IP Library Granted Patent US 10,793,766
Granted Patent B2
US 10,793,766 · App. 15/436,021 · Granted Oct 6, 2020

Sulfosuccinate surfactant compositions and methods using the same

Inventors: David Vanzin (Franklin, TN); Shailesh Majmudar (Stamford, CT); Nimal Jayasuriya (Shelton, CT); Azhar M. Awan (Woodstock, GA)
Assignee: Cytec Industries Inc.
C09K8/584C07C309/17C09K8/602C09K8/62C09K8/68C11D1/37E21B43/116C11D1/123E21B43/26
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Quick Facts
Patent No.
US 10,793,766
App. No.
15/436,021
Granted
Oct 6, 2020
Kind
B2
Abstract

Sulfosuccinate surfactant compounds blended in binary and ternary combinations to yield synergistic sulfosuccinate surfactant systems and use of the same in enhanced oil recovery and hydraulic fracturing applications.

Claims (37)

1. An oil recovery surfactant system comprising:

a mixture of:

(a) one or more of a first diester sulfosuccinate surfactant compound according to formula (I):

R 1 —O—CO—CHX—CHY—CO—O—R 2   (I)

wherein:

R 1 and R 2 are linear or branched alkyl groups, each independently having from eight to thirteen carbon atoms,

X is —H or —SO 3 − M + , and

Y is —H or —SO 3 − M + ,

when X is —H, then Y is —SO 3 − M + and when Y is —H, then X is —SO 3 − M + , where M + is H + , Na + , Ca + , Mg + , K + , NH 4 + , NR 4 + , where R is H, methyl, ethyl, propyl or butyl; and

(b) one or more of a first monoester sulfosuccinate surfactant compound according to formula (III):

B +− O—CO—CHX—CHY—CO—O(CH2-CH2-O) z —R 5   (III)

wherein:

B + is Na + , K + , Ca + , Mg + , NH 4 + , or NR 4 + , where R is H, methyl, ethyl, propyl or butyl,

X is as defined for formula (I),

Y is as defined for formula (I), and

Z is 0-30, and

R 5 is a linear or branched alkyl group having from eight to twenty carbon atoms (C8-C20),

wherein the first diester sulfosuccinate surfactant compound is present in the surfactant system in a weight % ratio from 45 wt. % to 80 wt. % based on the total weight of the surfactant system, and the first monoester sulfosuccinate surfactant compound is present in the surfactant system in a weight % ratio from 20 wt. % to 55 wt. % based on the total weight of the surfactant system.

2. The oil recovery surfactant system according to claim 1 , wherein the first diester sulfosuccinate surfactant compound is sodium bistridecyl sulfosuccinate or sodium di(2-ethyl hexyl) sulfosuccinate.

3. The oil recovery surfactant system according to claim 1 , wherein B + is Na + .

4. The oil recovery surfactant system according to claim 3 , wherein the first monoester sulfosuccinate surfactant compound is:

(a) disodium salt of poly(oxy-1,2-ethanediyl), α-(3-carboxy-1-oxosulfopropyl)-ω-hydroxy-C10-C16-alkyl ethers;

(b) disodium salts of butanedioic acid, 2-sulfo-,C9-11 isoalkyl esters, C10-rich; disodium salts of poly(oxy-1,2-ethanediyl), α-(3-carboxy-1-oxosulfopropyl)-ω-hydroxy-C12-14-alkyl ethers; and disodium salts of poly(oxy-1,2-ethanediyl), α-(3-carboxy-1-oxosulfopropyl)-ω-hydroxy-C10-12-alkyl ethers; or

(c) sodium salt of poly(oxy-1,2-ethanediyl), α-(3-carboxy-1-oxosulfopropyl)-ω-(isotridecyloxy).

5. The oil recovery surfactant system according to claim 1 , further comprising a second diester sulfosuccinate surfactant compound according to formula (II):

R 3 —O—CO—CHX—CHY—CO—O—R 4   (II)

wherein:

R 3 and R 4 are linear or branched alkyl groups, each independently having from four to seven carbon atoms,

X is as defined according to formula (I), and

Y is as defined according to formula (I).

6. The oil recovery surfactant system according to claim 5 , wherein the first diester sulfosuccinate surfactant compound is present in the surfactant system in a weight % ratio from 50 wt. % to 65 wt. % based on the total weight of the surfactant system, the second diester sulfosuccinate surfactant compound is present in the surfactant system in a weight % ratio from 20 wt. % to 30 wt. % based on the total weight of the surfactant system, and the first monoester sulfosuccinate surfactant compound is present in the surfactant system in a weight % ratio from 10 wt. % to 20 wt. % based on the total weight of the surfactant system.

7. The oil recovery surfactant system according to claim 5 , wherein the second diester sulfosuccinate surfactant compound according to formula (II) is a salt of di(n-butyl) sulfosuccinate, di(t-butyl) sulfosuccinate, di(1-methylpropyl) sulfosuccinate, di(n-pentyl) sulfosuccinate, di(1-methylbutyl) sulfosuccinate, di(2-methylbutyl) sulfosuccinate, di(isoamyl) sulfosuccinate, di(2,2-dimethylpropyl)) sulfosuccinate, di(n-hexyl) sulfosuccinate, di(2-ethylbutyl) sulfosuccinate, di(cyclohexyl) sulfosuccinate, di(3-methylpentyl) sulfosuccinate, di(1-methylpentyl) sulfosuccinate, di(n-heptyl) sulfosuccinate, di(5-methylhexyl) sulfosuccinate, di(1-methylhexyl) sulfosuccinate, di(2-ethylpentyl) sulfosuccinate, di (1,3-dimethylbutyl)sulfosuccinate, diamyl sulfosuccinate, diisobutyl sulfosuccinate, or a combination thereof.

8. The oil recovery surfactant system according to claim 7 , wherein the second diester sulfosuccinate surfactant compound according to formula (II) is sodium di (1,3-dimethylbutyl) sulfosuccinate, sodium diamyl sulfosuccinate, sodium diisobutyl sulfosuccinate or a combination thereof.

9. A method of using the oil recovery surfactant system according to claim 1 in recovery of oil from a subterranean formation, the method comprising:

combining an effective amount of the oil recovery surfactant system according to claim 1 with a brine to form a solution;

injecting an effective amount of the solution into a subterranean formation; and

increasing a pressure in the subterranean formation, thereby enabling the recovery of oil from the subterranean formation.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 28, 2025
From: CYTEC INDUSTRIES INC.
To: SOLVAY USA INC.
Reel/Frame 072702/0782 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 28, 2025
From: SOLVAY USA INC.
To: ENERGY SOLUTIONS (US) LLC
Reel/Frame 072702/0825 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2022
From: AWAN, AZHAR M.
To: CYTEC INDUSTRIES INC.
Reel/Frame 060713/0969 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2017
From: VANZIN, DAVID; MAJMUDAR, SHAILESH; JAYASURIYA, NIMAL
To: CYTEC INDUSTRIES INC.
Reel/Frame 042183/0051 →