# US 12,006,493 B2 · Nitrile solvents

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- Number: US 12,006,493 B2
- Document ID: US12006493B2
- Status: Granted
- Kind: B2
- Application number: 17/483,736
- Filed: 2021-09-23
- Published: 2022-03-31
- Granted: 2024-06-11
- Earliest claimed: 2020-09-25
- Assignees: Ascend Performance Materials Operations LLC
- Applicants: Ascend Performance Materials Operations LLC
- Inventors: Tanhee Galindo; Zheng Chai; Jefferson Thomas Ebert; Benjamin Haseltine
- Web page: https://patentgrep.com/patent/US12006493B2

## CPC

- C09K 8/524: organic depositions, e.g. paraffins or asphaltenes
- C11D 7/5013: {containing nitrogen}
- C11D 3/26: containing nitrogen {(C11D3/162, C11D3/164, C11D3/166, C11D3/168 take precedence)}
- C11D 3/28: Heterocyclic compounds containing nitrogen in the ring
- C11D 7/32: containing nitrogen
- C11D 7/3281: {Heterocyclic compounds}
- E21B 37/06: using chemical means for preventing or limiting {, e.g. eliminating,} the deposition of paraffins or like substances
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- E21B: EARTH OR ROCK DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS

## 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

### Claim 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 CxH2x−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.

### Claim 2 (depends on 1)

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

### Claim 3 (depends on 1)

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

### Claim 4 (depends on 1)

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

### Claim 5 (depends on 1)

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.

### Claim 6 (depends on 1)

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.

### Claim 7

A dissolver solution comprising:
a nitrile compound having a chemical formula CxH2x−1(CN)3, wherein x is from 4 to 10; and
a hydrogen sulfide scavenger.

### Claim 8 (depends on 7)

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

### Claim 9 (depends on 7)

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

### Claim 10 (depends on 7)

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

### Claim 11 (depends on 7)

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

### Claim 12 (depends on 7)

A method of dissolving dithiazine, the method comprising:
adding the dissolver solution of claim 7 to a dithiazine-containing system.

### Claim 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 CxH2x−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.

### Claim 14 (depends on 13)

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

### Claim 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 CxH2x−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.

### Claim 16 (depends on 15)

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.

### Claim 17 (depends on 15)

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