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High temperature isomerization of (E)-1-chloro-3,3,3-trifluoropropene

A technology of trifluoropropene and reaction mixture, applied in the field of 1-chloro-3,3,3-trifluoropropene isomers, which can solve the problems of low selectivity and significant amount of by-products

Inactive Publication Date: 2018-10-23
HONEYWELL INT INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the disadvantage of this method is that it leads to low selectivity to 1233zd(Z) and the formation of a significant amount of by-products (see, for example, Table 3 of Example 4 showing about 80% selection to 1233zd(Z) sex)

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037]99.9% pure 1233zd(E) was fed at a rate of 15 g / hr into an Inconel 625 reactor (ID = ¾ inch, L = 31 inch) packed with an Inconel 625 mesh. The reactor was equipped with a multi-point thermocouple located at the center of the reactor and an evaporator installed at the inlet of the reactor. The isomerization reaction is carried out at a reaction temperature between 355 and 449°C. The reaction product was sampled and analyzed by GC. The results are presented in Table 1 below.

[0038] Table 1 - 1233zd(E) isomerization results in Inconel 625 with Inconel 625 mesh

[0039] Reaction temperature (°C)

Embodiment 2

[0041] 99.9% pure 1233zd(E) was fed into an empty Inconel 625 reactor (ID = ¾ inch, L = 31 inch) at a rate of 15 g / hr. The reactor was equipped with a multi-point thermocouple located at the center of the reactor and an evaporator installed at the inlet of the reactor. The isomerization reaction is carried out at a reaction temperature between 400 and 450°C. The reaction product was sampled and analyzed by GC. The results are presented in Table 2 below.

[0042] Table 2 - Isomerization of 1233zd(E) in an empty Inconel 625 reactor

[0043] Reaction temperature (°C)

Embodiment 3

[0045] 99.9% pure 1233zd(E) was fed at a rate of 15 g / hr into a Monel 400 reactor (ID = ¾ inch, L = 31 inch) packed with a Monel 400 mesh. The reactor was equipped with a multi-point thermocouple located at the center of the reactor and an evaporator installed at the inlet of the reactor. The isomerization reaction is carried out at a reaction temperature between 400°C and 450°C. The reaction product was sampled and analyzed by GC. The results are presented in Table 3 below.

[0046] Table 3 - 1233zd(E) isomerization in Monel 400 reactor packed with Monel 400 mesh

[0047] Reaction temperature (°C)

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Abstract

The invention relates to high temperature isomerization of (E)-1-chloro-3,3,3-trifluoropropene. Disclosed are processes for a high temperature isomerization reaction converting (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene. In certain aspects of the invention, such a process includes bringing a feed stream into contact with a heated surface, wherein the feed stream includes (E)-1-chloro-3,3,3-trifluoropropene or a mixture of (E)-1-chloro-3,3,3-trifluoropropene with (Z)-1-chloro-3,3,3-trifluoropropene. The resulting product stream includes (Z)-1-chloro-3,3,3-trifluoropropene and (E)-1-chloro-3,3,3-trifluoropropene, wherein the ratio of (Z) isomer to (E) isomer in the product stream is higher than the ratio of the feed stream. The (E) and (Z) isomers in the product stream may be separated from one another.

Description

[0001] The application date is March 13, 2014, the application number is "201480027765.2", and the name is "(E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3 , High temperature isomerization of 3,3-trifluoropropene" is a divisional application of the invention patent application. [0002] Cross References to Related Applications [0003] This application claims priority to US Provisional Application Serial No. 61 / 789,312, filed March 15, 2013, the contents of which are incorporated herein by reference in their entirety. technical field [0004] The present invention relates to processes for the production of 1-chloro-3,3,3-trifluoropropene (1233zd), and in certain aspects to the isomerization of 1-chloro-3,3,3-trifluoropropene (E) isomer into 1-chloro-3,3,3-trifluoropropene (Z) isomer. Background technique [0005] Many existing CFCs are known to be ozone depleting compounds. Consequently, the use of these compounds has been curtailed in favor of more commercially acc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/358C07C21/18
CPCC07B2200/09C07C17/358C07C21/18C07B35/08C07C5/22C07C17/007
Inventor K.A.波克罗夫斯基D.C.默克尔童雪松
Owner HONEYWELL INT INC
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