WO2015000637A1 - Milieu d'absorption et procédé d'absorption de co2 à partir d'un mélange gazeux, dans lequel le milieu comprend de l'eau, une amine et un sel organique - Google Patents

Milieu d'absorption et procédé d'absorption de co2 à partir d'un mélange gazeux, dans lequel le milieu comprend de l'eau, une amine et un sel organique Download PDF

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Publication number
WO2015000637A1
WO2015000637A1 PCT/EP2014/060653 EP2014060653W WO2015000637A1 WO 2015000637 A1 WO2015000637 A1 WO 2015000637A1 EP 2014060653 W EP2014060653 W EP 2014060653W WO 2015000637 A1 WO2015000637 A1 WO 2015000637A1
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Prior art keywords
absorption
absorption medium
carbon atoms
beta
anion
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PCT/EP2014/060653
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German (de)
English (en)
Inventor
Alexander Schraven
Peter Schwab
Thomas Salomon
Rolf Schneider
Jörn Rolker
Benjamin Willy
Olivier Zehnacker
Matthias Seiler
Matthias Bahlmann
Peter Schulz
Peter Wasserscheid
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Evonik Degussa Gmbh
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Publication of WO2015000637A1 publication Critical patent/WO2015000637A1/fr

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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
    • 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
    • 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
    • B01D2252/20405—Monoamines
    • 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
    • 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
    • B01D2252/20415—Tri- or polyamines
    • 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
    • B01D2252/20421—Primary amines
    • 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
    • B01D2252/20431—Tertiary amines
    • 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
    • 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
    • B01D2252/20452—Cyclic amines containing a morpholine-ring
    • 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
    • B01D2252/20473—Cyclic amines containing an imidazole-ring
    • 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
    • B01D2252/20478—Alkanolamines
    • B01D2252/20484—Alkanolamines with one hydroxyl group
    • 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
    • B01D2252/20494—Amino acids, their salts or derivatives
    • 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
    • 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
    • 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
    • B01D2252/60—Additives
    • B01D2252/602—Activators, promoting agents, catalytic agents or enzymes
    • 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 an absorption medium and a
  • Alkanolamines used as absorption medium Alkanolamines used as absorption medium.
  • the loaded absorption medium is regenerated by heating, depressurizing to a lower pressure or stripping, desorbing the carbon dioxide. After this
  • the absorption medium can be reused. These methods are described, for example, in Kohl, A.L. ; Nielsen, RB, “Gas Purification", 5th Ed., Gulf Publishing, Houston 1997.
  • primary or secondary amines such as ethanolamine
  • carbamates are generally formed, with binding to one Mol CO2 two moles of amine
  • tertiary amines or sterically hindered secondary amines such as
  • the ionic liquid may contain inter alia imidazolium, pyridinium, pyrazolium or triazolium cations, the core of which is represented by a group
  • Aminoalkyl group may be. Explicitly disclosed
  • the ionic liquid causes a
  • WO 2009/143376 describes absorption media for the
  • Absorption media typically contain from 20 to 70% by volume of ionic liquid and have the disadvantage that ammonium carbamate formed upon absorption of CO 2 precipitates out of the absorption medium.
  • absorption media are mentioned as a promoter for accelerating the C0 2 absorption compounds in which a neutral heterocycle is covalently bonded to an anion.
  • the liquid or plastically may be resinous and the reversible CO2 from the
  • Gas phase can absorb.
  • WO 2010/017564 describes 1,3-dibutylimidazolium taurinate and its use for selectively absorbing CO2
  • CN 101513584 describes a process for the absorption of H2 S from a gas mixture in which a basic
  • Absorbing medium is added to a basic ionic liquid, which acts as a catalyst for the oxidation of H2 S to elemental sulfur.
  • the ionic liquid may contain taurinate as an anion.
  • Carbon-bonded, non-sterically hindered primary or secondary amino group has strong accelerate.
  • the organic salt is virtually non-volatile and can be easily accessible
  • the invention therefore relates to an absorption medium for absorbing CO 2 from a gas mixture, the water, 20 to 60 wt .-% of amines and 0.01 to 0.1 mol / kg of at least one organic salt, wherein the salt of a cation having a quaternary nitrogen or phosphorus atom and an anion, the one on carbon
  • the invention also provides a method for absorbing CO2 from a gas mixture by contacting the gas mixture with the invention
  • Organic salt according to the invention as an additive for an absorption medium for the absorption of CO2 from a
  • the invention further novel, suitable for the absorption medium according to the invention organic salts with a cation selected from
  • R 4 - n N (CH 2 CH (OH) CH 3 ) n + with R alkyl and n is from 1 to 3, wherein the alkyl radicals may be the same or different and each having 1 to 6 carbon atoms and for
  • 1, 3-dialkylimidazolium together have a maximum of 7 carbon atoms, and an anion of a beta-amino monocarboxylic acid or a beta-amino sulfonic acid, wherein n N (CH2CH2OH) n + is the anion of a beta-amino monocarboxylic acid cation of the structure R 4 _.
  • the absorption medium according to the invention contains water and 20 to 60% by weight of amines (A).
  • the absorption medium can be only one amine (A) or a mixture of several
  • the amines (A) preferably have no electrically charged functional groups in addition to amino groups.
  • the amines (A) are preferably tertiary amines, hindered secondary amines or sterically hindered primary amines.
  • a sterically hindered primary amine in the sense of the invention is a primary amine in which the amino group is bonded to a tertiary carbon atom, i. to a carbon atom to which no hydrogen atom is attached.
  • a hindered secondary amine in the sense of the invention is a secondary amine in which the amino group is bonded to a secondary or a tertiary carbon atom, i. to a carbon atom to which only one or no hydrogen atom is bound.
  • the amines (A) are alkanolamines, i. they also have at least one hydroxyl group in addition to an amino group.
  • Suitable alkanolamines having a tertiary amino group are triethanolamine,
  • N-methyldiethanolamine N, -dimethylethanolamine
  • Triisopropanolamine N-methyldiisopropanolamine
  • Alkanolamine having a tertiary amino group having a tertiary amino group
  • alkanolamines having a sterically hindered primary or secondary amino group are known from US 4,094,957 columns 10 to 16.
  • Amino groups are 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1-butanol and 2-amino-2-methyl-3-pentanol.
  • the absorption medium of the present invention is an amine (A) having a structure R 3 R 4 NCHR 1 (CH 2 ) 2 CHR 2 NR 5 R 6 wherein
  • R 1 is hydrogen or an alkyl radical having 1 to 4
  • R 2 is an alkyl radical having 1 to 4 carbon atoms
  • R 3 and R 5 are independently alkyl radicals having 1 to 6
  • R 4 and R 6 are independently hydrogen or
  • Alkyl radicals having 1 to 6 carbon atoms having 1 to 6 carbon atoms
  • Amines of this structure are diamines in which the
  • Nitrogen atoms are separated by a chain of 4 carbon atoms, this chain being at least one of the adjacent to the nitrogen atoms
  • Carbon atoms is an alkyl radical having 1 to 4
  • R 1 and R 2 may be alkyl radicals having 1 to 4
  • the nitrogen atoms linking chain carries only one alkyl substituent, ie R 1 is hydrogen.
  • the chain connecting the nitrogen atoms is substituted by a methyl group, ie the radical R 2 is methyl.
  • the radicals R 3 to R 6 may be alkyl radicals having 1 to 6 carbon atoms, which may be cyclic or acyclic, with unbranched n-alkyl radicals being preferred. In a preferred
  • Embodiment one of the two nitrogen atoms is a tertiary amine, ie the radical R 4 is not a Hydrogen atom.
  • the amine of the structure R 3 R 4 NCHR 1 (CH 2 ) 2 CHR 2 NR 5 R 6 particularly preferably has one secondary and one tertiary amino group, ie the radical R 6 is one
  • Hydrogen atom and the radical R 4 is not a
  • Nitrogen atom two identical radicals R 3 and R 4 which are particularly preferably methyl groups or ethyl groups or form a morpholine ring with the nitrogen atom, ie R 3 and R 4 form a bridging radical
  • R 3 R 4 NCHR 1 (CH 2 ) 2 CHR 2 NR 5 R 6 are Nl, Nl, N4-trimethyl-1, 4-diaminopentane, Nl, Nl-dimethyl-N4-ethyl-1, 4-diaminopentane, Nl, Nl-dimethyl-N4-propyl-1,4-diaminopentane, N, Nl-diethyl-N4-methyl-
  • Amines of the structure R 3 R 4 NCHR 1 (CH 2 ) 2 CHR 2 NR 5 R 6 can be prepared by known methods.
  • a nitroalkane is reacted with a ⁇ -unsaturated carbonyl compound in a Michael addition, as described in J. Am. Chem. Soc. 74 (1952) 3664-3668.
  • Absorption medium can have a high capacity for the
  • the absorption medium according to the invention contains an amine (A) which has a structure (I)
  • R and R are independently
  • Use of amines of structure (I) in the absorption medium according to the invention can in a cycle of absorption of CO2 and subsequent desorption of CO2 by heating a high capacity of the absorption medium for the
  • the absorption medium according to the invention contains in addition to water and amines (A) still 0.01 to 0.1 mol / kg
  • Absorption medium can contain only an organic salt (B) or a mixture of several organic salts (B).
  • a non-sterically hindered primary amino group in the sense of
  • Invention is a primary amino group attached to a
  • Carbon atom is bound to the at least one
  • Hydrogen atom is bonded.
  • the amino group is bonded to carbon atoms to which in each case at least two hydrogen atoms are bonded.
  • the absorption medium of the invention preferably contains 0.03 to 0.08 mol / kg of organic salts (B).
  • the organic salt (B) preferably comprises an anion of an alpha-aminocarboxylic acid, a beta-aminocarboxylic acid or a beta-aminosulfonic acid.
  • Preferred anions of alpha-aminocarboxylic acids are anions of the proteinogenic amino acids glycine, alanine, lysine, glutamic acid, Aspartic acid, histidine, arginine and proline.
  • the preferred anion of a beta-amino carboxylic acid is beta-alaninate (H2 CH2CH2COO-).
  • a preferred anion of a beta-aminosulfonic acid is taurinate (H2 CH2CH2 S 03-).
  • the organic salt (B) preferably comprises a cation selected from 1,3-dialkylimidazolium,
  • 1,2,3-trialkylimidazolinium 1-hydroxyethyl-2,3-dialkylimidazolinium, 1-alkylamidoalkyl-2,3-dialkylimidazolinium, N, -dialkylpyrrolidinium,
  • Tetraalkylammonium, tetraalkylphosphonium and cations of the structures R 4 -n N (CH 2 CH 2 OH) n + and R 4 -n N (CH 2 CH (OH) CH 3 ) n + with R alkyl and n from 1 to 3, wherein the alkyl radicals may be the same or different and each having 1 to 6 carbon atoms.
  • Preferred 1,3-dialkylimidazolium ions are
  • Preferred 1, 2, 3-trialkylimidazolinium ions are 1-ethyl-2, 3-dimethylimidazolinium, 1,2-diethyl
  • 1-hydroxyethyl-2,3-dialkylimidazolinium ions are 1- (2-hydroxyethyl) -2,3-dimethylimidazolinium,
  • 1-alkylamidoalkyl-2,3-dialkylimidazolinium ions are 1- (2-acetamidoethyl) -2,3-dimethylimidazolinium, 1- (2-propionamidoethyl) -2-ethyl-3-methylimidazolinium, 1- (2-isobutyramidoethyl) -2 isopropyl-3-methylimidazolinium and 1- (2-isobutyramidoethyl) -2-isopropyl-3-ethylimidazolinium.
  • N, -dialkylpyrrolidinium ions are
  • N-alkylpyridinium ions are N-methylpyridinium, N-ethylpyridinium, N-propylpyridinium and
  • organic salt (B) is particularly preferred.
  • An organic salt according to the invention comprises a cation selected from 1,3-dialkylimidazolium,
  • R 4 - n N (CH 2 CH (OH) CH 3 ) n + with R alkyl and n is from 1 to 3, wherein the alkyl radicals may be the same or different and each having 1 to 6 carbon atoms and for
  • 1, 3-dialkylimidazolium together have a maximum of 7 carbon atoms, and an anion of a beta-amino monocarboxylic acid or a beta-amino sulfonic acid, wherein n N (CH2CH2OH) n + is the anion of a beta-amino monocarboxylic acid cation of the structure R 4 _.
  • the anion is the anion of a beta-aminomonocarboxylic acid, more preferably beta-alaninate (H2 CH2CH2COO-).
  • organic salts (B) according to the invention are 1,3-dimethylimidazolium-beta-alaninate,
  • the organic salts (B) can be prepared by reacting the salts containing the same cation and as the anion hydroxide, with the alpha-aminocarboxylic acid, beta-aminocarboxylic acid or beta-aminofluoric acid conjugated to the anion of the salt (B).
  • Hydroxide salts which are not already known from the prior art can be prepared from the corresponding chloride or bromide salts by ion exchange with an anion exchanger in the Hydroxide form or by reaction with water-moist
  • an organic salt (B) of a cation having a nitrogen or phosphorus quaternary atom and an anion having a carbon-bonded, non-sterically hindered primary or secondary amino group as a promoter in an absorption medium to absorb CO2, a rapid absorption of CO2 in the
  • preferred anions or cations also have a high thermal stability, which causes an even longer-lasting effect of the promoter and an even lower consumption of promoter.
  • an amine (A), in particular a tertiary amine, a hindered secondary amine or a hindered primary amine, with an organic salt (B) can simultaneously achieve a high absorption capacity for CO2 and a rapid absorption of CO2 into the absorption medium so that the absorption of CO2 with smaller amounts
  • Absorbent medium and can be performed in smaller apparatus.
  • the absorption medium according to the invention may, in addition to water and amines, one or more physical
  • Solvents may be up to 30 wt .-%. Suitable physical solvents are sulfolane,
  • aliphatic acid amides such as N-formylmorpholine
  • N-acetylmorpholine N-alkylpyrrolidones, in particular
  • N-methyl-2-pyrrolidone or N-alkylpiperidones, as well
  • Diethylene glycol, triethylene glycol and polyethylene glycols and their alkyl ethers in particular
  • Diethylene glycol monobutyl ether Preferably, however, the absorption medium does not contain a physical solvent.
  • the absorption medium may additionally have additives, such as corrosion inhibitors, wetting-requiring additives and defoamers.
  • the wetting-requiring additive used is preferably the nonionic surfactants known from WO 2010/089257 page 11, line 18 to page 13, line 7, zwitterionic surfactants and cationic surfactants.
  • Defoamers which may be used in the absorption medium are all substances which are suitable for the person skilled in the art for the absorption of CO 2 using alkanolamines
  • the gas mixture can be a natural gas, a methane-containing biogas from a fermentation, composting or
  • Wastewater treatment plant a combustion exhaust gas, an exhaust gas from a calcination reaction, such as the burning of lime or Production of cement, a residual gas from one
  • the gas mixture is a combustion exhaust gas, a natural gas or a biogas, more preferably one
  • Combustion exhaust gas for example, from a power plant.
  • the gas mixture can be more acidic in addition to CO2
  • Combustion exhaust gas is preferably previously desulfurized, i. S O2 is extracted from the gas mixture with a desulfurization process known from the prior art,
  • the gas mixture preferably has a content of CO2 in the atmosphere before being brought into contact with the absorption medium
  • Range of 0.1 to 70% by volume more preferably in the range of 1 to 50% by volume, and most preferably in the range of 10 to 20% by volume.
  • the gas mixture may contain oxygen in addition to CO2, preferably in a proportion of 0.1 to
  • suitable apparatus can be used to contact the gas mixture with the absorption medium.
  • gas scrubbers or absorption columns known from the prior art, For example, membrane contactors, radial flow scrubber, jet scrubber, venturi scrubber, rotary scrubber packed columns, packed columns or tray columns.
  • absorption columns in the prior art
  • the absorption of CO 2 is preferably carried out at a temperature of the absorption medium in the range from 0 to 80 ° C., more preferably from 20 to 70 ° C.
  • the temperature of the absorption medium in the range from 0 to 80 ° C., more preferably from 20 to 70 ° C.
  • Absorption medium particularly preferably 30 to 60 ° C when entering the column and 35 to 80 ° C when exiting the column.
  • the CO2-containing gas mixture is brought into contact with the absorption medium at an initial partial pressure of CO2 of 0.01 to 10 bar.
  • the initial partial pressure of CO 2 in the gas mixture is from 0.05 to 5 bar, in particular up to 4 bar.
  • the total pressure of the gas mixture is preferably in the
  • CO2 absorbed in the absorption medium is desorbed again by raising the temperature and / or reducing the pressure, and the absorption medium after that
  • Desorption of CO2 used again for the absorption of CO2. Desorption is preferably carried out by increasing the
  • CO2 can be separated from the gas mixture completely or partially and separated from others
  • Components of the gas mixture can be obtained.
  • desorption may also occur Stripping the CO2 loaded absorption medium with an inert gas, such as air or nitrogen,
  • Absorption medium may be added to water before reuse for absorption if necessary.
  • 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.
  • the desorption of CO2 can also be carried out in one or more flash evaporation stages.
  • the desorption is preferably carried out at a temperature in the range of 50 to 200 ° C.
  • the desorption of CO2 is preferably carried out at a temperature of the absorption medium in the range of 50 to 180 ° C, particularly preferably 80 to 150 ° C.
  • the temperature during the desorption is preferably at least 20 ° C., more preferably
  • the desorption is preferably carried out at a pressure in the range of 0.01 to 10 bar.
  • the desorption is carried out by stripping with an inert gas, such as air or nitrogen, in a desorption column. Stripping in the desorption column is preferably carried out at a temperature of
  • Example 1 was repeated, but instead of beta-alanine, 115.1 g of proline were used. There were obtained 248.3 g of bis (hydroxyethyl) dimethylammoniumprolinate.
  • Example 1 was repeated, but 125.2 g of taurine were used instead of beta-alanine. 258.4 g of bis (hydroxyethyl) dimethylammonium taurinate were obtained.
  • Absorption rate were 150 g of absorption medium containing 30 wt .-% N-methyldiethanolamine, 0.33 mol / kg promoter and the rest water in a thermostatic container with attached and cooled to 3 ° C.
  • the CO 2 stroke was calculated as the difference between the CO 2 levels recorded at 40 ° C and 100 ° C.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Gas Separation By Absorption (AREA)

Abstract

L'invention concerne l'absorption fortement accélérée de CO2 par l'addition de 0,01 à 0,1 mole/kg d'au moins un sel organique d'un cation, qui présente un atome d'azote quaternaire ou de phosphore et un anion, qui présente un groupe amino primaire ou secondaire lié à l'atome de carbone, non empêché stériquement, à des milieux d'absorption qui contiennent de l'eau et 20 à 60 % en poids d'amines comme agents d'absorption. Ainsi sont appropriés de nouveaux sels organiques comprenant un cation choisi parmi le 1,3-dialkylimidazolium, le 2,3-trialkylimidazolinium, le 1-hydroxyéthyl- 2,3-dialkylimidazolinium, le 1-alkylamidoalkyl-1 2,3-dialkylimidazolinium, le N,N-dialkylpyrrolidinium, le N,N-bis(hydroxyalkyl)pyrrolidinium, le N-alkylpyridinium et des cations de structures R4-nN(CH2CH2OH)n + et R4-nN (CH2CH(OH)CH3) n+ où R = un groupe alkyle et n vaut 1 à 3. Les radicaux alkyle peuvent être identiques ou différents et présentent respectivement 1 à 6 atomes de carbone et présentent pour le 1,3-dialkylimidazolium, au maximum 7 atomes de carbone, et un anion d'un acide bêta-aminomonocarboxylique ou un acide bêta-aminosulfonique, l'anion étant un acide bêta-aminomonocarboxylique pour des cations de structure R4-nN(CH2CH2OH)n+,
PCT/EP2014/060653 2013-06-17 2014-05-23 Milieu d'absorption et procédé d'absorption de co2 à partir d'un mélange gazeux, dans lequel le milieu comprend de l'eau, une amine et un sel organique WO2015000637A1 (fr)

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DE102013010035.6A DE102013010035A1 (de) 2013-06-17 2013-06-17 Absorptionsmedium und Verfahren zur Absorption von CO2 aus einer Gasmischung
DE102013010035.6 2013-06-17

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Cited By (12)

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US10138209B2 (en) 2016-06-14 2018-11-27 Evonik Degussa Gmbh Process for purifying an ionic liquid
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US10221374B2 (en) 2015-05-27 2019-03-05 Evonik Degussa Gmbh Process for refining glyceride oil comprising a basic quaternary ammonium salt treatment
US10301572B1 (en) 2017-11-10 2019-05-28 Evonik Degussa Gmbh Process for extracting fatty acids from triglyceride oils
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Publication number Priority date Publication date Assignee Title
US9878285B2 (en) 2012-01-23 2018-01-30 Evonik Degussa Gmbh Method and absorption medium for absorbing CO2 from a gas mixture
US9630140B2 (en) 2012-05-07 2017-04-25 Evonik Degussa Gmbh Method for absorbing CO2 from a gas mixture
US10150933B2 (en) 2015-05-27 2018-12-11 Evonik Degussa Gmbh Process for removing metal from a metal-containing glyceride oil comprising a basic quaternary ammonium salt treatment
US10221374B2 (en) 2015-05-27 2019-03-05 Evonik Degussa Gmbh Process for refining glyceride oil comprising a basic quaternary ammonium salt treatment
US10500540B2 (en) 2015-07-08 2019-12-10 Evonik Degussa Gmbh Method for dehumidifying humid gas mixtures using ionic liquids
US9840473B1 (en) 2016-06-14 2017-12-12 Evonik Degussa Gmbh Method of preparing a high purity imidazolium salt
US10105644B2 (en) 2016-06-14 2018-10-23 Evonik Degussa Gmbh Process and absorbent for dehumidifying moist gas mixtures
US10138209B2 (en) 2016-06-14 2018-11-27 Evonik Degussa Gmbh Process for purifying an ionic liquid
US10493400B2 (en) 2016-06-14 2019-12-03 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures
US10512883B2 (en) 2016-06-14 2019-12-24 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures
US10512881B2 (en) 2016-06-14 2019-12-24 Evonik Degussa Gmbh Process for dehumidifying moist gas mixtures
US10301572B1 (en) 2017-11-10 2019-05-28 Evonik Degussa Gmbh Process for extracting fatty acids from triglyceride oils

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