IP Library Granted Patent US 11,242,480
Granted Patent B2
US 11,242,480 · App. 16/054,732 · Granted Feb 8, 2022

Thiol adducts for corrosion inhibition

Inventors: Jeremy Moloney (Katy, TX); Prakasa Rao Anantaneni (Richmond, TX); Ryan Matthew Harrington (Houston, TX)
Assignee: ChampionX USA Inc.
C09K8/54C07C323/25C07C323/52C23F11/00C23F11/16C09K2208/22C09K2208/26C09K2208/32
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Quick Facts
Patent No.
US 11,242,480
App. No.
16/054,732
Granted
Feb 8, 2022
Kind
B2
Abstract

Compounds, compositions and methods are provided for inhibiting corrosion at a surface in the production, transportation, storage, and separation of fluids such as crude oil and natural gas, the compounds having the formula: wherein: Each R 1 is independently —CH 2 OH and —C(O)OH; R 2 is Each R 3 is independently hydrogen or R 5 , or both R 3 together form a ring via a linker Each R 4 is independently hydrogen or R 5 ; R 5 is —CH 2 SC 2 H 4 R 1 ; and n is an integer from 0 to 3.

Claims (23)

1. A compound having the formula:

wherein:

Each R 1 is independently —CH 2 OH and —C(O)OH;

R 2 is

Each R 3 is independently hydrogen or R 5 , or both R 3 together form a ring via a linker

Each R 4 is independently hydrogen or R 5 ;

R 5 is —CH 2 SC 2 H 4 R 1 ; and

n is an integer from 0 to 3;

wherein the compound is other than:

2. The compound of claim 1 , having the formula:

3. The compound of claim 1 , having the formula:

4. A composition for inhibiting corrosion at a surface, the composition comprising a compound of claim 1 and a component selected from the group consisting of a corrosion inhibitor, an asphaltene inhibitor, a paraffin inhibitor, a scale inhibitor, an emulsifier, a water clarifier, a dispersant, an emulsion breaker, a gas hydrate inhibitor, a biocide, a pH modifier, a surfactant, an organic solvent or a combination thereof.

5. The composition of claim 4 , wherein the organic solvent is selected from the group consisting of an alcohol, a hydrocarbon, a ketone, an ether, an alkylene glycol, a glycol ether, an amide, a nitrile, a sulfoxide, an ester, or a combination thereof, and the composition optionally comprises water.

6. The composition of claim 4 , wherein the organic solvent is selected from the group consisting of methanol, ethanol, propanol, isopropanol, butanol, 2-ethylhexanol, hexanol, octanol, decanol, 2-butoxyethanol, methylene glycol, ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, diethyleneglycol monomethyl ether, diethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol dibutyl ether, pentane, hexane, cyclohexane, methylcyclohexane, heptane, decane, dodecane, diesel, toluene, xylene, heavy aromatic naphtha, cyclohexanone, diisobutylketone, diethyl ether, propylene carbonate, N-methylpyrrolidinone, N,N-dimethylformamide, or a combination thereof.

7. The composition of claim 4 , wherein the corrosion inhibitor is selected from the group consisting of an imidazoline compound, a quaternary ammonium compound, a pyridinium compound or a combination thereof.

8. The composition of claim 4 , comprising from about 0.1 to about 20 wt. % of the compound.

9. A method of inhibiting corrosion at a surface comprising contacting the surface with a composition comprising a compound of claim 1 .

10. The method of claim 9 , wherein the compound has the formula:

11. The method of claim 9 , wherein the compound has the formula:

12. The method of claim 9 , wherein the surface is part of a wellbore or equipment used in the production, transportation, storage, and/or separation of the fluid.

13. The method of claim 9 , wherein the surface is part of equipment used in a coal-fired process, a waste-water process, a farm, a slaughter house, a land-fill, a municipality waste-water plant, a coking coal process, or a biofuel process.

14. The method of claim 12 , wherein the equipment comprises a pipeline, a storage vessel, downhole injection tubing, a flow line, or an injection line.

15. The method of claim 9 , wherein the composition comprises from about 0.1 to about 20 wt. % of the compound.

Assignments (6)
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 →
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 Apr 27, 2021
From: MOLONEY, JEREMY; ANANTANENI, PRAKASA RAO; HARRINGTON, RYAN MATTHEW
To: ECOLAB USA INC.
Reel/Frame 056059/0508 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053849/0537 →
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 →