Elecrolyte additive for lithium secondary battery, electrolyte for lithium secondary battery, and lithium secondary battery including electrolyte

Patent metadata

Field	Value
Publication number	US-11728513-B2
Application number	US-202016857307-A
Country	US
Kind code	B2
Filing date	Apr 24, 2020
Priority date	Apr 26, 2019
Publication date	Aug 15, 2023
Grant date	Aug 15, 2023

Abstract

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

First claim

What is claimed is:

1. An electrolyte for a lithium secondary battery, the electrolyte comprising:
a lithium salt;
a non-aqueous organic solvent; and
an additive, the additive including a compound represented by Formula 1 below:

wherein, in Formula 1,
R 1 to R 6 are each independently a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group;
R 7 and R 8 are each independently hydrogen, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group; and
R 9 to R 11 are each independently hydrogen, fluorine, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group.

2. The electrolyte as claimed in claim 1 , wherein, in Formula 1, R 1 to R 6 are each independently an unsubstituted C 1 -C 30 alkyl group; an unsubstituted C 1 -C 30 alkoxyalkyl group; a C 1 -C 30 alkyl group substituted with at least one selected from 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; a C 2 -C 30 alkenyl group substituted with at least one selected from 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; a C 1 -C 30 alkoxyalkyl group substituted with at least one selected from 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 C2-C30 alkynyl group substituted with at least one selected from 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.

3. The electrolyte as claimed in claim 1 , wherein, in Formula 1,
R 7 and R 8 are each independently hydrogen or a substituted or unsubstituted C 1 -C 10 alkyl group, and
R 9 to R 11 are each independently hydrogen, fluorine, or a substituted or unsubstituted C 1 -C 10 alkyl group.

4. The electrolyte as claimed in claim 1 , wherein the compound represented by Formula 1 is a compound represented by Formula 2:

wherein, in Formula 2,
R 1 to R 6 are each independently a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group, at least one of R 1 to R 6 being a substituted C 1 alkyl group, a substituted or unsubstituted C 2 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group; and
R 7 and R 8 are each independently hydrogen, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group.

5. The electrolyte as claimed in claim 1 , wherein the compound represented by Formula 1 is a compound represented by Formula 3:

wherein, in Formula 3,
R 1 to R 6 are each independently a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group, at least one of R 1 to R 6 being a substituted C 1 alkyl group, a substituted or unsubstituted C 2 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxyalkyl group, a substituted or unsubstituted C 4 -C 30 carbocyclic group, 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 heteroaryl group; and
a substituent of the substituted C 1 -C 30 alkyl group, the substituted C 1 -C 30 alkoxyalkyl group, the substituted C 4 -C 30 carbocyclic group, the substituted C 6 -C 30 aryl group, the substituted C 2 -C 30 alkenyl group, the substituted C 2 -C 30 alkynyl group, or the substituted C 2 -C 30 heteroaryl group includes at least one selected from a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 1 -C 20 alkoxy group, halogen, a cyano group, a hydroxy group, and a nitro group.

6. The electrolyte as claimed in claim 1 , wherein the compound represented by Formula 1 is a compound represented by one of Formulae 4 to 8:

7. The electrolyte as claimed in claim 1 , wherein the additive is included in the electrolyte in an amount of about 0.1 wt % to about 10 wt %, based on a total weight of the electrolyte.

8. The electrolyte as claimed in claim 1 , wherein the additive is included in the electrolyte in an amount of about 0.1 wt % to about 5 wt %, based on a total weight of the electrolyte.

9. The electrolyte as claimed in claim 1 , wherein the lithium salt includes 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 , or a compound represented by one of Formulae 11 to 14:

10. The electrolyte as claimed in claim 1 , wherein the non-aqueous organic solvent includes 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

Assignees

• Samsung Sdi Co Ltd

Inventors

• Lee Harim
• Kang Younghye
• Kim Aeran
• Park Hyejin
• Woo Myungheui
• You Duckjae
• Lee Taejin
• Lim Jinhyeok
• Cho Wonseok
• TSAY Olga
• Choi Hyunbong
• Shatunov Pavel

Classifications

• H01M10/0567 Primary

  characterised by the additives · CPC title

• C07F7/10 Primary

  containing nitrogen {having a Si-N linkage} · CPC title

• H01M4/364

  as mixtures · CPC title

• H01M4/386

  Silicon or alloys based on silicon · CPC title

• H01M4/505

  of mixed oxides or hydroxides containing manganese for inserting or intercalating light metals, e.g. LiMn2O4 or LiMn2OxFy · CPC title