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Carbonyl-containing tetraphenylpyrrole derivative as well as preparation method and application thereof

A technology of tetraphenylpyrrole derivatives, which is applied in the field of carbonyl-containing tetraphenylpyrrole derivatives and its preparation, can solve the problems of poor stability, decreased battery cycle capacity, and decreased theoretical specific capacity of polymers. Achieve the effect of simple operation and concise synthesis route

Active Publication Date: 2021-08-20
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the research of organic small molecules as electrode materials for lithium-ion batteries has made great progress, they still have serious problems. The dissolution of small molecules in the electrolyte will lead to a significant decrease in battery cycle capacity and poor stability. , in order to inhibit the dissolution of small molecules in the electrolyte, researchers introduced small molecules with redox activity into polymer materials. The lithium-ion electrode materials obtained by this method have good cycle stability, but the increase in molecular weight without contribution will cause lead to a decrease in the theoretical specific capacity of the polymer

Method used

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  • Carbonyl-containing tetraphenylpyrrole derivative as well as preparation method and application thereof
  • Carbonyl-containing tetraphenylpyrrole derivative as well as preparation method and application thereof
  • Carbonyl-containing tetraphenylpyrrole derivative as well as preparation method and application thereof

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preparation example Construction

[0027] Another aspect of the embodiments of the present invention also provides a preparation method based on carbonyl-containing tetraphenylpyrrole derivatives, which includes:

[0028] (1) Reflux the first homogeneously mixed reaction system comprising 1,2-bis(3,4-dimethoxyphenyl)ethanone, silver fluoride and the first solvent at 130-150°C until the raw material consumption is complete ; Removing the first solvent to obtain a mixed solid, reacting at 110-130° C. for 10-15 hours from the second uniform mixed reaction system of the mixed solid and ammonium acetate, and obtaining a methoxy-containing tetraphenylpyrrole derivative after purification;

[0029] (2) The third homogeneous mixed reaction system comprising the methoxy-containing tetraphenylpyrrole derivative, boron tribromide and dichloromethane was stirred overnight at -78°C, quenched with distilled water, and purified to obtain Hydroxy tetraphenylpyrrole derivatives;

[0030] (3) Under a protective atmosphere, stir...

Embodiment 1

[0058] (1) Synthesis of 2,3,4,5-tetra(3,4-dimethoxyphenyl)-1H-pyrrole:

[0059]

[0060] A mixed reaction system containing 1,2-bis(3,4-dimethoxyphenyl)ethanone (3.16 g, 10 mmol), AgF (128 mg, 1 mmol) and xylene (30 mL) was heated at 130 Stir and reflux at ~150°C until consumption of starting material is complete; a mixture is obtained after removal of solvent. Subsequently, ammonium acetate (7.70 g, 100 mmol) was added to the obtained mixture, and stirred at 110-130° C. for 10-15 h. After the reaction was complete, the mixture was extracted with dichloromethane and saturated brine, and the organic layer was separated, dried over anhydrous sodium sulfate, and concentrated to obtain a crude product. The crude product was purified by silica gel column chromatography, and the eluents used were ethyl acetate and petroleum ether. After purification, 0.78 g of white powder was obtained with a yield of 26%. Its NMR spectrum is as figure 1 as shown, 1 H NMR (400MHz, DMSO-d 6 )...

Embodiment 2

[0068] Preparation of the lithium-ion battery pole piece based on the carbonyl-containing tetraphenylpyrrole derivative:

[0069] Weigh 20 mg of carbonyl-containing tetraphenylpyrrole derivatives, 16 mg of multi-walled carbon nanotubes, and 160 mg of polyvinylidene fluoride (PVDF, the concentration of PVDF in N-methylpyrrolidone is 2.5 wt%) viscous prepared in Example 1. The binder and a certain amount of N-methylpyrrolidone (NMP) are mixed, and the mixture is put into a ball mill for 2-3 hours and mixed evenly, and then the sample mixed in the ball mill container is coated on the current collector Al foil to a thickness of 200-250 μm Thick film, dry at 70-80°C for 12-24h, cut the dried electrode sheet into a circular battery pole piece with a diameter of 14mm, to obtain the lithium-ion battery based on the carbonyl-containing tetraphenylpyrrole derivative pole piece.

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Abstract

The invention discloses a carbonyl-containing tetraphenylpyrrole derivative as well as a preparation method and application thereof. The carbonyl-containing tetraphenylpyrrole derivative has a structure shown in the specification. The carbonyl-containing tetraphenylpyrrole derivative prepared by the invention is simple and convenient to synthesize, can be applied to a lithium ion battery positive electrode material, and has the advantages of high theoretical specific capacity and good cycling stability.

Description

technical field [0001] The invention belongs to the field of organic functional materials, in particular to a carbonyl-containing tetraphenylpyrrole derivative and its preparation method and application. Background technique [0002] With the development of social economy, people's living standards have been greatly improved. But at the same time, problems such as water pollution, land pollution, greenhouse gas emissions, and resource shortages such as coal and oil have become more and more prominent. The rapidly growing market for electric vehicles (EVs) and the grid integration of renewable energy have created an urgent need for energy storage and use. Lithium-ion battery (LIB) has the advantages of high specific energy, high specific power, etc. Its comprehensive performance is superior, and it is currently the best electrochemical energy storage technology. Traditional lithium-ion battery electrode materials are composed of inorganic complexes, but the extraction and s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/333H01M4/60H01M10/0525
CPCC07D207/333H01M4/608H01M10/0525H01M2004/028Y02E60/10
Inventor 杜亚崔超慧张瑛頔李震刘玉婷姜寒
Owner NANJING UNIV OF TECH
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