Compositions and methods for scavenging sulfur-containing compounds

Patent metadata

Field	Value
Publication number	US-12584060-B2
Application number	US-202318468985-A
Country	US
Kind code	B2
Filing date	Sep 18, 2023
Priority date	Sep 21, 2022
Publication date	Mar 24, 2026
Grant date	Mar 24, 2026

Abstract

The present disclosure provides compositions and methods for reducing sulfur-containing compounds in a hydrocarbon fluid. The compositions include an alpha amino ether and a synergistic compound. Additionally, the compositions may include a third component. The third component may be, for example, a heteroatom-containing component or a solvent.

First claim

What is claimed is:

1 . A method for reducing an amount of a sulfur-containing compound present in a hydrocarbon fluid, comprising:
adding an effective amount of a composition to the hydrocarbon fluid, wherein the composition comprises a sulfide scavenger and a synergistic compound, wherein the sulfide scavenger comprises an alpha amino ether, and wherein the synergistic compound comprises Formula (I):

wherein n is 1 or 2,
X is NR 5 , O, or S,
Y is H, OH, SH, NH 2 , NHR, NHCOR, SR, or OR,
Z is H, OH, SH, NH 2 , NHR, NHCOR, SR, or OR,
R is H or a C 1 -C 10 alkyl or alkenyl group,
R 1 and R 2 are each independently H, a C 1 -C 10 alkyl or alkenyl group, a cyclic group, a carbocyclic group, or a heterocyclic group,
R 3 and R 4 are each independently H or a C 1 -C 10 alkyl or alkenyl group, and
R 5 is H or a C 1 -C 10 alkyl group, provided that the synergistic compound excludes diethanolamine.

2 . The method of claim 1 , wherein the composition comprises from about 5 wt. % to about 95 wt. % of the alpha amino ether.

3 . The method of claim 1 , wherein the composition comprises from about 1 wt. % to about 95 wt. % of the synergistic compound.

4 . The method of claim 1 , wherein the alpha amino ether comprises Formula (II):

wherein R 6 , R 7 , R 8 and R 9 are each independently a C 1 -C 20 alkyl group, and
wherein B is an oxygen atom or a linear alkyl group having an oxygen atom at each end.

5 . The method of claim 1 , wherein the alpha amino ether is a condensation product of an aldehyde and a secondary amine.

6 . The method of claim 5 , wherein the aldehyde is formaldehyde, and wherein the secondary amine is N-butyl-1-butanamine.

7 . The method of claim 1 , wherein the synergistic compound is selected from the group consisting of 1-[(2-hydroxypropyl)maino]-2-butanol, 1,1′-iminobis-2-butanol, 3,3′-iminobis[1,2-propanediol], bis(2-hydroxypropyl) ether, 1(2-aminopropyl)amino)-2-propanol, 1-[(2-methoxypropyl)amino]-2-propanol, 1,1′-iminodipropan-2-ol, 2-[(2-methoxyethyl)amino]ethanol, ethanolisopropanolamine, 2-[(2-hydroxypropyl)amino]-1-propanol, bis(2-methoxyethyl)amine, 2-(2-aminoethylamino)ethanol, bis(2-aminoethyl)amine, 1,1′-(Methylimino)dipropan-2-ol, N-methyldiethanolamine, 2,2′-Thiodiethanol, derivates thereof, and any combination thereof.

8 . The method of claim 1 , wherein the composition further comprises a third component, wherein the third component is a heteroatom-containing component or a solvent.

9 . The method of claim 8 , wherein the heteroatom-containing component or solvent is selected from the group consisting of an aromatic, an aliphatic solvent, an aliphatic alcohol, a glycol, and any combination thereof.

10 . The method of claim 9 , wherein the aliphatic alcohol is a C 1 -C 8 alcohol.

11 . The method of claim 9 , wherein the glycol is selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, ethylene glycol monobutyl ether, ethylene glycol ethyl ether, dipropylene glycol methyl ether, a derivative thereof, and any combination thereof.

12 . The method of claim 8 , wherein the composition comprises from about 10 wt. % to about 90 wt. % of the third component.

13 . The method of claim 1 , wherein the hydrocarbon fluid comprises at least 10% liquid by volume.

14 . The method of claim 1 , wherein the hydrocarbon fluid is a dehydrated gaseous medium.

15 . The method of claim 14 , wherein the dehydrated gaseous medium comprises 7 lbs H2O /mmscf (0.11 g/m 3 ) or less.

16 . The method of claim 1 , wherein the hydrocarbon fluid is thermal heavy oil.

17 . The method of claim 1 , wherein the hydrocarbon fluid is selected from the group consisting of kerosene, light crude oil, medium crude oil, heavy crude oil, extra heavy crude oil, synthetic crude oil, an oilfield condensate, a petroleum residual, a refined fuel, a distillate fuel, a fuel oil, a heating oil, diesel fuel, gasoline, jet fuel, a bunker fuel oil, and any combination thereof.

18 . The method of claim 1 , wherein the composition is added to the hydrocarbon fluid such that the alpha amino ether is present in the fluid in an amount ranging from about 0.0001 wt. % to about 1.0 wt. % and/or such that the synergistic compound is present in the fluid in an amount ranging from about 0.0001 wt. % to about 1.0 wt. %.

19 . The method of claim 1 , wherein the sulfur-containing compound is selected from the group consisting of hydrogen sulfide, a mercaptan, an organic sulfide, and any combination thereof.

20 . A method for reducing an amount of a sulfur-containing compound present in a hydrocarbon fluid, comprising:
adding an effective amount of a composition to the hydrocarbon fluid, wherein the composition comprises a sulfide scavenger and a synergistic compound, wherein the sulfide scavenger comprises an alpha amino ether, and
wherein the synergistic compound comprises diisopropanolamine.

Assignees

• Championx Usa Inc

Inventors

• O'Grady Jordan Kenneth Charles
• Miller Nolan
• Laurent Boyd A
• De Subhasis
• Gallardo Iii Julian M

Classifications

• C10L2290/545

  Washing, scrubbing, stripping, scavenging for separating fractions, components or impurities during preparation or upgrading of a fuel · CPC title

• C10L2290/541

  Absorption of impurities during preparation or upgrading of a fuel · CPC title

• C10L2290/14

  Injection, e.g. in a reactor or a fuel stream during fuel production · CPC title

• C10L2230/02

  Absorbents, e.g. in the absence of an actual absorbent column or scavenger · CPC title

• C10L2200/0438

  Middle or heavy distillates, heating oil, gasoil, marine fuels, residua · CPC title