IP Library Granted Patent US 9,230,746
Granted Patent B2
US 9,230,746 · App. 13/992,106 · Granted Jan 5, 2016

Nonaqueous electrolytic solution and electrochemical device using the same

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Quick Facts
Patent No.
US 9,230,746
App. No.
13/992,106
Granted
Jan 5, 2016
Kind
B2
Abstract

The object of the present invention is to provide a nonaqueous electrolytic solution that can improve the electrochemical properties in a broad temperature range and an electrochemical device using the same. A nonaqueous electrolytic solution prepared by dissolving an electrolyte salt in a nonaqueous solvent, wherein the nonaqueous solvent includes 0.1 to 30% by volume of a fluorine atom-containing cyclic carbonate, and further the nonaqueous electrolytic solution includes 0.001 to 5% by mass of a branched dinitrile compound in which the main chain of an alkylene chain linking the two nitrile groups has 2 or more and 4 or less of the carbon number.

Claims (29)

1. A nonaqueous electrolytic solution, comprising:

a nonaqueous solvent having an electrolyte salt dissolved therein;

a branched dinitrile compound in which a main chain of an alkylene chain linking the two nitrile groups has a carbon number of 2 to 4, the branched dinitrile compound being included in an amount of from 0.001 to 5% by mass based on a total mass of the nonaqueous electrolytic solution; and

a linear dinitrile compound in which an alkylene chain linking the two nitrile groups has a carbon number of 2 to 6, the linear dinitrile compound being included in an amount of from 0.001 to 5% by mass based on the total mass of the nonaqueous electrolytic solution,

wherein a mass ratio of the linear dinitrile compound to the branched dinitrile compound is from 0.01 to 0.96.

2. The nonaqueous electrolytic solution of claim 1 , wherein the carbon number of the alkylene chain linking the two nitrile groups of the linear dinitrile compound is different from the carbon number of the main chain of the alkylene chain of the branched dinitrile compound.

3. The nonaqueous electrolytic solution of claim 1 , wherein the main chain of the alkylene chain in the branched dinitrile compound has a hydrogen atom substituted with an alkyl group having a carbon number of 1 or 2.

4. The nonaqueous electrolytic solution of claim 3 , wherein only one hydrogen atom that is bonded to an α-position carbon of one of the nitrile groups in the branched dinitrile compound is substituted with a methyl group.

5. The nonaqueous electrolytic solution of claim 1 , wherein the branched dinitrile compound is at least one compound selected from the group consisting of 2-methylsuccinonitrile, 2-ethylsuccinonitrile, 2,3-dimethylsuccinonitrile, 2-ethyl-3-methylsuccinonitrile, 2,3-diethylsuccinonitrile, 2,2-dimethylsuccinonitrile, 2,2,3-trimethylsuccinonitrile, 2,2,3,3-tetramethylsuccinonitrile, 2-methylglutaronitrile, 2-ethylglutaronitrile, 2,4-dimethylglutaronitrile, 2-ethyl-4-methylglutaronitrile, 2,4-diethylglutaronitrile, 2,2-dimethylglutaronitrile, 2,2,4-trimethylglutaronitrile, 2,2,4,4-tetramethylglutaronitrile, 2,3-dimethylglutaronitrile, 2,3,4-trimethylglutaronitrile, 3-methylglutaronitrile, 3,3-dimethylglutaronitrile, 2-methyladiponitrile, 2-ethyladiponitrile, 2,5-dimethyladiponitrile, 2-ethyl-5-methyladiponitrile, 2,5-diethyladiponitrile, 2,2-dimethyladiponitrile, 2,2,5-trimethyladiponitrile, 2,2,5,5-tetramethyladiponitrile, 2,3-dimethyladiponitrile, 2,4-dimethyladiponitrile, 2,3,5-trimethyladiponitrile, 3-methyladiponitrile, and 3,3-dimethyladiponitrile, and

the linear dinitrile compound is at least one compound selected from the group consisting of succinonitrile, glutaronitrile, adiponitrile, pimelonitrile, and suberonitrile.

6. The nonaqueous electrolytic solution of claim 1 , wherein the mass ratio of the linear dinitrile compound to the branched dinitrile compound is from 0.2 to 0.8.

7. The nonaqueous electrolytic solution of claim 1 , wherein the linear dinitrile compound and the branched dinitrile compound are included in a total amount of from 0.01 to 7% by mass based on the total mass of the nonaqueous electrolytic solution.

8. An electrochemical device, comprising:

a positive electrode;

a negative electrode; and

the nonaqueous electrolytic solution of claim 1 .

9. The nonaqueous electrolytic solution of claim 1 , wherein the nonaqueous solvent comprises 0.1 to 30% by volume of a cyclic carbonate comprising a fluorine atom based on a volume of the nonaqueous solvent.

10. The nonaqueous electrolytic solution of claim 9 , wherein the carbon number of the alkylene chain linking the two nitrile groups of the linear dinitrile compound is different from the carbon number of the main chain of the alkylene chain of the branched dinitrile compound.

11. The nonaqueous electrolytic solution of claim 9 , wherein the main chain of the alkylene chain in the branched dinitrile compound has a hydrogen atom substituted with an alkyl group having a carbon number of 1 or 2.

12. The nonaqueous electrolytic solution of claim 11 , wherein only one hydrogen atom that is bonded to an α-position carbon of one of the nitrile groups in the branched dinitrile compound is substituted with a methyl group.

13. The nonaqueous electrolytic solution of claim 9 , wherein the branched dinitrile compound is at least one compound selected from the group consisting of 2-methylsuccinonitrile, 2-ethylsuccinonitrile, 2,3-dimethylsuccinonitrile, 2-ethyl-3-methylsuccinonitrile, 2,3-diethylsuccinonitrile, 2,2-dimethylsuccinonitrile, 2,2,3-trimethylsuccinonitrile, 2,2,3,3-tetramethylsuccinonitrile, 2-methylglutaronitrile, 2-ethylglutaronitrile, 2,4-dimethylglutaronitrile, 2-ethyl-4-methylglutaronitrile, 2,4-diethylglutaronitrile, 2,2-dimethylglutaronitrile, 2,2,4-trimethylglutaronitrile, 2,2,4,4-tetramethylglutaronitrile, 2,3-dimethylglutaronitrile, 2,3,4-trimethylglutaronitrile, 3-methylglutaronitrile, 3,3-dimethylglutaronitrile, 2-methyladiponitrile, 2-ethyladiponitrile, 2,5-dimethyladiponitrile, 2-ethyl-5-methyladiponitrile, 2,5-diethyladiponitrile, 2,2-dimethyladiponitrile, 2,2,5-trimethyladiponitrile, 2,2,5,5-tetramethyladiponitrile, 2,3-dimethyladiponitrile, 2,4-dimethyladiponitrile, 2,3,5-trimethyladiponitrile, 3-methyladiponitrile, and 3,3-dimethyladiponitrile, and

the linear dinitrile compound is at least one compound selected from the group consisting of succinonitrile, glutaronitrile, adiponitrile, pimelonitrile, and suberonitrile.

14. The nonaqueous electrolytic solution of claim 9 , wherein the cyclic carbonate is at least one selected from the group consisting of 4-fluoro-1,3-dioxolane-2-one, trans-4,5-difluoro-1,3-dioxolane-2-one, and cis-4,5-difluoro-1,3-dioxolane-2-one.

15. The nonaqueous electrolytic solution of claim 9 , wherein the mass ratio of the linear dinitrile compound to the branched dinitrile compound is from 0.2 to 0.8.

16. The nonaqueous electrolytic solution of claim 9 , wherein the linear dinitrile compound and the branched dinitrile compound are included in a total amount of from 0.01 to 7% by mass based on the total mass of the nonaqueous electrolytic solution.

17. An electrochemical device, comprising:

a positive electrode;

a negative electrode; and

the nonaqueous electrolytic solution of claim 9 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 11, 2021
From: UBE INDUSTRIES, LTD.
To: MU IONIC SOLUTIONS CORPORATION
Reel/Frame 055221/0564 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2013
From: MIYOSHI, KAZUHIRO; KONDO, MASAHIDE
To: UBE INDUSTRIES, LTD
Reel/Frame 031026/0549 →