CN106504910A - A kind of anthraquinone molecular cograft carbon/conducting polymer composite material and preparation method thereof - Google Patents
A kind of anthraquinone molecular cograft carbon/conducting polymer composite material and preparation method thereof Download PDFInfo
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- CN106504910A CN106504910A CN201610939181.3A CN201610939181A CN106504910A CN 106504910 A CN106504910 A CN 106504910A CN 201610939181 A CN201610939181 A CN 201610939181A CN 106504910 A CN106504910 A CN 106504910A
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/30—Electrodes characterised by their material
- H01G11/48—Conductive polymers
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/30—Electrodes characterised by their material
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/30—Electrodes characterised by their material
- H01G11/32—Carbon-based
- H01G11/36—Nanostructures, e.g. nanofibres, nanotubes or fullerenes
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
Abstract
The present invention relates to a kind of anthraquinone molecular cograft carbon/conducting polymer composite material and preparation method thereof, is to add graphene oxide, epoxy carbon nano tube in the ethanol solution of amino anthraquinones, prepares anthraquinone molecular cograft carbon after being heated to reflux；Then conducting polymer monomer, dopant, oxidant are added in anthraquinone molecular cograft carbon dispersion liquid, under stirring condition, after 0 30 DEG C of 12 24h of reaction, obtains anthraquinone molecular cograft carbon/conducting polymer composite material.The present invention improves Graphene dispersibility in the composite, and widens its potential window by the use of amino anthraquinones molecule as the common grafted graphene oxide of electroactive medium and CNT；Compound Grafting Structure of the two-dimensional graphene piece with one-dimensional CNT is combined with conducting polymer, is obtained the composite of three-dimensional net structure, higher energy density and cyclical stability is shown as electrode material for super capacitor.
Description
Technical field
The present invention relates to a kind of conducting polymer combination electrode material preparation method, belongs to electrode of super capacitor material
Field.
Background technology
Ultracapacitor is a kind of novel energy-storing element between electrostatic condenser and electrochmical power source, its with traditional
Capacitor is compared with accumulator, have the advantages that height ratio capacity, high power density, the service life of length and environmental protection, how should
For various fields such as industry, communication, military and electric automobiles.At present, the conventional electrode material of ultracapacitor mainly has three
Kind：Material with carbon element (with high-specific surface area), conducting polymer materials and metal oxide materials.
Material with carbon element (such as Graphene, CNT, activated carbon etc.) can obtain high following as the representative of electric double layer capacitance
The ring life-span, but its energy density is low.Conducting polymer can be obtained compared with material with carbon element as a kind of Faraday pseudo-capacitance electrode material
Higher energy density is obtained, but which still suffers from the shortcomings of cycle life is not high, ion transmission is slower after multiple discharge and recharge.Closely
Conducting polymer and material with carbon element are carried out compound preparing Faraday pseudo-capacitance/electric double layer capacitance combination electrode material and becoming by Nian Lai
Study hotspot.
Conducting polymer/graphene combination electrode material is showed in terms of ultracapacitor with its excellent chemical property
Go out good application prospect.At present, the research of conducting polymer/graphene combination electrode material has possessed good Research foundation
(Kashani H,Chen LY,Ito Y,Han JH,Hirata A,Chen MW.Bicontinuous nanotubular
graphene–polypyrrole hybrid for high performance flexible
supercapacitors.Nano Energy 2016；19:391-400.Lia Y,Louarnb G,Aubertc P,Alain-
Rizzoa V,Galmichea L,Audeberta P,et al.Polypyrrole-modified graphene sheet
nanocomposites as new efficient materials for supercapacitors.Carbon 2016；
105:510-20.WuZS,Parvez K,Li S,Yang S,Liu ZY,Liu SH,et al.Alternating stacked
graphene-conducting polymer compact films with ultrahigh areal and volumetric
capacitances for high-energy micro-supercapacitors.Adv Mater 2015；27:4054-
61.) in but due to recombination process in Graphene and conducting polymer, the fault of construction problem of Graphene itself, the group of Graphene
Poly- problem etc. is still the principal element for restricting its energy density.Therefore, the redox active of Graphene how is improved, which is made up
Fault of construction, and solve its scattering problem in the composite and still need to further study.
Content of the invention
In order to solve problem above, it is an object of the invention to provide a kind of anthraquinone molecular cograft carbon/conducting polymer is multiple
The preparation method of condensation material, by amino anthracene quinones electric active molecule cograft in two-dimensional graphene and one-dimensional carbon nano tube surface,
While giving Graphene good oxidation reducing activity, its dispersibility in the composite is improved.Secondly, by two-dimensional graphene
Piece is combined with conducting polymer with the compound Grafting Structure of one-dimensional CNT, is obtained and is had the three of excellent electrochemical activity
The composite of dimension network, there is not been reported both at home and abroad for this kind of method.
In order to realize above-mentioned goal of the invention, the technical solution used in the present invention is as follows：
Anthraquinone molecular cograft carbon/conducting polymer composite material, is three constructed by graphene sheet layer and CNT
Dimension network structure, conducting polymer are grown in the surface of graphene film and CNT in the form of granules, the composite table
Reveal good electrochemical capacitance characteristic.Wherein, the size of CNT is 20-40nm, and graphene sheet layer size is 1-2 μm.
A kind of preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material, step are as follows：
During step (1) adds diamino-anthraquinone to ethanol, solution after dissolving, is formed；
Described diamino-anthraquinone be Isosorbide-5-Nitrae-diamino-anthraquinone, 2,6- diamino-anthraquinones, 1,5- diamino-anthraquinone, 1,2- bis-
One kind in amino anthraquinones；
The concentration of diamino-anthraquinone is 1-20g/L.
Step (2) adds graphene oxide, epoxy carbon nano tube in ethanol, and simultaneously ultrasonic disperse is uniform for stirring, is formed
Graphene oxide-epoxidation carbon nano tube dispersion liquid；
The concentration of dispersion liquid is 0.5-10g/L；
Graphene oxide is 4 with the mass ratio of epoxy carbon nano tube:1-1:4.
Step (3), the graphene oxide for forming step (2)-epoxidation carbon nano tube dispersion liquid adds the molten of step (1)
In liquid, in the 70-90 DEG C of 24-48h that flows back, after being cleaned with second alcohol and water repeatedly, centrifugation obtains anthraquinone molecular cograft carbon.
Step (4), the anthraquinone molecular cograft carbon obtained by step (3) is dispersed in water forms dispersion liquid；Dispersion liquid
Concentration be 0.5-3g/L.
Step (5), conducting polymer monomer, dopant, oxidant are sequentially added in step (4) gained dispersion liquid, mixed
Close uniformly, 12-24h is reacted in stirring condition in 0-30 DEG C, product deionized water is cleaned repeatedly, and do in vacuum drying oven
Dry, obtain anthraquinone molecular cograft carbon/conducting polymer composite material.
It is aniline, m-diaminobenzene., pyrroles, the one kind in 3,4- ethylenedioxy thiophenes that described conducting polymer monomer is；
Described dopant be kayexalate, dodecylbenzene sodium sulfonate, p-phthalic acid, 1- pyrene butanoic acid, 1,
One kind in 5- naphthalenedisulfonic acids；
Described oxidant is ferric chloride, Ammonium persulfate., potassium peroxydisulfate or 1- butyl -3- Methylimidazole. titanium tetrachlorides
Salt.
Anthraquinone molecular cograft carbon is 1 with the mass ratio of conducting polymer monomer:20-1:1, conducting polymer monomer with mix
Miscellaneous dose of mol ratio is 4:1-1:2, conducting polymer monomer is 1 with the mol ratio of oxidant:1.
The problem that the present invention reunites for the Graphene that current conducting polymer/graphene combination electrode material is present, will
One-dimensional CNT by the use of Anthraquinones electric active molecule as medium cograft on graphene nanometer sheet, with conducting polymer
The anthraquinone molecular cograft carbon/conducting polymer composite material of three-dimensional net structure is prepared after In-situ reaction, can be used as surpassing
Level capacitor electrode material.
The positive effect of the present invention is as follows：
1st, graphene nanometer sheet is connected with CNT by the use of anthraquinone electric active molecule as medium, cograft structure
The inducible conducting polymer polymer of abundant oxy radical is polymerized in its vicinity, and acquisition three-dimensional net structure can provide excellent
Ion transport capability, the introducing of conducting polymer and anthraquinone electric active molecule are conducive to combination electrode material chemical property
Improve.
2nd, the present invention prepare anthraquinone molecular cograft carbon/conducting polymer combination electrode material can obtain higher-wattage and
Energy density, and good cyclical stability is kept, have a good application prospect as electrode material for super capacitor.
3rd, preparation method of the present invention and equipment is simple, processing ease, easily expands large-scale production.
Description of the drawings
Fig. 1 is the SEM photograph of anthraquinone molecular cograft carbon/conducting polymer composite material prepared by the embodiment of the present invention 1,
Tested using JSM-5610 type scanning electron microscopies (Japanese JEOL companies), sample gold,platinized before testing.Can by SEM image
See, composite presents the three-dimensional net structure that graphene sheet layer is constructed with CNT, and conducting polymer is then with granule
Form is grown in the surface of graphene film and CNT, and the size of CNT is 20-40nm, and graphene sheet layer size is 1-
2μm.
Fig. 2. the circulation volt of the anthraquinone molecular cograft carbon/conducting polymer composite material prepared for the embodiment of the present invention 1
Peace curve (electrolyte：1M H2SO4, sweep speed=10mV/s).From Figure 2 it can be seen that composite material exhibits go out good electrochemical capacitance characteristic,
Its potential window can be widened to 1.7V.
Fig. 3. the discharge and recharge of the anthraquinone molecular cograft carbon/conducting polymer composite material prepared for the embodiment of the present invention 1
Curve (electrolyte：1M H2SO4, electric current density=2A/g).As can be seen from Figure 3, the specific capacitance of composite prepared by embodiment 1 can
According to：Calculate, wherein CmFor specific capacitance, I is discharge current, and △ t are discharge time, and m is active substance
Quality, △ v are the voltage drop in discharge process, are calculated the specific capacitance of composite of the preparation of embodiment 1 then up to 440F/
g.
Specific embodiment
The above of the present invention is described in further detail below by way of specific embodiment.But this should not be understood
Following examples are only limitted to for present disclosure.
Embodiment 1
A kind of preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material, it is characterised in that step is as follows：
(1) 1g 1,4- diamino-anthraquinones ((purchased from Shanghai Industrial Co., Ltd. in future)) are added to 100mL (10g/L)
In ethanol, solution after dissolving, is formed, standby；
(2) by 0.8g graphene oxides, 0.2g epoxidation preparation method of carbon nano-tube referring to Ogrin, D.,
Chattopadhyay,J,Sadana,A.K,Billups,W.E,Barron,A.R.Epoxidation and
deoxygenation of single-walled carbon nanotubes:Quantification of epoxide
Defects.J Am Chem Soc, 2006,128,11322-11323) add in 100mL ethanol, simultaneously ultrasonic disperse is equal for stirring
Even, graphene oxide-epoxidation carbon nano tube dispersion liquid is formed, standby；
(3), the graphene oxide for forming step (2)-epoxidation carbon nano tube dispersion liquid is added in step (1), in 90
DEG C backflow 24h, after being cleaned with second alcohol and water repeatedly, centrifugation obtain anthraquinone molecular cograft carbon.
(4), take the anthraquinone molecular cograft carbon that 0.465g prepares by (3) to be dispersed in 155mL water (concentration 3g/L)
Form dispersion liquid standby.
(5), by 0.465g (5mmol) aniline (purchased from Chemical Reagent Co., Ltd., Sinopharm Group), 0.2575g
(1.25mmol) kayexalate (purchased from Aldrich), 0.81g (5mmol) ferric chloride are (purchased from close europeanized of Tianjin section
Reagent company limited) sequentially add in above-mentioned dispersion liquid, mix homogeneously；Stirring condition reacts 24h, product deionization in 0 DEG C
Water is cleaned repeatedly, and is dried in vacuum drying oven, obtains anthraquinone molecular cograft carbon/conducting polymer composite material.
Embodiment 2
A kind of preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material, its ground different from embodiment 1
Side is：
In step (1), 1g Isosorbide-5-Nitraes-diamino-anthraquinone is changed into 2g 2,6- diamino-anthraquinones；
In step (2), the quality of graphene oxide is changed into 0.01g, and the quality of epoxy carbon nano tube is changed into 0.04g；
In step (4), 0.465g anthraquinone molecular cograft carbon is dispersed in 155mL water and is changed into 0.0134g anthraquinone moleculars altogether
Grafting carbon is dispersed to (concentration 0.5g/L) in 26.8mL water；
In step (5), 0.465g (5mmol) aniline is changed into 0.268g (4mmol) pyrroles, 0.2575g polystyrolsulfon acids
Sodium (1.25mmol) is changed into 2.7878g (8mmol) dodecylbenzene sodium sulfonate, and 0.81g (5mmol) ferric chloride is changed into
0.9128g (4mmol) Ammonium persulfate.；0 DEG C of reaction 24h is changed into 30 DEG C of reaction 12h；
In step (3), 90 DEG C of backflow 24h are changed into 80 DEG C of backflow 36h.
Embodiment 3
A kind of preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material, its ground different from embodiment 1
Side is：
In step (1), 1g Isosorbide-5-Nitraes-diamino-anthraquinone is changed into 0.1g 1,5- diamino-anthraquinones；
In step (2), the quality of graphene oxide is changed into 0.1g, and the quality of epoxy carbon nano tube is changed into 0.1g；
In step (4), 0.465g anthraquinone molecular cograft carbon is dispersed in 155mL water and is changed into 0.108g anthraquinone moleculars and connects altogether
Branch carbon is dispersed to (concentration 1g/L) in 108mL water,；
In step (5), 0.465g (5mmol) aniline is changed into 1.08g (10mmol) m-diaminobenzene., 0.2575g polystyrene
Sodium sulfonate (1.25mmol) is changed into 0.83g (5mmol) p-phthalic acid, and 0.81g (5mmol) ferric chloride is changed into 2.7032g
(10mmol) potassium peroxydisulfate；0 DEG C of reaction 24h is changed into 15 DEG C of reaction 18h.
Embodiment 4
A kind of preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material, its ground different from embodiment 1
Side is：
In step (1), 1g Isosorbide-5-Nitraes-diamino-anthraquinone is changed into 1.5g 1,2- diamino-anthraquinones；
In step (2), the quality of graphene oxide is changed into 0.3g, and the quality of epoxy carbon nano tube is changed into 0.2g；
In step (4), 0.465g anthraquinone molecular cograft carbon is dispersed in 155mL water and is changed into 0.142g anthraquinone moleculars and connects altogether
Branch carbon is dispersed to (concentration 2g/L) in 284mL water；
In step (5), 0.465g (5mmol) aniline is changed into 3,4 ethylenedioxy thiophenes of 0.71g (5mmol), and 0.2575g gathers
Sodium styrene sulfonate (1.25mmol) is changed into 1.4415g (5mmol) 1- pyrene butanoic acid, and 0 DEG C of reaction 24h is changed into 25 DEG C of reaction 16h.
Embodiment 5
A kind of preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material, its ground different from embodiment 1
Side is：
In step (2), the quality of graphene oxide is changed into 0.3g, and the quality of epoxy carbon nano tube is changed into 0.5g；
In step (5), 0.465g (5mmol) aniline is changed into 0.71g (5mmol), 0.2575g kayexalates
(1.25mmol) it is changed into 0.4507g (1.25mmol) 1,5- naphthalenedisulfonic acids, 0.81g (5mmol) ferric chloride is changed into 1.6844g
(5mmol) 1- butyl tri-methylimidazolium titanium tetrachloride salt；
In step (3), 90 DEG C of backflow 24h are changed into 70 DEG C of backflow 48h.
Embodiment 1-5 prepares the performance parameter of composite and is shown in Table 1.
Table 1
Claims (5)
1. anthraquinone molecular cograft carbon/conducting polymer composite material, it is characterised in that be by graphene sheet layer and CNT
The three-dimensional net structure that constructs, conducting polymer are grown in the surface of graphene film and CNT in the form of granules, and this is multiple
Condensation material shows good electrochemical capacitance characteristic；Wherein, the size of CNT is 20-40nm, and graphene sheet layer size is 1-2
μm.
2. the preparation method of the anthraquinone molecular cograft carbon/conducting polymer composite material described in claim 1, its feature exist
In step is as follows：
(1), during, add diamino-anthraquinone to ethanol, solution is formed after dissolving；
(2), graphene oxide, epoxy carbon nano tube are added in ethanol, simultaneously ultrasonic disperse is uniform for stirring, forms graphite oxide
Alkene-epoxidation carbon nano tube dispersion liquid；
(3), the graphene oxide for forming step (2)-epoxidation carbon nano tube dispersion liquid is added in the solution of step (1), in
70-90 DEG C of backflow 24-48h, after being cleaned with second alcohol and water repeatedly, centrifugation obtains anthraquinone molecular cograft carbon；
(4), the anthraquinone molecular cograft carbon obtained by step (3) is dispersed in water and forms dispersion liquid；The concentration of dispersion liquid is
0.5-3g/L；
(5), conducting polymer monomer, dopant, oxidant are sequentially added in step (4) gained dispersion liquid, mix homogeneously,
Stirring condition reacts 12-24h in 0-30 DEG C, and product deionized water is cleaned repeatedly, and dries in vacuum drying oven, obtains anthracene
Quinone molecule cograft carbon/conducting polymer composite material.
3. the preparation method of the anthraquinone molecular cograft carbon/conducting polymer composite material described in claim 2, it is characterised in that
In step (1), described diamino-anthraquinone is Isosorbide-5-Nitrae-diamino-anthraquinone, 2,6- diamino-anthraquinones, 1,5- diamino-anthraquinone, 1,2-
One kind in diamino-anthraquinone；The concentration of diamino-anthraquinone is 1-20g/L.
4. the preparation method of the anthraquinone molecular cograft carbon/conducting polymer composite material described in claim 2, it is characterised in that
In step (2), the concentration of dispersion liquid is 0.5-10g/L；Graphene oxide is 4 with the mass ratio of epoxy carbon nano tube:1-1:
4.
5. the preparation method of the anthraquinone molecular cograft carbon/conducting polymer composite material described in claim 2, it is characterised in that
It is aniline, m-diaminobenzene., pyrroles, the one kind in 3,4- ethylenedioxy thiophenes that conducting polymer monomer described in step (5) is；
Described dopant is kayexalate, dodecylbenzene sodium sulfonate, p-phthalic acid, 1- pyrene butanoic acid, 1,5- naphthalenes
One kind in disulfonic acid；
Described oxidant is ferric chloride, Ammonium persulfate., potassium peroxydisulfate or 1- butyl -3- Methylimidazole. titanium tetrachloride salt；
Anthraquinone molecular cograft carbon is 1 with the mass ratio of conducting polymer monomer:20-1:1, conducting polymer monomer and dopant
Mol ratio be 4:1-1:2, conducting polymer monomer is 1 with the mol ratio of oxidant:1.
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Cited By (7)
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| CN107275114A (en) * | 2017-05-04 | 2017-10-20 | 浙江工业大学 | A kind of preparation method of graphene composite film |
| CN108002368A (en) * | 2017-11-29 | 2018-05-08 | 温州医科大学 | A kind of amino anthraquinones modified graphene GDAQ and preparation method thereof is with preparing the application on hydrazine Huang luciferase assay reagent |
| CN108428556A (en) * | 2018-03-19 | 2018-08-21 | 华南理工大学 | A kind of graphene/metal anthraquinone complex/carbon/polyaniline super capacitor electrode material and preparation method thereof |
| CN110157031A (en) * | 2019-06-04 | 2019-08-23 | 厦门理工学院 | The preparation method and application of frosting grafting anthraquinone compounds |
| CN112436139A (en) * | 2019-08-24 | 2021-03-02 | 深圳格林德能源集团有限公司 | Preparation method of three-dimensional composite conductive agent |
| CN113604822A (en) * | 2021-08-12 | 2021-11-05 | 浙江工商大学 | Carbon/anthraquinone composite material, preparation method thereof and application thereof in hydrogen peroxide synthesis |
| CN114031867A (en) * | 2021-12-14 | 2022-02-11 | 山东鲁泰控股集团有限公司石墨烯高分子复合材料研发中心 | MXene-graphene-PVC composite material and preparation method thereof |
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| CN107275114B (en) * | 2017-05-04 | 2019-02-01 | 浙江工业大学 | A kind of preparation method of graphene composite film |
| CN108002368A (en) * | 2017-11-29 | 2018-05-08 | 温州医科大学 | A kind of amino anthraquinones modified graphene GDAQ and preparation method thereof is with preparing the application on hydrazine Huang luciferase assay reagent |
| CN108428556A (en) * | 2018-03-19 | 2018-08-21 | 华南理工大学 | A kind of graphene/metal anthraquinone complex/carbon/polyaniline super capacitor electrode material and preparation method thereof |
| CN110157031A (en) * | 2019-06-04 | 2019-08-23 | 厦门理工学院 | The preparation method and application of frosting grafting anthraquinone compounds |
| CN110157031B (en) * | 2019-06-04 | 2021-08-17 | 厦门理工学院 | Preparation method and application of anthraquinone compound grafted on plastic surface |
| CN112436139A (en) * | 2019-08-24 | 2021-03-02 | 深圳格林德能源集团有限公司 | Preparation method of three-dimensional composite conductive agent |
| CN113604822A (en) * | 2021-08-12 | 2021-11-05 | 浙江工商大学 | Carbon/anthraquinone composite material, preparation method thereof and application thereof in hydrogen peroxide synthesis |
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