Method for preparation of bis(fluorosulfonyl)-imide

Patent metadata

Field	Value
Publication number	US-10246409-B2
Application number	US-201615571524-A
Country	US
Kind code	B2
Filing date	May 4, 2016
Priority date	May 6, 2015
Publication date	Apr 2, 2019
Grant date	Apr 2, 2019

Abstract

The invention relates to a method for the preparation of bis(fluorosulfonyl)-imide and its derivatives at elevated temperature.

First claim

The invention claimed is:

1. A method for the preparation of a compound of formula (I);

the method comprises a step STEP1;
STEP1 comprises a reaction REAC1-1;
in REAC1-1 a mixture MIXTURE-TRIPLE is reacted with HF at a temperature TEMP1-1, TEMP1-1 is at least 80° C.;
MIXTURE-TRIPLE comprises three components, a compound of formula (II), a compound of formula (III) and a compound of formula (IV);

X is identical with X1 or with X2;
X1 and X2 are identical or different and independently from each other selected from the group consisting of F, Cl, Br, I, RESF, and tolyl;
wherein RESF is a fluorinated C 1-9 alkyl, which is unsubstituted or substituted by a substituent OCF 3 ;
R n+ is selected from the group consisting of H + , Li + , Na + , K + , Mg 2+ , Ca 2+ , Zn 2+ , Cu 2+ , Al 3+ , Ti 3+ , Fe 2+ , Fe 3+ , B 3+ ,

[N(R20)(R21)(R22)R23] + , and [P(R20)(R21)(R22)R23] + ;
R20, R21, R22 and R23 are identical or different and independently from each other selected from the group consisting of H, C 1-8 alkyl, C 5-6 cycloalkyl, phenyl, benzyl, vinyl and allyl;
n is 1, 2 or 3;
wherein
the total content of the three components in MIXTURE-TRIPLE is of from 50 to 100%, the % being % by weight based on the total weight of MIXTURE-TRIPLE;
wherein
the relative ratio of the three components in MIXTURE-TRIPLE is of from
2 to 98% of the compound of formula (II),
49 to 1% of the compound of formula (III), and
49 to 1% of the compound of formula (IV);
the % are % by weight and are based on the combined weight of the three components in MIXTURE-TRIPLE; the relative ratios of the three components add up to 100%.

2. The method according to claim 1 , wherein
X1 and X2 are identical or different and independently from each other selected from the group consisting of F, Cl, Br, RESF, and tolyl;
R n+ is selected from the group consisting of H + , Li + , Na + , K + , Mg 2+ , Al 3+ ,

and [N(R20)(R21)(R22)R23] + ;
R20, R21, R22 and R23 are identical or different and independently from each other selected from the group consisting of H, C 1-4 alkyl, phenyl, benzyl, vinyl and allyl;
n is 1, 2 or 3.

3. The method according to claim 1 , wherein
TEMP1-1 is from 80 to 300° C.

4. The method according to claim 1 , wherein
the total content of the three components in MIXTURE-TRIPLE is of from 75 to 100%, the % being % by weight based on the total weight of MIXTURE-TRIPLE.

5. The method according to claim 1 , wherein
the relative ratio of the three components in MIXTURE-TRIPLE is of from
2 to 96% of the compound of formula (II),
49 to 2% of the compound of formula (III), and
49 to 2% of the compound of formula (IV);

the % are % by weight and are based on the combined weight of the three components in MIXTURE-TRIPLE; the relative ratios of the three components add up to 100%.

6. The method according to claim 1 , wherein
REAC1-1 is done in a continuous way.

7. The method according to claim 1 , wherein
STEP comprises two steps, a step STEP1-1 and a step STEP1-3;
in STEP1-1 a mixture MIXTURE1-1 which is a mixture of MIXTURE-TRIPLE and HF, is heated in a device DEVICE1-1 to TEMP1-1, wherein REAC1-1 takes place in DEVICE-1 resulting in a reaction mixture, and
in STEP1-3 the reaction mixture from DEVICE1-1 passes through a device DEVICE1-3, wherein DEVICE1-3 is a device for back pressure regulation.

8. The method according to claim 7 , wherein
STEP1 comprises a third step, a STEP1-2, which is done between STEP1-1 and STEP1-3, in STEP1-2 the reaction mixture from DEVICE1-1 passes through a DEVICE1-2 before passing through device DEVICE1-3, DEVICE1-2 is a device for cooling the reaction mixture.

9. The method according to claim 7 , wherein
the method comprises furthermore a step STEP1-4, STEP1-4 is done after STEP1-3, in STEP-4 the reaction mixture from DEVICE1-3 passes through a device DEVICE1-4, DEVICE1-4 is a device for separating gaseous components from liquid components in the reaction mixture.

10. The method according to claim 1 , wherein
MIXTURE-TRIPLE is prepared in a step STEP0;
STEP0 is done before STEP1;
STEP0 comprises a reaction REAC0-1;
REAC0-1 is a reaction of the compound of formula (III) with the compound of formula (IV).

11. The method according to claim 10 , wherein
REAC0-1 is done at a temperature TEMP0-1, TEMP0-1 is from 180 to 300° C.

12. The method according to claim 10 , wherein
REAC0-1 is done in a continuous way.

13. The method according to claim 10 , wherein
STEP0 comprises a step STEP0-1;
STEP0-1 comprises the reaction REAC0-1;
in STEP0-1 a mixture MIXTURE0-1 of the compound of formula (III) and the compound of formula (IV) is heated in a DEVICE0-1 to a TEMP0-1, REAC0-1 takes place in DEVICE0-1 resulting in a reaction mixture.

14. The method according to claim 13 , wherein
STEP0 comprises another step STEP0-2;
STEP0-2 is done after STEP0-1;
in STEP0-2 the reaction mixture from DEVICE0-1 passes through a device DEVICE0-2, DEVICE0-2 is a device for cooling the reaction mixture.

15. The method according to claim 10 , wherein
REAC0-1 and REAC1-1 are done continuously and consecutively.

Assignees

• Lonza Ag

Inventors

• Schnider Christian
• Hormes Anna-Christina
• Klein Andreas
• Bersier Michael
• Studer Philipp
• Tille Stefan
• Gruetzner Thomas

Classifications

• C01B21/086 Primary

  containing one or more sulfur atoms · CPC title

• C07C303/40 Primary

  by reactions not involving the formation of sulfonamide groups · CPC title

• B01J2219/00162

  controlling the pressure · CPC title

• B01J19/0013

  Controlling the temperature of the process · CPC title

• B01J2219/00029

  Batch processes · CPC title