Processes for producing trifluoroiodomethane using trifluoroacetic acid

Patent metadata

Field	Value
Publication number	US-10941089-B2
Application number	US-202016797696-A
Country	US
Kind code	B2
Filing date	Feb 21, 2020
Priority date	Mar 4, 2019
Publication date	Mar 9, 2021
Grant date	Mar 9, 2021

Abstract

The present disclosure provides a process for producing trifluoroiodomethane by reacting trifluoroacetic acid, an iodine source, and a metal fluoride in the presence of a metal catalyst to produce trifluoroiodomethane.

First claim

What is claimed is:

1. A process for producing trifluoroiodomethane (CF 3 I), the process comprising:
providing trifluoroacetic acid, an iodine source, a metal catalyst, a metal fluoride and a solvent; and
reacting the trifluoroacetic acid, the iodine source, and the metal fluoride in the presence of the metal catalyst and the solvent to produce trifluoroiodomethane, wherein in the providing step, the metal fluoride is in the form of a spray-dried powder.

2. The process of claim 1 , wherein the metal fluoride comprises at least one selected from the group of lithium fluoride, potassium fluoride, sodium fluoride, rubidium fluoride, calcium fluoride, and magnesium fluoride.

3. The process of claim 1 , wherein in the providing step, a mole ratio of the trifluoroacetic acid to the metal fluoride is from about 0.1:1 to about 2.0:1.

4. The process of claim 1 , wherein the iodine source comprises at least one selected from the group of iodine, iodine monochloride, iodine monofluoride, and iodine monobromide.

5. The process of claim 1 , wherein in the providing step, a mole ratio of the trifluoroacetic acid to the iodine source is from about 0.1:1 to about 2:1.

6. The process of claim 1 , wherein the metal catalyst comprises at least one selected from the group of copper (I) iodide, ferrous chloride, and zinc (II) iodide.

7. The process of claim 1 , wherein in the providing step, the catalyst is provided for the reaction at a mole percent of the trifluoroacetic acid of from about 0.5% to about 50%.

8. The process of claim 1 , wherein the solvent is at least one selected from the group of an ionic liquid and a polar aprotic solvent.

9. The process of claim 8 , wherein the solvent is at least one selected from the group of imidazolium salts, caprolactamium hydrogen sulfate, sulfolane, N,N-dimethylacetamide, N-methyl-2-pyrrolidone (NMP), and dimethyl sulfone.

10. The process of claim 1 , wherein in the reacting step, the trifluoroacetic acid, the iodine source, the metal fluoride and the solvent are at a temperature from 100° C. to 250° C.

11. A process for producing trifluoroiodomethane (CF 3 I), the process comprising:
mixing trifluoroacetic acid, an iodine source, a metal catalyst, a metal fluoride, and a solvent, wherein the metal fluoride is in the form of a spray-dried powder; and
heating the trifluoroacetic acid, the iodine source, the metal catalyst, the metal fluoride, and the solvent to react the trifluoroacetic acid, the iodine source, and the metal fluoride to produce trifluoroiodomethane and a metal salt.

12. The process of claim 11 , further including separating the trifluoroiodomethane from the metal salt.

13. The process of claim 11 , wherein the process is a continuous process.

14. The process of claim 11 , wherein the process is a batch process.

15. The process of claim 11 , wherein the metal fluoride comprises at least one selected from the group of lithium fluoride, potassium fluoride, sodium fluoride, rubidium fluoride, calcium fluoride, and magnesium fluoride.

16. The process of claim 11 , wherein the iodine source comprises at least one selected from the group of iodine, iodine monochloride, iodine monofluoride, and iodine monobromide.

17. The process of claim 11 , wherein the metal catalyst comprises at least one selected from the group of copper (I) iodide, ferrous chloride, and zinc (II) iodide.

18. The process of claim 11 , wherein the trifluoroacetic acid, the iodine source, the metal fluoride and the solvent are heated to a temperature from 100° C. to 250° C.

Assignees

• Honeywell Int Inc

Inventors

• Jungong Christian
• Wang Haiyou
• Yang Terris

Classifications

• C07C19/16

  and iodine · CPC title

• C07C17/389 Primary

  by adsorption on solids · CPC title

• C07C17/363 Primary

  by elimination of carboxyl groups · CPC title

• C07C17/093

  by replacement by halogens · CPC title

• B01J27/122

  of copper · CPC title