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AU2001281776A1 - Ionically and covalently cross-linked polymers and polymer membranes - Google Patents

Ionically and covalently cross-linked polymers and polymer membranes

Info

Publication number
AU2001281776A1
AU2001281776A1 AU2001281776A AU8177601A AU2001281776A1 AU 2001281776 A1 AU2001281776 A1 AU 2001281776A1 AU 2001281776 A AU2001281776 A AU 2001281776A AU 8177601 A AU8177601 A AU 8177601A AU 2001281776 A1 AU2001281776 A1 AU 2001281776A1
Authority
AU
Australia
Prior art keywords
ionically
polymer membranes
linked polymers
covalently cross
covalently
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.)
Abandoned
Application number
AU2001281776A
Inventor
Jochen Kerres
Chy-Ming Tang
Wei Zhang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Institut fuer Chemische Verfahrenstechnik Universitaet Stuttgart
Original Assignee
Institut fuer Chemische Verfahrenstechnik Universitaet Stuttgart
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Institut fuer Chemische Verfahrenstechnik Universitaet Stuttgart filed Critical Institut fuer Chemische Verfahrenstechnik Universitaet Stuttgart
Publication of AU2001281776A1 publication Critical patent/AU2001281776A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00Fuel cells; Manufacture thereof
    • H01M8/10Fuel cells with solid electrolytes
    • H01M8/1016Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018Polymeric electrolyte materials
    • H01M8/102Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
    • H01M8/1032Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having sulfur, e.g. sulfonated-polyethersulfones [S-PES]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation 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
    • B01D53/22Separation 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
    • B01D53/228Separation 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D69/00Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/02Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/38Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
    • C08G65/40Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols from phenols (I) and other compounds (II), e.g. OH-Ar-OH + X-Ar-X, where X is halogen atom, i.e. leaving group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/20Polysulfones
    • C08G75/23Polyethersulfones
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/24Crosslinking, e.g. vulcanising, of macromolecules
    • C08J3/243Two or more independent types of crosslinking for one or more polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/24Crosslinking, e.g. vulcanising, of macromolecules
    • C08J3/246Intercrosslinking of at least two polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/20Manufacture of shaped structures of ion-exchange resins
    • C08J5/22Films, membranes or diaphragms
    • C08J5/2206Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
    • C08J5/2218Synthetic macromolecular compounds
    • C08J5/2256Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions other than those involving carbon-to-carbon bonds, e.g. obtained by polycondensation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/08Polyethers derived from hydroxy compounds or from their metallic derivatives
    • C08L71/10Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
    • C08L71/12Polyphenylene oxides
    • C08L71/126Polyphenylene oxides modified by chemical after-treatment
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00Fuel cells; Manufacture thereof
    • H01M8/10Fuel cells with solid electrolytes
    • H01M8/1016Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018Polymeric electrolyte materials
    • H01M8/102Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
    • H01M8/103Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having nitrogen, e.g. sulfonated polybenzimidazoles [S-PBI], polybenzimidazoles with phosphoric acid, sulfonated polyamides [S-PA] or sulfonated polyphosphazenes [S-PPh]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2325/00Details relating to properties of membranes
    • B01D2325/14Membrane materials having negatively charged functional groups
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2325/00Details relating to properties of membranes
    • B01D2325/42Ion-exchange membranes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D61/00Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2371/00Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
    • C08J2371/08Polyethers derived from hydroxy compounds or from their metallic derivatives
    • C08J2371/10Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
    • C08J2371/12Polyphenylene oxides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2481/00Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
    • C08J2481/06Polysulfones; Polyethersulfones
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00Fuel cells; Manufacture thereof
    • H01M8/10Fuel cells with solid electrolytes
    • H01M2008/1095Fuel cells with polymeric electrolytes
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/30Hydrogen technology
    • Y02E60/50Fuel cells

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Electrochemistry (AREA)
  • Sustainable Development (AREA)
  • Sustainable Energy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Conductive Materials (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Polyethers (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Separation Using Semi-Permeable Membranes (AREA)
  • Fuel Cell (AREA)
AU2001281776A 2000-05-19 2001-05-17 Ionically and covalently cross-linked polymers and polymer membranes Abandoned AU2001281776A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10024576 2000-05-19
DE10024576A DE10024576A1 (en) 2000-05-19 2000-05-19 Covalently and ionically crosslinked polymer preparation, for use as electrochemical and separating membranes, comprises crosslinking acid-, sulfinate- and amine-functional polymers
PCT/EP2001/005644 WO2001087992A2 (en) 2000-05-19 2001-05-17 Ionically and covalently cross-linked polymers and polymer membranes

Publications (1)

Publication Number Publication Date
AU2001281776A1 true AU2001281776A1 (en) 2001-11-26

Family

ID=7642663

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2001281776A Abandoned AU2001281776A1 (en) 2000-05-19 2001-05-17 Ionically and covalently cross-linked polymers and polymer membranes

Country Status (11)

Country Link
US (1) US6767585B2 (en)
EP (1) EP1292632A2 (en)
JP (3) JP2003533560A (en)
KR (1) KR20030007583A (en)
CN (1) CN1433442A (en)
AU (1) AU2001281776A1 (en)
BR (1) BR0110876A (en)
CA (1) CA2407250C (en)
DE (1) DE10024576A1 (en)
MY (1) MY128567A (en)
WO (1) WO2001087992A2 (en)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19919708A1 (en) * 1999-04-30 2001-03-01 Univ Stuttgart Gradual alkylation of polymeric amines
DE10024576A1 (en) * 2000-05-19 2001-11-22 Univ Stuttgart Covalently and ionically crosslinked polymer preparation, for use as electrochemical and separating membranes, comprises crosslinking acid-, sulfinate- and amine-functional polymers
DE10054233A1 (en) * 2000-05-19 2002-05-08 Univ Stuttgart Lehrstuhl Und I Covalently cross-linked composite membranes
WO2003099881A1 (en) * 2001-01-11 2003-12-04 Sony Corporation Ion-conductive polymer, solid polyelectrolyte, and cell employing the same
JP4154244B2 (en) 2001-05-11 2008-09-24 トーマス ヘーリング Improvement of stretched film
US7196151B2 (en) * 2001-11-22 2007-03-27 Haering Thomas Functionalized main chain polymers
AU2002363823A1 (en) * 2001-11-22 2003-07-30 Haring, Rima Modified covalently cross-linked polymers
JP4827044B2 (en) * 2002-02-28 2011-11-30 ウニヴェルズィテート シュトゥットガルト Oligomer and polymer containing sulfinate group, and method for producing the same
US7402351B2 (en) * 2002-06-10 2008-07-22 E.I. Du Pont De Nemours And Company Carboxylic acid-based ionomer fuel cells
DE10246459A1 (en) * 2002-10-04 2004-04-15 Celanese Ventures Gmbh Polymer electrolyte membrane for use, e.g. in fuel cells, obtained by heating a mixture of phosphonated aromatic polyazole monomers in polyphosphoric acid and then processing to form a self-supporting membrane
DE10246373A1 (en) * 2002-10-04 2004-04-15 Celanese Ventures Gmbh Polymer electrolyte membrane for use, e.g. in fuel cells, manufactured by heating a mixture of sulfonated aromatic polyazole monomers in polyphosphoric acid and then processing to form a self-supporting membrane
US20040110053A1 (en) * 2002-10-10 2004-06-10 Kohei Goto Proton conductive composition and proton conductive membrane
EP1652259A2 (en) 2003-07-27 2006-05-03 Pemeas GmbH Proton-conducting membrane and use thereof
US7071271B2 (en) * 2003-10-30 2006-07-04 3M Innovative Properties Company Aqueous emulsion polymerization of functionalized fluoromonomers
US7259208B2 (en) * 2003-11-13 2007-08-21 3M Innovative Properties Company Reinforced polymer electrolyte membrane
US7074841B2 (en) * 2003-11-13 2006-07-11 Yandrasits Michael A Polymer electrolyte membranes crosslinked by nitrile trimerization
US7179847B2 (en) * 2003-11-13 2007-02-20 3M Innovative Properties Company Polymer electrolytes crosslinked by e-beam
US7265162B2 (en) * 2003-11-13 2007-09-04 3M Innovative Properties Company Bromine, chlorine or iodine functional polymer electrolytes crosslinked by e-beam
US7060756B2 (en) 2003-11-24 2006-06-13 3M Innovative Properties Company Polymer electrolyte with aromatic sulfone crosslinking
US7112614B2 (en) * 2003-12-08 2006-09-26 3M Innovative Properties Company Crosslinked polymer
US7060738B2 (en) * 2003-12-11 2006-06-13 3M Innovative Properties Company Polymer electrolytes crosslinked by ultraviolet radiation
US7173067B2 (en) 2003-12-17 2007-02-06 3M Innovative Properties Company Polymer electrolyte membranes crosslinked by direct fluorination
JP4710027B2 (en) * 2004-05-27 2011-06-29 独立行政法人 日本原子力研究開発機構 Cross-linked fuel cell electrolyte membrane
JP4324518B2 (en) * 2004-07-09 2009-09-02 株式会社日立製作所 Solid polymer electrolyte for fuel cell and membrane / electrode assembly for fuel cell using the same
US6997971B1 (en) * 2004-07-28 2006-02-14 The Regents Of The University Of California Cross-linked polybenzimidazole membrane for gas separation
EP1984430A2 (en) 2006-02-03 2008-10-29 Universität Stuttgart - Institut für Chemische Verfahrenstechnik Phosphonic acid-containing blends and phosphonic acid-containing polymers
KR101968436B1 (en) 2012-07-24 2019-04-11 미쯔비시 케미컬 주식회사 Conductor, conductive composition, and laminate
WO2014178744A1 (en) * 2013-04-29 2014-11-06 Obschestvo S Ogranichennoi Otvetstvennostyu "Lukoil - Nizhegorodsky Nauchno-Issledovatelsky I Proektny Institut Po Pererabotke Nefti" Fuel cell for generating electricity using hydrogen sulfide as fuel, method for generating electricity and method of purifying hydrogen sulfide-containing gas using the fuel cell
US10049780B2 (en) 2013-05-16 2018-08-14 Mitsubishi Chemical Corporation Electroconductive composition, electrical conductor, laminate and method for producing same, electroconductive film, and solid electrolyte condenser
EP3221912B1 (en) * 2014-11-18 2024-04-03 Rensselaer Polytechnic Institute Novel polymers and methods for their manufacture
KR101993983B1 (en) * 2017-09-14 2019-06-27 성균관대학교산학협력단 Hydrogel with improved mechanical and adhesive properties and method of manufacturing the same
US20220267587A1 (en) 2019-07-30 2022-08-25 Solvay Specialty Polymers Usa, Llc Membrane comprising a blend of polyarylethersulfone and polyaryletherketone and method for manufacturing thereof
CN113185695B (en) * 2021-04-13 2022-09-16 长春工业大学 Polyether sulfone single-ion polymer and single-ion gel polymer electrolyte

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5535910A (en) * 1978-09-06 1980-03-13 Teijin Ltd Permselectivity composite membrane and preparation thereof
CA1258736A (en) * 1985-10-29 1989-08-22 National Research Council Of Canada Preparation of substituted polysulfones by metalation
EP0574791B1 (en) * 1992-06-13 1999-12-22 Aventis Research & Technologies GmbH & Co. KG Polymer electrolyte membrane and process for its manufacture
DE19622337C1 (en) * 1996-06-04 1998-03-12 Dlr Deutsche Forschungsanstalt Networking of modified engineering thermoplastics
DE19817376A1 (en) * 1998-04-18 1999-10-21 Univ Stuttgart Lehrstuhl Und I Ion exchange membranes and polymer blends, useful for fuel cells, gas separation, pervaporation and reverse osmosis
DE19836514A1 (en) * 1998-08-12 2000-02-17 Univ Stuttgart Modification of engineering polymers with N-basic groups and ion exchange groups in the side chain gives membranes of good thermal and mechanical stability useful for fuel cells, diffusion dialysis, electrodialysis, and reverse osmosis
DE19919708A1 (en) * 1999-04-30 2001-03-01 Univ Stuttgart Gradual alkylation of polymeric amines
DE10010002A1 (en) * 2000-03-02 2001-09-06 Celanese Ventures Gmbh Production of nitrated aryl polymers useful for membrane manufacture comprises dissolving an aryl polymer in concentrated sulfuric acid and adding concentrated nitric acid
DE10019732A1 (en) * 2000-04-20 2001-10-31 Univ Stuttgart Lehrstuhl Und I Acid base polymer membrane for use as fuel cells membrane for e.g. hydrogen or direct methanol fuel cells, comprises at least one polymeric acid or polymer base with specified proton conductivity
DE10021106A1 (en) * 2000-05-02 2001-11-08 Univ Stuttgart Polymeric membranes
DE10024576A1 (en) * 2000-05-19 2001-11-22 Univ Stuttgart Covalently and ionically crosslinked polymer preparation, for use as electrochemical and separating membranes, comprises crosslinking acid-, sulfinate- and amine-functional polymers

Also Published As

Publication number Publication date
JP2012111950A (en) 2012-06-14
MY128567A (en) 2007-02-28
JP2015057484A (en) 2015-03-26
DE10024576A1 (en) 2001-11-22
EP1292632A2 (en) 2003-03-19
CA2407250C (en) 2009-09-29
KR20030007583A (en) 2003-01-23
US20030208014A1 (en) 2003-11-06
US6767585B2 (en) 2004-07-27
BR0110876A (en) 2003-03-11
WO2001087992A2 (en) 2001-11-22
CA2407250A1 (en) 2001-11-22
WO2001087992A3 (en) 2002-05-23
JP2003533560A (en) 2003-11-11
JP5661656B2 (en) 2015-01-28
CN1433442A (en) 2003-07-30

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