ALKENYL SUCCINIMIDES AND USE AS NATURAL GAS HYDRATE INHIBITORS

• US 20200131429A1
• Filed: 10/28/2019
• Published: 04/30/2020
• Est. Priority Date: 10/29/2018
• Status: Active Grant

• Current Assignee: ChampionX LLC (ChampionX Corporation)
• Original Assignee: Ecolab USA Incorporated (Ecolab, Inc.)
• Inventors: Bartels, Jeremy Wayne, Servesko, Jeffrey Michael, Kundu, Kousik, Laurent, Boyd Anthony, Tarverdi, David Field, Anantaneni, Prakasa Rao, Moloney, Jeremy
• Granted Patent: US 11,377,583 B2
• Time in Patent Office: Days
• CPC Class Codes: C07C 211/22 containing at least two amino groups bound to the carbon skeleton
• CPC Class Codes: C07D 207/404 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
• CPC Class Codes: C09K 2208/22 Hydrates inhibition by using well treatment fluids containing inhibitors of hydrate formers
• CPC Class Codes: C09K 8/52 Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
• CPC Class Codes: C09K 8/524 organic depositions, e.g. paraffins or asphaltenes
• CPC Class Codes: C10L 1/224 Amides; Imides carboxylic acid amides, imides C10L1/221, C10L1/2227 take precedence
• CPC Class Codes: C10L 3/107 Limiting or prohibiting hydrate formation

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

1. A composition comprising at least one succinimide-based compound to inhibit formation of natural gas hydrate agglomerates, the at least one succinimide-based compound formed by a reaction between an alkenyl succinic anhydride with an amine or amine alcohol.

2. The composition of claim 1, wherein the amine comprises primary, secondary or tertiary amine.

3. The composition of claim 1, wherein the amine is a dibutylaminopropylenediamine, a dibutylaminopropylenediamine with an additional aminopropylamino moiety, or combination thereof.

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

5. The composition of claim 1, wherein the composition further comprises one or more 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.

6. A composition comprising:

a fluid; and

the at least one succinimide-based compounds of claim 1.

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

8. The composition of claim 1, wherein the fluid comprises water, natural gas, and liquid hydrocarbon.

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

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

introducing into a fluid a composition comprising at least one succinimide-based compound to inhibit formation of agglomerates of natural gas hydrates, the at least one succinimide-based compound formed by a reaction between an alkenyl succinic anhydride with an amine or amine alcohol.

11. The method of claim 10, wherein introducing is by injecting or pumping.

12. The method of claim 10, wherein introducing is into a downhole.

13. The method of claim 10, wherein the fluid is contained in an oil or natural gas production operation or pipeline.

14. The method of claim 10, wherein the fluid comprises water, natural gas, and liquid hydrocarbon.

15. The method of claim 10, wherein the fluid comprises water of about 1% to about 80% weight/weight with respect to a hydrocarbon phase.

16. The method of claim 10, wherein the composition further comprises one or more 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.

17. The method of claim 10, wherein the amine comprises primary, secondary or tertiary amine.

18. The method of claim 10, wherein the amine comprises a dibutylaminopropylenediamine, a dibutylaminopropylenediamine with an additional aminopropylamino moiety, or combination thereof.

19. The method of claim 10, wherein the succinimide-based compounds has the general formula: