FR2568574A1 - Ionically conductive polymer and solid electrolyte employing it - Google Patents

Ionically conductive polymer and solid electrolyte employing it Download PDF

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Publication number
FR2568574A1
FR2568574A1 FR8412143A FR8412143A FR2568574A1 FR 2568574 A1 FR2568574 A1 FR 2568574A1 FR 8412143 A FR8412143 A FR 8412143A FR 8412143 A FR8412143 A FR 8412143A FR 2568574 A1 FR2568574 A1 FR 2568574A1
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solid electrolyte
polymer
chosen
conductive polymer
electrolyte
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FR2568574B1 (en
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Xavier Andrieu
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Alcatel Lucent SAS
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Compagnie Generale dElectricite SA
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    • 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
    • H01M6/18—Cells with non-aqueous electrolyte with solid electrolyte
    • H01M6/181—Cells with non-aqueous electrolyte with solid electrolyte with polymeric electrolytes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/10—Metal compounds
    • C08K3/105—Compounds containing metals of Groups 1 to 3 or of Groups 11 to 13 of the Periodic Table
    • 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
    • H01B1/122—Ionic conductors

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Electrochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Conductive Materials (AREA)
  • Secondary Cells (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The increase in the ionic conduction of polymeric solid electrolytes takes place through the use of a polyethylene glycol alkyl ether of following general formula: R denotes H or CH3 or an alkali metal, with x between 2 and 40 and y between 2 and 100.

Description

Polymère conducteur ionique et électrolyte solide en faisant application
La présente invention concerne un polymère conducteur ionique et un électrolyte solide en faisant application.Ionic conductive polymer and solid electrolyte by application
The present invention relates to an ion conductive polymer and a solid electrolyte using it.

On connaît des polymères conducteurs ioniques généralement à base de polyéthers, présentant une conductivité ionique à peine supérieure à 10 7 Q 1 cm 1 à température ambiante. Dans ces conditions de température, il n'est pas possible d'utiliser ces polymères pour réaliser des électrolytes solides avec des résultats satisfaisants. Les générateur: électrochimiques au lithium, comportant un électrolyte solide à base de tels polymères, ne peuvent fonctionner qu'à partir de 400C ou 500C et pour des densités de courant relativement faibles. Ionic conductive polymers are generally known, based on polyethers, having an ionic conductivity barely greater than 10 7 Q 1 cm 1 at room temperature. Under these temperature conditions, it is not possible to use these polymers to produce solid electrolytes with satisfactory results. Generators: lithium electrochemicals, comprising a solid electrolyte based on such polymers, can only operate from 400C or 500C and for relatively low current densities.

La présente invention a pour objet un polymère conducteur ionique présentant des fonctions polyéther, caractérisé par le fait qu'il est constitué par un polyéthylène glycol éther alcoyle de formule générale
CH3 - (CH2) - (O - CH2 - CH2) - O - R où x est compris entre 2 et 40, où y est compris entre 2 et 100, et où R désigne H ou CH3 ou un métal alcalin.The present invention relates to an ionic conductive polymer having polyether functions, characterized in that it consists of a polyethylene glycol alkyl ether of general formula
CH3 - (CH2) - (O - CH2 - CH2) - O - R where x is between 2 and 40, where y is between 2 and 100, and where R denotes H or CH3 or an alkali metal.

Il est souhaitable que la masse moléculaire totale du polymère soit supérieure à 300. It is desirable that the total molecular weight of the polymer be greater than 300.

De préférence sa balance hydrophile-lipophile (H.L.B) est supé- rieure à 3. Preferably its hydrophilic-lipophilic balance (H.L.B) is greater than 3.

La présente invention a également pour objet un électrolyte solide faisant application du polymère précédent. The present invention also relates to a solid electrolyte applying the preceding polymer.

En plus dudit polymère, ledit électrolyte comporte au moins un sel ionisable de formule M X , M étant choisi parmi Li+, Na+, K+, Ca2+, Nu4+, X étant choisi parmi Cl04, CF3S03, SCN , BF4, I , Br, N3, BH4, CF3CO3, B (C6H5)4 la proportion pondérale dudit sel dans le mélange étant au moins de 5%. In addition to said polymer, said electrolyte comprises at least one ionizable salt of formula MX, M being chosen from Li +, Na +, K +, Ca2 +, Nu4 +, X being chosen from Cl04, CF3S03, SCN, BF4, I, Br, N3, BH4 , CF3CO3, B (C6H5) 4 the weight proportion of said salt in the mixture being at least 5%.

Il peut comporter en outre un polymère complexant choisi parmi un polyoxyde d'éthylène un polyoxyde de propylène, un copolymère statistique, alterné, séquencé ou greffé de polyéthers. Cette addition de polymère complexant est nécessaire lorsque le polyéthylène glycol éther alcoyle ne présente pas une tenue mécanique satisfaisante à la température d'utilisation.  It may also comprise a complexing polymer chosen from a polyethylene oxide, a propylene polyoxide, a random, alternating, block or graft copolymer of polyethers. This addition of complexing polymer is necessary when the polyethylene glycol alkyl ether does not exhibit satisfactory mechanical strength at the temperature of use.

Le mélange avec un autre conducteur ionique de type polyéther peut être envisagé sans limitation de proportions. Mixing with another ionic conductor of polyether type can be envisaged without limitation of proportions.

Dans tous les cas, le rapport du nombre total de motifs éther par rapport au nombre de cations présents dans l'électrolyte est de préférence compris entre 5 et 8. In all cases, the ratio of the total number of ether units to the number of cations present in the electrolyte is preferably between 5 and 8.

La conductivité ionique des polymères selon l'invention est supérieure à 10-6J1-1 cm 1 à la température ordinaire. The ionic conductivity of the polymers according to the invention is greater than 10-6J1-1 cm 1 at ordinary temperature.

Les électrolytes solides à base de ces polymères peuveut être utilisés dans des générateurs électrochimiques primaires ou secondaires, des supercondensateurs à double couche électrochimique, des afficheurs électrochromes, des capteurs, et toutes les applications de la microionique faisant appel aux électrolytes solides. Solid electrolytes based on these polymers can be used in primary or secondary electrochemical generators, double electrochemical layer supercapacitors, electrochromic displays, sensors, and all applications of microionics using solid electrolytes.

D'autres caractéristiques et avantages de la présente invention apparattront au cours de la description suivante de trois modes de réalisation donnés à titre illustratif mais nullement limitatif. Other characteristics and advantages of the present invention will appear during the following description of three embodiments given by way of illustration but in no way limitative.

EXEMPLE 1
On dissout dans 30 cm3 de tétrahydrofuranne THF à 400C : - 320 mg de polyoxyéthylène stéaryl éther de formule C18H37(0CH2CH2)200H - 80 mg de Lit104
Après dissolution complète, le solvant est évaporé puis la masse obtenue est séchée sous vide primaire pendant 15 heures à 1000C.EXAMPLE 1
Dissolve in 30 cm3 of tetrahydrofuran THF at 400C: - 320 mg of polyoxyethylene stearyl ether of formula C18H37 (0CH2CH2) 200H - 80 mg of Lit104
After complete dissolution, the solvent is evaporated and the mass obtained is dried under primary vacuum for 15 hours at 1000C.

Après mise en forme de l'électrolyte par pastillage dans une matrice métallique à température ambiante, la conductivité ionique continue mesurée à 250C sur un élément symétrique lithium/électrolyte/lithium est de 3,70 x îo#6JL#1 cml. After shaping the electrolyte by pelleting in a metal matrix at room temperature, the continuous ionic conductivity measured at 250C on a symmetrical lithium / electrolyte / lithium element is 3.70 x 10 # 6JL # 1 cml.

EXEMPLE 2
On réalise suivant la procédure de l'exemple 1 un électrolyte contenant - 320 mg de polyoxyéthylène (M = 900000) - 200 mg de polyoxyéthylène lauryl éther de formule C12H25 (oCH2CH2)23oH - 100 mg Licol04
La mise en forme de l'électrolyte se fait par coulée sur un moule en téflon. On peut obtenir ainsi un film d'électrolyte dont la conductivité ionique mesurée à 250C est de 1 x 10-6 #-1 cm-1. EXAMPLE 2
An electrolyte containing - 320 mg of polyoxyethylene (M = 900,000) - 200 mg of polyoxyethylene lauryl ether of formula C12H25 (oCH2CH2) 23oH - 100 mg Licol04 is produced according to the procedure of Example 1
The shaping of the electrolyte is done by casting on a Teflon mold. One can thus obtain an electrolyte film whose ionic conductivity measured at 250C is 1 x 10-6 # -1 cm-1.

EXEMPLE 3
On réalise suivant la procédure de l'exemple 1 un électrolyte contenant - 360 mg de polyoxyéthylène (M = 900000) - 300 mg de polyoxéthylène stéaryl éther - 72 mg de LiCl04
La conductivité ionique# mesurée à 250C est de 4,50 x 10 6 t 1 cl 1. EXAMPLE 3
An electrolyte containing - 360 mg of polyoxyethylene (M = 900,000) - 300 mg of polyoxethylene stearyl ether - 72 mg of LiCl04 is produced according to the procedure of Example 1
The ionic conductivity # measured at 250C is 4.50 x 10 6 t 1 cl 1.

Bien entendu l'invention n'est pas limitée aux modes de réalisation qui viennent d'être décrits. On pourra, sans sortir du cadre de l'invention, remplacer tout moyen par un moyen équivalent.  Of course, the invention is not limited to the embodiments which have just been described. Without departing from the scope of the invention, any means can be replaced by equivalent means.

Claims (6)

REVENDICATIONS 1/ Polymère conducteur ionique présentant des fonctions polyéther, caractérisé par le fait qu'il est constitué en polyéthylène glycol éther alcoyle de formule générale1 / Ionic conductive polymer having polyether functions, characterized in that it consists of polyethylene glycol alkyl ether of general formula CH3 - (CH2)x - (O - CH2 - CH2) - O - R où x est compris entre 2 et 40, où y est compris entre 2 et 100, et où R désigne H, ou CH3 ou un métal alcalin.CH3 - (CH2) x - (O - CH2 - CH2) - O - R where x is between 2 and 40, where y is between 2 and 100, and where R denotes H, or CH3 or an alkali metal. 2/ Polymère conducteur ionique selon la revendication 1, caractérisé par le fait que sa masse totale moléculaire est supérieure à 300.2 / an ion-conducting polymer according to claim 1, characterized in that its total molecular mass is greater than 300. 3/ Polymère selon l'une des revendications 1 et 2, caractérisé par le fait que sa balance hydrophile-lipophile est supérieure à 3.3 / Polymer according to one of claims 1 and 2, characterized in that its hydrophilic-lipophilic balance is greater than 3. 4/ Electrolyte solide, caractérisé par le fait qu'il comporte le poly maère conducteur ionique selon l'une des revendications 1 à 3 et au moins un sel ionisable de formule M X , M+ étant choisi parmi Li+, Na , K 4 / solid electrolyte, characterized by the fact that it comprises the ionic conductive poly maer according to one of claims 1 to 3 and at least one ionizable salt of formula M X, M + being chosen from Li +, Na, K Ca2+, NA; Ca2 +, NA; X étant choisi parmi Cl04, CF3S03; SON , BF4, I , Br, N3, BH4, CF3CO#, B (C6H5 > 4 la proportion pondérale dudit sel dans le mélange étant au moins de 5%.X being chosen from Cl04, CF3S03; SON, BF4, I, Br, N3, BH4, CF3CO #, B (C6H5> 4 the proportion by weight of said salt in the mixture being at least 5%. 5/ Electrolyte solide selon la revendication 4, caractérisé par le fait qu'il comporte en outre un polymère complexant choisi parmi un polyoxyde d'éthylène, un polyoxyde de propylène, un copolymère statistique, alterné, séquencé ou greffé de polyéthers. 5 / solid electrolyte according to claim 4, characterized in that it further comprises a complexing polymer chosen from a polyethylene oxide, a propylene polyoxide, a random, alternating, block or graft copolymer of polyethers. 6/ Electrolyte solide selon l'une des revendications 4 et 5, caractérisé par le fait que le rapport du nombre total de motifs éther au nombre de cations présents dans l'électrolyte est compris entre 5 et 8. 6 / solid electrolyte according to one of claims 4 and 5, characterized in that the ratio of the total number of ether units to the number of cations present in the electrolyte is between 5 and 8.
FR8412143A 1984-07-31 1984-07-31 ION CONDUCTIVE POLYMER AND SOLID ELECTROLYTE USING THE SAME Expired FR2568574B1 (en)

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Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1989000771A1 (en) * 1987-07-14 1989-01-26 The Secretary Of State For Defence In Her Britanni Ion conductors
WO1989010578A1 (en) * 1988-04-29 1989-11-02 Coat I Göteborg Ab Electrochromic device and a method to manufacture the same
DE3920129A1 (en) * 1988-06-21 1989-12-28 Ricoh Kk ELECTROCHEMICAL DEVICE
FR2640801A1 (en) * 1988-12-16 1990-06-22 Nippon Oil Co Ltd SOLID POLYELECTROLYTE AND PROCESS FOR ITS PREPARATION
EP0418067A2 (en) * 1989-09-13 1991-03-20 Dai-Ichi Kogyo Seiyaku Co., Ltd. Method for improving electric conductivity of a resin moulding
EP0421612A2 (en) * 1989-09-11 1991-04-10 Dai-Ichi Kogyo Seiyaku Co., Ltd. Method for improving electric conductivity of a resin moulding
US5011739A (en) * 1989-10-02 1991-04-30 Eastman Kodak Company Moisture stable biasable transfer members and method for making same
US5156915A (en) * 1991-11-26 1992-10-20 Eastman Kodak Company Moisture stable polyurethane biasable members
US5173205A (en) * 1990-12-21 1992-12-22 Eniricerche S.P.A. Solid polymer electrolyte based on cross-linked polyvinylether
FR2683655A1 (en) * 1991-11-12 1993-05-14 Thomson Csf Variable-contrast visual-display screen
US5212032A (en) * 1991-11-26 1993-05-18 Eastman Kodak Company Moisture stable polyurethane biasable transfer members
US5217838A (en) * 1991-11-26 1993-06-08 Eastman Kodak Company Moisture stable biasable transfer members
US5250357A (en) * 1991-11-26 1993-10-05 Eastman Kodak Company Moisture stable elastomeric polyurethane biasable transfer members
US5264307A (en) * 1992-04-28 1993-11-23 Eniriceche S.p.A. Solid, polymeric, polyether based electrolyte
US5378405A (en) * 1993-07-28 1995-01-03 Minnesota Mining And Manufacturing Company Conductive microparticles and pressure-sensitive adhesive tapes made therefrom
US5393620A (en) * 1992-02-17 1995-02-28 Ecp Enichem Polimeri S.R.L. Conductive polymers with ionic conductance
US5411819A (en) * 1992-03-04 1995-05-02 Eniricerche S.P.A. Process for preparing a solid, polymeric electrolyte based on polyvinyl ethers
US5508107A (en) * 1993-07-28 1996-04-16 Minnesota Mining And Manufacturing Company Pressure-sensitive adhesive tapes for electronics applications

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2226756A1 (en) * 1973-04-21 1974-11-15 Varta Batterie
EP0037776A1 (en) * 1980-03-31 1981-10-14 ETAT-FRANCAIS représenté par le Délégué Général pour l' Armement Solid electrolyte based on macromolucular material with ionic conductivity
GB2118763A (en) * 1982-04-16 1983-11-02 Atomic Energy Authority Uk Solid state electrochemical cell
DE3223119A1 (en) * 1982-05-26 1983-12-01 BBC Aktiengesellschaft Brown, Boveri & Cie., 5401 Baden, Aargau Process for increasing the electrical surface conductivity of a body

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2226756A1 (en) * 1973-04-21 1974-11-15 Varta Batterie
EP0037776A1 (en) * 1980-03-31 1981-10-14 ETAT-FRANCAIS représenté par le Délégué Général pour l' Armement Solid electrolyte based on macromolucular material with ionic conductivity
GB2118763A (en) * 1982-04-16 1983-11-02 Atomic Energy Authority Uk Solid state electrochemical cell
DE3223119A1 (en) * 1982-05-26 1983-12-01 BBC Aktiengesellschaft Brown, Boveri & Cie., 5401 Baden, Aargau Process for increasing the electrical surface conductivity of a body

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5041346A (en) * 1987-07-14 1991-08-20 Secretary Of State For Defence In Her Britannic Majesty's Government Of U.K. Ion conductors
WO1989000771A1 (en) * 1987-07-14 1989-01-26 The Secretary Of State For Defence In Her Britanni Ion conductors
WO1989010578A1 (en) * 1988-04-29 1989-11-02 Coat I Göteborg Ab Electrochromic device and a method to manufacture the same
DE3920129A1 (en) * 1988-06-21 1989-12-28 Ricoh Kk ELECTROCHEMICAL DEVICE
DE3920129C2 (en) * 1988-06-21 1991-02-21 Ricoh Co., Ltd., Tokio/Tokyo, Jp
FR2640801A1 (en) * 1988-12-16 1990-06-22 Nippon Oil Co Ltd SOLID POLYELECTROLYTE AND PROCESS FOR ITS PREPARATION
EP0421612A2 (en) * 1989-09-11 1991-04-10 Dai-Ichi Kogyo Seiyaku Co., Ltd. Method for improving electric conductivity of a resin moulding
EP0421612A3 (en) * 1989-09-11 1992-08-19 Dai-Ichi Kogyo Seiyaku Co., Ltd. Method for improving electric conductivity of a resin molding
EP0418067A2 (en) * 1989-09-13 1991-03-20 Dai-Ichi Kogyo Seiyaku Co., Ltd. Method for improving electric conductivity of a resin moulding
EP0418067A3 (en) * 1989-09-13 1991-08-28 Dai-Ichi Kogyo Seiyaku Co., Ltd. Method for improving electric conductivity of a resin moulding
US5011739A (en) * 1989-10-02 1991-04-30 Eastman Kodak Company Moisture stable biasable transfer members and method for making same
US5173205A (en) * 1990-12-21 1992-12-22 Eniricerche S.P.A. Solid polymer electrolyte based on cross-linked polyvinylether
FR2683655A1 (en) * 1991-11-12 1993-05-14 Thomson Csf Variable-contrast visual-display screen
US5217838A (en) * 1991-11-26 1993-06-08 Eastman Kodak Company Moisture stable biasable transfer members
US5212032A (en) * 1991-11-26 1993-05-18 Eastman Kodak Company Moisture stable polyurethane biasable transfer members
US5156915A (en) * 1991-11-26 1992-10-20 Eastman Kodak Company Moisture stable polyurethane biasable members
US5250357A (en) * 1991-11-26 1993-10-05 Eastman Kodak Company Moisture stable elastomeric polyurethane biasable transfer members
US5393620A (en) * 1992-02-17 1995-02-28 Ecp Enichem Polimeri S.R.L. Conductive polymers with ionic conductance
US5411819A (en) * 1992-03-04 1995-05-02 Eniricerche S.P.A. Process for preparing a solid, polymeric electrolyte based on polyvinyl ethers
US5264307A (en) * 1992-04-28 1993-11-23 Eniriceche S.p.A. Solid, polymeric, polyether based electrolyte
US5378405A (en) * 1993-07-28 1995-01-03 Minnesota Mining And Manufacturing Company Conductive microparticles and pressure-sensitive adhesive tapes made therefrom
US5508107A (en) * 1993-07-28 1996-04-16 Minnesota Mining And Manufacturing Company Pressure-sensitive adhesive tapes for electronics applications

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