US2016069168A1PendingUtilityA1
Novel large hydrophobe quaternary ammonium surfactants
Est. expiryApr 19, 2032(~5.7 yrs left)· nominal 20-yr term from priority
C09K 8/584E21B 43/16C09K 23/18
52
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Claims
Abstract
Provided herein, inter alia, are novel compositions and methods having application in the field of enhanced oil recovery. In particular, the quaternary ammonium compounds and mixtures thereof presented herein can be used, inter alia, for the recovery of a large range of crude oil compositions from challenging reservoirs.
Claims
exact text as granted — not AI-modified1 . (canceled)
2 . (canceled)
3 . (canceled)
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20 . (canceled)
21 . A method of displacing a hydrocarbon material in contact with a solid material, the method comprising:
(i) contacting a hydrocarbon material with a compound having the formula:
wherein
R 1 is R 12 -substituted or unsubstituted C 8 -C 150 alkyl, R 6 -substituted or unsubstituted heteroalkyl, R 6 -substituted or unsubstituted aryl or R 6 -substituted or unsubstituted cycloalkyl;
R 6 is R 7 -substituted or unsubstituted C 1 -C 50 alkyl, R 7 -substituted or unsubstituted heteroalkyl, R 7 -substituted or unsubstituted aryl or R 7 -substituted or unsubstituted cycloalkyl;
R 7 is R 8 -substituted or unsubstituted C 1 -C 50 alkyl, R 8 -substituted or unsubstituted heteroalkyl, R 8 -substituted or unsubstituted aryl or R 8 -substituted or unsubstituted cycloalkyl;
R 8 is R 9 -substituted or unsubstituted C 1 -C 50 alkyl, R 9 -substituted or unsubstituted heteroalkyl, R 9 -substituted or unsubstituted aryl or R 9 -substituted or unsubstituted cycloalkyl;
R 9 is R 10 -substituted or unsubstituted C 1 -C 50 alkyl, R 10 -substituted or unsubstituted heteroalkyl, R 10 -substituted or unsubstituted heteroalkyl, R 10 -substituted or unsubstituted aryl or R 10 -substituted or unsubstituted cycloalkyl;
R 10 is R 11 -substituted or unsubstituted C 1 -C 50 alkyl, R 11 -substituted or unsubstituted heteroalkyl, R 11 -substituted or unsubstituted aryl or R 11 -substituted or unsubstituted cycloalkyl;
R 11 is unsubstituted C 1 -C 50 alkyl, unsubstituted heteroalkyl, unsubstituted aryl or unsubstituted cycloalkyl;
R 12 is unsubstituted heteroalkyl, unsubstituted aryl or unsubstituted cycloalkyl:
R 2 , R 3 , and R 4 are independently unsubstituted alkyl, unsubstituted cycloalkyl, unsubstituted aryl, —OR 13 , —C(O)OR 13 , or —S(O) m R 13 ;
R 13 is hydrogen, unsubstituted alkyl or unsubstituted cycloalkyl;
m is 3 or 4;
R 5 is independently hydrogen or unsubstituted C 1 -C 6 alkyl;
L 1 , L 2 , L 3 , and L 4 are independently a bond, substituted or unsubstituted alkylene, substituted or unsubstituted hetroalkylene, substituted or unsubstituted cycloalkylene, or substituted or unsubstituted arylene; and
n is an integer from 10 to 210, wherein the hydrocarbon material is in contact with a solid material;
(ii) allowing the hydrocarbon material to separate from the solid material thereby displacing the hydrocarbon material in contact with the solid material.
22 . (canceled)
23 . The method of claim 21 , wherein R 1 is branched unsubstituted C 16 -C 40 heteroalkyl.
24 . The method of claim 21 , wherein L 1 is substituted propylene.
25 . The method of claim 21 , wherein R 2 , R 3 , and R 4 are independently —OR 13 or —C(O)OR 13 .
26 . The method of claim 25 , wherein R 13 is hydrogen.
27 . The method of claim 26 , wherein R 2 , R 3 , and R 4 are —OH and L 2 , L 3 , and L 4 are unsubstituted C 1 -C 4 alkylene.
28 . The method of claim 27 , wherein L 2 , L 3 , and L 4 are ethylene.
29 . The method of claim 21 , wherein R 2 and R 4 are independently —OR 13 and R 3 is —C(O)OR 13 .
30 . The method of claim 29 , wherein R 13 is hydrogen and L 2 , L 3 , and L 4 are unsubstituted C 1 -C 4 alkylene.
31 . The method of claim 21 , wherein R 2 and R 4 are independently —OR 13 and R 3 is —S(O) 3 R 13 .
32 . The method of claim 21 , wherein R 5 is independently hydrogen or unsubstituted C 1 -C 2 alkyl.
33 . The method of claim 21 , wherein n is 5 to 100.
34 . The method of claim 21 , wherein the compound has the formula:
wherein
o is an integer from 20 to 100;
p is an integer from 10 to 80; and
R 5 is unsubstituted C 1 -C 3 alkyl.
35 . The method of claim 21 , wherein o is greater than p.
36 . The method of claim 21 , further comprising contacting the solid material with the compound.
37 . The method of claim 21 , wherein the compound is present in an amount sufficient to increase the water wettability of the solid material relative to the absence of the compound.
38 . The method of claim 21 , wherein the hydrocarbon material is unrefined petroleum in a petroleum reservoir and the solid material is a natural solid material in a petroleum reservoir.
39 . The method of claim 38 , wherein the method is an enhanced oil recovery method.
40 . The method of claim 21 , wherein the solid material is rock or regolith.
41 . The method of claim 21 , wherein the compound forms part of an aqueous composition comprising a co-surfactant and the hydrocarbon material is an unrefined petroleum material.
42 . The method of claim 21 , wherein an emulsion forms after the contacting.
43 . The method of claim 21 , wherein the method further comprises allowing an unrefined petroleum acid within the unrefined petroleum material to enter into the emulsion, thereby converting the unrefined petroleum acid into a surfactant.Join the waitlist — get patent alerts
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