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Crosslinkable polymethoxy side chain difluoromonomer and preparation method thereof

A technology of methoxy and fluorine monomers, which is applied in the field of cross-linkable polymethoxy side chain difluoro monomers and its preparation, can solve the problems of low conductivity and poor stability, achieve high conductivity, improve The effect of mechanical properties

Active Publication Date: 2019-12-03
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Sulfonated polyetherketone and sulfonated polyethersulfone have high proton conductivity, but have the disadvantages of low conductivity and poor stability

Method used

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  • Crosslinkable polymethoxy side chain difluoromonomer and preparation method thereof
  • Crosslinkable polymethoxy side chain difluoromonomer and preparation method thereof
  • Crosslinkable polymethoxy side chain difluoromonomer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Preparation of cross-linked tetramethoxy side chain difluoromonomer (compound J) with the following structural formula

[0034]

[0035] 1. Preparation of compound b and compound c

[0036]

[0037] Add 5.00g (16.33mmol) of compound a and 100mL of ethanol into a 250mL single-necked flask. After compound a is completely dissolved, add 2.14g (17.96mmol) of KBr and 3.19g (17.96mmol) of N-bromosuccinimide in sequence , turn on the magnetic stirring, and react at room temperature for 6 hours. After the reaction, the reaction solution was concentrated, and 100 mL of deionized water was added and stirred at 50° C. for 5 hours. After completion, the water phase was filtered off to obtain a light yellow solid, which was recrystallized from a mixture of petroleum ether and ethyl acetate at a volume ratio of 2:1 to obtain compound b as a light yellow solid with a yield of 53%. The structural characterization data were: 1 H-NMR (DMSO-d 6 , 300MHz, TMS) δ(ppm): 3.870(s, 3H)...

Embodiment 2

[0044] Preparation of crosslinkable trimethoxyl side chain difluoromonomer (compound A) with the following structural formula

[0045]

[0046]In step 1 of Example 1, the amount of compound a and other raw materials were increased by 10 times, and other conditions were the same as in Example 1 to prepare compound c. Then according to step 2 of Example 1, the 3,5-dimethoxyphenylboronic acid used is replaced with equimolar 4-methoxyphenylboronic acid, and compound b is replaced with equimolar compound c. Other steps are the same as those in Example 1 is the same, and the monomer compound A is prepared, and its yield is 66.7%.

Embodiment 3

[0048] Preparation of crosslinkable trimethoxyl side chain difluoromonomer (compound I) with the following structural formula

[0049]

[0050] In step 2 of Example 1, the 35-dimethylphenylboronic acid used was replaced with equimolar 4-methoxyphenylboronic acid, and other steps were the same as in Example 1 to prepare Compound I with a yield of 53.8%.

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Abstract

The invention discloses a crosslinkable polymethoxy side-chain difluoro monomer and a preparation method of the crosslinkable polymethoxy side-chain difluoro monomer. The structural formula of the monomer is shown in the following formula, wherein R<1> and R<2> represent H or the following formula, and are not the same, X represents OCH3, and n is an integer of 1 to 3. The monomer disclosed by the invention takes 1-(2,6-difluorophenyl)-2-(3,5-dimethoxyphenyl) ethane-1,2-diketone as a raw material, and the 1-(2,6-difluorophenyl)-2-(3,5-dimethoxyphenyl) ethane-1,2-diketone is brominated and subjected to a coupling reaction with Suzuki of phenylboronic acid containing methoxy groups to prepare the monomer. The monomer contains polymerizable difluoro groups and functionalized methoxy groups as well as a crosslinkable benzil structure, demethylation and sulfonation are carried out on a polymer obtained by polycondensation of the series of monomers with biphenol and 4,4'-difluorodiphenyl sulfone, so that a proton exchange membrane for a fuel cell can be prepared.

Description

technical field [0001] The invention belongs to the technical field of materials, and in particular relates to a class of crosslinkable polymethoxyl side chain difluoro monomers and a preparation method thereof. Background technique [0002] As a new energy conversion device, the fuel cell has many advantages such as high conversion efficiency and low environmental pollution. As the core component of the fuel cell, the performance of the proton exchange membrane is very important. At present, there are many domestic and foreign research reports on the preparation and performance of sulfonated polyetherketone and sulfonated polyethersulfone. Sulfonated polyetherketone and sulfonated polyethersulfone are considered to be the most promising new proton exchange proton exchange agents membrane material. Sulfonated polyetherketone and sulfonated polyethersulfone have high proton conductivity, but have the disadvantages of low conductivity and poor stability. [0003] Proton exch...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/84C07C45/63C07C45/68
CPCC07C45/63C07C45/68C07C49/84
Inventor 陈新兵秦雅军陈沛安忠维
Owner SHAANXI NORMAL UNIV