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Method for producing trans-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 the problems of low yield, achieve high selectivity, high superiority, and low-cost manufacturing or obtaining Effect

Active Publication Date: 2014-07-23
CENT GLASS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] However, in the isomerization reaction in Patent Document 4, although the use of a chromium oxyfluoride catalyst was considered as a fluorination catalyst, at a reaction temperature of 103°C to 199°C, trans-1-chloro-3,3,3- The yield of trifluoropropene is as low as 58.9-70.2%, and there are by-products in Patent Document 5. These methods are not necessarily suitable for industrial application.

Method used

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  • Method for producing trans-1-chloro-3,3,3-trifluoropropene

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preparation example Construction

[0068] A known method can be used as a method for producing the metal oxide. For example, it can be prepared by drying a hydroxide sol precipitated by neutralizing a water-soluble salt of a metal compound with ammonia, then pulverizing / shaping the resulting lump, and then firing it. In this case, a compound oxide of a main metal and at least one metal compound different from the metal can be used in combination to prepare a composite oxide. Examples of such composite oxides include composite oxides of alumina and chromium, alumina and zirconia, alumina and titania, and alumina and magnesia as preferable composite oxides. These composite oxides only need to contain 50 atomic % or more of aluminum, more preferably 80 atomic % or more. When it is less than 50 atomic %, the conversion rate of isomerization is slow and it is unpreferable.

[0069] In addition, these metal oxides are commercially available in various ways such as catalysts, desiccants, and thus can be selected fro...

preparation example 1

[0083] [Catalyst Preparation Example 1] 160 g of granular γ-alumina (Sumika Alchem ​​Co., Ltd., KHS-46) was filled into a jacketed reaction tube, and the temperature was raised to 150°C. Hydrogen fluoride was introduced at a flow rate of 15 g / hour until the hot spot reached the outlet of the reaction tube to prepare aluminum oxyfluoride.

Embodiment 1

[0088] [Example 1] The case of performing drying treatment

[0089] The catalyst was packed in the same manner as in Comparative Example 1, and the temperature of the reaction tube was raised to 500° C. while flowing nitrogen gas at a flow rate of about 500 ml / min. After the internal temperature of the reaction tube reached 450° C. or higher, the drying process was continued for 3 hours.

[0090] After the drying treatment, the temperature of the reaction tube was lowered to 100° C., and after the temperature stabilized, the cis-1-chloro-3,3,3-trifluoropropene (99.5% cis-body) as the starting material was preliminarily degassed. Feed to the reaction tube at a rate of about 0.10 g / min. After the flow rate of organic matter stabilized, the introduction of nitrogen gas was stopped.

[0091] Since the reaction was stable 2 hours after the start of the reaction, the gas flowing out from the reactor was blown into water to remove the acid gas, and then the product was analyzed by ...

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Abstract

The present invention is a method for producing trans-1-chloro-3,3,3-trifluoropropene, comprising a step of bringing cis-1-chloro-3,3,3-trifluoropropene into contact with a catalyst. In the method, the catalyst is a fluorinated metal oxide or a metal fluoride each produced by fluorinating at least one metal oxide in which aluminum atoms make up 50 at.% or more of metal atoms to thereby substitute some or all of oxygen atoms in the metal oxide by fluorine atoms, and the fluorinated metal oxide or the metal fluoride is a compound produced through a drying treatment at 400 to 600 DEG C. According to the present invention, it becomes possible to produce trans-1-chloro-3,3,3-trifluoropropene, which is a compound that can be used as a raw material for a foaming agent for a hard polyurethane foam, a solvent, a washing agent, a cooling medium, a working fluid, a propellant, a fluorinated resin and the like, with higher selectivity and higher yield compared with those achieved in conventional techniques.

Description

technical field [0001] The present invention relates to a method for producing trans-1-chloro-3,3,3-trifluoropropene. Background technique [0002] Trans-1-chloro-3,3,3-trifluoropropene (hereinafter, 1-chloro-3,3,3-trifluoropropene is sometimes referred to as "1233zd" or simply "1233") as rigid polyurethane Foam blowing agents, solvents, cleaning agents, refrigerants, working fluids, propellants, raw materials for fluororesins, etc. are useful. As the prior art described in the present invention, Patent Document 1 describes that 1,1,1,3,3-pentachloropropane is reacted with hydrogen fluoride in the gas phase to obtain 1-chloro-3,3,3-trifluoro Propylene method. In addition, Patent Document 2 describes that 1,1,1,3,3-pentachloropropane is reacted with hydrogen fluoride without a catalyst to obtain 1,1,1-trifluoro-3-chloro-2-propene (1- Chloro-3,3,3-trifluoropropene) method. In Patent Document 3, as a method for producing 1-chloro-3,3,3-trifluoropropene, in a reaction vessel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/358C07C21/18C07B61/00
CPCC07C17/358C07B2200/09C07C21/18
Inventor 冈本觉佐久冬彦
Owner CENT GLASS CO LTD
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