Electrolyte solution, electrochemical device, lithium ion secondary battery, and module

Patent metadata

Field	Value
Publication number	US-12249689-B2
Application number	US-202117410675-A
Country	US
Kind code	B2
Filing date	Aug 24, 2021
Priority date	Feb 27, 2019
Publication date	Mar 11, 2025
Grant date	Mar 11, 2025

Abstract

An electrolyte solution containing a compound (1) represented by the formula (1):

wherein R 1 and R 2 are each independently a C1-C4 alkyl group optionally containing an ether bond; and a compound (11) represented by the formula (11):

wherein R 101 and R 102 are each independently a substituent that is a C1-C7 alkyl group or the like. The substituent optionally contains one or more divalent to hexavalent hetero atoms in its structure, with one or more hydrogen atoms each optionally replaced by a fluorine atom or a C0-C7 functional group. Also disclosed is an electrochemical device containing the electrolyte solution, a lithium ion secondary battery containing the electrolyte solution, and a module including the electrochemical device or the lithium ion secondary battery.

First claim

What is claimed is:

1. An electrolyte solution comprising:
a compound (1) represented by the following formula (1); and
a compound (11) represented by the following formula (11),
the formula (1) being:

wherein R 1 and R 2 are each independently a C1-C4 alkyl group optionally containing an ether bond,
the formula (11) being:

wherein R 101 and R 102 are each independently a substituent that is
—H,
—F,
a group represented by the formula:—O p101 —(SiR 103 2 O) n101 —SiR 104 3 , wherein R 103 and R 104 are each independently an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, an alkenyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, an alkynyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, or an aryl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms; n101 is an integer of 0 or greater; and p101 is 0 or 1,
a C1-C7 alkyl group,
a C2-C7 alkenyl group,
a C2-C7 alkynyl group,
a C6-C15 aryl group,
—SO 2 X 101 , wherein X 101 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms,
—SO 3 X 102 , wherein X 102 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, or
a C2-C7 hydrocarbon group which forms a cyclic structure by bonding of R 101 and R 102 , the cyclic structure optionally containing a multiple bond,
the substituent optionally containing one or more divalent to hexavalent hetero atoms in its structure, with one or more hydrogen atoms each optionally replaced by a fluorine atom, a phenyl group, an anisyl group, a benzyl group, a cyano group, a trialkyl silyl group, —SO 2 X 103 (wherein X 103 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms), a C1-C7 alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, a C1-C7 saturated heterocyclic group, or a C1-C7 alkoxy group.

2. The electrolyte solution according to claim 1 ,
wherein the compound (1) comprises at least one selected from the group consisting of:
a compound (1-a) represented by the following formula (1-a):

and
a compound (1-b) represented by the following formula (1-b):

3. The electrolyte solution according to claim 1 ,
wherein in the formula (11), R 101 and R 102 are each a C1-C7 alkyl group optionally containing one or more divalent to hexavalent hetero atoms in its structure with one or more hydrogen atoms each optionally replaced by a fluorine atom, a phenyl group, a cyano group, a trialkyl silyl group, —SO 2 X 103 (wherein X 103 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms), a C1-C6 alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, a C1-C6 saturated heterocyclic group, or a C1-C6 alkoxy group.

4. The electrolyte solution according to claim 1 ,
wherein the compound (1) is contained in an amount of 0.01 to 10% by mass relative to the electrolyte solution.

5. The electrolyte solution according to claim 1 ,
wherein the compound (11) is contained in an amount of 0.01 to 10% by mass relative to the electrolyte solution.

6. An electrolyte solution comprising:
a cation (1-1) represented by the following formula (1-1);
a bis(oxalato) borate anion; and
an anion (11-1) represented by the following formula (11-1), the formula (1-1) being:

wherein R 1 and R 2 are each independently a C1-C4 alkyl group optionally containing an ether bond,
the formula (11-1) being:

wherein R 101 and R 102 are each independently a substituent that is
—H,
—F,
a group represented by the formula: —O p101 —(SiR 103 2 O) n101 —SiR 104 3 , wherein R 103 and R 104 are each independently an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, an alkenyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, an alkynyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, or an aryl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms; n101 is an integer of 0 or greater; and p101 is 0 or 1,
a C1-C7 alkyl group,
a C2-C7 alkenyl group,
a C2-C7 alkynyl group,
a C6-C15 aryl group,
—SO 2 X 101 , wherein X 101 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms,
—SO 3 X 102 , wherein X 102 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, or
a C2-C7 hydrocarbon group which forms a cyclic structure by bonding of R 101 and R 102 , the cyclic structure optionally containing a multiple bond,
the substituent optionally containing one or more divalent to hexavalent hetero atoms in its structure, with one or more hydrogen atoms each optionally replaced by a fluorine atom, a phenyl group, an anisyl group, a benzyl group, a cyano group, a trialkyl silyl group, —SO 2 X 103 (wherein X 103 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms), a C1-C7 alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, a C1-C7 saturated heterocyclic group, or a C1-C7 alkoxy group.

7. The electrolyte solution according to claim 6 ,
wherein the cation (1-1) comprises at least one selected from the group consisting of:
a cation (1-1a) represented by the following formula:

and
a cation (1-1b) represented by the following formula:

8. The electrolyte solution according to claim 6 ,
wherein in the formula (11-1), R 101 and R 102 are each a C1-C7 alkyl group optionally containing one or more divalent to hexavalent hetero atoms in its structure with one or more hydrogen atoms each optionally replaced by a fluorine atom, a phenyl group, a cyano group, a trialkyl silyl group, —SO 2 X 103 (wherein X 103 is —H, —F, or an alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms), a C1-C6 alkyl group in which one or more hydrogen atoms are optionally replaced by fluorine atoms, a C1-C6 saturated heterocyclic group, or a C1-C6 alkoxy group.

9. An electrochemical device comprising the electrolyte solution according to claim 1 .

10. A lithium ion secondary battery comprising the electrolyte solution according to claim 1 .

11. A module comprising the electrochemical device according to claim 9 .

12. A module comprising the lithium ion secondary battery according to claim 10 .

Assignees

• Daikin Ind Ltd

Inventors

• Hidaka Tomoya
• Yamazaki Shigeaki
• Tani Akinori
• Kuwajima Yoshiko

Classifications

• H01M2300/0028

  characterised by the solvent · CPC title

• H01M10/0569

  characterised by the solvents · CPC title

• H01M10/0568

  characterised by the solutes · CPC title

• H01M10/0525

  Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries · CPC title

• H01G11/64

  characterised by additives · CPC title