IP Library Granted Patent US 11,492,710
Granted Patent B2
US 11,492,710 · App. 17/097,075 · Granted Nov 8, 2022

Trifunctional amine based corrosion inhibitor compositions

Inventors: Hamidreza Samouei (College Station, TX); Salar Afra (College Station, TX); Hisham Nasr-El-Din (College Station, TX); Zheng Chai (Houston, TX); Jefferson Thomas Ebert (Houston, TX); Benjamin Haseltine (Houston, TX)
Assignee: Ascend Performance Materials Operations LLC
C23F11/126C23F11/141
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Quick Facts
Patent No.
US 11,492,710
App. No.
17/097,075
Granted
Nov 8, 2022
Kind
B2
Abstract

Corrosion inhibitor compositions for reducing the corrosive effect of acidic environments on metallic substrates are provided herein. In particular, the present disclosure describes corrosion inhibitor compositions comprising a condensation product of a trifunctional amine and a fatty acid. The present disclosure also describes methods of preparing and of using such corrosion inhibitor compositions.

Claims (28)

1. A corrosion inhibitor composition, comprising

a condensation product of a trifunctional amine and a tall oil fatty acid; wherein the weight ratio of the trifunctional amine to the tall oil fatty acid in the condensation product ranges from 0.5:1 to 3:1; and wherein the trifunctional amine is selected from the group consisting of triaminohexane, triaminoheptane, triaminooctane, triaminononane, triaminodecane, triaminoundecane, triaminododecane, triaminocyclohexane, triaminocycloheptane, triaminocyclooctane, triaminocyclononane, triaminocyclodecane, triaminocycloundecane, triaminocyclododecane, triaminohexene, triaminoheptene, triaminooctene, triaminononene, triaminodecene, triaminoundecene, triaminododecene, tetraaminohexane, tetraaminoheptane, tetraaminooctane, tetraaminononene, tetraaminodecene, tetraaminoundecene, tetraaminododecane, tetraaminocyclohexane, tetraaminocycloheptane, tetraaminocyclooctane, tetraaminocyclononane, tetraaminocyclodecane, tetraaminocycloundecane, tetraaminocyclododecane, tetraaminohexene, tetraaminoheptene, tetraaminooctene, tetraaminononene, tetraaminodecene, tetraaminoundecene, tetraaminododecene, and isomers thereof, or combinations thereof; and

an additive package comprising potassium iodide in an amount ranging from 0.05 wt. % to 5 wt. %;

wherein the corrosion inhibitor composition demonstrates a corrosion rate less than 0.05 lb/ft 2 in 6 hours at 200° F.

2. The corrosion inhibitor composition of claim 1 , wherein the additive package further comprises an additional trifunctional amine in an amount ranging from 1 wt. % to 25 wt. %.

3. The corrosion inhibitor composition of claim 2 , wherein the additional trifunctional amine is the same as the trifunctional amine.

4. The corrosion inhibitor composition of claim 1 , wherein the additive package further comprises an additional fatty acid.

5. The corrosion inhibitor composition of claim 4 , wherein the additional fatty acid is the same as the tall oil fatty acid.

6. The corrosion inhibitor composition of claim 4 , wherein the additional fatty acid comprises palmitic acid, oleic acid, linoleic acid, abietic acid, sapienic acid, palmitoleic acid, myristoleic acid, elaidic acid, vaccenic acid, or tall oil, isomers thereof, or combinations thereof.

7. The corrosion inhibitor composition of claim 1 , wherein the additive package further comprises an additional trifunctional amine in an amount ranging from 1 wt. % to 25 wt. % and an additional fatty acid.

8. The corrosion inhibitor composition of claim 1 , wherein the corrosion inhibitor composition comprises less than 2 wt % formic acid.

9. The corrosion inhibitor composition of claim 1 , wherein the corrosion inhibitor composition demonstrates a corrosion rate of less than 0.0001 lb/ft 2 in 6 h at 78° F.

10. A process for preparing a corrosion inhibitor composition, comprising:

reacting a trifunctional amine and a tall oil fatty acid at a temperature of at least 100° C. for at least 10 hours to form a condensation product, wherein the weight ratio of the trifunctional amine to the tall oil fatty acid in the condensation product ranges from 0.5:1 to 3:1, wherein the trifunctional amine is selected from the group consisting of triaminohexane, triaminoheptene, triaminooctane, triaminononane, triaminodecane, triaminoundecane, triaminododecane, triaminocyclohexane, triaminocycloheptane, triaminocyclooctane, triaminocyclononane, triaminocyclodecane, triaminocycloundecane, triaminocyclododecane, triaminohexene, triaminoheptene, triaminooctene, triaminononene, triaminodecene, triaminoundecene, triaminododecene, tetraaminohexane, tetraaminoheptane, tetraaminooctane, tetraaminononane, tetraaminodecene, tetraaminoundecene, tetraaminododecane, tetraaminocyclohexane, tetraaminocycloheptane, tetraaminocyclooctane, tetraaminocyclononane, tetraaminocyclodecane, tetraaminocycloundecane, tetraaminocyclododecane, tetraaminohexene, tetraaminoheptene, tetraaminooctene, tetraaminononene, tetraaminodecene, tetraaminoundecene, tetraaminododecene, and isomers thereof, or combinations thereof; and

adding an additive package comprising potassium iodide in an amount ranging from 0.05 wt. % to 5 wt. %;

wherein the corrosion inhibitor composition demonstrates a corrosion rate less than 0.05 lb/ft 2 in 6 hours at 200° F.

11. The process of claim 10 , wherein the corrosion inhibitor composition demonstrates a corrosion rate of less than 0.0001 lb/ft 2 in 6 h at 78° F.

12. The process of claim 10 , wherein the condensation product comprises less than 15 wt % impurities.

13. The process of claim 10 , wherein the additive package further comprises an additional trifunctional amine in an amount ranging from 1 wt. % to 25 wt. % and an additional fatty acid.

14. A process for inhibiting corrosion of a metallic substrate, the method comprising:

applying to the metallic substrate a corrosion inhibitor composition comprising

a condensation product of a trifunctional amine and a tall oil fatty acid, wherein the trifunctional amine is selected from the group consisting of triaminohexane, triaminoheptane, triaminooctane, triaminononane, triaminodecane, triaminoundecane, triaminododecane, triaminocyclohexane, triaminocycloheptane, triaminocyclooctane, triaminocyclononane, triaminocyclodecane, triaminocycloundecane, triaminocyclododecane, triaminohexene, triaminoheptene, triaminooctene, triaminononene, triaminodecene, triaminoundecene, triaminododecene, tetraaminohexane, tetraaminoheptane, tetraaminooctane, tetraaminononene, tetraaminodecane, tetraaminoundecane, tetraaminododecane, tetraaminocyclohexane, tetraaminocycloheptane, tetraaminocyclooctane, tetraaminocyclononane, tetraaminocyclodecane, tetraaminocycloundecane, tetraaminocyclododecane, tetraaminohexene, tetraaminoheptene, tetraaminooctene, tetraaminononene, tetraaminodecene, tetraaminoundecene, tetraaminododecene, and isomers thereof, or combinations thereof;

wherein the weight ratio of the trifunctional amine to the fatty acid in the condensation product ranges from 0.5:1 to 3:1; and

an additive package comprising potassium iodide in an amount ranging from 0.05 wt. % to 5 wt. %;

wherein the corrosion inhibitor composition demonstrates a corrosion rate less than 0.05 lb/ft 2 in 6 hours at 200° F.

15. The process of claim 14 , further comprising an organic solvent, wherein the organic solvent is an alcohol selected from the group consisting of ethanol, n-propanol, isopropanol, n-butanol, sec-butanol, isobutanol, t-butanol, amyl alcohol, and combinations thereof.

16. The process of claim 14 , wherein the corrosion inhibitor composition demonstrates a corrosion rate of less than 0.0001 lb/ft 2 in 6 h at 78° F.

17. The process of claim 14 , wherein the additive package further comprises an additional trifunctional amine in an amount ranging from 1 wt. % to 25 wt. % and an additional fatty acid.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2025
From: WILMINGTON SAVINGS FUND SOCIETY, FSB
To: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
Reel/Frame 074050/0090 →
SECURITY INTEREST Recorded Dec 23, 2025
From: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
To: WILMINGTON SAVINGS FUND SOCIETY, FSB
Reel/Frame 074056/0183 →
SECURITY INTEREST Recorded Dec 19, 2025
From: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 074007/0183 →
SECURITY INTEREST Recorded Apr 10, 2025
From: BANK OF AMERICA, N.A.
To: WILMINGTON SAVINGS FUND SOCIETY, FSB
Reel/Frame 070811/0705 →
SECURITY INTEREST Recorded Dec 8, 2022
From: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
To: WELLS FARGO CAPITAL FINANCE, LLC
Reel/Frame 062094/0172 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 13, 2020
From: SAMOUEL, HAMIDREZA; AFRA, SALAR; NASR-EL-DIN, HISHAM; CHAI, ZHENG; EBERT, JEFFERSON THOMAS; HASELTINE, BENJAMIN
To: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
Reel/Frame 054356/0809 →