IP Library › Granted Patent US 12,266,762
Granted Patent B2
US 12,266,762 · App. 17/627,102 · Granted Apr 1, 2025

Electrolyte additive for lithium secondary battery, electrolyte for lithium secondary battery including the same, and lithium secondary battery

Inventors: Olga Tsay (Yongin-si, KR); Hyejin Park (Yongin-si, KR); Myungheui Woo (Yongin-si, KR); Hyunbong Choi (Yongin-si, KR); Pavel Shatunov (Yongin-si, KR)
Assignee: Samsung SDI Co., Ltd.
H01M10/0567H01M4/505H01M4/525H01M10/0525H01M10/0568H01M10/0569H01M2004/028H01M2300/0025
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Quick Facts
Patent No.
US 12,266,762
App. No.
17/627,102
Granted
Apr 1, 2025
Kind
B2
Abstract

Provided are an electrolyte additive for lithium secondary battery including a compound represented by Formula 1 below, an electrolyte for lithium secondary battery including the same, and a lithium secondary battery including the electrolyte. wherein, in Formula 1, R 1 to R 3 are as defined in the detailed description.

Claims (34)

1. An electrolyte additive for lithium secondary battery, comprising: a compound represented by Formula 1 below:

wherein, R 1 to R 3 in Formula 1 are each independently a hydrogen atom, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbon ring, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, or a substituted or unsubstituted C 2 -C 30 heteroarylal group, and

wherein at least one of R 1 , R 2 , or R 3 is a different substituent other than a methyl group.

2. The electrolyte additive of claim 1 , wherein,

R 1 to R 3 in Formula 1 are each independently a hydrogen atom, a C 1 -C 30 alkyl group; a C 2 -C 30 alkoxyalkyl group; a C 1 -C 30 alkyl group substituted with one or more selected from the group consisting of a methyl group, an ethyl group, a propyl group, a butyl group, —F, —Cl, —Br, —I, a cyano group, a hydroxy group and a nitro group; or a C 2 -C 30 alkoxyalkyl group substituted with one or more selected from the group consisting of a methyl group, an ethyl group, a propyl group, a butyl group, —F, —Cl, —Br, —I, a cyano group, a hydroxyl group, and a nitro group, and

wherein at least one of R 1 , R 2 , or R 3 is a different substituent other than a methyl group.

3. The electrolyte additive of claim 1 , wherein,

R 1 to R 3 in Formula 1 are each independently a hydrogen atom, a C 1 -C 5 alkyl group; a C 2 -C 5 alkoxyalkyl group; a C 1 -C 5 alkyl group substituted with one or more selected from the group consisting of a methyl group, an ethyl group, a propyl group, a butyl group, —F, —Cl, —Br, —I, a cyano group, a hydroxy group and a nitro group; or a C 2 -C 30 alkoxyalkyl group substituted with one or more selected from the group consisting of a methyl group, an ethyl group, a propyl group, a butyl group, —F, —Cl, —Br, —I, a cyano group, a hydroxyl group, and a nitro group, and

wherein at least one of R 1 , R 2 , or R 3 is a different substituent other than a methyl group.

4. The electrolyte additive of claim 1 , wherein,

R 1 to R 3 in Formula 1 are each independently a C 1 -C 5 alkyl group, a C 2 -C 5 alkoxyalkyl group, a C 1 -C 5 alkyl group substituted with a cyano group or a halogen atom, or a C 2 -C 5 alkoxyalkyl group substituted with a cyano group or a halogen atom, and

wherein at least one of R 1 , R 2 , or R 3 is a different substituent other than a methyl group.

5. The electrolyte additive of claim 1 , wherein,

the compound represented by Formula 1 is selected from compounds represented by Formulas 3 to 8:

6. An electrolyte for lithium secondary batteries, comprising:

a lithium salt;

a non-aqueous organic solvent; and

the additive according to claim 1 .

7. The electrolyte of claim 6 , wherein,

a content of the additive is in a range of 0.1 wt % to 10 wt % based on a total weight of the electrolyte.

8. The electrolyte of claim 6 , wherein,

a content of the additive is in a range of 0.1 wt % to 5 wt % based on a total weight of the electrolyte.

9. The electrolyte of claim 6 , wherein,

the lithium salt is at least one selected from LiPF 6 , LiBF 4 , LiCF 3 SO 3 , Li(CF 3 SO 2 ) 2 N, LiC 2 F 5 SO 3 , Li(FSO 2 ) 2 N, LiC 4 F 9 SO 3 , LiN(SO 2 CF 2 CF 3 ) 2 , and compounds represented by Formulas 9 to 12 below:

10. The electrolyte of claim 6 , wherein,

the organic solvent includes at least one selected from the group consisting of ethyl methyl carbonate (EMC), methyl propyl carbonate, ethyl propyl carbonate, dimethyl carbonate (DMC), diethyl carbonate (DEC), dipropyl carbonate, propylene carbonate (PC), ethylene carbonate (EC), fluoroethylene carbonate (FEC), vinylene carbonate (VC), vinylethylene carbonate (VEC), butylene carbonate, ethyl propionate, ethyl butyrate, dimethyl sulfoxide, dimethylformamide, dimethylacetamide, gamma-valerolactone, gamma-butyrolactone, and tetrahydrofuran.

11. A lithium secondary battery comprising:

a cathode including a cathode active material;

an anode including an anode active material; and

an electrolyte arranged between the cathode and the anode,

wherein the electrolyte includes the additive of claim 1 .

12. The lithium secondary battery of claim 11 , wherein the cathode includes a compound represented by Formula 13:

Li a Ni x Co y M z O 2-b A b   <Formula 13>

wherein, in Formula 13, 1.0≤a≤1.2, 0≤b≤0.2, 0.6≤x<1, 0<y≤0.3, 0<z≤0.3, x+y+z=1, and M is at least one selected from the group consisting of manganese (Mn), vanadium (V), magnesium (Mg), gallium (Ga), silicon (Si), tungsten (W), molybdenum (Mo), iron (Fe), chromium (Cr), copper (Cu), zinc (Zn), titanium (Ti), aluminum (Al), and boron (B), and A is one of F, S, Cl, Br, or a combination thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 7, 2022
From: TSAY, OLGA; PARK, HYEJIN; WOO, MYUNGHEUI; CHOI, HYUNBONG; SHATUNOV, PAVEL
To: SAMSUNG SDI CO., LTD.
Reel/Frame 058910/0608 →
Priority Claims (1)
KR 10-2019-0085824 · Jul 16, 2019 · national
Continuity (1)
Related Publication 20220263131A1 · Aug 18, 2022
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