Cyclic hydrocarbon unsaturated sulfonic ester and preparation method thereof, electrolyte, lithium-ion battery and electrical device

Abstract

A method for preparing a cyclic hydrocarbon unsaturated sulfonic ester is provided. The method includes: adding raw materials, comprising an alcohol compound and an excess sulfonyl chloride compound, into a solvent having a deacid reagent to obtain an synthetic product; and treating the synthetic product with deionized water and basic compound to obtain the cyclic hydrocarbon unsaturated sulfonic ester, wherein the cyclic hydrocarbon unsaturated sulfonic ester has a cyclic hydrocarbon group and an unsaturated bond.

Description

[0001] P139475-19679

[0002] CYCLIC HYDROCARBON UNSATURATED SULFONIC ESTER AND PREPARATION METHOD THEREOF, ELECTROLYTE, LITHIUM-ION BATTERY AND ELECTRICAL

[0003] DEVICE

[0004] FIELD

[0005] The present disclosure relates to the technical field of compound preparation, and more particularly to a cyclic hydrocarbon unsaturated sulfonic ester, a method for preparing a cyclic hydrocarbon unsaturated sulfonic ester, an electrolyte, a lithium-ion battery, and an electrical device.

[0006] BACKGROUND

[0007] With the increasing demand for 3C digital products, electric vehicles and large-scale energy storage, how to extend a cycling life and improve a high-temperature resistance of a lithium-ion battery has gradually become a key focus for researchers. Forming, by electrolyte, a stable interface film on a surface of electrode material may help to extend the cycling life of the lithium-ion battery, due to the interface film may effectively reduce interface side reactions. An introduction of additives with the high-temperature resistance, in the electrolyte may further reduce the interface side reactions at high temperature, and further improve the cycling performance of the lithium-ion battery.

[0008] Introducing a certain amount of sulfonic ester as the additive in the electrolyte is beneficial for improving the cycling performance and thermal stability of the lithium-ion battery. The sulfonic ester is usually synthesized from an alcohol compound and a sulfonyl chloride compound, and generally requires a purification process, such as vacuum distillation, before obtaining a final product. Therefore, those conventional synthesis methods for preparing the sulfonic ester product are usually complex.

[0009] SUMMARY

[0010] The present disclosure is proposed based on the inventor’s discovery and understanding of the following facts and problems.

[0011] The inventor of the present disclosure has discovered that a sulfonic ester containing unsaturated and cyclic structures (or referred to as a cyclic hydrocarbon unsaturated sulfonic ester) may act as an additive in electrolyte to improve a cycling performance and a high-temperature stability of the lithium-ion battery in a better way. However, the conventional methods for P139475-19679 synthesizing the sulfonic ester encounter difficulties in preparing the cyclic hydrocarbon unsaturated sulfonic ester.

[0012] Specifically, raw materials (alcohol compound and chloride) used for synthesizing the cyclic hydrocarbon unsaturated sulfonic ester usually have high boiling point, and the product are usually liquid. A polymerization reaction or discoloration of the product may be caused at an elevated temperature. Therefore, it difficult to obtain high-purity products through conventional purification processes, such as vacuum distillation, fractionation, or crystallization. Therefore, the in-depth research and industrial application of the cyclic hydrocarbon unsaturated sulfonic ester as the electrolyte additive are limited.

[0013] Embodiments of the present disclosure seek to solve at least one of the problems existing in the related art to at least some extent.

[0014] According to a first aspect of the present disclosure, a method for preparing a cyclic hydrocarbon unsaturated sulfonic ester is provided. The method includes: adding raw materials, including an alcohol compound and an excess sulfonyl chloride compound, into a solvent having a deacid reagent to obtain an synthetic product; and treating the synthetic product with deionized water and basic compound to obtain the cyclic hydrocarbon unsaturated sulfonic ester, in which the cyclic hydrocarbon unsaturated sulfonic ester has a cyclic hydrocarbon group and an unsaturated bond.

[0015] According to the method for preparing the cyclic hydrocarbon unsaturated sulfonic ester in the embodiments of the present disclosure, the excess sulfonyl chloride compound completely reacts with the alcohol compound, so that the synthetic product obtained may contain residual unreacted sulfonyl chloride compound. The synthetic product obtained is then treated by the deionized water and the basic compound to remove the residual sulfonyl chloride compound. Comparing with the conventional method for preparing the sulfonic ester, the residual raw material after the synthetic reaction may be removed by reacting with the deionized water and the basic compound according to the preparation method of the present disclosure, without performing the conventional purification processes, such as vacuum distillation, fractionation, or crystallization, which avoid polymerization or discoloration of the cyclic hydrocarbon unsaturated sulfonic ester having the unsaturated bond at an elevated temperature. The preparation method of the present disclosure has simple steps and mild reaction conditions. The cyclic hydrocarbon unsaturated sulfonic ester product obtained according to the preparation method of the present disclosure has a high-purity and a high reaction yield.

[0016] In some embodiments of the present disclosure, a theoretical molar ratio of the alcohol P139475-19679 compound to the sulfonyl chloride compound in a synthetic reaction is 1 : 1, and a molar amount of the sulfonyl chloride compound added in the solvent is larger than a molar amount of the alcohol compound. The excess sulfonyl chloride compound completely reacts with the alcohol compound, resulting in the residual raw material in the synthetic product being the sulfonyl chloride compound. The deionized water and the basic compound may react with the sulfonyl chloride compound to completely remove the sulfonyl chloride compound from the synthetic product, so that the cyclic hydrocarbon unsaturated sulfonic ester product having the high-purity may be obtained.

[0017] In some embodiments of the present disclosure, a molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is (0.8-1.0):(l .1-1.3):(1.1-1.4). Excess sulfonyl chloride compound may completely react with the alcohol compound.

[0018] In some embodiments of the present disclosure, the molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is (0.8-1.0):(l .1-1.2):(1.1-1.2).

[0019] In some embodiments of the present disclosure, the alcohol compound has a formula a of: the sulfonyl chloride compound has a formula b of: the cyclic hydrocarbon unsaturated sulfonic ester has a formula 1 of in which at least one of O, R and R2 comprises an unsaturated bond.

[0020] The cyclic hydrocarbon unsaturated sulfonic ester prepared by the method according to the embodiments of the present disclosure has a ring structure O and at least one unsaturated bond. An electrolyte additive, for a lithium-ion battery, containing such the cyclic hydrocarbon unsaturated sulfonic ester may preferentially perform ring-opening polymerization and / or addition polymerization on surfaces of electrode material of the lithium-ion battery, to form a polymer film, and the polymer film may isolate the contact between the electrode surface and the electrolyte, P139475-19679 inhibit side reactions, and reduce a consumption of electrolyte and active lithium ion.

[0021] In some embodiments of the present disclosure, O is C3-C6 cycloalkane or C3-C6 cycloalkene, R1 is selected from a group including hydrogen atom, C1-C4 alkyl, C2-C4 alkenyl, C1-C4 fluoroalkyl, and C2-C4 fluoroalkenyl, R2 is selected from a group including C1-C4 alkyl, C1-C4 fluoroalkyl, C2-C6 alkenyl or C2-C6 fluoroalkeny, and the n is 0 or 1.

[0022] In some embodiments of the present disclosure, the deacid reagent is selected from a group including triethylamine, pyridine or N, N-diisopropylethylamine; and / or, the solvent is selected from a group including dichloromethane, di chloroethane, dichloropropane, chloroform, tri chloroethane, or carbon tetrachloride; and / or, the basic compound is alkali, alkali salt, or combinations thereof; and / or, the basic compound is selected from a group comprising lithium carbonate, sodium carbonate, sodium bicarbonate, lithium hydroxide, or sodium hydroxide.

[0023] In some embodiments of the present disclosure, the molar amount of the basic compound is 1 - 5 times of a theoretical residual molar amount of the sulfonyl chloride compound. The theoretical residual molar amount of the sulfonyl chloride compound refers to the theoretical molar amount of the sulfonyl chloride compound in the synthetic product after the synthetic reaction. The basic compound added, with a larger molar amount than the theoretical residual molar amount of the sulfonyl chloride compound, may remove the residual sulfonyl chloride compound completely from the synthetic reaction, so that the cyclic hydrocarbon unsaturated sulfonic ester product obtained has the high-purity. However, the excess basic compound added may affect the purity of the final product. Thus, the maximum molar amount of the basic compound is 5 times of the theoretical residual molar amount of the sulfonyl chloride compound, which may control such the effect on the the purity.

[0024] In some embodiments of the present disclosure, the molar amount of the basic compound is 1.5-2.5 times of the theoretical residual molar amount of the sulfonyl chloride compound, which may remove the residual sulfonyl chloride compound completely from the synthetic reaction, and the purity of the cyclic hydrocarbon unsaturated sulfonic ester product obtained is still ideal.

[0025] In some embodiments of the present disclosure, a mass of the deionized water is 300ppm- lOOOppm of a total mass of the alcohol compound, the sulfonyl chloride compound, the deacid reagent, the solvent, and the basic compound. The deionized water added with the mass of 300ppm- lOOOppm may dissolve reaction products (such as sulfonate and chloride ion) after the reaction of the basic compound and the residual sulfonyl chloride compound, while ensuring the purity of the cyclic hydrocarbon unsaturated sulfonic ester. P139475-19679

[0026] In some embodiments of the present disclosure, the mass of the deionized water is 400ppm- 800ppm of a total mass of the alcohol compound, the sulfonyl chloride compound, the deacid reagent, the solvent, the basic compound. The deionized water added with the mass of 400ppm-800ppm may have a better effect on removing impurities.

[0027] In some embodiments of the present disclosure, adding the alcohol compound and the sulfonyl chloride compound into the solvent having the deacid reagent to obtain the synthetic product includes: mixing the alcohol compound and the sulfonyl chloride compound to obtain a mixed compound; adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product; and filtrating the reaction product and collecting filtrate as the synthetic product.

[0028] In some embodiments of the present disclosure, adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product includes: adding the mixed compound into the solvent having the deacid reagent, reacting at -10-5 °C for 10min-2h, and then reacting at 20-60 °C for 2h-12h.

[0029] In some embodiments of the present disclosure, adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product includes: adding the mixed compound into the solvent having the deacid reagent, reacting at -3-3 °C for 30min-lh, and then reacting at 25-40 °C for 4h-8h.

[0030] In some embodiments of the present disclosure, treating the synthetic product with deionized water and basic compound to obtain the cyclic hydrocarbon unsaturated sulfonic ester includes: adding the deionized water and the basic compound into the synthetic product to obtain a crude product; and performing an extraction process and a drying process on the crude product to obtain the cyclic hydrocarbon unsaturated sulfonic ester. The synthetic product is treated by the deionized water and the basic compound to remove excess raw materials that may exist in the synthetic product, without performing the conventional purification processes, such as vacuum distillation, fractionation, or crystallization, which avoid polymerization or discoloration of the cyclic hydrocarbon unsaturated sulfonic ester at the elevated temperature.

[0031] In some embodiments of the present disclosure, adding the deionized water and the basic compound into the synthetic product to obtain the crude product inclludes: adding the deionized water and the basic compound into the synthetic product, reacting at -10-5 °C for 30min-2h, and then reacting at 20-60 °C for 2h-24h. The reaction conditions of the preparation method of the present disclosure are mild, which avoid polymerization or discoloration of the cyclic hydrocarbon P139475-19679 unsaturated sulfonic ester at the elevated temperature.

[0032] In some embodiments of the present disclosure, adding the deionized water and the basic compound into the synthetic product to obtain the crude product inclludes: adding the deionized water and the basic compound into the synthetic product, reacting at -3-3 °C for 30min-lh, and then reacting at 25-40 °C for 3h-12h.

[0033] In some embodiments of the present disclosure, R1 is hydrogen atom or C3-C4 alkenyl, and

[0034] R2 is C2-C3 alkyl or C2-C3 alkenyl.

[0035] In some embodiments of the present disclosure, the formula 1 selected from a group including: formula la formula b formula formula ! d f&i ida le formula If formula 1 formula Ih

[0036] According to a second aspect of the present disclosure, a cyclic hydrocarbon unsaturated sulfonic ester is provided. The cyclic hydrocarbon unsaturated sulfonic ester is prepared by the method according to the first aspect. The cyclic hydrocarbon unsaturated sulfonic ester obtained has a high-purity and a high reaction residue.

[0037] According to a third aspect of the present disclosure, an electrolyte additive for a lithium-ion battery is provided. The electrolyte additive includes the cyclic hydrocarbon unsaturated sulfonic ester according to the second aspect. The electrolyte additive may form a solid electrolyte interface

[0038] (SEI) film, with high ion conductivity, on an electrode surface, which thus improves a stability of the surface of electrode material, reduces a battery impedance, and enhances a cycling performance P139475-19679 and a high-temperature storage performance of the lithium-ion battery. Furthermore, the sulfonic ester group of the cyclic hydrocarbon unsaturated sulfonic ester in the electrolyte additive may form lithium alkyl sulfonate on an anode active material of the lithium-ion battery during a formation process, which helps to form a dense sulfur-rich interface film with high ionic conductivity. In addition, the electrolyte additive includes the cyclic hydrocarbon group and the unsaturated bond, such that the additive may preferentially perform ring-opening polymerization and / or addition polymerization on the surfaces of electrode material of the lithium-ion battery to form a polymer film, and the polymer film may isolate the contact between the electrode surface and the electrolyte, inhibit side reactions, and reduce a consumption of electrolyte and active lithium ion.

[0039] According to a fourth aspect of the present disclosure, an electrolyte of a lithium-ion battery is provided. The electrolyte includes: a lithium salt; a solvent; and an electrolyte additive according to the third aspect. The electrolyte in the embodiments of the present disclosure includes the electrolyte additive having the cyclic hydrocarbon unsaturated sulfonic ester, in which the additive may preferentially perform ring-opening polymerization and / or addition polymerization on the surfaces of electrode material of the lithium-ion battery to form a polymer film, and the polymer film may isolate the contact between the electrode surfaces and the electrolyte, inhibit side reactions, and reduce a consumption of electrolyte and active lithium ion.

[0040] According to a fifth aspect of the present disclosure, a lithium-ion battery is provided. The lithium-ion battery includes the electrolyte according to the fourth aspect. The lithium-ion battery of the embodiments of the present disclosure has an excellent stability of the surface for electrode material, a low battery impedance, a low consumption of electrolyte and a low consumption of active lithium ion, an improved cycling performance and an improved high-temperature resistance.

[0041] According to a sixth aspect of the present disclosure, an electrical device is provided. The electrical device includes the lithium-ion battery according to the fifth aspect. The electrical device of the embodiments of the present disclosure has advantages of long service life, excellent usage performance and improved high-temperature resistance.

[0042] It is to be understood that both the foregoing general description and the following detailed description are illustrative and explanatory only and shall not be construed to limit the present disclosure.

[0043] BRIEF DESCRIPTION OF THE DRAWINGS P139475-19679

[0044] In order to clearly illustrate technical solutions of embodiments of the disclosure, a description of drawings used in the embodiments is given below.

[0045] FIG. 1 is a gas chromatogram (GC) spectrum of a sulfonic ester compound prepared according to an embodiment of the present disclosure.

[0046] FIG. 2 is a GC spectrum of a sulfonic ester compound prepared according to another embodiment of the present disclosure.

[0047] DETAILED DESCRIPTION

[0048] Reference will now be made in detail to embodiments. The implementations set forth in the following description of the embodiments do not represent all implementations consistent with the present disclosure.

[0049] Terms used herein in embodiments of the present disclosure are only for the purpose of describing specific embodiments, but should not be construed to limit the present disclosure. As used in the embodiments of the present disclosure and the appended claims, “a / an”, and “the” in singular forms are intended to include plural forms, unless clearly indicated in the context otherwise. It should also be understood that, the term “and / or” used herein represents and contains any or all possible combinations of one or more associated listed items.

[0050] When term “about” is used, this term may mean that there can be a variance in value of up to ±10%, of up to 5%, of up to 2%, of up to 1%, of up to 0.5%, of up to 0.1%, or up to 0.01%.

[0051] Term “range” disclosed in the present disclosure is defined in the form of a lower limit and an upper limit, a given range is defined by selecting a lower limit and an upper limit, and the selected lower limit and upper limit define the boundary of a special range. The range defined in this way can be inclusive or exclusive, and can be arbitrarily combined, that is, any lower limit can be combined with any upper limit to form a range. For example, if ranges of 60-120 and 80-110 are listed for a specific parameter, it is understood that ranges of 60-110 and 80-120 are also obtained. In addition, if the listed minimum values are 1 and 2, and if the listed maximum values are 3, 4 and 5, the ranges of 1-3, 1-4, 1-5, 2-3, 2-4 and 2-5 may be obtained. In the present disclosure, unless otherwise specified, the numerical range “a-b” means the abbreviated representation of any combination of real numbers between a and b, where a and b are both real numbers. For example, the numerical range “0-5” means that all the real numbers between “0-5” have been listed, and “0- 5” is only the abbreviated representation of these numerical combinations. In addition, when a P139475-19679 parameter is an integer >2, it is equivalent to disclosing that the parameter is, for example, an integer of 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, etc.

[0052] Method for preparing cyclic hydrocarbon unsaturated sulfonic ester

[0053] The embodiments of the present disclosure provides a method for preparing a cyclic hydrocarbon unsaturated sulfonic ester. Comparing with the conventional method for preparing the sulfonic ester, the method for preparing the cyclic hydrocarbon unsaturated sulfonic ester in the present disclosure do not need to perform conventional purification treatments at elevated temperature, which avoid polymerization or discoloration of the cyclic hydrocarbon unsaturated sulfonic ester product.

[0054] In the embodiments of the present disclosure, the method includes the following steps.

[0055] In step 1, raw materials, including an alcohol compound and an excess sulfonyl chloride compound, are added into a solvent having a deacid reagent to obtain an synthetic product.

[0056] The alcohol compound in the step 1 refers to a compound containing a hydroxyl group (-OH), and the sulfonyl chloride compound in the step 1 refers to a compound containing a sulfonyl chloride group (-SO2CI).

[0057] The cyclic hydrocarbon group on the cyclic hydrocarbon unsaturated sulfonic ester also refers to a closed chain hydrocarbon group, with a cyclic structure (or referred to as ring structure). In some embodiments, the cyclic hydrocarbon group is an alicyclic hydrocarbon group or a cycloalkene group, in which the alicyclic hydrocarbon group is a hydrocarbon with a cyclic carbon skeleton in structure and aliphatic properties, such as a cycloalkane group, and the cycloalkene group is the cyclic hydrocarbon group with at least one carbon-carbon double bond.

[0058] In step 2, the synthetic product is treated with deionized water and basic compound, to obtain the cyclic hydrocarbon unsaturated sulfonic ester, in which the cyclic hydrocarbon unsaturated sulfonic ester has a cyclic hydrocarbon group and an unsaturated bond.

[0059] It is understood that the cyclic hydrocarbon unsaturated sulfonic ester in the present disclosure may has at least one cyclic hydrocarbon group and at lesat one unsaturated bond. In some embodiments, the unsaturated bond is the carbon-carbon double bond.

[0060] According to the method for preparing the cyclic hydrocarbon unsaturated sulfonic ester in the embodiments of the present disclosure, the excess sulfonyl chloride compound completely reacts with the alcohol compound, so that the synthetic product obtained may contain residual unreacted sulfonyl chloride compound. The synthetic product obtained is then treated by the deionized water P139475-19679 and the basic compound to remove the residual sulfonyl chloride compound. Comparing with the conventional method for preparing the sulfonic ester, the residual raw material after the synthetic reaction may be removed by reacting with the deionized water and the basic compound according to the preparation method of the present disclosure, without performing the conventional purification processes, such as vacuum distillation, fractionation, or crystallization, which avoid polymerization or discoloration of the cyclic hydrocarbon unsaturated sulfonic ester having the unsaturated bond at an elevated temperature. The preparation method of the present disclosure has simple steps and mild reaction conditions. The cyclic hydrocarbon unsaturated sulfonic ester product obtained according to the preparation method of the present disclosure has a high-purity and a high reaction yield.

[0061] In some embodiments of the present disclosure, a theoretical molar ratio of the alcohol compound to the sulfonyl chloride compound in the synthetic reaction is 1: 1, and a molar amount of the sulfonyl chloride compound added in the solvent is larger than a molar amount of the alcohol compound. For example, the chemical formula of the alcohol compound contains only one hydroexyl group, and the chemical formula of the sulfonyl chloride compound contains only one sulfonyl chloride group, then the theoretical molar ratio of the alcohol compound to the sulfonyl chloride compound in the synthetic reaction is 1 : 1. The excess sulfonyl chloride compound completely reacts with the alcohol compound, resulting in the residual raw material in the synthetic product being the sulfonyl chloride compound. The deionized water and the basic compound may react with the sulfonyl chloride compound to completely remove the sulfonyl chloride compound from the synthetic product, so that the cyclic hydrocarbon unsaturated sulfonic ester product having the high-purity may be obtained.

[0062] In some embodiments of the present disclosure, a molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is (0.8-1.0):(l .1-1.3):(1.1-1.4). Excess sulfonyl chloride compound may completely react with the alcohol compound. For example, the molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is 0.8: 1.1 : 1.1, 0.9:1.2:1.4, or 1.0: 1.3: 1.4.

[0063] In some embodiments of the present disclosure, the molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is (0.8-1.0):(l. l-1.2):(l. l-1.2).For example, the molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is 0.8: 1.1 : 1.1, 0.9: 1.2: 1.2, or 1.0: 1.1 : 1.2.

[0064] In some embodiments of the present disclosure, the chemical formula of the alcohol compound P139475-19679 contains only one hydroexyl group, and the chemical formula of the sulfonyl chloride compound contains only one sulfonyl chloride group. The alcohol compound has a formula a of: the sulfonyl chloride compound has a formula b of: the cyclic hydrocarbon unsaturated sulfonic ester has a formula 1 of in which at least one of O, Ri, and R2 comprises an unsaturated bond.

[0065] It can be seen from the formula 1 that the cyclic hydrocarbon unsaturated sulfonic ester contains a sulfonic ester group (-SO2O-) with two S=O and one S-O.

[0066] The cyclic hydrocarbon unsaturated sulfonic ester prepared by the method according to the embodiments of the present disclosure has a cyclic structure O and at least one unsaturated bond. An electrolyte additive, for a lithium-ion battery, containing such the cyclic hydrocarbon unsaturated sulfonic ester may preferentially perform ring-opening polymerization and / or addition polymerization on surfaces of electrode material of the lithium-ion battery, to form a polymer film, and the polymer film may isolate the contact between the electrode surface and the electrolyte, inhibit side reactions, and reduce a consumption of electrolyte and active lithium ion.

[0067] In the formula 1, O is C3-C6 cycloalkane or C3-C6 cycloalkene, in which the C3-C6 cycloalkane is a cycloalkane group containing 3-6 carbon atoms, such as propane, butane, pentane, and hexane, and the C3-C6 cycloalkene is a cycloalkene group containing 3-6 carbon atoms, such as cyclopropene, cyclobutene, cyclopentene, and cyclohexene. The C3-C6 cycloalkane and the C3- C6 cycloalkene both contain a cyclic structure, so that O may perform a ring-opening reaction.

[0068] In the formula 1, Ri is selected from a group including hydrogen atom, C1-C4 alkyl, C2-C4 alkenyl, C1-C4 fluoroalkyl, and C2-C4 fluoroalkenyl. The C1-C4 alkyl is an alkyl with 1-4 carbon atoms, having a saturated chemical bond structure, for example, methyl (CH3-), ethyl (C2H5-), propyl P139475-19679

[0069] (including n-propyl and isopropyl) and butyl (including n-butyl, isobutyl and tert-butyl). The C2-C4 alkenyl is an alkenyl with 2-4 carbon atoms, having at least one carbon-carbon double bond, for example, vinyl, propenyl, and butenyl. The C1-C4 fluoroalkyl is an alkyl with 1-4 carbon atoms, on which the hydrogen atom is partially or completely replaced by the fluorine atom, and the C1-C4 fluoroalkyl has a saturated chemical bond structure. The C2-C4 fluoroalkenyl is an alkenyl with 2-

[0070] 4 carbon atoms, on which the hydrogen atom is partially or completely replaced by the fluorine atom, and the C2-C4 fluoroalkenyl has at least one carbon-carbon double bond.

[0071] In the formula 1, R2 is selected from a group including C1-C4 alkyl, C1-C4 fluoroalkyl, C2-C6 alkenyl or C2-C6 fluoroalkeny, in which the C2-C6 alkenyl is an alkenyl with 2-6 carbon atoms, and the C2-C6 fluoroalkeny is an alkenyl with 2-6 carbon atoms, on which the hydrogen atom is partially or completely replaced by the fluorine atom.

[0072] The “n” in the formula above is 0 or 1.

[0073] In some embodiments of the present disclosure, the deacid reagent is selected from a group including triethylamine, pyridine or N, N-diisopropylethylamine. The deacid reagent is used to accelerate the synthesis reaction process.

[0074] In some embodiments of the present disclosure, the solvent is selected from a group including dichloromethane, di chloroethane, dichloropropane, chloroform, tri chloroethane, or carbon tetrachloride.

[0075] In some embodiments of the present disclosure, the basic compound is alkali, alkali salt, or combinations thereof. The basic compound may react with the residual sulfonyl chloride compound to obtain sulfonate (RSCh') and chloride ion (Cl ), which may be soluble in water.

[0076] In some embodiments of the present disclosure, the basic compound is selected from a group comprising lithium carbonate, sodium carbonate, sodium bicarbonate, lithium hydroxide, or sodium hydroxide.

[0077] In some embodiments of the present disclosure, the molar amount of the basic compound is 1 -

[0078] 5 times of a theoretical residual molar amount of the sulfonyl chloride compound. The theoretical residual molar amount of the sulfonyl chloride compound refers to the theoretical molar amount of the sulfonyl chloride compound in the synthetic product after the synthetic reaction. The basic compound added, with a larger molar amount than the theoretical residual molar amount of the sulfonyl chloride compound, may remove the residual sulfonyl chloride compound completely from the synthetic reaction, so that the cyclic hydrocarbon unsaturated sulfonic ester product obtained has P139475-19679 the high-purity. However, the excess basic compound added may affect the purity of the final product. Thus, the maximum molar amount of the basic compound is 5 times of the theoretical residual molar amount of the sulfonyl chloride compound, which may control such the effect on the purity.

[0079] In some embodiments of the present disclosure, the molar amount of the basic compound is 1.5-2.5 times of the theoretical residual molar amount of the sulfonyl chloride compound, which may remove the residual sulfonyl chloride compound completely from the synthetic reaction, and the purity of the cyclic hydrocarbon unsaturated sulfonic ester product obtained is still ideal.

[0080] In some embodiments of the present disclosure, a mass of the deionized water is 300ppm- lOOOppm of a total mass of the alcohol compound, the sulfonyl chloride compound, the deacid reagent, the solvent, and the basic compound. The deionized water added with the mass of 300ppm- lOOOppm may dissolve reaction products (such as sulfonate and chloride ion) after the reaction of the basic compound and the residual sulfonyl chloride compound, while ensuring the purity of the cyclic hydrocarbon unsaturated sulfonic ester.

[0081] In some embodiments of the present disclosure, the mass of the deionized water is 400ppm- 800ppm of a total mass of the alcohol compound, the sulfonyl chloride compound, the deacid reagent, the solvent, the basic compound. The deionized water added with the mass of 400ppm-800ppm may have a better effect on removing impurities.

[0082] In some embodiments of the present disclosure, adding the alcohol compound and the sulfonyl chloride compound into the solvent having the deacid reagent to obtain the synthetic product includes: mixing the alcohol compound and the sulfonyl chloride compound to obtain a mixed compound; adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product; and filtrating the reaction product and collecting filtrate as the synthetic product.

[0083] In some embodiments of the present disclosure, adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product includes: adding the mixed compound into the solvent having the deacid reagent, reacting at -10-5 °C for 10min-2h, and then reacting at 20-60 °C for 2h-12h. The reaction conditions of the preparation method of the present disclosure are mild.

[0084] In some embodiments of the present disclosure, adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product includes: adding the mixed compound into the solvent having the deacid reagent, reacting at -3-3 °C for 30min-lh, and then reacting at 25-40 °C P139475-19679 for 4h-8h.

[0085] In some embodiments of the present disclosure, treating the synthetic product with deionized water and basic compound to obtain the cyclic hydrocarbon unsaturated sulfonic ester includes: adding the deionized water and the basic compound into the synthetic product to obtain a crude product; and performing an extraction process and a drying process on the crude product to obtain the cyclic hydrocarbon unsaturated sulfonic ester.

[0086] The synthetic product is treated by the basic compound to remove residual raw materials that may exist in the synthetic product, and the reaction products are soluble in the deionized water, which is separated from the cyclic hydrocarbon unsaturated sulfonic ester through the extraction process, without performing the conventional purification processes, such as vacuum distillation, fractionation, or crystallization, which avoid polymerization or discoloration of the cyclic hydrocarbon unsaturated sulfonic ester at the elevated temperature.

[0087] In some embodiments of the present disclosure, adding the deionized water and the basic compound into the synthetic product to obtain the crude product includes: adding the deionized water and the basic compound into the synthetic product, reacting at -10-5 °C for 30min-2h, and then reacting at 20-60 °C for 2h-24h. The reaction conditions of the preparation method of the present disclosure are mild, which avoid polymerization or discoloration of the cyclic hydrocarbon unsaturated sulfonic ester at the elevated temperature.

[0088] In some embodiments of the present disclosure, adding the deionized water and the basic compound into the synthetic product to obtain the crude product includes: adding the deionized water and the basic compound into the synthetic product, reacting at -3-3 °C for 30min-lh, and then reacting at 25-40 °C for 3h-12h.

[0089] In some embodiments of the present disclosure, O includes at least one unsaturated bond. The unsaturated bond on O may be easy to induce the ring-opening reaction of the O, and the sulfonic ester compound may perform the ring-opening polymerization or the addition polymerization on a position of ring-opened O, which further improves a polymerization efficiency, and thus accelerates the formation of the polymer film.

[0090] In some embodiments of the present disclosure, O includes at least one unsaturated bond. Ri includes at least one unsaturated bond, and / or R2 includes at least one unsaturated bond. The sulfonic ester compound with such structure may have more polymerization sites for performing the ring- P139475-19679 opening polymerization and the addition polymerization, thus further accelerate the polymerization efficiency. The polymer film formed on the surfaces of electrode material is faster and denser, which may better protect the electrodes, inhibit the side reactions, and reduce the consumption of electrolyte and active lithium ion. For example, as shown in the formula la below, O includes one unsaturated bond, and R2 includes one unsaturated bond. For another example, as shown in the formula 1c below, O includes one unsaturated bond, Ri includes one unsaturated bond and R2 includes one unsaturated bond.

[0091] In some embodiments of the present disclosure, Rl is hydrogen atom or C3-C4 alkenyl, and R2 is C2-C3 alkyl or C2-C3 alkenyl.

[0092] In some embodiments of the present disclosure, the formula 1 selected from a group including:

[0093] For example, in the formula la, kJ of the cyclic hydrocarbon unsaturated sulfonic ester is cyclohexene, which has the ring structure and one unsaturated bond, Ri is hydrogen atom, R2 is propenyl, and the “n” is 1. In the formula la, O and R2 include the unsaturated bond. The cyclic hydrocarbon unsaturated sulfonic ester having the formula la may perform the ring-opening polymerization and the addition polymerization synchronously on the surfaces of electrode material of the lithium-ion battery, to form the polymer films on the surfaces of electrode material. The polymer film may isolate the contact between the electrode surface and the electrolyte, inhibit side reactions, and reduce the consumption of electrolyte and active lithium ion. P139475-19679

[0094] In another example, kJ in the formula Ik is cyclopentene, Ri is hydrogen atom, R2 is isopropyl, and the “n” is 1. In the formula Ik, only O include the unsaturated bond. The sulfonic ester compound having the formula If may perform the ring-opening polymerization on the surfaces of electrode material of the lithium-ion battery, and also may perform the addition polymerization after the ring-opening reaction, such that the polymer films on the surfaces of electrode material may be formed to protect the electrode material.

[0095] Cyclic hydrocarbon unsaturated sulfonic ester

[0096] The embodiments of the present disclosure provides a cyclic hydrocarbon unsaturated sulfonic ester. The cyclic hydrocarbon unsaturated sulfonic ester is prepared by the method according to any one of the embodiments of the present disclosure. The cyclic hydrocarbon unsaturated sulfonic ester obtained has a high-purity and a high reaction yield.

[0097] Electrolyte additive for lithium-ion battery

[0098] The embodiments of the present disclosure provides an electrolyte additive for a lithium-ion battery. The electrolyte additive includes the cyclic hydrocarbon unsaturated sulfonic ester according to any one of the embodiments of the present disclosure. Compared with the lithium-ion battery including electrolyte with the additive in the related arts, the lithium-ion battery, including the electrolyte with the additive in the embodiments of the present disclosure, has an improved cycling performance and an improved high-temperature resistance.

[0099] The electrolyte additive may form a SEI film, with high ion conductivity, on surfaces of electrode material, which thus improves a stability of the surface of electrode material, reduces a battery impedance, and enhances a cycling performance and a high-temperature storage performance of the lithium-ion battery. Furthermore, the sulfonic ester group of the cyclic hydrocarbon unsaturated sulfonic ester in the electrolyte additive may form lithium alkyl sulfonate on an anode active material of the lithium-ion battery during a formation process, which helps to form a dense sulfur-rich interface film with high ionic conductivity. In addition, the electrolyte additive includes the cyclic hydrocarbon group and the unsaturated bond, such that the additive may preferentially perform ring-opening polymerization and / or addition polymerization on the surfaces of electrode material of the lithium-ion battery to form a polymer film, and the polymer film may isolate the contact between the electrode surface and the electrolyte, inhibit side reactions, and reduce a P139475-19679 consumption of electrolyte and active lithium ion.

[0100] Electrolyte of lithium-ion battery

[0101] The embodiments of the present disclosure provides an electrolyte of a lithium-ion battery. The electrolyte includes the additive according to any one of the embodiments of the present disclosure. The lithium-ion battery, including the electrolyte in the embodiments of the present disclosure, has an improved cycling performance and an improved high-temperature resistance.

[0102] In the embodiments of the present disclosure, the electrolyte includes a lithium salt, a solvent; and an additive according to any one of the embodiments of the present disclosure.

[0103] The electrolyte in the embodiments of the present disclosure includes the electrolyte additive having the cyclic hydrocarbon unsaturated sulfonic ester, in which the additive may preferentially perform ring-opening polymerization and / or addition polymerization on the surfaces of electrode material of the lithium-ion battery to form a polymer film, and the polymer film may isolate the contact between the electrode surfaces and the electrolyte, inhibit side reactions, and reduce a consumption of electrolyte and active lithium ion.

[0104] In some embodiments of the present disclosure, the cyclic hydrocarbon unsaturated sulfonic ester in the additive has an amount of 0.2wt %-5.0wt % based on a total weight of the lithium-ion battery electrolyte. For example, the amount of the cyclic hydrocarbon unsaturated sulfonic ester may be 0.2wt %, 0.5wt %, l.Owt %, 1.5wt %, 2.0wt %, 2.5wt %, 3.0wt %, 3.5wt %, 4.0wt %, 4.5wt %, or 5.0wt %, based on the total weight of the lithium-ion battery electrolyte. The synergistic effect of the additive, which meets the condition of the amount of 0.2wt %-5.0wt %, on the cathode active material and the anode active material may be further effective. If the amount of the cyclic hydrocarbon unsaturated sulfonic ester is too few (for example, less than 0.2wt %), it may result in the inability to form the effective SEI film and the dense polymer film, which may affect the stability of the surface of electrode material and cannot effectively suppress side reactions, resulting in a fast consumption of electrolyte and active lithium ion. If the amount of the cyclic hydrocarbon unsaturated sulfonic ester is too much (for example, more than 5.0wt %), it may cause the polymer film formed to be too thick, which may affect the exchange of lithium ions between the cathode active material and the anode active material, and decrease the electrochemical performance of the lithium-ion battery.

[0105] In some embodiments of the present disclosure, the cyclic hydrocarbon unsaturated sulfonic P139475-19679 ester in the additive has an amount of 0.3wt %-1.0wt % based on a total weight of the lithium-ion battery electrolyte. For example, the amount of the cyclic hydrocarbon unsaturated sulfonic ester may be 0.3wt %, 0.4wt %, 0.5wt %, 0.6wt %, 0.7wt %, 0.8wt %, 0.9wt %, or l.Owt %, based on a total weight of the lithium-ion battery electrolyte. The synergistic effect of the additive, which meets the further condition of the amount of 0.3wt %-1.0wt %, on the cathode active material and the anode active material may be further effective.

[0106] In some embodiments of the present disclosure, the lithium salt is selected from a group including lithium hexafluorophosphate (LiPFe), lithium bisfluorosulfonylimide (HFSI), lithium bistrifluoromethylsulfonylimide (LiBF4), lithium tetrafluoroborate, lithium hexafluoroarsenate, lithium perchlorate (LiC104), lithium tetrafluorooxalate phosphate, lithium bis(oxalate)borate, lithium difluorooxalate borate (LiODFB), lithium trioxalate phosphate, and lithium difluorodioxalate phosphate.

[0107] In some embodiments of the present disclosure, the lithium salt has an amount of 5.0wt %- 20.0wt % based on a total weight of the electrolyte. For example, the amount of the lithium salt may be 5.0wt %, lO.Owt %, 15.0wt %, or 20.0wt %, based on the total weight of the lithium-ion battery electrolyte. In some embodiments, the lithium salt, which meets the condition of the amount of 5.0wt %-20.0wt %, is referred as a main lithium salt in the electrolyte.

[0108] In some embodiments of the present disclosure, the lithium salt has an amount of lO.Owt %- 16.0wt % based on a total weight of the electrolyte. For example, the amount of the lithium salt may be lO.Owt %, ll.Owt %, 12.0wt %, 13.0wt %, 14.0wt %, 15.0wt %, or 16.0wt %, based on the total weight of the lithium-ion battery electrolyte.

[0109] In some embodiments of the present disclosure, the solvent is selected from a group including a C3-C6 carbonate compound, a C3-C8 carboxylate compound, a sulfone compound, and an ether compound. The C3-C6 carbonate compound is a carbonate compound with 3-6 carbon atoms, where the carbonate compound refers to a compound in which the hydrogen atoms of two hydroxyl groups (-OH) in a carbonate molecule are partially or completely replaced by alkyl groups (R, R’), and has a general formula of RO-CO-OR’. The C3-C8 carboxylate compound is a carboxylate compound with 3-8 carbon atoms, in which the carboxylate compound has a general formula of R-COO-R, where the RCO- in this formula represents a carboxylic acid part, while-OR’ represents an alcohol compound part. The sulfone compound has a general formula of RI-SO2-R2. The ether compound has a general formula of R-O-R’, where the R may be same as or different from the R’. P139475-19679

[0110] In some embodiments of the present disclosure, the solvent has an amount of 70.0wt %-90.0wt % based on a total weight of the electrolyte. For example, the amount of the solvent may be 70.0wt %, 75.0wt %, 80.0wt %, 85.0wt %, or 90.0wt %, based on the total weight of the lithium-ion battery electrolyte.

[0111] In some embodiments of the present disclosure, the additive comprises a base additive, and the base additive is selected from a group including vinylene carbonate, 1,3-propane sultone, fluoroethylene carbonate, tris (trimethyl silyl) phosphate, tris (trimethyl silyl) borate, vinyl sulfate, methylene methanedi sulfonate, lithium difluorophosphate, pentafluoroethoxycyclotriphosphazene, butanedinitrile, citraconic anhydride or succinic anhydride. In some embodiments, the base additive may include at least one component selected from the above group. For example, the base additive may include vinylene carbonate and lithium difluorophosphate.

[0112] In some embodiments of the present disclosure, a single component of the base additive has an amount of 0.3wt %-3.0wt % based on a total weight of the electrolyte. For example, the amount of the single component of the base additive may be 0.3wt %, l.Owt %, 2.0wt %, or 3.0wt %, based on the total weight of the lithium-ion battery electrolyte. In some embodiments, the base additive include a plurality of components, in which the amount of the single component meet this condition of 0.3wt %-3.Owt %, and the amounts of the plurality of components may be the same or be different.

[0113] As an example, the base additive include vinylene carbonate and lithium difluorophosphate, in which the amount of the vinylene carbonate is 0.3wt %-3.0wt % based on the total weight of the electrolyte, and the amount of the lithium difluorophosphate is 0.3wt %-3.0wt % based on the total weight of the electrolyte. For example, the amount of the vinylene carbonate may be 0.1 wt %, and the amount of the lithium difluorophosphate may be 2.4wt %.

[0114] Lithium-ion battery

[0115] The embodiments of the present disclosure provides a lithium-ion battery. The lithium-ion battery includes the electrolyte according to any embodiment of the present disclosure. The lithium- ion battery of the embodiments of the present disclosure has an excellent stability of the surface of electrode material, a low battery impedance, a low consumption of electrolyte and a low consumption of active lithium ion, an improved cycling performance and an improved high- temperature resistance.

[0116] A lithium-ion battery may include a positive electrode plate, a negative electrode plate, and an P139475-19679 electrolyte. The lithium-ion battery may be a battery module or a battery pack, which may be applied in electrical devices, such as mobile terminals and vehicles. The electrical device of the present disclosure is powered by the lithium-ion battery and has advantages of long service life, excellent usage performance and improved high-temperature resistance.

[0117] [Positive electrode plate]

[0118] The positive electrode plate includes a positive electrode current collector and a positive electrode film layer disposed on at least one surface of the positive electrode current collector. The positive electrode film layer includes the cathode active material.

[0119] As an example, the positive electrode current collector has two surfaces along a thickness direction thereof and facing in opposite directions, and the positive electrode film layer is provided on either or both of the two surfaces.

[0120] The positive electrode film layer includes the cathode active material. The cathode active material may be selected from materials capable of absorbing and releasing lithium.

[0121] The specific kind of the cathode active material is not particularly limited and may be selected according to requirements. As an example, the cathode active material may include, but is not limited to, lithium iron phosphate (LiFePCL), lithium manganese phosphate (LiMnPC ), lithium cobalt phosphate (LiCoPC ), iron pyrophosphate (Li2FeP2O?), lithium cobaltate (LiCoCh), spinel -type lithium manganate (LiM CU), spinel-type lithium nickel manganate (LiNio.5Mn1.5O4), layered lithium manganate (LiMnO2), lithium nickelate (LiNiO2), lithium niobate (LiNbO2), lithium ferrite (LiFeO2), lithium magnesium oxide (LiMgO2), lithium calcium oxide (LiCaO2), lithium cuprate (LiCuO2), lithium zincate (LiZnO2), lithium molybdate (LiMoO2), lithium tantalate (LiTaO2), lithium tungstate (LiW02), lithium nickel cobalt aluminum oxide (LiNixCoyAli-x.yO2, 0<x<l, 0<y<l, 0 <x + y<l, e.g. LiNi0.sCo0.15Al0.05O2), lithium nickel cobalt manganese oxides (LiNixCoyMni-x.yO2, 0<x<l, 0<y<l, 0<x+y<l, e.g., LiNii / 3Coi / 3Mni / 3O2, LiNio.5Coo.2Mno.3O2, LiNio.eCoo.2Mno.2O2, LiNio.sCoo.1Mno.1O2, etc.), lithium-rich materials (e.g. lithium-rich nickel cobalt manganese oxides), manganese oxides (Mn02), vanadium oxides, sulfur oxides, silicate oxides, and at least one of its respective modified compounds. These materials may be used separately or in combination (for example two or more kinds of materials are used).

[0122] The above cathode active material may be modified, for example is doped, coated, or both doped and coated with a modification compound.

[0123] In some embodiments, the positive electrode current collector may be a metal foil or a P139475-19679 composite current collector. For example, as the metal foil, an aluminum foil may be used. The composite current collector may include a polymer material substrate and a metal layer formed on at least one surface of the polymer material substrate. The composite current collector may be formed by forming a metallic material (aluminum, aluminum alloy, nickel, nickel alloy, titanium, titanium alloy, silver, silver alloy, etc.) on a substrate of a high molecular material such as a substrate of polypropylene (PP), polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polystyrene (PS), polyethylene (PE), etc.

[0124] In some embodiments, the positive electrode film layer optionally includes a binder. As an example, the binder may include at least one selected from polyvinylidene fluoride (PVDF), polytetrafluoroethylene (PTFE), vinylidene fluoride-tetrafluoroethylene-propylene terpolymer, vinylidene fluoride-hexafluoropropylene-tetrafluoroethylene terpolymer, tetrafluoroethylenehexafluoropropylene copolymer, and a fluorine-containing acrylate resin.

[0125] In some embodiments, the positive electrode film layer optionally includes a conductive agent. As an example, the conductive agent may include at least one selected from superconducting carbon, acetylene black, carbon black, ketjen black, carbon dots, carbon nanotubes, graphene, and carbon nanofibers.

[0126] In some embodiments, the positive electrode plate may be prepared by: dispersing the above- mentioned components for preparing the positive electrode plate, such as the cathode active material, the conductive agent, the binder and any other components in a solvent (such as N-methyl pyrrolidone) to form a positive electrode slurry; coating the positive electrode slurry on the positive electrode current collector, and obtaining the positive electrode plate after drying, cold pressing and other processes.

[0127] [Negative electrode plate]

[0128] The negative electrode plate includes a negative electrode current collector and a negative electrode film layer disposed on at least one surface of the negative electrode current collector. The negative electrode film layer includes an anode active material.

[0129] As an example, the negative electrode current collector has two surfaces along a thickness direction thereof and facing in opposite directions, and the negative electrode film layer is provided on either or both of the two surfaces.

[0130] In some embodiments, the negative electrode current collector may be a metal foil or a composite current collector. For example, as the metal foil, a copper foil may be used. The composite P139475-19679 current collector may include a polymeric material substrate and a metal layer formed on at least one surface of the polymeric material substrate. The composite current collector may be formed by forming a metallic material (copper, copper alloy, nickel, nickel alloy, titanium, titanium alloy, silver, silver alloy, etc.) on a substrate of a high molecular material such as a substrate of polypropylene (PP), polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polystyrene (PS), polyethylene (PE), etc.

[0131] In some embodiments, the anode active material may be an anode active material known in the art. As an example, the anode active material may include at least one selected from artificial graphite, natural graphite, soft carbon, hard carbon, silicon-based materials, tin-based materials and lithium titanate. The silicon-based material may be at least one selected from elemental silicon, silicon-oxygen compounds, silicon-carbon complexes, silicon-nitrogen complexes, and silicon alloys. The tin-based material may be at least one selected from elemental tin, tin oxide compounds, and tin alloys. The present disclosure is not limited to these materials, and other materials that may be used as an anode active material for a battery may be used. These anode active materials may be used separately or in combination (for example two or more kinds of materials are used).

[0132] In some embodiments, the negative electrode film layer optionally includes a binder. The binder may be at least one selected from styrene-butadiene rubber (SBR), polyacrylic acid (PAA), sodium polyacrylate (PAAS), polyacrylamide (PAM), polyvinyl alcohol compound (PVA), sodium alginate (SA), polymethacrylic acid (PMAA) and carboxymethyl chitosan (CMCS).

[0133] In some embodiments, the negative electrode film layer optionally includes a conductive agent. The conductive agent may be at least one selected from superconducting carbon, acetylene black, carbon black, ketjen black, carbon dots, carbon nanotubes, graphene, and carbon nanofibers.

[0134] In some embodiments, the negative electrode film layer optionally includes other adjuvants, such as thickeners (e.g. sodium carboxymethylcellulose (CMC -Na)).

[0135] In some embodiments, the negative electrode plate may be prepared by: dispersing the above- mentioned components for preparing the negative electrode plate, such as the anode active material, the conductive agent, the binder and any other components in a solvent (such as deionized water) to form a negative electrode slurry; coating the negative electrode slurry on the negative electrode current collector, and obtaining the negative electrode plate after drying, cold pressing and other processes.

[0136] In some embodiments, the lithium-ion battery further includes a separator. The separator may P139475-19679 be a porous membrane with good chemical stability and mechanical stability, which is not limited in the present disclosure.

[0137] In some embodiments, the material of the separator is selected from at least one of glass fiber, non-woven fabric, polyethylene, polypropylene and polyvinylidene fluoride. The separator may be a single-layer film or a multi-layer composite film. When the separator is a multilayer composite film, materials of individual layers may be the same or different.

[0138] In some embodiments, the lithium-ion battery includes an outer package. The outer package is used to package the electrodes and the electrolyte.

[0139] In some embodiments, the outer package of the lithium-ion battery may be a hard shell, such as a hard plastic shell, an aluminum shell, a steel shell and the like. Alternatively, the outer package of the lithium-ion battery may be a soft package, such as a soft bag. The soft bag may be made of a polymer material such as plastics, polypropylene, polybutylene terephthalate and polybutylene succinate.

[0140] The shape of the lithium-ion battery may be cylindrical, square or any other shape, which is not limited in the present disclosure.

[0141] Electrical device

[0142] The embodiments of the present disclosure provides an electrical device. The electrical device includes the lithium-ion battery according to any embodiment of the present disclosure. The electrical device of the embodiments of the present disclosure has advantages of long service life, excellent usage performance and improved high-temperature resistance.

[0143] Experimental Section

[0144] The following Examples are included to demonstrate certain aspects and embodiments of the present disclosure. It should be appreciated by those of skill in the art, however, that the following description is illustrative only and should not be taken in any way as a restriction of the present disclosure.

[0145] Materials

[0146] The sources of the raw materials in the inventive examples and comparative examples of the present disclosure are as follows:

[0147] 3 -cyclohexene- 1 -methanol, perillyl alcohol compound, triethylamine, ethylsulfonyl chloride, P139475-19679 lithium carbonate, lithium hydroxide, dichloromethane were purchased from Beijing Yinuokai Technology Co., Ltd.

[0148] 2 -Propylene- 1 -sulfonyl chloride and cyclopentane methanol were purchased from Shanghai Adamas Reagent Co., Ltd.

[0149] Isopropyl sulfonyl chloride, 3 -cyclopentene- 1 -methanol, 2-cyclohexene-l-ol were purchased from Shanghai Macklin Biochemical Technology Co., Ltd.

[0150] Other raw materials without special instructions are all commercially available products.

[0151] Tests for prepared cyclic hydrocarbon unsaturated sulfonic ester

[0152] The cyclic hydrocarbon unsaturated sulfonic ester product, obtained according to the methods for preparing the cyclic hydrocarbon unsaturated sulfonic ester, are tested by a gas chromatographymass spectrometry (GC-MS) analyzer to obtain a GC purity and a GC-MS molecular weight.

[0153] As examples, the analysis results of the compound having formula lb and the compound having formula Id will be provided in details below.

[0154] Examples

[0155] Inventive Example 1 (IE1):

[0156] Method for synthesizing the cyclic hydrocarbon unsaturated sulfonic ester having formula la:

[0157] 2.803g (0.025mol) of 3 -cyclohexene- 1 -methanol was weighed and added in a lOOmL reaction flask, then 3.033g (0.03mol) of trimethylamine was added into the reaction flask. The reaction flask containing the 3 -cyclohexene- 1 -methanol and the trimethylamine was placed in an ice water bath at 0°C for 10 minutes. 4.217g of (0.03mol) 2 -propene- 1 -sulfonyl chloride was weighed and dissolved in 15mL of anhydrous di chloromethane. The di chloromethane solution containing 2-propene-l- sulfonyl chloride was gradually added to the reaction flask above within 30 minutes. The reaction flask was placed at 0°C for 30 minutes. Then the reaction flask was gradually heated to 25 °C and then performs the reaction for 6h. After filtration, the filtrate was collected, and cooled to 0°C . 0.739 g (0.01 mol) of Li2CO3and 20 u L (650 ppm) deionized water were added in the filtrate, the mixed solution is stirred for 40 min, and heated to 25 °C and then performs the reaction for 4h. Then, excessive deionized water was added to wash and extract the organic phase. Anhydrous MgSCL was P139475-19679 added into the organic phase to dry for 12 h. After filtration and vacuum drying, 3.257g yellow liquid (with a yield of 60.3 %) was obtained. The GC purity of the product was 97.6 %, and the GC-MS molecular weight of the product was 216 (the molecular weight theoretical value of the compound having formula la is 216.1).

[0158] Inventive Example 2 (IE2):

[0159] Method for synthesizing the cyclic hydrocarbon unsaturated sulfonic ester having formula lb

[0160] 2.803g (0.025mol) of 3 -cyclohexene- 1 -methanol was weighed and added in a lOOmL reaction flask, then 3.033g (0.03mol) of trimethylamine was added into the reaction flask. The reaction flask containing the 3 -cyclohexene- 1 -methanol and the trimethylamine was placed in an ice water bath at 0°C for 10 minutes. 3.534g (0.0275mol) of ethylsulfonyl chloride was weighed and dissolved in 15mL of anhydrous dichloromethane. The di chloromethane solution containing ethylsulfonyl chloride was gradually added to the reaction flask above within 30 minutes. The reaction flask was placed at 0 °C for 30 minutes. Then the reaction flask was gradually heated to 30 °C and then performs the reaction for 8h. After filtration, the filtrate was collected and cooled to 0°C . 0.09 g (0.0037 mol) of LiOH and 20 u L (800 ppm) deionized water were added in the filtrate, the mixed solution is stirred for 30 min, and heated to 25 °C and then performs the reaction for 8h. Then, excessive deionized water was added to wash and extract the organic phase. Anhydrous MgSCE was added into the organic phase to dry for 12 h. After filtration and vacuum drying, 3.250g yellow liquid (with a yield of 63.6 %) was obtained.

[0161] As shown in FIG. 1, the GC spectrum for the compound obtained in IE2 showed a strongest peak at retention time of 10.372 min, with a peak area of 5320.02 and a peak area ratio of 98.5083% based on a total peak area of 5400.58. That is, the compound having formula lb obtained in IE2 had a GC purity of about 98.5%. In addition, the compound having formula lb obtained had a GC MS molecular weight of about 204 (the molecular weight theoretical value of the compound having formula lb is 204.1). A detailed analysis of the spectrum in FIG. 1 is shown in the following table.

[0162] Table 1 Analysis of FIG. 1 P139475-19679

[0163] Inventive Example 3 (IE3):

[0164] Method for synthesizing the cyclic hydrocarbon unsaturated sulfonic ester having formula Id

[0165] 2.502g (0.025mol) of cyclopentane methanol was weighed and added in a lOOmL reaction flask, then 3.033g (0.03mol) of trimethylamine was added into the reaction flask. The reaction flask containing the cyclopentane methanol and the trimethylamine was placed in an ice water bath at 0°C for 10 minutes. 4.217g (0.03mol) of 2-propenyl-l -sulfonyl chloride was weighed and dissolved in 15mL of anhydrous di chloromethane. The di chloromethane solution containing 2-propenyl-l- sulfonyl chloride was gradually added to the reaction flask above within 30 minutes. The reaction flask was placed at 0°C for 30 minutes. Then the reaction flask was gradually heated to 25 °C and then performs the reaction for 6h. After filtration, the filtrate was collected and cooled to 0 °C . 0.739g (O.Olmol) of Li2CO3and 20 u L (658ppm) deionized water were added in the filtrate, the mixed solution is stirred for 40 min, and heated to 25 °C and then performs the reaction for 4h. Then, excessive deionized water was added to wash and extract the organic phase. Anhydrous MgSCU was added into the organic phase to dry for 12 h. After filtration and vacuum drying, 3.319g yellow liquid (with a yield of 65.0%) was obtained.

[0166] As shown in FIG. 2, the GC spectrum for the compound obtained in IE3 showed a strongest peak at retention time of 9.602 min, with a peak area of 1845.01 and a peak area ratio of 98.1669% based on a total peak area of 1897.47. That is, the compound having formula Id obtained had a GC purity of about 98.2%. In addition, the compound having formula Id obtained had a GC MS P139475-19679 molecular weight of about 204 (the molecular weight theoretical value of the compound having formula Id is 204.3). A detailed analysis of the spectrum in FIG. 2 is shown in the following table.

[0167] Table 2 Analysis of FIG. 2

[0168] Inventive Example 4 (IE4):

[0169] Method for synthesizing the cyclic hydrocarbon unsaturated sulfonic ester having formula le

[0170] 2.452g (0.025mol) of 2-cyclohexen-l-ol was weighed and added in a lOOmL reaction flask, then 3.033g (0.03mol) of trimethylamine was added into the reaction flask. The reaction flask containing the 2-cyclohexen-l-ol and the trimethylamine was placed in an ice water bath at 0°C for 10 minutes. 3.534g (0.0275mol) of ethylsulfonyl chloride was weighed and dissolved in 15mL of anhydrous dichloromethane. The dichloromethane solution containing ethylsulfonyl chloride was gradually added to the reaction flask above within 30 minutes. The reaction flask was placed at 0°C for 30 minutes. Then the reaction flask was gradually heated to 30 °C and then performs the reaction for 8h. After filtration, the filtrate was collected and cooled to 0°C . 0.09g (0.0037mol) of LiOH and 20 u L (690ppm) deionized water were added in the filtrate, the mixed solution is stirred for 30 min, and heated to 25 °C and then performs the reaction for 8h. Then, excessive deionized water was added to wash and extract the organic phase. Anhydrous MgSCE was added into the organic phase to dry for 12 h. After filtration and vacuum drying, 2.826g yellow liquid (with a yield of 59.5%) was obtained. The GC purity of the product was 97.8%, and the GC-MS molecular weight of the product was 190 (the molecular weight theoretical value of the compound having formula le is 190.1). P139475-19679

[0171] Inventive Example 5 (IE5):

[0172] Method for synthesizing the cyclic hydrocarbon unsaturated sulfonic ester having formula Ih

[0173] 3.805g (0.025mol) of perilla alcohol compound was weighed and added in a lOOmL reaction flask, then 3.033g (0.03mol) of trimethylamine was added into the reaction flask. The reaction flask containing the perilla alcohol compound and the trimethylamine was placed in an ice water bath at 0°C for 10 minutes. 3.534g (0.0275mol) of ethylsulfonyl chloride was weighed and dissolved in 15mL of anhydrous dichloromethane. The di chloromethane solution containing ethylsulfonyl chloride was gradually added to the reaction flask above within 30 minutes. The reaction flask was placed at 0 °C for 30 minutes. Then the reaction flask was gradually heated to 30 °C and then performs the reaction for 8h. After filtration, the filtrate was collected and cooled to 0°C . 0.09g (0.0037mol) of LiOH and 20 u L (659ppm) deionized water were added in the filtrate, the mixed solution is stirred for 30 min, and heated to 25 °C and then performs the reaction for 8h. Then, excessive deionized water was added to wash and extract the organic phase. Anhydrous MgSCE was added into the organic phase to dry for 12 h. After filtration and vacuum drying, 3.554g yellow liquid (with a yield of 58.2%) was obtained. The GC purity of the product was 94.8%, and the GC-MS molecular weight of the product was 244 (the molecular weight theoretical value of the compound having formula Ih is 244.3).

[0174] Inventive Example 6 (IE6):

[0175] Method for synthesizing the cyclic hydrocarbon unsaturated sulfonic ester having formula Ik

[0176] 2.452g (0.025mol) of 3 -cyclopentene- 1 -methanol was weighed and added in a 100mL reaction flask, then 3.033g (0.03mol) of trimethylamine was added into the reaction flask. The reaction flask containing the 3 -cyclopentene- 1 -methanol and the trimethylamine was placed in an ice water bath at 0°C for 10 minutes. 4.260g (0.03mol) of isopropyl sulfonyl chloride was weighed and dissolved P139475-19679 in 15mL of anhydrous di chloromethane. The di chloromethane solution containing isopropyl sulfonyl chloride was gradually added to the reaction flask above within 30 minutes. The reaction flask was placed at 0 °C for 30 minutes. Then the reaction flask was gradually heated to 25 °C and then performs the reaction for 6h. After filtration, the filtrate was collected and cooled to 0°C . 0.739g (O.Olmol) of Li2CO3and 20 u L (657ppm) deionized water were added in the filtrate, the mixed solution is stirred for 40 min, and heated to 25 °C and then performs the reaction for 4h. Then, excessive deionized water was added to wash and extract the organic phase. Anhydrous MgSCh was added into the organic phase to dry for 12 h. After filtration and vacuum drying, 3.129g yellow liquid (with a yield of 61.3%) was obtained. The GC purity of the product was 97.6%, and the GC-MS molecular weight of the product was 204 (the molecular weight theoretical value of the compound having formula Ik is 204.3).

[0177] Inventive Example 7 (IE7):

[0178] The cyclic hydrocarbon unsaturated sulfonic ester for IE7 was prepared in the same way as IE2 expect that the mass of the deionized water was 200ppm in the reaction system.

[0179] Inventive Example 8 (IE8):

[0180] The cyclic hydrocarbon unsaturated sulfonic ester for IE8 was prepared in the same way as IE2 expect that the mass of the deionized water was 1600ppm in the reaction system.

[0181] Inventive Example 9 (IE9):

[0182] The cyclic hydrocarbon unsaturated sulfonic ester for IE9 was prepared in the same way as IE2 expect that the amount of the LiOH was 0.27g (O.Olllmol).

[0183] Inventive Example 10 (IE 10):

[0184] The cyclic hydrocarbon unsaturated sulfonic ester for IE10 was prepared in the same way as IE2 expect that the mass of the deionized water was 3200ppm in the reaction system, and the amount of the LiOH was 0.27g (O.Olllmol).

[0185] Comparative Example 1 (CE1)

[0186] The cyclic hydrocarbon unsaturated sulfonic ester for CE1 was prepared in the same way as P139475-19679

[0187] IE2 expect that the filtrate was not treated by LiOH and deionized water.

[0188] Comparative Example 2 (CE2)

[0189] The cyclic hydrocarbon unsaturated sulfonic ester for CE2 was prepared in the same way as IE2 expect that 3 -cyclohexene- 1 -methanol and ethylsulfonyl chloride were added in the same molar amount (0.025 mol), and the filtrate was not treated by LiOH and deionized water

[0190] Table 1

[0191] As we can see from the results of IE2, IE7 to IE10, the cyclic hydrocarbon unsaturated sulfonic ester prepared had a high yield and a high GC purity. However, it can be noted that the amount of the deionized water added and the amount of the basic compound (LiOH) had preferred ranges. Excessive or insufficient amount of deionized water or basic compound may have adverse effects on the yield or the GC purity of the prepared cyclic hydrocarbon unsaturated sulfonic ester. P139475-19679

[0192] Especially according to IE10, when the amount of the deionized water and the amount of LiOH is too much, the deionized water and LiOH may react too fast with the residual sulfonyl chloride compound, and the local fever is obvious. It may lead to side reactions of some sulfonates in a case of existing LiOH, which may reduce the yield and the GC purity.

[0193] As we can see from the results of IE2, CE1 and CE2, according to the preparation method of the cyclic hydrocarbon unsaturated sulfonic ester in the embodiments of the present disclosure, the sulfonyl chloride during the synthesis reaction was excessive, the obtained synthetic product was treated with the deionized water and the LiOH with appropriate amounts, the prepared cyclic hydrocarbon unsaturated sulfonic ester had the significantly improved yield and GC purity compared with that of the prepared cyclic hydrocarbon unsaturated sulfonic ester in CE1 and CE2, where the synthetic product were not treated by LiOH and deionized water.

[0194] Inventive Example 11 (IE11):

[0195] The cyclic hydrocarbon unsaturated sulfonic ester for IE11 was prepared in the same way as IE3 expect that the mass of the deionized water was 164ppm in the reaction system.

[0196] Inventive Example 12 (IE 12):

[0197] The cyclic hydrocarbon unsaturated sulfonic ester for IE12 was prepared in the same way as IE3 expect that the mass of the deionized water was 1974ppm in the reaction system.

[0198] Inventive Example 13 (IE13):

[0199] The cyclic hydrocarbon unsaturated sulfonic ester for IE13 was prepared in the same way as IE3 expect that the amount of the Li2CO3 was 2.217g (0.03mol).

[0200] Inventive Example 14 (IE 14):

[0201] The cyclic hydrocarbon unsaturated sulfonic ester for IE14 was prepared in the same way as IE3 expect that the mass of the deionized water was 3290ppm in the reaction system, and the amount of the Li2CO3 was 2.217g (0.03mol).

[0202] Comparative Example 3 (CE3) P139475-19679

[0203] The cyclic hydrocarbon unsaturated sulfonic ester for CE3 was prepared in the same way as IE3 expect that the filtrate was not treated by Li2CO3 and deionized water.

[0204] Comparative Example 4 (CE4)

[0205] The cyclic hydrocarbon unsaturated sulfonic ester for CE4 was prepared in the same way as IE3 expect that cyclopentane methanol and 2 -propenyl- 1 -sulfonyl were added in the same molar amount (0.025 mol), and the filtrate was not treated by Li2CO3 and deionized water

[0206] Table 2

[0207] Similar results may also be found from IE3, IE11 to IE14, when the amount of the deionized water and the amount of the basic compound (Li2CO3) were too much or too little, the yield and the GC purity of the prepared cyclic hydrocarbon unsaturated sulfonic ester may be reduced. It may be found from the results of IE3, CE3 and CE4 that, according to the preparation method of the cyclic hydrocarbon unsaturated sulfonic ester in the embodiments of the present disclosure, the sulfonyl chloride during the synthesis reaction was excessive, the obtained synthetic product was treated with the deionized water and the Li2CO3 with appropriate amounts, the prepared cyclic hydrocarbon P139475-19679 unsaturated sulfonic ester had the significantly improved yield and GC purity compared with that of the prepared cyclic hydrocarbon unsaturated sulfonic ester in CE3 and CE4, where the synthetic product were not treated by Li2CO3 and deionized water.

[0208] Comparative Example 5 (CE5)

[0209] The cyclic hydrocarbon unsaturated sulfonic ester for CE5 was prepared in the same way as IE1 expect that the product was not treated by Li2CO3 and deionized water, but the product was purified through the vacuum distillation at room temperature (25 °C).

[0210] Comparative Example 6 (CE6)

[0211] The cyclic hydrocarbon unsaturated sulfonic ester for CE6 was prepared in the same way as IE1 expect that the product was not treated by Li2CO3 and deionized water, but the product was purified through heating (80 °C) vacuum distillation.

[0212] Comparative Example 7 (CE7)

[0213] The cyclic hydrocarbon unsaturated sulfonic ester for CE7 was prepared in the same way as IE5 expect that the product was not treated by Li2CO3 and deionized water, but the product was purified through the vacuum distillation at room temperature (25 °C).

[0214] Comparative Example 8 (CE8)

[0215] The cyclic hydrocarbon unsaturated sulfonic ester for CE8 was prepared in the same way as IE5 expect that the product was not treated by Li2CO3 and deionized water, but the product was purified through heating (80 °C) vacuum distillation. P139475-19679

[0216] By comparing the results of IE1 with CE5, IE5 with CE7, the yield and the GC purity of the prepared cyclic hydrocarbon unsaturated sulfonic ester were reduced in cases where the synthetic product was processed directly by the room temperature vacuum distillation. By comparing the results of IE1 with CE6, IE5 with CE8, it may be found that the cyclic hydrocarbon unsaturated sulfonic ester undergoes significant deterioration at a higher temperature, especially in CE8. It is possible that due to the active unsaturated bonds of the compound with the formula Ih, the compound suspected to have undergone polymerization, which causes the product to change from yellow liquid to viscous black liquid after heating. There was no obvious product peaks in GC test results.

[0217] Reference throughout this specification to “an embodiment,” “some embodiments,” “one embodiment”, “another example,” “an example,” “a specific example,” or “some examples,” means that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the present disclosure. Thus, the appearances of the phrases such as “in some embodiments,” “in one embodiment”, “in an embodiment”, “in another example,” “in an example,” “in a specific example,” or “in some examples,” in various places throughout this specification are not necessarily referring to the same embodiment or example of the present disclosure. Furthermore, the particular features, structures, materials, or characteristics may be combined in any suitable manner in one or more embodiments or examples.

[0218] Other embodiments of the present disclosure will be apparent to those skilled in the art from consideration of the specification and practice of the disclosure disclosed here. This application is intended to cover any variations, uses, or adaptations of the disclosure following the general principles thereof and including such departures from the present disclosure as come within known or customary practice in the art. It is intended that the specification and examples be considered as illustrative only, with a true scope and spirit of the disclosure being indicated by the following claims.

Claims

P139475-19679CLAIMS1. A method for preparing a cyclic hydrocarbon unsaturated sulfonic ester, comprising: adding raw materials, comprising an alcohol compound and an excess sulfonyl chloride compound, into a solvent having a deacid reagent to obtain an synthetic product; and treating the synthetic product with deionized water and basic compound to obtain the cyclic hydrocarbon unsaturated sulfonic ester, wherein the cyclic hydrocarbon unsaturated sulfonic ester has a cyclic hydrocarbon group and an unsaturated bond.

2. The method according to claim 1, wherein a theoretical molar ratio of the alcohol compound to the sulfonyl chloride compound in a synthetic reaction is 1 : 1, and a molar amount of the sulfonyl chloride compound added in the solvent is larger than a molar amount of the alcohol compound.

3. The method according to claim 2, wherein a molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is (0.8-1.0):(l .1-1.3):(1.1-1.4).

4. The method according to claim 3, wherein the molar ratio of the alcohol compound, the sulfonyl chloride compound and the deacid reagent is (0.8-1.0):(l .1-1.2):(1.1-1.2).

5. The method according to any one of claims 1-4, wherein the alcohol compound has a formula a of:the sulfonyl chloride compound has a formula b of:O ii ci— S II-R2O , and the cyclic hydrocarbon unsaturated sulfonic ester has a formula 1 ofP139475-19679 wherein at least one of Ri, and R2 comprises an unsaturated bond; optionally, is C3-C6 cycloalkane or C3-C6 cycloalkene, Rl is selected from a group comprising hydrogen atom, C1-C4 alkyl, C2-C4 alkenyl, C1-C4 fluoroalkyl, and C2-C4 fluoroalkenyl, R2 is selected from a group comprising C1-C4 alkyl, C1-C4 fluoroalkyl, C2-C6 alkenyl or C2-C6 fluoroalkeny, and the n is 0 or 1.

6. The method according to any one of claims 1-5, wherein the deacid reagent is selected from a group comprising triethylamine, pyridine or N, N-diisopropylethylamine; and / or the solvent is selected from a group comprising dichloromethane, di chloroethane, dichloropropane, chloroform, tri chloroethane, or carbon tetrachloride; and / or the basic compound is alkali, alkali salt, or combinations thereof; and / or the basic compound is selected from a group comprising lithium carbonate, sodium carbonate, sodium bicarbonate, lithium hydroxide, or sodium hydroxide.

7. The method according to any one of claims 1-6, wherein the molar amount of the basic compound is 1-5 times of a theoretical residual molar amount of the sulfonyl chloride compound.

8. The method according to claim 7, wherein the molar amount of the basic compound is 1.5- 2.5 times of the theoretical residual molar amount of the sulfonyl chloride compound.

9. The method according to any one of claims 1-8, wherein a mass of the deionized water is 300ppm-1000ppm of a total mass of the alcohol compound, the sulfonyl chloride compound, the deacid reagent, the solvent, and the basic compound.

10. The method according to claim 9, wherein the mass of the deionized water is 400ppm- 800ppm of a total mass of the alcohol compound, the sulfonyl chloride compound, the deacid reagent, the solvent, the basic compound.

11. The method according to any one of claims 1-10, wherein adding the alcohol compound and the sulfonyl chloride compound into the solvent having the deacid reagent to obtain the synthetic product comprises:P139475-19679 mixing the alcohol compound and the sulfonyl chloride compound to obtain a mixed compound; adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product; and filtrating the reaction product and collecting filtrate as the synthetic product.

12. The method according to claim 11, wherein adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product comprises: adding the mixed compound into the solvent having the deacid reagent, reacting at -10-5 °C for 10min-2h, and then reacting at 20-60 °C for 2h-12h.

13. The method according to claim 12, wherein adding the mixed compound into the solvent having the deacid reagent to obtain a reaction product comprises: adding the mixed compound into the solvent having the deacid reagent, reacting at -3-3 °C for 30min-lh, and then reacting at 25-40 °C for 4h-8h.

14. The method according to any one of claims 1-13, wherein treating the synthetic product with deionized water and basic compound to obtain the cyclic hydrocarbon unsaturated sulfonic ester comprises: adding the deionized water and the basic compound into the synthetic product to obtain a crude product; and performing an extraction process and a drying process on the crude product to obtain the cyclic hydrocarbon unsaturated sulfonic ester.

15. The method according to claim 14, wherein adding the deionized water and the basic compound into the synthetic product to obtain the crude product comprises: adding the deionized water and the basic compound into the synthetic product, reacting at -10- 5 °C for 30min-2h, and then reacting at 20-60 °C for 2h-24h.

16. The method according to claim 15, wherein adding the deionized water and the basic compound into the synthetic product to obtain the crude product comprises: adding the deionized water and the basic compound into the synthetic product, reacting at -3-P139475-196793 °C for 30min-lh, and then reacting at 25-40 °C for 3h-12h.

17. The method according to claim any one of claims 1-16, wherein R1 is hydrogen atom orC3-C4 alkenyl, and R2 is C2-C3 alkyl or C2-C3 alkenyl; optionally, the formula 1 selected from a group comprising:

18. A cyclic hydrocarbon unsaturated sulfonic ester prepared by the method according to any one of claims 1-17.

19. An electrolyte of a lithium-ion battery, comprising: a lithium salt; a solvent; and an electrolyte additive comprising the cyclic hydrocarbon unsaturated sulfonic ester according to claim 18.

20. A lithium-ion battery comprising the electrolyte according to claim 19.

21. An electrical device comprising the lithium-ion battery according to claim 20.

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