CN102270761A - Method for making integrated flexible organic free radical electrode - Google Patents
Method for making integrated flexible organic free radical electrode Download PDFInfo
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- CN102270761A CN102270761A CN2010101911600A CN201010191160A CN102270761A CN 102270761 A CN102270761 A CN 102270761A CN 2010101911600 A CN2010101911600 A CN 2010101911600A CN 201010191160 A CN201010191160 A CN 201010191160A CN 102270761 A CN102270761 A CN 102270761A
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Abstract
The invention discloses a method for making an integrated flexible organic free radical electrode. The method comprises the following steps of: 1, modifying carbon cloth for 1 hour by using a microwave oven and cleaning; 2, dissolving an organic free radial high polymer material in an N-methyl-pyrrolidone solvent, and continuously soaking the modified carbon cloth in solution for 4 hours; 3, evaporating the solution in a vacuum drying oven at the temperature of 60 DEG C to make the electrode; and 4, assembling the made composite electrode and performing charging and discharging. The organic free radical electrode made by the method has the characteristics of high capacity of carrying active substances, high flexibility, long cyclic service life, and high power, low cost and no environment pollution during use, and can be bent. Moreover, a novel method for making the integrated flexible organic free radical electrode which does not contain a conductive agent is developed.
Description
Technical field
The present invention relates to the electrochemical energy storage technical field, be specifically related to the preparation method of the integrated organic free radical electrode of a kind of flexibility.
Background technology
Since 2002, K.Nakahara reported with since the positive electrode (please refer to document Chemical Physics Letters 359 (2002) 351-354) of a kind of novel organic polymer NO free radical material as rechargeable battery, numerous relevant patent reports various with of the application of NO free radical material as the battery of electrode material.Simultaneously, it is the organic free radical battery of positive electrode that Japan NEC Corporation has also released with the organic free radical macromolecular material, this battery have have extended cycle life, charge-discharge velocity is fast, machinability good, plurality of advantages such as environmentally friendly, can be at electronic product, electronics industry, communications industry, aspects such as military field are applied.
And how to use the organic polymer free radical to prepare rechargeable battery, become the technology of rising in the industry, for example application number is that 200710035972.4 Chinese invention patent discloses a kind of preparation method who adopts the organic free radical polyalcohol lithium battery, and the preparation feature of its positive plate is that the slurry that will prepare adopts coating machine to spread upon to be cut into positive plate on the aluminium foil after the drying.
But all there is following defective in the method for above-mentioned patent and prior art for preparing battery:
At first, because the organic free radical macromolecular material belongs to redox polymers, intrinsic conductivity is very poor, in the traditional electrode preparation, need to add a large amount of conductive agent (such as expensive vapour deposition carbon nano-fiber), add conductive agent generally account for electrode the heavy amount 50%, thereby cause electrode integral energy density to reduce to a great extent;
Secondly, also need macromolecule and the good dispersion of conductive agent are coated on the metal collector again.So both need loaded down with trivial details technology, again equipment had been proposed higher requirement;
Once more, being coated in can influence the flexible of electrode and reduce the electrode flexible on traditional metal forming, limited the scope of application of electrode largely.
Therefore, can must be in application in order to make the organic free radical battery in wide space, the preparation method who needs badly electrode improves.。
Summary of the invention
At above-mentioned defective, the purpose of this invention is to provide the preparation method of the integrated organic free radical electrode of a kind of flexibility, lower with the cell integrated energy density that solves prior art for preparing, bending property is poor, and the loaded down with trivial details technical problem of preparation technology.
For achieving the above object, the present invention has adopted following technical scheme:
The preparation method of the integrated organic free radical electrode of a kind of flexibility may further comprise the steps:
Step 1: use microwave oven that carbon cloth is carried out modification and handled 1 hour, and clean;
Step 2: the organic free radical macromolecular material is dissolved in N-methyl-pyrrolidones solvent, and the carbon cloth that will handle is immersed in the solution and continues 4 hours;
Step 3: under 60 ℃ condition, in vacuum drying oven, solution is evaporated, to make electrode;
Step 4: assemble with the combination electrode that makes, and discharge and recharge processing.
Preparation method according to the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, described step 1 further comprises: step 1.1: the square carbon cloth of 10cmx10cm is immersed in the alkaline solution of 1M, and the microwave power that carries out microwave modification is 1000W.
According to the preparation method of the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, described step 1 further comprises: step 1.1: the ZnCl that the square carbon cloth of 10cmx10cm is immersed in 1M
2Solution, the microwave power that carries out microwave modification is 1000W.
Preparation method according to the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, described organic free radical macromolecular material is polynorbornene derivatives organic free radical macromolecular material or poly-4-methacryloxy-2,2,6,6-tetramethyl-piperidinol nitroxyl radical one of them.
Preparation method according to the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, further comprise in described step 4: step 4.1: will prepare the gained combination electrode and be washed into the sequin of diameter 14mm as positive pole, with metal lithium sheet as negative pole, with 1M LiPF
6/ EC-DEC is as electrolyte, and being assemblied in battery configuration is in 2016 button cells; Step 4.2: discharge and recharge between 2-4V, charging platform is about 3.6V, and discharge capacity is about 3.6V.
According to the preparation method of the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, 1M LiPF in the described electrolyte
6The volume ratio of/EC-DEC is 3: 7.
According to the preparation method of the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, described carbon cloth comprises the cloth or the paper of various material with carbon element preparations such as carbon paper, carbon felt and carbon nano-tube, carbon fiber or Graphene etc.
According to the preparation method of the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, described alkaline solution be NaOH, LiOH, KOH one of them.
According to the preparation method of the integrated organic free radical electrode of the described flexibility of preferred embodiment of the present invention, in step 4, the discharge capacity of 1C is 101mAh/g or 107mAh/g.
Owing to adopted above technical characterictic, made method of the present invention have following advantage and good effect with respect to prior art:
At first, it is big to have the active material carrying capacity according to the organic free radical flexible electrode of method of the present invention preparation, flexible good, flexible, than the long life-span that recycles, the characteristics that have more high-power, low cost and non-environmental-pollution during use have been opened up the novel preparation method of the integrated organic free radical flexible electrode that does not contain conductive agent;
Secondly, the carbon cloth method of modifying that the present invention proposes can increase substantially the micropore of carbon cloth, and change the surface characteristic of carbon cloth, thereby help the carrying capacity of adhering to and improved active material of organic free radical macromolecule on carbon cloth, improved the energy density of electrode;
Once more, method of the present invention has adopted carbon cloth as collector and electric conductor, the viscosity of the viscosity of dependence macromolecule self itself or the binding agent of adding, and direct and organic free radical macromolecule carries out compound, and preparation technology is simple.Simultaneously, prepare like this that the electrode flexibility of gained is good, energy density is high.
Description of drawings
Fig. 1 is a preparation method's of the present invention flow chart;
Fig. 2 is the charging and discharging curve of the second embodiment of the present invention.
Embodiment
Below in conjunction with accompanying drawing several preferred embodiments of the present invention is described in detail, but the present invention is not restricted to these embodiment.The present invention contain any on marrow of the present invention and scope, make substitute, modification, equivalent method and scheme.Understand for the public is had completely the present invention, in the following preferred embodiment of the present invention, describe concrete details in detail, and do not have the description of these details also can understand the present invention fully for a person skilled in the art.
Core of the present invention is, a kind of preparation method of flexible organic free radical electrode is provided, and the porous carbon cloth that adopts microwave modification has prepared the flexible organic free radical electrode that does not contain conductive agent as collector.It is big that the organic free radical flexible electrode that adopts the present invention to prepare has the active material carrying capacity, flexible good, flexible, than the long life-span that recycles, the characteristics that have more high-power, low cost and non-environmental-pollution during use have been opened up the novel preparation method of the integrated organic free radical flexible electrode that does not contain conductive agent
Please refer to Fig. 1, be method flow diagram of the present invention, the preparation method of flexible organic free radical electrode provided by the present invention comprises:
S101: use microwave oven that carbon cloth is carried out modification and handled 1 hour, and clean;
Carbon cloth is commercial various carbon cloth and carbon paper and carbon felt, comprises carbon cloth, the carbon felt of preparation voluntarily simultaneously, and the cloth or the paper of various material with carbon element preparations such as carbon nano-tube, carbon fiber or Graphene.
Carbon cloth is immersed in certain density alkalescence, acidity or salting liquid or the organic solution microwave modification regular hour under certain power.Then carbon cloth is washed, thereby increase the micropore number of carbon cloth, thereby improve the response area of electrode dramatically, thereby improve the carrying capacity of organic free radical active material.
Alkaline solution comprises alkaline solutions such as NaOH, LiOH, KOH, and acid solution comprises sulfuric acid, nitric acid, phosphoric acid, acetic acid etc., and salt comprises salt such as zinc chloride, sodium chloride, sodium carbonate, and organic system comprises quaternary ammonium salt solution etc.The organic solvent of dissolving organic free radical macromolecular material comprises acetonitrile, N-methyl-pyrrolidones, the solvent that the carrene isopolarity is bigger.
S102: the organic free radical macromolecular material is dissolved in N-methyl-pyrrolidones solvent, and the carbon cloth that will handle is immersed in the solution and continues 4 hours;
S103; Under 60 ℃ condition, in vacuum drying oven, solution is evaporated, to make electrode;
The preparation of combination electrode: organic free radical macromolecular material (perhaps adding a certain amount of binding agent) is dissolved in the solvent, and the carbon cloth that will handle is immersed in the solution behind the certain hour then, and solvent is slowly evaporated, and just makes electrode.
The combination electrode of preparation can be used as the positive pole or the negative pole of organic free radical respectively according to the high molecular type difference of organic free radical (p-mixes, perhaps the n-doping type).
S104: assemble with the combination electrode that makes, and discharge and recharge processing.
Below in conjunction with accompanying drawing, two specific embodiments of the present invention are described.
Embodiment one
Present embodiment is a kind of employing polynorbornene derivatives organic free radical macromolecular material (hereinafter to be referred as PNBT) (poly (NB-2,3-endo, exo-(COO-4-(2,2,6,6-tetramethylpiperidine-1-oxy))
2)) be used as positive electrode active materials and carbon cloth carries out compound.
Specific implementation method is:
(1) microwave oven that uses average family to use carries out modification to carbon cloth: 10cmX10cm square carbon cloth is immersed in 100ml, and in the LiOH solution of 1M, microwave modification is 1 hour under 1000W power.Then carbon cloth is washed.
(2) preparation of combination electrode: 0.5g polynorbornene derivatives organic free radical macromolecular material is dissolved in N-methyl-pyrrolidones solvent, the 0.5g carbon cloth that to handle then was immersed in the solution after 4 hours, under 60C, in vacuum drying oven, solvent is slowly evaporated, just make electrode.
The sequin that preparation gained combination electrode is washed into diameter 14mm is as positive pole, with metal lithium sheet as negative pole, with 1M LiPF
6/ EC-DEC (volume ratio 3: 7) is as electrolyte, and being assemblied in battery configuration is in 2016 button cells.
Discharge and recharge between 2-4V, charging platform is about 3.6V, and discharge capacity is about 3.6V, and the 1C discharge capacity is that (calculated capacity is only considered the PNBT capacity to 107mAh/g herein, and its charging and discharging curve as shown in Figure 2.
Embodiment two
Present embodiment is the poly-4-methacryloxy-2 of a kind of employing organic free radical macromolecular material, 2,6, (Poly 2 for 6-tetramethyl-piperidinol nitroxyl radical, 2,6,6-tetramethylpiperidine-1-oxymethacrylate)) (hereinafter to be referred as PTMA) carries out the compound method for preparing electrode as positive electrode active materials and carbon cloth.
Specific implementation method is:
(1) microwave oven that uses average family to use carries out modification to carbon cloth: 10cmX10cm square carbon cloth is immersed in 100ml, the ZnCl of 1M
2In the solution, microwave modification is 1 hour under 1000W power.Then carbon cloth is washed.
(2) preparation of combination electrode: 0.5gPTMA organic free radical macromolecular material is dissolved in N-methyl-pyrrolidones solvent, the 0.5g carbon cloth that to handle then was immersed in the solution after 4 hours, under 60 ° of C, in vacuum drying oven, solvent is slowly evaporated, just make electrode.
The sequin that preparation gained combination electrode is washed into diameter 14mm is as positive pole, with metal lithium sheet as negative pole, with 1M LiPF
6/ EC-DEC (volume ratio 3: 7) is as electrolyte, and being assemblied in battery configuration is in 2016 button cells.Discharge and recharge between 2-4V, charging platform is about 3.6V, and discharge capacity is about 3.6V, and the 1C discharge capacity is 101mAh/g (calculated capacity is only considered the PNBT capacity herein).
In sum, owing to adopted above technical characterictic, make method of the present invention have following advantage and good effect: at first with respect to prior art, it is big to have the active material carrying capacity according to the organic free radical flexible electrode of method of the present invention preparation, flexible good, flexible, than the long life-span that recycles, the characteristics that have more high-power, low cost and non-environmental-pollution during use have been opened up the novel preparation method of the integrated organic free radical flexible electrode that does not contain conductive agent;
Secondly, the carbon cloth method of modifying that the present invention proposes can increase substantially the micropore of carbon cloth, and change the surface characteristic of carbon cloth, thereby help the carrying capacity of adhering to and improved active material of organic free radical macromolecule on carbon cloth, improved the energy density of electrode;
Once more, method of the present invention has adopted carbon cloth as collector and electric conductor, the viscosity of the viscosity of dependence macromolecule self itself or the binding agent of adding, and direct and organic free radical macromolecule carries out compound, and preparation technology is simple.Simultaneously, prepare like this that the electrode flexibility of gained is good, energy density is high.
The preferred embodiment of the present invention just is used for helping to set forth the present invention.Preferred embodiment does not have all details of detailed descriptionthe, does not limit this invention yet and only is described embodiment.Obviously, according to the content of this specification, can make many modifications and variations.These embodiment are chosen and specifically described to this specification, is in order to explain principle of the present invention and practical application better, thereby the technical field technical staff can utilize the present invention well under making.The present invention only is subjected to the restriction of claims and four corner and equivalent.
Claims (9)
1. the preparation method of the integrated organic free radical electrode of flexibility is characterized in that, may further comprise the steps:
Step 1: use microwave oven that carbon cloth is carried out modification and handled 1 hour, and clean;
Step 2: the organic free radical macromolecular material is dissolved in N-methyl-pyrrolidones solvent, and the carbon cloth that will handle is immersed in the solution and continues 4 hours;
Step 3: under 60 ℃ condition, in vacuum drying oven, solution is evaporated, to make electrode;
Step 4: assemble with the combination electrode that makes, and discharge and recharge processing.
2. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 1 is characterized in that described step 1 further comprises:
Step 1.1: the square carbon cloth of 10cmx10cm is immersed in the alkaline solution of 1M, and the microwave power that carries out microwave modification is 1000W.
3. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 1 is characterized in that described step 1 further comprises:
Step 1.1: the ZnCl that the square carbon cloth of 10cmx10cm is immersed in 1M
2Solution, the microwave power that carries out microwave modification is 1000W.
4. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 1, it is characterized in that, described organic free radical macromolecular material is polynorbornene derivatives organic free radical macromolecular material or poly-4-methacryloxy-2,2,6,6-tetramethyl-piperidinol nitroxyl radical one of them.
5. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 1 is characterized in that, further comprises in described step 4:
Step 4.1: will prepare sequin that the gained combination electrode is washed into diameter 14mm as positive pole, with metal lithium sheet as negative pole, with 1M LiPF
6/ EC-DEC is as electrolyte, and being assemblied in battery configuration is in 2016 button cells;
Step 4.2: discharge and recharge between 2-4V, charging platform is about 3.6V, and discharge capacity is about 3.6V.
6. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 5 is characterized in that, 1M LiPF in the described electrolyte
6The volume ratio of/EC-DEC is 3: 7.
7. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 1 is characterized in that, described carbon cloth comprises the cloth or the paper of various material with carbon element preparations such as carbon paper, carbon felt and carbon nano-tube, carbon fiber or Graphene etc.
8. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 2 is characterized in that, described alkaline solution be NaOH, LiOH, KOH one of them.
9. the preparation method of the integrated organic free radical electrode of flexibility as claimed in claim 1 is characterized in that, in step 4, the discharge capacity of 1C is 101mAh/g or 107mAh/g.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102263264A (en) * | 2011-06-28 | 2011-11-30 | 中国科学院化学研究所 | Free radical polymer/graphene composite material and preparation method thereof as well as application thereof |
| CN102544479A (en) * | 2011-12-15 | 2012-07-04 | 华中科技大学 | Preparation method of zinc cobaltate array/carbon cloth composite anode material of lithium ion battery |
| CN102593436A (en) * | 2012-02-27 | 2012-07-18 | 清华大学 | Self-supporting flexible carbon nano-tube paper composite electrode material for lithium ion battery |
| CN103268946A (en) * | 2013-06-03 | 2013-08-28 | 大连交通大学 | Flow battery graphite felt electrode sintering modification treatment method |
| CN104269562A (en) * | 2014-07-18 | 2015-01-07 | 台南大学 | Modification of carbon cloth, and application thereof |
| CN104868124A (en) * | 2014-02-25 | 2015-08-26 | 江门市荣炭电子材料有限公司 | Carbon base material battery anode structure with self-assembled modification films and preparation method thereof |
| CN109103420A (en) * | 2018-08-01 | 2018-12-28 | 上海交通大学 | A kind of processing method of the organic flexible lithium of binder free/sodium-ion battery anode |
| CN109786869A (en) * | 2018-12-18 | 2019-05-21 | 中国科学院青岛生物能源与过程研究所 | A kind of application of the polymer containing the structure of hindered amine in serondary lithium battery |
| CN109921036A (en) * | 2019-02-26 | 2019-06-21 | 天津大学 | A kind of pre-treating method of TEMPO/MV flow battery combination electrode |
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| EP1667271A1 (en) * | 2004-11-26 | 2006-06-07 | Samsung SDI Co., Ltd. | Electrode for fuel cell, fuel cell comprising the same, and method for preparing the same |
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102263264A (en) * | 2011-06-28 | 2011-11-30 | 中国科学院化学研究所 | Free radical polymer/graphene composite material and preparation method thereof as well as application thereof |
| CN102544479A (en) * | 2011-12-15 | 2012-07-04 | 华中科技大学 | Preparation method of zinc cobaltate array/carbon cloth composite anode material of lithium ion battery |
| CN102544479B (en) * | 2011-12-15 | 2013-10-30 | 华中科技大学 | Preparation method of zinc cobaltate array/carbon cloth composite anode material of lithium ion battery |
| CN102593436A (en) * | 2012-02-27 | 2012-07-18 | 清华大学 | Self-supporting flexible carbon nano-tube paper composite electrode material for lithium ion battery |
| CN103268946A (en) * | 2013-06-03 | 2013-08-28 | 大连交通大学 | Flow battery graphite felt electrode sintering modification treatment method |
| CN104868124A (en) * | 2014-02-25 | 2015-08-26 | 江门市荣炭电子材料有限公司 | Carbon base material battery anode structure with self-assembled modification films and preparation method thereof |
| CN104868124B (en) * | 2014-02-25 | 2018-01-12 | 江门市荣炭电子材料有限公司 | Has carbon substrate GND structure of the self-assembled modified film of plural layer and preparation method thereof |
| CN104269562A (en) * | 2014-07-18 | 2015-01-07 | 台南大学 | Modification of carbon cloth, and application thereof |
| CN104269562B (en) * | 2014-07-18 | 2017-01-18 | 台南大学 | Modification of carbon cloth, and application thereof |
| CN109103420A (en) * | 2018-08-01 | 2018-12-28 | 上海交通大学 | A kind of processing method of the organic flexible lithium of binder free/sodium-ion battery anode |
| CN109786869A (en) * | 2018-12-18 | 2019-05-21 | 中国科学院青岛生物能源与过程研究所 | A kind of application of the polymer containing the structure of hindered amine in serondary lithium battery |
| CN109921036A (en) * | 2019-02-26 | 2019-06-21 | 天津大学 | A kind of pre-treating method of TEMPO/MV flow battery combination electrode |
| CN109921036B (en) * | 2019-02-26 | 2021-11-23 | 天津大学 | Pretreatment method of composite electrode for TEMPO/MV flow battery |
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Application publication date: 20111207 |