JP2013086079A5 - - Google Patents
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- Publication number
- JP2013086079A5 JP2013086079A5 JP2011232135A JP2011232135A JP2013086079A5 JP 2013086079 A5 JP2013086079 A5 JP 2013086079A5 JP 2011232135 A JP2011232135 A JP 2011232135A JP 2011232135 A JP2011232135 A JP 2011232135A JP 2013086079 A5 JP2013086079 A5 JP 2013086079A5
- Authority
- JP
- Japan
- Prior art keywords
- amine
- cyclic
- piperazine
- tertiary
- group
- 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
- 238000010521 absorption reaction Methods 0.000 claims description 77
- 150000001412 amines Chemical class 0.000 claims description 77
- 239000007788 liquid Substances 0.000 claims description 67
- 125000003277 amino group Chemical group 0.000 claims description 53
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 42
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 claims description 38
- 125000004122 cyclic group Chemical group 0.000 claims description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 37
- 230000002745 absorbent Effects 0.000 claims description 35
- 239000002250 absorbent Substances 0.000 claims description 35
- 230000008929 regeneration Effects 0.000 claims description 28
- 238000011069 regeneration method Methods 0.000 claims description 28
- 229920000768 polyamine Polymers 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 18
- JOMNTHCQHJPVAZ-UHFFFAOYSA-N 2-methylpiperazine Chemical compound CC1CNCCN1 JOMNTHCQHJPVAZ-UHFFFAOYSA-N 0.000 claims description 15
- 150000004885 piperazines Chemical class 0.000 claims description 15
- -1 cyclic amine Chemical class 0.000 claims description 14
- LJDSTRZHPWMDPG-UHFFFAOYSA-N 2-(butylamino)ethanol Chemical compound CCCCNCCO LJDSTRZHPWMDPG-UHFFFAOYSA-N 0.000 claims description 13
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical group CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- ANQQOKIDSNGXBC-UHFFFAOYSA-N n-(2-piperazin-1-ylethyl)propan-2-amine Chemical compound CC(C)NCCN1CCNCC1 ANQQOKIDSNGXBC-UHFFFAOYSA-N 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- WFCSWCVEJLETKA-UHFFFAOYSA-N 2-piperazin-1-ylethanol Chemical group OCCN1CCNCC1 WFCSWCVEJLETKA-UHFFFAOYSA-N 0.000 claims description 6
- 125000004193 piperazinyl group Chemical group 0.000 claims description 6
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 claims description 6
- RILLZYSZSDGYGV-UHFFFAOYSA-N 2-(propan-2-ylamino)ethanol Chemical compound CC(C)NCCO RILLZYSZSDGYGV-UHFFFAOYSA-N 0.000 claims description 5
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 claims description 4
- 239000007789 gas Substances 0.000 description 44
- 238000011084 recovery Methods 0.000 description 38
- 238000006243 chemical reaction Methods 0.000 description 20
- 230000000052 comparative effect Effects 0.000 description 18
- 239000000203 mixture Substances 0.000 description 16
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 10
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 10
- 238000002485 combustion reaction Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- IUXYVKZUDNLISR-UHFFFAOYSA-N 2-(tert-butylamino)ethanol Chemical compound CC(C)(C)NCCO IUXYVKZUDNLISR-UHFFFAOYSA-N 0.000 description 7
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 4
- 150000003512 tertiary amines Chemical class 0.000 description 4
- 125000001302 tertiary amino group Chemical group 0.000 description 4
- 239000006096 absorbing agent Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000005755 formation reaction Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 239000000498 cooling water Substances 0.000 description 2
- 239000003546 flue gas Substances 0.000 description 2
- 239000002803 fossil fuel Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- NIZYOZGZYULYMF-UHFFFAOYSA-N 2-(butylamino)acetaldehyde Chemical compound CCCCNCC=O NIZYOZGZYULYMF-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000010248 power generation Methods 0.000 description 1
- 230000000191 radiation effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011232135A JP6172884B2 (ja) | 2011-10-21 | 2011-10-21 | ３成分吸収液、ｃｏ２又はｈ２ｓ又はその双方の除去装置及び方法 |
| AU2012327104A AU2012327104B9 (en) | 2011-10-21 | 2012-10-17 | 3-component absorbent solution, and CO2 and/or H2S removal device and method |
| CA2851092A CA2851092A1 (en) | 2011-10-21 | 2012-10-17 | Three-component absorbent, and device and method for removing co2 and/or h2s |
| PCT/JP2012/076853 WO2013058286A1 (ja) | 2011-10-21 | 2012-10-17 | ３成分吸収液、ｃｏ2又はｈ2ｓ又はその双方の除去装置及び方法 |
| EP12842195.5A EP2769759A4 (en) | 2011-10-21 | 2012-10-17 | 3-COMPONENT ABSORBENT SOLUTION AND DEVICE AND METHOD FOR REMOVAL AND / OR H2S |
| US14/347,852 US20140234192A1 (en) | 2011-10-21 | 2012-10-17 | Three-component absorbent, and device and method for removing co2 and/or h2s |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011232135A JP6172884B2 (ja) | 2011-10-21 | 2011-10-21 | ３成分吸収液、ｃｏ２又はｈ２ｓ又はその双方の除去装置及び方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013086079A JP2013086079A (ja) | 2013-05-13 |
| JP2013086079A5 true JP2013086079A5 (enExample) | 2013-12-26 |
| JP6172884B2 JP6172884B2 (ja) | 2017-08-02 |
Family
ID=48140931
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011232135A Expired - Fee Related JP6172884B2 (ja) | 2011-10-21 | 2011-10-21 | ３成分吸収液、ｃｏ２又はｈ２ｓ又はその双方の除去装置及び方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20140234192A1 (enExample) |
| EP (1) | EP2769759A4 (enExample) |
| JP (1) | JP6172884B2 (enExample) |
| CA (1) | CA2851092A1 (enExample) |
| WO (1) | WO2013058286A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2593812T3 (es) * | 2010-11-24 | 2016-12-13 | General Electric Technology Gmbh | Método de depurar un gas de combustión rico en dióxido de carbono y un sistema de caldera |
| JP6216150B2 (ja) * | 2013-05-09 | 2017-10-18 | 株式会社東芝 | 二酸化炭素回収システムおよびその運転方法 |
| EP3024563A4 (en) * | 2013-07-23 | 2017-08-16 | Carbon Clean Solutions Pvt. Ltd. | Split line system, method and process for co2 recovery |
| MY190418A (en) * | 2014-08-25 | 2022-04-21 | Basf Se | Removal of carbon dioxide from a fluid flow, using a tert butylamine and an activator |
| KR101550639B1 (ko) | 2014-10-24 | 2015-09-07 | 현대자동차 주식회사 | 산성 가스 제거용 흡수제 및 산성 가스 제거 방법 |
| JP6659293B2 (ja) * | 2015-09-30 | 2020-03-04 | 三菱重工エンジニアリング株式会社 | 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 |
| JP6841676B2 (ja) | 2017-01-31 | 2021-03-10 | 三菱重工エンジニアリング株式会社 | 複合アミン吸収液、ｃｏ２又はｈ２ｓ又はその双方の除去装置及び方法 |
| JP7178911B2 (ja) * | 2019-01-24 | 2022-11-28 | 三菱重工エンジニアリング株式会社 | 複合アミン吸収液、ｃｏ２又はｈ２ｓ又はその双方の除去装置及び方法 |
| JP7336245B2 (ja) | 2019-04-12 | 2023-08-31 | 三菱重工業株式会社 | 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 |
| US11471821B2 (en) | 2020-04-18 | 2022-10-18 | Indian Oil Corporation Limited | Process for biogas upgradation |
| US12325005B1 (en) * | 2024-05-24 | 2025-06-10 | Eog Resources, Inc. | Absorption medium and method for removing carbon dioxide from combustion exhaust gas |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4240923A (en) * | 1978-05-30 | 1980-12-23 | Exxon Research & Engineering Co. | Process and amine-solvent absorbent for removing acidic gases from gaseous mixtures |
| US5098681A (en) * | 1990-08-16 | 1992-03-24 | The Dow Chemical Company | Process for absorption of sulfur compounds from fluids |
| JPH0751537A (ja) | 1993-06-30 | 1995-02-28 | Mitsubishi Heavy Ind Ltd | Ｃｏ２ 含有ガス中のｃｏ２ を除去する方法 |
| JP3233802B2 (ja) * | 1994-12-15 | 2001-12-04 | 関西電力株式会社 | 燃焼排ガス中の炭酸ガスと窒素酸化物を除去する方法 |
| US7056482B2 (en) * | 2003-06-12 | 2006-06-06 | Cansolv Technologies Inc. | Method for recovery of CO2 from gas streams |
| JP4690659B2 (ja) | 2004-03-15 | 2011-06-01 | 三菱重工業株式会社 | Ｃｏ２回収装置 |
| EP1872846B1 (en) * | 2005-04-04 | 2013-07-24 | Mitsubishi Heavy Industries, Ltd. | Absorbing solution and method for absorbing co2 or h2s or both |
| CA2651888C (en) * | 2006-05-18 | 2015-07-07 | Basf Se | Carbon dioxide absorbent requiring less regeneration energy |
| JP2008013400A (ja) | 2006-07-05 | 2008-01-24 | Research Institute Of Innovative Technology For The Earth | 排ガス中の二酸化炭素を吸収及び脱離して回収する方法 |
| JP5215595B2 (ja) * | 2007-06-18 | 2013-06-19 | 三菱重工業株式会社 | 吸収液、吸収液を用いたｃｏ２又はｈ２ｓ除去装置及び方法 |
| EP2662125A1 (en) * | 2007-06-28 | 2013-11-13 | Research Institute Of Innovative Technology For The Earth | Method for efficiently recovering carbon dioxide in gas |
| JP5557426B2 (ja) * | 2008-03-07 | 2014-07-23 | 公益財団法人地球環境産業技術研究機構 | ガス中の二酸化炭素を効率的に吸収及び回収する水溶液及び方法 |
| PL2480311T3 (pl) * | 2009-09-22 | 2014-04-30 | Aker Engineering & Tech As | Absorbent dwutlenku węgla |
| KR20110099466A (ko) * | 2010-03-02 | 2011-09-08 | 현대자동차주식회사 | 이산화탄소 흡수제 |
| JP5506486B2 (ja) * | 2010-03-24 | 2014-05-28 | 公益財団法人地球環境産業技術研究機構 | ガス中に含まれる二酸化炭素を効果的に吸収及び回収する水溶液 |
-
2011
- 2011-10-21 JP JP2011232135A patent/JP6172884B2/ja not_active Expired - Fee Related
-
2012
- 2012-10-17 WO PCT/JP2012/076853 patent/WO2013058286A1/ja not_active Ceased
- 2012-10-17 CA CA2851092A patent/CA2851092A1/en not_active Abandoned
- 2012-10-17 US US14/347,852 patent/US20140234192A1/en not_active Abandoned
- 2012-10-17 EP EP12842195.5A patent/EP2769759A4/en not_active Withdrawn
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