Electrolyte, lithium air battery including the electrolyte, and method of preparing the electrolyte

Patent metadata

Field	Value
Publication number	US-10355332-B2
Application number	US-201615235258-A
Country	US
Kind code	B2
Filing date	Aug 12, 2016
Priority date	Aug 19, 2015
Publication date	Jul 16, 2019
Grant date	Jul 16, 2019

Abstract

An electrolyte including a polymer including a repeating unit represented by Formula 1 and a lithium salt. Also a lithium air battery and a method of preparing an electrolyte.

First claim

What is claimed is:

1. An electrolyte comprising:
a polymer comprising a repeating unit represented by Formula 1; and
a lithium salt,

wherein, in Formula 1,

 is a 5- to 31-membered group comprising X, 1 to 30 carbon atoms, and optionally at least one heteroatom,
wherein the 5- to 31-membered group comprises an unsubstituted or substituted C1-C30 cycloalkyl ring, an unsubstituted or substituted C1- C30 heterocycloalkyl ring, an unsubstituted or substituted C6-C30 aryl ring, or an unsubstituted or substituted C2-C30 heteroaryl ring,

X is —S(═O) 2 —, —O—S(═O) 2 —O—, —O—S(═O) 2 —, —S(═O) 2 —O—C(═O)—O—S(═O) 2 —, or —S(═O) 2 —O—S(═O)—O—S(═O) 2 —,
Z 1 and Z 2 are each independently O or S,
Y is a covalent bond, an unsubstituted or substituted C1-C30 alkylene group, an unsubstituted or substituted C6-C30 arylene group, an unsubstituted or substituted C3-C30 heteroarylene group, an unsubstituted or substituted C4-C30 cycloalkylene group, or an unsubstituted or substituted C3-C30 heterocycloalkylene group,
R 1 to R 8 are each independently a hydroxy group, a hydrogen atom, an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C1-C30 alkoxy group, an unsubstituted or substituted C6-C30 aryl group, an unsubstituted or substituted C6-C30 aryloxy group, an unsubstituted or substituted C3-C30 heteroaryl group, an unsubstituted or substituted C3-C30 heteroaryloxy group, an unsubstituted or substituted C4-C30 cycloalkyl group, or an unsubstituted or substituted C3-C30 heterocycloalkyl group,
a and b represent mole fractions of corresponding structural units of the polymer, wherein 0<a≤1, 0≤b≤1, and a+b=1, and
n is an integer of 2 to 1000.

2. The electrolyte of claim 1 , wherein

of Formula 1 is represented by one selected from the group consisting of Formulae 2-1 to 2-8:

wherein, in Formulae 2-1 to 2-8,
Q is C or S, and
R 9 to R 20 are each independently a covalent bond, a hydrogen atom, a halogen atom, an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C1-C30 alkoxy group, an unsubstituted or substituted C6-C30 aryl group, an unsubstituted or substituted C6-C30 aryloxy group, an unsubstituted or substituted C3-C30 heteroaryl group, an unsubstituted or substituted C3-C30 heteroaryloxy group, an unsubstituted or substituted C4-C30 cycloalkyl group, or an unsubstituted or substituted C3-C30 heterocycloalkyl group.

3. The electrolyte of claim 1 , wherein

of Formula 1 is represented by one selected from the groups consisting of Formulae 3-1 to 3-9:

4. The electrolyte of claim 1 , wherein the polymer comprising a repeating unit represented by Formula 1 is represented by Formula 4:

wherein, in Formula 4,
Y is a covalent bond, an unsubstituted or substituted C1-C30 alkylene group, an unsubstituted or substituted C6-C30 arylene group, an unsubstituted or substituted C3-C30 heteroarylene group, an unsubstituted or substituted C4-C30 cycloalkylene group, or an unsubstituted or substituted C3-C30 heterocycloalkylene group,
R 3 , R 6 , and R 8 are each independently a hydroxy group, a hydrogen atom, an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C1-C30 alkoxy group, an unsubstituted or substituted C6-C30 aryl group, an unsubstituted or substituted C6-C30 aryloxy group, an unsubstituted or substituted C3-C30 heteroaryl group, an unsubstituted or substituted C3-C30 heteroaryloxy group, an unsubstituted or substituted C4-C30 cycloalkyl group, or an unsubstituted or substituted C3-C30 heterocycloalkyl group,
a and b represent mole fractions of corresponding structural units of the polymer, wherein 0<a≤1, 0≤b≤1, and a+b=1, and
n is an integer of 2 to 1000.

5. The electrolyte of claim 4 , wherein

of Formula 4 is represented by one selected from the group consisting of Formulae 3-1 to 3-9:

6. The electrolyte of claim 4 , wherein R 3 and R 4 are each independently a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, or a pentyl group.

7. The electrolyte of claim 4 , wherein R 8 comprises at least one selected from the group consisting of a hydroxy group, a methoxy group, and an ethoxy group.

8. The electrolyte of claim 1 , wherein the polymer comprises at least one selected from the group consisting of a block copolymer and a random copolymer.

9. The electrolyte of claim 1 , wherein a weight average molecular weight of the polymer is in a range of about 4,000 Daltons to about 100,000 Daltons.

10. The electrolyte of claim 1 , wherein, in a thermogravimetric analysis of the polymer, a temperature at which a weight of the polymer reaches 90% of an initial weight is about 300° C. to about 340° C.

11. The electrolyte of claim 1 , wherein a molecular weight of the polymer has a change of greater than 0 weight percent and less than about 1 weight percent when analyzed by gel permeation chromatography, when the polymer is contacted with Li 2 O 2 at 20° C. for 3 days in air.

12. The electrolyte of claim 1 , wherein the electrolyte is solid at a temperature of about 25° C.

13. The electrolyte of claim 1 , wherein the electrolyte comprises less than 1 weight percent of a solvent, based on a total weight of the electrolyte.

14. The electrolyte of claim 1 , wherein the lithium salt comprises at least one selected from the group consisting of of LiPF 6 , LiBF 4 , LiSbF 6 , LiAsF 6 , LiN(SO 2 F) 2 , LiN(SO 2 C 2 F 5 ) 2 , LiN(SO 2 CF 3 ) 2 , LiC 4 F 9 SO 3 , LiClO 4 , LiAlO 2 , LiAICl 4 , LiN(C x F 2x+1 SO 2 )(C y F 2y+1 SO 2 ) where, 3≤x≤20 and 3≤y≤20, LiF, LiBr, LiCl, LiOH, Lil, LiB(C 2 O 4 ) 2 , and LiNO 3 .

15. A lithium air battery comprising
a cathode;
an anode; and
an electrolyte layer disposed between the cathode and the anode,
wherein the electrolyte layer comprises the electrolyte of claim 1 .

16. The lithium air battery of claim 15 , wherein the anode comprises at least one selected from the group consisting of lithium, a lithium alloy, and a metal alloyable with lithium.

17. The lithium air battery of claim 15 , comprising further a gas diffusion layer disposed on a surface of the cathode.

18. The lithium air battery of claim 15 , wherein at least one selected from the group consisting of the cathode, the electrolyte layer, and the anode has a folded portion.

19. A method of preparing an electrolyte of claim 1 , the method comprising
polymerizing a composition comprising a first monomer represented by Formula 6 to prepare a polymer; and
contacting the polymer and a lithium salt together to prepare an e

Assignees

• Samsung Electronics Co Ltd

Inventors

• Lee Hyunpyo
• Kim Kihyun
• Lee Dongjoon
• Park Minsik

Classifications

• H01M12/08 Primary

  composed of a half-cell of a fuel-cell type and a half-cell of the secondary-cell type · CPC title

• H01M10/0565

  Polymeric materials, e.g. gel-type or solid-type · CPC title

• Y02E60/128

  Cross-Sectional Technologies · mapped topic

• H01M2300/0082

  Organic polymers · CPC title

• H01M10/0562

  Solid materials · CPC title