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Norbornene type compound, and preparation method and application thereof

A norbornene and compound technology, applied in the field of norbornene derivatives, can solve the problems of limited wide application, swelling, poor dimensional stability, etc. Effect

Active Publication Date: 2017-06-20
上海天原集团胜德塑料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its advantage is that the polymer chain has structural design and size controllability, but its disadvantage is that its chain-type polymer chain structure makes it swell when it absorbs water, and its dimensional stability is poor, which greatly limits its performance. wide application of

Method used

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  • Norbornene type compound, and preparation method and application thereof
  • Norbornene type compound, and preparation method and application thereof
  • Norbornene type compound, and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0038] Add 200g of norbornene diacid anhydride into 500ml of glacial acetic acid, stir and dissolve evenly, raise the temperature to 120°C, slowly add 100g of 4,4'-diaminodiphenyl ether while stirring, condense and heat under reflux for 12h. Deionized water was added to the reaction solution to precipitate a white precipitate, which was filtered by suction and dried in vacuo to obtain 280 g of a crosslinking agent intermediate 4,4'-bis(norbornene-5,6-diamidyl)-p-phenylene ether white powder, Yield 95%.

[0039] Add 200g of lithium aluminum tetrahydride to 200ml of ether, stir and mix well. Take 200g of 4,4'-bis(norbornene-5,6-diamido)-p-phenylene ether and dissolve it in 200ml of dichloromethane, and slowly add it dropwise to the ether solution of lithium aluminum hydride mentioned above at 0°C, at room temperature Under reaction 24h. The reaction solution was suction filtered to obtain a colorless solution, added anhydrous magnesium sulfate to dry, suction filtered, and rot...

Embodiment 2

[0041] Add 250g of norbornene diacid anhydride to 500ml of glacial acetic acid, stir and dissolve evenly, raise the temperature to 120°C, slowly add 100g of 4,4'-diaminodiphenyl ether while stirring, condense and heat under reflux for 12h. Deionized water was added to the reaction solution to precipitate a white precipitate, which was filtered by suction and dried in vacuo to obtain 350 g of a crosslinking agent intermediate 4,4'-bis(norbornene-5,6-diamidyl)-p-phenylene ether white powder, Yield 93%.

[0042]Add 200g of lithium aluminum tetrahydride to 200ml of ether, stir and mix well. Take 200g of 4,4'-bis(norbornene-5,6-diamido)-p-phenylene ether and dissolve it in 200ml of dichloromethane, and slowly add it dropwise to the ether solution of lithium aluminum hydride mentioned above at 0°C, at room temperature Under reaction 24h. The reaction solution was filtered with suction to obtain a colorless solution, dried by adding anhydrous magnesium sulfate, filtered with suctio...

Embodiment 3

[0044] Add 300g of norbornene diacid anhydride to 500ml of glacial acetic acid, stir and dissolve evenly, raise the temperature to 120°C, slowly add 100g of 4,4'-diaminodiphenyl ether while stirring, condense and heat under reflux for 12h. Deionized water was added to the reaction solution to precipitate a white precipitate, which was filtered by suction and dried in vacuo to obtain 400 g of a crosslinking agent intermediate 4,4'-bis(norbornene-5,6-diamidyl)-p-phenylene ether white powder, Yield 88%.

[0045] Add 200g of lithium aluminum tetrahydride to 200ml of ether, stir and mix well. Take 250g of 4,4'-bis(norbornene-5,6-diamido)-p-phenylene ether and dissolve it in 200ml of dichloromethane, and slowly add it dropwise to the ether solution of lithium aluminum hydride mentioned above at 0°C, at room temperature Under reaction 24h. The reaction solution was filtered with suction to obtain a colorless solution, dried by adding anhydrous magnesium sulfate, filtered with sucti...

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Abstract

The invention discloses a norbornene type compound shown as a structural formula (I). Carbic anhydride and 4,4'-diaminodiphenyl ether are used as raw materials to synthesize an intermediate of 4,4'-di(norbornene-5,6-diamide) para-phenylate; the intermediate is reduced through reduction reaction by using lithium aluminum hydride as a reducing agent, so as to prepare the norbornene type compound. The norbornene type compound can be used as a cross-linking agent to be applied to the preparation of a norbornene type anion exchange membrane, so that the dimensional stability and the mechanical strength of the anion exchange membrane are improved. The structural formula is shown as the accompanying drawing. The structural formula (I) is shown in the description.

Description

technical field [0001] The present invention relates to norbornene derivatives, in particular to a norbornene derivative with a benzene ring structure. The invention also relates to the preparation method of the norbornene derivative and its application in anion exchange membrane. Background technique [0002] Anion exchange membranes (AEMs) are high molecular polymer membranes that contain basic active groups and are selectively permeable to anions, also known as ion permselective membranes. The anion exchange membrane is composed of three parts: the polymer main chain with fixed groups, that is, the polymer matrix, the positively charged active groups, and the anions that can move freely on the active groups. From the perspective of practical application, ideal AEMs need to meet the following requirements: 1) low cost; 2) have high ionic conductivity; 3) have good mechanical properties and thermal stability. [0003] Compared with perfluorosulfonic acid membranes commonl...

Claims

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Application Information

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IPC IPC(8): C07D209/72C08F232/08C08J5/22H01M8/102
CPCC07D209/72C08F232/08C08J5/2231C08J2345/00H01M8/103Y02E60/50Y02P70/50
Inventor 王超孔宇飞吴晓露解冰何振峰
Owner 上海天原集团胜德塑料有限公司
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