CN106504910B - 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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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, anthraquinone molecular cograft carbon is prepared after being heated to reflux；Then conducting polymer monomer, dopant, oxidant are added in anthraquinone molecular cograft carbon dispersion liquid, anthraquinone molecular cograft carbon/conducting polymer composite material is obtained after reacting 12 24h in 0 30 DEG C under stirring condition.The present invention improves the dispersiveness of graphene in the composite, and widen its potential window by the use of amino anthraquinones molecule as the common grafted graphene oxide of electroactive medium and CNT；Two-dimensional graphene piece and the compound Grafting Structure of one-dimensional CNT and conducting polymer progress is compound, the composite of three-dimensional net structure is obtained, higher energy density and cyclical stability are 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, belong 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 it is traditional
Capacitor is compared with battery, is had the advantages that height ratio capacity, high power density, the service life of length and green, more should
For various fields such as industry, communication, military and electric automobiles.At present, the conventional electrode material of ultracapacitor mainly has three
Kind：Carbon material (there is high-specific surface area), conducting polymer materials and metal oxide materials.
Representative of the carbon material (such as graphene, CNT, activated carbon etc.) as electric double layer capacitance, can obtain high follow
The ring life-span, but its energy density is low.Conducting polymer can obtain as a kind of Faraday pseudo-capacitance electrode material compared with carbon material
Higher energy density is obtained, but it still suffers from the shortcomings of cycle life is not high, ion transmission is slower after multiple discharge and recharge.Closely
Nian Lai, conducting polymer is carried out into the compound Faraday pseudo-capacitance/electric double layer capacitance combination electrode material for preparing with carbon material turns into
Study hotspot.
Conducting polymer/graphene combination electrode material is showed with its excellent chemical property in terms of ultracapacitor
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.) but due in recombination process in graphene and conducting polymer, graphene fault of construction problem in itself, the group of graphene
Poly- problem etc. is still to restrict the principal element of its energy density.Therefore, the redox active of graphene how is improved, makes up it
Fault of construction, and solve its scattering problem in the composite and still need to further study.
The 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 assigning graphene good oxidation reducing activity, its dispersiveness in the composite is improved.Secondly, by two-dimensional graphene
Piece and the compound Grafting Structure of one-dimensional CNT and conducting polymer progress are compound, obtain three with excellent electrochemical activity
The composite of network is tieed up, there is not been reported both at home and abroad for such a method.
In order to realize above-mentioned goal of the invention, the technical solution adopted by the present invention is as follows：
Anthraquinone molecular cograft carbon/conducting polymer composite material, it is three constructed by graphene sheet layer and CNT
Network structure is tieed up, conducting polymer is 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：
Step (1) adds diamino-anthraquinone into ethanol, and solution is formed after dissolving；
Described diamino-anthraquinone is 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, stirs and ultrasonic disperse is uniform, formed
Graphene oxide-epoxidation carbon nano tube dispersion liquid；
The concentration of dispersion liquid is 0.5-10g/L；
The mass ratio of graphene oxide and epoxy carbon nano tube is 4:1-1:4.
Step (3), the graphene oxide-epoxidation carbon nano tube dispersion liquid for forming step (2) add the molten of step (1)
In liquid, flow back 24-48h in 70-90 DEG C, and after being cleaned repeatedly with second alcohol and water, 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 sequentially added in dispersion liquid obtained by step (4), mixed
Closing uniformly, react 12-24h in 0-30 DEG C in stirring condition, product is cleaned repeatedly with deionized water, and in dry in vacuum drying chamber
It is dry, obtain anthraquinone molecular cograft carbon/conducting polymer composite material.
It is one kind in aniline, m-phenylene diamine (MPD), pyrroles, 3,4- ethylenedioxy thiophenes that described conducting polymer monomer, which is,；
Described dopant be kayexalate, neopelex, terephthalic acid (TPA), 1- pyrenes butyric acid, 1,
One kind in 5- naphthalenedisulfonic acids；
Described oxidant is ferric trichloride, ammonium persulfate, potassium peroxydisulfate or 1- butyl -3- methylimidazole titanium tetrachlorides
Salt.
The mass ratio of anthraquinone molecular cograft carbon and conducting polymer monomer is 1:20-1:1, conducting polymer monomer is with mixing
Miscellaneous dose of mol ratio is 4:1-1:2, the mol ratio of conducting polymer monomer and oxidant is 1:1.
The present invention is directed to the problem of graphene existing for current conducting polymer/graphene combination electrode material is reunited, will
One-dimensional CNT by the use of Anthraquinones electric active molecule as medium cograft on graphene nanometer sheet, with conducting polymer
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
Abundant oxy radical can induce conducting polymer polymer and polymerize 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, be advantageous to combination electrode material chemical property
Improve.
2nd, anthraquinone molecular cograft carbon/conducting polymer combination electrode material for preparing of the present invention can obtain higher-wattage and
Energy density, and good cyclical stability is kept, had a good application prospect as electrode material for super capacitor.
3rd, preparation method and equipment of the present invention are simple, operation is easy, easily expand large-scale production.
Brief 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 types ESEM (Japanese JEOL companies), sample gold,platinized before testing.Can by SEM image
See, composite shows the three-dimensional net structure that graphene sheet layer is constructed with CNT, and conducting polymer is then with particle
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 are the circulation volt of anthraquinone molecular cograft carbon/conducting polymer composite material prepared by the embodiment of the present invention 1
Pacify 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 are the discharge and recharge of anthraquinone molecular cograft carbon/conducting polymer composite material prepared by the embodiment of the present invention 1
Curve (electrolyte：1M H2SO4, 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 material
Quality, △ v are the voltage drop in discharge process, and the specific capacitance of composite of the preparation of embodiment 1 is calculated then up to 440F/
g。
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 ((being purchased from Shanghai Industrial Co., Ltd. in future)) are added to 100mL (10g/L)
In ethanol, solution is formed after dissolving, it is standby；
(2) by 0.8g graphene oxides, 0.2g epoxidations 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, stir and ultrasonic disperse is equal
It is even, graphene oxide-epoxidation carbon nano tube dispersion liquid is formed, it is 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 repeatedly with second alcohol and water, centrifugation obtain anthraquinone molecular cograft carbon.
(4) the anthraquinone molecular cograft carbon for, taking 0.465g to be prepared by (3) is dispersed in 155mL water (concentration 3g/L)
It is standby to form dispersion liquid.
(5), by 0.465g (5mmol) aniline (being purchased from Chemical Reagent Co., Ltd., Sinopharm Group), 0.2575g
(1.25mmol) kayexalate (being purchased from Aldrich), 0.81g (5mmol) ferric trichloride (are purchased from close europeanized of Tianjin section
Reagent Co., Ltd) sequentially add in above-mentioned dispersion liquid, it is well mixed；Stirring condition reacts 24h, product deionization in 0 DEG C
Water cleans repeatedly, and in being dried in vacuum drying chamber, 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, which is dispersed in 155mL water, to be changed into 0.0134g anthraquinone moleculars and is total to
Grafting carbon is dispersed in 26.8mL water (concentration 0.5g/L)；
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) neopelex, and 0.81g (5mmol) ferric trichloride 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, which is dispersed in 155mL water, to be changed into 0.108g anthraquinone moleculars and connects altogether
Branch carbon is dispersed in 108mL water (concentration 1g/L),；
In step (5), 0.465g (5mmol) aniline is changed into 1.08g (10mmol) m-phenylene diamine (MPD), 0.2575g polystyrene
Sodium sulfonate (1.25mmol) is changed into 0.83g (5mmol) terephthalic acid (TPA), and 0.81g (5mmol) ferric trichloride 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, which is dispersed in 155mL water, to be changed into 0.142g anthraquinone moleculars and connects altogether
Branch carbon is dispersed in 284mL water (concentration 2g/L)；
In step (5), 0.465g (5mmol) aniline is changed into the ethylenedioxy thiophenes of 0.71g (5mmol) 3,4, and 0.2575g gathers
SSS (1.25mmol) is changed into 1.4415g (5mmol) 1- pyrene butyric 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) is changed into 0.4507g (1.25mmol) 1,5- naphthalenedisulfonic acids, and 0.81g (5mmol) ferric trichloride 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.
The performance parameter that embodiment 1-5 prepares composite is shown in Table 1.
Table 1
Claims (4)
1. the preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material, it is characterised in that step is as follows：
Step（1）, diamino-anthraquinone added into ethanol, solution is formed after dissolving；
Step（2）, will graphene oxide, epoxy carbon nano tube add ethanol in, stir and ultrasonic disperse it is uniform, formed oxidation
Graphene-epoxidation carbon nano tube dispersion liquid；
Step（3）, by step（2）The graphene oxide of formation-epoxidation carbon nano tube dispersion liquid adds step（1）Solution
In, flow back 24-48h in 70-90 DEG C, and after being cleaned repeatedly with second alcohol and water, centrifugation obtains anthraquinone molecular cograft carbon；
Step（4）, will be by step（3）Obtained anthraquinone molecular cograft carbon, which is dispersed in water, forms dispersion liquid；Dispersion liquid it is dense
Spend for 0.5-3g/L；
Step（5）, conducting polymer monomer, dopant, oxidant sequentially added into step（4）In gained dispersion liquid, mixing is equal
It is even, 12-24h is reacted in 0-30 DEG C in stirring condition, product cleans repeatedly with deionized water, and in being dried in vacuum drying chamber,
Anthraquinone molecular cograft carbon/conducting polymer composite material is obtained, the composite is by graphene sheet layer and CNT structure
The three-dimensional net structure built, conducting polymer are grown in the surface of graphene film and CNT in the form of granules, and this is compound
Material shows good electrochemical capacitance characteristic；Wherein, the size of CNT is 20-40nm, and graphene sheet layer size is 1-2 μ
m。
2. the preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material described in claim 1, it is characterised in that
Step（1）In, 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.
3. the preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material described in claim 1, it is characterised in that
Step（2）In, the concentration of dispersion liquid is 0.5-10g/L；The mass ratio of graphene oxide and epoxy carbon nano tube is 4:1-1:
4。
4. the preparation method of anthraquinone molecular cograft carbon/conducting polymer composite material described in claim 1, it is characterised in that
Step（5）Described in conducting polymer monomer be one kind in aniline, m-phenylene diamine (MPD), pyrroles, 3,4- ethylenedioxy thiophenes；
Described dopant is kayexalate, neopelex, terephthalic acid (TPA), 1- pyrenes butyric acid, 1,5- naphthalenes
One kind in disulfonic acid；
Described oxidant is ferric trichloride, ammonium persulfate, potassium peroxydisulfate or 1- butyl -3- methylimidazole titanium tetrachloride salt；
The mass ratio of anthraquinone molecular cograft carbon and conducting polymer monomer is 1:20-1:1, conducting polymer monomer and dopant
Mol ratio be 4:1-1:2, the mol ratio of conducting polymer monomer and oxidant is 1:1.
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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 |
| CN108002368B (en) * | 2017-11-29 | 2020-12-29 | 温州医科大学 | Aminoanthraquinone modified graphene GDAQ, preparation method thereof and application of aminoanthraquinone modified graphene GDAQ in preparation of hydrazine yellow fluorescence detection reagent |
| CN108428556B (en) * | 2018-03-19 | 2019-08-20 | 华南理工大学 | A kind of graphene/metal anthraquinone complex/carbon/polyaniline super capacitor electrode material and preparation method thereof |
| 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 |
| CN114031867B (en) * | 2021-12-14 | 2023-05-02 | 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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