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A kind of ab-type monomer based on piperidine alkyne-azido group and its preparation method and application

A piperidinyl methyl azide, AB-type technology is applied in the field of alkyne-azide-based AB-type monomer and its preparation, which can solve the problems of ion conductivity and mechanical stability, and poor mechanical stability. Good hydroxide ion conductivity and battery performance, inhibition of swelling due to water absorption, and the effect of improving ion conductivity

Active Publication Date: 2021-10-08
SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

By increasing the ion exchange capacity (IEC), the ionic conductivity of AEM can be effectively improved, but the ensuing problem of poor mechanical stability caused by high water absorption and swelling makes the ionic conductivity and mechanical stability in trouble

Method used

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  • A kind of ab-type monomer based on piperidine alkyne-azido group and its preparation method and application
  • A kind of ab-type monomer based on piperidine alkyne-azido group and its preparation method and application
  • A kind of ab-type monomer based on piperidine alkyne-azido group and its preparation method and application

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Experimental program
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preparation example Construction

[0033] The present invention provides the preparation method for preparing polyphenylene ether comb-shaped long side chain polymer described in the above technical scheme, comprising the following steps:

[0034] Under a protective atmosphere, click reaction is carried out between the above-mentioned type AB monomer and azide polyphenylene ether to be modified to obtain an anion exchange membrane containing comb-like long side chains.

[0035]The AB type monomers include N-methyl-propynyl-4-piperidinyl azide, N-methyl-propynyl-3-piperidinyl azide, N-methyl-propynyl Alkynyl-2-piperidinyl azide, N-methyl-propynyl-4-piperidinyl azide, N-methyl-propynyl-3-piperidinyl azide, N-methyl-propynyl Alkynyl-2-piperidine azide, N-methyl-butynyl-4-piperidine azide, N-methyl-pentynyl-4-piperidine azide, N-methyl-hexynyl -4-piperidine azide, N-methyl-propynyl-4-piperidine ethyl azide, N-methyl-propynyl-3-piperidine ethyl azide, N-methyl-butyl A kind of alkynyl-4-piperidylmethyl azide, N-met...

Embodiment 1

[0058] Synthesis of type AB monomers:

[0059] In a completely dry 150ml single-necked bottle, under nitrogen protection, N-methyl-4-piperidinemethanol (2.58g, 20mmol) was dissolved in 50ml of dichloromethane, and p-toluenesulfonyl chloride (5.88g, 30mmol) and pyridine (2.34g, 30mmol), at room temperature, magnetic stirring to make it completely dissolved, after reacting for 24h, pour it into 30ml saturated NaHCO 3 The reaction is carried out in the solution, the reaction time is 10h, and then the solution is layered, and anhydrous magnesium sulfate is added to the obtained lower layer solution for dehydration treatment, and then dichloromethane is suspended and dried to obtain a crude product, which is washed with ether 3 times, drying at room temperature to obtain the sulfonylated crude product, yield: 70%. The reaction formula is as follows:

[0060]

[0061] In a completely dry 150ml single-necked bottle, under nitrogen protection, add the sulfonylated crude product (...

Embodiment 2

[0066] Synthesis of azide polyphenylene ether:

[0067] In a completely dry 150ml single-necked bottle, polyphenylene ether (1.2g, 10mmol) was successively added under nitrogen protection, and it was dissolved in 60ml of chlorobenzene, and the temperature of the polymer was slowly raised to 120°C and bromobutylene was added to Imide (0.83g, 4.68mmol) and azobisisobutyronitrile (0.06g, 0.36mmol), then the temperature was slowly raised to 135°C for 5h, and the reaction solution was precipitated in 500ml of methanol 15% brominated polyphenylene ether was obtained by nuclear magnetic analysis, and washed three times with methanol to obtain brominated polyphenylene ether, the product was 90%, and the reaction formula was as follows:

[0068]

[0069] In a completely dry 150ml single-necked bottle, brominated polyphenylene ether (1.42g, 10mmol) was added successively under nitrogen protection, it was dissolved in 60ml of NMP, and sodium azide (3.25g, 50mmol) was added thereto Th...

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Abstract

The invention relates to a piperidine-based alkyne-azido-type AB monomer and its preparation method and application, and relates to the technical field of polymer material modification. The AB-type monomer provided by the present invention contains both an alkynyl group, an azide group and a quaternary ammonium group. The quaternary ammonium group can realize ion conduction function without other modification, and the contained alkynyl group and azide group can be realized by means of click chemistry. Chain growth, click the AB-type monomer on the side chain of the polymer to control the length of the modified chain (the number of AB-type monomers is 2‑30), this method provides a new side chain structure, its modified The polymers obtained can have broad application prospects in fuel cells, electrolyzed water, electrochemical electrode binders, etc., and the preparation method provided by the invention has simple process, easy operation and low cost.

Description

technical field [0001] The invention belongs to the technical field of polymer material modification, and specifically relates to a piperidine-based alkyne-azido type AB monomer and its preparation method and application. Background technique [0002] Polymer electrolyte membrane fuel cell is considered to be a kind of efficient and clean green energy. Due to its advantages of high energy conversion efficiency, high specific power, high specific energy, fast load response, long service life and wide application fields, it has been widely used in recent years. much attention. Compared with the proton exchange membrane fuel cell (PEMFC), the alkaline anion exchange membrane fuel cell (AEMFC) shows unique advantages: (1) Under alkaline conditions, the electrode reaction of the fuel will be faster, thus reducing the catalyst The dosage can even allow the use of non-precious catalysts; (2) under alkaline conditions, the possibility of catalyst poisoning is less; (3) because the ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D211/28C08G65/48C08L71/12C08J5/22H01M8/103H01M8/1072
CPCC07D211/28C08G65/485C08J5/2256C08J2371/12H01M8/103H01M8/1072Y02E60/50
Inventor 李南文王言
Owner SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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