# US 2019/0169101 A1 · Method for producing 1-chloro-1,2-difluoroethylene

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- Number: US 2019/0169101 A1
- Document ID: US20190169101A1
- Status: Published application
- Kind: A1
- Application number: 16/314,915
- Filed: 2017-07-11
- Published: 2019-06-06
- Earliest claimed: 2016-07-11
- Assignees: Daikin Industries, Ltd.
- Applicants: Daikin Industries, Ltd.
- Inventors: Daisuke KARUBE; Satoshi OHISHI
- Web page: https://patentgrep.com/patent/US20190169101A1

## CPC

- C07C 17/25: by splitting-off hydrogen halides from halogenated hydrocarbons
- C07C 17/354: by hydrogenation
- C07C 21/18: containing fluorine
- C07B 61/00: Other general methods
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07B: GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR (preparation of carboxylic acid esters by telomerisation C07C67/47; telomerisation C08F)

## Abstract

The present invention provides a method for efficiently producing 1-chloro-1,2-difluoroethylene at low cost. Specifically, the present invention provides a method for producing 1-chloro-1,2-difluoroethylene, including the step of dehydrohalogenating chlorofluoroethane represented by formula (1) CFClX1—CHFX2 wherein X1 and X2 are different from each other and represent H, F, or Cl; and either X1 or X2 is H.

## Claims

### Claim 1

A method for producing 1-chloro-1,2-difluoroethylene, the method comprising the step of
dehydrohalogenating a chlorofluoroethane represented by formula (1) CFClX1—CHFX2 wherein X1 and X2 are different from each other and represent H, F, or Cl; and either X1 or X2 is H.

### Claim 2 (depends on 1)

The method according to claim 1, wherein the dehydrohalogenation step is performed in a gas phase.

### Claim 3 (depends on 1)

The method according to claim 1, wherein the chlorofluoroethane is at least one member selected from the group consisting of 1-chloro-1,2,2-trifluoroethane, 1-chloro-1,1,2-trifluoroethane, 1,2-dichloro-1,2-difluoroethane, and 1,1-dichloro-1,2-difluoroethane.

### Claim 4 (depends on 1)

The method according to claim 1, wherein the dehydrohalogenation step is performed in the presence of a catalyst.

### Claim 5 (depends on 1)

The method according to claim 1, wherein the dehydrohalogenation step is performed in the absence of a catalyst.

### Claim 6 (depends on 1)

The method according to claim 1, wherein the dehydrohalogenation step is performed at a temperature of 200 to 550° C.

### Claim 7 (depends on 1)

The method according to claim 1, wherein the chlorofluoroethane is 1-chloro-1,2,2-trifluoroethane and/or 1-chloro-1,1,2-trifluoroethane, and the dehydrohalogenation step is a dehydrofluorination step.

### Claim 8

A method for producing 1-chloro-1,2-difluoroethylene, the method comprising the steps of
reducing a chlorotrifluoroethylene and/or 1,1,2-trichloro-1,2,2-trifluoroethane to generate a chlorotrifluoroethane represented by formula (2) CFClX3—CHFX4 wherein X3 and X4 are different from each other and represent H or F, and
dehydrofluorinating the chlorotrifluoroethane obtained in the previous step.