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Polyaromatic hydrocarbon containing perfluoroaromatic hydrocarbon and perfluoroalkane in main chain and preparation method thereof

A technology for perfluoroaromatic hydrocarbons and fluoroaromatic hydrocarbons, which is applied in the field of perfluoropolyaromatic hydrocarbon materials and their preparation, can solve the problems of high price, destruction of ozone layer, and low feasibility, and achieves improved solubility, low surface energy, and low refraction. rate effect

Active Publication Date: 2022-04-19
LIAONING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, most of the perfluororesins commonly used are made of fluorine-containing olefins, such as TFE (tetrafluoroethylene), HFP (hexafluoropropylene), trifluoroethylene, etc., and their carbon number is between 2 and 4. The dispersion medium is usually It is a chlorofluorocarbon organic solvent, but such substances have a certain destructive effect on the ozone layer. Recently, methyl branched hydrocarbons are mainly used, such as 2,3-dimethylbutane, 2,3-dimethyl pentane, 2,2,4-trimethylpentane, 2,2,4,6,6-pentamethylheptane, 2,2,4,4,6-pentamethylheptane, etc., but , the price of such methylated hydrocarbons is high, and it is not very feasible from the perspective of industrialization

Method used

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  • Polyaromatic hydrocarbon containing perfluoroaromatic hydrocarbon and perfluoroalkane in main chain and preparation method thereof
  • Polyaromatic hydrocarbon containing perfluoroaromatic hydrocarbon and perfluoroalkane in main chain and preparation method thereof
  • Polyaromatic hydrocarbon containing perfluoroaromatic hydrocarbon and perfluoroalkane in main chain and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0033] In a three-necked flask equipped with mechanical stirring, a thermometer, a condenser, and nitrogen protection, at -30°C, add 1,2,4,5-tetrafluorobenzene (0.01mol, 1.50g), 0.005mol hexafluoroacetone / di Chloroethane solution and 0.005mol octafluoro-2-butanone, with 0.0001mol methanesulfonic acid as a catalyst, add 1.5mL dichloromethane as a solvent, heat up to 0°C for 1 hour, and then precipitate the reaction solution in ethanol , filter, and collect the filter cake; then put the precipitate in boiling water to boil and filter several times, collect the filter cake, and vacuum-dry at 110°C for 24 hours to obtain a white product. The infrared spectrum of the product is as follows figure 1 , the thermogravimetric analysis (TGA) spectrum of the product is as follows figure 2 .

Embodiment 2

[0035] 2,2',3,3',5,5',6,6'-octafluorobiphenyl (0.01 mol, 29.81g), 0.01mol hexafluoroacetone / dichloroethane solution, using 0.0003mol trifluoromethanesulfonic acid as a catalyst, adding 14.9mL chloroform as a solvent, raising the temperature to 10°C and reacting for 15h, then the reaction solution was precipitated Analyze in methanol, filter, and collect the filter cake; then boil the precipitate in boiling water and filter several times, collect the filter cake, and vacuum-dry at 110°C for 24 hours to obtain a white product.

Embodiment 3

[0040] In a three-necked flask equipped with mechanical stirring, a thermometer, a condenser and nitrogen protection, at -30°C, add 3,3'-oxybis(1,2,4,5-tetrafluorobenzene) (0.01mol, 3.14g ), 0.01mol hexafluoroacetone / dichloroethane solution, using 0.0008mol trifluoromethanesulfonic acid as a catalyst, adding 31.41mL dichloroethane as a solvent, raising the temperature to 20°C for 10 hours, and then precipitating the reaction solution In methanol, filter and collect the filter cake; then boil the precipitate in boiling water and filter several times, collect the filter cake, and vacuum dry at 110°C for 24 hours to obtain a white product.

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Abstract

The invention discloses a polymer whose main chain contains perfluoroaromatics and perfluoroalkyl chains and a preparation method thereof, belonging to the technical field of polymer material synthesis. The structure of the polymer has both perfluoroarene and perfluoroalkyl chains, and has the structural formula shown in Formula I. The preparation method is as follows: using fluorine-containing aromatic hydrocarbon monomers, hexafluoroacetone monomers and octafluoro-2-butanone monomers as raw materials, undergoing nucleophilic substitution reaction in an organic solvent in the presence of an acid catalyst to obtain the above polymer. The polymer has good solubility in common organic solvents, high glass transition temperature (>300°C) and high thermal decomposition temperature (5% thermal weight loss temperature >450°C), and is suitable as a high-performance structural material It can also be used as composite material matrix resin or functional film material.

Description

technical field [0001] The invention belongs to the technical field of polymers, and in particular relates to a perfluoropolyaromatic material and a preparation method thereof. Background technique [0002] Due to its many unique structures, perfluoropolymers exhibit many special properties, such as: low polarizability of fluorine atoms, strong electronegativity, small van der Waals radius, strong C-F bond energy (485kJ / mol), so fluorocarbon polymers with higher fluorine content show high heat resistance, chemical resistance, durability and weather resistance, especially for many solvents, hydrocarbons, various acids Alkali inactivity, low capacitance, low flammability, low refractive index, low surface energy (neither lipophilic nor hydrophilic) and hygroscopic properties. Moreover, the strong bond energy of the C-F bond makes this kind of polymer have very strong stability for redox. Widely used in industrial construction (used as interior and exterior wall coatings, an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/02
CPCC08G61/02C08G2261/122C08G2261/146C08G2261/312
Inventor 管月
Owner LIAONING NORMAL UNIVERSITY