Process for the preparation of lithium or sodium bis(fluorosulphonyl)imide

Patent metadata

Field	Value
Publication number	US-9394172-B2
Application number	US-201414476106-A
Country	US
Kind code	B2
Filing date	Sep 3, 2014
Priority date	May 24, 2011
Publication date	Jul 19, 2016
Grant date	Jul 19, 2016

Abstract

A process for the preparation of a bis(sulphonato)imide salt of formula: (III) (SO 3 − )—N − —(SO 3 − )3C + where C + represents a monovalent cation, comprising the reaction of amidosulphuric acid of formula: (I) (OH)—SO 2 —NH 2 with a halosulphonic acid of formula: (II) (OH)—SO 2 —X where X represents a halogen atom, and comprising a reaction with a base which is a salt formed with the cation C + . Also, a process for the preparation of bis(fluorosulphonyl)imide acid of formula: (V) F—(SO 2 )—NH—(SO 2 )—F and to a process for the preparation of lithium bis(fluorosulphonyl)imide salt of formula: (VII) F—(SO 2 )—N − —(SO 2 )—F Li + .

First claim

The invention claimed is:

1. Process for the preparation of a bis(fluorosulfonyl)imide acid of formula:
F—(SO 2 )—NH—(SO 2 )—F  (V)

by fluorination of a bis(chlorosulfonyl)imide acid of formula:
Cl—(SO 2 )—NH—(SO 2 )—Cl; and

purifying the bis(fluorosulfonyl)imide acid of formula (V) by extraction;
wherein the fluorination is carried out with a fluorinating agent chosen from diethylaminosulphur trifluoride and sulphur tetrafluoride.

2. Process for the preparation of bis(fluorosulphonyl)imide salt of formula:
F—(SO 2 )—N − —(SO 2 )—F M +   (VII)

wherein M is Li or Na,
the process comprising the preparation of bis(fluorosulphonyl)imide acid of formula (V) according to claim 1 and then the reaction of the bis(fluorosulphonyl)imide acid with a lithium or sodium base.

3. Process according to claim 2 , the method further comprising a stage of purification of the salt of formula (VII).

4. Process according to claim 3 , wherein the stage of purification comprises recrystallization from a polar solvent.

5. Process according to claim 4 , wherein the polar solvent is selected from alcohols, alkyl nitriles and ethers.

6. Process according to claim 1 , wherein the fluorination is carried out at a temperature of between 10° C. and 40° C.

7. Process according to claim 1 , wherein the fluorination is carried out at ambient pressure.

8. Process according to claim 1 , wherein the fluorination is carried out at a pressure between ambient pressure and 15 bar.

9. Process according to claim 1 , wherein the extraction comprises extraction with an organic solvent.

10. Process according to claim 9 , wherein the organic solvent is dimethyl carbonate.

11. Process according to claim 2 , wherein the lithium or sodium base comprises lithium hydroxide, lithium carbonate, sodium hydroxide or sodium carbonate.

12. Process according to claim 2 , wherein the reaction is carried out at a temperature of between 25° C. and 80° C.

13. Process according to claim 3 , wherein the purity of the bis(fluoro-sulphonyl)imide salt of formula (VII) is at least 99.5% by weight.

14. Process according to claim 3 , wherein the bis(fluoro-sulphonyl)imide salt of formula (VII) comprises impurities of less than 1000 ppm.

15. Process according to claim 3 , wherein the bis(fluoro-sulphonyl)imide salt of formula (VII) does not comprise moisture.

16. Process according to claim 3 , wherein the bis(fluoro-sulphonyl)imide salt of formula (VII) does not comprise impurities of salts from a cation of group 11 to 15 and period 4 to 6 of the Periodic Table.

17. An electrolyte comprising the bis(fluorosulphonyl)imide salt of formula (VII) made by the process of claim 3 .

18. Process for the preparation of bis(fluorosulphonyl)imide salt of formula: F—(SO 2 )—N − —(SO 2 )—F M + , wherein M is Li or Na, the process comprising:
fluorination of a bis(chlorosulfonyl)imide acid of formula: Cl—(SO 2 )—NH—(SO 2 )—Cl to form bis(fluorosulphonyl)imide acid formula: F—(SO 2 )—NH—(SO 2 )—F;
reaction of the bis(fluorosulphonyl)imide acid with a lithium or sodium base to form the F—(SO 2 )—N − —(SO 2 )—F M + ;
wherein the fluorination is carried out with a fluorinating agent that is diethylaminosulphur trifluoride or sulphur tetrafluoride.

19. Process according to claim 18 , wherein the lithium or sodium base comprises lithium hydroxide, lithium carbonate, sodium hydroxide or sodium carbonate.

20. Process according to claim 18 , wherein the purity of the bis(fluorosulphonyl)imide salt of formula: F—(SO 2 )—N − —(SO 2 )—F M + is at least 99.5% by weight.

21. Process according to claim 18 , wherein the bis(fluoro-sulphonyl)imide salt of formula: F—(SO 2 )—N − —(SO 2 )—F M + comprises impurities of less than 1000 ppm.

22. Process according to claim 18 , wherein the bis(fluoro-sulphonyl)imide salt of formula: F—(SO 2 )—N − —(SO 2 —F M + does not comprise moisture.

23. Process according to claim 18 , wherein the bis(fluoro-sulphonyl)imide salt of formula: F—(SO 2 )—N − —(SO 2 )—F M + does not comprise impurities of salts from a cation of group 11 to 15 and period 4 to 6 of the Periodic Table.

24. An electrolyte comprising the bis(fluorosulphonyl)imide salt of formula: F—(SO 2 )—N − —(SO 2 )—F M + made by the process of claim 18 .

25. Process for the preparation of a bis(fluorosulfonyl)imide acid of formula:
F—(SO 2 )—NH—(SO 2 )—F  (V)

by fluorination of a bis(chlorosulfonyl)imide acid of formula:
Cl—(SO 2 )—NH—(SO 2 )—Cl;

the process comprising fluorinating a starting mixture of Cl—(SO 2 )—NH—(SO 2 )—Cl and KCl,
wherein the fluorination is carried out with a fluorinating agent chosen from diethylaminosulphur trifluoride and sulphur tetrafluoride.

26. Process for the preparation of a bis(fluorosulfonyl)imide acid of formula:
F—(SO 2 )—NH—(SO 2 )—F  (V)

by fluorination of a bis(chlorosulfonyl)imide acid of formula:
Cl—(SO 2 )—NH—(SO 2 )—Cl;

wherein the fluorination is carried out with a fluorinating agent chosen from diethylaminosulphur trifluoride and sulphur tetrafluoride,
wherein the fluorination is carried out at a temperature of between 10° C. and 40° C.

Assignees

• Arkema France

Inventors

• Schmidt Grégory

Classifications

• C01B21/093 Primary

  containing also one or more sulfur atoms · CPC title

• C01B21/086 Primary

  containing one or more sulfur atoms · CPC title

• H01M10/052

  Li-accumulators · CPC title

• H01M2300/0025

  Organic electrolyte · CPC title

• H01M10/0568 Primary

  characterised by the solutes · CPC title