IP Library Granted Patent US 9,362,595
Granted Patent B2
US 9,362,595 · App. 14/111,451 · Granted Jun 7, 2016

Nonaqueous electrolytic solution and energy storage device using same

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Quick Facts
Patent No.
US 9,362,595
App. No.
14/111,451
Granted
Jun 7, 2016
Kind
B2
Abstract

The present invention is to provide a nonaqueous electrolytic solution prepared by dissolving an electrolyte salt in a nonaqueous solvent, wherein the nonaqueous solvent includes 0.01 to 40% by volume of an ester having two alkyl groups at the α-position carbon of the carbonyl group and being represented by the following general formula (I), and an energy storage device. (in the above formula, R 1 is an alkyl group, an alkenyl group or an alkynyl group in which at least one of the hydrogen atoms may be substituted with a halogen atom, R 2 and R 3 are an alkyl group in which at least one of the hydrogen atoms may be substituted with a halogen atom, and R 2 and R 3 may be linked to each other to form a ring. However, when R 2 and R 3 do not form a ring, R 3 is an alkyl group in which at least one of the hydrogen atoms may be substituted with a halogen atom.).

Claims (47)

1. A nonaqueous electrolytic solution, comprising:

an electrolyte salt; and

a nonaqueous solvent,

wherein the nonaqueous electrolytic solution is prepared by dissolving the electrolyte salt in the nonaqueous solvent,

the nonaqueous solvent comprises 0.01 to 40% by volume of an ester having two alkyl groups at an α-position carbon of a carbonyl group, and

the ester is methyl 2-ethyl-3-methyl butyrate, ethyl 2-ethyl-3-methyl butyrate, 2-propenyl 2-ethyl-3-methyl butyrate, methyl 2-ethyl valerate, ethyl 2-ethyl valerate, propyl 2-ethyl valerate, butyl 2-ethyl valerate, 2-propynyl 2-ethyl valerate, methyl 2-propyl valerate, ethyl 2-propyl valerate, 2-propynyl 2-propyl valerate, methyl 2-ethyl hexanoate, ethyl 2-ethyl hexanoate, propyl 2-ethyl hexanoate, butyl 2-ethyl hexanoate, 2-propynyl 2-ethyl hexanoate, methyl di-iso-propyl acetate, ethyl di-iso-propyl acetate, or 2-propynyl di-iso-propyl acetate.

2. A nonaqueous electrolytic solution, comprising:

an electrolyte salt; and

a nonaqueous solvent,

wherein the nonaqueous electrolytic solution is prepared by dissolving the electrolyte salt in the nonaqueous solvent,

the nonaqueous solvent comprises 0.01 to 40% by volume of an ester having two alkyl groups at an α-position carbon of a carbonyl group, and

the ester is represented by formula (I):

wherein R 1 is a C 1 to C 6 alkyl group, a C 2 to C 6 alkenyl group, or a C 2 to C 6 alkynyl group in which at least one of hydrogen atoms is optionally substituted with a halogen atom,

R 2 and R 3 are a C 1 to C 6 alkyl group in which at least one of hydrogen atoms is optionally substituted with a halogen atom, and R 2 and R 3 are optionally linked to each other to form a ring, and

when R 2 and R 3 do not form a ring, R 3 is a C 2 to C 6 alkyl group in which at least one hydrogen atom is optionally substituted with a halogen atom,

wherein the nonaqueous solvent further comprises a tertiary carboxylic acid ester and a chain carbonate, and

a content of the tertiary carboxylic acid ester is greater than a content of the chain carbonate.

3. An energy storage device, comprising:

a positive electrode;

a negative electrode; and

the nonaqueous electrolytic solution of claim 1 .

4. A nonaqueous electrolytic solution, comprising:

an electrolyte salt; and

a nonaqueous solvent,

wherein the nonaqueous electrolytic solution is prepared by dissolving the electrolyte salt in the nonaqueous solvent,

the nonaqueous solvent comprises 0.01 to 40% by volume of an ester having two alkyl groups at an α-position carbon of a carbonyl group, and

the ester is represented by formula (I):

wherein R 1 is a C 1 to C 6 alkyl group, a C 2 to C 6 alkenyl group, or a C 2 to C 6 alkynyl group in which at least one of hydrogen atoms is optionally substituted with a halogen atom,

R 2 and R 3 are a C 1 to C 6 alkyl group in which at least one of hydrogen atoms is optionally substituted with a halogen atom, and R 2 and R 3 are optionally linked to each other to form a ring,

when R 2 and R 3 do not form a ring, R 3 is a C 2 to C 6 alkyl group in which at least one hydrogen atom is optionally substituted with a halogen atom, and

wherein the ring is a 3- to 9-membered ring when R 2 and R 3 form the ring, and

a total carbon number of R 2 and R 3 is 4 to 8 when R 2 and R 3 do not form the ring,

wherein the nonaqueous solvent further comprises a tertiary carboxylic acid ester and a chain carbonate, and

a content of the tertiary carboxylic acid ester is greater than a content of the chain carbonate.

5. The energy storage device of claim 3 ,

wherein the positive electrode comprises a complex metal oxide with lithium, which comprises at least one selected from the group consisting of cobalt, manganese, and nickel, as a positive electrode-active material.

6. The energy storage device of claim 3 ,

wherein the negative electrode comprises at least one selected from the group consisting of a lithium metal, a lithium alloy, a carbon material which is capable of absorbing and releasing lithium, tin, a tin compound, silicon, a silicon compound, and a lithium titanate compound as a negative electrode-active material.

7. The nonaqueous electrolytic solution of claim 1 , wherein the nonaqueous solvent further comprises a pivalic acid ester.

8. The nonaqueous electrolytic solution of claim 2 , wherein a volume ratio of the cyclic carbonate to the chain ester is 10:90 to 45:55.

9. The nonaqueous electrolytic solution of claim 2 , wherein a volume ratio of the cyclic carbonate to the chain ester is 20:80 to 35:65.

10. The nonaqueous electrolytic solution of claim 9 , wherein the tertiary carboxylic acid ester is a pivalic acid ester.

11. The nonaqueous electrolytic solution of claim 10 , wherein the chain carbonate is dimethyl carbonate or diethyl carbonate.

12. The nonaqueous electrolytic solution of claim 4 , wherein the tertiary carboxylic acid ester is a pivalic acid ester.

13. The nonaqueous electrolytic solution of claim 12 , wherein the ester comprises the pivalic acid ester at a volume ratio of from 51% by volume to 95% by volume.

14. The nonaqueous electrolytic solution of claim 12 , wherein the ester comprises the pivalic acid ester at a volume ratio of from 55% by volume to 85% by volume.

15. The nonaqueous electrolytic solution of claim 12 , wherein the chain carbonate is dimethyl carbonate or diethyl carbonate.

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 Oct 16, 2013
From: ABE, KOJI; MIYOSHI, KAZUHIRO; KOTOU, YUICHI
To: UBE INDUSTRIES, LTD.
Reel/Frame 031416/0101 →