IP Library Granted Patent US 11,377,583
Granted Patent B2
US 11,377,583 · App. 16/665,874 · Granted Jul 5, 2022

Alkenyl succinimides and use as natural gas hydrate inhibitors

Inventors: Jeremy Wayne Bartels (Sugar Land, TX); Jeffrey Michael Servesko (Sugar Land, TX); Kousik Kundu (Houston, TX); Boyd Anthony Laurent (Pearland, TX); David Field Tarverdi (Riverside, IL); Prakasa Rao Anantaneni (Richmond, TX); Jeremy Moloney (Katy, TX)
Assignee: ChampionX USA Inc.
C09K8/52C07C211/22C07D207/404C09K2208/22
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Quick Facts
Patent No.
US 11,377,583
App. No.
16/665,874
Granted
Jul 5, 2022
Kind
B2
Abstract

Disclosed are succinimide-based compounds used in compositions and methods for inhibiting natural gas hydrate agglomerates. The succinimide-based compounds are reaction products of an alkenyl succinic anhydride and an amine or amine alcohol.

Claims (20)

1. A composition comprising succinimide-based compounds having the general formula:

wherein R 1 is a ring structure linking to R 2 ,

wherein R 2 is a ring structure linking to R 1 , and

wherein, R 3 is an alkyl or alkenyl chain or ring, saturated or unsaturated.

2. A method of inhibiting formation of agglomerates of natural gas hydrates comprising:

introducing into a fluid a composition comprising the succinimide-based compounds of claim 1 to inhibit formation of agglomerates of natural gas hydrates.

3. The method of claim 2 , wherein introducing is by injecting or pumping.

4. The method of claim 2 , wherein introducing is into a downhole.

5. The method of claim 2 , wherein the fluid is contained in an oil or natural gas production operation or pipeline.

6. The method of claim 2 , wherein the fluid comprises water, natural gas, and liquid hydrocarbon.

7. The method of claim 2 , wherein the fluid comprises water of about 1% to about 80% weight/weight with respect to a hydrocarbon phase.

8. The method of claim 2 , wherein the composition further comprises corrosion inhibitors, thermodynamic gas hydrate inhibitors, kinetic gas hydrate inhibitors, anti-agglomerants, asphaltene inhibitors, paraffin inhibitors, scale inhibitors, emulsifiers, water clarifiers, dispersants, emulsion breakers, or any combination thereof.

9. The composition of claim 1 , wherein R1 and R2 are each selected from an aminopropyl pyrrolidine or aminopropyl azepine.

10. The composition of claim 1 , wherein the succinimide-based compounds are from about 1 wt/v % to about 80 wt/v % based on the composition.

11. The composition of claim 1 , wherein the composition further comprises corrosion inhibitors, thermodynamic gas hydrate inhibitors, kinetic gas hydrate inhibitors, anti-agglomerants, asphaltene inhibitors, paraffin inhibitors, scale inhibitors, emulsifiers, water clarifiers, dispersants, emulsion breakers, or any combination thereof.

12. A composition comprising:

a fluid; and

the succinimide-based compounds of claim 1 .

13. The composition of claim 1 , wherein the succinimide-based compounds are about 1000 ppm to 50,000 ppm.

14. The composition of claim 12 , wherein the fluid comprises water, natural gas, and liquid hydrocarbon.

Assignments (7)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 21, 2024
From: CHAMPIONX USA INC.
To: CHAMPIONX LLC
Reel/Frame 067476/0580 →
RELEASE OF SECURITY INTEREST Recorded Jun 7, 2022
From: BANK OF AMERICA, N.A.
To: CHAMPIONX USA INC.
Reel/Frame 060304/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053749/0001 →
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 Oct 28, 2019
From: BARTELS, JEREMY WAYNE; SERVESKO, JEFFREY; KUNDU, KOUSIK; LAURENT, BOYD ANTHONY; TARVERDI, DAVID FIELD; ANANTANENI, PRAKASA RAO; MOLONEY, JEREMY
To: ECOLAB USA INC.
Reel/Frame 050845/0871 →