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Organic radical-modified cellulose derivative, as well as preparation method and application thereof

A technology of cellulose derivatives and free radicals, applied in electrical components, battery electrodes, circuits, etc., can solve the problems of reducing the performance of polymer organic free radical batteries, polymers are difficult to degrade, and the concentration of free radicals cannot be achieved. The battery capacity is not easy to decay, the battery cycle stability is good, and the output is abundant.

Inactive Publication Date: 2013-01-30
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The first generation polymer organic free radical battery was the first use of poly 4-methacrylate-2,2,6,6-tetramethylpiperidine-1 nitrogen oxide radical (PTMA) in 2002 by Nakahara K of NEC Corporation of Japan. It is prepared as the positive electrode active material of lithium-ion batteries, but it is difficult to prepare PTMA, and the discharge capacity of the battery is less than 70% of the theoretical capacity of the polymer.
Because PTMA is synthesized by an indirect method, that is, the polymer precursor containing the corresponding amine group is first synthesized, and then the amine group is oxidized into nitrogen-oxygen free radicals. The oxidation reaction cannot convert all the amine groups of the polymer precursor into nitrogen-oxygen free radicals. , the highest conversion rate is less than 70%, so that the concentration of free radicals bound to the polymer molecular chain cannot reach the theoretical value, such as the discharge capacity of a battery containing PTMA free radicals is 77Ah kg -1 , can only reach 70% of the theoretical battery capacity (theoretical value is 111 Ahkg -1 )
In addition, the indirect synthesis method will also degrade the polymer, reduce the molecular weight of the polymer, and often introduce trace metal salt impurities (oxidants), etc., which will reduce the performance of the polymer organic free radical battery, and the polymer is difficult to degrade.

Method used

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  • Organic radical-modified cellulose derivative, as well as preparation method and application thereof
  • Organic radical-modified cellulose derivative, as well as preparation method and application thereof
  • Organic radical-modified cellulose derivative, as well as preparation method and application thereof

Examples

Experimental program
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Embodiment 1

[0040] (1) Polymer preparation: 500 mg of 4-carboxy-TEMPO (2.90 mmol) was added to ethyl cellulose (ethyl substitution degree 2.50) solution in an ice-water bath (1 gram of ethyl cellulose was dissolved in 30 ml of dichloromethane containing 2.22mmol hydroxyl groups), start magnetic stirring, add catalyst EDC.HCl (581mg, 3.04mmol) and DMAP (37mg, 0.30mmol), react at room temperature for 48h, filter the product, wash twice with deionized water, and then use Concentrate to 10ml with a rotary evaporator, precipitate in 500ml methanol, and dry the insoluble matter to obtain a light red solid (EC-T), with a yield of 85%; see the attached figure 1 .

[0041] (2) Polymer structure and properties: The infrared spectrum of organic radical modified cellulose derivative EC-T is shown in the attached figure 2 shown at 3460cm -1 and 1550cm -1 is the characteristic peak of the NO group of the free radical TEMPO, at 1744cm -1 The characteristic peaks of the ester carbonyl groups are at ...

Embodiment 2

[0045] (1) Polymer preparation: 500 mg of 3-carboxy PROXYL (2.44 mmol) was added to ethyl cellulose (ethyl substitution degree 2.50) solution (1 gram was dissolved in 30 ml of dichloromethane, containing 2.22 mmol of hydroxyl groups) in an ice-water bath ), start magnetic stirring, add catalyst EDC.HCl (581mg, 3.04mmol) and DMAP (37mg, 0.30mmol), react at room temperature for 48h, filter, wash twice with deionized water, and then concentrate to 10ml with a rotary evaporator, Precipitate in 500ml of methanol, and dry the insoluble matter to obtain a light yellow solid (EC-P), with a yield of 88%; see the attached figure 1 ;

[0046] (2) Polymer structure and properties: as shown in the infrared spectrum of organic radical modified cellulose derivative EC-P, at 3460cm -1 and 1550cm -1 is the characteristic peak of the NO group of the free radical PROXYL, at 1745cm -1 The characteristic peaks of ester carbonyl groups are at the peaks, which do not appear in the infrared spectr...

Embodiment 3

[0050] (1) Polymer preparation: Add 500 mg of 4-acyl chloride TEMPO (4.44 mmol) to a solution of cellulose acetate (acetate substitution degree 2.46) in an ice-water bath (dissolved in 30 ml of dichloromethane, containing 2.22 mmol of hydroxyl ), start magnetic stirring, add catalyst triethylamine (307.3mg, 3.04mmol), react at room temperature for 48h, filter, wash twice with deionized water, then concentrate to 10ml with rotary evaporator, precipitate in 500ml methanol, insoluble The product was dried to obtain a cellulose derivative containing organic free radicals (AC-T) containing TEMPO, a light red solid, and the yield was 84%; the preparation process is shown in the attached figure 1 ;

[0051] (2) Polymer structure and properties: The infrared spectrum of organic radical modified cellulose derivative AC-T shows that at 3455cm -1 and 1554cm -1 is the characteristic peak of the NO group of the free radical TEMPO, at 1740cm -1 These peaks are characteristic peaks of ester...

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Abstract

The invention discloses an organic radical-modified cellulose derivative, as well as a preparation method and an application thereof. The method comprises: dissolving a hydroxyl-containing cellulose derivative in an organic solvent, mixing with a stable nitroxide radical containing carboxyl or acyl chloride, and reacting in the presence of a catalyst to obtain a stable organic radical-modified cellulose derivative; and preparing a cathode material of a lithium ion battery from the organic radical-modified cellulose derivative alone or after blending and doping with the organic radical-modified cellulose derivative with graphene / carbon nanotubes. The cathode material prepared by the method can overcome the disadvantages of a lithium metal oxide cathode material, has second-order charging / discharging performance, and has the advantages of high discharging capacity up to 121% to 167% of the theoretical value, high charging speed, and short charging time (60 seconds). The organic radical-modified cellulose derivative cathode material provided by the invention is free of heavy metals, and has the advantages of no toxicity, environmental protection and biodegradability; and the organic radical-modified cellulose derivative lithium ion battery prepared by the invention has excellent charging / discharging cycle stability.

Description

technical field [0001] The invention relates to a cellulose derivative, in particular to an organic free radical modified cellulose derivative and a preparation method thereof. The organic free radical modified cellulose derivative can be used as a positive electrode material of a lithium ion battery. It belongs to the technical field of energy materials. technical background [0002] Cellulose is a natural macromolecule that exists widely in nature and has abundant yields. It is cheap, biodegradable and environmentally friendly. In recent years, with the decline of oil and coal reserves and the rapid increase of oil prices, countries around the world have paid more and more attention to environmental pollution. How to use abundant renewable resources such as cellulose, starch, and lignin to develop biodegradable functions More and more attention has been paid to new polymer materials. Cellulose is insoluble in water and common organic solvents. Various functional groups a...

Claims

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Application Information

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IPC IPC(8): H01M4/60
CPCY02E60/12Y02E60/10
Inventor 瞿金清
Owner SOUTH CHINA UNIV OF TECH
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