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Gas phase synthesis of 2,3,3,3-tetrafluoro-1-propene from 2-chloro-3,3,3-trifluoro-1-propene

a technology of trifluoropropene and tetrafluoropropene, which is applied in the field of catalytic synthesis of 2, 3, 3, 3tetrafluoropropene, can solve the problems of high cost, low yield correlation, and high temperature commercial handling of hsub>2/sub>, and achieves the effect of reducing the cost of production

Active Publication Date: 2012-08-09
HONEYWELL INT INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This low yield correlates to almost 90% of the starting material being lost to unimportant byproducts including a significant amount of carbon black, which tends to deactivate the reaction's catalyst.
Although this is a high-yield process, commercial handling of H2 at high temperature is exceptionally hazardous.
In addition, the process of JP 06072925 requires a costly on-site generation of H2.

Method used

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  • Gas phase synthesis of 2,3,3,3-tetrafluoro-1-propene from 2-chloro-3,3,3-trifluoro-1-propene
  • Gas phase synthesis of 2,3,3,3-tetrafluoro-1-propene from 2-chloro-3,3,3-trifluoro-1-propene

Examples

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example 1

[0020]A 22-inch (½-inch diameter) Monel tube reactor, serving as the first reactor, was charged with about 120 cc of a 50-wt % SbCl5 / C catalyst. The reactor was mounted inside a heater to maintain the reactor temperature. The temperature of the reaction was monitored by a thermocouple disposed at the middle inside of the reactor. The inlet of the reactor was connected to an electrical pre-heater, which maintained the inlet at 300° C. The pressure inside the reactor was maintained at about 45 psig.

[0021]A stream of HFO-1233xf at 70° C. and 150 sccm was fed from a cylinder through a regulator, needle valve, and a gas mass-flow-meter, and into the first reactor. This feed stream kept at a constant temperature of 73° C. by electrical heating to avoid condensation.

[0022]A stream of liquid HF was fed from a cylinder pressurized with N2 at a constant pressure of 45 psig. The liquid HF flowed through a dip tube, needle valve, liquid mass flow meter, a research control valve, and a gate valv...

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Abstract

A multi-step process for preparing 2,3,3,3-tetrafluoro-1-propene comprising the steps of (a) contacting a starting material comprising 2-chloro-3,3,3-trifluoro-1-propene with hydrogen fluoride in the presence of activated first catalyst selected from the group consisting of antimony-halides, iron-halides, titanium halides, and tin-halides, to produce an intermediate composition; and (b) contacting said intermediate composition with a second catalyst of activated carbon to produce a final product comprising 2,3,3,3-tetrafluoro-1-propene.

Description

BACKGROUND[0001]1. Field of Invention[0002]This invention relates to methods of synthesizing hydrofluoroolefins. More particularly, the invention relates to catalytic synthesis of 2,3,3,3-tetrafluoro-1-propene.[0003]2. Description of Related Art[0004]The hydrofluoroolefin 2,3,3,3-tetrafluoro-1-propene (HFO-1234yf), which can be used as a low global warming potential (GWP) refrigerant, blowing agent, etc., has been synthesized by the catalytic pyrolysis of methyl chloride and either tetrafluoroethylene or chlorodifluoromethane. For example, U.S. Pat. No. 2,931,840 describes concurrently passing 55 cc / min of MeCl and 110 cc / min CHClF2 through a platinum tube (6 mm×24 in) that is heated to about 800° C. The gaseous product synthesized by this process is scrubbed to remove HCl and dried, but yields only a small amount (14.8 mole %) of 2,3,3,3-tetrafluoropropene. This low yield correlates to almost 90% of the starting material being lost to unimportant byproducts including a significant ...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07C21/18
CPCC07C17/087C07C17/25C07C21/18C07C19/10C07C19/08
Inventor MUKHOPADHYAY, SUDIPLIGHT, BARBARA A.FLEMING, KIM M.PHILLIPS, STEVEN D.DUBEY, RAJESH K.
Owner HONEYWELL INT INC