CN106229548A - Lithium battery electrolytes - Google Patents
Lithium battery electrolytes Download PDFInfo
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- CN106229548A CN106229548A CN201610751930.XA CN201610751930A CN106229548A CN 106229548 A CN106229548 A CN 106229548A CN 201610751930 A CN201610751930 A CN 201610751930A CN 106229548 A CN106229548 A CN 106229548A
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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
- H01M10/42—Methods or arrangements for servicing or maintenance of secondary cells or secondary half-cells
- H01M10/4235—Safety or regulating additives or arrangements in electrodes, separators or electrolyte
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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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Abstract
A kind of lithium battery electrolytes, this electrolyte includes solvent, lithium salts, flame-retardant additive, and the consumption of lithium salts is 0.1～2.5mol/L, and the consumption of flame-retardant additive accounts for the 0.1～30% of electrolyte gross mass, and flame-retardant additive includes poly-phosphorus-nitrogen compound.The lithium battery electrolytes of the present invention has fire-retardant, the good feature high with heat stability of chemical stability.There is good capability retention simultaneously.
Description
Technical field
The present invention relates to lithium battery electrolytes.
Background technology
As commercial applications, the safety problem of lithium ion battery is still that the key factor restricting its application development.Lithium
Ion battery self also exists many potential safety hazards, and when battery is under abuse state, battery system temperature raises, and SEI film is broken
Bad, thus cause the chemical reaction that between electrode and electrolyte, directly contact generation is violent, these reactions may produce hydrogen freely
Base and hydroxyl free radical, occur free chain reaction to release substantial amounts of heat the most further simultaneously, and heat be in exponential increase
And make the reaction between electrolyte and electrode upgrade, after battery system temperature reaches certain value, on the one hand may cause electricity
The decomposition solving liquid produces paraffin gas so that it is produce burning and blast with air or oxygen when contacting；On the other hand may positive pole
Material exothermic decomposition reaction, releases substantial amounts of heat.Finally assemble when above-mentioned all heats and reach a limit, in battery limited
Can not get in space effectively evacuating and will produce burning or blast.
Lithium-ion battery electrolytes common solvent is that EC, DEC, DMC, EMC etc. have relatively low boiling, low-flash, height at present
Volatile organic combustibles.When battery can occur leakage, meeting and air contact, one under the abuse condition such as extruding, collision
Under fixed temperature, electrolyte will burn and then make cells burst even to explode.Therefore, the stability improving electrolyte is to improve lithium
One important method of ion battery safety.
Summary of the invention
In order to solve above-mentioned technical problem, one aspect of the present invention provides a kind of lithium battery electrolytes, described electrolyte bag
Including solvent, lithium salts, flame-retardant additive, the consumption of described lithium salts is 0.1～2.5mol/L, and the consumption of described flame-retardant additive accounts for electricity
Solving the 0.1～30% of liquid gross mass, described flame-retardant additive includes poly-phosphorus-nitrogen compound, the structural formula of described poly-phosphorus-nitrogen compound
As follows:
(Ⅰ)
Described n is the integer of 3-100, and described R1 is long chain alkyl group, containing aromatic ring, heteroaromatic, oxygen ethylene in described long chain alkyl group
In one or both.
Described solvent one or several in carbonic ester, carboxylate, ether, fluoro carbonic ester, alpha-fluorocarboxylate ester, fluoro-ether
Kind.
Described lithium salts is selected from LiPF6、LiBF4、LiBOB、LiODFB、LiCF3SO3、LiN(CF3SO2)2、LiN(C2F5SO2)
One or more in 2.
Described R1 is formula II
(Ⅱ)
Described R4 be carbon number be the alkyl of 1-12.
Described R1 is formula III；
(Ⅲ)
Described R3 be carbon number be the alkyl of 1-12.
Described R1 is formula IV；
(Ⅳ)
Described R5, R6 independently be the alkyl that carbon number is 1-12.
Described flame-retardant additive also includes phenyl s-triazine, poly-phosphorus-nitrogen compound and phenyl s-triazine
Mass ratio is 1:0.1-0.5, the structural formula such as formula (V) of described phenyl s-triazine:
(Ⅴ)
Described R2 is hydrogen, nitro, alkyl, amino.
The polyphosphazene compound of the present invention has fire-retardant, the good feature high with heat stability of chemical stability, adds electrolysis
Liquid has better flame resistance, does not affect the electric conductivity of electrolyte simultaneously.The side chain of polyphosphazene compound is containing hetero atom
Long chain alkyl group, long chain alkyl group has one or both groups in aromatic ring, heteroaromatic, oxygen ethylene, relative to other structures,
Being possibly due to aromatic ring and heteroaromatic has bigger sterically hindered, the polyphosphazene compound of the present invention can be at lithium ion battery
Positive electrode surface form the finest and close effective clad, thus improve the cyclicity of high-voltage lithium ion batteries.
It is more readily understood the above-mentioned of the application and other features, aspect and advantage with reference to described further below.
Detailed description of the invention
Unless otherwise defined, all technology used herein and scientific terminology have skill common with art of the present invention
The identical implication that art personnel are generally understood that.When there is contradiction, it is as the criterion with the definition in this specification.
Lithium battery electrolytes, described electrolyte include solvent, lithium salts, flame-retardant additive, the consumption of described lithium salts be 0.1～
2.5mol/L, the consumption of described flame-retardant additive accounts for the 0.1～30% of electrolyte gross mass, and described flame-retardant additive includes poly-phosphorus
Nitrogen compound, the structural formula of described poly-phosphorus-nitrogen compound is as follows:
(Ⅰ)
Described n is the integer of 3-100, and described R1 is long chain alkyl group, containing aromatic ring, heteroaromatic, oxygen ethylene in described long chain alkyl group
In one or both.
Described R1 is formula II or formula III or (IV),
(Ⅱ)
(Ⅲ)
(Ⅳ)
Described R3, R4, R5, R6 independently be the alkyl that carbon number is 1-12.
The weight average molecular weight of polyphosphazene compound of the present invention is preferably 1000～10000.
Described solvent one or several in carbonic ester, carboxylate, ether, fluoro carbonic ester, alpha-fluorocarboxylate ester, fluoro-ether
Kind.Specifically, ethylene carbonate, Allyl carbonate, gamma-butyrolacton, fluorinated ethylene carbonate, double fluoro ethylene can be selected
Alkene ester, vinylene carbonate, ethylene carbonate vinylene, 1,3-propane sultone, 1,4-butane sultones, trifluoroacetic acid
Methyl ester, trifluoroacetic acid ethyl ester, trifluoro-acetate, Trifluoroacetic Acid Ethyl Ester, five fluorine methyl propionates, five fluorine ethyl propionates, nine fluorine are just
Butyl methyl ether, nine fluorine isobutyl methyl ether, seven fluorine n-pro-pyl methyl ethers, seven fluorine isopropyl methyl ethers, hexafluoro isopropyl methyl
One or more in ether, dimethyl carbonate, diethyl carbonate and Ethyl methyl carbonate.
The lithium salts of the present invention is selected from LiPF6、LiBF4、LiBOB、LiODFB、LiCF3SO3、LiN(CF3SO2)2、LiN
(C2F5SO2) one or more in 2.The consumption of lithium salts is 0.1～2.5mol/L.
Hereinafter, by embodiment, the present invention is explained in more detail, it should be appreciated that these embodiments are only
Illustrate and nonrestrictive.Illustrating without other, raw materials used is all commercially available.
The present invention is described in detail referring to several examples.
Embodiment 1
The preparation of poly-phosphorus-nitrogen compound
Weigh 10g chlordene tripolyphosphazene, 0.1g sulfamic acid, 0.08g calcium sulphate dihydrate, 20mL1-naphthalene chloride；
Condensing tube, drying tube, thermometer and mechanical agitation are set in 500mL four-hole boiling flask, above-mentioned substance is added four mouthfuls of burnings
Bottle also, logical nitrogen, be warming up to 230 DEG C, keep this temperature 5 hours, observe the viscosity of material in bottle, treat viscosity to occur substantially and rise
High stopped reaction, such as the then stopped reaction more than 6 hours；
Above-mentioned reactant liquor is poured in the 3000mL beaker filling 1200mL heptane, stirs to there being white polymer to separate out at the bottom of cup,
Separate upper solution；The polymer of the bottom of isolated is polydichlorophosphazenes.
Polydichlorophosphazenes side substitution reacts:
23g polydichlorophosphazenes is dissolved in the tetrahydrofuran solution of 400ml, impurity screening.Obtain polydichlorophosphazenes tetrahydrochysene furan
Mutter solution.
Under nitrogen protection, add in the three neck round bottom flask that 1000mL is dried the oxolane that has been dried of 300mL and
40g sodium hydride, the oxolane (200mL) being then slowly dropped into substituted compound triethylene glycol monoethyl ether (1mol) is molten
Liquid, stirring reaction 4 hours under room temperature.Then 400ml polydichlorophosphazenes tetrahydrofuran solution is slowly dropped to and to be previously obtained
In alcohol sodium solution, drip rear back flow reaction 24 hours.Dissolve after having reacted and be dried to obtain 30g product, be poly-phosphorus-nitrogen compound,
Its productivity is 83%.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass, obtains lithium ion battery electrolysis after stirring
Liquid.
Embodiment 2
According to the mode of embodiment 1, use hydroxypropyl Pentyl benzoate alternatively compound, prepare poly-phosphorous nitride
Compound.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass, obtains lithium ion battery electrolysis after stirring
Liquid.
Embodiment 3
According to the mode of embodiment 1, use 4-(4-hydroxybutyl) pyridine alternatively compound, prepare poly-phosphorous nitride and close
Thing.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass, obtains lithium ion battery electrolysis after stirring
Liquid.
Embodiment 4
According to the mode of embodiment 1, use polyoxyethylene (5EO) nonylplenyl ether alternatively compound, prepare poly-phosphorus
Nitrogen compound.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass, obtains lithium ion battery electrolysis after stirring
Liquid.
Embodiment 5
According to the mode of embodiment 1, use 4-(4-hydroxybutyl) pyridine alternatively compound, prepare poly-phosphorous nitride and close
Thing.
The preparation of phenyl s-triazine
By in the mixed solvent of the phenol of corresponding proportioning, sodium hydroxide addition water and acetone, prepare sodium phenate solution, ice bath
Under the conditions of instill containing the acetone soln of cyanuric chloride, stir 1 hour, is warming up to thinking, continue to stir 1 hour, be continuously heating to
Backflow, reacts 4 hours, and after reaction terminates, cooling stands, and is processed by this mixture frozen water, and methanol washs, and obtains white after drying
Color powder triple phenoxyl s-triazine, recrystallization, product yield 40%.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass and the phenyl s-triazine of the aforementioned preparation of 2.5%
Compound, obtains lithium-ion battery electrolytes after stirring.
Embodiment 6
According to the mode of embodiment 1, use 4-(4-hydroxybutyl) pyridine alternatively compound, prepare poly-phosphorous nitride and close
Thing.
The preparation of phenyl s-triazine
By in the mixed solvent of the p-methyl phenol of corresponding proportioning, sodium hydroxide addition water and acetone, prepare methylbenzene
Sodium phenolate solution, instills the acetone soln containing cyanuric chloride, stirs 1 hour, be warming up to thinking, continue stirring 1 little under condition of ice bath
Time, it being continuously heating to backflow, react 4 hours, after reaction terminates, cooling stands, and is processed by this mixture frozen water, and methanol washs,
Obtain white powder three after drying to methylphenoxy s-triazine, recrystallization, product yield 30%.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass and the phenyl s-triazine chemical combination of the aforementioned preparation of 2%
Thing, obtains lithium-ion battery electrolytes after stirring.
Embodiment 7
According to the mode of embodiment 1, use 4-(4-hydroxybutyl) pyridine alternatively compound, prepare poly-phosphorous nitride and close
Thing.
The preparation of phenyl s-triazine
By in the mixed solvent of the paranitrophenol of corresponding proportioning, sodium hydroxide addition water and acetone, prepare p-nitrophenyl
Sodium phenolate solution, instills the acetone soln containing cyanuric chloride, stirs 1 hour, be warming up to thinking, continue stirring 1 little under condition of ice bath
Time, it being continuously heating to backflow, react 4 hours, after reaction terminates, cooling stands, and is processed by this mixture frozen water, and methanol washs,
Obtain white powder three p-nitrophenyl epoxide s-triazine, recrystallization, product yield 70% after drying.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass and the phenyl s-triazine chemical combination of the aforementioned preparation of 1%
Thing, obtains lithium-ion battery electrolytes after stirring.
Embodiment 8
According to the mode of embodiment 1, use 4-(4-hydroxybutyl) pyridine alternatively compound, prepare poly-phosphorous nitride and close
Thing.
The preparation of phenyl s-triazine
By in the mixed solvent of the paranitrophenol of corresponding proportioning, sodium hydroxide addition water and acetone, prepare p-nitrophenyl
Sodium phenolate solution, instills the acetone soln containing cyanuric chloride, stirs 1 hour, be warming up to thinking, continue stirring 1 little under condition of ice bath
Time, it being continuously heating to backflow, react 4 hours, after reaction terminates, cooling stands, and is processed by this mixture frozen water, and methanol washs,
Obtain white powder three p-nitrophenyl epoxide s-triazine, recrystallization, product yield 70% after drying.
By three p-nitrophenyl epoxide s-triazine Pd/C catalytic hydrogenating reductions, prepare three p-aminophenyl epoxide s-triazine.
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL Allyl carbonate organic mixed
Close solution, in organic mixed solution, add lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slow in the most backward mixed solution
The poly-phosphorus-nitrogen compound of the aforementioned preparation of the 5% of slow addition electrolyte gross mass and the phenyl s-triazine of the aforementioned preparation of 0.5%
Compound, obtains lithium-ion battery electrolytes after stirring.
Comparative example 1
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL the organic mixing of Allyl carbonate molten
Liquid, adds lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, obtains lithium-ion electric after stirring in organic mixed solution
Pond electrolyte.
Comparative example 2
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL the organic mixing of Allyl carbonate molten
Liquid, adds lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slowly adds in the most backward mixed solution in organic mixed solution
Enter electrolyte gross mass 5% methyl-phosphoric acid dimethyl ester, obtain lithium-ion battery electrolytes after stirring.
Comparative example 3
In anhydrous and oxygen-free is full of the glove box of argon, take the ethylene carbonate of 6mL, 14mL the organic mixing of Allyl carbonate molten
Liquid, adds lithium hexafluoro phosphate so that it is molar concentration is 1mol/L, slowly adds in the most backward mixed solution in organic mixed solution
Enter electrolyte gross mass 0.5% three p-aminophenyl epoxide s-triazine, obtain lithium-ion battery electrolytes after stirring.
The electrolyte evaluation methodology of the present invention is as follows:
Lithium-ion battery electrolytes is injected separately into the most extremely cobalt acid lithium, and negative pole is graphite MCMB, barrier film be Celgard polypropylene every
In 18650 batteries of film, the rated capacity of battery is 1800mAh, tests battery.
Fire resistance is evaluated
It is defined according to the method for regulation in UL94HB, noninflammability quartz fibre (glass fibre) is immersed the electrolysis of 1.0mL
In liquid, prepare the test film of 127mm × 12.7mm, by test film at atmospheric environment down-firing, if the flame after Dian Huo does not arrives
Reach the 25mm line of device, and dropping from network the most unconfirmed catches fire, and is i.e. defined as having flame retardancy；As do not found to catch fire
(the long 0mm of flame) phenomenon, is i.e. defined as having noninflammability.
In the present invention, self-extinguishing time (Self-extinguishing time is called for short SET) is used to evaluate electrolyte
Fire resistance.
Self-extinguishing time is tested: is weighed by the glass cotton balls of a diameter of 5mm, and is placed on the thin wire being converted into O type, with note
Emitter, toward injecting the electrolyte of certain mass on glass cotton, is then lighted rapidly by igniter, and record igniter is moved
To the time of flame automatic distinguishing after opening, this time is self-extinguishing time.With the self-extinguishing time of unit mass electrolyte as standard,
The relatively fire resistance of different electrolytes.
The assay method of electrical conductivity
Conductivity meter (the DDS-307A conductivity meter of Shanghai thunder magnetic) is used to measure the electrical conductivity of electrolyte at 25 DEG C.
Cycle performance is evaluated
Charging procedure: 1C constant-current charge is to 4.2V, and when then constant-voltage charge to electric current is 0.02C, cut-off is charged；
Discharge procedures: 1C constant-current discharge to 2.75V；
After charging and discharging cut-off, all shelve 5 minutes, so circulation 800 weeks.After investigating initial discharge capacity and the circulation of battery
The capability retention of battery.
It can be seen that the oxygen in order to prevent electrolyte from contacting with positive electrode, in the side chain of the poly-phosphorus-nitrogen compound in electrolyte
Atom has good compliance, can play the effect of cladding.The side-chain radical of the poly-phosphorus-nitrogen compound of the present invention contains virtue
Ring or containing heteroaromatic or containing phenyl ring with during polyoxyethylene segment, against expectation has fabulous capability retention.
The above, only presently preferred embodiments of the present invention, it is not intended to limit protection scope of the present invention.Every
The impartial change done according to present invention and modification, be encompassed by the scope of the claims of the present invention.
Claims (7)
1. a lithium battery electrolytes, described electrolyte includes that solvent, lithium salts, flame-retardant additive, the consumption of described lithium salts are 0.1
～2.5mol/L, the consumption of described flame-retardant additive accounts for the 0.1～30% of electrolyte gross mass, and described flame-retardant additive includes gathering
Phosphorus-nitrogen compound, the structural formula of described poly-phosphorus-nitrogen compound is as follows:
(Ⅰ)
Described n is the integer of 3-100, and described R1 is long chain alkyl group, containing aromatic ring, heteroaromatic, oxygen ethylene in described long chain alkyl group
In one or both.
2. the lithium battery electrolytes piece described in the claim 1 of river, it is characterised in that described solvent selected from carbonic ester, carboxylate,
One or more in ether, fluoro carbonic ester, alpha-fluorocarboxylate ester, fluoro-ether.
3. the lithium battery electrolytes piece described in the claim 1 of river, it is characterised in that described lithium salts is selected from LiPF6、LiBF4、
LiBOB、LiODFB、LiCF3SO3、LiN(CF3SO2)2, one or more in LiN (C2F5SO2) 2.
4. the lithium battery electrolytes piece described in the claim 1 of river, it is characterised in that described R1 is formula II
(Ⅱ)
Described R4 be carbon number be the alkyl of 1-12.
5. the lithium battery electrolytes piece described in the claim 1 of river, it is characterised in that described R1 is formula III；
(Ⅲ)
Described R3 be carbon number be the alkyl of 1-12.
6. the lithium battery electrolytes piece described in the claim 1 of river, it is characterised in that described R1 is formula IV；
(Ⅳ)
Described R5, R6 independently be the alkyl that carbon number is 1-12.
7. the lithium battery electrolytes piece described in the claim 1 of river, it is characterised in that described flame-retardant additive also includes phenyl equal three
Piperazine compound, poly-phosphorus-nitrogen compound is 1:0.1-0.5 with the mass ratio of phenyl s-triazine, described phenyl s-triazine chemical combination
The structural formula of thing such as formula (V):
(Ⅴ)
Described R2 is hydrogen, nitro, alkyl, amino.
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| WO2019018435A1 (en) | 2017-07-17 | 2019-01-24 | NOHMs Technologies, Inc. | Modified triazine functional compounds |
| JP7209688B2 (en) | 2017-07-17 | 2023-01-20 | ノームズ テクノロジーズ インコーポレイテッド | Modified triazine functional compound |
| JP2020528200A (en) * | 2017-07-17 | 2020-09-17 | ノームズ テクノロジーズ インコーポレイテッド | Modified triazine functional compound |
| CN107293790A (en) * | 2017-07-25 | 2017-10-24 | 合肥国轩高科动力能源有限公司 | A kind of fire-retardant lithium ion battery and its electrolyte |
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| CN112189278A (en) * | 2020-01-11 | 2021-01-05 | 山东理工大学 | Preparation method of flame-retardant lithium ion battery electrolyte easy to dissolve in organic solvent |
| WO2021138922A1 (en) * | 2020-01-11 | 2021-07-15 | 山东理工大学 | Preparation method for flame-retardant lithium ion battery electrolyte easy to dissolve in organic solvent |
| CN111224165A (en) * | 2020-01-11 | 2020-06-02 | 山东理工大学 | Preparation of flame-retardant lithium salt with high organic compatibility and composite flame-retardant electrolyte thereof |
| CN112189278B (en) * | 2020-01-11 | 2022-07-29 | 山东理工大学 | Preparation method of flame-retardant lithium ion battery electrolyte easily soluble in organic solvent |
| CN113113669A (en) * | 2021-04-09 | 2021-07-13 | 珠海市赛纬电子材料股份有限公司 | Electrolyte additive, non-aqueous electrolyte containing electrolyte additive and lithium ion battery |
| CN113113669B (en) * | 2021-04-09 | 2022-05-17 | 珠海市赛纬电子材料股份有限公司 | Electrolyte additive, non-aqueous electrolyte containing electrolyte additive and lithium ion battery |
| WO2022213667A1 (en) * | 2021-04-09 | 2022-10-13 | 珠海市赛纬电子材料股份有限公司 | Electrolyte additive, non-aqueous electrolyte containing same, and lithium ion battery |
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