Cationic ammonium surfactants as low dosage hydrate inhibitors

Patent metadata

Field	Value
Publication number	US-9765254-B2
Application number	US-201414528877-A
Country	US
Kind code	B2
Filing date	Oct 30, 2014
Priority date	Oct 30, 2014
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

This disclosure relates to anti-agglomerant low dosage hydrate inhibitors that can inhibit the formation of hydrate agglomerants and/or plugs. The anti-agglomerant low dosage hydrate inhibitors may be surfactants. The hydrate inhibitors may be used for inhibiting, retarding, mitigating, reducing, controlling and/or delaying formation of hydrocarbon hydrates, agglomerants of hydrates, and/or plugs. The hydrate inhibitors may be applied to prevent, reduce, and/or mitigate plugging of conduits, pipes, transfer lines, valves, and other places or equipment where hydrocarbon hydrate solids may form. The hydrate inhibitors may be cationic ammonium surfactants having an ionizable secondary amine.

First claim

What is claimed is:

1. A method of inhibiting formation of hydrate agglomerants in a fluid comprising water, a gas, and optionally liquid hydrocarbon, the method comprising adding to the fluid an effective amount of a composition comprising a hydrate inhibitor selected from the group consisting of

wherein
(i) R 1 is an alkyl group optionally containing one or more ionizable amines or an alkenyl group optionally containing one or more ionizable amines; R 2 is hydrogen or absent; R 3 comprises a group selected from the generic formula C n H 2n+1 , wherein n is a number from 0 to 10 ; R 4 is an alkyl group containing one or more ionizable amines or an alkenyl group containing one or more ionizable amines; R 5 is hydrogen, an alkyl group optionally containing one or more ionizable amines, or an alkenyl group optionally containing one or more ionizable amines, X is a counterion; or
(ii) R 1 is an alkyl group containing one or more ionizable amines or an alkenyl group containing one or more ionizable amines; R 2 is hydrogen or absent; R 3 comprises a group selected from the generic formula C n H 2n+1 , wherein n is a number from 0 to 10; R 4 is an alkyl group optionally containing one or more ionizable amines or an alkenyl group optionally containing one or more ionizable amines; R 5 is hydrogen, an alkyl group optionally containing one or more ionizable amines, or an alkenyl group optionally containing one or more ionizable amines, X is a counterion; or
(iii) R 1 is an alkyl group optionally containing one or more ionizable amines or an alkenyl group optionally containing one or more ionizable amines; R 2 is hydrogen; R 3 comprises a group selected from the generic formula C n H 2n+1 , wherein n is a number from 0 to 10; B is a group selected from the generic formula (CH 2 ) n , wherein n is a number from 1 to 4; A is a substituent selected from the group consisting of CH 2 , NR 5 , oxygen, and any combination thereof; R 5 is hydrogen, or an alkyl group optionally containing one or more ionizable amines; and X is a counterion.

2. The method of claim 1 , wherein the effective amount is from about 0.1 to about 5 volume %, based on an amount of water.

3. The method of claim 1 , wherein the fluid is contained in an oil or gas pipeline or refinery.

4. The method of claim 1 , wherein the composition further comprises a thermodynamic hydrate inhibitor, a kinetic hydrate inhibitor, an anti-agglomerant, or any combination thereof.

5. The method of claim 1 , wherein the composition further comprises a polar solvent, a nonpolar solvent, or a mixture thereof.

6. The method of claim 1 , wherein the composition is added downhole near a surface controlled sub-sea safety valve.

7. The method of claim 1 , wherein the water comprises a salinity of about 0% to about 25%, weight/weight total dissolved solids (TDS).

8. The method of claim 1 , wherein X is selected from the group consisting of a halide, a carboxylate, hydrogen sulfate, dihydrogen phosphate, nitrate, and any combination thereof.

9. The method of claim 1 , wherein X is acetate or acrylate.

10. The method of claim 1 , wherein the hydrate inhibitor comprises a salt of the following general structure:

wherein R fatty is a C 8 to C 20 alkyl or alkenyl group.

11. The method of claim 1 , wherein the hydrate inhibitor comprises a salt of the following general structure:

wherein R fatty is a C 8 to C 20 alkyl or alkenyl group.

12. The method of claim 1 , wherein the hydrate inhibitor comprises a salt of the following general structure:

13. The method of claim 1 , wherein R 1 is a C 8 to C 20 alkyl group containing one or more ionizable amines or C 8 to C 20 alkenyl group containing one or more ionizable amines.

14. The method of claim 13 , wherein R 3 comprises a group selected from the generic formula C n H 2n+1 and n is 0 or 1.

15. The method of claim 14 , wherein X is selected from the group consisting of a halide, a carboxylate, hydrogen sulfate, dihydrogen phosphate, nitrate, and any combination thereof.

16. The method of claim 1 , wherein R 4 is a C 8 to C 20 alkyl group containing one or more ionizable amines or a C 8 to C 20 alkenyl group containing one or more ionizable amines.

Assignees

• Ecolab Usa Inc

Inventors

• Lucente-Schultz Rebecca Michele
• Servesko Jeff

Classifications

• C07C237/10

  having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups · CPC title

• C09K8/52 Primary

  Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning · CPC title

• C09K2208/22

  Hydrates inhibition by using well treatment fluids containing inhibitors of hydrate formers · CPC title

• C07C237/06

  having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms · CPC title