WO2018100566A1 - Composition de récupération de dioxyde de carbone et système de récupération de dioxyde de carbone - Google Patents
Composition de récupération de dioxyde de carbone et système de récupération de dioxyde de carbone Download PDFInfo
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- WO2018100566A1 WO2018100566A1 PCT/IB2018/000031 IB2018000031W WO2018100566A1 WO 2018100566 A1 WO2018100566 A1 WO 2018100566A1 IB 2018000031 W IB2018000031 W IB 2018000031W WO 2018100566 A1 WO2018100566 A1 WO 2018100566A1
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- carbon dioxide
- ionic liquid
- absorption
- melting point
- temperature
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 276
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 138
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 137
- 238000000034 method Methods 0.000 title claims abstract description 74
- 239000000203 mixture Substances 0.000 title claims abstract description 38
- 239000002608 ionic liquid Substances 0.000 claims abstract description 89
- 230000008018 melting Effects 0.000 claims abstract description 60
- 238000002844 melting Methods 0.000 claims abstract description 60
- 238000011084 recovery Methods 0.000 claims abstract description 52
- 238000000354 decomposition reaction Methods 0.000 claims abstract description 19
- 238000010521 absorption reaction Methods 0.000 claims description 94
- 230000008569 process Effects 0.000 claims description 46
- 230000008929 regeneration Effects 0.000 claims description 33
- 238000011069 regeneration method Methods 0.000 claims description 33
- FIFGLZPEFMUKIZ-UHFFFAOYSA-N N1=C[N-]C2=C1C=CC=C2.C(C)[N+](CC)(CC)CC Chemical compound N1=C[N-]C2=C1C=CC=C2.C(C)[N+](CC)(CC)CC FIFGLZPEFMUKIZ-UHFFFAOYSA-N 0.000 claims description 6
- PMIIQSLXSJGMGJ-UHFFFAOYSA-N imidazol-3-ide tetraethylazanium Chemical compound [N-]1C=NC=C1.C(C)[N+](CC)(CC)CC PMIIQSLXSJGMGJ-UHFFFAOYSA-N 0.000 claims description 6
- XGWBBRJTYZRCJL-UHFFFAOYSA-N carbazol-9-ide;tetrabutylazanium Chemical compound C1=CC=C2C3=CC=CC=C3[N-]C2=C1.CCCC[N+](CCCC)(CCCC)CCCC XGWBBRJTYZRCJL-UHFFFAOYSA-N 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000007789 gas Substances 0.000 description 62
- 238000012545 processing Methods 0.000 description 27
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000002250 absorbent Substances 0.000 description 15
- 230000002745 absorbent Effects 0.000 description 15
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 12
- 239000007787 solid Substances 0.000 description 12
- 239000007788 liquid Substances 0.000 description 9
- 238000001179 sorption measurement Methods 0.000 description 9
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 8
- 230000020169 heat generation Effects 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000011358 absorbing material Substances 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 4
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 4
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 230000004927 fusion Effects 0.000 description 3
- 239000010954 inorganic particle Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 238000003795 desorption Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical compound [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 2
- 229910052814 silicon oxide Inorganic materials 0.000 description 2
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 2
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910052586 apatite Inorganic materials 0.000 description 1
- 229910052916 barium silicate Inorganic materials 0.000 description 1
- HMOQPOVBDRFNIU-UHFFFAOYSA-N barium(2+);dioxido(oxo)silane Chemical compound [Ba+2].[O-][Si]([O-])=O HMOQPOVBDRFNIU-UHFFFAOYSA-N 0.000 description 1
- WAKZZMMCDILMEF-UHFFFAOYSA-H barium(2+);diphosphate Chemical compound [Ba+2].[Ba+2].[Ba+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O WAKZZMMCDILMEF-UHFFFAOYSA-H 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000011258 core-shell material Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000012994 industrial processing Methods 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- GVALZJMUIHGIMD-UHFFFAOYSA-H magnesium phosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O GVALZJMUIHGIMD-UHFFFAOYSA-H 0.000 description 1
- 239000004137 magnesium phosphate Substances 0.000 description 1
- 229910000157 magnesium phosphate Inorganic materials 0.000 description 1
- 229960002261 magnesium phosphate Drugs 0.000 description 1
- 235000010994 magnesium phosphates Nutrition 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- YXBZNMSPFZDRFZ-UHFFFAOYSA-M methanol;tetrabutylazanium;hydroxide Chemical compound [OH-].OC.CCCC[N+](CCCC)(CCCC)CCCC YXBZNMSPFZDRFZ-UHFFFAOYSA-M 0.000 description 1
- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910000166 zirconium phosphate Inorganic materials 0.000 description 1
- LEHFSLREWWMLPU-UHFFFAOYSA-B zirconium(4+);tetraphosphate Chemical compound [Zr+4].[Zr+4].[Zr+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LEHFSLREWWMLPU-UHFFFAOYSA-B 0.000 description 1
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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
-
- 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
- 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
- B01D53/81—Solid phase processes
-
- 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
- B01D53/81—Solid phase processes
- B01D53/82—Solid phase processes with stationary reactants
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/62—Quaternary ammonium compounds
- C07C211/63—Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
-
- 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 composition containing an ionic liquid, and a carbon dioxide recovery method using the carbon dioxide recovery composition.
- Patent Document 1 proposes a carbon dioxide separation and recovery method in which CO 2 is separated and recovered from a multicomponent mixed gas by a physical absorption method using an ionic liquid absorbing liquid.
- absorption of carbon dioxide into an ionic liquid is an exothermic reaction.
- the temperature of the ionic liquid is increased due to heat generation, the absorption rate of carbon dioxide is not preferable.
- the present invention has been made in view of the above-described problems, and an object of the present invention is to provide a carbon dioxide recovery composition and a carbon dioxide recovery method that are advantageous in terms of heat balance when recovering carbon dioxide.
- the characteristic configuration of the carbon dioxide recovery composition for achieving the above object is a carbon dioxide recovery composition containing an ionic liquid, which is an absorption state that is a melting point of the ionic liquid in a state of absorbing carbon dioxide
- the melting point is 50 ° C. or more and 110 ° C. or less, and the melting point or decomposition temperature of the ionic liquid in a state where carbon dioxide is desorbed is higher than the absorption state melting point.
- Carbon dioxide recovery is performed on exhaust gas (hereinafter referred to as processing gas) from engines and boilers in factories and power plants.
- the temperature of these processing gases is generally about 60 ° C to 120 ° C.
- the inventors have conceived to mitigate the adverse effects of heat generation due to absorption of carbon dioxide in this temperature range by utilizing heat generation and heat absorption associated with phase transition of the ionic liquid. And measure the melting point of the ionic liquid in the state of absorbing carbon dioxide of some ionic liquids, confirm that these ionic liquids cause a phase transition in the temperature range of general processing gas, carbon dioxide recovery As a result, the present invention was completed.
- the absorption state melting point which is the melting point of the ionic liquid in the state of absorbing carbon dioxide
- the carbon dioxide recovery composition containing the ionic liquid can be suitably used for carbon dioxide recovery.
- Another characteristic configuration of the carbon dioxide recovery composition according to the present invention is that the ionic liquid contains tetraethylammonium benzimidazolide.
- the absorption state melting point of tetraethylammonium benzimidazolide (hereinafter sometimes referred to as “N2Bn”) measured by the inventors is 55 ° C.
- N2Bn tetraethylammonium benzimidazolide
- Another characteristic configuration of the carbon dioxide recovery composition according to the present invention is that the ionic liquid contains tetraethylammonium imidazolide.
- the absorption melting point of tetraethylammonium imidazolide (hereinafter sometimes referred to as “N2Im”) measured by the inventor is 70 ° C.
- N2Im tetraethylammonium imidazolide
- the carbon dioxide recovery composition can be suitably used for recovering carbon dioxide from a processing gas having a temperature higher than 70 ° C.
- Another characteristic configuration of the carbon dioxide recovery composition according to the present invention is that the ionic liquid contains tetrabutylammonium carbazolide.
- the absorption melting point of tetrabutylammonium carbazolide (hereinafter sometimes referred to as “N4Cz”) measured by the inventor is 100 ° C.
- N4Cz tetrabutylammonium carbazolide
- the characteristic configuration of the carbon dioxide recovery method for achieving the above object is a carbon dioxide recovery method having an absorption step
- the absorption step is a step in which a treatment gas containing carbon dioxide is brought into contact with a carbon dioxide recovery composition containing an ionic liquid to absorb carbon dioxide into the ionic liquid;
- the absorption state melting point which is the melting point of the ionic liquid in a state of absorbing carbon dioxide, is 50 ° C. or more and 110 ° C. or less, and the melting point or decomposition temperature of the ionic liquid in the state of removing carbon dioxide is the absorption state melting point.
- Higher than The absorption process temperature at which the absorption process is performed is higher than the absorption state melting point.
- Carbon dioxide recovery is performed on exhaust gas (hereinafter referred to as processing gas) from engines and boilers in factories and power plants.
- the temperature of these processing gases is generally about 60 ° C to 120 ° C.
- the inventors have conceived to mitigate the adverse effects of heat generation due to absorption of carbon dioxide in this temperature range by utilizing heat generation and heat absorption associated with phase transition of the ionic liquid. And measure the melting point of the ionic liquid in the state of absorbing carbon dioxide of some ionic liquids, confirm that these ionic liquids cause a phase transition in the temperature range of general processing gas, carbon dioxide recovery As a result, the present invention was completed.
- the absorption state melting point of the ionic liquid in the state of absorbing carbon dioxide is 50 ° C. or higher and 110 ° C. or lower, and the melting point or decomposition temperature of the ionic liquid in the state of desorbing carbon dioxide is higher than the absorption state melting point.
- the absorption process is performed using the carbon dioxide recovery composition containing the ionic liquid, and the absorption process temperature at which the absorption process is performed is higher than the absorption state melting point.
- the carbon dioxide can be recovered in an advantageous state.
- the regeneration step is a step of heating the carbon dioxide recovery composition to desorb carbon dioxide, and is performed after the absorption step,
- the regeneration process temperature at which the regeneration process is performed is higher than the absorption process temperature and lower than the melting point and decomposition temperature of the ionic liquid.
- FIG. 1 is a schematic configuration diagram of a temperature swing adsorption device in which a carbon dioxide recovery method using a carbon dioxide recovery composition is performed.
- An ionic liquid is an organic salt that is melted without crystallization even at room temperature.
- the composition for carbon dioxide recovery according to this embodiment is configured to contain the above-described ionic liquid.
- the ionic liquid according to the present embodiment has an absorption state melting point that is a melting point of the ionic liquid in a state where carbon dioxide is absorbed is 50 ° C. or higher and 110 ° C. or lower, and a melting point of the ionic liquid in a state where carbon dioxide is desorbed or A decomposition temperature higher than the absorption state melting point is used.
- Examples of the ionic liquid having such characteristics include tetraethylammonium benzimidazolide (N2Bn), tetraethylammonium imidazolide (N2Im), and tetrabutylammonium carbazolide (N4Cz).
- N2Bn tetraethylammonium benzimidazolide
- N2Im tetraethylammonium imidazolide
- N4Cz tetrabutylammonium carbazolide
- Tetraethylammonium benzimidazolide (tetraethyl ammoniumbenzimidazolide, N2Bn) is cationic: tetraethylammonium (tetraethylammonium, N 2222) and an anion: A benzimidazole (benzimidazole, BnIm) and salts, ionic liquids represented by the following formula 1 It is.
- N2Bn can be synthesized by reacting tetraethylammonium hydroxide and benzimidazole. Specifically, it can be synthesized by the following procedure.
- the absorption state melting point (Tmad) of N2Bn and the melting point or decomposition temperature (Tmde) of the ionic liquid in a state where carbon dioxide was desorbed were measured as follows.
- Tmad About 1 g of N2Bn was put into the flask, the inside of the flask was evacuated to 0.1 kPa or less, and then the flask was heated from room temperature to 150 ° C. at a rate of 0.5 ° C./min with 14 kPa of carbon dioxide gas supplied. The temperature was raised. N2Bn was visually observed, and the temperature at which N2Bn was liquefied and about half was transparent was defined as Tmad. The Tmad of N2Bn was measured to be 55 ° C.
- Tetraethylammonium imidazolide (tetraethylammoniumimidazolide, N2Im) is cationic: tetraethylammonium (tetraethylammonium, N 2222) and an anion: a salt with imidazole (imidazole, Im), it is an ionic liquid represented by the following Formula 2.
- N2Im can be synthesized by reacting tetraethylammonium hydroxide and imidazole. Specifically, it can be synthesized by the following procedure.
- a 100 ml three-necked reactor equipped with a dropping funnel and a three-way cock is charged with 0.82 g of imidazole (because it is a 98% product, 0.80 g, 11.8 mmol) and 4.0 ml of methanol, and stirred at room temperature. 4.94 g of 35% tetraethylammonium hydroxide solution (1.73 g, 11.8 mmol because it is a 35% product) is dropped from the dropping funnel. Thereafter, the dropping funnel is washed with methanol (2.0 ml), and the methanol solution is also dropped into the reaction system. After stirring at room temperature for 1 day, the solvent of this reaction mixture is distilled off and dried under reduced pressure (60 ° C. 17 hr) to obtain 1.45 g of a white solid.
- the absorption melting point (Tmad) of N2Im and the melting point or decomposition temperature (Tmde) of the ionic liquid in a state where carbon dioxide was desorbed were measured as follows, similarly to N2Bn.
- Tmad About 1 g of N2Im was put into the flask, the inside of the flask was evacuated to 0.1 kPa or less, and then the flask was supplied at a rate of 0.5 ° C./min from room temperature to 150 ° C. while supplying 14 kPa of carbon dioxide gas. The temperature was raised. N2Im was visually observed, and the temperature at the time when N2Im liquefied and about half of the amount became transparent was defined as Tmad. The Tmad of N2Im was measured as 70 ° C.
- Tmde Treatment temperature
- Tetrabutylammonium carbazolyl de (tetrabuthylammoniumcarbazolide, N4Cz) is cationic: tetrabutylammonium (tetrabuthylammonium, N 4444) and an anion: carbazole (carbazole, Cz) is a salt with an ionic liquid represented by the following Formula 3 It is.
- N4Cz can be synthesized by reacting tetrabutylammonium hydroxide with carbazole. Specifically, it can be synthesized by the following procedure.
- a 100 ml three-necked reactor equipped with a dropping funnel and a three-way cock is charged with 0.67 g of carbazole (because it is a 96% product, 0.64 g, 3.85 mmol) and 5.0 ml of THF, and stirred at room temperature.
- a dropping funnel 10.00 g of a 10% tetrabutylammonium hydroxide methanol solution (1.00 g, 3.85 mmol because it is a 10% product) is dropped.
- the dropping funnel is washed with THF (2.0 ml), and the THF solution is also dropped into the reaction system.
- the solvent of this reaction mixture is distilled off and dried under reduced pressure (60 ° C., 17 hr) to obtain 1.26 g of a yellow solid.
- the absorption melting point (Tmad) of N4Cz and the melting point or decomposition temperature (Tmde) of the ionic liquid in a state where carbon dioxide was desorbed were measured as follows in the same manner as N2Bn.
- Tmad About 1 g of N4Cz was put into the flask, the inside of the flask was evacuated to 0.1 kPa or less, and then the flask was supplied at a rate of 0.5 ° C./min from room temperature to 150 ° C. while supplying 14 kPa of carbon dioxide gas. The temperature was raised. N4Cz was visually observed, and the temperature at which N4Cz was liquefied and about half was transparent was defined as Tmad. The N4Cz Tmad was measured at 100 ° C.
- Tmde melting temperature
- composition for recovering carbon dioxide containing an ionic liquid can be used for recovering carbon dioxide in a liquid state. Further, it is more preferable to use a carbon dioxide recovery composition containing an ionic liquid for carbon dioxide recovery in a state of being supported on a carrier.
- Examples of applicable carriers include capsules and porous inorganic particles.
- the capsule for example, a core-shell type capsule or a sea-island structure type capsule that is configured so that the gas absorbing material is not exposed to the surface is preferable. That is, the gas absorbing material is disposed on the inner side, and the outer side of the gas absorbing material is covered with a film or an outer shell.
- the porous inorganic particles are preferably those that penetrate to the surface but do not elute even when the gas absorbing material is liquefied because the pore diameter is small.
- Examples of inorganic substances forming the porous inorganic particles include silicates, phosphates, oxides, and the like.
- Examples of the silicate include calcium silicate, barium silicate, magnesium silicate, and zeolite.
- Examples of the phosphate include calcium phosphate, barium phosphate, magnesium phosphate, zirconium phosphate, and apatite.
- Examples of the oxide include silicon oxide such as silicon dioxide and silicon monoxide, and alumina. Preferred is an oxide, more preferred is silicon oxide, and even more preferred is silicon dioxide.
- the temperature swing adsorption device 1 in this embodiment includes a first absorption tank 2, a second absorption tank 3, a steam supply line 4, a process gas supply line 5, a carbon dioxide recovery line 6, an exhaust line 7, and a blower 8.
- the gas absorbing material 9 is filled in each of the first absorption tank 2 and the second absorption tank 3.
- the gas absorbent 9 is obtained by supporting the above-described carbon dioxide recovery composition on a carrier.
- processing gas applicable to the temperature swing adsorption device 1 for example, industrial processing gas discharged from a thermal power plant, a steelworks blast furnace, an automobile and the like can be mentioned.
- the processing gas is supplied to the first absorption tank 2 through the processing gas supply line 5 for a predetermined time, and the gas absorbent 9 absorbs carbon dioxide contained in the processing gas (absorption process).
- the remaining gas components are discharged via the exhaust line 7.
- the processing gas supply line 5 is switched to supply the processing gas to the second absorption tank 3 for a predetermined time, and high-temperature steam is supplied to the first absorption tank 2 through the vapor supply line 4 for a predetermined time. Then, carbon dioxide is desorbed to regenerate the gas absorbent 9 (regeneration step). The desorbed carbon dioxide is recovered via the carbon dioxide recovery line 6.
- the processing gas supply line 5 is switched to supply the processing gas to the first absorption tank 2 again for a predetermined time, and the steam supply line 4 is switched to supply steam to the second absorption tank 3 for a predetermined time. And heated to desorb carbon dioxide to regenerate the gas absorbent 9.
- an absorption process is performed in which the gas absorbent 9 is brought into contact with the processing gas and carbon dioxide is absorbed.
- the carbon dioxide is removed by heating.
- the regeneration step of regenerating the gas absorbing material 9 is operated, and is configured to switch every predetermined time. Therefore, carbon dioxide in the processing gas can be continuously separated and recovered.
- phase change of the ionic liquid in the absorption process and the regeneration process described above will be described by taking as an example the case of using tetraethylammonium benzimidazolide (N2Bn) as the ionic liquid.
- the regeneration step of the present embodiment is a step of heating the carbon dioxide recovery composition to desorb carbon dioxide.
- N2Im tetraethylammonium imidazolide
- the above-described temperature swing adsorption device 1 may further include a condenser. Since the recovered carbon dioxide contains moisture, only the carbon dioxide can be separated and recovered by removing the moisture with a condenser. The removed water can be reused as steam.
- the above-described temperature swing adsorption device may be combined with a pressure swing method as necessary, or only the pressure swing method may be adopted instead of the temperature swing method.
- the pressure swing method during the regeneration process, the carbon dioxide recovery line is pulled by a pump to make the inside of the absorption tank have a reduced pressure, so that regeneration of the gas absorbent can be promoted.
- the gas absorbent 9 is filled in the first absorbent tank 2 and the second absorbent tank 3, and carbon dioxide is recovered without the gas absorbent 9 moving. And in the 1st absorption tank 2 and the 2nd absorption tank 3, an absorption process and a regeneration process are performed by turns.
- the absorption process is performed in one tank (absorption tower), the regeneration process is performed in the other tank (regeneration tower), and the gas absorbent 9 (carrier carrying ionic liquid) is put into two tanks. It may be circulated. Specifically, the gas absorbent 9 comes into contact with the processing gas in the absorption tower, and the ionic liquid absorbs carbon dioxide and melts.
- the gas absorbent 9 is transferred to the regeneration tower and heated by high-temperature steam, and the ionic liquid releases carbon dioxide and solidifies. And the gas absorption material 9 is moved to an absorption tower again.
- the pressure swing method may be combined with the temperature swing method, or only the pressure swing method may be adopted instead of the temperature swing method.
- the gas absorbent material 9 in a liquid state may be configured as follows. Then, the gas absorbent 9 in the liquid state may be circulated to the absorption tower / regeneration tower described above.
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Abstract
L'invention concerne une composition de récupération de dioxyde de carbone et un procédé de récupération de dioxyde de carbone, qui sont avantageux en termes d'équilibre thermique pendant la récupération de dioxyde de carbone. Une composition pour la récupération de dioxyde de carbone, ladite composition contenant un liquide ionique, un point de fusion à l'état d'absorption, qui est le point de fusion du liquide ionique avec du dioxyde de carbone absorbé à l'intérieur de celui-ci étant compris entre 50 et 110 °C inclus, et la température de décomposition ou le point de fusion du liquide ionique avec le dioxyde de carbone désorbé de celui-ci est supérieur au point de fusion à l'état d'absorption.
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US20120222557A1 (en) * | 2009-11-03 | 2012-09-06 | University Of Notre Dame Du Lac | Ionic liquids comprising heteraromatic anions |
WO2015069799A1 (fr) * | 2013-11-05 | 2015-05-14 | University Of Notre Dame Du Lac | Capture de dioxyde de carbone au moyen de liquides ioniques à changement de phase |
US20150196895A1 (en) * | 2012-07-13 | 2015-07-16 | Danmarks Tekniske Universitet | Co2 sorption by supported amino acid ionic liquids |
WO2017163944A1 (fr) * | 2016-03-24 | 2017-09-28 | 大阪瓦斯株式会社 | Absorbeur de dioxyde de carbone et procédé de production d'un absorbeur de dioxyde de carbone |
WO2017169669A1 (fr) * | 2016-03-30 | 2017-10-05 | 大阪瓦斯株式会社 | Matériau d'absorption de gaz, système de séparation et de récupération de dioxyde de carbone, et procédé de separation et de récupération de dioxyde de carbone |
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Publication number | Priority date | Publication date | Assignee | Title |
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US20120222557A1 (en) * | 2009-11-03 | 2012-09-06 | University Of Notre Dame Du Lac | Ionic liquids comprising heteraromatic anions |
US20150196895A1 (en) * | 2012-07-13 | 2015-07-16 | Danmarks Tekniske Universitet | Co2 sorption by supported amino acid ionic liquids |
WO2015069799A1 (fr) * | 2013-11-05 | 2015-05-14 | University Of Notre Dame Du Lac | Capture de dioxyde de carbone au moyen de liquides ioniques à changement de phase |
WO2017163944A1 (fr) * | 2016-03-24 | 2017-09-28 | 大阪瓦斯株式会社 | Absorbeur de dioxyde de carbone et procédé de production d'un absorbeur de dioxyde de carbone |
WO2017169669A1 (fr) * | 2016-03-30 | 2017-10-05 | 大阪瓦斯株式会社 | Matériau d'absorption de gaz, système de séparation et de récupération de dioxyde de carbone, et procédé de separation et de récupération de dioxyde de carbone |
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