IP Library Granted Patent US 8,618,025
Granted Patent B2
US 8,618,025 · App. 12/970,280 · Granted Dec 31, 2013

Composition and method for reducing hydrate agglomeration

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Quick Facts
Patent No.
US 8,618,025
App. No.
12/970,280
Granted
Dec 31, 2013
Kind
B2
Abstract

Disclosed and claimed is a composition and method of inhibiting the formation of hydrate agglomerates in a fluid comprising water, gas, and optionally liquid hydrocarbon comprising adding to the fluid an effective anti-agglomerant amount of the following formula and optionally salts thereof: wherein each R 1 is independently absent, C 1 -C 10 alkyl, benzyl, or H; wherein R 2 is C 1 -C 10 alkyl; wherein R 3 C 1 -C 10 alkyl; and wherein R 4 is C 4 -C 22 alkyl or alkenyl.

Claims (24)

1. A composition comprising the following formula and optionally salts thereof:

wherein each R 1 is independently C 1 -C 10 alkyl, benzyl, or H;

wherein R 2 is C 1 -C 10 alkyl;

wherein R 3 C 1 -C 10 alkyl; and

wherein R 4 is C 4 -C 22 alkyl or alkenyl.

2. The composition of claim 1 , wherein each alkyl is independently selected from the group consisting of: a straight chain alkyl, a branched chain alkyl, a cyclic alkyl, a saturated version of the foregoing, an unsaturated version of the foregoing, and combinations thereof.

3. The composition of claim 1 , wherein the alkyl for each of R 1 , R 2 , and R 3 is independently selected from the group consisting of: methyl; ethyl; propyl; butyl; pentyl; hexyl; heptyl; octyl; nonyl; decyl; and combinations thereof.

4. The composition of claim 1 , wherein the alkyl for R4 is selected from the group consisting of: butyl; pentyl; hexyl; heptyl; octyl; nonyl; decyl; and combinations thereof.

5. The composition of claim 1 , wherein R 2 and R 3 are methyl.

6. The composition of claim 1 , wherein R 2 and R 3 are butyl or n-butyl.

7. The composition of claim 1 , further comprising counterion X— as shown in the general formula below

8. The composition of claim 7 , wherein the counterion is a halide.

9. The composition of claim 8 , wherein the halide is selected from the group consisting of: fluoride, chloride, bromide, iodide, and any combination thereof.

10. The composition of claim 7 , wherein the counterion is a carboxylate selected from: reaction with mineral acid; acrylic acid; acetic acid; methacrylic acid; glycolic acid; thioglycolic acid; propionic acid; butyric acid; and combinations thereof.

11. The composition of claim 1 , further comprising at least one component selected from the group consisting of: thermodynamic hydrate inhibitors, one or more kinetic hydrate inhibitors, one or more additional anti-agglomerants, and combinations thereof.

12. The composition of claim 1 , further comprising at least one component selected from the group consisting of: asphaltene inhibitors, paraffin inhibitors, corrosion inhibitors, scale inhibitors, emulsifiers, water clarifiers, dispersants, emulsion breakers, and combinations thereof.

13. The composition of claim 1 , further comprising at least one polar or nonpolar solvent or a mixture thereof.

14. The composition of claim 1 , further comprising at least one solvent selected from the group consisting of isopropanol, methanol, ethanol, 2-ethylhexanol, heavy aromatic naptha, toluene, ethylene glycol, ethylene glycol monobutyl ether (EGMBE), diethylene glycol monoethyl ether, xylene, and combinations thereof.

15. A method of inhibiting the formation of hydrate agglomerates in a fluid comprising water, gas, and optionally liquid hydrocarbon comprising adding to the fluid an effective anti-agglomerant amount of the composition of claim 1 .

16. The method of claim 15 , wherein said fluid has a salinity of 1% to 25% w/w percent total dissolved solids.

17. The method of claim 15 , wherein said fluid has a water cut from 1 to 80% v/v total dissolved solids.

18. The method of claim 15 , wherein the fluid is contained in an oil or gas pipeline or refinery.

19. A composition comprising at least one or any combination of the formulas and optionally salts thereof:

20. The composition of claim 1 , comprising at least one or any combination of the following formulas:

Assignments (6)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 17, 2025
From: JPMORGAN CHASE BANK, N.A.
To: CHAMPIONX LLC; APERGY ESP SYSTEMS, LLC; APERGY BMCS ACQUISITION CORP; HARBISON-FISCHER, INC.; NORRIS RODS, INC.,; NORRIS RODS, INC.,; NORRISEAL-WELLMARK, INC.; PCS FERGUSON, INC.; QUARTZDYNE, INC.; US SYNTHETIC CORPORATION
Reel/Frame 072004/0019 →
RELEASE OF SECURITY INTEREST Recorded Jun 7, 2022
From: BANK OF AMERICA, N.A.
To: CHAMPIONX USA INC.
Reel/Frame 060304/0267 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 052848/0368 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 053250/0001 →
CHANGE OF NAME Recorded Jun 1, 2020
From: NALCO COMPANY LLC
To: CHAMPIONX LLC
Reel/Frame 052800/0358 →
CHANGE OF NAME Recorded May 30, 2020
From: NALCO COMPANY
To: NALCO COMPANY LLC
Reel/Frame 052797/0794 →