# US 11,999,872 B2 · Separator for lithium-sulfur battery and lithium-sulfur battery including same

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- Number: US 11,999,872 B2
- Document ID: US11999872B2
- Status: Granted
- Kind: B2
- Application number: 16/956,413
- Filed: 2019-05-08
- Published: 2020-12-17
- Granted: 2024-06-04
- Earliest claimed: 2018-05-24
- Assignees: LG Energy Solution, Ltd.
- Applicants: LG Energy Solution, Ltd.
- Inventors: Kihyun Kim; Seungbo Yang; Jieun Song; Dongseok Shin; Doo Kyung Yang; Soohyun Kim
- Web page: https://patentgrep.com/patent/US11999872B2

## CPC

- C09D 7/61: inorganic
- H01M 50/443: Particulate material
- C08G 73/0206: {Polyalkylene(poly)amines}
- C08G 73/028: {Polyamidoamines}
- C09D 179/02: Polyamines
- H01M 4/366: {as layered products}
- H01M 4/38: of elements or alloys
- H01M 4/382: {Lithium (H01M4/405 takes precedence)}
- H01M 10/052: Li-accumulators
- H01M 10/0525: Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
- H01M 50/403: Manufacturing processes of separators, membranes or diaphragms
- H01M 50/411: Organic material
- H01M 50/414: Synthetic resins, e.g. thermoplastics or thermosetting resins
- H01M 50/446: Composite material consisting of a mixture of organic and inorganic materials
- H01M 50/451: comprising layers of only organic material and layers containing inorganic material
- C08K 3/04: Carbon
- C08K 3/042: {Graphene or derivatives, e.g. graphene oxides}
- Y02E 60/10: Energy storage using batteries
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- H01M: PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

A separator for a lithium-sulfur battery and a lithium-sulfur battery including the same is provided. More particularly, a separator for a lithium-sulfur battery including a porous substrate; and a coating layer present on at least one surface of the porous substrate, wherein the coating layer includes a polymer and a graphitic carbon-based compound, wherein the polymer includes a main chain with a functional group having a non-covalent electron pair present in the main chain and a side chain with an aromatic hydrocarbon group present in the side chain.

## Claims

### Claim 1

A separator for a lithium-sulfur battery comprising:
a porous substrate; and
a coating layer present on at least one surface of the porous substrate,
wherein the coating layer is formed from a composition comprising:
(a) a polymer comprising (i) a main chain, wherein a functional group comprising a non-covalent electron pair is present in the main chain, and (ii) a side chain, wherein an aromatic hydrocarbon group is present in the side chain, and
(b) a graphitic carbon-based compound,
wherein the polymer excludes a dendrimer structure.

### Claim 2 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the functional group comprising the non-covalent electron pair comprises at least one selected from the group consisting of an amine group, an ether group, an ester group, a carbonate group, a carbonyl group, an imide group, and an amide group.

### Claim 3 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the aromatic hydrocarbon group comprises at least one selected from the group consisting of a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, an anthracenyl group, and a perylenyl group.

### Claim 4 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the polymer is represented by the following Chemical Formula 1:
wherein R1 to R6 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen; a substituted or unsubstituted C1-C20 alkyl group; (R14R15)amino(C2-C10) alkyl group; a substituted or unsubstituted C3-C20 cycloalkyl group; a substituted or unsubstituted C6-C20 aryl group; and a substituted or unsubstituted C4-C20 heteroaryl group; or R1 and R2, R3 and R4 and R5 and R6, together with an amide bond or an imide bond including nitrogen, each independently form a 5 to 50-membered ring including a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C4-C20 heteroaryl group;
R14 and R15 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen; a substituted or unsubstituted C1-C20 alkyl group; a substituted or unsubstituted C3-C20 cycloalkyl group; a substituted or unsubstituted C6-C20 aryl group; and a substituted or unsubstituted C4-C20 heteroaryl group; or R14 and R15 together with an amide bond or an imide bond including nitrogen, form a 5 to 50-membered ring including a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C4-C20 heteroaryl group;
R1 and R2, R3 and R4, R5 and R6 and R14 and R15 are optionally be bonded to each other to form an aliphatic or aromatic ring including a heteroatom;
at least one of R1 to R6 comprises an aromatic ring, or is connected to another substituent of adjacent R1 to R6 through an aromatic ring;
R7 to R13 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen, oxygen, and a substituted or unsubstituted C1-C10 alkyl group, and when R7 to R13 are oxygen, then the R7 to R13 group forms a double bond with the bonded carbon atom;
m is each independently an integer of 0 to 5; and
n is an integer from 5 to 5,000.

### Claim 5 (depends on 4)

The separator for the lithium-sulfur battery according to claim 4, wherein R1 to R6 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen and (R14R15)amino(C2-C5) alkyl group; or R1 and R2, R3 and R4, and R5 and R6, together with an amide bond or an imide bond including nitrogen, each independently form a 5 to 50-membered ring including a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C4-C20 heteroaryl group;
R14 and R15 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen; and a substituted or unsubstituted C4-C20 heteroaryl group; or R14 and R15 together with an amide bond or an imide bond including nitrogen, form a 5 to 50-membered ring including a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C4-C20 heteroaryl group;
R7 to R13 are hydrogen;
m is an integer of 1 to 3; and
n is an integer of 5 to 5,000.

### Claim 6 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the polymer has a number average molecular weight of from 200 to 200,000.

### Claim 7 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the polymer has a polydispersity index of from 1.05 to 20.

### Claim 8 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the polymer is a branched polymer.

### Claim 9 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the graphitic carbon-based compound comprises at least one selected from the group consisting of graphene oxide, reduced graphene oxide, thermal expansion-reduced graphene oxide, and graphite oxide.

### Claim 10 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the graphitic carbon-based compound has a thickness of from 0.5 nm to 40 nm.

### Claim 11 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the graphitic carbon-based has a plate shape or a flake shape.

### Claim 12 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein a weight ratio of the polymer and the graphitic carbon-based compound in the coating layer is from 1:10 to 10:1.

### Claim 13 (depends on 1)

The separator for the lithium-sulfur battery according to claim 1, wherein the coating layer has a thickness of from 0.1 μm to 50 μm.

### Claim 14 (depends on 1)

A lithium-sulfur battery comprising a positive electrode; a negative electrode; a separator and an electrolyte interposed between the positive electrode and the negative electrode, wherein the separator comprises the separator according to claim 1.