CN102324562A - Non-aqueous electrolyte containing fluorine-substituted succinic anhydride and succinic anhydride derivatives, and alkali metal secondary battery comprising thereof - Google Patents

Non-aqueous electrolyte containing fluorine-substituted succinic anhydride and succinic anhydride derivatives, and alkali metal secondary battery comprising thereof Download PDF

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Publication number
CN102324562A
CN102324562A CN201110250905A CN201110250905A CN102324562A CN 102324562 A CN102324562 A CN 102324562A CN 201110250905 A CN201110250905 A CN 201110250905A CN 201110250905 A CN201110250905 A CN 201110250905A CN 102324562 A CN102324562 A CN 102324562A
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fluorine
acid anhydride
succinic anhydride
succinate acid
replaced succinate
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戴扬
高蕾
解晶莹
蔡森丹
杨炜婧
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Shanghai Institute of Space Power Sources
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Shanghai Institute of Space Power Sources
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    • 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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Abstract

The invention relates to non-aqueous electrolyte containing fluorine-substituted succinic anhydride and succinic anhydride derivatives, and an alkali metal secondary battery comprising the non-aqueous electrolyte. The non-aqueous electrolyte comprises: electrolyte of alkali metal salt, a non-aqueous solvent, and an additive containing fluorine-substituted succinic anhydride or fluorine-substituted succinic anhydride derivatives, wherein the additive is any one or a combination of more than two selected from fluorine-substituted succinic anhydride and fluorine-substituted succinic anhydride derivatives. According to the invention, the secondary battery manufactured with the non-aqueous electrolyte has good charging and discharging efficiencies, good electrochemical stability, good thermal stability, and overcharge protection property. The flexibility of the application is high, and the application scope is wide.

Description

The nonaqueous electrolytic solution of fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative and comprise its alkali metal secondary cell
Technical field
The present invention relates to a kind of secondary cell, particularly, relate to the nonaqueous electrolytic solution of fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative and comprise its alkali metal secondary cell.
Background technology
Along with the development of the development of portable type electronic product and electric motor car, electric power stocking system etc. to power supply require increasingly highly, in the supply of power supply, require long, in light weight, good stability and safe service time especially.In addition, face the problem of the clear energy sources of 21st century, the exploitation of novel battery will played the part of very important role.Advantages such as lithium ion battery is owing to have the voltage height, and energy density is big, and the holding time is long, the utmost point receives the high praise of all circles.Yet lithium ion battery has advantages such as energy density is big, but also has some shortcomings like, fail safe reliability, and cycle life falls short of, electrochemical stability, and thermal stability is good inadequately, and flame resistance awaits improving etc.And the improvement of these aspects, except from the selection and improvement of positive pole and negative pole or diaphragm material, effectively the most directly method is to start with from electrolyte, and wherein electrolyte mainly is divided into lithium salts, mass transfer media and solvent system two parts.
Desirable electrolyte must have high-k and low viscous characteristic simultaneously, and therefore general electrolyte can contain the cyclic carbonates and the low viscous linear carbonate class of high-k simultaneously.The in the industry cycle normal at present electrolyte that comprises ethylene carbonate and propylene carbonate that uses; But because ethylene carbonate (Ethylene Carbonate; EC) be the solvent of fusing point, cause battery battery performance under low-temperature condition not good up to 37 ℃, and propylene carbonate (Propylene Carbonate; PC) then be prone to take place to embed effect altogether, can cause battery life to reduce with lithium ion.
General commercial electrolyte; Constitute by the ethylene carbonate of high-k or propylene carbonate and low viscous straight chain shape ester; Straight chain shape ester mainly contains dimethyl carbonate (DMC), diethyl carbonate (DEC) and methyl ethyl carbonate formations such as (EMC); Simultaneously also add additives such as carbonic acid ethenylidene ester (VC), sulfite, phosphate or derivatives thereof compound, be used to promote and improve life-span, capacitance and the cryogenic property of battery, but in high temperature service life, cycle performance, thermal stability; Anti-flammability, and the improved safety aspect still has many problems to need to be resolved hurrily.
Summary of the invention
The purpose of this invention is to provide a kind of nonaqueous electrolytic solution that adopts fluorine-containing substituted succinic anhydride and succinic anhydride derivative; Be used for improving in all directions and promote the function and the performance of the non-aqueous electrolyte of secondary cell; The utilization level of secondary cell is improved, solves the problem that existing electrolyte is run into comprehensively.
In order to reach above-mentioned purpose, the invention provides a kind of nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, this nonaqueous electrolytic solution comprises:
The electrolyte of alkali metal salt;
Nonaqueous solvents; And
Fluorine-containing replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative additive, wherein, this additive is selected any one of fluorine replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative, or two or more combination arbitrarily.
The above-mentioned nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, wherein, the electrolyte of this alkali metal salt is selected from: by LiPF 6, LiBF 4, LiAsF 6, LiSbF 6, LiClO 4, LiAlCl 4, LiGaCl 4, LiNO 3, LiC (SO 2CF 3) 3, LiN (SO 2CF 3) 3, LiSCN, LiO 3SCF 2CF 3, LiC 6F 5SO 3, LiO 2CCF 3, LiSO 3F, LiB (C 6H 5) 4, and LiCF 3SO 3The group of being formed.
The above-mentioned nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, wherein, this nonaqueous solvents is selected from: by ethylene carbonate, propylene carbonate, butylene carbonate, dipropyl carbonate, acid anhydrides; The N-methyl pyrrolidone, N-methylacetamide, N-NMF, dimethyl formamide, DEF, γ-butyl lactone; Acetonitrile, methyl-sulfoxide and dimethyl sulfite, vinylene carbonate, carbonic acid first propyl ester, 1,3-dioxolanes; 1,2-diethoxyethane, 1,2-dimethoxy-ethane, 1,2-dibutoxy; Oxolane, 2-methyltetrahydrofuran, expoxy propane, ethyl acetate, methyl acetate, methyl butyrate, ethyl butyrate; Methyl propionate, ethyl propionate, dimethyl carbonate, diethyl carbonate, methyl ethyl carbonate, propyl acetate, and the group formed such as ionic liquid at room temperature.
The above-mentioned nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, wherein, the adding proportion of fluorine-containing replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative additive accounts for the 0.01%-10% of electrolyte weight percentage.
The above-mentioned nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, wherein, the adding proportion of fluorine-containing replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative additive accounts for the 1%-5% of electrolyte weight percentage.
 
The above-mentioned nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, wherein, this fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative have following structure:
Figure 2011102509050100002DEST_PATH_IMAGE001
Wherein, n=1 ~ 15, x+ y=2n+2.
The present invention also provides a kind of alkali metal secondary cell that comprises the nonaqueous electrolytic solution of fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, and this secondary cell comprises:
Anodal;
Negative pole;
Barrier film;
The nonaqueous electrolytic solution of above-mentioned additive; And
The constituent components of battery of other necessity.
Nonaqueous electrolytic solution provided by the invention has fire-retardant and suppresses the effect that the battery thermal runaway is crossed; The secondary cell that adopts this nonaqueous electrolytic solution to process has and discharges and recharges usefulness, life-span circulation, electrochemical stability, thermal stability and over-charge protective characteristic preferably; And the flexibility ratio of its utilization is high, and adaptable scope is wide.
Embodiment
Specify embodiment of the present invention below in conjunction with embodiment and Comparative Examples.
Electrolyte of the present invention is used for the alkali metal secondary cell, and this electrolyte comprises:
The electrolyte of alkali metal salt,
Nonaqueous solvents, and
The additive of fluorine-containing replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative, perhaps its combination.
In addition, the present invention also provides a kind of alkali metal family secondary cell, except comprising above-mentioned electrolyte, also comprises positive pole, negative pole, barrier film and cell package part etc.
The electrolyte of the alkali metal salt that the present invention was suitable for is selected from: by LiPF 6, LiBF 4, LiAsF 6, LiSbF 6, LiClO 4, LiAlCl 4, LiGaCl 4, LiNO 3, LiC (SO 2CF 3) 3, LiN (SO 2CF 3) 3, LiSCN, LiO 3SCF 2CF 3, LiC 6F 5SO 3, LiO 2CCF 3, LiSO 3F, LiB (C 6H 5) 4, and LiCF 3SO 3The group of being formed.
The nonaqueous solvents that the present invention was suitable for is selected from: by ethylene carbonate, and propylene carbonate, butylene carbonate, dipropyl carbonate, acid anhydrides; The N-methyl pyrrolidone, N-methylacetamide, N-NMF, dimethyl formamide, DEF; γ-butyl lactone, acetonitrile, methyl-sulfoxide and dimethyl sulfite, vinylene carbonate, carbonic acid first propyl ester; 1,3-dioxolanes, 1,2-diethoxyethane, 1; The 2-dimethoxy-ethane, 1,2-dibutoxy, oxolane, 2-methyltetrahydrofuran, expoxy propane; Ethyl acetate, methyl acetate, methyl butyrate, ethyl butyrate, methyl propionate; Ethyl propionate, dimethyl carbonate, diethyl carbonate, and methyl ethyl carbonate, the group that propyl acetate and ionic liquid at room temperature (this ionic liquid at room temperature is a kind ofly to be made up of zwitterion fully, in room temperature or near the material that is liquid condition under the room temperature condition) etc. are formed.
Additive of the present invention comprises: fluorine replaced succinate acid anhydride or fluorine replaced succinate acid anhydride derivative, or its combination.It should be noted that wherein the adding proportion of above-mentioned additive accounts for the 0.01%-10% of electrolyte weight percentage, preferred 1%-5%.
This fluorine replaced succinate acid anhydride and succinic anhydride derivative can have following molecular structural formula:
Figure 295712DEST_PATH_IMAGE001
Wherein, n=1 ~ 15, x+ y=2n+2.
The preparation of positive/negative plate:
Alkali metal secondary cell of the present invention comprises positive plate and negative plate.The manufacture method of this positive plate is following: anode sizing agent is the positive active material of 80-95%, and the conductive agent of 2-15% and the binding agent of 3-10% are dissolved in the N-N-methyl-2-2-pyrrolidone N-(NMP), then it are evenly coated aluminum foil coil, and dried anodal volume rolls and cuts; Last vacuumize, positive active material is the lithiumation oxide of metals such as vanadium, titanium, chromium, copper, molybdenum, niobium, cobalt, nickel and manganese, lithiumation sulfide; Lithiumation selenides and organic free radical polyalcohol (Radical polymer) etc., binding agent comprises polyvinylidene fluoride, and conductive agent can be carbon black; Graphite powder, graphite, acetylene black; Nickel powder, aluminium powder, titanium valve etc.
In addition; The production method of this negative electricity pole piece is following: the production method of this negative plate is following: this cathode size is the positive active material of 80-95%; The binding agent of the conductive agent of 2-15% and the binding agent of 3-10% is dissolved in the N-N-methyl-2-2-pyrrolidone N-(NMP); Coat the Copper Foil volume after stirring, dried negative pole volume rolls and cuts, last vacuumize.Negative electrode active material can be material with carbon elements such as osculant carbosphere (MCMB), vapour deposition carbon fiber (VGCF), CNT, and lithium titanate (Li 4Ti 5O 12) etc.
Barrier film of the present invention can be traditional P P, PE, (PP/PE/PP) three layers of barrier film also can be paper barrier film etc.
Comparative example 1:
Take by weighing LiPF6 and be dissolved in ethylene carbonate (EC), methyl ethyl carbonate (EMC) (volume ratio EC/EMC=3/7), the LiPF6 solution of preparation 1.1mol/L, not doping.
Embodiment 1:
Take by weighing LiPF6 and be dissolved in ethylene carbonate (EC), methyl ethyl carbonate (EMC) (volume ratio EC/EMC=3/7), the LiPF6 solution of preparation 1.1mol/L, the fluoro succinic anhydride that adds 1% percentage by weight fully stir and make it even, and carry out de-bubble as additive.
Embodiment 2:
Take by weighing LiPF6 and be dissolved in ethylene carbonate (EC), methyl ethyl carbonate (EMC) (volume ratio EC/EMC=3/7); The LiPF6 solution of preparation 1.1mol/L; The trifluoromethyl succinic anhydride that adds 1% percentage by weight fully stirs and makes it even, and carry out de-bubble as additive.
Embodiment 3:
Take by weighing LiPF6 and be dissolved in ethylene carbonate (EC), methyl ethyl carbonate (EMC) (volume ratio EC/EMC=3/7); The LiPF6 solution of preparation 1.1mol/L; The difluoromethyl succinic anhydride that adds 1% percentage by weight fully stirs and makes it even, and carry out de-bubble as additive.
The conductivity test
Electrolyte to Comparative Examples 1 and embodiment 1 ~ 3 gained carries out the conductivity test; Method is following: electrolytical conductivity (σ) is tried to achieve with ac resistance analysis; Passing under the situation of alternating current, sweeping (50000Hz) tremendously low frequency (100HZ) by high frequency and scan, obtaining the relation of each impedance and phase angle; Get the intercept (Z ') of ions diffusion curve and real axis, calculating formula is following:
σ=L/A*R
Wherein, σ is a conductivity, and L is that two die openings leave (cm), and R is electrolyte impedance (Ω), and A is electrode area (cm 2); Electrolyte conductivity measures groove parameter: L=0.5cm; A=0.25 π cm 2
The conductivity test result is as shown in table 1:
The conductivity test result of table 1: embodiment 1 ~ 3 and Comparative Examples 1
Figure 2011102509050100002DEST_PATH_IMAGE002
Can know that by table 1 embodiment that has added fluorochemical additive has higher electrolyte ion conductivity than Comparative Examples 1 in room temperature or at low temperature.
The flame resistance test
Comparative Examples 1 is carried out anti-combustion experiment with embodiment 1-3, and the result is as shown in table 2.Can know that by table 2 embodiment 1-3 contains the electrolyte of additive, have thermal endurance and flame resistance, can be after burning things which may cause a fire disaster leave burn-out, flame extinguishes rapidly.
The fire resistance test result of table 2: embodiment 1 ~ 3 and Comparative Examples 1
Figure 2011102509050100002DEST_PATH_IMAGE003
In addition, the non-water electrolytic solution additive and the electrolyte of fluorine-containing replaced succinate acid anhydride and fluorine-containing substituted succinic anhydride derivative dissolve each other, and its fluorine atom that contains has fire-retardant and suppresses the effect that the battery thermal runaway is crossed, and has the effect of lifting for the fail safe of battery.
In sum, secondary cell provided by the invention discharge and recharge usefulness, life-span circulation, electrochemical stability, thermal stability and over-charge protective characteristic, the flexibility ratio of its utilization is high, and adaptable scope is wide.
Although content of the present invention has been done detailed introduction through above-mentioned preferred embodiment, will be appreciated that above-mentioned description should not be considered to limitation of the present invention.After those skilled in the art have read foregoing, for multiple modification of the present invention with to substitute all will be conspicuous.Therefore, protection scope of the present invention should be limited appended claim.

Claims (7)

1. nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative is characterized in that this nonaqueous electrolytic solution comprises:
The electrolyte of alkali metal salt;
Nonaqueous solvents; And
Fluorine-containing replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative additive, wherein, this additive is selected any one of fluorine replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative, or two or more combination arbitrarily.
2. the nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative as claimed in claim 1 is characterized in that the electrolyte of this alkali metal salt is selected from: by LiPF 6, LiBF 4, LiAsF 6, LiSbF 6, LiClO 4, LiAlCl 4, LiGaCl 4, LiNO 3, LiC (SO 2CF 3) 3, LiN (SO 2CF 3) 3, LiSCN, LiO 3SCF 2CF 3, LiC 6F 5SO 3, LiO 2CCF 3, LiSO 3F, LiB (C 6H 5) 4, and LiCF 3SO 3In more than any one.
3. the nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative as claimed in claim 1 is characterized in that this nonaqueous solvents is selected from: by ethylene carbonate, and propylene carbonate, butylene carbonate, dipropyl carbonate; Acid anhydrides, N-methyl pyrrolidone, N-methylacetamide, N-NMF, dimethyl formamide, DEF; γ-butyl lactone, acetonitrile, methyl-sulfoxide and dimethyl sulfite, vinylene carbonate, carbonic acid first propyl ester, 1; The 3-dioxolanes, 1,2-diethoxyethane, 1,2-dimethoxy-ethane; 1,2-dibutoxy, oxolane, 2-methyltetrahydrofuran, expoxy propane; Ethyl acetate, methyl acetate, methyl butyrate, ethyl butyrate, methyl propionate; Ethyl propionate, dimethyl carbonate, diethyl carbonate, methyl ethyl carbonate, propyl acetate, and ionic liquid at room temperature in any one more than.
4. like any described nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative of claim 1 ~ 3; It is characterized in that the adding proportion of fluorine-containing replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative additive accounts for the 0.01%-10% of electrolyte weight percentage.
5. the nonaqueous electrolytic solution that comprises fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative as claimed in claim 4; It is characterized in that the adding proportion of fluorine-containing replaced succinate acid anhydride or fluorine-containing replaced succinate acid anhydride derivative additive accounts for the 1%-5% of electrolyte weight percentage.
6. like claim 1 or 2 or the 3 or 5 described nonaqueous electrolytic solutions that comprise fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, it is characterized in that this fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative have following structure:
Figure 822960DEST_PATH_IMAGE001
Wherein, n=1 ~ 15, x+ y=2n+2.
7. one kind comprises like claim 1 or 2 or the 3 or 5 described alkali metal family secondary cells that comprise the nonaqueous electrolytic solution of fluorine-containing replaced succinate acid anhydride and succinic anhydride derivative, it is characterized in that it comprises:
Anodal;
Negative pole;
Barrier film;
Nonaqueous electrolytic solution according to claim 1 or 2 or 3 or 5 described additives; And
The constituent components of battery of other necessity.
CN201110250905A 2011-08-29 2011-08-29 Non-aqueous electrolyte containing fluorine-substituted succinic anhydride and succinic anhydride derivatives, and alkali metal secondary battery comprising thereof Pending CN102324562A (en)

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CN103346350A (en) * 2013-06-27 2013-10-09 深圳市崧鼎科技有限公司 Electrolyte for improving performance of lithium ion battery and battery
US20160156055A1 (en) * 2013-04-23 2016-06-02 Commissariatà L'Énergie Atomique Et Aux Énergies Alternatives Process for preparing an ion-exchange composite material comprising a specific polymer matrix and a filler consisting of ion-exchange particles
CN106463776A (en) * 2014-06-23 2017-02-22 日本电气株式会社 Nonaqueous electrolytic solution and secondary cell
JPWO2018169028A1 (en) * 2017-03-17 2020-01-16 旭化成株式会社 Non-aqueous electrolyte, non-aqueous secondary battery, cell pack, and hybrid system

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CN1979941A (en) * 2005-12-09 2007-06-13 比亚迪股份有限公司 Electrolyte, lithium-ion cell coutaining said electrolyte and method for preparing them

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CN1979941A (en) * 2005-12-09 2007-06-13 比亚迪股份有限公司 Electrolyte, lithium-ion cell coutaining said electrolyte and method for preparing them

Cited By (10)

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Publication number Priority date Publication date Assignee Title
US20160156055A1 (en) * 2013-04-23 2016-06-02 Commissariatà L'Énergie Atomique Et Aux Énergies Alternatives Process for preparing an ion-exchange composite material comprising a specific polymer matrix and a filler consisting of ion-exchange particles
US9905872B2 (en) * 2013-04-23 2018-02-27 Commissariat à l'énergie atomique et aux énergies alternatives Process for preparing an ion-exchange composite material comprising a specific polymer matrix and a filler consisting of ion-exchange particles
CN103346350A (en) * 2013-06-27 2013-10-09 深圳市崧鼎科技有限公司 Electrolyte for improving performance of lithium ion battery and battery
CN106463776A (en) * 2014-06-23 2017-02-22 日本电气株式会社 Nonaqueous electrolytic solution and secondary cell
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JP7248764B2 (en) 2017-03-17 2023-03-29 旭化成株式会社 Non-aqueous secondary battery, cell pack, and hybrid system

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Application publication date: 20120118