Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Brush-type difluoro monomer and synthetic method thereof

A synthesis method and technology of fluorine monomers, applied in the field of materials, can solve the problems of difficult synthesis, few types of side chain monomers, and high solubility

Active Publication Date: 2015-01-07
SHAANXI NORMAL UNIV
View PDF2 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with the main chain functional polymer, the side chain functional polymer has the advantages of low melting point and high solubility, and the functional group is far away from the main chain structure, which helps to form a phase separation structure, but there are relatively few types of side chain monomers. more difficult to synthesize

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Brush-type difluoro monomer and synthetic method thereof
  • Brush-type difluoro monomer and synthetic method thereof
  • Brush-type difluoro monomer and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Taking the preparation of a brush-type difluoromonomer with the following structural formula as an example, the specific preparation method is as follows:

[0032]

[0033] 1. Preparation of compound a

[0034] Under the protection of nitrogen, add 0.79g (32.42mmol) of magnesium powder and 5mL of dry tetrahydrofuran to a 100mL three-necked flask, turn on the magnetic stirring, raise the temperature to 65°C, and slowly add 5.00g (27.02mmol) of 3,5-dimethyl A mixed solution of bromobenzene and 40 mL of dry tetrahydrofuran was stirred at 65°C for 3 hours to prepare a Grignard reagent, and then a mixed solution of 3.76 g (27.02 mmol) of 2,6-difluorobenzonitrile and 40 mL of dry tetrahydrofuran was slowly added dropwise, Continue to stir at 65°C for 6 hours. After the reaction is over, add 80mL of 0.1mol / L hydrochloric acid aqueous solution, stir and reflux at 80°C for 12 hours, wash the reaction solution until neutral, concentrate the organic phase, and prepare compound ...

Embodiment 2

[0042] Taking the preparation of a brush-type difluoromonomer with the following structural formula as an example, the specific preparation method is as follows:

[0043]

[0044] In step 3 of Example 1, the 3,5-dimethylphenylboronic acid used was replaced with equimolar 4-methylbenzeneboronic acid, and the other steps were the same as in Example 1 to prepare a brush-type difluoromonomer, which The yield is 60.1%, and the structural characterization data are as follows:

[0045] 1 H-NMR (DMSO-d 6 as solvent, TMS as internal standard, 300MHz, ppm): 7.66(m, 1H), 7.48(s, 3H), 7.26(t, 2H), 7.11(s, 8H), 3.89(s, 4H), 2.19( s, 6H).

Embodiment 3

[0047] Taking the preparation of a brush-type difluoromonomer with the following structural formula as an example, the specific preparation method is as follows:

[0048]

[0049] In step 3 of Example 1, the 3,5-dimethylphenylboronic acid used was replaced with equimolar 2,4-dimethylphenylboronic acid, and the other steps were the same as in Example 1 to prepare a brush-type difluoromono body, its yield is 56.9%, and the structural characterization data are as follows:

[0050] 1 H-NMR (DMSO-d 6 as solvent, TMS as internal standard, 300MHz, ppm): 7.56(m, 1H), 7.41(s, 3H), 7.22(t, 2H), 7.12(s, 2H), 6.99(s, 2H), 6.98( s, 2H), 3.96 (s, 4H), 2.34 (s, 12H).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a brush-type difluoro monomer and a synthetic method thereof. The structure formula of the monomer is as shown in the specification, wherein X represents CH3 or OCH3; and n is an integer of 1-3. The monomer is prepared through Grignard reaction, nucleophilic addition reaction, bromination reaction and coupled reaction with 3,5-dimethyl bromobenzene as a raw material. The brush-type difluoro monomer contains polymerizable difluoro group and functionalized methyl or methoxy group, quaternization or sulfonated polymer can be obtained after polycondensation reaction and functional group conversion of the brush-type difluoro monomer, and the functionalized polymer can be used as a fuel cell polymer electrolyte membrane material.

Description

technical field [0001] The invention belongs to the technical field of materials, and in particular relates to a brush-type difluoro monomer and a preparation method thereof. Background technique [0002] With the continuous development of science and technology, ordinary polymer materials can no longer meet the needs of specific functions, and then functional polymer materials emerged as the times require. At present, polymer materials can be used in many fields after functionalization, such as fuel cells, photovoltaic cells, separation membranes and other fields. For polymers containing specific functional groups, for example, polymers containing methyl functional groups are brominated and ammonized to form quaternized polymer materials, which can be used for anion exchange membranes for fuel cells. The sulfonated polymer can be obtained by demethylating the polymer containing the methoxy functional group and reacting with the sulfonated lactone. This sulfonated polymer m...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C49/813C07C49/84C07C45/68
CPCC07C45/004C07C45/63C07C45/68C07C49/813C07C49/84C07F3/02
Inventor 陈新兵石倩陈沛安忠维
Owner SHAANXI NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com