IP Library Granted Patent US 9,233,338
Granted Patent B2
US 9,233,338 · App. 13/680,544 · Granted Jan 12, 2016

Composition for treating acid gas

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Quick Facts
Patent No.
US 9,233,338
App. No.
13/680,544
Granted
Jan 12, 2016
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 (33)

1. A liquid composition, the composition comprising:

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

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

(ii) R 2 is structure B, C, or D;

(iii) each R 3 is an alkyl, wherein the alkyl for each occurrence of R 3 is independently selected;

(iv) each R 4 is independently H or structure A;

(v) each m is independently an integer from 0 to 2;

(vi) n is an integer from 2 to 6;

(vii) each k is independently an integer from 0 to 2;

(viii) each R 5 is independently H, an alkyl group, or structure A; and

(b) a solvent,

wherein said absorbent component is selected from the group consisting of: (I), (II), (III), (IV), (V), (VI), (VII) and combinations thereof

2. The composition of claim 1 , wherein each of the alkyls is independently selected from the group consisting of: methyl, ethyl, and propyl.

3. The composition of claim 1 , wherein said absorbent component further comprises one item selected from the group consisting of: (VIII), (IX), (X) (XI), (XII), (XIII), (XIV) and combinations thereof

4. The composition of claim 1 , wherein said absorbent component further comprises one item selected from the group consisting of: (XV), (XVI), (XVII), (XVIII), (XIX), (XX), (XXI), (XXII) and combinations thereof

5. The composition of claim 1 , further comprising one or more components selected from the group consisting of: 2-aminopropyl-piperazine; 2-aminobutyl-piperazine; 1-acetylpiperazine; 1-formylpiperazine; 1,4-bis-aminoethyl-piperazine; 1,4-bis-aminopropyl-piperazine; 1,4-bisaminobutyl-piperazine; 1,4-bis-(2-aminopropyl)-piperazine; 1,4-bis-(2-aminobutyl)-piperazine; 1,4-bis-(N-methyl-aminoethyl)-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; 1-aminoethyl-4-(N-methyl-aminoethyl)-piperazine; 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; 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.

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

7. The composition 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.

8. The composition 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.

9. The composition of claim 1 , further comprising an acidic contaminant is selected from the group consisting of: CO 2 , H 2 S, RSH, CS 2 , COS, SO 2 , and combinations thereof.

10. The composition of claim 9 in which the acidic contaminant is absorbed by the absorbent component.

11. A liquid composition, the composition comprising:

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

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

(ii) R 2 is structure B, C, or D;

(iii) each R 3 is an alkyl, wherein the alkyl for each occurrence of R 3 is independently selected;

(iv) each R 4 is independently H or structure A;

(v) each m is independently an integer from 0 to 2;

(vi) n is an integer from 2 to 6;

(vii) each k is independently an integer from 0 to 2;

(viii) each R 5 is independently H, an alkyl group, or structure A; and

(c) a solvent,

wherein said absorbent component is selected from the group consisting of: (VIII), (IX), (X) (XI), (XII), (XIII), (XIV) and combinations thereof

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 →