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Lithium ion battery electrolyte additive cyclic ethylene carbonate sulfate and preparation method thereof

A technology of ethylene carbonate sulfate and electrolyte additives, which is applied in the field of lithium-ion batteries, can solve the problems of incomplete reaction between polyols and carbonates and the impact on battery performance, and achieve the effects of high product purity, high production efficiency, and cost reduction

Active Publication Date: 2020-10-09
香河昆仑新能源材料股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are certain defects in this method. The reaction between polyol and carbonate is not complete, so that there are a large number of hydroxyl-containing substances in the product, which will have a certain impact on battery performance.

Method used

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  • Lithium ion battery electrolyte additive cyclic ethylene carbonate sulfate and preparation method thereof
  • Lithium ion battery electrolyte additive cyclic ethylene carbonate sulfate and preparation method thereof
  • Lithium ion battery electrolyte additive cyclic ethylene carbonate sulfate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] In the 1000mL three-necked flask, drop into galactitol 91.1g, then drop into it diethyl carbonate (reactant) 118.1g, acetonitrile 300g, and DBU 0.09g, put into stirring bar, three-necked flask is placed in oil bath, heat up To 50°C, fully stirred and reacted under negative pressure of 2000Pa, the reaction time was 3h, the mass of ethanol collected in the water separator was 180.1g, and the reaction was completed. Add 67.5g of sulfuryl chloride, react for 2 hours, use an oil pump to evacuate, and keep the vacuum at 2000Pa for 2 hours to remove excess sulfuryl chloride and hydrogen chloride gas. Then stop heating and cool down to room temperature. Add 500 g of diethyl ether for recrystallization, filter under reduced pressure to obtain a white solid, and vacuum-dry at 40°C for 12 hours to obtain 136.8 g of the product of structural formula I or II, with a yield of 92.1% and a product purity of 99.65%.

Embodiment 2

[0023] Put 91.1g of mannitol into a 1000mL three-necked flask, then put 90.8g of dimethyl carbonate, 300g of DMF, and 0.9g of triethylamine into it, put a stirring bar, put the three-necked flask in an oil bath, and raise the temperature to 60°C. Fully stir the reaction under the condition of negative pressure 1000Pa, the reaction time is 5h, the mass of methanol collected in the water separator is 128.7g, and the reaction is completed. Add 67.5g of sulfuryl chloride, react for 4 hours, use an oil pump to vacuum, and keep the vacuum at 1000Pa for 2 hours to remove excess sulfuryl chloride and hydrogen chloride gas. Then stop heating and cool down to room temperature. Add 500 g of n-octane for recrystallization, filter under reduced pressure to obtain a white solid, and vacuum-dry at 50°C for 12 hours to obtain 139.9 g of the product of structural formula I or II, with a yield of 94.2% and a product purity of 99.88%.

Embodiment 3

[0025] Put 91.1g of mannitol into a 1000mL three-necked flask, then drop 44.1g of ethylene carbonate, 500g of dimethyl sulfoxide, and 1.8g of DMAP into it, put a stirring bar, place the three-necked flask in an oil bath, and heat up to 70 °C, under the condition of negative pressure of 500Pa, fully stir the reaction, the reaction time is 6h, the mass of ethylene glycol collected in the water separator is 66.8g, and the reaction is completed. Add 102.6g of sulfuryl fluoride, react for 6 hours, use an oil pump to vacuum, and keep the vacuum at 500Pa for 2 hours to remove excess sulfuryl chloride and hydrogen chloride gas. Then stop heating and cool down to room temperature. Add 500 g of methyl ethyl ether for recrystallization, filter under reduced pressure to obtain a white solid, and vacuum-dry at 60°C for 12 hours to obtain 164.8 g of the product of structural formula IV or V, with a yield of 99.0% and a product purity of 99.92%.

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Abstract

The invention discloses a lithium ion battery electrolyte additive cyclic ethylene carbonate sulfate and a preparation method thereof. The lithium ion battery electrolyte additive cyclic ethylene carbonate sulfate comprises compounds as shown in structural formulas I-V. The preparation method comprises the steps of putting hexahydric alcohol and carbonic ester into a reaction container, then adding organic base or inorganic base as a catalyst, heating to carry out transesterification, and separating by-products under reduced pressure; and adding sulfonyl chloride or sulfonyl fluoride to reactto remove residual hydroxyl, and separating by-products and redundant raw materials under reduced pressure to prepare the cyclic ethylene carbonate sulfate. According to the method, polyol and carbonic ester are subjected to transesterification to prepare cyclic ethylene carbonate, then sulfonyl chloride and sulfonyl fluoride react to remove residual hydroxyl, cyclic ethylene carbonate sulfate isprepared, and the compound structure contains an ethylene sulfate structure and can replace part of DTD to reduce the electrolyte cost.

Description

technical field [0001] The invention belongs to the technical field of lithium ion batteries, and in particular relates to a lithium ion battery electrolyte additive ethylene sulfate cyclocarbonate and a preparation method thereof. Background technique [0002] In recent years, lithium-ion batteries have been widely used in electric vehicles, hybrid vehicles, energy storage systems and portable electronic devices, and consumers have higher and higher requirements for the energy density of lithium-ion batteries. Adding different additives in the electrolyte is the most effective and economical way to solve this problem. [0003] CN109942534A uses polyalcohol and carbonate as raw materials to prepare ethylene tricarbonate through transesterification. This method has certain defects. The incomplete reaction between polyol and carbonate results in a large amount of hydroxyl-containing substances in the product, which has a certain impact on battery performance. Contents of th...

Claims

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Application Information

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IPC IPC(8): H01M10/0567H01M10/0525C07D317/36C07D411/14
CPCC07D317/36C07D411/14H01M10/0525H01M10/0567H01M2300/0025Y02E60/10
Inventor 万广聪申海鹏程梅笑郭营军孙春胜
Owner 香河昆仑新能源材料股份有限公司
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