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Fluorinated polyarylether compound containing column [5] arene and preparation method thereof

An aromatic compound and compound technology, applied in the field of fluorine-containing polyarylether compound and its preparation, can solve the problems of limited application range and high price, and achieve the effects of low price, less reaction by-products and easy acquisition

Inactive Publication Date: 2018-10-16
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although polyarylether has excellent comprehensive properties, its application range is limited due to its high price

Method used

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  • Fluorinated polyarylether compound containing column [5] arene and preparation method thereof
  • Fluorinated polyarylether compound containing column [5] arene and preparation method thereof
  • Fluorinated polyarylether compound containing column [5] arene and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Preparation of para-bifluorobenzene substituted column [5] arene derivative A

[0038] Take 10.00 g (13.83 mmol) of dihydroxy column [5] arene compounds and dissolve them in 30 mL of N,N'-dimethylformamide, measure 5 mL of perfluorobenzene and add it to the reaction, increase the temperature to 78°C and react for 12 hours. Add 500 mL of deionized water and 200 mL of dichloromethane, extract the organic layer, add diatomaceous earth and spin-dry the solvent to obtain the solid. Purify the solid with silica gel and use cyclohexane and dichloromethane as mobile phases to obtain the para-position Bisfluorobenzene substituted column [5] arene derivative A. Yield: 42%. The hydrogen nuclear magnetic resonance spectrum data of this compound is: 1 H NMR (400 MHz, CDCl 3 , ppm)δ3.56 (s, 6H), 3.68 (s, 6H), 3.69 (s,6H), 3.72 (s, 6H), 3.78 (s, 1H), 3.79 (s, 1H), 3.81 (s , 1H), 3.82 (s, 1H), 3.83 (d, 2H), 3.86 (s, 1H), 3.90 (s, 1H), 3.92 (s, 1H), 6.64 (s, 2H), 6.75(s, 2H), 6.79 (s, 2...

Embodiment 2

[0040] Preparation of a fluorine-containing polyarylene ether compound FPAE-10 containing a column [5] aromatic hydrocarbon based on the column [5] aromatic hydrocarbon derivative A substituted by the above-mentioned para-difluorobenzene

[0041] Take 0.7008 g (2 mmol) bisphenol fluorene, 0.3928 g (1.8 mmol) difluorobenzophenone, 0.828 g (6 mmol) K 2 CO 3 And 6 mL DMAc are placed in a 25 mL three-necked flask equipped with a magnetic stirrer, thermometer, water trap, condenser and Ar passage. After it is dissolved, add 3 mL of toluene to the three-necked flask, and under argon protection , Heat up to 145°C, remove water for 2 hours, remove toluene for 1 hour, then heat up to 165°C, react for 3 hours, cool to 80°C and add 0.2110 g (0.2 mmol) of para-difluorobenzene substituted column [5] aromatic hydrocarbon Derivative A, after reacting for 6 hours, pour the reactant into deionized water to precipitate the precipitate, collect the precipitate by filtration and re-dissolve it in dic...

Embodiment 3

[0043] Preparation of a fluorine-containing polyarylene ether compound FPAE-20 containing a column [5] aromatic hydrocarbon based on the column [5] aromatic hydrocarbon derivative A substituted by the above-mentioned para-difluorobenzene

[0044] The dosage of difluorobenzophenone in Example 2 was changed to 0.3491 g (1.6 mmol), the dosage of para-difluorobenzene substituted column [5] aromatic hydrocarbon derivative A was changed to 0.4220 g (0.4 mmol), and the rest of the operation According to Example 2. The fluorine-containing polyarylene ether compound FPAE-20 containing column [5] aromatic hydrocarbon is obtained. After characterization, the number average molecular weight of FPAE-20 is 79652; the 5 wt% thermal weight loss temperature of FPAE-20 is 452℃.

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Abstract

The invention discloses a fluorinated polyarylether compound containing column [5] arene and a preparation method thereof. According to the preparation method, a dihydroxy column [5] arene compound and excessive hexafluorobenzene react so as to prepare a para-bisfluorobenzene substituted column [5] arene derivative A, then polycondensation is performed on A, bisphenol fluorene and difluorobenzophenone, so as to obtain the polyarylether compound containing column [5] arene. The obtained polyarylether compound has excellent solubility, thermal stability, oxidization stability, mechanical property and the like, and is important engineering plastics.

Description

Technical field [0001] The invention relates to a fluorine-containing polyarylether compound containing a column [5] aromatic hydrocarbon and a preparation method thereof, and belongs to the technical field of organic synthesis. Background technique [0002] Polyarylene ether is a high-performance special engineering plastic. As a semi-crystalline aromatic thermoplastic polymer material, it has rigid phenylene and flexible ether bonds, so it has good creep resistance, high strength and mechanical properties. Strong and other excellent performance, widely used in aerospace, chemical, precision instruments and other fields. However, most of the polyarylene ethers have high dielectric constant and water absorption rate. By introducing fluorine element, these two indexes can be reduced, and the thermal stability and solubility can be improved (CN106750257A). Although polyarylene ether has excellent comprehensive properties, its application range is limited due to its high price. Th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/40
CPCC08G65/4006C08G65/4012
Inventor 陈栋阳许佳琦
Owner FUZHOU UNIV
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