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Compound containing 1,2,4-triazole ring, polymer proton exchange membrane (PEM) containing 1,2,4-triazole ring and preparation methods

A technology of triazole rings and compounds, applied in the field of polymer proton exchange membranes and preparations, can solve problems such as expensive raw materials, proton conductivity, and complicated preparation methods

Inactive Publication Date: 2013-12-25
CHANGCHUN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0004] The purpose of the present invention is to solve the problems that the existing triazole ring-containing monomers have complex preparation methods, expensive raw materials, and the existing proton exchange membranes have low proton conductivity under medium and high temperature conditions, and provide a 1,2-containing , Compound of 4-triazole ring, preparation method and polymer proton exchange membrane containing 1,2,4-triazole ring and preparation method

Method used

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  • Compound containing 1,2,4-triazole ring, polymer proton exchange membrane (PEM) containing 1,2,4-triazole ring and preparation methods
  • Compound containing 1,2,4-triazole ring, polymer proton exchange membrane (PEM) containing 1,2,4-triazole ring and preparation methods
  • Compound containing 1,2,4-triazole ring, polymer proton exchange membrane (PEM) containing 1,2,4-triazole ring and preparation methods

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preparation example Construction

[0037] The present invention also provides a preparation method of the compound containing 1,2,4-triazole ring, including the following:

[0038] Mix the benzoic acid compound, hydrazine sulfate and polyphosphoric acid in a reaction vessel, react at 150-160℃ for 4-6 hours, add aniline to the reaction vessel after heating to 180-200℃, react for 1-3h, and discharge in cold In the NaOH aqueous solution, filtered and washed with water and dried in vacuum to obtain a compound containing 1,2,4-triazole ring, the product is a white floc. The benzoic acid compound is hydroxybenzoic acid or fluorobenzoic acid, the hydroxybenzoic acid is p-hydroxybenzoic acid, m-hydroxybenzoic acid or o-hydroxybenzoic acid, and the fluorobenzoic acid is p-fluorobenzoic acid and m-fluorobenzoic acid. Benzoic acid or o-fluorobenzoic acid. The molar ratio of the benzoic acid compound, hydrazine sulfate, polyphosphoric acid and aniline is preferably (0.1-0.15): (0.05-0.08): (0.5-0.8): (0.05-0.08).

[0039] The...

Embodiment 1

[0061] Mix 0.1 mol of p-fluorobenzoic acid, 0.05 mol of hydrazine sulfate and 0.5 mol of polyphosphoric acid in the reaction vessel, and react at 150°C for 6 hours. After heating to 180°C, add 0.05 mol of aniline to the reaction vessel and react for 3 hours. In a cold NaOH aqueous solution, filtered and washed with water and dried in vacuum to obtain a compound containing 1,2,4-triazole ring, and the product is a white floc.

[0062] The molar ratio of the benzoic acid compound, hydrazine sulfate, polyphosphoric acid and aniline is preferably (0.1-0.15): (0.05-0.08): (0.5-0.8): (0.05-0.08).

[0063] figure 1 This is the infrared spectrum of the compound containing 1,2,4-triazole ring prepared in Example 1 of the present invention. As can be seen from the figure, 1607cm -1 It is the C=N stretching vibration peak of 1,2,4-triazole ring, 1229cm -1 It is the C-N stretching vibration peak of the 1,2,4-triazole ring, indicating that the present invention has successfully synthesized the c...

Embodiment 2

[0065] In the reaction vessel, mix 0.15mol p-hydroxybenzoic acid, 0.08mol hydrazine sulfate and 0.8mol polyphosphoric acid, and react at 160℃ for 4h. After heating to 200℃, add 0.08mol aniline to the reaction vessel and react for 1h. In a cold NaOH aqueous solution, filtered and washed with water and dried in vacuum to obtain a compound containing 1,2,4-triazole ring, and the product is a white floc.

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Abstract

The invention provides a compound containing 1,2,4-triazole ring, a polymer proton exchange membrane (PEM) containing 1,2,4-triazole ring and preparation methods, belonging to the field of macromolecular polymer PEMs and preparation methods thereof and solving the problems of complex preparation methods and costly raw materials of existing monomers containing triazole and low proton conductivity of existing PEMs under the condition of medium and high temperatures. The compound, the PEM and the preparation methods have the beneficial effects that the compound containing 1,2,4-triazole ring reacts with sulfonated monomers and introduces conjugated triazole rings into sulfonated aromatic main polymer chains; by utilizing heterocyclic structures in the sulfonated monomers and the hydrogen-bond interaction of sulfonic groups, jump points and transmission channels of protons can be formed and then the problem of proton conductivity reduction caused by water loss of the membrane under the condition of low humidity or high temperature is solved and the defect that the degree of sulfonation in the post sulfonation method is not easy to control is simultaneously avoided; the proton conductivity of the PEM at 100 DEG C can reach 0.91-1.12S / cm.

Description

Technical field [0001] The invention belongs to the field of polymer chemistry and proton exchange membrane fuel cells, and specifically relates to a compound containing 1,2,4-triazole ring, a polymer proton exchange membrane containing 1,2,4-triazole ring and a preparation method thereof . Background technique [0002] At present, the energy problem is a major problem that mankind has to face, and the development of a green energy with low environmental pollution and high energy conversion rate has become an urgent problem for people to solve. As a high-tech product battery in the 21st century, fuel cells bring hope to the dream of renewable resources pursued by mankind. Proton exchange membrane fuel cells are considered a new generation of high-efficiency, environmentally friendly, and pollution-free clean energy. The proton exchange membrane is the "heart" of the proton exchange membrane fuel cell. It is different from the diaphragm in the general chemical power supply. It ca...

Claims

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Application Information

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IPC IPC(8): C07D249/08C08G65/40C08J5/22H01M8/10H01M8/02
CPCY02E60/50
Inventor 王哲马丽程海龙徐晶美韩澍白洪伟
Owner CHANGCHUN UNIV OF TECH
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