IP Library Granted Patent US 11,261,385
Granted Patent B2
US 11,261,385 · App. 17/039,182 · Granted Mar 1, 2022

Methods and compounds for removing non-acidic contaminants from hydrocarbon streams

Inventors: Paul J. Biggerstaff (Sugar Land, TX); Jerry J. Weers (Richmond, TX); Sai Reddy Pinappu (Sugar Land, TX); Weldon J. Cappel (Tomball, TX)
Assignee: Baker Hughes Holdings LLC
C10G21/20C10G21/28C10G2300/1074C10G2300/202
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Quick Facts
Patent No.
US 11,261,385
App. No.
17/039,182
Granted
Mar 1, 2022
Kind
B2
Abstract

An extraction solvent comprised of one or more ethyleneamines having structure (I), (II), or (III): where R 1 -R 6 can independently be H, C 1 -C 4 linear or branched alkyl, amido (RRNC═O), or hydroxyalkyl, where each R in the amido group independently H or C 1 alkyl, and where x ranges from 1 to 6, may be contacted with a hydrocarbon stream to remove or extract non-acidic contaminants, such as thiophenes, benzothiophenes, alkyl sulfides, alkyl disulfides, mercaptans, aromatics, oxygenates, metals, olefins, and combinations thereof, from the hydrocarbon stream. The extraction solvent may include co-solvents and the hydrocarbon stream may be in gas and/or liquid form.

Claims (15)

1. A treated fluid comprising:

a hydrocarbon stream comprising non-acidic contaminants selected from a group consisting of thiophenes, benzothiophenes, alkyl sulfides, alkyl disulfides, mercaptans, aromatics, oxygenates, metals, olefins, and combinations thereof; and

an extraction solvent comprising one or more ethyleneamines having structure (I), (II), or (III):

where R 1 is H, R 2 -R 6 to the extent chemically possible, independently be H, C 1 -C 4 linear or branched alkyl, amido (RRNC═O), or hydroxyalkyl, where each R in the amido group is independently H or C 1 alkyl, and where x ranges from 1 to 6.

2. The treated fluid of claim 1 , where the extraction solvent further comprises a co-solvent selected from a group consisting of water, an alcohol, a glycol, an amide, an ester, an amine different from the one or more ethyleneamines, a quaternary ammonium compound, and combinations thereof.

3. The treated fluid of claim 2 , where the ratio of the one or more ethyleneamines to the co-solvent ranges from about 100:0.00001 to about 25:75.

4. The treated fluid of claim 1 , where the ratio of the one or more ethyleneamines to hydrocarbon in the hydrocarbon stream ranges from about 1:10 to about 95:100.

5. The treated fluid of claim 1 , where the hydrocarbon stream is selected from a group consisting of refinery feedstock, light petroleum gases, straight run distillates, cracked stocks, hydrotreated materials, finished fuel blends, and combinations thereof.

6. A treated fluid comprising:

a hydrocarbon stream comprising non-acidic contaminants selected from a group consisting of thiophenes, benzothiophenes, alkyl sulfides, alkyl disulfides, mercaptans, aromatics, oxygenates, metals, olefins, and combinations thereof, where the hydrocarbon stream is selected from a group consisting of refinery feedstock, light petroleum gases, straight run distillates, cracked stocks, hydrotreated materials, finished fuel blends, and combinations thereof; and

an extraction solvent comprising one or more ethyleneamines having structure (I), (II), or (III):

where R 1 is H, R 2 -R 6 to the extent chemically possible, independently be H, C 1 -C 4 linear or branched alkyl, amido (RRNC═O), or hydroxyalkyl, where each R in the amido group is independently H or C 1 alkyl, and where x ranges from 1 to 6;

where the ratio of the one or more ethyleneamines to hydrocarbon in the hydrocarbon stream ranges from about 1:10 to about 95:100.

7. The treated fluid of claim 6 , where the extraction solvent further comprises a co-solvent selected from a group consisting of water, an alcohol, a glycol, an amide, an ester, an amine different from the one or more ethyleneamines, a quaternary ammonium compound, and combinations thereof.

8. The treated fluid of claim 7 , where the ratio of the one or more ethyleneamines to the co-solvent ranges from about 100:0.00001 to about 25:75.

Assignments (2)
CERTIFICATE OF AMENDMENT OF CHANGE OF NAME Recorded Jan 19, 2022
From: BAKER HUGHES, A GE COMPANY, LLC
To: BAKER HUGHES HOLDINGS LLC
Reel/Frame 058773/0100 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2021
From: BIGGERSTAFF, PAUL J.; WEERS, JERRY J.; PINAPPU, SAI REDDY; CAPPEL, WELDON J.
To: BAKER HUGHES, A GE COMPANY, LLC
Reel/Frame 057868/0841 →
Continuity (2)
Division 16252289 · Jan 18, 2019
Related Publication 20210009905A1 · Jan 14, 2021