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Production method for 1-chloro-3,3,3-trifluoropropene

A technology of trifluoropropene and its manufacturing method, which is applied in the direction of organic chemical methods, chemical instruments and methods, preparation of halogenated hydrocarbons, etc., can solve problems such as difficulty in obtaining raw materials and difficult to become quantitative reactions, and achieve the effect of inhibiting corrosion

Active Publication Date: 2014-09-10
CENT GLASS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, the method described in Patent Document 1 is a method of fluorination with hydrogen fluoride in the presence of an antimony catalyst, and there are problems in that it is difficult to obtain raw materials and a quantitative reaction is difficult.

Method used

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  • Production method for 1-chloro-3,3,3-trifluoropropene
  • Production method for 1-chloro-3,3,3-trifluoropropene
  • Production method for 1-chloro-3,3,3-trifluoropropene

Examples

Experimental program
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Effect test

preparation example 1

[0088] Weigh 300 g of activated alumina (NKH3-24 manufactured by Sumitomo Chemical: particle size 2 to 4 mm, specific surface area 340 m 2 / g), wash with water to remove the powder attached to the surface. 115 g of hydrogen fluoride (hydrofluoric anhydride) was dissolved in 1035 g of water to prepare a 10% hydrogen fluoride aqueous solution. The prepared 10% hydrogen fluoride aqueous solution was slowly poured into the cleaned activated alumina, stirred and allowed to stand for 3 hours, washed with water, filtered, and then dried in an electric furnace at 200°C for 2 hours. 150 cc of dry activated alumina was put into a stainless steel reaction tube with an inner diameter of 1 inch and a length of 30 cm, and the electric furnace was heated to 200°C while flowing nitrogen gas, and hydrogen fluoride treatment was performed while hydrogen fluoride and nitrogen gas were introduced together. The flow rates of nitrogen and hydrogen fluoride were adjusted in such a way that the temp...

Embodiment 1

[0090] Manufacture of 1,1,1,3,3-pentachloropropane

[0091] Into a 1000 ml glass autoclave equipped with a stirrer, 3.2 mol of carbon tetrachloride, 0.8 mol of chloroform, 0.06 mol (1.25 mol% relative to carbon tetrachloride) of N,N-dimethylacetamide (DMAC) were charged. , 0.02 mol (relative to carbon tetrachloride is 0.625 mol%) iron powder, after replacing the air in the reactor with nitrogen, seal it, and heat to 140° C. while stirring at 250 rpm for 30 minutes. The pressure at this time was 0.25 MPaG (gauge pressure, hereinafter the same in this specification). After 30 minutes, vinyl chloride was pressurized to approximately 0.33 MPaG, and 2 moles of vinyl chloride were added so as to maintain the pressure as the reaction progressed. The reaction time was 160 minutes.

[0092] After the reaction was terminated, the reactor was left to cool, and the contents were taken out, and the metal salts were removed, and analyzed by gas chromatography.

[0093] The yield of tar...

Embodiment 2

[0095] Manufacture of 1,1,1,3,3-pentachloropropane

[0096] Reaction, recovery, and analysis were performed in the same manner as in Example 1 except that 0.06 mol of hexamethylphosphoric triamide was used instead of DMAC. The time required for the reaction was 180 minutes. As a result, the yield of target 1,1,1,3,3-pentachloropropane was 54.4 mol % with respect to the charged carbon tetrachloride. In addition, the remaining carbon tetrachloride was 1.22 mol (38.1% with respect to the charged amount). On the other hand, the vinyl chloride reaction rate and the 1,1,1,3,3-pentachloropropane selectivity at this time were 96.8% and 93.1%, respectively.

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PUM

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Abstract

This invention is characterized by the catalyst component of a 1,1,1,3,3-pentachloropropane, which is the raw material substrate, being limited to no more than a fixed concentration, in a method in which hydrogen fluoride is reacted with the 1,1,1,3,3-pentachloropropane, and 1-chloro-3,3,3-trifluoropropene is produced. By limiting impurities such as the catalyst component, etc., to no more than a fixed concentration in the 1,1,1,3,3-pentachloropropane, issues during production of 1-chloro-3,3,3-trifluoropropene, such as shortened catalyst life, reaction inhibition, and device scaling or corrosion, can be improved. In addition, 1,1,1,3,3-pentachloropropane can be generated with a high yield and selectively, by causing a telomerization reaction of carbon tetrachloride and vinyl chloride in the presence of a specific metal solubilizing agent, using a catalyst having as the main component thereof elemental metal. As a result, this invention is useful as an industrially predominant production method that obtains a high yield of 1-chloro-3,3,3-trifluoropropene.

Description

technical field [0001] The present invention relates to a method for producing 1-chloro-3,3,3-trifluoropropene. Background technique [0002] 1-Chloro-3,3,3-trifluoropropene as the object of the present invention can be obtained by the following method: using alcoholic potassium hydroxide to 3-bromo-3-chloro-1,1,1-trifluoropropene A method of dehydrochlorination of propane (non-patent literature 1); a method of adding hydrogen chloride to 3,3,3-trifluoropropyne (non-patent literature 2); 3-chloro-1, A method of dehydroiodination of 1,1-trifluoro-3-iodopropane (Non-Patent Document 3) or a method of fluorinating 1,3,3,3-tetrachloropropene with hydrogen fluoride in the presence of an antimony catalyst ( Patent Document 1) and the like. [0003] In addition, the inventors of the present invention have disclosed that 1,1,1,3,3-pentachloropropane is fluorinated with hydrogen fluoride in the gas phase, in the presence of a solid catalyst, or in the liquid phase, without a catalys...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/25C07C21/18C07B61/00
CPCC07C17/25C07C2521/04C07C17/278C07C21/18C07C19/01
Inventor 日比野泰雄吉川悟佐久冬彦
Owner CENT GLASS CO LTD
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