JP2011528993A5 - - Google Patents
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- JP2011528993A5 JP2011528993A5 JP2011520542A JP2011520542A JP2011528993A5 JP 2011528993 A5 JP2011528993 A5 JP 2011528993A5 JP 2011520542 A JP2011520542 A JP 2011520542A JP 2011520542 A JP2011520542 A JP 2011520542A JP 2011528993 A5 JP2011528993 A5 JP 2011528993A5
- Authority
- JP
- Japan
- Prior art keywords
- stage
- acidic
- absorbing solution
- acidic compound
- compound
- 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.)
- Pending
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- 150000007513 acids Chemical class 0.000 claims description 34
- 238000010521 absorption reaction Methods 0.000 claims description 22
- 230000008929 regeneration Effects 0.000 claims description 20
- 238000011069 regeneration method Methods 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 15
- 239000002250 absorbent Substances 0.000 claims description 14
- 230000002745 absorbent Effects 0.000 claims description 14
- 239000007789 gas Substances 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- TXXWBTOATXBWDR-UHFFFAOYSA-N n,n,n',n'-tetramethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN(C)C TXXWBTOATXBWDR-UHFFFAOYSA-N 0.000 claims description 3
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 4
- 230000003213 activating effect Effects 0.000 claims 3
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 2
- YKSVXVKIYYQWBB-UHFFFAOYSA-N 1-butylpiperazine Chemical compound CCCCN1CCNCC1 YKSVXVKIYYQWBB-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000003345 natural gas Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000012071 phase Substances 0.000 description 6
- 230000006837 decompression Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 239000003546 flue gas Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0804304A FR2934172B1 (fr) | 2008-07-28 | 2008-07-28 | Solution absorbante a base de n,n,n'n'-tetramethylhexane -1,6-diamine et procede d'elimination de composes acides d'un effluent gazeux |
| FR0804304 | 2008-07-28 | ||
| PCT/FR2009/000901 WO2010012883A2 (fr) | 2008-07-28 | 2009-07-21 | Solution absorbante a base de n,n,n',n'-tétraméthylhexane- 1,6-diamine et d'une amine particuliere comportant des fonctions amine primaire ou secondaire et procédé d'elimination de composes acides d'un effluent gazeux |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011528993A JP2011528993A (ja) | 2011-12-01 |
| JP2011528993A5 true JP2011528993A5 (enExample) | 2013-11-21 |
Family
ID=40409904
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011520542A Pending JP2011528993A (ja) | 2008-07-28 | 2009-07-21 | Ｎ，ｎ，ｎ’，ｎ’−テトラメチルヘキサン−１，６−ジアミンと第１級または第２級アミン官能基を有する特定のアミンとに基づく吸収溶液、およびガス状流出物から酸性化合物を除去する方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US20110176981A1 (enExample) |
| EP (3) | EP2310110B1 (enExample) |
| JP (1) | JP2011528993A (enExample) |
| CN (1) | CN102105207A (enExample) |
| AU (1) | AU2009275767B2 (enExample) |
| CA (1) | CA2731061C (enExample) |
| FR (1) | FR2934172B1 (enExample) |
| WO (3) | WO2010012883A2 (enExample) |
Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5812867B2 (ja) * | 2009-12-11 | 2015-11-17 | 公益財団法人地球環境産業技術研究機構 | 高圧用二酸化炭素吸収剤並びに高圧二酸化炭素吸収及び回収方法 |
| FR2956038B1 (fr) * | 2010-02-08 | 2013-11-22 | Inst Francais Du Petrole | Procede de desacidification d'un gaz par une solution absorbante avec liberation d'un effluent gazeux a partir de la solution absorbante et lavage de cet effluent par la solution absorbante regeneree |
| EP2481466A1 (de) * | 2011-01-31 | 2012-08-01 | Siemens Aktiengesellschaft | Vorrichtung und Verfahren zum Aufreinigen eines mit Nitrosamin verunreinigten Produktes einer Prozessanlage |
| EP2532412A1 (de) * | 2011-06-10 | 2012-12-12 | Evonik Degussa GmbH | Absorptionsmedium und Verfahren zur Absorption eines sauren Gases aus einer Gasmischung |
| WO2013072147A1 (de) | 2011-11-14 | 2013-05-23 | Evonik Degussa Gmbh | Verfahren und vorrichtung zur abtrennung von sauren gasen aus einer gasmischung |
| FR2983087B1 (fr) * | 2011-11-30 | 2014-01-10 | IFP Energies Nouvelles | Procede d'elimination de composes acides d'un effluent gazeux avec une solution absorbante a base de bis(amino-3-propyl) ethers ou de (amino-2-ethyl)-(amino-3-propyl) ethers |
| CN102553396B (zh) * | 2011-12-23 | 2014-06-04 | 武汉凯迪工程技术研究总院有限公司 | 一种高效低能耗捕集电站烟气中二氧化碳的方法及其设备 |
| DE102012200566A1 (de) | 2012-01-16 | 2013-07-18 | Evonik Degussa Gmbh | Verfahren zur Absorption von CO2 aus einer Gasmischung |
| DE102012200907A1 (de) | 2012-01-23 | 2013-07-25 | Evonik Industries Ag | Verfahren und Absorptionsmedium zur Absorption von CO2 aus einer Gasmischung |
| US9636628B2 (en) | 2012-02-08 | 2017-05-02 | Research Institute Of Innovative Technology For The Earth | Aqueous solution which efficiently absorbs and recovers carbon dioxide in exhaust gas, and method for recovering carbon dioxide using same |
| DE102012207509A1 (de) | 2012-05-07 | 2013-11-07 | Evonik Degussa Gmbh | Verfahren zur Absorption von CO2 aus einer Gasmischung |
| WO2013188375A1 (en) | 2012-06-15 | 2013-12-19 | Dow Global Technologies Llc | Process for the treatment of liquefied hydrocarbons using 3-(piperazine-1-yl) propane-1,2-diol compounds |
| JP5272099B1 (ja) * | 2012-07-26 | 2013-08-28 | 新日鉄住金エンジニアリング株式会社 | 二酸化炭素回収方法 |
| DE102012222157A1 (de) | 2012-12-04 | 2014-06-05 | Evonik Industries Ag | Verfahren zur Absorption von CO2 aus einer Gasmischung |
| FR2999448B1 (fr) * | 2012-12-18 | 2015-10-09 | IFP Energies Nouvelles | Procede de captage du co2 par adsorption |
| WO2014099241A2 (en) * | 2012-12-21 | 2014-06-26 | Exxonmobil Research And Engineering Company | Amine promotion for co2 capture |
| JP6377602B2 (ja) * | 2013-02-25 | 2018-08-22 | 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吸収及び回収するための液体、並びにそれを用いた二酸化炭素の回収方法 |
| US9266102B2 (en) | 2013-03-29 | 2016-02-23 | The University Of Kentucky Research Foundation | Catalysts and methods of increasing mass transfer rate of acid gas scrubbing solvents |
| US9468883B2 (en) | 2013-03-29 | 2016-10-18 | The University Of Kentucky Research Foundation | Solvent and method for removal of an acid gas from a fluid stream |
| US9409125B2 (en) | 2013-03-29 | 2016-08-09 | The University Of Kentucky Research Foundation | Method of increasing mass transfer rate of acid gas scrubbing solvents |
| FR3011746B1 (fr) * | 2013-10-15 | 2016-09-30 | Ifp Energies Now | Utilisation d'une solution absorbante dans un procede de desacidification d'un gaz pour limiter la corrosion d'equipements en acier faiblement allie |
| FR3014101B1 (fr) * | 2013-11-29 | 2015-11-13 | IFP Energies Nouvelles | Solution absorbante a base de n,n,n',n'-tetramethyl-1,6-hexanediamine et de n,n,n',n'-tetramethyldiaminoether et procede d'elimination de composes acides d'un effluent gazeux |
| FR3014327B1 (fr) * | 2013-12-09 | 2017-05-19 | Ifp Energies Now | Solution absorbante a base de n,n,n',n'-tetramethyl-1,6-hexanediamine et d'une diamine secondaire de la famille des alkyldiamines et procede d'elimination de composes acides d'un effluent gazeux |
| FR3014328B1 (fr) * | 2013-12-09 | 2017-05-19 | Ifp Energies Now | Solution absorbante a base de n,n,n',n'-tetramethyl-1,6-hexanediamine et d'une diamine secondaire de la famille des alkylpiperazines et procede d'elimination de composes acides d'un effluent gazeux |
| JP6121894B2 (ja) * | 2013-12-25 | 2017-04-26 | 株式会社東芝 | 酸性ガス除去装置及び酸性ガス除去方法 |
| JP2015205238A (ja) * | 2014-04-18 | 2015-11-19 | 株式会社東芝 | 二酸化炭素回収装置および二酸化炭素回収方法 |
| FR3021049B1 (fr) | 2014-05-16 | 2016-05-27 | Ifp Energies Now | Nouvelles diamines tertiaires beta-hydroxylees, leur procede de synthese et leur utilisation pour l'elimination de composes acides d'un effluent gazeux |
| FR3020965B1 (fr) | 2014-05-16 | 2016-05-27 | Ifp Energies Now | Solution absorbante a base de diamines tertiaires beta hydroxylees et procede d'elimination de composes acides d'un effluent gazeux |
| AU2015218491A1 (en) * | 2014-08-29 | 2016-03-17 | Commonwealth Scientific And Industrial Research Organisation | Absorbent solution for absorption of acid gas and process for absorption of acid gas |
| FR3026652A1 (fr) * | 2014-10-06 | 2016-04-08 | Ifp Energies Now | Procede d'elimination de composes acides d'un effluent gazeux avec une solution absorbante a base de diamines appartenant a la famille du 1,3-diamino-2-propanol |
| CN104645780B (zh) * | 2015-02-04 | 2016-06-08 | 中国华能集团清洁能源技术研究院有限公司 | 一种捕集二氧化碳的变温浓缩吸收剂及其使用方法 |
| DE102015212749A1 (de) | 2015-07-08 | 2017-01-12 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
| FR3045401B1 (fr) * | 2015-12-17 | 2018-02-02 | IFP Energies Nouvelles | Solution absorbante a base de derives hydroxyles de la 1,6-hexanediamine et procede d'elimination de composes acides d'un effluent gazeux |
| DE102016210484A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
| EP3257568B1 (de) | 2016-06-14 | 2019-09-18 | Evonik Degussa GmbH | Verfahren zur entfeuchtung von feuchten gasgemischen mit ionischen flüssigkeiten |
| DE102016210483A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren und Absorptionsmittel zur Entfeuchtung von feuchten Gasgemischen |
| DE102016210481B3 (de) | 2016-06-14 | 2017-06-08 | Evonik Degussa Gmbh | Verfahren zum Reinigen einer ionischen Flüssigkeit |
| EP3257843A1 (en) | 2016-06-14 | 2017-12-20 | Evonik Degussa GmbH | Method of preparing a high purity imidazolium salt |
| DE102016210478A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
| JP7026938B2 (ja) * | 2018-01-24 | 2022-03-01 | 学校法人神戸学院 | 低エネルギー型の二酸化炭素発生方法、及び該方法に使用するための二酸化炭素発生剤 |
| CN108822908A (zh) * | 2018-06-27 | 2018-11-16 | 中国石油化工股份有限公司 | 一种天然气有机硫脱除剂及其制备方法 |
| JPWO2022176534A1 (enExample) * | 2021-02-22 | 2022-08-25 | ||
| US11612854B2 (en) | 2021-06-24 | 2023-03-28 | Research Triangle Institute | Non-aqueous solvent CO2 capture in rotating packed bed |
| GB2622087A (en) * | 2022-09-02 | 2024-03-06 | Johnson Matthey Plc | Carbon dioxide removal unit |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB752372A (en) * | 1953-03-23 | 1956-07-11 | Bataafsche Petroleum | Aqueous amine solutions and a method of reducing corrosion of corrodible metal surfaces in contact with aqueous amine solutions |
| US4389383A (en) * | 1980-05-27 | 1983-06-21 | Union Carbide Corporation | Regenerable process for the selective removal of sulfur dioxide from effluent gases |
| JPH078839B2 (ja) * | 1986-05-29 | 1995-02-01 | 東レ株式会社 | Ｎ，ｎ，ｎ′，ｎ′−テトラメチル−１．６−ヘキサンジアミンの製造方法 |
| JP2748435B2 (ja) * | 1988-09-28 | 1998-05-06 | 東ソー株式会社 | アミン含有廃水の処理方法 |
| US5039424A (en) * | 1988-09-28 | 1991-08-13 | Tosoh Corporation | Method for treating an amine-containing waste water |
| FR2743083B1 (fr) * | 1995-12-28 | 1998-01-30 | Inst Francais Du Petrole | Procede de deshydratation, de desacidification et de degazolinage d'un gaz naturel, utilisant un melange de solvants |
| DE19947845A1 (de) | 1999-10-05 | 2001-04-12 | Basf Ag | Verfahren zum Entfernen von COS aus einem Kohlenwasserstoff-Fluidstrom und Waschflüssikgkeit zur Verwendung in derartigen Verfahren |
| FR2820430B1 (fr) | 2001-02-02 | 2003-10-31 | Inst Francais Du Petrole | Procede de desacidification d'un gaz avec lavage des hydrocarbures desorbes lors de la regeneration du solvant |
| GB0108386D0 (en) * | 2001-04-04 | 2001-05-23 | Bp Exploration Operating | Process |
| FR2861403B1 (fr) * | 2003-10-27 | 2006-02-17 | Inst Francais Du Petrole | Procede de purification d'un gaz naturel par adsorption des mercaptans |
| JP5030371B2 (ja) * | 2004-04-15 | 2012-09-19 | 三菱重工業株式会社 | 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 |
| TWI362566B (en) * | 2004-06-30 | 2012-04-21 | Dainippon Ink & Chemicals | Composition for antireflection coating and pattern forming method |
| US7323100B2 (en) * | 2004-07-16 | 2008-01-29 | Conocophillips Company | Combination of amorphous materials for hydrocracking catalysts |
| JP2006240966A (ja) * | 2005-03-07 | 2006-09-14 | 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 |
| FR2895273B1 (fr) * | 2005-12-22 | 2008-08-08 | Inst Francais Du Petrole | Procede de desacidification d'un gaz avec une solution absorbante a regeneration fractionnee avec controle de la teneur en eau de la solution |
| FR2898284B1 (fr) * | 2006-03-10 | 2009-06-05 | Inst Francais Du Petrole | Procede de desacidification d'un gaz par solution absorbante avec regeneration fractionnee par chauffage. |
| FR2900841B1 (fr) * | 2006-05-10 | 2008-07-04 | Inst Francais Du Petrole | Procede de desacidification avec extraction des composes reactifs |
| CA2651888C (en) * | 2006-05-18 | 2015-07-07 | Basf Se | Carbon dioxide absorbent requiring less regeneration energy |
-
2008
- 2008-07-28 FR FR0804304A patent/FR2934172B1/fr active Active
-
2009
- 2009-07-21 EP EP09784286.8A patent/EP2310110B1/fr active Active
- 2009-07-21 WO PCT/FR2009/000901 patent/WO2010012883A2/fr not_active Ceased
- 2009-07-21 AU AU2009275767A patent/AU2009275767B2/en active Active
- 2009-07-21 JP JP2011520542A patent/JP2011528993A/ja active Pending
- 2009-07-21 CN CN2009801306350A patent/CN102105207A/zh active Pending
- 2009-07-21 CA CA2731061A patent/CA2731061C/fr active Active
- 2009-07-21 US US13/056,446 patent/US20110176981A1/en not_active Abandoned
- 2009-07-21 US US13/056,507 patent/US8845787B2/en active Active
- 2009-07-21 WO PCT/FR2009/000903 patent/WO2010012885A1/fr not_active Ceased
- 2009-07-21 WO PCT/FR2009/000902 patent/WO2010012884A1/fr not_active Ceased
- 2009-07-21 EP EP09784288A patent/EP2318119A1/fr not_active Withdrawn
- 2009-07-21 EP EP09784287A patent/EP2318120A1/fr not_active Withdrawn
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