EP3074408A1 - Silylierte cyclische phosphonamide - Google Patents

Silylierte cyclische phosphonamide

Info

Publication number
EP3074408A1
EP3074408A1 EP14802640.4A EP14802640A EP3074408A1 EP 3074408 A1 EP3074408 A1 EP 3074408A1 EP 14802640 A EP14802640 A EP 14802640A EP 3074408 A1 EP3074408 A1 EP 3074408A1
Authority
EP
European Patent Office
Prior art keywords
general formula
unsubstituted
fluoro
carbon atoms
substituted alkyl
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.)
Withdrawn
Application number
EP14802640.4A
Other languages
German (de)
English (en)
French (fr)
Inventor
Andreas Bockholt
Peter Gigler
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie AG
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 Wacker Chemie AG filed Critical Wacker Chemie AG
Publication of EP3074408A1 publication Critical patent/EP3074408A1/de
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • 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
    • C07F19/00—Metal compounds according to more than one of main groups C07F1/00 - C07F17/00
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6581—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
    • C07F9/6584—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms having one phosphorus atom as ring hetero atom
    • C07F9/65848—Cyclic amide derivatives of acids of phosphorus, in which two nitrogen atoms belong to the ring
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/0825—Preparations of compounds not comprising Si-Si or Si-cyano linkages
    • C07F7/083—Syntheses without formation of a Si-C bond
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/54—Electrolytes
    • H01G11/58—Liquid electrolytes
    • H01G11/62—Liquid electrolytes characterised by the solute, e.g. salts, anions or cations therein
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/54—Electrolytes
    • H01G11/58—Liquid electrolytes
    • H01G11/64—Liquid electrolytes characterised by additives
    • 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
    • H01M10/052—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
    • H01M10/0567—Liquid materials characterised by the additives
    • 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
    • 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
    • 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
    • Y02E60/13—Energy storage using capacitors

Definitions

  • the invention relates to silylated cyclic phosphonamides, their preparation, diamines used in the preparation of the phosphonamides, an electrolyte containing the phosphonamides, and a lithium-ion battery, which the
  • Electrolytes includes.
  • Lithium-ion batteries are among the most promising systems for mobile applications.
  • the applications range from high-quality electronic devices to batteries for motor vehicles with electric drive.
  • EP 2573854 A1 describes silylated phosphonic acid esters as electrolyte additives for Li-ion batteries. In contrast to the non-silylated analogs and conventional additives such as
  • Vinylene carbonate, the silylated phosphonic acid ester can reduce cell resistance and increase the high-temperature storage stability.
  • Tris (trimethylsilyl) phosphate as electrolyte additive for
  • the invention relates to silylated cyclic
  • R! represents an unsubstituted or fluoro-substituted alkyl radical having 1-20 carbon atoms
  • R2 R3 each represent an unsubstituted or fluorine-substituted alkyl or alkoxy group having 1-20 carbon atoms or a siloxy group having 1-20 silicon atoms, where two or three of R ⁇ , R2, R3 may be joined together, R is an unsubstituted or fluoro-substituted alkyl radical having 1-20 carbon atoms and
  • n 1 or 2.
  • phosphonamide of general formula 1 as an additive to the electrolyte of a lithium-ion battery, a protective layer (solid electrolyte interface, SEI) on the
  • R 1, R 1, R 3, R 4 ? examples of unsubstituted alkyl radicals are the methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, tert. Butyl, n-pentyl, iso-pentyl, neo-pentyl, tert.
  • -Pentyl radical hexyl radicals such as the n-hexyl radical, heptyl radicals such as the n-heptyl radical, octyl radicals such as the n-octyl radical and iso-octyl radicals such as the 2, 2, 4-trimethylpentyl radical, nonyl radicals such as the n-nonyl radical, decyl radicals such as the n-decyl radical, dodecyl radicals such as the n-dodecyl radical.
  • fluorine-substituted fluorine-substituted
  • Alkyl radicals are trifluoromethyl, 3, 3, 3-trifluoropropyl and
  • R 2, R 3, R 1 have 1-10 carbon atoms.
  • alkoxy radicals R 1, R 3 are the methoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy and iso-butoxy radicals.
  • Preferred alkyl radicals and alkoxy radicals R 1, R 2, R 3, R 4 have 1-10 carbon atoms. Particularly preferred are the
  • R ⁇ , R ⁇ , R3, R4 s i n d in each case the methyl, ethyl, n-propyl and iso-propyl radical.
  • the siloxy radical may be a silyl radical, for example trimethylsilyl radical or a siloxanyl radical having preferably up to 10 silicon atoms.
  • R 1, R 2, R 3 When two or three of R 1, R 2, R 3 are joined together, they may form a mono- or bicyclic alkyl or siloxane ring.
  • n is 2.
  • the invention likewise provides a process for preparing the silylated cyclic phosphonamides of the general formula 1
  • R 4 POX 2 are implemented, where
  • X is fluorine, chlorine or bromine and R1, R2, R3, R4 and n have the above meanings.
  • X is chlorine
  • a base is used in the reaction, in particular a strong base.
  • Preferred bases are amines, such as monoamines, e.g. Octylamine, nonylamine, decylamine, undecylamine, dodecylamine (laurylamine), tridecylamine, tridecylamine
  • Pentadecylamine hexadecylamine (cetylamine), heptadecylamine, octadecylamine and polyamines, e.g. ethylene diamine,
  • Diethylenetriamine triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, hexaethyleneheptamine, 2- (diisopropylamino) ethylamine, pentamethyldiethylenetriamine;
  • Alkali metal and alkaline earth metal hydroxides such as LiOH, NaOH, KOH, RbOH, CsOH, Mg (OH) 2 , Ca (OH) 2 , Sr (OH) 2 , Ba (OH) 2 alkoxides,
  • alkali metal alcoholates such as sodium methoxide
  • Potassium methoxide sodium ethanolate
  • Amides such as sodium and potassium amide
  • hydrides such as sodium, potassium and
  • the manufacturing process can be in the presence or in
  • Solvent or solvent mixtures having a boiling point or boiling range of up to 120 ° C at 0.1 MPa preferred.
  • solvents examples include ethers, such as dioxane, tetrahydrofuran, diethyl ether, di-isopropyl ether,
  • diethylene glycol dimethyl ether diethylene glycol dimethyl ether
  • chlorinated hydrocarbons such as dichloromethane, trichloromethane, carbon tetrachloride, 1,2-dichloroethane, trichlorethylene
  • Hydrocarbons such as pentane, n-hexane, hexane isomer mixtures, heptane, octane, benzine, petroleum ether, benzene, toluene, xylenes
  • Siloxanes in particular linear Dimethylpolysiloxanes with Trimethylsilylend phenomenon with preferably 0 to 6 dimethylsiloxane units, or cyclic dimethylpolysiloxanes having preferably 4 to 7
  • Dimethylsiloxane units for example hexamethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane and
  • esters such as ethyl acetate
  • the temperature in the reaction is preferably 0 ° C to 150 ° C, more preferably 10 ° C to 120 ° C, especially 20 ° C to 100 ° C.
  • the period of the reaction is preferably 1 to 20 hours, more preferably 2 to 10 hours.
  • the pressure in the reaction is preferably 0.10 to 10 MPa (abs.), In particular 0.5 to 2 Pa (abs.).
  • the phosphonamides of general formula 1 are isolated by distillation. If a poorly soluble
  • Halide or hydrohalide of an inserted base is formed, this is preferably previously separated. If one
  • Solvent is used, this is preferably separated before the distillation of the phosphonamides of general formula 1.
  • the diamines of the general formula 2 can be prepared by reacting diaminoethane or diaminopropane with a
  • the diamines of the general formula 2 are prepared in a process in which diamines of the general
  • Y is fluorine, chlorine or bromine
  • R1, R2, R3 and n have the above meanings.
  • Y is chlorine.
  • a base is used in the reaction, in particular a strong base.
  • Preferred bases are the bases which can be used in the preparation of the cyclic phosphonamides of the general formula 1 and additionally carbonates and
  • Hydrogen carbonates such as alkali and
  • Alkaline earth carbonates such as sodium, potassium and calcium carbonate.
  • the manufacturing process can be in the presence or in
  • aprotic solvents are those in the
  • the temperature in the preparation of the diamines of the general formula 2 is preferably from 20 ° C to 200 ° C,
  • the period of the reaction is preferably 1 hour to 3 days, more preferably 10 hours to 2 days.
  • the pressure in the reaction is preferably 0.10 to 10 MPa (abs.), In particular 0.5 to 2 MPa (abs.).
  • the diamines of general formula 2 are isolated by distillation.
  • the diamines of general formula 2a are isolated by distillation.
  • R 1 R 2 R 3 Si-NH-CH 2 -CH 2 -CH 2 -NH-SiR 1 R 2 R 3 (2a) in which ⁇ -, R 2 , R 3 have the above meanings, are also the subject of the invention.
  • the invention also provides an electrolyte which
  • This electrolyte can be used in lithium-ion batteries.
  • the electrolyte preferably contains 0.1-10% by weight, in particular 0.5-3% by weight, of phosphonamide of the general formula 1.
  • the aprotic solvent is preferably selected from organic carbonates, such as dimethyl carbonate, diethyl carbonate, ethyl methyl carbonate, ethylene carbonate, vinylene carbonate,
  • the electrolyte preferably contains 0.1 to 3 mol / kg,
  • lithium-containing guideline in particular 0.5 to 2 mol / kg of lithium-containing guideline.
  • the ixthium-containing principle is preferably selected from LiPFg, LiBF 4 , LiC 10 4 , LiAsFg, (LiB (C 2 04) 2 , LiBF 2 (C 2 O 4 )),
  • the electrolytes can, as described for example in DE 10027626 A, also other additives, such as organic isocyanates to reduce the water content, HF scavengers,
  • Solubilizer for LiF, organic lithium salts and / or complex salts is a lithium-ion battery which comprises cathode, anode, separator and the above-described electrolyte.
  • the negative electrode of the lithium-ion battery preferably comprises a material which reversibly absorbs and releases lithium ions, for example carbon, such as soot or graphite.
  • the positive electrode of the lithium-ion battery preferably comprises a lithium Transition metal oxide or a lithium transition metal phosphate.
  • Preferred transition metals are Ti, V, Cr, Mn, Co, Fe, Ni, Mo, W.
  • Preferred lithium transition metal oxides are LiCoO 2 , LiCoO 2 ,
  • LiNi0, LiMn0 2 , LiMn 2 0 4 , Li (CoNi) 0 2 , Li (CoV) 0 2 , Li (CoFe) 0 2 _ Preferred lithium transition metal phosphates are L1C0PO4
  • the electrodes of the lithium-ion battery may contain other additives, such as the
  • the invention likewise relates to the use of the above-described electrolyte in a lithium-ion battery.
  • Formulas is the silicon atom tetravalent.
  • all amounts and percentages are by weight, all pressures are 0.10 MPa (abs.) And all temperatures are 20 ° C. Examples:
  • Standard electrolyte was a mixture of ethylene carbonate (EC) and ethyl methyl carbonate (EMC) in the ratio 3: 7, containing 2%
  • Vinylene carbonate (VC) as an additive for SEI formation and 1 M LiPFg as conductive salt contains used. To this mixture was the
  • Phosphonamide in proportions by weight of 1,2,3,5 and 10%

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Electrochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Manufacturing & Machinery (AREA)
  • Power Engineering (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Secondary Cells (AREA)
EP14802640.4A 2013-11-26 2014-11-21 Silylierte cyclische phosphonamide Withdrawn EP3074408A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013224159.3A DE102013224159A1 (de) 2013-11-26 2013-11-26 Silylierte cyclische Phosphonamide
PCT/EP2014/075312 WO2015078789A1 (de) 2013-11-26 2014-11-21 Silylierte cyclische phosphonamide

Publications (1)

Publication Number Publication Date
EP3074408A1 true EP3074408A1 (de) 2016-10-05

Family

ID=51951795

Family Applications (1)

Application Number Title Priority Date Filing Date
EP14802640.4A Withdrawn EP3074408A1 (de) 2013-11-26 2014-11-21 Silylierte cyclische phosphonamide

Country Status (7)

Country Link
US (1) US20160289247A1 (zh)
EP (1) EP3074408A1 (zh)
JP (1) JP2017503757A (zh)
KR (1) KR20160089434A (zh)
CN (1) CN105899522A (zh)
DE (1) DE102013224159A1 (zh)
WO (1) WO2015078789A1 (zh)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102015218653A1 (de) 2015-09-28 2017-03-30 Wacker Chemie Ag Cyclische Phosphonamide als Elektrolytbestandteil für Lithium-Ionen-Batterien
WO2018054710A1 (en) * 2016-09-21 2018-03-29 Basf Se Phosphonate based lithium complexes
CN110710046B (zh) * 2017-06-01 2022-11-08 昭和电工材料株式会社 电解液和电化学装置
CN110679030B (zh) * 2017-06-01 2022-08-16 昭和电工材料株式会社 电解液及电化学装置
CN113632285B (zh) * 2019-03-25 2023-10-03 日清纺控股株式会社 电解液用添加剂

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3756232B2 (ja) 1996-01-17 2006-03-15 宇部興産株式会社 非水電解質二次電池
DE10027626A1 (de) 2000-06-07 2001-12-13 Merck Patent Gmbh Silanverbindungen als Additive in Elektrolyten für elektrochemischen Zellen
KR101000247B1 (ko) * 2005-12-02 2010-12-10 칸토 덴카 코교 가부시키가이샤 Ｐ-ｎ 결합을 포함하는 포스포늄 양이온을 갖는 이온액체및 그 제조방법
US8993158B2 (en) 2010-05-21 2015-03-31 Mitsui Chemicals, Inc. Nonaqueous electrolyte solution containing silyl ester group-containing phosphonic acid derivative, and lithium secondary battery
JP5552077B2 (ja) * 2011-02-25 2014-07-16 三井化学株式会社 リン誘導体を含有する非水電解液及びリチウム二次電池
US20130250485A1 (en) 2011-06-09 2013-09-26 Wildcat Discovery Technologies, Inc. Materials for electrolytes and methods for use
CN103319544A (zh) * 2013-06-27 2013-09-25 南京中电熊猫液晶显示科技有限公司 一种稀土配合物及其应用方法

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Publication number Publication date
JP2017503757A (ja) 2017-02-02
KR20160089434A (ko) 2016-07-27
WO2015078789A1 (de) 2015-06-04
CN105899522A (zh) 2016-08-24
US20160289247A1 (en) 2016-10-06
DE102013224159A1 (de) 2015-05-28

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