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WO2001017904A1 - MELANGES CONTENANT LiPF¿6? - Google Patents

MELANGES CONTENANT LiPF¿6? Download PDF

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Publication number
WO2001017904A1
WO2001017904A1 PCT/EP2000/008438 EP0008438W WO0117904A1 WO 2001017904 A1 WO2001017904 A1 WO 2001017904A1 EP 0008438 W EP0008438 W EP 0008438W WO 0117904 A1 WO0117904 A1 WO 0117904A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
lipf
mixtures
mixture
alkylene
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.)
Ceased
Application number
PCT/EP2000/008438
Other languages
German (de)
English (en)
Inventor
Olaf BÖSE
Matthias Rieland
Dirk Seffer
Wolfgang Kalbreyer
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.)
Solvay Fluor GmbH
Original Assignee
Solvay Fluor und Derivate GmbH
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 Solvay Fluor und Derivate GmbH filed Critical Solvay Fluor und Derivate GmbH
Priority to AU70008/00A priority Critical patent/AU7000800A/en
Publication of WO2001017904A1 publication Critical patent/WO2001017904A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • H01M10/0568—Liquid materials characterised by the solutes
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01D—COMPOUNDS OF ALKALI METALS, i.e. LITHIUM, SODIUM, POTASSIUM, RUBIDIUM, CAESIUM, OR FRANCIUM
    • C01D15/00—Lithium compounds
    • C01D15/005—Lithium hexafluorophosphate
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C233/05—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • 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
    • 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

Definitions

  • the invention relates to mixtures of LiPF 6 with certain acid amides and their use in electrolytes for batteries.
  • a large number of conductive salts and a large number of different organic solvents are known as the electrolyte solution for water-free batteries, see for example J. Electrochem. Soc. Vol. 141 (1994), pages 2989 to 2996.
  • Alkyl carbonates or alkylene carbonates are used particularly frequently, see EP-A-0 643 433.
  • the use of pyrocarbonates is also known, see US Pat. No. 5,427,874.
  • Alkyl acetates, N, N-disubstituted acetamides, sulfoxides, nitriles, glycol ethers or ethers can also be used, see EP-A-0 662 729. Mixtures of such solvents are also useful, for example also mixtures with dioxolane, see EP-A-0 385 724th
  • the object of the present invention is to provide stabilized mixtures with lithium hexafluorophosphate. This object is achieved by the present invention.
  • the mixtures according to the invention comprise LiPF 6 and at least one compound having the formula (I) R 1 C (0) NR 2 R 3 .
  • R 1 is CF 3 or R 4 CF 2 ;
  • R 2 , R 3 and R 4 are the same or different and stand for linear or branched C1-C3-alkyl.
  • R 2 , R 3 and R 4 can also represent linear or branched C1-C3 alkyl which is substituted by at least 1 halogen atom, preferably at least 1 fluorine atom.
  • the mixtures consist of LiPF 6 and at least one of the compounds of the formula (I) mentioned.
  • the compound or the compounds of formula (I) then act as a solvent and at the same time bring about stabilization of the solution.
  • the LiPF 6 is advantageously present in a concentration of at least 0.5 mol / l of the mixture if this mixture is to be used directly as an electrolyte. It is of course possible to provide smaller concentrations of lithium hexafluorophosphate - then the conductivity is correspondingly lower.
  • the upper limit in this case is the saturation concentration of LiPF 6 in the acetamide used.
  • mixtures with LiPF 6 concentrations of about 0.8 to 1.2 mol / 1 have optimal conductivity.
  • the concentration can also exceed the saturation limit.
  • dissolved LiPF 6 there is also solid LiPFg.
  • the solid / liquid mixture mentioned is then to be regarded as an intermediate stage for the production of electrolyte solutions.
  • Another embodiment contains LiPF 6 , at least one amide of the formula (I) and at least one further dipolar aprotic solvent known per se.
  • Preferred further solvents are selected from the group comprising dialkyl carbonate and alkylene carbonate, where alkyl is preferably C1-C3-alkyl and alkylene for ethylene and propylene.
  • alkyl is preferably C1-C3-alkyl and alkylene for ethylene and propylene.
  • dipolar aprotic solvents for example lactones, nitriles, formamides, acetamides, pyrolidinones, oxazolidinones, imidazolidinones, nitroalkanes, N, N-substituted urethanes, sulfolanes, dialkyl sulfoxides and sulfites and trialkyl phosphates.
  • the alkyl derivatives or di- or trialkyl derivatives with C1-C3-alkyl are preferred.
  • the amide of the formula (I) is then contained in such mixtures at least in an amount which has a stabilizing effect on the LiPF 6 .
  • Such mixtures preferably contain 0.5 mol / 1 LiPF 6 up to the saturation limit, 0.1 to 99.9% by volume of at least one compound of the formula (I) and 99.1 to 0.1% by volume of the or of other aprotic dipolar solvents.
  • LiPFg can also be contained in these mixtures beyond the saturation limit. This presupposes that further solvent is added before use as an electrolyte until the LiPF 6 has completely dissolved.
  • Another object of the present invention is the use of the mixtures according to the invention as an electrolyte in water-free batteries and Li-ion batteries with the mixtures according to the invention as an electrolyte.
  • the advantage of the mixtures according to the invention is that they have a stabilizing effect on the LiPFg. It has been found that the mixtures according to the invention can be heated to, for example, 90 ° C. without decomposition products being observed (for example in the 19 F-NMR spectrum or in the 31 P-NMR spectrum). The present examples are intended to explain the invention further without restricting its scope.
  • LiPF 6 LiPF 6

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Electrochemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • Physics & Mathematics (AREA)
  • Secondary Cells (AREA)

Abstract

L'hexafluorophosphate de lithium est utilisé comme sel conducteur dans des électrolytes, par ex. des piles. Les solvants utilisés sont des composés dipolaires aprotiques, par exemple des carbonates d'alkyle, des lactones, des nitriles, des formamides, des sulfoxydes ou des phosphates. Il a été découvert que des dialkylamides d'acides carboxyliques fluorés, en particulier de l'acide trifluoroacétique, en tant que seul solvant ou mélangé à des solvants connus utilisés dans ce cadre exercent un effet stabilisateur sur l'hexafluorophosphate de lithium.
PCT/EP2000/008438 1999-09-03 2000-08-30 MELANGES CONTENANT LiPF¿6? Ceased WO2001017904A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU70008/00A AU7000800A (en) 1999-09-03 2000-08-30 Mixtures with LiPF6

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19942021A DE19942021A1 (de) 1999-09-03 1999-09-03 Gemische mit LiPF¶6¶
DE19942021.1 1999-09-03

Publications (1)

Publication Number Publication Date
WO2001017904A1 true WO2001017904A1 (fr) 2001-03-15

Family

ID=7920672

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2000/008438 Ceased WO2001017904A1 (fr) 1999-09-03 2000-08-30 MELANGES CONTENANT LiPF¿6?

Country Status (3)

Country Link
AU (1) AU7000800A (fr)
DE (1) DE19942021A1 (fr)
WO (1) WO2001017904A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7191008B2 (en) 2001-05-30 2007-03-13 Medtronic, Inc. Implantable medical device with a dual power source
US7337001B2 (en) * 2001-05-30 2008-02-26 Medtronic, Inc. Implantable medical device and method with a dual power source incorporating electrolyte additive 2,2,2-trifluoroacetamide

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5085954A (en) * 1989-03-31 1992-02-04 Hitachi Maxell, Ltd. Organic electrolyte solution type cell
JPH1064584A (ja) * 1996-08-13 1998-03-06 Fujitsu Ltd リチウム二次電池用非水電解液
EP0902492A1 (fr) * 1997-09-11 1999-03-17 Hydro-Quebec Solvants et nouvelles compositions électrolytiques possédant un large domaine de stabilité et une conductivité élevée
WO2000038259A1 (fr) * 1998-12-19 2000-06-29 Solvay Fluor Und Derivate Gmbh Systeme d'electrolyte pour piles au lithium et son utilisation, ainsi que procede pour accroitre la securite des piles au lithium

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5085954A (en) * 1989-03-31 1992-02-04 Hitachi Maxell, Ltd. Organic electrolyte solution type cell
JPH1064584A (ja) * 1996-08-13 1998-03-06 Fujitsu Ltd リチウム二次電池用非水電解液
EP0902492A1 (fr) * 1997-09-11 1999-03-17 Hydro-Quebec Solvants et nouvelles compositions électrolytiques possédant un large domaine de stabilité et une conductivité élevée
WO2000038259A1 (fr) * 1998-12-19 2000-06-29 Solvay Fluor Und Derivate Gmbh Systeme d'electrolyte pour piles au lithium et son utilisation, ainsi que procede pour accroitre la securite des piles au lithium

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
M. UE ET AL.: "Electrochemical properties of organic liquid electrolytes based on quaternary onium salts for electrical double-layer capacitors", JOURNAL OF THE ELECTROCHEMICAL SOCIETY., vol. 141, no. 11, November 1994 (1994-11-01), ELECTROCHEMICAL SOCIETY. MANCHESTER, NEW HAMPSHIRE., US, pages 2989 - 2996, XP002154761, ISSN: 0013-4651 *
PATENT ABSTRACTS OF JAPAN vol. 1998, no. 08 30 June 1998 (1998-06-30) *

Also Published As

Publication number Publication date
AU7000800A (en) 2001-04-10
DE19942021A1 (de) 2001-03-08

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