Double-center cationic liquid for lithium battery and preparation method of cationic liquid

A technology of ionic liquid and cation, which is applied in the field of double-center cationic liquid and its preparation, can solve the problems of reduced charge and discharge performance of battery rate, achieve the effect of improving conductivity, improving cycle performance, and having no by-products

Active Publication Date: 2019-09-06
常州乾艺智能制造科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention designs a double-center cationic liquid for lithium batteries, and introduces -CH2-O- into the structural formula of the ionic liquid CH2(OEG), helps Li+ to migrate more

Method used

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  • Double-center cationic liquid for lithium battery and preparation method of cationic liquid
  • Double-center cationic liquid for lithium battery and preparation method of cationic liquid
  • Double-center cationic liquid for lithium battery and preparation method of cationic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] (1) Dissolve bis(chloroethyl) ether (4.06 g, 28.4 mmol) and 1-methylpyrrole (5.13 g, 60.2 mmol) in 10 mL of distilled acetonitrile, and stir at reflux for 4 hours. The resulting mixture was cooled to room temperature and stirred overnight. Rotate to evaporate the solvent. After the product was washed three times with 15 ml of ether, the remaining solvent was removed under vacuum to obtain the desired compound 1,1'-(oxybis(ethyl-2 1-yl))dichlorobis( 1-methylpyrrolium-1-yl) salt (yield: 8.05 g, yield 90.5%) yellow liquid.

[0035] (2) Take the product 1,1'-(oxybis(ethyl-2 1-yl)) dichloride bis(1-methylpyrrolium-1-yl) salt (1.85g, 5.9mmol) obtained in the previous step ), dissolved in 8 ml of deionized water, and a slight excess of lithium bis(trifluoromethylsulfonyl)imide (LiTFSI, 3.55 g, 12.37 mmol) was added. The mixed solution was stirred overnight at room temperature to fully exchange halogen anions, and extracted with 30 ml of dichloromethane. To obtain an organic la...

Embodiment 2

[0044] [DiMPy2O][TFSI] was prepared using the similar method in Example 1:

[0045] 1,2-bis(2-chloroethoxy)ethane (2.99g, 16mmol), 1-methylpyrrole (2.86g, 33.6mmol), the intermediate product (5.43g, yield 95.1%);

[0046] Take the intermediate product (4.08g, 11.4mmol) and LiTFSI (6.49g, 22.6mmol) to obtain the final product [DiMPy2O][TFSI] (6.49g, yield 67.1%);

[0047] The infrared spectrum of the product [DiMPy2O][TFSI]: 3563cm -1 (w),2964cm -1 ,2902.84(C-H,s),2379.03cm -1 ,1931.76-1798.58cm -1 (w),1634.43cm -1 ,1463.43cm -1 ,(s=o,s),1352.48cm -1 (C-N,w),1193.83cm -1 (C-O,s),1054.56cm -1 (C-F,s),953.83-877.41cm -1 ,789.69-739.92cm -1 .

[0048] 1 H NMR (300MHz, CDCl 3 ): δ (ppm) 3.84 (m, 4H), 3.73 - 3.50 (m, 16H), 3.03 (s, 6H), 2.17 (m, 8H). 13 C NMR nuclear magnetic carbon spectrum (300MHz, CDCl 3 ): δ (ppm) 124.02, 121.9, 117.7, 114.44, 70.2, 65.4, 65.0, 63.5, 48.6, 21.1.

[0049] First mix the ionic liquid synthesized in Example 2 with [MImEt][DCA] according to a weight ratio of 1...

Embodiment 3

[0052] [DiMPy3O][TFSI] was prepared using the similar method in Example 1:

[0053] 1-chloro-2-(2-((2-chloroethoxy)ethoxy)ethoxy)ethane (4.01g, 17.3mmol), 1-methylpyrrole (3.14g, 36.9mmol), get Intermediate product (6.58g, yield 94.5%);

[0054] Take the intermediate product (2.01g, 5.0mmol) and LiTFSI (3.02g, 10.5mmol) to obtain the final product [DiMPy3O][TFSI] (3.17g, yield 71%);

[0055] The infrared spectrum of the product [DiMPy3O][TFSI]: 3563cm -1 (w), 2973cm -1 ,2877.73(C-H,s),2387.01cm -1 ,1931.61-1797.99cm -1 (w),1673.96cm -1 ,1462.84cm -1 ,(s=o,s),1352.42cm -1 (C-N,w),1193.55cm -1 (C-O,s),1056.58cm -1 (C-F,s),998.26-877.85cm -1 ,789.24-741.40cm -1 .

[0056] 1 H NMR proton nuclear magnetic spectrum ((300MHz, CDCl 3 ): δ (ppm) 3.87 (m, 4H), 3.75-3.54 (m, 20H), 3.08 (s, 6H), 2.21 (m, 8H). 13 C NMR nuclear magnetic carbon spectrum (300MHz, CDCl 3 ): δ (ppm) 124.02, 121.9, 117.7, 114.44, 70.63, 70.16, 65.50, 64.90, 48.69, 21.2.

[0057] First mix the ionic liquid synthesized in ...

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Abstract

The invention belongs to the technical field of ionic liquids, and particularly relates to a double-center cationic liquid for a lithium battery and a preparation method of the cationic liquid. A -CH2-O-CH2(OEG) is introduced into the structural formula of the ionic liquid, which is beneficial to more efficient Li+ migration, more lithium salt can be dissolved, the transport effect of cations is enhanced, and the conductivity can be improved when the cationic liquid serves as a lithium battery electrolyte. Meanwhile, compared with the design of a single-side chain, the design of double-centercations has higher chemical and thermal stability; if the cationic liquid is added into an organic electrolyte as an additive, an electrolyte system which is not easy to combust can be prepared, and the thermal stability of the lithium battery is improved.

Description

Technical field [0001] The invention belongs to the technical field of ionic liquids, and specifically relates to a double-center cation liquid for lithium batteries and a preparation method thereof. Background technique [0002] Ionic liquid, also known as room temperature ionic liquid or room temperature molten salt, also known as non-aqueous ionic liquid, liquid organic salt, etc. It is generally believed that it is a liquid composed entirely of cations and anions, and appears as a liquid organic salt at or near room temperature. [0003] As a new type of ionized solvent, ionic liquid has attracted wide attention in many fields of chemistry and chemical engineering. In recent years, double cationic ionic liquids have attracted widespread attention due to their excellent properties. The most significant properties of double cationic ionic liquids are reflected in their excellent thermal stability. In addition, they also have excellent properties such as high density, high visco...

Claims

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Application Information

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IPC IPC(8): C07D207/06C07C311/48C07C303/40H01M10/052H01M10/0567
CPCC07D207/06C07C311/48H01M10/0567H01M10/052Y02E60/10
Inventor 梅新艺羿丹鸿袁健王琳许小龙孟浩田童丽静
Owner 常州乾艺智能制造科技有限公司
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