# US 2017/0288261 A1 · Anode composite material, method for making the same, and lithium ion battery

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- Number: US 2017/0288261 A1
- Document ID: US20170288261A1
- Status: Published application
- Kind: A1
- Application number: 15/627,240
- Filed: 2017-06-19
- Published: 2017-10-05
- Earliest claimed: 2014-12-19
- Assignees: Jiangsu Huadong Institute of Li-Ion Battery Co., Ltd.; Tsinghua University
- Applicants: Jiangsu Huadong Institute of Li-Ion Battery Co., Ltd.; Tsinghua University
- Inventors: Xiang-Ming He; Guan-Nan Qian; Yu-Ming Shang; Jian-Jun Li; Li Wang; Ju-Ping Yang; Jian Gao; Peng Zhao; Yao-Wu Wang
- Web page: https://patentgrep.com/patent/US20170288261A1

## CPC

- H01M 10/0525: Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
- C08G 73/00: Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00 {(polycarbodiimides prepared from isocyanates C08G18/025, C08G18/797)}
- C08G 73/12: Unsaturated polyimide precursors
- H01M 4/0471: {involving thermal treatment, e.g. firing, sintering, backing particulate active material, thermal decomposition, pyrolysis}
- H01M 4/133: Electrodes based on carbonaceous material, e.g. graphite-intercalation compounds or CFx
- H01M 4/1393: of electrodes based on carbonaceous material, e.g. graphite-intercalation compounds or CFx
- H01M 4/362: {Composites}
- H01M 4/583: Carbonaceous material, e.g. graphite-intercalation compounds or CFx
- H01M 4/602: {Polymers}
- H01M 4/628: {Inhibitors, e.g. gassing inhibitors, corrosion inhibitors}
- H01M 4/0404: {by coating on electrode collectors}
- H01M 2004/027: {Negative electrodes}
- Y02E 60/10: Energy storage using batteries
- 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
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

An anode composite material includes an anode active material and a polymer composited with the anode active material. The polymer is obtained by polymerizing a maleimide type monomer with an organic diamine type compound. The maleimide type monomer is a maleimide monomer, a bismaleimide monomer, a multimaleimide monomer, a maleimide type derivative monomer, or combinations thereof. A method for forming the anode composite material and a lithium ion battery are also disclosed.

## Claims

### Claim 1

An anode composite material comprising:
an anode active material; and
a polymer composited with the anode active material,
wherein the polymer is obtained by polymerizing a maleimide type monomer with an organic diamine type compound, the maleimide type monomer is selected from the group consisting of a maleimide monomer, a bismaleimide monomer, a multimaleimide monomer, a maleimide type derivative monomer, and combinations thereof; and the organic diamine type compound is represented by formula III or formula IV:
wherein R3 is a bivalent organic substituent and R4 is another bivalent organic substituent.

### Claim 2 (depends on 1)

The anode composite material of claim 1, wherein R3 is selected from the group consisting of —(CH2)n—, —CH2—O—CH2—, —CH(NH)—(CH2)n—, phenylene, diphenylene, substituted phenylene, substituted diphenylene, and bivalent alicyclic group, R4 is selected from the group consisting of —(CH2)n—, —O—, —S—, —S—S—, —CH2—O—CH2—, —CH(NH)—(CH2)n—, and —CH(CN)(CH2)n—, and n=1 to 12.

### Claim 3 (depends on 1)

The anode composite material of claim 1, wherein the organic diamine type compound is selected from the group consisting of ethylenediamine, phenylenediamine, methylenedianiline, oxydianiline, and combinations thereof.

### Claim 4 (depends on 1)

The anode composite material of claim 1, wherein the maleimide monomer is represented by formula I:
wherein R1 is a monovalent organic substitute.

### Claim 5 (depends on 4)

The anode composite material of claim 4, wherein R1 is selected from the group consisting of —R, —RNH2R, —C(O)CH3, —CH2OCH3, —CH2S(O)CH3, —C6H5, —C6H4C6H5, —CH2(C6H4)CH3, and monovalent alicyclic group; R is hydrocarbyl with 1 to 6 carbon atoms.

### Claim 6 (depends on 1)

The anode composite material of claim 1, wherein the maleimide monomer is selected from the group consisting of N-phenyl-maleimide, N-(p-tolyl)-maleimide, N-(m-tolyl)-maleimide, N-(o-tolyl)-maleimide, N-cyclohexyl-maleimide, maleimide, maleimidephenol, maleimidebenzocyclobutene, dimethylphenyl-maleimide, N-methyl-maleimide, ethenyl-maleimide, thio-maleimide, ketone-maleimide, methylene-maleimide, maleimide-methyl-ether, maleimide-ethanediol, 4-maleimide-phenyl sulfone, and combinations thereof.

### Claim 7 (depends on 1)

The anode composite material of claim 1, wherein the bismaleimide monomer is represented by formula II:
wherein R2 is a bivalent organic substitute.

### Claim 8 (depends on 7)

The anode composite material of claim 7, wherein R2 is selected from the group consisting of —R—, —RNH2R—, —C(O)CH2—, —CH2OCH2—, —C(O), —O—, —O—O—, —S—, —S—S—, —S(O)—, —CH2S(O)CH2—, —(O)S(O)—, —CH2(C6H4)CH2—, —CH2(C6H4)(O)—, —R—Si(CH3)2—O—Si(CH3)2—R—, —C6H4—, —C6H4C6H4—, bivalent alicyclic group or —(C6H4)—R5—(C6H4)—; R5 is —CH2—, —C(O)—, —C(CH3)2, —O—, —O—O—, —S—, —S—S—, —S(O)—, and —(O)S(O)—; and R is hydrocarbyl with 1 to 6 carbon atoms.

### Claim 9 (depends on 1)

The anode composite material of claim 1, wherein the bismaleimide monomer is selected from the group consisting of N,N′-bismaleimide-4,4′-diphenyl-methane, 1,1′-(methylene-di-4,1-phenylene)-bismaleimide, N,N′-(1,1′-diphenyl-4,4′-dimethylene)-bismaleimide, N,N′-(4-methyl-1,3-phenylene)-bismaleimide, 1,1′-(3,3′-dimethyl-1,1′-diphenyl-4,4′-dimethylene)-bismaleimide, N,N′-ethenyl-bismaleimide, N,N′-butenyl-bismaleimide, N,N′-(1,2-phenylene)-bismaleimide, N,N′-(1,3-phenylene)-bismaleimide, N,N′-thiodimaleimide, N,N′-dithiodimaleimide, N,N′-ketonedimaleimide, N,N′-methylene-bismaleimide, bismaleimidomethyl-ether, 1,2-bismaleimido-1,2-ethandiol, N,N′-4,4′-diphenyl-ether-bismaleimide, 4,4′-bismaleimido-diphenylsulfone, and combinations thereof.

### Claim 10 (depends on 1)

The anode composite material of claim 1, wherein a molecular weight of the polymer is in a range from about 1000 to about 500000.

### Claim 11 (depends on 1)

The anode composite material of claim 1, wherein a molar ratio of the maleimide type monomer to the organic diamine type compound is 1:10 to 10:1.

### Claim 12 (depends on 1)

The anode composite material of claim 1, wherein a molar ratio of the maleimide type monomer to the organic diamine type compound is 1:2 to 4:1.

### Claim 13 (depends on 1)

The anode composite material of claim 1, wherein a mass percent of the polymer in the anode composite material is in a range from about 0.1% to about 5%.

### Claim 14 (depends on 1)

The anode composite material of claim 1, wherein the anode active material is selected from the group consisting of graphite, mesophase carbon micro beads, acetylene black, petroleum coke, carbon fibers, cracked polymers, carbon nanotubes, cracked carbon, and combinations thereof.

### Claim 15

A lithium ion battery comprising a cathode electrode, an anode electrode, a separator, and an electrolyte liquid, the cathode electrode comprises an anode composite material comprising:
an anode active material; and
a polymer composited with the anode active material,
wherein the polymer is obtained by polymerizing a maleimide type monomer with an organic diamine type compound, the maleimide type monomer is selected from the group consisting of a maleimide monomer, a bismaleimide monomer, a multimaleimide monomer, a maleimide type derivative monomer, and combinations thereof; and the organic diamine type compound is represented by formula III or formula IV:
wherein R3 is a bivalent organic substituent and R4 is another bivalent organic substituent.

### Claim 16

A method for making an anode composite material comprising:
polymerizing a maleimide type monomer with an organic diamine type compound to form a polymer; and
compositing the polymer with an anode active material;
wherein the maleimide type monomer is selected from the group consisting of a maleimide monomer, a bismaleimide monomer, a multimaleimide monomer, a maleimide type derivative monomer, and combinations thereof; and the organic diamine type compound is represented by formula III or formula IV:
wherein R3 is a bivalent organic substituent and R4 is another bivalent organic substituent.

### Claim 17 (depends on 16)

The method of claim 16, wherein a molar ratio of the maleimide type monomer to the organic diamine type compound is 1:2 to 4:1.

### Claim 18 (depends on 16)

The method of claim 16, further comprising:
dissolving the organic diamine type compound in an organic solvent to form a diamine solution;
mixing the maleimide type monomer with another organic solvent to form a first mixture, and then preheating the first mixture to form a solution of the maleimide type monomer;
further mixing the anode active material with the solution of the maleimide type monomer to form a second mixture;
adding the diamine solution to the second mixture to directly synthesize the polymer on a surface of the anode active material.