IP Library Granted Patent US 9,742,032
Granted Patent B2
US 9,742,032 · App. 14/855,438 · Granted Aug 22, 2017

Compound and electrolyte of lithium secondary battery containing the same

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Quick Facts
Patent No.
US 9,742,032
App. No.
14/855,438
Granted
Aug 22, 2017
Kind
B2
Abstract

Provided are a novel compound, an electrolyte for a lithium secondary battery containing the same, and a lithium secondary battery containing the electrolyte for a lithium secondary battery according to the present invention. The electrolyte for a secondary battery according to the present invention may have significantly excellent high-temperature stability, low-temperature discharge capacity, and life cycle characteristics.

Claims (28)

1. An electrolyte for a secondary battery comprising:

a lithium salt;

a non-aqueous organic solvent; and

a compound represented by the following Chemical Formula 1:

(In Chemical Formula 1,

R 1 to R 4 are each independently hydrogen, cyano, halo(C1-C10)alkyl, (C1-C10)alkyl, (C 1-C10)alkoxy, or (C1-C10)alkoxycarbonyl; and

A is a single bond or —(CR 3 R 4 ) n —, n being an integer of 1 to 3

wherein at least one of the R 1 and R 2 is (C 1 -C 10 )alkoxycarbonyl or halo(C 1 -C 10 )alkyl; and

at least one of the R 3 and R 4 is (C 1 -C 10 )alkoxycarbonyl or halo(C 1 -C 10 )alkyl).

2. The electrolyte for a secondary battery of claim 1 , wherein the compound represented by Chemical Formula 1 is represented by the following Chemical Formula 2 or 3

(In Chemical Formula 2 or 3,

R 11 to R 16 are each independently hydrogen, cyano, halo(C1-C10)alkyl, (C1-C10)alkyl, (C1-C10)alkoxy, or (C1-C10)alkoxycarbonyl)

wherein at least one of the R 11 and R 12 is (C 1 -C 10 )alkoxycarbonyl or halo(C 1 -C 10 )alkyl;

at least one of the R 13 and R 14 is (C 1 -C 10 )alkoxycarbonyl or halo(C 1 -C 10 )alkyl;

at least one of the R 15 and R 16 is (C 1 -C 10 )alkoxycarbonyl or halo(C 1 -C 10 )alkyl;

R 13 ═R 15 ; and R 14 ═R 16 .

3. The electrolyte for a secondary battery of claim 1 , wherein the compound represented by Chemical Formula 1 is selected from compounds having the following structures

4. The electrolyte for a secondary battery of claim 1 , wherein the compound represented by Chemical Formula 1 is contained at a content of 0.1 to 5 wt % based on a total weight of the electrolyte.

5. The electrolyte for a secondary battery of claim 1 , further comprising one or two or more additives selected from the group consisting of oxalatoborate based compounds, carbonate based compounds substituted with fluorine, vinylidene carbonate based compounds, and compounds containing a sulfinyl group.

6. The electrolyte for a secondary battery of claim 5 , wherein the one or two additives is/are selected from selected from the group consisting of lithium difluoro(oxalato)borate (LiFOB), lithium bis(oxalato)borate (LiB (C 2 O 4 ) 2 ,LiBOB), fluoroethylene carbonate (FEC), vinylene carbonate (VC), vinylethylene carbonate (VEC), divinyl sulfone, ethylene sulfite, propylene sulfite, diallyl sulfonate, ethane sultone, propane sultone (PS), butane sultone, ethene sultone, butene sultone, and propene sultone (PRS).

7. The electrolyte for a secondary battery of claim 5 , wherein the additive is contained at a content of 0.1 to 5.0 wt % based on a total weight of the electrolyte.

8. The electrolyte for a secondary battery of claim 1 , wherein the non-aqueous organic solvent is selected from cyclic carbonate based solvents, linear carbonate based solvents, and a mixed solvent thereof.

9. The electrolyte for a secondary battery of claim 8 , wherein the cyclic carbonate is selected from the group consisting of ethylene carbonate, propylene carbonate, butylene carbonate, vinylene carbonate, vinylethylene carbonate, fluoroethylene carbonate, and a mixture thereof, and the linear carbonate is selected from the group consisting of dimethyl carbonate, diethyl carbonate, dipropyl carbonate, ethyl methyl carbonate, methyl propyl carbonate, methyl isopropyl carbonate, ethyl propyl carbonate, and a mixture thereof.

10. The electrolyte for a secondary battery of claim 8 , wherein the non-aqueous organic solvent is a mixed solvent in which the linear carbonate solvent and the cyclic carbonate solvent are mixed at a mixed volume ratio of 1 to 9:1.

11. The electrolyte for a secondary battery of claim 1 , wherein the lithium salt is one or two or more selected from the group consisting of LiPF 6 , LiBF 4 , LiClO 4 , LiSbF 6 , LiAsF 6 , LiN(SO 2 C 2 F 5 ) 2 , LiN(CF 3 SO 2 ) 2 , LiN(SO 3 C 2 F 5 ) 2 , LiN(SO 2 F) 2 , LiCF 3 SO 3 , LiC 4 F 9 SO 3 , LiC 6 H 5 SO 3 , LiSCN, LiAlO 2 , LiAlCl 4 , LiN(C x F 2x+1 SO 2 )(C y F 2y+1 SO 2 ) (here, x and y are natural numbers), LiCl, LiI, and LiB(C 2 O 4 ) 2 .

12. The electrolyte for a secondary battery of claim 1 , wherein the lithium salt is contained at a concentration of 0.1 to 2.0 M.

13. A lithium secondary battery comprising the electrolyte for a secondary battery of claim 1 .

14. A lithium secondary battery comprising the electrolyte for a secondary battery of claim 2 .

Assignments (2)
NUNC PRO TUNC ASSIGNMENT Recorded Nov 7, 2022
From: SK INNOVATION CO., LTD.
To: SK ON CO., LTD.
Reel/Frame 062034/0198 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2015
From: KIM, JIN SUNG; KIM, CHEOL WOO; OH, SEUNG YON; LEE, KWANG KUK; LEE, SEONG IL
To: SK INNOVATION CO., LTD.
Reel/Frame 036574/0290 →