IP Library › Granted Patent US 12,503,657
Granted Patent B2
US 12,503,657 · App. 18/774,699 · Granted Dec 23, 2025

Decontamination of sulfur contaminants from hydrocarbons

Inventor: Stephen D. Matza (Sugarland, TX)
Assignee: ZYMEFLOW, INC.
C10G29/20E21B43/00
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Quick Facts
Patent No.
US 12,503,657
App. No.
18/774,699
Granted
Dec 23, 2025
Kind
B2
Abstract

A method for removing hydrogen sulfide from a hydrocarbon. The method comprises introducing methylmorpholine-N-oxide to a vessel, wherein the vessel comprises the hydrocarbon, and wherein the hydrocarbon comprises hydrogen sulfide; and treating the hydrocarbon by allowing the methylmorpholine-N-oxide to react with the hydrogen sulfide.

Claims (24)

1 . A method for treating sulfur contaminants, the method comprising:

(A) introducing a short-chain amine oxide to a vessel, wherein the vessel comprises a hydrocarbon, wherein the sulfur contaminants are present in the hydrocarbon, wherein the sulfur contaminants comprise at least 1000 ppm of hydrogen sulfide;

(B) allowing the short-chain amine oxide to react with the sulfur contaminant to convert the sulfur contaminant to elemental sulfur;

(C) recirculating between about one volume of the hydrocarbon comprising the short-chain amine oxide in the vessel to about ten volumes of the hydrocarbon comprising the short-chain amine oxide in the vessel;

(D) removing the elemental sulfur from the vessel, wherein the elemental sulfur is present in a treated hydrocarbon; and

(E) separating the elemental sulfur from the treated hydrocarbon.

2 . The method of claim 1 , wherein the short-chain amine oxide comprises at least 2 and not more than 10 carbons.

3 . The method of claim 1 , wherein the short-chain amine oxide comprises at least 2 and not more than 8 carbons.

4 . The method of claim 1 , wherein the short-chain amine oxide comprises at least 3 and not more than 7 carbons.

5 . The method of claim 1 , wherein the short-chain amine oxide is a heterocyclic amine oxide.

6 . The method of claim 1 , wherein the short-chain amine oxide comprises methylmorpholine-N-oxide.

7 . The method of claim 1 , wherein the hydrocarbon is a hydrocarbon fluid.

8 . The method of claim 1 , wherein the hydrocarbon is a hydrocarbon gas.

9 . The method of claim 1 , wherein the short-chain amine oxide is introduced into the hydrocarbon.

10 . The method of claim 9 , wherein the short-chain amine oxide is present in the hydrocarbon in a concentration of between about 0.01 weight volume % and about 60 weight volume % of the hydrocarbon.

11 . The method of claim 9 , wherein the short-chain amine oxide is introduced into the hydrocarbon in an amount to provide a mole ratio of short-chain amine oxide to hydrogen sulfide in the vessel from about 1.0 mole short-chain amine oxide:1.0 mole hydrogen sulfide to about 3.0 moles short-chain amine oxide:1.0 mole hydrogen sulfide.

12 . The method of claim 1 , wherein the recirculating further comprises heating the hydrocarbon.

13 . The method of claim 1 , further comprising introducing steam into the vessel.

14 . The method of claim 13 , wherein the steam comprises 150 psig steam or less.

15 . The method of claim 14 , further comprising introducing the steam into the vessel to increase the hydrocarbon to a temperature of from about 70° F. to about 150° F.

16 . The method of claim 1 , wherein the elemental sulfur is separated from the treated hydrocarbon via a centrifuge.

17 . The method of claim 1 , wherein the hydrocarbon comprises a hydrocarbon fluid layer and a hydrocarbon gas layer.

18 . The method of claim 17 , wherein the short-chain amine oxide is introduced into the hydrocarbon fluid layer.

19 . The method of claim 17 , wherein the short-chain amine oxide is introduced into the hydrocarbon gas layer.

Assignments (4)
MERGER Recorded Mar 15, 2025
From: CR3 ZYMEFLOW, INC.
To: ZYMEFLOW, INC.
Reel/Frame 070523/0169 →
MERGER Recorded Mar 13, 2025
From: TRISTAR GLOBAL ENERGY SOLUTIONS, INC.
To: CR3 ZYMEFLOW, INC.
Reel/Frame 070508/0396 →
MERGER Recorded Mar 12, 2025
From: UNITED LABORATORIES INTERNATIONAL, LLC
To: TRISTAR GLOBAL ENERGY SOLUTIONS, INC.
Reel/Frame 070491/0243 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2025
From: MATZA, STEPHEN D.
To: UNITED LABORATORIES INTERNATIONAL, LLC
Reel/Frame 070460/0436 →
Continuity (5)
Continuation 17899462 · Aug 30, 2022
Continuation 16984373 · Aug 4, 2020
Continuation 16128272 · Sep 11, 2018
Continuation 14859480 · Sep 21, 2015
Related Publication 20240368482A1 · Nov 7, 2024
References Cited (21)
US 5980733A · Collins · 1999 [cited by examiner]
US 8993488B2 · Frost · 2015 [cited by examiner]
US 9512019B2 · Matza · 2016 [cited by examiner]
US 9815720B2 · Matza · 2017 [cited by examiner]
US 9920236B2 · Matza · 2018 [cited by examiner]
US 10052583B2 · Matza · 2018 [cited by examiner]
US 10093869B2 · Matza · 2018 [cited by examiner]
US 10526527B2 · Matza · 2020 [cited by examiner]
US 10583392B2 · Matza · 2020 [cited by examiner]
US 10731089B2 · Matza · 2020 [cited by examiner]
US 10745303B2 · Matza · 2020 [cited by examiner]
US 10960348B2 · Matza · 2021 [cited by examiner]
US 11236262B2 · Matza · 2022 [cited by examiner]
US 11427769B2 · Matza · 2022 [cited by examiner]
US 11753320B2 · Matza · 2023 [cited by examiner]
US 11850551B2 · Matza · 2023 [cited by examiner]
US 12187631B2 · Matza · 2025 [cited by examiner]
US 20120220500A1 · Matza · 2012 [cited by examiner]
US 20130126444A1 · Matza · 2013 [cited by examiner]
US 20150027961A1 · Matza · 2015 [cited by examiner]
US 20150166877A1 · Matza · 2015 [cited by examiner]