Cyclic sulfate compound, non-aqueous electrolyte solution containing same, and lithium secondary battery

A non-aqueous electrolyte and cyclic sulfate technology, which is applied in the field of cyclic sulfate compounds, non-aqueous electrolytes containing it, and lithium secondary batteries, which can solve the problem of reduced battery energy density, increased resistance, and reduced battery performance And other issues

Active Publication Date: 2013-05-08
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When such reductive decomposition continues to occur, the resistance of the battery increases, the charge and discharge efficiency decreases, and the energy density of the battery decreases.
In addition, on the other hand, it is known that a deterioration reaction over time also occurs in the positive electrode, and the resistance continues to rise, leading to a decrease in battery performance.

Method used

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  • Cyclic sulfate compound, non-aqueous electrolyte solution containing same, and lithium secondary battery
  • Cyclic sulfate compound, non-aqueous electrolyte solution containing same, and lithium secondary battery
  • Cyclic sulfate compound, non-aqueous electrolyte solution containing same, and lithium secondary battery

Examples

Experimental program
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Embodiment

[0259] Hereafter, although an Example demonstrates this invention more concretely, this invention is not limited to these Examples. In addition, in the following examples, "%" means mass %.

[0260] Hereinafter, a synthesis example of the cyclic sulfate ester compound represented by the general formula (I) will be given.

Synthetic example 1

[0262]

[0263] (Process 1)

[0264] According to the method described in Tetrahedron: Asymmetry, 1999, vol.10, (24), p.4755-4762, 4-hydroxymethyl-2-oxo was obtained from glycerol (36.8g) and thionyl chloride (47.6g) - 47.0 g of 1,3,2-dioxathiolane (85% yield).

[0265] (Process 2)

[0266] The above 4-hydroxymethyl-2-oxo-1,3,2-dioxathiolane (6.91g, 50.0mol) was dissolved in tetrahydrofuran (140ml), and triethylamine (13.9 ml, 100mmol) and methanesulfonyl chloride (4.3ml, 55mmol), stirred for 3 hours. Water was poured into the reaction solution, followed by extraction with ethyl acetate. The extract was washed with dilute aqueous hydrochloric acid and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel chromatography (elution solvent: hexane / ethyl acetate = 2 / 3) to obtain 4-methylsulfonyloxymethyl-2-oxo-1,3,2-dioxathiolane Alkane (9.47g, 88% yield).

[0267] The NMR measurement results of the above compounds...

Synthetic example 2

[0274]

[0275] In Step 2 in the synthesis of Exemplary Compound 1, the same operation as that of Exemplary Compound 1 was carried out except that methanesulfonyl chloride was replaced by ethanesulfonyl chloride to obtain Exemplary Compound 2 (3.37 g, yield 63%).

[0276] The NMR measurement results of Exemplary Compound 2 are as follows.

[0277] 1 H-NMR (270MHz, CDCl 3 )δ (ppm): 5.23-5.16 (1H, m), 4.83 (1H, dd, J = 9.2, 6.6), 4.65 (1H, J = 9.2, 5.9), 4.52 (1H, dd, J = 12.5, 4.0 ), 4.47 (1H, dd, J=12.5, 4.0), 3.26 (2H, q, J=7.6), 1.48 (3H, t, J=7.6)

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Abstract

A non-aqueous electrolyte solution containing a cyclic sulfate compound represented by formula (I) is provided, wherein in formula (I), R1 represents a group represented by formula (II) or a group represented by formula (III); R2 represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms, a group represented by formula (II), or a group represented by formula (III); and in formula (II), R3 represents a halogen atom, an alkyl group having from 1 to 6 carbon atoms, a halogenated alkyl group having from 1 to 6 carbon atoms, an alkoxy group having from 1 to 6 carbon atoms, or a group represented by formula (IV).

Description

technical field [0001] The present invention relates to a non-aqueous electrolytic solution excellent in maintaining the open circuit voltage during charging and storage of a battery, a lithium secondary battery using the same, an additive for a lithium secondary battery useful as an additive of an electrolytic solution, and a cyclic electrolytic solution suitable for the additive. Sulfate compounds. Background technique [0002] In recent years, lithium secondary batteries have been widely used in electronic devices such as mobile phones and notebook computers, electric vehicles, and power sources for power storage. Especially recently, there has been a surge in demand for high-capacity, high-output, and high-energy-density batteries that can be mounted on hybrid and electric vehicles. [0003] A lithium secondary battery is mainly composed of a positive electrode, a negative electrode, and a non-aqueous electrolyte. The positive electrode contains a material capable of ab...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01M10/0567C07D327/04H01M10/052
CPCC07D327/10H01M10/0567Y02E60/122Y02T10/7011H01M10/0525Y02E60/10Y02P70/50C07D327/04Y02T10/70
Inventor 三尾茂中村光雄春田佳一郎野木荣信藤山聪子林刚史角田秀俊
Owner MITSUI CHEM INC
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