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EP-4739813-A1 - DIQUATERNARY COMPOUNDS FOR CORROSION INHIBITION AND METHODS OF USE THEREOF

EP4739813A1EP 4739813 A1EP4739813 A1EP 4739813A1EP-4739813-A1

Abstract

Compositions for corrosion inhibition and methods of using the same are disclosed to replace conventional corrosion inhibitors with improved performance and improved environmental profiles.

Inventors

  • WU, JING
  • ZHOU, Shelley
  • MOLONEY, Jeremy

Assignees

  • ChampionX LLC

Dates

Publication Date
20260513
Application Date
20240814

Claims (20)

  1. 1. A corrosion-inhibiting composition comprising: an alkyl diquatemary compound having at least one of the following structures: wherein: R is a linear C8-C30 alkyl group, Ri, R2, and R3 are independently a linear C1-C3 alkyl group, R4 is H, -OCH3, or Ci-Cs alkyl group, Rs is a linear C1-C3 alkyl group, and X- is a halide, and a solvent.
  2. 2. The composition of claim 1, wherein the diquatemary compound (VI) is a reaction product of wherein R is a linear C8-C30 alkyl group and X- is a halide, and Ri, R2, and R3 are independently a linear C1-C3 alkyl group, under catalysis of a hydroxide source.
  3. 3. The composition of claim 2, wherein the reagent is a hydrophobic modified chlorohydrin.
  4. 4. The composition of claim 2, wherein the diquatemary compound (VI) has the following structure: wherein X is Cl- or Br-.
  5. 5. The composition of claim 1, wherein the diquatemary compound (VII) is a reaction product of wherein R4 is H, -OCH3, or Ci-Cs alkyl group, R5 is a linear C1-C3 alkyl group, R is a linear Cs- C30 alkyl group and X- is a halide.
  6. 6. The composition of claim 5, wherein the reagent is a hydrophobic modified chlorohydrin.
  7. 7. The composition of claim 5, wherein structure III is the reaction product of H, -OCH3, or Ci-Cs alkyl group, R5 is a linear C1-C3 alkyl group.
  8. 8. The composition of claim 5, wherein the diquatemary compound (VII) has the following structure: (Vila).
  9. 9. The composition of claim 1, wherein the solvent comprises water, an organic solvent, aromatic solvent, or combination thereof.
  10. 10. The composition of claim 1, further comprising at least one additional component selected from the group consisting of sulfur-containing agent, additional corrosion inhibitors, surfactants, polymers, pH modifiers, asphaltene inhibitors, paraffin inhibitors, scale inhibitors, metal complexing agents, emulsifiers, water clarifiers, dispersants, emulsion breakers, or combinations thereof.
  11. 11. The composition of claim 1, wherein the alkyl di quaternary compound comprises from about 10 wt-% to about 70 wt-% of the composition and the solvent comprises from about 20 wt-% to about 80 wt-% of the composition.
  12. 12. The composition of claim 11, further comprising a sulfur-containing agent in an amount from about 1 wt-% to about 10 wt-% of the composition.
  13. 13. A method of controlling corrosion on a surface comprising: providing a corrosive inhibiting effective amount of a corrosion inhibition composition according to any one of claims 1-12 into contact with a surface comprising metal in an oil-field system, a hydrogen system and/or a hydrogen medium, and wherein the contacting is added in a batch or continuous application, and reducing corrosion on the surface.
  14. 14. The method of claim 13, wherein the corrosive inhibiting effective amount of the composition is from about 10 ppm to about 1,000 ppm based on the total volume of the system.
  15. 15. The method of claim 13, wherein the metal surface comprises steel.
  16. 16. The method of claim 15, wherein the surface is a containment used in the production, transportation, storage and/or separation of crude oil, natural gas or a biofuel process.
  17. 17. The method of claim 13, wherein the system comprises a hydrocarbon fluid or gas, produced water, or combination thereof.
  18. 18. A treated metal containment comprising: a metal containment comprising a metal surface; and a barrier or film substantially coating the metal surface with a corrosive inhibiting effective amount of the composition according to any one of claims 1-12.
  19. 19. The treated metal containment of claim 18, wherein the corrosive inhibiting effective amount of the corrosion inhibitor is from about 10 ppm to about 1,000 ppm, based on the total volume of the containment.
  20. 20. The treated metal containment of claim 18, wherein the metal surface comprises steel.

Description

TITLE: DIQUATERNARY COMPOUNDS FOR CORROSION INHIBITION AND METHODS OF USE THEREOF CROSS REFERENCE TO RELATED APPLICATIONS [0001] This application claims priority under 35 U.S.C. § 119 to provisional patent application U.S. Serial No. 63/534,907, filed August 28, 2023. The provisional patent application is herein incorporated by reference in its entirety, including without limitation, the specification, claims, and abstract, as well as any figures, tables, appendices, or drawings thereof. TECHNICAL FIELD [0002] The present disclosure relates generally to corrosion-inhibiting compositions and methods for improved corrosion inhibition of metal surfaces in oil and gas application using alkyl diquaternary compounds and corrosion-inhibiting compositions comprising the same to replace conventional corrosion inhibitors with improved performance and improved environmental profiles. BACKGROUND [0003] Corrosion remains a significant challenge in the oil and gas industry and are most often caused by salts and/or other dissolved solids, liquids, or gases that cause, accelerate, or promote corrosion of surfaces such as metal surfaces. Controlling internal corrosion is a key problem encountered in flowlines and pipelines made from metal, namely carbon steel. Examples of corrodents include carbon dioxide, oxygen, sodium chloride, calcium chloride, and sulfur dioxide. Corrosion negatively impacts metal containments such as metal pipelines, tanks, and/or other metal equipment or devices that contact aqueous liquid sources before, during, or after injection or production. [0004] Most operators in the oil and gas extraction and processing industry employ corrosion inhibitors to reduce internal corrosion in metal containments which are contacted by aqueous liquids containing corrodents. Corrodents are found in injectates, produced water, connate (native water present in subterranean formations along with the hydrocarbon), and hydrocarbon liquids and solids. Corrosion inhibitors are added to the liquids and dissolved gases which come into contact with metal surfaces where they act to prevent, retard, delay, reverse, and/or otherwise inhibit the corrosion of metal surfaces such as carbon-steel metal surfaces. Corrosion inhibitors can include, for example, aliphatic and aromatic amines, amine salts of acids, heterocyclic amines, alkenyl succinic acid, triazoles, and the like. [0005] Corrosion inhibitors are beneficial in that they extend the lifespan of metal surfaces, as well as permit the use of carbon steel components rather than more expensive metals, such as nickel, cobalt, and chromium alloys or other materials more expensive than carbon steel and/or which inherently entail other disadvantages in suitability for the purpose of liquid or gas containment. [0006] It is an object of this disclosure to provide alkyl di quaternary compound and corrosioninhibiting compositions including the same, and methods for corrosion inhibition of metal surfaces that improve beyond the corrosion inhibition capability of existing corrosion inhibitors. [0007] It is a particular object of the disclosure to provide the alkyl di quaternary compounds and compositions including the same to provide improve performance of corrosion inhibitors in hard conditions, including high shear stress, high temperature and high water cuts. It is a further object of the disclosure to provide the alkyl di quaternary compound and corrosion-inhibiting compositions including the same to provide an environmentally friendly corrosion inhibition composition and methods of corrosion inhibition. [0008] Other objects, embodiments advantages of this disclosure will be apparent to one skilled in the art in view of the following disclosure, the drawings, and the appended claims. SUMMARY [0009] The following objects, features, advantages, aspects, and/or embodiments, are not exhaustive and do not limit the overall disclosure. No single embodiment need provide each and every object, feature, or advantage. Any of the objects, features, advantages, aspects, and/or embodiments disclosed herein can be integrated with one another, either in full or in part. [0010] It is an object, feature, and/or advantage of the present disclosure to provide compositions and methods for inhibiting corrosion in oil-field systems, namely pipelines, containing oxygen, hydrogen systems and/or hydrogen mediums. [0011] According to some aspects of the present disclosure, corrosion-inhibiting compositions comprise alkyl diquaternary compounds as described herein and a solvent, and optionally additional functional ingredients. In an aspect, the alkyl diquatemary compounds have the structure (VI) or wherein: R is a linear C8-C30 alkyl group, Ri, R2, and R3 are independently a linear C1-C3 alkyl group, R4 is H, -OCH3, or Ci-Cs alkyl group, Rs is a linear C1-C3 alkyl group, and X- is a halide, and a solvent. [0012] According to a further aspect of the present disclosure, methods of controlling corrosio