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Piperidine-based alkynyl-azido AB type monomer, and preparation method and application thereof

A technology of piperidinylmethyl azide and AB type, which is applied in the field of alkyne-azido AB type monomer and its preparation, can solve the problems of poor mechanical stability, ionic conductivity and mechanical stability, etc., and achieve Easy operation, low cost, enhanced dimensional stability

Active Publication Date: 2020-12-08
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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  • Piperidine-based alkynyl-azido AB type monomer, and preparation method and application thereof
  • Piperidine-based alkynyl-azido AB type monomer, and preparation method and application thereof
  • Piperidine-based alkynyl-azido AB type monomer, and preparation method and application thereof

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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 alkynyl-azido AB type monomer, and a preparation method and application thereof, and relates to the technical field of polymer material modification. The ABtype monomer provided by the invention contains an alkynyl group, an azido group and a quaternary ammonium group at the same time, the quaternary ammonium group can realize an ion conduction functionwithout other modifications, and the alkynyl group and the azido group contained in the AB type monomer can realize chain growth through a click chemistry means; and the AB type monomer is clicked toa controllable modified chain length (the number of AB type monomers is 2-30) on a side chain of a macromolecule, the method provides a new side chain structure, and the macromolecule modified by theAB type monomer has a wide application prospect in the aspects of fuel cells, electrolyzed water, electrochemical electrode binders and the like. The preparation method provided by the invention is simple in process, easy to operate and low in 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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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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