EP2056954A1 - Solvent for separating acid gas components from technical gases - Google Patents
Solvent for separating acid gas components from technical gasesInfo
- Publication number
- EP2056954A1 EP2056954A1 EP07722955A EP07722955A EP2056954A1 EP 2056954 A1 EP2056954 A1 EP 2056954A1 EP 07722955 A EP07722955 A EP 07722955A EP 07722955 A EP07722955 A EP 07722955A EP 2056954 A1 EP2056954 A1 EP 2056954A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- use according
- solvent
- equal
- gas components
- weight
- 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.)
- Ceased
Links
- 239000007789 gas Substances 0.000 title claims abstract description 22
- 239000002904 solvent Substances 0.000 title claims abstract description 20
- 239000002253 acid Substances 0.000 title claims abstract description 5
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000007788 liquid Substances 0.000 claims abstract description 12
- 150000001412 amines Chemical class 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000000926 separation method Methods 0.000 claims description 5
- 101100097467 Arabidopsis thaliana SYD gene Proteins 0.000 abstract 1
- 101100495925 Schizosaccharomyces pombe (strain 972 / ATCC 24843) chr3 gene Proteins 0.000 abstract 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 11
- 230000002378 acidificating effect Effects 0.000 description 6
- 239000000470 constituent Substances 0.000 description 5
- PVXVWWANJIWJOO-UHFFFAOYSA-N 1-(1,3-benzodioxol-5-yl)-N-ethylpropan-2-amine Chemical compound CCNC(C)CC1=CC=C2OCOC2=C1 PVXVWWANJIWJOO-UHFFFAOYSA-N 0.000 description 4
- QMMZSJPSPRTHGB-UHFFFAOYSA-N MDEA Natural products CC(C)CCCCC=CCC=CC(O)=O QMMZSJPSPRTHGB-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000011068 loading method Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- GODZNYBQGNSJJN-UHFFFAOYSA-N 1-aminoethane-1,2-diol Chemical compound NC(O)CO GODZNYBQGNSJJN-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005406 washing 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
- B01D2257/00—Components to be removed
- B01D2257/30—Sulfur compounds
- B01D2257/304—Hydrogen sulfide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/30—Sulfur compounds
- B01D2257/308—Carbonoxysulfide COS
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/50—Carbon oxides
- B01D2257/504—Carbon dioxide
-
- 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 invention is directed to a solvent for the separation of acidic gas constituents from industrial gases, as it can be used in a process in which by means of a liquid sour gas components are washed out of a contaminated technical gas and then regenerates the liquid and in a closed Cycle is returned.
- the object of the invention is to provide an improved solvent which combines the advantages of the chemical and of the physical absorption agents and enables particularly high loadings.
- the invention solves the problem by using a liquid for the separation of acidic gas constituents from industrial gases, containing • 0.1 to 100% of an amine or more amines of the formula H 2 N-CH 2 (CHR 2 ) x - (OCH 2 (CHR 3 ) y ) z -OR 1 .
- R 1 C 1 to C 6 alkyl
- R 2 H or CH 3
- R 3 H or CH 3 x: 0 to 3 y: 1 to 3 z: 0 to 10
- the liquid may also contain residual dissolved constituents of the separated acidic gas constituents as well as impurities.
- the charged with the acidic gas components technical gas is brought into contact, with conventional methods and devices are used, such as washing columns, membrane contactors, spray scrubbers or the like.
- the loaded liquid is thereafter usually regenerated in one or more steps, wherein above all stages of depressurization and temperature increase and stripping of the solution by means of a stripping medium in a column are used.
- the liquid of the invention is suitable for this purpose and can be performed in this way in a closed, continuously operated circuit.
- the technical gas is considered after the removal of the acidic gas components as purified and can be used for further use.
- CH 3 (d-alkyl, methyl) is selected as R 1 .
- H is selected to be equal to 1 and to R 2 .
- H is selected to be equal to 2 and to R 2 .
- equal to 1 is selected for y and equal to H for R 3 .
- a number from 1 to 4, particularly preferably the number 1, is selected for z.
- the liquid is the component piperazine, also known under the name diethylenediamine, added in an amount up to 10 percent by weight. The preferred embodiment thus results in a liquid of the formula H 2 N- (CH 2 ) 2 -O (CH 2 ) 2 -OCH 3 , which may be diluted with water or another solvent and contains up to 10 percent by weight of piperazine.
- a CO 2 partial pressure of 0.2 to 2 bar shows a 30 to 50% higher CO 2 uptake, at 5 to 10 bar a 50% higher CO 2 uptake and at 20 bar CO 2 partial pressure even a 75% higher CO 2 uptake for the 85% by weight solution of H 2 N- (CH 2 ) 2 -O (CH 2 ) 2 -OCH 3 over the 50% by weight MDEA solution.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Gas Separation By Absorption (AREA)
- Industrial Gases (AREA)
Abstract
Description
Claims
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09015713A EP2248573A1 (en) | 2006-03-06 | 2007-02-28 | Solution for separating gas components from technical gases |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102006010595A DE102006010595A1 (en) | 2006-03-06 | 2006-03-06 | Solvent for the separation of acid gas constituents from industrial gases |
| PCT/EP2007/001702 WO2007101585A1 (en) | 2006-03-06 | 2007-02-28 | Solvent for separating acid gas components from technical gases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2056954A1 true EP2056954A1 (en) | 2009-05-13 |
Family
ID=38191339
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP09015713A Withdrawn EP2248573A1 (en) | 2006-03-06 | 2007-02-28 | Solution for separating gas components from technical gases |
| EP07722955A Ceased EP2056954A1 (en) | 2006-03-06 | 2007-02-28 | Solvent for separating acid gas components from technical gases |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP09015713A Withdrawn EP2248573A1 (en) | 2006-03-06 | 2007-02-28 | Solution for separating gas components from technical gases |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8591843B2 (en) |
| EP (2) | EP2248573A1 (en) |
| JP (1) | JP5435960B2 (en) |
| CN (1) | CN101394913A (en) |
| CA (1) | CA2643718C (en) |
| DE (1) | DE102006010595A1 (en) |
| NO (1) | NO20083818L (en) |
| WO (1) | WO2007101585A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO332547B1 (en) | 2009-07-10 | 2012-10-22 | Statoil Asa | Compact absorption-desorption process using concentrated solution |
| CN105561756A (en) * | 2014-10-11 | 2016-05-11 | 中国石油化工股份有限公司 | Compound solvent used for gathering carbon dioxide and application thereof |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB934636A (en) * | 1960-03-04 | 1963-08-21 | Wyandotte Chemicals Corp | Process for preparing oxyalkyleneamines |
| US2928877A (en) | 1957-05-10 | 1960-03-15 | Wyandotte Chemicals Corp | Process for preparing oxyalkyleneamines |
| US4044100A (en) | 1969-12-08 | 1977-08-23 | Allied Chemical Corporation | Separation of acidic gas constituents from gaseous mixtures containing the same |
| DE2551717C3 (en) * | 1975-11-18 | 1980-11-13 | Basf Ag, 6700 Ludwigshafen | and possibly COS from gases |
| US4238206A (en) * | 1979-03-05 | 1980-12-09 | Columbia Gas System Service Corporation | Using solvents for acidic gas removal |
| SU814416A1 (en) | 1979-05-28 | 1981-03-23 | Государственный Научно-Исследова-Тельский И Проектно-Конструкторскийинститут "Южниигипрогаз" | Adsorbent for drying and cleaning gas from sulphur compounds |
| US4335141A (en) * | 1979-12-26 | 1982-06-15 | Merck & Co., Inc. | 2-Substituted-aminopropene-and propanenitrile antimicrobial and anti-inflammatory agents |
| US4694105A (en) * | 1983-12-20 | 1987-09-15 | Ciba-Geigy Corporation | Herbicidal alkoxyamino- and polyalkoxyaminodiphenyl ethers |
| DE3687152D1 (en) * | 1985-07-24 | 1993-01-07 | Ciba Geigy Ag | METHOD FOR PRODUCING MIXTURES OF ANTHRACHINOID DISPERSION DYES. |
| EP0425268A3 (en) * | 1989-10-27 | 1992-03-25 | Teijin Limited | Phosphazene polymer carrier for biologically active substance |
| JPH08257353A (en) | 1995-03-23 | 1996-10-08 | Kansai Electric Power Co Inc:The | Process for removing carbon dioxide in combustion exhaust gas |
| DE19548009A1 (en) | 1995-12-21 | 1996-06-13 | Linde Ag | Selectively removing (in)organic cpds. from gases |
| DE19548007A1 (en) | 1995-12-21 | 1996-05-30 | Linde Ag | Selectively removing (in)organic sulphur cpds. from gases |
| US5700438A (en) * | 1996-08-05 | 1997-12-23 | Miller; John C. | Process for removal of H2S from gas processing streams |
| FR2785607B1 (en) * | 1998-11-09 | 2001-02-09 | Rhodia Chimie Sa | PROCESS FOR THE PREPARATION OF TRIS (ETHER-AMINE) |
| DE19933301A1 (en) * | 1999-07-15 | 2001-01-18 | Basf Ag | Process for removing mercaptans from fluid streams |
| DE10015135A1 (en) * | 2000-03-29 | 2001-10-04 | Basf Ag | Process for modifying polymers containing acid groups |
| DE10217469C1 (en) * | 2002-04-19 | 2003-09-25 | Clariant Gmbh | Desulfurization of crude oil fractionation products, e.g. petrol, kerosene, diesel fuel, gas oil and fuel oil, involves extraction with (poly)alkylene glycol, alkanolamine or derivative |
| CN100411710C (en) * | 2003-03-21 | 2008-08-20 | 陶氏环球技术公司 | Improved compositions and methods for removing carbonyl sulfide from acid gases containing carbonyl sulfide |
| DE102004042418B4 (en) * | 2004-09-02 | 2008-04-30 | Clariant Produkte (Deutschland) Gmbh | Absorption liquid, its use and method for purifying gases |
-
2006
- 2006-03-06 DE DE102006010595A patent/DE102006010595A1/en not_active Ceased
-
2007
- 2007-02-28 CA CA2643718A patent/CA2643718C/en not_active Expired - Fee Related
- 2007-02-28 WO PCT/EP2007/001702 patent/WO2007101585A1/en not_active Ceased
- 2007-02-28 JP JP2008557632A patent/JP5435960B2/en not_active Expired - Fee Related
- 2007-02-28 CN CNA2007800080714A patent/CN101394913A/en active Pending
- 2007-02-28 EP EP09015713A patent/EP2248573A1/en not_active Withdrawn
- 2007-02-28 EP EP07722955A patent/EP2056954A1/en not_active Ceased
- 2007-02-28 US US12/224,769 patent/US8591843B2/en not_active Expired - Fee Related
-
2008
- 2008-09-08 NO NO20083818A patent/NO20083818L/en not_active Application Discontinuation
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2007101585A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| NO20083818L (en) | 2008-09-10 |
| JP2009528915A (en) | 2009-08-13 |
| CN101394913A (en) | 2009-03-25 |
| JP5435960B2 (en) | 2014-03-05 |
| US8591843B2 (en) | 2013-11-26 |
| CA2643718A1 (en) | 2007-09-13 |
| DE102006010595A1 (en) | 2007-09-13 |
| US20090087366A1 (en) | 2009-04-02 |
| WO2007101585A1 (en) | 2007-09-13 |
| EP2248573A1 (en) | 2010-11-10 |
| CA2643718C (en) | 2014-07-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
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| AK | Designated contracting states |
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| AX | Request for extension of the european patent |
Extension state: AL BA HR MK RS |
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| 17P | Request for examination filed |
Effective date: 20081125 |
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| RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: SNELL, ALEXANDER Inventor name: MENZEL, JOHANNES |
|
| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: THYSSENKRUPP UHDE GMBH |
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| DAX | Request for extension of the european patent (deleted) | ||
| 17Q | First examination report despatched |
Effective date: 20140305 |
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| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: THYSSENKRUPP INDUSTRIAL SOLUTIONS AG |
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| 18R | Application refused |
Effective date: 20150301 |