# US 8,541,622 B2 · Acid gas scrubbing composition

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- Number: US 8,541,622 B2
- Document ID: US8541622B2
- Status: Granted
- Kind: B2
- Application number: 12/494,533
- Filed: 2009-06-30
- Published: 2010-12-30
- Granted: 2013-09-24
- Earliest claimed: 2009-06-30
- Assignees: Nalco Company
- Applicants: Alan M. Blair; Keith N. Garside; William J. Andrews; Kailas B. Sawant
- Inventors: Alan M. Blair; Keith N. Garside; William J. Andrews; Kailas B. Sawant
- Web page: https://patentgrep.com/patent/US8541622B2

## CPC

- B01D 53/1456: {Removing acid components}
- B01D 53/1493: {Selection of liquid materials for use as absorbents}
- B01D 2252/20415: Tri- or polyamines
- B01D 2252/20421: Primary amines
- B01D 2252/20426: Secondary amines
- B01D 2252/20431: Tertiary amines
- B01D 2252/20447: containing a piperazine-ring
- B01D 2257/302: Sulfur oxides
- B01D 2257/304: Hydrogen sulfide
- B01D 2257/306: Organic sulfur compounds, e.g. mercaptans
- B01D 2257/308: Carbonoxysulfide COS
- B01D 2257/504: Carbon dioxide
- B01D 2258/05: Biogas
- B01D 2258/06: Polluted air
- C12M 47/18: {Gas cleaning, e.g. scrubbers; Separation of different gases (separating dispersed particles from gases or vapours B01D45/00; separation of gases or vapours B01D53/00; gas washing apparatus for laboratory uses B01L5/04)}
- Y02C 20/40: of CO2
- Y02P 20/59: Biological synthesis; Biological purification
- B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28)
- C12M: APPARATUS FOR ENZYMOLOGY OR MICROBIOLOGY; {APPARATUS FOR CULTURING MICROORGANISMS FOR PRODUCING BIOMASS, FOR GROWING CELLS OR FOR OBTAINING FERMENTATION OR METABOLIC PRODUCTS, i.e. BIOREACTORS OR FERMENTERS}
- Y02C: CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## 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 CO2, H2S, RSH, CS2, COS, and SO2.

## Claims

### Claim 1

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 group consisting of: a component having a general formula:
a carbonate thereof, a bicarbonate thereof, a carbamate thereof, a urea thereof, and amide thereof, and a salt thereof, wherein
(i) R1 is selected from the group consisting of: H and the following structure (A),
(ii) R2 is alkyl or aminoalkyl,
(iii) R6, and R11 are independently H, alkyl, or aminoalkyl;
(iv) R3,R4, R5 , R7, R8, R9, and R10 are H,
(v) each m is independently 1 or 2, and each n is independently 0, 1, or 2,
(vi) each o is independently 1 or 2,
(vii) k is an integer from 2 to 6; and
(b) a solvent.

### Claim 2 (depends on 1)

A process for reducing acidic contaminants in an industrial fluid stream, the process comprising: (a) contacting the fluid stream with the composition of claim 1 to form a washed fluid stream and a rich acid gas scrubbing liquid and (o) regenerating at least a portion of the composition including at least a portion of the absorbent component from the rich acid gas scrubbing liquid.

### Claim 3 (depends on 2)

The process of claim 2, wherein the alkyl for R2, R6, and R11 is independently selected from the group consisting of: methyl, ethyl, propyl, isopropyl, butyl, and isobutyl.

### Claim 4 (depends on 2)

The process of claim 2, wherein the aminoalkyl for R2, R6, and R11 is selected from the group consisting of: 2-aninopropyl, 2-aminobutyl, amino ethyl, and aminopropyl.

### Claim 5 (depends on 2)

The process of claim 2, wherein said absorbent component is selected from the group consisting of (XXI), (XXII), (XXIII), (XXIV), and combinations thereof

### Claim 6 (depends on 2)

The process of claim 2, further comprising one or more components selected from the group consisting of 2-aminopropyl-piperazine; 2-aminohutyl-piperazine; 1-acetylpiperazine; 1-formylpiperazine; 1,4-bis-aminoethyl-piperazine; 1,4-bis-aminopropyl-piperazine; 1,4-bisaminohutyl-piperazine; 1,4-bis-(2-aminopropyl)-piperazine; 1,4-bis-(2-aininobutyl)-piperazine; 1,4-bis-(N-methyl-amino ethyl)-piperazine; 1-(2-aminobutyl)-4-methylpiperazine; 1-(2-aminopropyl)-4-methylpiperazine; 1-(2-aminopropyl)-4- ethyipiperazine; 1-amino ethyl-4-(2-aminobutyl)-piperazine; 1-amino ethyl-4-(2-aminopropyl)-piperazine; 1-amino ethyl-4-(N-methyl-amino ethyl)-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; C1 to C4 dialkylether monoethylene glycols; C1 to C4 monoether monoethylene glycols; C1 to C4 dialkylether poly ethylene glycols; C1 to C4 monoether polyethylene ethylene glycols; C1 to C4; 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.

### Claim 7 (depends on 2)

The process of claim 2, wherein the acidic contaminant is selected from the group consisting of: CO2, H2,S, RSH, CS2, COS, SO2, and combinations thereof.

### Claim 8 (depends on 2)

The process of claim 2, wherein said absorbent component is present in an amount ranging from about 0.01 to about 100 wt %.

### Claim 9 (depends on 2)

The process of claim 2, 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.

### Claim 10 (depends on 2)

The process of claim 2, wherein the solvent is selected from the group consisting of: water, alcohols, polyols, other acid gas solvents, organic solvents, and combinations thereof.

### Claim 11 (depends on 2)

The process of claim 2, wherein step (a) is carried out in a temperature range from about 0 to about 200° C.

### Claim 12 (depends on 2)

The process of claim 2, wherein step (a) is carried out at a pressure range from about 0 to about 200 atm.

### Claim 13 (depends on 2)

The process of claim 2, wherein step (b) is carried out in a temperature range from about 0 to about 500° C.

### Claim 14 (depends on 2)

The process of claim 2, wherein step (b) is carried out at a pressure range from about 0 to about 10 atm.

### Claim 15 (depends on 2)

The process of claim 2, wherein step (b) is carried out via a steam-assisted reboiler.

### Claim 16 (depends on 2)

The process of claim 2, wherein step (b) is carried out via fractional regeneration.