IP Library Granted Patent US 10,934,470
Granted Patent B2
US 10,934,470 · App. 15/769,038 · Granted Mar 2, 2021

High temperature hydrate inhibitors and methods of use

Inventors: Qiang Lan (The Woodlands, TX); Deepak Monteiro (Houston, TX); Mark Paul Ceglio, II (El Paso, TX); Erick J. Acosta (Sugar Land, TX); Pushkala Krishnamurthy (Pearland, TX)
Assignee: Multi-Chem Group, LLC
C09K8/52C07C233/36E21B37/06C09K2208/22
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Quick Facts
Patent No.
US 10,934,470
App. No.
15/769,038
Granted
Mar 2, 2021
Kind
B2
Abstract

Compositions and methods of using of such compositions to, for example, inhibit of the formation of gas hydrate agglomerates are provided. In one embodiment, the methods comprise: introducing a low-dosage hydrate inhibitor additive into a fluid, wherein the low-dosage hydrate inhibitor additive comprises a quaternary or tertiary ammonium cation moiety, a lipophilic tail, and a sulfonate anion moiety; and exposing the low-dosage hydrate inhibitor additive to a temperature above about 200° F.

Claims (34)

1. A method comprising:

introducing a low-dosage hydrate inhibitor additive into a fluid, wherein the low-dosage hydrate inhibitor additive comprises at least one compound having the structural formula:

wherein each of R 1 and R 2 is independently a C 1 to C 6 hydrocarbon chain,

wherein R 3 is selected from the group consisting of hydrogen and a C 1 to C 6 hydrocarbon chain,

wherein R 4 is a C 1 to C 50 hydrocarbon chain, and

wherein R 5 is an organic moiety; and

exposing the low-dosage hydrate inhibitor additive to at least one temperature above about 200° F., wherein the low-dosage hydrate inhibitor additive does not substantially degrade for up to about 7 days after being substantially continually exposed to at least one temperature of above about 200° F.

2. The method of claim 1 wherein the organic moiety is selected from the group consisting of: an alkyl group, an alkenyl group, an aryl group, an arylalkyl group, an arylalkenyl group, an alkylaryl group, an alkenylaryl group, a heterocyclic group, a hydroxyl group, a carbonyl group, an amine group, 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. The method of claim 1 wherein the low-dosage hydrate inhibitor additive is introduced into a quaternary ammonium cation moiety or a tertiary ammonium cation moiety the fluid through a conduit or an injection point having at least one temperature above about 200° F. and the low-dosage hydrate inhibitor additive is exposed to at least one temperature above about 200° F. in the conduit or the injection point.

5. The method of claim 1 wherein the fluid has at least one temperature above about 200° F. and the low-dosage hydrate inhibitor additive is exposed to at least one temperature above about 200° F. in the fluid.

6. The method of claim 1 wherein the fluid resides within a location selected from the group consisting of: a conduit, a wellbore, a subterranean formation, and a vessel.

7. The method of claim 1 wherein the fluid comprises water and has a water cut of from about 1% to about 65%.

8. The method of claim 1 wherein the fluid comprises water and has a water cut of about 50% or greater.

9. The method of claim 1 wherein the low-dosage hydrate inhibitor additive is introduced in an amount such that the low-dosage hydrate inhibitor additive is present in the fluid in an amount from about 0.1% to about 10% volume based on the water cut of the fluid.

10. The method of claim 1 wherein the water is selected from the group consisting of: brine, deionized water, and any combination thereof.

11. A method comprising:

introducing a low-dosage hydrate inhibitor additive into a wellhead of a wellbore penetrating at least a portion of a subterranean formation having at least one temperature above about 200° F., wherein the low-dosage hydrate inhibitor additive does not substantially degrade for up to about 7 days after being substantially continually exposed to at least one temperature of above about 200° F., wherein the low-dosage hydrate inhibitor additive comprises at least one compound having the structural formula:

wherein each of R 1 and R 2 is independently a C 1 to C 6 hydrocarbon chain,

wherein R 3 is selected from the group consisting of hydrogen and a C 1 to C 6 hydrocarbon chain,

wherein R 4 is a C 1 to C 50 hydrocarbon chain, and

wherein R 5 is an organic moiety; and

allowing the low-dosage hydrate inhibitor additive to contact a fluid in the wellbore.

12. The method of claim 11 wherein the fluid comprises at least one component selected from the group consisting of: water, a gas, a liquid hydrocarbon, and any combination thereof.

13. The method of claim 11 wherein the fluid comprises water and has a water cut of about 50% or greater.

14. The method of claim 11 wherein wellbore has at least one temperature from about 250° F. to about 350° F.

15. A method comprising:

introducing a low-dosage hydrate inhibitor additive into a conduit having at least one temperature above about 200° F. and containing a fluid, wherein the low-dosage hydrate inhibitor additive does not substantially degrade for up to about 7 days after being substantially continually exposed to at least one temperature of above about 200° F., wherein the low-dosage hydrate inhibitor additive comprises at least one compound having the structural formula:

wherein each of R 1 and R 2 is independently a C 1 to C 6 hydrocarbon chain,

wherein R 3 is selected from the group consisting of hydrogen and a C 1 to C 6 hydrocarbon chain,

wherein R 4 is a C 1 to C 50 hydrocarbon chain, and

wherein R 5 is an organic moiety.

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

17. The method of claim 15 wherein the conduit has at least one temperature from about 250° F. to about 350° F.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2021
From: MULTI-CHEM GROUP, LLC
To: HALLIBURTON ENERGY SERVICES, INC.
Reel/Frame 056681/0849 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2018
From: LAN, QIANG; MONTEIRO, DEEPAK; CEGLIO, MARK PAUL, II; ACOSTA, ERICK J.; KRISHNAMURTHY, PUSHKALA
To: HALLIBURTON ENERGY SERVICES, INC.
Reel/Frame 045565/0504 →