Pyrrolidine ionic liquid as well as preparation method and application thereof

A technology of ionic liquid and pyrrolidine, which is applied in the field of ionic liquid, can solve the problems of poor rate performance and poor cycle stability, and achieve the effects of high stability, improved cycle performance, and improved safety

Pending Publication Date: 2022-03-01
HEBEI UNIV OF TECH
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

However, when used as a safe electrolyte in Li-ion batteries, electrolytes using ionic liquids alone have poor cycle stability and poor rate capability with Li anodes.

Method used

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  • Pyrrolidine ionic liquid as well as preparation method and application thereof
  • Pyrrolidine ionic liquid as well as preparation method and application thereof
  • Pyrrolidine ionic liquid as well as preparation method and application thereof

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preparation example Construction

[0050] In addition, this embodiment also provides a method for preparing a pyrrolidine-based ionic liquid, comprising the following steps:

[0051] Step S110, according to the molar ratio of pyrrolidine and bromoalkyl ether being 1:1-1.1, dissolving pyrrolidine and bromoalkyl ether in a solvent and reacting at 50-80°C for 12-24 hours; Extraction after completion of the reaction, obtain the 1-alkoxyalkylpyrrole of following structural formula:

[0052]

[0053] Among them, R 1 for CH 2 (CH 2 ) a O(CH 2 ) b CH 3 , a is 0 or 1, b is 0 or 1;

[0054] The resulting 1-alkoxyalkylpyrrole is subjected to vacuum distillation and fractions are collected to obtain purified 1-alkoxyalkylpyrrole

[0055] In other preferred embodiments, the molar ratio of pyrrolidine to brominated alkyl ether is preferably 1:1.05.

[0056] Step S120, under a protective gas atmosphere, according to the molar ratio of 1-alkoxyalkylpyrrole to nitrile compound is 1:1-1:1.3, dissolve 1-alkoxyalkylp...

Embodiment 1

[0078] (1) Add 0.1mol pyrrolidine, 0.105mol 2-bromoethyl methyl ether and 20mL acetonitrile respectively in a three-necked round bottom flask to obtain the mixture. Under the protection of nitrogen atmosphere, the above mixture was reacted at 50°C for 24 hours; Extract three times with 10ml of ethyl acetate, retain the organic phase solution, and carry out vacuum distillation, and collect fractions to obtain 1-methoxyethylpyrrole.

[0079]

[0080] Among them, R 1 for CH 2 (CH 2 ) a O(CH 2 ) b CH 3 , a is 1, b is 0;

[0081] (2) Add 0.075mol 1-methoxyethylpyrrole, 0.09mol bromoacetonitrile and 15ml anhydrous methanol respectively to a three-neck round bottom flask to obtain the mixture. Under the protection of nitrogen atmosphere, the above mixture is stirred and refluxed at 60°C After reacting for 14 hours, the reaction product was obtained. After the reaction was stopped, the unreacted bromoacetonitrile and solvent were removed by rotary evaporation, and the trea...

Embodiment 2

[0091] Add 0.1mol pyrrolidine, 0.105mol 2-bromoethyl ethyl ether and 20ml acetonitrile respectively to a three-neck round bottom flask to obtain a mixture. Under the protection of nitrogen atmosphere, react the above mixture at 50°C for 24 hours; Extract with ethyl acetate three times, retain the organic phase solution, and carry out vacuum distillation, and collect the fractions to obtain 1-ethoxyethylpyrrole.

[0092] Add 0.075mol 1-ethoxyethylpyrrole, 0.09mol acrylonitrile and 15ml anhydrous methanol respectively to a three-neck round bottom flask to obtain a mixture. Under the protection of nitrogen atmosphere, stir and reflux the above mixture at 60°C for 14 hours , After the reactants were obtained and the reaction was stopped, the unreacted acrylonitrile and solvent were removed by rotary evaporation, and the treated reaction product was vacuum-dried at 60°C for 24 hours to obtain a yellow transparent liquid, which was N-ethoxyethyl- N-Cytriloethylpyrrole Bromide.

[0...

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Abstract

The invention relates to pyrrolidine ionic liquid as well as a preparation method and application thereof. The structural formula of the ionic liquid is as follows: R1 is CH2 (CH2) aO (CH2) bCH3, a is 0 or 1, and b is 0 or 1; r2 is CH2 (CH2) cCN, and c is 0 or 1; y <-> is BF4 <->, PF6 <->, TFSI <->, FSI <-> or N (CN) 2 <->. According to the pyrrolidine ionic liquid, two functional groups, namely an ether group and a nitrile group, are introduced into pyrrolidine at the same time; in the preparation, through a two-step method, an ether group is introduced to a pyrrole ring, so that the viscosity of the ionic liquid is reduced; the nitrile group is introduced, so that the electrochemical window and the electrochemical stability of the ionic liquid are improved. The pyrrolidine ionic liquid is used as an electrolyte additive, is applied to a lithium ion battery taking a ternary material (NCM622) as a positive electrode material, and has good safety performance and electrochemical performance.

Description

technical field [0001] The invention relates to the technical field of ionic liquids, and mainly studies novel pyrrolidine ionic liquids, ionic liquid electrolytes and their application in lithium-ion battery electrolytes. Background technique [0002] While fossil energy has brought social progress to mankind, it has also brought problems such as the gradual exhaustion of fossil energy and the environmental degradation caused by the consumption process. Therefore, it is urgent to change the energy structure and seek new environmentally clean alternative energy. In current research more and more attention is paid to the storage and conversion of sustainable energy. As an excellent energy conversion and storage system, lithium-ion batteries are widely used in new energy fields such as portable electronic devices and hybrid vehicles. At present, the main components in the electrolyte are organic solvents with mostly carbonate groups, and these organic solvents generally have ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/15C07C311/48H01M10/0566H01M10/0525
CPCC07D295/15C07C311/48H01M10/0566H01M10/0525H01M2300/0025Y02E60/10
Inventor 张文林段艳菊余文杰刘仕萌何婷婷于丰收李春利
Owner HEBEI UNIV OF TECH
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