WO2022224842A1 - 二酸化炭素の回収方法、及び二酸化炭素回収装置 - Google Patents

二酸化炭素の回収方法、及び二酸化炭素回収装置 Download PDF

Info

Publication number
WO2022224842A1
WO2022224842A1 PCT/JP2022/017329 JP2022017329W WO2022224842A1 WO 2022224842 A1 WO2022224842 A1 WO 2022224842A1 JP 2022017329 W JP2022017329 W JP 2022017329W WO 2022224842 A1 WO2022224842 A1 WO 2022224842A1
Authority
WO
WIPO (PCT)
Prior art keywords
carbon dioxide
reactant
amine compound
temperature
gas
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.)
Ceased
Application number
PCT/JP2022/017329
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
和起 河野
裕貴 川島
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.)
Mitsubishi Gas Chemical Co Inc
Original Assignee
Mitsubishi Gas Chemical Co Inc
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 Mitsubishi Gas Chemical Co Inc filed Critical Mitsubishi Gas Chemical Co Inc
Priority to US18/287,241 priority Critical patent/US20240198287A1/en
Priority to CN202280023632.2A priority patent/CN117042863A/zh
Priority to EP22791616.0A priority patent/EP4327915A4/en
Priority to JP2023516439A priority patent/JPWO2022224842A1/ja
Priority to KR1020237035385A priority patent/KR20240000478A/ko
Publication of WO2022224842A1 publication Critical patent/WO2022224842A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Images

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
    • B01D53/34—Chemical or biological purification of waste gases
    • B01D53/96—Regeneration, reactivation or recycling of reactants
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B32/00—Carbon; Compounds thereof
    • C01B32/50—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
    • B01D53/1418—Recovery of products
    • 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
    • B01D53/1425—Regeneration of liquid 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
    • 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
    • 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
    • B01D53/74—General processes for purification of waste gases; Apparatus or devices specially adapted therefor
    • B01D53/77—Liquid phase processes
    • B01D53/78—Liquid phase processes with gas-liquid contact
    • 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
    • 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
    • B01D2257/00—Components to be removed
    • B01D2257/50—Carbon oxides
    • B01D2257/504—Carbon dioxide
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2258/00—Sources of waste gases
    • B01D2258/06—Polluted air
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2259/00—Type of treatment
    • B01D2259/80—Employing electric, magnetic, electromagnetic or wave energy, or particle radiation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2259/00—Type of treatment
    • B01D2259/80—Employing electric, magnetic, electromagnetic or wave energy, or particle radiation
    • B01D2259/802—Visible light
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2259/00—Type of treatment
    • B01D2259/80—Employing electric, magnetic, electromagnetic or wave energy, or particle radiation
    • B01D2259/804—UV light
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2259/00—Type of treatment
    • B01D2259/80—Employing electric, magnetic, electromagnetic or wave energy, or particle radiation
    • B01D2259/806—Microwaves
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2259/00—Type of treatment
    • B01D2259/80—Employing electric, magnetic, electromagnetic or wave energy, or particle radiation
    • B01D2259/81—X-rays
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2259/00—Type of treatment
    • B01D2259/80—Employing electric, magnetic, electromagnetic or wave energy, or particle radiation
    • B01D2259/812—Electrons
    • 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
    • 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
    • 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
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2

Definitions

  • the present invention relates to a carbon dioxide recovery method and a carbon dioxide recovery device.
  • CCS Carbon dioxide Capture and Storage
  • Patent Document 1 describes a method for recovering carbon dioxide using specific alkanolamines as a carbon dioxide absorbent.
  • Patent Document 2 describes that a carbon dioxide absorbing liquid containing a carbon dioxide chemically absorbing amine having a nitrogen-hydrogen bond and a tertiary amine solvent having no nitrogen-hydrogen bond is used as a carbon dioxide absorbent. It is
  • Patent Document 3 describes an airborne carbon dioxide absorber containing an alkylamine substituted with a hydroxy group or an optionally substituted amino group.
  • Carbon dioxide absorbents using amine compounds have a high carbon dioxide desorption temperature, and it was necessary to apply a high temperature for a long time in order to desorb carbon dioxide. . If high temperature is applied to the carbon dioxide absorbent for a long period of time, there is concern that, for example, the amine compound may deteriorate, or the amount of energy consumed may increase.
  • the present invention has been made in view of the above circumstances, and provides a carbon dioxide recovery method and a carbon dioxide recovery device capable of lowering the desorption temperature of carbon dioxide.
  • the inventors have made extensive studies to solve the above problems. As a result, the present inventors have found that the desorption temperature of carbon dioxide can be lowered by desorbing carbon dioxide from the amine compound by irradiating it with electromagnetic waves, and have completed the present invention.
  • [1] Dioxidation comprising a step (A) of desorbing carbon dioxide from the reactant (c) by irradiating the reactant (c) of the amine compound (a) and the gas (b) containing carbon dioxide with electromagnetic waves.
  • Carbon recovery method [2] further comprising step (B) of providing said reactant (c) prior to said step (A); Recovery of carbon dioxide according to the above [1], wherein in the step (B), the carbon dioxide absorbent containing the amine compound (a) is brought into contact with the gas (b) to obtain the reactant (c).
  • Method [3] The method for recovering carbon dioxide according to the above [1] or [2], wherein the gas (b) is air.
  • FIG. 1 is a schematic diagram showing an example of a carbon dioxide recovery device according to the present invention
  • FIG. 1 is a schematic diagram showing an example of a carbon dioxide recovery device according to the present invention
  • FIG. 1 is a schematic diagram showing an example of a carbon dioxide recovery device according to the present invention
  • FIG. 1 is a schematic diagram showing an example of a carbon dioxide recovery device according to the present invention
  • this embodiment The form for carrying out the present invention (hereinafter simply referred to as "this embodiment") will be described in detail.
  • the following embodiments are exemplifications for explaining the present invention, and do not limit the content of the present invention.
  • the present invention can be appropriately modified and implemented within the scope of the gist thereof.
  • the rules that are considered preferable can be arbitrarily adopted, and it can be said that a combination of preferable ones is more preferable.
  • the description “XX to YY” means “XX or more and YY or less”.
  • the carbon dioxide recovery method removes carbon dioxide from the reactant (c) by irradiating the reactant (c) of the amine compound (a) and the gas (b) containing carbon dioxide with electromagnetic waves.
  • a step (A) of separating is included.
  • the desorption temperature of carbon dioxide can be lowered.
  • carbon dioxide recovery method of the present invention carbon dioxide can be desorbed at a lower temperature than the conventional desorption of carbon dioxide by heating using hot air. As a result, deterioration of the carbon dioxide absorbent containing the amine compound (a) can be suppressed, and the repeated usability of the carbon dioxide absorbent can be improved.
  • step (A) carbon dioxide is desorbed from the reactant (c) by irradiating the reactant (c) with electromagnetic waves.
  • the electromagnetic wave is not particularly limited as long as it can desorb carbon dioxide from the reactant (c) by irradiation. At least one selected from the group consisting of Among these, the electromagnetic wave is preferably at least one selected from the group consisting of microwaves and ultraviolet rays, and more preferably microwaves.
  • microwave is a general term for electromagnetic waves with a wavelength of 100 ⁇ m to 1 m and a frequency of 300 MHz to 3 THz.
  • the microwaves can be generated from a microwave irradiation source (microwave oscillator (magnetron)).
  • Microwave radiation sources can be used in either single mode or multimode systems.
  • microwave irradiation conditions are not particularly limited, and can be adjusted as appropriate in consideration of the carbon dioxide desorption temperature, processing amount, etc.
  • the output of the microwave irradiation source can be appropriately adjusted according to the carbon dioxide desorption temperature, the amount of treatment, etc., and is not particularly limited, but is, for example, 1 W or more and 300 KW or less per 1 g of the reactant (c), It is preferably 1 W or more and 1 KW or less.
  • the frequency of the microwave generated from the microwave irradiation source can be appropriately adjusted according to the carbon dioxide desorption temperature, the amount of treatment, etc., and is not particularly limited. It is more preferably 1.0 GHz or higher, still more preferably 1.5 GHz or higher, still more preferably 2.0 GHz or higher, and is, for example, 30 GHz or lower, preferably 25 GHz or lower, more preferably 5.0 GHz or lower, further preferably 3.0 GHz or lower. 0 GHz or less.
  • the frequency of the microwave generated from the microwave irradiation source is preferably a frequency permitted for industrial use as an ISM (Industry-Science-Medical) band in consideration of industrially usable frequencies.
  • the 915 MHz band (910 MHz to 920 MHz) is preferred, the 2.45 GHz band (2.40 GHz to 2.50 GHz) is more preferred, and the 2.45 GHz band (2.40 GHz to 2.50 GHz) is even more preferred.
  • Ultraviolet rays can be generated from an ultraviolet irradiation device equipped with, for example, a high-pressure mercury lamp, a low-pressure mercury lamp, or the like.
  • the irradiation conditions (wavelength, illuminance, irradiation time, etc.) of the ultraviolet rays are not particularly limited, and can be appropriately adjusted in consideration of the carbon dioxide desorption temperature, treatment amount, and the like.
  • the integrated amount of UV light (illuminance (mW/cm 2 ) ⁇ time (seconds)) can be adjusted as appropriate according to the carbon dioxide desorption temperature, the amount of treatment, etc., and is not particularly limited. ) 100 (mJ/cm 2 ) or more and 100,000 (mJ/cm 2 ) or less, preferably 100 (mJ/cm 2 ) or more and 50,000 (mJ/cm 2 ) or less per 1 g.
  • the wavelength of the ultraviolet rays generated from the ultraviolet irradiation device can be appropriately adjusted according to the carbon dioxide desorption temperature, treatment amount, etc., and is, for example, 10 nm or more, preferably 100 nm or more, more preferably 200 nm or more, and still more preferably 250 nm or more. and is, for example, 400 nm or less, preferably 380 nm or less, more preferably 370 nm or less. Among them, so-called near-ultraviolet rays of 200 nm or more and 380 nm or less are preferable.
  • the irradiation time of the electromagnetic wave to the reactant (c) can be appropriately adjusted according to the type of electromagnetic wave to be used, the carbon dioxide desorption temperature, the treatment amount, etc., and is not particularly limited, but for example, 1 minute or longer, preferably 10 minutes or more, more preferably 30 minutes or more, and for example 24 hours or less, preferably 18 hours, more preferably 12 hours or less, even more preferably 4 hours or less, even more preferably 2 hours or less.
  • the electromagnetic wave When the reactant (c) is irradiated with the electromagnetic wave, the electromagnetic wave may be irradiated while rotating the container containing the reactant (c), or the electromagnetic wave may be irradiated while the reactant (c) is stirred. good. Thereby, the reactant (c) can be more uniformly irradiated with electromagnetic waves. Further, when the reactant (c) is irradiated with electromagnetic waves, the electromagnetic waves may be irradiated while conveying the reactant (c) by a belt conveyor or the like. As a result, the reactant (c) can be continuously irradiated with electromagnetic waves.
  • the surface temperature of the reactant (c) in the step (A), that is, the surface temperature of the reactant (c) when carbon dioxide is desorbed, is preferably 35° C. or higher from the viewpoint of further improving the ability to desorb carbon dioxide. , More preferably 40 ° C. or higher, still more preferably 50 ° C. or higher, still more preferably 55 ° C. or higher, from the viewpoint of suppressing deterioration of the amine compound (a) and energy consumption, preferably 120 ° C. or lower, more preferably is 110° C. or lower, more preferably 100° C. or lower, more preferably 90° C. or lower.
  • the surface temperature of the reactant (c) in the step (A) is preferable to adjust the surface temperature of the reactant (c) in the step (A) so that the surface temperature of the reactant (c) is within the above range.
  • the method for adjusting the surface temperature of the reactant (c) is not particularly limited, and can be appropriately selected according to the type of electromagnetic wave to be irradiated. A method of adjusting the external temperature using a machine or the like can be mentioned. Among them, it is preferable to adjust the irradiation conditions of the electromagnetic waves, and if necessary, it may be performed in combination with other temperature adjustment methods.
  • the surface temperature of the reactant (c) can be measured with an infrared thermometer (IR sensor).
  • the amine compound (a) from which carbon dioxide has been desorbed can be reused as a carbon dioxide absorbent.
  • the carbon dioxide recovery method according to the present invention may further comprise step (B) of preparing reactant (c) prior to step (A).
  • reactant (c) can be prepared, for example, by contacting a carbon dioxide absorbent containing amine compound (a) with gas (b) to obtain reactant (c). .
  • the method for contacting the carbon dioxide absorbent containing the amine compound (a) with the gas (b) containing carbon dioxide is not particularly limited as long as the carbon dioxide can react with the amine compound (a).
  • a method of contacting the gelled material with the gas (b), a method of contacting the gas (b) with a carbon dioxide absorbent made into a mist by ultrasonic waves or the like, and the like can be mentioned.
  • the time for contacting the carbon dioxide absorbent containing the amine compound (a) with the gas (b) containing carbon dioxide may be appropriately adjusted according to the contact method, but the reaction amount of carbon dioxide from the viewpoint of further improving, for example, 1 hour or more, preferably 10 hours or more, more preferably 30 hours or more, and still more preferably 50 hours or more.
  • the upper limit of the contact time is not particularly limited, it is, for example, 200 hours or less.
  • the temperature at which the carbon dioxide absorbent containing the amine compound (a) and the gas (b) containing carbon dioxide are brought into contact is not particularly limited, but from the viewpoint of further improving the reaction rate, preferably 10° C. or higher, more preferably 15° C. or higher, still more preferably 20° C. or higher, and from the viewpoint of further improving the reaction amount of carbon dioxide, preferably 60° C. or lower, more preferably 50° C. or lower, further preferably 45° C. It is below.
  • Step (B) and step (A) may be performed continuously or stepwise in the same container or device, or stepwise in different containers or devices.
  • step (B) and step (A) may be carried out continuously or stepwise at the same place, or may be carried out stepwise at different places.
  • step (B) and step (A) are performed in the same container is not particularly limited, but the following example 1 can be mentioned, for example.
  • Example 1 By bubbling the gas (b) into the carbon dioxide absorbent containing the amine compound (a) filled in a container, the carbon dioxide absorbent and the gas (b) are brought into contact with the reactant (c) is obtained (step (B)). As the reaction progresses, the produced reactant (c) precipitates in the container, so that a layer containing more carbon dioxide absorbent is formed in the upper part of the container, and the reactant (c) is formed in the lower part of the container. A richer layer is produced.
  • the layer containing a larger amount of the reactant (c) is irradiated with electromagnetic waves to desorb carbon dioxide from the reactant (c) (step (A)).
  • the step (B) and the step (A) can be performed continuously by simultaneously performing the bubbling of the gas (b) and the irradiation of the electromagnetic wave.
  • the step (B) and the step (A) can be performed in stages by performing the bubbling of the gas (b) and the irradiation of the electromagnetic waves in stages.
  • step (B) and step (A) are performed in different containers is not particularly limited, but the following example 2 can be mentioned, for example.
  • Example 2 By bubbling the gas (b) into the carbon dioxide absorbent containing the amine compound (a) filled in the first container, the carbon dioxide absorbent and the gas (b) are brought into contact with the reactant ( c) is obtained (step (B)). Next, the reactant (c) thus obtained is moved to a second container, and is irradiated with electromagnetic waves to desorb carbon dioxide from the reactant (c) (step (A)).
  • a step of separating amine compound (a) and reactant (c) may be performed between step (B) and step (A). In this case, the separated reactant (c) can be transferred to the second container, and the amine compound (a) can be returned to the first container for reuse.
  • the carbon dioxide absorbent according to the present invention contains an amine compound (a).
  • the amine compound (a) is not particularly limited as long as it is an amine compound capable of absorbing carbon dioxide. Examples thereof include acyclic aliphatic amine compounds and amine compounds having a cyclic structure. An amine compound having a cyclic structure is more preferable from the viewpoint of improving the thermal stability balance.
  • the cyclic structure includes, for example, an alicyclic hydrocarbon structure, an aromatic hydrocarbon structure, a heterocyclic structure containing a heteroatom in the ring, and the like.
  • the amine compound (a) having a cyclic structure may be in the form of cis, trans, or a mixture of cis and trans.
  • the cyclic structure of the amine compound (a) preferably contains at least one selected from a 5-membered ring and a 6-membered ring, more preferably a 6-membered ring, from the viewpoint of further improving carbon dioxide absorption capacity. .
  • the number of amino groups in the amine compound (a) is preferably 1 or more, more preferably 2 or more, and preferably 6 or less, more preferably 4 or less, from the viewpoint of further improving the carbon dioxide absorption capacity. , more preferably 3 or less, more preferably 2.
  • the amino group is preferably an amino group having a nitrogen-hydrogen bond, more preferably a primary amino group, from the viewpoint of further improving the amount of carbon dioxide absorbed.
  • Examples of acyclic aliphatic amine compounds include monoethanolamine, 2-amino-2-methyl-1-propanol, diethanolamine, 2-(methylamino)ethanol, 2-(ethylamino)ethanol, 2-( dimethylamino)ethanol, 2-(diethylamino)ethanol, ethylenediamine, N,N'-dimethylethylenediamine, diethylenetriamine and the like.
  • amine compound (a) o-xylylenediamine and its derivatives, m-xylylenediamine and its derivatives, p-xylylenediamine and its derivatives, bis(aminomethyl ) cyclohexane and its derivatives, limonenediamine and its derivatives, isophoronediamine and its derivatives, 2,5-bisaminomethylfuran and its derivatives, 2,5-bis(aminomethyl)tetrahydrofuran and its derivatives, furfurylamine and its derivatives, At least one selected from the group consisting of tetrahydrofurfurylamine and its derivatives, 4-aminomethyltetrahydropyran and its derivatives, 4-(2-aminoethyl)morpholine and its derivatives, and 2-thiophenemethylamine and its derivatives is preferred, and at least one selected from the group consisting of o-xylylenediamine and its derivatives, m-xylylenediamine
  • At least one hydrogen atom of the amino group has at least one substituent selected from the group consisting of an amino group, a cyano group and a phenyl group.
  • a compound substituted with an alkyl group having 2 or more and 4 or less carbon atoms which may have at least one substituent selected from
  • at least part of the hydrogen atoms in the cyclic structure is a hydrocarbon group having 1 to 4 carbon atoms
  • the amine compound (a) can be used alone or in combination of two or more.
  • the content of the amine compound (a) in the carbon dioxide absorbent according to the present invention is preferably 50% by mass or more when the total amount of the carbon dioxide absorbent is 100% by mass. , More preferably 60% by mass or more, still more preferably 70% by mass or more, still more preferably 80% by mass or more, still more preferably 90% by mass or more, still more preferably 95% by mass or more, still more preferably 98% by mass or more , and preferably 100% by mass or less.
  • the content of the amine compound (a) in the carbon dioxide absorbent according to the present invention was set to 100 parts by mass based on the total amount of the amine compound contained in the carbon dioxide absorbent from the viewpoint of further improving the carbon dioxide absorption capacity.
  • the content of water in the carbon dioxide absorbent according to the present invention is preferably 30% by mass or less, more preferably 15% by mass or less, still more preferably 10% by mass or less, from the viewpoint of improving the carbon dioxide absorption capacity. It is preferably 5% by mass or less, more preferably 1% by mass or less, still more preferably 0.5% by mass or less, still more preferably 0.1% by mass or less, still more preferably 0.01% by mass or less. More preferably, such a carbon dioxide absorbent does not substantially contain water.
  • substantially free of water means that no water is intentionally added, and does not exclude the presence of a small amount of water as an impurity.
  • the maximum carbon dioxide dissociation temperature of the amine compound (a), which is measured by the following method, is preferably 150° C. or lower, more preferably 145° C. or lower, and still more preferably 140° C., from the viewpoint of improving carbon dioxide desorption properties. °C or less.
  • the lower limit of the maximum dissociation temperature of carbon dioxide is not particularly limited, it is, for example, 40°C or higher.
  • the amine compound (a) in which carbon dioxide has been absorbed is heated from 23° C. to 250° C. at a rate of temperature increase of 10° C./min under a nitrogen atmosphere to maximize the endothermic amount associated with desorption of carbon dioxide. The temperature is measured and taken as the carbon dioxide maximum dissociation temperature.
  • the measurement can be performed using a differential thermogravimetry meter (for example, DTG-60 manufactured by Shimadzu Corporation), and from the obtained DTA curve, the temperature at which the amount of heat absorbed due to desorption of carbon dioxide becomes maximum. can be calculated.
  • the carbon dioxide-absorbed amine compound (a) can be prepared, for example, by allowing 5 mmol of the amine compound (a) to stand in air at 23° C. and 50% RH for 24 hours.
  • the acid dissociation constant (pKa) of the amine compound (a) is preferably 8.0 or higher, more preferably 9.0 or higher, and still more preferably 9.3 or higher, from the viewpoint of further improving the carbon dioxide absorption capacity, From the viewpoint of improving the ability to desorb carbon dioxide, it is preferably 12.0 or less.
  • the acid dissociation constant of the amine compound (a) is a value determined by the following measurement method based on an acid-base titration method. (1) 0.2 g of amine compound (a) is dissolved in 30 mL of purified water.
  • the molecular weight of the amine compound (a) is preferably 50 or more, more preferably 80 or more, and still more preferably 100, from the viewpoint of suppressing weight loss during heat treatment when dissociating carbon dioxide and further improving repetitive usability. above, more preferably 120 or more, more preferably 130 or more, preferably 1000 or less, more preferably 500 or less, still more preferably 300 or less, still more preferably 250 or less, from the viewpoint of further improving carbon dioxide absorption capacity, More preferably 200 or less, more preferably 150 or less.
  • the maximum endothermic temperature of the amine compound (a) measured by the following method is preferably 130° C. or higher from the viewpoint of suppressing weight loss during heat treatment when dissociating carbon dioxide and further improving repetitive usability. It is more preferably 140° C. or higher, still more preferably 150° C. or higher, still more preferably 155° C. or higher, and from the viewpoint of further improving the carbon dioxide absorption capacity, it is preferably 300° C. or lower, more preferably 250° C. or lower, and still more preferably. 200° C. or less. (Method) Amine compound (a) was heated from 23° C. to 350° C.
  • this temperature is defined as the maximum endothermic temperature of the amine compound (a).
  • the measurement can be performed using a differential thermogravimetry meter (for example, DTG-60 manufactured by Shimadzu Corporation), and from the obtained DTA curve, the endothermic amount due to volatilization of the amine compound (a) becomes maximum. Temperature can be calculated.
  • the amine value of the amine compound (a) is preferably 500 mgKOH/g or more, more preferably 550 mgKOH/g or more, still more preferably 600 mgKOH/g or more, still more preferably 700 mgKOH/g, from the viewpoint of further improving carbon dioxide absorption capacity. and preferably 1500 mgKOH/g or less, more preferably 1200 mgKOH/g or less, still more preferably 1000 mgKOH/g or less, and even more preferably 900 mgKOH/g or less.
  • the amine value indicates the amount of amine in the compound, and refers to the number of milligrams of potassium hydroxide (KOH) equivalent to the acid required to neutralize 1 g of the compound.
  • the amine value can be measured by the following method according to JIS K7237-1995. (1) 0.1 g of amine compound (a) is dissolved in 20 mL of acetic acid. (2) The solution obtained in (1) above is titrated with a 0.1N perchloric acid-acetic acid solution using a potentiometric automatic titrator (eg AT-610 manufactured by Kyoto Electronics Industry Co., Ltd.). Calculate the amine value.
  • a potentiometric automatic titrator eg AT-610 manufactured by Kyoto Electronics Industry Co., Ltd.
  • the carbon dioxide absorbent according to the present invention can appropriately contain components other than the amine compound (a) within a range that does not impair the effects of the invention.
  • Components other than the amine compound (a) include, for example, compounds other than the amine compound (a) capable of absorbing carbon dioxide (e.g., methanol, polyethylene glycol, etc.), carbon dioxide adsorbents (e.g., zeolite, activated carbon, graphite, carbon fibers, carbon nanotubes, molecular sieves, metal oxides, etc.), water, organic solvents, deterioration inhibitors, antifoaming agents, viscosity modifiers, antioxidants, desiccants for removing moisture (e.g., magnesium sulfate) , molecular sieves, etc.).
  • organic solvents include alcohol, dimethylacetamide, N-methylpyrrolidone, dimethylformamide, and the like.
  • the gas (b) is not particularly limited as long as it contains carbon dioxide, and examples thereof include air and exhaust gases emitted from thermal power plants, factories, and the like. Since the method for recovering carbon dioxide according to the present invention can be suitably used for the technology of directly absorbing carbon dioxide in the air (DAC), the gas (b) has a carbon dioxide concentration of 0.01% by volume. More than 1% by volume of gas or air is preferable, and air is more preferable.
  • the reactant (c) is a reactant of the amine compound (a) and a gas (b) containing carbon dioxide, for example, a reactant of the amine compound (a) and carbon dioxide, carbamic acid, carbamic acid It contains at least one selected from salts, carbonates, hydrogencarbonates and the like.
  • the reactant (c) is preferably solid at 23°C from the viewpoint of further improving the desorbability of carbon dioxide in step (A). Further, when the reactant (c) is solid at 23° C., the separation of the amine compound (a) and the reactant (c) is facilitated, and the recyclability of the amine compound (a) can be improved.
  • [Carbon dioxide recovery device] 1 to 3 are schematic diagrams showing an example of a carbon dioxide recovery device 10 according to the present invention.
  • the carbon dioxide recovery apparatus 10 according to the present invention includes storage units 1 and 3 for storing a reactant (c) of an amine compound (a) and a gas (b) containing carbon dioxide, and and an electromagnetic wave irradiating unit 2 for irradiating electromagnetic waves.
  • the desorption temperature of carbon dioxide can be lowered.
  • carbon dioxide recovery device 10 of the present invention carbon dioxide can be desorbed at a lower temperature than the conventional desorption of carbon dioxide by heating using hot air.
  • deterioration of the carbon dioxide absorbent containing the amine compound (a) can be suppressed, and the repeated usability of the carbon dioxide absorbent can be improved.
  • the electromagnetic wave irradiation unit 2 is arranged so that the electromagnetic waves emitted from the electromagnetic wave irradiation unit 2 can be irradiated to the accommodation units 1 and 3 . 1 to 3, the electromagnetic wave irradiation unit 2 is arranged outside the housing units 1 and 3, but if the electromagnetic wave irradiation unit 2 can be housed inside the housing units 1 and 3 (for example, When the electromagnetic wave irradiation unit 2 is an ultraviolet irradiation device, etc.), the electromagnetic wave irradiation unit 2 may be arranged inside the housing units 1 and 3 .
  • the carbon dioxide recovery device 10 since the carbon dioxide recovery device 10 according to the present invention includes the electromagnetic wave irradiation unit 2 for irradiating the reactant (c) with electromagnetic waves, it can be suitably used in the carbon dioxide recovery method according to the present invention described above. can.
  • the carbon dioxide recovery device 10 shown in FIG. 2 can be used, for example, in Example 1 of the aspect in which the above-described steps (B) and (A) are performed in the same container. Specifically, the carbon dioxide absorbent containing the amine compound (a) filled in the container 1 (container) is bubbled with the gas (b) to bring the carbon dioxide absorbent and the gas (b) into contact. to obtain the reactant (c) (step (B)).
  • the produced reactant (c) precipitates in the storage part 1, so that a layer containing more carbon dioxide absorbent is formed in the upper part of the storage part 1, and in the lower part of the storage part 1 A layer richer in reactant (c) is produced. Then, by irradiating the layer containing more of the reactant (c) with electromagnetic waves, carbon dioxide can be desorbed from the reactant (c) (step (A)).
  • the carbon dioxide recovery device 10 shown in FIG. 3 can be used, for example, in example 2 of the aspect in which the above-described step (B) and step (A) are performed in different containers.
  • the gas (b) is bubbled through the carbon dioxide absorbent containing the amine compound (a) filled in the housing portion 1 (first container), so that the carbon dioxide absorbent and the gas (b) can be contacted to obtain reactant (c) (step (B)).
  • the obtained reactant (c) is moved to the storage unit 3 (second container), and the reactant (c) is irradiated with electromagnetic waves to desorb carbon dioxide from the reactant (c). It is possible (step (A)).
  • a separation section capable of separating the amine compound (a) and the reactant (c) may be provided between the step (B) and the step (A).
  • the separated reactant (c) can be moved to the container 3, and the amine compound (a) can be returned to the container 1 for reuse.
  • the shape of the storage part 1 and the storage part 3 is not particularly limited as long as it can store the carbon dioxide absorbent and the reactant (c), and examples thereof include a cylindrical shape and a rectangular tubular shape.
  • the material of the accommodating portion 1 and the accommodating portion 3 is not particularly limited as long as it can transmit the irradiated electromagnetic wave, but it is preferably resistant to the irradiated electromagnetic wave.
  • the types of electromagnetic waves irradiated by the electromagnetic wave irradiation unit 2 in the carbon dioxide recovery device 10 according to the present invention and the preferred aspects thereof are the same as those of the carbon dioxide recovery method according to the present invention described above.
  • a preferred embodiment of the carbon dioxide absorbent, the amine compound (a), the gas containing carbon dioxide (b), and the reactant (c) in the carbon dioxide recovery apparatus 10 according to the present invention is the carbon dioxide recovery according to the present invention described above. Same as method.
  • the acid dissociation constant of the amine compound (a) was obtained by the following measuring method. (1) 0.2 g of amine compound (a) was dissolved in 30 mL of purified water. (2) The solution obtained in (1) above is titrated with a 0.1 N perchloric acid-acetic acid solution using a potentiometric automatic titrator (manufactured by Kyoto Electronics Industry Co., Ltd., AT-610). Dissociation constants (pKa) were calculated. The temperature during the measurement was 25 ⁇ 2°C.
  • the amine value was measured by the following measuring method according to JIS K7237-1995. (1) 0.1 g of amine compound (a) was dissolved in 20 mL of acetic acid. (2) The solution obtained in (1) above is titrated with a 0.1N perchloric acid-acetic acid solution using a potentiometric automatic titrator (manufactured by Kyoto Electronics Industry Co., Ltd., AT-610). calculated the value.
  • the carbon dioxide-absorbed amine compound (a) was subjected to TG-DTA measurement as follows to measure the carbon dioxide maximum dissociation temperature of the amine compound (a).
  • TG-DTA measurement was performed as follows to measure the carbon dioxide maximum dissociation temperature of the amine compound (a).
  • a differential thermogravimetry product name: DTG-60, Shimadzu Corporation (manufactured) was used to perform differential scanning calorimetry. From the DTA curve thus obtained, the temperature at which the amount of heat absorbed by the desorption of carbon dioxide becomes maximum was calculated, and this temperature was defined as the maximum carbon dioxide dissociation temperature of the amine compound (a).
  • Example 1 50 g of a carbon dioxide absorbent containing 100% by mass of the amine compound (a) shown in Table 1 was allowed to stand in an air environment of 23° C. and 50% RH for 60 hours, and the amine compound (a) and the air Carbon dioxide was reacted to obtain a solid reactant (c). Subsequently, 3 g of the obtained reactant (c) was filled in a glass bottle and irradiated with microwaves for 60 minutes under conditions of a single mode and a frequency of 2.45 GHz using a Microwave Synthesizer manufactured by Biotage. The microwave output was adjusted in the range of 10 W or more and 220 W or less so that the surface temperature of the reactant (c) was 60°C. Here, the surface temperature of the reactant (c) was confirmed by measuring the inside of the glass bottle with an IR sensor.
  • Examples 2-4 Example except that the amine compound (a) shown in Table 1 was used and the microwave output was adjusted in the range of 10 W or more and 300 W or less so that the surface temperature of the reactant (c) became the temperature shown in Table 1.
  • the desorption property of carbon dioxide was evaluated in the same manner as in 1. Table 1 shows the results.
  • Example 5 A solid reactant (c) was obtained in the same manner as in Example 1. Next, 3 g of the obtained reactant (c) was filled in a glass bottle, and while immersed in an oil bath, an ultraviolet irradiation device equipped with a high-pressure mercury lamp (HL100GL-1, manufactured by Sen Special Light Source Co., Ltd.) was used to irradiate the product with a dominant wavelength of 365 nm. , and an illuminance of 2.5 mW/cm 2 for 60 minutes. During this time, the temperature of the oil bath was adjusted so that the surface temperature of the reactant (c) was 40°C. Next, in the same manner as in Example 1, the desorption property of carbon dioxide was evaluated. Table 1 shows the results.
  • HL100GL-1 high-pressure mercury lamp
  • Examples 6-8 Carbon dioxide was added in the same manner as in Example 1 except that the amine compound (a) shown in Table 1 was used and the temperature of the oil bath was adjusted so that the surface temperature of the reactant (c) was the temperature shown in Table 1. was evaluated. Table 1 shows the results.
  • Comparative example 1 A solid reactant (c) was obtained in the same manner as in Example 1. Next, 3 g of the obtained reactant (c) was filled in a glass bottle, placed in a hot air dryer, and heated for 60 minutes under conditions such that the surface temperature of the reactant (c) was 60°C. Next, in the same manner as in Example 1, the desorption property of carbon dioxide was evaluated. Table 1 shows the results.
  • Comparative Examples 2-4 Dioxidation was carried out in the same manner as in Comparative Example 1 except that the amine compound (a) shown in Table 1 was used and the conditions of the hot air dryer were adjusted so that the surface temperature of the reactant (c) was the temperature shown in Table 1. Carbon detachability was evaluated. Table 1 shows the results.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Analytical Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Environmental & Geological Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Biomedical Technology (AREA)
  • Organic Chemistry (AREA)
  • Sustainable Development (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Treating Waste Gases (AREA)
  • Gas Separation By Absorption (AREA)
  • Carbon And Carbon Compounds (AREA)
PCT/JP2022/017329 2021-04-22 2022-04-08 二酸化炭素の回収方法、及び二酸化炭素回収装置 Ceased WO2022224842A1 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US18/287,241 US20240198287A1 (en) 2021-04-22 2022-04-08 Carbon dioxide recovering method and carbon dioxide recovering device
CN202280023632.2A CN117042863A (zh) 2021-04-22 2022-04-08 二氧化碳的回收方法及二氧化碳回收装置
EP22791616.0A EP4327915A4 (en) 2021-04-22 2022-04-08 Carbon dioxide recovering method and carbon dioxide recovering device
JP2023516439A JPWO2022224842A1 (https=) 2021-04-22 2022-04-08
KR1020237035385A KR20240000478A (ko) 2021-04-22 2022-04-08 이산화탄소의 회수방법, 및 이산화탄소 회수장치

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2021-072829 2021-04-22
JP2021072829 2021-04-22

Publications (1)

Publication Number Publication Date
WO2022224842A1 true WO2022224842A1 (ja) 2022-10-27

Family

ID=83722939

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2022/017329 Ceased WO2022224842A1 (ja) 2021-04-22 2022-04-08 二酸化炭素の回収方法、及び二酸化炭素回収装置

Country Status (7)

Country Link
US (1) US20240198287A1 (https=)
EP (1) EP4327915A4 (https=)
JP (1) JPWO2022224842A1 (https=)
KR (1) KR20240000478A (https=)
CN (1) CN117042863A (https=)
TW (1) TW202304587A (https=)
WO (1) WO2022224842A1 (https=)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024238204A1 (en) * 2023-05-12 2024-11-21 Mosaic Materials, Inc. Coulomb-force driven co2 release upon electromagnetic radiation in amine containing solid sorbents
WO2026053585A1 (ja) * 2024-09-05 2026-03-12 三菱瓦斯化学株式会社 二酸化炭素吸収剤、二酸化炭素の回収方法及び二酸化炭素分離回収装置

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20250080720A (ko) 2023-11-27 2025-06-05 연세대학교 산학협력단 CO2 및 SOx 저감 시스템 및 CO2 및 SOx 저감 방법
CN118698528B (zh) * 2024-07-25 2025-02-25 中科汇智(东莞)设备科技有限公司 固态胺吸附剂变压脱附方法、装置和应用
CN119034710A (zh) * 2024-08-28 2024-11-29 中国科学院大学 一种高效热冲击co2吸附剂再生方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012030224A (ja) * 2010-07-30 2012-02-16 General Electric Co <Ge> 二酸化炭素捕獲システム及び二酸化炭素捕獲方法
JP2017031046A (ja) * 2015-07-29 2017-02-09 国立大学法人金沢大学 空気由来の二酸化炭素の吸収剤及び発生剤
JP2019166514A (ja) * 2018-03-26 2019-10-03 日本精工株式会社 二酸化炭素分離装置及び二酸化炭素分離方法
WO2020008169A1 (en) * 2018-07-02 2020-01-09 Carbon Clean Solutions Limited A method and a system for the removal of carbon dioxide from solvents

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008013400A (ja) 2006-07-05 2008-01-24 Research Institute Of Innovative Technology For The Earth 排ガス中の二酸化炭素を吸収及び脱離して回収する方法
JP5098762B2 (ja) * 2007-04-06 2012-12-12 新日鐵住金株式会社 ガス中の二酸化炭素の回収方法
JP6685547B2 (ja) 2015-12-07 2020-04-22 国立研究開発法人産業技術総合研究所 二酸化炭素吸収液および二酸化炭素分離回収方法
CN109529541B (zh) * 2017-09-21 2022-07-22 株式会社东芝 二氧化碳吸收剂及二氧化碳分离回收装置

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012030224A (ja) * 2010-07-30 2012-02-16 General Electric Co <Ge> 二酸化炭素捕獲システム及び二酸化炭素捕獲方法
JP2017031046A (ja) * 2015-07-29 2017-02-09 国立大学法人金沢大学 空気由来の二酸化炭素の吸収剤及び発生剤
JP2019166514A (ja) * 2018-03-26 2019-10-03 日本精工株式会社 二酸化炭素分離装置及び二酸化炭素分離方法
WO2020008169A1 (en) * 2018-07-02 2020-01-09 Carbon Clean Solutions Limited A method and a system for the removal of carbon dioxide from solvents

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BOUGIE FRANCIS; FAN XIANFENG: "Analysis of the Regeneration of Monoethanolamine Aqueous Solutions by Microwave Irradiation", ENERGY PROCEDIA, ELSEVIER, NL, vol. 142, 31 January 2018 (2018-01-31), NL , pages 3661 - 3666, XP085334744, ISSN: 1876-6102, DOI: 10.1016/j.egypro.2017.12.259 *
See also references of EP4327915A4 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024238204A1 (en) * 2023-05-12 2024-11-21 Mosaic Materials, Inc. Coulomb-force driven co2 release upon electromagnetic radiation in amine containing solid sorbents
WO2026053585A1 (ja) * 2024-09-05 2026-03-12 三菱瓦斯化学株式会社 二酸化炭素吸収剤、二酸化炭素の回収方法及び二酸化炭素分離回収装置

Also Published As

Publication number Publication date
US20240198287A1 (en) 2024-06-20
KR20240000478A (ko) 2024-01-02
TW202304587A (zh) 2023-02-01
JPWO2022224842A1 (https=) 2022-10-27
CN117042863A (zh) 2023-11-10
EP4327915A1 (en) 2024-02-28
EP4327915A4 (en) 2025-06-04

Similar Documents

Publication Publication Date Title
WO2022224842A1 (ja) 二酸化炭素の回収方法、及び二酸化炭素回収装置
US9878285B2 (en) Method and absorption medium for absorbing CO2 from a gas mixture
US9713788B2 (en) Non-aqueous amine scrubbing for removal of carbon dioxide
US9630140B2 (en) Method for absorbing CO2 from a gas mixture
CN102834162B (zh) 溶剂处理方法
CN103505994B (zh) 酸性气体吸收剂、酸性气体去除方法以及酸性气体去除装置
CN103814013B (zh) 用于从气体混合物除去硫化氢的氨基吡啶衍生物
WO2023013397A1 (ja) 二酸化炭素吸収剤、二酸化炭素の回収方法、及び二酸化炭素分離回収装置
EP2835170A1 (en) Acid gas absorbent, acid gas removal method, and acid gas removal device
CA2861345A1 (en) Process for absorbing co2 from a gas mixture
JP2013530814A (ja) 二酸化炭素の捕獲法
CN104689686A (zh) 酸性气体吸收剂、酸性气体除去装置及酸性气体除去方法
JP2018531146A6 (ja) 硫化水素の選択的除去のための吸収剤及び方法
JP2017196547A (ja) 酸性ガス吸収剤、酸性ガスの除去方法および酸性ガス除去装置
CN108025248A (zh) 吸收剂和选择性脱除硫化氢的方法
BR112020002389A2 (pt) processo para converter uma matéria-prima que compreende alquilenoureias cíclicas em suas alquilenaminas correspondentes
CN116568632A (zh) 二氧化碳吸收剂
CN113453784A (zh) 从流体料流中脱除酸性气体的方法
JP2015112574A (ja) 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
JP2019098284A (ja) ギ酸回収剤、ギ酸除去方法、ギ酸除去装置、二酸化炭素分離回収方法及び二酸化炭素分離回収装置
US20170312681A1 (en) Process and apparatus for separating entrained amines from a gas stream
WO2022163209A1 (ja) 二酸化炭素吸収剤
CN115805003A (zh) 新型胺化合物、酸性气体吸收剂、酸性气体的除去方法及酸性气体除去装置
JPWO2018043630A1 (ja) 二酸化炭素吸収剤、該吸収剤を用いた二酸化炭素の分離回収方法及び分離回収装置
JP2021154236A (ja) 二酸化炭素吸収液、二酸化炭素分離回収方法、及びバイオガス処理方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 22791616

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2023516439

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 202280023632.2

Country of ref document: CN

WWE Wipo information: entry into national phase

Ref document number: 18287241

Country of ref document: US

WWE Wipo information: entry into national phase

Ref document number: 2022791616

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2022791616

Country of ref document: EP

Effective date: 20231122