Elemental sulfur dissolution and solvation

Patent metadata

Field	Value
Publication number	US-11814588-B2
Application number	US-202318150280-A
Country	US
Kind code	B2
Filing date	Jan 5, 2023
Priority date	Oct 8, 2020
Publication date	Nov 14, 2023
Grant date	Nov 14, 2023

Abstract

Methods for preventing elemental sulfur deposition from a hydrocarbon fluid is disclosed. A mercaptan is added to a hydrocarbon fluid that has elemental sulfur and reacted with the elemental sulfur to produce a disulfide and hydrogen sulfide. Amines and/or surfactants can assist with the process. Secondary reactions between the disulfide and the elemental sulfur result in a polysulfide and a solvated sulfur-disulfide complex. The disulfide, hydrogen sulfide, polysulfide and solvated sulfur-disulfide complex do not deposit, and can optionally be removed.

First claim

The invention claimed is:

1. A method of preventing sulfur deposition onto equipment from hydrocarbon fluids, said method comprising:
a) treating a hydrocarbon fluid containing elemental sulfur with a mercaptan plus an amine catalyst under reaction conditions to produce a disulfide, a hydrogen sulfide, and optionally a polysulfide;
b) removing said hydrogen sulfide from said hydrocarbon fluid; and
c) wherein said disulfide and said optional polysulfide are dissolved and remain in fluid and do not deposit onto equipment from said hydrocarbon fluid.

2. The method of claim 1 , wherein said treating step further includes the addition of a surfactant or heat or combinations thereof.

3. The method of claim 1 , further comprising the steps of dissolving and solvating elemental sulfur with said produced disulfide to produce a solvated complex and removing said solvated complex from the hydrocarbon fluid.

4. The method of claim 1 , wherein said mercaptan has a C1-C8 hydrocarbon chain or a C1-C8 alcohol chain.

5. The method of claim 1 , wherein said mercaptan is selected from ethanethiol, 1-propanethiol, 2-propanethiol, allyl mercaptan, butanethiol, tert-butyl mercaptan, pentanethiols, thiophenol, dimercaptosuccinic acid, thioacetic acid, 2-mercaptoethanol, dithiothreitol, dithioerythritol, 2-mercaptoindole, furan-2-ylmethanethiol, 3-mercaptopropane-1,2-diol, 3-mercapto-1-propanesulfonic acid, 1-hexadecanethiol, pentachlorobenzenethiol, and combinations thereof.

6. The method of claim 1 , wherein said amine is selected from alkyl amines, alkyl-hydroxy amines, amino acids, amino saccharides, diamines, triamines, alkyl benzyl amines, methylamine, propylamine, monoethanolamine, diethanolamine, isopropanolamine, diisopropanolamine, tris(2-aminoethyl)amine, glucosamine, ethylene diamine, methyldiethanolamine, triethanolamine, diethylenetriamine, pyrrolidone, triethylamine, 1-methyl-2-pyrrolidinone, N,N-dimethyl-N-(2-hydroxypropyl)amine, N,N,N′-trimethyl-N′-(2-hydroxypropyl)ethylenediamine, N,N,N′,N″-tetramethyl-N″-(2)-hydroxypropyl) diethylenetriamine, N,N,N′,N″,N′″-pentamethyl-N′″-(2-hydroxypropyl)triethylenetetramine and combinations thereof.

7. The method of claim 1 , wherein said amine is triethylamine.

8. The method of claim 1 , wherein said method is preceded by i) testing said hydrocarbon fluid with and without a test amine catalyst, and ii) selecting a best amine catalyst for use in said method.

9. The method of claim 2 , wherein said method is preceded by i) testing said hydrocarbon fluid with and without a test surfactant, and ii) selecting a best surfactant for use in said method.

10. A method of preventing sulfur deposition onto equipment from hydrocarbon fluids, said method comprising:
a) treating a hydrocarbon fluid containing elemental sulfur under reaction conditions with i) a mercaptan and ii) an amine catalyst or a surfactant or both, to produce a disulfide, a hydrogen sulfide, and optionally a polysulfide;
b) removing said hydrogen sulfide from said hydrocarbon fluid;
c) wherein said disulfide and said optional polysulfide are dissolved and remain in fluid and do not deposit onto equipment from said hydrocarbon fluid.

11. The method of claim 9 , wherein said method uses both said amine catalyst and said surfactant.

12. The method of claim 9 , wherein said method is preceded by i) testing said hydrocarbon fluid with and without an amine catalyst, and ii) selecting a best amine catalyst for use in said method.

13. The method of claim 9 , wherein said method is preceded by i) testing said hydrocarbon fluid with and without a surfactant, and ii) selecting a best surfactant for use in said method.

14. The method of claim 10 , wherein said method is preceded by i) testing said hydrocarbon fluid with and without an amine catalyst, ii) selecting a best amine catalyst for use in said method, iii) testing said hydrocarbon fluid with and without a surfactant, and iv) selecting a best surfactant for use in said method.

15. A method of preventing sulfur deposition onto equipment from hydrocarbon fluids, said method comprising:
a) treating a hydrocarbon fluid containing elemental sulfur with a mercaptan under reaction conditions to produce one or more products including a disulfide, a hydrogen sulfide, and a polysulfide, wherein said mercaptan is selected from ethanethiol; 1-propanethiol; 2-propanethiol; allyl mercaptan; butanethiol; tert-butyl mercaptan; pentanethiol s; thiophenol; dimercaptosuccinic acid; thioacetic acid; 2-mercaptoethanol; dithiothreitol/dithioerythritol; 2-mercaptoindole; furan-2-ylmethanethiol; 3-mercaptopropane-1,2-diol; 3-mercapto-1-propanesulfonic acid; 1-hexadecanethiol; pentachlorobenzenethiol, and combinations thereof; and
b) wherein said hydrogen sulfide is removed by gas stripping and said disulfide and said polysulfide do not deposit onto equipment from said hydrocarbon fluid.

16. The method of claim 14 , wherein said mercaptan is ethanethiol or 2-mercaptoethanol or dithiothreitol or combinations thereof.

17. The method of claim 14 , wherein said treating step further includes the addition of an amine or a surfactant or heat or combinations thereof.

18. The method of claim 16 , wherein said amine is selected from alkyl amines, alkyl-hydroxy amines, amino acids, amino saccharides, diamines, triamines, alkyl benzyl amines, methylamine, propylamine, monoethanolamine, diethanolamine, isopropanolamine, diisopropanolamine, tris(2-aminoethyl)amine, glucosamine, ethylene diamine, methyldiethanolamine, triethanolamine, diethylenetriamine, pyrrolidone, triethylamine, 1-methyl-2-pyrrolidinone, N,N-dimethyl-N-(2-hydroxypropyl)amine, N,N,N′-trimethyl-N′-(2-hydroxypropyl)ethylenediamine, N,N,N′,N″-tetramethyl-N″-(2)-hydroxypropyl)diethylenetriamine, N,N,N′,N″,N′″-pentamethyl-N′″-(2-hydroxypropyl)triethylenetetramine and combinations thereof.

19. The method of claim 16 , wherein said surfactant is selected from a group consisting of ethoxylated tetraethylene pentaamine, ethoxylated hexamethylene diamine dimethyl quat, ethoxysulfated hexamethylene diamine dimethyl quat, ethoxysulfated hexamethyl tri(amine methyl quat), propoxysulfated hexamethylene diamine dimethyl quat, ethoxy hexamethylene poly(amine benzyl quat), ethoxysulfated hexamethylene poly(amine benzyl quat), ethoxylated-4,9-dioxa-1,12-dodecanediamine dimethyl quat tetrasulfate, propoxylated-ethoxylated benzyl-quaternized trans-sulfated bis(hexamethylene)triamine, 50% sulfonated, propoxylated, ethoxylated methyl quat of hexamethylene diamine, benzyl quaternary ammonium; mono- or di alkyl ammonium chloride with alkyl chains of C6-C30; and mixtures thereof.

20. A method of preventing sulfur deposition onto equipment from hydrocarbon fluids, said method comprising:
a) treating a hydrocarbon fluid containing elemental sulfur with a mercaptan and an amine catalyst under reaction conditions to produce one or more product(s) selected from a disulfide, a hydrogen sulfide, and a polysulfide;
b) wherein said mercaptan is selected from ethanethiol, 2-mercaptoethanol, dithiothreitol/dithioerythritol and combinations thereof;
c) wherein said amine catalyst is selected from tertiary amines or triethylamine; and
d) wherein said product(s) do not deposit onto equipment from said hydrocarbon fluid.

Assignees

• Conocophillips Co

Inventors

• Locklear Jay
• Cope David P

Classifications

• C10G75/04

  by addition of antifouling agents · CPC title

• C09K8/532

  Sulfur · CPC title

• C10G29/28 Primary

  containing sulfur as the only hetero atom, e.g. mercaptans, or sulfur and oxygen as the only hetero atoms · CPC title

• C11D3/34

  containing sulfur {(C11D3/162, C11D3/164, C11D3/166, C11D3/168 take precedence)} · CPC title

• C10G2300/202

  Heteroatoms content, i.e. S, N, O, P · CPC title