Preparation of 1,1,1-trifluoropropene

Details Preparation of 1,1,1-trifluoropropene Preparation of 1,1,1-trifluoropropene

2000-09-26

2001-04-03

Siegel, Alan (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Halogen containing

Reexamination Certificate

active

06211421

ABSTRACT:

BACKGROUND OF THE INVENTION
This invention relates to the preparation of 1,1,1-trifluoropropene (“TFP”) via the uncatalyzed liquid phase fluorination of 1,1,3-trichloro-1-propene (“TCP”) TCP is an intermediate in the manufacture of methyl trifluoropropylsilicone.
The patent literature (U.S. Pat. No.3,739,036) discloses that the fluorination of TCP is conducted using sodium fluoride as a catalyst.
BRIEF SUMMARY OF THE INVENTION
An uncatalyzed liquid phase process for preparing TFP by the fluorination of TCP is provided, which process comprises (a) contacting said TCP with hydrogen fluoride under conditions sufficient to produce said TFP, and (b) separating the TFP product from the resulting reaction mixture in (a).
DETAILED DESCRIPTION
It has now been discovered that TCP can be fluorinated to produce TFP without the use of catalysts.
The process of this invention can be conducted as a batch or semi-continuous process. The HF:TCP molar ratio is typically from at least about 3:1 to about 300:1, but is preferably from about 5:1 to about 200:1. Temperatures of from about 20° C. to about 200° C. are typically used, preferably from about 30° C. to about 150° C. Residence time is normally from about 1 minute to 4 hours, preferably from about ½ hour to about 3 hours. The pressure is not critical and is dependent on the other process conditions. The product obtained, together with excess HF and HCl, the principal by-product, can be separated by conventional methods such as fractional distillation.


REFERENCES:
patent: 3739036 (1973-06-01), Valicenti et al.
patent: 4220608 (1980-09-01), Feiring
patent: 4465786 (1984-08-01), Zimmer et al.

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