WO2012007084A1 - Elimination du co2 dans des gaz sous basse pression partielle du co2 au moyen de n-isopropyle-1,3-propanediamine - Google Patents

Elimination du co2 dans des gaz sous basse pression partielle du co2 au moyen de n-isopropyle-1,3-propanediamine Download PDF

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Publication number
WO2012007084A1
WO2012007084A1 PCT/EP2011/002825 EP2011002825W WO2012007084A1 WO 2012007084 A1 WO2012007084 A1 WO 2012007084A1 EP 2011002825 W EP2011002825 W EP 2011002825W WO 2012007084 A1 WO2012007084 A1 WO 2012007084A1
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WO
WIPO (PCT)
Prior art keywords
absorbent
propanediamine
group
amine
amino
Prior art date
Application number
PCT/EP2011/002825
Other languages
German (de)
English (en)
Inventor
Johannes Menzel
Olaf Von Morstein
Original Assignee
Uhde Gmbh
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Uhde Gmbh filed Critical Uhde Gmbh
Publication of WO2012007084A1 publication Critical patent/WO2012007084A1/fr

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation 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
    • B01D53/14Separation 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
    • B01D53/1456Removing acid components
    • B01D53/1475Removing carbon dioxide
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation 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
    • B01D53/34Chemical or biological purification of waste gases
    • B01D53/46Removing components of defined structure
    • B01D53/62Carbon oxides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/204Amines
    • B01D2252/2041Diamines
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/204Amines
    • B01D2252/20421Primary amines
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/204Amines
    • B01D2252/20426Secondary amines
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2257/00Components to be removed
    • B01D2257/50Carbon oxides
    • B01D2257/504Carbon dioxide
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/20Air quality improvement or preservation, e.g. vehicle emission control or emission reduction by using catalytic converters
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02CCAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
    • Y02C20/00Capture or disposal of greenhouse gases
    • Y02C20/40Capture or disposal of greenhouse gases of CO2

Definitions

  • the invention relates to the use of an absorbent for removing C0 2 from industrial gases.
  • aqueous solutions of organic bases e.g. Alkanolamines used as an absorbent.
  • the absorbent is regenerated by supplying heat, pressure reduction, or stripping by means of suitable auxiliary media. After regeneration, the absorbent is a regenerated solvent for the absorption of
  • Absorbents have a very high binding capacity for C0 2 .
  • the highest possible absorption capacity should already be available even at low C0 2 partial pressures.
  • the absorption capacity of the absorbent is essentially the required Absorptionsffenumlaufmenge and thus determines the size and cost of the equipment required for it. Since the energy needed to heat and cool the absorbent is proportional to the amount of recirculation, the regeneration energy needed to regenerate the solvent is also substantially reduced if it succeeds in reducing the recirculating amount of the absorbent.
  • Volatile decomposition products such as ammonia would have the consequence that the C0 2 product and leaving the C0 2 scrubbing flue gas would be contaminated with impermissible emission components. The avoidance of these emissions necessitates further process steps, which further increase the costs of C0 2 scrubbing.
  • Absorbent regeneration is thermally stable.
  • the cover of this need ie the provision of such an absorbent, as well as a method for removing C0 2 from industrial gases, the present invention has made the task.
  • the object is achieved by the use of an absorbent containing N-isopropyl-1, 3-propanediamine in aqueous solution, wherein the fluid stream with the absorbent at a partial pressure of ⁇ 200 mbar is brought into contact, and wherein the absorbent based on the weight of the
  • Absorbent 40 to 65% of N-isopropyl-1, 3propandamin contains.
  • the absorbent to be used also contains at least one other of N-isopropyl-1, 3-propanediamine different amine.
  • the absorbent according to the invention may contain 5 to 45% by weight, preferably 10 to 40% by weight, of one or more amines thereof.
  • the at least one other of N-isopropyl-1, 3-propanediamine different further amine is selected for example from:
  • R 1 is an alkyl group and R 2 is a hydroxyalkyl group or
  • R 1 is an alkyl group
  • R 2 is a hydroxyalkyl group
  • X is an alkylene group which is interrupted one or more times by oxygen and n and m is an integer from 0 to 2, or two radicals R 1 and R 2 linked to different nitrogen atoms R 2 together represents an alkylene group
  • R2 is a C 2 - to C 6 alkyl group.
  • the tertiary amines used in addition to N-isopropyl-1, 3-propanediamine are selected from a group comprising tris (2-hydroxyethyl) amine, tris (2-hydroxypropyl) amine , Tributanolamine, bis (2-hydroxyethyl) methylamine, 2-diethylaminoethanol, 2-dimethylaminoethanol, 3-dimethylamino-1-propanol, 3-diethylamino-1-propanol, 2-diisopropylaminoethanol, N, N-bis (2-hydroxypropyl) methylamine
  • Diazabicyclo [2.2.2] octane (DABCO); N, N, N * -trimethylaminoethylethanolamine, N, N'-dimethylpiperazine and N, N'-bis (hydroxyethyl) piperazine.
  • DABCO Diazabicyclo [2.2.2] octane
  • N, N, N * -trimethylaminoethylethanolamine N, N'-dimethylpiperazine
  • N, N'-bis (hydroxyethyl) piperazine N, N'-bis (hydroxyethyl) piperazine.
  • Other eligible Tertiary amines are disclosed in WO 2008/145658 A1, US 4,217,236 and US 2009/0199713 A1.
  • the sterically hindered amines which are used in addition to N-isopropyl-1, 3-propanediamine, selected from a group comprising 2-amino-2-methyl-1-propanol, 2-amino 2-methyl-1-butanol, 3-amino-3-methyl-1-butanol, 3-amino-3-methyl-2-pentanol and 1-amino-2-methylpropan-2-ol.
  • Other candidate sterically hindered amines are disclosed in WO
  • the 5-, 6-, or 7-membered saturated heterocycles used in addition to N-isopropyl-1,3-propanediamine are selected from the group comprising, piperazine, 2-methylpiperazine, N-methylpiperazine , N-ethylpiperazine, N-aminoethylpiperazine, homopiperazine, piperidine and orpholine.
  • the primary or secondary alkanolamines used in addition to N-isopropyl-1,3-propanediamine are selected from the group comprising 2-aminoethanol, N, N-bis (2-hydroxyethyl) amine, N, N-bis (2-hydroxypropyl) amine, 2- (methylamino) ethanol, 2- (ethylamino) ethanol, 2- (n-butylamino) ethanol, 2-amino-1-butanol, 3-amino-1 propanol and 5-amino-1-pentanol.
  • 2-aminoethanol N, N-bis (2-hydroxyethyl) amine
  • N N-bis (2-hydroxypropyl) amine
  • 2- (methylamino) ethanol 2- (ethylamino) ethanol
  • 2- (n-butylamino) ethanol 2-amino-1-butanol
  • 3-amino-1 propanol 3-amino-1 propanol
  • the alkyldiamines which are used in addition to N-isopropyl-1, 3-propanediamine, selected from a group comprising, hexamethylenediamine, 1, 4-diaminobutane, 1, 3-diaminopropane, 2, 2-Dimethyl 1, 3-diaminopropane, 3-methylaminopropylamine, 3
  • the loaded absorbent is regenerated by heating, relaxation, stripping by means of stripping vapors generated by internal evaporation of the solvent, stripping with an inert fluid or a combination of two or all of these measures.
  • Absorption solution C0 2 is determined by calculation, taking into account the gas space.
  • the cyclic absorption capacity which is determined as the difference in loading at 40 ° C and 120 ° C, is therefore at the same weight proportions of the respective amine in water about 1, 5 times the cyclic absorption capacity of MEA.

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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)
  • Health & Medical Sciences (AREA)
  • Biomedical Technology (AREA)
  • Environmental & Geological Engineering (AREA)
  • Gas Separation By Absorption (AREA)

Abstract

L'invention concerne l'utilisation d'un agent d'absorption pour éliminer des gaz acides d'un flux fluidique, lequel agent contient une solution aqueuse de N-isopropyle-1,3-propanediamine, le flux fluidique étant mis en contact avec l'agent d'absorption à une pression partielle inférieure à 200 mbars et la teneur de l'agent d'absorption en N-isopropyle-1,3-propanediamine étant de 40 à 60 % rapporté au poids de l'agent d'absorption.
PCT/EP2011/002825 2010-07-16 2011-06-09 Elimination du co2 dans des gaz sous basse pression partielle du co2 au moyen de n-isopropyle-1,3-propanediamine WO2012007084A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102010027513A DE102010027513A1 (de) 2010-07-16 2010-07-16 CO2-Entfernung aus Gasen mit niedrigen CO2-Partialdrücken mittels N-Isopropyl-1,3-propandiamin
DE102010027513.1 2010-07-16

Publications (1)

Publication Number Publication Date
WO2012007084A1 true WO2012007084A1 (fr) 2012-01-19

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PCT/EP2011/002825 WO2012007084A1 (fr) 2010-07-16 2011-06-09 Elimination du co2 dans des gaz sous basse pression partielle du co2 au moyen de n-isopropyle-1,3-propanediamine

Country Status (2)

Country Link
DE (1) DE102010027513A1 (fr)
WO (1) WO2012007084A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102012222157A1 (de) 2012-12-04 2014-06-05 Evonik Industries Ag Verfahren zur Absorption von CO2 aus einer Gasmischung

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3020965B1 (fr) * 2014-05-16 2016-05-27 Ifp Energies Now Solution absorbante a base de diamines tertiaires beta hydroxylees et procede d'elimination de composes acides d'un effluent gazeux

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4217236A (en) 1977-02-14 1980-08-12 Exxon Research & Engineering Co. Process and composition for removing carbon dioxide containing acidic gases from gaseous mixtures
US5700437A (en) 1993-10-06 1997-12-23 The Kansai Electric Power Co., Inc. Method for removing carbon dioxide from combustion exhaust gas
US6036931A (en) 1992-02-27 2000-03-14 The Kansai Electric Power Co., Inc. Method for removing carbon dioxide from combustion exhaust gas
WO2008145658A1 (fr) 2007-05-29 2008-12-04 Basf Se Agent d'absorption destiné à éliminer des gaz acides, contenant un acide aminocarboxylique basique
US20090199713A1 (en) 2006-05-18 2009-08-13 Basf Se Carbon dioxide absorbent requiring less regeneration energy
US20100105551A1 (en) * 2008-10-28 2010-04-29 Korea Electric Power Corporation Absorbents for separating acidic gases

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4217236A (en) 1977-02-14 1980-08-12 Exxon Research & Engineering Co. Process and composition for removing carbon dioxide containing acidic gases from gaseous mixtures
US6036931A (en) 1992-02-27 2000-03-14 The Kansai Electric Power Co., Inc. Method for removing carbon dioxide from combustion exhaust gas
US6500397B1 (en) 1992-02-27 2002-12-31 The Kansai Electrical Power Co., Inc. Method for removing carbon dioxide from combustion exhaust gas
US5700437A (en) 1993-10-06 1997-12-23 The Kansai Electric Power Co., Inc. Method for removing carbon dioxide from combustion exhaust gas
US20090199713A1 (en) 2006-05-18 2009-08-13 Basf Se Carbon dioxide absorbent requiring less regeneration energy
WO2008145658A1 (fr) 2007-05-29 2008-12-04 Basf Se Agent d'absorption destiné à éliminer des gaz acides, contenant un acide aminocarboxylique basique
US20100105551A1 (en) * 2008-10-28 2010-04-29 Korea Electric Power Corporation Absorbents for separating acidic gases

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102012222157A1 (de) 2012-12-04 2014-06-05 Evonik Industries Ag Verfahren zur Absorption von CO2 aus einer Gasmischung

Also Published As

Publication number Publication date
DE102010027513A1 (de) 2012-01-19

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