IP Library Granted Patent US 12683191
Granted Patent B2
US 12683191 · App. 18/263,926 · Granted Jul 14, 2026

Nonaqueous electrolyte solution for lithium secondary batteries, lithium secondary battery precursor, lithium secondary battery, and method for manufacturing lithium secondary battery

Inventors: Yusuke Shimizu (Ichihara, JP); Hidenobu Nogi (Chiba, JP); Masahiro Suguro (Tokyo, JP); Yoshiko Kuwajima (Osaka, JP); Tomoya Hidaka (Osaka, JP); Kae Fujiwara (Osaka, JP); Shigeaki Yamazaki (Osaka, JP)
Assignees: MITSUI CHEMICALS, INC.; DAIKIN INDUSTRIES, LTD.
H01M10/0567C07D323/02C07D327/10C07F1/02C07F5/022H01M10/0525H01M10/058H01M10/44H01M2300/0025
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Quick Facts
Patent No.
US 12683191
App. No.
18/263,926
Granted
Jul 14, 2026
Kind
B2
Abstract

Provided is a nonaqueous electrolyte solution for a lithium secondary battery, the nonaqueous electrolyte solution containing a compound (I) represented by Formula (I) and a compound (II) represented by Formula (II). In Formula (I), each of R 1 and R 2 independently represents a substituent such as an alkyl group having from 1 to 7 carbon atoms. In Formula (II), R 3 represents an oxygen atom or the like; R 4 represents a group represented by Formula (ii-1), a group represented by Formula (ii-2), or the like; and * represents a binding position. In Formula (ii-1), R 41 represents an oxymethylene group or the like and, in Formula (ii-2), R 42 represents an alkyl group having from 1 to 6 carbon atoms, or the like.

Claims (48)

1 . A nonaqueous electrolyte solution for a lithium secondary battery, the solution comprising:

a compound (I) represented by the following Formula (I); and

a compound (II) represented by the following Formula (II):

wherein, in Formula (I):

each of R 1 and R 2 independently represents a substituent that is:

—H,

—F,

a group represented by the Formula: —O p —(SiR 11 2 O) t —SiR 12 3 , wherein each of R 11 and R 12 independently represents an alkyl group in which at least one hydrogen atom is optionally substituted with a fluorine atom, an alkenyl group in which at least one hydrogen atom is optionally substituted with a fluorine atom, an alkynyl group in which at least one hydrogen atom is optionally substituted with a fluorine atom, or an aryl group in which at least one hydrogen atom is optionally substituted with a fluorine atom; t represents an integer that is 0 or larger; and p represents 0 or 1,

an alkyl group having from 1 to 7 carbon atoms,

an alkenyl group having from 2 to 7 carbon atoms,

an alkynyl group having from 2 to 7 carbon atoms,

an aryl group having from 6 to 15 carbon atoms,

a group represented by —SO 2 X 1 , wherein X 1 represents —H, —F, or an alkyl group in which at least one hydrogen atom is optionally substituted with a fluorine atom,

a group represented by —SO 3 X 2 , wherein X 2 represents —H, —F, or an alkyl group in which at least one hydrogen atom is optionally substituted with a fluorine atom, or

a hydrocarbon group having from 2 to 7 carbon atoms, in which R 1 and R 2 are bound to each other to form a cyclic structure that optionally contains a multiple bond, and

the substituent has a structure which optionally contains at least one di- to hexa-valent heteroatom, and in which at least one hydrogen atom is optionally substituted with a fluorine atom or a functional group having from 0 to 7 carbon atoms;

wherein, in Formula (II):

R 3 represents an oxygen atom, an alkylene group having from 2 to 6 carbon atoms, or an alkenylene group having from 2 to 6 carbon atoms,

R 4 represents an alkylene group having from 2 to 6 carbon atoms, an alkenylene group having from 2 to 6 carbon atoms, a group represented by the following Formula (ii-1), or a group represented by the following Formula (ii-2), and

* represents a binding position,

wherein, in Formula (ii-1), R 41 represents an oxygen atom, an alkylene group having from 1 to 6 carbon atoms, an alkenylene group having from 2 to 6 carbon atoms, or an oxymethylene group, and

wherein, in Formula (ii-2), R 42 represents an alkyl group having from 1 to 6 carbon atoms, or an alkenyl group having from 2 to 6 carbon atoms.

2 . The nonaqueous electrolyte solution for a lithium secondary battery according to claim 1 , wherein R 3 is an oxygen atom.

3 . The nonaqueous electrolyte solution for a lithium secondary battery according to claim 1 , wherein a content of the compound (I) is from 0.01% by mass to 5% by mass with respect to a total amount of the nonaqueous electrolyte solution for a lithium secondary battery.

4 . The nonaqueous electrolyte solution for a lithium secondary battery according to claim 1 , wherein a content of the compound (II) is from 0.01% by mass to 5% by mass with respect to a total amount of the nonaqueous electrolyte solution for a lithium secondary battery.

5 . The nonaqueous electrolyte solution for a lithium secondary battery according to claim 1 , comprising a compound (III) represented by the following Formula (III):

wherein, in Formula (III):

M represents an alkali metal,

Y represents a transition element, or an element of Group 13, 14, or 15 of the periodic table,

b represents an integer from 1 to 3,

m represents an integer from 1 to 4,

n represents an integer from 0 to 8,

q represents 0 or 1,

R 5 represents an alkylene group having from 1 to 10 carbon atoms, a halogenated alkylene group having from 1 to 10 carbon atoms, an arylene group having from 6 to 20 carbon atoms, or a halogenated arylene group having from 6 to 20 carbon atoms, the halogenated alkylene group, the arylene group and the halogenated arylene group each optionally containing a substituent or a heteroatom in structure thereof and, when q is 1 and m is from 2 to 4, m instances of R 5 are optionally bound to each other,

R 6 represents a halogen atom, an alkyl group having from 1 to 10 carbon atoms, a halogenated alkyl group having from 1 to 10 carbon atoms, an aryl group having from 6 to 20 carbon atoms, or a halogenated aryl group having from 6 to 20 carbon atoms, the halogenated alkyl group, the aryl group and the halogenated aryl group each optionally containing a substituent or a heteroatom in a structure thereof and, when n is from 2 to 8, n instances of R 6 are optionally bound to each other to form a ring, and

each of Q 1 and Q 2 independently represents an oxygen atom or a carbon atom.

6 . The nonaqueous electrolyte solution for a lithium secondary battery according to claim 5 , wherein a content of the compound (III) is from 0.01% by mass to 10% by mass with respect to a total amount of the nonaqueous electrolyte solution for a lithium secondary battery.

7 . The nonaqueous electrolyte solution for a lithium secondary battery according to claim 1 , comprising a compound (IV) represented by the following Formula (IV):

wherein, in Formula (IV), each of R 7 and R 8 independently represents a hydrogen atom, a methyl group, an ethyl group, or a propyl group.

8 . The nonaqueous electrolyte solution for a lithium secondary battery according to claim 7 , wherein a content of the compound (IV) is from 0.01% by mass to 10% by mass with respect to a total amount of the nonaqueous electrolyte solution for a lithium secondary battery.

9 . A lithium secondary battery precursor, comprising:

a positive electrode;

a negative electrode comprising a negative electrode active material capable of occluding and releasing lithium ions; and

the nonaqueous electrolyte solution for a lithium secondary battery according to claim 1 .

10 . A lithium secondary battery, obtained by charging and discharging the lithium secondary battery precursor according to claim 9 .

11 . A method of producing a lithium secondary battery, the method comprising:

preparing the lithium secondary battery precursor according to claim 9 ; and

charging and discharging the lithium secondary battery precursor.