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A polyaromatic material containing imidazole group and its preparation method and high temperature proton exchange membrane

A proton exchange membrane and polyaromatic technology, applied in the field of polymers, can solve the problems of inability to provide high-temperature proton conductivity, mechanical property attenuation, volume swelling, etc.

Active Publication Date: 2021-11-05
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the doping amount of phosphoric acid is too high, the polybenzimidazole membrane will have a particularly obvious volume swelling phenomenon, thus showing a drastic attenuation of mechanical properties. On the contrary, when the doping ratio of phosphoric acid is low, it cannot provide suitable high-temperature proton conduction. Rate

Method used

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  • A polyaromatic material containing imidazole group and its preparation method and high temperature proton exchange membrane
  • A polyaromatic material containing imidazole group and its preparation method and high temperature proton exchange membrane
  • A polyaromatic material containing imidazole group and its preparation method and high temperature proton exchange membrane

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preparation example Construction

[0045] The present invention provides a method for preparing polyaromatic materials containing imidazole groups described in the above technical scheme, comprising the following steps:

[0046] will have R 1 -Ar-R 2 Benzene derivatives with electron-donating groups and with R 3 Aldehydoimidazole with =CHO structure is dissolved in a solvent, and undergoes Friedel-Crafts hydroxyalkylation polymerization under an acid catalyst to obtain polyaromatic materials containing imidazole groups.

[0047] The preparation method provided by the invention has low cost and wide variety.

[0048] In the present invention, said having R 1 -Ar-R 2 The structure of benzene derivatives containing electron-donating groups is selected from one or more of compounds 1-1 to 1-6:

[0049]

[0050] The has R 3 The formyl imidazole of =CHO structure is selected from one or more of compounds 2-1 to 2-5:

[0051]

[0052] In the present invention, the solvent used in the Friedel-Crafts hydrox...

Embodiment 1

[0061] (1) In a 50mL eggplant-shaped bottle, dissolve 3.365g of methoxy-containing spirobisindane and 1.1012g of 2-imidazolaldehyde in 10mL of dichloromethane, and slowly add 5mL of CH 3 SO 3 After H sealing reaction for 2 hours, the viscous solution was slowly settled in ammonia water to obtain a white solid, which was extracted with methanol and dried in vacuum to obtain a polymer, that is, a polyaromatic material containing imidazole groups. Yield 97%.

[0062] (2) Take 1g of the purified polymer, prepare a 5wt% casting solution with dimethyl sulfoxide in a 100mL single-necked flask, cast a film on a glass plate, dry the solvent, and then use a phosphoric acid solution at 80°C Soak for 24 hours to completely dope the phosphoric acid, and then dry it to obtain a high-temperature proton exchange membrane.

Embodiment 2

[0064] (1) In a 50mL eggplant-shaped bottle, dissolve 3.365g of methoxy-containing spirobisindane and 1.1012g of 4-imidazolaldehyde in 10mL of dichloromethane, and slowly add 5mL of CH 3 SO 3 After H sealing reaction for 2 hours, the viscous solution was slowly settled in ammonia water to obtain a white solid, which was extracted with methanol and dried in vacuum to obtain a polymer, that is, a polyaromatic material containing imidazole groups. Yield 97%.

[0065] (2) Take 1g of the purified polymer, configure it with dimethyl sulfoxide in a 100mL single-necked flask to form a 5wt% casting solution, cast it on a glass plate to form a film after filtering, dry the solvent, and then use phosphoric acid solution 80 Soak at ℃ for 24 hours to completely dope the phosphoric acid, and then dry to obtain a high-temperature proton exchange membrane.

[0066] figure 1 H NMR spectra of the imidazole group-containing polyaromatic materials prepared in Example 1 and Example 2 of the pre...

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Abstract

The invention provides an imidazole group-containing polyaromatic material, a preparation method thereof, and a high-temperature proton exchange membrane. Polyaromatic material The polyaromatic material with the structure of formula I is polyphenylene containing imidazole structure, which is prepared by Friedel-Crafts hydroxyalkylation reaction of benzene derivatives containing electron-donating groups and aldehyde imidazoles. A high-temperature proton exchange membrane with high mechanical properties and high-temperature proton conductivity was prepared by solution-casting and phosphoric acid-doped polyaromatic materials containing imidazole groups. The experimental results show that the tensile strength of the high-temperature proton exchange membrane is 1.2-7.1MPa, and the elongation at break is 57-143%; the proton conductivity of the high-temperature proton exchange membrane at 80°C is 18-250mS cm ‑1 ; The proton conductivity at 180°C is 44-305mScm ‑1 .

Description

technical field [0001] The invention belongs to the technical field of polymers, and in particular relates to an imidazole group-containing polyaromatic material, a preparation method thereof, and a high-temperature proton exchange membrane. Background technique [0002] Proton exchange membrane fuel cell is an efficient electrochemical conversion device, which has a huge potential market in the development of green and environment-friendly vehicles. The proton exchange membrane is its core component. At present, perfluorosulfonic acid resin is the most widely used membrane material. However, the high proton conductivity of this type of material depends on the presence of water, which makes perfluorosulfonic acid resin unable to withstand high temperature and low humidity environments. use. High-temperature proton exchange membranes can not only overcome the problem of catalyst poisoning by CO, but also simplify the hydrothermal management system of battery equipment. Thes...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/02H01M8/1023H01M8/1072
CPCC08G61/02C08G2261/124C08G2261/143C08G2261/312C08G2261/314C08G2261/3326C08G2261/45H01M8/1023H01M8/1072Y02E60/50
Inventor 周圣阳张所波
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI