Preparation method of 2,2-bis(3,4-dimethylphenyl) hexafluoropropane

A technology of hexafluoropropane and xylyl, which is applied in 2, can solve the problems of difficulty in obtaining ionic liquids, high reaction pressure, and complicated equipment, and achieve great implementation value and social and economic benefits, mild preparation conditions, and low risk factors.

Active Publication Date: 2018-08-14
SHANGHAI ROLECHEM CO LTD
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  • Abstract
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  • Claims
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Problems solved by technology

[0009] Chinese patent CN101696199 has reported, with o-xylene, 2,2-dichlorohexafluoropropane, in ionic liquid (as 1-butyl-3-methylimidazoline tetrafluoroborate), Lewis acid (as Aluminum trichloride) catalyzes the reaction, but the raw material 2,2-dichlorohexafluoropropane, ionic liquid is difficult to obtain
[0010] Chinese patent CN101851147 reported that using hexafluoropropylene oxide, o-xylene, and anhydrous hydrofluoric acid to react in an autoclave, the equipment is also complicated, the reaction pressure is high, and it is difficult to operate
[0012] In summary, almost all of them use hexafluoroacetone gas and anhydrous hydrofluoric acid as catalysts, or use hexafluoropropylene oxide and Lewis acid as catalysts. The main problems are corrosion of equipment, complicated operation and difficult separation.

Method used

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  • Preparation method of 2,2-bis(3,4-dimethylphenyl) hexafluoropropane

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preparation example Construction

[0036] In some embodiments, the preparation method includes at least the following steps:

[0037] 1), mixing o-xylene, sulfonic acid and solvent in proportion to obtain a mixture;

[0038]2), pass hexafluoroacetone gas into the mixture in step 1), and react under the reaction temperature and reaction pressure to obtain a crude product, wash the crude product with alkali, wash with water, concentrate, crystallize through a crystallization solvent, and dry in vacuo to obtain 2,2-bis(3,4-xylyl)hexafluoropropane.

[0039] In some embodiments, the molar ratio of o-xylene to sulfonic acid is 1.0:0.1˜1.0:1.0. ,

[0040] In some embodiments, the sulfonic acid has the general formula C x h y f z SO 3 H, X is a number from 1 to n, Y is a number from 1 to n, and Z is a number from 0 to n.

[0041] In some embodiments, the sulfonic acid is selected from methanesulfonic acid, trifluoromethanesulfonic acid, 1-trifluoroethylsulfonic acid, pentafluoroethylsulfonic acid, propylsulfonic...

Embodiment 1

[0052] Example 1: In a 1000 ml glass bottle, add 600 g of 1,2-dichloroethane, 212 g of o-xylene, 15 g of trifluoromethanesulfonic acid, control the temperature at 30°C, and slowly feed 250 g of hexafluoroacetone After the gas is passed through, the temperature is raised to reflux for 6 hours, the temperature is lowered, and NaHCO is used to 3 Saturated aqueous solution, washed to pH = 7 ~ 8, the organic phase was washed once with pure water, concentrated, the obtained solid was recrystallized with 600 g of isopropanol, and the wet product was vacuum dried at 40 ° C for 12 hours to obtain 330 g of the product. The yield 91.7%, GC purity 99.5%, single impurity less than 0.1%, all metal ions less than 1ppm.

Embodiment 2

[0053] Example 2: In a 2000 ml glass bottle, add 1000 grams of tetrahydrofuran, 424 grams of o-xylene, 60 grams of p-toluenesulfonic acid, control the temperature below 40°C, and slowly feed 400 grams of hexafluoroacetone gas. , heat up to reflux for 12 hours, cool down, use NaHCO 3 Saturated aqueous solution, washed to pH = 7-8, added 500 grams of toluene, layered, the organic phase was washed once with pure water, concentrated, the obtained solid was recrystallized with 1200 grams of ethanol, and the wet product was vacuum-dried at 40°C for 12 hours to obtain The product was 670 grams, the yield was 93.1%, the GC purity was 99.6%, individual impurities were less than 0.1%, and all metal ions were less than 1ppm.

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Abstract

The invention discloses a synthesis technology for taking sulfoacid as a catalyst to prepare 2,2-bis(3,4-dimethylphenyl) hexafluoropropane. The synthesis technology comprises the following operation steps that (1) ortho-xylene, sulfoacid and a solvent are mixed at the proportion, and a mixture is obtained; (2) hexafluoroacetone gas is injected into the mixture obtained in the step (1), a crude product is obtained at a reaction temperature and reaction pressure, the crude product is subjected to alkali washing, water washing and concentration, and then crystallization through the crystallization solvent, and vacuum drying, and 2,2-bis(3,4-dimethylphenyl) hexafluoropropane is obtained. The synthesis technology is novel, the condition is mild, and the obtained battery-level 2,2-bis(3,4-dimethylphenyl) hexafluoropropane has the high purity.

Description

technical field [0001] The invention relates to a synthesis process of a monomer compound of a fluorine-containing polyimide material, in particular to a synthesis process of 2,2-bis(3,4-xylyl)hexafluoropropane. Background technique [0002] Polyimide (PI) is a class of polymer materials with phthalimide repeating units on the molecular chain. The rigid imide structure endows polyimide with unique properties, such as excellent high temperature resistance and environmental stability. These characteristics make polyimide widely used in the fields of aviation, aerospace, machinery, electrical engineering and electronics, etc., but the biggest disadvantage of polyimide is that it is difficult to melt and dissolve, difficult to form and process The high production cost brings great difficulties to industrial production, thus limiting the application of PI. Fluorine-containing polyimide can significantly make up for this defect. The introduction of fluorine-containing groups not ...

Claims

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Application Information

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IPC IPC(8): C07C17/263C07C22/08
CPCC07C17/263C07C22/08
Inventor 朱良骏杨斌
Owner SHANGHAI ROLECHEM CO LTD
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