IP Library Granted Patent US 12709687
Granted Patent B2
US 12709687 · App. 18/183,487 · Granted Aug 18, 2026

Corrosion-resistant articles and methods for making such

Inventors: Talal Y. Zahrani (Dhahran, SA); Muthukumar Nagu (Dhahran, SA); Muhammed Imran Ul-Haq (Dhahran, SA); Nayef M. Alanazi (Dhahran, SA)
Assignee: Saudi Arabian Oil Company
C09D5/086C07D213/30C09D7/20C23F11/141C23F11/149C08K5/3432
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Quick Facts
Patent No.
US 12709687
App. No.
18/183,487
Granted
Aug 18, 2026
Kind
B2
Abstract

Described herein are corrosion-resistant substrates and methods of producing a corrosion-resistant substrates. In one or more embodiments, a corrosion-resistant substrate may include a substrate including a first surface and a corrosion-resistant film positioned on at least a portion of the first surface of the substrate. The corrosion-resistant film may be solid. In embodiments, the film may include a 1-(2-hydroxyalkyl)pyridinium compound.

Claims (29)

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 1-(2-hydroxyalkyl) pyridinium 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 internal alkynl group, a C 1 -C 18 acryl group, or a C 1 -C 18 cycloalkyl group; and

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, or a C 1 -C 18 cycloalkyl group.

2 . The corrosion-resistant substrate of claim 1 , wherein R 1 is selected from the group consisting of a C 1 -C 18 alkyl group, —CH 2 CH 2 OH, and —CH 2 CH═CH 2 .

3 . The corrosion-resistant substrate of claim 1 , wherein R 1 comprises one or more of a carbon-carbon double bond, a carbon-carbon triple bond, or a combination thereof, provided that R 1 does not comprise a terminal alkyne.

4 . The corrosion-resistant substrate of claim 1 , wherein R 1 is —(CH 2 ) 9 CH 3 or —(CH 2 ) 11 CH 3 and R A , R B , R C , R D , and R E are hydrogen.

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

6 . 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.

7 . A method of producing the corrosion-resistant substrate of claim 1 , the method comprising:

contacting the portion of the first surface of the substrate with a corrosion inhibitor solution comprising:

a solvent; and

from 1.0 wt % to 50 wt % of the 1-(2-hydroxyalkyl) pyridinium compound; 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.

8 . The method of claim 7 , wherein the corrosion inhibitor solution comprises:

from 70 wt % to 80 wt % of at least one solvent selected from the group consisting of water, an alcohol, and aromatic naphtha; and

from 20 wt % and 30 wt % of the at least one 1-(2-hydroxyalkyl) pyridinium compound.

9 . The method of claim 7 , wherein R A , R B , R C , R D , and R E are hydrogen and R 1 is either —(CH 2 ) 9 CH 3 or —(CH 2 ) 11 CH 3 .

10 . The method of claim 7 , wherein Riis-CH 2 CH 2 OH, or —CH 2 CH═CH 2 .

11 . The method of claim 7 , wherein R 1 is a C 1 -C 18 alkyl group.

12 . The method of claim 7 , wherein the first surface of the substrate is metal or metal oxide.

13 . The method of claim 7 , wherein the substrate is a metal pipe and the first surface of the substrate is an internal surface of the metal pipe.

14 . The method of 12 , wherein:

R 1 is —(CH 2 ) 9 CH 3 or —(CH 2 ) 11 CH 3 ;

R A , R B , R C , R D , and R E are hydrogen; and

the 1-(2-hydroxyalkyl) pyridinium compound comprises from 20 wt % to 30 wt % of the corrosion inhibitor solution.

15 . The method of claim 7 , wherein the at least one 1-(2-hydroxyalkyl) pyridinium compound is formed by reacting pyridine, optionally substituted with one or more substituents, and an R 1 -substituted epoxide, according to the reaction scheme: