Synthesis of trifluoroacetyl iodide (TFAI) from trifluoroacetyl chloride (TFAC) and hydrogen iodide (HI) in a liquid phase reaction

Patent metadata

Field	Value
Publication number	US-12084412-B2
Application number	US-202117219390-A
Country	US
Kind code	B2
Filing date	Mar 31, 2021
Priority date	Apr 8, 2020
Publication date	Sep 10, 2024
Grant date	Sep 10, 2024

Abstract

The present disclosure provides a process for making trifluoroacetyl iodide (TFAI) in a liquid phase reaction. Specifically, the present disclosure provides a liquid phase reaction of trifluoroacetyl chloride (TFAC) and hydrogen iodide (HI), with or without a catalyst, to form trifluoroacetyl iodide (TFAI). The reaction may be performed at ambient or elevated temperatures.

First claim

The invention claimed is:

1. A process for producing trifluoroacetyl iodide (TFAI) in a liquid phase reaction, the process comprising:
providing trifluoroacetyl chloride, hydrogen iodide, and an optional catalyst;
reacting the trifluoroacetyl chloride and hydrogen iodide to provide trifluoroacetyl iodide at a temperature from 25° C. to 90° ° C.,
and
wherein the process has a selectivity for trifluoroacetyl iodide that is greater than 90%.

2. The process of claim 1 , wherein in the providing step, the mole ratio of the trifluoroacetyl chloride to the hydrogen iodide is from about 1:1 to about 10:1.

3. The process of claim 1 , wherein in the providing step, a weight ratio of the catalyst to the trifluoroacetyl chloride is from about 0.001:1 to about 0.5:1.

4. The process of claim 1 , wherein the catalyst is selected from the group consisting of silicon carbide, activated carbon, carbon molecular sieves, and combinations thereof.

5. The process of claim 1 , wherein in the reacting step, the trifluoroacetyl chloride, the hydrogen iodide, and the optional catalyst are at a temperature from 35° C. to 60° C.

6. A process for producing trifluoroacetyl iodide (TFAI) in a liquid phase reaction, the process comprising:
mixing trifluoroacetyl chloride, hydrogen iodide, and an optional catalyst; and
heating the trifluoroacetyl chloride, hydrogen iodide to a temperature from 25° C. to 90° C., and an optional catalyst to produce trifluoroacetyl iodide and hydrogen chloride, and
separating the trifluoroacetyl iodide from the hydrogen chloride, trifluoroacetyl chloride, and hydrogen iodide,
wherein the process has a selectivity for trifluoroacetyl iodide that is greater than 90%.

7. The process of claim 6 , wherein the process is a batch process.

8. The process of claim 6 , wherein the catalyst is selected from the group consisting of silicon carbide, activated carbon, carbon molecular sieves, and combinations thereof.

9. The process of claim 6 , wherein in the heating step, the trifluoroacetyl chloride, the hydrogen iodide, and the optional catalyst are at a temperature from 35° C. to 60° C.

10. The process of claim 6 , wherein in the heating step, the trifluoroacetyl chloride, the hydrogen iodide, and the optional catalyst are at a pressure of 5 psig to 500 psig.

11. The process of claim 1 , wherein in the reacting step, the trifluoroacetyl chloride, the hydrogen iodide, and the optional catalyst, are at a temperature from 25° C. to 90° C., and the process results in a greater than 80% conversion of trifluoroacetyl chloride and a greater than 99% selectivity for TFAI.

12. The process of claim 1 , wherein in the reacting step, the trifluoroacetyl chloride, hydrogen iodide, and the optional catalyst, have a residence time from about 0.1 hours to about 5 hours to provide trifluoroacetyl iodide.

13. The process of claim 1 , wherein the process is a continuous process.

14. The process of claim 1 , wherein a catalyst is present and where the catalyst is silicon carbide.

15. The process of claim 6 , wherein the process results in a greater than 80% conversion of trifluoroacetyl chloride and a greater than 99% selectivity for TFAI.

Assignees

• Honeywell Int Inc

Inventors

• Yang Terris
• Wang Haiyou

Classifications

• B01J27/224 Primary

  Silicon carbide · CPC title

• B01J21/18

  Carbon · CPC title

• B01J2219/00033

  Continuous processes · CPC title

• B01J29/035

  {Microporous crystalline materials not having base exchange properties, such as} silica polymorphs, e.g. silicalites · CPC title

• B01J2219/00029

  Batch processes · CPC title