Anti-agglomerant hydrate inhibitors and method of use

Patent metadata

Field	Value
Publication number	US-11795370-B2
Application number	US-201817270589-A
Country	US
Kind code	B2
Filing date	Sep 25, 2018
Priority date	Sep 25, 2018
Publication date	Oct 24, 2023
Grant date	Oct 24, 2023

Abstract

Compositions and methods of using such compositions to inhibit the formation of gas hydrate agglomerates are provided. In certain embodiments, the methods include: contacting a fluid with a hydrate inhibitor composition that includes at least one compound having the structural formula (I) wherein R1 is hydrogen or any C1 to C8 hydrocarbon chain; each of R2 and R3 is independently a C1 to C8 hydrocarbon chain; R4 is hydrogen, a C1 to C20 hydrocarbon chain, or —CH2—CH(OH)—R5; R5 is a C1 to C50 alkyl chain or a C1 to C50 alkenyl chain; X− is a counter anion; and n is an integer from 1 to 8.

First claim

What is claimed is:

1. A method comprising:
contacting a fluid with a hydrate inhibitor composition, wherein the hydrate inhibitor composition comprises at least one compound having the structural formula:

wherein R 1 is hydrogen or any C 1 to C 8 hydrocarbon chain,
wherein each of R 2 and R 3 is independently a C 1 to C 88 hydrocarbon chain,
wherein R 4 is hydrogen, a C 1 to C 20 hydrocarbon chain, or —CH 2 —CH(OH)—R 5 ,
wherein R 5 is a C 1 to C 50 alkyl chain or a C 1 to C 50 alkenyl chain,
wherein X − is a counter anion,
wherein n is an integer from 1 to 8, and
wherein: (i) the hydrate inhibitor composition is introduced into the fluid through a conduit or an injection point in fluid communication with a wellbore in which the fluid resides or (ii) the hydrate inhibitor composition is introduced into a wellbore penetrating at least a portion of a subterranean formation through which the fluid is flowing.

2. The method of claim 1 wherein X − is selected from the group consisting of: a carboxylate, a halide, a sulfate, a sulfonate, a hydroxide, a phosphonate, and any combination thereof.

3. The method of claim 1 wherein the fluid comprises at least one component selected from the group consisting of: water, a gas, a liquid hydrocarbon, and any combination thereof.

4. A method comprising:
contacting a fluid with a hydrate inhibitor composition, wherein the hydrate inhibitor composition comprises at least one compound having the structural formula:

wherein R 1 is hydrogen or any C 1 to C 8 hydrocarbon chain,
wherein each of R 2 and R 3 is independently a C 1 to C 8 hydrocarbon chain,
wherein R 4 is hydrogen, a C 1 to C 20 hydrocarbon chain, or —CH 2 —CH(OH)—R 5 ,
wherein R 5 is a C 1 to C 50 alkyl chain or a C 1 to C 50 alkenyl chain,
wherein X − is a counter anion,
wherein n is an integer from 1 to 8, and
wherein the hydrate inhibitor composition is introduced into a conduit through which the fluid is flowing.

5. The method of claim 1 wherein the fluid comprises water and has a water cut of about 0.1% or more.

6. The method of claim 1 wherein the fluid comprises water and the hydrate inhibitor composition is provided in an amount such that the compound is present in the fluid in an amount from about 0.1% to about 10% by volume based on the water cut of the fluid.

7. The method of claim 1 wherein R 5 is any C 1 to C 50 alkyl chain resulting from a reaction between an 1,2-epoxyalkane and a dialkylaminoalkylamine.

8. The method of claim 7 , wherein the dialkylaminoalkylamine comprises one or more hetero-atoms.

9. The method of claim 1 wherein the compound is a reaction product of a reaction between (i) an alkylating agent and (ii) a second intermediate resulting from a reaction between a dialkylaminoalkylamine and a first intermediate, wherein the first intermediate comprises a 1,2-epoxyalkane.

10. A method comprising:
introducing a hydrate inhibitor composition into a wellbore penetrating at least a portion of a subterranean formation, wherein the hydrate inhibitor composition comprises at least one compound having the structural formula:

wherein R 1 is hydrogen or any C 1 to C 8 hydrocarbon chain,
wherein each of R 2 and R 3 is independently a C 1 to C 8 hydrocarbon chain,
wherein R 4 is hydrogen, a C 1 to C 20 hydrocarbon chain, or —CH 2 —CH(OH)—R 5 ,
wherein R 5 is a C 1 to C 50 alkyl chain or a C 1 to C 50 alkenyl chain,
wherein X − is a counter anion, and
wherein n is an integer from 1 to 8.

11. The method of claim 10 wherein the hydrate inhibitor composition is introduced into the wellbore through a conduit or an injection point in fluid communication with the wellbore.

12. The method of claim 10 wherein X − is selected from the group consisting of: a carboxylate, a halide, a sulfate, a sulfonate, a hydroxide, a phosphonate, and any combination thereof.

13. The method of claim 10 further comprising allowing the hydrate inhibitor composition to contact a fluid residing in the wellbore.

14. The method of claim 13 wherein the fluid comprises water and has a water cut of about 0.1% or more.

15. The method of claim 13 wherein the fluid comprises at least one component selected from the group consisting of: water, a gas, a liquid hydrocarbon, and any combination thereof.

16. A method comprising:
contacting a fluid with a hydrate inhibitor composition, wherein the hydrate inhibitor composition comprises at least one compound having the structural formula:

wherein R 1 is hydrogen or any C 1 to C 8 hydrocarbon chain,
wherein each of R 2 and R 3 is independently a C 1 to C 8 hydrocarbon chain,
wherein R 4 is hydrogen, a C 1 to C 20 hydrocarbon chain, or —CH 2 —CH(OH)—R 5 ,
wherein R 5 is a C 1 to C 50 alkyl chain or a C 1 to C 50 alkenyl chain,
wherein X − is a counter anion,
wherein n is an integer from 1 to 8, and
wherein the fluid comprises water and (i) has a water cut of about 0.1% or more or (ii) the hydrate inhibitor composition is provided in an amount such that the compound is present in the fluid in an amount from about 0.1% to about 10% by volume based on the water cut of the fluid.

17. The method of claim 16 wherein X − is selected from the group consisting of: a carboxylate, a halide, a sulfate, a sulfonate, a hydroxide, a phosphonate, and any combination thereof.

18. The method of claim 10 wherein R 5 is any C 1 to C 50 alkyl chain resulting from a reaction between an 1,2-epoxyalkane and a dialkylaminoalkylamine.

19. The method of claim 18 , wherein the dialkylaminoalkylamine comprises one or more hetero-atoms.

20. The method of claim 10 wherein the compound is a reaction product of a reaction between (i) an alkylating agent and (ii) a second intermediate resulting from a reaction between a dialkylaminoalkylamine and a first intermediate, wherein the first intermediate comprises a 1,2-epoxyalkane.

Assignees

• Multi Chem Group Llc
• Halliburton Energy Services Inc

Inventors

• Lan Qiang
• Monteiro Deepak S

Classifications

• C09K8/52 Primary

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

• C07C211/63

  having quaternised nitrogen atoms bound to acyclic carbon atoms · CPC title

• E21B43/16

  Enhanced recovery methods for obtaining hydrocarbons · CPC title

• C09K2208/22

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

• C10L3/107 Primary

  Limiting or prohibiting hydrate formation · CPC title