# US 9,518,240 B2 · Process for the treatment of liquefied hydrocarbons using 3-(piperazine-1-YL)propane-1,2-diol compounds

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- Number: US 9,518,240 B2
- Document ID: US9518240B2
- Status: Granted
- Kind: B2
- Application number: 14/399,799
- Filed: 2013-06-11
- Published: 2015-05-07
- Granted: 2016-12-13
- Earliest claimed: 2012-06-15
- Assignees: Dow Global Technologies LLC
- Applicants: Dow Global Technologies LLC
- Inventors: Christophe R. Laroche; James M. Hill
- Web page: https://patentgrep.com/patent/US9518240B2

## CPC

- C10L 3/12: Liquefied petroleum gas {(liquefying by pressure and cold treatment F25J)}
- C10G 21/20: Nitrogen-containing compounds
- C10G 29/20: Organic compounds not containing metal atoms
- C10L 3/102: {of acid contaminants}
- C10L 2290/541: Absorption of impurities during preparation or upgrading of a fuel
- C10L: FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C10G: CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION (cracking to hydrogen or synthesis gas C01B; cracking or pyrolysis of hydrocarbon gases to individual hydrocarbons or mixtures thereof of definite or specified constitution C07C; cracking to cokes C10B); RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES

## Abstract

A method for treating liquefied hydrocarbons including acid gases to remove said acid gases while minimizing loss of amine species, he method comprising the step of contacting he liquefied hydrocarbons with an absorbent aqeuous solution of a first amine compound, the first amine compound having the structure: wherein R1 is hydrogen or propane-2,3-diol and R2 is propane-2,3-diol, or mixtures thereof.

## Claims

### Claim 1

A method for treating liquefied hydrocarbons comprising acid gases to remove said acid gases while minimizing loss of amine species, said method comprising the step of contacting said liquefied hydrocarbons with an absorbent aqueous solution of a first amine compound, said first amine compound having the structure:
wherein R1 is hydrogen or propane-2,3-diol and R2 is propane-2,3-diol, or mixtures thereof.

### Claim 2 (depends on 1)

The method of claim 1, wherein said absorbent aqueous solution comprises from about 0.1 wt. % to 90 wt. % of said first amine compound and additionally comprises from about 1 wt. % to 90 wt. % of a second amine compound.

### Claim 3 (depends on 1)

The method of claim 1, wherein said absorbent aqueous solution comprises from about 0.1 wt. % to 50 wt. % of said first amine compound and from about 5 wt. % to 50 wt. % of a second amine compound.

### Claim 4 (depends on 1)

The method of claim 1, wherein R1 is hydrogen.

### Claim 5 (depends on 1)

The method of claim 1, wherein R1 and R2 are propane-2,3-diol.

### Claim 6 (depends on 1)

The method of claim 1, wherein said acid gases comprise one or more gases selected from the group consisting of CO2, H2S, a mercaptan compound, COS, CS2, and mixtures thereof.

### Claim 7 (depends on 1)

The method of claim 1, wherein said aqueous solution comprises a second amine compound comprising a piperazine compound selected from the group consisting of piperazine, 2-methylpiperazine, 2-hydroxyethylpiperazine and mixtures thereof.

### Claim 8 (depends on 1)

The method of claim 1, wherein said absorbent aqueous solution comprises a second amine compound selected from the group consisting of triethanolamine, diethanolamine, methyldiethanolamine, diisopropanolamine, 2-amino-2-(hydroxymethyl)propane-1,3-diol, 2-methylamino-2-(hydroxymethyl)propane-1,3-diol, 2-dimethylamino-2-(hydroxymethyl)propane-1,3-diol, 3-(2-(hydroxyethyl)methylamino-propane-1,2-diol, 3-(methylamino)bis(propane-1,2-diol), 3-(amino)tris(propane-1,2-diol), 3-(methylamino)propane-1,2-diol, 3-(amino)propane-1,2-diol, 3-(amino)bis(propane-1,2-diol) and mixtures thereof.

### Claim 9 (depends on 1)

The method of claim 1, wherein said absorbent aqueous solution comprises an acid, said acid selected from the group consisting of boric acid, hydrochloric acid, sulfuric acid, phosphoric acid and mixtures thereof.