EP0946271A1 - Membrane composite comportant un revetement de copolymeres sequences polyether-polyester, destinee a la separation de gaz polaires contenus dans des melanges gazeux - Google Patents
Membrane composite comportant un revetement de copolymeres sequences polyether-polyester, destinee a la separation de gaz polaires contenus dans des melanges gazeuxInfo
- Publication number
- EP0946271A1 EP0946271A1 EP97935495A EP97935495A EP0946271A1 EP 0946271 A1 EP0946271 A1 EP 0946271A1 EP 97935495 A EP97935495 A EP 97935495A EP 97935495 A EP97935495 A EP 97935495A EP 0946271 A1 EP0946271 A1 EP 0946271A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composite membrane
- membrane according
- blocks
- water vapor
- separation
- 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.)
- Withdrawn
Links
- 239000012528 membrane Substances 0.000 title claims abstract description 53
- 239000007789 gas Substances 0.000 title claims abstract description 30
- 239000002131 composite material Substances 0.000 title claims abstract description 25
- 229920001400 block copolymer Polymers 0.000 title claims description 10
- 229920000728 polyester Polymers 0.000 title claims description 6
- 239000011248 coating agent Substances 0.000 title claims description 4
- 238000000576 coating method Methods 0.000 title claims description 4
- 239000008246 gaseous mixture Substances 0.000 title abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 238000000926 separation method Methods 0.000 claims abstract description 14
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003345 natural gas Substances 0.000 claims abstract description 8
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 238000000034 method Methods 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 230000008569 process Effects 0.000 description 12
- 238000001035 drying Methods 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 230000035699 permeability Effects 0.000 description 7
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 6
- -1 Polyethylene terephthalate Polymers 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000002033 PVDF binder Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 230000004907 flux Effects 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 239000012466 permeate Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 2
- 238000004886 process control Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000005057 refrigeration Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- VUTDYTVSJOYIQF-UHFFFAOYSA-N C.[N].[O] Chemical compound C.[N].[O] VUTDYTVSJOYIQF-UHFFFAOYSA-N 0.000 description 1
- 101100290380 Caenorhabditis elegans cel-1 gene Proteins 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000004697 Polyetherimide Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- KUTCENBZMNZADC-UHFFFAOYSA-N [S].[N].C(=O)=O.[O] Chemical compound [S].[N].C(=O)=O.[O] KUTCENBZMNZADC-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000012510 hollow fiber Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001601 polyetherimide Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/76—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74
- B01D71/80—Block polymers
-
- 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
- B01D53/22—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 diffusion
- B01D53/228—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 diffusion characterised by specific membranes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/48—Polyesters
- B01D71/481—Polyarylates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/52—Polyethers
- B01D71/521—Aliphatic polyethers
- B01D71/5211—Polyethylene glycol or polyethyleneoxide
Definitions
- the invention relates to a composite membrane consisting of a microporous carrier membrane and a separating layer applied thereon, and to the use thereof for separating polar gases from gas mixtures.
- adsorbents for example molecular sieves or silica gel
- the adsorbent is loaded with water in the first step and regenerated in a second step using heat, pressure changes or a dry gas flow.
- This known method is particularly suitable for drying low-load streams. In addition, particularly low residual moisture levels can be achieved.
- a block copolymer ester which consists of 70 wt. -7.
- Polyethylene terephthalate and 30% by weight polyethylene glycol commercially available as Sympatex (R) (Akzo)
- 49.5 g of 1, 1, 2-trichloroethane were added and the mixture was heated under reflux at the boiling point for 12 h.
- a microporous polyacrylic nitri 1 membrane manufactured by GKSS
- GKSS microporous polyacrylic nitri 1 membrane
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Abstract
Membrane composite constituée d'une membrane support microporeuse et d'une couche de séparation appliquée sur ladite membrane support. Cette membrane composite se caractérise en ce que la couche de séparation est réalisée à partir d'un copolyéther-ester séquencé et présente une épaisseur ≤ 3 νm. Cette membrane composite permet de séparer sélectivement des gaz polaires (vapeur d'eau, hydrogène sulfuré) contenus dans des mélanges gazeux, et peut être utilisée par exemple pour sécher du gaz naturel avant son introduction dans un réseau central de distribution.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19631841 | 1996-08-07 | ||
| DE19631841A DE19631841C2 (de) | 1996-08-07 | 1996-08-07 | Kompositmembran mit einer Beschichtung aus Polyether-Polyester-Block-Copolymeren zur Abtrennung von polaren Gasen aus Gasgemischen |
| PCT/DE1997/001618 WO1998005414A1 (fr) | 1996-08-07 | 1997-07-30 | Membrane composite comportant un revetement de copolymeres sequences polyether-polyester, destinee a la separation de gaz polaires contenus dans des melanges gazeux |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0946271A1 true EP0946271A1 (fr) | 1999-10-06 |
Family
ID=7802002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP97935495A Withdrawn EP0946271A1 (fr) | 1996-08-07 | 1997-07-30 | Membrane composite comportant un revetement de copolymeres sequences polyether-polyester, destinee a la separation de gaz polaires contenus dans des melanges gazeux |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0946271A1 (fr) |
| DE (1) | DE19631841C2 (fr) |
| WO (1) | WO1998005414A1 (fr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10101295A1 (de) * | 2001-01-12 | 2002-07-18 | Linde Ag | Verfahren zum Verlüssigen eines Kohlenwasserstoffreichen Stromes |
| US6860920B2 (en) | 2002-03-28 | 2005-03-01 | L'air Liquide-Societe Anoyme A Directoire Et Conseil De Surveillance Pour L'etude Et L'exploitation Des Procedes George Claude | Block polyester-ether gas separation membranes |
| RU2488089C1 (ru) * | 2012-03-14 | 2013-07-20 | Общество С Ограниченной Ответственностью Научно-Техническая Фирма "Бакс" | Пробоотборник для отбора сероводорода из расплава серы |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3653180A (en) * | 1970-11-02 | 1972-04-04 | Gen Electric | Block copolymer membrane for separating polar contaminants from gaseous mixtures |
| JPS4973384A (fr) * | 1972-11-14 | 1974-07-16 | ||
| JPS594417A (ja) * | 1982-07-01 | 1984-01-11 | Teijin Ltd | 乾燥用品 |
| CA1191439A (fr) * | 1982-12-02 | 1985-08-06 | Cornelius M.F. Vrouenraets | Produit flexible multicouche |
| JPH04227827A (ja) * | 1987-07-20 | 1992-08-17 | Mitsubishi Rayon Co Ltd | 多孔質中空繊維状膜の製造方法及び多孔質中空繊維状膜 |
| CA1321153C (fr) * | 1987-11-12 | 1993-08-10 | Shunichi Shimatani | Methode de separation de mithane d'un melange gazeux a l'aide d'une membrane permeable |
| US4857078A (en) * | 1987-12-31 | 1989-08-15 | Membrane Technology & Research, Inc. | Process for separating higher hydrocarbons from natural or produced gas streams |
| DE4306276A1 (de) * | 1992-10-07 | 1994-04-14 | Wolff Walsrode Ag | Wasserdampfdurchlässige, atmungsaktive Folien sowie deren Verwendung |
| US5407466A (en) * | 1993-10-25 | 1995-04-18 | Membrane Technology And Research, Inc. | Sour gas treatment process including membrane and non-membrane treatment steps |
| US5628179A (en) * | 1993-11-04 | 1997-05-13 | General Electric Co. | Steam attemperation circuit for a combined cycle steam cooled gas turbine |
| WO1995024260A1 (fr) * | 1994-03-11 | 1995-09-14 | Akzo Nobel Nv | Dispositif permettant de separer des melanges de substances ou de purifier des substances par pervaporation |
| DE4432482C2 (de) * | 1994-09-13 | 2002-12-19 | Membrana Gmbh | Vorrichtung zur Trocknung gasförmiger Medien |
-
1996
- 1996-08-07 DE DE19631841A patent/DE19631841C2/de not_active Expired - Fee Related
-
1997
- 1997-07-30 WO PCT/DE1997/001618 patent/WO1998005414A1/fr not_active Ceased
- 1997-07-30 EP EP97935495A patent/EP0946271A1/fr not_active Withdrawn
Non-Patent Citations (3)
| Title |
|---|
| "Römpp Chemie Lexicon", 1992, THIEME, STUTTGART * |
| MULDER M.: "Basic principles of Membrane Technology", 1990, KLUWER, DORDRECHT, NL * |
| See also references of WO9805414A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1998005414A1 (fr) | 1998-02-12 |
| DE19631841C2 (de) | 1998-11-05 |
| DE19631841A1 (de) | 1998-02-12 |
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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 |
|
| 17P | Request for examination filed |
Effective date: 19990205 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE |
|
| AX | Request for extension of the european patent |
Free format text: AL PAYMENT 19990206;LT PAYMENT 19990206;LV PAYMENT 19990206;RO PAYMENT 19990206;SI PAYMENT 19990206 |
|
| 17Q | First examination report despatched |
Effective date: 19990920 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 20011213 |