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Cross-linkable fluorine-containing sulphonated polyarylether compound and preparation method thereof

A technology for sulfonated polyarylethers and compounds, which is applied in the field of crosslinkable fluorine-containing sulfonated polyarylethers and their preparations, can solve the problems of high environmental pollution, difficulty in accurately controlling the ion exchange capacity of products, and many molecular design strategies , to achieve high proton conductivity, adjustable ion exchange capacity, and low price

Active Publication Date: 2018-01-12
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The advantage of this method is that the molecular weight of the polymer is high, and there are many molecular design strategies, but the environmental pollution caused by the reaction process is more, and the ion exchange capacity of the product is difficult to accurately control.

Method used

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  • Cross-linkable fluorine-containing sulphonated polyarylether compound and preparation method thereof
  • Cross-linkable fluorine-containing sulphonated polyarylether compound and preparation method thereof
  • Cross-linkable fluorine-containing sulphonated polyarylether compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1 Preparation of crosslinkable fluorine-containing polyarylether compounds

[0029] 3.3745 g (10.1 mmol) decafluorobiphenyl and 1.8263 g (8.0 mmol) bisphenol A, 0.6168 g (2.0 mmol) 2,2'-diallyl bisphenol A, 4.5570 g (15.0 mmol) cesium fluoride, Add 0.1 g of calcium hydride and 50 mL of N-methylpyrrolidone into a three-necked flask, and magnetically stir at room temperature for 24 hours under the protection of argon, then pour the product into deionized water to precipitate a precipitate, collect the precipitate by filtration, and redissolve it in dichloro methane, and then poured into methanol to precipitate a precipitate, which was collected by filtration and dried in a vacuum oven at 80°C for 24 hours to obtain a crosslinkable fluorine-containing polyarylene ether compound. Yield: 93%. The data of the proton nuclear magnetic resonance spectrum of this compound are: 1 H NMR (400 MHz, CDCl 3 , ppm)δ 1.59 (s, 6H),3.52 (s, 0.8H), 5.07 (d, 0.8H), 5.99 (m, 0.4H),...

Embodiment 2

[0030] Example 2 Preparation of crosslinkable fluorine-containing sulfonated polyarylether compounds

[0031] The crosslinkable fluorine-containing polyarylether compound (0.54 g, 1 mmol) in Example 1, sodium 4-hydroxybenzenesulfonate (0.39 g, 2 mmol), anhydrous potassium carbonate (0.41 g, 3 mmol) and N - Add methylpyrrolidone (10 mL) into a 25 mL three-neck flask, react at a high temperature of 130 °C for 3 hours under the protection of argon, then cool to room temperature, and put the reactant into a dialysis bag to remove small molecules. The whole dialysis process was carried out in water, and the dialysis was carried out for 3 days, and the water was changed 3 times a day. Finally, the water in the dialysis bag is dried to obtain a cross-linkable fluorine-containing sulfonated polyarylene ether compound. The yield is 80%. The data of the proton nuclear magnetic resonance spectrum of this compound are: 1 H NMR (400 MHz, DMSO-d6, ppm) δ 1.61 (d, 6H), 3.42-7.52 (m, Ar-H)...

Embodiment 3

[0032] Example 3 Preparation of proton exchange membrane based on the above-mentioned crosslinkable fluorine-containing sulfonated polyarylether compound

[0033] Take 0.5 g of the above-mentioned cross-linkable fluorine-containing sulfonated polyarylether compound, dissolve it in 10 ml of N,N-dimethylacetamide, and cast it on a flat glass placed horizontally after ultrasonic defoaming. Dry for 12 hours, and then dry in a vacuum oven at 80°C for 12 hours to form a film-like product on the glass plate. The membrane was peeled off from the glass plate, acidified with 1mol / L sulfuric acid solution, and then the excess sulfuric acid in the membrane was washed with deionized water to obtain the target proton exchange membrane product. Characterized, the proton conductivity of the membrane in pure water can reach 100 mS / cm at room temperature.

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Abstract

The invention belongs to the field of proton exchange membrane materials, and particularly relates to a cross-linkable fluorine-containing sulphonated polyarylether compound and a preparation method thereof. The preparation method comprises the following steps: first, performing polycondensation on decafluorobiphenyl, 2,2'-diallylbisphenol A and bisphenol A to prepare a cross-linkable fluorine-containing polyarylether compound; then, enabling the cross-linkable fluorine-containing polyarylether compound to react with a certain amount of sodium 4-hydroxybenzenesulfonate, so that sulphonic groups are introduced into a polymer; finally, preparing to obtain the cross-linkable fluorine-containing sulphonated polyarylether compound. The cross-linkable fluorine-containing sulphonated polyarylether compound can be cast into a membrane by using a solution. The obtained proton exchange membrane has the characteristics of simple preparation process, high heat stability, high oxidation stability,high proton conductivity, good mechanical properties and the like. A cross-linking type proton exchange membrane can be prepared by adding a free radical initiator, so that the solvent resistance is improved.

Description

technical field [0001] The invention relates to a crosslinkable fluorine-containing sulfonated polyarylether compound and a preparation method thereof, belonging to the field of proton exchange membrane materials. Background technique [0002] Proton exchange membranes have important applications in proton exchange membrane fuel cells, all-vanadium redox flow batteries, electrodialysis, hydrogen production by electrolysis of water, and seawater desalination. The currently widely used commercial proton exchange membrane is mainly the perfluorosulfonic acid-based Nafion membrane produced by DuPont of the United States, because it has good oxidation stability and proton conductivity. However, the production cost of Nafion membrane is relatively high, the production process is more complicated, the mechanical performance is low under high temperature and high humidity, and the fuel permeability is high, these shortcomings limit its large-scale application. [0003] Sulfonated p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/48C08G65/40C08J5/22
Inventor 陈栋阳许佳琦
Owner FUZHOU UNIV
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