IP Library Granted Patent US 12,037,539
Granted Patent B2
US 12,037,539 · App. 17/861,360 · Granted Jul 16, 2024

Alkyl lactone-derived hydroxyamides and alkyl lactone-derived hydroxyesters for the control of natural gas hydrates

Inventors: Jeremy Wayne Bartels (Sugar Land, TX); Jeffrey M. Servesko (Bend, OR)
Assignee: ChampionX LLC
C09K8/524C07C237/10C07D223/04C09K8/52C09K2208/22
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Quick Facts
Patent No.
US 12,037,539
App. No.
17/861,360
Granted
Jul 16, 2024
Kind
B2
Abstract

Disclosed are alkyl lactone-derived hydroxyamides and alkyl lactone-derived hydroxyesters used in compositions and methods for inhibiting natural gas hydrate agglomerates. The alkyl lactone-derived hydroxyamides and alkyl lactone-derived hydroxyesters are reaction products of an alkyl lactone and an amine, and an alkyl lactone and an alcohol, respectively.

Claims (8)

1. A composition comprising an alkyl lactone-derived hydroxyamide, wherein the alkyl lactone-derived hydroxyamide is a reaction product of an alkyl lactone and an amine, wherein the alkyl lactone-derived hydroxyamide comprises:

2. 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.

3. The composition of claim 1 , wherein the alkyl lactone-derived hydroxyamide comprises a 48-hour EC 50 value with Daphnia magna greater than or equal to 10 mg/ml.

4. The composition of claim 1 , wherein the alkyl lactone-derived hydroxyamide has biodegradation of greater than 10%, greater than 20%, greater than 30%, greater than 40%, greater than 50% or greater than 60% when measured in a 28 day degradation test.

5. The composition of claim 1 , further comprising:

a fluid comprising water, natural gas, and liquid hydrocarbon.

6. The composition of claim 5 , wherein the fluid comprises water in a range of from about 1 wt % to about 80 wt % based on a weight of the liquid hydrocarbon.

7. The composition of claim 5 , wherein the alkyl lactone-derived hydroxyamide is present in a range of from about 1,000 ppm to about 50,000 ppm based on a total weight of the composition.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 24, 2024
From: CHAMPIONX USA INC.
To: CHAMPIONX LLC
Reel/Frame 067205/0722 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 11, 2022
From: BARTELS, JEREMY WAYNE; SERVESKO, JEFFREY M.
To: ECOLAB USA INC.
Reel/Frame 060469/0968 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 11, 2022
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 060619/0190 →
Continuity (3)
Continuation 16507873 · Jul 10, 2019
Provisional Application 62697153 · Jul 12, 2018
Related Publication 20220363976A1 · Nov 17, 2022