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Polyarylether compound containing quaternary ammonium salt side group and fluorenyl and preparation method and application thereof

A technology of polyarylether and quaternary ammonium salt, which is applied in the field of polyarylether compound and its preparation, can solve the problems of many side reactions and the inability to accurately control the quantity and position of quaternary ammonium salt, and achieve low preparation cost and high electrolyte permeability Low, excellent chemical stability

Inactive Publication Date: 2012-06-27
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction cannot precisely control the quantity and position of the quaternary ammonium salt introduced, there are many side reactions, and a highly toxic chloromethylation reagent is used

Method used

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  • Polyarylether compound containing quaternary ammonium salt side group and fluorenyl and preparation method and application thereof
  • Polyarylether compound containing quaternary ammonium salt side group and fluorenyl and preparation method and application thereof
  • Polyarylether compound containing quaternary ammonium salt side group and fluorenyl and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～5

[0052] The synthesis of embodiment 1~5 polyarylene ether compound eII-OH-x

[0053] The bisphenol monomer containing the tertiary amine side group, the bisphenol monomer II and the aromatic monomer e containing the halogen atom are added in the three-necked flask of 25ml according to the charging amount shown in table 1, add 5ml dimethyl sulfoxide as Solvent, add 0.4887g cesium carbonate as a catalyst, and react at 80°C for 24h under the protection of nitrogen. The product was precipitated in water, after drying, dissolved in 20ml N,N-dimethylacetamide, added 0.7g iodomethane, reacted at room temperature for 24h, poured into 1M sodium hydroxide aqueous solution, soaked for 5 hours, filtered, Dry to obtain the product. Infrared spectrum of polyarylether compound eII-OH-100 see figure 1 . figure 1 Medium, 3038cm -1 The peaks at 2943 and 2820cm are the stretching vibration peaks of the C-H bond on the benzene ring -1 The peak at is the stretching vibration peak of methyl and...

Embodiment 6～10

[0057] The synthesis of embodiment 6~10 polyarylene ether compound aI-Cl-x

[0058]The bisphenol monomer containing the tertiary amine side group, the bisphenol monomer I and the aromatic monomer a containing the halogen atom are added in the three-necked flask of 25ml by the charging amount shown in table 2, add 5ml dimethyl sulfoxide as Solvent, add 0.4887g cesium carbonate as a catalyst, and react at 80°C for 24h under the protection of nitrogen. The product was precipitated in water, after drying, dissolved in 20ml N,N-dimethylacetamide, added 0.7g iodomethane, reacted at room temperature for 24h, poured into 1M sodium chloride aqueous solution, soaked for 5 hours, filtered, Dry to obtain the product.

[0059] Table 2 Reaction parameters and results of polyarylether compound aI-Cl-x

[0060]

Embodiment 11～15

[0061] Examples 11-15 Preparation of ion-exchange membranes based on eII-OH-x materials and their application in all-vanadium redox flow batteries

[0062] Weigh 1g of polyarylether compound eII-OH-x, dissolve it in 5ml of dimethyl sulfoxide, cast it on a glass plate placed horizontally beforehand, and dry it at 80°C in a dust-free environment to prepare the corresponding ion exchange membrane ; Use the proton exchange membrane to assemble a single cell of an all-vanadium redox flow battery, and measure its resistance to VO 2+ penetration performance. The experimental performance parameters are shown in Table 3.

[0063] Table 3 Performance parameters of ion-exchange membranes based on eII-OH-x materials

[0064]

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Abstract

The invention discloses a polyarylether compound containing a quaternary ammonium salt side group and fluorenyl and a preparation method and application thereof. The polyarylether compound has a following structure: X is an arbitrary negative ion, x and y show degree of polymerization, the x ranges from 1 to 200, the y ranges from 0 to 200, and x / (x+y)*100% is equal to 0.5 to 100. The preparation method of the polyarylether compound includes: bisphenol fluorene monomer containing a tertiary amine side group, aromatic monomer containing halogen atoms or the aromatic monomer containing the halogen atoms and other bisphenol monomer are used as raw materials to be copolymerized to obtain polyarylether containing the tertiary amine side group and the fluorenyl, then the polyarylether is reacted with halogenated hydrocarbon, and finally the polyarylether compound containing the quaternary ammonium salt side group and the fluorenyl are obtained through exchange of the negative ion. The polyarylether compound serves as a framework of a proton exchange membrane, can meet requirements of alkaline fuel batteries and all-vanadium redox flow batteries for physical and chemical properties and mechanical properties of an ion exchange membrane, has high ionic conductivity, and improves self-discharge resistant performance of the batteries.

Description

technical field [0001] The invention belongs to the field of ion exchange membrane materials, in particular to a polyarylether compound containing quaternary ammonium salt side groups and fluorenyl groups, a preparation method and application thereof. Background technique [0002] The traditional method for synthesizing polymers containing quaternary ammonium salts is to first chloromethylate the polymers through chloromethylation reagents such as chloromethyl methyl ether, and then react with trimethylamine to obtain them. This reaction cannot precisely control the quantity and position of the introduced quaternary ammonium salt, has many side reactions, and uses highly toxic chloromethylation reagents. Chinese invention patent (publication number: CN 101735447A) discloses a phenolphthalein-type polyarylether containing quaternary ammonium side groups. Salt. The polymer obtained by this method contains at most 1 quaternary ammonium salt group per repeating unit. [0003]...

Claims

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Application Information

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IPC IPC(8): C08G65/40C08J5/22C08L71/10H01M8/02H01M2/16H01M8/1025
CPCY02E60/12Y02E60/50
Inventor 孟跃中陈栋阳王玉飞王拴紧肖敏韩东梅
Owner SUN YAT SEN UNIV
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