CN106532120B - A kind of nonaqueous electrolytic solution and the lithium secondary battery using the electrolyte - Google Patents
A kind of nonaqueous electrolytic solution and the lithium secondary battery using the electrolyte Download PDFInfo
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- CN106532120B CN106532120B CN201611174656.0A CN201611174656A CN106532120B CN 106532120 B CN106532120 B CN 106532120B CN 201611174656 A CN201611174656 A CN 201611174656A CN 106532120 B CN106532120 B CN 106532120B
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- acid pinacol
- pinacol ester
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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
- 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
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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
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
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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
- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0025—Organic electrolyte
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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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- Secondary Cells (AREA)
Abstract
The invention belongs to field of lithium ion battery material, disclose a kind of nonaqueous electrolytic solution and the lithium secondary battery using the electrolyte.The nonaqueous electrolytic solution is made of non-aqueous organic solvent, lithium salts and additive, and the additive includes at least one of pyridine boronic acid pinacol ester type compound and phenyl boric acid pinacol ester type compound.Pyridine boronic acid pinacol ester type compound and phenyl boric acid pinacol ester type compound are applied to lithium secondary cell electrolyte for the first time by the present invention, enrich the type and range of choice of electrolysis additive；Gained electrolyte can significantly improve the circulation, multiplying power and high/low temperature properties of lithium secondary battery.
Description
Technical field
The invention belongs to field of lithium ion battery material, and in particular to a kind of nonaqueous electrolytic solution and the lithium using the electrolyte
Secondary cell.
Background technique
Lithium secondary battery is due to having many advantages, such as that energy density is high, output voltage is high, have extended cycle life, environmental pollution is small,
There is extremely important application in fields such as electronic product, electric car, aerospace, energy storage.However, in recent years, lithium is secondary
More stringent requirements are proposed to energy density, cycle performance, high temperature performance, high rate performance etc. for battery.
Important component of the electrolyte as lithium secondary battery is known as " blood " of lithium secondary battery, is to influence lithium two
An important factor for primary cell performance, and the additive of electrolyte is wherein extremely crucial component.It is one or more excellent
Positive electrochemical action occurs in the lithium secondary battery for electrolysis additive, can improve the kinetic characteristics of battery, thus
Have to the comprehensive performance of battery and is obviously improved.Such as application No. is 201610200202.X, a kind of entitled " non-water power
Solve liquid and the lithium secondary battery using the nonaqueous electrolytic solution " Chinese patent, it discloses a kind of nonaqueous electrolytic solution, including non-aqueous
Organic solvent, lithium salts and additive, additive contain methane-disulfonic acid methylene ester compounds and alcoxyl base class compound, Ke Yi
Positive and negative pole surface forms stable passivating film, improves the high temperature storage and cycle performance of lithium secondary battery.Application No. is
201610208000.X, the Chinese patent of entitled " a kind of electrolyte and the lithium secondary battery including the electrolyte ",
It discloses a kind of electrolyte, including lithium salts, organic solvent and additive, additive includes two nitrile compounds of silicon oxygen and cathode
Film for additive can form stable passivating film in positive and negative pole surface, and avoidable electrolyte composition is oxidized, while can be with
The Bronsted acid and lewis acid generated in electrolyte is effectively removed, promotes lithium secondary battery under high pressure and high temperature operating conditions
Cyclical stability.
However, Sulfonates and nitrile are the well-known additives of lithium secondary cell electrolyte, they mostly exist or
More or few defects.Such as most widely used 1,3- sulfonic acid propiolactone, the substance that limitation uses is classified as by European Union；It is such as above-mentioned special
The methane-disulfonic acid methylene ester of benefit, although its high temperature performance that can improve battery, itself stability is very poor, makes electrolyte
Shelf-life is obviously shortened；Such as succinonitrile, adiponitrile, a series of nitriles substances of three nitrile of hexane, formed passivation membrane impedance compared with
Greatly, it is unfavorable for the multiplying power discharging and low temperature discharge of battery.
Summary of the invention
In order to solve the disadvantage that the above prior art and shortcoming, the primary purpose of the present invention is that providing a kind of non-aqueous
Electrolyte.
Another object of the present invention is to provide a kind of lithium secondary batteries using above-mentioned electrolyte.
The object of the invention is achieved through the following technical solutions:
A kind of nonaqueous electrolytic solution, the nonaqueous electrolytic solution are made of non-aqueous organic solvent, lithium salts and additive, the addition
Agent includes at least one of pyridine boronic acid pinacol ester type compound and phenyl boric acid pinacol ester type compound.
Preferably, the pyridine boronic acid pinacol ester type compound includes 2- pyridine boronic acid pinacol ester, 3- pyridine boronic acid
Pinacol ester, 4- pyridine boronic acid pinacol ester, 2- picoline -3- pinacol borate, 2- fluorine pyridine -5- boric acid pinacol
Ester, 3- fluorine pyridine -4- pinacol borate, 2- methoxyl group -5- pyridine boronic acid pinacol ester, 6- methoxypyridine -3- boric acid frequency
Which alcohol ester, the fluoro- 6- picoline -3- pinacol borate of 2- or 2- cyanopyridine -4- pinacol borate.
Preferably, the phenyl boric acid pinacol ester type compound includes phenyl boric acid pinacol ester, 3- (trifluoromethyl) benzene boron
Sour pinacol ester, 4- cyanogen methylphenylboronic acid pinacol ester, 4- (mesyl) phenyl boric acid pinacol ester, 4- (2- pyridyl group) benzene boron
Sour pinacol ester or 4- (3- pyridyl group) phenyl boric acid pinacol ester.
Pyridine boronic acid pinacol ester type compound or phenyl boric acid pinacol ester type compound are in non-water power in the additive
The mass percentage solved in liquid is preferably 0.1%~10%, and more preferably 0.3%~5%.
The non-aqueous organic solvent is carbonic ester, in carboxylate, ether, fluoro carbonic ester, alpha-fluorocarboxylate ester, fluoro-ether
It is one or more of.
The lithium salts is lithium hexafluoro phosphate, bis trifluoromethyl sulfimide lithium, bis- (fluorine sulphonyl) imine lithiums, double oxalic acid boron
Sour lithium, difluorine oxalic acid boracic acid lithium, LiBF4, difluorophosphate, difluoro oxalate lithium phosphate, 4,5- dicyano -2- fluoroform
One or more of base imidazoles lithium, lithium perchlorate.
A kind of lithium secondary battery, electrolyte used in the lithium secondary battery are nonaqueous electrolytic solution of the present invention.
The invention has the following advantages and beneficial effects:
(1) pyridine boronic acid pinacol ester type compound and phenyl boric acid pinacol ester type compound are applied to by the present invention for the first time
Lithium secondary cell electrolyte enriches the type and range of choice of electrolysis additive；
(2) pyridine boronic acid pinacol ester type compound and phenyl boric acid pinacol ester type compound addition used in the present invention
Agent can form stable passivating film in the positive and negative pole surface of lithium secondary battery, which can effectively inhibit electrolyte and positive and negative anodes material
Material direct contact, and have good lithium ion mobility kinetic characteristics, so as to significantly improve lithium secondary battery circulation,
Multiplying power and high/low temperature properties.
Specific embodiment
Below with reference to embodiment, the present invention is described in further detail, and embodiments of the present invention are not limited thereto.
Comparative example 1
Solvent ethylene carbonate/methyl ethyl carbonate/diethyl carbonate 1:1:1 in mass ratio is mixed, by the total matter of electrolyte
Amount calculates the lithium hexafluoro phosphate in the mixed solvent addition 12.5%, obtains the electrolyte of this comparative example；Gained electrolyte is injected
In non-fluid injection battery core comprising anode pole piece, diaphragm and cathode pole piece, it is fabricated to lithium secondary battery, obtains the battery of this comparative example.
Comparative example 2
Solvent ethylene carbonate/methyl ethyl carbonate/propyl acetate 1:2:1 in mass ratio is mixed, by electrolyte gross mass
Calculate in the mixed solvent add 1% vinylene carbonate, 12% lithium hexafluoro phosphate and 1% bis- (fluorine sulphonyl) imines
Lithium obtains the electrolyte of this comparative example；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to,
Obtain the battery of this comparative example.
Embodiment 1
Addition accounts for the 2- pyridine boronic acid pinacol ester of electrolyte gross mass 0.1% on the basis of the electrolyte of comparative example 1, obtains
The electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to, obtains this
The battery of embodiment.
Embodiment 2
Addition accounts for the 3- pyridine boronic acid pinacol ester of electrolyte gross mass 10% on the basis of the electrolyte of comparative example 1, obtains
The electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to, obtains this
The battery of embodiment.
Embodiment 3
Addition accounts for the 4- pyridine boronic acid pinacol ester of electrolyte gross mass 0.3% on the basis of the electrolyte of comparative example 1, obtains
The electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to, obtains this
The battery of embodiment.
Embodiment 4
Addition accounts for the 2- picoline -3- boric acid pinacol of electrolyte gross mass 5% on the basis of the electrolyte of comparative example 1
Ester obtains the electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to,
Obtain the battery of the present embodiment.
Embodiment 5
Addition accounts for the 2- fluorine pyridine -5- boric acid pinacol of electrolyte gross mass 2% on the basis of the electrolyte of comparative example 1
Ester obtains the electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to,
Obtain the battery of the present embodiment.
Embodiment 6
Addition accounts for the 4- pyridine boronic acid pinacol ester and 1% of electrolyte gross mass 1% on the basis of the electrolyte of comparative example 1
3- fluorine pyridine -4- pinacol borate, obtain the electrolyte of the present embodiment；Gained electrolyte is injected identical with comparative example 1
In battery core, it is fabricated to lithium secondary battery, obtains the battery of the present embodiment.
Embodiment 7
On the basis of the electrolyte of comparative example 1 addition account for electrolyte gross mass 0.5% 3- pyridine boronic acid pinacol ester,
0.5% 2- methoxyl group -5- pyridine boronic acid pinacol ester and 1% 6- methoxypyridine -3- pinacol borate, obtain this implementation
The electrolyte of example；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to, obtains the present embodiment
Battery.
Embodiment 8
Addition accounts for the fluoro- 6- picoline -3- boron of 2- of electrolyte gross mass 0.5% on the basis of the electrolyte of comparative example 2
Sour pinacol ester obtains the electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium is fabricated to
Secondary cell obtains the battery of embodiment 8.
Embodiment 9
Addition accounts for the 2- cyanopyridine -4- boric acid pinacol of electrolyte gross mass 7% on the basis of the electrolyte of comparative example 2
Ester obtains the electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to,
Obtain the battery of the present embodiment.
Embodiment 10
Addition accounts for the phenyl boric acid pinacol ester of electrolyte gross mass 3% on the basis of the electrolyte of comparative example 2, obtains this implementation
The electrolyte of example；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to, obtains the present embodiment
Battery.
Embodiment 11
On the basis of the electrolyte of comparative example 2 addition account for electrolyte gross mass 4% 3- (trifluoromethyl) phenyl boric acid frequency which
Alcohol ester obtains the electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, the secondary electricity of lithium is fabricated to
Pond obtains the battery of the present embodiment.
Embodiment 12
Addition accounts for the 4- cyanogen methylphenylboronic acid pinacol of electrolyte gross mass 0.8% on the basis of the electrolyte of comparative example 2
Ester obtains the electrolyte of the present embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to,
Obtain the battery of the present embodiment.
Embodiment 13
Addition accounts for 4- (mesyl) phenyl boric acid frequency of electrolyte gross mass 0.4% on the basis of the electrolyte of comparative example 2
Any alcohol ester and 1% 4- (2- pyridyl group) phenyl boric acid pinacol ester, obtain the electrolyte of the present embodiment；By gained electrolyte injection with
In the identical battery core of comparative example 1, it is fabricated to lithium secondary battery, obtains the battery of the present embodiment.
Embodiment 14
Addition accounts for 4- (3- pyridyl group) phenyl boric acid frequency of electrolyte gross mass 0.9% on the basis of the electrolyte of comparative example 2
Which alcohol ester, 0.6% 2- cyanopyridine -4- pinacol borate and 2% 3- (trifluoromethyl) phenyl boric acid pinacol ester obtains this
The electrolyte of embodiment；Gained electrolyte is injected in battery core identical with comparative example 1, lithium secondary battery is fabricated to, obtains this reality
Apply the battery of example.
Lithium secondary battery obtained by the above comparative example and embodiment carries out electrochemical property test:
By battery testing 25 DEG C of room temperature 1C circulation performances, 45 DEG C of height of comparative example 1, comparative example 2 and embodiment 1~14
Warm 1C circulation performance, 25 DEG C of room temperature 5C multiplying power discharging properties and -20 DEG C of low temperature 0.5C multiplying power discharging properties, test data column
In table 1.
Circulation, multiplying power and the high temperature performance comparison of 1 battery of table
As can be known from Table 1, relative contrast's example, the present invention pass through addition pyridine boronic acid pinacol ester type compound or benzene boron
The electrolyte of sour pinacol ester type compound can significantly improve normal temperature circulation, high temperature circulation, multiplying power and the low temperature of lithium secondary battery
Performance.
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, other any changes, modifications, substitutions, combinations, simplifications made without departing from the spirit and principles of the present invention,
It should be equivalent substitute mode, be included within the scope of the present invention.
Claims (6)
1. a kind of nonaqueous electrolytic solution, it is characterised in that: the nonaqueous electrolytic solution is by non-aqueous organic solvent, lithium salts and additive structure
At the additive includes at least one in pyridine boronic acid pinacol ester type compound and phenyl boric acid pinacol ester type compound
Kind；
The pyridine boronic acid pinacol ester type compound includes 2- pyridine boronic acid pinacol ester, 3- pyridine boronic acid pinacol ester, 4-
Pyridine boronic acid pinacol ester, 2- picoline -3- pinacol borate, 2- fluorine pyridine -5- pinacol borate, 3- fluorine pyridine -
4- pinacol borate, 2- methoxyl group -5- pyridine boronic acid pinacol ester, 6- methoxypyridine -3- pinacol borate, 2- are fluoro-
6- picoline -3- pinacol borate or 2- cyanopyridine -4- pinacol borate；
The phenyl boric acid pinacol ester type compound include phenyl boric acid pinacol ester, 3- (trifluoromethyl) phenyl boric acid pinacol ester,
4- cyanogen methylphenylboronic acid pinacol ester, 4- (mesyl) phenyl boric acid pinacol ester, 4- (2- pyridyl group) phenyl boric acid pinacol ester
Or 4- (3- pyridyl group) phenyl boric acid pinacol ester.
2. a kind of nonaqueous electrolytic solution according to claim 1, it is characterised in that: pyridine boronic acid pinacol in the additive
The mass percentage of ester type compound or phenyl boric acid pinacol ester type compound in nonaqueous electrolytic solution is 0.1%~10%.
3. a kind of nonaqueous electrolytic solution according to claim 2, it is characterised in that: pyridine boronic acid pinacol in the additive
The mass percentage of ester type compound or phenyl boric acid pinacol ester type compound in nonaqueous electrolytic solution is 0.3%~5%.
4. a kind of nonaqueous electrolytic solution according to claim 1, it is characterised in that: the non-aqueous organic solvent is carbonic acid
One or more of ester, carboxylate, ether, fluoro carbonic ester, alpha-fluorocarboxylate ester, fluoro-ether.
5. a kind of nonaqueous electrolytic solution according to claim 1, it is characterised in that: the lithium salts is lithium hexafluoro phosphate, double
Lithium trifluoromethanesulp,onylimide, bis- (fluorine sulphonyl) imine lithiums, di-oxalate lithium borate, difluorine oxalic acid boracic acid lithium, LiBF4, two
One or more of lithium fluophosphate, difluoro oxalate lithium phosphate, 4,5- dicyano -2- trifluoromethyl imidazoles lithium, lithium perchlorate.
6. a kind of lithium secondary battery, it is characterised in that: electrolyte used in the lithium secondary battery is in Claims 1 to 5
Described in any item nonaqueous electrolytic solutions.
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| CN108511799A (en) * | 2017-04-27 | 2018-09-07 | 万向二三股份公司 | A kind of high-temperature electrolyte of lithium ion battery |
| CN109119689B (en) * | 2017-06-26 | 2020-11-20 | 比亚迪股份有限公司 | Nonaqueous electrolyte solution and lithium ion battery |
| FR3069959B1 (en) * | 2017-08-07 | 2019-08-23 | Arkema France | MIXTURE OF LITHIUM SALTS AND USES THEREOF AS BATTERY ELECTROLYTE |
| CN108808071B (en) * | 2018-06-25 | 2021-04-20 | 东莞东阳光科研发有限公司 | Electrolyte for high-nickel ternary positive electrode material system battery and lithium ion battery |
| CN109148952B (en) * | 2018-07-26 | 2021-02-09 | 华中科技大学 | Electrolyte and application and product thereof |
| CN109546223A (en) * | 2018-12-12 | 2019-03-29 | 上海航天电源技术有限责任公司 | A kind of warm width electrolyte of the width of lithium ion battery |
| CN111755747B (en) * | 2019-03-29 | 2021-09-21 | 比亚迪股份有限公司 | Non-aqueous electrolyte, battery containing non-aqueous electrolyte and vehicle containing battery |
| CN110112465B (en) * | 2019-04-24 | 2022-04-19 | 东莞东阳光科研发有限公司 | Electrolyte for battery with lithium-rich manganese-based positive electrode material system and lithium ion battery |
| CN110416609B (en) * | 2019-07-03 | 2022-02-11 | 珠海市赛纬电子材料股份有限公司 | Non-aqueous electrolyte of lithium ion battery and lithium ion battery comprising same |
| CN112820940B (en) * | 2019-11-15 | 2022-05-10 | 华南师范大学 | Non-aqueous electrolyte containing 2-fluoro-3-pyridineboronic acid, and lithium metal battery containing same |
| CN110911748B (en) * | 2019-12-03 | 2022-06-07 | 广州天赐高新材料股份有限公司 | Lithium secondary battery electrolyte and lithium secondary battery |
| CN111740164A (en) | 2020-06-24 | 2020-10-02 | 宁德新能源科技有限公司 | Electrolyte and electrochemical device |
| CN112952197B (en) * | 2021-01-26 | 2023-01-24 | 宁德新能源科技有限公司 | Electrolyte solution, electrochemical device, and electronic device |
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