WO2023027105A1 - 複合アミン吸収液、除去装置及び除去方法 - Google Patents
複合アミン吸収液、除去装置及び除去方法 Download PDFInfo
- Publication number
- WO2023027105A1 WO2023027105A1 PCT/JP2022/031879 JP2022031879W WO2023027105A1 WO 2023027105 A1 WO2023027105 A1 WO 2023027105A1 JP 2022031879 W JP2022031879 W JP 2022031879W WO 2023027105 A1 WO2023027105 A1 WO 2023027105A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- chain
- absorption
- amino groups
- component
- linear
- Prior art date
Links
- 239000007788 liquid Substances 0.000 title claims abstract description 99
- 150000001412 amines Chemical class 0.000 title claims abstract description 40
- 239000002131 composite material Substances 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims description 18
- 150000004985 diamines Chemical class 0.000 claims abstract description 95
- 125000003277 amino group Chemical group 0.000 claims abstract description 85
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000010521 absorption reaction Methods 0.000 claims description 105
- 230000002745 absorbent Effects 0.000 claims description 41
- 239000002250 absorbent Substances 0.000 claims description 41
- 230000008929 regeneration Effects 0.000 claims description 27
- 238000011069 regeneration method Methods 0.000 claims description 27
- 125000001302 tertiary amino group Chemical group 0.000 claims description 12
- 229920000768 polyamine Polymers 0.000 claims description 9
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 230000001172 regenerating effect Effects 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 18
- 239000007789 gas Substances 0.000 description 35
- 239000000203 mixture Substances 0.000 description 34
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 20
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 14
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 14
- 238000011084 recovery Methods 0.000 description 13
- XGIKILRODBEJIL-UHFFFAOYSA-N 1-(ethylamino)ethanol Chemical compound CCNC(C)O XGIKILRODBEJIL-UHFFFAOYSA-N 0.000 description 9
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 9
- LJDSTRZHPWMDPG-UHFFFAOYSA-N 2-(butylamino)ethanol Chemical compound CCCCNCCO LJDSTRZHPWMDPG-UHFFFAOYSA-N 0.000 description 9
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 9
- 239000003546 flue gas Substances 0.000 description 9
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 8
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 8
- 238000010586 diagram Methods 0.000 description 8
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 8
- CYXGZZFAAUDHQL-UHFFFAOYSA-N 1-n,1-n'-dimethylpropane-1,1-diamine Chemical compound CCC(NC)NC CYXGZZFAAUDHQL-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- JOMNTHCQHJPVAZ-UHFFFAOYSA-N 2-methylpiperazine Chemical compound CC1CNCCN1 JOMNTHCQHJPVAZ-UHFFFAOYSA-N 0.000 description 6
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 4
- -1 propanediamine compound Chemical class 0.000 description 4
- MZGATMQZXLOPEJ-UHFFFAOYSA-N 1-n',1-n'-diethylpropane-1,1-diamine Chemical compound CCC(N)N(CC)CC MZGATMQZXLOPEJ-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- UWZPARLDYNXXAA-UHFFFAOYSA-N 1-N,1-N',1-N'-triethylpropane-1,1-diamine Chemical compound C(C)N(C(CC)NCC)CC UWZPARLDYNXXAA-UHFFFAOYSA-N 0.000 description 2
- KODLUXHSIZOKTG-UHFFFAOYSA-N 1-aminobutan-2-ol Chemical compound CCC(O)CN KODLUXHSIZOKTG-UHFFFAOYSA-N 0.000 description 2
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 2
- INANILYKVJUSSB-UHFFFAOYSA-N 1-n',1-n'-dibutylpropane-1,1-diamine Chemical compound CCCCN(C(N)CC)CCCC INANILYKVJUSSB-UHFFFAOYSA-N 0.000 description 2
- YLMYFKGGWHWQRA-UHFFFAOYSA-N 1-n,1-n',1-n'-trimethylpropane-1,1-diamine Chemical compound CCC(NC)N(C)C YLMYFKGGWHWQRA-UHFFFAOYSA-N 0.000 description 2
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 description 2
- BKMMTJMQCTUHRP-UHFFFAOYSA-N 2-aminopropan-1-ol Chemical compound CC(N)CO BKMMTJMQCTUHRP-UHFFFAOYSA-N 0.000 description 2
- PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 2
- 239000000498 cooling water Substances 0.000 description 2
- 239000002803 fossil fuel Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- KVKFRMCSXWQSNT-UHFFFAOYSA-N n,n'-dimethylethane-1,2-diamine Chemical compound CNCCNC KVKFRMCSXWQSNT-UHFFFAOYSA-N 0.000 description 2
- DMQSHEKGGUOYJS-UHFFFAOYSA-N n,n,n',n'-tetramethylpropane-1,3-diamine Chemical compound CN(C)CCCN(C)C DMQSHEKGGUOYJS-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- YIWGJFPJRAEKMK-UHFFFAOYSA-N 1-(2H-benzotriazol-5-yl)-3-methyl-8-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carbonyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Chemical compound CN1C(=O)N(c2ccc3n[nH]nc3c2)C2(CCN(CC2)C(=O)c2cnc(NCc3cccc(OC(F)(F)F)c3)nc2)C1=O YIWGJFPJRAEKMK-UHFFFAOYSA-N 0.000 description 1
- YLLVPHVZPCGVQN-UHFFFAOYSA-N 1-(propylamino)ethanol Chemical compound CCCNC(C)O YLLVPHVZPCGVQN-UHFFFAOYSA-N 0.000 description 1
- IRIBLLLAAVWBNW-UHFFFAOYSA-N 1-n-ethyl-1-n',1-n'-dimethylpropane-1,1-diamine Chemical compound CCNC(CC)N(C)C IRIBLLLAAVWBNW-UHFFFAOYSA-N 0.000 description 1
- NSMWYRLQHIXVAP-UHFFFAOYSA-N 2,5-dimethylpiperazine Chemical compound CC1CNC(C)CN1 NSMWYRLQHIXVAP-UHFFFAOYSA-N 0.000 description 1
- IWSZDQRGNFLMJS-UHFFFAOYSA-N 2-(dibutylamino)ethanol Chemical compound CCCCN(CCO)CCCC IWSZDQRGNFLMJS-UHFFFAOYSA-N 0.000 description 1
- GVNHOISKXMSMPX-UHFFFAOYSA-N 2-[butyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCN(CCO)CCO GVNHOISKXMSMPX-UHFFFAOYSA-N 0.000 description 1
- UWKDZWSATBBGBN-UHFFFAOYSA-N 2-[ethyl(methyl)amino]ethanol Chemical compound CCN(C)CCO UWKDZWSATBBGBN-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- 229940013085 2-diethylaminoethanol Drugs 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- QCTOLMMTYSGTDA-UHFFFAOYSA-N 4-(dimethylamino)butan-1-ol Chemical compound CN(C)CCCCO QCTOLMMTYSGTDA-UHFFFAOYSA-N 0.000 description 1
- BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- CJKRXEBLWJVYJD-UHFFFAOYSA-N N,N'-diethylethylenediamine Chemical compound CCNCCNCC CJKRXEBLWJVYJD-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- FHKPLLOSJHHKNU-INIZCTEOSA-N [(3S)-3-[8-(1-ethyl-5-methylpyrazol-4-yl)-9-methylpurin-6-yl]oxypyrrolidin-1-yl]-(oxan-4-yl)methanone Chemical compound C(C)N1N=CC(=C1C)C=1N(C2=NC=NC(=C2N=1)O[C@@H]1CN(CC1)C(=O)C1CCOCC1)C FHKPLLOSJHHKNU-INIZCTEOSA-N 0.000 description 1
- JAWMENYCRQKKJY-UHFFFAOYSA-N [3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-ylmethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]methanone Chemical compound N1N=NC=2CN(CCC=21)CC1=NOC2(C1)CCN(CC2)C(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F JAWMENYCRQKKJY-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- UQUPIHHYKUEXQD-UHFFFAOYSA-N n,n′-dimethyl-1,3-propanediamine Chemical compound CNCCCNC UQUPIHHYKUEXQD-UHFFFAOYSA-N 0.000 description 1
- SFMJNHNUOVADRW-UHFFFAOYSA-N n-[5-[9-[4-(methanesulfonamido)phenyl]-2-oxobenzo[h][1,6]naphthyridin-1-yl]-2-methylphenyl]prop-2-enamide Chemical compound C1=C(NC(=O)C=C)C(C)=CC=C1N1C(=O)C=CC2=C1C1=CC(C=3C=CC(NS(C)(=O)=O)=CC=3)=CC=C1N=C2 SFMJNHNUOVADRW-UHFFFAOYSA-N 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000010248 power generation Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
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
- B01D53/14—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
- B01D53/48—Sulfur compounds
- B01D53/52—Hydrogen sulfide
-
- 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
- B01D53/96—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
- C01B17/00—Sulfur; Compounds thereof
- C01B17/16—Hydrogen sulfides
-
- 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
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/09—Diamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/09—Diamines
- C07C211/11—Diaminopropanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/08—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton
-
- 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 present disclosure relates to a composite amine absorbing liquid, a removal device, and a removal method.
- CO 2 is generated from all fields of human activities that burn fossil fuels, and there is a growing tendency to demand more and more to control their emissions.
- power generation equipment such as thermal power plants that use large amounts of fossil fuels
- a method of contacting boiler flue gas with an amine-based CO 2 absorbent to remove and recover CO 2 in flue gas and Methods of storing captured CO2 without releasing it to the atmosphere are being intensively investigated.
- the flue gas and CO 2 absorbent are brought into contact with each other in an absorption tower to regenerate the absorbent that has absorbed CO 2 .
- a system is employed in which CO 2 is released by heating in the tower and the absorbent is regenerated and recycled to the absorption tower for reuse.
- an object of the present disclosure is to provide a complex amine absorbing liquid, a removal device, and a removal method with a faster reaction rate.
- the composite amine absorbing liquid of the present disclosure for solving the above-described problems is a composite amine absorbing liquid that absorbs at least one of CO 2 and H 2 S in gas, comprising (a) a chain monoamine, and (b ) diamines containing amino groups of the same grade, (c) linear diamines containing amino groups of different grades, and (d) water.
- a removal apparatus of the present disclosure for solving the above-described problems is an absorption tower that removes at least one of CO 2 and H 2 S by bringing a gas containing at least one of CO 2 and H 2 S into contact with an absorption liquid. and an absorbent regeneration tower for regenerating a solution that has absorbed at least one of CO 2 and H 2 S, and the absorbent regeneration tower removes at least one of CO 2 and H 2 S to regenerate the solution.
- a removal device that is reused in the absorption tower, and uses the composite amine absorption liquid described above.
- the removal method of the present disclosure for solving the above-mentioned problems is to bring a gas containing at least one of CO 2 and H 2 S into contact with an absorption liquid to remove at least one of CO 2 and H 2 S in an absorption tower.
- the solution in which at least one of CO 2 and H 2 S has been removed and absorbed is regenerated in an absorbent regeneration tower, and at least one of CO 2 and H 2 S is removed in the absorbent regeneration tower and the regenerated solution is regenerated as described above.
- a removal method for reuse in an absorption tower, wherein the complex amine absorption liquid described above is used.
- a linear monoamine (b) a diamine, and (c) a chain diamine containing amino groups of different grades are dissolved in water to form an absorption liquid. Due to these synergistic effects, the absorbability of CO 2 or H 2 S or both of them is improved, and the absorption liquid flow rate and the height of the absorption tower can be reduced.
- FIG. 1 is a schematic diagram showing the configuration of a CO 2 recovery system using the absorbent of the present disclosure.
- FIG. 2 is a diagram showing the results of the rate of increase in the reaction rate between the example and the first comparative example in Table 1.
- FIG. 3 is a diagram showing the results of the rate of increase in the reaction rate between the example and the second comparative example in Table 1.
- FIG. 4 is a diagram showing the results of the rate of increase in the reaction rate between the example and the first comparative example in Table 2.
- FIG. FIG. 5 is a diagram showing the results of the rate of increase in the reaction rate between the example and the second comparative example in Table 2.
- FIG. 2 is a diagram showing the results of the rate of increase in the reaction rate between the example and the first comparative example in Table 1.
- FIG. 3 is a diagram showing the results of the rate of increase in the reaction rate between the example and the second comparative example in Table 1.
- FIG. 4 is a diagram showing the results of the rate of increase in the reaction rate between the example and the first
- a composite amine absorbing liquid according to the present disclosure is a composite amine absorbing liquid that absorbs at least one of CO2 and H2S in a gas and contains (a) a linear monoamine and (b) an amino group of the same grade. (c) a linear diamine containing amino groups of different grades; and (d) water. That is, (a) a linear monoamine, (b) a diamine containing amino groups of the same grade, and (c) a linear diamine containing amino groups of different grades are dissolved in water. In the present disclosure, (a) a linear monoamine, (b) a diamine containing amino groups of the same grade, and (c) a linear diamine containing amino groups of different grades are dissolved in water to obtain an absorption liquid.
- the (a) straight-chain monoamine (component a) is a primary straight-chain monoamine (component a1, primary chain monoalkanolamine), a secondary straight-chain monoamine (component a2, secondary chain monoalkanolamine). , tertiary linear monoamine (a3 component, tertiary chain monoalkanolamine).
- a combination of two-component straight-chain amines of a primary straight-chain monoamine and a secondary straight-chain monoamine a combination of two-component straight-chain amines of a primary straight-chain monoamine and a tertiary straight-chain monoamine, and further a primary straight-chain
- a combination of 3-component straight-chain amines of a monoamine, a secondary straight-chain monoamine and a tertiary straight-chain monoamine may also be used.
- the primary linear monoamine component a1, primary chain monoalkanolamine
- a primary monoamine with low steric hindrance component a1L
- a primary monoamine with high steric hindrance component a1H
- the primary monoamine (a1L component) with low steric hindrance includes, for example, monoethanolamine (MEA), 3-amino-1-propanol, 4-amino-1-butanol, di At least one selected from glycolamines can be mentioned. In addition, you may make it combine these.
- the highly sterically hindered primary monoamine (a1H component) is preferably a compound represented by the chemical formula shown in Chemical Formula 1 below.
- examples of highly sterically hindered primary monoamines include 2-amino-1-propanol (2A1P), 2-amino-1-butanol (2A1B), 2-amino-3-methyl -Choose from at least one of 1-butanol (AMB), 1-amino-2-propanol (1A2P), 1-amino-2-butanol (1A2B), 2-amino-2-methyl-1-propanol (AMP), etc.
- AMB 1-butanol
- 1-amino-2-propanol 1-amino-2-butanol
- AMP 2-amino-2-methyl-1-propanol
- the present disclosure is not limited thereto. In addition, you may make it combine these.
- the secondary linear monoamine (a2) is preferably a compound represented by the chemical formula shown in Chemical Formula 2 below.
- secondary linear monoamines (2a, secondary chain monoalkanolamine) include, for example, N-methylaminoethanol, N-ethylaminoethanol, N-propylaminoethanol, N-butylaminoethanol, and the like. At least one selected compound can be included, but the present disclosure is not limited thereto. In addition, you may make it combine these.
- tertiary linear monoamine (a3) is preferably a compound represented by the chemical formula shown in Chemical Formula 3 below.
- the tertiary linear monoamine (a3, tertiary chain monoalkanolamine) includes, for example, N-methyldiethanolamine, N-ethyldiethanolamine, N-butyldiethanolamine, 4-dimethylamino-1-butanol, 2 -dimethylaminoethanol, 2-diethylaminoethanol, 2-di-n-butylaminoethanol, N-ethyl-N-methylethanolamine, 3-dimethylamino-1-propanol, 2-dimethylamino-2-methyl-1- At least one compound selected from propanol and the like can be mentioned, but the present disclosure is not limited thereto. In addition, you may make it combine these.
- the (b) diamine containing amino groups of the same grade (component b) preferably contains at least one of a primary linear polyamine, a secondary linear polyamine, and a secondary cyclic polyamine.
- examples of the group of primary linear polyamines include compounds selected from at least one of ethylenediamine (EDA), propanediamine (PDA), and the like, but the present disclosure is not limited thereto.
- the secondary linear polyamine group is selected from at least one of, for example, N,N'-dimethylethylenediamine (DMEDA), N,N'-diethylethylenediamine (DEEDA), N,N'-dimethylpropanediamine (DMPDA), and the like.
- DMEDA N,N'-dimethylethylenediamine
- DEEDA N,N'-diethylethylenediamine
- DMPDA N,N'-dimethylpropanediamine
- the present disclosure is not limited thereto. In addition, you may make it combine these.
- secondary cyclic polyamines include compounds selected from at least one of piperazine (PZ), 2-methylpiperazine (2MPZ), 2,5-dimethylpiperazine (DMPZ), and the like. is not limited to this. In addition, you may make it combine these.
- the linear diamine containing amino groups of different grades in (c) contains amino groups of two grades among a primary amino group, a secondary amino group, and a tertiary amino group.
- the chain diamine containing amino groups of different grades (c) preferably contains at least one chain diamine containing a tertiary amino group.
- chain diamines containing a tertiary amino group and a primary amino group include at least one selected from N,N-diethylpropanediamine, N,N-dibutylpropanediamine, and the like.
- chain diamine containing amino groups of different grades (c) more preferably contains at least one chain diamine containing a tertiary amino group and a secondary amino group.
- Chain diamines containing a tertiary amino group and a secondary amino group include N,N,N'-trimethylpropanediamine, N,N,N'-triethylpropanediamine, N'-ethyl-N,N-dimethyl At least one selected from propanediamine, N,N-diethyl-N'-methylpropanediamine and the like is exemplified.
- each component component a, component b, component c
- the total concentration of (a) linear monoamine (component a) and (b) diamine containing amino groups of the same grade (b component) is 20% by weight or more and 65% by weight or less of the entire absorbent. more preferably 30% by weight or more and 60% by weight or less of the entire absorbent. By setting it as this range, it can be made to function satisfactorily as an absorption liquid.
- Linear monoamine (a) (component a) of (a) is preferably 15% by weight or more and 60% by weight or less, more preferably 20% by weight or more and 55% by weight or less of the total absorption liquid. is more preferable.
- the diamine (component b) containing amino groups of the same grade as (b) is preferably 1% by weight or more and 15% by weight or less, more preferably 2% by weight or more of the total absorption liquid. It is more preferable to make it 10% by weight or less.
- the linear diamine containing amino groups of different grades in (c) preferably accounts for more than 5% by weight and not more than 35% by weight of the total absorption liquid, more preferably more than 9% by weight of the total absorption liquid. It is more preferable to make it 25% by weight or less.
- the blending ratio of (component c) is ((b) containing amino groups of the same grade + (c) linear diamines containing amino groups of different grades)/((a) linear monoamine ) is preferably 0.16 or more and 3.5 or less, that is, 0.16 ⁇ (b + c) / a ⁇ 3.5, and 0.23 ⁇ (b + c) / a ⁇ 1.5 is more preferable.
- the blending ratio of (b) the diamine containing the same grade amino group and (c) the linear diamine containing the amino group different in grade is the diamine containing the same grade (b) amino group
- the weight ratio of chain diamines containing amino groups with different grades of /(c) is preferably 1 or more and 16.5 or less. , 3 ⁇ b/c ⁇ 12.5.
- the blending ratio (% by weight) of water (component d) is as follows: (a) linear monoamine, (b) diamine containing amino groups of the same grade, and (c) amino groups of different grades. The rest of the total weight of chain diamines contained is the weight ratio of water.
- the absorption temperature of the absorption tower of the chemical absorption method at the time of contact with the exhaust gas containing CO 2 or the like is usually in the range of 30 to 80°C.
- a corrosion inhibitor, a deterioration inhibitor, etc. are added to the absorbent used in the present disclosure, if necessary.
- the CO 2 partial pressure at the inlet of the CO 2 absorption tower during absorption of CO 2 in the gas to be treated is a low CO 2 partial pressure (for example, 0.003 to 0.1 MPa). Preferred from the application of law.
- the regeneration temperature in the regeneration tower that releases CO 2 etc. from the absorbing liquid that has absorbed CO 2 etc. is 130 to 200 kPa (absolute pressure). It is preferred that the temperature is 110° C. or higher. This is because regeneration at a temperature of less than 110° C. requires a large circulation of the absorbent in the system, which is not preferable in terms of regeneration efficiency. More preferably, regeneration at 115°C or higher is preferred.
- Gases treated according to the present disclosure include, but are not limited to, coal gasification gas, syngas, coke oven gas, petroleum gas, natural gas, and the like . Any gas may be used as long as it contains an acidic gas such as S.
- Processes that can be employed in the method for removing CO 2 and/or H 2 S in gas according to the present disclosure are not particularly limited, but an example of a removal apparatus for removing CO 2 will be described with reference to FIG.
- FIG. 1 is a schematic diagram showing the configuration of a CO 2 recovery device according to Example 1.
- the CO 2 recovery device 12 cools the exhaust gas 14 containing CO 2 and O 2 discharged from an industrial combustion facility 13 such as a boiler and a gas turbine with cooling water 15.
- the exhaust gas cooling device 16, the cooled exhaust gas 14 containing CO 2 and the CO 2 absorbing liquid (hereinafter also referred to as "absorbing liquid") 17 that absorbs CO 2 are brought into contact to remove CO 2 from the exhaust gas 14.
- CO 2 is released from a CO 2 absorption tower 18 having a CO 2 recovery part 18A to be removed and a CO 2 absorption liquid (hereinafter also referred to as "rich solution”) 19 that has absorbed CO 2 to regenerate the CO 2 absorption liquid. and an absorbing liquid regeneration tower 20 to perform.
- the regenerated CO 2 absorbent (hereinafter also referred to as "lean solution”) 17 from which CO 2 has been removed in the absorbent regeneration tower 20 is used as the CO 2 absorbent in the CO 2 absorption tower 18. Reuse.
- reference numeral 13a denotes a flue
- 13b denotes a chimney
- 34 denotes steam condensed water.
- the CO 2 recovery device 12 may be retrofitted to recover CO 2 from an existing flue gas source or may be installed simultaneously with a newly installed flue gas source.
- An openable and closable damper is installed in the exhaust gas 14 line, and is opened when the CO 2 recovery device 12 is in operation. Although the exhaust gas source is in operation, it is set to be closed when the operation of the CO 2 recovery device 12 is stopped.
- exhaust gas 14 containing CO 2 from an industrial combustion facility 13 such as a boiler or gas turbine is pressurized by an exhaust gas blower 22, and then discharged into an exhaust gas cooling device. 16 where it is cooled by cooling water 15 and sent to a CO 2 absorption tower 18 .
- the flue gas 14 is in countercurrent contact with the CO 2 absorbent 17, which is the amine absorbent according to the present embodiment, and the CO 2 in the flue gas 14 is absorbed by the CO 2 absorbent 17 through a chemical reaction. be done.
- the CO 2 removal flue gas from which CO 2 has been removed in the CO 2 recovery section 18A is composed of circulating washing water 21 containing the CO 2 absorbent supplied from the nozzle in the water washing section 18B in the CO 2 absorption tower 18 and gas liquid.
- the CO 2 absorbent 17 accompanying the CO 2 -removed exhaust gas is recovered, and then the CO 2 -removed exhaust gas 23 is discharged outside the system.
- the rich solution 19, which is the CO 2 absorbent that has absorbed CO 2 is pressurized by the rich solution pump 24, and in the rich/lean solution heat exchanger 25, the CO 2 absorbent 17 regenerated in the absorbent regeneration tower 20. is heated by the lean solution and supplied to the absorbent regeneration tower 20 .
- the rich solution 19 discharged inside from the upper part of the absorbent regeneration tower 20 undergoes an endothermic reaction with water vapor supplied from the bottom, releasing most of the CO 2 .
- a CO 2 absorbent that has released some or most of the CO 2 in the absorbent regeneration tower 20 is referred to as a semi-lean solution.
- this semi-lean solution reaches the bottom of the absorbent regeneration tower 20, it becomes a CO 2 absorbent (lean solution) 17 from which almost all of the CO 2 has been removed.
- a part of this lean solution 17 is superheated by steam 27 in a reboiler 26 to supply steam for CO 2 desorption inside the absorbent regeneration tower 20 .
- a CO 2 entrained gas 28 accompanied by water vapor released from the rich solution 19 and the semi-lean solution in the tower is discharged from the top of the absorbing liquid regeneration tower 20 , the water vapor is condensed by the condenser 29 , and the separation drum 30 Water is separated at , CO 2 gas 40 is released outside the system, and is separately compressed by a compressor 41 and recovered.
- the compressed and recovered CO 2 gas 42 is passed through a separation drum 43 and then injected into an oil field using an enhanced oil recovery (EOR) method or stored in an aquifer to prevent global warming.
- EOR enhanced oil recovery
- Reflux water 31 separated and refluxed in separation drum 30 from CO 2 entrained gas 28 accompanied by water vapor is supplied by reflux water circulation pump 35 to the upper part of absorbent regeneration tower 20 and to the wash water 21 side, respectively.
- the regenerated CO 2 absorption liquid (lean solution) 17 is cooled by the rich solution 19 in the rich/lean solution heat exchanger 25 , then pressurized by the lean solution pump 32 , and further cooled by the lean solution cooler 33 . After being cooled, it is fed into the CO 2 absorption tower 18 . It should be noted that, in this embodiment, the outline is explained to the last, and some attached devices are omitted from the explanation.
- FIG. 3 is a diagram showing the results of measuring the relationship between the absorption rates of chain diamines (component c) containing different amino groups dissolved in water (component d) and comparative examples.
- the list of components of the test examples is shown in [Table 1] below.
- Test Examples 1-1 to 1-3 monoethanolamine was used as the linear monoamine (component a) of (a), propanediamine was used as the diamine (component b) containing amino groups of the same grade in (b), and ( N,N-diethylpropanediamine was used as c) chain diamine containing amino groups of different grades (component c), and dissolved and mixed in water (component d) to prepare an absorption liquid.
- the weight ratio of (b+c)/a was set to 1.0
- the weight ratio of c/b was set to 10.5.
- Test Example 1-2 the same amine component as in Test Example 1-1 was used, and the weight ratio of (b+c)/a was set to 1.5 and the weight ratio of c/b was set to 12.5.
- Test Example 1-3 the same amine component as in Test Example 1-1 was used, and the weight ratio of (b+c)/a was set to 3.5 and the weight ratio of c/b was set to 16.5.
- Test Examples 1-4 to 1-20 the amine component was changed from Test Example 1-1, and the weight ratio of (b+c)/a was set to 0.16 or more and 3.5 or less, The weight ratio of c/b is set to 1 or more and 16.5 or less.
- Test Example 1-4 in Test Example 1-1, except that N,N-dibutylpropanediamine was used as the linear diamine (component c) containing an amino group with a different grade in (c). An absorption liquid having the same composition as that of -1 was used.
- Test Example 1-5 the same procedure as in Test Example 1-1 was performed except that 2-amino-2-methyl-1-propanol and monoethanolamine were used as linear monoamines (component a) in (a). It was used as an absorption liquid of the composition.
- Test Example 1-7 in Test Example 1-6, except that the linear monoamine (a component) of (a) was 2-amino-2-methyl-1-propanol and N-butylaminoethanol. An absorption liquid having the same composition was used.
- Test Example 1-8 was the same as Test Example 1-6, except that 2-amino-2-methyl-1-propanol and N-methyldiethanolamine were used as linear monoamines (component a) in (a). was used as an absorption liquid having a composition of
- Test Example 1-9 was the same as Test Example 1-6, except that 2-amino-2-methyl-1-propanol and N-ethyldiethanolamine were used as linear monoamines (component a) in (a). was used as an absorption liquid having a composition of
- N-ethylaminoethanol was used as the straight-chain monoamine (component a) of (a) and diamine (b
- the absorption liquid had the same composition except that 2-methylpiperazine was used as the component).
- Test Example 1-11 an absorption liquid having the same composition as Test Example 1-10 was used, except that piperazine was used as the diamine (component b) containing the same amino group as (b).
- Test Example 1-12 in contrast to Test Example 1-1, the straight-chain monoamine (a component) of (a) was N-butylaminoethanol, and the grade of (b) was the same amino group-containing diamine (b).
- the absorption liquid had the same composition except that 2-methylpiperazine was used as the component).
- Test Example 1-13 the absorbing liquid had the same composition as Test Example 1-12, except that piperazine was used as the diamine (component b) containing an amino group having the same grade as (b).
- Test Example 1-14 the same composition as in Test Example 1-12 was used except that N,N'-dimethylpropanediamine was used as the diamine (b component) containing the same amino group of the grade (b). It was used as an absorption liquid.
- Test Example 1-15 in contrast to Test Example 1-1, N-ethylaminoethanol and N-methyldiethanolamine were used as linear monoamines (component a) in (a), and amino groups of the same grade in (b) were used.
- An absorption liquid having the same composition was prepared except that piperazine was used as the diamine (component b) contained.
- Test Example 1-16 an absorption liquid having the same composition as in Test Example 1-15 was used, except that N-ethylaminoethanol and N-ethyldiethanolamine were used as linear monoamines (component a) in (a). .
- Test Example 1-17 the absorbing solution had the same composition as Test Example 1-15, except that N-butylaminoethanol and N-methyldiethanolamine were used as linear monoamines (component a) in (a). .
- Test Example 1-18 an absorption liquid having the same composition as in Test Example 1-15 was used, except that N-butylaminoethanol and N-ethyldiethanolamine were used as linear monoamines (component a) in (a). .
- the rate at which the absorption liquid absorbed CO 2 was measured for each of the above test examples.
- the test conditions are a temperature of 40° C. and a CO 2 partial pressure of 10 kPa.
- an absorption solution was prepared in which the linear monoamine (a) was used for the weight of the linear diamine component (c) containing amino groups of different grades, and the absorption was performed in the same manner. Velocity was calculated.
- FIG. 2 shows the results of calculating the rate of increase in the reaction rate of each test example, with the comparative example set to 1. As shown in FIG.
- FIG. 3 shows the results of calculating the rate of increase in the reaction rate of each test example based on an absorption liquid containing 30% by weight (30% by weight) of monoethanolamine as an amine component.
- the total concentration of amines was set to 55% by weight, and an absorption solution using N,N-diethylpropanediamine as a chain diamine component containing amino groups of different grades in (c), and c as a comparative example.
- N,N,N',N'-tetramethylpropanediamine was used to compare absorption rates with absorption solutions.
- the reaction rate of the absorption liquid using the chain diamine component containing amino groups of different grades (c) increased by 94%. That is, the reaction rate was 1.94 times faster.
- FIG. 3 is a diagram showing the results of measuring the relationship between the absorption rates of chain diamines (component c) containing different amino groups dissolved in water (component d) and comparative examples.
- [Table 2] A list of components of test examples is shown in [Table 2] below.
- Test Examples 2-1 to 2-3 monoethanolamine was used as the straight-chain monoamine (component a) of (a), propanediamine was used as the diamine (component b) containing amino groups of the same grade in (b), and ( N,N-trimethylpropanediamine was used as c) chain diamine containing amino groups of different grades (component c), and dissolved and mixed in water (component d) to prepare an absorption liquid.
- the weight ratio of (b+c)/a was set to 1.0
- the weight ratio of c/b was set to 10.5.
- Test Example 2-2 the same amine component as in Test Example 2-1 was used, and the weight ratio of (b+c)/a was set to 1.5 and the weight ratio of c/b was set to 12.5.
- Test Example 2-3 the same amine component as in Test Example 2-1 was used, and the weight ratio of (b+c)/a was set to 3.5 and the weight ratio of c/b was set to 16.5.
- Test Examples 2-4 to 2-21 the amine component was changed from Test Example 2-1, and the weight ratio of (b+c)/a was set to 0.16 or more and 3.5 or less, The weight ratio of c/b is set to 1 or more and 16.5 or less.
- Test Example 2-4 in Test Example 1-1, except that N,N,N'-triethylpropanediamine was used as the linear diamine (component c) containing an amino group with a different grade in (c).
- An absorption liquid having the same composition as in Test Example 2-1 was used.
- Test Example 2-7 2-amino-2-methyl-1-propanol and monoethanolamine were used as linear monoamines (component a) of (a) in contrast to Test Example 2-1, and grade (b)
- the absorption liquids had the same composition except that piperazine was used as the diamine (component b) containing the same amino group.
- Test Example 2-8 in Test Example 2-7, except that the linear monoamine (a component) in (a) was 2-amino-2-methyl-1-propanol and N-ethylaminoethanol. An absorption liquid having the same composition was used.
- N-ethylaminoethanol was used as the straight-chain monoamine (a component) of (a) and diamine (b
- the absorption liquid had the same composition except that 2-methylpiperazine was used as the component).
- Test Example 2-11 an absorption liquid having the same composition as in Test Example 2-10 was used, except that piperazine was used as the diamine (component b) containing an amino group having the same grade as (b).
- Test Example 2-12 in contrast to Test Example 2-1, the straight-chain monoamine (a component) of (a) was N-butylaminoethanol, and the grade of (b) was the same amino group-containing diamine (b The absorption liquid had the same composition except that 2-methylpiperazine was used as the component).
- Test Example 2-13 an absorption liquid having the same composition as in Test Example 2-12 was used, except that piperazine was used as the diamine (component b) containing an amino group having the same grade as (b).
- Test Example 2-14 the same composition as in Test Example 2-12 was used except that N,N'-dimethylpropanediamine was used as the diamine (component b) containing an amino group having the same grade as (b). It was used as an absorption liquid.
- Test Example 2-15 in contrast to Test Example 2-1, N-ethylaminoethanol and N-methyldiethanolamine were used as linear monoamines (component a) in (a), and amino groups of the same grade in (b) were used.
- An absorption liquid having the same composition was prepared except that piperazine was used as the diamine (component b) contained.
- Test Example 2-16 the absorbing solution had the same composition as Test Example 2-15, except that N-ethylaminoethanol and N-ethyldiethanolamine were used as linear monoamines (component a) in (a). .
- Test Example 2-17 an absorption liquid having the same composition as in Test Example 2-15 was used, except that N-butylaminoethanol and N-methyldiethanolamine were used as linear monoamines (component a) in (a). .
- Test Example 2-18 an absorption liquid having the same composition as in Test Example 2-15 was used, except that N-butylaminoethanol and N-ethyldiethanolamine were used as linear monoamines (component a) in (a). .
- Test Example 2-19 an absorption liquid having the same composition as in Test Example 2-15 was used, except that 3-dimethylamino-1-propanol was used as the linear monoamine (component a) in (a).
- FIG. 4 shows the results of calculating the rate of increase in the reaction rate of each test example, with the comparative example set to 1. As shown in FIG.
- FIG. 5 shows the results of calculating the rate of increase in the reaction rate of each test example based on an absorption liquid containing 30% by weight (30% by weight) of monoethanolamine as an amine component.
- an absorption liquid using N,N,N'-trimethylpropanediamine as a component of chain diamines containing amino groups of different grades (c) with a total concentration of amines of 55 w% was compared with an absorption liquid using N,N,N',N'-tetramethylpropanediamine instead of chain diamines containing amino groups of different grades in c).
- the reaction rate of the absorption liquid using the chain diamine component containing amino groups of different grades (c) increased by 124%. That is, the reaction rate was 2.24 times faster.
- the chain diamine containing amino groups of different grades in (c) includes at least one chain diamine containing a tertiary amino group and a primary amino group, or contains a tertiary amino group and a secondary amino group.
- the absorption speed can be increased.
- the chain diamine containing amino groups of different grades (c) can increase the absorption rate by containing at least one chain diamine containing a tertiary amino group and a secondary amino group. .
- CO 2 recovery device 13
- industrial combustion equipment 14
- exhaust gas 16
- exhaust gas cooling device 17
- CO 2 absorbent (lean solution) 18
- CO 2 absorption tower 19
- CO 2 absorbing liquid (rich solution) that has absorbed CO 2
- absorbent regeneration tower 21 washing water
Abstract
Description
図示しない吸収試験装置を用いて、CO2の吸収を行った。図2及び図3は、試験例1-1から1-20における3成分系の複合アミン吸収液(直鎖モノアミン(a成分)、等級が同じアミノ基を含有するジアミン(b成分)、等級が異なるアミノ基を含有する鎖状ジアミン(c成分)を水(d成分)に溶解したもの)と比較例との吸収速度の関係を計測した結果を示す図である。試験例の成分一覧を下記[表1]に示す。
試験例1-1では、(a)の直鎖モノアミン(a成分)として、モノエタノールアミンを用い、(b)の等級が同じアミノ基を含有するジアミン(b成分)としてプロパンジアミンを用い、(c)の等級が異なるアミノ基を含有する鎖状ジアミン(c成分)として、N,N-ジエチルプロパンジアミンを用い、水(d成分)に溶解混合させて吸収液とした。試験例1では、(b+c)/aの重量比を1.0とし、c/bの重量比を10.5とした。
試験例2-1では、(a)の直鎖モノアミン(a成分)として、モノエタノールアミンを用い、(b)の等級が同じアミノ基を含有するジアミン(b成分)としてプロパンジアミンを用い、(c)の等級が異なるアミノ基を含有する鎖状ジアミン(c成分)として、N,N-トリメチルプロパンジアミンを用い、水(d成分)に溶解混合させて吸収液とした。試験例2では、(b+c)/aの重量比を1.0とし、c/bの重量比を10.5とした。
13 産業燃焼設備
14 排ガス
16 排ガス冷却装置
17 CO2吸収液(リーン溶液)
18 CO2吸収塔
19 CO2を吸収したCO2吸収液(リッチ溶液)
20 吸収液再生塔
21 洗浄水
Claims (13)
- ガス中のCO2及びH2Sの少なくとも一方を吸収する複合アミン吸収液であって、
(a)鎖状モノアミンと、
(b)等級が同じアミノ基を含有するジアミンと、
(c)等級が異なるアミノ基を含有する鎖状ジアミンと、
(d)水と、を含む複合アミン吸収液。 - (a)の鎖状モノアミンは、1級鎖状モノアルカノールアミン、2級鎖状モノアルカノールアミンまたは3級鎖状モノアルカノールアミンの少なくとも一種を含む請求項1に記載の複合アミン吸収液。
- (b)の等級が同じアミノ基を含有するジアミンは、1級鎖状ポリアミン、2級鎖状ポリアミン、2級環状ポリアミンの少なくとも一種を含む請求項1または請求項2に記載の複合アミン吸収液。
- (c)の等級が異なるアミノ基を含有する鎖状ジアミンは、3級アミノ基を含有する鎖状ジアミンの少なくとも一種を含む請求項1から請求項3のいずれか一項に記載の複合アミン吸収液。
- (c)の等級が異なるアミノ基を含有する鎖状ジアミンは、3級アミノ基と1級アミノ基を含有する鎖状ジアミンの少なくとも一種を含む請求項1から請求項3のいずれか一項に記載の複合アミン吸収液。
- (c)の等級が異なるアミノ基を含有する鎖状ジアミンは、3級アミノ基と2級アミノ基を含有する鎖状ジアミンの少なくとも一種を含む請求項1から請求項3のいずれか一項に記載の複合アミン吸収液。
- (a)の鎖状モノアミンと、(b)の等級が同じアミノ基を含有するジアミンと、の合計濃度は、吸収液全体の20質量%以上65重量%である請求項1から請求項6のいずれか一項に記載の複合アミン吸収液。
- ((b)の等級が同じアミノ基を含有するジアミン+(c)の等級が異なるアミノ基を含有する鎖状ジアミン)/((a)の鎖状モノアミン)の重量比が0.16以上3.5以下である請求項1から請求項7のいずれか一項に記載の複合アミン吸収液。
- (b)の等級が同じアミノ基を含有するジアミン/(c)の等級が異なるアミノ基を含有する鎖状ジアミンの重量比が1以上16.5以下である請求項1から請求項8のいずれか一項に記載の複合アミン吸収液。
- CO2及びH2Sの少なくとも一方を含有するガスと吸収液とを接触させてCO2及びH2Sの少なくとも一方を除去する吸収塔と、CO2及びH2Sの少なくとも一方を吸収した溶液を再生する吸収液再生塔とを有し、前記吸収液再生塔でCO2及びH2Sの少なくとも一方を除去して再生した溶液を前記吸収塔で再利用する除去装置であって、
請求項1から請求項9のいずれか一項に記載の複合アミン吸収液を用いる除去装置。 - 前記吸収塔は、吸収温度が、30~80℃であり、
前記吸収液再生塔は、再生温度が、110℃以上である請求項10に記載の除去装置。 - CO2及びH2Sの少なくとも一方を含有するガスと吸収液とを接触させてCO2及びH2Sの少なくとも一方を吸収塔内で除去し、CO2及びH2Sの少なくとも一方を吸収した溶液を吸収液再生塔内で再生し、前記吸収液再生塔でCO2及びH2Sの少なくとも一方を除去して再生した溶液を前記吸収塔で再利用する除去方法であって、
請求項1から請求項9のいずれか一項に記載の複合アミン吸収液を用いる除去方法。 - 前記吸収塔の吸収温度が、30~80℃であり、
前記吸収液再生塔の再生温度が、110℃以上である請求項12に記載の除去方法。
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202280055234.9A CN117813144A (zh) | 2021-08-26 | 2022-08-24 | 复合胺吸收液、除去装置以及除去方法 |
AU2022335124A AU2022335124A1 (en) | 2021-08-26 | 2022-08-24 | Composite amine absorbing liquid, removal apparatus, and removal method |
CA3229479A CA3229479A1 (en) | 2021-08-26 | 2022-08-24 | Composite amine absorbent, removal unit, and removal method |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2021138177A JP2023032195A (ja) | 2021-08-26 | 2021-08-26 | 複合アミン吸収液、除去装置及び除去方法 |
JP2021-138177 | 2021-08-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2023027105A1 true WO2023027105A1 (ja) | 2023-03-02 |
Family
ID=85322823
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2022/031879 WO2023027105A1 (ja) | 2021-08-26 | 2022-08-24 | 複合アミン吸収液、除去装置及び除去方法 |
Country Status (5)
Country | Link |
---|---|
JP (1) | JP2023032195A (ja) |
CN (1) | CN117813144A (ja) |
AU (1) | AU2022335124A1 (ja) |
CA (1) | CA3229479A1 (ja) |
WO (1) | WO2023027105A1 (ja) |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02504367A (ja) * | 1988-05-24 | 1990-12-13 | エルフ・エクスプロラシオン・プロデユクシオン | 第三級アルカノールアミン成分及びco2吸収活性剤を含有する酸性ガス吸収液体並びにco2及び任意にその他の酸性ガスを含むガスの脱酸へのその使用 |
JP2005296897A (ja) | 2004-04-15 | 2005-10-27 | Mitsubishi Heavy Ind Ltd | 吸収助剤、吸収液、吸収液を用いたco2又はh2s又はその双方の除去装置及び方法 |
JP2007527791A (ja) * | 2004-03-09 | 2007-10-04 | ビーエーエスエフ アクチェンゲゼルシャフト | 煙道ガスから二酸化炭素を除去するための方法 |
JP4634384B2 (ja) | 2005-04-04 | 2011-02-16 | 三菱重工業株式会社 | 吸収液、co2又はh2s又はその双方の除去方法及び装置 |
JP2013516304A (ja) * | 2010-01-05 | 2013-05-13 | ティッセンクルップ ウーデ ゲゼルシャフト ミット ベシュレンクテル ハフツング | 立体障害アミンを添加したアミン水溶液による、ガスからのco2の除去 |
US20150321139A1 (en) * | 2012-12-04 | 2015-11-12 | Alexander Schraven | Process for absorption of co2 from a gas mixture using an aqueous solution of a diamine |
JP2018122278A (ja) | 2017-02-03 | 2018-08-09 | 株式会社東芝 | 酸性ガス吸収剤、酸性ガス除去方法および酸性ガス除去装置 |
KR20200104599A (ko) * | 2019-02-27 | 2020-09-04 | 한국에너지기술연구원 | 이산화탄소 흡수제 및 이를 이용한 이산화탄소 포집방법 |
-
2021
- 2021-08-26 JP JP2021138177A patent/JP2023032195A/ja active Pending
-
2022
- 2022-08-24 CN CN202280055234.9A patent/CN117813144A/zh active Pending
- 2022-08-24 WO PCT/JP2022/031879 patent/WO2023027105A1/ja active Application Filing
- 2022-08-24 CA CA3229479A patent/CA3229479A1/en active Pending
- 2022-08-24 AU AU2022335124A patent/AU2022335124A1/en active Pending
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02504367A (ja) * | 1988-05-24 | 1990-12-13 | エルフ・エクスプロラシオン・プロデユクシオン | 第三級アルカノールアミン成分及びco2吸収活性剤を含有する酸性ガス吸収液体並びにco2及び任意にその他の酸性ガスを含むガスの脱酸へのその使用 |
JP2007527791A (ja) * | 2004-03-09 | 2007-10-04 | ビーエーエスエフ アクチェンゲゼルシャフト | 煙道ガスから二酸化炭素を除去するための方法 |
JP2005296897A (ja) | 2004-04-15 | 2005-10-27 | Mitsubishi Heavy Ind Ltd | 吸収助剤、吸収液、吸収液を用いたco2又はh2s又はその双方の除去装置及び方法 |
JP4634384B2 (ja) | 2005-04-04 | 2011-02-16 | 三菱重工業株式会社 | 吸収液、co2又はh2s又はその双方の除去方法及び装置 |
JP2013516304A (ja) * | 2010-01-05 | 2013-05-13 | ティッセンクルップ ウーデ ゲゼルシャフト ミット ベシュレンクテル ハフツング | 立体障害アミンを添加したアミン水溶液による、ガスからのco2の除去 |
US20150321139A1 (en) * | 2012-12-04 | 2015-11-12 | Alexander Schraven | Process for absorption of co2 from a gas mixture using an aqueous solution of a diamine |
JP2018122278A (ja) | 2017-02-03 | 2018-08-09 | 株式会社東芝 | 酸性ガス吸収剤、酸性ガス除去方法および酸性ガス除去装置 |
KR20200104599A (ko) * | 2019-02-27 | 2020-09-04 | 한국에너지기술연구원 | 이산화탄소 흡수제 및 이를 이용한 이산화탄소 포집방법 |
Also Published As
Publication number | Publication date |
---|---|
CN117813144A (zh) | 2024-04-02 |
JP2023032195A (ja) | 2023-03-09 |
CA3229479A1 (en) | 2023-03-02 |
AU2022335124A1 (en) | 2024-02-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2013086079A5 (ja) | ||
EP3476461B1 (en) | Composite amine absorbing solution, and method for removing co2 or h2s or both | |
JP5030371B2 (ja) | 吸収液、吸収液を用いたco2又はh2s又はその双方の除去装置及び方法 | |
JP5984776B2 (ja) | 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 | |
WO2023027105A1 (ja) | 複合アミン吸収液、除去装置及び除去方法 | |
EP2848298B1 (en) | Composite amine absorbing solution and method for removing co2, h2s, or both | |
JP7321420B1 (ja) | 複合アミン吸収液、除去装置及び除去方法 | |
TWI835628B (zh) | 複合胺吸收液、除去裝置及除去方法 | |
JP7178911B2 (ja) | 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 | |
JP2017064645A (ja) | Co2、h2s又はそれら双方の吸収液並びにそれを用いた装置及び方法 | |
JP7336245B2 (ja) | Co2、h2s又はそれら双方の吸収液並びにco2又はh2s又はその双方の除去装置及び方法 | |
RU2778305C1 (ru) | Композитный аминовый абсорбент, способ и устройство для удаления co2 или h2s, либо и co2, и h2s | |
AU2012327104B9 (en) | 3-component absorbent solution, and CO2 and/or H2S removal device and method | |
AU2012327104B2 (en) | 3-component absorbent solution, and CO2 and/or H2S removal device and method |
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: 22861393 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: AU2022335124 Country of ref document: AU |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2022861393 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 3229479 Country of ref document: CA |
|
ENP | Entry into the national phase |
Ref document number: 2022861393 Country of ref document: EP Effective date: 20240212 |
|
ENP | Entry into the national phase |
Ref document number: 2022335124 Country of ref document: AU Date of ref document: 20220824 Kind code of ref document: A |
|
NENP | Non-entry into the national phase |
Ref country code: DE |