Composite electrode for lithium air battery, method of preparing the electrode, and lithium air battery including the electrode

Patent metadata

Field	Value
Publication number	US-10050280-B2
Application number	US-201414551588-A
Country	US
Kind code	B2
Filing date	Nov 24, 2014
Priority date	Nov 29, 2013
Publication date	Aug 14, 2018
Grant date	Aug 14, 2018

Abstract

A composite electrode for a lithium air battery including: i) a polymerization product of a first heteroatom-containing ionic liquid or ii) a mixture of a second heteroatom-containing ionic liquid and a polymer ionic liquid represented by Formula 1:

First claim

What is claimed is:

1. A composite electrode for a lithium air battery, the composite electrode comprising:
i) a polymerization product of a first heteroatom-containing ionic liquid represented by Formula 2 or Formula 2a:

wherein, in Formula 2,

is a cation selected from cations represented by Formula 3:

wherein, in Formula 3,
L is N or P;
at least two of R 2 to R 8 is a C2-C10 alkenyl group,
the unselected rest of R 2 to R 8 are, each independently, selected from a hydrogen atom, an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C2-C30 alkenyl group, an unsubstituted or substituted C2-C30 alkynyl 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, and an unsubstituted or substituted C3-C30 heterocycloalkyl group, and
Y − is an anion,

wherein, in Formula 2a,
X and Y are the same as defined in Formula 1,
both R and R′ comprise a polymerizable substituent or an organic group including a polymerizable substituent,
the organic group is selected from the group consisting of 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, and an unsubstituted or substituted C3-C30 heterocycloalkyl group, or
ii) a combination of a second heteroatom-containing ionic liquid and a polymeric ionic liquid represented by Formula 1:

wherein, in Formula 1,

denotes an unsubstituted or substituted 3 to 31 membered ring comprising 2 to 30 carbon atoms and at least one heteroatom selected from nitrogen, oxygen, phosphorus, and sulfur;
X is selected from —N(R 2 ′)(R 3 ′), —N(R 2 ′), —P(R 2 ′), and —P(R 2 ′)(R 3 ′);
R 1 to R 4 , R 2 ′, and R 3 ′ are, each independently, selected from 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, and an unsubstituted or substituted C3-C30 heterocycloalkyl group; and
Y − is an anion.

2. The composite electrode of claim 1 , wherein

in Formula 2 is a cation represented by Formula 3a:

wherein, in Formula 3a,
at least two of R 2 to R 6 is a C2-C10 alkenyl group, and
the unselected rest of R 2 to R 6 are, each independently, selected from a hydrogen atom, an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C1-C30 alkoxy group, an unsubstituted or substituted C2-C30 alkenyl group, an unsubstituted or substituted C2-C30 alkynyl 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, and an unsubstituted or substituted C3-C30 heterocycloalkyl group.

3. The composite electrode of claim 2 , wherein each of R 4 to R 6 is a hydrogen atom, and each of R 2 and R 3 is a C2-C10 alkenyl group.

4. The composite electrode of claim 1 , wherein, in Formula 1, Y − is at least one selected from BF 4 − , PF 6 − , AsF 6 − , SbF 6 − , AlCl 4 − , HSO 4 − , ClO 4 − , CH 3 SO 3 − , CF 3 CO 2 − , Cl − , Br − , I − , CF 3 SO 3 − , (C 2 F 5 SO 2 ) 2 N − , (C 2 F 5 SO 2 )(CF 3 SO 2 )N − or (CF 3 SO 2 ) 2 N − .

5. The composite electrode of claim 1 , wherein the first heteroatom-containing ionic liquid is a compound represented by Formula 4:

wherein, in Formula 4,
R 1 is an allyl group;
R 2 is selected from a vinyl group and an allyl group; and
Y − is at least one selected from BF 4 − , PF 6 − , AsF 6 − , SbF 6 − , AlCl 4 − , HSO 4 − , ClO 4 − , CH 3 SO 3 − , CF 3 CO 2 − , Cl − , Br − , I − , CF 3 SO 3 − , (C 2 F 5 SO 2 ) 2 N − , (C 2 F 5 SO 2 − )(CF 3 SO 2 ) 2 N − , and (CF 3 SO 2 ) 2 N − .

6. The composite electrode of claim 1 , wherein the composite electrode further comprises an electrode catalyst, wherein the electrode catalyst comprises at least one selected from platinum, gold, silver, palladium, ruthenium, rhodium, osmium, a manganese oxide, an iron oxide, a cobalt oxide, a nickel oxide, and a cobalt phthalocyanine; or wherein the electrode catalyst is a supported catalyst comprising at least one selected from platinum, gold, silver, palladium, ruthenium, rhodium, osmium, a manganese oxide, an iron oxide, a cobalt oxide, a nickel oxide, and a cobalt phthalocyanine disposed on a support.

7. The composite electrode of claim 1 , wherein

in Formula 1 is a cation selected from a cation represented by Formula 3c:

wherein, in Formula 3c,
L is N or P; and
R′ and R″ are, each independently, selected from a hydrogen atom, a C1-C30 alkyl group, a C1-C30 alkoxy group, a C6-C30 aryl group, a C6-C30 aryloxy group, a C3-C30 heteroaryl group, a C3-C30 heteroaryloxy group, a C4-C30 cycloalkyl group, and a C3-C30 heterocycloalkyl group.

8. The composite electrode of claim 1 , wherein the polymer represented by Formula 1 is a polymer represented by Formula 1a:

wherein, in Formula 1a,
R′ and R″ are, each independently, selected from 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, and an unsubstituted or substituted C3-C30 heterocycloalkyl group;
Y − is at least one selected from BF 4

Assignees

• Samsung Electronics Co Ltd

Inventors

• Kim Taeyoung
• Roev Victor
• Kim Kihyun
• Ma Sangbok
• Park Minsik
• Lee Dongjoon
• Lee Myungjin
• Im Dongmin
• Choi Wonsung

Classifications

• H01M4/88 Primary

  Processes of manufacture · CPC title

• H01M2300/0091

  in the form of mixtures · CPC title

• H01M4/9083

  on carbon or graphite · CPC title

• H01M4/86

  Inert electrodes with catalytic activity, e.g. for fuel cells · CPC title

• H01M4/8663

  Selection of inactive substances as ingredients for catalytic active masses, e.g. binders, fillers · CPC title