FR3024145B1 - Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries - Google Patents

Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries Download PDF

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Publication number
FR3024145B1
FR3024145B1 FR1401709A FR1401709A FR3024145B1 FR 3024145 B1 FR3024145 B1 FR 3024145B1 FR 1401709 A FR1401709 A FR 1401709A FR 1401709 A FR1401709 A FR 1401709A FR 3024145 B1 FR3024145 B1 FR 3024145B1
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France
Prior art keywords
electrolytes
batteries
processes
preparation
sodium salts
Prior art date
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Application number
FR1401709A
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English (en)
French (fr)
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FR3024145A1 (fr
Inventor
Jean-Roger Desmurs
Elisabet Dunach Clinet
Philippe Knauth
Vincent MORIZUR
Sandra Olivero
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.)
Aix-Marseille Université
Centre National de la Recherche Scientifique
CDP Innovation SAS
Original Assignee
Aix-Marseille Université
Centre National de la Recherche Scientifique
CDP Innovation SAS
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Publication date
Priority to FR1401709A priority Critical patent/FR3024145B1/fr
Application filed by Aix-Marseille Université, Centre National de la Recherche Scientifique, CDP Innovation SAS filed Critical Aix-Marseille Université
Priority to PCT/FR2015/000153 priority patent/WO2016012669A1/fr
Priority to EP15763958.4A priority patent/EP3172259B1/fr
Priority to CN201580051067.0A priority patent/CN107004455B/zh
Priority to JP2017524114A priority patent/JP6723998B2/ja
Priority to KR1020177005145A priority patent/KR102441684B1/ko
Priority to US15/327,606 priority patent/US10109883B2/en
Publication of FR3024145A1 publication Critical patent/FR3024145A1/fr
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Publication of FR3024145B1 publication Critical patent/FR3024145B1/fr
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    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • H01B1/124—Intrinsically conductive polymers
    • H01B1/128—Intrinsically conductive polymers comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/48—Polymers modified by chemical after-treatment
    • 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
    • B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
    • B01J39/08—Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
    • B01J39/16—Organic material
    • B01J39/18—Macromolecular compounds
    • B01J39/19—Macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
    • 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
    • B01J47/00—Ion-exchange processes in general; Apparatus therefor
    • B01J47/12—Ion-exchange processes in general; Apparatus therefor characterised by the use of ion-exchange material in the form of ribbons, filaments, fibres or sheets, e.g. membranes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/38—Macromolecular 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
    • C08G65/40—Macromolecular 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
    • C08G65/4012—Other compound (II) containing a ketone group, e.g. X-Ar-C(=O)-Ar-X for polyetherketones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/38—Macromolecular 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
    • C08G65/40—Macromolecular 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
    • C08G65/4012—Other compound (II) containing a ketone group, e.g. X-Ar-C(=O)-Ar-X for polyetherketones
    • C08G65/4056—(I) or (II) containing sulfur
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/38—Macromolecular 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
    • C08G65/40—Macromolecular 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
    • C08G65/4093—Macromolecular 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 characterised by the process or apparatus used
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/20—Polysulfones
    • C08G75/23—Polyethersulfones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/20—Manufacture of shaped structures of ion-exchange resins
    • C08J5/22—Films, membranes or diaphragms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/20—Manufacture of shaped structures of ion-exchange resins
    • C08J5/22—Films, membranes or diaphragms
    • C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
    • C08J5/2218—Synthetic macromolecular compounds
    • C08J5/2256—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions other than those involving carbon-to-carbon bonds, e.g. obtained by polycondensation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • 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
    • 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
    • H01M10/054—Accumulators with insertion or intercalation of metals other than lithium, e.g. with magnesium or aluminium
    • 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
    • H01M10/0565—Polymeric materials, e.g. gel-type or solid-type
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing oxygen in addition to the ether group
    • C08G2650/40—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing oxygen in addition to the ether group containing ketone groups, e.g. polyarylethylketones, PEEK or PEK
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2371/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
    • C08J2371/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
    • C08J2371/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2381/00—Characterised 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
    • C08J2381/06—Polysulfones; Polyethersulfones
    • 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
    • H01M2300/0065—Solid electrolytes
    • H01M2300/0082—Organic polymers

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Manufacturing & Machinery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Electrochemistry (AREA)
  • Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • Dispersion Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Secondary Cells (AREA)
  • Conductive Materials (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Polyethers (AREA)
  • Primary Cells (AREA)
FR1401709A 2014-07-23 2014-07-23 Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries Active FR3024145B1 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
FR1401709A FR3024145B1 (fr) 2014-07-23 2014-07-23 Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries
EP15763958.4A EP3172259B1 (fr) 2014-07-23 2015-07-20 Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries
CN201580051067.0A CN107004455B (zh) 2014-07-23 2015-07-20 含有磺酰胺钠或锂盐的新型聚合物、其制备方法及其作为电池电解质的用途
JP2017524114A JP6723998B2 (ja) 2014-07-23 2015-07-20 スルホンアミドナトリウムまたはリチウム塩を含む新規なポリマー、その製造方法および電池用の電解質としてのその使用
PCT/FR2015/000153 WO2016012669A1 (fr) 2014-07-23 2015-07-20 Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries
KR1020177005145A KR102441684B1 (ko) 2014-07-23 2015-07-20 설폰아미드 나트륨염 또는 리튬염을 포함하는 신규한 고분자, 그의 제조 방법 및 전지 전해질로서의 사용
US15/327,606 US10109883B2 (en) 2014-07-23 2015-07-20 Polymers containing sulfonamide sodium or lithium salts, methods for production thereof and uses of same as electrolytes for batteries

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1401709A FR3024145B1 (fr) 2014-07-23 2014-07-23 Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries

Publications (2)

Publication Number Publication Date
FR3024145A1 FR3024145A1 (fr) 2016-01-29
FR3024145B1 true FR3024145B1 (fr) 2018-03-16

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FR1401709A Active FR3024145B1 (fr) 2014-07-23 2014-07-23 Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries

Country Status (7)

Country Link
US (1) US10109883B2 (enExample)
EP (1) EP3172259B1 (enExample)
JP (1) JP6723998B2 (enExample)
KR (1) KR102441684B1 (enExample)
CN (1) CN107004455B (enExample)
FR (1) FR3024145B1 (enExample)
WO (1) WO2016012669A1 (enExample)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3024146B1 (fr) * 2014-07-23 2018-02-16 Cdp Innovation Nouveaux polymeres contenant des sels de lithium ou de sodium de bis(sulfonyl)imides greffes, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries
FR3049605B1 (fr) * 2016-04-05 2018-03-23 Arkema France Procede d'obtention de films fins et articles filmogenes
KR102233775B1 (ko) * 2016-07-13 2021-03-30 삼성에스디아이 주식회사 고분자, 및 이를 포함하는 전해질과 리튬 전지
KR102094466B1 (ko) 2016-10-31 2020-03-27 주식회사 엘지화학 이차전지용 고분자 전해질 및 이를 포함하는 이차전지
WO2018080259A1 (ko) * 2016-10-31 2018-05-03 주식회사 엘지화학 이차전지용 고분자 전해질 및 이를 포함하는 이차전지
KR102256487B1 (ko) 2017-07-06 2021-05-27 주식회사 엘지에너지솔루션 이차전지용 고분자 전해질 및 이를 포함하는 리튬 이차전지
FR3113676B1 (fr) * 2020-09-03 2023-06-16 Cdp Innovation Polymeres contenant des unites de repetition avec plusieurs motifs sulfonates metalliques ou organiques, leurs procedes de preparation et leurs utilisations
FR3129151A1 (fr) 2021-11-18 2023-05-19 Teoxane SA Procédé d’amidation sur support solide
CN116169363A (zh) * 2023-03-24 2023-05-26 西安交通大学 一种钠离子电池电解液及钠离子电池
CN116903847B (zh) * 2023-07-18 2026-07-21 山东正熵能源科技有限公司 磺酸锂基聚醚单离子聚合物电解质DEBS-Li及其制备方法和应用

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SG73410A1 (en) * 1992-06-13 2000-06-20 Hoechst Ag Polymer electrolyte membrane and process for the production thereof
US6090895A (en) * 1998-05-22 2000-07-18 3M Innovative Properties Co., Crosslinked ion conductive membranes
EP1205998A2 (de) * 2000-11-10 2002-05-15 MERCK PATENT GmbH Elektrolyte
JP3630306B2 (ja) * 2001-02-23 2005-03-16 株式会社豊田中央研究所 多官能化電解質及びこれを用いた電気化学デバイス並びに多官能化電解質の製造方法
FR2853320B1 (fr) * 2003-04-03 2005-05-06 Rhodia Chimie Sa Composition reticulable pour electrolyte de batterie
FR2883293B1 (fr) * 2005-03-16 2007-05-25 Inst Nat Polytech Grenoble Extrusion de polymeres ioniques a groupements ioniques alcalins
US20120308899A1 (en) 2011-02-16 2012-12-06 Taiwan Textile Research Institute Polymer-Based Solid Electrolytes and Preparation Methods Thereof
FR2979630B1 (fr) * 2011-09-05 2013-10-04 Univ Provence Aix Marseille 1 Copolymeres a blocs dont un polyanionique base sur un monomere anion de type tfsili comme electrolyte de batterie.
CN105085847B (zh) * 2014-05-23 2018-05-04 中国科学院宁波材料技术与工程研究所 一种磺酰胺化芳香族聚合物、其制备方法及应用
FR3024146B1 (fr) * 2014-07-23 2018-02-16 Cdp Innovation Nouveaux polymeres contenant des sels de lithium ou de sodium de bis(sulfonyl)imides greffes, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries

Also Published As

Publication number Publication date
CN107004455A (zh) 2017-08-01
JP6723998B2 (ja) 2020-07-15
EP3172259A1 (fr) 2017-05-31
FR3024145A1 (fr) 2016-01-29
WO2016012669A1 (fr) 2016-01-28
JP2017524063A (ja) 2017-08-24
US20170170516A1 (en) 2017-06-15
KR102441684B1 (ko) 2022-09-07
CN107004455B (zh) 2019-07-16
KR20170048354A (ko) 2017-05-08
EP3172259B1 (fr) 2021-05-19
US10109883B2 (en) 2018-10-23

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