Regenerable solvent mixtures for acid-gas separation

Patent metadata

Field	Value
Publication number	US-9707510-B2
Application number	US-201113820027-A
Country	US
Kind code	B2
Filing date	Sep 3, 2011
Priority date	Sep 3, 2010
Publication date	Jul 18, 2017
Grant date	Jul 18, 2017

Abstract

A solvent system comprising a diluent and a nitrogenous base for the removal of CO 2 from mixed gas streams is provided. Also provided is a process for removing CO 2 from mixed gas streams using the disclosed solvent system. The solvent system may be utilized within a gas processing system.

First claim

The invention claimed is:

1. A non-aqueous solvent system comprising a solution formed of:
a nitrogenous base having a nitrogen with a hydrogen atom leaving group, wherein the nitrogenous base has a structure such that it reacts with an acidic gas so as to form a carbamate salt or a heteroatom analogue of a carbamate salt without any substantial formation of a carbonate ester or a heteroatom analogue of a carbonate ester; and
a diluent that is non-reactive with the acidic gas,
wherein the solvent system has a solubility with water of less than about 10 g of solvent per 100 mL of water.

2. The solvent system of claim 1 , wherein the diluent is selected from the group consisting of fluorinated alcohols, optionally substituted phenols, nitrogen heterocycles, and mixtures thereof.

3. The solvent system of claim 1 , wherein the diluent is selected from the group consisting of: 2,2,3,3,4,4,5,5-octafluoropentanol (“OFP”); 2,2,3,3,3-pentafluoropropanol (“PFP”); 2,2,3,3,4,4-hexafluorobutanol (“HFB”); nonafluoro-1-hexanol; 4,4,5,5,6,6,7,7,7-nonafluoroheptanol; 1,1,3,3-hexafluoro-2-phenyl-2-propanol; 4-methoxyphenol (“4-MeOPh”); 4-ethoxyphenol (“4-EtOPh”); 2-ethoxyphenol; 4-propoxyphenol; imidazole; benzimidazole; N-methyl imidazole; 1-trifluoroacetylimidazole; 1,2,3-triazole; 1,2,4-triazole; 2-trifluoromethylpyrazole; 3,5-bistrifluoromethylpyrazole; 3-trifluoromethylpyrazole; and mixtures thereof.

4. The solvent system of claim 1 , wherein the diluent is selected from the group consisting of alcohols, ketones, aliphatic hydrocarbons, aromatic hydrocarbons, nitrogen heterocycles, oxygen heterocycles, aliphatic ethers, cyclic ethers, esters, and amides and mixtures thereof.

5. The solvent system of claim 1 , wherein the diluent is selected from the group consisting of fluorinated alcohols, fluorinated ketones, fluorinated aliphatic hydrocarbons, fluorinated aromatic hydrocarbons, fluorinated nitrogen heterocycles, fluorinated oxygen heterocycles, fluorinated aliphatic ethers, fluorinated cyclic ethers, fluorinated esters, and fluorinated amides and mixtures thereof.

6. The solvent system of claim 1 , wherein the diluent is selected from the group consisting of toluene, p-xylene, 1-methylnaphthalene, 2,4,6-dimethylaminophenol, benzylalcohol, 2,6-dimethylcyclohexanone, 3,5-lutidine, cyclohexanone, aniline, pyridine, 2-fluoroacetylphenone, 1-fluorodecane, 2,4-difluorobenzophenone, 2-fluoro-3-trifluoromethylaniline, 2-fluoroaniline, 4-fluoroaniline, 3-trifluoromethylacetophenone, 2-trifluoromethylacetophenone, bis(2,2,2-trifluoroethyl)methylphosphonate, 4-fluoro-3-(trifluoromethyl)benzaldehyde and mixtures thereof.

7. The solvent system of claim 1 , wherein the nitrogenous base has a pKa of about 8 to about 15.

8. The solvent system of claim 1 , wherein the nitrogenous base is selected from the group consisting of primary amines, secondary amines, diamines, triamines, tetraamines, pentamines, cyclic amines, cyclic diamines, amine oligomers, polyamines, alcoholamines, guanidines, amidines, and mixtures thereof.

9. The solvent system of claim 1 , wherein the nitrogenous base is selected from the group consisting of 1,4-diazabicyclo-2,2,2-octane; piperazine (“PZ”); 1,1,3,3-tetramethylguanidine (“TMG”); diethylamine (“DEA”); ethylenediamine (“EDA”); 1,3-diamino propane; 1,4-diaminobutane; hexamethylenediamine; 1,7-diaminoheptane; diethanolamine; diisopropylamine (“DIPA”); 4-aminopyridine; pentylamine; hexylamine; heptylamine; octylamine; nonylamine; decylamine; tert-octylamine; dioctylamine; dihexylamine; 2-ethyl-1-hexylamine; 2-fluorophenethylamine; 3-fluorophenethylamine; 3,5-difluorobenzylamine; 3-fluoro-N-methylbenzylamine; 4-fluoro-N-methylbenzylamine; imidazole; benzimidazole; N-methyl imidazole; 1,2,3-triazole; 1,2,4-triazole; and mixtures thereof.

10. The solvent system of claim 1 , wherein the solvent system is immiscible with water.

Assignees

• Lail Marty
• Coleman Luke
• Res Triangle Inst

Inventors

• Lail Marty
• Coleman Luke

Classifications

• B01D2257/404

  Nitrogen oxides other than dinitrogen oxide · CPC title

• B01D2252/202

  Alcohols or their derivatives · CPC title

• B01D2252/20426

  Secondary amines · CPC title

• B01D53/1493

  Selection of liquid materials for use as absorbents · CPC title

• B01D2257/308

  Carbonoxysulfide COS · CPC title