Cathode hybrid electrolyte for solid secondary battery, cathode including the cathode hybrid electrolyte, method of preparing the cathode, and solid secondary battery including the cathode hybrid electrolyte

Patent metadata

Field	Value
Publication number	US-11901510-B2
Application number	US-202016852513-A
Country	US
Kind code	B2
Filing date	Apr 19, 2020
Priority date	Oct 31, 2019
Publication date	Feb 13, 2024
Grant date	Feb 13, 2024

Abstract

Provided are a cathode hybrid electrolyte for a solid secondary battery, a cathode including the cathode hybrid electrolyte, a method of preparing the cathode, and a solid secondary battery including the cathode hybrid electrolyte, wherein the cathode hybrid electrolyte includes an ion conductor represented by Formula 1, and an ionic liquid, where at least a portion of the anions of the ionic liquid comprise the same anionic moiety —Y− of the ion conductor,where, in Formula 1, X, R1 to R3, Y−, and n are the same as defined in the detailed description.

First claim

What is claimed is:

1. A cathode hybrid electrolyte for a solid secondary battery, the cathode hybrid electrolyte comprising
an ion conductor represented by Formula 1,
an ionic liquid, and
a lithium salt different from the ion conductor of Formula 1, wherein an amount of the ion conductor is in a range of about 0.1 parts by weight to about 50 parts by weight based on 100 parts by weight of the lithium salt

wherein, in Formula 1, X is an unsubstituted or substituted C6-C30 arylene group, an unsubstituted or substituted C2-C30 heteroarylene group, or —C(═O)O—R 7 —;
R 7 is an unsubstituted or substituted C1-C30 alkylene group or an unsubstituted or substituted C6-C30 arylene group;
R 1 to R 3 are each independently hydrogen, an unsubstituted or substituted C1-C20 alkyl group, an unsubstituted or substituted C6-C20 aryl group, or an unsubstituted or substituted C2-C30 heteroaryl group;
—Y − is an anionic moiety, wherein an anion of the ionic liquid comprises the same anionic moiety —Y − as in Formula 1;
n is a degree of polymerization, which is a number in a range of 10 to 500, and wherein the ion conductor represented by Formula 1 is a homopolymer.

2. The cathode hybrid electrolyte of claim 1 , wherein —Y − Li + in Formula 1 is a group represented by Formula 2 or Formula 3,

wherein, in Formula 2, Rf is a fluorine atom, an unsubstituted or substituted C1-C30 fluorinated alkyl group, an unsubstituted or substituted C6-C30 arylene group, or a combination thereof

3. The cathode hybrid electrolyte of claim 1 , wherein the ion conductor represented by Formula 1 is a compound represented by Formula 4 or a compound represented by Formula 5,

wherein, in Formulae 4 and 5,
n is a number in a range of 10 to 500,
R 1 to R 3 are each independently hydrogen or a C1-C20 alkyl group, and
Rf is a fluorine atom, an unsubstituted or substituted C1-C30 fluorinated alkyl group, an unsubstituted or substituted C6-C30 arylene group, or a combination thereof.

4. The cathode hybrid electrolyte of claim 1 , wherein the ion conductor represented by Formula 1 is a compound represented by Formula 6, Formula 6-1, Formula 6-2, Formula 7, Formula 7-1, or Formula 7-2, or a combination thereof,

wherein, in Formulae 6, 6-1, and 6-2, n is a number in a range of 10 to 500,

and, in Formulae 7, 7-1, and 7-2, n is a number in a range of 10 to 500.

5. The cathode hybrid electrolyte of claim 1 , wherein an amount of the ionic liquid is in a range of about 1 part by weight to about 50 parts by weight based on 100 parts by weight of the lithium salt.

6. The cathode hybrid electrolyte of claim 1 , wherein the ionic liquid is a compound represented by Formula 8, a compound represented by Formula 9, or a combination thereof,

wherein, in Formula 8, X 1 is —N(R 2 )(R 3 )(R 4 ) or —P(R 2 )(R 3 )(R 4 ),
R 1 , R 2 , R 3 , and R 4 are each independently 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 C2-C30 heteroaryl group, an unsubstituted or substituted C2-C30 heteroaryloxy group, an unsubstituted or substituted C4-C30 cycloalkyl group, an unsubstituted or substituted C3-C30 heterocycloalkyl group, or an unsubstituted or substituted C2-C100 alkylene oxide group,

wherein, in Formula 9,

 is a heterocycloalkyl ring or a heteroaryl ring including 1 to 3 heteroatoms and 2 to 30 carbon atoms, the rings substituted by a substituent or unsubstituted, and X 2 is —N(R 5 )(R 6 ), —N(R 5 ), —P(R 5 ), or —P(R 5 )(R 6 );
wherein R 5 and R 6 are each independently hydrogen, 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-CY30 aryloxy group, an unsubstituted or substituted C2-C30 heteroaryl group, an unsubstituted or substituted C2-C30 heteroaryloxy group, an unsubstituted or substituted C4-C30 cycloalkyl group, an unsubstituted or substituted C3-C30 heterocycloalkyl group, or an unsubstituted or substituted C2-C100 alkylene oxide group; and
Y − is an anion, wherein at least a portion of the anions Y − in Formulas 8 and 9 comprises the anionic moiety —Y − of Formula 1.

7. The cathode hybrid electrolyte of claim 1 , wherein the ionic liquid is a compound represented by Formula 10, a compound represented by Formula 11, or a combination thereof,

wherein, in Formula 10, Z is N or P; R 7 , R 8 , R 9 , and R 10 are each independently an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C6-C30 aryl group, an unsubstituted or substituted C2-C30 heteroaryl group, an unsubstituted or substituted C4-C30 cycloalkyl group, or an unsubstituted or substituted C3-C30 heterocycloalkyl group,
wherein, in Formula 11, Z is N or P;
R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , and R 17 are each independently hydrogen, an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C6-C30 aryl group, an unsubstituted or substituted C2-C30 heteroaryl group, an unsubstituted or substituted C4-C30 cycloalkyl group, or an unsubstituted or substituted C3-C30 heterocycloalkyl group; and
Y − is an anion represented by Formula 2-1 or Formula 3-1,

wherein, in Formula 2-1, Rf is a fluorine atom, an unsubstituted or substituted C1-C30 fluorinated alkyl group, an unsubstituted or substituted C6-C30 arylene group, or a combination thereof

8. The cathode hybrid electrolyte of claim 1 , wherein the ionic liquid is represented by one of Formulae 11a, 11b, and 12 to 15,

wherein, in Formulae 11a, 11b, and 12 to 15, R 18 to R 27 are each independently an unsubstituted or substituted C1-C30 alkyl group, an unsubstituted or substituted C6-C30 aryl group, an unsubstituted or substituted C2-C30 heteroaryl group, an unsubstituted or substituted C4-C30 cycloalkyl group, or an unsubstituted or substituted C3-C30 heterocycloalkyl group; and
Y − is an anion represented by Formula 2-1 or Formula 3-1,

wherein, in Formula 2-1, Rf i

Assignees

• Samsung Electronics Co Ltd

Inventors

• Lee Myungjin
• Kim Jusik
• Kim Ryounghee
• Roev Victor

Classifications

• H01M10/0568 Primary

  characterised by the solutes · CPC title

• C08F112/30 Primary

  Sulfur · CPC title

• C08F120/38

  Esters containing sulfur · CPC title

• H01M4/362

  Composites · CPC title

• H01M4/62 Primary

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