Synthesis of fluorotrifluoromethylsulfonyl imide
AssigneeCoorsTek Fluorochemicals, Inc.
InventorsJoseph Carl Poshusta, Jerry Lynn Martin, Rajendra P. Singh
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Abstract
The invention provides a method for producing fluorotrifluoromethylsulfonyl imide (FTFSI) by reacting non-fluorohalogenated trihalomethylsulfonyl imide (XTXSI) with hydrogen fluoride, where each X is independently a nonfluoro-halide, such as Cl, Br, or I.
Claims18
A method for producing fluorotrifluoromethylsulfonyl imide (FTFSI) from a non-fluoro halogenated trihalomethylsulfonyl imide compound of the formula:
- X1—SO2—NR1—SO2—C(X2)3 I
- wherein
- X1 is non-fluoro halide;
- each of X2 is independently halide;
- and
- R1 is hydrogen, alkyl, or a nitrogen protecting group;
- said method comprising reacting said non-fluoro halogenated trihalomethylsulfonyl imide compound with hydrogen fluoride under conditions sufficient to produce FTFSI while removing HX1, HX2 or a combination thereof that is produced during the reaction.
A method for producing fluorotrifluoromethylsulfonyl imide (FTFSI) from a non-fluoro halogenated trihalomethylsulfonyl imide compound of the formula:
- X1—SO2—NR1—SO2—C(X2)3 I
- wherein
- X1 is non-fluoro halide;
- each of X2 is independently halide;
- and
- R1 is hydrogen, alkyl, or a nitrogen protecting group;
- said method comprising reacting said non-fluoro halogenated trihalomethylsulfonyl imide compound with refluxing hydrogen fluoride to produce FTFSI.
A method for producing fluorotrifluoromethylsulfonyl imide (FTFSI) from a (chlorosulfonyl)(trichloromethylsulfonyl)imide compound of the formula:
- Cl—SO2—NR1—SO2—CCl3 I
- wherein
- R1 is hydrogen, alkyl, or a nitrogen protecting group;
- said method comprising reacting said (chlorosulfonyl)(trichloromethylsulfonyl)imide compound with hydrogen fluoride under conditions sufficient to produce FTFSI.
A method for producing fluorotrifluoromethylsulfonyl imide (FTFSI) from a non-fluoro halogenated trihalomethylsulfonyl imide compound of the formula:
- X1—SO2—NR1—SO2—C(X2)3 I
- wherein
- X1 is non-fluoro halide;
- each of X2 is independently halide;
- and
- R1 is hydrogen, alkyl, or a nitrogen protecting group;
- said method comprising reacting said non-fluoro halogenated trihalomethylsulfonyl imide compound with hydrogen fluoride in the absence of a catalyst or in the presence of a catalyst selected from the group consisting of a salt of an alkaline metal, arsenic, antimony, bismuth, zinc, or a combination thereof, and under conditions sufficient to produce FTFSI.
Dependencies are inferred from the claim text.