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5, 10-dialkyl-5, 10-dihydrophenazine polymer as well as preparation method and application thereof

A technology of dihydrophenazine and dihydrophenazine, which is applied in the field of 5,10-dialkyl-5,10-dihydrophenazine polymers, can solve the problem of reducing the theoretical specific capacity of materials and poor battery cycle performance. It can achieve the effect of high cycle stability and high capacity ratio

Active Publication Date: 2021-12-17
SHANGHAI INST OF ORGANIC CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many beneficial explorations on phenazine-based organic cathode materials, but most of them belong to N,N'-disubstituted phenyl groups. The introduction of high molecular weight phenyl groups reduces the theoretical specific capacity of the material, and no one has been reported so far that exceeds 200mAh g -1 case, the specific capacity is also 120mAh g -1 Left and Right (Matter 2019, 1, 945-958)
The theoretical specific capacity of 5,10-dialkyl-5,10-dihydrophenazine can reach up to 255mAh g -1 , but the cycle performance of the battery is not good

Method used

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  • 5, 10-dialkyl-5, 10-dihydrophenazine polymer as well as preparation method and application thereof
  • 5, 10-dialkyl-5, 10-dihydrophenazine polymer as well as preparation method and application thereof
  • 5, 10-dialkyl-5, 10-dihydrophenazine polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Synthesis of embodiment 1 poly(2-vinyl-5,10-dimethyl-5,10-dihydrophenazine)

[0061] Step 1: Synthesis of 2-bromo-5,10-dimethyl-5,10-dihydrophenazine (compound 2)

[0062]

[0063] Add 1 (0.89g, 3.45mmol) to a 250mL three-necked flask with a stirrer, set up a reflux device, pump nitrogen three times, then add 15mL ethanol with a syringe, heat and stir to dissolve. Sodium dithionite (7g, 34.5mmol) was dissolved in 130mL of distilled water, added to the system through a syringe, heated to about 120°C and refluxed for 4 hours to obtain a blue-green solid suspension. The solid was suction-filtered, washed with water, and freeze-dried to obtain 0.695 g of 2-bromo-5,10-dihydrophenazine intermediate. Add 2-bromo-5,10-dihydrophenazine (0.695g, 2.67mmol) into a 100mL three-necked flask with a stirring bar, pump nitrogen three times, then add 20mL ultra-dry tetrahydrofuran with a syringe, and set dry ice- The ethanol bath was cooled to -78°C. Add n-butyllithium (4.9mL, 5.4m...

Embodiment 2

[0075] Example 2 Synthesis of (2-ethynyl-5,10-dimethyl-5,10-dihydrophenazine)

[0076]Step 1: Synthesis of 2-ethynyl-5,10-dimethyl-5,10-dihydrophenazine (compound 4)

[0077]

[0078] Add compound 2 (28.9 mg, 1 mmol), cuprous iodide (3.8 mg, 20 μmol), bis(benzonitrile) palladium dichloride (21 mg, 30 μmol) into the Schlenk tube with a stirring bar, replace nitrogen three times, pass Add 0.12mL tri-tert-butylphosphine (10w / v%, 60μmol), 0.7mL trimethylsilylacetylene (490mg, 5mmol), 5mL dioxane and 3mL diisopropylamine into the syringe, and heat to 60°C for 48 hours . The resulting mixture was separated by silica gel column chromatography (eluent: n-hexane), and the intermediate product obtained was dissolved in 10 mL of tetrahydrofuran, and 1.2 mL of tetra-n-butylammonium fluoride (1mol / Lin THF, 1.2 mmol) was added, and stirred at room temperature 2 hours. The resulting solution was concentrated and separated by silica gel column chromatography (eluent: n-hexane) to obtain...

Embodiment 3

[0085] Embodiment 3 uses polymer P1 and P2 as the test of the electrochemical performance of lithium secondary battery cathode material

[0086] Preparation of the positive composite pole piece: when preparing the positive composite pole piece with P1 or P2 as the active material, 45mg of the active material P1 or P2 and 40mg of the conductive agent (Ketjen Black and / or Super P) were mixed together by manual grinding, Dissolve polyvinylidene fluoride (PVDF) in N-methylpyrrolidone (NMP), disperse the ground material in NMP, and stir at room temperature for 24 hours. Lay the current collector aluminum foil on a glass sheet, roll the above slurry into a film with a roller press, and dry it in vacuum at 70° C. for 12 hours. Use a microtome to press into an original sheet with a radius of 6 mm.

[0087] Assembly of button cell: take the composite film prepared above as the positive electrode, the lithium sheet as the negative electrode, and the Celgard2400 microporous membrane as ...

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Abstract

The invention discloses a 5, 10-dialkyl-5, 10-dihydrophenazine polymer as well as a preparation method and application thereof. According to the invention, a monomer represented by a formula I shown in the description is subjected to a polymerization reaction to prepare the 5, 10-dialkyl-5, 10-dihydrophenazine polymer, the electrochemical performance of the 5, 10-dialkyl-5, 10-dihydrophenazine polymer as a lithium secondary battery positive electrode material is researched, and a novel battery positive electrode material with characteristics of high potential platform, high specific capacity and high cycle stability is obtained.

Description

technical field [0001] The invention relates to a 5,10-dialkyl-5,10-dihydrophenazine polymer, a preparation method and an application thereof. Background technique [0002] With the worsening of the world's energy problems, the adjustment of energy structure has become an important challenge for all countries. In the development and utilization of energy, energy storage and conversion are crucial links. Due to a series of advantages such as high specific capacity, high cycle life, and good safety performance, secondary batteries have been widely used in portable electronic products, military, electric vehicles, and aerospace in recent decades. Traditional inorganic cathode materials for lithium-ion batteries are limited by ore resources, which has become the bottleneck of battery development. Organic cathode materials with high specific capacity, abundant raw materials and environmental friendliness have attracted people's attention. [0003] The earliest research on organi...

Claims

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Application Information

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IPC IPC(8): C08F112/14C08F138/00C07D241/46H01M4/60H01M10/0525H01M10/054
CPCC08F112/28C08F138/00C07D241/46H01M4/608H01M10/0525H01M10/054Y02E60/10
Inventor 黄晓宇李永军段安
Owner SHANGHAI INST OF ORGANIC CHEMISTRY - CHINESE ACAD OF SCI
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