IP Library Granted Patent US 10,301,553
Granted Patent B2
US 10,301,553 · App. 15/445,707 · Granted May 28, 2019

Use of sulfonium salts as hydrogen sulfide inhibitors

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Quick Facts
Patent No.
US 10,301,553
App. No.
15/445,707
Granted
May 28, 2019
Kind
B2
Abstract

Uses of aryl sulfonium salts for lowering sulfide concentrations and for preventing growth of microbes in a water injection system, a hydrocarbon extraction system, or a hydrocarbon production system are disclosed. Treating oilfield injection and produced fluids containing high levels of microbes with aryl sulfonium salts can significantly decrease the amount of hydrogen sulfide produced, which can be used to measure sulfidogenesis. The treatment can also decrease the number of active microbes in the injection and produced fluids. Thus, these aryl sulfonium salts can be effectively used as inhibitors of hydrogen sulfide generation and as biocides in oilfield fluids.

Claims (13)

1. A method for reducing a concentration of hydrogen sulfide in a hydrocarbon-containing system comprising a water injection system, a hydrocarbon extraction system, or a hydrocarbon production system comprising administering an effective amount of an aryl sulfonium salt into the water injection system, the hydrocarbon extraction system, or the hydrocarbon production system, wherein the aryl sulfonium salt inhibits the production of hydrogen sulfide by a sulfur utilizing prokaryote, wherein the aryl sulfonium salt comprises (i) a cation of Formula 1 and a cation of Formula 2, (ii) a cation of Formula 1 and a dication of Formula 3, (iii) a cation of Formula 2 and a dication of Formula 3, or (iv) a cation of Formula 1, a cation of Formula 2, and a dication of Formula 3, wherein the cation of Formula 1, the cation of Formula 2, and the dication of Formula 3 have the following structures:

2. The method of claim 1 , wherein the aryl sulfonium salt comprises the cation of Formula 1 and the dication of Formula 3.

3. The method of claim 1 , wherein the aryl sulfonium salt comprises the cation of Formula 2 and the dication of Formula 3.

4. The method of claim 1 , wherein the aryl sulfonium salt comprises the cation of Formula 1, the cation of Formula 2, and the dication of Formula 3.

5. The method of claim 4 , wherein one to six of R 1 -R 30 are each independently an alkyl group and the balance are hydrogen.

6. The method of claim 4 , wherein one to three of R 1 -R 30 are each independently an alkyl group and the balance are hydrogen.

7. The method of claim 4 , wherein R 1 -R 30 are hydrogen.

8. The method of claim 1 , wherein the hydrocarbon-containing system comprises the hydrocarbon extraction system or the hydrocarbon production system and the effective amount of the aryl sulfonium salt is administered by injecting an injection fluid containing the aryl sulfonium salt into the hydrocarbon extraction system or the hydrocarbon production system.

9. The method of claim 8 , wherein the hydrocarbon extraction system or the hydrocarbon production system is a subterranean hydrocarbon-containing formation, a well, a pipeline, a fluid separation vessel, a floating production storage vessel, an offloading vessel, a refinery, or a storage system.

10. The method of claim 1 , wherein the aryl sulfonium salt comprises triaryl sulfonium chloride, diphenyl (4-phenylthio)phenylsulfonium chloride, and (thiodi-4,1-phenylene)bis-diphenylsulfonium dichloride.

11. The method of claim 1 , wherein the effective amount of the aryl sulfonium salt is administered by injecting an injection fluid containing from about 1 to about 1000 ppm by weight of the aryl sulfonium salt based on the total amount of injection fluid injected into the hydrocarbon-containing system.

12. The method of claim 1 , wherein the aryl sulfonium salt is administered by injecting a solution containing the effective amount of the aryl sulfonium salt into the water injection system, the hydrocarbon extraction system, or the hydrocarbon production system intermittently.

13. The method of claim 1 , wherein the aryl sulfonium salt comprises the cation of Formula 1 and the cation of Formula 2.

Assignments (5)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2017
From: GEISSLER, BRETT; DHAWAN, ASHISH
To: ECOLAB USA INC.
Reel/Frame 041404/0108 →