Corrosion inhibitor solutions and corrosion-resistant substrates that include pyridinium hydroxyl alkyl ether compounds and methods of making the same

Patent metadata

Field	Value
Publication number	US-12227670-B2
Application number	US-202217741960-A
Country	US
Kind code	B2
Filing date	May 11, 2022
Priority date	May 11, 2022
Publication date	Feb 18, 2025
Grant date	Feb 18, 2025

Abstract

According to embodiments disclosed herein, a corrosion-resistant substrate may comprise a substrate comprising a first surface and a corrosion-resistant film positioned on at least a portion of the first surface of the substrate. A method of producing a corrosion-resistant substrate may comprise contacting at least a portion of a first surface of a substrate with a corrosion inhibitor solution and drying the corrosion inhibitor solution to produce the corrosion-resistant film on the substrate, wherein at least a portion of the solvent may be expelled from the corrosion inhibitor solution during the drying to form the corrosion-resistant film, such that the corrosion-resistant film is solid. The corrosion inhibitor solution and the corrosion-resistant film may comprise a pyridinium hydroxyl alkyl ether compound.

First claim

What is claimed is:

1. A corrosion-resistant substrate comprising:
a substrate comprising a first surface; and
a corrosion-resistant film positioned on at least a portion of the first surface of the substrate, wherein the corrosion-resistant film is solid, and wherein the corrosion-resistant film comprises a pyridinium hydroxyl alkyl ether compound having a general formula:

wherein R 1 is a C 8 -C 12 alkyl group, a C 1 -C 18 hydroxyl alkyl group, a C 1 -C 18 alkenyl group, a C 1 -C 18 alkynl group, or a C 1 -C 18 cycloalkyl group; and
wherein R A , R B , R C , R D , and R E are each independently chosen from hydrogen, a C 1 -C 18 alkyl group, a C 1 -C 18 hydroxyl alkyl group, a C 1 -C 18 alkenyl group, a C 1 -C 18 alkynl group, a C 1 -C 18 acryl group, a C 1 -C 18 cycloalkyl group, or a C 1 -C 18 functional alkyl group.

2. The corrosion-resistant substrate of claim 1 , wherein the C 1 -C 18 functional alkyl group associated with R A , R B , R C , R D , or R E comprises a moiety chosen from a carboxyl group, an amine group, or a thiol group.

3. The corrosion-resistant substrate of claim 1 , wherein the first surface is metal or metal oxide.

4. The corrosion-resistant substrate of claim 1 , wherein the substrate is a metal pipe and the first surface is an internal surface of the metal pipe.

5. The corrosion-resistant substrate of claim 1 , wherein the corrosion-resistant film further comprises at least one imidazoline-based compound and the corrosion-resistant film comprises from 5 wt. % to 50 wt. % of the imidazoline-based compound.

6. The corrosion-resistant substrate of claim 1 , wherein the corrosion-resistant film comprises from 30 wt. % to 80 wt. % of the pyridinium hydroxyl alkyl ether compound.

7. The corrosion-resistant substrate of claim 1 , wherein the corrosion-resistant film further comprises one or more of a synergist, a surfactant, an ethoxylated amine, or a coupling agent.

8. The corrosion-resistant substrate of claim 7 , wherein the corrosion-resistant film comprises from 5 wt. % to 40 wt. % of the synergist.

9. The corrosion-resistant substrate of claim 7 , wherein the corrosion-resistant film comprises from 1 wt. % to 5 wt. % of the surfactant.

10. The corrosion-resistant substrate of claim 7 , wherein the corrosion-resistant film comprises from 1 wt. % to 10 wt. % of the ethoxylated amine.

11. The corrosion-resistant substrate of claim 7 , wherein the corrosion-resistant film comprises from 1 wt. % to 10 wt. % of the coupling agent.

12. The corrosion-resistant substrate of claim 1 , wherein R 1 is a decyl group and R A , R B , R C , R D , and R E are hydrogen.

13. The corrosion-resistant substrate of claim 1 , wherein R 1 is a decyl group.

14. The corrosion-resistant substrate of claim 1 , wherein R 1 is a C 8 -C 12 alkyl group.

15. The corrosion-resistant substrate of claim 1 , wherein the corrosion-resistant film comprises the pyridinium hydroxyl alkyl ether compound, an imidazoline-based compound, a synergist, a surfactant, an ethoxylated amine, and a coupling agent.

16. A method of producing a corrosion-resistant substrate, the method comprising:
contacting at least a portion of a first surface of a substrate with a corrosion inhibitor solution, wherein the corrosion inhibitor solution comprises a solvent and a pyridinium hydroxyl alkyl ether compound having a general formula:

wherein R 1 is a C 1 -C 18 alkyl group, a C 1 -C 18 hydroxyl alkyl group, a C 1 -C 18 alkenyl group, a C 1 -C 18 alkynl group, a C 1 -C 18 acryl group, a C 1 -C 18 cycloalkyl group, or a C 1 -C 18 functional alkyl group; and
wherein R A , R B , R C , R D , and R E are each independently chosen from hydrogen, a C 1 -C 18 alkyl group, a C 1 -C 18 hydroxyl alkyl group, a C 1 -C 18 alkenyl group, a C 1 -C 18 alkynl group, a C 1 -C 18 acryl group, a C 1 -C 18 cycloalkyl group, or a C 1 -C 18 functional alkyl group; and
drying the corrosion inhibitor solution to produce the corrosion-resistant film on the substrate, wherein at least a portion of the solvent is expelled from the corrosion inhibitor solution during the drying to form the corrosion-resistant film, such that the corrosion-resistant film is solid.

17. The method of claim 16 , wherein the C 1 -C 18 functional alkyl group comprises a moiety chosen from a carboxyl group, an amine group, or a thiol group.

18. The method of claim 16 , wherein the solvent comprises one or more of water, ethylene glycol, or ethylene diamine.

19. The method of claim 16 , wherein the first surface is metal or metal oxide.

20. The method of claim 16 , wherein the substrate is a metal pipe and the first surface is an internal surface of the metal pipe.

21. The method of claim 16 , wherein R 1 is a decyl group and R A , R B , R C , R D , and R E are hydrogen.

22. The method of claim 16 , wherein the corrosion-resistant film further comprises at least one imidazoline-based compound.

23. A corrosion inhibitor solution, wherein the corrosion inhibitor solution comprises a solvent and a pyridinium hydroxyl alkyl ether compound having a general formula:

wherein R 1 is a C 8 -C 12 alkyl group, a C 1 -C 18 hydroxyl alkyl group, a C 1 -C 18 alkenyl group, a C 1 -C 18 alkynl group, or a C 1 -C 18 cycloalkyl group; and
wherein R A , R B , R C , R D , and R E are each independently chosen from hydrogen, a C 1 -C 18 alkyl group, a C 1 -C 18 hydroxyl alkyl group, a C 1 -C 18 alkenyl group, a C 1 -C 18 alkynl group, a C 1 -C 18 acryl group, a C 1 -C 18 cycloalkyl group, or a C 1 -C 18 functional alkyl group.

24. The corrosion inhibitor solution of claim 23 , wherein R 1 is a decyl group.

25. The corrosion inhibitor solution of claim 23 , wherein R 1 is a C 8 -C 12 alkyl group.

Assignees

• Saudi Arabian Oil Co

Inventors

• Ul-Haq Muhammad Imran
• Alanazi Nayef M
• Saleem Qasim
• Ai-Abeedi Turki M

Classifications

• C23F11/142

  Hydroxy amines · CPC title

• C08K5/3432

  Six-membered rings · CPC title

• C08K5/17

  Amines; Quaternary ammonium compounds · CPC title

• C07D213/04

  having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom · CPC title

• C09D7/63

  organic · CPC title