IP Library Granted Patent US 12,006,493
Granted Patent B2
US 12,006,493 · App. 17/483,736 · Granted Jun 11, 2024

Nitrile solvents

Inventors: Tanhee Galindo (Katy, TX); Zheng Chai (Houston, TX); Jefferson Thomas Ebert (Houston, TX); Benjamin Haseltine (Houston, TX)
Assignee: Ascend Performance Materials Operations LLC
C11D7/5013C11D3/26C11D3/28C11D7/32C11D7/3281
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Quick Facts
Patent No.
US 12,006,493
App. No.
17/483,736
Granted
Jun 11, 2024
Kind
B2
Abstract

A method of removing from a surface a solid sulfur-containing impurity composition comprising a sulfur-containing compound, the method comprising the step of dissolving sulfur-containing compound in the sulfur-containing impurity composition with a nitrile compound to form a treated sulfur-containing impurity composition comprising less than 99.5 wt % sulfur-containing compound, based on the total weight of the treated sulfur-containing impurity composition.

Claims (23)

1. A method of removing from a surface a solid sulfur-containing impurity composition comprising a sulfur-containing compound, the method comprising

dissolving sulfur-containing compound in the sulfur-containing impurity composition with a dissolver solution comprising a nitrile compound having a chemical formula C x H 2x−1 (CN) 3 , wherein x is from 4 to 10; and a hydrogen sulfide scavenger to form a treated sulfur-containing impurity composition comprising less than 99.5 wt % sulfur-containing compound, based on the total weight of the treated sulfur-containing impurity composition.

2. The method of claim 1 , wherein the treated sulfur-containing impurity composition further comprises from 1 ppm to 90 wt % polymerized sulfur-containing compound.

3. The method of claim 1 , wherein the nitrile compound comprises tricyanohexane.

4. The method of claim 1 , wherein the sulfur-containing compound comprises a dithiazine.

5. The method of claim 1 , wherein the nitrile compound exhibits dithiazine solubility of from 0.01 kg/l to 20 kg/l at 70° F.

6. The method of claim 1 , wherein the nitrile compound exhibits dithiazine solubility of from 0.5 kg/l to 50 kg/l at 125° F.

7. A dissolver solution comprising:

a nitrile compound having a chemical formula C x H 2x−1 (CN) 3 , wherein x is from 4 to 10; and

a hydrogen sulfide scavenger.

8. The dissolver solution of claim 7 , wherein the dissolver solution comprises the nitrile compound in an amount from 0.1 vol. % to 85 vol. %.

9. The dissolver solution of claim 7 , wherein the nitrile compound comprises tricyanohexane.

10. The dissolver solution of claim 7 , wherein the hydrogen sulfide scavenger comprises a triazine compound.

11. The dissolver solution of claim 7 , wherein the hydrogen sulfide scavenger comprises hexahydro-1,3,5-tris(hydroxyethyl)-s-triazine.

12. A method of dissolving dithiazine, the method comprising:

adding the dissolver solution of claim 7 to a dithiazine-containing system.

13. A method of treating a solid sulfur-containing impurity composition comprising a sulfur-containing compound, the method comprising contacting the sulfur-containing compound in the sulfur-containing impurity composition with a dissolver solution comprising a nitrile compound having a chemical formula C x H 2x−1 (CN) 3 , wherein x is from 4 to 10; and a hydrogen sulfide scavenger to form a treated sulfur-containing impurity composition comprising less than 99.5 wt % sulfur-containing compound.

14. The method of claim 13 , wherein the treated sulfur-containing impurity composition comprises from 1 ppm to 90 wt % trithiane.

15. A process for inhibiting the formation of polymeric sulfur-containing compounds in a sulfur-containing impurity composition comprising a sulfur-containing compound, the process comprising:

adding a a dissolver solution comprising nitrile compound having a chemical formula C x H 2x−1 (CN) 3 , wherein x is from 4 to 10; and a hydrogen sulfide scavenger to the sulfur-containing impurity composition, wherein at least some of the monomeric sulfur-containing compound in the sulfur-containing impurity composition is dissolved, to form a treated sulfur-containing impurity composition comprising a reduced amount of monomeric sulfur-containing compound;

wherein the treated sulfur-containing impurity composition comprises less than 90 wt % polymeric sulfur-containing compound.

16. The process of claim 15 , wherein the reduced amount of monomeric sulfur-containing compound is at least 10% less than the initial amount of sulfur-containing compound present in the sulfur-containing impurity composition.

17. The process of claim 15 , wherein the polymeric sulfur-containing compound comprises trithiane.

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 Jun 7, 2022
From: GALINDO, TANHEE; CHAI, ZHENG; EBERT, JEFFERSON THOMAS; HASELTINE, BENJAMIN
To: ASCEND PERFORMANCE MATERIALS OPERATIONS LLC
Reel/Frame 060125/0224 →