IP Library › Granted Patent US 12,494,506
Granted Patent B2
US 12,494,506 · App. 17/001,783 · Granted Dec 9, 2025

Nonaqueous electrolytic solution and energy device including the same

Inventor: Daisuke Kawakami (Tokyo, JP)
Assignees: Mitsubishi Chemical Corporation; MU IONIC SOLUTIONS CORPORATION
H01M10/0567H01M4/366H01M4/48H01M4/583H01M10/0568H01M10/0569H01M2004/027H01M2004/028H01M10/0525H01M2300/0028
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Quick Facts
Patent No.
US 12,494,506
App. No.
17/001,783
Granted
Dec 9, 2025
Kind
B2
Abstract

A nonaqueous electrolytic solution may include a nonaqueous solvent and a compound of formula (1): wherein, R 1 to R 5 are each independently H or an alkyl group with 1 to 3 carbon atoms and optionally a substituent; R 6 is an organic group with 1 to 8 carbon atoms and optionally a heteroatom; X is C, S, or P; when X is C, l=0, m=1, and n=1, when X is S, l=0, m=2, and n=1, and when X is P, l=0, m=1, and n=2 or l=1, m=1, and n=1; k is an integer of 2 to 4; and Y is a direct bond or a linking group with 1 to 8 carbon atoms and optionally a heteroatom, and when Y is a direct bond, the compound has an X-X bond and k=2.

Claims (46)

1 . A compound of Formula (1):

wherein,

R 1 to R 5 are each independently H or an optionally substituted alkyl group comprising 1 to 3 carbon atoms,

R 6 is an organic group comprising 1 to 8 carbon atoms and optionally a heteroatom,

X is C, S, or P,

when X is C, l=0, m=1, and n=1, when X is S, l=0, m=2, and n=1, and when X is P, l=0, m=1, and n=2 or l=1, m=1, and n=1,

k is an integer in a range of from 2 to 4; and

Y is a direct bond or a linking group comprising 4 to 8 carbon atoms and optionally a heteroatom, and when Y is a direct bond, the compound has an X-X bond and k=2.

2 . The compound of claim 1 , wherein, in Formula (1), Y is an alkylene group comprising 4 carbon atoms.

3 . A nonaqueous electrolytic solution, comprising:

a nonaqueous solvent; and

a compound of Formula (1):

wherein,

R 1 to R 5 are each independently H or an optionally substituted alkyl group that has 1 to 3 carbon atoms,

R 6 is an organic group comprising 1 to 8 carbon atoms and optionally a heteroatom,

X is C, S, or P,

when X is C, l=0, m=1, and n=1, when X is S, l=0, m=2, and n=1, and when X is P, l=0, m=1, and n=2 or l=1, m=1, and n=1,

k is an integer in a range of from 2 to 4, and

Y is a direct bond or a linking group comprising 4 to 8 carbon atoms and optionally a heteroatom, and when Y is a direct bond, the compound has an X-X bond and k=2.

4 . The solution of claim 3 , wherein, in Formula (1), all of R 1 to R 5 are H.

5 . The solution of claim 3 , wherein Y is absent in Formula (1) and the compound has an X-X bond.

6 . The solution of claim 3 , wherein, in Formula (1), X is P and R 6 is a methyl group or an ethyl group.

7 . The solution of claim 1 , wherein a content of the compound of formula (1) is in a range of from 0.01% to 10% by mass, relative to 100% by mass of the nonaqueous electrolytic solution.

8 . The solution of claim 3 , further comprising:

an electrolyte.

9 . The solution of claim 3 , further comprising:

a cyclic carbonate comprising an unsaturated carbon-carbon bond,

a cyclic carbonate comprising a fluorine atom, and/or

a salt comprising fluorine.

10 . An energy device, comprising:

a negative electrode capable of occluding and releasing a metal ion;

a positive electrode capable of occluding and releasing a metal ion; and

the nonaqueous electrolytic solution of claim 3 .

11 . The device of claim 10 , wherein the positive electrode comprises a layered transition metal oxide.

12 . The device of claim 10 , wherein the negative electrode comprises a carbon compound.

13 . An electric vehicle, comprising:

the device of claim 10 as an energy source.

14 . The solution of claim 3 , wherein, in Formula (1), Y is an alkylene group comprising 4 carbon atoms.

15 . The device of claim 10 , wherein the positive electrode comprises a first layered transition metal oxide and a second layered transition metal oxide.

16 . The solution of claim 3 , wherein the compound of Formula (1) comprises

17 . The solution of claim 3 , wherein the compound of Formula (1) comprises

18 . The solution of claim 3 , wherein, in the compound of Formula (1), X is S.

19 . A compound of Formula (2):

wherein,

Y 1 is a direct bond or a linking group comprising 4 to 8 carbon atoms and optionally a heteroatom.

20 . The compound of claim 19 , wherein, in Formula (2), Y is an alkylene group comprising 4 carbon atoms.

Assignments (2)
PARTIAL ASSIGNMENT Recorded Nov 12, 2020
From: MITSUBISHI CHEMICAL CORPORATION
To: MU IONIC SOLUTIONS CORPORATION
Reel/Frame 054399/0562 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 25, 2020
From: KAWAKAMI, DAISUKE
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 053584/0505 →
Priority Claims (1)
JP 2018-060481 · Mar 27, 2018 · national
Continuity (2)
Continuation PCTJP2019013279 · Mar 27, 2019
Related Publication 20200388884A1 · Dec 10, 2020
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