EP2547423A1 - Elimination du co2 present dans des gaz dont la pression partielle du co2 est faible, au moyen de 1,2 diaminopropane - Google Patents

Elimination du co2 present dans des gaz dont la pression partielle du co2 est faible, au moyen de 1,2 diaminopropane

Info

Publication number
EP2547423A1
EP2547423A1 EP10798964A EP10798964A EP2547423A1 EP 2547423 A1 EP2547423 A1 EP 2547423A1 EP 10798964 A EP10798964 A EP 10798964A EP 10798964 A EP10798964 A EP 10798964A EP 2547423 A1 EP2547423 A1 EP 2547423A1
Authority
EP
European Patent Office
Prior art keywords
absorbent
diaminopropane
group
amine
amino
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP10798964A
Other languages
German (de)
English (en)
Inventor
Johannes Menzel
Olaf Von Morstein
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ThyssenKrupp Industrial Solutions AG
Original Assignee
ThyssenKrupp 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 ThyssenKrupp Uhde GmbH filed Critical ThyssenKrupp Uhde GmbH
Publication of EP2547423A1 publication Critical patent/EP2547423A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • 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
    • B01D53/34—Chemical or biological purification of waste gases
    • B01D53/46—Removing components of defined structure
    • B01D53/62—Carbon oxides
    • 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
    • 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
    • B01D2252/20421—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
    • B01D2252/50—Combinations of absorbents
    • B01D2252/504—Mixtures of two or more absorbents
    • 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
    • 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
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/20—Air quality improvement or preservation, e.g. vehicle emission control or emission reduction by using catalytic converters
    • 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 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. In addition to a high absorption capacity should be a suitable
  • 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. Avoiding these emissions requires further process steps, which further increase the cost of a C0 2 wash.
  • the object is achieved by the use of an absorbent containing 1, 2 diaminopropane in aqueous solution.
  • the absorbent based on the weight of the absorbent 10 to 90% by weight, preferably 30 to 65 wt% of 1.2
  • the absorbent to be used also contains at least one other of 1, 2 diaminopropane different amine.
  • the absorbent of the invention may be e.g. 5 to 45% by weight, preferably 10 to 40% by weight of one or more thereof different amines.
  • the at least one of 1, 2 diaminopropane various other 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 which are used in addition to 1, 2 diaminopropane, selected from a A group comprising tris (2-hydroxyethyl) amine, tris (2-hydroxypropyl) amine,
  • Tributanolamine bis (2-hydroxyethyl) methylamine, 2-diethylaminoethanol, 2-dimethyiaminoethanol, 3-dimethylamino-1-propanol, 3-diethylamino-1-propanol, 2-diisopropylaminoethanol, N, N-bis (2-hydroxypropyl) methylamine
  • the sterically hindered amines which are used in addition to 1, 2 diaminopropane, 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.
  • Further suitable sterically hindered amines are mentioned in WO 2008/145658 A1, US Pat. No. 4,217,236, US Pat. No. 2009/0199713 A1, US Pat. No. 5,700,437, US Pat. No. 6,500,397 B1 and US Pat. No. 6,036,931.
  • the 5-, 6-, or 7-membered saturated heterocycles used in addition to 1, 2-diaminopropane are selected from the group comprising, piperazine, 2-methylpiperazine, N-methylpiperazine, N-ethylpiperazine, N-aminoethylpiperazine, homopiperazine, piperidine and morpholine.
  • Other compounds which can be selected are described in WO 2008/145658 A1 and US Pat
  • the primary or secondary alkanolamines used in addition to 1, 2 diaminopropane are selected from a 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.
  • further possible compounds in the documents WO 2008/145658 A1 and US 2009/0199713 A1 are disclosed.
  • the alkyldiamines which are used in addition to 1, 2 diaminopropane, selected from a group comprising, hexamethylenediamine, 1, 4-diaminobutane, 1, 3-diaminopropane, 2,2-dimethyll, 3rd diaminopropane, 3-methylaminopropylamine, 3- (dimethylamino) propylamine, 3- (diethylamino) propylamine, 4-dimethylaminobutylamine and 5-
  • Dimethylaminopentylamine 1, 1, ⁇ , ⁇ -tetramethylethanediamine, 2,2, N, N-tetramethyl-1,3-propanediamine, N, N'-dimethyl-1,3-propanediamine, N, N'Bis (2-hydroxyethyl ) ethylene diamine.
  • all components come into consideration, which are characterized in WO 2008/145658 A1 and US 2009/0199713 A1 as such, in particular MAPA.
  • the use of the absorbent is characterized in that the fluid flow is brought into contact with a previously characterized absorbent and thereby the absorbent is loaded with C02. This is preferably done at a partial pressure of ⁇ 200 mbar.
  • the loaded absorbent is heated by heating
  • Example 1 Test for oxygen stability
  • Diaminopropane was slightly yellow at the beginning and at the end of the experiment.
  • Example 2 Determination of C0 2 uptake capacity
  • a static phase equilibrium apparatus was used according to the synthetic measuring principle. In this arrangement, the pressure for different
  • Dosing pumps which allow to show small volume differences, filled in an evacuated and thermostated measuring cell. Then the gas is added in small steps. That then at a certain pressure in the
  • Absorption solution C0 2 is determined by calculation, taking into account the gas space.
  • DAP (30% by weight) 149 From the results shown in Table 1 shows that at the same amine concentration 1, 2 diaminopropane (DAP) receives about 50% more C0 2 , as compared to the prior art detergent monoethanolamine (MEA).
  • DAP diaminopropane
  • DAP 1, 2 diaminopropane
  • MEA Monoethanolamine
  • the cyclic absorption capacity of 1,2 diaminopropane is even greater than the absolute C0 2 uptake capacity relative to monoethanolamine. This indicates that the regeneration of 1, 2 diaminopropane, possibly due to the non-straight-chain structure of the hydrocarbon groups, leads to lower residual C0 2 loadings than the comparable MEA. This represents a further advantage of the amine according to the invention.
  • a solvent for the absorption of C0 2 in particular in the range of low C0 2 partial pressures and in the presence of oxygen before, which is significantly more stable on the one hand at these conditions and on the other hand also has a higher cyclic absorption capacity, as a

Landscapes

  • 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)
  • Treating Waste Gases (AREA)

Abstract

L'invention a pour objet un agent d'absorption pour éliminer des gaz acides d'un courant de fluide, comprenant une solution aqueuse de 1,2 diaminopropane.
EP10798964A 2010-01-05 2010-12-20 Elimination du co2 present dans des gaz dont la pression partielle du co2 est faible, au moyen de 1,2 diaminopropane Withdrawn EP2547423A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102010004073A DE102010004073A1 (de) 2010-01-05 2010-01-05 CO2-Entfernung aus Gasen mit niedrigen CO2-Partialdrücken mittels 1,2 Diaminopropan
PCT/EP2010/007799 WO2011082807A1 (fr) 2010-01-05 2010-12-20 Élimination du co2 présent dans des gaz dont la pression partielle du co2 est faible, au moyen de 1,2 diaminopropane

Publications (1)

Publication Number Publication Date
EP2547423A1 true EP2547423A1 (fr) 2013-01-23

Family

ID=43798276

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10798964A Withdrawn EP2547423A1 (fr) 2010-01-05 2010-12-20 Elimination du co2 present dans des gaz dont la pression partielle du co2 est faible, au moyen de 1,2 diaminopropane

Country Status (10)

Country Link
US (1) US20130055895A1 (fr)
EP (1) EP2547423A1 (fr)
JP (1) JP2013516311A (fr)
KR (1) KR20120124062A (fr)
CN (1) CN102834161A (fr)
AU (1) AU2010341129A1 (fr)
CA (1) CA2786323A1 (fr)
DE (1) DE102010004073A1 (fr)
RU (1) RU2012130909A (fr)
WO (1) WO2011082807A1 (fr)

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US9340739B1 (en) * 2011-09-02 2016-05-17 David C. Morrow Enhanced landfill gas treatment
FR2983087B1 (fr) * 2011-11-30 2014-01-10 IFP Energies Nouvelles Procede d'elimination de composes acides d'un effluent gazeux avec une solution absorbante a base de bis(amino-3-propyl) ethers ou de (amino-2-ethyl)-(amino-3-propyl) ethers
JP5986796B2 (ja) * 2012-05-11 2016-09-06 三菱重工業株式会社 複合アミン吸収液、ｃｏ２又はｈ２ｓ又はその双方の除去装置及び方法
JP6173817B2 (ja) * 2013-07-30 2017-08-02 株式会社東芝 酸性ガス吸収剤、酸性ガス除去方法及び酸性ガス除去装置
CN104548903A (zh) * 2013-10-09 2015-04-29 中国石油化工股份有限公司 一种用于捕集二氧化碳的有机胺溶剂
CN105854524A (zh) * 2016-05-27 2016-08-17 四川益能康生环保科技有限公司 一种用于捕集烟气中二氧化碳的吸收剂
WO2018152438A1 (fr) * 2017-02-17 2018-08-23 The Regents Of The University Of California Structures organométalliques liées à une amine présentant un nouveau mécanisme d'adsorption pour séparations de dioxyde de carbone
CN107261767B (zh) * 2017-08-21 2020-04-10 攀钢集团攀枝花钢铁研究院有限公司 一种烟气脱碳剂及烟气脱碳的方法
CN107261766B (zh) * 2017-08-21 2020-07-03 攀钢集团攀枝花钢铁研究院有限公司 一种烟气脱碳组合物、其制备方法及烟气脱碳的方法
CN107519735B (zh) * 2017-08-21 2020-07-03 攀钢集团攀枝花钢铁研究院有限公司 一种从混合气中脱除二氧化碳的组合物及烟气脱碳的方法
CN107398147A (zh) * 2017-08-21 2017-11-28 攀钢集团攀枝花钢铁研究院有限公司 一种烟气脱碳组合物及烟气脱碳的方法
KR102170273B1 (ko) * 2019-02-27 2020-10-28 한국에너지기술연구원 이산화탄소 흡수제 및 이를 이용한 이산화탄소 포집방법

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Also Published As

Publication number Publication date
AU2010341129A8 (en) 2012-08-23
KR20120124062A (ko) 2012-11-12
CN102834161A (zh) 2012-12-19
RU2012130909A (ru) 2014-02-20
CA2786323A1 (fr) 2011-07-14
AU2010341129A1 (en) 2012-08-02
US20130055895A1 (en) 2013-03-07
JP2013516311A (ja) 2013-05-13
DE102010004073A1 (de) 2011-07-07
WO2011082807A1 (fr) 2011-07-14

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