IP Library › Granted Patent US 12,027,670
Granted Patent B2
US 12,027,670 · App. 16/965,441 · Granted Jul 2, 2024

Non-aqueous electrolyte solution and lithium secondary battery including the same

Inventors: Jeong Woo Oh (Daejeon, KR); Chul Haeng Lee (Daejeon, KR); Hyung Tae Kim (Daejeon, KR)
Assignee: LG Energy Solution, Ltd.
H01M10/0569C01D15/005C08G71/04H01M4/131H01M4/623H01M4/625H01M10/0525H01M10/0568H01M2300/0037H01M2300/0051
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Quick Facts
Patent No.
US 12,027,670
App. No.
16/965,441
Granted
Jul 2, 2024
Kind
B2
Abstract

A non-aqueous electrolyte solution and a lithium secondary battery including the same are disclosed herein. In some embodiments, a non-aqueous electrolyte solution includes a lithium salt, a first organic solvent that is ethylene carbonate, a second organic solvent excluding ethylene carbonate, and an oligomer represented by Formula 1 wherein a concentration of the lithium salt is 1.2 M to 3.3 M, and, wherein the first organic solvent is included in an amount of 0.1 wt % to 12 wt % based on a total weight of the non-aqueous electrolyte solution.

Claims (34)

1. A non-aqueous electrolyte solution comprising:

a lithium salt;

a first organic solvent that is ethylene carbonate;

a second organic solvent excluding ethylene carbonate; and

an oligomer represented by Formula 1,

wherein the lithium salt is present in a concentration of 1.2 M to 3.3 M, and

wherein the first organic solvent is included in an amount of 0.1 wt % to 12 wt % based on a total weight of the non-aqueous electrolyte solution:

wherein, in Formula 1,

R 1 is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine or R 1 ′—O—, wherein R 1 ′ is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine,

R 2 is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine or R 2 ′—O—, wherein R 2 ′ is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine,

R 3 is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine or R 3 ′—O—, wherein R 3 ′ is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine,

R 4 is an aliphatic hydrocarbon group or an aromatic hydrocarbon group,

R a and R b are each independently hydrogen or an alkyl group having 1 to 3 carbon atoms,

m and n are each independently an integer of 1 to 5, and

a and b are each independently an integer of 1 to 3.

2. The non-aqueous electrolyte solution of claim 1 , wherein the concentration of the lithium salt is in a range of 1.5 M to 3.3 M.

3. The non-aqueous electrolyte solution of claim 1 , wherein the first organic solvent is included in an amount of 1 wt % to 10 wt % based on the total weight of the non-aqueous electrolyte solution.

4. The non-aqueous electrolyte solution of claim 1 , wherein the second organic solvent comprises at least one of a cyclic carbonate-based organic solvent excluding the ethylene carbonate, a linear carbonate-based organic solvent, a linear ester-based organic solvent, or a cyclic ester-based organic solvent.

5. The non-aqueous electrolyte solution of claim 1 , wherein the second organic solvent is a linear carbonate-based organic solvent.

6. The non-aqueous electrolyte solution of claim 1 , wherein, in the oligomer represented by Formula 1, R 1 is R 1 ′—O—, wherein R 1 ′ is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine, R 2 is R 2 ′—O—, wherein R 2 ′ is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine, R 3 is an alkylene group having 1 to 5 carbon atoms which is substituted with at least one fluorine, and R 4 is an aliphatic hydrocarbon group.

7. The non-aqueous electrolyte solution of claim 1 , wherein, in Formula 1, R 1 is R 1 ′—O—, wherein R 1 ′ is an alkylene group having 1 to 3 carbon atoms which is substituted with at least one fluorine, R 2 is R 1 ′—O—, wherein R 2 ′ is an alkylene group having 1 to 3 carbon atoms which is substituted with at least one fluorine, R 3 is an alkylene group having 1 to 3 carbon atoms which is substituted with at least one fluorine, and R 4 is an aliphatic hydrocarbon group.

8. The non-aqueous electrolyte solution of claim 1 , wherein the oligomer represented by Formula 1 comprises an oligomer represented by Formula 1a:

wherein, in Formula 1a,

m1 and n1 are each independently an integer of 1 to 5.

9. The non-aqueous electrolyte solution of claim 1 , wherein the oligomer represented by Formula 1 is included in an amount of 0.1 wt % to 22 wt % based on the total weight of the non-aqueous electrolyte solution.

10. The non-aqueous electrolyte solution of claim 1 , further comprising at least one of a fluorine-containing aromatic compound having 9 or less carbon atoms, a carbonate ester compound having an unsaturated bond, and an acid anhydride.

11. The non-aqueous electrolyte solution of claim 10 ,

wherein the fluorine-containing aromatic compound having 9 or less carbon atoms comprises at least one of fluorobenzene, 1,2-difluorobenzene, 1,3-difluorobenzene, 1,4-difluorobenzene, 1,2,3-trifluorobenzene, 1,2,4-trifluorobenzene, 1,3,5-trifluorobenzene, 1,2,3,4-tetra fluorobenzene, 1,2,3,5-tetra fluorobenzene, 1,2,4,5-tetra fluorobenzene, pentafluorobenzene, hexafluorobenzene, 2-fluorotoluene, 3-fluorotoluene, 4-fluorotoluene, 2,3-difluorotoluene, 2,4-difluorotoluene, 2,5-difluorotoluene, 2,6-difluorotoluene, 3,4-difluorotoluene, benzotrifluoride, 2-fluorobenzo trifluoride, 3-fluorobenzo trifluoride, 4-fluorobenzo trifluoride, 3-fluoro-o-xylene, 4-fluoro-o-xylene, 2-fluoro-m-xylene, 5-fluoro-m-xylene, 2-methylbenzo trifluoride, 3-methylbenzo trifluoride, 4-methylbenzo trifluoride, and or octafluorotoluene.

12. The non-aqueous electrolyte solution of claim 10 , wherein the fluorine-containing aromatic compound having 9 or less carbon atoms is included in an amount of 0.01 wt % to 10 wt % based on the total weight of the non-aqueous electrolyte solution.

13. The non-aqueous electrolyte solution of claim 10 , wherein the carbonate ester compound having an unsaturated bond comprises at least one of vinylene carbonate, methyl vinylene carbonate, ethyl vinylene carbonate, 4,5-dimethylvinylene carbonate, 4,5-diethyl vinylene carbonate, fluoroethylene carbonate, trifluoromethyl vinylene carbonate, 4-vinyl ethylene carbonate, 4-methyl-4-vinyl ethylene carbonate, 4-ethyl-4-vinyl ethylene carbonate, 4-n-propyl-4-vinyl ethylene carbonate, 5-methyl-4-vinyl ethylene carbonate, 4,4-divinyl ethylene carbonate, 4,5-divinyl ethylene carbonate, 4,4-dimethyl-5-methylene ethylene carbonate, or 4,4-diethyl-5-methylene ethylene carbonate.

14. The non-aqueous electrolyte solution of claim 10 , wherein the carbonate ester compound having an unsaturated bond is included in an amount of 0.01 wt % to 10 wt % based on the total weight of the non-aqueous electrolyte solution.

15. The non-aqueous electrolyte solution of claim 10 , wherein the acid anhydride comprises at least one of succinic anhydride, glutaric anhydride, maleic anhydride, citraconic anhydride, glutaconic anhydride, itaconic anhydride, diglycolic anhydride, cyclohexanedicarboxylic anhydride, cyclopentanetetracarboxylic dianhydride, or phenylsuccinic anhydride.

16. The non-aqueous electrolyte solution of claim 10 , wherein the acid anhydride is included in an amount of 0.01 wt % to 10 wt % based on the total weight of the non-aqueous electrolyte solution.

17. A lithium secondary battery comprising the non-aqueous electrolyte solution of claim 1 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 4, 2021
From: LG CHEM, LTD.
To: LG ENERGY SOLUTION, LTD.
Reel/Frame 058295/0068 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2020
From: OH, JEONG WOO; LEE, CHUL HAENG; KIM, HYUNG TAE
To: LG CHEM, LTD.
Reel/Frame 053342/0223 →
Priority Claims (1)
KR 10-2018-0116475 · Sep 28, 2018 · national
Continuity (1)
Related Publication 20210057780A1 · Feb 25, 2021
Cited By (1)
US 12,646,752