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WO2014167034A3 - Fluoro and chloro cyano phosphate anions as ionic liquid components - Google Patents

Fluoro and chloro cyano phosphate anions as ionic liquid components Download PDF

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Publication number
WO2014167034A3
WO2014167034A3 PCT/EP2014/057219 EP2014057219W WO2014167034A3 WO 2014167034 A3 WO2014167034 A3 WO 2014167034A3 EP 2014057219 W EP2014057219 W EP 2014057219W WO 2014167034 A3 WO2014167034 A3 WO 2014167034A3
Authority
WO
WIPO (PCT)
Prior art keywords
pci
cat
fluoro
compounds
trans
Prior art date
Application number
PCT/EP2014/057219
Other languages
French (fr)
Other versions
WO2014167034A2 (en
Inventor
Katharina SIEVERT
Axel Schulz
Jörg HARLOFF
Alrik STOFFERS
Stefan Ellinger
Lothar Ott
Christiaan RIJKSEN
Patrick Franke
Christoph Taeschler
Cornelia Zur Taeschler
Original Assignee
Lonza Ltd
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 Lonza Ltd filed Critical Lonza Ltd
Publication of WO2014167034A2 publication Critical patent/WO2014167034A2/en
Publication of WO2014167034A3 publication Critical patent/WO2014167034A3/en

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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
    • H01M10/0569—Liquid materials characterised by the solvents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • 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
    • 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
    • H01M2300/0045—Room temperature molten salts comprising at least one organic ion
    • 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

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  • Chemical & Material Sciences (AREA)
  • Electrochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hybrid Cells (AREA)
  • Secondary Cells (AREA)

Abstract

The invention discloses certain fluoro and chloro cyano compounds of the 15th group of the periodic table with 1 to 5 cyano residues, represented by formula (I): [Catn+][Z1(Q1)6-m(CN)m)-]n, by a reaction using trimethylsilylcyanide, a method for their preparation; the compounds are used as ionic liquids in electrochemical or optoelectronic devices such as batteries, solar cells etc. The claimed compounds are described by 6 different Markush formulae (Ib)-(lg) [Cat n+] [(PF 1(CN) 5) ] n(lb) [Cat n+] [(PF 4(CN) 2) ] n(Ic) [Cat n+] [(PF 5(CN)) -] n(ld) [Cat n+] [(PCI 2(CN) 4) ] n(le) [Cat n+] [(PCI 3(CN) 3) ] n(lf) [Cat n+] [(PCI 4(CN) 2) -] n(Ig) Cat n+ is selected from the group consisting of inorganic cation CatlNORG n+ and organic cation CatORG; n is 1, 2, 3 or 4; the other variables are as defined in the claims: Representative compounds according to the above formulae are: [(n-Bu) 4N][PF 5(CN)], [(n-Bu) 4N] [cis-PF 4(CN) 2 ], [(n-Bu)4N][PF4(CN) 2], [(n-Bu) 4N] [trans-PF 4(CN) 2], [(n-Bu) 4N][mer-PF 3(CN) 3] [(n-Bu) 4N][PF 3(CN) 3], [(n-Bu) 4N] [fac-PF3(CN)3 ], [(n-Bu) 4N] [trans-PCI 2(CN) 4], [(n-Bu) 4N][PCI 3(CN) 3] ], [(n-Bu) 4N] [fac-PCI 3;(CN) 3], [(n- Bu) 4N][mer-PCI 3,(CN) 3], [(n-Bu) 4N] [trans-PCI 4(CN) 2], [(n-Bu) 4N] [cis-PCI 4(CN) 2], [(n-Bu) 4N] [PF(CN) 5](21).
PCT/EP2014/057219 2013-04-12 2014-04-10 Fluoro and chloro cyano compounds of the 15th group WO2014167034A2 (en)

Applications Claiming Priority (22)

Application Number Priority Date Filing Date Title
US201361811363P 2013-04-12 2013-04-12
EP13163571 2013-04-12
EP13163571.6 2013-04-12
US61/811,363 2013-04-12
EP13177694 2013-07-23
EP13177694.0 2013-07-23
EP13179302.8 2013-08-05
EP13179302 2013-08-05
EP13179538.7 2013-08-07
EP13179538 2013-08-07
EP13181616.7 2013-08-23
EP13181616 2013-08-23
EP13188615.2 2013-10-15
EP13188614.5 2013-10-15
EP13188615 2013-10-15
EP13188614 2013-10-15
EP13193096.8 2013-11-15
EP13193096 2013-11-15
EP14155418 2014-02-17
EP14155418.8 2014-02-17
EP14156459.1 2014-02-25
EP14156459 2014-02-25

Publications (2)

Publication Number Publication Date
WO2014167034A2 WO2014167034A2 (en) 2014-10-16
WO2014167034A3 true WO2014167034A3 (en) 2015-01-29

Family

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Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/EP2014/057219 WO2014167034A2 (en) 2013-04-12 2014-04-10 Fluoro and chloro cyano compounds of the 15th group
PCT/EP2014/057220 WO2014167035A1 (en) 2013-04-12 2014-04-10 Method for preparation of fluoro and chloro cyano compounds of the 15th group

Family Applications After (1)

Application Number Title Priority Date Filing Date
PCT/EP2014/057220 WO2014167035A1 (en) 2013-04-12 2014-04-10 Method for preparation of fluoro and chloro cyano compounds of the 15th group

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WO (2) WO2014167034A2 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9607003B2 (en) 2013-03-14 2017-03-28 Massachusetts Institute Of Technology Network coded storage with multi-resolution codes
US10553895B2 (en) * 2014-12-16 2020-02-04 Murata Manufacturing Co., Ltd. Secondary battery-use electrolytic solution, secondary battery, battery pack, electric vehicle, electric power storage system, electric power tool, and electronic apparatus
EP3078668A1 (en) * 2015-04-09 2016-10-12 Lonza Ltd Method for preparation of fluoro cyano compounds of the 15th group with a bronstedt acid
CN106848401A (en) * 2017-01-11 2017-06-13 长兴天晟能源科技有限公司 A kind of lithium ion battery high temperature from the preparation method for blocking electrolyte
CN106848400A (en) * 2017-01-11 2017-06-13 长兴天晟能源科技有限公司 A kind of highly secure lithium ion battery electrolyte and lithium ion battery
CN113937391B (en) * 2021-10-15 2024-02-13 中国科学院长春应用化学研究所 Metal organic complex for lithium oxygen battery, lithium oxygen battery and method for inhibiting redox shuttle of lithium oxygen battery
JP7635408B2 (en) * 2022-06-17 2025-02-28 香港時代新能源科技有限公司 Ionic compounds and their applications, Perovskite precursor solutions, Perovskite materials, Solar energy cells and power consumption devices
CN116960466B (en) * 2023-09-15 2024-04-02 宁德时代新能源科技股份有限公司 Electrolyte, secondary battery and electricity utilization device

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011162034A1 (en) * 2010-06-22 2011-12-29 日本合成化学工業株式会社 Electrolyte material, electrolyte for lithium secondary battery, lithium secondary battery using same, and novel lithium salt
JP2012009158A (en) * 2010-06-22 2012-01-12 Nippon Synthetic Chem Ind Co Ltd:The Electrolyte and lithium secondary battery using the same
EP2410601A1 (en) * 2009-03-18 2012-01-25 The Nippon Synthetic Chemical Industry Co., Ltd. Ionic liquid, electrolyte, lithium secondary battery comprising same, and process for producing ionic liquid
JP2012248515A (en) * 2011-05-31 2012-12-13 Nippon Synthetic Chem Ind Co Ltd:The Metal salt, electrode protection film forming agent, secondary battery electrolyte including the same, and secondary battery
EP2736094A1 (en) * 2012-11-22 2014-05-28 Samsung SDI Co., Ltd. Positive active material layer for rechargeable lithium battery, separator for rechargeable lithium battery, and rechargeable lithium battery including at least one of the same

Patent Citations (6)

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Publication number Priority date Publication date Assignee Title
EP2410601A1 (en) * 2009-03-18 2012-01-25 The Nippon Synthetic Chemical Industry Co., Ltd. Ionic liquid, electrolyte, lithium secondary battery comprising same, and process for producing ionic liquid
WO2011162034A1 (en) * 2010-06-22 2011-12-29 日本合成化学工業株式会社 Electrolyte material, electrolyte for lithium secondary battery, lithium secondary battery using same, and novel lithium salt
JP2012009158A (en) * 2010-06-22 2012-01-12 Nippon Synthetic Chem Ind Co Ltd:The Electrolyte and lithium secondary battery using the same
US20130089777A1 (en) * 2010-06-22 2013-04-11 The Nippon Synthetic Chemical Industry Co., Ltd. Material for use as electrolyte, lithium secondary battery electrolyte, lithium secondary battery employing the same, and novel lithium salt
JP2012248515A (en) * 2011-05-31 2012-12-13 Nippon Synthetic Chem Ind Co Ltd:The Metal salt, electrode protection film forming agent, secondary battery electrolyte including the same, and secondary battery
EP2736094A1 (en) * 2012-11-22 2014-05-28 Samsung SDI Co., Ltd. Positive active material layer for rechargeable lithium battery, separator for rechargeable lithium battery, and rechargeable lithium battery including at least one of the same

Non-Patent Citations (2)

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Title
DILLON & A W G PLATT K B: "Cyano- and Thiocyanato-derivatives of the Hexachlorophosphate Ion (PCl6-)", DALTON TRANSACTIONS; [6015A], RSC PUBLISHING, CAMBRIDGE, GB, vol. 1982, no. 7, 1982, pages 1199 - 1204, XP002722248, ISSN: 1477-9226, DOI: 10.1039/DT9820001199 *
KEITH B. DILLON ET AL: "Structure and fluxionality in the PF6?n (CN)? n and PF3Cl3?n (CN)? n series", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS, no. 19, 1983, pages 1089, XP055067610, ISSN: 0022-4936, DOI: 10.1039/c39830001089 *

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WO2014167034A2 (en) 2014-10-16
WO2014167035A1 (en) 2014-10-16

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