Process for producing hydrogen bis(chlorosulfonyl)imide

Patent metadata

Field	Value
Publication number	US-2025326640-A1
Application number	US-202318871086-A
Country	US
Kind code	A1
Filing date	May 30, 2023
Priority date	Jun 1, 2022
Publication date	Oct 23, 2025
Grant date	—

Abstract

The present invention relates to a process for manufacturing hydrogen bis(chlorosulfonyl)imide (HCSI), said process comprising following steps: (i) providing to a reactor a composition (H) comprising chlorosulfonyl isocyanate in an amount (CSI-1), chlorosulfonic acid in an amount (CSA-1) and HCSI in an amount (HCSI-1) of most 20 wt. % based on the total weight of composition (H), and (ii) heating said composition (H). The present invention also relates to a method for recycling a composition (H) as defined above, said method comprising feeding said composition (H) to a reactor, and heating said composition (H) at a temperature below 150° C.

First claim

1 . A process for manufacturing hydrogen bis(chlorosulfonyl)imide (HCSI), said process comprising the following steps:
(i) providing to a reactor a composition (H) comprising chlorosulfonyl isocyanate in an amount (CSI-1), chlorosulfonic acid in an amount (CSA-1) and HCSI in an amount (HCSI-1) of at most 20 wt. % based on the total weight of composition (H), and (ii) heating said composition (H), thus obtaining a mixture (M1) comprising HCSI in an amount (HCSI-2), wherein (HCSI-2) is higher than (HCSI-1).

2 . The process according to claim 1 , wherein said composition (H) comprises HCSI in an amount (HCSI-1) of:
at most 15 wt. % based on the total weight of composition (H); and/or at least 0.01 wt. % of HCSI, based on the total weight of composition (H).

3 . The process according to claim 1 , wherein step (ii) is performed at a temperature between 40° C. and 150° C.

4 . The process according to claim 1 , wherein said process comprises after step (ii), a step of:
(iii) treating said mixture (M1) to recover HCSI in an amount (HCSI-3) and a composition (C2) comprising chlorosulfonyl isocyanate in an amount (CSI-4), chlorosulfonic acid in an amount (CSA-4) and HCSI in an amount (HCSI-4) of at most 20 wt. % based on the total weight of composition (C2), wherein amount (HCSI-3) is higher than amount (HCSI-4).

5 . The process according to claim 4 , wherein in step (iii), at least one distillation under reduced pressure is performed to recover said composition (C2).

6 . The process according to claim 3 , wherein said at least one distillation is performed at a pressure between 40 and 5 mbar abs (4000 Pa and 500 Pa) and/or by keeping the distillation device at a temperature between 30° C. and 140° C.

7 . The process according to claim 4 , wherein in step (iii) at least two distillation steps are performed to recover composition (C2).

8 . The process according to claim 7 , wherein:
a first distillation is performed at a pressure between 40 and 20 mbar abs (4000 Pa and 2000 Pa) and/or by keeping the distillation device at a temperature between 3° and 130° C. and at least a further distillation is performed at a pressure between 30 and 5 mbar abs (3000 Pa and 500 Pa) and/or by keeping the distillation device at a temperature between 4° and 160° C.

9 . The process according to claim 4 , wherein in step (iii), at least one distillation under reduced pressure to recover HCSI is performed, performed at a pressure between 1 and 10 mbar abs (100 Pa and 1000 Pa) and/or by keeping the distillation device at a temperature between 100° C. and 160° C.

10 . The process according to claim 1 , wherein step (ii) is performed by feeding chlorosulfonyl isocyanate in an amount (CSI-2) and chlorosulfonic acid in an amount (CSA-2).

11 . The process according to claim 10 , wherein the weight ratio of composition (H) to the sum of chlorosulfonyl isocyanate in amount (CSI-2) and chlorosulfonic acid in amount (CSA-2) is of at least 0.001:1 before heating.

12 . The process according to claim 10 , wherein the weight ratio of composition (H) to the sum of chlorosulfonyl isocyanate in amount (CSI-2) and chlorosulfonic acid in amount (CSA-2) is
of at least 0.005:1 before heating; and/or of at most 1:1 before heating.

13 . The process according to claim 10 , wherein the molar ratio of chlorosulfonyl isocyanate in amount (CSI-2) and chlorosulfonic acid in amount (CSA-2) is from 1:1 to 1:20.

14 . The process according to claim 1 , wherein said process comprises, before step i), the steps of:
0-a) contacting chlorosulfonyl isocyanate and chlorosulfonic acid, thus obtaining a mixture (M*); and 00-a) treating said mixture (M*), thus obtaining HCSI and a composition (H) comprising chlorosulfonyl isocyanate in an amount (CSI-1), chlorosulfonic acid in an amount (CSA-1) and HCSI in an amount (HCSI-1) of at most 20 wt. % based on the total weight of composition (H).

15 . The process according to claim 4 , wherein said process comprises, after step (iii), the following steps:
(iv) feeding said composition (C2) to a reactor; (v) heating said composition (C2), thus obtaining a mixture (M2) comprising HCSI in an amount (HCSI-5), chlorosulfonyl isocyanate in an amount (CSI-5) and chlorosulfonic acid in an amount (CSA-5), wherein HCSI-5 is higher than HCSI-4, CSI-5 is lower than CSI-4 and CSA-5 is lower than CSA-4; (vi) treating said mixture (M2) to recover a composition (C3) comprising chlorosulfonyl isocyanate in an amount (CSI-7), chlorosulfonic acid in an amount (CSA-7) and HCSI in an amount (HCSI-7) of at most 20 wt. % based on the total weight of said composition (C3), and, optionally, HCSI in an amount HCSI-6, wherein HCSI-7 is lower than HCSI-5; (vii) optionally, repeating at least once the steps (iv), (v) and (vi) by feeding composition (C3) to a reactor, heating and recovering a composition (Cx) comprising chlorosulfonyl isocyanate in an amount (CSI-x), chlorosulfonic acid in an amount (CSA-x) and HCSI in an amount (HCSI-x) of at most 20 wt. % based on the total weight of said composition (Cx), and optionally HCSI; with the proviso that HCSI is recovered in at least one of step (vi) or (vii), wherein “x” in (Cx), (CSI-x) and (CSA-x) represents a different amount for each compound obtained each time steps (iv) to (vi) are repeated.

16 . The process according to claim 15 , wherein under step (v), composition (C2) is heated in the presence of chlorosulfonyl isocyanate in an amount (CSI-6) and chlorosulfonic acid in an amount (CSA-6) and the weight ratio of composition (C2) to the sum of chlorosulfonyl isocyanate in amount (CSI-6) and chlorosulfonic acid in amount (CSA-6) is of at least 0.001:1 before heating.

17 . A method for recycling a composition comprising chlorosulfonyl isocyanate, chlorosulfonic acid and at most 20 wt. % of HCSI, said method comprising feeding said composition to a reactor, and heating said composition at a temperature between 40° C. and 150° C., optionally in the presence of chlorosulfonyl isocyanate and chlorosulfonic acid.

Assignees

• Specialty Operations France

Inventors

• Schmitt Etienne

Classifications

• B01D3/143

  by two or more of a fractionation, separation or rectification step · CPC title

• B01D3/10

  Vacuum distillation (B01D3/12 takes precedence) · CPC title

• Y02E60/13

  Energy storage using capacitors · CPC title

• Y02E60/10

  Energy storage using batteries · CPC title

• H01G11/58

  Liquid electrolytes · CPC title