Organic compounds -- part of the class 532-570 series – Organic compounds – Halogen containing
Patent
1995-03-01
1996-07-02
Siegel, Alan
Organic compounds -- part of the class 532-570 series
Organic compounds
Halogen containing
570156, 570168, C07C 1708, C07C 1725
Patent
active
055324185
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/JP93/01117 filed 8/9/93
This invention relates to a method of producing 1,1,1,2,3,3-hexafluoropropane at low cost, which is a hydrofluorocarbon having no fear of destroying ozone layer and may be substituted for chlorofluorocarbons which have been used as working fluids and blowing agents, and also relates to a method of producing tetrafluorochloropropene, an intermediate in the synthesis of 1,1,1,2,3,3-hexafluoropropane.
2. Prior art
Until now, 1,1,1,2,3,3-hexafluoropropane is known to be obtained by hydrogenation of hexafluoropropene. However, hexafluoropropene as a raw material is expensive. Therefore, the fluoropropane produced by the process of using hexafluoropropene as a raw material is inevitable to be expensive and its applications are limited.
OBJECTS OF THE INVENTION
This invention is aimed at offering a method of easily producing 1,1,1,2,3,3-hexafluoropropane at low cost, which is useful as a working fluid and so on and has a property to help preserving the environment, and an intermediate in its synthesis.
The constitution of the invention.
As a result of eagerly studying of the process of producing 1,1,1,2,3,3-hexafluoropropane efficiently and at low cost, the inventor found a process in which 1,1,1,2,3,3-hexafluoropropane is derived at high selectivity from 1,1,1,2,2-pentafluoro-3,3-dichloropropane and/or 1,2,2,3-Pentafluoro-1,3-dichloropropane which are available at low cost, having reached this invention.
That is, this invention relates to a method of producing 1,1,1,2,3,3-hexafluoropropane in a characteristic process in which tetrafluorochloropropene is first obtained from dechlorofluorinating (removing ClF) 1,1,1, 2,2-pentafluoro-3,3-dichloro propane and/or 1,1,2,2,3-pentafluoro-1,3-dichloropropane by hydrogen in the presence of a metal oxide catalyst and then the product olefin is fluorinated in the presence of a catalyst.
This invention also offers a method of producing tetrafluorochloropropene as an intermediate in the synthsis of the above-mentioned 1,1,1,2,3,3-hexafluoropropane which is characteristic of dechlorofluorinating (removing ClF) 1,1,1,2,2-pentafluoro-3,3-dichloropropane and/or 1,1,2,2,3-pentafluoro-1,3-dichloropropane by hydrogen in the presence of a metal oxide catalyst.
In the production process of this invention, a metal oxide catalyst used in the above-mentioned dechlorofluorination reaction is desirable to be consisted of the oxides of one or more than one kind of metals selected from iron (Fe), chromium (Cr), and copper (Cu).
And a catalyst of fluorinating the above-mentioned tetrafluorochloropropene is desirable to be fluoride or oxyfluoride of chromium (Cr) or aluminum (Al).
And the above-mentioned raw materials, 1,1,1,2,2-pentafluoro-3,3-dichloropropane and 1,1,2,2,3-pentafluoro1,3-dichloropropane are preferable to be reacted in a mixture.
The invention Will be explained in detail.
At first, the raw materials, 1,1,1,2,2-pentafluoro-3,3-dichloropropane and/or 1,1,2,2,3-pentafluoro-1,3-dichloropropane are known to be easily obtained at low cost, in general, by the reaction of dichlorofluoromethane and tetrafluoroethylene.
And when the raw materials obtained from the above reaction are reduced with hydrogen by using a metal oxide as a catalyst found in this invention, chlorine and fluorine in the raw materials are separated and 1,1,1,2-tetrafluoro-3-chloro 2-propene is given in case of 1,1,1,2,2-pentafluoro3,3-dichloropropane, similarly two kinds of isomers of 1,1,2,3-tetrafluoro-1-chloro-2-propene and 1,1,1,2,3-tetra-fluoro-3-chloro-1-propene are given in case of 1,1,2,2,3-pentafluoro-1,3-dichloropropane.
Then, 1,1,1,2,3,3-hexafluoropropane is synthesized by fluorinating thus obtained olefins (tetrafluorochloropropenes) by using, for instance, hydrogen fluoride in the presence of a catalyst.
The inventor discovered suitable catalysts for the above-mentioned dechlorofluorination (removing ClF) and fluorination reactions, and further found that as a result of studying of the both reactions' conditions, particularly 1,1,1,2,3,3-h
REFERENCES:
patent: 2900423 (1959-08-01), Smith
patent: 5396000 (1995-03-01), Nappa et al.
Aoyama Hirokazu
Nakada Tatsuo
Daikin Industries Ltd.
Siegel Alan
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