IP Library Granted Patent US 12,479,724
Granted Patent B2
US 12,479,724 · App. 17/769,551 · Granted Nov 25, 2025

Bis(fluorosulfonyl)imide salts and preparation method thereof

Inventors: Olivier Buisine (Saint Genis-Laval, FR); Yeon-Joon Kim (Seoul, KR); Byeong-Ki Kim (Seoul, KR)
Assignee: SYENSQO SA
C01B21/093B01D9/00C01B21/086C07C303/42C07C311/48H01M10/0568C01P2006/40C01P2006/80C07B2200/13H01M2300/0025
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Quick Facts
Patent No.
US 12,479,724
App. No.
17/769,551
Granted
Nov 25, 2025
Kind
B2
Abstract

The present invention relates to bis(fluorosulfonyl)imide salts, and their preparation methods. More specifically, the invention provides a new salt of bis(fluorosulfonyl)imide containing from 0.01 ppm to 10000 ppm of a halogenated alcohol. The invention further relates to a method for producing said salt of bis(fluorosulfonyl)imide, said method comprising a step of crystallizing a raw salt of bis(fluorosulfonyl)imide within a crystallization solvent comprising at least a halogenated alcohol. The use of said salt of bis(fluorosulfonyl)imide is also disclosed.

Claims (15)

1 . A method for producing a salt of bis(fluorosulfonyl)imide in the form of a solid crystallized compound and containing a salt of bis(fluorosulfonyl)imide in the form of a solid crystallized compound and containing from 0.01 ppm to 10,000 ppm of a halogenated alcohol, where the salt is represented by the formula (I):

[(FSO 2 ) 2 N − ] n M n+   (1),

wherein M n+ represents an ammonium cation, and n is an integer from 1 representing the valence of the ammonium cation M n+ , said method comprising crystallizing a salt of bis(fluorosulfonyl)imide within a crystallization solvent comprising at least a halogenated alcohol.

2 . The method according to claim 1 , wherein crystallizing a salt of bis(fluorosulfonyl)imide is a recrystallization comprising:

providing the salt of bis(fluorosulfonyl)imide,

dissolving said salt of bis(fluorosulfonyl)imide within said crystallization solvent,

causing the salt of bis(fluorosulfonyl)imide to crystallize; and

recovering the salt of bis(fluorosulfonyl)imide in the form of a solid crystallized compound.

3 . The method according to claim 1 , wherein the halogenated alcohol is a fluorinated alcohol selected from the group consisting of nonafluoro-tert-butanol, hexafluoroisopropanol, pentafluorophenol, difluoroethanol and trifluoroethanol.

4 . The method according to claim 1 , wherein the crystallization solvent comprises a mixture of at least one halogenated alcohol and another solvent which is not a halogenated alcohol selected from the group consisting of ethyl methyl carbonate, dimethyl carbonate; ethyl acetate, butyl acetate, ethyl propionate; dichloromethane, 1,2-dichloroethane; benzene, toluene; pentane, hexane, heptane; valeronitrile, and acetonitrile.

5 . The method according to claim 1 , wherein the crystallization solvent contains water, at a content between 0.01% and 20%, based on the total weight of the crystallization solvent.

6 . The method according to claim 1 , wherein the salt of bis(fluorosulfonyl)imide in the form of a solid crystallized compound is ammonium bis(fluorosulfonyl)imide; and the salt of bis(fluorosulfonyl)imide is ammonium bis(fluorosulfonyl)imide produced according to the following process:

reacting bis(chlorosulfonyl)imide or salts thereof with ammonium fluoride to produce ammonium salt of bis(fluorosulfonyl)imide; and

precipitating and separating the ammonium salt of bis(fluorosulfonyl)imide.

7 . A method for producing an alkali salt of bis(fluorosulfonyl)imide, the method comprising: producing the salt of bis(fluorosulfonyl)imide in the form of a solid crystallized compound according to claim 1 and reacting said solid crystallized compound of bis(fluorosulfonyl)imide with an alkali agent to obtain the alkali salt of bis(fluorosulfonyl)imide.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2024
From: SOLVAY SA
To: SYENSQO SA
Reel/Frame 066406/0174 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2022
From: BUISINE, OLIVIER; KIM, YEON-JOON; KIM, BYEONG-KI
To: SOLVAY SA
Reel/Frame 061113/0779 →
Priority Claims (1)
EP 19203159 · Oct 15, 2019 · regional
Continuity (2)
Related Publication 20240132352A1 · Apr 25, 2024
Related Publication 20240228283A9 · Jul 11, 2024
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