IP Library › Granted Patent US 11,858,878
Granted Patent B2
US 11,858,878 · App. 18/052,231 · Granted Jan 2, 2024

Gemini surfactant composition and method for treating subterranean rock

Inventors: Syed M. Shakil Hussain (Dhahran, SA); Muhammad Shahzad Kamal (Dhahran, SA); Abdullah S. Sultan (Dhahran, SA)
Assignee: KING FAHD UNIVERSITY OF PETROLEUM AND MINERALS
C07C237/16C07C233/36C07C233/38C07C381/06C09K8/584C11D1/00C07C231/02C09K2208/30E21B43/16
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Quick Facts
Patent No.
US 11,858,878
App. No.
18/052,231
Granted
Jan 2, 2024
Kind
B2
Abstract

The invention concerns synthesized amido-amine-based cationic gemini surfactants with flexible and rigid spacers and different hydrophobic. These gemini surfactants were prepared by modified procedure through amidation of long chain carboxylic acids using 3-(dimethylamino)-1-propylamine followed by treatment with halohydrocarbons and showed excellent thermal stability and surface properties useful for various oilfield applications such as enhanced oil recovery.

Claims (29)

1. A gemini surfactant, comprising:

a cation part having a structure (I), and

an anion part having a combined charge of −2,

wherein:

R1 and R2 are C 8 -C 30 alkyl or C 10 -C 30 alkenyl,

S is a C 4 -C 8 alkenylene spacer, and

n and n′ are integer values from 2 to 5.

2. The gemini surfactant of claim 1 that is selected from the group consisting of surfactants of formulas (1), (2), (3), and (4):

3. The gemini surfactant of claim 1 , wherein S is a linear C 4 -C 8 alkenylene spacer containing at least one cis-double bond.

4. The gemini surfactant of claim 1 , wherein S is wherein S is a linear C 4 -C 8 alkenylene spacer containing at least one trans-double bond.

5. The gemini surfactant of claim 2 that has formula (1).

6. The gemini surfactant of claim 2 that has formula (2).

7. The gemini surfactant of claim 2 that has formula (3).

8. The gemini surfactant of claim 2 that has formula (4).

9. A composition comprising one or more of the gemini surfactants of claim 1 and water.

10. The composition of claim 9 , further comprising at least one of a monomeric surfactant, a demulsifier, and a coupling agent.

11. A method for increasing a recovery of crude oil or another hydrocarbon from a subterranean hydrocarbon-containing formation or during hydraulic fracturing, comprising:

injecting a composition comprising the gemini surfactant of claim 1 into a subterranean hydrocarbon-containing formation.

12. The method of claim 11 , wherein the subterranean hydrocarbon-containing formation is a carbonate reservoir.

13. The method of claim 11 , wherein the subterranean hydrocarbon-containing formation is a sandstone reservoir.

14. The method of claim 11 , wherein the subterranean hydrocarbon-containing formation is a tight shale reservoir.

15. A method of increasing recovery of hydrocarbons from a hydrocarbon-containing subterranean fractured rock formation, comprising:

forming a composition comprising the gemini surfactant of claim 1 and water, and at least one component selected from the group consisting of a cationic monomer surfactant, a demulsifier, and a coupling agent,

injecting the composition into the hydrocarbon-containing subterranean fractured rock formation; and

collecting a hydrocarbon from the hydrocarbon-containing subterranean fractured rock formation.

16. The method of claim 15 , where the gemini surfactant is present in the composition at a concentration of 0.001 to 1 wt % based on the total weight of the composition.

17. The method of claim 15 , wherein the water is produced water or flowback water.

18. The method of claim 15 , wherein the injecting is into a first wellbore connected to the subterranean hydrocarbon-containing fractured rock formation, and

wherein the collecting is from a second wellbore that is connected to the subterranean hydrocarbon-containing fractured rock formation.

Continuity (3)
Continuation 16281849 · Feb 21, 2019
Provisional Application 62633314 · Feb 21, 2018
Related Publication 20230132932A1 · May 4, 2023
Cited By (1)
US 12,662,620