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Oximido-assisted ether-oxygen bond-free polymer anion exchange membrane and preparation method thereof

An anion exchange membrane and polymer technology, which is applied in the field of oxime-based assisted ether-oxygen bond-free polymer anion exchange membrane and its preparation, can solve the problem that the conductivity and stability of the ion exchange membrane cannot be taken into account, and the mechanical stability cannot be very good. security, the aryl ether polymer backbone is easily degraded, etc., to achieve the effects of excellent battery performance, excellent energy efficiency, and high ion selectivity

Active Publication Date: 2022-08-02
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] For anion exchange membranes, some quaternary ammonium and nitrogen-containing aromatic ring cationic groups are commonly used to ensure high conductivity. Researchers have designed structures such as blocks, grafts, clusters, and combs to improve conductivity, but the commonly used aryl ether polymer backbone is easily degraded and has poor stability.
[0005] Patric Jannasch's research group reported the use of carbonyl-containing piperidones and aromatic hydrocarbons to catalyze polymerization with superacids, followed by further quaternization to obtain poly(arylene piperidine) For ion-exchange membranes, increasing the ion-exchange capacity in the membrane is conducive to the improvement of conductivity, but it will lead to excessive water absorption and swelling, and the mechanical stability cannot be well guaranteed. In view of the problem that the conductivity and stability of the ion-exchange membrane cannot be considered, the research on the membrane has improved. Sex remains a problem to be overcome

Method used

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  • Oximido-assisted ether-oxygen bond-free polymer anion exchange membrane and preparation method thereof
  • Oximido-assisted ether-oxygen bond-free polymer anion exchange membrane and preparation method thereof
  • Oximido-assisted ether-oxygen bond-free polymer anion exchange membrane and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0039] Synthesis of polyarylpiperidine-based polymer without ether oxygen bond: Dissolve 2.8200g (12mmol) p-terphenyl and 1.5240g (13.2mmol) N-methylpiperidone in 16mL dichloromethane, under ice bath conditions , add 2.9780g (2.155 equivalents) of trifluoroacetic acid and 16.96g (9.325 equivalents) of trifluoromethanesulfonic acid, raise to room temperature after ice bath for 1h, and mechanically stir for about 4h to obtain a viscous product, after the completion of the reaction, under mechanical stirring The product was crushed with tweezers and placed in methanol to obtain a bulk polymer. The product was repeatedly washed and soaked with deionized water, and then dried to obtain a polymer, which was ready for use.

[0040] Synthesis of 6-Br-N,N,N-trimethylhexane ionic liquid: add 13.2770g 1,6-dibromohexane to a 250mL single-neck flask, then add 80mL trimethylamine tetrahydrofuran solution, and stir at room temperature for 48h to obtain a milky white The powdery precipitated ...

Embodiment 2

[0047] Synthesis of polyarpiperidine-based polymer without ether oxygen bond: dissolve 1.8610g (8mmol) p-terphenyl, 0.8637g (7.48mmol) N-methylpiperidone, 0.1362g (1.32mmol) diacetylmonoxime Into 3mL of dichloromethane, under ice bath conditions, add 0.9214g (1 equivalent) of trifluoroacetic acid and 12.7332g (10.5 equivalents) of trifluoromethanesulfonic acid, after ice bath for 1h, it is raised to room temperature, and mechanically stirred for about 10h to obtain a viscous solution. After the reaction is completed, the product is crushed with tweezers and placed in methanol under mechanical stirring to obtain a bulk polymer. The product is repeatedly washed and soaked with deionized water, and then dried to obtain a polymer, which is ready for use.

[0048] Synthesis of 6-Br-N,N,N-trimethylhexane ionic liquid: add 13.2770g 1,6-dibromohexane to a 250mL single-neck flask, then add 80mL trimethylamine tetrahydrofuran solution, and stir at room temperature for 48h to obtain a mil...

Embodiment 3

[0055] Synthesis of polyarylpiperidine-based polymer without ether oxygen bond: dissolve 1.8610g (8mmol) p-terphenyl, 0.7621g (6.6mmol) N-methylpiperidone, 0.2270g (2.2mmol) diacetylmonoxime Into 3mL of dichloromethane, under ice bath conditions, add 0.9214g (1 equivalent) of trifluoroacetic acid and 10.9142g (9 equivalents) of trifluoromethanesulfonic acid. After the reaction is completed, the product is crushed with tweezers and placed in methanol under mechanical stirring to obtain a bulk polymer. The product is repeatedly washed and soaked with deionized water, and then dried to obtain a polymer, which is ready for use.

[0056] Synthesis of 6-Br-N,N,N-trimethylhexane ionic liquid: same as Example 1

[0057] Preparation of functionalized quaternary ammonium onium polymer: Dissolve 1 g of the reaction product polymer obtained in the previous step into 10 mL of DMSO, and add 1.7332 g (4 equivalents) of K after the polymer is decomposed 2 CO 3 and 2.8135g (4 equivalents) of...

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Abstract

The invention belongs to the technical field of anion exchange membranes, aims to improve the ion transfer performance and the dimensional stability of the anion exchange membrane, and provides an oximido-assisted ether-oxygen bond-free polymer anion exchange membrane and a preparation method of the oximido-assisted ether-oxygen bond-free polymer anion exchange membrane. According to the preparation method disclosed by the invention, an oximido-assisted ether-oxygen bond-free polymer with good dimensional stability and mechanical property is synthesized, then the polymer is grafted with ionic liquid to obtain the oximido-assisted ether-oxygen bond-free quaternary ammonium onium polymer, and the membrane is prepared. The prepared membrane has good dimensional stability and good ionic conductivity, and can be applied to neutral flow batteries.

Description

technical field [0001] The invention belongs to the technical field of anion exchange membranes, and relates to an oxime group-assisted ether-oxygen bond-free polymer anion exchange membrane and a preparation method thereof. Background technique [0002] With environmental pollution and the depletion of traditional energy sources, the combination of large-scale high-efficiency energy storage technology and renewable energy power generation technology can overcome these difficulties. Shows a good application prospect. [0003] For neutral organic flow batteries, cheap sodium chloride salt is used as the supporting electrolyte, which is low in cost, low in corrosiveness, safer and more environmentally friendly. Neutral flow batteries are less corrosive to equipment and pipelines, so they have lower requirements for membrane stability, but higher requirements for chloride ion conductivity. [0004] For anion exchange membranes, some quaternary ammonium and nitrogen-containing...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J5/22C08G61/12H01M8/103C08L65/00
CPCC08J5/2256C08G61/122H01M8/103C08J2365/00Y02E60/50
Inventor 焉晓明任秋颖贺高红高莉姜晓滨吴雪梅
Owner DALIAN UNIV OF TECH