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Side chain type sulphonation polyarylether ketone based on naphthalene ring and preparation thereof

A technology for sulfonating polyaryletherketone and polyaryletherketone, which is applied in the field of polymer chemistry and can solve the problems of inability to meet battery usage requirements, water absorption, swelling rate and other performance degradation problems.

Inactive Publication Date: 2009-05-20
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Sulfonated polyaryletherketone has been widely studied as an alternative material for Nafion membranes. With the deepening of research, it was found that the conventional main chain type sulfonated polyaryletherketone is directly connected to the polymer main chain due to its sulfonate group. On the aromatic ring of the sulfonated polyarylether ketone, the chemical stability, water absorption rate, swelling rate and other performances at a higher degree of sulfonation are severely reduced, which cannot meet the requirements of battery use. Therefore, the development of side chain sulfonated polyaryletherketone has become a research topic. hotspot

Method used

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  • Side chain type sulphonation polyarylether ketone based on naphthalene ring and preparation thereof
  • Side chain type sulphonation polyarylether ketone based on naphthalene ring and preparation thereof
  • Side chain type sulphonation polyarylether ketone based on naphthalene ring and preparation thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0041] Example 1: Synthesis of 1,5-bis(4-fluorobenzoyl)-2,6-dimethoxynaphthalene

[0042]In a 500ml three-necked flask, add 0.1mol of 2,6-dimethoxynaphthalene, 300ml of chloroform, and 0.25mol of 4-fluorobenzoyl chloride. After stirring evenly in an ice-water bath under the protection of a nitrogen atmosphere, slowly add 34g of Aluminum trichloride in water, react at 0°C for 16 hours. The system is a purple-black solution. Pour the obtained solution into 1000ml of hydrochloric acid solution with a concentration of 0.5mol / L, soak for 2 hours, wash 5 times with water, collect the oily liquid in the lower layer, and add cyclohexane as a precipitant to the oily liquid to obtain a white Powdery solid; use N,N-dimethylformamide and water at a volume ratio of 10:1 as a mixed solvent for recrystallization to obtain 1,5-bis(4-fluorobenzoyl)-2,6-dimethoxy Basenaphthalene, the yield is 82%, and the melting point is 262°C.

Embodiment 2

[0043] Embodiment 2: Synthesis of dimethoxynaphthalene content is 100% bisphenol A type polyaryletherketone containing dimethoxynaphthyl group

[0044] Add 0.05mol of 1,5-di(4-fluorobenzoyl)-2,6-dimethoxynaphthalene, 0.05mol of bisphenol A and 0.0525mol of anhydrous potassium carbonate into a three-port tube equipped with mechanical stirring and a thermometer in the bottle. Under the protection of nitrogen, use 145ml of N-methylpyrrolidone as a solvent and 30ml of toluene as a water-carrying agent, carry water at 140°C for 4 hours, then distill off the toluene, heat up to 180°C for 8 hours, and then pour the reaction mixture into water. Pulverize and filter with a pulverizer, boil and filter the solid directly with distilled water, repeat 6 times, and dry in an oven to obtain 31g of bisphenol A type polyarylene containing dimethoxynaphthyl groups with a dimethoxy content of 100%. ether ketone. The yield was 94%, and its glass transition temperature was 229°C.

Embodiment 3

[0045] Embodiment 3: Synthesis of dimethoxynaphthalene content is 80% bisphenol A type polyaryletherketone containing dimethoxynaphthyl group

[0046] 0.04mol 1,5-bis(4-fluorobenzoyl)-2,6-dimethoxynaphthalene, 0.01mol 4,4'-difluorobenzophenone, 0.05mol bisphenol A and 0.0525mol Potassium carbonate water was added to a three-necked flask equipped with a mechanical stirrer and a thermometer. Under the protection of nitrogen, use 135ml of N-methylpyrrolidone as a solvent and 28ml of toluene as a water-carrying agent, carry water at 140°C for 4 hours, then distill off the toluene, heat up to 180°C for 8 hours, and then pour the reaction mixture into water. Pulverize and filter with a pulverizer, boil and filter the solid directly with distilled water, repeat 6 times, and dry in an oven to obtain 31 g of bisphenol A-type dimethoxynaphthyl-containing aggregates with a dimethoxynaphthalene content of 80%. Aryl ether ketone. The yield was 93%, and its glass transition temperature wa...

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Abstract

The invention pertains to the chemical field of macromolecules, in particular relates to naphthalene ring based side-chain-type sulfonation polyaromatic ether ketone ketone with different degree of sulphonation and different lengths of side-chain obtained through the reaction of polyaromatic ether ketone ketone containing phenol hydroxynaphthoic acid and sultone as well as a preparation method of the sulfonation polyaromatic ether ketone ketone. The series of sulfonation polyaromatic ether ketone ketone polymer film can be widely applied to proton exchange membrane fuel cells. For instance, bisphenol A polyaromatic ether ketone ketone containing dibutyltin naphthalene acid prepared by the method has excellent proton conductivity performance, the proton conductivity of bisphenol A polyaromatic ether ketone ketone containing dibutyltin naphthalene acid group (SNPAEK-80) with sulphonation degree of 80 percent can reach more than 0.1 at the temperature of 60 DEG C and up to 0.18 at the temperature of 80 DEG C and the proton conductivity performance is higher than that of Nafion films.

Description

technical field [0001] The invention belongs to the field of macromolecular chemistry, and specifically relates to a naphthalene ring-based side chain sulfonation with different sulfonation degrees and different side chain lengths obtained by reacting polyaryl ether ketone containing phenolic hydroxyl naphthalene groups with sultone Polyaryletherketone, and the preparation method of the sulfonated polyaryletherketone, the series of sulfonated polyaryletherketone polymer membranes have wide applications in proton exchange membrane fuel cells. Background technique [0002] Proton exchange membrane fuel cell (PEMFC) uses solid electrolyte polymer membrane as the electrolyte, so it has the advantages of high energy conversion rate, low temperature start-up, no leakage of electrolytic cell, no corrosion, and long service life. Therefore, it is recognized as the most promising power source for aerospace, military, electric vehicles and regional power stations. As a key component ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/48C08J5/22C08L71/10H01M8/10H01M8/02H01M2/16H01M8/0221H01M8/1018
CPCY02E60/12Y02E60/521Y02E60/50
Inventor 那辉邵柯张杨赵成吉
Owner JILIN UNIV
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