IP Library Granted Patent US 11,414,588
Granted Patent B2
US 11,414,588 · App. 16/507,873 · Granted Aug 16, 2022

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 (Sugar Land, TX)
Assignee: ChampionX USA Inc.
C09K8/524C07C237/10C07D223/04C09K8/52C09K2208/22
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,414,588
App. No.
16/507,873
Granted
Aug 16, 2022
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 method of inhibiting formation of agglomerates of natural gas hydrates comprising:

introducing into a fluid a composition comprising an alkyl lactone-derived hydroxyamide to inhibit formation of agglomerates of natural gas hydrates, the alkyl lactone-derived hydroxyamide formed by a reaction between an alkyl lactone with an amine, wherein the amine comprises a dibutylaminopropylamine, a dibutylaminopropylamine with an additional aminopropylamino moiety, or combination thereof.

2. The method of claim 1 , wherein the fluid is contained in an oil or natural gas production operation or pipeline.

3. The method 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.

4. The method of claim 1 , wherein the alkyl lactone comprises 1 to 30 carbon atom-containing alkyl substituent.

5. The method of claim 1 , wherein the alkyl lactone comprises a decalactone, dodecalactone or an undecalactone.

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

introducing into a fluid a composition comprising an alkyl lactone-derived hydroxyamide to inhibit formation of agglomerates of natural gas hydrates, the alkyl lactone-derived hydroxyamide formed by a reaction between an alkyl lactone with an amine, wherein the alkyl lactone-derived hydroxyamide is selected from

Assignments (7)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 17, 2025
From: JPMORGAN CHASE BANK, N.A.
To: CHAMPIONX LLC; APERGY ESP SYSTEMS, LLC; APERGY BMCS ACQUISITION CORP; HARBISON-FISCHER, INC.; NORRIS RODS, INC.,; NORRIS RODS, INC.,; NORRISEAL-WELLMARK, INC.; PCS FERGUSON, INC.; QUARTZDYNE, INC.; US SYNTHETIC CORPORATION
Reel/Frame 072004/0019 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 21, 2024
From: CHAMPIONX USA INC.
To: CHAMPIONX LLC
Reel/Frame 067476/0580 →
RELEASE OF SECURITY INTEREST Recorded Jun 7, 2022
From: BANK OF AMERICA, N.A.
To: CHAMPIONX USA INC.
Reel/Frame 060304/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053749/0001 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 052848/0368 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 053250/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 10, 2019
From: BARTELS, JEREMY WAYNE; SERVESKO, JEFFREY M.
To: ECOLAB USA INC.
Reel/Frame 049717/0229 →