Piperidine tertiary amine group-containing polymer, anion exchange polymer and preparation method and application thereof

A polymer, pyridine tertiary amine technology, applied in the direction of anion exchange, ion exchange, chemical instruments and methods, etc., can solve the problem that the mechanical strength needs to be further improved, and achieve excellent chemical stability, high ionic conductivity, and excellent mechanical strength. Effect

Pending Publication Date: 2020-06-12
惠州市亿纬新能源研究院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Although anion exchange polymers with good chemical stability can be obtained by using the above patents, the mechanical strength needs to be further improved

Method used

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  • Piperidine tertiary amine group-containing polymer, anion exchange polymer and preparation method and application thereof
  • Piperidine tertiary amine group-containing polymer, anion exchange polymer and preparation method and application thereof
  • Piperidine tertiary amine group-containing polymer, anion exchange polymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0104] This embodiment provides an anion exchange polymer whose structure is as follows:

[0105]

[0106] The preparation route is as follows:

[0107]

[0108] (1) Synthesis of polymers containing piperidine tertiary amine groups

[0109] Weigh 7.98 g (48.0 mmol) of fluorene into a 100 mL three-necked flask, add 5.43 g (48.0 mmol) of N-methyl-4-piperidone, and add 15 mL of dichloromethane to dissolve the reactant. Add 50 mL of a mixed acid of trifluoromethanesulfonic acid and trifluoroacetic acid (the volume ratio of the two is 12:1) at 0°C, and react for 6 hours. Pour the viscous purple product into 1M K 2 CO 3 Soaked in the solution for 24 hours at room temperature, filtered to obtain a white solid product, thoroughly washed with deionized water and dried to obtain a polymer containing a piperidine tertiary amine group.

[0110] (2) Quaternization reaction

[0111] Weigh 10.0 g of the above intermediate polymer, add 100 mL of 1-methyl-2-pyrrolidone, completely dissolve, add 18 mL ...

Embodiment 2

[0116] This embodiment provides an anion exchange polymer whose structure is as follows:

[0117]

[0118] The preparation route is as follows:

[0119]

[0120] The preparation method is different from Example 1 only in that 7.98 g of fluorene is replaced with 15.19 g (48.0 mmol) of 9,9-spirobifluorene, and other conditions are completely the same as those of Example 1.

[0121] The number average molecular weight of the obtained anion exchange polymer was 210,000. Its NMR spectrum is as follows Figure 5 As shown, the chemical shift (δ) 2.50ppm is the DMSO solvent peak, the δ2.85ppm and δ3.35ppm correspond to the characteristic peaks of methylene H on the piperidine ring, and δ3.15ppm corresponds to the methyl group directly connected to the nitrogen atom. The characteristic peak of H, δ7.20~7.90ppm is the multiple characteristic peak of H on the benzene ring in the 9,9-spirobifluorene structural unit. There are seven kinds of H in different chemical environments.

Embodiment 3

[0123] This embodiment provides an anion exchange polymer whose structure is as follows:

[0124]

[0125] The preparation route is as follows:

[0126]

[0127] The preparation method is different from Example 1 only in that 7.98g of fluorene is replaced with 5.32g (32.0mmol) of fluorene and 2.47g (16.0mmol) of biphenyl. Compared with Example 1, the other conditions are exactly the same.

[0128] The number average molecular weight of the resulting anion exchange polymer was 185,000. Its NMR spectrum is as follows Image 6 As shown, the chemical shift (δ) 2.50ppm is the DMSO solvent peak, the δ2.85ppm and δ3.35ppm correspond to the characteristic peaks of methylene H on the piperidine ring, and δ3.15ppm corresponds to the methyl group directly connected to the nitrogen atom. The characteristic peak of H, δ3.95ppm is the characteristic peak of methylene H in the fluorene structural unit, and δ7.40~7.90ppm is the multiple characteristic peak of H on the benzene ring in the main chain...

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Abstract

The invention relates to a polymer containing a piperidine tertiary amine group, an anion exchange polymer, and preparation methods and applications thereof. The polymer containing the piperidine tertiary amine group comprises fluorene structural units represented by a formula (1A) and/or a formula (2A), and piperidine tertiary amine structural units represented by a formula (3'A), wherein the anion exchange polymer comprises a fluorene structural unit represented by a formula (1A) and/or a formula (2A), and a piperidine quaternary ammonium structural unit represented by a formula (3A). The polymer containing the piperidine tertiary amine group and the anion exchange polymer provided by the invention contain fluorene groups in the main chain chemical structure, so that the material has excellent mechanical strength; in addition, the distortion and rotation of a benzene ring on the main chain are weak, and the microstructure regularity of the polymer after film formation is relatively high, so that the polymer has good main chain stability.

Description

Technical field [0001] The invention relates to the technical field of polymer materials, in particular to a polymer containing a piperidine tertiary amine group, an anion exchange polymer, and a preparation method and application thereof. Background technique [0002] Hydrogen energy has the advantages of environmental protection and extensive material sources, and it occupies an important position in the new energy industry. At present, fuel cells and water electrolyzers based on proton exchange membranes are important devices that use hydrogen and produce hydrogen, and perfluorosulfonic acid polymers are the core materials. The cost of perfluorosulfonic acid polymers is high, and its strong acidic environment necessitates the use of precious metals such as platinum as catalysts, which limits the large-scale application of the above devices and is not conducive to the development of the hydrogen energy industry. The material cost of anion exchange polymer is low, and it can be...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12B01J41/13
CPCC08G61/122B01J41/13C08G2261/124C08G2261/3142C08G2261/72C08G2261/3221C08G2261/312C08G2261/1412C08G2261/516C08G2261/62C08G2261/598
Inventor 汪瀛庄林袁中直刘金成
Owner 惠州市亿纬新能源研究院
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