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Method for producing 1-chloro-2,3,3,3-tetrafluoropropene

A manufacturing method and technology of tetrafluoropropene are applied in the directions of organic chemistry method, dehalogenation preparation, organic chemistry, etc., to achieve the effect of excellent selectivity

Active Publication Date: 2019-04-02
ASAHI GLASS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

That is, in the method of Patent Document 1, although 1224yd is more or less produced, HFO-1234yf as an overreduced product or 1,1,1,2-tetrafluoropropane as its reduced form is present for 1224yd (CF 3 CHFCH 3 , HFC-254eb), 1,1,1-trifluoropropane (CF 3 CH 2 CH 3 , HFC-263fb), 3,3,3-trifluoropropene (CF 3 CH=CH 2 , HFO-1243zf), etc. are produced as by-products in large quantities

Method used

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  • Method for producing 1-chloro-2,3,3,3-tetrafluoropropene
  • Method for producing 1-chloro-2,3,3,3-tetrafluoropropene

Examples

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Embodiment

[0104] Examples and comparative examples are shown below to describe the present invention in detail. However, the present invention is not limited by the following description. Examples 1-4 are examples, and Examples 5-6 are comparative examples.

[0105] First, palladium catalyst-supporting carriers used in each example were prepared as follows. Palladium catalyst carriers (X1) and (X2) are palladium catalyst carriers of the present invention, and palladium catalyst carrier (Cf1) is a palladium catalyst carrier used in Comparative Example. In addition, in the preparation of each palladium catalyst carrier, a palladium-supported activated carbon (N.E.chemcat Co., Ltd. (Eヌ. イーケムカャット Co., Ltd.; hereinafter referred to as "palladium supported activated carbon (A)".).

[0106] In addition, in order to calculate the Cl / Pd of the palladium catalyst supporting carrier, the measurement of the above-mentioned (ii) and (iii) is carried out, and [Cl / Pd] is obtained by the formula (3)....

preparation example 1

[0109] Palladium-carrying activated carbon (A) was filled in the reaction tube of the same apparatus as the following reaction apparatus. While maintaining the temperature of the oil bath in which the reaction tube was immersed at 45° C., hydrogen chloride was passed through the palladium-supported activated carbon (A) at a flow rate of 300 mL / sec for 2 hours to obtain a palladium catalyst-carrying carrier (X1). Cl / Pd of the palladium catalyst in the obtained palladium catalyst supporting carrier (X1) calculated by the above calculation method was 2.2.

preparation example 2

[0111] A palladium catalyst-carrying carrier (X2) was obtained in the same manner as in Preparation Example 1, except that the hydrogen chloride treatment time in Preparation Example 1 was changed from 2 hours to 8 hours. Cl / Pd of the palladium catalyst in the obtained palladium catalyst supporting carrier (X2) calculated by the above calculation method was 4.6.

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Abstract

Provided is an efficient method for producing 1-chloro-2,3,3,3-tetrafluoropropene by reducing 1,1-dichloro-2,3,3,3-tetrafluoropropene, the method generating fewer by-products such as 1,1,1-trifluoropropane and 3,3,3-trifluoropropene that are products of over-reduction. The method for producing 1-chloro-2,3,3,3-tetrafluoropropene is characterized by obtaining 1-chloro-2,3,3,3-tetrafluoropropene byreacting, in a vapor phase, 1,1-dichloro-2,3,3,3-tetrafluoropropene with hydrogen in the presence of a palladium catalyst-supporting carrier that is obtained by having a carrier support a palladium catalyst that comprises chlorine and a metal containing palladium so that the ratio of the number of moles of chlorine atoms to the number of moles of palladium atoms, namely (Cl / Pd), is 2.0 or more.

Description

technical field [0001] The present invention relates to a process for the manufacture of 1-chloro-2,3,3,3-tetrafluoropropene. Background technique [0002] 1-Chloro-2,3,3,3-tetrafluoropropene (CF 3 CF=CHCl, HCFO-1224yd. Hereinafter, it is also referred to as 1224yd. ) is to replace 3,3-dichloro-1,1,1,2,2-pentafluoropropane (CF 3 -CF 2 -CHCl 2 , HCFC-225ca) or 1,3-dichloro-1,1,2,2,3-pentafluoropropane (CClF 2 -CF 2 -CHClF, HCFC-225cb) and other chlorofluorocarbons are useful as new cleaning agents, refrigerants, foaming agents, solvents, and aerosol applications, etc., with low greenhouse effect coefficient (GWP) and low burden on the global environment. . [0003] As a production example of 1224yd, for example, Patent Document 1 describes making 1,1-dichloro-2,3,3,3-tetrafluoropropene (CF 3 CF=CCl 2 , CFO-1214ya. Hereinafter, it is also described as 1214ya. ) react with hydrogen, and obtain 2,3,3,3-tetrafluoropropene (CF 3 CF=CH 2 , HFO-1234yf), 1224yd was obta...

Claims

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Application Information

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IPC IPC(8): C07C17/23C07C21/18C07B61/00
CPCC07B61/00C07C17/23C07C21/18
Inventor 野村真吾冈本秀一
Owner ASAHI GLASS CO LTD
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