IP Library Granted Patent US 9,555,364
Granted Patent B2
US 9,555,364 · App. 13/966,404 · Granted Jan 31, 2017

Acid gas scrubbing composition

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Quick Facts
Patent No.
US 9,555,364
App. No.
13/966,404
Granted
Jan 31, 2017
Kind
B2
Abstract

This invention provides novel 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 (36)

1. An acid gas 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:

or a carbonate, bicarbonate, urea, or amide thereof, or a salt thereof;

wherein

(i) R 1 is H, alkyl, or the following structure (A),

(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

(1) if R 1 is alkyl or H, o is 1 or 2, at least one of R 2 and R 3 is not H, and when o is 1, n is 0, and one of R 2 and R 3 is H, the other is not methyl;

(2) if R 1 is the structure (A), either:

one of R 4 and R 5 is H and the other is alkyl or one of R 8 or R 9 is H and the other is alkyl; or

o is 1 or 2, R 4 , R 5 , R 8 , and R 9 are H, at least one of R 2 , R 3 , R 6 or R 7 is not H, at least one of R 2 , R 3 , R 6 or R 7 is not alkyl, and when m is 1, n is 0, and R 3 and R 7 are H, one of R 2 and R 6 is not methyl when the other is H;

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

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

(b) a solvent.

2. The composition of claim 1 , wherein at least one of R 1 to R 9 is alkyl, and the alkyl for R 1 to R 9 is independently methyl, ethyl, propyl, isopropyl, butyl, or isobutyl.

3. The composition of claim 1 , wherein at least one of R 2 to R 9 is aminoalkyl, and the aminoalkyl for R 2 to R 9 is 2-aminopropyl, 2-aminobutyl, aminoethyl, or aminopropyl.

4. The composition of claim 1 , wherein said absorbent component has formula (I), (III), (IV), (VI), or a combination thereof

5. The composition of claim 4 , wherein said absorbent component has formula (I)

6. The composition of claim 1 , wherein R 1 has the structure (A), one of R 4 and R 5 is H and the other is alkyl or one of R 8 and R 9 is H and the other is alkyl.

7. The composition of claim 6 , wherein one of R 4 and R 5 is H and the other is alkyl and one of R 8 and R 9 is H and the other is alkyl.

8. The composition of claim 1 , wherein R 1 has the structure (A), o is 1 or 2, R 4 , R 5 , R 8 , and R 9 are H, at least one of R 2 , R 3 , R 6 or R 7 is not H, at least one of R 2 , R 3 , R 6 or R 7 is not alkyl, and when m is 1, n is 0, and R 3 and R 7 are H, one of R 2 and R 6 is not methyl when the other is H.

9. The composition of claim 8 , wherein at least one of R 2 and R 3 is alkyl and at least one of R 6 and R 7 is alkyl.

10. The composition of claim 8 , wherein at least one of R 2 and R 3 is alkyl and R 6 and R 7 are H.

11. The composition of claim 8 , wherein at least one of R 2 and R 3 is alkyl and at least one o is 2.

12. The composition of claim 11 , wherein each m is 0, each n is 0, and each o is 2.

13. The composition of claim 1 , wherein R 1 is alkyl or H, m is 1, n is 0, o is 1 or 2, at least one of R 2 and R 3 is not H, and when o is 1, n is 0, and one of R 2 and R 3 is H, the other is not methyl.

14. The composition of claim 1 , wherein said absorbent component has formula (VII), (VIII), (X), (XII), or a combination thereof

15. The composition of claim 1 , wherein said absorbent component has formula (XIV), (XVI), (XVII), (XVIII), (XIX), (XX), or a combination thereof

16. The composition of claim 1 , wherein said absorbent compound is present in an amount ranging from about 0.01 to about 100 wt %.

17. The composition of claim 1 , further comprising one or more amines, activators, antifoaming agents, co-absorbents, corrosion inhibitors, coloring agents, or a combination thereof.

18. The composition of claim 1 , wherein the solvent comprises water, an alcohol, a polyol, an acid gas solvent, an organic solvent, or a combination thereof.

19. The composition of claim 1 , wherein said absorbent component has formula (VI), (VII), or a combination thereof

20. The composition of claim 1 , wherein said absorbent component has formula (III), (IV), (VIII), (X), (XVII), (XIX), (XX), or a combination thereof

21. An acid gas scrubbing liquid composition for absorbing acidic contaminants from fluids in an industrial process, the composition comprising:

(a) at least one absorbent component having formula (I), (IV), (VI), (XI), or a combination thereof:

and

(b) a solvent.

Assignments (7)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053849/0537 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 053250/0001 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 052848/0368 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2017
From: NALCO COMPANY LLC
To: ECOLAB USA INC.
Reel/Frame 043357/0541 →
CHANGE OF NAME Recorded Aug 22, 2017
From: NALCO COMPANY
To: NALCO COMPANY LLC
Reel/Frame 043633/0992 →