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Sulfone compound

A technology of sulfone compounds and groups, applied in the preparation of organic compounds, organic chemistry, electrochemical generators, etc., can solve the problems of poor thermal stability, high water solubility, and reduced function of propylene carbonate, and achieve thermal stability Excellent, low melting point, the effect of inhibiting the mixing of water

Inactive Publication Date: 2011-09-21
SUMITOMO SEIKA CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, the sulfone compounds described in Patent Document 1 and Patent Document 2 have problems such as a decrease in function in a low-temperature environment because of their high melting points.
In addition, propylene carbonate used together with these compounds has problems such as poor thermal stability and high water solubility

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Embodiment 1 [synthesis of butyl isobutyl sulfone (BIBS)]

[0052]Under nitrogen atmosphere, put 60g (0.15mol) 10% sodium hydroxide aqueous solution into the 200mL capacity four-necked flask equipped with stirrer, thermometer and cooler, while maintaining at room temperature, add 13.5g (0.15mol) slowly ) 1-butanethiol, followed by stirring for 1 hour. Then, 13.7g (0.10mol) of 1-bromo-2-methylpropane was dropped into a 200mL capacity four-neck flask equipped with a stirrer, a thermometer and a cooler, and all of the above-mentioned 1-butanethiol aqueous sodium hydroxide solution was added. , stirred at 60 °C for 2 hours. It was cooled to room temperature, 50 ml of dichloromethane was added, and after stirring for 10 minutes, the dichloromethane layer was separated and washed once with 30 mL of ultrapure water. 19.2 g (0.20 mol) of 35% hydrogen peroxide was added to the obtained dichloromethane layer, stirred at 30° C. for 2 hours, and the dichloromethane layer was dist...

Embodiment 2

[0057] Embodiment 2[synthetic propyl isobutyl sulfone (PIBS)]

[0058] Under a nitrogen atmosphere, put 60g (0.15mol) of 10% sodium hydroxide aqueous solution into a 200mL four-necked flask equipped with a stirrer, a thermometer and a cooler, and slowly add 11.4g (0.15mol) ) 1-propanethiol, followed by stirring for 1 hour. Then, 13.7g (0.10mol) of 1-bromo-2-methylpropane was dropped into a 200mL capacity four-necked flask equipped with a stirrer, a thermometer and a cooler, and all of the above-mentioned 1-propanethiol aqueous sodium hydroxide solution was added. , stirred at 60 °C for 2 hours. It was cooled to room temperature, 50 ml of dichloromethane was added, and after stirring for 10 minutes, the dichloromethane layer was separated and washed once with 30 mL of ultrapure water. 19.2 g (0.20 mol) of 35% hydrogen peroxide was added to the obtained dichloromethane layer, stirred at 30° C. for 2 hours, and 14.5 g of a colorless and transparent propyl isobutyl sulfone liqui...

Embodiment 3

[0063] Embodiment 3 [synthesis of isopropyl isobutyl sulfone (IPIBS)]

[0064] Under a nitrogen atmosphere, put 60g (0.15mol) of 10% sodium hydroxide aqueous solution into a 200mL four-necked flask equipped with a stirrer, a thermometer and a cooler, and slowly add 11.4g (0.15mol) ) 2-propanethiol, followed by stirring for 1 hour. Then, 13.7g (0.10mol) of 1-bromo-2-methylpropane was dropped into a 200mL capacity four-necked flask equipped with a stirrer, a thermometer and a cooler, and all of the above-mentioned 2-propanethiol aqueous sodium hydroxide solution was added. , stirred at 60 °C for 2 hours. It was cooled to room temperature, 50 ml of dichloromethane was added, and after stirring for 10 minutes, the dichloromethane layer was separated and washed once with 30 mL of ultrapure water. 19.2 g (0.20 mol) of 35% hydrogen peroxide was added to the obtained dichloromethane layer, stirred at 30° C. for 2 hours, and 11.2 g of a colorless and transparent isopropyl isobutyl su...

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Abstract

An aprotic polar solvent having a relatively low melting point and excellent thermal stability, which is chiefly useful as solvents for electrochemical devices and the like. Specifically disclosed is a sulfone compound represented by formula (1). In formula (1), R1 and R2 each represents an alkyl group having 3-6 carbon atoms, provided that R1 and R2 represent groups different from each other.

Description

technical field [0001] The present invention relates to sulfone compounds. More specifically, it relates to sulfone compounds mainly used as solvents for electrochemical devices and the like. technical background [0002] Sulfone compounds are used as extraction solvents and various reaction solvents. On the other hand, they have high dielectric constants, and as aprotic polar solvents, they are also used as solvents for electrochemical devices. Specifically, an electric double layer capacitor using sulfolane derivatives such as sulfolane and 3-methylsulfolane as a sulfone compound has been proposed (Patent Document 1); Proposals such as an electric double layer capacitor using a mixed solvent of propylene carbonate as an electrolytic solution (Patent Document 2). [0003] Aprotic polar solvents used as solvents for electrochemical devices and the like are generally desired to have a low melting point, excellent thermal stability, and low viscosity. In addition, depending...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C317/04
CPCY02E60/12H01M10/0569H01M6/164C07C317/04Y02E60/10C07C315/00
Inventor 竹内刚桧山武宽李春神吉利彦
Owner SUMITOMO SEIKA CHEM CO LTD
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