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Ionic liquid containing phosphonium ion and method for producing same

A technology of ionic liquids and cations, applied in the manufacture of final products, chemical instruments and methods, sustainable manufacturing/processing, etc., can solve problems such as low viscosity, obstacles in the application of electrolytes, electrolytes or additives, and high conductivity

Active Publication Date: 2008-04-23
KANTO DENKA IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] That is, because it is in a stable liquid state in a wide temperature range from low temperature, and has low viscosity, high conductivity, and excellent electrochemical stability, there are few ionic liquids that can be used alone, so it is used as a lithium secondary battery, There are great obstacles in the application of electric dipole layer capacitors, fuel cells or dye-sensitized solar cells, and electrolytes, electrolytic solutions, or additives for power storage devices

Method used

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  • Ionic liquid containing phosphonium ion and method for producing same
  • Ionic liquid containing phosphonium ion and method for producing same
  • Ionic liquid containing phosphonium ion and method for producing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0044] (a) the preparation of three (dimethylamino) methoxyphosphonium methyl sulfates

[0045] Use a two-necked eggplant-shaped flask equipped with a reflux cooling tube, a dropping funnel, and a magnetic stirrer at room temperature under N 2 Under an atmosphere, 1.4 g (11.2 mmol) of dimethyl sulfate was added dropwise to 2.0 g (11.2 mmol) of hexamethylphosphate triamide, and stirred at room temperature for 15 hours to obtain a white solid salt. Wash thoroughly with diethyl ether, and vacuum-dry at 50° C. for 5 hours to obtain tris(dimethylamino)methoxyphosphonium methyl sulfate with a yield of 74%.

[0046] Compound identification was carried out using a nuclear magnetic resonance analyzer (BRUKER Ultra Shield 300 NMR Spectrometer manufactured by BRUKER). Spectral data are shown below.

[0047] 1 H-NMR (300MHz, solvent: acetone-d6, standard substance: tetramethylsilane)

[0048] δ4.06(d,3H)

[0049] 3.47(s, 3H)

[0050] 2.90 (d, 18H)

[0051] The structural formula is...

Embodiment 2

[0066] (c) Preparation of three (dimethylamino) ethoxyphosphonium ethyl sulfate

[0067] Use a two-necked eggplant-shaped flask equipped with a reflux cooling tube, a dropping funnel, and a magnetic stirrer at room temperature under N 2 Under an atmosphere, 2.1 g (13.4 mmol) of diethyl sulfate was added dropwise to 2.0 g (11.2 mmol) of hexamethylphosphoric acid triamide, and stirred at 20° C. for 5 days to obtain a white solid salt. Wash thoroughly with diethyl ether, and vacuum-dry at 50° C. for 5 hours to obtain ethyl tris(dimethylamino)ethoxyphosphonium sulfate with a yield of 87%.

[0068] Compound identification was carried out using a nuclear magnetic resonance analyzer (BRUKER Ultra Shield 300 NMR Spectrometer manufactured by BRUKER). Spectral data are shown below.

[0069] 1 H-NMR (300MHz, solvent: acetone-d6, standard substance: tetramethylsilane)

[0070] δ4.47 4.38 (m, 2H)

[0071] 3.86(q,2H)

[0072] 2.90 (d, 18H)

[0073] 1.45(t,3H)

[0074] 1.13(t,3H)

...

Embodiment 3

[0090] (e) Preparation of three (dimethylamino) butoxyphosphonium butyl sulfates

[0091] Use a two-necked eggplant-shaped flask equipped with a reflux cooling tube, a dropping funnel, and a magnetic stirrer at room temperature under N 2 Under the atmosphere, 70.4 g (335 mmol) of dibutyl sulfate was added dropwise to 50.0 g (279 mmol) of hexamethylphosphoric triamide, and stirred at 30° C. for 7 days to obtain a white solid salt. Wash thoroughly with diethyl ether, and vacuum-dry at 50° C. for 5 hours to obtain tris(dimethylamino)butoxyphosphonium butyl sulfate with a yield of 93%.

[0092] Compound identification was carried out using a nuclear magnetic resonance analyzer (BRUKER Ultra Shield 300 NMR Spectrometer manufactured by BRUKER). Spectral data are shown below.

[0093] 1 H-NMR (300MHz, solvent: acetone-d6, standard substance: tetramethylsilane)

[0094] δ4.38(q,2H)

[0095] 3.82(t,2H)

[0096] 2.90 (d, 18H)

[0097] 1.80-1.73(m, 2H)

[0098] 1.55-1.30(m, 6H) ...

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Abstract

An ionic liquid of the present invention is "an ionic liquid comprising an organic substance represented by the following general formula (1) as a cation component" and "an ionic liquid comprising a cation component and an anion component, and the cation component is one or plural kinds selected from the group consisting of cation components represented by the following formula (1)".

Description

technical field [0001] The present invention relates to an ionic liquid that is liquid in a wide temperature range from a low temperature, has a low viscosity, and has excellent electrochemical stability, a method for producing the same, and an electrical storage device, a lithium secondary battery, and a battery using the ionic liquid. Electric dipole layer capacitors, dye-sensitized solar cells, fuel cells or reaction solvents. Background technique [0002] There have been a lot of reports on ionic liquids formed by ammonium-based cations with N-atom-containing onium as cations. They are liquid at temperatures exceeding 25°C, but those that exist in a liquid state below 25°C are extremely rare. few. Furthermore, only high-viscosity ionic liquids in the state of being difficult to use as electrolytes or solvents at around room temperature have been reported. (Refer to Patent Document 1, Patent Document 2, and Non-Patent Documents 1 to 3) [0003] In addition, ionic liqui...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/24C07F9/54H01L31/04H01M8/02H01M10/40H01M14/00H01M10/052H01M10/0569H01M10/36
CPCY02E60/521Y02E10/542H01M10/0569C07C305/06H01M14/005H01M10/052Y02E60/13H01M2300/0025Y02E60/12C07C311/48C07F9/5463H01M8/1016C07F9/06H01G9/2004Y02E60/10Y02P70/50Y02E60/50C07F9/24C07F9/54H01L31/04H01M8/02
Inventor 末藤久美子大前理高原
Owner KANTO DENKA IND CO LTD