A kind of fluorine-containing polyarylether compound containing pillar [5] arene and preparation method thereof

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

Inactive Publication Date: 2019-08-09
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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  • A kind of fluorine-containing polyarylether compound containing pillar [5] arene and preparation method thereof
  • A kind of fluorine-containing polyarylether compound containing pillar [5] arene and preparation method thereof
  • A kind of fluorine-containing polyarylether compound containing pillar [5] arene and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Preparation of Pillar[5]arene Derivative A Substituted by Para-Difluorobenzene

[0038] Take 10.00 g (13.83 mmol) dihydroxypillar[5]arene compound, dissolve it in 30 mL N,N'-dimethylformamide, add 5 mL perfluorobenzene into the reaction, heat up to 78°C for 12 hours, Add 500 mL of deionized water and 200 mL of dichloromethane, extract the organic layer, add diatomaceous earth to spin dry the solvent to obtain a solid, and purify it through a column with silica gel, using cyclohexane and dichloromethane as mobile phases to obtain the para-bis Fluorobenzene-substituted pillar[5]arene derivatives A. Yield: 42%. The data of the proton nuclear magnetic resonance spectrum of this compound are: 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, 2H), 6.83 (s, 2H), 6.84 (s, 2H).

Embodiment 2

[0040] Preparation of fluorine-containing polyarylether compound FPAE-10 containing pillar[5]arene based on the above-mentioned para-difluorobenzene-substituted pillar[5]arene derivative A

[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 of DMAc were placed in a 25 mL three-necked flask equipped with a magnetic stirrer, a thermometer, a water separator, a condenser tube, and an Ar passage. After it was dissolved, 3 mL of toluene was added to the three-necked flask, and the , heat up to 145°C, remove water for 2 hours, remove toluene for 1 hour, then raise the temperature to 165°C, react for 3 hours, cool down to 80°C, add 0.2110 g (0.2 mmol) of para-difluorobenzene-substituted pillar[5]arene Derivative A, after reacting for 6 hours, pour the reactant into deionized water to precipitate the precipitate, collect the precipitate by filtration and redissolve it in dichloromethane, then pour it into me...

Embodiment 3

[0043]Preparation of fluorine-containing polyarylether compound FPAE-20 containing pillar[5]arene based on the above-mentioned para-difluorobenzene-substituted pillar[5]arene derivative A

[0044] In Example 2, the dosage of difluorobenzophenone was changed to 0.3491 g (1.6 mmol), and the dosage of para-difluorobenzene-substituted column[5]arene derivative A was changed to 0.4220 g (0.4 mmol), and the rest of the operations According to embodiment 2. That is, the fluorine-containing polyarylether compound FPAE-20 containing pillar[5]arene is obtained. After characterization, the number average molecular weight of FPAE-20 is 79652; the 5wt% thermal weight loss temperature of FPAE-20 is 452 °C.

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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 pillar[5]arene and a preparation method thereof, belonging to the technical field of organic synthesis. Background technique [0002] Polyarylether 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 industry, precision instruments and other fields. However, most polyarylethers have relatively high dielectric constants and water absorption. By introducing fluorine, these two indices can be reduced, and thermal stability and solubility can be improved (CN106750257A). Although polyarylether has excellent comprehensive properties, its application range is limited due to its high price. Therefore, it is an important way...

Claims

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Application Information

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