claim 1 , wherein m is 1 or 2. 
     
     
         8 . The compound of  claim 1 , wherein n is 0 or 1. 
     
     
         9 . (canceled) 
     
     
         10 . The compound of  claim 1 , wherein G 1  is selected from the group consisting of OC(O), C(O)O, C(O), C(O)NR 2  and NR 2 CO. 
     
     
         11 . (canceled) 
     
     
         12 . The compound of  claim 1 , wherein R is C(O)OH. 
     
     
         13 . The compound of  claim 1 , wherein R 1  is selected from the group consisting of C 5 -C 20  alkyl, C 5 -C 20  alkenyl, and C 5 -C 20  alkadienyl. 
     
     
         14 . The compound of  claim 1  having the Formula (Ia): 
       
         
           
           
               
               
           
         
         wherein t is 0 or 1; and 
         G 4  is O or NH. 
       
     
     
         15 . A compound of Formula (II): 
       
         
           
           
               
               
           
         
         wherein D is an aliphatic polymer; 
         p is 1 or 2; 
         each m and n are independently 0, 1, 2, 3, 4, or 5; 
         each of G 1  and G 2  are independently absent, O, S, NR 2 , C(O)O, OC(O), CO, C(O)NR 2 , or NR 2 C(O); 
         each R 2  is independently H or a lower alkyl; 
         G 3  is independently absent, (CH 2 ) q  or G 1 ; 
         each q is 1, 2, 3, 4 or 5; 
         R is a hydrophilic group; and 
         R 1  is a saturated or unsaturated hydrophobic aliphatic group. 
       
     
     
         16 . The compound of  claim 15 , wherein D is selected from the group consisting of polyethylene glycol, polypropylene glycol, polyethylene glycol methyl ether, polyetheramine and ethylene oxide/propylene oxide block copolymer. 
     
     
         17 . The compound of  claim 15 , wherein p is 1. 
     
     
         18 . The compound of  claim 15 , wherein p is 2. 
     
     
         19 . The compound of  claim 15 , wherein each G 1  is independently selected from the group consisting of OC(O), C(O)O, C(O), C(O)NR 2  and NR 2 C(O). 
     
     
         20 . The compound of  claim 15 , wherein G 2  is absent. 
     
     
         21 . The compound of  claim 15 , wherein R is C(O)OH. 
     
     
         22 . The compound of  claim 15 , wherein R 1  is selected from the group consisting of C 5 -C 20  alkyl, C 5 -C 20  alkenyl, and C 5 -C 20  alkadienyl. 
     
     
         23 . The compound of  claim 15 , having the Formula (IIa): 
       
         
           
           
               
               
           
         
         wherein t is 0 or 1; and 
         G 4  is O or NH. 
       
     
     
         24 - 33 . (canceled) 
     
     
         34 . A method for extracting oil from an oil mixture comprising:
 (a) adding a compound of  claim 1 , to an oil mixture, and   (b) collecting the oil.   
     
     
         35 . A method for extracting oil from an oil mixture comprising:
 (a) adding a compound of  claim 15 , to an oil mixture, and   (b) collecting the oil.   
     
     
         36 . The compound of  claim 23 , wherein D is polyethylene glycol. 
     
     
         37 . The compound of  claim 23 , wherein R 1  is selected from the group consisting of C 5 -C 22  alkyl, C 5 -C 22  alkenyl, and C 5 -C 22  alkadienyl. 
     
     
         38 . (canceled) 
     
     
         39 . The compound of  claim 38 , wherein R 1  is a C 5 -C 22  alkenyl. 
     
     
         40 . The compound of  claim 39  having the Formula (IIb): 
       
         
           
           
               
               
           
         
       
     
     
         41 . The compound of  claim 40 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         42 . A surfactant composition comprising a compound of  claim 23  in an aqueous solution having a pH greater than 8. 
     
     
         43 . The surfactant composition comprising a compound of  claim 40  in an aqueous solution having a pH greater than 8. 
     
     
         44 . The surfactant composition of  claim 42 , wherein the solution comprises sodium hydroxide. 
     
     
         45 . The surfactant composition of  claim 42 , wherein the solution comprises sodium hydroxide.

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