IP Library Granted Patent US 8,722,005
Granted Patent B1
US 8,722,005 · App. 13/951,973 · Granted May 13, 2014

Synthesis of hydrogen bis(fluorosulfonyl)imide

Inventors: Joseph Carl Poshusta (Broomfield, CO); Jerry Lynn Martin (Superior, CO); Rajendra P. Singh (Broomfield, CO)
Assignee: Boulder Ionics Corporation
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Quick Facts
Patent No.
US 8,722,005
App. No.
13/951,973
Granted
May 13, 2014
Kind
B1
Abstract

The invention provides a method for producing hydrogen bis(fluorosulfonyl)imide (HFSI) by reacting hydrogen bis(halosulfonyl)imide (HXSI) with hydrogen fluoride, where each X is independently a nonfluoro-halide, such as Cl, Br, or I.

Claims (22)

1. A method for producing a high yield of hydrogen bis(fluorosulfonyl)imide (HFSI) from hydrogen bis(halosulfonyl)imide (HXSI) using hydrogen fluoride, said method comprising reacting HXSI with HF and during the reaction, selectively removing HX that is produced in the reaction to produce HFSI in at least 80% yield, wherein each X is independently Cl, Br, or I.

2. The method according to claim 1 , wherein said reacting step also produces HX.

3. The method according to claim 1 , wherein HXSI is reacted with HF under HF refluxing condition.

4. The method according to claim 3 , wherein HXSI is reacted with HF at atmospheric pressure.

5. The method according to claim 1 , wherein each X is Cl.

6. The method according to claim 1 , wherein said step of reacting HXSI with HF comprises adding HF batch-wise.

7. The method according to claim 1 , wherein said step of reacting HXSI with HF comprises adding HF continually.

8. The method according to claim 1 , wherein the reaction temperature is at least 30° C. 30° C.

9. The method according to claim 1 , wherein at least 2 equivalent of total HF is added to the reaction.

10. The method according to claim 1 , wherein the yield of HFSI is at least 90%.

11. The method according to claim 1 , wherein HXSI is reacted with HF in the presence of a catalyst.

12. The method according to claim 11 , wherein said catalyst comprises a Bi(III) compound.

13. The method according to claim 12 , wherein said Bi(III) compound is a bismuth trihalide.

14. The method according to claim 11 , wherein about 0.5 equivalent or less of said catalyst is added to the reaction.

15. A process for producing hydrogen bis(fluorosulfonyl)imide (HFSI) from hydrogen bis(chlorosulfonyl)imide (HCSI), said process comprising:

reacting HCSI with HF under HF refluxing condition

and selectively removing hydrochloric acid (HCl) that is formed in the reaction, wherein said process produces at least 80% yield of HFSI.

16. The process of claim 15 , wherein the reaction condition comprises atmospheric pressure.

17. The process of claim 15 , wherein HCSI is reacted with HF in the presence of a catalyst.

18. The process of claim 17 , wherein said catalyst comprises a Bi(III) compound.

19. The process of claim 18 , wherein the Bi(III) compound comprises bismuth trichloride, bismuth trifluoride, or a combination thereof.

20. A method for producing a high yield of hydrogen bis(fluorosulfonyl)imide (HFSI) from hydrogen bis(halosulfonyl)imide (HXSI) using hydrogen fluoride, said method comprising reacting HXSI with HF under HF refluxing condition to produce HFSI in at least 80% yield, wherein each X is independently Cl, Br, or I.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 22, 2019
From: ULTRA-CHARGE, LTD.
To: SES HOLDINGS PTE. LTD
Reel/Frame 049559/0855 →
NUNC PRO TUNC ASSIGNMENT Recorded Jun 20, 2019
From: COORSTEK FLUOROCHEMICALS, INC.
To: ULTRA-CHARGE, LTD.
Reel/Frame 049527/0413 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CONVEYING PARTY DATA PREVIOUSLY RECORDED ON REEL 045773 FRAME 0605. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 3, 2019
From: COORSTEK SPECIALTY CHEMICALS, LLC
To: ULTRA-CHARGE, LTD
Reel/Frame 049353/0108 →
CHANGE OF NAME Recorded May 16, 2019
From: BOULDER IONICS CORPORATION
To: COORSTEK FLUOROCHEMICALS, INC.
Reel/Frame 049194/0860 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2018
From: COORSTEK FLUOROCHEMICALS, INC
To: ULTRA-CHARGE, LTD
Reel/Frame 045773/0400 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2018
From: COORSTEK FLUOROCHEMICALS, INC
To: ULTRA-CHARGE, LTD
Reel/Frame 045773/0605 →
CHANGE OF NAME Recorded Jun 19, 2015
From: POSHUSTA, JOSEPH CARL; MARTIN, JERRY LYNN; SINGH, RAJENDRA P
To: COORSTEK FLUOROCHEMICALS, INC.
Reel/Frame 035979/0645 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE'S STATE OF INCORPORATION PREVIOUSLY RECORDED ON REEL 031261 FRAME 0648. ASSIGNOR(S) HEREBY CONFIRMS THE "A COLORADO CORPORATION" SHOULD READ "A DELAWARE CORPORATION". Recorded Oct 14, 2014
From: POSHUSTA, JOSEPH CARL; MARTIN, JERRY LYNN; SINGH, RAJENDRA P.
To: BOULDER IONICS CORPORATION
Reel/Frame 034011/0930 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 23, 2013
From: POSHUSTA, JOSEPH CARL; MARTIN, JERRY LYNN; SINGH, RAJENDRA P.
To: BOULDER IONICS CORPORATION
Reel/Frame 031261/0648 →