EP1427501A1 - Verfahren zur säureabtrennung - Google Patents
Verfahren zur säureabtrennungInfo
- Publication number
- EP1427501A1 EP1427501A1 EP02758485A EP02758485A EP1427501A1 EP 1427501 A1 EP1427501 A1 EP 1427501A1 EP 02758485 A EP02758485 A EP 02758485A EP 02758485 A EP02758485 A EP 02758485A EP 1427501 A1 EP1427501 A1 EP 1427501A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- esters
- acid esters
- acids
- polyethyleneimine
- 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- Withdrawn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
- 239000002253 acid Substances 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 20
- 229920002873 Polyethylenimine Polymers 0.000 claims abstract description 14
- 150000002148 esters Chemical class 0.000 claims abstract description 11
- 239000007788 liquid Substances 0.000 claims abstract description 11
- 150000007513 acids Chemical class 0.000 claims abstract description 6
- 229910021486 amorphous silicon dioxide Inorganic materials 0.000 claims abstract description 3
- 239000002904 solvent Substances 0.000 claims description 12
- 239000003792 electrolyte Substances 0.000 claims description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical class O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 5
- 150000003008 phosphonic acid esters Chemical class 0.000 claims description 4
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 239000000377 silicon dioxide Substances 0.000 claims description 3
- 235000012239 silicon dioxide Nutrition 0.000 claims description 3
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 2
- 150000002168 ethanoic acid esters Chemical class 0.000 claims description 2
- 150000003151 propanoic acid esters Chemical class 0.000 claims description 2
- 239000002516 radical scavenger Substances 0.000 claims 2
- 229910052809 inorganic oxide Inorganic materials 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- -1 halogen esters Chemical class 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 229910002027 silica gel Inorganic materials 0.000 description 4
- 239000000741 silica gel Substances 0.000 description 4
- 239000003990 capacitor Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical group 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- GBPVMEKUJUKTBA-UHFFFAOYSA-N methyl 2,2,2-trifluoroethyl carbonate Chemical compound COC(=O)OCC(F)(F)F GBPVMEKUJUKTBA-UHFFFAOYSA-N 0.000 description 2
- CAWRUEZRLRNISR-UHFFFAOYSA-N methyl 2,3,3,3-tetrafluoro-2-methoxypropanoate Chemical compound COC(=O)C(F)(OC)C(F)(F)F CAWRUEZRLRNISR-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 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 2
- 150000005621 tetraalkylammonium salts Chemical class 0.000 description 2
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical class O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 description 1
- ZOWSJJBOQDKOHI-UHFFFAOYSA-N 2,2,2-trifluoroethyl acetate Chemical compound CC(=O)OCC(F)(F)F ZOWSJJBOQDKOHI-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 1
- RHQDFWAXVIIEBN-UHFFFAOYSA-N Trifluoroethanol Chemical compound OCC(F)(F)F RHQDFWAXVIIEBN-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005910 alkyl carbonate group Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004651 carbonic acid esters Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000004870 electrical engineering Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000004428 fluoroalkoxy group Chemical group 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000333 poly(propyleneimine) Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- ZMQDTYVODWKHNT-UHFFFAOYSA-N tris(2,2,2-trifluoroethyl) phosphate Chemical class FC(F)(F)COP(=O)(OCC(F)(F)F)OCC(F)(F)F ZMQDTYVODWKHNT-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3268—Macromolecular compounds
- B01J20/3272—Polymers obtained by reactions otherwise than involving only carbon to carbon unsaturated bonds
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/04—Hybrid capacitors
- H01G11/06—Hybrid capacitors with one of the electrodes allowing ions to be reversibly doped thereinto, e.g. lithium ion capacitors [LIC]
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/62—Liquid electrolytes characterised by the solute, e.g. salts, anions or cations therein
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M6/00—Primary cells; Manufacture thereof
- H01M6/14—Cells with non-aqueous electrolyte
- H01M6/16—Cells with non-aqueous electrolyte with organic electrolyte
- H01M6/162—Cells with non-aqueous electrolyte with organic electrolyte characterised by the electrolyte
- H01M6/164—Cells with non-aqueous electrolyte with organic electrolyte characterised by the electrolyte by the solvent
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
- H01M10/0566—Liquid materials
- H01M10/0569—Liquid materials characterised by the solvents
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0025—Organic electrolyte
- H01M2300/0028—Organic electrolyte characterised by the solvent
- H01M2300/0034—Fluorinated solvents
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
Definitions
- the invention relates to a new process which is suitable for separating acid from aprotic organic liquids.
- Organic liquids may contain acid due to manufacturing or other reasons.
- Carbonic acid esters and carboxylic acid esters, phosphoric acid esters, phosphonic acid esters or phosphinic acid esters can be contaminated, for example, with the corresponding free acid, HF or HCl.
- extensive freedom from acids is often desirable. This is the case, for example, with solvents that are to be used in electrolytes of batteries or capacitors.
- the object of the present invention is to provide a method for removing acid contents in aprotic organic solvents, in which the solvent is not contaminated and which can also be used with substances sensitive to alkaline hydrolysis.
- the process according to the invention for separating acids from aprotic, organic liquids which are contaminated with acid provides that polyalkyleneimines, applied to a support, are used as acid scavengers.
- Polypropyleneimines, for example, can be used.
- Polyethyleneimines are preferably used; the invention is further explained on the basis of this preferred embodiment.
- the polyethyleneimines are preferably applied to an oxidic inorganic carrier, in particular to silicon dioxide.
- a particularly preferred carrier is amorphous silicon dioxide, for example silica gel.
- composition of polyethyleneimine adsorbed on '.dem used carrier can be used to separate acid from aprotic organic liquids. This can be organic or inorganic acid resulting from production or from other sources.
- liquids can be produced which have a very low content, e.g. B. less than 50 ppm, of acid.
- the process according to the invention can be used very well for the production of essentially acid-free aprotic organic liquids which are to be used in electrical engineering, for example as electrolyte solvents.
- aprotic organic liquids which are to be used in electrical engineering, for example as electrolyte solvents.
- These are preferably esters of carbonic acid, acetic acid, propionic acid, halogen-containing C1-C4-carboxylic acids or halogen-substituted or unsubstituted by halogen esters of phosphoric acid, phosphonic acid or phosphinic acid.
- esters of carbonic acid, acetic acid, propionic acid, phosphoric acid, phosphonic acid or phosphinic acid substituted by at least 1 fluorine atom are suitable for use on esters of carbonic acid, acetic acid, propionic acid, phosphoric acid, phosphonic acid or phosphinic acid substituted by at least 1 fluorine atom.
- esters can additionally be substituted by other substituents such as alkoxy or fluoroalkoxy groups.
- Alk is preferably C1-C4. This also applies to the alkyl group of phosphinic acid, which can also be substituted by at least 1 fluorine atom, and corresponding esters of phosphinic acid.
- the process according to the invention can also be applied to other classes of substances, for example to ethers, malonic esters and, in general, to alkylene-bridged diesters, especially if the compounds are substituted by at least 1 fluorine atom.
- the carrier with polyalkyleneimine adsorbed thereon is given using the example of polyethyleneimine.
- the carrier (expediently a porous material, preferably an inorganic oxidic material, in particular silicon dioxide) is contacted with an aqueous solution of the polyethyleneimine. If one chooses this type of production, only those polyethyleneimines are used in which the polymerization was stopped during the production before the water insolubility threshold was exceeded. Corresponding polyethyleneimines are commercially available, for example under the Polymin ® brand.
- the carrier which then contains absorbed polyethyleneimine, is dried and is ready for use. tig. Finished compositions which contain polyethyleneimine on SiO 2 supports are also available from Aldrich.
- the method according to the invention permits the anhydrous removal of acid contents in aprotic organic liquids.
- the acid separator can be easily removed by decanting or filtering. It can be used over a wide range of concentrations of acid contamination.
- the organic liquid which is a solvent, for example, is not contaminated with organic compounds. It can also be used for substances sensitive to alkaline hydrolysis and is particularly suitable for use in the field of high-purity electrolyte solvents for batteries, in particular lithium-ion batteries and capacitors.
- the purified electrolyte solvents can then be mixed with conductive salts, such as lithium or tetraalkylammonium salts of anions, such as hexafluorophosphate, tetrafluoroborate or trifluoromethanesulfonate, and the electrolyte can be prepared.
- conductive salts such as lithium or tetraalkylammonium salts of anions, such as hexafluorophosphate, tetrafluoroborate or trifluoromethanesulfonate
- anions such as hexafluorophosphate, tetrafluoroborate or trifluoromethanesulfonate
- the electrolyte can also first be prepared from conductive salt and electrolyte solvent and then treated according to the invention for the purpose of acid separation. In this way, organic acids, HF and HCl can be separated.
- 2-methoxytetrafluoropropionic acid methyl ester (10 g; 190 g mol -1 ; 0.053 mol) with a free acid content of 40 ppm was absorbed with 1 g polyethyleneimine on silica gel (company Aldrich), 20 min. contacted. The free acid content was then 16 ppm.
- Trifluoroethyl methyl carbonate (10 g; 158 g mol -1 ; 0.063 mol) with a free acid content of 48 ppm was absorbed with 1 g polyethyleneimine on silica gel for 20 min. contacted The free acid content was then 26 ppm.
- Trifluoroethyl acetate (10 g; 142 g mol " 1 ; 0.070 mol) with a free acid content of 0.244% (GC, area%) was contacted with 1 g polyethyleneimine absorbed on silica gel for 20 min. The free acid content was then 0.038% (GC, area%).
- solvents mentioned in Examples 1 to 3 could be used without further purification as electrolyte solvents for lithium or tetraalkylammonium salts for lithium ion batteries and double layer capacitors.
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10143171 | 2001-09-04 | ||
DE10143171A DE10143171A1 (de) | 2001-09-04 | 2001-09-04 | Verfahren zur Säureabtrennung |
PCT/EP2002/009545 WO2003020392A1 (de) | 2001-09-04 | 2002-08-27 | Verfahren zur säureabtrennung |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1427501A1 true EP1427501A1 (de) | 2004-06-16 |
Family
ID=7697578
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP02758485A Withdrawn EP1427501A1 (de) | 2001-09-04 | 2002-08-27 | Verfahren zur säureabtrennung |
Country Status (7)
Country | Link |
---|---|
US (1) | US7037431B2 (de) |
EP (1) | EP1427501A1 (de) |
JP (1) | JP2005501891A (de) |
KR (1) | KR20040044504A (de) |
CN (1) | CN1551791A (de) |
DE (1) | DE10143171A1 (de) |
WO (1) | WO2003020392A1 (de) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2855075B1 (fr) * | 2003-05-21 | 2007-04-20 | Centre Nat Rech Scient | Procede pour immobiliser des composes acides ou electrophiles presents dans une solution |
CN101081337B (zh) * | 2006-06-01 | 2010-05-12 | 比亚迪股份有限公司 | 一种稳定非水电解液色泽的方法 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4104160A (en) * | 1972-05-10 | 1978-08-01 | Ciba-Geigy Corporation | Process for the purification of industrial effluents |
CH634283A5 (de) * | 1978-02-24 | 1983-01-31 | Ciba Geigy Ag | Verfahren zur entfernung von schwermetallionen aus waesserigen loesungen. |
JPS62216641A (ja) * | 1986-03-19 | 1987-09-24 | Nippon Shokubai Kagaku Kogyo Co Ltd | 環境浄化用吸着剤 |
JPS62225244A (ja) * | 1986-03-27 | 1987-10-03 | Nippon Shokubai Kagaku Kogyo Co Ltd | 吸着剤 |
JP3618764B2 (ja) * | 1992-03-13 | 2005-02-09 | ダイキン工業株式会社 | 揮発性酸類の回収方法 |
DE19827631A1 (de) * | 1998-06-20 | 1999-12-23 | Merck Patent Gmbh | Aufreinigung von Batterieelektrolyten mittels physikalischer Adsorption |
DE19827630A1 (de) * | 1998-06-20 | 2000-04-27 | Merck Patent Gmbh | Aufreinigung von Batterieelektrolyten mittels chemischer Adsorption |
US6780327B1 (en) * | 1999-02-25 | 2004-08-24 | Pall Corporation | Positively charged membrane |
DE10049097B4 (de) * | 2000-09-27 | 2004-08-26 | Chemetall Gmbh | Verfahren zur Trocknung von organischen Flüssigelektrolyten |
-
2001
- 2001-09-04 DE DE10143171A patent/DE10143171A1/de not_active Withdrawn
-
2002
- 2002-08-27 KR KR10-2004-7002959A patent/KR20040044504A/ko not_active Application Discontinuation
- 2002-08-27 CN CNA028172353A patent/CN1551791A/zh active Pending
- 2002-08-27 JP JP2003524695A patent/JP2005501891A/ja active Pending
- 2002-08-27 EP EP02758485A patent/EP1427501A1/de not_active Withdrawn
- 2002-08-27 WO PCT/EP2002/009545 patent/WO2003020392A1/de active Application Filing
-
2004
- 2004-03-03 US US10/791,272 patent/US7037431B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
See references of WO03020392A1 * |
Also Published As
Publication number | Publication date |
---|---|
CN1551791A (zh) | 2004-12-01 |
WO2003020392A1 (de) | 2003-03-13 |
JP2005501891A (ja) | 2005-01-20 |
DE10143171A1 (de) | 2003-03-20 |
KR20040044504A (ko) | 2004-05-28 |
US20040232081A1 (en) | 2004-11-25 |
US7037431B2 (en) | 2006-05-02 |
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