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Synthesis of bis(fluorosulfonyl)imide

A fluorosulfonyl, imine compound technology, applied in the direction of imine disulfonic acid/nitrilotrisulfonic acid, lithium compounds, bismuth compounds, etc., can solve the complex, difficult to achieve, Problems such as the inability to implement bis(fluorosulfonyl)imide

Inactive Publication Date: 2015-06-17
BOULDER IONICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Arsenic trifluoride is toxic and is particularly difficult to handle on an industrial scale due to its high vapor pressure
In addition, the reaction can form dangerous nitrous acid vapors in the reactor
[0012] U.S. Patent 7,919,629 describes the difficulties in the synthesis of HFSI, stating in part that "therefore, the use of bis(fluorosulfonyl)imides is extremely complex and difficult to achieve
Despite nearly 10 years of effort in collaboration with renowned academic and industrial experts in fluorine chemistry, the preparation of bis(fluorosulfonyl)imides on an industrial scale may not be feasible

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] Embodiment 1: Synthesis of two (chlorosulfonyl) imines (HCSI)

[0074] Under argon atmosphere, into a three-necked round bottom flask equipped with mechanical stirring, condenser and thermometer, were added sulfamic acid (4.2mol, 407.8.5g), chlorosulfonic acid (4.2mol, 489.3g, 333ml) and sulfurous acid A mixture of acid chlorides (11.50 mol, 1369.2 g, 835 ml). The reaction mixture was heated to 130 °C for 24 h. The liberated hydrogen chloride and sulfur dioxide were scrubbed by bubbling in 2.56 molar caustic soda solution. Excess thionyl chloride was recovered by distillation at ambient pressure. The bis(chlorosulfonyl)imide was distilled under reduced pressure, and it was a pale yellow liquid, which solidified at room temperature. Yield: 880 g (98%), boiling point 101-103° C. / 1 mmHg.

Embodiment 2

[0075] Example 2: Synthesis of two (fluorosulfonyl) imines (HFSI)

[0076] To a 100 ml PTFE-coated flask containing bis(chlorosulfonyl)imide (0.56 mol, 120 g) was added bismuth trifluoride (0.37 mol, 99.42 g) at room temperature under argon atmosphere with vigorous stirring. The mixture was cooled with tap water, then slowly warmed to room temperature. It was stirred at room temperature for 12 h, then transferred to a glass flask, and distilled under reduced pressure to give HFSI as a colorless liquid. Yield: 91.35 g (90%); boiling point 68-69° C. / 25 mmHg.

Embodiment 3

[0077] Embodiment 3: Bismuth trichloride is converted into bismuth (III) oxide (Bi 2 O 3 )

[0078] Bismuth trichloride (0.35 mol, 110.36 g) was placed in a beaker and hydrolyzed with a solution of sodium carbonate (0.25 mol, 44.5 g) in water (200 ml) and heated to 90° C. for 30 minutes. bismuth oxide (III) , which is a water-insoluble solid. The reaction mixture was filtered, washed with water and dried in air to give bismuth oxide (III) , which is an off-white solid. Yield: 80 g (95%).

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Abstract

The present invention provides methods for producing bis(fluorosulfonyl) compounds of the formula: F—S(O)2—Z—S(O)2—F  I by contacting a nonfluorohalide compound of the formula: X—S(O)2—Z—S(O)2—X with bismuth trifluoride under conditions sufficient to produce the bis(fluorosulfonyl) compound of Formula I, where Z and X are those defined herein.

Description

technical field [0001] The present invention relates to using bismuth trifluoride by formula X—S (O) 2 —Z—S(O) 2 -X's non-fluorine halide compound preparation formula F—S (O) 2 —Z—S(O) 2 - Method for the bis(fluorosulfonyl) compound of F. These compounds are useful in a variety of applications, including as electrolytes in electrochemical devices such as batteries and capacitors. Background technique [0002] Fluorine has the highest electronegativity in the periodic table. Therefore, the introduction of fluorine into a molecule often results in significant changes in the physical and chemical properties of that molecule. Some fluorine-containing compounds are highly electrochemically stable and are used in electrochemical energy storage devices, such as batteries and electric double layer capacitors (EDLCs). For example, fluoride salts such as lithium bis(trifluoromethylsulfonyl)imide (Li TFSI) have been used as electrolyte components for batteries and EDLCs. These s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C01B21/093C01D15/00
CPCC01B21/0935C01G29/00C01P2006/60H01G11/62H01M10/052H01M10/0568H01M2300/0025Y02E60/10Y02P20/582Y02E60/13
Inventor P.R.辛格J.L.马丁J.C.波舒斯塔
Owner BOULDER IONICS
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