Binder, method of preparing the binder, and anode and lithium battery including the binder

Patent metadata

Field	Value
Publication number	US-10756350-B2
Application number	US-201715656476-A
Country	US
Kind code	B2
Filing date	Jul 21, 2017
Priority date	Jul 22, 2016
Publication date	Aug 25, 2020
Grant date	Aug 25, 2020

Abstract

A binder includes a third polymer including a cross-linked product of a first polymer and a second polymer, wherein the first polymer includes a first functional group and is at least one selected from a polyamic acid and a polyimide, wherein the second polymer includes a second functional group and is water-soluble, and wherein the first polymer and the second polymer are cross-linked by an ester bond formed by a reaction of the first functional group and the second functional.

First claim

What is claimed is:

1. A binder comprising:
a third polymer comprising a cross-linked product of a first polymer and a second polymer,
wherein the first polymer comprises a first functional group and is at least one selected from a polyamic acid and a polyimide,
wherein the second polymer comprises a second functional group and is water-soluble, and
wherein the first polymer and the second polymer are cross-linked by an ester bond formed by a reaction of the first functional group and the second functional group,
wherein the polyamic acid is represented by Formula 1 or Formula 2:

wherein, in Formulae 1 and 2,
M is an alkali metal;
Ar 1 and Ar 3 are each independently an aromatic group selected from a substituted or unsubstituted tetravalent C6-C24 arylene group and a substituted or unsubstituted tetravalent C4-C24 heteroarylene group, wherein the aromatic group is one aromatic ring, a ring comprising at least two aromatic rings fused to each other, or a ring comprising at least two aromatic rings linked by a single bond, —O—, —S—, —C(═O)—, —S(═O) 2 —, —Si(Ra)(Rb)-, a C1-C10 alkylene group substituted or unsubstituted with a halogen, or —C(═O)—NH—, wherein Ra and Rb are each independently a substituted or unsubstituted C1-C10 alkyl group;
Ar 2 and Ar 4 are each independently an aromatic group selected from a substituted or unsubstituted divalent C6-C24 arylene group and a substituted or unsubstituted divalent C4-C24 heteroarylene group, wherein the aromatic group is one aromatic ring, a ring having at least two aromatic rings fused to each other, or a ring comprising at least two aromatic rings linked by a single bond, —O—, —S—, —C(═O)—, —S(═O) 2 —, —Si(Ra)(Rb)-, a C1-C10 alkylene group substituted or unsubstituted with a halogen, or —C(═O)—NH—, wherein Ra and Rb are each independently a substituted or unsubstituted C1-C10 alkyl group;
X 1 is —C(═O)OH, —OH, —C(═O)—NH 2 , or —C(═O)H; and
n and m are each a molar ratio of a repeating unit, where 0<n<1, 0<m<1, and n+m=1.

2. The binder of claim 1 , wherein the first functional group and the second functional group are each independently at least one selected from a carboxyl group, a hydroxyl group, an amide group, and an aldehyde group.

3. The binder of claim 1 , wherein the first polymer further comprises an alkali metal.

4. The binder of claim 3 , wherein an amount of the alkali metal in the first polymer is in a range of about 0.2 equivalents to about 1.0 equivalents at an equivalent ratio with respect to a carboxyl group or an amide group.

5. The binder of claim 1 , wherein the polyamic acid is represented by Formula 3 or Formula 4:

wherein, in Formulae 3 and 4,
M is lithium or sodium;
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 are each independently a hydrogen, a halogen, —C(═O)OH, —OH, —C(═O)—NH 2 , —C(═O)H, a C1-C10 alkyl group substituted or unsubstituted with a halogen, a C6-C20 aryl group substituted or unsubstituted with a halogen, or a C2-C20 heteroaryl group substituted or unsubstituted with a halogen;
Y 1 is a single bond, —O—, —S—, —C(═O)—, —S(═O) 2 —, —Si(Ra)(Rb)-, a C1-C10 alkylene group substituted or unsubstituted with a halogen, or —C(═O)—NH—, wherein where Ra and Rb are each independently a substituted or unsubstituted C1-C10 alkyl group, and R is a C1-C10 alkyl group;
at least one selected from R 3 , R 4 , R 5 , and R 6 is —C(═O)OH, —OH, —C(═O)—NH 2 , or —C(═O)H; and
n and m are each a molar ratio of a repeating unit, where 0<n<1, 0<m<1, and n+m=1.

6. The binder of claim 1 , wherein the polyimide is represented by Formula 5 or Formula 6:

wherein, in Formulae 5 and 6,
M is an alkali metal;
Ar 1 and Ar 2 are each independently an aromatic group selected from a substituted or unsubstituted tetravalent C6-C24 arylene group and a substituted or unsubstituted tetravalent C4-C24 heteroarylene group, wherein the aromatic group is one aromatic ring, a group comprising at least two aromatic rings fused to each other, or a ring comprising at least two aromatic rings linked by a single bond, —O—, —S—, —C(═O)—, —S(═O) 2 —, —Si(Ra)(Rb)-, a C1-C10 alkylene group substituted or unsubstituted with a halogen, or —C(═O)—NH—, where Ra and Rb are each independently a substituted or unsubstituted C1-C10 alkyl group;
Ar 2 and Ar 4 are each independently an aromatic group selected from a substituted or unsubstituted divalent C6-C24 arylene group and a substituted or unsubstituted divalent C4-C24 heteroarylene group, wherein the aromatic group is one aromatic ring, a ring comprising at least two aromatic rings fused to each other, or a ring comprising at least two aromatic rings linked by a single bond, —O—, —S—, —C(═O)—, —S(═O) 2 —, —Si(Ra)(Rb)-, a C1-C10 alkylene group substituted or unsubstituted with a halogen, or —C(═O)—NH—, where Ra and Rb are each independently a substituted or unsubstituted C1-C10 alkyl group;
X 1 is —C(═O)OH, —OH, —C(═O)—NH 2 , or —C(═O)H; and
n and m are each a molar ratio of a repeating unit, where 0<n<1, 0<m<1, and n+m=1.

7. The binder of claim 1 , wherein the polyimide is represented by Formula 7 or Formula 8:

wherein, in Formulae 7 and 8,
M is lithium or sodium;
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 are each independently a hydrogen, a halogen, —C(═O)OH, —OH, —C(═O)—NH 2 , —C(═O)H, a C1-C10 alkyl group substituted or unsubstituted with a halogen, a C6-C20 aryl group substituted or unsubstituted with a halogen, or a C2-C20 heteroaryl group substituted or unsubstituted with a halogen;
Y 1 is a single bond, —O—, —S—, —C(═O)—, —S(═O) 2 —, —Si(Ra)(Rb)-, a C1-C10 alkylene group substituted or unsubstituted with a halogen, or —C(═O)—NH—, where Ra and Rb are each independently a substituted or unsubstituted C1-C10 alkyl group;
at least one selected from R 3 , R 4 , R 5 , and R 6 is —C(═O)OH, —OH, —C(═O)—NH 2 , or —C(═O)H; and
n and m are each a molar ratio of a repeating unit, where 0<n<1, 0<m<1, and n+m=1.

8. The binder of claim 1 , wherein the polyamic acid is represented by Formula 9 or Formula 10, and the polyimide is represented by Formula 11 or Formula 12:

wherein, in Formulae 9 to 12,
n and m are each a molar ratio of a repeating unit, where 0<n<1, 0<m<1, and n+m=1.

9. The binder of claim 8 , wherein 0<n<0.5, 0.5<m<1, and n+m=1.

10. The binder of claim 1 , wherein the second polymer is a polymerization reaction product or its hydrolysate of at least one monomer selected from a vinyl monomer, an acetate monomer, an alcohol monomer, a (meth)acryl monomer, an acrylamide monomer, and a methacrylamide monomer.

11. The binder of claim 1 , wherein the second polymer is a polymerization reaction product or its hydrolysate of at least one monomer selected from vinyl acetate, vinyl alcohol, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl

Assignees

• Samsung Electronics Co Ltd
• Samsung Sdi Co Ltd

Inventors

• Bae Woojin
• Kwon Seunguk
• Mah Sangkook
• Yang Jeeeun
• Yoon Dukhyoung
• Han Sungsoo

Classifications

• C08G73/1067 Primary

  Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound · CPC title

• C08K3/08

  Metals · CPC title

• H01M4/36

  Selection of substances as active materials, active masses, active liquids · CPC title

• H01M4/622 Primary

  being polymers · CPC title

• H01M4/13

  Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof · CPC title