IP Library Granted Patent US 10,211,483
Granted Patent B2
US 10,211,483 · App. 15/341,193 · Granted Feb 19, 2019

Additive for non-aqueous electrolyte, non-aqueous electrolyte comprising the same, and lithium secondary battery comprising the same

Inventors: Sung Hoon Yu (Daejeon, KR); Hyun Yeong Lee (Daejeon, KR); Yoo Sun Kang (Daejeon, KR); Kyung Mi Lee (Daejeon, KR)
Assignee: LG Chem, Ltd.
H01M10/0567H01M10/0525H01M10/0568H01M10/0569H01M2300/0025
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Quick Facts
Patent No.
US 10,211,483
App. No.
15/341,193
Granted
Feb 19, 2019
Kind
B2
Abstract

The present invention relates to an additive for a non-aqueous electrolyte solution, which has an excellent effect of adsorbing metal ions dissolved from a positive electrode, a non-aqueous electrolyte solution for a lithium secondary battery including the same, and a lithium secondary battery including the non-aqueous electrolyte solution.

Claims (46)

1. An additive for a non-aqueous electrolyte solution, the additive comprising at least one compound selected from the group consisting of compounds represented by Formulae 1 and 2:

in Formula 1,

R 1 is a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkylene group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkylene group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenylene group having 5 to 8 atoms which includes at least one heteroatom;

R 2 is a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkyl group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenyl group having 5 to 8 atoms which includes at least one heteroatom;

the heteroatom is at least one selected from nitrogen (N) or oxygen (O),

when m is 1, R 3 is a substituted or unsubstituted alkylene group having 2 to 6 carbon atoms, and when m is 2, R 3 is a substituted or unsubstituted alkenylene group having 2 or 6 carbon atoms which has at least one double bond;

n is an integer of 0 or 1, and m is an integer of 1 or 2,

in Formula 2,

R 4 is a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkylene group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkylene group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenylene group having 5 to 8 carbon atoms which includes at least one heteroatom;

R 5 is a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkyl group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenyl group having 5 to 8 carbon atoms which includes at least one heteroatom;

the heteroatom is at least one selected from nitrogen (N) or oxygen (O),

R 6 is a substituted or unsubstituted alkylene group having 2 to 6 carbon atoms, or a substituted or unsubstituted alkenylene group having 2 to 6 carbon atoms which has at least one double bond,

o is an integer of 0 or 1, and

p is an integer of 1 or 2.

2. The additive for a non-aqueous electrolyte solution of claim 1 , wherein, in Formula 1 or 2, R 1 and R 4 are each independently a substituted or unsubstituted heterocycloalkenyl group having 5 to 8 atoms which includes at least one heteroatom, wherein n and o are 0.

3. The additive for a non-aqueous electrolyte solution of claim 1 , comprising at least one compound selected from the group consisting of compounds represented by Formulae 1a and 1c:

4. The additive for a non-aqueous electrolyte solution of claim 1 , comprising a compound represented by Formula 2a:

5. A non-aqueous electrolyte solution for a lithium secondary battery, the non-aqueous electrolyte solution comprising:

an ionizable lithium salt;

an organic solvent; and

an additive for a non-aqueous electrolyte solution,

wherein the additive for a non-aqueous electrolyte solution comprises at least one compound selected from the group consisting of compounds represented by Formulae 1 and 2:

in Formula 1,

R 1 is a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkylene group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkylene group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenylene group having 5 to 8 atoms which includes at least one heteroatom;

R 2 is a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkyl group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenyl group having 5 to 8 atoms which includes at least one heteroatom;

the heteroatom is at least one selected from nitrogen (N) or oxygen (O),

when m is 1, R 3 is a substituted or unsubstituted alkylene group having 2 to 6 carbon atoms, and when m is 2, R 3 is a substituted or unsubstituted alkenylene group having 2 or 6 carbon atoms which has at least one double bond;

n is an integer of 0 or 1, and m is an integer of 1 or 2,

in Formula 2,

R 4 is a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkylene group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkylene group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenylene group having 5 to 8 atoms which includes at least one heteroatom;

R 5 is a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms; a substituted or unsubstituted heterocycloalkyl group having 3 to 8 atoms which includes at least one heteroatom; or a substituted or unsubstituted heterocycloalkenyl group having 5 to 8 atoms which includes at least one heteroatom;

the heteroatom is at least one selected from nitrogen (N) or oxygen (O),

R 6 is a substituted or unsubstituted alkylene group having 2 to 6 carbon atoms, or a substituted or unsubstituted alkenylene group having 2 to 6 carbon atoms which has at least one double bond,

o is an integer of 0 or 1, and

p is an integer of 1 or 2.

6. The non-aqueous electrolyte solution for a lithium secondary battery of claim 5 , wherein the additive for a non-aqueous electrolyte solution comprises at least one compound selected from the group consisting of compounds represented by Formulae 1a and 1c:

7. The non-aqueous electrolyte solution for a lithium secondary battery of claim 5 , wherein the additive for a non-aqueous electrolyte solution comprises a compound represented by Formula 2a:

8. The non-aqueous electrolyte solution for a lithium secondary battery of claim 5 , wherein the additive for a non-aqueous electrolyte solution is included in an amount of 0.5 wt % to 6 wt % based on a total amount of the non-aqueous electrolyte solution.

9. The non-aqueous electrolyte solution for a lithium secondary battery of claim 5 , wherein the additive for a non-aqueous electrolyte solution is included in an amount of 1 wt % to 5 wt % based on a total amount of the non-aqueous electrolyte solution.

10. The non-aqueous electrolyte solution for a lithium secondary battery of claim 5 , wherein the lithium salt comprises Li + , as a cation, and any one selected from the group consisting of F − , Cl − , Br − , I − , NO 3 − , N(CN) 2 − , BF 4 − , ClO 4 − , AlO 4 − , AlCl 4 − , PF 6 − , SbF 6 − , ASF 6 − , BF 2 C 2 O 4 − , BC 4 O 8 − , (CF 3 ) 2 PF 4 − , (CF 3 ) 3 PF 3 − , (CF 3 ) 4 PF 2 − , (CF 3 ) 5 PF − , (CF 3 ) 6 P − , CF 3 SO 3 − , C 4 F 9 SO 3 − , CF 3 CF 2 SO 3 − , (CF 3 SO 2 ) 2 N − , (F 2 SO 2 ) 2 N − , CF 3 CF 2 (CF 3 ) 2 CO − , (CF 3 SO 2 ) 2 CH − , CF 3 (CF 2 ) 7 SO 3 − , CF 3 CO 2 − , CH 3 CO 2 − , SCN − , and (CF 3 CF 2 SO 2 ) 2 N − as an anion.

11. The non-aqueous electrolyte solution for a lithium secondary battery of claim 5 , wherein the organic solvent comprises any one selected from the group consisting of an ether compound, an ester compound, an amide compound, a linear carbonate compound, or a cyclic carbonate compound, or a mixture of two or more thereof.

12. A lithium secondary battery comprising:

a negative electrode;

a positive electrode;

a separator disposed between the negative electrode and the positive electrode; and

a non-aqueous electrolyte solution, wherein the non-aqueous electrolyte solution comprises the non-aqueous electrolyte solution for a lithium secondary battery of claim 5 .

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 Nov 9, 2016
From: YU, SUNG HOON; LEE, HYUN YEONG; KANG, YOO SUN; LEE, KYUNG MI
To: LG CHEM, LTD.
Reel/Frame 040269/0246 →
Priority Claims (1)
KR 10-2015-0154070 · Nov 3, 2015 · national
Continuity (1)
Related Publication 20170125847A1 · May 4, 2017