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Synthetic method of cis-trans 1-chloro-3,3,3-trifluoropropene

A technology for the synthesis of trifluoropropene and its synthesis method, which is applied in the field of synthesis of cis-trans 1-chloro-3,3,3-trifluoropropene, which can solve the problems of HFC limitation and high greenhouse effect value, and achieve low cost and high yield Effect

Active Publication Date: 2017-02-01
山东联创聚合物有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] After 2008, with the advancement of the implementation of the Montreal Protocol, the currently used HCFC-141b polyurethane foaming agent must be eliminated. Therefore, new alternatives have been sought, and HFC-245fa (1,1,1,3, 3-pentafluoropropane GWP=900) and HFC-365mfc (1,1,1,3,3-pentafluorobutane GWP=800), although they are not destructive to the stratosphere and the ozone layer, due to their greenhouse effect High value (GWP) has attracted attention, so some HFCs have been restricted

Method used

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  • Synthetic method of cis-trans 1-chloro-3,3,3-trifluoropropene

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Embodiment 1

[0037] (1) Synthesis of 1,3,3,3-tetrachloropropene

[0038] 111g of cis-trans 1,3-dichloropropene is preheated to 100°C, put into a mixer and mixed with 3 times equivalent chlorine gas into a fixed bed reactor, and the fixed bed uses 100g FeCl 3 Catalysis, 210°C residence time for 1 second, and then secondary cooling to obtain 160g of crude 1,3,3,3-tetrachloropropene, and cis-trans 1,3,3,3-tetrachloropropene 145g by fractional distillation, by-product It is hexachloropropane, the yield of 1,3,3,3-tetrachloropropene is 80.65%, and the tail gas is absorbed by water to obtain hydrochloric acid.

[0039] (2) Synthesis of 1-chloro-3,3,3-trifluoropropene

[0040] 89.9g of 1,3,3,3-tetrachloropropene and 100g of antimony pentafluoride were added into a 1L autoclave, and 50g of hydrogen fluoride was introduced under the seal. After the reaction, cool down to 10°C, slowly discharge excess hydrogen fluoride and hydrogen chloride into alkaline water to obtain a halide aqueous solution, ...

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Abstract

The invention relates to a method for synthesizing cis / trans-3,3,3-trifluoro-1-chloropropylene and belongs to the technical field of organic synthesis. The method comprises the following steps: (1) selectively chlorinating 1,3-dichloropropylene by chlorine gas in the presence of a catalyst, i.e., ferric chloride, so as to synthesize 1,3,3,3-tetrachloropropylene; and (2) fluorating 1,3,3,3-tetrachloropropylene by hydrogen fluoride in the presence of a catalyst, i.e., antimony pentafluoride, thereby synthesizing cis / trans-3,3,3-trifluoro-1-chloropropylene. The product cis / trans-3,3,3-trifluoro-1-chloropropylene can be used as a polyurethane foaming agent, and trans-3,3,3-trifluoro-1-chloropropylene can be used for replacing HCFC, HFC and alkane foaming agents, is an ideal environment-friendly polyurethane foaming agent and can be prepared from cis isomers through ionic liquid catalysis or ultraviolet illumination isomerization.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a synthesis method of cis-trans 1-chloro-3,3,3-trifluoropropene. Background technique [0002] After 2008, with the advancement of the implementation of the Montreal Protocol, the currently used HCFC-141b polyurethane foaming agent must be eliminated. Therefore, new alternatives have been sought, and HFC-245fa (1,1,1,3, 3-pentafluoropropane GWP=900) and HFC-365mfc (1,1,1,3,3-pentafluorobutane GWP=800), although they are not destructive to the stratosphere and the ozone layer, due to their greenhouse effect The high value (GWP) has attracted attention, so some HFCs have been restricted. [0003] According to relevant reports, trans-1-chloro-3,3,3-trifluoropropene may become a new type of environmentally friendly polyurethane foaming agent, so its synthesis has shown a blowout trend in recent years, especially in Honeywell Prominent, developed countries have accelerat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C17/20C07C17/358C07C21/18
Inventor 李洪国李俊孙强
Owner 山东联创聚合物有限公司
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