WO2010089257A1 - Co2 -absorption aus gasmischungen mit wässeriger losung aus 4-amino-2,2,6, 6-tetramethylpiperidin - Google Patents
Co2 -absorption aus gasmischungen mit wässeriger losung aus 4-amino-2,2,6, 6-tetramethylpiperidin Download PDFInfo
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- WO2010089257A1 WO2010089257A1 PCT/EP2010/051083 EP2010051083W WO2010089257A1 WO 2010089257 A1 WO2010089257 A1 WO 2010089257A1 EP 2010051083 W EP2010051083 W EP 2010051083W WO 2010089257 A1 WO2010089257 A1 WO 2010089257A1
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- absorption
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1493—Selection of liquid materials for use as absorbents
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1475—Removing carbon dioxide
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/34—Chemical or biological purification of waste gases
- B01D53/46—Removing components of defined structure
- B01D53/62—Carbon oxides
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/10—Inorganic absorbents
- B01D2252/103—Water
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/2041—Diamines
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20426—Secondary amines
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20436—Cyclic amines
- B01D2252/20442—Cyclic amines containing a piperidine-ring
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/205—Other organic compounds not covered by B01D2252/00 - B01D2252/20494
- B01D2252/2056—Sulfur compounds, e.g. Sulfolane, thiols
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/30—Ionic liquids and zwitter-ions
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/50—Carbon oxides
- B01D2257/504—Carbon dioxide
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
Definitions
- the invention relates to a method for absorbing CO 2 from a gas mixture, as well as absorption media and a device for carrying out the method.
- the absorption of CO 2 from a gas mixture is of particular interest for the removal of carbon dioxide from flue gases, especially for reducing the emission of carbon dioxide, which is considered to be the main cause of the so-called greenhouse effect, from power plant processes.
- carbon dioxide is required for some processes and with the process according to the invention, CO 2 can be provided as starting material for these processes.
- aqueous solutions of alkanolamines are usually used as the absorption medium for the absorption of CO 2 from a gas mixture.
- the loaded absorption medium is regenerated by heating, depressurizing to a lower pressure or stripping, desorbing the carbon dioxide. After the regeneration process, the absorption medium can be reused.
- No. 7,419,646 describes a process for the deacidification of waste gases, in which an absorption medium is used which forms two separable phases upon absorption of the acidic gas.
- an absorption medium As a reactive compound for the absorption of an acidic gas in column 6, inter alia, 4-amino-2, 2, 6, 6-tetramethylpiperidine mentioned.
- lines 22 to 32 discloses the use of N, N, N ', N', N "-pentamethyldiethylenetriamine, N, N, N ', N', N" - pentamethyldipropylenetriamine, N, N-bis (2,2-diethoxyethyl) methylamine and
- DD 266 799 describes a process for the purification of 4-amino-2, 2, 6, 6-tetramethylpiperidine, in which CO 2 is introduced into a solution of 4-amino-2,2,6,6-tetramethylpiperidine in water and acetone and the precipitated salt is re-decomposed by heating to 90 to 200 ° C to CO 2 and 4-amino-2, 2, 6, 6-tetramethylpiperidine.
- 2, 2, 6, 6-tetramethylpiperidine may be substituted on the 4-amino group with one or two alkyl radicals.
- the invention therefore provides a process for the absorption of CO 2 from a gas mixture by contacting the gas mixture with an absorption medium comprising water and at least one amine of the formula (I)
- R 1 and R 2 are independently hydrogen or an alkyl radical.
- the invention is also a
- An absorption medium comprising an amine of formula (I), water and sulfolane and an absorption medium comprising an amine of formula (I), water and an ionic liquid.
- the invention furthermore also relates to a device for separating CO 2 from a gas mixture, comprising an absorption unit, a desorption unit and a recirculated absorption medium which comprises water and an amine of the formula (I).
- the absorption of CO 2 takes place by bringing a gas mixture into contact an absorption medium, the water and at least one amine of the formula (I)
- R 1 and R 2 are independently hydrogen or an alkyl radical.
- the inventive method can be carried out in principle with any gas mixture containing CO2, in particular with combustion exhaust gases; Waste gases from biological processes such as composting, fermentation or sewage treatment plants; Exhaust gases from calcination processes, such as lime burning and cement production; Residual gases from blast furnace processes of iron production; as well as residual gases from chemical processes, such as exhaust gas from soot production or hydrogen production by steam reforming.
- the gas mixture is a combustion exhaust gas, more preferably a combustion exhaust gas containing from 1 to 60 vol .-% CO 2 , in particular from 2 to 20 vol .-% CO 2 .
- the gas mixture is a combustion exhaust gas from a power plant process, in particular a desulfurized combustion exhaust gas from a power plant process.
- Power plant process can all be used for power plant processes known desulfurization, preferably a gas scrubber with lime or by the Wellmann-Lord method.
- desulfurization preferably a gas scrubber with lime or by the Wellmann-Lord method.
- Absorption medium at least one amine of formula (I), wherein R 1 and R 2 are independently hydrogen or an alkyl radical.
- Preferred alkyl radicals are alkyl radicals having one to three carbon atoms, in particular methyl radicals.
- R 1 and R 2 are hydrogen.
- Amines of the formula (I) can be prepared from commercially available triacetoneamine by reductive amination, ie by reaction of triacetoneamine with an amine of the formula R 1 R 2 NH and hydrogen in the presence of a hydrogenation catalyst.
- Absorption medium in addition to at least one amine of formula (I) and water.
- the weight ratio of water to amines of the formula (I) in the absorption medium is preferably in the range from 10: 1 to 1:10, more preferably in the range from 5: 1 to 1: 1 and in particular in the range from 4: 1 to 2: 1.
- the absorption medium preferably comprises at least 5% by weight of amines of the formula (I), more preferably at least 10% by weight and in particular at least 25% by weight.
- Any apparatus suitable for contacting a gaseous phase with a liquid phase may be used in the method of the present invention to contact the gas mixture with the absorption medium.
- gas scrubbers or absorption columns known from the prior art, for example membrane contactors, radial scrubbers, jet scrubbers, venturi scrubbers, rotary spray scrubbers, packed columns, packed columns and tray columns.
- Absorption columns are particularly preferably used in countercurrent operation.
- the absorption of CO 2 is preferably carried out at a temperature of the absorption medium in the range from 0 to 70 ° C., more preferably from 20 to 50 ° C.
- the temperature of the absorption medium is particularly preferably 30 to 6O 0 C when entering the column and 35 to 70 0 C when exiting the column.
- the absorption of CO2 is preferably carried out at a pressure of the gas mixture in the range from 0.8 to 50 bar, more preferably 0.9 to 30 bar. In a particularly preferred embodiment, the absorption at a total pressure of the gas mixture in the range of 0.8 to 1.5 bar, in particular 0.9 to 1.1 bar, performed. This particularly preferred embodiment allows the absorption of CO2 from the combustion exhaust gas of a power plant without compression of the combustion exhaust gas.
- the absorption medium may also contain one or more solvents.
- an absorption medium according to the invention preferably also comprises sulfolane, CAS no. 126-33-0, preferably with a content of sulfolane of at least 5 wt .-%, particularly preferably at least 10 wt .-% and in particular at least 25 wt .-%.
- the weight ratio of water to sulfolane in such an absorption medium is preferably in the range from 10: 1 to 1: 1, particularly preferably in the range from 5: 1 to 2: 1.
- the weight ratio of sulfolane to amines of the formula (I) is preferably in the range from 3: 1 to 1: 3, particularly preferably 2: 1 to 1: 2.
- an absorption medium according to the invention additionally comprises, in addition to water and at least one amine of the formula (I), at least one ionic liquid, preferably with an ionic liquid content of at least 5% by weight, more preferably at least 10% by weight and in particular at least 25% by weight.
- the weight ratio of water to ionic liquid in such an absorption medium is preferably in the range from 10: 1 to 1: 1, particularly preferably in the range from 5: 1 to 2: 1.
- the weight ratio of ionic liquid to amines of the formula (I) is preferably in the range from 3: 1 to 1:10, particularly preferably 2: 1 to 1: 5.
- An ionic liquid in the context of the invention is a salt of anions and cations or a mixture of such salts, wherein the salt or the mixture of salts has a melting point of less than 100 0 C.
- the ionic liquid is one or more salts of organic cations with organic or inorganic anions. Mixtures of several salts with different organic cations and the same anion are particularly preferred.
- R 1 R 2 N + C (NR 3 R 4 J (NR 5 R 6 ) (V)
- R 1 R 2 N + C (NR 3 R 4 ) (XR 5 ) (VI) in which R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are the same or different and are hydrogen, a linear or branched aliphatic or olefinic hydrocarbon radical having 1 to 30 carbon atoms, a cycloaliphatic or cycloolefinic hydrocarbon radical having 5 to 40
- Carbon atoms an aromatic hydrocarbon group having 6 to 40 carbon atoms, an alkylaryl group having 7 to 40 carbon atoms, a group represented by one or more -O-, -NH-, -NR'-, -O-C (O) -, - (O ) CO, -NH-C (O) -, - (O) C-NH-, - (CH 3 ) NC (O) -, - (O) CN (CH 3 ) -, -S (0 2 ) -0-,
- R ' is an aliphatic or olefinic
- Hydrocarbon radical having 1 to 30 carbon atoms
- R 7 is a linear or branched alkylene radical containing 2 to 4 carbon atoms
- n is from 1 to 200, preferably from 2 to 60,
- R 8 is hydrogen, a linear or branched aliphatic or olefinic hydrocarbon radical having 1 to 30 carbon atoms, a cycloaliphatic or cycloolefinic hydrocarbon radical having 5 to 40 carbon atoms, an aromatic hydrocarbon radical having 6 to 40 carbon atoms, an alkylaryl radical having 7 to 40 carbon atoms or a radical -C (O) -R 9 is, R 9 is a linear or branched aliphatic or olefinic hydrocarbon radical having 1 to 30 carbon atoms, a cycloaliphatic or cycloolefinic hydrocarbon radical having 5 to 40 carbon atoms, an aromatic hydrocarbon radical having 6 to 40 carbon atoms or an alkylaryl radical having 7 to 40 carbon atoms,
- X is an oxygen atom or a sulfur atom
- R 1 , R 2 , R 3 , R 4 , R 5 and R 6 is other than hydrogen.
- radicals R 1 to R 5 are preferably methyl groups and the radical R 6 is an ethyl group or an n-propyl group.
- heteroaromatic cations having at least one quaternary nitrogen atom in the ring, which carries a radical R 1 as defined above, preferably substituted on the nitrogen atom derivatives of pyrrole, pyrazole, imidazole, oxazole, isoxazole, thiazole, isothiazole, pyridine, pyrimidine, pyrazine, indole , Quinoline, isoquinoline, cinnoline, quinoxaline or phthalazine.
- Particularly suitable inorganic anions are tetrafluoroborate, hexafluorophosphate, nitrate, sulfate, hydrogensulfate, phosphate, hydrogen phosphate, dihydrogen phosphate, hydroxide, carbonate, bicarbonate and the halides, preferably chloride.
- Particularly suitable organic anions are R a OSO 3 - , R a SO 3 " , R a OPO 3 2" , (R 3 O) 2 PO 2 " , R a PO 3 2” , R a COO “ , R a O “ , (R 3 CO) 2 N “ , (R a SO 2 ) 2 N “ , NCN “ , R b 3 PF 3 - and R b BF 3 -, wherein R a is a linear or branched aliphatic hydrocarbon radical having 1 to 30 carbon atoms , a cycloaliphatic
- the ionic liquid comprises one or more 1,3-dialkylimidazolium salts, the alkyl groups being particularly preferably selected independently of one another from methyl, ethyl, n-propyl, n-butyl and n-hexyl.
- the ionic liquid comprises one or more quaternary ammonium salts with a monovalent anion and cations of the general formula (II) embedded image wherein
- R 1 is an alkyl radical having 1 to 20 carbon atoms
- R 2 is an alkyl radical having 1 to 4 carbon atoms
- R 3 is a radical (CH 2 CHRO) n -H where n is from 1 to 200 and R is H or CH 3 and
- R 4 is an alkyl radical having 1 to 4 carbon atoms or a radical (CH 2 CHRO) n -H where n is from 1 to 200 and R is H or CH 3 .
- the absorption medium according to the invention may comprise both an ionic liquid and sulfolane in addition to water and at least one amine of the formula (I).
- the above-described absorption media according to the invention are preferably used.
- the absorption medium may contain additives, preferably corrosion inhibitors and / or wetting-promoting additives, in addition to the components already mentioned.
- corrosion inhibitors in the process according to the invention it is possible to use all substances which are known to the person skilled in the art for processes for the absorption of CO 2 using alkanolamines as suitable corrosion inhibitors, in particular the corrosion inhibitors described in US Pat. No. 4,714,597.
- wetting-demanding additive are preferably one or more surfactants from the group of nonionic
- Surfactants zwitterionic surfactants and cationic surfactants used.
- Suitable nonionic surfactants are alkylamine alkoxylates, amidoamines, alkanolamides, alkylphosphine oxides, alkyl-N-glucamides, alkylglucosides, bile acids, alkylalkoxylates, sorbitan esters, sorbitan ester ethoxylates, fatty alcohols, fatty acid ethoxylates, ester ethoxylates and polyethersiloxanes.
- Suitable zwitterionic surfactants are betaines, alkylglycines, sultaines, amphopropionates, amphoacetates, tertiary amine oxides and silicobetaines.
- Suitable cationic surfactants are quaternary ammonium salts having one or two substituents of 8 to 20 carbon atoms, especially corresponding tetraalkylammonium salts, alkylpyridinium salts, esterquats, diamidoamine quats, imidazolinium quats, alkoxyalkyl quats, benzyl quats and silicone quats.
- the wetting-requiring additive comprises one or more nonionic surfactants of the general formula R (OCH 2 CHR ') m OH with m of 4 to 40, where R is an alkyl radical having 8 to 20 carbon atoms, an alkylaryl radical having 8 to 20
- the wetting-requiring additive comprises a polyether-polysiloxane
- A is a bivalent radical of the formula - [CH 2 CHR 3 -O] r -,
- B is a bivalent radical of the formula - [Si (CH 3 ) 2 -O] s -,
- Z is a divalent linear or branched alkylene radical having 2 to 20 carbon atoms and preferably - (CH 2 ) 3 -,
- n 1 to 30,
- radicals R 1 are radicals of the general formula -ZOAR 2 and the remaining radicals R 1 are methyl,
- R 2 is hydrogen or an aliphatic or olefinic alkyl radical or acyl radical having 1 to 20 carbon atoms
- R 3 is hydrogen or methyl.
- the wetting-requiring additives are already known to the person skilled in the art as additives for aqueous solutions and can be prepared by processes known from the prior art.
- the temperature and pressure in the absorption and the composition of the absorption medium are preferably selected so that the absorption medium after the absorption of CO 2 is single-phase, ie the absorption of CO 2 in the absorption medium does not lead to the precipitation of a solid or to the precipitation of a second liquid phase.
- This preferred embodiment of the process according to the invention does not require any additional apparatus for phase separation and can be carried out in the devices known from the prior art for the absorption of CO 2 with alkanolamines.
- absorbed CO2 is absorbed in the absorption medium
- Gas mixture can be obtained.
- desorption may also be performed by stripping the CO2 laden absorption medium with a gas.
- water may optionally be added to the absorption medium before it is reused for absorption.
- Desorption it is possible to use all apparatus known from the prior art for the desorption of a gas from a liquid. Desorption is preferably carried out in a desorption column. Alternatively, the desorption of CO 2 can also be carried out in one or more flash evaporation stages.
- the desorption of CO2 is preferably carried out at a temperature of the absorption medium in the range of 50 to 200 0 C, more preferably 80 to 150 0 C, performed.
- the temperature during the desorption is preferably at least 20 ° C., more preferably at least 50 ° C., above the temperature during the absorption.
- the desorption of CO2 is preferably carried out at a total pressure in the gas phase in the range of 0.01 to 10 bar, in particular 0.1 to 5 bar.
- the pressure during the desorption is preferably at least 1.5 bar, particularly preferably at least 4 bar, below the temperature during the absorption.
- the pressure for the desorption of CO 2 may also be higher than for the absorption of CO 2 .
- the pressure in the desorption of CO2 is preferably up to 5 bar, more preferably up to 3 bar above the pressure at the absorption of CO 2 .
- the CO2 separated from the gas mixture can be compressed to a higher pressure than that of the gas mixture without the use of mechanical energy.
- a device according to the invention for the separation of CO 2 from a gas mixture comprises an absorption unit, a desorption unit and a recirculated absorption medium according to the invention.
- the absorption unit of the device according to the invention is the apparatus described above for absorption in a method according to the invention.
- the desorption unit of the device according to the invention is the apparatus described above for desorption in a method according to the invention.
- the device according to the invention comprises an absorption unit and a desorption unit, as are known to those skilled in devices for the separation of CO 2 from a gas mixture using an alkanolamine.
- the process according to the invention and the absorption media according to the invention make it possible to achieve a higher degree of loading in comparison with the known processes and absorption media, in particular with respect to the alkanolamines used industrially
- the absorption medium with CO2 in the absorption wherein the degree of loading referred to in the context of the invention, the molar ratio of CO2 to amine in the absorption medium.
- the absorption medium of the process of the present invention is less corrosive, less toxic, and exhibits a higher rate of chemisorption for CO2 and less oxygen oxidative degradation than absorption media containing alkanolamines.
- the carbon dioxide stroke in the context of the invention denotes the difference between the degree of loading of the absorption medium with CO2 after the absorption of CO2 and the degree of loading of the absorption medium with CO2 after the desorption of CO2.
- Absorption media according to the invention which, in addition to water and an amine of the formula (I), also contain sulfolane, show a further improved carbon dioxide stroke, in particular in a process with desorption of the CO 2 by increasing the temperature.
- absorption media according to the invention which, in addition to water and an amine of the formula (I), also contain at least one ionic liquid, the desorption of CO 2 can be carried out at higher temperatures and / or lower pressures without causing loss in the desorption Solvent or by the evaporation of water to a precipitation of solid or a phase separation of the absorbent comes.
- example 1 A mixture of 30% by weight of 4-amino-2,2,6,6-tetramethylpiperidine and 70% by weight of water at constant temperature was placed in a thermostatted and pressure-controlled apparatus for measuring gas-liquid equilibria and with gaseous
- Example 1 was repeated with a mixture of
- Example 1 was repeated with a mixture of 30 wt .-% monoethanolamine (MEA) and 70 wt .-% water.
- MEA monoethanolamine
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Abstract
Description
Claims
Priority Applications (15)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2011546858A JP5091358B2 (ja) | 2009-02-02 | 2010-01-29 | 4−アミノ−2,2,6,6−テトラメチルピペリジン水溶液を用いた、ガス混合物からのco2吸収 |
US13/147,198 US8500892B2 (en) | 2009-02-02 | 2010-01-29 | CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine |
RU2011136042/05A RU2534098C2 (ru) | 2009-02-02 | 2010-01-29 | Абсорбция со2 из газовых смесей водным раствором 4-амино-2,2,6,6-тетраметилпиперидина |
BRPI1007899-1A BRPI1007899A2 (pt) | 2009-02-02 | 2010-01-29 | Absorção de co2 de misturas de gás usando uma solução aquosa de 4-amino-2,2,6,6-tetrametil piperidina |
AU2010211074A AU2010211074B2 (en) | 2009-02-02 | 2010-01-29 | CO2 absorption from gas mixtures using an aqueous solution of 4-amino- 2,2,6,6-tetramethylpiperidine |
PL10701545T PL2391434T3 (pl) | 2009-02-02 | 2010-01-29 | Absorpcja CO<sub>2</sub> z mieszanin gazowych roztworem wodnym 4-amino-2,2,6,6-tetrametylopiperydyny |
ES10701545.5T ES2470668T3 (es) | 2009-02-02 | 2010-01-29 | Absorción de CO2 a partir de unas mezclas gaseosas usando unas soluciones acuosas de 4-amino-2,2,6,6-tetrametil-piperidina |
KR1020117020238A KR101249715B1 (ko) | 2009-02-02 | 2010-01-29 | 4-아미노-2,2,6,6-테트라메틸피페리딘의 수용액을 사용하는 기체 혼합물로부터의 co2 흡수방법 |
CN201080006404.1A CN102300622B (zh) | 2009-02-02 | 2010-01-29 | 使用4-氨基-2,2,6,6-四甲基哌啶水溶液从气体混合物吸收co2 |
DK10701545.5T DK2391434T3 (da) | 2009-02-02 | 2010-01-29 | Co2-absorption fra gasblandinger med vandig opløsning af 4-amino-2,2,6,6-tetramethylpiperidin |
EP10701545.5A EP2391434B1 (de) | 2009-02-02 | 2010-01-29 | Co2-absorption aus gasmischungen mit wässeriger lösung aus 4-amino-2,2,6,6-tetramethylpiperidin |
ZA2011/05668A ZA201105668B (en) | 2009-02-02 | 2011-08-01 | Co2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine |
US13/589,169 US8500867B2 (en) | 2009-02-02 | 2012-08-19 | CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine |
US13/910,014 US8623123B2 (en) | 2009-02-02 | 2013-06-04 | CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethyl piperidine |
HRP20140525AT HRP20140525T1 (hr) | 2009-02-02 | 2014-06-05 | Apsorpcija co2 iz plinskih smjesa korištenjem vodenih otopina 4-amino-2,2,6,6-tetrametilpiperidina |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102009000543A DE102009000543A1 (de) | 2009-02-02 | 2009-02-02 | Verfahren, Absorptionsmedien und Vorrichtung zur Absorption von CO2 aus Gasmischungen |
DE102009000543.9 | 2009-02-02 |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US13/147,198 A-371-Of-International US8500892B2 (en) | 2009-02-02 | 2010-01-29 | CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine |
US13/589,169 Division US8500867B2 (en) | 2009-02-02 | 2012-08-19 | CO2 absorption from gas mixtures using an aqueous solution of 4-amino-2,2,6,6-tetramethylpiperidine |
Publications (1)
Publication Number | Publication Date |
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WO2010089257A1 true WO2010089257A1 (de) | 2010-08-12 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2010/051083 WO2010089257A1 (de) | 2009-02-02 | 2010-01-29 | Co2 -absorption aus gasmischungen mit wässeriger losung aus 4-amino-2,2,6, 6-tetramethylpiperidin |
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US (3) | US8500892B2 (de) |
EP (2) | EP2468386B1 (de) |
JP (2) | JP5091358B2 (de) |
KR (1) | KR101249715B1 (de) |
CN (2) | CN102300622B (de) |
AU (1) | AU2010211074B2 (de) |
BR (2) | BRPI1007899A2 (de) |
CY (2) | CY1115558T1 (de) |
DE (1) | DE102009000543A1 (de) |
DK (2) | DK2391434T3 (de) |
ES (2) | ES2470668T3 (de) |
HR (2) | HRP20140525T1 (de) |
PL (2) | PL2391434T3 (de) |
PT (1) | PT2391434E (de) |
RU (2) | RU2547738C2 (de) |
TW (2) | TWI474856B (de) |
WO (1) | WO2010089257A1 (de) |
ZA (1) | ZA201105668B (de) |
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- 2012-08-19 US US13/589,169 patent/US8500867B2/en not_active Expired - Fee Related
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2013
- 2013-06-04 US US13/910,014 patent/US8623123B2/en not_active Expired - Fee Related
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2014
- 2014-06-05 HR HRP20140525AT patent/HRP20140525T1/hr unknown
- 2014-07-09 CY CY20141100516T patent/CY1115558T1/el unknown
- 2014-10-03 HR HRP20140952AT patent/HRP20140952T1/hr unknown
- 2014-10-22 CY CY20141100863T patent/CY1115653T1/el unknown
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