CA2616271A1 - Highly efficient absorbents for acidic gas separation - Google Patents
Highly efficient absorbents for acidic gas separation Download PDFInfo
- Publication number
- CA2616271A1 CA2616271A1 CA002616271A CA2616271A CA2616271A1 CA 2616271 A1 CA2616271 A1 CA 2616271A1 CA 002616271 A CA002616271 A CA 002616271A CA 2616271 A CA2616271 A CA 2616271A CA 2616271 A1 CA2616271 A1 CA 2616271A1
- Authority
- CA
- Canada
- Prior art keywords
- absorbent
- formula
- compound
- amine
- acidic gas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000002745 absorbent Effects 0.000 title claims abstract 15
- 239000002250 absorbent Substances 0.000 title claims abstract 15
- 238000000926 separation method Methods 0.000 title claims abstract 3
- 230000002378 acidificating effect Effects 0.000 title claims 4
- 150000001875 compounds Chemical class 0.000 claims abstract 6
- 230000001476 alcoholic effect Effects 0.000 claims abstract 5
- 150000001412 amines Chemical class 0.000 claims abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052799 carbon Inorganic materials 0.000 claims abstract 4
- 239000007864 aqueous solution Substances 0.000 claims abstract 3
- 238000010521 absorption reaction Methods 0.000 claims abstract 2
- 150000002391 heterocyclic compounds Chemical class 0.000 claims abstract 2
- 150000003141 primary amines Chemical class 0.000 claims abstract 2
- 125000001424 substituent group Chemical group 0.000 claims abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- FMMUNDXXVADKHS-UHFFFAOYSA-N 1,3-dimethylpiperazine Chemical compound CC1CN(C)CCN1 FMMUNDXXVADKHS-UHFFFAOYSA-N 0.000 claims 1
- KYUPIHBUKDNZKE-UHFFFAOYSA-N 1-amino-3-methylbutan-2-ol Chemical compound CC(C)C(O)CN KYUPIHBUKDNZKE-UHFFFAOYSA-N 0.000 claims 1
- KODLUXHSIZOKTG-UHFFFAOYSA-N 1-aminobutan-2-ol Chemical compound CCC(O)CN KODLUXHSIZOKTG-UHFFFAOYSA-N 0.000 claims 1
- ZRUPXAZUXDFLTG-UHFFFAOYSA-N 1-aminopentan-2-ol Chemical compound CCCC(O)CN ZRUPXAZUXDFLTG-UHFFFAOYSA-N 0.000 claims 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 claims 1
- COWPTMLRSANSMQ-UHFFFAOYSA-N 2,3-dimethylpiperazine Chemical compound CC1NCCNC1C COWPTMLRSANSMQ-UHFFFAOYSA-N 0.000 claims 1
- NSMWYRLQHIXVAP-UHFFFAOYSA-N 2,5-dimethylpiperazine Chemical compound CC1CNC(C)CN1 NSMWYRLQHIXVAP-UHFFFAOYSA-N 0.000 claims 1
- JOMNTHCQHJPVAZ-UHFFFAOYSA-N 2-methylpiperazine Chemical compound CC1CNCCN1 JOMNTHCQHJPVAZ-UHFFFAOYSA-N 0.000 claims 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 4
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 3
- 239000001569 carbon dioxide Substances 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1493—Selection of liquid materials for use as absorbents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1475—Removing carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20436—Cyclic amines
- B01D2252/20442—Cyclic amines containing a piperidine-ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20436—Cyclic amines
- B01D2252/20447—Cyclic amines containing a piperazine-ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20436—Cyclic amines
- B01D2252/20452—Cyclic amines containing a morpholine-ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20478—Alkanolamines
- B01D2252/20484—Alkanolamines with one hydroxyl group
-
- 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
- Y02P20/50—Improvements relating to the production of bulk chemicals
Abstract
Provided is a high-efficiency, low-energy type mixed absorbent for separation of carbon dioxide, which has a rapid reaction rate with carbon dioxide and a high-carbon dioxide absorption capacity and does not require a large amount of energy for regeneration of the absorbent, in conjunction with low risk of absorbent oxidation. The absorbent comprises a mixed aqueous solution of: 100 parts by weight of a compound of Formula 1 having one alcoholic hydroxyl group and one primary amine in the molecular structure with no substituent being on the alpha carbon adjacent to the amine and both of an alkyl substituent and an alcoholic hydroxyl group being on the beta carbon, and 1 to 60 parts by weight of a heterocyclic compound of Formula 2 having at least one amine in the ring: (See formula 1) (See formula 2) wherein R1, R2, R3, R4, R5, and X are as defined in the specification.
Claims (7)
- [Claim 1] A mixed absorbent for separation of acidic gas, comprising a mixed aqueous solution of:
100 parts by weight of a compound of Formula I having one alcoholic hydroxyl group and one primary amine in the molecular structure with no substituent being on the alpha carbon adjacent to the amine and both of an alkyl substituent and an alcoholic hydroxyl group being on the beta carbon, and 1 to 60 parts by weight of a heterocyclic compound of Formula 2 having at least one amine in the ring:
wherein R1 is -(CH2)a-H (a = 1 to 3) or -CH-(CH3)2;
R2, R3, R4 and R5, which may be identical or different, are independently H, or C1-C4 alkyl optionally substituted with amine or an alcoholic hydroxyl; and X is -CH2, O, NH or SH. - [Claim 2] The absorbent according to claim 1, wherein the compound of Formula I is at least one selected from the group consisting of 1-amino-2-propanol, 1-amino-2-butanol, 1-amino-2-pentanol, 1-amino-3-methyl-2-butanol and any combination thereof.
- [Claim 3] The absorbent according to claim 1, wherein the compound of Formula 2 is at least one selected from the group consisting of piperazine, morpholine, 2-methylpiperazine, 2,5-dimethylpiperazine, 2,3-dimethylpiperazine, 2,4-dimethylpiperazine, 2-ethanolpiperazine, 2,5-diethanolpiperazine, 2-aminoethylpiperazine, thiomorpholine, piperidine and any combination thereof.
- [Claim 4] The absorbent according to claim 1, wherein the absorbent is used as a 5 to 50% (w/v) aqueous solution
- [Claim 5] The absorbent according to claim 1, wherein at least one compound of Formula 2 is added in a weight ratio of 100:1-60 relative to the compound of Formula 1.
- [Claim 6] The absorbent according to claim 1, wherein the acidic gas-absorption temperature of the mixed absorbent is in the range of 0 to 60 °C, and the gas-removal temperature of the mixed absorbent is in the range of 70 to 200 °C.
- [Claim 7] The absorbent according to claim 1, wherein the acidic gas is at least one selected from the group consisting of CO2, H2S, SO-2, NO2, COS, and any combination thereof.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020070097560A KR100920116B1 (en) | 2007-09-27 | 2007-09-27 | Highly efficient absorbents for acidic gas separation |
| KR10-2007-0097560 | 2007-09-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2616271A1 true CA2616271A1 (en) | 2009-03-27 |
| CA2616271C CA2616271C (en) | 2011-05-31 |
Family
ID=40475138
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2616271A Active CA2616271C (en) | 2007-09-27 | 2007-12-20 | Highly efficient absorbents for acidic gas separation |
Country Status (4)
| Country | Link |
|---|---|
| KR (1) | KR100920116B1 (en) |
| CN (1) | CN101396636A (en) |
| CA (1) | CA2616271C (en) |
| NO (1) | NO20076504L (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101022617B1 (en) * | 2008-08-12 | 2011-03-16 | 한국전력공사 | Acidic gas separation method using the highly efficient absorbent |
| WO2011002145A2 (en) * | 2009-06-30 | 2011-01-06 | 한국전력공사 | Absorbent for separating acid gas |
| KR101157141B1 (en) * | 2009-12-28 | 2012-06-22 | 한국에너지기술연구원 | CO2 absorbent based on alkali carbonate solution promoted by hindered cyclic amines and CO2 removing method using the same |
| JP5449059B2 (en) | 2010-06-30 | 2014-03-19 | 公益財団法人地球環境産業技術研究機構 | An aqueous solution that efficiently absorbs and recovers carbon dioxide in exhaust gas |
| KR101230395B1 (en) * | 2010-12-01 | 2013-02-06 | 한국에너지기술연구원 | Selective Preparation Method of Bicarbonate |
| CN103619816B (en) * | 2011-04-18 | 2016-05-18 | 联邦科学与工业研究组织 | Gas trapping method |
| KR101316543B1 (en) | 2011-06-27 | 2013-10-15 | 한국에너지기술연구원 | Method For Absorbing CO₂Continuously To Minimize The Rgenerating Energy |
| CN103084146B (en) * | 2011-10-28 | 2014-08-20 | 中国石油化工股份有限公司 | Composite decarburization absorbent |
| CN103084040B (en) * | 2011-10-28 | 2015-09-23 | 中国石油化工股份有限公司 | A kind of method of absorbing and removing carbon dioxide |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR0123107B1 (en) * | 1992-02-27 | 1997-11-12 | 아끼야마 요시히사 | Method for removing carbon dioxide from combustion exhaust gas |
| JP2959610B2 (en) | 1992-10-23 | 1999-10-06 | 日本乳化剤株式会社 | Acid gas absorbent |
| DE19828977A1 (en) | 1998-06-29 | 1999-12-30 | Basf Ag | Absorbent for removing acidic components from gases |
| KR100635698B1 (en) | 2005-05-24 | 2006-10-17 | 한국전력공사 | Absorbent for separation of acid gas from mixed gas and process for separating acid gas from mixed gas |
-
2007
- 2007-09-27 KR KR1020070097560A patent/KR100920116B1/en active IP Right Grant
- 2007-12-18 NO NO20076504A patent/NO20076504L/en not_active Application Discontinuation
- 2007-12-20 CA CA2616271A patent/CA2616271C/en active Active
-
2008
- 2008-01-09 CN CNA2008100027066A patent/CN101396636A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CA2616271C (en) | 2011-05-31 |
| CN101396636A (en) | 2009-04-01 |
| KR20090032375A (en) | 2009-04-01 |
| KR100920116B1 (en) | 2009-10-05 |
| NO20076504L (en) | 2009-03-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |