IP Library Granted Patent US 8,258,352
Granted Patent B2
US 8,258,352 · App. 12/593,754 · Granted Sep 4, 2012

Production process for chlorine-containing fluorine-containing compound

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Quick Facts
Patent No.
US 8,258,352
App. No.
12/593,754
Granted
Sep 4, 2012
Kind
B2
Abstract

The production process of the present invention for a chlorine-containing fluorine-containing compound is characterized in that a reaction of adding chlorine atoms to a carbon-carbon unsaturated bond of a hydrogen-containing compound having a carbon-carbon unsaturated bond is carried out under the presence of a fluorine gas. The hydrogen-containing compound having a carbon-carbon unsaturated bond may be 3,4-dichlorobutene-1. Further, the present invention provides a process for producing efficiently and economically 1,2,3,4 -tetrachlorohexafluorobutane from 3,4-dichlorobutene-1 described above. According to the present invention, chlorination and fluorination of the hydrogen-containing compound having a carbon-carbon unsaturated bond are carried out in a single step, and therefore a chlorine-containing fluorine-containing compound can be more economically produced at a higher yield than in a conventional process in which two reactions are individually carried out.

Claims (11)

1. A production process for 1,2,3,4-tetrachlorohexafluorobutane in which 3,4-dichlorobutene-1 is reacted with a chlorine gas to add chlorine atoms to the carbon-carbon unsaturated bond and in which all of the hydrogen atoms are fluorinated, wherein the reaction of adding the chlorine atoms to the carbon-carbon unsaturated bond is carried out under the presence of a fluorine gas, such that the chlorination and the fluorination are carried out in a single step.

2. The production process for 1,2,3,4-tetrachlorohexafluorobutane as described in claim 1 , wherein the reaction is carried out under the presence of a solvent.

3. The production process for 1,2,3,4-tetrachlorohexafluorobutane as described in claim 1 , wherein a reaction temperature for carrying out the reaction falls in a range of −20° C. to 80° C.

4. The production process for 1,2,3,4-tetrachlorohexafluorobutane as described in claim 1 , wherein a reaction pressure for carrying out the reaction falls in a range of 0.1 MPa to 2.0 MPa.

5. The production process for 1,2,3,4-tetrachlorohexafluorobutane as described in claim 1 , wherein the chlorine gas and/or the fluorine gas are diluted with a diluent gas.

6. The production process for 1,2,3,4-tetrachlorohexafluorobutane as described in claim 5 , wherein the diluent gas described above is at least one inert gas selected from the group consisting of a nitrogen gas, a helium gas, an argon gas and a neon gas.

7. The production process for 1,2,3,4-tetrachlorohexafluorobutane as described in claim 1 , wherein the 3,4-dichlorobutene-1 is produced by chlorination reaction of 1,3-butadiene or isomerization reaction of 1,4-dichlorobutene-2.

8. A production process for 1,2,3,4-tetrachlorohexafluorobutane comprising:

a step of subjecting 3,4-dichlorobutene-1 to chlorination reaction and fluorination reaction, wherein a chlorine gas is fed to 3,4-dichlorobutene-1 under the presence of a fluorine gas to add chlorine atoms to a carbon-carbon unsaturated bond, and a fluorine gas is further fed thereto to substitute all of the hydrogen atoms with fluorine atoms;

a step of separating a product obtained in the foregoing step in a distillation column; and

a step of contacting 1,2,3,4-tetrachlorohexafluorobutane obtained by the distillation with alkali and/or water.

Assignments (2)
CHANGE OF ADDRESS Recorded Feb 14, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066599/0037 →
CHANGE OF NAME Recorded Jun 23, 2023
From: SHOWA DENKO K.K.
To: RESONAC CORPORATION
Reel/Frame 064082/0513 →