WO2010058997A2 - Solution électrolytique non aqueuse et batterie secondaire au lithium constituée de ladite solution - Google Patents

Solution électrolytique non aqueuse et batterie secondaire au lithium constituée de ladite solution Download PDF

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Publication number
WO2010058997A2
WO2010058997A2 PCT/KR2009/006868 KR2009006868W WO2010058997A2 WO 2010058997 A2 WO2010058997 A2 WO 2010058997A2 KR 2009006868 W KR2009006868 W KR 2009006868W WO 2010058997 A2 WO2010058997 A2 WO 2010058997A2
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sulfonate
dioxolane
onylmethyl
group
lithium secondary
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PCT/KR2009/006868
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English (en)
Korean (ko)
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WO2010058997A3 (fr
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김수진
조정주
윤수진
하용준
이철행
고정환
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주식회사 엘지화학
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Priority to CN200980146587.4A priority Critical patent/CN102265446B/zh
Priority to JP2011530968A priority patent/JP5524225B2/ja
Priority to EP09827762.7A priority patent/EP2352198B1/fr
Priority to US12/740,507 priority patent/US8535833B2/en
Publication of WO2010058997A2 publication Critical patent/WO2010058997A2/fr
Publication of WO2010058997A3 publication Critical patent/WO2010058997A3/fr

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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
    • H01M10/00—Secondary cells; Manufacture thereof
    • H01M10/05—Accumulators with non-aqueous electrolyte
    • 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
    • H01M10/052—Li-accumulators
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M2300/00—Electrolytes
    • H01M2300/0017—Non-aqueous electrolytes
    • H01M2300/0025—Organic electrolyte
    • 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 present invention relates to a nonaqueous electrolyte for a lithium secondary battery and a lithium secondary battery containing the same, which can improve a capacity deterioration phenomenon caused by using a lithium secondary battery to which a nonaqueous electrolyte containing a siloxane compound is applied for a long time.
  • Lithium secondary batteries are the batteries that can best meet these demands, and research on these is being actively conducted.
  • lithium secondary batteries developed in the early 1990's include lithium salts dissolved in an appropriate amount of a negative electrode such as a carbon material capable of occluding and releasing lithium ions, a positive electrode made of lithium-containing oxide, and a mixed organic solvent. It consists of a nonaqueous electrolyte.
  • the average discharge voltage of the lithium secondary battery is about 3.6 ⁇ 3.7V, one of the advantages is that the discharge voltage is higher than other alkaline batteries, nickel-cadmium batteries and the like.
  • an electrochemically stable electrolyte composition is required in the charge and discharge voltage range of 0 to 4.2 V.
  • a mixed solvent in which cyclic carbonate compounds such as ethylene carbonate and propylene carbonate and linear carbonate compounds such as dimethyl carbonate, ethylmethyl carbonate and diethyl carbonate are appropriately mixed is used as a solvent of the electrolyte solution.
  • LiPF 6 , LiBF 4 , LiClO 4 , and the like are commonly used as lithium salts as electrolytes, which act as a source of lithium ions in the battery to enable operation of the lithium battery.
  • lithium ions derived from the positive electrode active material such as lithium metal oxide move to the negative electrode active material such as graphite and are inserted between the layers of the negative electrode active material.
  • the electrolyte solution and the lithium salt react on the surface of the negative electrode active material such as graphite to generate compounds such as Li 2 CO 3 , Li 2 O, and LiOH.
  • SEI Solid Electrolyte Interface
  • the SEI membrane acts as an ion tunnel, allowing only lithium ions to pass through.
  • the SEI membrane is an effect of this ion tunnel, which prevents the breakdown of the negative electrode structure by intercalation of organic solvent molecules having a large molecular weight moving with lithium ions in the electrolyte between the layers of the negative electrode active material. Therefore, by preventing contact between the electrolyte solution and the negative electrode active material, decomposition of the electrolyte solution does not occur, and the amount of lithium ions in the electrolyte solution is reversibly maintained to maintain stable charge and discharge.
  • the SEI film is insufficient to serve as a continuous protective film of the negative electrode, and as a result, when the battery repeats charging and discharging, the lifespan and performance decrease.
  • the SEI film of the lithium secondary battery is not thermally stable, and when the battery is operated or left at a high temperature, it is susceptible to collapse due to increased electrochemical energy and thermal energy over time. Therefore, under high temperature, the battery performance is further degraded.
  • Korean Unexamined Patent Publication Nos. 2003-59729, and Japanese Unexamined Patent Publication Nos. 2003-323915, 2002-134169, and 2003-173816 disclose nonaqueous electrolytes containing siloxane compounds such as 1,3-divinyltetramethyldisiloxane. It is. As described in the above-mentioned Patent Publication, certain siloxane compounds are added to the nonaqueous electrolyte solution to improve the life and low temperature characteristics of the battery.
  • the problem to be solved by the present invention is to solve the above-mentioned problems, a non-aqueous electrolyte for lithium secondary battery that can improve the capacity degradation caused by using a battery containing a predetermined siloxane compound for a long time and a lithium secondary with the same It is to provide a battery.
  • Another object of the present invention is to provide a non-aqueous electrolyte lithium secondary battery and a lithium secondary battery having the same, which can improve the swelling phenomenon in addition to the above object.
  • the nonaqueous electrolyte solution for a lithium secondary battery including a lithium salt and an organic solvent further includes a compound represented by the following formula (1) and a sulfonate compound represented by the following formula (2).
  • R1 to R6 are each an alkyl group, alkenyl group or alkylene group having 1 to 4 carbon atoms, and may be the same or different from each other.
  • R1 and R2 may be the same as or different from each other as an alkylene group having 1 to 6 carbon atoms unsubstituted or substituted with an alkyl group having 1 to 6 carbon atoms or an alkenyl group.
  • R3 is hydrogen, a linear alkyl group having 1 to 20 carbon atoms, a cyclic alkyl group having 3 to 8 carbon atoms, a linear alkenyl group having 2 to 20 carbon atoms, a cyclic alkenyl group having 3 to 8 carbon atoms, a haloalkyl group, a halophenyl group, a phenyl group and a benzyl group It is any one selected from the group consisting of.
  • examples of the compound of formula (1) include 1,3-divinyltetramethyldisiloxane, hexamethyl siloxane, and the like. Solan-2-onylmethyl allyl sulfonate, 1,3-dioxolane-2-onylmethyl methyl sulfonate, 1,3-dioxolane-2-onylmethyl ethyl sulfonate, 1,3-dioxolan-2-onyl Methyl propyl sulfonate, 1,3-dioxolane-2-onylmethyl butyl sulfonate, 1,3-dioxolane-2-onylmethyl pentyl sulfonate, 1,3-dioxolane-2-onylmethyl hetyl sulfonate, 1,3-dioxolane-2-onylmethyl cyclopenty
  • the organic solvent may be a linear carbonate such as cyclic carbonates such as propylene carbonate, ethylene carbonate, vinylene carbonate, diethyl carbonate, dimethyl carbonate, ethyl methyl carbonate, dipropyl carbonate, or dimethyl.
  • cyclic carbonates such as propylene carbonate, ethylene carbonate, vinylene carbonate, diethyl carbonate, dimethyl carbonate, ethyl methyl carbonate, dipropyl carbonate, or dimethyl.
  • the organic solvent may further include ethylene carbonate or a mixture of ethylene carbonate and propylene carbonate.
  • the nonaqueous electrolyte for lithium secondary batteries described above is usefully applied to conventional lithium secondary batteries having a negative electrode and a positive electrode.
  • the nonaqueous electrolyte solution for lithium secondary batteries according to the present invention has the following effects.
  • the swelling phenomenon of the battery can be improved.
  • 1 is a graph showing a change in capacity and thickness of a battery according to repeated charge and discharge of batteries of Examples and Comparative Examples.
  • FIG. 2 is a graph showing a change in the thickness of the battery over time at high temperature storage of the batteries of Examples and Comparative Examples.
  • the nonaqueous electrolyte solution for a lithium secondary battery including a lithium salt and an organic solvent further includes a compound represented by the following Formula 1 and a sulfonate compound represented by the following Formula 2.
  • R1 to R6 are each an alkyl group, alkenyl group or alkylene group having 1 to 4 carbon atoms, and may be the same or different from each other.
  • R1 and R2 may be the same as or different from each other as an alkylene group having 1 to 6 carbon atoms unsubstituted or substituted with an alkyl group having 1 to 6 carbon atoms or an alkenyl group.
  • R3 is hydrogen, a linear alkyl group having 1 to 20 carbon atoms, a cyclic alkyl group having 3 to 8 carbon atoms, a linear alkenyl group having 2 to 20 carbon atoms, a cyclic alkenyl group having 3 to 8 carbon atoms, a haloalkyl group, a halophenyl group, a phenyl group and a benzyl group It is any one selected from the group consisting of.
  • siloxane compounds such as 1,3-divinyltetramethyldisiloxane and hexamethyl siloxane
  • 1,3-divinyltetramethyldisiloxane and hexamethyl siloxane are added to the nonaqueous electrolyte solution to improve the life and low temperature characteristics of the battery.
  • the lithium secondary battery to which the nonaqueous electrolyte solution to which the siloxane compound of Formula 1 is added is used for a long time, there is a problem that the capacity decrease of the battery occurs.
  • adding the aforementioned sulfonate compound of formula (2) simultaneously with the compound of formula (2) not only improves the capacity reduction problem caused by the use of the battery, but also improves the phenomenon of battery components. Completed.
  • the SEI film formed by the carbonate-based organic solvent is weak and not dense, and is easily collapsed by the increased electrochemical energy and thermal energy as charging and discharging proceeds.
  • a continuous side reaction may occur between the exposed negative electrode surface and the electrolyte, and lithium ions in the battery may be continuously consumed, and further, the capacity and life characteristics of the battery may be deteriorated.
  • siloxane compounds such as 1,3-divinyltetramethyldisiloxane
  • the sulfonate compound of formula (2) added to the nonaqueous electrolyte of the present invention forms a more stable polymer-like SEI film on the surface of the negative electrode, thereby improving the above-mentioned problems that the compound of formula (1) cannot cover. That is, a sulfonate group and a compound of formula (I) having a cyclic carbonate at the same time, primarily because of this to form the reduced material during initial charging, a sulfonate radical - introduction of the substituent groups, and sulfonates of the sulfonate compound (-SO 3) Radicals R ⁇ are formed.
  • the sulfonate radicals combine with lithium ions in the electrolyte to open the cyclic carbonate groups in the sulfonate compound, thereby forming radicals (CO 3 ⁇ ) derived from the carbonate groups.
  • radicals CO 3 ⁇
  • many of the above-mentioned radicals having high reactivity are generated, and the polymerization reaction proceeds on the surface of the cathode to form a stable SEI film.
  • the sulfonate group is reduced in advance of the carbonate group to form radicals, so that the polymerization reaction can be started earlier and the polymerization reaction can proceed faster from the plurality of radicals described above. Film formation can be completed earlier.
  • the sulfonate compound represented by Chemical Formula 2 may be prepared according to conventional methods known in the art, for example, may be prepared through a reaction as in Scheme 1 below.
  • Scheme 1 X is a halogen element.
  • the compound of Formula 1 and the sulfonate compound of Formula 2 are added to the nonaqueous electrolyte at the same time, the capacity deterioration phenomenon caused by using the lithium secondary battery for a long time may be improved, and the component phenomenon of the battery may be greatly reduced. have.
  • the compound of formula (1) is typically 1,3-divinyltetramethyldisiloxane
  • the sulfonate compound of formula (2) is 1,3-dioxolane- 2-onylmethyl allyl sulfonate, 1,3-dioxolane-2-onylmethyl methyl sulfonate, 1,3-dioxolane-2-onylmethyl ethyl sulfonate, 1,3-dioxolane-2-onylmethyl propyl Sulfonate, 1,3-dioxolane-2-onylmethyl butyl sulfonate, 1,3-dioxolane-2-onylmethyl pentyl sulfonate, 1,3-dioxolane-2-onylmethyl hexyl sulfonate, 1, 3-dioxolane-2-onylmethyl cyclopent
  • the content of the compound of Formula 1 and the sulfonate compound of Formula 2 is preferably added to 0.1 to 5% by weight and 0.5 to 5% by weight based on the total weight of the nonaqueous electrolyte.
  • lithium salts included as electrolytes can be used without limitation those conventionally used in the electrolyte for lithium secondary batteries, representative examples of the lithium salt is LiPF 6, LiBF 4, LiSbF 6, LiAsF 6, LiClO 4 , LiN (C 2 F 5 SO 2 ) 2 , LiN (CF 3 SO 2 ) 2 , CF 3 SO 3 Li, LiC (CF 3 SO 2 ) 3 , LiBOB (LiC 4 BO 8 ) Each may be used alone or in combination of two or more thereof.
  • organic solvent included in the nonaqueous electrolyte of the present invention those conventionally used in a lithium secondary battery electrolyte may be used without limitation, and typically, cyclic carbonates such as propylene carbonate, ethylene carbonate, vinylene carbonate, and diethyl carbonate.
  • Linear carbonates such as dimethyl carbonate, methyl ethyl carbonate, dipropyl carbonate, dimethyl sulfoxide, acetonitrile, dimethoxyethane, diethoxyethane, sulfolane, gamma-butyrolactone, ethylene sulfite, propylene sulfite, tetrahydro Furan, ethyl propionate and propyl propionate, any one selected from the group consisting of, or a mixture of two or more thereof, and the like.
  • ethylene carbonate or a mixture of ethylene carbonate and propylene carbonate has a high dielectric constant, which dissociates lithium salts in the electrolyte, thereby contributing to the improvement of charge and discharge capacity of the battery.
  • the preferred mixing volume ratio is 1/4 to 1 of ethylene carbonate.
  • a low viscosity, low dielectric constant linear carbonate such as dimethyl carbonate and diethyl carbonate, in addition to the aforementioned cyclic carbonate, can be used in an appropriate ratio to form an electrolyte having high electrical conductivity. More preferably.
  • the nonaqueous electrolyte solution for lithium secondary batteries of the present invention described above is a carbon material capable of occluding and releasing lithium ions used in the lithium secondary battery of the present invention, a metal alloy, a lithium-containing oxide, a silicon-containing material capable of bonding with lithium, and the like.
  • the present invention is applied to a lithium secondary battery having a cathode made of a cathode and a lithium-containing oxide.
  • Any carbon material capable of occluding and releasing lithium ions may be applied as long as it can be used as a carbon material negative electrode of a lithium secondary battery such as low crystalline carbon and high crystalline carbon.
  • Soft crystalline carbon and hard carbon are typical low crystalline carbon, and high crystalline carbon is natural graphite, Kish graphite, pyrolytic carbon, liquid crystal pitch-based carbon fiber.
  • High temperature calcined carbon such as (mesophase pitch based carbon fiber), meso-carbon microbeads, Mesophase pitches and petroleum or coal tar pitch derived cokes.
  • an oxide such as an alloy-based alloy containing silicon or Li 4 Ti 5 O 12 may also be used as the cathode.
  • the negative electrode may include a binder
  • the binder may include vinylidene fluoride-hexafluoropropylene copolymer (PVDF-co-HFP), polyvinylidene fluoride, polyacrylonitrile, Polymethylmethacrylate,
  • binder polymers such as styrene-butadiene rubber (SBR).
  • SBR styrene-butadiene rubber
  • a separator is usually interposed between the positive electrode and the negative electrode, and conventional porous polymer films conventionally used as separators, for example, ethylene homopolymer, propylene homopolymer, ethylene / butene copolymer, ethylene / hexene copolymer and ethylene Porous polymer films made of polyolefin-based polymers such as / methacrylate copolymers may be used alone or in a stack of them.
  • a non-woven fabric of high melting glass fibers, polyethylene terephthalate fibers and the like can be used, but is not limited thereto.
  • the external shape of the lithium secondary battery of the present invention is not particularly limited, but may be cylindrical, square, pouch type, or coin type using a can.
  • the obtained product was diluted with 500 ml of water, and then the organic layer was extracted with ethyl acetate, and sodium sulfate was added thereto to remove excess water.
  • the reaction mixture which was then concentrated using a rotary evaporator, was purified using silica gel chromatography.
  • Ethylene carbonate (EC): propylene carbonate (propylene carbonate): diethyl carbonate (DEC) 3: 2: 5 by adding LiPF 6 to a solvent mixed in a mass ratio to prepare a 1M LiPF 6 solution Thereafter, 2% by weight of 1,3-dioxolane-2-onylmethyl allyl sulfonate and 0.5% by weight of 1,3-divinyltetramethyldisiloxane were added to the total weight of the solution to prepare a nonaqueous electrolyte.
  • Ethylene carbonate (EC): propylene carbonate (propylene carbonate): diethyl carbonate (DEC) 3: 2: 5 by adding LiPF 6 to a solvent mixed in a mass ratio to prepare a 1M LiPF 6 solution Thereafter, 2% by weight of 1,3-dioxolane-2-onylmethyl allyl sulfonate and 0.5% by weight of hexamethyl siloxane were added to the total weight of the solution to prepare a nonaqueous electrolyte.
  • a nonaqueous electrolyte solution was prepared in the same manner as in Example 1, except that only 0.5 wt% of 1,3-divinyltetramethyldisiloxane was added without adding 1,3-dioxolane-2-onylmethyl allyl sulfonate. .
  • a nonaqueous electrolyte solution was prepared in the same manner as in Example 1, except that only 1% by weight of 1,3-dioxolane-2-onylmethyl allyl sulfonate was added without adding 1,3-divinyltetramethyldisiloxane. It was.
  • LiCoO 2 and Li (Ni a Co b Mn c ) O 2 (0 ⁇ a ⁇ 1, 0 ⁇ b ⁇ 1, 0 ⁇ c ⁇ 1, a) as a nonaqueous electrolyte prepared according to the Examples and Comparative Examples
  • the prepared polymer battery was subjected to an activation process and an aging period at room temperature and high temperature after electrolyte injection, and then a basic capacity was confirmed at room temperature.
  • Charging under constant current / constant voltage up to 4.2V at 1C and discharging under constant current up to 3.0V at 1C is called basic charge and discharge.
  • the manufactured battery was measured for the life and performance characteristics of the battery and the parts of the battery in the following manner.
  • the basic charging and discharging was performed 400 times at room temperature (25 o C) and the capacity and thickness of the battery according to the repeated number of charge and discharge cycles.
  • the change is shown in FIG. In FIG. 1, the upper graph shows the capacity change of the battery, and the lower graph shows the thickness change.
  • the batteries of the example in which the nonaqueous electrolyte solution in which a predetermined amount of the compound of Formula 1 was added together with 1,3-dioxolane-2-onylmethyl allyl sulfonate were applied even when the charge / discharge half speed recovery was increased.
  • the problem of deterioration of the battery was insignificant.
  • the battery of Comparative Example 1 or Comparative Example 2 showed a significant increase in thickness, but the battery of Examples 1 and 2 according to the present invention showed that the increase in thickness was greatly reduced.

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Abstract

La présente invention concerne une solution électrolytique non aqueuse et une batterie secondaire au lithium constituée de ladite solution. La solution électrolytique non aqueuse pour la batterie secondaire au lithium selon la présente invention comprend un sel de lithium, un solvant organique, un composé siloxane spécifique et un composé sulfonate. Par addition dudit composé siloxane spécifique, la solution électrolytique non aqueuse de la présente invention réduit les problèmes de capacité causés par une utilisation prolongée de batteries secondaires au lithium classiques contenant un électrolyte non aqueux, et peut par conséquent être spécialement utile pour des batteries de grande capacité.
PCT/KR2009/006868 2008-11-20 2009-11-20 Solution électrolytique non aqueuse et batterie secondaire au lithium constituée de ladite solution WO2010058997A2 (fr)

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CN200980146587.4A CN102265446B (zh) 2008-11-20 2009-11-20 锂二次电池用非水电解液和含有所述非水电解液的锂二次电池
JP2011530968A JP5524225B2 (ja) 2008-11-20 2009-11-20 リチウム二次電池用非水電解質及びこれを備えたリチウム二次電池
EP09827762.7A EP2352198B1 (fr) 2008-11-20 2009-11-20 Solution électrolytique non aqueuse et batterie secondaire au lithium comprenant cette dernière
US12/740,507 US8535833B2 (en) 2008-11-20 2010-04-29 Non-aqueous electrolyte solution for lithium secondary battery and lithium secondary battery comprising the same

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KR10-2008-0115591 2008-11-20
KR1020080115591A KR101020465B1 (ko) 2008-11-20 2008-11-20 리튬 이차전지용 비수 전해액 및 이를 구비한 리튬 이차전지

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WO2010058997A3 WO2010058997A3 (fr) 2010-08-26

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JP2010238505A (ja) * 2009-03-31 2010-10-21 Sanwa Yuka Kogyo Kk 非水電解液

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KR101372010B1 (ko) * 2012-10-12 2014-03-07 현대자동차주식회사 리튬이온 배터리 전해액의 성분 분석방법
FR3003570B1 (fr) 2013-03-20 2016-01-29 Renault Sas Composes sulfonates specifiques utilisables comme solvant d'electrolyte pour batteries au lithium
KR101634749B1 (ko) 2013-06-18 2016-06-29 주식회사 엘지화학 수명 특성이 향상된 리튬 이차전지
JP6699858B2 (ja) 2014-06-27 2020-05-27 エルジー・ケム・リミテッド 電気化学素子用添加剤と、これを含む電解液、電極及び電気化学素子
KR102547064B1 (ko) * 2016-03-18 2023-06-23 삼성에스디아이 주식회사 유기전해액 및 상기 전해액을 채용한 리튬 전지
CN106450462B (zh) * 2016-12-27 2019-01-08 石家庄圣泰化工有限公司 高电压宽温锂离子电池电解液
KR102397859B1 (ko) 2017-04-25 2022-05-12 삼성에스디아이 주식회사 리튬 이차 전지용 전해질 및 이를 포함하는 리튬 이차 전지
KR102259216B1 (ko) 2018-05-23 2021-05-31 삼성에스디아이 주식회사 리튬 이차 전지용 전해액 및 이를 포함하는 리튬 이차 전지
KR102512120B1 (ko) * 2018-12-26 2023-03-22 주식회사 엘지에너지솔루션 리튬 이차전지용 전해액 및 이를 포함하는 리튬 이차전지
KR102239499B1 (ko) * 2019-06-24 2021-04-13 삼화페인트공업주식회사 플루오로설포닐기를 함유하는 카보네이트 화합물, 이의 제조방법 및 용도
CN112174932A (zh) * 2019-07-03 2021-01-05 张家港市国泰华荣化工新材料有限公司 磺酸酯及其合成方法和应用
CN111048832A (zh) * 2019-10-21 2020-04-21 江西赣锋电池科技有限公司 一种储能用磷酸铁锂长寿命电池电解液
CN113381069B (zh) * 2021-04-29 2023-03-24 万向一二三股份公司 一种高温循环稳定的锂离子电池电解液和锂离子电池

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WO2010058997A3 (fr) 2010-08-26
US20120034532A1 (en) 2012-02-09
KR101020465B1 (ko) 2011-03-08
JP2012505515A (ja) 2012-03-01
EP2352198A4 (fr) 2013-10-02
JP5524225B2 (ja) 2014-06-18
CN102265446B (zh) 2014-09-17
US8535833B2 (en) 2013-09-17
KR20100056672A (ko) 2010-05-28
CN102265446A (zh) 2011-11-30
EP2352198B1 (fr) 2014-10-15

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