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Method for preparing perfluorinated nitrile through gas phase catalysis

A technology for catalytic preparation and perfluoronitrile, which is applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylic acid amides, etc., can solve the problems of unobtainable raw materials, low conversion efficiency, difficult continuous production, etc., and achieve a synthetic route. Novel, high overall yield, and the effect of reducing the cost of industrial synthesis

Active Publication Date: 2019-02-12
陕西宇极新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0018] The above-mentioned prior art has the following problems: firstly, the first route has the disadvantages of unavailable raw materials, low conversion efficiency, and no industrial value; the second route has simple reactions and high conversion rates, but raw materials are difficult to obtain, and the process is intermittent The organic raw materials of the third route are not easy to obtain, and there are many reaction by-products; the sodium azide used in the fourth route is a high-risk substance that is easy to explode under high heat or collision, and it is difficult to safely Operation; the fifth, sixth, and seventh routes all have the defects that the raw materials are difficult to obtain and the reaction yield of the target product is low

Method used

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  • Method for preparing perfluorinated nitrile through gas phase catalysis
  • Method for preparing perfluorinated nitrile through gas phase catalysis
  • Method for preparing perfluorinated nitrile through gas phase catalysis

Examples

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Embodiment 1

[0056] The reaction was carried out in a tube reactor made of Inconium alloy with an outer diameter of 1 / 2 inch and an inner volume of 30 milliliters. The reaction conditions are: the reaction temperature is 150°C, the molar ratio of 2,2,3-trifluoro-3-(trifluoromethyl)oxirane to methylamine is 1:3, the contact time is 1s, and the reaction pressure is 0.1 MPa. The reactant flows through a bottle of polytetrafluoroethylene material to condense and collect, the solid remains at the bottom of the bottle, and the gas phase is discharged from the system. After 10 hours of reaction, 1946.9 grams of solid pentafluoropropionamide were obtained, with a purity of 99.4% (GC analysis), five The yield of fluoropropionamide was 98.5%.

Embodiment 2

[0058] The reaction was carried out in a tube reactor made of Inconium alloy with an outer diameter of 1 / 2 inch and an inner volume of 30 milliliters. The reaction conditions are: the reaction temperature is 150°C, the molar ratio of 2,2,3-trifluoro-3-(trifluoromethyl)oxirane to methylamine is 1:3, the contact time is 10s, and the reaction pressure is 0.1 MPa. The reactant flows through the bottle of polytetrafluoroethylene material to condense and collect, the solid remains at the bottom of the bottle, and the gas phase is discharged from the system. After 10 hours of reaction, 195.1 grams of solid pentafluoropropionamide were obtained, with a purity of 99.6% (GC analysis), five The yield of fluoropropionamide was 98.9%.

Embodiment 3

[0060] The reaction was carried out in a tube reactor made of Inconium alloy with an outer diameter of 1 / 2 inch and an inner volume of 30 milliliters. The reaction conditions are: the reaction temperature is 150°C, the molar ratio of 2,2,3-trifluoro-3-(trifluoromethyl)oxirane to methylamine is 1:3, the contact time is 100s, and the reaction pressure is 0.1 MPa. The reactant flows through a bottle of polytetrafluoroethylene material to condense and collect, the solid remains at the bottom of the bottle, and the gas phase is discharged from the system. After 10 hours of reaction, 19.5 grams of solid pentafluoropropionamide were obtained, with a purity of 99.8% (GC analysis). The yield of fluoropropionamide was 99.2%.

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Abstract

The invention discloses a method for preparing perfluorinated nitrile through gas phase catalysis. The method comprises the following steps: a, in the absence of a catalyst, enabling acyl fluoride R1COF or perfluor substituted ethylene oxide Cyclo-CF2-CR2R3-O- to perform a gas phase amination reaction with an ammonia gas or a primary amine compound, to obtain amide of which a general formula is R1CONH2 or CR2R3FCONH2, wherein general formulas of R1, R2 and R3 are CnF[2n+1], CxF[2x+1], and CyF[2y+1], wherein x and y are non-negative integer sets, x+y=n, and n is a positive integer set; and b, in the presence of the catalyst, dehydrating the amide R1CONH2, to obtain the perfluorinated nitrile R1CN. The method is short in reaction route, and the perfluor substituted ethylene oxide or the acylfluoride is easily obtained. A total yield of the perfluorinated nitrile is high, and the route is easy for continuous industrialization.

Description

technical field [0001] The present invention relates to a method for gas-phase catalytic preparation of perfluoronitrile, in particular to a gas-phase reaction with ammonia or primary amine compounds using acyl fluoride or perfluoroethylene oxide as a starting material in the absence of a catalyst. Amination reaction to obtain perfluoroamide, followed by gas-phase dehydration reaction in the presence of a catalyst to obtain perfluoronitrile. Background technique [0002] Up to now, various documents have disclosed seven routes for the synthesis of pentafluoropropionitrile. [0003] The first route is the free radical reaction method. The document "J.Chem.Soc., Furuduy Trans.I, 1982, 18, 3493-3498" reported that under the illumination of a high-pressure mercury lamp, pentafluoroiodoethane reacted with cyanogen chloride free radicals, and at 300 degrees, When the photolysis time is 1.98 seconds, the conversion rate is only 17.3%, and the reaction equation is shown in (1). ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/03C07C253/20C07C233/05C07C231/10C07C231/02B01J23/72B01J23/75B01J23/20B01J21/04
CPCB01J21/04B01J23/20B01J23/72B01J23/75C07C231/02C07C231/10C07C253/20C07C233/05C07C255/03
Inventor 马晓迅张呈平庆飞要张小玲
Owner 陕西宇极新材料科技有限公司
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