IP Library › Granted Patent US 12,221,579
Granted Patent B2
US 12,221,579 · App. 18/523,068 · Granted Feb 11, 2025

Formulation for the recovery of hydrocarbons including a surfactant system

Inventor: Edward Asirvatham (Chatham, NJ)
Assignee: AdvanSix Resins & Chemicals LLC
C09K8/584C09K8/602C09K8/04C09K8/32E21B43/16
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Quick Facts
Patent No.
US 12,221,579
App. No.
18/523,068
Granted
Feb 11, 2025
Kind
B2
Abstract

Surfactants for use in formulations and processes suitable for hydrocarbon recovery. These formulations, include formulations suitable for fracking, enhancing oil and or gas recovery, and the recovery and/or production of bio-based oils.

Claims (46)

1. A formulation for the recovery of hydrocarbons, comprising: at least one surfactant of Formula I,

wherein R 1 and R 2 may be the same, and may be selected from the group consisting of hydrogen and C 1 -C 6 alkyl,

n is an integer from 2 to 5;

m is an integer from 9 to 20;

the terminal nitrogen is further substituted with R 3 , wherein R 3 is selected from the group consisting of, oxygen, and

an aqeous phase.

2. The formulation according to claim 1 , further comprising at least one additional surfactant selected from the group consisting of: an anionic surfactant having a hydrophobic chain of 12 to 24 carbon atoms selected from the group consisting of sulfonate surfactants, sulfate surfactants, cationic surfactants, nonionic surfactants, and zwitterionic surfactants.

3. The formulation according to claim 1 , wherein the aqueous phase comprises at least one inorganic salt, selected from the group consisting of: sodium chloride, sodium sulfate, potassium chloride, magnesium sulfate, and magnesium chloride.

4. The formulation according to claim 1 , further comprising at least one polymer.

5. The formulation according to claim 4 , wherein the at least one polymer is selected from the group consisting of: a quaternary ammonium compound, and an anionic surfactant.

6. The formulation according to claim 1 , further including lecithin or modified lecithin.

7. The formulation according to claim 1 , further comprising at least one water immiscible solvent.

8. The formulation according to claim 1 , further comprising at least one water miscible solvent.

9. The formulation according to claim 1 , further comprising at least one gas selected from the group consisting of; air, nitrogen, carbon dioxide, and natural gas.

10. The formulation according to claim 1 , further including at least one additive selected from the group consisting of: hydrogen chloride, an ammonium salt, ammonium bicarbonate, ammonium carbonate, or ammonium hydroxide, alcohol, crosslinking agent, breaker delay agents, particles, proppants, gas component, breaker aids, oxygen scavengers, alcohols, scale inhibitors, corrosion inhibitors, fluid-loss additives, biocides/bactericides, friction reducers, and latex.

11. The formulation according to claim 1 , wherein the surfactant comprises at least one of 6-(dodecyloxy)-N,N,N-trimethyl-6-oxohexan-1-aminium iodide, having the following formula:

dodecyl 6-(dimethylamino)hexanoate N-oxide, having the following formula:

6-(dodecyloxy)-N,N-dimethyl-6-oxohexan-1-aminium chloride, having the following formula:

4-((6-(dodecyloxy)-6-oxohexyl)dimethylammonio)butane-1-sulfonate, having the following formula:

12. The formulation according to claim 1 , wherein n is 5.

13. A method of recovering a hydrocarbon, comprising the steps of:

providing the formulation of claim 1 ;

injecting the at least one formulation into a well; and

recovering material from the well after the step of injecting the formulation into the well.

14. The method according to claim 13 , wherein n is 5.

15. A method of recovering a hydrocarbon, comprising the steps of:

providing the formulation of claim 1 ;

mixing the formulation with a material that includes a bio oil; and

recovering the bio oil from the mixture.

16. The method according to claim 15 , wherein the material that includes the bio oil is stillage.

17. The method according to claim 15 , wherein n is 5.

18. A method of recovering a hydrocarbon comprising the steps of:

introducing a foamed fluid composition within an oil or gas well and performing an operation with the foamed fluid composition wherein the foamed composition comprises:

a base fluid comprises: an oil-based or a water-based fluid;

a gas,

at least one surfactant of Formula I,

wherein R 1 and R 2 may be the same er different, and may be selected from the group consisting of hydrogen and C1-C6 alkyl,

n is an integer from 2 to 5;

m is an integer from 9 to 20;

the terminal nitrogen is further substituted with R 3 , wherein R 3 is selected from the group consisting of oxygen.

19. The method of claim 18 , wherein the operation is selected from the group consisting of: a gas lift operation, a drilling operation, a completion operation, a stimulation operation, a fracturing operation, an injection operation, an enhanced oil recovery operation, and combinations thereof.

20. The method of claim 18 , wherein the surfactant comprises at least one of 6-(dodecyloxy)-N,N,N-trimethyl-6-oxohexan-1-aminium iodide, having the following formula:

dodecyl 6-(dimethylamino)hexanoate N-oxide, having the following formula:

6-(dodecyloxy)-N,N-dimethyl-6-oxohexan-1-aminium chloride, having the following formula:

4-((6-(dodecyloxy)-6-oxohexyl)dimethylammonio)butane-1-sulfonate, having the following formula:

21. The method according to claim 18 , wherein n is 5.

Assignments (1)
SECURITY INTEREST Recorded Aug 14, 2026
From: ADVANSIX INC.; ADVANSIX RESINS & CHEMICALS LLC
To: CITIZENS BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 076163/0178 →
Continuity (3)
Division 17196893 · Mar 9, 2021
Provisional Application 62988194 · Mar 11, 2020
Related Publication 20240150640A1 · May 9, 2024
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