Fluoroethane production method and fluoroolefin production method

Patent metadata

Field	Value
Publication number	US-11560345-B2
Application number	US-202117378004-A
Country	US
Kind code	B2
Filing date	Jul 16, 2021
Priority date	Jan 25, 2019
Publication date	Jan 24, 2023
Grant date	Jan 24, 2023

Abstract

Provided are a method for producing a fluoroethane, which is the desired product, with high selectivity; and a method for producing a fluoroolefin. The production method according to the present disclosure comprises obtaining a product comprising a fluoroethane represented by CX1X2FCX3X4X5 (wherein X1, X2, X3, X4, and X5 are the same or different and each represents a hydrogen atom, a fluorine atom, or a chlorine atom; and at least one of X1, X2, X3, X4, and X5 represents a hydrogen atom) from a fluoroethylene by a reaction in the presence of at least one catalyst in at least one reactor. The reaction is performed by introducing a starting material gas comprising the fluoroethylene into the reactor, and the water content in the starting material gas is 150 ppm by mass or less based on the total mass of the starting material gas.

First claim

The invention claimed is:

1. A method for producing a fluoroethane represented by the following formula (1):
CX 1 X 2 FCX 3 X 4 X 5   (1),

wherein X 1 , X 2 , X 3 , X 4 , and X 5 are the same or different and each represents a hydrogen atom, a fluorine atom, or a chlorine atom; and at least one of X 1 , X 2 , X 3 , X 4 , and X 5 represents a hydrogen atom,
the method comprising obtaining a product comprising the fluoroethane from a fluoroethylene represented by the following formula (3) by a reaction in the presence of at least one catalyst in at least one reactor:
CX 9 F=CX 10 X 11   (3),

wherein X 9 , X 10 , and X 11 are the same or different and each represents a hydrogen atom, a fluorine atom, or a chlorine atom,
wherein the reaction is performed by introducing a starting material gas comprising the fluoroethylene into the reactor,
wherein the fluoroethylene in the starting material gas is treated to adjust the water content prior to being introduced into the reactor; and
the starting material gas has a water content of 150 ppm by mass or less based on the total mass of the starting material gas.

2. The method for producing a fluoroethane according to claim 1 , wherein the fluoroethylene comprises chlorotrifluoroethylene.

3. The method for producing a fluoroethane according to claim 1 , wherein the fluoroethane comprises 1,1,2-trifluoroethane.

4. The method for producing a fluoroethane according to claim 1 , wherein the catalyst is formed by supporting a noble metal on a carrier; the reactor for performing the reaction is filled with a catalyst having a noble metal concentration of C1 mass % based on the entire catalyst and a catalyst having a noble metal concentration of C2 mass % based on the entire catalyst to form an upstream portion and a downstream portion, respectively, and C1<C2; and the reaction is performed by bringing the fluoroethylene represented by formula (3) and hydrogen gas into contact with the upstream portion and the downstream portion in this order.

5. The method for producing a fluoroethane according to claim 1 , wherein the reaction is performed in two or more reaction zones, and each reaction zone comprises a catalyst; and the starting material gas comprising the fluoroethylene is supplied to each reaction zone to perform the reaction.

6. The method for producing a fluoroethane according to claim 5 , wherein the reaction is performed in a reaction apparatus in which two or more reactors are connected in series; and each reactor comprises a reaction zone.

7. The method according to claim 3 , wherein the product comprises 1,1,2-trifluoroethane in an amount of 60 mol % or more based on the total amount of the product.

8. The method according to claim 1 , wherein the product comprises trifluoroethylene in an amount of 40 mol % or less based on the total amount of the product.

9. A method for producing a fluoroolefin, the method comprising obtaining a fluoroolefin by a dehydrofluorination reaction of a fluoroethane obtained by the method according to claim 1 .

Assignees

• Daikin Ind Ltd

Inventors

• Iwamoto Tomoyuki
• Usui Takashi
• Chaki Takehiro
• Takahashi Kazuhiro
• Nakaue Tsubasa

Classifications

• C07C17/354 Primary

  by hydrogenation · CPC title

• C07C17/357

  by dehydrogenation · CPC title

• B01J19/245

  placed in series · CPC title

• B01J23/44

  Palladium · CPC title

• B01J21/18

  Carbon · CPC title