IP Library Granted Patent US 8,551,435
Granted Patent B2
US 8,551,435 · App. 13/397,131 · Granted Oct 8, 2013

Process for reducing contaminants in an industrial fluid stream

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,551,435
App. No.
13/397,131
Granted
Oct 8, 2013
Kind
B2
Abstract

This invention provides novel processes utilizing compositions comprising substituted polyamines as acid gas scrubbing solutions and methods of using the compositions in an industrial system. The invention relates to the use of such polyamine compounds in industrial processes to remove acidic contaminants from natural and industrial fluid streams, such as natural gas, combustion gas, natural gas, synthesis gas, biogas, and other industrial fluid streams. The compositions and methods of the invention are useful for removal, absorption, or sequestration of acidic contaminants and sulfide contaminants including CO 2 , H 2 S, RSH, CS 2 , COS, and SO 2 .

Claims (34)

1. A process for reducing acidic contaminants in an industrial fluid stream, the process comprising: (I) contacting the fluid stream with a scrubbing liquid composition for absorbing acidic contaminants from fluids in an industrial process, the composition comprising:

(a) at least one absorbent component having a general formula, including carbonates, bicarbonates, carbamates, ureas, and amides thereof and salts thereof:

wherein o is 1 or 2,

(i) R 1 is selected from the group consisting of: H, alkyl, aminoalkyl, and the following structure (A),

wherein o is 0, 1 or 2,

(ii) R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are independently H, alkyl, or aminoalkyl; wherein at least one of R 2 and R 3 is not H,

(iii) each m, and n, is independently 0, 1, or 2,

(iv) p and q are independently 0, 1, 2, 3, or 4; and

(b) a solvent;

(II) forming a washed fluid stream and a rich acid gas scrubbing liquid; and

(III) regenerating at least a portion of the composition including at least a portion of the absorbent compound(s) from the rich acid gas scrubbing liquid.

2. The process of claim 1 , wherein the alkyl for R1 to R9 is independently selected from the group consisting of: methyl, ethyl, propyl, isopropyl, butyl, and isohutyl.

3. The process of claim 1 , wherein the aminoalkyl for R1 to R9 is selected from the group consisting of: 2-aminopropyl, 2-aminobutyl, aminoethyl, and aminopropyl.

4. The process of claim 1 , wherein said absorbent component is selected from the group consisting of: (I), (II), (IV), (V), (VI), and combinations thereof:

5. The process of claim 1 , wherein said absorbent component is selected from the group consisting of: (VII), (IX), (X), (XI), (XII), and combinations thereof:

6. The process of claim 1 , wherein said absorbent component is selected from the group consisting of: (XIII), (XIV), (XV), (XVI), (XVII), (XVIII), (XIX), (XX), and combinations thereof:

7. The process of claim 1 , wherein the acidic contaminant is selected from the group consisting of CO 2 , H 2 S, RSH, CS 2 , COS, SO 2 , and combinations thereof.

8. The process of claim 1 , Wherein said absorbent compound is present in an amount ranging from about 0.01 to about 100 wt%.

9. The process of claim 1 , further comprising one or more components selected from the group consisting of: amines, activators, antifoaming agents, co-absorbents, corrosion inhibitors, coloring agents, and combinations thereof.

10. The process of claim 1 , wherein the solvent is selected from the group consisting of: water, alcohols, polyols, other acid gas solvents, organic solvents, and combinations thereof.

11. The process of claim 1 , wherein step (I) of the process is performed in a temperature range from about 0 to about 200° C.

12. The process of claim 1 , wherein step (I) of the process is performed at a pressure range from about 0 to about 200 atm.

13. The process of claim 1 , wherein step (III) is carried out in a temperature range from about 0 to about 500° C.

14. The process of claim 1 , wherein step (III) is carried out at a pressure range from about 0 to about 10 atm.

15. The process of claim 1 , wherein step (III) is carried out via a steam-assisted reboiler.

16. The process of claim 1 , wherein step (III) is carried out via fractional regeneration.

17. The process of claim 1 , wherein the absorbent component is selected from the following group: 2-aminopropyl-piperazine; 2-aminobutyl-piperazine; 1,4-bis-(2-aminopropyl)-piperazine; 1,4-bis-(2-aminobutyl)-piperazine; 1-(2-aminobutyl)-4-methylpiperazine; 1-(2-aminopropyl)-4-methylpiperazine ; 1-(2-aminopropyl)-4- ethylpiperazine; 1-aminoethyl-4-(2-aminobutyl) -piperazine; 1-aminoethyl -4-(2-aminopropyl)-piperazine; and combinations thereof.

18. The process of claim 1 , further comprising an additional absorbent component selected from the following group: 1-formylpiperazine; 2-morpholinoethanamine; 2-aminopropyl -morpholine; 2-(1H-imidazol-1-yl)ethanamine; 2-aminopropyl-piperidine; 2-aminopropyl -pyrolidine; N1-(2- aminopropyl)butane- 1,4-diamine; N1-(3-aminopropyl)propane-1,2-diamine; and combinations thereof.

19. The process of claim 1 , wherein the solvent is selected from the following group; water; sulfolane, N-methylpyrrolidone; N-alkylated pyrrolidones, piperidones and morpholines corresponding to the foregoing; methanol; mixtures of dialkyl ethers of polyethylene glycols; C 1 to C 4 dialkylether monoethylene glycols; C 1 to C 4 monoether monoethylene glycols; C 1 to C 4 dialkylether poly ethylene glycols; C 1 to C 4 monoether polyethylene ethylene glycols; C 1 to C 4 ; ethylene glycol; diethylene glycol; triethylene glycol; N,N-dimethyl formamide; N-acetyl morpholine; N-formyl morpholine; N,N-dimethyl imidazolidin-2-one; N-methyl imidazole; and combinations thereof.

20. A process for reducing acidic contaminants in an industrial fluid stream, the process comprising: (I) contacting the fluid stream with a scrubbing liquid composition for absorbing acidic contaminants from fluids in an industrial process, the composition comprising:

(a) at least one absorbent component selected from the following, including carbonates, bicarbonates, carbamates, ureas, and amides thereof and salts thereof:

(b) a solvent;

(II) forming a washed fluid stream and a rich acid gas scrubbing liquid; and

(III) regenerating at least a portion of the composition including at least a portion of the absorbent compound(s) from the rich acid gas scrubbing liquid.

Assignments (6)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 17, 2025
From: JPMORGAN CHASE BANK, N.A.
To: CHAMPIONX LLC; APERGY ESP SYSTEMS, LLC; APERGY BMCS ACQUISITION CORP; HARBISON-FISCHER, INC.; NORRIS RODS, INC.,; NORRIS RODS, INC.,; NORRISEAL-WELLMARK, INC.; PCS FERGUSON, INC.; QUARTZDYNE, INC.; US SYNTHETIC CORPORATION
Reel/Frame 072004/0019 →
RELEASE OF SECURITY INTEREST Recorded Jun 7, 2022
From: BANK OF AMERICA, N.A.
To: CHAMPIONX USA INC.
Reel/Frame 060304/0267 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 052848/0368 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 053250/0001 →
CHANGE OF NAME Recorded Jun 1, 2020
From: NALCO COMPANY LLC
To: CHAMPIONX LLC
Reel/Frame 052800/0358 →
CHANGE OF NAME Recorded May 30, 2020
From: NALCO COMPANY
To: NALCO COMPANY LLC
Reel/Frame 052797/0794 →