Method for producing 2-chloro-1,3,3,3-tetrafluoropropene

Patent metadata

Field	Value
Publication number	US-9533926-B2
Application number	US-201514809376-A
Country	US
Kind code	B2
Filing date	Jul 27, 2015
Priority date	Jul 28, 2014
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

A production method of 2-chloro-1,3,3,3-tetrafluoropropene (1224) according to the present invention includes bringing 2,3-dichloro-1,1,1,3-tetrafluoropropane (234da) into contact with an inorganic base having a pKa of 4.8 or greater in an aqueous medium in the presence of a phase transfer catalyst. Preferably, the inorganic base has a pKa of 10 or greater. Further, the phase transfer catalyst is preferably at least one selected from the group consisting of tetrabutylammonium bromide, methyltri-n-octylammonium chloride, benzyltrimethylammonium chloride and tetraethylammonium chloride. It is possible by this method to selectively produce 1224 from 234da.

First claim

The invention claimed is:

1. A production method of 2-chloro-1,3,3,3-tetrafluoropropene, comprising: bringing 2,3-dichloro-1,1,1,3-tetrafluoropropane into contact with either sodium hydroxide or potassium hydroxide as an inorganic base in an aqueous medium in the presence of at least one kind of phase transfer catalyst selected from the group consisting of tetrabutylammonium bromide, methyltri-n-octylammonium chloride, benzyltrimethylammonium chloride and tetraethylammonium chloride.

2. The production method according to claim 1 , wherein the inorganic base is used in an amount of 1 to 2 equivalents per 1 equivalent of the 2-chloro-1,3,3,3-tetrafluoropropene.

3. The production method according to claim 2 , wherein the inorganic base is used in an amount of 1 to 1.5 equivalents per 1 equivalent of the 2-chloro-1,3,3,3-tetrafluoropropene.

4. The production method according to claim 1 , wherein the at least one kind of phase transfer catalyst is used in an amount of 0.01 to 10 mol % based on the total amount of the 2-chloro-1,3,3,3-tetrafluoropropene.

5. The production method according to claim 1 , wherein the 2,3-dichloro-1,1,1,3-tetrafluoropropane is brought into contact with the inorganic base at a contact temperature of −5° C. to 100° C.

6. The production method according to claim 5 , wherein the contact temperature is 0° C. to 50° C.

7. The production method according to claim 1 ,
wherein the inorganic base is used in an amount of 1 to 2 equivalents per 1 equivalent of the 2-chloro-1,3,3,3-tetrafluoropropene;
wherein the at least one kind of phase transfer catalyst is used in an amount of 0.01 to 10 mol % based on the total amount of the 2-chloro-1,3,3,3-tetrafluoropropene; and
wherein the 2,3-dichloro-1,1,1,3-tetrafluoropropane is brought into contact with the inorganic base at a contact temperature of 0° C. to 50° C.

Assignees

• Central Glass Co Ltd

Inventors

• Imura Hideaki
• Takada Naoto

Classifications

• B01J31/0271

  also containing elements or functional groups covered by B01J31/0201 - B01J31/0231 · CPC title

• B01J2231/76

  Dehydrogenation · CPC title

• B01J2531/002

  Materials · CPC title

• C07C17/25 Primary

  by splitting-off hydrogen halides from halogenated hydrocarbons · CPC title

• B01J2231/32

  Addition reactions to C=C or C-C triple bonds · CPC title