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Polymers Containing Brominated Alkylfluorenes in Main Chain and Their Applications in Anion Exchange Membranes

A technology of bromoalkylfluorene and bromoalkyl, which is applied in the field of polymer material synthesis, can solve problems such as limiting the practical application of materials, and achieve the effects of good tolerance, simplicity, convenience and cost, and high alkali stability

Active Publication Date: 2020-06-16
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Despite the observed enhanced ionic conductivity and chemical stability, the complicated processing of polyfluorene polymers and expensive metal catalysts for polymerization also limit the practical application of the material

Method used

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  • Polymers Containing Brominated Alkylfluorenes in Main Chain and Their Applications in Anion Exchange Membranes
  • Polymers Containing Brominated Alkylfluorenes in Main Chain and Their Applications in Anion Exchange Membranes
  • Polymers Containing Brominated Alkylfluorenes in Main Chain and Their Applications in Anion Exchange Membranes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Synthesis of 9,9-dibromohexylfluorene

[0035] In this example, the dibromoalkylfluorene is illustrated by taking 9,9-dibromohexylfluorene as an example, and all other dibromoalkylfluorenes that meet the requirements of the structural formula of the present invention fall within the scope of the present invention.

[0036] According to the reported synthetic route, the synthesis of 9,9-dibromohexylfluorene was achieved by alkylation of fluorene by direct C–H alkylation under aqueous conditions. Fluorene (3.3 g, 20 mmol), 15 mL of 50% aqueous NaOH, 1,6-dibromohexane (34 g, 140 mmol) and a catalytic amount of tetrabutylammonium iodide (0.74 g, 10 mol%) were added to the flask. The flask was degassed three times by applying refrigeration cycle pumping. The reaction mixture was continuously heated at 70°C for 4 hours, cooled to room temperature and extracted with chloroform. The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was ...

Embodiment 2

[0038] Synthesis of Homopolymer (PF) Containing Brominated Alkyl Fluorene in Main Chain

[0039] Dissolve dibromoalkylfluorene and trifluoroacetone (molar ratio 1:1.1) in dichloromethane, cool in an ice bath to zero, add trifluoromethanesulfonic acid, react at low temperature for 30 minutes, remove the ice bath, and react at room temperature for two After 1 hour it was diluted with dichloromethane and precipitated in methanol. Suction filtration, washing with methanol to obtain the final product. (yield 97%)

Embodiment 3

[0041] Synthesis of Main Chain Containing Brominated Alkyl Fluorene Copolymer (PBF)

[0042] Dissolve dibromoalkylfluorene, biphenyl and trifluoroacetone (molar ratio 1:1:2.2) in dichloromethane, cool to zero in an ice bath, add trifluoromethanesulfonic acid, react at low temperature for 30 minutes, remove the ice bath, reacted at room temperature for two hours, diluted with dichloromethane, and precipitated in methanol. Suction filtration, washing with methanol to obtain the final product. (yield 95%)

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PUM

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Abstract

The invention discloses a main chain polymer containing bromo-alkyl fluorenyl and application thereof in an anion exchange membrane. The main chain polymer containing bromo-alkyl fluorenyl takes dibromo-alkyl substituted fluorenyl as a raw material, and a homopolymer or a copolymer with high molecular weight is obtained by using super acid catalysis Friedel-Crafts polymerization method. The polymer can react with tertiary amine to obtain a quaternary ammonium salt cationic polymer, and film formation is carried out on the quaternary ammonium salt cationic polymer to obtain the anion exchange membrane with relatively high alkaline stability is obtained. Other active groups such as ether and ketone are not contained in the main chain of the polymer, and the polymer has excellent tolerance for alkaline.

Description

technical field [0001] The invention belongs to the field of polymer material synthesis, and relates to a polymer containing bromoalkylfluorene in the main chain and its application in anion exchange membranes. Background technique [0002] As a clean, efficient, safe and green energy conversion device, fuel cells are expected to become the most prominent new technology in new energy applications. Among them, the alkaline anion exchange membrane fuel cell has the advantages of high specific power, high power generation efficiency, and environmental friendliness, and at the same time avoids the disadvantages of high cost of noble metal catalysts and high methanol permeability of the proton exchange membrane fuel cell, thus becoming a popular choice. Focus on new energy technologies. The properties of anion exchange membrane largely determine the final performance of alkaline fuel cells. Therefore, the development of anion exchange membrane materials with excellent comprehens...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/02C08J5/22C08L65/00H01M8/1039
CPCC08G61/02C08G2261/3142C08J5/2256C08J2365/00H01M8/1039Y02E60/50
Inventor 和庆钢任荣
Owner ZHEJIANG UNIV
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