CA1127379A - Process for the removal of acid gases from a gas mixture - Google Patents
Process for the removal of acid gases from a gas mixtureInfo
- Publication number
- CA1127379A CA1127379A CA321,520A CA321520A CA1127379A CA 1127379 A CA1127379 A CA 1127379A CA 321520 A CA321520 A CA 321520A CA 1127379 A CA1127379 A CA 1127379A
- Authority
- CA
- Canada
- Prior art keywords
- aqueous solution
- mono
- gas
- gas mixture
- removal
- 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.)
- Expired
Links
- 239000007789 gas Substances 0.000 title claims abstract description 52
- 238000000034 method Methods 0.000 title claims abstract description 18
- 239000000203 mixture Substances 0.000 title claims abstract description 16
- 239000002253 acid Substances 0.000 title claims abstract description 13
- 239000007864 aqueous solution Substances 0.000 claims abstract description 18
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001412 amines Chemical class 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 8
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 21
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 20
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 239000001569 carbon dioxide Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000007833 carbon precursor Substances 0.000 claims description 2
- 229940031098 ethanolamine Drugs 0.000 claims description 2
- 150000003141 primary amines Chemical group 0.000 claims description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
- 239000002250 absorbent Substances 0.000 description 26
- 230000002745 absorbent Effects 0.000 description 26
- 239000000243 solution Substances 0.000 description 9
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 5
- 238000011069 regeneration method Methods 0.000 description 5
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 238000002309 gasification Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000003345 natural gas Substances 0.000 description 2
- 239000002594 sorbent Substances 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- VNMOWKHAHQJUJI-UHFFFAOYSA-N 9-[3-(tert-butylamino)propyl]-8-(2-iodo-5-methoxyphenyl)sulfanylpurin-6-amine Chemical group COC1=CC=C(I)C(SC=2N(C3=NC=NC(N)=C3N=2)CCCNC(C)(C)C)=C1 VNMOWKHAHQJUJI-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- IJCVBMSXIPFVLH-UHFFFAOYSA-N [C].S=O Chemical compound [C].S=O IJCVBMSXIPFVLH-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/11—Purification; Separation; Use of additives by absorption, i.e. purification or separation of gaseous hydrocarbons with the aid of liquids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Water Supply & Treatment (AREA)
- Gas Separation By Absorption (AREA)
- Treating Waste Gases (AREA)
- Industrial Gases (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NLAANVRAGE7803075,A NL190316C (nl) | 1978-03-22 | 1978-03-22 | Werkwijze voor het verwijderen van zure gassen uit een gasmengsel. |
| NL7803075 | 1978-03-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1127379A true CA1127379A (en) | 1982-07-13 |
Family
ID=19830538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA321,520A Expired CA1127379A (en) | 1978-03-22 | 1979-02-14 | Process for the removal of acid gases from a gas mixture |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS54131570A (OSRAM) |
| AU (1) | AU524870B2 (OSRAM) |
| BE (1) | BE874786A (OSRAM) |
| BR (1) | BR7901719A (OSRAM) |
| CA (1) | CA1127379A (OSRAM) |
| DE (1) | DE2910940A1 (OSRAM) |
| FR (1) | FR2422432A1 (OSRAM) |
| GB (1) | GB2017524B (OSRAM) |
| MY (1) | MY8500915A (OSRAM) |
| NL (1) | NL190316C (OSRAM) |
| ZA (1) | ZA791327B (OSRAM) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4405811A (en) * | 1982-01-18 | 1983-09-20 | Exxon Research And Engineering Co. | Severely sterically hindered tertiary amino compounds |
| US4471138A (en) * | 1982-01-18 | 1984-09-11 | Exxon Research And Engineering Co. | Severely sterically hindered secondary aminoether alcohols |
| US4405581A (en) | 1982-01-18 | 1983-09-20 | Exxon Research And Engineering Co. | Process for the selective removal of hydrogen sulfide from gaseous mixtures with severely sterically hindered secondary amino compounds |
| US4405580A (en) | 1982-01-18 | 1983-09-20 | Exxon Research And Engineering Co. | Process for selective removal of H2 S from mixtures containing H22 with tertiary amino azabicyclic alcohols |
| US4417075A (en) * | 1982-01-18 | 1983-11-22 | Exxon Research And Engineering Co. | Di-(Secondary and tertiaryalkylaminoalkoxy)alkanes |
| US4508692A (en) * | 1982-01-18 | 1985-04-02 | Exxon Research & Engineering Co. | Process for the selective removal of hydrogen sulfide from gaseous mixtures with strongly basic tertiary amino compounds |
| US4405585A (en) | 1982-01-18 | 1983-09-20 | Exxon Research And Engineering Co. | Process for the selective removal of hydrogen sulfide from gaseous mixtures with severely sterically hindered secondary aminoether alcohols |
| US4405583A (en) | 1982-01-18 | 1983-09-20 | Exxon Research And Engineering Co. | Process for selective removal of H2 S from mixtures containing H22 using di-severely sterically hindered secondary aminoethers |
| US4483833A (en) * | 1982-01-18 | 1984-11-20 | Exxon Research & Engineering Co. | Process for selective removal of H2 S from mixtures containing H22 with heterocyclic tertiary aminoalkanols |
| US4405582A (en) * | 1982-01-18 | 1983-09-20 | Exxon Research And Engineering Co. | Process for selective removal of H2 S from mixtures containing H22 using diaminoether solutions |
| US4894178A (en) * | 1987-10-13 | 1990-01-16 | Exxon Research And Engineering Company | Absorbent composition containing severely-hindered amine mixture for the absorption of H2 S |
| US4892674A (en) * | 1987-10-13 | 1990-01-09 | Exxon Research And Engineering Company | Addition of severely-hindered amine salts and/or aminoacids to non-hindered amine solutions for the absorption of H2 S |
| US4895670A (en) * | 1987-10-13 | 1990-01-23 | Exxon Research And Engineering Company | Addition of severely-hindered aminoacids to severely-hindered amines for the absorption of H2 S |
| US4894179A (en) * | 1987-10-13 | 1990-01-16 | Exxon Research And Engineering Company | Absorbent composition containing a tertiary amino azabicyclic alcohol and an amine salt |
| EP0827772A3 (en) * | 1994-03-18 | 1998-04-15 | The Kansai Electric Power Co., Inc. | Method for the removal of carbon dioxide and hydrogen sulfide from a gas containing these gases |
| CA2473064C (en) | 2002-01-14 | 2011-11-29 | Shell Internationale Research Maatschappij B.V. | Process for removing carbon dioxide from gas mixtures |
| WO2005082835A1 (en) | 2004-02-17 | 2005-09-09 | Exxonmobil Research And Engineering Company | Synthesis of sterically hindered secondary aminoether alcohols |
| WO2005081777A2 (en) | 2004-02-17 | 2005-09-09 | Exxonmobil Research And Engineering Company | Synthesis of sterically hindered secondary aminoether alcohols |
| KR101150684B1 (ko) | 2004-02-17 | 2012-05-29 | 엑손모빌 리서치 앤드 엔지니어링 컴퍼니 | 케텐 및/또는 카복실산 할라이드 및/또는 카복실산무수물로부터 고도 입체장애된 2차 아미노에터 알콜의 합성 |
| JP4604053B2 (ja) | 2004-02-17 | 2010-12-22 | エクソンモービル リサーチ アンド エンジニアリング カンパニー | 酸無水物および／または酸ハロゲン化物、並びに三酸化硫黄からの立体障害第二級アミノエーテルアルコールの合成 |
| WO2007021532A1 (en) | 2005-08-09 | 2007-02-22 | Exxonmobil Research And Engineering Company | Polyalkyleneimines and polyalkyleneacrylamide salt for acid gas scrubbing process |
| ES2521624T3 (es) | 2005-08-09 | 2014-11-13 | Exxonmobil Research And Engineering Company | Alquilamino alquiloxi (alcohol) monoalquil éter para procedimiento de lavado de gas ácido |
| JP5244595B2 (ja) | 2005-08-09 | 2013-07-24 | エクソンモービル リサーチ アンド エンジニアリング カンパニー | 酸性ガススクラビング法のためのヒンダードアミンおよび金属スルホネートまたはホスホネート構造の分子を含有する吸収性組成物 |
| WO2007021464A1 (en) | 2005-08-09 | 2007-02-22 | Exxonmobil Research And Engineering Comapny | Hindered cyclic polyamines and their salts for acid gas scrubbing process |
| DK1953130T3 (da) * | 2007-01-30 | 2011-10-10 | Mt Biomethan Gmbh | Fremgangsmåde og anlæg til behandling af methan- og kuldioxidholdige rågasser, især biogas, til udvinding af methan |
| US9458367B2 (en) | 2012-03-14 | 2016-10-04 | Exxonmobil Research And Engineering Company | Low temperature transport and storage of amine gas treatment solutions |
| RU2016111276A (ru) | 2013-08-29 | 2017-10-04 | ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи | Растворы для обессеривания газа, содержащие четвертичные аммониевые соли |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR685992A (fr) * | 1930-10-07 | 1930-07-21 | Girdler Corp | Perfectionnements à la séparation des gaz entre eux |
| GB1058304A (en) * | 1964-03-12 | 1967-02-08 | Shell Int Research | Process for the purification of fluids |
| GB1102943A (en) * | 1965-04-05 | 1968-02-14 | Allied Chem | Separation of acidic gas constituents from gaseous mixtures containing the same |
| US3598881A (en) * | 1968-10-17 | 1971-08-10 | Lummus Co | Process for removing acid gases from cracked gases containing diolefins |
| DE2134379A1 (de) * | 1970-07-13 | 1972-01-20 | Union Carbide Corp | Verfahren zur selektiven Absorption schwefelhaltiger Gase |
| JPS472861A (OSRAM) * | 1971-07-09 | 1972-02-12 | ||
| SE424815B (sv) * | 1975-10-30 | 1982-08-16 | Union Carbide Corp | Forfarande for kontinuerlig selektiv absorption av svavelvete fran ett gasramaterial |
-
1978
- 1978-03-22 NL NLAANVRAGE7803075,A patent/NL190316C/xx not_active IP Right Cessation
-
1979
- 1979-02-14 CA CA321,520A patent/CA1127379A/en not_active Expired
- 1979-03-13 BE BE1/9308A patent/BE874786A/xx not_active IP Right Cessation
- 1979-03-20 BR BR7901719A patent/BR7901719A/pt unknown
- 1979-03-20 JP JP3185679A patent/JPS54131570A/ja active Pending
- 1979-03-20 FR FR7906959A patent/FR2422432A1/fr active Granted
- 1979-03-20 ZA ZA791327A patent/ZA791327B/xx unknown
- 1979-03-20 DE DE19792910940 patent/DE2910940A1/de active Granted
- 1979-03-20 AU AU45261/79A patent/AU524870B2/en not_active Ceased
- 1979-03-20 GB GB7909712A patent/GB2017524B/en not_active Expired
-
1985
- 1985-12-30 MY MY915/85A patent/MY8500915A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2422432A1 (fr) | 1979-11-09 |
| DE2910940A1 (de) | 1979-10-11 |
| NL190316B (nl) | 1993-08-16 |
| NL7803075A (nl) | 1979-09-25 |
| NL190316C (nl) | 1994-01-17 |
| MY8500915A (en) | 1985-12-31 |
| GB2017524A (en) | 1979-10-10 |
| ZA791327B (en) | 1980-03-26 |
| AU524870B2 (en) | 1982-10-07 |
| FR2422432B1 (OSRAM) | 1983-06-10 |
| AU4526179A (en) | 1979-09-27 |
| BR7901719A (pt) | 1979-10-16 |
| GB2017524B (en) | 1982-09-15 |
| BE874786A (nl) | 1979-09-13 |
| DE2910940C2 (OSRAM) | 1987-08-06 |
| JPS54131570A (en) | 1979-10-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |