CN114566709B - Electrolyte additive, non-aqueous electrolyte and lithium ion battery - Google Patents
Electrolyte additive, non-aqueous electrolyte and lithium ion battery Download PDFInfo
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- 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
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- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
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- 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
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Abstract
The invention provides an electrolyte additive, a non-aqueous electrolyte and a lithium ion battery, wherein the electrolyte additive comprises a compound with a structural formula 1,wherein R is 1 、R 2 、R 3 、R 4 Each independently selected from a hydrogen atom, a halogen atom, a cyano group, a hydrocarbon group or a selenol group. The electrolyte additive contains a selenol structure, and can be used for forming a net-shaped polyselenol CEI layer with high conductivity in the lithium cobaltate anode in situ polymerization manner in the formation stage. The poly-selenophenol CEI layer has extremely high toughness, and can effectively avoid the CEI film fracture caused by the volume change generated by the phase change of lithium cobaltate; and selenium can replace part of the precipitated O in the circulating process 2‑ Oxygen lattices capture oxygen radicals in the surface stable circulation process of the lithium cobaltate, so that the cobalt in the positive electrode lithium cobaltate is prevented from dissolving out, the effect of well stabilizing the positive electrode of the lithium cobaltate is achieved, and the circulation performance and the high-temperature storage performance of the lithium ion battery can be effectively improved.
Description
Technical Field
The invention relates to the field of secondary batteries, in particular to an electrolyte additive, a non-aqueous electrolyte and a lithium ion battery.
Background
The lithium ion battery has the advantages of high specific energy, no memory effect, long cycle life and the like, and is widely applied to the fields of 3C digital codes, electric tools, aerospace, energy storage, power automobiles and the like, and the rapid development of electronic information technology and consumer products puts higher requirements on the high voltage and the high energy density of the lithium ion battery. At present, manufacturers of digital electronic product batteries at home and abroad are developing towards high-voltage lithium ion batteries.
The lithium cobaltate has the advantages of high discharge platform, higher specific capacity, good cycle performance, simple synthesis process and the like. Lithium Cobaltate (LCO) is the mainstream of the anode material of the current 3C lithium battery, and the market demand is steadily increased, so that the output of the LCO is steadily increased year by year. The industrialization of high voltage (more than or equal to 4.5V) LCO is promoted to a brand new development platform. From a gram capacity of a conventional LCO 140mAh/G (4.2V) to a gram capacity of 220mAh/G (4.6V), the gram capacity density of the LCO can be increased by 21%, and the battery has longer cruising ability and can better support the upgrade of communication technology from 4G to 5G or even 6G. Currently, modified 4.35V, 4.4V and 4.45V LCO cells and matched electrolytes have been commercialized, however, 4.5V and above high voltage LCO cell technologies still have a series of challenges.
The concrete points are as follows: li 1-x CoO 2 The theoretical specific capacity of the catalyst can reach as high as 274mAh/g. Generally, when x > 0.7 or more, the theoretical cutoff voltage of LCO is greater than 4.5V. However, when LCO is charged to voltages above 4.5V, it undergoes a deleterious phase change from the O3 hexagonal phase to the hybrid O1-O3 phase, a process that is accompanied by sliding between lattice layers and partial collapse of the O3 lattice structure. With the increase in internal stress of the LCO, further resulting in LCO crack formation and particle breakage. In addition, due to O 2- 2p top of resonance band and low spin Co 3+/4+ :t 2g The resonance bands overlap so that oxygen starts to undergo redox reactions at high voltage. Due to peroxide ion O 1- Has an ion mobility higher than that of O 2- O on the surface of LCO - Is easily converted into O 2 And escape the LCO particles, which can disrupt the positive electrode-electrolyte interface, resulting in interfacial instability. Therefore, to obtain stable cycling performance, the cutoff voltage of LCO is typically below 4.5V. Therefore, the positive electrode structure of the lithium cobaltate material is stabilized, oxygen radicals are captured, and the dissolution of cobalt ions is reduced, so that the high-temperature performance and the cycle performance of the lithium cobaltate lithium ion battery can be effectively improved.
Disclosure of Invention
One of the purposes of the invention is to provide an electrolyte additive which can improve the high-temperature storage performance and the cycle performance of a lithium ion battery under a high-voltage system.
The other object of the present invention is to provide a nonaqueous electrolytic solution containing the above electrolyte additive.
The present invention also provides a lithium ion battery containing the nonaqueous electrolytic solution.
In order to accomplish the above objects, the present invention provides, in a first aspect, an electrolyte additive comprising a compound having the formula 1,
wherein R is 1 、R 2 、R 3 、R 4 Each independently selected from a hydrogen atom, a halogen atom, a cyano group, a hydrocarbon group or a selenol group.
Compared with the prior art, the electrolyte additive disclosed by the invention contains a compound with a structural formula 1, contains a selenophenol structure, and can be used for forming a polyselenophenol CEI layer with high conductivity and a net shape in a lithium cobaltate anode in an in-situ polymerization manner in a formation stage. The poly-selenophenol CEI layer has extremely high toughness, and can effectively avoid the CEI film fracture caused by the volume change generated by the phase change of lithium cobaltate; and in the circulating process, selenium can be embedded into the sites of the anode material entering oxygen element to replace part of precipitated O 2- The oxygen lattice captures oxygen free radicals in the surface stable circulation process of the lithium cobaltate, prevents cobalt in the positive electrode lithium cobaltate from dissolving out, and plays a role in well stabilizing the positive electrode of the lithium cobaltate, so that the circulation performance and the high-temperature storage performance of the lithium ion battery can be effectively improved.
Preferably, the number of carbon atoms of the cyano group is 3 or less, such as a C1-C3 cyano group, and specifically, a C1-C3 cyano group means a cyano group having a number of carbon atoms of 1-3.
Preferably, the number of carbon atoms of the hydrocarbon group is 3 or less, such as a C1-C3 hydrocarbon group, specifically, a C1-C3 hydrocarbon group means a hydrocarbon group having a number of carbon atoms of 1-3. The hydrocarbon group may be selected from saturated hydrocarbon groups and unsaturated hydrocarbon groups.
Preferably, the compound represented by the structural formula 1 is selected from at least one of a compound 1 to a compound 6:
the synthetic routes of the compound 1, the compound 2, the compound 3, the compound 4 and the compound 5 are shown as follows, but the synthetic methods provided by the invention are not limited.
In a second aspect, the present invention provides a nonaqueous electrolytic solution comprising a lithium salt, a nonaqueous organic solvent and the foregoing electrolyte additive.
Preferably, the weight percentage of the electrolyte additive in the non-aqueous electrolyte is 0.1 to 1%, and specifically, 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1.0%, but not limited to the recited values, and other values not recited in the range of the values are also applicable.
Preferably, the lithium salt is selected from lithium hexafluorophosphate (LiPF) 6 ) Lithium difluorophosphate (LiPO) 2 F 2 ) Lithium bis (oxalato) borate (LiBOB), lithium difluoro (oxalato) borate (LiODFB), lithium difluoro (oxalato) phosphate (LiPF) 2 (C 2 O 4 ) 2 ) Lithium tetrafluoroborate (LiBF) 4 ) Lithium tetrafluoro oxalate phosphate (LiPF) 4 (C 2 O 4 ) Lithium bistrifluoromethylsulfonyl imide (LiN (SO)) 2 CF 3 ) 2 ) Lithium bis (fluorosulfonylimide) (Li [ N (SO) ] 2 F) 2 ) And lithium tetrafluoro-malonate phosphate (the synthetic method is shown in Chinese patent CN 108822151B).
The content of the lithium salt is preferably 8 to 25% by weight of the nonaqueous electrolytic solution, and specifically 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25% may be used, but the content is not limited to the above-mentioned values, and other values not shown in the above-mentioned range are also applicable.
Preferably, the concentration of the lithium salt in the nonaqueous electrolytic solution is 0.8 to 2.5mol/L.
Preferably, the non-aqueous organic solvent is selected from at least one of Ethylene Carbonate (EC), diethyl carbonate (DEC), ethyl Methyl Carbonate (EMC), propylene Carbonate (PC), ethyl Acetate (EA), butyl Acetate (BA), gamma-butyrolactone (gamma-GBL), propyl Propionate (PP), ethyl Propionate (EP), ethyl Butyrate (EB), fluoroethylene carbonate (FEC), difluoroethyl acetate (2,2-DFEA), 2,2,2-ethyl trifluoroacetate (2,2,2-TFEA). More preferably, the non-aqueous organic solvent is selected from at least one of Ethylene Carbonate (EC), diethyl carbonate (DEC), propyl Propionate (PP), fluoroethylene carbonate (FEC), difluoroethyl acetate (2,2-DFEA), 2,2,2-ethyl trifluoroacetate (2,2,2-TFEA).
Preferably, the nonaqueous organic solvent accounts for 60 to 85% by weight of the nonaqueous electrolytic solution, specifically 60%, 65%, 66%, 67%, 68%, 69%, 70%, 71%, 72%, 73%, 74%, 75%, 80%, 81%, 82%, 83%, 84%, 85%, but is not limited to the recited values, and other values not recited in the above range are also applicable.
Preferably, the nonaqueous electrolyte solution further comprises an auxiliary agent, wherein the auxiliary agent accounts for 0.1 to 10.5% of the weight of the nonaqueous electrolyte solution, specifically 0.1%, 0.3%, 0.5%, 0.7%, 1%, 2%, 3%, 4%, 5%, 6.5%, 7%, 8%, 9%, 10%, 10.5%, but is not limited to the enumerated values, and other non-enumerated values in the numerical range are also applicable.
Preferably, the adjuvant is selected from at least one of 2,2,2-trifluoroethyl carbonate, 2,2,2-diethyl trifluorocarbonate, 2,2,2-ethylpropyl trifluorocarbonate, vinylene Carbonate (VC), ethylene Difluorocarbonate (DFEC), diethyl pyrocarbonate (DEPC), 1,3-Propanesultone (PS), vinyl sulfate (DTD), 1,2-vinyl Difluorocarbonate (DFEC), tris (trimethylsilane) phosphate (TMSP), tris (trimethylsilane) phosphite (TMSPi), 4,4 '-bis-1,3-dioxolane-2,2' -dione (BDC), 3,3-vinyl dithionate (BDTD), 3264 zxft 64-divinyl dithionate, triallyl phosphate (TAP), tripropargyl phosphate (SN), tripentonylnitrile (TPP), 3282), hexane (ADzft 5682), hexane 3482-bis (HTN) 34-ethoxycyclohexane (HTNE).
The addition of the auxiliary agent can form a stable passivation film on the surface of the positive electrode, prevent the oxidative decomposition of electrolyte on the surface of the positive electrode, inhibit the dissolution of transition metal ions from the positive electrode, improve the stability of the structure and the interface of the positive electrode material, and further obviously improve the high-temperature storage performance and the cycle performance of the lithium ion battery.
The third aspect of the invention also provides a lithium ion battery, which comprises a positive electrode, a negative electrode, a diaphragm and the non-aqueous electrolyte.
Preferably, the active material of the positive electrode is selected from lithium cobaltate. Because the additive of the non-aqueous electrolyte contains a selenol structure, the additive can be polymerized with the lithium cobaltate anode in situ to form a net polyselenophenol CEI layer with high conductivity in a formation stage, and simultaneously participate in forming a nitrogen-containing CEI film and replace part of precipitated O 2- Oxygen lattices capture oxygen radicals in the surface stabilization circulation process of the lithium cobaltate, the dissolution of cobalt in the positive lithium cobaltate is prevented, the effect of well stabilizing the positive electrode of the lithium cobaltate is achieved, the circulation performance and the high-temperature storage performance of the lithium ion battery under a high-pressure system can be effectively improved, and the highest charging voltage is 4.53V.
Among these, the lithium cobaltate may be pure LCO, doped and/or coated LCO.
Preferably, the active material of the negative electrode is selected from any one of artificial graphite, natural graphite, lithium titanate, a silicon-carbon composite material and silicon monoxide.
Detailed Description
For the purpose of facilitating an understanding of the present invention, the present invention will now be described by way of examples. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.
Example 1
(1) Preparation of nonaqueous electrolyte: in a nitrogen-filled glove box (O) 2 <1ppm,H 2 O < 1 ppm), ethylene Carbonate (EC), diethyl carbonate (DEC), and Propyl Propionate (PP) were uniformly mixed in a mass ratio of 1. The mixed solution was hermetically packed, left to stand in a freezing chamber (-4 ℃) and frozen for 2 hours, and then taken out in a nitrogen-filled glove box (O) 2 <1ppm,H 2 O < 1 ppm), 20g of lithium hexafluorophosphate was slowly added to the mixed solution, and the mixture was uniformly mixed to prepare a nonaqueous electrolytic solution.
(2) Preparation of the positive electrode: uniformly mixing a lithium cobaltate material, a PVDF (polyvinylidene fluoride) adhesive and a SuperP (super P) conductive agent according to a mass ratio of 95.
(3) Preparation of a negative electrode: preparing artificial graphite, a conductive agent SuperP, a thickening agent CMC and a binding agent SBR (styrene butadiene rubber emulsion) into slurry according to the mass ratio of 95.5.
(4) Preparing a lithium ion battery: and preparing the positive electrode, the diaphragm and the negative electrode into a square battery cell in a lamination mode, packaging by adopting a polymer, filling the prepared non-aqueous electrolyte of the lithium ion battery, and preparing the lithium ion battery with the capacity of 4600mAh after the working procedures of formation, capacity grading and the like.
The formulations of the nonaqueous electrolytic solutions of examples 2 to 18 and comparative examples 1 to 2 are shown in Table 1, and the procedure for preparing the nonaqueous electrolytic solution and the lithium ion battery was the same as that of example 1.
TABLE 1 non-aqueous electrolyte formulation for lithium ion batteries
The lithium ion batteries manufactured in examples 1 to 18 and comparative examples 1 to 2 were subjected to a normal temperature cycle performance test, a high temperature cycle performance test, and a high temperature storage performance, respectively, under the following test conditions, and the test results are shown in table 2.
And (3) testing the normal-temperature cycle performance:
and (3) placing the lithium ion battery in an environment at 25 ℃, charging to 4.53V by a current constant current of 1C, then charging to 0.05C by a constant voltage, then discharging to 3.0V by a current constant current of 1C, and circulating in such a way to record the discharge capacity of the first circle and the discharge capacity of the last circle. The capacity retention rate of the high-temperature cycle was calculated as follows.
Capacity retention = last cycle discharge capacity/first cycle discharge capacity × 100%
And (3) testing high-temperature cycle performance:
and (3) placing the lithium ion battery in an environment of 45 ℃, charging to 4.53V at a constant current of 1C, then charging at a constant voltage until the current is reduced to 0.05C, then discharging to 3.0V at a constant current of 1C, and repeating the steps, and recording the discharge capacity of the first circle and the discharge capacity of the last circle. The capacity retention rate of the high-temperature cycle was calculated as follows.
Capacity retention = last cycle discharge capacity/first cycle discharge capacity × 100%
And (4) high-temperature storage test:
the lithium ion battery was placed in an environment at 25 ℃, and was charged to 4.53V at a constant current of 0.5C and then charged at a constant voltage until the current dropped to 0.05C, and then discharged to 3.0V at a constant current of 0.5C, and the discharge capacity at this time was recorded as C0. The cell was then charged to 4.53V at a constant current of 0.5C and then charged at constant voltage until the current dropped to 0.05C, at which time the voltage was recorded as V0. The cell was placed in a constant temperature oven at 60 ℃ and left to stand for 30 days, and then the cell was taken out, and the voltage at this time was recorded as V1. Then, after the battery was left to stand at 25 ℃ for 2 hours, the battery was discharged to 3.0V at a constant current of 0.5C in an environment of 25 ℃ and the discharge capacity at this time was recorded as C1, and then charged to 4.53V at a constant current of 0.5C and then charged at a constant voltage to a current of 0.05C, and discharged to 3.0V at a constant current of 0.5C. The discharge capacity at this time was recorded as C2.
Capacity retention = C1/C0 x 100%
Capacity recovery = C2/C0 x 100%
Pressure drop = V1-V0
TABLE 2 lithium ion battery Performance test results
From the results in table 2, it is understood that the normal temperature cycle, high temperature cycle, and high temperature storage performance of examples 1 to 18 are all at a preferable level compared to comparative examples 1 to 2. The electrolyte additive comprises a compound with a structural formula 1 and contains a selenophenol structure, and the electrolyte additive can be used for in-situ polymerization on a lithium cobaltate positive electrode in a formation stage to form a polyselenophenol CEI layer with high conductivity and a net shape. The poly-selenophenol CEI layer has extremely high toughness, and can effectively avoid the CEI film fracture caused by the volume change generated by the phase change of lithium cobaltate; and selenium can replace part of the precipitated O in the circulating process 2- Oxygen lattices capture oxygen radicals in the surface stabilization circulation process of the lithium cobaltate, and the dissolution of cobalt in the positive electrode lithium cobaltate is prevented, so that the effect of well stabilizing the positive electrode of the lithium cobaltate is achieved, and the circulation performance and the high-temperature storage performance of the lithium ion battery can be effectively improved. Among them, example 7 has a structure in which the side chain also contains selenophenol, and thus, the cycle performance and high-temperature storage performance are further improved.
It is understood from the comparison between example 8 and examples 9 to 15 that the cycle performance and high temperature performance of the battery obtained by adding auxiliaries such as VC, PS, DTD, TMSP, TMSPi, BDC, DFEC and the like to example 8 are better.
It is understood from comparison of example 8 and examples 16 to 18 that the cycle performance and high temperature performance of the battery obtained by adding other lithium salt type additives to lithium hexafluorophosphate is better.
Finally, it should be noted that the above embodiments are only used for illustrating the technical solutions of the present invention and not for limiting the protection scope of the present invention, and although the present invention is described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention.
Claims (7)
1. A lithium ion battery comprising a positive electrode, a negative electrode, a separator, and a nonaqueous electrolytic solution, characterized in that the nonaqueous electrolytic solution comprises:
a lithium salt;
a non-aqueous organic solvent; and
an additive for the electrolyte solution,
wherein the electrolyte additive comprises a compound having a structural formula 1,
wherein R is 1 、R 2 、R 3 、R 4 Each independently selected from a halogen atom, a cyano group, a hydrocarbyl group;
the active material of the positive electrode is selected from lithium cobaltate.
3. the lithium ion battery of claim 1, wherein the electrolyte additive is present in the nonaqueous electrolyte in an amount of 0.1 to 1% by weight.
4. The lithium ion battery of claim 1, wherein the lithium salt is selected from at least one of lithium hexafluorophosphate, lithium difluorophosphate, lithium bis (oxalato) borate, lithium difluoro (oxalato) phosphate, lithium tetrafluoroborate, lithium tetrafluorooxalato phosphate, lithium bis (trifluoromethylsulfonyl) imide, lithium bis (fluorosulfonyl) imide, and lithium tetrafluoromalonato phosphate.
5. The lithium ion battery of claim 1, wherein the non-aqueous organic solvent is selected from at least one of ethylene carbonate, dimethyl carbonate, diethyl carbonate, ethyl methyl carbonate, propylene carbonate, ethyl acetate, butyl acetate, gamma-butyrolactone, propyl propionate, ethyl butyrate, fluoroethylene carbonate, difluoroethyl acetate, 2,2,2-ethyl trifluoroacetate.
6. The lithium ion battery of claim 1, further comprising a promoter selected from at least one of 2,2,2-trifluoroethyl carbonate, 2,2,2-diethyl trifluorocarbonate, 2,2,2-ethylpropyl trifluorocarbonate, vinylene carbonate, ethylene difluorocarbonate, diethyl pyrocarbonate, 1,3-propanesultone, vinyl sulfate, 1,2-vinyl difluorocarbonate, tris (trimethylsilane) phosphate, tris (trimethylsilane) phosphite, 4,4 '-bi-1,3-dioxolane-2,2' -dione, 3,3-vinyl bibulfate, 4,4-vinyl bibulfate, triallyl phosphate, succinonitrile, hexanenitrile, 1,3,6-hexanetricarbonitrile, and 1,2-bis (ethoxycyano) ethane.
7. The lithium ion battery according to claim 1, wherein the active material of the negative electrode is selected from any one of artificial graphite, natural graphite, lithium titanate, a silicon-carbon composite material, and silicon oxide.
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